# 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_202009189
_database_code_depnum_ccdc_archive 'CCDC 2085480'
loop_
_audit_author_name
_audit_author_address
'Hui Zhou'
;Chongqing Medical University
China
;
_audit_update_record             
;
2021-05-24 deposited with the CCDC.	2021-08-12 downloaded from the CCDC.
;
_audit_creation_date             2020-09-24
_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 H22 N2 O5 S'
_chemical_formula_sum            'C24 H22 N2 O5 S'
_chemical_formula_weight         450.49
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C30H30O2N2S1
_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      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+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   9.42743(15)
_cell_length_b                   9.8509(2)
_cell_length_c                   24.0927(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2237.46(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3593
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.8640
_cell_measurement_theta_min      4.8390
_shelx_estimated_absorpt_T_max   0.869
_shelx_estimated_absorpt_T_min   0.806
_exptl_absorpt_coefficient_mu    1.610
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90850
_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    1.337
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             944
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0367
_diffrn_reflns_av_unetI/netI     0.0559
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            8071
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.058
_diffrn_reflns_theta_max         67.058
_diffrn_reflns_theta_min         3.669
_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 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -102.00 -36.00   1.00    2.00    --  -33.50 -57.00  90.00   66
  2  ω     59.00 109.00   1.00    2.00    --   36.47 178.00 150.00   50
  3  ω    -30.00  58.00   1.00    2.00    --   36.47 -77.00 -30.00   88
  4  ω     44.00  99.00   1.00    2.00    --   36.47  37.00 150.00   55
  5  ω     69.00  99.00   1.00    2.00    --   36.47 178.00   0.00   30
  6  ω     66.00  95.00   1.00    2.00    --   36.47 178.00-150.00   29
  7  ω     57.00  83.00   1.00    2.00    --   36.47 178.00-120.00   26
  8  ω     63.00 108.00   1.00   13.00    --  108.00  15.00  30.00   45
  9  ω     39.00 137.00   1.00   13.00    --  108.00 -77.00 150.00   98
 10  ω     42.00  92.00   1.00   13.00    --  108.00-111.00 -90.00   50
 11  ω     67.00 106.00   1.00   13.00    --  108.00 -94.00  60.00   39
 12  ω     98.00 134.00   1.00   13.00    --  108.00 -30.00 -30.00   36
 13  ω     38.00  66.00   1.00   13.00    --  108.00 -30.00 -30.00   28
 14  ω    134.00 178.00   1.00   13.00    --  108.00  15.00  30.00   44
 15  ω     42.00 133.00   1.00   13.00    --  108.00 -77.00 -60.00   91
 16  ω     45.00 111.00   1.00   13.00    --  108.00 -30.00  90.00   66
;
_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      0.1055754000
_diffrn_orient_matrix_UB_12      -0.0270960000
_diffrn_orient_matrix_UB_13      0.0475442000
_diffrn_orient_matrix_UB_21      -0.0588329000
_diffrn_orient_matrix_UB_22      0.1233701000
_diffrn_orient_matrix_UB_23      0.0318016000
_diffrn_orient_matrix_UB_31      -0.1100144000
_diffrn_orient_matrix_UB_32      -0.0921275000
_diffrn_orient_matrix_UB_33      0.0286080000
_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         0.737
_reflns_Friedel_fraction_full    0.998
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                3538
_reflns_number_total             3985
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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         0.278
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details 
;
 Flack x determined using 1285 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.07(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     295
_refine_ls_number_reflns         3985
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0561
_refine_ls_R_factor_gt           0.0498
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0719P)²+0.1825P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1295
_refine_ls_wR_factor_ref         0.1366
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C5(H5), C6(H6), C7(H7), C8(H8), C11(H11), C12(H12), C13(H13),
 C14(H14), C15(H15), C19(H19), C20(H20), C22(H22), C23(H23)
2.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens   mixed
_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
S1 S 1.02620(10) 0.38050(11) 0.76844(4) 0.0403(3) Uani 1 1 d . . . . .
O1 O 0.9098(5) 0.1618(4) 0.60021(18) 0.0695(10) Uani 1 1 d . . . . .
O2 O 1.0733(3) 0.4248(4) 0.61110(12) 0.0481(8) Uani 1 1 d . . . . .
O3 O 1.0817(4) 0.3556(5) 0.52304(14) 0.0644(10) Uani 1 1 d . . . . .
O4 O 1.0883(3) 0.5109(4) 0.76152(14) 0.0525(8) Uani 1 1 d . . . . .
O5 O 1.1109(4) 0.2694(4) 0.78783(15) 0.0572(8) Uani 1 1 d . . . . .
N1 N 0.7617(5) 0.3049(5) 0.55173(18) 0.0583(11) Uani 1 1 d . . . . .
H1 H 0.7080 0.2456 0.5360 0.070 Uiso 1 1 calc R . . . .
N2 N 0.9676(4) 0.3308(4) 0.70771(14) 0.0424(7) Uani 1 1 d . . . . .
H2 H 0.935(8) 0.237(7) 0.709(3) 0.08(2) Uiso 1 1 d . . . . .
C1 C 0.8677(5) 0.2731(5) 0.58755(19) 0.0510(11) Uani 1 1 d . . . . .
C2 C 0.9208(4) 0.4097(5) 0.61242(17) 0.0414(9) Uani 1 1 d . . . . .
C3 C 0.8452(5) 0.5125(5) 0.57716(18) 0.0487(11) Uani 1 1 d . . . . .
C4 C 0.7496(6) 0.4449(7) 0.54323(19) 0.0572(13) Uani 1 1 d . . . . .
C5 C 0.6634(6) 0.5131(9) 0.5065(2) 0.076(2) Uani 1 1 d . . . . .
H5 H 0.5992 0.4676 0.4838 0.092 Uiso 1 1 calc R . . . .
C6 C 0.6772(8) 0.6532(10) 0.5051(3) 0.095(3) Uani 1 1 d . . . . .
H6 H 0.6206 0.7025 0.4808 0.114 Uiso 1 1 calc R . . . .
C7 C 0.7710(8) 0.7214(8) 0.5381(3) 0.084(2) Uani 1 1 d . . . . .
H7 H 0.7779 0.8154 0.5355 0.101 Uiso 1 1 calc R . . . .
C8 C 0.8564(6) 0.6517(6) 0.5758(2) 0.0613(13) Uani 1 1 d . . . . .
H8 H 0.9186 0.6976 0.5991 0.074 Uiso 1 1 calc R . . . .
C9 C 0.8802(4) 0.4226(4) 0.67487(16) 0.0398(9) Uani 1 1 d . . . . .
H9 H 0.9036 0.5153 0.6865 0.048 Uiso 1 1 calc R . . . .
C10 C 0.7222(4) 0.4029(5) 0.68472(17) 0.0443(10) Uani 1 1 d . . . . .
C11 C 0.6364(6) 0.5134(6) 0.6927(2) 0.0619(14) Uani 1 1 d . . . . .
H11 H 0.6728 0.6009 0.6901 0.074 Uiso 1 1 calc R . . . .
C12 C 0.4923(6) 0.4923(9) 0.7048(3) 0.082(2) Uani 1 1 d . . . . .
H12 H 0.4341 0.5670 0.7109 0.098 Uiso 1 1 calc R . . . .
C13 C 0.4358(6) 0.3660(10) 0.7079(3) 0.087(2) Uani 1 1 d . . . . .
H13 H 0.3401 0.3545 0.7159 0.104 Uiso 1 1 calc R . . . .
C14 C 0.5209(7) 0.2556(8) 0.6990(3) 0.0801(19) Uani 1 1 d . . . . .
H14 H 0.4829 0.1686 0.7005 0.096 Uiso 1 1 calc R . . . .
C15 C 0.6630(6) 0.2735(7) 0.6879(3) 0.0644(14) Uani 1 1 d . . . . .
H15 H 0.7204 0.1979 0.6824 0.077 Uiso 1 1 calc R . . . .
C16 C 1.1403(5) 0.3969(6) 0.56352(19) 0.0511(11) Uani 1 1 d . . . . .
C17 C 1.2949(6) 0.4265(8) 0.5670(3) 0.0725(17) Uani 1 1 d . . . . .
H17A H 1.3114 0.5198 0.5575 0.109 Uiso 1 1 calc GR . . . .
H17B H 1.3453 0.3690 0.5416 0.109 Uiso 1 1 calc GR . . . .
H17C H 1.3276 0.4097 0.6041 0.109 Uiso 1 1 calc GR . . . .
C18 C 0.8787(4) 0.3977(4) 0.81261(16) 0.0390(8) Uani 1 1 d . . . . .
C19 C 0.8017(7) 0.2830(5) 0.8274(3) 0.0627(14) Uani 1 1 d . . . . .
H19 H 0.8310 0.1970 0.8163 0.075 Uiso 1 1 calc R . . . .
C20 C 0.6810(8) 0.2994(6) 0.8589(3) 0.0773(18) Uani 1 1 d . . . . .
H20 H 0.6264 0.2237 0.8676 0.093 Uiso 1 1 calc R . . . .
C21 C 0.6391(6) 0.4242(6) 0.8779(2) 0.0631(14) Uani 1 1 d . . . . .
C22 C 0.7190(7) 0.5344(6) 0.8639(2) 0.0636(14) Uani 1 1 d . . . . .
H22 H 0.6927 0.6195 0.8771 0.076 Uiso 1 1 calc R . . . .
C23 C 0.8377(6) 0.5230(5) 0.8309(2) 0.0548(12) Uani 1 1 d . . . . .
H23 H 0.8894 0.5998 0.8211 0.066 Uiso 1 1 calc R . . . .
C24 C 0.5052(8) 0.4407(10) 0.9128(3) 0.100(3) Uani 1 1 d . . . . .
H24A H 0.5042 0.5295 0.9293 0.151 Uiso 1 1 calc GR . . . .
H24B H 0.5041 0.3732 0.9416 0.151 Uiso 1 1 calc GR . . . .
H24C H 0.4232 0.4298 0.8896 0.151 Uiso 1 1 calc GR . . . .


_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 O4 1.421(4) . ?
S1 O5 1.433(4) . ?
S1 N2 1.638(4) . ?
S1 C18 1.760(4) . ?
O1 C1 1.205(7) . ?
O2 C2 1.446(5) . ?
O2 C16 1.337(6) . ?
O3 C16 1.192(6) . ?
N1 H1 0.8600 . ?
N1 C1 1.357(7) . ?
N1 C4 1.399(8) . ?
N2 H2 0.97(7) . ?
N2 C9 1.457(6) . ?
C1 C2 1.555(6) . ?
C2 C3 1.502(6) . ?
C2 C9 1.558(5) . ?
C3 C4 1.387(8) . ?
C3 C8 1.376(8) . ?
C4 C5 1.376(8) . ?
C5 H5 0.9300 . ?
C5 C6 1.387(12) . ?
C6 H6 0.9300 . ?
C6 C7 1.366(12) . ?
C7 H7 0.9300 . ?
C7 C8 1.394(9) . ?
C8 H8 0.9300 . ?
C9 H9 0.9800 . ?
C9 C10 1.520(6) . ?
C10 C11 1.370(7) . ?
C10 C15 1.394(8) . ?
C11 H11 0.9300 . ?
C11 C12 1.405(9) . ?
C12 H12 0.9300 . ?
C12 C13 1.355(11) . ?
C13 H13 0.9300 . ?
C13 C14 1.368(11) . ?
C14 H14 0.9300 . ?
C14 C15 1.377(8) . ?
C15 H15 0.9300 . ?
C16 C17 1.488(7) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C19 1.390(7) . ?
C18 C23 1.365(7) . ?
C19 H19 0.9300 . ?
C19 C20 1.378(9) . ?
C20 H20 0.9300 . ?
C20 C21 1.369(9) . ?
C21 C22 1.363(8) . ?
C21 C24 1.526(8) . ?
C22 H22 0.9300 . ?
C22 C23 1.378(8) . ?
C23 H23 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?

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
O4 S1 O5 119.9(2) . . ?
O4 S1 N2 107.7(2) . . ?
O4 S1 C18 108.0(2) . . ?
O5 S1 N2 104.5(2) . . ?
O5 S1 C18 108.5(2) . . ?
N2 S1 C18 107.61(19) . . ?
C16 O2 C2 117.8(4) . . ?
C1 N1 H1 123.8 . . ?
C1 N1 C4 112.4(5) . . ?
C4 N1 H1 123.8 . . ?
S1 N2 H2 110(4) . . ?
C9 N2 S1 119.4(3) . . ?
C9 N2 H2 116(4) . . ?
O1 C1 N1 127.8(5) . . ?
O1 C1 C2 125.7(4) . . ?
N1 C1 C2 106.4(4) . . ?
O2 C2 C1 113.6(4) . . ?
O2 C2 C3 113.0(4) . . ?
O2 C2 C9 104.9(3) . . ?
C1 C2 C9 111.3(4) . . ?
C3 C2 C1 102.3(4) . . ?
C3 C2 C9 112.0(4) . . ?
C4 C3 C2 108.5(5) . . ?
C8 C3 C2 130.5(5) . . ?
C8 C3 C4 120.9(5) . . ?
C3 C4 N1 109.5(5) . . ?
C5 C4 N1 128.5(6) . . ?
C5 C4 C3 121.9(6) . . ?
C4 C5 H5 121.8 . . ?
C4 C5 C6 116.5(7) . . ?
C6 C5 H5 121.8 . . ?
C5 C6 H6 118.8 . . ?
C7 C6 C5 122.4(6) . . ?
C7 C6 H6 118.8 . . ?
C6 C7 H7 119.7 . . ?
C6 C7 C8 120.7(7) . . ?
C8 C7 H7 119.7 . . ?
C3 C8 C7 117.5(6) . . ?
C3 C8 H8 121.2 . . ?
C7 C8 H8 121.2 . . ?
N2 C9 C2 109.5(3) . . ?
N2 C9 H9 107.2 . . ?
N2 C9 C10 113.0(4) . . ?
C2 C9 H9 107.2 . . ?
C10 C9 C2 112.4(3) . . ?
C10 C9 H9 107.2 . . ?
C11 C10 C9 119.9(5) . . ?
C11 C10 C15 118.9(5) . . ?
C15 C10 C9 121.2(4) . . ?
C10 C11 H11 120.6 . . ?
C10 C11 C12 118.8(6) . . ?
C12 C11 H11 120.6 . . ?
C11 C12 H12 119.1 . . ?
C13 C12 C11 121.8(6) . . ?
C13 C12 H12 119.1 . . ?
C12 C13 H13 120.3 . . ?
C12 C13 C14 119.4(5) . . ?
C14 C13 H13 120.3 . . ?
C13 C14 H14 120.0 . . ?
C13 C14 C15 119.9(7) . . ?
C15 C14 H14 120.0 . . ?
C10 C15 H15 119.4 . . ?
C14 C15 C10 121.1(6) . . ?
C14 C15 H15 119.4 . . ?
O2 C16 C17 112.0(5) . . ?
O3 C16 O2 123.6(4) . . ?
O3 C16 C17 124.5(5) . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 S1 119.3(4) . . ?
C23 C18 S1 120.4(3) . . ?
C23 C18 C19 120.3(4) . . ?
C18 C19 H19 120.8 . . ?
C20 C19 C18 118.5(5) . . ?
C20 C19 H19 120.8 . . ?
C19 C20 H20 119.1 . . ?
C21 C20 C19 121.8(5) . . ?
C21 C20 H20 119.1 . . ?
C20 C21 C24 121.2(6) . . ?
C22 C21 C20 118.3(5) . . ?
C22 C21 C24 120.5(6) . . ?
C21 C22 H22 119.1 . . ?
C21 C22 C23 121.8(5) . . ?
C23 C22 H22 119.1 . . ?
C18 C23 C22 119.3(4) . . ?
C18 C23 H23 120.4 . . ?
C22 C23 H23 120.4 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

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
N1 H1 O3 0.86 2.11 2.936(5) 162.0 3_456
N2 H2 O4 0.97(7) 2.35(7) 3.281(5) 161(6) 4_746

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 N2 C9 C2 141.2(3) . . . . ?
S1 N2 C9 C10 -92.7(4) . . . . ?
S1 C18 C19 C20 -175.7(5) . . . . ?
S1 C18 C23 C22 177.8(4) . . . . ?
O1 C1 C2 O2 51.7(7) . . . . ?
O1 C1 C2 C3 173.7(5) . . . . ?
O1 C1 C2 C9 -66.5(6) . . . . ?
O2 C2 C3 C4 129.8(4) . . . . ?
O2 C2 C3 C8 -51.8(7) . . . . ?
O2 C2 C9 N2 -51.0(5) . . . . ?
O2 C2 C9 C10 -177.5(4) . . . . ?
O4 S1 N2 C9 -49.4(4) . . . . ?
O4 S1 C18 C19 -178.0(4) . . . . ?
O4 S1 C18 C23 3.9(5) . . . . ?
O5 S1 N2 C9 -178.0(3) . . . . ?
O5 S1 C18 C19 -46.5(5) . . . . ?
O5 S1 C18 C23 135.3(4) . . . . ?
N1 C1 C2 O2 -131.4(4) . . . . ?
N1 C1 C2 C3 -9.4(5) . . . . ?
N1 C1 C2 C9 110.4(4) . . . . ?
N1 C4 C5 C6 -177.3(6) . . . . ?
N2 S1 C18 C19 66.0(5) . . . . ?
N2 S1 C18 C23 -112.1(4) . . . . ?
N2 C9 C10 C11 134.3(4) . . . . ?
N2 C9 C10 C15 -43.4(6) . . . . ?
C1 N1 C4 C3 -3.8(6) . . . . ?
C1 N1 C4 C5 173.9(5) . . . . ?
C1 C2 C3 C4 7.3(5) . . . . ?
C1 C2 C3 C8 -174.3(5) . . . . ?
C1 C2 C9 N2 72.3(4) . . . . ?
C1 C2 C9 C10 -54.2(5) . . . . ?
C2 O2 C16 O3 -2.9(8) . . . . ?
C2 O2 C16 C17 175.8(5) . . . . ?
C2 C3 C4 N1 -2.8(6) . . . . ?
C2 C3 C4 C5 179.3(5) . . . . ?
C2 C3 C8 C7 -179.9(5) . . . . ?
C2 C9 C10 C11 -101.2(5) . . . . ?
C2 C9 C10 C15 81.2(5) . . . . ?
C3 C2 C9 N2 -173.9(4) . . . . ?
C3 C2 C9 C10 59.7(5) . . . . ?
C3 C4 C5 C6 0.1(9) . . . . ?
C4 N1 C1 O1 -174.7(5) . . . . ?
C4 N1 C1 C2 8.4(6) . . . . ?
C4 C3 C8 C7 -1.6(7) . . . . ?
C4 C5 C6 C7 0.0(10) . . . . ?
C5 C6 C7 C8 -1.0(11) . . . . ?
C6 C7 C8 C3 1.8(9) . . . . ?
C8 C3 C4 N1 178.6(5) . . . . ?
C8 C3 C4 C5 0.7(8) . . . . ?
C9 C2 C3 C4 -112.0(4) . . . . ?
C9 C2 C3 C8 66.4(6) . . . . ?
C9 C10 C11 C12 -176.4(5) . . . . ?
C9 C10 C15 C14 177.4(5) . . . . ?
C10 C11 C12 C13 -1.2(10) . . . . ?
C11 C10 C15 C14 -0.3(8) . . . . ?
C11 C12 C13 C14 0.1(10) . . . . ?
C12 C13 C14 C15 0.9(10) . . . . ?
C13 C14 C15 C10 -0.8(10) . . . . ?
C15 C10 C11 C12 1.3(8) . . . . ?
C16 O2 C2 C1 47.9(6) . . . . ?
C16 O2 C2 C3 -68.0(5) . . . . ?
C16 O2 C2 C9 169.7(4) . . . . ?
C18 S1 N2 C9 66.8(4) . . . . ?
C18 C19 C20 C21 -2.9(11) . . . . ?
C19 C18 C23 C22 -0.3(8) . . . . ?
C19 C20 C21 C22 1.2(11) . . . . ?
C19 C20 C21 C24 -179.9(7) . . . . ?
C20 C21 C22 C23 1.1(10) . . . . ?
C21 C22 C23 C18 -1.6(9) . . . . ?
C23 C18 C19 C20 2.4(9) . . . . ?
C24 C21 C22 C23 -177.8(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 1.306
_oxdiff_exptl_absorpt_empirical_full_min 0.903
