# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2022

####################################################################### 
# 
# 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 
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data_cxy3048
_database_code_depnum_ccdc_archive 'CCDC 2085419'
loop_
_audit_author_name
_audit_author_address
'Li Xue'
;HuaQiao university
China
;
_audit_update_record             
;
2021-05-24 deposited with the CCDC.	2022-03-29 downloaded from the CCDC.
;
_audit_creation_date             2020-09-02
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H14 Br N5 O7 S2'
_chemical_formula_sum            'C23 H14 Br N5 O7 S2'
_chemical_formula_weight         616.42
_chemical_melting_point          ?
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'
Br Br -0.6763 1.2805 '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           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                   23.7139(19)
_cell_length_b                   7.3466(6)
_cell_length_c                   14.3578(11)
_cell_angle_alpha                90
_cell_angle_beta                 92.434(4)
_cell_angle_gamma                90
_cell_volume                     2499.1(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9943
_cell_measurement_temperature    298
_cell_measurement_theta_max      68.51
_cell_measurement_theta_min      3.73
_shelx_estimated_absorpt_T_max   0.725
_shelx_estimated_absorpt_T_min   0.426
_exptl_absorpt_coefficient_mu    4.291
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5462
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1288 before and 0.0801 after correction.
The Ratio of minimum to maximum transmission is 0.7253.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.638
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1240
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.08
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0722
_diffrn_reflns_av_unetI/netI     0.0367
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            43744
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.607
_diffrn_reflns_theta_min         3.731
_diffrn_ambient_temperature      298
_diffrn_detector                 'Bruker PHOTON 100 area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CMOS area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.11
_diffrn_source_power             0.0555
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4228
_reflns_number_total             4581
_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       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.567
_refine_diff_density_min         -0.419
_refine_diff_density_rms         0.087
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.148
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     344
_refine_ls_number_reflns         4581
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0720
_refine_ls_R_factor_gt           0.0681
_refine_ls_restrained_S_all      1.148
_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)+(0.0425P)²+8.1302P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1666
_refine_ls_wR_factor_ref         0.1682
_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 O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C11(H11), C15(H15), C16(H16), C19(H19), C20(H20), C21(H21),
 C22(H22), C26(H26), C27(H27)
2.c Idealised tetrahedral OH refined as rotating group:
 O5(H5)
;
_atom_sites_solution_hydrogens   geom
_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
Br1 Br 0.41031(3) 0.23472(10) -0.06328(5) 0.0760(3) Uani 1 1 d . . . . .
S1 S 0.72007(5) 0.16109(17) 0.35185(9) 0.0473(3) Uani 1 1 d . . . . .
S2 S 0.69499(6) 0.4896(2) 0.16618(8) 0.0557(4) Uani 1 1 d . . . . .
O1 O 0.69620(16) 0.0968(6) 0.4352(3) 0.0650(10) Uani 1 1 d . . . . .
O2 O 0.7708(2) 0.3332(7) 0.5316(3) 0.0790(13) Uani 1 1 d . . . . .
O3 O 0.70203(17) 0.0839(6) 0.2648(3) 0.0674(11) Uani 1 1 d . . . . .
O4 O 0.9866(2) 0.4991(11) 0.2933(5) 0.121(2) Uani 1 1 d . . . . .
O5 O 0.75622(14) 0.7205(5) 0.4473(2) 0.0513(9) Uani 1 1 d . . . . .
H5 H 0.754776 0.783565 0.494273 0.077 Uiso 1 1 calc R U . . .
N1 N 0.71057(16) 0.3860(6) 0.3513(3) 0.0430(9) Uani 1 1 d . . . . .
N2 N 0.7429(2) 0.6281(7) 0.1245(3) 0.0555(11) Uani 1 1 d . . . . .
N3 N 0.78322(18) 0.6673(6) 0.1854(3) 0.0504(10) Uani 1 1 d . . . . .
C1 C 0.4606(2) 0.2870(7) 0.0396(4) 0.0550(13) Uani 1 1 d . . . . .
C2 C 0.5157(2) 0.2329(9) 0.0372(4) 0.0607(14) Uani 1 1 d . . . . .
H2 H 0.528417 0.173651 -0.015097 0.073 Uiso 1 1 calc R U . . .
C3 C 0.5519(2) 0.2658(8) 0.1114(5) 0.0632(15) Uani 1 1 d . . . . .
H3 H 0.589262 0.228043 0.109619 0.076 Uiso 1 1 calc R U . . .
C4 C 0.5335(2) 0.3559(7) 0.1902(4) 0.0505(12) Uani 1 1 d . . . . .
C5 C 0.5729(2) 0.3902(8) 0.2666(4) 0.0549(13) Uani 1 1 d . . . . .
C6 C 0.6081(2) 0.4190(8) 0.3264(4) 0.0544(13) Uani 1 1 d . . . . .
C7 C 0.6572(2) 0.4512(8) 0.3902(3) 0.0538(12) Uani 1 1 d . . . . .
H7A H 0.651410 0.389318 0.448681 0.065 Uiso 1 1 calc R U . . .
H7B H 0.660289 0.580518 0.403001 0.065 Uiso 1 1 calc R U . . .
C8 C 0.72876(19) 0.4814(7) 0.2727(3) 0.0402(10) Uani 1 1 d . . . . .
C9 C 0.77667(19) 0.5874(6) 0.2703(3) 0.0401(10) Uani 1 1 d . . . . .
C10 C 0.82135(19) 0.6158(6) 0.3431(3) 0.0409(10) Uani 1 1 d . . . . .
C11 C 0.8771(2) 0.5832(7) 0.3216(3) 0.0474(11) Uani 1 1 d . . . . .
H11 H 0.885289 0.541574 0.262544 0.057 Uiso 1 1 calc R U . . .
C12 C 0.9201(2) 0.6123(8) 0.3873(4) 0.0546(13) Uani 1 1 d . . . . .
N5 N 0.9779(2) 0.5825(9) 0.3641(5) 0.0786(16) Uani 1 1 d . . . . .
O7 O 1.0158(2) 0.6399(10) 0.4158(4) 0.1073(19) Uani 1 1 d . . . . .
C15 C 0.4772(2) 0.4086(9) 0.1915(4) 0.0635(15) Uani 1 1 d . . . . .
H15 H 0.464083 0.467911 0.243544 0.076 Uiso 1 1 calc R U . . .
C16 C 0.4405(2) 0.3741(8) 0.1164(4) 0.0637(15) Uani 1 1 d . . . . .
H16 H 0.402877 0.409143 0.117572 0.076 Uiso 1 1 calc R U . . .
C17 C 0.7949(2) 0.1452(6) 0.3580(3) 0.0436(10) Uani 1 1 d . . . . .
C18 C 0.8301(2) 0.1732(7) 0.4374(3) 0.0486(11) Uani 1 1 d . . . . .
C19 C 0.8871(2) 0.1504(8) 0.4345(5) 0.0639(15) Uani 1 1 d . . . . .
H19 H 0.909825 0.166312 0.488306 0.077 Uiso 1 1 calc R U . . .
C20 C 0.9113(3) 0.1039(9) 0.3519(5) 0.0723(18) Uani 1 1 d . . . . .
H20 H 0.950265 0.091073 0.349730 0.087 Uiso 1 1 calc R U . . .
C21 C 0.8778(3) 0.0767(9) 0.2734(5) 0.0693(17) Uani 1 1 d . . . . .
H21 H 0.894045 0.046155 0.217735 0.083 Uiso 1 1 calc R U . . .
C22 C 0.8197(2) 0.0942(8) 0.2760(4) 0.0538(12) Uani 1 1 d . . . . .
H22 H 0.797206 0.071682 0.222650 0.065 Uiso 1 1 calc R U . . .
N4 N 0.8094(2) 0.2266(7) 0.5285(3) 0.0603(12) Uani 1 1 d . . . . .
O6 O 0.8345(3) 0.1583(9) 0.5965(3) 0.0992(17) Uani 1 1 d . . . . .
C25 C 0.8094(2) 0.6800(6) 0.4324(3) 0.0427(10) Uani 1 1 d . . . . .
C26 C 0.8541(2) 0.7035(8) 0.4978(4) 0.0552(13) Uani 1 1 d . . . . .
H26 H 0.846368 0.740988 0.557806 0.066 Uiso 1 1 calc R U . . .
C27 C 0.9086(2) 0.6730(9) 0.4762(4) 0.0605(14) Uani 1 1 d . . . . .
H27 H 0.937821 0.692557 0.520327 0.073 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
Br1 C1 1.897(6) . ?
S1 O1 1.426(4) . ?
S1 O3 1.422(4) . ?
S1 N1 1.667(4) . ?
S1 C17 1.777(5) . ?
S2 N2 1.656(5) . ?
S2 C8 1.697(4) . ?
O2 N4 1.208(7) . ?
O4 N5 1.212(8) . ?
O5 H5 0.8200 . ?
O5 C25 1.323(6) . ?
N1 C7 1.485(6) . ?
N1 C8 1.412(6) . ?
N2 N3 1.300(6) . ?
N3 C9 1.368(6) . ?
C1 C2 1.367(8) . ?
C1 C16 1.377(8) . ?
C2 H2 0.9300 . ?
C2 C3 1.361(9) . ?
C3 H3 0.9300 . ?
C3 C4 1.397(8) . ?
C4 C5 1.433(8) . ?
C4 C15 1.391(7) . ?
C5 C6 1.191(8) . ?
C6 C7 1.468(8) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.379(7) . ?
C9 C10 1.472(6) . ?
C10 C11 1.390(7) . ?
C10 C25 1.406(6) . ?
C11 H11 0.9300 . ?
C11 C12 1.376(7) . ?
C12 N5 1.441(8) . ?
C12 C27 1.390(8) . ?
N5 O7 1.217(8) . ?
C15 H15 0.9300 . ?
C15 C16 1.379(8) . ?
C16 H16 0.9300 . ?
C17 C18 1.399(7) . ?
C17 C22 1.390(7) . ?
C18 C19 1.365(8) . ?
C18 N4 1.471(7) . ?
C19 H19 0.9300 . ?
C19 C20 1.382(9) . ?
C20 H20 0.9300 . ?
C20 C21 1.366(9) . ?
C21 H21 0.9300 . ?
C21 C22 1.385(8) . ?
C22 H22 0.9300 . ?
N4 O6 1.229(6) . ?
C25 C26 1.395(7) . ?
C26 H26 0.9300 . ?
C26 C27 1.361(8) . ?
C27 H27 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
O1 S1 N1 105.9(2) . . ?
O1 S1 C17 111.6(2) . . ?
O3 S1 O1 119.4(3) . . ?
O3 S1 N1 110.8(2) . . ?
O3 S1 C17 106.3(2) . . ?
N1 S1 C17 101.5(2) . . ?
N2 S2 C8 92.4(2) . . ?
C25 O5 H5 109.5 . . ?
C7 N1 S1 115.8(3) . . ?
C8 N1 S1 116.8(3) . . ?
C8 N1 C7 115.8(4) . . ?
N3 N2 S2 112.9(3) . . ?
N2 N3 C9 113.3(4) . . ?
C2 C1 Br1 119.5(5) . . ?
C2 C1 C16 121.1(5) . . ?
C16 C1 Br1 119.4(4) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 120.1(6) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 119.7 . . ?
C2 C3 C4 120.6(5) . . ?
C4 C3 H3 119.7 . . ?
C3 C4 C5 119.1(5) . . ?
C15 C4 C3 118.4(5) . . ?
C15 C4 C5 122.5(5) . . ?
C6 C5 C4 176.1(6) . . ?
C5 C6 C7 172.2(5) . . ?
N1 C7 H7A 109.2 . . ?
N1 C7 H7B 109.2 . . ?
C6 C7 N1 112.3(4) . . ?
C6 C7 H7A 109.2 . . ?
C6 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
N1 C8 S2 126.1(4) . . ?
C9 C8 S2 108.4(3) . . ?
C9 C8 N1 125.5(4) . . ?
N3 C9 C8 112.9(4) . . ?
N3 C9 C10 117.8(4) . . ?
C8 C9 C10 129.2(4) . . ?
C11 C10 C9 118.7(4) . . ?
C11 C10 C25 119.3(4) . . ?
C25 C10 C9 122.0(4) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 C10 120.3(5) . . ?
C12 C11 H11 119.8 . . ?
C11 C12 N5 120.2(5) . . ?
C11 C12 C27 120.8(5) . . ?
C27 C12 N5 119.0(5) . . ?
O4 N5 C12 117.9(6) . . ?
O4 N5 O7 122.6(6) . . ?
O7 N5 C12 119.5(7) . . ?
C4 C15 H15 119.6 . . ?
C16 C15 C4 120.8(5) . . ?
C16 C15 H15 119.6 . . ?
C1 C16 C15 118.9(5) . . ?
C1 C16 H16 120.5 . . ?
C15 C16 H16 120.5 . . ?
C18 C17 S1 126.3(4) . . ?
C22 C17 S1 115.7(4) . . ?
C22 C17 C18 118.0(5) . . ?
C17 C18 N4 123.6(5) . . ?
C19 C18 C17 121.0(5) . . ?
C19 C18 N4 115.4(5) . . ?
C18 C19 H19 119.9 . . ?
C18 C19 C20 120.3(6) . . ?
C20 C19 H19 119.9 . . ?
C19 C20 H20 120.2 . . ?
C21 C20 C19 119.7(5) . . ?
C21 C20 H20 120.2 . . ?
C20 C21 H21 119.7 . . ?
C20 C21 C22 120.6(6) . . ?
C22 C21 H21 119.7 . . ?
C17 C22 H22 119.8 . . ?
C21 C22 C17 120.4(5) . . ?
C21 C22 H22 119.8 . . ?
O2 N4 C18 119.3(4) . . ?
O2 N4 O6 125.3(5) . . ?
O6 N4 C18 115.4(5) . . ?
O5 C25 C10 116.9(4) . . ?
O5 C25 C26 124.4(4) . . ?
C26 C25 C10 118.6(5) . . ?
C25 C26 H26 119.1 . . ?
C27 C26 C25 121.8(5) . . ?
C27 C26 H26 119.1 . . ?
C12 C27 H27 120.4 . . ?
C26 C27 C12 119.1(5) . . ?
C26 C27 H27 120.4 . . ?

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
Br1 C1 C2 C3 -178.5(5) . . . . ?
Br1 C1 C16 C15 178.9(5) . . . . ?
S1 N1 C7 C6 -74.8(5) . . . . ?
S1 N1 C8 S2 76.6(5) . . . . ?
S1 N1 C8 C9 -104.9(5) . . . . ?
S1 C17 C18 C19 177.5(4) . . . . ?
S1 C17 C18 N4 -2.0(7) . . . . ?
S1 C17 C22 C21 -179.6(5) . . . . ?
S2 N2 N3 C9 -0.8(6) . . . . ?
S2 C8 C9 N3 0.2(5) . . . . ?
S2 C8 C9 C10 -176.2(4) . . . . ?
O1 S1 N1 C7 -35.7(4) . . . . ?
O1 S1 N1 C8 -177.4(3) . . . . ?
O1 S1 C17 C18 -35.9(5) . . . . ?
O1 S1 C17 C22 141.9(4) . . . . ?
O3 S1 N1 C7 95.1(4) . . . . ?
O3 S1 N1 C8 -46.5(4) . . . . ?
O3 S1 C17 C18 -167.5(4) . . . . ?
O3 S1 C17 C22 10.3(5) . . . . ?
O5 C25 C26 C27 -174.7(5) . . . . ?
N1 S1 C17 C18 76.5(5) . . . . ?
N1 S1 C17 C22 -105.7(4) . . . . ?
N1 C8 C9 N3 -178.6(4) . . . . ?
N1 C8 C9 C10 5.0(8) . . . . ?
N2 S2 C8 N1 178.2(4) . . . . ?
N2 S2 C8 C9 -0.5(4) . . . . ?
N2 N3 C9 C8 0.4(6) . . . . ?
N2 N3 C9 C10 177.2(4) . . . . ?
N3 C9 C10 C11 -50.5(6) . . . . ?
N3 C9 C10 C25 127.5(5) . . . . ?
C1 C2 C3 C4 -0.4(9) . . . . ?
C2 C1 C16 C15 0.7(9) . . . . ?
C2 C3 C4 C5 -179.2(6) . . . . ?
C2 C3 C4 C15 0.8(9) . . . . ?
C3 C4 C15 C16 -0.5(9) . . . . ?
C4 C15 C16 C1 -0.3(9) . . . . ?
C5 C4 C15 C16 179.6(6) . . . . ?
C7 N1 C8 S2 -65.1(6) . . . . ?
C7 N1 C8 C9 113.4(5) . . . . ?
C8 S2 N2 N3 0.7(4) . . . . ?
C8 N1 C7 C6 67.2(6) . . . . ?
C8 C9 C10 C11 125.7(5) . . . . ?
C8 C9 C10 C25 -56.3(7) . . . . ?
C9 C10 C11 C12 178.5(5) . . . . ?
C9 C10 C25 O5 -2.4(7) . . . . ?
C9 C10 C25 C26 180.0(5) . . . . ?
C10 C11 C12 N5 -178.6(5) . . . . ?
C10 C11 C12 C27 0.6(8) . . . . ?
C10 C25 C26 C27 2.7(8) . . . . ?
C11 C10 C25 O5 175.6(4) . . . . ?
C11 C10 C25 C26 -2.0(7) . . . . ?
C11 C12 N5 O4 -14.1(10) . . . . ?
C11 C12 N5 O7 166.4(6) . . . . ?
C11 C12 C27 C26 0.0(9) . . . . ?
N5 C12 C27 C26 179.2(6) . . . . ?
C16 C1 C2 C3 -0.4(9) . . . . ?
C17 S1 N1 C7 -152.3(3) . . . . ?
C17 S1 N1 C8 66.0(4) . . . . ?
C17 C18 C19 C20 1.8(9) . . . . ?
C17 C18 N4 O2 -38.0(8) . . . . ?
C17 C18 N4 O6 143.1(6) . . . . ?
C18 C17 C22 C21 -1.6(8) . . . . ?
C18 C19 C20 C21 -1.4(10) . . . . ?
C19 C18 N4 O2 142.5(6) . . . . ?
C19 C18 N4 O6 -36.4(7) . . . . ?
C19 C20 C21 C22 -0.4(10) . . . . ?
C20 C21 C22 C17 2.0(9) . . . . ?
C22 C17 C18 C19 -0.3(8) . . . . ?
C22 C17 C18 N4 -179.7(5) . . . . ?
N4 C18 C19 C20 -178.7(5) . . . . ?
C25 C10 C11 C12 0.5(7) . . . . ?
C25 C26 C27 C12 -1.7(9) . . . . ?
C27 C12 N5 O4 166.8(7) . . . . ?
C27 C12 N5 O7 -12.7(9) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_exp_7506
_database_code_depnum_ccdc_archive 'CCDC 1963640'
loop_
_audit_author_name
_audit_author_address
dong
;huaqiao university
China
;
_audit_update_record             
;
2021-05-24 deposited with the CCDC.	2022-03-29 downloaded from the CCDC.
;
_audit_creation_date             2019-10-31
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C H Cl3), C23 H15 N5 O7 S2'
_chemical_formula_sum            'C23.50 H15.50 Cl1.50 N5 O7 S2'
_chemical_formula_weight         597.20
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.6408(8)
_cell_length_b                   10.8920(7)
_cell_length_c                   12.6948(11)
_cell_angle_alpha                71.578(7)
_cell_angle_beta                 68.167(7)
_cell_angle_gamma                89.832(5)
_cell_volume                     1284.78(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4410
_cell_measurement_temperature    300
_cell_measurement_theta_max      28.8120
_cell_measurement_theta_min      4.1340
_shelx_estimated_absorpt_T_max   0.959
_shelx_estimated_absorpt_T_min   0.952
_exptl_absorpt_coefficient_mu    0.418
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76480
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
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    1.544
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             610
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0393
_diffrn_reflns_av_unetI/netI     0.0577
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.809
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10077
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.809
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.439
_diffrn_reflns_theta_min         3.536
_diffrn_ambient_temperature      300.0
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0606
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.809
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -1.00  85.00   1.00    7.93    --   15.65  38.00  60.00   86
  2  ω      0.00  76.00   1.00    7.93    --   15.65  57.00-150.00   76
  3  ω     52.00  88.00   1.00    7.93    --   15.65 178.00-150.00   36
  4  ω    -56.00  37.00   1.00    7.93    --   15.65 -19.00-120.00   93
  5  ω    -17.00  16.00   1.00    7.93    --  -16.59 -99.00  60.00   33
  6  ω    -22.00  19.00   1.00    7.93    --  -16.59 -99.00-120.00   41
  7  ω    -27.00  -2.00   1.00    7.93    --   15.65 -57.00-150.00   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      0.0085444000
_diffrn_orient_matrix_UB_12      0.0447124000
_diffrn_orient_matrix_UB_13      -0.0573973000
_diffrn_orient_matrix_UB_21      0.0673541000
_diffrn_orient_matrix_UB_22      0.0219900000
_diffrn_orient_matrix_UB_23      -0.0096776000
_diffrn_orient_matrix_UB_31      0.0251803000
_diffrn_orient_matrix_UB_32      -0.0480602000
_diffrn_orient_matrix_UB_33      -0.0265657000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4023
_reflns_number_total             5744
_reflns_odcompleteness_completeness 98.78
_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 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.472
_refine_diff_density_min         -0.610
_refine_diff_density_rms         0.090
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     421
_refine_ls_number_reflns         5744
_refine_ls_number_restraints     126
_refine_ls_R_factor_all          0.0870
_refine_ls_R_factor_gt           0.0597
_refine_ls_restrained_S_all      1.056
_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)+(0.0977P)²+0.0848P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1576
_refine_ls_wR_factor_ref         0.1800
_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 O(H) groups
2. Rigid body (RIGU) restrains
 Cl1, Cl2, C24
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C11, C12, C13, C14, C15, C16, C17
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C11, C12A, C13A, C14A, C15A, C16A, C17A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 Cl1, C24, Cl2, Cl3
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 N1, O3A, O2A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 N1, O3, O2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
3. Others
 Sof(C12A)=Sof(C13A)=Sof(H13A)=Sof(C14A)=Sof(H14A)=Sof(C15A)=Sof(H15A)=
 Sof(C16A)=Sof(H16A)=Sof(C17A)=Sof(H17A)=1-FVAR(1)
 Sof(C12)=Sof(C13)=Sof(H13)=Sof(C14)=Sof(H14)=Sof(C15)=Sof(H15)=Sof(C16)=
 Sof(H16)=Sof(C17)=Sof(H17)=FVAR(1)
 Sof(O2A)=Sof(O3A)=1-FVAR(2)
 Sof(O2)=Sof(O3)=FVAR(2)
 Fixed Sof: Cl1(0.5) Cl2(0.5) C24(0.5) H24(0.5) Cl3(0.5)
4.a Ternary CH refined with riding coordinates:
 C24(H24)
4.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B)
4.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C6(H6), C13(H13), C14(H14), C15(H15), C16(H16), C17(H17),
 C13A(H13A), C14A(H14A), C15A(H15A), C16A(H16A), C17A(H17A), C19(H19), C20(H20),
  C21(H21), C23(H23)
4.d Fitted hexagon refined as free rotating group:
 C12(C13,C14,C15,C16,C17), C12A(C13A,C14A,C15A,C16A,C17A)
4.e Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_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
Cl1 Cl 0.4324(8) 0.4383(6) 0.1456(4) 0.230(2) Uani 0.5 1 d . U P A -1
Cl2 Cl 0.4100(5) 0.5969(3) -0.0604(4) 0.1364(12) Uani 0.5 1 d . U P A -1
C24 C 0.5243(12) 0.5395(8) -0.0057(12) 0.111(3) Uani 0.5 1 d . U P A -1
H24 H 0.580879 0.611797 -0.007863 0.133 Uiso 0.5 1 calc R . P A -1
S1 S 0.77953(7) 0.53901(5) 0.47173(7) 0.0492(2) Uani 1 1 d . . . . .
S2 S 0.86260(7) 0.36633(5) 0.24129(6) 0.0449(2) Uani 1 1 d . . . . .
O1 O 1.0025(2) 0.17691(19) 0.6540(2) 0.0628(6) Uani 1 1 d . . . . .
H1 H 0.979320 0.249857 0.648022 0.094 Uiso 1 1 calc GR . . . .
O2 O 0.689(3) -0.2497(11) 0.580(2) 0.070(3) Uani 0.68(6) 1 d . U P B 1
O3 O 0.5812(14) -0.0932(13) 0.531(2) 0.079(3) Uani 0.68(6) 1 d . U P B 1
O4 O 0.9694(2) 0.3047(2) 0.27042(19) 0.0672(6) Uani 1 1 d . . . . .
O5 O 0.7968(2) 0.31996(17) 0.17979(18) 0.0623(6) Uani 1 1 d . . . . .
O6 O 0.7417(3) 0.7688(3) -0.0467(3) 0.0945(9) Uani 1 1 d . . . . .
O7 O 0.8602(4) 0.9396(2) -0.0671(3) 0.1100(11) Uani 1 1 d . . . . .
N1 N 0.6725(3) -0.1346(2) 0.5629(2) 0.0548(6) Uani 1 1 d . U . . .
N2 N 0.8540(2) 0.36818(19) 0.6083(2) 0.0493(6) Uani 1 1 d . . . . .
N3 N 0.8371(3) 0.4913(2) 0.5811(2) 0.0570(6) Uani 1 1 d . . . . .
N4 N 0.7393(2) 0.35786(17) 0.37288(18) 0.0372(4) Uani 1 1 d . . . . .
N5 N 0.8293(4) 0.8213(2) -0.0309(2) 0.0698(8) Uani 1 1 d . . . . .
C1 C 0.9195(3) 0.1074(2) 0.6284(2) 0.0418(6) Uani 1 1 d . . . . .
C2 C 0.8316(2) 0.1640(2) 0.5722(2) 0.0363(5) Uani 1 1 d . . . . .
C3 C 0.7499(3) 0.0824(2) 0.5510(2) 0.0386(5) Uani 1 1 d . . . . .
H3 H 0.689584 0.116622 0.515298 0.046 Uiso 1 1 calc R . . . .
C4 C 0.7596(3) -0.0500(2) 0.5838(2) 0.0397(5) Uani 1 1 d . . . . .
C5 C 0.8476(3) -0.1053(2) 0.6370(2) 0.0437(6) Uani 1 1 d . . . . .
H5 H 0.852039 -0.194656 0.658086 0.052 Uiso 1 1 calc R . . . .
C6 C 0.9279(3) -0.0261(2) 0.6580(2) 0.0461(6) Uani 1 1 d . . . . .
H6 H 0.988922 -0.061638 0.692482 0.055 Uiso 1 1 calc R . . . .
C7 C 0.8204(2) 0.3055(2) 0.5415(2) 0.0380(5) Uani 1 1 d . . . . .
C8 C 0.7787(2) 0.38790(19) 0.4572(2) 0.0364(5) Uani 1 1 d . . . . .
C9 C 0.6012(3) 0.3842(2) 0.3761(3) 0.0465(6) Uani 1 1 d . . . . .
H9A H 0.580405 0.344701 0.324921 0.056 Uiso 1 1 calc R . . . .
H9B H 0.534750 0.342833 0.457879 0.056 Uiso 1 1 calc R . . . .
C10 C 0.5873(3) 0.5239(3) 0.3364(2) 0.0486(6) Uani 1 1 d . . . . .
C11 C 0.5793(3) 0.6379(3) 0.3002(3) 0.0563(7) Uani 1 1 d . U . . .
C12 C 0.5844(12) 0.7812(4) 0.2628(12) 0.062(2) Uani 0.505(18) 1 d . U P C 1
C13 C 0.6789(11) 0.8585(7) 0.2743(11) 0.077(2) Uani 0.505(18) 1 d G U P C 1
H13 H 0.737325 0.819843 0.310513 0.092 Uiso 0.505(18) 1 calc R . P C 1
C14 C 0.6860(12) 0.9937(6) 0.2316(8) 0.089(3) Uani 0.505(18) 1 d G U P C 1
H14 H 0.749203 1.045402 0.239208 0.107 Uiso 0.505(18) 1 calc R . P C 1
C15 C 0.5986(13) 1.0515(4) 0.1774(8) 0.089(3) Uani 0.505(18) 1 d G U P C 1
H15 H 0.603373 1.141912 0.148812 0.107 Uiso 0.505(18) 1 calc R . P C 1
C16 C 0.5041(10) 0.9742(8) 0.1660(8) 0.089(3) Uani 0.505(18) 1 d G U P C 1
H16 H 0.445663 1.012864 0.129720 0.107 Uiso 0.505(18) 1 calc R . P C 1
C17 C 0.4970(10) 0.8390(7) 0.2087(11) 0.075(3) Uani 0.505(18) 1 d G U P C 1
H17 H 0.433782 0.787304 0.201024 0.090 Uiso 0.505(18) 1 calc R . P C 1
C12A C 0.5625(13) 0.7703(6) 0.2469(11) 0.066(2) Uani 0.495(18) 1 d . U P C 2
C13A C 0.6360(13) 0.8691(7) 0.2559(10) 0.085(3) Uani 0.495(18) 1 d G U P C 2
H13A H 0.698905 0.848877 0.291623 0.102 Uiso 0.495(18) 1 calc R . P C 2
C14A C 0.6154(15) 0.9982(6) 0.2114(8) 0.103(4) Uani 0.495(18) 1 d G U P C 2
H14A H 0.664605 1.064341 0.217346 0.123 Uiso 0.495(18) 1 calc R . P C 2
C15A C 0.5214(16) 1.0284(7) 0.1579(7) 0.099(4) Uani 0.495(18) 1 d G U P C 2
H15A H 0.507662 1.114813 0.128116 0.119 Uiso 0.495(18) 1 calc R . P C 2
C16A C 0.4479(13) 0.9296(11) 0.1489(7) 0.092(4) Uani 0.495(18) 1 d G U P C 2
H16A H 0.385018 0.949821 0.113162 0.111 Uiso 0.495(18) 1 calc R . P C 2
C17A C 0.4685(12) 0.8005(9) 0.1934(10) 0.080(3) Uani 0.495(18) 1 d G U P C 2
H17A H 0.419316 0.734355 0.187439 0.096 Uiso 0.495(18) 1 calc R . P C 2
C18 C 0.9255(3) 0.5331(2) 0.1597(2) 0.0439(6) Uani 1 1 d . . . . .
C19 C 1.0364(3) 0.5890(3) 0.1692(3) 0.0593(7) Uani 1 1 d . . . . .
H19 H 1.080012 0.538333 0.215726 0.071 Uiso 1 1 calc R . . . .
C20 C 1.0810(4) 0.7206(3) 0.1088(3) 0.0742(10) Uani 1 1 d . . . . .
H20 H 1.156769 0.758220 0.112707 0.089 Uiso 1 1 calc R . . . .
C21 C 1.0146(4) 0.7961(3) 0.0433(3) 0.0680(9) Uani 1 1 d . . . . .
H21 H 1.043223 0.885187 0.004513 0.082 Uiso 1 1 calc R . . . .
C22 C 0.9062(3) 0.7393(2) 0.0354(2) 0.0556(7) Uani 1 1 d . . . . .
C23 C 0.8595(3) 0.6077(2) 0.0911(2) 0.0453(6) Uani 1 1 d . . . . .
H23 H 0.786588 0.570606 0.082843 0.054 Uiso 1 1 calc R . . . .
Cl3 Cl 0.6222(6) 0.4487(8) -0.0750(10) 0.313(4) Uani 0.5 1 d . U P A -1
O2A O 0.666(7) -0.251(2) 0.614(5) 0.076(9) Uani 0.32(6) 1 d . U P B 2
O3A O 0.624(7) -0.075(3) 0.490(5) 0.100(8) Uani 0.32(6) 1 d . U P B 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
Cl1 C24 1.769(13) . ?
Cl2 C24 1.644(11) . ?
C24 H24 0.9800 . ?
C24 Cl3 1.643(14) . ?
S1 N3 1.658(3) . ?
S1 C8 1.714(2) . ?
S2 O4 1.425(2) . ?
S2 O5 1.419(2) . ?
S2 N4 1.671(2) . ?
S2 C18 1.767(3) . ?
O1 H1 0.8200 . ?
O1 C1 1.353(3) . ?
O2 N1 1.225(10) . ?
O3 N1 1.217(8) . ?
O6 N5 1.204(4) . ?
O7 N5 1.222(3) . ?
N1 C4 1.456(3) . ?
N1 O2A 1.22(2) . ?
N1 O3A 1.227(15) . ?
N2 N3 1.304(3) . ?
N2 C7 1.380(3) . ?
N4 C8 1.408(3) . ?
N4 C9 1.484(3) . ?
N5 C22 1.487(4) . ?
C1 C2 1.406(3) . ?
C1 C6 1.394(3) . ?
C2 C3 1.396(3) . ?
C2 C7 1.482(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.384(3) . ?
C4 C5 1.380(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.366(4) . ?
C6 H6 0.9300 . ?
C7 C8 1.376(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C10 1.471(3) . ?
C10 C11 1.194(4) . ?
C11 C12 1.476(5) . ?
C11 C12A 1.428(5) . ?
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 . ?
C12A C13A 1.3900 . ?
C12A C17A 1.3900 . ?
C13A H13A 0.9300 . ?
C13A C14A 1.3900 . ?
C14A H14A 0.9300 . ?
C14A C15A 1.3900 . ?
C15A H15A 0.9300 . ?
C15A C16A 1.3900 . ?
C16A H16A 0.9300 . ?
C16A C17A 1.3900 . ?
C17A H17A 0.9300 . ?
C18 C19 1.391(4) . ?
C18 C23 1.385(4) . ?
C19 H19 0.9300 . ?
C19 C20 1.381(4) . ?
C20 H20 0.9300 . ?
C20 C21 1.366(5) . ?
C21 H21 0.9300 . ?
C21 C22 1.361(5) . ?
C22 C23 1.380(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
Cl1 C24 H24 109.8 . . ?
Cl2 C24 Cl1 106.5(7) . . ?
Cl2 C24 H24 109.8 . . ?
Cl3 C24 Cl1 107.0(6) . . ?
Cl3 C24 Cl2 113.9(8) . . ?
Cl3 C24 H24 109.8 . . ?
N3 S1 C8 92.98(11) . . ?
O4 S2 N4 105.80(11) . . ?
O4 S2 C18 107.33(13) . . ?
O5 S2 O4 121.83(13) . . ?
O5 S2 N4 105.52(12) . . ?
O5 S2 C18 108.35(12) . . ?
N4 S2 C18 107.21(10) . . ?
C1 O1 H1 109.5 . . ?
O2 N1 C4 119.7(16) . . ?
O3 N1 O2 119.6(18) . . ?
O3 N1 C4 120.7(6) . . ?
O2A N1 C4 116(3) . . ?
O2A N1 O3A 131(4) . . ?
O3A N1 C4 113.2(18) . . ?
N3 N2 C7 114.3(2) . . ?
N2 N3 S1 112.01(17) . . ?
C8 N4 S2 117.48(16) . . ?
C8 N4 C9 117.2(2) . . ?
C9 N4 S2 118.58(17) . . ?
O6 N5 O7 123.8(3) . . ?
O6 N5 C22 119.0(3) . . ?
O7 N5 C22 117.2(3) . . ?
O1 C1 C2 123.3(2) . . ?
O1 C1 C6 116.0(2) . . ?
C6 C1 C2 120.6(2) . . ?
C1 C2 C7 121.2(2) . . ?
C3 C2 C1 118.3(2) . . ?
C3 C2 C7 120.5(2) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 C2 119.3(2) . . ?
C4 C3 H3 120.4 . . ?
C3 C4 N1 118.9(2) . . ?
C5 C4 N1 118.6(2) . . ?
C5 C4 C3 122.5(2) . . ?
C4 C5 H5 120.7 . . ?
C6 C5 C4 118.6(2) . . ?
C6 C5 H5 120.7 . . ?
C1 C6 H6 119.6 . . ?
C5 C6 C1 120.7(2) . . ?
C5 C6 H6 119.6 . . ?
N2 C7 C2 116.7(2) . . ?
C8 C7 N2 112.49(19) . . ?
C8 C7 C2 130.8(2) . . ?
N4 C8 S1 124.01(16) . . ?
C7 C8 S1 108.16(17) . . ?
C7 C8 N4 127.82(19) . . ?
N4 C9 H9A 108.8 . . ?
N4 C9 H9B 108.8 . . ?
H9A C9 H9B 107.7 . . ?
C10 C9 N4 113.6(2) . . ?
C10 C9 H9A 108.8 . . ?
C10 C9 H9B 108.8 . . ?
C11 C10 C9 177.7(3) . . ?
C10 C11 C12 171.5(5) . . ?
C10 C11 C12A 172.6(6) . . ?
C13 C12 C11 121.7(5) . . ?
C13 C12 C17 120.0 . . ?
C17 C12 C11 118.2(5) . . ?
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 . . ?
C15 C16 C17 120.0 . . ?
C17 C16 H16 120.0 . . ?
C12 C17 H17 120.0 . . ?
C16 C17 C12 120.0 . . ?
C16 C17 H17 120.0 . . ?
C13A C12A C11 118.8(5) . . ?
C13A C12A C17A 120.0 . . ?
C17A C12A C11 121.1(5) . . ?
C12A C13A H13A 120.0 . . ?
C14A C13A C12A 120.0 . . ?
C14A C13A H13A 120.0 . . ?
C13A C14A H14A 120.0 . . ?
C13A C14A C15A 120.0 . . ?
C15A C14A H14A 120.0 . . ?
C14A C15A H15A 120.0 . . ?
C16A C15A C14A 120.0 . . ?
C16A C15A H15A 120.0 . . ?
C15A C16A H16A 120.0 . . ?
C15A C16A C17A 120.0 . . ?
C17A C16A H16A 120.0 . . ?
C12A C17A H17A 120.0 . . ?
C16A C17A C12A 120.0 . . ?
C16A C17A H17A 120.0 . . ?
C19 C18 S2 119.9(2) . . ?
C23 C18 S2 119.2(2) . . ?
C23 C18 C19 120.9(2) . . ?
C18 C19 H19 120.4 . . ?
C20 C19 C18 119.2(3) . . ?
C20 C19 H19 120.4 . . ?
C19 C20 H20 119.7 . . ?
C21 C20 C19 120.5(3) . . ?
C21 C20 H20 119.7 . . ?
C20 C21 H21 120.4 . . ?
C22 C21 C20 119.2(3) . . ?
C22 C21 H21 120.4 . . ?
C21 C22 N5 119.7(3) . . ?
C21 C22 C23 122.8(3) . . ?
C23 C22 N5 117.4(3) . . ?
C18 C23 H23 121.3 . . ?
C22 C23 C18 117.3(3) . . ?
C22 C23 H23 121.3 . . ?

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
S2 N4 C8 S1 94.9(2) . . . . ?
S2 N4 C8 C7 -86.1(3) . . . . ?
S2 N4 C9 C10 -81.5(2) . . . . ?
S2 C18 C19 C20 -177.4(2) . . . . ?
S2 C18 C23 C22 175.68(19) . . . . ?
O1 C1 C2 C3 -179.6(2) . . . . ?
O1 C1 C2 C7 -2.5(4) . . . . ?
O1 C1 C6 C5 179.4(2) . . . . ?
O2 N1 C4 C3 173.0(12) . . . . ?
O2 N1 C4 C5 -7.9(12) . . . . ?
O3 N1 C4 C3 -9.0(12) . . . . ?
O3 N1 C4 C5 170.2(12) . . . . ?
O4 S2 N4 C8 44.29(18) . . . . ?
O4 S2 N4 C9 -165.22(17) . . . . ?
O4 S2 C18 C19 -21.2(3) . . . . ?
O4 S2 C18 C23 161.7(2) . . . . ?
O5 S2 N4 C8 174.63(15) . . . . ?
O5 S2 N4 C9 -34.87(18) . . . . ?
O5 S2 C18 C19 -154.5(2) . . . . ?
O5 S2 C18 C23 28.4(2) . . . . ?
O6 N5 C22 C21 173.3(3) . . . . ?
O6 N5 C22 C23 -9.4(4) . . . . ?
O7 N5 C22 C21 -6.2(4) . . . . ?
O7 N5 C22 C23 171.1(3) . . . . ?
N1 C4 C5 C6 -179.1(2) . . . . ?
N2 C7 C8 S1 -1.9(3) . . . . ?
N2 C7 C8 N4 178.9(2) . . . . ?
N3 S1 C8 N4 -179.2(2) . . . . ?
N3 S1 C8 C7 1.6(2) . . . . ?
N3 N2 C7 C2 -177.4(2) . . . . ?
N3 N2 C7 C8 1.4(3) . . . . ?
N4 S2 C18 C19 92.1(2) . . . . ?
N4 S2 C18 C23 -85.1(2) . . . . ?
N5 C22 C23 C18 -175.6(2) . . . . ?
C1 C2 C3 C4 -1.1(4) . . . . ?
C1 C2 C7 N2 -24.6(3) . . . . ?
C1 C2 C7 C8 157.0(3) . . . . ?
C2 C1 C6 C5 -2.3(4) . . . . ?
C2 C3 C4 N1 179.1(2) . . . . ?
C2 C3 C4 C5 0.0(4) . . . . ?
C2 C7 C8 S1 176.6(2) . . . . ?
C2 C7 C8 N4 -2.6(4) . . . . ?
C3 C2 C7 N2 152.4(2) . . . . ?
C3 C2 C7 C8 -26.0(4) . . . . ?
C3 C4 C5 C6 0.0(4) . . . . ?
C4 C5 C6 C1 1.1(4) . . . . ?
C6 C1 C2 C3 2.2(4) . . . . ?
C6 C1 C2 C7 179.3(2) . . . . ?
C7 N2 N3 S1 -0.1(3) . . . . ?
C7 C2 C3 C4 -178.2(2) . . . . ?
C8 S1 N3 N2 -0.9(2) . . . . ?
C8 N4 C9 C10 69.1(3) . . . . ?
C9 N4 C8 S1 -56.0(3) . . . . ?
C9 N4 C8 C7 123.0(3) . . . . ?
C11 C12 C13 C14 176.2(11) . . . . ?
C11 C12 C17 C16 -176.3(11) . . . . ?
C11 C12A C13A C14A -176.1(10) . . . . ?
C11 C12A C17A C16A 176.0(11) . . . . ?
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 . . . . ?
C12A C13A C14A C15A 0.0 . . . . ?
C13A C12A C17A C16A 0.0 . . . . ?
C13A C14A C15A C16A 0.0 . . . . ?
C14A C15A C16A C17A 0.0 . . . . ?
C15A C16A C17A C12A 0.0 . . . . ?
C17A C12A C13A C14A 0.0 . . . . ?
C18 S2 N4 C8 -70.02(18) . . . . ?
C18 S2 N4 C9 80.48(19) . . . . ?
C18 C19 C20 C21 2.0(5) . . . . ?
C19 C18 C23 C22 -1.4(4) . . . . ?
C19 C20 C21 C22 -1.8(5) . . . . ?
C20 C21 C22 N5 177.2(3) . . . . ?
C20 C21 C22 C23 0.0(5) . . . . ?
C21 C22 C23 C18 1.6(4) . . . . ?
C23 C18 C19 C20 -0.3(4) . . . . ?
O2A N1 C4 C3 -167(3) . . . . ?
O2A N1 C4 C5 13(3) . . . . ?
O3A N1 C4 C3 18(3) . . . . ?
O3A N1 C4 C5 -163(3) . . . . ?

_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 6.188
_oxdiff_exptl_absorpt_empirical_full_min 0.645
