# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2026

####################################################################### 
# 
# 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_14905_auto
_database_code_depnum_ccdc_archive 'CCDC 2450112'
loop_
_audit_author_name
_audit_author_address
xia
;Guangxi University
China
;
_audit_update_record             
;
2025-05-11 deposited with the CCDC.	2025-12-22 downloaded from the CCDC.
;
_audit_creation_date             2025-01-15
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.667(C17 F N2 O S)'
_chemical_formula_sum            'C11.33 Cl0.67 F0.33 N1.33 O1.33 S0.33'
_chemical_formula_weight         216.78
_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'
Cl Cl 0.3639 0.7018 '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'
F F 0.0727 0.0534 '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                   9.0493(10)
_cell_length_b                   9.7391(10)
_cell_length_c                   9.9113(10)
_cell_angle_alpha                74.644(9)
_cell_angle_beta                 68.352(10)
_cell_angle_gamma                70.161(9)
_cell_volume                     753.91(15)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    1586
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      69.3180
_cell_measurement_theta_min      4.8640
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.039
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47804
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.99a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             323
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0401
_diffrn_reflns_av_unetI/netI     0.0602
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4533
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.995
_diffrn_reflns_theta_min         4.863
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0606
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     33.00  84.00   1.00    2.50    --   35.50-125.00  60.00   51
  2  ω     21.00 102.00   1.00    2.50    --   35.50  37.00  30.00   81
  3  ω    -30.00  -4.00   1.00    2.50    --   35.50 -57.00 150.00   26
  4  ω     46.00  82.00   1.00    2.50    --   35.50-125.00 -60.00   36
  5  ω    -18.00  62.00   1.00    2.50    --   35.50 -77.00  90.00   80
  6  ω      0.00  43.00   1.00    2.50    --   35.50 -57.00 150.00   43
  7  ω     70.00 103.00   1.00    2.50    --   35.50  37.00 -60.00   33
  8  ω     77.00 103.00   1.00    2.50    --   35.50  57.00 120.00   26
  9  ω    -33.00  39.00   1.00    2.50    --   35.50 -37.00-150.00   72
 10  ω    126.00 170.00   1.00    2.50    --  105.75  77.00  30.00   44
 11  ω     84.00 176.00   1.00    2.50    --  105.75  30.00-150.00   92
 12  ω     39.00 117.00   1.00    2.50    --  105.75 -61.00 120.00   78
 13  ω     60.00 107.00   1.00    2.50    --  105.75-111.00 -90.00   47
 14  ω    141.00 168.00   1.00    2.50    --  105.75  77.00  60.00   27
 15  ω     86.00 112.00   1.00    2.50    --  105.75 178.00 -30.00   26
 16  ω     47.00 105.00   1.00    2.50    --  105.75 -94.00 -60.00   58
 17  ω     67.00 100.00   1.00    2.50    --  105.75-111.00 150.00   33
 18  ω     41.00 111.00   1.00    2.50    --  105.75 -45.00  30.00   70
 19  ω     38.00 121.00   1.00    2.50    --  105.75 -45.00 -90.00   83
 20  ω     60.00 105.00   1.00    2.50    --  105.75 -94.00  30.00   45
 21  ω     48.00 100.00   1.00    2.50    --  105.75 -61.00   0.00   52
 22  ω    121.00 146.00   1.00    2.50    --  105.75 178.00 -30.00   25
 23  ω     44.00 163.00   1.00    2.50    --  105.75   0.00   0.00  119
;
_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      -0.0510909000
_diffrn_orient_matrix_UB_12      0.1680952000
_diffrn_orient_matrix_UB_13      -0.0013286000
_diffrn_orient_matrix_UB_21      0.0388075000
_diffrn_orient_matrix_UB_22      0.0268137000
_diffrn_orient_matrix_UB_23      -0.1683002000
_diffrn_orient_matrix_UB_31      -0.1790582000
_diffrn_orient_matrix_UB_32      0.0066439000
_diffrn_orient_matrix_UB_33      0.0192597000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2273
_reflns_number_total             2812
_reflns_odcompleteness_completeness 99.78
_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 1.171.42.99a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.668
_refine_diff_density_min         -0.413
_refine_diff_density_rms         0.096
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2812
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0919
_refine_ls_R_factor_gt           0.0831
_refine_ls_restrained_S_all      1.087
_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)+(0.1761P)²+0.1769P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2569
_refine_ls_wR_factor_ref         0.2730
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   .
_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
S01 S 0.25248(13) 0.56498(10) 0.85650(10) 0.0649(4) Uani 1 1 d . . . . .
O1 O 0.0992(4) 0.7428(3) 0.6454(3) 0.0670(8) Uani 1 1 d . . . . .
N2 N 0.1932(3) 0.5881(3) 0.4734(3) 0.0472(7) Uani 1 1 d . . . . .
F1 F 0.5316(4) 0.0019(3) 1.1869(4) 0.1006(10) Uani 1 1 d . . . . .
N1 N 0.0695(4) 0.6260(3) 0.2941(3) 0.0551(7) Uani 1 1 d . . . . .
C1 C 0.1022(4) 0.6912(4) 0.3783(4) 0.0489(7) Uani 1 1 d . . . . .
C8 C 0.3689(4) 0.3766(4) 0.6483(4) 0.0529(8) Uani 1 1 d . . . . .
C6 C 0.1815(4) 0.6243(4) 0.6057(4) 0.0511(8) Uani 1 1 d . . . . .
C7 C 0.2775(4) 0.5089(4) 0.6920(4) 0.0508(8) Uani 1 1 d . . . . .
C11 C 0.3718(5) 0.3457(4) 0.5151(4) 0.0537(8) Uani 1 1 d . . . . .
C9 C 0.2838(5) 0.4510(4) 0.4334(4) 0.0515(8) Uani 1 1 d . . . . .
C5 C -0.0107(5) 0.7149(5) 0.1979(4) 0.0626(9) Uani 1 1 d . . . . .
C13 C 0.3387(5) 0.3945(4) 0.9567(4) 0.0566(9) Uani 1 1 d . . . . .
C2 C 0.0636(6) 0.8434(4) 0.3695(5) 0.0689(11) Uani 1 1 d . . . . .
C4 C -0.0592(5) 0.8671(5) 0.1838(5) 0.0694(10) Uani 1 1 d . . . . .
C16 C 0.4682(6) 0.1332(5) 1.1122(5) 0.0697(11) Uani 1 1 d . . . . .
C14 C 0.2347(5) 0.3175(5) 1.0645(4) 0.0640(10) Uani 1 1 d . . . . .
C12 C 0.5081(5) 0.3421(5) 0.9306(5) 0.0697(10) Uani 1 1 d . . . . .
C15 C 0.3001(6) 0.1842(6) 1.1443(5) 0.0741(11) Uani 1 1 d . . . . .
C10 C 0.4716(6) 0.1974(4) 0.4681(5) 0.0743(12) Uani 1 1 d . . . . .
C3 C -0.0218(6) 0.9306(5) 0.2708(6) 0.0765(12) Uani 1 1 d . . . . .
C17 C 0.5744(5) 0.2090(6) 1.0089(5) 0.0752(12) 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
S01 C7 1.767(3) . ?
S01 C13 1.780(4) . ?
O1 C6 1.217(4) . ?
N2 C1 1.444(4) . ?
N2 C6 1.404(4) . ?
N2 C9 1.382(4) . ?
F1 C16 1.351(5) . ?
N1 C1 1.333(4) . ?
N1 C5 1.354(5) . ?
C1 C2 1.389(5) . ?
C8 C7 1.356(5) . ?
C8 C11 1.419(5) . ?
C6 C7 1.458(5) . ?
C11 C9 1.350(5) . ?
C11 C10 1.509(5) . ?
C5 C4 1.380(6) . ?
C13 C14 1.379(6) . ?
C13 C12 1.388(6) . ?
C2 C3 1.395(6) . ?
C4 C3 1.372(7) . ?
C16 C15 1.370(7) . ?
C16 C17 1.368(7) . ?
C14 C15 1.394(6) . ?
C12 C17 1.387(6) . ?

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
C7 S01 C13 101.38(16) . . ?
C6 N2 C1 120.5(3) . . ?
C9 N2 C1 117.7(3) . . ?
C9 N2 C6 121.7(3) . . ?
C1 N1 C5 117.3(3) . . ?
N1 C1 N2 113.3(3) . . ?
N1 C1 C2 123.9(3) . . ?
C2 C1 N2 122.6(3) . . ?
C7 C8 C11 120.1(3) . . ?
O1 C6 N2 123.1(3) . . ?
O1 C6 C7 122.2(3) . . ?
N2 C6 C7 114.7(3) . . ?
C8 C7 S01 126.6(3) . . ?
C8 C7 C6 122.4(3) . . ?
C6 C7 S01 111.0(2) . . ?
C8 C11 C10 119.9(3) . . ?
C9 C11 C8 118.5(3) . . ?
C9 C11 C10 121.6(3) . . ?
C11 C9 N2 122.6(3) . . ?
N1 C5 C4 123.3(4) . . ?
C14 C13 S01 119.2(3) . . ?
C14 C13 C12 120.2(4) . . ?
C12 C13 S01 120.5(3) . . ?
C1 C2 C3 116.8(4) . . ?
C3 C4 C5 117.8(4) . . ?
F1 C16 C15 118.1(4) . . ?
F1 C16 C17 118.7(4) . . ?
C17 C16 C15 123.1(4) . . ?
C13 C14 C15 120.0(4) . . ?
C17 C12 C13 120.2(4) . . ?
C16 C15 C14 118.3(4) . . ?
C4 C3 C2 120.7(4) . . ?
C16 C17 C12 118.2(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
S01 C13 C14 C15 -179.8(3) . . . . ?
S01 C13 C12 C17 -179.8(3) . . . . ?
O1 C6 C7 S01 1.2(5) . . . . ?
O1 C6 C7 C8 179.8(4) . . . . ?
N2 C1 C2 C3 178.6(4) . . . . ?
N2 C6 C7 S01 -179.4(2) . . . . ?
N2 C6 C7 C8 -0.9(5) . . . . ?
F1 C16 C15 C14 -178.2(4) . . . . ?
F1 C16 C17 C12 178.6(4) . . . . ?
N1 C1 C2 C3 3.3(6) . . . . ?
N1 C5 C4 C3 0.9(6) . . . . ?
C1 N2 C6 O1 -1.7(5) . . . . ?
C1 N2 C6 C7 179.0(3) . . . . ?
C1 N2 C9 C11 -179.2(3) . . . . ?
C1 N1 C5 C4 -0.1(6) . . . . ?
C1 C2 C3 C4 -2.3(7) . . . . ?
C8 C11 C9 N2 1.0(5) . . . . ?
C6 N2 C1 N1 -154.1(3) . . . . ?
C6 N2 C1 C2 30.1(5) . . . . ?
C6 N2 C9 C11 -2.7(5) . . . . ?
C7 S01 C13 C14 -100.2(3) . . . . ?
C7 S01 C13 C12 82.1(3) . . . . ?
C7 C8 C11 C9 0.8(5) . . . . ?
C7 C8 C11 C10 -179.1(4) . . . . ?
C11 C8 C7 S01 177.6(3) . . . . ?
C11 C8 C7 C6 -0.8(6) . . . . ?
C9 N2 C1 N1 22.5(4) . . . . ?
C9 N2 C1 C2 -153.4(4) . . . . ?
C9 N2 C6 O1 -178.1(3) . . . . ?
C9 N2 C6 C7 2.6(5) . . . . ?
C5 N1 C1 N2 -177.8(3) . . . . ?
C5 N1 C1 C2 -2.0(6) . . . . ?
C5 C4 C3 C2 0.4(7) . . . . ?
C13 S01 C7 C8 -11.6(4) . . . . ?
C13 S01 C7 C6 166.9(2) . . . . ?
C13 C14 C15 C16 -0.1(6) . . . . ?
C13 C12 C17 C16 -0.7(7) . . . . ?
C14 C13 C12 C17 2.5(6) . . . . ?
C12 C13 C14 C15 -2.1(6) . . . . ?
C15 C16 C17 C12 -1.6(7) . . . . ?
C10 C11 C9 N2 -179.2(4) . . . . ?
C17 C16 C15 C14 2.0(7) . . . . ?

_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 2.343
_oxdiff_exptl_absorpt_empirical_full_min 0.584
####################################################################### 
# 
# 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_14941_auto
_database_code_depnum_ccdc_archive 'CCDC 2450117'
loop_
_audit_author_name
_audit_author_address
s
;Guangxi University
China
;
_audit_update_record             
;
2025-05-11 deposited with the CCDC.	2025-12-22 downloaded from the CCDC.
;
_audit_creation_date             2025-01-21
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.571(C17 Cl N2 O S)'
_chemical_formula_sum            'C11 H10 Cl0 N O S0.14'
_chemical_formula_weight         176.78
_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'
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'
Cl Cl 0.3639 0.7018 '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      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                   9.2513(8)
_cell_length_b                   13.0219(13)
_cell_length_c                   14.3905(13)
_cell_angle_alpha                68.764(9)
_cell_angle_beta                 74.652(8)
_cell_angle_gamma                79.638(8)
_cell_volume                     1551.5(3)
_cell_formula_units_Z            7
_cell_measurement_reflns_used    2175
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.3670
_cell_measurement_theta_min      3.6410
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.985
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62880
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.99a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.324
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             653
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0307
_diffrn_reflns_av_unetI/netI     0.0521
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9776
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.197
_diffrn_reflns_theta_min         3.376
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0606
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     47.00  87.00   1.00    5.00    --   35.50-125.00  90.00   40
  2  ω     67.00  93.00   1.00    5.00    --   35.50  57.00-150.00   26
  3  ω     69.00  97.00   1.00    5.00    --   35.50  37.00  90.00   28
  4  ω     49.00  75.00   1.00    5.00    --   35.50-133.00-144.00   26
  5  ω     33.00  59.00   1.00    5.00    --   35.50  57.00-150.00   26
  6  ω     16.00 104.00   1.00    5.00    --   35.50  37.00-180.00   88
  7  ω      4.00  73.00   1.00    5.00    --   35.50 -99.00-120.00   69
  8  ω     23.00  55.00   1.00    5.00    --   35.50 -99.00 -30.00   32
  9  ω     42.00  68.00   1.00    5.00    --   35.50  37.00  90.00   26
 10  ω    -27.00  47.00   1.00    5.00    --   35.50 -57.00 -90.00   74
 11  ω    -34.00  39.00   1.00    5.00    --   35.50 -37.00   0.00   73
 12  ω    145.00 171.00   1.00    3.00    --  105.75 111.00-120.00   26
 13  ω     41.00 112.00   1.00    3.00    --  105.75 -45.00  90.00   71
 14  ω     60.00  86.00   1.00    3.00    --  105.75-111.00   0.00   26
 15  ω     43.00 167.00   1.00    3.00    --  105.75   0.00-150.00  124
 16  ω    101.00 167.00   1.00    3.00    --  105.75  77.00-150.00   66
 17  ω     85.00 124.00   1.00    3.00    --  105.75 -30.00 150.00   39
 18  ω    137.00 172.00   1.00    3.00    --  105.75  77.00  90.00   35
 19  ω    120.00 173.00   1.00    3.00    --  105.75  77.00-120.00   53
 20  ω     46.00  71.00   1.00    3.00    --  105.75 -30.00 150.00   25
 21  ω     75.00 103.00   1.00    3.00    --  105.75-111.00 -90.00   28
 22  ω     40.00 119.00   1.00    3.00    --  105.75 -45.00 -60.00   79
 23  ω     50.00 108.00   1.00    3.00    --  105.75-111.00 120.00   58
 24  ω     71.00 103.00   1.00    3.00    --  105.75 -94.00 150.00   32
 25  ω     37.00  70.00   1.00    3.00    --  105.75 -94.00 -60.00   33
 26  ω     72.00 122.00   1.00    3.00    --  105.75 -61.00 150.00   50
 27  ω     60.00  95.00   1.00    3.00    --  105.75 -94.00  30.00   35
 28  ω     66.00 109.00   1.00    3.00    --  105.75-108.00 -34.00   43
;
_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      -0.0516581000
_diffrn_orient_matrix_UB_12      -0.0787257000
_diffrn_orient_matrix_UB_13      -0.0404298000
_diffrn_orient_matrix_UB_21      0.0555132000
_diffrn_orient_matrix_UB_22      0.0753630000
_diffrn_orient_matrix_UB_23      -0.1104803000
_diffrn_orient_matrix_UB_31      0.1559852000
_diffrn_orient_matrix_UB_32      -0.0661390000
_diffrn_orient_matrix_UB_33      -0.0025436000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4250
_reflns_number_total             5834
_reflns_odcompleteness_completeness 99.69
_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 1.171.42.99a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.557
_refine_diff_density_min         -0.320
_refine_diff_density_rms         0.082
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     397
_refine_ls_number_reflns         5834
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0974
_refine_ls_R_factor_gt           0.0784
_refine_ls_restrained_S_all      0.989
_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)+(0.1730P)²+0.7672P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2440
_refine_ls_wR_factor_ref         0.2697
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   .
_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
S1 S 0.70325(14) 0.70776(9) 0.76463(8) 0.0612(3) Uani 1 1 d . . . . .
S02 S 0.57352(15) 0.41484(10) 0.84224(8) 0.0666(4) Uani 1 1 d . . . . .
Cl2 Cl 0.22108(16) 0.00686(11) 0.94066(10) 0.0795(4) Uani 1 1 d . . . . .
Cl1 Cl 1.12649(18) 0.72429(14) 1.03303(11) 0.0943(5) Uani 1 1 d . . . . .
N1 N 0.8504(4) 0.9018(3) 0.4793(2) 0.0509(8) Uani 1 1 d . . . . .
N006 N 0.6601(4) 0.5744(3) 0.5428(2) 0.0523(8) Uani 1 1 d . . . . .
O007 O 0.5714(4) 0.7415(3) 0.4398(3) 0.0812(11) Uani 1 1 d . . . . .
O008 O 0.7793(4) 1.0784(3) 0.3833(2) 0.0816(11) Uani 1 1 d . . . . .
N2 N 1.1002(4) 0.8412(3) 0.4271(3) 0.0680(10) Uani 1 1 d . . . . .
N00A N 0.7641(4) 0.4511(3) 0.4549(3) 0.0668(10) Uani 1 1 d . . . . .
C8 C 0.8313(5) 0.8166(3) 0.5714(3) 0.0522(9) Uani 1 1 d . . . . .
C6 C 0.8255(5) 0.7205(3) 0.8355(3) 0.0486(9) Uani 1 1 d . . . . .
C00D C 0.6532(5) 0.4968(3) 0.6387(3) 0.0536(9) Uani 1 1 d . . . . .
C00E C 0.4672(4) 0.3050(3) 0.8645(3) 0.0519(9) Uani 1 1 d . . . . .
C7 C 0.7247(5) 0.8258(3) 0.6527(3) 0.0516(9) Uani 1 1 d . . . . .
C00G C 0.7668(5) 0.5513(3) 0.4587(3) 0.0535(9) Uani 1 1 d . . . . .
C9 C 0.6275(5) 0.9256(4) 0.6450(3) 0.0584(10) Uani 1 1 d . . . . .
C00I C 0.5533(5) 0.5092(3) 0.7208(3) 0.0533(9) Uani 1 1 d . . . . .
C17 C 0.9719(5) 0.8871(3) 0.3981(3) 0.0503(9) Uani 1 1 d . . . . .
C00K C 0.4597(5) 0.2219(4) 0.9590(3) 0.0566(10) Uani 1 1 d . . . . .
C12 C 0.7578(5) 1.0035(3) 0.4659(3) 0.0568(10) Uani 1 1 d . . . . .
C00M C 0.5605(5) 0.6731(3) 0.5264(3) 0.0581(10) Uani 1 1 d . . . . .
C00N C 0.4460(5) 0.6058(4) 0.7096(3) 0.0593(10) Uani 1 1 d . . . . .
C00O C 0.3976(5) 0.2960(4) 0.7930(3) 0.0582(10) Uani 1 1 d . . . . .
C16 C 0.9489(5) 0.9145(4) 0.3007(3) 0.0605(11) Uani 1 1 d . . . . .
C11 C 0.6445(5) 1.0086(4) 0.5539(3) 0.0619(11) Uani 1 1 d . . . . .
C5 C 0.9186(5) 0.8039(4) 0.8017(3) 0.0586(10) Uani 1 1 d . . . . .
C00S C 0.3840(5) 0.1311(4) 0.9828(3) 0.0615(11) Uani 1 1 d . . . . .
C3 C 1.0078(5) 0.7236(4) 0.9572(3) 0.0588(10) Uani 1 1 d . . . . .
C00U C 0.4548(5) 0.6822(4) 0.6150(4) 0.0619(11) Uani 1 1 d . . . . .
C00V C 0.3160(5) 0.1235(4) 0.9108(3) 0.0576(10) Uani 1 1 d . . . . .
C00W C 0.3226(5) 0.2047(4) 0.8167(3) 0.0631(11) Uani 1 1 d . . . . .
C2 C 0.8244(5) 0.6365(4) 0.9296(3) 0.0612(11) Uani 1 1 d . . . . .
C1 C 0.9168(5) 0.6391(4) 0.9902(3) 0.0638(11) Uani 1 1 d . . . . .
C00Z C 0.8637(5) 0.6286(4) 0.3931(4) 0.0668(12) Uani 1 1 d . . . . .
C4 C 1.0116(5) 0.8059(4) 0.8651(3) 0.0640(11) Uani 1 1 d . . . . .
C15 C 1.0707(6) 0.8956(4) 0.2264(4) 0.0733(14) Uani 1 1 d . . . . .
C13 C 1.2188(6) 0.8231(5) 0.3550(4) 0.0768(14) Uani 1 1 d . . . . .
C14 C 1.2072(6) 0.8505(5) 0.2538(4) 0.0795(15) Uani 1 1 d . . . . .
C014 C 0.8661(6) 0.4234(5) 0.3788(4) 0.0799(15) Uani 1 1 d . . . . .
C015 C 0.9664(6) 0.5980(5) 0.3141(4) 0.0806(15) Uani 1 1 d . . . . .
C016 C 0.3265(6) 0.6197(5) 0.7999(4) 0.0828(15) Uani 1 1 d . . . . .
C10 C 0.5067(6) 0.9391(5) 0.7354(4) 0.0825(16) Uani 1 1 d . . . . .
C018 C 0.9679(6) 0.4962(5) 0.3074(4) 0.0815(15) 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
S1 C6 1.774(4) . ?
S1 C7 1.773(4) . ?
S02 C00E 1.767(5) . ?
S02 C00I 1.771(4) . ?
Cl2 C00V 1.751(5) . ?
Cl1 C3 1.744(5) . ?
N1 C8 1.378(5) . ?
N1 C17 1.434(5) . ?
N1 C12 1.421(5) . ?
N006 C00D 1.377(5) . ?
N006 C00G 1.433(5) . ?
N006 C00M 1.424(5) . ?
O007 C00M 1.232(5) . ?
O008 C12 1.228(5) . ?
N2 C17 1.329(6) . ?
N2 C13 1.349(6) . ?
N00A C00G 1.330(6) . ?
N00A C014 1.355(6) . ?
C8 C7 1.343(6) . ?
C6 C5 1.374(6) . ?
C6 C2 1.398(5) . ?
C00D C00I 1.335(6) . ?
C00E C00K 1.391(5) . ?
C00E C00O 1.398(6) . ?
C7 C9 1.428(6) . ?
C00G C00Z 1.377(6) . ?
C9 C11 1.356(6) . ?
C9 C10 1.515(6) . ?
C00I C00N 1.442(6) . ?
C17 C16 1.380(6) . ?
C00K C00S 1.373(6) . ?
C12 C11 1.428(6) . ?
C00M C00U 1.416(6) . ?
C00N C00U 1.356(6) . ?
C00N C016 1.511(6) . ?
C00O C00W 1.374(6) . ?
C16 C15 1.388(6) . ?
C5 C4 1.419(6) . ?
C00S C00V 1.387(6) . ?
C3 C1 1.374(7) . ?
C3 C4 1.367(6) . ?
C00V C00W 1.377(6) . ?
C2 C1 1.385(7) . ?
C00Z C015 1.406(7) . ?
C15 C14 1.387(8) . ?
C13 C14 1.397(8) . ?
C014 C018 1.394(8) . ?
C015 C018 1.360(9) . ?

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
C7 S1 C6 104.78(19) . . ?
C00I S02 C00E 105.12(19) . . ?
C8 N1 C17 118.0(3) . . ?
C8 N1 C12 121.5(3) . . ?
C12 N1 C17 120.4(3) . . ?
C00D N006 C00G 118.2(3) . . ?
C00D N006 C00M 121.3(3) . . ?
C00M N006 C00G 120.5(3) . . ?
C17 N2 C13 117.4(4) . . ?
C00G N00A C014 116.5(5) . . ?
C7 C8 N1 121.7(4) . . ?
C5 C6 S1 124.0(3) . . ?
C5 C6 C2 121.1(4) . . ?
C2 C6 S1 114.9(3) . . ?
C00I C00D N006 122.3(4) . . ?
C00K C00E S02 115.9(3) . . ?
C00O C00E S02 124.3(3) . . ?
C00O C00E C00K 119.9(4) . . ?
C8 C7 S1 117.6(3) . . ?
C8 C7 C9 120.0(4) . . ?
C9 C7 S1 122.3(3) . . ?
N00A C00G N006 114.0(4) . . ?
N00A C00G C00Z 126.1(4) . . ?
C00Z C00G N006 119.8(4) . . ?
C7 C9 C10 121.4(4) . . ?
C11 C9 C7 118.3(4) . . ?
C11 C9 C10 120.3(4) . . ?
C00D C00I S02 118.0(3) . . ?
C00D C00I C00N 119.6(4) . . ?
C00N C00I S02 121.9(3) . . ?
N2 C17 N1 114.1(4) . . ?
N2 C17 C16 125.2(4) . . ?
C16 C17 N1 120.5(4) . . ?
C00S C00K C00E 120.6(4) . . ?
N1 C12 C11 114.8(4) . . ?
O008 C12 N1 119.9(4) . . ?
O008 C12 C11 125.3(4) . . ?
N006 C00M C00U 114.6(4) . . ?
O007 C00M N006 119.5(4) . . ?
O007 C00M C00U 125.8(4) . . ?
C00I C00N C016 121.0(4) . . ?
C00U C00N C00I 117.6(4) . . ?
C00U C00N C016 121.4(4) . . ?
C00W C00O C00E 119.5(4) . . ?
C17 C16 C15 117.4(4) . . ?
C9 C11 C12 123.7(4) . . ?
C6 C5 C4 119.1(4) . . ?
C00K C00S C00V 118.8(4) . . ?
C1 C3 Cl1 119.3(3) . . ?
C1 C3 C4 122.0(4) . . ?
C4 C3 Cl1 118.6(4) . . ?
C00N C00U C00M 124.6(4) . . ?
C00S C00V Cl2 118.8(3) . . ?
C00W C00V Cl2 119.8(4) . . ?
C00W C00V C00S 121.5(4) . . ?
C00O C00W C00V 119.8(4) . . ?
C1 C2 C6 119.1(4) . . ?
C3 C1 C2 119.8(4) . . ?
C00G C00Z C015 115.9(5) . . ?
C3 C4 C5 118.9(4) . . ?
C16 C15 C14 118.8(5) . . ?
N2 C13 C14 121.4(5) . . ?
C13 C14 C15 119.8(4) . . ?
N00A C014 C018 121.9(5) . . ?
C018 C015 C00Z 120.0(5) . . ?
C015 C018 C014 119.5(5) . . ?

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 C6 C5 C4 179.9(3) . . . . ?
S1 C6 C2 C1 179.7(3) . . . . ?
S1 C7 C9 C11 -174.8(4) . . . . ?
S1 C7 C9 C10 4.5(6) . . . . ?
S02 C00E C00K C00S -177.9(3) . . . . ?
S02 C00E C00O C00W 177.3(4) . . . . ?
S02 C00I C00N C00U 169.7(4) . . . . ?
S02 C00I C00N C016 -11.4(6) . . . . ?
Cl2 C00V C00W C00O -179.7(4) . . . . ?
Cl1 C3 C1 C2 -178.7(4) . . . . ?
Cl1 C3 C4 C5 178.1(4) . . . . ?
N1 C8 C7 S1 176.2(3) . . . . ?
N1 C8 C7 C9 0.0(6) . . . . ?
N1 C17 C16 C15 -178.5(4) . . . . ?
N1 C12 C11 C9 2.2(7) . . . . ?
N006 C00D C00I S02 -170.7(3) . . . . ?
N006 C00D C00I C00N 1.3(7) . . . . ?
N006 C00G C00Z C015 178.8(4) . . . . ?
N006 C00M C00U C00N 0.6(7) . . . . ?
O007 C00M C00U C00N -179.5(5) . . . . ?
O008 C12 C11 C9 -177.6(5) . . . . ?
N2 C17 C16 C15 -2.1(7) . . . . ?
N2 C13 C14 C15 -1.0(9) . . . . ?
N00A C00G C00Z C015 1.4(7) . . . . ?
N00A C014 C018 C015 0.6(8) . . . . ?
C8 N1 C17 N2 -42.7(5) . . . . ?
C8 N1 C17 C16 134.1(4) . . . . ?
C8 N1 C12 O008 178.8(4) . . . . ?
C8 N1 C12 C11 -1.0(6) . . . . ?
C8 C7 C9 C11 1.2(7) . . . . ?
C8 C7 C9 C10 -179.5(5) . . . . ?
C6 S1 C7 C8 90.2(4) . . . . ?
C6 S1 C7 C9 -93.7(4) . . . . ?
C6 C5 C4 C3 1.2(7) . . . . ?
C6 C2 C1 C3 0.0(7) . . . . ?
C00D N006 C00G N00A 48.6(5) . . . . ?
C00D N006 C00G C00Z -129.0(4) . . . . ?
C00D N006 C00M O007 178.8(4) . . . . ?
C00D N006 C00M C00U -1.3(6) . . . . ?
C00D C00I C00N C00U -1.9(7) . . . . ?
C00D C00I C00N C016 176.9(5) . . . . ?
C00E S02 C00I C00D -89.9(4) . . . . ?
C00E S02 C00I C00N 98.3(4) . . . . ?
C00E C00K C00S C00V 0.3(6) . . . . ?
C00E C00O C00W C00V 0.4(7) . . . . ?
C7 S1 C6 C5 -3.1(4) . . . . ?
C7 S1 C6 C2 178.5(3) . . . . ?
C7 C9 C11 C12 -2.3(7) . . . . ?
C00G N006 C00D C00I -177.2(4) . . . . ?
C00G N006 C00M O007 -3.6(7) . . . . ?
C00G N006 C00M C00U 176.2(4) . . . . ?
C00G N00A C014 C018 -0.6(7) . . . . ?
C00G C00Z C015 C018 -1.4(7) . . . . ?
C00I S02 C00E C00K -176.9(3) . . . . ?
C00I S02 C00E C00O 5.5(4) . . . . ?
C00I C00N C00U C00M 0.9(7) . . . . ?
C17 N1 C8 C7 176.9(4) . . . . ?
C17 N1 C12 O008 2.0(7) . . . . ?
C17 N1 C12 C11 -177.8(4) . . . . ?
C17 N2 C13 C14 -0.6(8) . . . . ?
C17 C16 C15 C14 0.2(7) . . . . ?
C00K C00E C00O C00W -0.2(6) . . . . ?
C00K C00S C00V Cl2 179.3(3) . . . . ?
C00K C00S C00V C00W -0.1(7) . . . . ?
C12 N1 C8 C7 0.0(6) . . . . ?
C12 N1 C17 N2 134.2(4) . . . . ?
C12 N1 C17 C16 -49.0(6) . . . . ?
C00M N006 C00D C00I 0.4(6) . . . . ?
C00M N006 C00G N00A -129.0(4) . . . . ?
C00M N006 C00G C00Z 53.3(6) . . . . ?
C00O C00E C00K C00S -0.2(6) . . . . ?
C16 C15 C14 C13 1.2(8) . . . . ?
C5 C6 C2 C1 1.2(6) . . . . ?
C00S C00V C00W C00O -0.3(7) . . . . ?
C2 C6 C5 C4 -1.8(7) . . . . ?
C1 C3 C4 C5 0.0(7) . . . . ?
C00Z C015 C018 C014 0.5(8) . . . . ?
C4 C3 C1 C2 -0.6(7) . . . . ?
C13 N2 C17 N1 178.9(4) . . . . ?
C13 N2 C17 C16 2.3(7) . . . . ?
C014 N00A C00G N006 -177.9(4) . . . . ?
C014 N00A C00G C00Z -0.4(7) . . . . ?
C016 C00N C00U C00M -177.9(5) . . . . ?
C10 C9 C11 C12 178.4(5) . . . . ?

_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 1.640
_oxdiff_exptl_absorpt_empirical_full_min 0.695
####################################################################### 
# 
# 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_14904_auto
_database_code_depnum_ccdc_archive 'CCDC 2450235'
loop_
_audit_author_name
_audit_author_address
SSS
;Guangxi University
China
;
_audit_update_record             
;
2025-05-11 deposited with the CCDC.	2025-12-22 downloaded from the CCDC.
;
_audit_creation_date             2025-01-15
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.667(C16 Cl N2 O S)'
_chemical_formula_sum            'C11 H10 Cl0 N O S0.33'
_chemical_formula_weight         182.89
_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'
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'
Cl Cl 0.3639 0.7018 '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      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                   7.4420(8)
_cell_length_b                   9.6140(12)
_cell_length_c                   11.0519(12)
_cell_angle_alpha                85.787(9)
_cell_angle_beta                 88.890(9)
_cell_angle_gamma                69.818(11)
_cell_volume                     740.16(15)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    1487
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.5790
_cell_measurement_theta_min      4.9210
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.268
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.14619
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.99a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             289
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0375
_diffrn_reflns_av_unetI/netI     0.0611
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            4481
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.014
_diffrn_reflns_theta_min         4.011
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0606
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     48.00 100.00   1.00    2.50    --   35.25  57.00-150.00   52
  2  ω    -32.00  20.00   1.00    2.50    --   35.25 -37.00  60.00   52
  3  ω     30.00  60.00   1.00    2.50    --   35.25  57.00 -90.00   30
  4  ω     24.00  74.00   1.00    2.50    --   35.25-125.00 -90.00   50
  5  ω     17.00 104.00   1.00    2.50    --   35.25  37.00  60.00   87
  6  ω     20.00 102.00   1.00    2.50    --   35.25  57.00 150.00   82
  7  ω    -17.00  49.00   1.00    2.50    --   35.25 -77.00 -60.00   66
  8  ω     40.00  87.00   1.00    2.50    --   35.25-125.00  90.00   47
  9  ω     54.00 106.00   1.00    1.00    --  105.75 -94.00  60.00   52
 10  ω    121.00 173.00   1.00    1.00    --  105.75  77.00 -60.00   52
 11  ω     38.00 115.00   1.00    1.00    --  105.75 -45.00  30.00   77
 12  ω     89.00 175.00   1.00    1.00    --  105.75  30.00 -90.00   86
 13  ω     56.00  99.00   1.00    1.00    --  105.75-111.00-180.00   43
 14  ω     55.00 106.00   1.00    1.00    --  105.75-111.00 -90.00   51
 15  ω    107.00 163.00   1.00    1.00    --  105.75 111.00 -30.00   56
 16  ω     74.00  99.00   1.00    1.00    --  105.75 178.00 150.00   25
 17  ω     37.00 122.00   1.00    1.00    --  105.75 -45.00 -60.00   85
 18  ω    105.00 132.00   1.00    1.00    --  105.75 -77.00 120.00   27
 19  ω     39.00 124.00   1.00    1.00    --  105.75 -30.00-150.00   85
 20  ω     43.00  83.00   1.00    1.00    --  105.75 -94.00 -60.00   40
 21  ω     69.00 108.00   1.00    1.00    --  105.75-111.00   0.00   39
 22  ω     86.00 172.00   1.00    1.00    --  105.75  30.00  30.00   86
;
_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      0.0439706000
_diffrn_orient_matrix_UB_12      0.1294469000
_diffrn_orient_matrix_UB_13      0.0515833000
_diffrn_orient_matrix_UB_21      0.0573949000
_diffrn_orient_matrix_UB_22      0.0455527000
_diffrn_orient_matrix_UB_23      -0.1274461000
_diffrn_orient_matrix_UB_31      -0.2083679000
_diffrn_orient_matrix_UB_32      0.1022908000
_diffrn_orient_matrix_UB_33      -0.0251646000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2171
_reflns_number_total             2767
_reflns_odcompleteness_completeness 99.62
_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 1.171.42.99a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.657
_refine_diff_density_min         -0.791
_refine_diff_density_rms         0.146
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         2767
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0937
_refine_ls_R_factor_gt           0.0808
_refine_ls_restrained_S_all      1.056
_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)+(0.1480P)²+0.5119P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2286
_refine_ls_wR_factor_ref         0.2458
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   .
_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
S1 S 0.76289(14) 0.32637(11) 0.66032(10) 0.0437(4) Uani 1 1 d . . . . .
Cl1 Cl 1.47386(17) 0.27331(17) 0.97840(13) 0.0696(5) Uani 1 1 d . . . . .
O1 O 0.3030(4) 0.9503(3) 0.5519(3) 0.0474(8) Uani 1 1 d . . . . .
N1 N 0.3524(4) 0.7262(3) 0.6563(3) 0.0305(7) Uani 1 1 d . . . . .
N2 N 0.1929(5) 0.7781(4) 0.8406(3) 0.0418(8) Uani 1 1 d . . . . .
C11 C 0.4065(5) 0.8201(4) 0.5701(3) 0.0326(8) Uani 1 1 d . . . . .
C12 C 0.1751(5) 0.7884(4) 0.7209(3) 0.0308(8) Uani 1 1 d . . . . .
C10 C 0.4657(5) 0.5811(4) 0.6873(3) 0.0330(8) Uani 1 1 d . . . . .
C5 C 0.9626(5) 0.3252(4) 0.7447(3) 0.0337(8) Uani 1 1 d . . . . .
C9 C 0.6335(5) 0.5180(4) 0.6290(3) 0.0355(8) Uani 1 1 d . . . . .
C13 C 0.0052(6) 0.8489(5) 0.6568(4) 0.0406(9) Uani 1 1 d . . . . .
C4 C 1.1146(6) 0.1898(5) 0.7552(4) 0.0416(9) Uani 1 1 d . . . . .
C7 C 0.6937(6) 0.6058(5) 0.5377(4) 0.0421(9) Uani 1 1 d . . . . .
C6 C 0.9721(6) 0.4444(4) 0.8044(4) 0.0435(10) Uani 1 1 d . . . . .
C8 C 0.5858(6) 0.7502(5) 0.5118(4) 0.0419(9) Uani 1 1 d . . . . .
C2 C 1.1324(6) 0.4283(5) 0.8736(4) 0.0459(10) Uani 1 1 d . . . . .
C3 C 1.2729(6) 0.1715(5) 0.8259(4) 0.0471(10) Uani 1 1 d . . . . .
C15 C -0.1464(6) 0.9011(5) 0.8504(4) 0.0530(12) Uani 1 1 d . . . . .
C14 C -0.1608(6) 0.9085(5) 0.7242(4) 0.0503(11) Uani 1 1 d . . . . .
C16 C 0.0303(7) 0.8346(5) 0.9037(4) 0.0502(11) Uani 1 1 d . . . . .
C1 C 1.2784(6) 0.2935(5) 0.8852(4) 0.0453(10) 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
S1 C5 1.766(4) . ?
S1 C9 1.771(4) . ?
Cl1 C1 1.746(4) . ?
O1 C11 1.226(4) . ?
N1 C11 1.412(4) . ?
N1 C12 1.446(4) . ?
N1 C10 1.379(4) . ?
N2 C12 1.326(5) . ?
N2 C16 1.347(5) . ?
C11 C8 1.435(5) . ?
C12 C13 1.380(5) . ?
C10 C9 1.359(5) . ?
C5 C4 1.398(5) . ?
C5 C6 1.387(6) . ?
C9 C7 1.432(5) . ?
C13 C14 1.395(6) . ?
C4 C3 1.379(6) . ?
C7 C8 1.355(6) . ?
C6 C2 1.386(6) . ?
C2 C1 1.373(6) . ?
C3 C1 1.398(7) . ?
C15 C14 1.396(6) . ?
C15 C16 1.371(7) . ?

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
C5 S1 C9 103.46(18) . . ?
C11 N1 C12 118.2(3) . . ?
C10 N1 C11 123.3(3) . . ?
C10 N1 C12 118.4(3) . . ?
C12 N2 C16 116.4(3) . . ?
O1 C11 N1 119.7(3) . . ?
O1 C11 C8 125.8(3) . . ?
N1 C11 C8 114.5(3) . . ?
N2 C12 N1 114.8(3) . . ?
N2 C12 C13 125.6(3) . . ?
C13 C12 N1 119.6(3) . . ?
C9 C10 N1 120.5(3) . . ?
C4 C5 S1 115.6(3) . . ?
C6 C5 S1 124.7(3) . . ?
C6 C5 C4 119.6(4) . . ?
C10 C9 S1 119.1(3) . . ?
C10 C9 C7 118.9(3) . . ?
C7 C9 S1 121.8(3) . . ?
C12 C13 C14 116.9(4) . . ?
C3 C4 C5 121.2(4) . . ?
C8 C7 C9 120.1(4) . . ?
C2 C6 C5 119.7(4) . . ?
C7 C8 C11 122.5(4) . . ?
C1 C2 C6 119.9(4) . . ?
C4 C3 C1 117.9(4) . . ?
C16 C15 C14 118.7(4) . . ?
C13 C14 C15 118.9(4) . . ?
N2 C16 C15 123.5(4) . . ?
C2 C1 Cl1 119.1(4) . . ?
C2 C1 C3 121.6(4) . . ?
C3 C1 Cl1 119.2(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
S1 C5 C4 C3 -175.3(3) . . . . ?
S1 C5 C6 C2 176.4(3) . . . . ?
S1 C9 C7 C8 176.6(3) . . . . ?
O1 C11 C8 C7 179.2(4) . . . . ?
N1 C11 C8 C7 0.0(6) . . . . ?
N1 C12 C13 C14 -179.3(4) . . . . ?
N1 C10 C9 S1 -173.6(3) . . . . ?
N1 C10 C9 C7 2.0(6) . . . . ?
N2 C12 C13 C14 2.2(6) . . . . ?
C11 N1 C12 N2 -122.0(4) . . . . ?
C11 N1 C12 C13 59.3(5) . . . . ?
C11 N1 C10 C9 -4.3(5) . . . . ?
C12 N1 C11 O1 -0.3(5) . . . . ?
C12 N1 C11 C8 179.0(3) . . . . ?
C12 N1 C10 C9 179.9(3) . . . . ?
C12 N2 C16 C15 -0.6(7) . . . . ?
C12 C13 C14 C15 -1.2(7) . . . . ?
C10 N1 C11 O1 -176.1(3) . . . . ?
C10 N1 C11 C8 3.2(5) . . . . ?
C10 N1 C12 N2 54.0(5) . . . . ?
C10 N1 C12 C13 -124.6(4) . . . . ?
C10 C9 C7 C8 1.1(6) . . . . ?
C5 S1 C9 C10 -108.2(3) . . . . ?
C5 S1 C9 C7 76.3(4) . . . . ?
C5 C4 C3 C1 -1.2(7) . . . . ?
C5 C6 C2 C1 -1.7(7) . . . . ?
C9 S1 C5 C4 -164.1(3) . . . . ?
C9 S1 C5 C6 19.5(4) . . . . ?
C9 C7 C8 C11 -2.1(6) . . . . ?
C4 C5 C6 C2 0.1(6) . . . . ?
C4 C3 C1 Cl1 178.5(3) . . . . ?
C4 C3 C1 C2 -0.4(7) . . . . ?
C6 C5 C4 C3 1.3(6) . . . . ?
C6 C2 C1 Cl1 -177.1(3) . . . . ?
C6 C2 C1 C3 1.9(7) . . . . ?
C14 C15 C16 N2 1.4(8) . . . . ?
C16 N2 C12 N1 -179.8(4) . . . . ?
C16 N2 C12 C13 -1.3(6) . . . . ?
C16 C15 C14 C13 -0.4(8) . . . . ?

_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 5.786
_oxdiff_exptl_absorpt_empirical_full_min 0.592
####################################################################### 
# 
# 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_15049_auto
_database_code_depnum_ccdc_archive 'CCDC 2450120'
loop_
_audit_author_name
_audit_author_address
HHH
;Guangxi University
China
;
_audit_update_record             
;
2025-05-11 deposited with the CCDC.	2025-12-22 downloaded from the CCDC.
;
_audit_creation_date             2025-04-14
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.4(C25 H22 Cl2 N2 O)'
_chemical_formula_sum            'C11 H10 Cl0 N O'
_chemical_formula_weight         172.20
_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 0.0181 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'
Cl Cl 0.3639 0.7018 '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                   10.6683(8)
_cell_length_b                   10.8211(9)
_cell_length_c                   11.2895(9)
_cell_angle_alpha                66.213(8)
_cell_angle_beta                 71.132(7)
_cell_angle_gamma                73.438(7)
_cell_volume                     1110.36(18)
_cell_formula_units_Z            5
_cell_measurement_reflns_used    2257
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.8090
_cell_measurement_theta_min      4.3880
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.663
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59921
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.99a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             455
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_av_unetI/netI     0.0492
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7066
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.878
_diffrn_reflns_theta_min         4.406
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0606
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     72.00  99.00   1.00    1.50    --   35.25  57.00  30.00   27
  2  ω    -14.00  50.00   1.00    1.50    --   35.25 -77.00   0.00   64
  3  ω     39.00  87.00   1.00    1.50    --   35.25-125.00 150.00   48
  4  ω     -9.00  53.00   1.00    1.50    --   35.25 -37.00-120.00   62
  5  ω    -18.00  29.00   1.00    1.50    --   35.25 -77.00-120.00   47
  6  ω     23.00 103.00   1.00    1.50    --   35.25  37.00 120.00   80
  7  ω     78.00 103.00   1.00    1.50    --   35.25  57.00 -60.00   25
  8  ω    -31.00  52.00   1.00    1.50    --   35.25 -57.00 150.00   83
  9  ω     46.00  86.00   1.00    1.50    --   35.25-125.00 -60.00   40
 10  ω     41.00  93.00   1.00    2.50    --  105.75-111.00  30.00   52
 11  ω     40.00 142.00   1.00    2.50    --  105.75 -15.00  30.00  102
 12  ω     72.00 108.00   1.00    2.50    --  105.75-111.00 -30.00   36
 13  ω     44.00  70.00   1.00    2.50    --  105.75 -94.00-120.00   26
 14  ω    141.00 173.00   1.00    2.50    --  105.75  61.00 120.00   32
 15  ω     48.00  88.00   1.00    2.50    --  105.75-111.00 -60.00   40
 16  ω     79.00 173.00   1.00    2.50    --  105.75  15.00  60.00   94
 17  ω    143.00 169.00   1.00    2.50    --  105.75  77.00  30.00   26
 18  ω     64.00 105.00   1.00    2.50    --  105.75-111.00  90.00   41
 19  ω     37.00 104.00   1.00    2.50    --  105.75 -94.00 120.00   67
 20  ω     70.00 107.00   1.00    2.50    --  105.75-111.00-150.00   37
 21  ω     39.00 117.00   1.00    2.50    --  105.75 -45.00  90.00   78
 22  ω    106.00 160.00   1.00    2.50    --  105.75 111.00  90.00   54
 23  ω    132.00 168.00   1.00    2.50    --  105.75  77.00   0.00   36
 24  ω     44.00 122.00   1.00    2.50    --  105.75 -45.00 -30.00   78
 25  ω    106.00 157.00   1.00    2.50    --  105.75 111.00  60.00   51
;
_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      -0.1391274000
_diffrn_orient_matrix_UB_12      0.0664990000
_diffrn_orient_matrix_UB_13      0.0651136000
_diffrn_orient_matrix_UB_21      0.0378751000
_diffrn_orient_matrix_UB_22      0.1431389000
_diffrn_orient_matrix_UB_23      -0.0808431000
_diffrn_orient_matrix_UB_31      -0.0571348000
_diffrn_orient_matrix_UB_32      0.0096022000
_diffrn_orient_matrix_UB_33      -0.1131128000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3486
_reflns_number_total             4182
_reflns_odcompleteness_completeness 99.90
_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 1.171.42.99a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         2.235
_refine_diff_density_min         -2.105
_refine_diff_density_rms         0.147
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.297
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     124
_refine_ls_number_reflns         4182
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1818
_refine_ls_R_factor_gt           0.1667
_refine_ls_restrained_S_all      2.297
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4892
_refine_ls_wR_factor_ref         0.5295
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C006(H006), C00E(H00E), C00F(H00F), C00G(H00G), C00J(H00J), C00K(H00K),
 C00M(H00M), C00N(H00N), C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R),
 C00S(H00S)
2.b Idealised Me refined as rotating group:
 C00I(H00A,H00B,H00C), C00T(H00D,H00H,H00I), C00U(H00L,H00T,H00U)
;
_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
Cl01 Cl 0.3402(2) 0.74459(19) 0.7226(2) 0.0592(7) Uiso 1 1 d . . . . .
Cl02 Cl 0.7426(2) 0.31282(19) 0.90830(19) 0.0586(7) Uiso 1 1 d . . . . .
O003 O 0.1878(6) 0.5177(6) 0.8575(6) 0.0611(14) Uiso 1 1 d . . . . .
N004 N 0.3490(6) 0.3499(6) 0.9541(5) 0.0433(13) Uiso 1 1 d . . . . .
N005 N 0.3040(8) 0.1270(7) 1.0469(7) 0.0620(17) Uiso 1 1 d . . . . .
C006 C 0.4823(7) 0.3021(7) 0.9548(7) 0.0439(14) Uiso 1 1 d . . . . .
H006 H 0.509852 0.210449 1.002371 0.053 Uiso 1 1 calc R U . . .
C007 C 0.3040(7) 0.4831(6) 0.8703(6) 0.0420(14) Uiso 1 1 d . . . . .
C008 C 0.4038(7) 0.5717(7) 0.8045(7) 0.0464(15) Uiso 1 1 d . . . . .
C009 C 0.5749(7) 0.3853(7) 0.8876(7) 0.0466(15) Uiso 1 1 d . . . . .
C00A C 0.2541(7) 0.2568(7) 1.0372(7) 0.0426(14) Uiso 1 1 d . . . . .
C00B C 0.5369(7) 0.5264(6) 0.8164(6) 0.0415(14) Uiso 1 1 d . . . . .
C00C C 0.8358(7) 0.3159(7) 0.7428(7) 0.0455(14) Uiso 1 1 d . . . . .
C00D C 0.4204(7) 0.7737(7) 0.5512(7) 0.0432(14) Uiso 1 1 d . . . . .
C00E C 0.1272(8) 0.3038(8) 1.1015(8) 0.0516(16) Uiso 1 1 d . . . . .
H00E H 0.096938 0.396373 1.090646 0.062 Uiso 1 1 calc R U . . .
C00F C 0.7753(9) 0.3284(8) 0.6473(8) 0.0551(17) Uiso 1 1 d . . . . .
H00F H 0.682721 0.333192 0.667637 0.066 Uiso 1 1 calc R U . . .
C00G C 0.5087(8) 0.6724(8) 0.5041(8) 0.0527(16) Uiso 1 1 d . . . . .
H00G H 0.526482 0.583181 0.562418 0.063 Uiso 1 1 calc R U . . .
C00H C 0.9752(9) 0.3018(8) 0.7174(8) 0.0559(17) Uiso 1 1 d . . . . .
C00I C 0.6368(8) 0.6212(8) 0.7508(8) 0.0554(17) Uiso 1 1 d . . . . .
H00A H 0.654885 0.646531 0.655811 0.083 Uiso 1 1 calc R U . . .
H00B H 0.718790 0.575908 0.779535 0.083 Uiso 1 1 calc R U . . .
H00C H 0.600810 0.702135 0.774969 0.083 Uiso 1 1 calc R U . . .
C00J C 0.5705(10) 0.7058(9) 0.3683(9) 0.064(2) Uiso 1 1 d . . . . .
H00J H 0.630320 0.638933 0.335742 0.077 Uiso 1 1 calc R U . . .
C00K C 0.0466(10) 0.2066(9) 1.1834(9) 0.064(2) Uiso 1 1 d . . . . .
H00K H -0.041015 0.233606 1.226965 0.077 Uiso 1 1 calc R U . . .
C00L C 0.3892(9) 0.9086(9) 0.4650(9) 0.0592(18) Uiso 1 1 d . . . . .
C00M C 0.8515(10) 0.3339(9) 0.5210(9) 0.063(2) Uiso 1 1 d . . . . .
H00M H 0.809756 0.348178 0.454766 0.076 Uiso 1 1 calc R U . . .
C00N C 1.0466(12) 0.3007(11) 0.5931(10) 0.075(2) Uiso 1 1 d . . . . .
H00N H 1.139970 0.287181 0.575421 0.089 Uiso 1 1 calc R U . . .
C00O C 0.0960(12) 0.0708(12) 1.2000(11) 0.078(3) Uiso 1 1 d . . . . .
H00O H 0.044419 0.003735 1.256880 0.094 Uiso 1 1 calc R U . . .
C00P C 0.2246(11) 0.0369(11) 1.1298(10) 0.074(2) Uiso 1 1 d . . . . .
H00P H 0.258409 -0.055355 1.141171 0.089 Uiso 1 1 calc R U . . .
C00Q C 0.9910(11) 0.3179(10) 0.4931(11) 0.072(2) Uiso 1 1 d . . . . .
H00Q H 1.044396 0.318906 0.409393 0.086 Uiso 1 1 calc R U . . .
C00R C 0.4534(11) 0.9358(11) 0.3303(11) 0.075(2) Uiso 1 1 d . . . . .
H00R H 0.434282 1.024136 0.271090 0.091 Uiso 1 1 calc R U . . .
C00S C 0.5421(12) 0.8403(12) 0.2813(12) 0.080(3) Uiso 1 1 d . . . . .
H00S H 0.583776 0.863845 0.190952 0.096 Uiso 1 1 calc R U . . .
C00T C 0.2886(12) 1.0167(11) 0.5180(11) 0.078(3) Uiso 1 1 d . . . . .
H00D H 0.200039 0.994983 0.546222 0.117 Uiso 1 1 calc R U . . .
H00H H 0.289788 1.105097 0.448907 0.117 Uiso 1 1 calc R U . . .
H00I H 0.312547 1.018381 0.592252 0.117 Uiso 1 1 calc R U . . .
C00U C 1.0424(13) 0.2828(13) 0.8238(12) 0.085(3) Uiso 1 1 d . . . . .
H00L H 1.044109 0.370972 0.823974 0.128 Uiso 1 1 calc R U . . .
H00T H 1.132801 0.233794 0.806038 0.128 Uiso 1 1 calc R U . . .
H00U H 0.992954 0.231592 0.909248 0.128 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
Cl01 C008 1.761(7) . ?
Cl01 C00D 1.779(7) . ?
Cl02 C009 1.787(7) . ?
Cl02 C00C 1.803(7) . ?
O003 C007 1.227(9) . ?
N004 C006 1.369(9) . ?
N004 C007 1.415(8) . ?
N004 C00A 1.459(8) . ?
N005 C00A 1.325(10) . ?
N005 C00P 1.329(13) . ?
C006 H006 0.9300 . ?
C006 C009 1.354(10) . ?
C007 C008 1.450(9) . ?
C008 C00B 1.395(10) . ?
C009 C00B 1.417(9) . ?
C00A C00E 1.374(11) . ?
C00B C00I 1.496(10) . ?
C00C C00F 1.371(11) . ?
C00C C00H 1.395(12) . ?
C00D C00G 1.389(11) . ?
C00D C00L 1.406(11) . ?
C00E H00E 0.9300 . ?
C00E C00K 1.384(12) . ?
C00F H00F 0.9300 . ?
C00F C00M 1.381(12) . ?
C00G H00G 0.9300 . ?
C00G C00J 1.397(12) . ?
C00H C00N 1.367(14) . ?
C00H C00U 1.507(14) . ?
C00I H00A 0.9600 . ?
C00I H00B 0.9600 . ?
C00I H00C 0.9600 . ?
C00J H00J 0.9300 . ?
C00J C00S 1.401(14) . ?
C00K H00K 0.9300 . ?
C00K C00O 1.369(14) . ?
C00L C00R 1.396(14) . ?
C00L C00T 1.520(14) . ?
C00M H00M 0.9300 . ?
C00M C00Q 1.392(15) . ?
C00N H00N 0.9300 . ?
C00N C00Q 1.364(15) . ?
C00O H00O 0.9300 . ?
C00O C00P 1.374(16) . ?
C00P H00P 0.9300 . ?
C00Q H00Q 0.9300 . ?
C00R H00R 0.9300 . ?
C00R C00S 1.354(16) . ?
C00S H00S 0.9300 . ?
C00T H00D 0.9600 . ?
C00T H00H 0.9600 . ?
C00T H00I 0.9600 . ?
C00U H00L 0.9600 . ?
C00U H00T 0.9600 . ?
C00U H00U 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
C008 Cl01 C00D 104.5(3) . . ?
C009 Cl02 C00C 102.5(3) . . ?
C006 N004 C007 121.6(6) . . ?
C006 N004 C00A 118.1(5) . . ?
C007 N004 C00A 120.2(5) . . ?
C00A N005 C00P 115.9(8) . . ?
N004 C006 H006 119.3 . . ?
C009 C006 N004 121.4(6) . . ?
C009 C006 H006 119.3 . . ?
O003 C007 N004 120.7(6) . . ?
O003 C007 C008 124.1(6) . . ?
N004 C007 C008 115.1(6) . . ?
C007 C008 Cl01 114.7(5) . . ?
C00B C008 Cl01 122.6(5) . . ?
C00B C008 C007 122.5(6) . . ?
C006 C009 Cl02 116.6(5) . . ?
C006 C009 C00B 121.2(6) . . ?
C00B C009 Cl02 121.9(5) . . ?
N005 C00A N004 113.8(6) . . ?
N005 C00A C00E 125.2(7) . . ?
C00E C00A N004 120.9(6) . . ?
C008 C00B C009 117.2(6) . . ?
C008 C00B C00I 121.3(6) . . ?
C009 C00B C00I 121.5(6) . . ?
C00F C00C Cl02 122.7(6) . . ?
C00F C00C C00H 121.4(7) . . ?
C00H C00C Cl02 115.9(5) . . ?
C00G C00D Cl01 123.3(5) . . ?
C00G C00D C00L 121.6(7) . . ?
C00L C00D Cl01 115.1(6) . . ?
C00A C00E H00E 121.6 . . ?
C00A C00E C00K 116.7(7) . . ?
C00K C00E H00E 121.6 . . ?
C00C C00F H00F 119.9 . . ?
C00C C00F C00M 120.1(8) . . ?
C00M C00F H00F 119.9 . . ?
C00D C00G H00G 120.3 . . ?
C00D C00G C00J 119.4(7) . . ?
C00J C00G H00G 120.3 . . ?
C00C C00H C00U 121.4(9) . . ?
C00N C00H C00C 116.1(8) . . ?
C00N C00H C00U 122.4(9) . . ?
C00B C00I H00A 109.5 . . ?
C00B C00I H00B 109.5 . . ?
C00B C00I H00C 109.5 . . ?
H00A C00I H00B 109.5 . . ?
H00A C00I H00C 109.5 . . ?
H00B C00I H00C 109.5 . . ?
C00G C00J H00J 120.1 . . ?
C00G C00J C00S 119.8(9) . . ?
C00S C00J H00J 120.1 . . ?
C00E C00K H00K 120.0 . . ?
C00O C00K C00E 120.0(10) . . ?
C00O C00K H00K 120.0 . . ?
C00D C00L C00T 120.7(8) . . ?
C00R C00L C00D 116.5(8) . . ?
C00R C00L C00T 122.8(9) . . ?
C00F C00M H00M 120.1 . . ?
C00F C00M C00Q 119.8(8) . . ?
C00Q C00M H00M 120.1 . . ?
C00H C00N H00N 117.6 . . ?
C00Q C00N C00H 124.8(11) . . ?
C00Q C00N H00N 117.6 . . ?
C00K C00O H00O 121.2 . . ?
C00K C00O C00P 117.6(10) . . ?
C00P C00O H00O 121.2 . . ?
N005 C00P C00O 124.5(10) . . ?
N005 C00P H00P 117.8 . . ?
C00O C00P H00P 117.8 . . ?
C00M C00Q H00Q 121.2 . . ?
C00N C00Q C00M 117.6(10) . . ?
C00N C00Q H00Q 121.2 . . ?
C00L C00R H00R 118.2 . . ?
C00S C00R C00L 123.5(10) . . ?
C00S C00R H00R 118.2 . . ?
C00J C00S H00S 120.4 . . ?
C00R C00S C00J 119.2(10) . . ?
C00R C00S H00S 120.4 . . ?
C00L C00T H00D 109.5 . . ?
C00L C00T H00H 109.5 . . ?
C00L C00T H00I 109.5 . . ?
H00D C00T H00H 109.5 . . ?
H00D C00T H00I 109.5 . . ?
H00H C00T H00I 109.5 . . ?
C00H C00U H00L 109.5 . . ?
C00H C00U H00T 109.5 . . ?
C00H C00U H00U 109.5 . . ?
H00L C00U H00T 109.5 . . ?
H00L C00U H00U 109.5 . . ?
H00T C00U H00U 109.5 . . ?

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
Cl01 C008 C00B C009 178.4(5) . . . . ?
Cl01 C008 C00B C00I -4.6(9) . . . . ?
Cl01 C00D C00G C00J -177.8(6) . . . . ?
Cl01 C00D C00L C00R 178.3(6) . . . . ?
Cl01 C00D C00L C00T -2.7(10) . . . . ?
Cl02 C009 C00B C008 179.1(5) . . . . ?
Cl02 C009 C00B C00I 2.0(9) . . . . ?
Cl02 C00C C00F C00M 178.2(6) . . . . ?
Cl02 C00C C00H C00N 178.5(6) . . . . ?
Cl02 C00C C00H C00U 1.1(10) . . . . ?
O003 C007 C008 Cl01 9.3(9) . . . . ?
O003 C007 C008 C00B -176.7(6) . . . . ?
N004 C006 C009 Cl02 175.0(5) . . . . ?
N004 C006 C009 C00B 1.5(10) . . . . ?
N004 C007 C008 Cl01 -170.2(5) . . . . ?
N004 C007 C008 C00B 3.8(10) . . . . ?
N004 C00A C00E C00K -176.9(7) . . . . ?
N005 C00A C00E C00K 0.5(11) . . . . ?
C006 N004 C007 O003 170.1(6) . . . . ?
C006 N004 C007 C008 -10.4(9) . . . . ?
C006 N004 C00A N005 -34.4(8) . . . . ?
C006 N004 C00A C00E 143.3(7) . . . . ?
C006 C009 C00B C008 -7.8(10) . . . . ?
C006 C009 C00B C00I 175.2(6) . . . . ?
C007 N004 C006 C009 8.1(10) . . . . ?
C007 N004 C00A N005 142.2(6) . . . . ?
C007 N004 C00A C00E -40.1(8) . . . . ?
C007 C008 C00B C009 4.9(10) . . . . ?
C007 C008 C00B C00I -178.1(6) . . . . ?
C008 Cl01 C00D C00G 1.9(7) . . . . ?
C008 Cl01 C00D C00L -177.5(5) . . . . ?
C009 Cl02 C00C C00F -18.6(7) . . . . ?
C009 Cl02 C00C C00H 162.6(6) . . . . ?
C00A N004 C006 C009 -175.3(6) . . . . ?
C00A N004 C007 O003 -6.4(9) . . . . ?
C00A N004 C007 C008 173.1(6) . . . . ?
C00A N005 C00P C00O 2.4(14) . . . . ?
C00A C00E C00K C00O 2.0(12) . . . . ?
C00C Cl02 C009 C006 115.8(6) . . . . ?
C00C Cl02 C009 C00B -70.8(6) . . . . ?
C00C C00F C00M C00Q 4.1(12) . . . . ?
C00C C00H C00N C00Q 2.9(14) . . . . ?
C00D Cl01 C008 C007 -116.0(5) . . . . ?
C00D Cl01 C008 C00B 70.0(6) . . . . ?
C00D C00G C00J C00S -0.5(12) . . . . ?
C00D C00L C00R C00S -0.3(14) . . . . ?
C00E C00K C00O C00P -2.1(14) . . . . ?
C00F C00C C00H C00N -0.3(11) . . . . ?
C00F C00C C00H C00U -177.7(8) . . . . ?
C00F C00M C00Q C00N -1.6(14) . . . . ?
C00G C00D C00L C00R -1.1(11) . . . . ?
C00G C00D C00L C00T 177.9(8) . . . . ?
C00G C00J C00S C00R -0.9(15) . . . . ?
C00H C00C C00F C00M -3.1(11) . . . . ?
C00H C00N C00Q C00M -1.9(16) . . . . ?
C00K C00O C00P N005 -0.1(16) . . . . ?
C00L C00D C00G C00J 1.5(11) . . . . ?
C00L C00R C00S C00J 1.3(16) . . . . ?
C00P N005 C00A N004 174.9(7) . . . . ?
C00P N005 C00A C00E -2.6(11) . . . . ?
C00T C00L C00R C00S -179.3(10) . . . . ?
C00U C00H C00N C00Q -179.7(10) . . . . ?

_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 1.719
_oxdiff_exptl_absorpt_empirical_full_min 0.744
####################################################################### 
# 
# 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_14922_auto
_database_code_depnum_ccdc_archive 'CCDC 2450118'
loop_
_audit_author_name
_audit_author_address
wwww
;Guangxi University
China
;
_audit_update_record             
;
2025-05-11 deposited with the CCDC.	2025-12-22 downloaded from the CCDC.
;
_audit_creation_date             2025-01-15
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(Br2 C22 N2 O S2)'
_chemical_formula_sum            'C22 H14 Br2 N2 O S2'
_chemical_formula_weight         546.29
_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      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                   7.7554(9)
_cell_length_b                   10.0856(11)
_cell_length_c                   14.3543(15)
_cell_angle_alpha                80.569(9)
_cell_angle_beta                 75.173(9)
_cell_angle_gamma                83.064(9)
_cell_volume                     1067.0(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1374
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      63.4350
_cell_measurement_theta_min      4.4380
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    13.562
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.22653
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.99a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic light red'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    3.401
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1080
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0602
_diffrn_reflns_av_unetI/netI     0.0864
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            6517
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.762
_diffrn_reflns_theta_min         3.216
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0606
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     19.00  48.00   1.00    6.00    --   35.00  37.00  30.00   29
  2  ω     53.00 104.00   1.00    6.00    --   35.00  37.00  30.00   51
  3  ω    -29.00  -4.00   1.00    6.00    --   35.00 -57.00 -60.00   25
  4  ω     57.00 104.00   1.00    6.00    --   35.00  37.00 -60.00   47
  5  ω     33.00  86.00   1.00    6.00    --   35.00-125.00   0.00   53
  6  ω     49.00  86.00   1.00    6.00    --   35.00-125.00-150.00   37
  7  ω    -25.00  41.00   1.00    6.00    --   35.00 -57.00-150.00   66
  8  ω     26.00  52.00   1.00    6.00    --   35.00 -57.00 -60.00   26
  9  ω     16.00  72.00   1.00    6.00    --   35.00  37.00-150.00   56
 10  ω     39.00  84.00   1.00    6.00    --   35.00-125.00  60.00   45
 11  ω    -30.00  52.00   1.00    6.00    --   35.00 -57.00  60.00   82
 12  ω    119.00 157.00   1.00    2.50    --  105.75  77.00 150.00   38
 13  ω     60.00 105.00   1.00    2.50    --  105.75-111.00-180.00   45
 14  ω    116.00 173.00   1.00    2.50    --  105.75 111.00  90.00   57
 15  ω     56.00 103.00   1.00    2.50    --  105.75 -94.00  30.00   47
 16  ω    113.00 173.00   1.00    2.50    --  105.75 111.00-150.00   60
 17  ω     40.00 122.00   1.00    2.50    --  105.75 -45.00 -60.00   82
 18  ω     76.00 108.00   1.00    2.50    --  105.75-111.00 -30.00   32
 19  ω     39.00 108.00   1.00    2.50    --  105.75-111.00 150.00   69
 20  ω     38.00 123.00   1.00    2.50    --  105.75 -45.00 120.00   85
 21  ω     96.00 127.00   1.00    2.50    --  105.75  61.00  90.00   31
 22  ω     55.00 115.00   1.00    2.50    --  105.75 -30.00-180.00   60
 23  ω    114.00 171.00   1.00    2.50    --  105.75  77.00 -90.00   57
 24  ω     65.00 131.00   1.00    2.50    --  105.75 -77.00-180.00   66
 25  ω     36.00 174.00   1.00    2.50    --  105.75   0.00  60.00  138
;
_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      0.1295649000
_diffrn_orient_matrix_UB_12      -0.0350749000
_diffrn_orient_matrix_UB_13      0.0674880000
_diffrn_orient_matrix_UB_21      0.1486076000
_diffrn_orient_matrix_UB_22      -0.0458353000
_diffrn_orient_matrix_UB_23      -0.0852154000
_diffrn_orient_matrix_UB_31      0.0603644000
_diffrn_orient_matrix_UB_32      0.1442562000
_diffrn_orient_matrix_UB_33      -0.0273954000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\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         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2073
_reflns_number_total             3993
_reflns_odcompleteness_completeness 99.40
_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 1.171.42.99a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.915
_refine_diff_density_min         -1.168
_refine_diff_density_rms         0.150
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         3993
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1560
_refine_ls_R_factor_gt           0.1103
_refine_ls_restrained_S_all      1.075
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3040
_refine_ls_wR_factor_ref         0.3669
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   .
_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
Br2 Br 0.9157(2) 0.29247(16) 1.00802(10) 0.1151(7) Uani 1 1 d . . . . .
Br1 Br 0.7258(3) -0.12175(15) 0.88098(12) 0.1250(7) Uani 1 1 d . . . . .
S003 S 0.8831(3) 0.2886(2) 0.48093(18) 0.0643(7) Uani 1 1 d . . . . .
S004 S 0.4283(3) 0.6180(3) 0.73056(17) 0.0711(7) Uani 1 1 d . . . . .
O1 O 0.8825(8) 0.5317(6) 0.3513(5) 0.0678(16) Uani 1 1 d . . . . .
N1 N 0.6882(10) 0.6698(7) 0.4484(5) 0.0628(18) Uani 1 1 d . . . . .
N2 N 0.7147(10) 0.9016(7) 0.3995(6) 0.0657(19) Uani 1 1 d . . . . .
C1 C 0.6448(10) 0.4588(8) 0.6008(6) 0.057(2) Uani 1 1 d . . . . .
C3 C 0.7865(12) 0.5470(8) 0.4309(7) 0.062(2) Uani 1 1 d . . . . .
C15 C 0.8363(10) 0.1781(8) 0.5935(6) 0.0547(19) Uani 1 1 d . . . . .
C2 C 0.7526(11) 0.4378(8) 0.5126(7) 0.060(2) Uani 1 1 d . . . . .
C4 C 0.5632(10) 0.5900(9) 0.6156(6) 0.0548(19) Uani 1 1 d . . . . .
C6 C 0.7001(11) 0.7826(8) 0.3716(6) 0.059(2) Uani 1 1 d . . . . .
C16 C 0.8650(11) 0.2111(8) 0.6796(7) 0.062(2) Uani 1 1 d . . . . .
C00F C 0.5650(12) 0.5287(8) 0.8060(6) 0.059(2) Uani 1 1 d . . . . .
C5 C 0.5890(11) 0.6936(8) 0.5426(6) 0.060(2) Uani 1 1 d . . . . .
C21 C 0.7460(13) 0.5509(9) 0.7892(7) 0.071(2) Uani 1 1 d . . . . .
C11 C 0.8330(12) 0.1211(9) 0.7650(7) 0.067(2) Uani 1 1 d . . . . .
C14 C 0.7752(12) 0.0534(9) 0.5940(7) 0.067(2) Uani 1 1 d . . . . .
C7 C 0.6989(12) 0.7672(10) 0.2776(7) 0.067(2) Uani 1 1 d . . . . .
C12 C 0.7723(13) -0.0028(9) 0.7619(8) 0.071(2) Uani 1 1 d . . . . .
C17 C 0.7721(18) 0.3854(10) 0.9255(7) 0.082(3) Uani 1 1 d . . . . .
C19 C 0.8473(14) 0.4789(10) 0.8494(7) 0.071(2) Uani 1 1 d . . . . .
C13 C 0.7437(14) -0.0369(9) 0.6786(9) 0.076(3) Uani 1 1 d . . . . .
C22 C 0.4937(13) 0.4339(11) 0.8838(7) 0.075(3) Uani 1 1 d . . . . .
C18 C 0.5923(16) 0.3638(11) 0.9442(8) 0.079(3) Uani 1 1 d . . . . .
C8 C 0.7125(15) 0.8834(12) 0.2076(7) 0.082(3) Uani 1 1 d . . . . .
C10 C 0.7210(13) 1.0107(9) 0.3300(9) 0.077(3) Uani 1 1 d . . . . .
C9 C 0.7201(15) 1.0044(11) 0.2354(9) 0.085(3) 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
Br2 C17 1.893(11) . ?
Br1 C12 1.899(10) . ?
S003 C15 1.786(8) . ?
S003 C2 1.766(8) . ?
S004 C4 1.759(8) . ?
S004 C00F 1.774(9) . ?
O1 C3 1.216(10) . ?
N1 C3 1.397(10) . ?
N1 C6 1.442(10) . ?
N1 C5 1.417(11) . ?
N2 C6 1.352(10) . ?
N2 C10 1.355(12) . ?
C1 C2 1.360(12) . ?
C1 C4 1.421(11) . ?
C3 C2 1.465(12) . ?
C15 C16 1.409(12) . ?
C15 C14 1.394(11) . ?
C4 C5 1.346(12) . ?
C6 C7 1.386(12) . ?
C16 C11 1.386(12) . ?
C00F C21 1.402(12) . ?
C00F C22 1.388(12) . ?
C21 C19 1.376(13) . ?
C11 C12 1.399(13) . ?
C14 C13 1.380(14) . ?
C7 C8 1.409(14) . ?
C12 C13 1.373(14) . ?
C17 C19 1.376(14) . ?
C17 C18 1.387(16) . ?
C22 C18 1.358(15) . ?
C8 C9 1.357(16) . ?
C10 C9 1.371(16) . ?

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
C2 S003 C15 101.9(4) . . ?
C4 S004 C00F 99.9(4) . . ?
C3 N1 C6 120.2(7) . . ?
C3 N1 C5 122.2(7) . . ?
C5 N1 C6 117.2(7) . . ?
C6 N2 C10 115.9(8) . . ?
C2 C1 C4 119.8(8) . . ?
O1 C3 N1 121.5(8) . . ?
O1 C3 C2 123.5(8) . . ?
N1 C3 C2 114.8(8) . . ?
C16 C15 S003 122.2(6) . . ?
C14 C15 S003 118.1(7) . . ?
C14 C15 C16 119.6(8) . . ?
C1 C2 S003 127.6(7) . . ?
C1 C2 C3 121.9(8) . . ?
C3 C2 S003 110.3(6) . . ?
C1 C4 S004 119.8(7) . . ?
C5 C4 S004 119.6(6) . . ?
C5 C4 C1 120.6(7) . . ?
N2 C6 N1 114.2(7) . . ?
N2 C6 C7 124.0(8) . . ?
C7 C6 N1 121.8(8) . . ?
C11 C16 C15 120.7(8) . . ?
C21 C00F S004 121.5(7) . . ?
C22 C00F S004 120.2(7) . . ?
C22 C00F C21 118.4(8) . . ?
C4 C5 N1 119.7(7) . . ?
C19 C21 C00F 119.5(9) . . ?
C16 C11 C12 117.5(8) . . ?
C13 C14 C15 120.0(9) . . ?
C6 C7 C8 117.5(9) . . ?
C11 C12 Br1 116.2(8) . . ?
C13 C12 Br1 121.2(7) . . ?
C13 C12 C11 122.6(9) . . ?
C19 C17 Br2 118.7(9) . . ?
C19 C17 C18 120.7(10) . . ?
C18 C17 Br2 120.5(8) . . ?
C17 C19 C21 120.5(10) . . ?
C12 C13 C14 119.5(8) . . ?
C18 C22 C00F 122.4(9) . . ?
C22 C18 C17 118.5(10) . . ?
C9 C8 C7 119.1(10) . . ?
N2 C10 C9 123.8(9) . . ?
C8 C9 C10 119.6(10) . . ?

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
Br2 C17 C19 C21 -178.4(7) . . . . ?
Br2 C17 C18 C22 179.2(7) . . . . ?
Br1 C12 C13 C14 178.5(7) . . . . ?
S003 C15 C16 C11 -177.8(7) . . . . ?
S003 C15 C14 C13 177.6(7) . . . . ?
S004 C4 C5 N1 -176.0(6) . . . . ?
S004 C00F C21 C19 -179.7(7) . . . . ?
S004 C00F C22 C18 -179.4(8) . . . . ?
O1 C3 C2 S003 4.5(11) . . . . ?
O1 C3 C2 C1 179.8(8) . . . . ?
N1 C3 C2 S003 179.5(6) . . . . ?
N1 C3 C2 C1 -5.2(12) . . . . ?
N1 C6 C7 C8 -179.5(8) . . . . ?
N2 C6 C7 C8 -0.4(13) . . . . ?
N2 C10 C9 C8 0.0(17) . . . . ?
C1 C4 C5 N1 4.4(12) . . . . ?
C3 N1 C6 N2 -136.3(8) . . . . ?
C3 N1 C6 C7 42.9(12) . . . . ?
C3 N1 C5 C4 -11.0(12) . . . . ?
C15 S003 C2 C1 -0.4(8) . . . . ?
C15 S003 C2 C3 174.5(6) . . . . ?
C15 C16 C11 C12 0.3(13) . . . . ?
C15 C14 C13 C12 0.3(15) . . . . ?
C2 S003 C15 C16 -56.1(7) . . . . ?
C2 S003 C15 C14 126.1(7) . . . . ?
C2 C1 C4 S004 -178.4(6) . . . . ?
C2 C1 C4 C5 1.2(12) . . . . ?
C4 S004 C00F C21 51.1(8) . . . . ?
C4 S004 C00F C22 -128.7(8) . . . . ?
C4 C1 C2 S003 173.7(6) . . . . ?
C4 C1 C2 C3 -0.7(12) . . . . ?
C6 N1 C3 O1 -0.6(13) . . . . ?
C6 N1 C3 C2 -175.7(7) . . . . ?
C6 N1 C5 C4 175.5(7) . . . . ?
C6 N2 C10 C9 -2.5(14) . . . . ?
C6 C7 C8 C9 -2.2(15) . . . . ?
C16 C15 C14 C13 -0.2(13) . . . . ?
C16 C11 C12 Br1 -178.8(7) . . . . ?
C16 C11 C12 C13 -0.2(15) . . . . ?
C00F S004 C4 C1 45.0(7) . . . . ?
C00F S004 C4 C5 -134.6(7) . . . . ?
C00F C21 C19 C17 0.1(14) . . . . ?
C00F C22 C18 C17 -1.8(16) . . . . ?
C5 N1 C3 O1 -173.9(8) . . . . ?
C5 N1 C3 C2 10.9(11) . . . . ?
C5 N1 C6 N2 37.3(10) . . . . ?
C5 N1 C6 C7 -143.5(8) . . . . ?
C21 C00F C22 C18 0.8(14) . . . . ?
C11 C12 C13 C14 0.0(16) . . . . ?
C14 C15 C16 C11 -0.1(13) . . . . ?
C7 C8 C9 C10 2.4(17) . . . . ?
C19 C17 C18 C22 2.0(15) . . . . ?
C22 C00F C21 C19 0.1(13) . . . . ?
C18 C17 C19 C21 -1.2(15) . . . . ?
C10 N2 C6 N1 -178.1(7) . . . . ?
C10 N2 C6 C7 2.7(12) . . . . ?

_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 3.810
_oxdiff_exptl_absorpt_empirical_full_min 0.447
####################################################################### 
# 
# 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_14647_auto
_database_code_depnum_ccdc_archive 'CCDC 2450119'
loop_
_audit_author_name
_audit_author_address
NNN
;Guangxi University
China
;
_audit_update_record             
;
2025-05-11 deposited with the CCDC.	2025-12-22 downloaded from the CCDC.
;
_audit_creation_date             2025-01-15
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.154(C17 N3 O S), 0.462(C18 N2 O S)'
_chemical_formula_sum            'C10.92 N1.38 O0.62 S0.62'
_chemical_formula_weight         180.16
_chemical_absolute_configuration ?
_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'
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           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                   9.7275(13)
_cell_length_b                   27.000(3)
_cell_length_c                   11.7535(11)
_cell_angle_alpha                90
_cell_angle_beta                 90.957(9)
_cell_angle_gamma                90
_cell_volume                     3086.5(6)
_cell_formula_units_Z            13
_cell_measurement_reflns_used    3591
_cell_measurement_temperature    273
_cell_measurement_theta_max      24.9620
_cell_measurement_theta_min      3.0540
_shelx_estimated_absorpt_T_max   0.998
_shelx_estimated_absorpt_T_min   0.994
_exptl_absorpt_coefficient_mu    0.211
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.93461
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.99a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.260
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1170
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0379
_diffrn_reflns_av_unetI/netI     0.0713
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.815
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            16836
_diffrn_reflns_point_group_measured_fraction_full 0.791
_diffrn_reflns_point_group_measured_fraction_max 0.644
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.308
_diffrn_reflns_theta_min         2.298
_diffrn_ambient_temperature      273
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.0606
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.815
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     16.00  41.60   0.80    1.50    --   17.28-133.00  77.00   32
  2  ω     19.00  44.60   0.80    1.50    --   17.28-136.00-100.00   32
  3  ω    -79.00 -53.40   0.80    1.50    --  -17.59 136.00 -36.00   32
  4  ω    -73.00 -48.20   0.80    1.50    --  -17.59 133.00 145.00   31
  5  ω    -52.00  54.40   0.80    1.50    --  -17.59  19.00 -60.00  133
  6  ω    -13.00  15.00   0.80    1.50    --  -17.59  77.00 -30.00   35
  7  ω    -24.00   1.60   0.80    1.50    --  -17.59 -77.00-120.00   32
;
_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      -0.0676684000
_diffrn_orient_matrix_UB_12      -0.0096142000
_diffrn_orient_matrix_UB_13      0.0037084000
_diffrn_orient_matrix_UB_21      -0.0266280000
_diffrn_orient_matrix_UB_22      0.0244341000
_diffrn_orient_matrix_UB_23      0.0007995000
_diffrn_orient_matrix_UB_31      -0.0055434000
_diffrn_orient_matrix_UB_32      -0.0002825000
_diffrn_orient_matrix_UB_33      -0.0602524000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\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         0.549
_reflns_Friedel_fraction_full    0.603
_reflns_Friedel_fraction_max     0.466
_reflns_number_gt                7913
_reflns_number_total             10887
_reflns_odcompleteness_completeness 97.11
_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 1.171.42.99a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.99a (Rigaku OD, 2023)'
_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 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.501
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.076
_refine_ls_abs_structure_details 
;
 Flack x determined using 2121 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(5)
_refine_ls_extinction_coef       0.007(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   0.919
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     794
_refine_ls_number_reflns         10887
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1039
_refine_ls_R_factor_gt           0.0779
_refine_ls_restrained_S_all      0.918
_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)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2257
_refine_ls_wR_factor_ref         0.2635
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   .
_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
S001 S 0.2259(2) 0.67283(7) 0.77982(15) 0.0461(5) Uani 1 1 d . . . . .
S002 S -0.4680(2) 0.66791(7) 1.27486(15) 0.0470(5) Uani 1 1 d . . . . .
S003 S 0.0291(2) 0.83310(8) 0.54191(15) 0.0513(5) Uani 1 1 d . . . . .
S004 S 0.7171(2) 0.82770(7) 1.04636(15) 0.0495(5) Uani 1 1 d . . . . .
O005 O 0.7048(7) 0.91274(19) 0.5914(4) 0.0492(13) Uani 1 1 d . . . . .
O006 O 0.0475(6) 0.91190(18) 0.0819(4) 0.0472(13) Uani 1 1 d . . . . .
O007 O 0.2060(6) 0.58917(19) 0.3229(4) 0.0488(13) Uani 1 1 d . . . . .
O008 O -0.4448(6) 0.5899(2) 0.8129(4) 0.0536(14) Uani 1 1 d . . . . .
N009 N 0.6513(7) 0.8499(2) 0.7139(4) 0.0386(14) Uani 1 1 d . . . . .
N00A N -0.3975(6) 0.6517(2) 0.9417(4) 0.0372(13) Uani 1 1 d . . . . .
N00B N 0.1541(6) 0.6520(2) 0.4475(4) 0.0346(12) Uani 1 1 d . . . . .
N00C N 0.0985(6) 0.8506(2) 0.2102(5) 0.0395(14) Uani 1 1 d . . . . .
N00D N 0.2855(7) 0.7994(2) 0.1784(5) 0.0478(15) Uani 1 1 d . . . . .
N00E N -0.0386(7) 0.7002(2) 0.4084(6) 0.0500(16) Uani 1 1 d . . . . .
N00F N 0.4594(8) 0.8014(2) 0.6737(5) 0.0496(16) Uani 1 1 d . . . . .
N00G N -0.2063(7) 0.7024(2) 0.9100(6) 0.0479(15) Uani 1 1 d . . . . .
N00H N 0.2947(8) 0.6028(3) 0.6196(6) 0.0572(18) Uani 1 1 d . . . . .
C00I C 0.0357(8) 0.8960(3) 0.1778(6) 0.0373(15) Uani 1 1 d . . . . .
C00J C 0.2269(7) 0.6470(3) 0.6418(5) 0.0371(15) Uani 1 1 d . . . . .
C00K C 0.7129(8) 0.8955(3) 0.6864(6) 0.0374(15) Uani 1 1 d . . . . .
C00L C -0.4687(8) 0.6438(3) 1.1351(6) 0.0397(16) Uani 1 1 d . . . . .
C00M C -0.3163(8) 0.6798(3) 0.8626(6) 0.0419(17) Uani 1 1 d . . . . .
C00N C 0.1545(7) 0.6714(3) 0.5576(5) 0.0390(15) Uani 1 1 d . . . . .
C00O C 0.6526(7) 0.8310(3) 0.8229(5) 0.0367(14) Uani 1 1 d . . . . .
C00P C -0.0030(8) 0.6124(3) 0.7925(5) 0.0418(17) Uani 1 1 d . . . . .
C00Q C 0.7201(8) 0.8539(3) 0.9072(5) 0.0391(16) Uani 1 1 d . . . . .
C00R C -0.5388(8) 0.6002(3) 1.1072(6) 0.0410(16) Uani 1 1 d . . . . .
C00S C 0.0713(8) 0.6786(2) 0.3644(6) 0.0404(16) Uani 1 1 d . . . . .
C00T C 0.5687(8) 0.8235(3) 0.6315(6) 0.0415(16) Uani 1 1 d . . . . .
C00U C 0.2176(7) 0.6067(3) 0.4197(6) 0.0348(15) Uani 1 1 d . . . . .
C00V C 0.4903(9) 0.8899(3) 1.0592(6) 0.0473(19) Uani 1 1 d . . . . .
C00W C 0.6018(8) 0.8686(3) 1.1159(6) 0.0401(16) Uani 1 1 d . . . . .
C00X C -0.3998(8) 0.6691(3) 1.0530(5) 0.0402(16) Uani 1 1 d . . . . .
C00Y C 0.1803(8) 0.8223(3) 0.1303(6) 0.0400(16) Uani 1 1 d . . . . .
C00Z C -0.0905(8) 0.5798(3) 0.8502(6) 0.0441(17) Uani 1 1 d . . . . .
C010 C 0.1085(8) 0.6328(3) 0.8488(6) 0.0375(15) Uani 1 1 d . . . . .
C011 C 0.2935(8) 0.5826(2) 0.5111(6) 0.0388(16) Uani 1 1 d . . . . .
C012 C -0.1516(9) 0.5743(3) 1.3490(6) 0.0449(18) Uani 1 1 d . . . . .
C013 C -0.0453(8) 0.9022(3) 0.3758(6) 0.0449(17) Uani 1 1 d . . . . .
C014 C -0.3528(10) 0.6828(3) 0.7487(7) 0.054(2) Uani 1 1 d . . . . .
C015 C 0.1088(11) 0.6802(3) 0.2523(7) 0.060(2) Uani 1 1 d . . . . .
C016 C 0.0954(8) 0.8326(3) 0.3208(6) 0.0410(16) Uani 1 1 d . . . . .
C017 C 0.1464(9) 0.8741(3) 0.6105(6) 0.0413(17) Uani 1 1 d . . . . .
C018 C -0.2424(9) 0.6059(3) 1.2867(6) 0.0455(18) Uani 1 1 d . . . . .
C019 C -0.0669(9) 0.5686(3) 0.9661(6) 0.0472(19) Uani 1 1 d . . . . .
C01A C 0.0265(8) 0.8572(3) 0.4027(6) 0.0434(17) Uani 1 1 d . . . . .
C01B C -0.1300(10) 0.7292(3) 0.8393(7) 0.053(2) Uani 1 1 d . . . . .
C01C C 0.4060(9) 0.9211(3) 1.1192(6) 0.0445(18) Uani 1 1 d . . . . .
C01D C -0.5353(8) 0.5810(3) 0.9976(6) 0.0411(16) Uani 1 1 d . . . . .
C01E C 0.2558(10) 0.8960(3) 0.5563(6) 0.0482(19) Uani 1 1 d . . . . .
C01F C -0.3496(8) 0.6283(3) 1.3435(6) 0.0381(16) Uani 1 1 d . . . . .
C01G C -0.6085(10) 0.5347(3) 0.9634(7) 0.055(2) Uani 1 1 d . . . . .
C01H C 0.5234(11) 0.7921(3) 0.4456(7) 0.061(2) Uani 1 1 d . . . . .
C01I C 0.4269(9) 0.9332(3) 1.2321(6) 0.0440(17) Uani 1 1 d . . . . .
C01J C -0.0402(8) 0.9201(3) 0.2672(6) 0.0424(16) Uani 1 1 d . . . . .
C01K C -0.4588(8) 0.6070(3) 0.9101(6) 0.0388(16) Uani 1 1 d . . . . .
C01L C 0.7879(8) 0.9199(3) 0.7813(6) 0.0436(17) Uani 1 1 d . . . . .
C01M C 0.5364(10) 0.9108(3) 1.2899(7) 0.0510(19) Uani 1 1 d . . . . .
C01N C 0.3300(10) 0.9369(3) 0.7302(6) 0.052(2) Uani 1 1 d . . . . .
C01O C -0.1506(13) 0.7334(4) 0.7250(9) 0.071(3) Uani 1 1 d . . . . .
C01P C 0.6229(9) 0.8781(3) 1.2301(6) 0.048(2) Uani 1 1 d . . . . .
C01Q C 0.2305(12) 0.7911(4) -0.0538(7) 0.066(3) Uani 1 1 d . . . . .
C01R C -0.1677(9) 0.5655(3) 1.4631(6) 0.0467(18) Uani 1 1 d . . . . .
C01S C -0.1193(11) 0.7267(3) 0.3364(9) 0.066(3) Uani 1 1 d . . . . .
C01T C 0.3403(11) 0.9700(3) 1.2923(7) 0.058(2) Uani 1 1 d . . . . .
C01U C 0.0424(9) 0.5912(3) 1.0216(6) 0.0456(18) Uani 1 1 d . . . . .
C01V C 0.1303(9) 0.8821(3) 0.7279(6) 0.050(2) Uani 1 1 d . . . . .
C01W C -0.2731(9) 0.5885(3) 1.5189(6) 0.052(2) Uani 1 1 d . . . . .
C01X C 0.7903(8) 0.8985(3) 0.8857(6) 0.0415(17) Uani 1 1 d . . . . .
C01Y C 0.1305(8) 0.6231(3) 0.9648(6) 0.0491(19) Uani 1 1 d . . . . .
C01Z C -0.0931(12) 0.7307(3) 0.2221(9) 0.068(3) Uani 1 1 d . . . . .
C020 C -0.3657(9) 0.6193(3) 1.4600(6) 0.052(2) Uani 1 1 d . . . . .
C021 C 0.4240(10) 0.9719(3) 0.7920(7) 0.058(2) Uani 1 1 d . . . . .
C022 C 0.6091(9) 0.8203(3) 0.5188(6) 0.0448(18) Uani 1 1 d . . . . .
C023 C 0.3670(11) 0.5346(3) 0.4833(8) 0.068(3) Uani 1 1 d . . . . .
C024 C 0.3651(11) 0.7725(4) 0.1105(8) 0.061(2) Uani 1 1 d . . . . .
C025 C -0.0700(10) 0.5308(4) 1.5257(7) 0.062(2) Uani 1 1 d . . . . .
C026 C 0.1438(10) 0.8206(3) 0.0161(7) 0.054(2) Uani 1 1 d . . . . .
C027 C 0.3822(11) 0.7748(3) 0.6042(8) 0.060(2) Uani 1 1 d . . . . .
C028 C 0.0246(13) 0.7077(3) 0.1783(7) 0.066(3) Uani 1 1 d . . . . .
C029 C 0.3451(10) 0.9266(3) 0.6130(7) 0.054(2) Uani 1 1 d . . . . .
C02A C 0.2218(10) 0.9129(3) 0.7859(7) 0.055(2) Uani 1 1 d . . . . .
C02B C -0.2664(14) 0.7104(3) 0.6781(8) 0.072(3) Uani 1 1 d . . . . .
C02C C -0.1151(11) 0.9668(3) 0.2315(8) 0.059(2) Uani 1 1 d . . . . .
C02D C 0.8545(11) 0.9674(3) 0.7548(7) 0.058(2) Uani 1 1 d . . . . .
C02E C -0.1616(11) 0.5323(3) 1.0236(7) 0.059(2) Uani 1 1 d . . . . .
C02F C 0.4120(13) 0.7693(3) 0.4858(8) 0.067(3) Uani 1 1 d . . . . .
C02G C 0.3382(11) 0.7669(4) -0.0093(8) 0.062(2) 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
S001 C00J 1.766(6) . ?
S001 C010 1.778(7) . ?
S002 C00L 1.767(7) . ?
S002 C01F 1.757(8) . ?
S003 C017 1.773(8) . ?
S003 C01A 1.761(7) . ?
S004 C00Q 1.783(7) . ?
S004 C00W 1.782(8) . ?
O005 C00K 1.211(8) . ?
O006 C00I 1.213(8) . ?
O007 C00U 1.234(8) . ?
O008 C01K 1.241(8) . ?
N009 C00K 1.410(9) . ?
N009 C00O 1.378(8) . ?
N009 C00T 1.437(9) . ?
N00A C00M 1.445(9) . ?
N00A C00X 1.390(8) . ?
N00A C01K 1.394(9) . ?
N00B C00N 1.395(8) . ?
N00B C00S 1.445(8) . ?
N00B C00U 1.413(9) . ?
N00C C00I 1.420(9) . ?
N00C C00Y 1.457(9) . ?
N00C C016 1.388(9) . ?
N00D C00Y 1.314(10) . ?
N00D C024 1.336(11) . ?
N00E C00S 1.330(10) . ?
N00E C01S 1.349(11) . ?
N00F C00T 1.323(10) . ?
N00F C027 1.313(11) . ?
N00G C00M 1.345(11) . ?
N00G C01B 1.335(10) . ?
N00H C00J 1.391(10) . ?
N00H C011 1.387(9) . ?
C00I C01J 1.449(11) . ?
C00J C00N 1.373(10) . ?
C00K C01L 1.477(10) . ?
C00L C00R 1.396(11) . ?
C00L C00X 1.367(10) . ?
C00M C014 1.381(10) . ?
C00O C00Q 1.330(10) . ?
C00P C00Z 1.407(11) . ?
C00P C010 1.376(10) . ?
C00Q C01X 1.411(11) . ?
C00R C01D 1.389(10) . ?
C00S C015 1.373(11) . ?
C00T C022 1.390(10) . ?
C00U C011 1.448(10) . ?
C00V C00W 1.388(11) . ?
C00V C01C 1.378(12) . ?
C00W C01P 1.378(10) . ?
C00Y C026 1.383(10) . ?
C00Z C019 1.410(10) . ?
C010 C01Y 1.401(9) . ?
C011 C023 1.517(11) . ?
C012 C018 1.421(11) . ?
C012 C01R 1.374(10) . ?
C013 C01A 1.434(11) . ?
C013 C01J 1.367(10) . ?
C014 C02B 1.406(14) . ?
C015 C028 1.398(12) . ?
C016 C01A 1.355(11) . ?
C017 C01E 1.382(11) . ?
C017 C01V 1.408(10) . ?
C018 C01F 1.388(11) . ?
C019 C01U 1.380(11) . ?
C019 C02E 1.512(12) . ?
C01B C01O 1.361(14) . ?
C01C C01I 1.378(10) . ?
C01D C01G 1.490(11) . ?
C01D C01K 1.459(11) . ?
C01E C029 1.364(12) . ?
C01F C020 1.402(9) . ?
C01H C022 1.412(11) . ?
C01H C02F 1.338(14) . ?
C01I C01M 1.393(12) . ?
C01I C01T 1.488(11) . ?
C01J C02C 1.511(11) . ?
C01L C01X 1.355(10) . ?
C01L C02D 1.473(11) . ?
C01M C01P 1.414(12) . ?
C01N C021 1.495(12) . ?
C01N C029 1.415(11) . ?
C01N C02A 1.407(13) . ?
C01O C02B 1.391(16) . ?
C01Q C026 1.429(12) . ?
C01Q C02G 1.334(14) . ?
C01R C01W 1.374(12) . ?
C01R C025 1.517(11) . ?
C01S C01Z 1.376(15) . ?
C01U C01Y 1.393(12) . ?
C01V C02A 1.388(13) . ?
C01W C020 1.401(12) . ?
C01Z C028 1.407(16) . ?
C024 C02G 1.436(13) . ?
C027 C02F 1.434(13) . ?

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
C00J S001 C010 101.1(3) . . ?
C01F S002 C00L 101.2(3) . . ?
C01A S003 C017 101.0(3) . . ?
C00W S004 C00Q 101.3(3) . . ?
C00K N009 C00T 120.9(6) . . ?
C00O N009 C00K 122.6(6) . . ?
C00O N009 C00T 116.1(6) . . ?
C00X N00A C00M 116.5(6) . . ?
C00X N00A C01K 122.0(6) . . ?
C01K N00A C00M 121.2(6) . . ?
C00N N00B C00S 115.7(6) . . ?
C00N N00B C00U 123.0(6) . . ?
C00U N00B C00S 120.9(5) . . ?
C00I N00C C00Y 121.1(6) . . ?
C016 N00C C00I 122.5(6) . . ?
C016 N00C C00Y 116.2(6) . . ?
C00Y N00D C024 117.0(7) . . ?
C00S N00E C01S 116.9(8) . . ?
C027 N00F C00T 117.9(7) . . ?
C01B N00G C00M 115.8(7) . . ?
C011 N00H C00J 120.9(7) . . ?
O006 C00I N00C 120.5(7) . . ?
O006 C00I C01J 124.9(7) . . ?
N00C C00I C01J 114.6(6) . . ?
N00H C00J S001 121.4(6) . . ?
C00N C00J S001 117.6(6) . . ?
C00N C00J N00H 121.0(6) . . ?
O005 C00K N009 121.7(6) . . ?
O005 C00K C01L 123.3(7) . . ?
N009 C00K C01L 115.0(6) . . ?
C00R C00L S002 121.6(6) . . ?
C00X C00L S002 118.5(6) . . ?
C00X C00L C00R 119.9(7) . . ?
N00G C00M N00A 114.3(6) . . ?
N00G C00M C014 124.3(7) . . ?
C014 C00M N00A 121.4(7) . . ?
C00J C00N N00B 118.9(7) . . ?
C00Q C00O N009 121.2(7) . . ?
C010 C00P C00Z 119.7(6) . . ?
C00O C00Q S004 119.0(6) . . ?
C00O C00Q C01X 119.8(6) . . ?
C01X C00Q S004 121.2(5) . . ?
C01D C00R C00L 120.9(7) . . ?
N00E C00S N00B 113.4(6) . . ?
N00E C00S C015 125.9(7) . . ?
C015 C00S N00B 120.7(7) . . ?
N00F C00T N009 114.5(6) . . ?
N00F C00T C022 124.8(7) . . ?
C022 C00T N009 120.6(7) . . ?
O007 C00U N00B 120.7(6) . . ?
O007 C00U C011 123.3(7) . . ?
N00B C00U C011 115.9(6) . . ?
C01C C00V C00W 118.3(7) . . ?
C00V C00W S004 122.0(6) . . ?
C01P C00W S004 118.5(6) . . ?
C01P C00W C00V 119.5(7) . . ?
C00L C00X N00A 120.7(7) . . ?
N00D C00Y N00C 113.5(6) . . ?
N00D C00Y C026 125.9(7) . . ?
C026 C00Y N00C 120.6(7) . . ?
C019 C00Z C00P 120.7(7) . . ?
C00P C010 S001 122.0(5) . . ?
C00P C010 C01Y 120.0(7) . . ?
C01Y C010 S001 117.9(6) . . ?
N00H C011 C00U 120.1(7) . . ?
N00H C011 C023 122.5(7) . . ?
C00U C011 C023 117.3(6) . . ?
C01R C012 C018 121.8(7) . . ?
C01J C013 C01A 118.8(7) . . ?
C00M C014 C02B 117.2(9) . . ?
C00S C015 C028 116.9(9) . . ?
C01A C016 N00C 120.8(7) . . ?
C01E C017 S003 123.5(5) . . ?
C01E C017 C01V 119.0(7) . . ?
C01V C017 S003 117.4(6) . . ?
C01F C018 C012 118.6(6) . . ?
C00Z C019 C02E 118.7(8) . . ?
C01U C019 C00Z 118.3(7) . . ?
C01U C019 C02E 123.0(7) . . ?
C013 C01A S003 121.1(6) . . ?
C016 C01A S003 118.7(6) . . ?
C016 C01A C013 120.2(7) . . ?
N00G C01B C01O 125.8(10) . . ?
C00V C01C C01I 124.0(7) . . ?
C00R C01D C01G 122.9(8) . . ?
C00R C01D C01K 119.6(7) . . ?
C01K C01D C01G 117.4(7) . . ?
C029 C01E C017 121.5(7) . . ?
C018 C01F S002 122.5(5) . . ?
C018 C01F C020 119.4(7) . . ?
C020 C01F S002 118.1(6) . . ?
C02F C01H C022 120.4(8) . . ?
C01C C01I C01M 117.7(7) . . ?
C01C C01I C01T 122.8(8) . . ?
C01M C01I C01T 119.5(7) . . ?
C00I C01J C02C 114.9(7) . . ?
C013 C01J C00I 123.0(7) . . ?
C013 C01J C02C 122.1(7) . . ?
O008 C01K N00A 120.9(7) . . ?
O008 C01K C01D 122.4(7) . . ?
N00A C01K C01D 116.7(6) . . ?
C01X C01L C00K 119.7(7) . . ?
C01X C01L C02D 124.1(7) . . ?
C02D C01L C00K 116.2(7) . . ?
C01I C01M C01P 119.0(7) . . ?
C029 C01N C021 121.7(8) . . ?
C02A C01N C021 121.4(7) . . ?
C02A C01N C029 116.9(8) . . ?
C01B C01O C02B 117.4(9) . . ?
C00W C01P C01M 121.4(7) . . ?
C02G C01Q C026 121.0(8) . . ?
C012 C01R C01W 119.1(7) . . ?
C012 C01R C025 120.0(8) . . ?
C01W C01R C025 120.9(7) . . ?
N00E C01S C01Z 122.6(10) . . ?
C019 C01U C01Y 121.5(6) . . ?
C02A C01V C017 119.6(8) . . ?
C01R C01W C020 120.7(7) . . ?
C01L C01X C00Q 121.7(6) . . ?
C01U C01Y C010 119.7(7) . . ?
C01S C01Z C028 119.2(8) . . ?
C01F C020 C01W 120.3(7) . . ?
C00T C022 C01H 116.2(8) . . ?
N00D C024 C02G 123.0(9) . . ?
C00Y C026 C01Q 115.6(8) . . ?
N00F C027 C02F 122.5(9) . . ?
C01Z C028 C015 118.5(9) . . ?
C01E C029 C01N 121.3(8) . . ?
C01V C02A C01N 121.7(7) . . ?
C01O C02B C014 119.4(9) . . ?
C01H C02F C027 118.2(8) . . ?
C01Q C02G C024 117.5(8) . . ?

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
S001 C00J C00N N00B 179.6(5) . . . . ?
S001 C010 C01Y C01U -178.8(6) . . . . ?
S002 C00L C00R C01D -178.3(6) . . . . ?
S002 C00L C00X N00A -179.9(5) . . . . ?
S002 C01F C020 C01W -179.2(7) . . . . ?
S003 C017 C01E C029 -178.8(7) . . . . ?
S003 C017 C01V C02A 178.3(7) . . . . ?
S004 C00Q C01X C01L -176.9(6) . . . . ?
S004 C00W C01P C01M 179.0(6) . . . . ?
O005 C00K C01L C01X 179.0(8) . . . . ?
O005 C00K C01L C02D -0.1(12) . . . . ?
O006 C00I C01J C013 -176.7(7) . . . . ?
O006 C00I C01J C02C 3.9(11) . . . . ?
O007 C00U C011 N00H -175.7(7) . . . . ?
O007 C00U C011 C023 2.9(11) . . . . ?
N009 C00K C01L C01X -1.5(11) . . . . ?
N009 C00K C01L C02D 179.5(7) . . . . ?
N009 C00O C00Q S004 179.7(5) . . . . ?
N009 C00O C00Q C01X 0.8(11) . . . . ?
N009 C00T C022 C01H 177.9(7) . . . . ?
N00A C00M C014 C02B -179.1(7) . . . . ?
N00B C00S C015 C028 -178.5(7) . . . . ?
N00B C00U C011 N00H 3.3(10) . . . . ?
N00B C00U C011 C023 -178.0(7) . . . . ?
N00C C00I C01J C013 3.3(10) . . . . ?
N00C C00I C01J C02C -176.2(7) . . . . ?
N00C C00Y C026 C01Q -179.1(7) . . . . ?
N00C C016 C01A S003 -178.8(5) . . . . ?
N00C C016 C01A C013 0.4(11) . . . . ?
N00D C00Y C026 C01Q -0.1(12) . . . . ?
N00D C024 C02G C01Q 1.8(15) . . . . ?
N00E C00S C015 C028 1.0(12) . . . . ?
N00E C01S C01Z C028 -2.1(14) . . . . ?
N00F C00T C022 C01H 1.5(12) . . . . ?
N00F C027 C02F C01H 0.4(15) . . . . ?
N00G C00M C014 C02B 1.7(12) . . . . ?
N00G C01B C01O C02B 4.3(14) . . . . ?
N00H C00J C00N N00B -2.5(10) . . . . ?
C00I N00C C00Y N00D 145.1(6) . . . . ?
C00I N00C C00Y C026 -35.9(10) . . . . ?
C00I N00C C016 C01A 2.7(11) . . . . ?
C00J S001 C010 C00P -34.4(7) . . . . ?
C00J S001 C010 C01Y 147.0(6) . . . . ?
C00J N00H C011 C00U -1.9(11) . . . . ?
C00J N00H C011 C023 179.5(8) . . . . ?
C00K N009 C00O C00Q -4.1(11) . . . . ?
C00K N009 C00T N00F -141.9(7) . . . . ?
C00K N009 C00T C022 41.3(10) . . . . ?
C00K C01L C01X C00Q -1.5(12) . . . . ?
C00L S002 C01F C018 29.2(7) . . . . ?
C00L S002 C01F C020 -150.5(6) . . . . ?
C00L C00R C01D C01G -179.9(7) . . . . ?
C00L C00R C01D C01K -0.8(11) . . . . ?
C00M N00A C00X C00L -177.1(6) . . . . ?
C00M N00A C01K O008 0.4(10) . . . . ?
C00M N00A C01K C01D 178.4(6) . . . . ?
C00M N00G C01B C01O -3.1(12) . . . . ?
C00M C014 C02B C01O -0.4(13) . . . . ?
C00N N00B C00S N00E -31.2(8) . . . . ?
C00N N00B C00S C015 148.3(7) . . . . ?
C00N N00B C00U O007 174.6(7) . . . . ?
C00N N00B C00U C011 -4.5(9) . . . . ?
C00O N009 C00K O005 -176.2(7) . . . . ?
C00O N009 C00K C01L 4.3(10) . . . . ?
C00O N009 C00T N00F 30.8(9) . . . . ?
C00O N009 C00T C022 -145.9(7) . . . . ?
C00O C00Q C01X C01L 1.9(11) . . . . ?
C00P C00Z C019 C01U 1.3(11) . . . . ?
C00P C00Z C019 C02E -178.4(7) . . . . ?
C00P C010 C01Y C01U 2.6(12) . . . . ?
C00Q S004 C00W C00V 34.7(7) . . . . ?
C00Q S004 C00W C01P -146.9(6) . . . . ?
C00R C00L C00X N00A -0.7(11) . . . . ?
C00R C01D C01K O008 175.2(7) . . . . ?
C00R C01D C01K N00A -2.7(10) . . . . ?
C00S N00B C00N C00J 177.7(6) . . . . ?
C00S N00B C00U O007 1.4(10) . . . . ?
C00S N00B C00U C011 -177.7(6) . . . . ?
C00S N00E C01S C01Z 1.5(13) . . . . ?
C00S C015 C028 C01Z -1.4(13) . . . . ?
C00T N009 C00K O005 -3.9(11) . . . . ?
C00T N009 C00K C01L 176.5(7) . . . . ?
C00T N009 C00O C00Q -176.7(7) . . . . ?
C00T N00F C027 C02F -0.3(13) . . . . ?
C00U N00B C00N C00J 4.2(10) . . . . ?
C00U N00B C00S N00E 142.4(6) . . . . ?
C00U N00B C00S C015 -38.1(10) . . . . ?
C00V C00W C01P C01M -2.5(12) . . . . ?
C00V C01C C01I C01M -2.9(12) . . . . ?
C00V C01C C01I C01T 175.3(8) . . . . ?
C00W S004 C00Q C00O -105.3(6) . . . . ?
C00W S004 C00Q C01X 73.5(7) . . . . ?
C00W C00V C01C C01I 1.1(12) . . . . ?
C00X N00A C00M N00G 30.8(9) . . . . ?
C00X N00A C00M C014 -148.5(7) . . . . ?
C00X N00A C01K O008 -173.3(7) . . . . ?
C00X N00A C01K C01D 4.7(10) . . . . ?
C00X C00L C00R C01D 2.5(11) . . . . ?
C00Y N00C C00I O006 1.0(10) . . . . ?
C00Y N00C C00I C01J -179.0(6) . . . . ?
C00Y N00C C016 C01A 177.6(7) . . . . ?
C00Y N00D C024 C02G -1.5(13) . . . . ?
C00Z C00P C010 S001 178.2(6) . . . . ?
C00Z C00P C010 C01Y -3.3(12) . . . . ?
C00Z C019 C01U C01Y -2.0(12) . . . . ?
C010 S001 C00J N00H -74.3(7) . . . . ?
C010 S001 C00J C00N 103.6(6) . . . . ?
C010 C00P C00Z C019 1.4(11) . . . . ?
C011 N00H C00J S001 179.3(6) . . . . ?
C011 N00H C00J C00N 1.4(11) . . . . ?
C012 C018 C01F S002 -179.9(6) . . . . ?
C012 C018 C01F C020 -0.1(12) . . . . ?
C012 C01R C01W C020 2.0(13) . . . . ?
C016 N00C C00I O006 175.6(7) . . . . ?
C016 N00C C00I C01J -4.3(9) . . . . ?
C016 N00C C00Y N00D -29.9(9) . . . . ?
C016 N00C C00Y C026 149.1(7) . . . . ?
C017 S003 C01A C013 -74.8(7) . . . . ?
C017 S003 C01A C016 104.4(7) . . . . ?
C017 C01E C029 C01N 0.5(14) . . . . ?
C017 C01V C02A C01N 0.8(13) . . . . ?
C018 C012 C01R C01W -1.1(13) . . . . ?
C018 C012 C01R C025 178.9(8) . . . . ?
C018 C01F C020 C01W 1.0(12) . . . . ?
C019 C01U C01Y C010 0.1(13) . . . . ?
C01A S003 C017 C01E -32.2(8) . . . . ?
C01A S003 C017 C01V 151.5(6) . . . . ?
C01A C013 C01J C00I -0.6(11) . . . . ?
C01A C013 C01J C02C 178.8(7) . . . . ?
C01B N00G C00M N00A -179.3(6) . . . . ?
C01B N00G C00M C014 -0.1(11) . . . . ?
C01B C01O C02B C014 -2.3(14) . . . . ?
C01C C00V C00W S004 -180.0(6) . . . . ?
C01C C00V C00W C01P 1.6(12) . . . . ?
C01C C01I C01M C01P 2.0(12) . . . . ?
C01E C017 C01V C02A 1.9(12) . . . . ?
C01F S002 C00L C00R 76.7(7) . . . . ?
C01F S002 C00L C00X -104.1(6) . . . . ?
C01G C01D C01K O008 -5.6(11) . . . . ?
C01G C01D C01K N00A 176.4(6) . . . . ?
C01I C01M C01P C00W 0.7(12) . . . . ?
C01J C013 C01A S003 177.8(6) . . . . ?
C01J C013 C01A C016 -1.4(11) . . . . ?
C01K N00A C00M N00G -143.3(7) . . . . ?
C01K N00A C00M C014 37.5(10) . . . . ?
C01K N00A C00X C00L -3.1(10) . . . . ?
C01R C012 C018 C01F 0.2(13) . . . . ?
C01R C01W C020 C01F -2.0(13) . . . . ?
C01S N00E C00S N00B 178.5(6) . . . . ?
C01S N00E C00S C015 -0.9(12) . . . . ?
C01S C01Z C028 C015 2.0(13) . . . . ?
C01T C01I C01M C01P -176.4(8) . . . . ?
C01V C017 C01E C029 -2.5(13) . . . . ?
C021 C01N C029 C01E -177.7(9) . . . . ?
C021 C01N C02A C01V 177.1(8) . . . . ?
C022 C01H C02F C027 0.4(15) . . . . ?
C024 N00D C00Y N00C 179.7(7) . . . . ?
C024 N00D C00Y C026 0.7(12) . . . . ?
C025 C01R C01W C020 -178.0(8) . . . . ?
C026 C01Q C02G C024 -1.2(15) . . . . ?
C027 N00F C00T N009 -177.3(7) . . . . ?
C027 N00F C00T C022 -0.7(12) . . . . ?
C029 C01N C02A C01V -2.7(13) . . . . ?
C02A C01N C029 C01E 2.1(13) . . . . ?
C02D C01L C01X C00Q 177.5(8) . . . . ?
C02E C019 C01U C01Y 177.7(8) . . . . ?
C02F C01H C022 C00T -1.3(13) . . . . ?
C02G C01Q C026 C00Y 0.5(14) . . . . ?

_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 1.205
_oxdiff_exptl_absorpt_empirical_full_min 0.837
