# Supplementary Information (SI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2025

####################################################################### 
# 
# 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_yyh-231201-6
_database_code_depnum_ccdc_archive 'CCDC 2449758'
loop_
_audit_author_name
_audit_author_address
'Jiazi She'
;Nanchang University
China
;
_audit_update_record             
;
2025-05-09 deposited with the CCDC.	2025-07-15 downloaded from the CCDC.
;
_audit_creation_date             2025-04-26
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.04.05 svn.rf049d14d for OlexSys, GUI svn.r7221)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        1
_chemical_formula_moiety         'C H3 O3 S, C4 H12 N'
_chemical_formula_sum            'C5 H15 N O3 S'
_chemical_formula_weight         169.24
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C N O H S'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x+1/2, -y, z'
'-x+1/2, y, z+1/2'

_cell_length_a                   11.994(2)
_cell_length_b                   6.1359(13)
_cell_length_c                   11.923(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     877.5(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    876
_cell_measurement_temperature    293
_cell_measurement_theta_max      23.7180
_cell_measurement_theta_min      3.4050
_shelx_estimated_absorpt_T_max   0.968
_shelx_estimated_absorpt_T_min   0.968
_exptl_absorpt_coefficient_mu    0.326
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.33904
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.60a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.281
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             368
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1046
_diffrn_reflns_av_unetI/netI     0.1219
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.931
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            3560
_diffrn_reflns_point_group_measured_fraction_full 0.902
_diffrn_reflns_point_group_measured_fraction_max 0.809
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.837
_diffrn_reflns_theta_min         3.320
_diffrn_ambient_temperature      293
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.931
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -74.00  87.00   0.50    0.60    --   20.00  54.00-150.00  322
  2  ω    -71.00 -42.00   0.50    0.60    --   20.00  54.00   0.00   58
  3  ω     16.00  41.00   0.50    0.60    --   20.00  54.00   0.00   50
  4  ω     77.00 110.00   0.50    0.60    --   20.00  54.00   0.00   66
  5  ω    -40.00 -15.00   0.50    0.60    --   20.00  54.00  90.00   50
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0590275000
_diffrn_orient_matrix_UB_12      -0.0037334000
_diffrn_orient_matrix_UB_13      0.0007819000
_diffrn_orient_matrix_UB_21      -0.0015488000
_diffrn_orient_matrix_UB_22      0.0544403000
_diffrn_orient_matrix_UB_23      -0.0525159000
_diffrn_orient_matrix_UB_31      0.0013911000
_diffrn_orient_matrix_UB_32      -0.1019448000
_diffrn_orient_matrix_UB_33      -0.0280538000
_diffrn_oxdiff_ac3_digest_hkl    01f2eef38fa9463dafaeef20e249d6f2700aea
_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              'Rigaku (Mo) X-ray Source'
_reflns_Friedel_coverage         0.662
_reflns_Friedel_fraction_full    0.815
_reflns_Friedel_fraction_max     0.676
_reflns_number_gt                1603
_reflns_number_total             2047
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.60a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.60a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.60a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.286
_refine_diff_density_min         -0.489
_refine_diff_density_rms         0.106
_refine_ls_abs_structure_details 
;
 Flack x determined using 547 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.18(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     98
_refine_ls_number_reflns         2047
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0807
_refine_ls_R_factor_gt           0.0574
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0770P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1349
_refine_ls_wR_factor_ref         0.1467
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2.a Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C5(H5A,H5B,H5C), C2(H2A,H2B,H2C), C4(H4A,H4B,H4C), C3(H3A,
 H3B,H3C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.54322(7) 0.63829(15) 0.36563(12) 0.0357(4) Uani 1 1 d . . . . .
O3 O 0.6550(3) 0.5985(6) 0.4061(3) 0.0550(10) Uani 1 1 d . . . . .
N1 N 0.7293(3) 0.0260(6) 0.6549(3) 0.0364(8) Uani 1 1 d . . . . .
O2 O 0.5290(3) 0.5754(7) 0.2485(3) 0.0602(11) Uani 1 1 d . . . . .
O1 O 0.5041(4) 0.8578(5) 0.3884(4) 0.0649(13) Uani 1 1 d . . . . .
C1 C 0.8191(5) -0.0701(11) 0.5828(5) 0.0653(16) Uani 1 1 d . . . . .
H1A H 0.873110 0.040143 0.565201 0.098 Uiso 1 1 calc R U . . .
H1B H 0.786877 -0.124913 0.514732 0.098 Uiso 1 1 calc R U . . .
H1C H 0.854816 -0.187112 0.622396 0.098 Uiso 1 1 calc R U . . .
C5 C 0.4552(3) 0.4605(9) 0.4432(4) 0.0472(12) Uani 1 1 d . . . . .
H5A H 0.475849 0.312090 0.428400 0.071 Uiso 1 1 calc R U . . .
H5B H 0.379076 0.483235 0.421123 0.071 Uiso 1 1 calc R U . . .
H5C H 0.463047 0.490129 0.521817 0.071 Uiso 1 1 calc R U . . .
C2 C 0.7766(6) 0.1533(9) 0.7494(6) 0.0731(19) Uani 1 1 d . . . . .
H2A H 0.824891 0.061627 0.792940 0.110 Uiso 1 1 calc R U . . .
H2B H 0.717252 0.206439 0.795899 0.110 Uiso 1 1 calc R U . . .
H2C H 0.818426 0.274251 0.720331 0.110 Uiso 1 1 calc R U . . .
C4 C 0.6569(6) 0.1722(9) 0.5841(6) 0.0651(16) Uani 1 1 d . . . . .
H4A H 0.700989 0.289904 0.555030 0.098 Uiso 1 1 calc R U . . .
H4B H 0.597548 0.229932 0.629236 0.098 Uiso 1 1 calc R U . . .
H4C H 0.626112 0.089910 0.523079 0.098 Uiso 1 1 calc R U . . .
C3 C 0.6606(6) -0.1585(10) 0.7005(7) 0.075(2) Uani 1 1 d . . . . .
H3A H 0.622729 -0.230274 0.639938 0.113 Uiso 1 1 calc R U . . .
H3B H 0.606857 -0.102584 0.752695 0.113 Uiso 1 1 calc R U . . .
H3C H 0.708466 -0.260705 0.737933 0.113 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
S1 O3 1.446(3) . ?
S1 O2 1.458(4) . ?
S1 O1 1.452(3) . ?
S1 C5 1.778(5) . ?
N1 C1 1.499(6) . ?
N1 C2 1.484(6) . ?
N1 C4 1.506(6) . ?
N1 C3 1.502(7) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 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
O3 S1 O2 112.6(2) . . ?
O3 S1 O1 113.2(3) . . ?
O3 S1 C5 105.9(2) . . ?
O2 S1 C5 105.4(2) . . ?
O1 S1 O2 112.7(3) . . ?
O1 S1 C5 106.3(3) . . ?
C1 N1 C4 109.1(4) . . ?
C1 N1 C3 107.7(4) . . ?
C2 N1 C1 111.5(4) . . ?
C2 N1 C4 109.4(4) . . ?
C2 N1 C3 109.4(5) . . ?
C3 N1 C4 109.6(4) . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
S1 C5 H5A 109.5 . . ?
S1 C5 H5B 109.5 . . ?
S1 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N1 C4 H4A 109.5 . . ?
N1 C4 H4B 109.5 . . ?
N1 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N1 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
N1 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?

_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 1.696
_oxdiff_exptl_absorpt_empirical_full_min 0.647
####################################################################### 
# 
# 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_yyh_231220_4_260k_auto
_database_code_depnum_ccdc_archive 'CCDC 2449759'
loop_
_audit_author_name
_audit_author_address
'Jiazi She'
;Nanchang University
China
;
_audit_update_record             
;
2025-05-09 deposited with the CCDC.	2025-07-15 downloaded from the CCDC.
;
_audit_creation_date             2025-05-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.04.05 svn.rf049d14d for OlexSys, GUI svn.r7224)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C0.5 F1.5 O1.5 S0.5), 2(C2 H6 N0.5)'
_chemical_formula_sum            'C5 H12 F3 N O3 S'
_chemical_formula_weight         223.22
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N F O '
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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_H-M_alt        'P 1 21/m 1'
_space_group_name_Hall           '-P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'

_cell_length_a                   10.3722(3)
_cell_length_b                   8.6225(2)
_cell_length_c                   11.6086(3)
_cell_angle_alpha                90
_cell_angle_beta                 103.824(3)
_cell_angle_gamma                90
_cell_volume                     1008.13(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5219
_cell_measurement_temperature    259.97(11)
_cell_measurement_theta_max      76.4060
_cell_measurement_theta_min      3.9020
_shelx_estimated_absorpt_T_max   0.742
_shelx_estimated_absorpt_T_min   0.252
_exptl_absorpt_coefficient_mu    3.177
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56931
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.79a (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.471
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             464
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0679
_diffrn_reflns_av_unetI/netI     0.0503
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6138
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.544
_diffrn_reflns_theta_min         3.922
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      259.97(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     25.98  92.86   0.38    0.04    --   45.20-125.00  90.00  176
  2  ω     45.00 110.36   0.38    0.15    --  108.36-125.00 150.00  172
  3  ω     77.00 102.08   0.38    0.15    --  108.36 -94.00  60.00   66
  4  ω     74.00 100.22   0.38    0.15    --  108.36 -94.00  30.00   69
  5  ω     39.00  66.36   0.38    0.15    --  108.36 -94.00  30.00   72
  6  ω    -28.00  -2.92   0.38    0.04    --   45.20 -11.00 150.00   66
  7  ω     46.00  92.36   0.38    0.15    --  108.36 -94.00   0.00  122
  8  ω     66.00 104.00   0.38    0.15    --  108.36 -94.00-120.00  100
  9  ω     38.00  63.08   0.38    0.15    --  108.36 -94.00-120.00   66
 10  ω     37.00 109.20   0.38    0.04    --   45.20  11.00 -36.00  190
 11  ω     62.00 164.22   0.38    0.15    --  108.36  11.00 -36.00  269
 12  ω    123.00 147.70   0.38    0.15    --  108.36  45.00-150.00   65
 13  ω    -19.00   6.08   0.38    0.04    --  -45.20  11.00 -36.00   66
 14  ω    -64.00 -38.54   0.38    0.15    -- -102.00  61.00 -90.00   67
 15  ω    -69.00 -34.80   0.38    0.15    -- -102.00  61.00   0.00   90
 16  ω    -68.00 -30.00   0.38    0.15    -- -102.00  61.00  30.00  100
 17  ω    -66.00 -29.14   0.38    0.15    -- -102.00  61.00  60.00   97
 18  ω   -118.00  -8.94   0.38    0.04    --  -45.20 -11.00 150.00  287
 19  ω   -165.00 -85.20   0.38    0.15    -- -102.00 -45.00  90.00  210
 20  ω   -141.00 -66.14   0.38    0.15    -- -102.00 -11.00 150.00  197
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0507479000
_diffrn_orient_matrix_UB_12      -0.0135399000
_diffrn_orient_matrix_UB_13      0.1139201000
_diffrn_orient_matrix_UB_21      -0.1428324000
_diffrn_orient_matrix_UB_22      -0.0211948000
_diffrn_orient_matrix_UB_23      -0.0755183000
_diffrn_orient_matrix_UB_31      0.0207666000
_diffrn_orient_matrix_UB_32      -0.1768670000
_diffrn_orient_matrix_UB_33      0.0003927000
_diffrn_oxdiff_digest_hkl        
;
016d65b8f7bb4c9e5aab8174824f20f3d696c5
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1994
_reflns_number_total             2156
_reflns_odcompleteness_completeness 99.84
_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 1.171.42.79a (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.79a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.79a (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL n/a (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.962
_refine_diff_density_min         -0.755
_refine_diff_density_rms         0.103
_refine_ls_extinction_coef       0.0075(17)
_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   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     140
_refine_ls_number_reflns         2156
_refine_ls_number_restraints     54
_refine_ls_R_factor_all          0.0795
_refine_ls_R_factor_gt           0.0770
_refine_ls_restrained_S_all      1.425
_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)+(0.1235P)²+1.2075P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2128
_refine_ls_wR_factor_ref         0.2161
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
O2 \\sim O1 \\sim F1 \\sim C7 \\sim F2: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02 within 2A
S1 \\sim O1 \\sim O2: within 2A with sigma of 0.002 and sigma for terminal
atoms of 0.004 within 2A
Uanis(F2) \\sim Ueq, Uanis(O2) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(F1) \\sim
Ueq, Uanis(O1) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of
0.02
3. Others
 Fixed Sof: H2A(0.5) H2B(0.5) H2C(0.5) H4A(0.5) H4B(0.5) H4C(0.5) H5A(0.5)
 H5B(0.5) H5C(0.5) H1A(0.5) H1B(0.5) H1C(0.5)
4.a Riding coordinates:
 C2(H2A,H2B,H2C), C6(H6A,H6B,H6C), C3(H3A,H3B,H3C), C4(H4A,H4B,H4C), C5(H5A,
 H5B,H5C), C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   difmap
_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
S2 S 0.59402(9) 0.250000 0.35468(8) 0.0338(4) Uani 1 2 d S T P . .
S1 S 0.04695(10) 0.250000 0.77503(9) 0.0409(4) Uani 1 2 d S TU P . .
O4 O 0.7234(3) 0.250000 0.4335(3) 0.0594(10) Uani 1 2 d S T P . .
N1 N 0.6076(3) 0.250000 0.7953(3) 0.0335(7) Uani 1 2 d S T P . .
O3 O 0.5195(3) 0.1111(3) 0.3561(3) 0.0663(8) Uani 1 1 d . . . . .
N2 N 1.1504(3) 0.250000 0.4049(3) 0.0336(8) Uani 1 2 d S T P . .
F4 F 0.6953(4) 0.3709(4) 0.1902(3) 0.1044(12) Uani 1 1 d . . . . .
F3 F 0.5166(5) 0.250000 0.1247(3) 0.1113(18) Uani 1 2 d S T P . .
C2 C 0.6212(5) 0.250000 0.6702(4) 0.0458(11) Uani 1 2 d S T P . .
H2A H 0.566861 0.169250 0.626620 0.069 Uiso 0.5 1 d R U P A -1
H2B H 0.712250 0.232300 0.669170 0.069 Uiso 0.5 1 d R U P A -1
H2C H 0.593011 0.348460 0.634270 0.069 Uiso 0.5 1 d R U P A -1
C6 C 1.2161(4) 0.3922(4) 0.4660(3) 0.0488(8) Uani 1 1 d . . . . .
H6A H 1.211799 0.390612 0.547648 0.073 Uiso 1 1 d R U . . .
H6B H 1.171329 0.482762 0.428018 0.073 Uiso 1 1 d R U . . .
H6C H 1.307269 0.394392 0.461418 0.073 Uiso 1 1 d R U . . .
O1 O -0.0334(4) 0.1165(5) 0.7569(4) 0.0984(11) Uani 1 1 d . U . . .
O2 O 0.1565(4) 0.250000 0.7254(4) 0.0875(12) Uani 1 2 d S TU P . .
C3 C 0.6732(3) 0.3913(4) 0.8575(3) 0.0480(8) Uani 1 1 d . . . . .
H3A H 0.765009 0.392472 0.855060 0.072 Uiso 1 1 d R U . . .
H3B H 0.666569 0.390042 0.938630 0.072 Uiso 1 1 d R U . . .
H3C H 0.629928 0.482272 0.818850 0.072 Uiso 1 1 d R U . . .
C4 C 1.0076(4) 0.250000 0.4074(5) 0.0542(13) Uani 1 2 d S T P . .
H4A H 0.967663 0.346210 0.375747 0.081 Uiso 0.5 1 d R U P B -1
H4B H 0.999693 0.238240 0.487637 0.081 Uiso 0.5 1 d R U P B -1
H4C H 0.963203 0.165550 0.360187 0.081 Uiso 0.5 1 d R U P B -1
C5 C 1.1610(6) 0.250000 0.2791(4) 0.0521(12) Uani 1 2 d S T P . .
H5A H 1.111283 0.335470 0.237740 0.078 Uiso 0.5 1 d R U P C -1
H5B H 1.126133 0.154490 0.241850 0.078 Uiso 0.5 1 d R U P C -1
H5C H 1.252542 0.260040 0.276730 0.078 Uiso 0.5 1 d R U P C -1
C8 C 0.6268(6) 0.250000 0.2079(5) 0.0538(12) Uani 1 2 d S T P . .
C1 C 0.4639(5) 0.250000 0.7959(5) 0.0531(12) Uani 1 2 d S T P . .
H1A H 0.421153 0.337870 0.752062 0.080 Uiso 0.5 1 d R U P D -1
H1B H 0.454715 0.255800 0.876162 0.080 Uiso 0.5 1 d R U P D -1
H1C H 0.423233 0.156330 0.759752 0.080 Uiso 0.5 1 d R U P D -1
F1 F 0.0263(7) 0.250000 0.9909(4) 0.156(3) Uani 1 2 d S TU P . .
F2 F 0.1949(5) 0.3647(6) 0.9658(4) 0.175(2) Uani 1 1 d . U . . .
C7 C 0.1179(7) 0.250000 0.9310(5) 0.0742(17) Uani 1 2 d S TU P . .


_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
S2 O4 1.433(3) . ?
S2 O3 1.428(3) 4_565 ?
S2 O3 1.428(3) . ?
S2 C8 1.815(5) . ?
S1 O1 1.407(4) . ?
S1 O1 1.407(4) 4_565 ?
S1 O2 1.392(4) . ?
S1 C7 1.785(6) . ?
N1 C2 1.492(5) . ?
N1 C3 1.495(4) . ?
N1 C3 1.495(4) 4_565 ?
N1 C1 1.493(5) . ?
N2 C6 1.496(4) 4_565 ?
N2 C6 1.496(4) . ?
N2 C4 1.489(5) . ?
N2 C5 1.490(5) . ?
F4 C8 1.305(4) . ?
F3 C8 1.309(7) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9599 . ?
C6 H6C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
F1 C7 1.305(9) . ?
F2 C7 1.274(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
O4 S2 C8 104.0(2) . . ?
O3 S2 O4 114.83(15) 4_565 . ?
O3 S2 O4 114.83(15) . . ?
O3 S2 O3 114.0(3) . 4_565 ?
O3 S2 C8 103.55(15) . . ?
O3 S2 C8 103.55(15) 4_565 . ?
O1 S1 O1 109.8(4) 4_565 . ?
O1 S1 C7 103.8(2) . . ?
O1 S1 C7 103.8(2) 4_565 . ?
O2 S1 O1 116.8(2) . 4_565 ?
O2 S1 O1 116.8(2) . . ?
O2 S1 C7 103.9(3) . . ?
C2 N1 C3 109.4(2) . 4_565 ?
C2 N1 C3 109.4(2) . . ?
C2 N1 C1 109.3(4) . . ?
C3 N1 C3 109.2(3) . 4_565 ?
C1 N1 C3 109.7(2) . 4_565 ?
C1 N1 C3 109.7(2) . . ?
C6 N2 C6 110.0(4) 4_565 . ?
C4 N2 C6 109.5(2) . . ?
C4 N2 C6 109.5(2) . 4_565 ?
C4 N2 C5 109.0(4) . . ?
C5 N2 C6 109.4(2) . . ?
C5 N2 C6 109.4(2) . 4_565 ?
N1 C2 H2A 109.5 . . ?
N1 C2 H2B 109.5 . . ?
N1 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
N2 C6 H6A 109.5 . . ?
N2 C6 H6B 109.5 . . ?
N2 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N1 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
N1 C3 H3C 109.4 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N2 C4 H4A 109.4 . . ?
N2 C4 H4B 109.6 . . ?
N2 C4 H4C 109.4 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N2 C5 H5A 109.5 . . ?
N2 C5 H5B 109.5 . . ?
N2 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
F4 C8 S2 112.3(3) 4_565 . ?
F4 C8 S2 112.3(3) . . ?
F4 C8 F4 106.0(5) 4_565 . ?
F4 C8 F3 107.2(3) . . ?
F4 C8 F3 107.2(3) 4_565 . ?
F3 C8 S2 111.5(4) . . ?
N1 C1 H1A 109.4 . . ?
N1 C1 H1B 109.6 . . ?
N1 C1 H1C 109.4 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
F1 C7 S1 111.4(5) . . ?
F2 C7 S1 113.4(4) 4_565 . ?
F2 C7 S1 113.4(4) . . ?
F2 C7 F1 108.2(5) . . ?
F2 C7 F1 108.2(5) 4_565 . ?
F2 C7 F2 101.8(7) 4_565 . ?

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
O4 S2 C8 F4 -59.7(4) . . . . ?
O4 S2 C8 F4 59.7(4) . . . 4_565 ?
O4 S2 C8 F3 180.000(0) . . . . ?
O3 S2 C8 F4 -180.0(3) 4_565 . . 4_565 ?
O3 S2 C8 F4 60.7(4) 4_565 . . . ?
O3 S2 C8 F4 180.0(3) . . . . ?
O3 S2 C8 F4 -60.7(4) . . . 4_565 ?
O3 S2 C8 F3 -59.64(15) 4_565 . . . ?
O3 S2 C8 F3 59.64(15) . . . . ?
O1 S1 C7 F1 57.4(2) 4_565 . . . ?
O1 S1 C7 F1 -57.4(2) . . . . ?
O1 S1 C7 F2 -64.9(6) 4_565 . . . ?
O1 S1 C7 F2 -179.6(5) . . . . ?
O1 S1 C7 F2 64.9(6) . . . 4_565 ?
O1 S1 C7 F2 179.6(5) 4_565 . . 4_565 ?
O2 S1 C7 F1 180.000(2) . . . . ?
O2 S1 C7 F2 57.7(5) . . . . ?
O2 S1 C7 F2 -57.7(5) . . . 4_565 ?

_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 2.126
_oxdiff_exptl_absorpt_empirical_full_min 0.592
