# Supplementary Information (SI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_ex-nipjmso2cl4f_autored
_database_code_depnum_ccdc_archive 'CCDC 2335137'
loop_
_audit_author_name
_audit_author_address
'Dr. Subash Chandra Sahoo'
;Punjab University
India
;
_audit_update_record             
;
2024-02-25 deposited with the CCDC.	2024-09-23 downloaded from the CCDC.
;
_audit_creation_date             2024-02-01
_audit_creation_method           
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H13 Cl F N2 O S, C F3 O3 S'
_chemical_formula_sum            'C13 H13 Cl F4 N2 O4 S2'
_chemical_formula_weight         436.82
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O Cl F 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   6.1258(3)
_cell_length_b                   25.4289(9)
_cell_length_c                   11.3897(4)
_cell_angle_alpha                90
_cell_angle_beta                 93.209(4)
_cell_angle_gamma                90
_cell_volume                     1771.42(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9233
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.8830
_cell_measurement_theta_min      3.4200
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.514
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47143
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.638
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.011
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.008
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0562
_diffrn_reflns_av_unetI/netI     0.0393
_diffrn_reflns_Laue_measured_fraction_full 0.963
_diffrn_reflns_Laue_measured_fraction_max 0.916
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            16277
_diffrn_reflns_point_group_measured_fraction_full 0.963
_diffrn_reflns_point_group_measured_fraction_max 0.916
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.065
_diffrn_reflns_theta_min         3.204
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.916
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      7.00  42.00   0.50   16.94    --   -9.32  76.00  20.00   70
  2  ω    -37.00 -12.00   0.50   16.94    --   -9.32 -76.00-106.00   50
  3  ω     -4.00  30.00   0.50   16.94    --    9.60  76.00  20.00   68
  4  ω    -28.00  -3.00   0.50   16.94    --    9.60 -76.00-106.00   50
  5  ω    -40.00   6.00   0.50   16.94    --   -9.32 -77.00-180.00   92
  6  ω    -53.00  -7.00   0.50   16.94    --   -9.32 125.00-180.00   92
  7  ω    -27.00  49.00   0.50   16.94    --   -9.32  57.00 -60.00  152
  8  ω    -56.00  -7.00   0.50   16.94    --   -9.32 125.00  30.00   98
  9  ω    -14.00  11.00   0.50   16.94    --    9.60 -99.00 150.00   50
 10  ω      8.00  46.00   0.50   16.94    --    9.60-125.00-150.00   76
 11  ω    -57.00  21.00   0.50   16.94    --    9.60 -19.00 -60.00  156
 12  ω    -13.00  20.00   0.50   16.94    --    9.60  77.00 150.00   66
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0912654000
_diffrn_orient_matrix_UB_12      0.0171935000
_diffrn_orient_matrix_UB_13      -0.0005213000
_diffrn_orient_matrix_UB_21      -0.0547317000
_diffrn_orient_matrix_UB_22      -0.0157059000
_diffrn_orient_matrix_UB_23      -0.0438727000
_diffrn_orient_matrix_UB_31      -0.0461185000
_diffrn_orient_matrix_UB_32      -0.0153462000
_diffrn_orient_matrix_UB_33      0.0443374000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2682
_reflns_number_total             3565
_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 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.574
_refine_diff_density_min         -0.390
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         3565
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0749
_refine_ls_R_factor_gt           0.0576
_refine_ls_restrained_S_all      1.063
_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)+(0.0966P)²+0.8275P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1622
_refine_ls_wR_factor_ref         0.1749
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B)
2.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C3(H3), C2(H2), C11(H11), C9(H9)
2.c Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C5(H5A,H5B,H5C)
;
_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
S1 S 0.44174(13) 0.33823(3) 0.11467(6) 0.0441(2) Uani 1 1 d . . . . .
S2 S 0.32351(14) 0.16938(3) 0.25440(7) 0.0490(3) Uani 1 1 d . . . . .
Cl1 Cl 0.24914(17) 0.48404(4) 0.08834(9) 0.0728(3) Uani 1 1 d . . . . .
O1 O 0.2360(4) 0.35499(10) 0.1645(2) 0.0603(6) Uani 1 1 d . . . . .
N1 N 0.6058(4) 0.32835(9) 0.3504(2) 0.0436(6) Uani 1 1 d . . . . .
N2 N 0.7933(4) 0.28697(9) 0.2238(2) 0.0409(6) Uani 1 1 d . . . . .
O2 O 0.3838(5) 0.21737(10) 0.2018(3) 0.0786(8) Uani 1 1 d . . . . .
F1 F 0.6953(5) 0.53765(10) 0.4506(2) 0.1001(9) Uani 1 1 d . . . . .
C1 C 0.6220(5) 0.31866(11) 0.2359(2) 0.0391(6) Uani 1 1 d . . . . .
O4 O 0.2087(5) 0.13551(13) 0.1723(3) 0.0973(11) Uani 1 1 d . . . . .
C7 C 0.6233(5) 0.43651(12) 0.1704(3) 0.0449(7) Uani 1 1 d . . . . .
C6 C 0.5950(6) 0.39661(12) 0.0735(3) 0.0498(8) Uani 1 1 d . . . . .
H6A H 0.738127 0.385756 0.050330 0.060 Uiso 1 1 calc R U . . .
H6B H 0.519485 0.413000 0.005893 0.060 Uiso 1 1 calc R U . . .
O3 O 0.2307(6) 0.17223(16) 0.3634(3) 0.1064(12) Uani 1 1 d . . . . .
C8 C 0.8059(6) 0.43404(13) 0.2483(3) 0.0536(8) Uani 1 1 d . . . . .
H8 H 0.912813 0.408907 0.236643 0.064 Uiso 1 1 calc R U . . .
F4 F 0.5528(6) 0.08899(11) 0.3261(4) 0.1417(14) Uani 1 1 d . . . . .
C12 C 0.4725(6) 0.47573(12) 0.1876(3) 0.0507(8) Uani 1 1 d . . . . .
C4 C 0.4438(6) 0.36089(14) 0.4067(3) 0.0570(9) Uani 1 1 d . . . . .
H4A H 0.454919 0.396558 0.380030 0.085 Uiso 1 1 calc R U . . .
H4B H 0.470833 0.359676 0.490468 0.085 Uiso 1 1 calc R U . . .
H4C H 0.299744 0.347738 0.386355 0.085 Uiso 1 1 calc R U . . .
C3 C 0.7721(6) 0.30270(14) 0.4116(3) 0.0552(9) Uani 1 1 d . . . . .
H3 H 0.799572 0.303140 0.492705 0.066 Uiso 1 1 calc R U . . .
C2 C 0.8891(6) 0.27664(14) 0.3333(3) 0.0567(9) Uani 1 1 d . . . . .
H2 H 1.011292 0.255693 0.350232 0.068 Uiso 1 1 calc R U . . .
F2 F 0.7013(6) 0.16221(15) 0.3623(4) 0.1488(16) Uani 1 1 d . . . . .
C5 C 0.8613(6) 0.26389(14) 0.1136(3) 0.0555(8) Uani 1 1 d . . . . .
H5A H 0.743549 0.243427 0.078197 0.083 Uiso 1 1 calc R U . . .
H5B H 0.986171 0.241683 0.129716 0.083 Uiso 1 1 calc R U . . .
H5C H 0.898854 0.291465 0.060806 0.083 Uiso 1 1 calc R U . . .
F3 F 0.6908(6) 0.13214(17) 0.1926(4) 0.1553(16) Uani 1 1 d . . . . .
C11 C 0.4948(7) 0.51056(13) 0.2807(3) 0.0643(10) Uani 1 1 d . . . . .
H11 H 0.392501 0.536913 0.291388 0.077 Uiso 1 1 calc R U . . .
C9 C 0.8321(7) 0.46775(15) 0.3419(3) 0.0663(10) Uani 1 1 d . . . . .
H9 H 0.954153 0.465670 0.394066 0.080 Uiso 1 1 calc R U . . .
C10 C 0.6733(7) 0.50449(14) 0.3560(3) 0.0656(10) Uani 1 1 d . . . . .
C13 C 0.5769(8) 0.13517(17) 0.2853(5) 0.0769(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
S1 O1 1.474(3) . ?
S1 C1 1.790(3) . ?
S1 C6 1.831(3) . ?
S2 O2 1.417(3) . ?
S2 O4 1.427(3) . ?
S2 O3 1.396(3) . ?
S2 C13 1.797(4) . ?
Cl1 C12 1.739(4) . ?
N1 C1 1.336(3) . ?
N1 C4 1.467(4) . ?
N1 C3 1.367(4) . ?
N2 C1 1.336(4) . ?
N2 C2 1.374(4) . ?
N2 C5 1.467(4) . ?
F1 C10 1.369(4) . ?
C7 C6 1.502(4) . ?
C7 C8 1.390(5) . ?
C7 C12 1.381(4) . ?
C8 C9 1.370(5) . ?
F4 C13 1.275(5) . ?
C12 C11 1.383(5) . ?
C3 C2 1.349(5) . ?
F2 C13 1.322(5) . ?
F3 C13 1.300(5) . ?
C11 C10 1.360(6) . ?
C9 C10 1.365(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
O1 S1 C1 106.69(14) . . ?
O1 S1 C6 109.00(15) . . ?
C1 S1 C6 96.88(15) . . ?
O2 S2 O4 111.94(18) . . ?
O2 S2 C13 104.87(19) . . ?
O4 S2 C13 103.0(2) . . ?
O3 S2 O2 117.4(2) . . ?
O3 S2 O4 113.8(2) . . ?
O3 S2 C13 104.0(2) . . ?
C1 N1 C4 128.3(3) . . ?
C1 N1 C3 108.4(3) . . ?
C3 N1 C4 123.3(3) . . ?
C1 N2 C2 108.7(2) . . ?
C1 N2 C5 126.3(3) . . ?
C2 N2 C5 124.9(3) . . ?
N1 C1 S1 128.7(2) . . ?
N2 C1 S1 122.9(2) . . ?
N2 C1 N1 108.3(3) . . ?
C8 C7 C6 119.6(3) . . ?
C12 C7 C6 122.8(3) . . ?
C12 C7 C8 117.5(3) . . ?
C7 C6 S1 113.6(2) . . ?
C9 C8 C7 121.6(3) . . ?
C7 C12 Cl1 120.2(3) . . ?
C7 C12 C11 122.3(3) . . ?
C11 C12 Cl1 117.5(3) . . ?
C2 C3 N1 107.8(3) . . ?
C3 C2 N2 106.9(3) . . ?
C10 C11 C12 116.9(3) . . ?
C10 C9 C8 117.8(4) . . ?
C11 C10 F1 117.8(4) . . ?
C11 C10 C9 123.8(3) . . ?
C9 C10 F1 118.3(4) . . ?
F4 C13 S2 113.6(3) . . ?
F4 C13 F2 108.1(4) . . ?
F4 C13 F3 108.7(4) . . ?
F2 C13 S2 109.7(3) . . ?
F3 C13 S2 111.5(3) . . ?
F3 C13 F2 104.7(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.811
_oxdiff_exptl_absorpt_empirical_full_min 0.535
####################################################################### 
# 
# 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_ex-jmso2a2_auto
_database_code_depnum_ccdc_archive 'CCDC 2339882'
loop_
_audit_author_name
_audit_author_address
'Dr. Subash Chandra Sahoo'
;Assistant Professor in Punjab University
India
;
_audit_update_record             
;
2024-03-13 deposited with the CCDC.	2024-09-23 downloaded from the CCDC.
;
_audit_creation_date             2024-03-06
_audit_creation_method           
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C F3 O3 S, C12 H13 Cl F N2 S'
_chemical_formula_sum            'C13 H13 Cl F4 N2 O3 S2'
_chemical_formula_weight         420.82
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O Cl F 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   7.7328(7)
_cell_length_b                   7.9098(7)
_cell_length_c                   15.8738(9)
_cell_angle_alpha                82.544(6)
_cell_angle_beta                 81.102(6)
_cell_angle_gamma                67.567(9)
_cell_volume                     883.98(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5183
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.0070
_cell_measurement_theta_min      3.3080
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.507
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.97599
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.581
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             428
_exptl_crystal_size_max          0.008
_exptl_crystal_size_mid          0.005
_exptl_crystal_size_min          0.004
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_av_unetI/netI     0.0476
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.924
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            10987
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.924
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.095
_diffrn_reflns_theta_min         3.174
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.924
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -44.00   1.00   0.50   10.40    --   -9.32 106.00 131.00   90
  2  ω     -9.00  16.00   0.50   10.40    --    9.60-106.00  31.00   50
  3  ω    -33.00  16.00   0.50   10.40    --   -9.32 -77.00 -60.00   98
  4  ω    -20.00  14.00   0.50   10.40    --    9.60  99.00 121.48   68
  5  ω    -35.00  -8.00   0.50   10.40    --    9.60 125.00-130.13   54
  6  ω     -4.00  74.00   0.50   10.40    --    9.60  38.00 150.00  156
  7  ω    -37.00   6.00   0.50   10.40    --    9.60 -77.00 -30.00   86
  8  ω    -14.00  28.00   0.50   10.40    --    9.60 -99.00  60.00   84
  9  ω    -20.00  13.00   0.50   10.40    --    9.60  98.00 -27.12   66
 10  ω    -40.00 -14.00   0.50   10.40    --    9.60 -77.00-120.00   52
 11  ω     -9.00  35.00   0.50   10.40    --    9.60 -77.00-120.00   88
 12  ω    -61.00  20.00   0.50   10.40    --    9.60 -19.00 150.00  162
 13  ω     15.00  54.00   0.50   10.40    --    9.60-125.00 120.00   78
 14  ω    -10.00  40.00   0.50   10.40    --    9.60 -99.00-150.00  100
 15  ω    -25.00   1.00   0.50   10.40    --    9.60 -38.00 -90.00   52
 16  ω    -45.00 -20.00   0.50   10.40    --    9.60 -38.00-120.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0763975000
_diffrn_orient_matrix_UB_12      0.0844281000
_diffrn_orient_matrix_UB_13      0.0063568000
_diffrn_orient_matrix_UB_21      0.0158349000
_diffrn_orient_matrix_UB_22      -0.0075062000
_diffrn_orient_matrix_UB_23      0.0434018000
_diffrn_orient_matrix_UB_31      0.0623838000
_diffrn_orient_matrix_UB_32      0.0477941000
_diffrn_orient_matrix_UB_33      -0.0115673000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2339
_reflns_number_total             3596
_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 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.325
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         3596
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0780
_refine_ls_R_factor_gt           0.0482
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0497P)²+0.1474P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1094
_refine_ls_wR_factor_ref         0.1258
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C9(H9), C2(H2), C12(H12), C11(H11)
2.c Idealised Me refined as rotating group:
 C5(H5A,H5B,H5C), C4(H4A,H4B,H4C)
;
_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
S2 S 0.17092(11) 0.84124(10) 0.83515(5) 0.0508(2) Uani 1 1 d . . . . .
S1 S 0.63025(11) 0.49061(11) 0.70717(5) 0.0580(3) Uani 1 1 d . . . . .
Cl1 Cl 0.76410(13) 0.47097(11) 0.48524(5) 0.0691(3) Uani 1 1 d . . . . .
F1 F 0.7112(3) -0.1237(3) 0.44558(14) 0.0958(7) Uani 1 1 d . . . . .
F4 F -0.1661(3) 0.8304(3) 0.85122(14) 0.1047(8) Uani 1 1 d . . . . .
N1 N 0.6080(3) 0.3411(3) 0.87218(14) 0.0468(6) Uani 1 1 d . . . . .
O1 O 0.3156(3) 0.7714(3) 0.89052(14) 0.0785(7) Uani 1 1 d . . . . .
N2 N 0.4276(3) 0.2910(3) 0.79532(15) 0.0498(6) Uani 1 1 d . . . . .
O2 O 0.0876(3) 1.0356(3) 0.82425(15) 0.0802(7) Uani 1 1 d . . . . .
F2 F -0.0792(3) 0.8568(4) 0.96729(15) 0.1130(8) Uani 1 1 d . . . . .
F3 F 0.0363(4) 0.6012(3) 0.91381(17) 0.1183(9) Uani 1 1 d . . . . .
O3 O 0.2089(4) 0.7515(4) 0.75888(14) 0.0874(7) Uani 1 1 d . . . . .
C1 C 0.5534(4) 0.3695(4) 0.79378(17) 0.0446(7) Uani 1 1 d . . . . .
C8 C 0.7676(4) 0.2544(4) 0.52336(18) 0.0471(7) Uani 1 1 d . . . . .
C7 C 0.8038(4) 0.1924(4) 0.60697(18) 0.0498(7) Uani 1 1 d . . . . .
C3 C 0.5147(4) 0.2430(4) 0.92357(19) 0.0582(8) Uani 1 1 d . . . . .
H3 H 0.526813 0.204545 0.980997 0.070 Uiso 1 1 calc R U . . .
C9 C 0.7348(4) 0.1515(4) 0.4683(2) 0.0568(8) Uani 1 1 d . . . . .
H9 H 0.711707 0.195777 0.412314 0.068 Uiso 1 1 calc R U . . .
C2 C 0.4023(4) 0.2124(4) 0.87569(19) 0.0573(8) Uani 1 1 d . . . . .
H2 H 0.321875 0.149253 0.893985 0.069 Uiso 1 1 calc R U . . .
C10 C 0.7378(4) -0.0182(5) 0.4999(2) 0.0651(9) Uani 1 1 d . . . . .
C6 C 0.8435(4) 0.3048(5) 0.66451(19) 0.0629(9) Uani 1 1 d . . . . .
H6A H 0.931045 0.357894 0.633143 0.075 Uiso 1 1 calc R U . . .
H6B H 0.903751 0.225271 0.711922 0.075 Uiso 1 1 calc R U . . .
C5 C 0.7390(5) 0.4089(5) 0.8996(2) 0.0661(9) Uani 1 1 d . . . . .
H5A H 0.865773 0.331054 0.881441 0.099 Uiso 1 1 calc R U . . .
H5B H 0.721169 0.408815 0.960843 0.099 Uiso 1 1 calc R U . . .
H5C H 0.716474 0.531633 0.874724 0.099 Uiso 1 1 calc R U . . .
C12 C 0.8034(5) 0.0192(5) 0.6342(2) 0.0691(10) Uani 1 1 d . . . . .
H12 H 0.826775 -0.027287 0.689953 0.083 Uiso 1 1 calc R U . . .
C13 C -0.0193(5) 0.7794(5) 0.8945(2) 0.0674(9) Uani 1 1 d . . . . .
C11 C 0.7695(5) -0.0863(5) 0.5811(3) 0.0756(10) Uani 1 1 d . . . . .
H11 H 0.768469 -0.202033 0.600658 0.091 Uiso 1 1 calc R U . . .
C4 C 0.3233(5) 0.2990(5) 0.7242(2) 0.0734(10) Uani 1 1 d . . . . .
H4A H 0.259277 0.424727 0.704777 0.110 Uiso 1 1 calc R U . . .
H4B H 0.232767 0.242225 0.743286 0.110 Uiso 1 1 calc R U . . .
H4C H 0.409428 0.235217 0.678181 0.110 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
S2 O1 1.427(2) . ?
S2 O2 1.421(2) . ?
S2 O3 1.418(2) . ?
S2 C13 1.815(3) . ?
S1 C1 1.733(3) . ?
S1 C6 1.844(3) . ?
Cl1 C8 1.733(3) . ?
F1 C10 1.362(4) . ?
F4 C13 1.321(3) . ?
N1 C1 1.340(3) . ?
N1 C3 1.367(3) . ?
N1 C5 1.455(3) . ?
N2 C1 1.335(3) . ?
N2 C2 1.364(3) . ?
N2 C4 1.467(3) . ?
F2 C13 1.313(4) . ?
F3 C13 1.316(4) . ?
C8 C7 1.386(4) . ?
C8 C9 1.379(4) . ?
C7 C6 1.492(4) . ?
C7 C12 1.383(4) . ?
C3 C2 1.343(4) . ?
C9 C10 1.364(4) . ?
C10 C11 1.352(5) . ?
C12 C11 1.376(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 S2 C13 103.52(14) . . ?
O2 S2 O1 115.10(15) . . ?
O2 S2 C13 102.70(16) . . ?
O3 S2 O1 115.54(16) . . ?
O3 S2 O2 114.55(15) . . ?
O3 S2 C13 102.90(17) . . ?
C1 S1 C6 99.69(13) . . ?
C1 N1 C3 108.7(2) . . ?
C1 N1 C5 126.0(2) . . ?
C3 N1 C5 125.2(2) . . ?
C1 N2 C2 108.8(2) . . ?
C1 N2 C4 125.7(2) . . ?
C2 N2 C4 125.3(2) . . ?
N1 C1 S1 125.6(2) . . ?
N2 C1 S1 126.6(2) . . ?
N2 C1 N1 107.7(2) . . ?
C7 C8 Cl1 118.9(2) . . ?
C9 C8 Cl1 117.9(2) . . ?
C9 C8 C7 123.2(3) . . ?
C8 C7 C6 122.1(3) . . ?
C12 C7 C8 116.4(3) . . ?
C12 C7 C6 121.5(3) . . ?
C2 C3 N1 107.2(3) . . ?
C10 C9 C8 116.8(3) . . ?
C3 C2 N2 107.6(3) . . ?
F1 C10 C9 117.5(3) . . ?
C11 C10 F1 119.3(3) . . ?
C11 C10 C9 123.2(3) . . ?
C7 C6 S1 113.2(2) . . ?
C11 C12 C7 121.8(3) . . ?
F4 C13 S2 111.9(2) . . ?
F2 C13 S2 111.8(2) . . ?
F2 C13 F4 107.0(3) . . ?
F2 C13 F3 106.5(3) . . ?
F3 C13 S2 111.1(3) . . ?
F3 C13 F4 108.4(3) . . ?
C10 C11 C12 118.6(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.176
_oxdiff_exptl_absorpt_empirical_full_min 0.849
####################################################################### 
# 
# 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_ex-jmso2
_database_code_depnum_ccdc_archive 'CCDC 2339878'
loop_
_audit_author_name
_audit_author_address
'Dr. Subash Chandra Sahoo'
;Assistant Professor in Punjab University
India
;
_audit_update_record             
;
2024-03-13 deposited with the CCDC.	2024-09-23 downloaded from the CCDC.
;
_audit_creation_date             2024-03-06
_audit_creation_method           
;
Olex2 1.5-ac5-024
(compiled 2022.04.12 svn.rca3783a0 for Rigaku Oxford Diffraction, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '4(C F3 O3 S), 4(C12 H13 Cl F N2 O2 S)'
_chemical_formula_sum            'C52 H52 Cl4 F16 N8 O20 S8'
_chemical_formula_weight         1811.29
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O Cl F 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   7.7355(4)
_cell_length_b                   10.8997(5)
_cell_length_c                   21.2900(10)
_cell_angle_alpha                90
_cell_angle_beta                 92.262(4)
_cell_angle_gamma                90
_cell_volume                     1793.66(15)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    6785
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.8210
_cell_measurement_theta_min      3.4190
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.515
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58054
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.90a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.677
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             920
_exptl_crystal_size_max          0.011
_exptl_crystal_size_mid          0.008
_exptl_crystal_size_min          0.006
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0597
_diffrn_reflns_av_unetI/netI     0.0607
_diffrn_reflns_Laue_measured_fraction_full 0.977
_diffrn_reflns_Laue_measured_fraction_max 0.922
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            17191
_diffrn_reflns_point_group_measured_fraction_full 0.977
_diffrn_reflns_point_group_measured_fraction_max 0.922
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.124
_diffrn_reflns_theta_min         3.231
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.922
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -53.00 -11.00   0.50   17.99    --   -9.32 -23.00  20.00   84
  2  ω     -4.00  22.00   0.50   17.99    --   -9.32  23.00-174.00   52
  3  ω      6.00  76.00   0.50   17.99    --    9.60  23.00-174.00  140
  4  ω    -44.00 -19.00   0.50   17.99    --    9.60 -23.00  20.00   50
  5  ω    -55.00 -11.00   0.50   17.99    --   -9.32 125.00 120.00   88
  6  ω    -13.00  12.00   0.50   17.99    --    9.60 -99.00 -90.00   50
  7  ω    -39.00  -9.00   0.50   17.99    --    9.60 -77.00 -90.00   60
  8  ω     -9.00  39.00   0.50   17.99    --    9.60  77.00   0.00   96
  9  ω    -38.00  20.00   0.50   17.99    --    9.60 -77.00 -60.00  116
 10  ω      9.00  34.00   0.50   17.99    --    9.60-125.00  90.00   50
 11  ω     -6.00  39.00   0.50   17.99    --    9.60  77.00  60.00   90
 12  ω     25.00  56.00   0.50   17.99    --    9.60-125.00-180.00   62
 13  ω     18.00  56.00   0.50   17.99    --    9.60-125.00 -30.00   76
 14  ω      7.00  32.00   0.50   17.99    --    9.60-125.00  60.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0852093000
_diffrn_orient_matrix_UB_12      -0.0236347000
_diffrn_orient_matrix_UB_13      0.0014377000
_diffrn_orient_matrix_UB_21      0.0299447000
_diffrn_orient_matrix_UB_22      -0.0584584000
_diffrn_orient_matrix_UB_23      -0.0093327000
_diffrn_orient_matrix_UB_31      0.0163495000
_diffrn_orient_matrix_UB_32      -0.0160298000
_diffrn_orient_matrix_UB_33      0.0319769000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2303
_reflns_number_total             3648
_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 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_collection       'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_data_reduction        'CrysAlisPro 1.171.42.90a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-ac5-024 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2017/1 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.338
_refine_diff_density_min         -0.354
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         3648
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0903
_refine_ls_R_factor_gt           0.0505
_refine_ls_restrained_S_all      1.057
_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)+(0.0490P)²+0.4144P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1094
_refine_ls_wR_factor_ref         0.1256
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C2(H2), C12(H12), C9(H9), C11(H11)
2.c Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C5(H5A,H5B,H5C)
;
_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
S2 S -0.47518(10) 0.87339(7) 0.40715(3) 0.0450(2) Uani 1 1 d . . . . .
S1 S 0.73273(10) 0.29086(7) 0.37732(4) 0.0458(2) Uani 1 1 d . . . . .
Cl1 Cl 0.33809(15) 0.22870(10) 0.26301(5) 0.0920(4) Uani 1 1 d . . . . .
O2 O 0.7725(3) 0.38119(18) 0.42401(10) 0.0593(6) Uani 1 1 d . . . . .
O1 O 0.7389(3) 0.3225(2) 0.31258(10) 0.0663(7) Uani 1 1 d . . . . .
F2 F -0.3240(3) 0.66073(18) 0.41807(10) 0.0870(7) Uani 1 1 d . . . . .
F4 F -0.5109(3) 0.6708(2) 0.34301(10) 0.0907(7) Uani 1 1 d . . . . .
F3 F -0.2656(3) 0.7573(2) 0.33591(10) 0.0920(7) Uani 1 1 d . . . . .
N2 N 0.9923(3) 0.1588(2) 0.44175(11) 0.0415(6) Uani 1 1 d . . . . .
O3 O -0.3245(3) 0.9320(2) 0.43403(10) 0.0661(7) Uani 1 1 d . . . . .
O5 O -0.5487(3) 0.9355(2) 0.35318(10) 0.0705(7) Uani 1 1 d . . . . .
N1 N 0.9303(3) 0.0854(2) 0.34883(11) 0.0495(7) Uani 1 1 d . . . . .
O4 O -0.5969(4) 0.8309(3) 0.45056(12) 0.0870(8) Uani 1 1 d . . . . .
F1 F 0.0219(3) 0.5805(2) 0.35431(13) 0.1219(10) Uani 1 1 d . . . . .
C7 C 0.3916(4) 0.3147(2) 0.38157(14) 0.0415(7) Uani 1 1 d . . . . .
C1 C 0.8866(4) 0.1710(3) 0.39037(13) 0.0425(7) Uani 1 1 d . . . . .
C6 C 0.5315(4) 0.2216(3) 0.39273(14) 0.0435(7) Uani 1 1 d . . . . .
H6A H 0.511763 0.151575 0.365239 0.052 Uiso 1 1 calc R U . . .
H6B H 0.531837 0.193147 0.435910 0.052 Uiso 1 1 calc R U . . .
C13 C -0.3908(5) 0.7334(3) 0.37421(15) 0.0533(8) Uani 1 1 d . . . . .
C4 C 0.9916(4) 0.2288(3) 0.50078(14) 0.0542(9) Uani 1 1 d . . . . .
H4A H 1.025162 0.312093 0.493017 0.081 Uiso 1 1 calc R U . . .
H4B H 1.071792 0.192493 0.530916 0.081 Uiso 1 1 calc R U . . .
H4C H 0.877538 0.227595 0.516940 0.081 Uiso 1 1 calc R U . . .
C3 C 1.0649(4) 0.0192(3) 0.37476(16) 0.0574(9) Uani 1 1 d . . . . .
H3 H 1.120059 -0.046264 0.355934 0.069 Uiso 1 1 calc R U . . .
C2 C 1.1034(4) 0.0646(3) 0.43177(16) 0.0543(9) Uani 1 1 d . . . . .
H2 H 1.190463 0.036874 0.459651 0.065 Uiso 1 1 calc R U . . .
C8 C 0.2989(4) 0.3260(3) 0.32477(14) 0.0510(8) Uani 1 1 d . . . . .
C12 C 0.3547(4) 0.3958(3) 0.42897(15) 0.0573(9) Uani 1 1 d . . . . .
H12 H 0.415397 0.390231 0.467447 0.069 Uiso 1 1 calc R U . . .
C9 C 0.1724(4) 0.4158(4) 0.31565(19) 0.0681(10) Uani 1 1 d . . . . .
H9 H 0.109588 0.422453 0.277650 0.082 Uiso 1 1 calc R U . . .
C10 C 0.1437(5) 0.4931(3) 0.3641(2) 0.0748(12) Uani 1 1 d . . . . .
C11 C 0.2295(5) 0.4852(3) 0.4204(2) 0.0735(11) Uani 1 1 d . . . . .
H11 H 0.204756 0.538865 0.452809 0.088 Uiso 1 1 calc R U . . .
C5 C 0.8433(5) 0.0579(3) 0.28738(14) 0.0740(11) Uani 1 1 d . . . . .
H5A H 0.723026 0.041518 0.293188 0.111 Uiso 1 1 calc R U . . .
H5B H 0.896123 -0.012753 0.269201 0.111 Uiso 1 1 calc R U . . .
H5C H 0.854241 0.126933 0.259852 0.111 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
S2 O3 1.429(2) . ?
S2 O5 1.432(2) . ?
S2 O4 1.423(2) . ?
S2 C13 1.812(3) . ?
S1 O2 1.424(2) . ?
S1 O1 1.423(2) . ?
S1 C1 1.782(3) . ?
S1 C6 1.772(3) . ?
Cl1 C8 1.725(3) . ?
F2 C13 1.315(3) . ?
F4 C13 1.312(4) . ?
F3 C13 1.316(4) . ?
N2 C1 1.346(4) . ?
N2 C4 1.470(4) . ?
N2 C2 1.362(4) . ?
N1 C1 1.338(4) . ?
N1 C3 1.365(4) . ?
N1 C5 1.478(4) . ?
F1 C10 1.350(4) . ?
C7 C6 1.496(4) . ?
C7 C8 1.387(4) . ?
C7 C12 1.380(4) . ?
C3 C2 1.334(4) . ?
C8 C9 1.392(5) . ?
C12 C11 1.380(5) . ?
C9 C10 1.357(5) . ?
C10 C11 1.351(5) . ?

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 S2 O5 113.71(15) . . ?
O3 S2 C13 103.34(15) . . ?
O5 S2 C13 103.03(14) . . ?
O4 S2 O3 115.82(16) . . ?
O4 S2 O5 115.02(17) . . ?
O4 S2 C13 103.62(16) . . ?
O2 S1 C1 105.89(13) . . ?
O2 S1 C6 109.42(14) . . ?
O1 S1 O2 119.60(14) . . ?
O1 S1 C1 106.31(14) . . ?
O1 S1 C6 110.21(14) . . ?
C6 S1 C1 104.18(13) . . ?
C1 N2 C4 128.4(2) . . ?
C1 N2 C2 108.3(3) . . ?
C2 N2 C4 123.3(3) . . ?
C1 N1 C3 108.0(3) . . ?
C1 N1 C5 127.5(3) . . ?
C3 N1 C5 124.3(3) . . ?
C8 C7 C6 123.0(3) . . ?
C12 C7 C6 119.2(3) . . ?
C12 C7 C8 117.7(3) . . ?
N2 C1 S1 125.4(2) . . ?
N1 C1 S1 126.4(2) . . ?
N1 C1 N2 107.9(3) . . ?
C7 C6 S1 108.47(19) . . ?
F2 C13 S2 111.7(2) . . ?
F2 C13 F3 106.4(3) . . ?
F4 C13 S2 112.0(2) . . ?
F4 C13 F2 107.3(3) . . ?
F4 C13 F3 108.2(3) . . ?
F3 C13 S2 111.0(2) . . ?
C2 C3 N1 108.2(3) . . ?
C3 C2 N2 107.6(3) . . ?
C7 C8 Cl1 120.6(2) . . ?
C7 C8 C9 121.4(3) . . ?
C9 C8 Cl1 118.0(3) . . ?
C11 C12 C7 121.3(3) . . ?
C10 C9 C8 117.8(3) . . ?
F1 C10 C9 117.1(4) . . ?
F1 C10 C11 119.8(4) . . ?
C11 C10 C9 123.1(4) . . ?
C10 C11 C12 118.7(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.646
_oxdiff_exptl_absorpt_empirical_full_min 0.373
