# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_tr1
_database_code_depnum_ccdc_archive 'CCDC 2113760'
loop_
_audit_author_name
_audit_author_address
'RAMESH METRE'
;IIT Jodhpur
India
;
_audit_update_record             
;
2021-10-04 deposited with the CCDC.	2022-03-21 downloaded from the CCDC.
;
_audit_creation_date             2021-09-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H14 O5 S'
_chemical_formula_sum            'C12 H14 O5 S'
_chemical_formula_weight         270.29
_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 0.0033 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'
Cl Cl 0.1484 0.1585 '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                   6.8434(7)
_cell_length_b                   10.0084(8)
_cell_length_c                   10.5726(9)
_cell_angle_alpha                73.419(3)
_cell_angle_beta                 75.274(4)
_cell_angle_gamma                72.063(3)
_cell_volume                     649.21(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3986
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.698
_cell_measurement_theta_min      3.320
_shelx_estimated_absorpt_T_max   0.980
_shelx_estimated_absorpt_T_min   0.961
_exptl_absorpt_coefficient_mu    0.259
_exptl_absorpt_correction_T_max  0.7460
_exptl_absorpt_correction_T_min  0.5669
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1197 before and 0.0876 after correction.
The Ratio of minimum to maximum transmission is 0.7599.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             280
_exptl_crystal_size_max          0.2
_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  0.0929
_diffrn_reflns_av_unetI/netI     0.0633
_diffrn_reflns_Laue_measured_fraction_full 0.936
_diffrn_reflns_Laue_measured_fraction_max 0.955
_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       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            17407
_diffrn_reflns_point_group_measured_fraction_full 0.936
_diffrn_reflns_point_group_measured_fraction_max 0.955
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.698
_diffrn_reflns_theta_min         3.320
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.936
_diffrn_measured_fraction_theta_max 0.955
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2209
_reflns_number_total             3211
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.350
_refine_diff_density_min         -0.286
_refine_diff_density_rms         0.051
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.385
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     165
_refine_ls_number_reflns         3211
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1037
_refine_ls_R_factor_gt           0.0735
_refine_ls_restrained_S_all      1.385
_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)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1965
_refine_ls_wR_factor_ref         0.2237
_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, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1A), C2(H2), C3(H3)
2.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C11(H11A,H11B)
2.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C9(H9)
2.d Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C)
2.e Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.70620(12) 0.30015(7) 0.26375(8) 0.0780(4) Uani 1 1 d . . . . .
O1 O 0.7069(3) 0.57551(17) 0.02002(15) 0.0566(5) Uani 1 1 d . . . . .
H1 H 0.716905 0.491826 0.013600 0.085 Uiso 1 1 calc GR . . . .
O2 O 0.1934(3) 0.66144(19) 0.1183(2) 0.0712(6) Uani 1 1 d . . . . .
O3 O 0.2782(5) 0.4426(3) 0.4928(2) 0.1095(10) Uani 1 1 d . . . . .
O4 O 0.2415(4) 0.2755(2) 0.4084(2) 0.0762(6) Uani 1 1 d . . . . .
O5 O 0.1671(4) 0.9436(2) 0.0850(2) 0.0899(7) Uani 1 1 d . . . . .
C1 C 0.4477(3) 0.4255(2) 0.2679(2) 0.0433(5) Uani 1 1 d . . . . .
H1A H 0.382353 0.419012 0.196074 0.052 Uiso 1 1 calc R . . . .
C2 C 0.4788(3) 0.5768(2) 0.2391(2) 0.0411(4) Uani 1 1 d . . . . .
H2 H 0.471884 0.599871 0.326328 0.049 Uiso 1 1 calc R . . . .
C3 C 0.6995(3) 0.5747(2) 0.1549(2) 0.0467(5) Uani 1 1 d . . . . .
H3 H 0.740437 0.661216 0.157956 0.056 Uiso 1 1 calc R . . . .
C4 C 0.8415(4) 0.4391(3) 0.2261(3) 0.0626(7) Uani 1 1 d . . . . .
H4A H 0.864191 0.453714 0.309557 0.075 Uiso 1 1 calc R . . . .
H4B H 0.978628 0.413552 0.167223 0.075 Uiso 1 1 calc R . . . .
C5 C 0.3128(3) 0.6911(2) 0.1677(2) 0.0470(5) Uani 1 1 d . . . . .
C6 C 0.3009(4) 0.8408(2) 0.1580(2) 0.0558(6) Uani 1 1 d . . . . .
C7 C 0.4078(6) 0.8959(3) 0.2136(4) 0.0817(9) Uani 1 1 d . . . . .
H7 H 0.509728 0.847144 0.268918 0.098 Uiso 1 1 calc R . . . .
C8 C 0.3221(9) 1.0540(4) 0.1644(6) 0.1115(16) Uani 1 1 d . . . . .
H8 H 0.360268 1.128847 0.183458 0.134 Uiso 1 1 calc R . . . .
C9 C 0.1911(9) 1.0706(4) 0.0936(5) 0.1145(16) Uani 1 1 d . . . . .
H9 H 0.116270 1.162271 0.050371 0.137 Uiso 1 1 calc R . . . .
C10 C 0.3143(4) 0.3849(3) 0.4026(2) 0.0516(5) Uani 1 1 d . . . . .
C11 C 0.1129(6) 0.2185(4) 0.5351(4) 0.0945(11) Uani 1 1 d . . . . .
H11A H 0.123318 0.260153 0.606900 0.113 Uiso 1 1 calc R . . . .
H11B H -0.035114 0.248247 0.524629 0.113 Uiso 1 1 calc R . . . .
C12 C 0.1733(13) 0.0761(6) 0.5708(8) 0.243(5) Uani 1 1 d . . . . .
H12A H 0.313046 0.042058 0.520177 0.364 Uiso 1 1 calc GR . . . .
H12B H 0.074751 0.034560 0.551591 0.364 Uiso 1 1 calc GR . . . .
H12C H 0.176841 0.046424 0.667095 0.364 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.825(2) . ?
S1 C4 1.800(3) . ?
O1 C3 1.412(3) . ?
O2 C5 1.217(3) . ?
O3 C10 1.188(3) . ?
O4 C10 1.316(3) . ?
O4 C11 1.473(4) . ?
O5 C6 1.349(3) . ?
O5 C9 1.362(6) . ?
C1 C2 1.527(3) . ?
C1 C10 1.504(3) . ?
C2 C3 1.543(3) . ?
C2 C5 1.521(3) . ?
C3 C4 1.526(3) . ?
C5 C6 1.451(3) . ?
C6 C7 1.355(4) . ?
C7 C8 1.494(6) . ?
C8 C9 1.254(7) . ?
C11 C12 1.324(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
C4 S1 C1 94.29(10) . . ?
C10 O4 C11 118.2(3) . . ?
C6 O5 C9 105.0(3) . . ?
C2 C1 S1 107.03(14) . . ?
C10 C1 S1 108.94(14) . . ?
C10 C1 C2 113.02(17) . . ?
C1 C2 C3 107.70(16) . . ?
C5 C2 C1 112.46(16) . . ?
C5 C2 C3 111.19(17) . . ?
O1 C3 C2 111.44(17) . . ?
O1 C3 C4 113.05(18) . . ?
C4 C3 C2 104.73(18) . . ?
C3 C4 S1 105.30(16) . . ?
O2 C5 C2 122.69(18) . . ?
O2 C5 C6 119.8(2) . . ?
C6 C5 C2 117.52(19) . . ?
O5 C6 C5 118.2(2) . . ?
O5 C6 C7 112.8(2) . . ?
C7 C6 C5 128.9(2) . . ?
C6 C7 C8 101.3(4) . . ?
C9 C8 C7 108.0(3) . . ?
C8 C9 O5 113.0(3) . . ?
O3 C10 O4 123.7(2) . . ?
O3 C10 C1 125.2(2) . . ?
O4 C10 C1 111.04(19) . . ?
C12 C11 O4 111.6(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_14decb
_database_code_depnum_ccdc_archive 'CCDC 2113762'
loop_
_audit_author_name
_audit_author_address
'RAMESH METRE'
;IIT Jodhpur
India
;
_audit_update_record             
;
2021-10-04 deposited with the CCDC.	2022-03-21 downloaded from the CCDC.
;
_audit_creation_date             2021-09-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H20 O6 S'
_chemical_formula_sum            'C17 H20 O6 S'
_chemical_formula_weight         352.39
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Cl Cl 0.1484 0.1585 '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           56
_space_group_name_H-M_alt        'P c c n'
_space_group_name_Hall           '-P 2ab 2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y+1/2, z'
'-x, y+1/2, -z+1/2'
'x+1/2, -y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z'
'x, -y-1/2, z-1/2'
'-x-1/2, y, z-1/2'

_cell_length_a                   41.990(11)
_cell_length_b                   7.821(2)
_cell_length_c                   10.606(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3483.0(16)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9920
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.475
_cell_measurement_theta_min      2.911
_shelx_estimated_absorpt_T_max   0.983
_shelx_estimated_absorpt_T_min   0.983
_exptl_absorpt_coefficient_mu    0.215
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5125
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1325 before and 0.0823 after correction.
The Ratio of minimum to maximum transmission is 0.6873.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1312
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1118
_diffrn_reflns_av_unetI/netI     0.0550
_diffrn_reflns_Laue_measured_fraction_full 0.896
_diffrn_reflns_Laue_measured_fraction_max 0.907
_diffrn_reflns_limit_h_max       56
_diffrn_reflns_limit_h_min       -55
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            38806
_diffrn_reflns_point_group_measured_fraction_full 0.896
_diffrn_reflns_point_group_measured_fraction_max 0.907
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.475
_diffrn_reflns_theta_min         2.911
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.896
_diffrn_measured_fraction_theta_max 0.907
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2941
_reflns_number_total             4006
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.958
_refine_diff_density_min         -0.536
_refine_diff_density_rms         0.082
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.292
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         4006
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1094
_refine_ls_R_factor_gt           0.0795
_refine_ls_restrained_S_all      1.292
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1819
_refine_ls_wR_factor_ref         0.2053
_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 Ternary CH refined with riding coordinates:
 C2(H2), C3(H3), C4(H4)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C14(H14A,H14B)
2.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C10(H10), C11(H11)
2.d Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C15(H15A,H15B,H15C), C17(H17A,H17B,H17C)
;
_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 0.45255(2) 0.12562(10) 0.49265(7) 0.0343(2) Uani 1 1 d . . . . .
O1 O 0.42412(5) 0.5658(3) 0.4753(2) 0.0463(6) Uani 1 1 d . . . . .
O2 O 0.46648(4) 0.4729(3) 0.36455(17) 0.0317(5) Uani 1 1 d . . . . .
O3 O 0.38908(5) -0.0302(3) 0.35906(17) 0.0345(5) Uani 1 1 d . . . . .
O4 O 0.33899(6) -0.1010(6) 0.3826(3) 0.1178(18) Uani 1 1 d . . . . .
O5 O 0.37291(4) 0.3522(3) 0.26685(16) 0.0359(6) Uani 1 1 d . . . . .
O6 O 0.24745(5) 0.4966(3) 0.58515(17) 0.0390(6) Uani 1 1 d . . . . .
C1 C 0.41950(6) -0.0067(4) 0.5494(2) 0.0296(6) Uani 1 1 d . . . . .
H1A H 0.423620 -0.128793 0.531047 0.036 Uiso 1 1 calc R . . . .
H1B H 0.416886 0.007030 0.641650 0.036 Uiso 1 1 calc R . . . .
C2 C 0.38959(6) 0.0536(4) 0.4807(2) 0.0278(6) Uani 1 1 d . . . . .
H2 H 0.369980 0.026351 0.530277 0.033 Uiso 1 1 calc R . . . .
C3 C 0.39310(6) 0.2460(4) 0.4613(2) 0.0252(6) Uani 1 1 d . . . . .
H3 H 0.392351 0.302595 0.545761 0.030 Uiso 1 1 calc R . . . .
C4 C 0.42643(6) 0.2727(4) 0.4059(2) 0.0253(6) Uani 1 1 d . . . . .
H4 H 0.426318 0.241092 0.314540 0.030 Uiso 1 1 calc R . . . .
C5 C 0.36725(6) 0.3251(4) 0.3788(2) 0.0265(6) Uani 1 1 d . . . . .
C6 C 0.33557(6) 0.3658(4) 0.4329(2) 0.0257(6) Uani 1 1 d . . . . .
C7 C 0.32906(6) 0.3559(4) 0.5628(2) 0.0305(7) Uani 1 1 d . . . . .
H7 H 0.345211 0.318331 0.619034 0.037 Uiso 1 1 calc R . . . .
C8 C 0.29961(6) 0.3997(4) 0.6094(2) 0.0344(7) Uani 1 1 d . . . . .
H8 H 0.295720 0.393210 0.697474 0.041 Uiso 1 1 calc R . . . .
C9 C 0.27539(6) 0.4537(4) 0.5286(2) 0.0312(6) Uani 1 1 d . . . . .
C10 C 0.28104(6) 0.4628(4) 0.3988(2) 0.0322(7) Uani 1 1 d . . . . .
H10 H 0.264597 0.496703 0.342565 0.039 Uiso 1 1 calc R . . . .
C11 C 0.31124(6) 0.4211(4) 0.3533(2) 0.0306(6) Uani 1 1 d . . . . .
H11 H 0.315346 0.430757 0.265460 0.037 Uiso 1 1 calc R . . . .
C12 C 0.22100(7) 0.5433(5) 0.5054(3) 0.0395(7) Uani 1 1 d . . . . .
H12A H 0.227059 0.640571 0.452302 0.059 Uiso 1 1 calc GR . . . .
H12B H 0.202729 0.574979 0.557891 0.059 Uiso 1 1 calc GR . . . .
H12C H 0.215259 0.445996 0.451776 0.059 Uiso 1 1 calc GR . . . .
C13 C 0.43821(6) 0.4541(4) 0.4205(2) 0.0267(6) Uani 1 1 d . . . . .
C14 C 0.48147(7) 0.6411(4) 0.3717(2) 0.0340(7) Uani 1 1 d . . . . .
H14A H 0.504890 0.627771 0.366998 0.041 Uiso 1 1 calc R . . . .
H14B H 0.476251 0.694625 0.453706 0.041 Uiso 1 1 calc R . . . .
C15 C 0.47040(8) 0.7560(5) 0.2662(3) 0.0446(8) Uani 1 1 d . . . . .
H15A H 0.475010 0.701761 0.184912 0.067 Uiso 1 1 calc GR . . . .
H15B H 0.481578 0.865811 0.271273 0.067 Uiso 1 1 calc GR . . . .
H15C H 0.447414 0.775183 0.273791 0.067 Uiso 1 1 calc GR . . . .
C16 C 0.36257(7) -0.1103(5) 0.3243(3) 0.0374(8) Uani 1 1 d . . . . .
C17 C 0.36639(7) -0.2069(4) 0.2034(3) 0.0361(7) Uani 1 1 d . . . . .
H17A H 0.383053 -0.153079 0.152305 0.054 Uiso 1 1 calc GR . . . .
H17B H 0.346229 -0.205469 0.156854 0.054 Uiso 1 1 calc GR . . . .
H17C H 0.372381 -0.325367 0.221898 0.054 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.833(3) . ?
S1 C4 1.837(3) . ?
O1 C13 1.205(3) . ?
O2 C13 1.335(3) . ?
O2 C14 1.460(3) . ?
O3 C2 1.447(3) . ?
O3 C16 1.329(3) . ?
O4 C16 1.170(4) . ?
O5 C5 1.229(3) . ?
O6 C9 1.360(3) . ?
O6 C12 1.443(3) . ?
C1 C2 1.527(4) . ?
C2 C3 1.526(4) . ?
C3 C4 1.532(3) . ?
C3 C5 1.525(3) . ?
C4 C13 1.510(4) . ?
C5 C6 1.483(3) . ?
C6 C7 1.406(3) . ?
C6 C11 1.395(3) . ?
C7 C8 1.375(4) . ?
C8 C9 1.395(4) . ?
C9 C10 1.399(3) . ?
C10 C11 1.395(4) . ?
C14 C15 1.509(4) . ?
C16 C17 1.497(4) . ?

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
C1 S1 C4 93.79(12) . . ?
C13 O2 C14 117.4(2) . . ?
C16 O3 C2 118.2(2) . . ?
C9 O6 C12 117.9(2) . . ?
C2 C1 S1 106.96(19) . . ?
O3 C2 C1 107.3(2) . . ?
O3 C2 C3 109.1(2) . . ?
C3 C2 C1 106.8(2) . . ?
C2 C3 C4 105.9(2) . . ?
C5 C3 C2 114.1(2) . . ?
C5 C3 C4 112.0(2) . . ?
C3 C4 S1 105.55(18) . . ?
C13 C4 S1 109.96(17) . . ?
C13 C4 C3 112.8(2) . . ?
O5 C5 C3 119.1(2) . . ?
O5 C5 C6 120.7(2) . . ?
C6 C5 C3 120.2(2) . . ?
C7 C6 C5 122.8(2) . . ?
C11 C6 C5 119.3(2) . . ?
C11 C6 C7 117.9(2) . . ?
C8 C7 C6 120.9(2) . . ?
C7 C8 C9 120.7(2) . . ?
O6 C9 C8 115.6(2) . . ?
O6 C9 C10 124.6(2) . . ?
C8 C9 C10 119.7(2) . . ?
C11 C10 C9 118.9(2) . . ?
C6 C11 C10 121.9(2) . . ?
O1 C13 O2 124.8(3) . . ?
O1 C13 C4 124.8(2) . . ?
O2 C13 C4 110.4(2) . . ?
O2 C14 C15 111.4(2) . . ?
O3 C16 C17 112.7(2) . . ?
O4 C16 O3 122.2(3) . . ?
O4 C16 C17 125.1(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mk_74_a_0m
_database_code_depnum_ccdc_archive 'CCDC 2113761'
loop_
_audit_author_name
_audit_author_address
'RAMESH METRE'
;IIT Jodhpur
India
;
_audit_update_record             
;
2021-10-04 deposited with the CCDC.	2022-03-21 downloaded from the CCDC.
;
_audit_creation_date             2021-09-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H12 Cl2 O4 S'
_chemical_formula_sum            'C14 H12 Cl2 O4 S'
_chemical_formula_weight         347.20
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Cl Cl 0.1484 0.1585 '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           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'
'x-1/2, y, -z-1/2'

_cell_length_a                   6.7389(12)
_cell_length_b                   14.205(3)
_cell_length_c                   32.179(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3080.4(10)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9950
_cell_measurement_temperature    100
_cell_measurement_theta_max      29.236
_cell_measurement_theta_min      1.266
_shelx_estimated_absorpt_T_max   0.895
_shelx_estimated_absorpt_T_min   0.895
_exptl_absorpt_coefficient_mu    0.568
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_correction_T_min  0.6380
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1049 before and 0.0478 after correction.
The Ratio of minimum to maximum transmission is 0.8553.
The λ/2 correction factor is 0.00150.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.497
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1424
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_av_unetI/netI     0.0147
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            78009
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.236
_diffrn_reflns_theta_min         1.266
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3337
_reflns_number_total             4079
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.448
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         4079
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0572
_refine_ls_R_factor_gt           0.0447
_refine_ls_restrained_S_all      1.090
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0518P)²+1.9075P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1163
_refine_ls_wR_factor_ref         0.1231
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C6(H6), C7(H7), C13(H13)
2.b Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3A), C9(H9), C11(H11)
2.d X=CH2 refined with riding coordinates:
 C10(H10A,H10B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_special_details      
;
The structure was solved using Direct Methods (ShelXS). RE = 0.2, Nqual =  -1, Ralpha = 0.053
;
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 1.13710(9) 0.40192(4) 0.44168(2) 0.05119(16) Uani 1 1 d . . . . .
Cl2 Cl 0.67691(9) 0.44311(5) 0.43684(2) 0.05864(18) Uani 1 1 d . . . . .
S1 S 0.66628(12) 0.34012(4) 0.71444(2) 0.05936(19) Uani 1 1 d . . . . .
O1 O 0.2795(3) 0.20913(13) 0.67687(7) 0.0763(6) Uani 1 1 d . . . . .
O2 O 0.4338(2) 0.32422(12) 0.58389(5) 0.0498(4) Uani 1 1 d . . . . .
O3 O 0.6892(3) 0.48956(11) 0.63886(5) 0.0491(4) Uani 1 1 d . . . . .
H3 H 0.745(5) 0.536(2) 0.6441(9) 0.074 Uiso 1 1 d R . . . .
O4 O 0.5691(3) 0.14271(11) 0.66138(6) 0.0651(5) Uani 1 1 d . . . . .
C1 C 0.9845(3) 0.37725(13) 0.48324(5) 0.0351(4) Uani 1 1 d . . . . .
C2 C 1.0649(3) 0.33933(14) 0.51884(6) 0.0394(4) Uani 1 1 d . . . . .
H2 H 1.201983 0.323934 0.519704 0.047 Uiso 1 1 calc R . . . .
C3 C 0.9471(3) 0.32352(13) 0.55334(6) 0.0359(4) Uani 1 1 d . . . . .
H3A H 1.003711 0.297708 0.577859 0.043 Uiso 1 1 calc R . . . .
C4 C 0.7461(3) 0.34534(12) 0.55218(5) 0.0314(3) Uani 1 1 d . . . . .
C5 C 0.6109(3) 0.33081(12) 0.58850(5) 0.0333(4) Uani 1 1 d . . . . .
C6 C 0.7025(3) 0.32459(13) 0.63167(5) 0.0332(4) Uani 1 1 d . . . . .
H6 H 0.794179 0.269270 0.632367 0.040 Uiso 1 1 calc R . . . .
C7 C 0.5444(3) 0.31098(13) 0.66505(6) 0.0384(4) Uani 1 1 d . . . . .
H7 H 0.431204 0.355090 0.660034 0.046 Uiso 1 1 calc R . . . .
C8 C 0.4690(4) 0.21118(14) 0.66718(6) 0.0454(5) Uani 1 1 d . . . . .
C9 C 0.1869(7) 0.1162(3) 0.68039(15) 0.133(2) Uani 1 1 d . . . . .
H9 H 0.195079 0.069436 0.659356 0.160 Uiso 1 1 calc R . . . .
C10 C 0.0898(8) 0.1038(3) 0.71611(11) 0.136(2) Uani 1 1 d . . . . .
H10A H 0.086171 0.152971 0.736123 0.163 Uiso 1 1 calc R . . . .
H10B H 0.024289 0.045906 0.721527 0.163 Uiso 1 1 calc R . . . .
C11 C 0.6645(3) 0.38159(13) 0.51584(6) 0.0349(4) Uani 1 1 d . . . . .
H11 H 0.526699 0.395520 0.514660 0.042 Uiso 1 1 calc R . . . .
C12 C 0.7824(3) 0.39743(13) 0.48151(5) 0.0356(4) Uani 1 1 d . . . . .
C13 C 0.8195(3) 0.41248(14) 0.64430(6) 0.0394(4) Uani 1 1 d . . . . .
H13 H 0.940519 0.419862 0.626620 0.047 Uiso 1 1 calc R . . . .
C14 C 0.8764(4) 0.39709(18) 0.68966(7) 0.0536(6) Uani 1 1 d . . . . .
H14A H 0.905172 0.458055 0.703290 0.064 Uiso 1 1 calc R . . . .
H14B H 0.995800 0.356746 0.691608 0.064 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C1 1.7234(18) . ?
Cl2 C12 1.7300(19) . ?
S1 C7 1.837(2) . ?
S1 C14 1.815(3) . ?
O1 C8 1.315(3) . ?
O1 C9 1.465(4) . ?
O2 C5 1.206(2) . ?
O3 H3 0.78(3) . ?
O3 C13 1.414(3) . ?
O4 C8 1.198(3) . ?
C1 C2 1.377(3) . ?
C1 C12 1.393(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.383(3) . ?
C3 H3A 0.9500 . ?
C3 C4 1.390(3) . ?
C4 C5 1.496(2) . ?
C4 C11 1.391(2) . ?
C5 C6 1.523(2) . ?
C6 H6 1.0000 . ?
C6 C7 1.525(2) . ?
C6 C13 1.531(3) . ?
C7 H7 1.0000 . ?
C7 C8 1.507(3) . ?
C9 H9 0.9500 . ?
C9 C10 1.334(5) . ?
C10 H10A 0.9500 . ?
C10 H10B 0.9500 . ?
C11 H11 0.9500 . ?
C11 C12 1.379(2) . ?
C13 H13 1.0000 . ?
C13 C14 1.525(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?

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
C14 S1 C7 93.96(9) . . ?
C8 O1 C9 116.9(3) . . ?
C13 O3 H3 109(2) . . ?
C2 C1 Cl1 119.37(15) . . ?
C2 C1 C12 119.90(16) . . ?
C12 C1 Cl1 120.71(15) . . ?
C1 C2 H2 119.8 . . ?
C1 C2 C3 120.38(18) . . ?
C3 C2 H2 119.8 . . ?
C2 C3 H3A 120.0 . . ?
C2 C3 C4 120.09(17) . . ?
C4 C3 H3A 120.0 . . ?
C3 C4 C5 122.80(16) . . ?
C3 C4 C11 119.36(16) . . ?
C11 C4 C5 117.84(16) . . ?
O2 C5 C4 121.14(17) . . ?
O2 C5 C6 120.58(16) . . ?
C4 C5 C6 118.28(15) . . ?
C5 C6 H6 108.4 . . ?
C5 C6 C7 111.50(16) . . ?
C5 C6 C13 113.80(15) . . ?
C7 C6 H6 108.4 . . ?
C7 C6 C13 106.04(15) . . ?
C13 C6 H6 108.4 . . ?
S1 C7 H7 109.9 . . ?
C6 C7 S1 105.56(14) . . ?
C6 C7 H7 109.9 . . ?
C8 C7 S1 108.87(13) . . ?
C8 C7 C6 112.75(15) . . ?
C8 C7 H7 109.9 . . ?
O1 C8 C7 111.04(18) . . ?
O4 C8 O1 124.5(2) . . ?
O4 C8 C7 124.5(2) . . ?
O1 C9 H9 123.4 . . ?
C10 C9 O1 113.2(3) . . ?
C10 C9 H9 123.4 . . ?
C9 C10 H10A 120.0 . . ?
C9 C10 H10B 120.0 . . ?
H10A C10 H10B 120.0 . . ?
C4 C11 H11 119.8 . . ?
C12 C11 C4 120.39(17) . . ?
C12 C11 H11 119.8 . . ?
C1 C12 Cl2 120.80(14) . . ?
C11 C12 Cl2 119.35(15) . . ?
C11 C12 C1 119.85(17) . . ?
O3 C13 C6 106.19(16) . . ?
O3 C13 H13 110.8 . . ?
O3 C13 C14 112.68(18) . . ?
C6 C13 H13 110.8 . . ?
C14 C13 C6 105.46(16) . . ?
C14 C13 H13 110.8 . . ?
S1 C14 H14A 110.4 . . ?
S1 C14 H14B 110.4 . . ?
C13 C14 S1 106.76(16) . . ?
C13 C14 H14A 110.4 . . ?
C13 C14 H14B 110.4 . . ?
H14A C14 H14B 108.6 . . ?

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
Cl1 C1 C2 C3 176.62(15) . . . . ?
Cl1 C1 C12 Cl2 2.8(2) . . . . ?
Cl1 C1 C12 C11 -176.73(14) . . . . ?
S1 C7 C8 O1 97.7(2) . . . . ?
S1 C7 C8 O4 -81.3(2) . . . . ?
O2 C5 C6 C7 -0.6(3) . . . . ?
O2 C5 C6 C13 -120.5(2) . . . . ?
O3 C13 C14 S1 77.20(19) . . . . ?
C1 C2 C3 C4 0.4(3) . . . . ?
C2 C1 C12 Cl2 -178.82(15) . . . . ?
C2 C1 C12 C11 1.7(3) . . . . ?
C2 C3 C4 C5 -179.44(17) . . . . ?
C2 C3 C4 C11 1.1(3) . . . . ?
C3 C4 C5 O2 -158.62(19) . . . . ?
C3 C4 C5 C6 21.4(3) . . . . ?
C3 C4 C11 C12 -1.2(3) . . . . ?
C4 C5 C6 C7 179.30(15) . . . . ?
C4 C5 C6 C13 59.4(2) . . . . ?
C4 C11 C12 Cl2 -179.68(14) . . . . ?
C4 C11 C12 C1 -0.2(3) . . . . ?
C5 C4 C11 C12 179.29(17) . . . . ?
C5 C6 C7 S1 -163.53(13) . . . . ?
C5 C6 C7 C8 77.7(2) . . . . ?
C5 C6 C13 O3 53.6(2) . . . . ?
C5 C6 C13 C14 173.35(17) . . . . ?
C6 C7 C8 O1 -145.52(19) . . . . ?
C6 C7 C8 O4 35.4(3) . . . . ?
C6 C13 C14 S1 -38.2(2) . . . . ?
C7 S1 C14 C13 13.57(17) . . . . ?
C7 C6 C13 O3 -69.36(18) . . . . ?
C7 C6 C13 C14 50.4(2) . . . . ?
C8 O1 C9 C10 128.1(4) . . . . ?
C9 O1 C8 O4 -0.4(4) . . . . ?
C9 O1 C8 C7 -179.5(3) . . . . ?
C11 C4 C5 O2 20.9(3) . . . . ?
C11 C4 C5 C6 -159.09(16) . . . . ?
C12 C1 C2 C3 -1.8(3) . . . . ?
C13 C6 C7 S1 -39.17(16) . . . . ?
C13 C6 C7 C8 -157.90(17) . . . . ?
C14 S1 C7 C6 14.76(15) . . . . ?
C14 S1 C7 C8 136.05(16) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
