# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 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_LCYS
_database_code_depnum_ccdc_archive 'CCDC 2456102'
loop_
_audit_author_name
_audit_author_address
'Ashi Singh'
;Indian Institute of Technology Delhi
India
;
_audit_update_record             
;
2025-06-03 deposited with the CCDC.	2025-08-06 downloaded from the CCDC.
;
_audit_creation_date             2023-06-20
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_chemical_formula_moiety         'C3 H7 N O2 S'
_chemical_formula_sum            'C3 H7 N O2 S'
_chemical_formula_weight         121.161
_chemical_absolute_configuration unk
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           ' P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,z+1/2

_symmetry_Int_Tables_number      19
_cell_length_a                   5.4128(4)
_cell_length_b                   8.1470(7)
_cell_length_c                   11.9744(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     528.05(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8160
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      33.27
_cell_measurement_theta_min      3.02
_exptl_absorpt_coefficient_mu    0.497
_exptl_absorpt_correction_T_max  0.914
_exptl_absorpt_correction_T_min  0.873
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0786 before and 0.0419 after correction.
The Ratio of minimum to maximum transmission is 0.8563.
The λ/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_F_000             256
_exptl_crystal_colour            'clear light colorless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colorless
_exptl_crystal_description       block
_exptl_crystal_size_max          0.319
_exptl_crystal_size_mid          0.228
_exptl_crystal_size_min          0.182
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_av_unetI/netI     0.0238
_diffrn_reflns_Laue_measured_fraction_full 0.9983
_diffrn_reflns_Laue_measured_fraction_max 0.9983
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9913
_diffrn_reflns_point_group_measured_fraction_full 0.9896
_diffrn_reflns_point_group_measured_fraction_max 0.9917
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         33.27
_diffrn_reflns_theta_min         3.02
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.9983
_diffrn_measured_fraction_theta_max 0.9983
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.982
_reflns_limit_h_max              8
_reflns_limit_h_min              -8
_reflns_limit_k_max              12
_reflns_limit_k_min              -12
_reflns_limit_l_max              18
_reflns_limit_l_min              -18
_reflns_number_gt                1979
_reflns_number_total             2019
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.1250
_refine_diff_density_min         -0.1715
_refine_diff_density_rms         0.0306
_refine_ls_abs_structure_details 
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   -0.01(2)
_refine_ls_d_res_high            0.6478
_refine_ls_d_res_low             6.7358
_refine_ls_goodness_of_fit_ref   1.1299
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     127
_refine_ls_number_reflns         2019
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0142
_refine_ls_R_factor_gt           0.0138
_refine_ls_restrained_S_all      1.1299
_refine_ls_shift/su_max          0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0107P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0306
_refine_ls_wR_factor_ref         0.0307
_olex2_refinement_description    
;
This dataset has been used to employ a quantum crystallographic
technique - Hirshfeld Atom Refinement (HAR) at B3LYP/def2TZVP level
of theory using NoSpherA2 module in Olex2.
;
_atom_sites_solution_primary     dual
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_refinement_flags_posn
S1 S 0.61352(2) 0.585461(16) 0.477030(10) 0.01548(4) Uani 1.000000 .
H1 H 0.402(3) 0.655(2) 0.5057(11) 0.078(4) Uani 1.000000 .
O2 O 0.27032(8) 0.48822(5) 0.74097(3) 0.01860(8) Uani 1.000000 .
O1 O 0.29256(6) 0.28092(5) 0.61994(3) 0.01296(7) Uani 1.000000 .
N1 N 0.78460(8) 0.26350(5) 0.62513(4) 0.01072(7) Uani 1.000000 .
H1A H 0.739(2) 0.2556(12) 0.5415(7) 0.032(3) Uani 1.000000 .
H1B H 0.7373(19) 0.1562(11) 0.6663(8) 0.024(2) Uani 1.000000 .
H1C H 0.9766(15) 0.2685(10) 0.6298(9) 0.020(2) Uani 1.000000 .
C2 C 0.66776(8) 0.40934(7) 0.67740(3) 0.00993(8) Uani 1.000000 .
H2 H 0.7373(15) 0.4202(11) 0.7627(7) 0.0224(18) Uani 1.000000 .
C3 C 0.38605(9) 0.39125(6) 0.68016(3) 0.01013(8) Uani 1.000000 .
C1 C 0.74341(9) 0.56599(6) 0.61640(4) 0.01330(9) Uani 1.000000 .
H1D H 0.9400(15) 0.5701(11) 0.6062(8) 0.037(3) Uani 1.000000 .
H1E H 0.686(2) 0.6705(13) 0.6647(7) 0.038(2) Uani 1.000000 .


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 H1 1.322(15) . ?
S1 C1 1.8179(5) . ?
O2 C3 1.2437(6) . ?
O1 C3 1.2585(6) . ?
N1 H1A 1.033(9) . ?
N1 H1B 1.035(9) . ?
N1 H1C 1.042(8) . ?
N1 C2 1.4844(6) . ?
C2 H2 1.092(8) . ?
C2 C3 1.5323(6) . ?
C2 C1 1.5264(7) . ?
C1 H1D 1.071(8) . ?
C1 H1E 1.076(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S1 H1 97.7(6) . . ?
H1B N1 H1A 110.5(7) . . ?
H1C N1 H1A 107.0(9) . . ?
H1C N1 H1B 104.7(7) . . ?
C2 N1 H1A 110.9(6) . . ?
C2 N1 H1B 111.7(6) . . ?
C2 N1 H1C 111.8(5) . . ?
H2 C2 N1 108.2(5) . . ?
C3 C2 N1 110.86(4) . . ?
C3 C2 H2 109.3(5) . . ?
C1 C2 N1 110.68(4) . . ?
C1 C2 H2 106.7(5) . . ?
C1 C2 C3 110.96(4) . . ?
O1 C3 O2 125.91(5) . . ?
C2 C3 O2 116.92(4) . . ?
C2 C3 O1 117.16(4) . . ?
C2 C1 S1 114.11(3) . . ?
H1D C1 S1 106.1(5) . . ?
H1D C1 C2 110.3(5) . . ?
H1E C1 S1 108.2(5) . . ?
H1E C1 C2 109.1(5) . . ?
H1E C1 H1D 109.0(8) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C1 C2 N1 69.67(4) . . . . ?
S1 C1 C2 C3 -53.85(4) . . . . ?
O2 C3 C2 N1 166.07(4) . . . . ?
O2 C3 C2 C1 -70.51(5) . . . . ?
O1 C3 C2 N1 -14.63(5) . . . . ?
O1 C3 C2 C1 108.78(4) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_PLAT926_LCYS                
;
PROBLEM: Reported and Calculated   R1 Differ by .........    -0.0085 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
_vrf_PLAT927_LCYS                
;
PROBLEM: Reported and Calculated  wR2 Differ by .........    -0.0378 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
_vrf_PLAT928_LCYS                
;
PROBLEM: Reported and Calculated    S value   Differ by .     -1.387 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
_vrf_PLAT353_LCYS                
;
PROBLEM: Long   N-H (N0.87,N1.01A)  N1       - H1A      .       1.03 Ang.  
RESPONSE: This is a HAR model, and hence, the bond length is comparable 
to neutron values. This has been discussed in the corresponding paper.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_AS_CAP_neut
_database_code_depnum_ccdc_archive 'CCDC 2463171'
loop_
_audit_author_name
_audit_author_address
'Ashi Singh'
;Indian Institute of Technology Delhi
India
;
_audit_update_record             
;
2025-06-17 deposited with the CCDC.	2025-08-06 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
The COBRA wide-bore device implemented at ANSTO was used.
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;

_refine_special_details          
; 
 ? 
;


_cell_length_a                   6.7946(3)
_cell_length_b                   8.7946(5)
_cell_length_c                   17.4457(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1042.48(9)

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21 '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_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

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0051 0.0024 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 6.6484
'ILL Blue book'
H 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 -3.7409
'ILL Blue book'
N 0.0095 0.0049 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 9.3600
'ILL Blue book'
O 0.0162 0.0090 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 5.8050
'ILL Blue book'
S 0.1643 0.1778 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 2.8470
'ILL Blue book'


_cell_formula_units_Z            4

# Given Formula = C9 H15 N O3 S 
# Dc =      1.38 Fooo =    132.00 Mu =      4.71 M =    217.29
# Found Formula = C9 H15 N O3 S 
# Dc =      1.38 FOOO =    132.00 Mu =      4.71 M =    217.29

_chemical_formula_sum            'C9 H15 N O3 S'
_chemical_formula_moiety         'C9 H15 N O3 S'
_chemical_compound_source        .
_chemical_formula_weight         217.29


_cell_measurement_reflns_used    97153
_cell_measurement_theta_min      55.83
_cell_measurement_theta_max      2.33
_cell_measurement_temperature    108

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_min          0.4
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_max          0.7

_exptl_crystal_density_diffrn    1.384
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             132
_exptl_absorpt_coefficient_mu    0.471

# Sheldrick geometric approximation 0.86 0.90 
# No experimental values of Tmin/max available 
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   none
_exptl_absorpt_correction_T_min  0.00
_exptl_absorpt_correction_T_max  0.00
_diffrn_radiation_probe          neutron
_diffrn_radiation_type           neutron
_diffrn_source                   'nuclear reactor'
_diffrn_source_details           'thermal neutrons, supermirror guides'
_diffrn_measurement_device       
;
Laue image-plate diffractometer KOALA2
;
_diffrn_measurement_method       Laue
_diffrn_reflns_reduction_process 'LaueG (Piltz, 2018a)'

_diffrn_measurement_details      '20 images, exposure time 333 minutes'
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_radiation_wavelength     0.85
_diffrn_reflns_theta_full        89.90
_diffrn_reflns_theta_max         90.00
_diffrn_reflns_resolution_max    1.82
_diffrn_measured_fraction_theta_full 0.873
_diffrn_measured_fraction_theta_max 0.873
_diffrn_reflns_av_R_equivalents  0.1108
_diffrn_reflns_av_unetI/netI     0.1279
_diffrn_reflns_number            52762
_reflns_number_total             2862
_reflns_number_gt                2090
_reflns_threshold_expression     >2sigma(I)
_diffrn_standards_number         0



_computing_structure_solution    'known from Xray'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .

_diffrn_ambient_temperature      108
# Number of reflections without Friedels Law is 2862 
# Number of reflections with Friedels Law is 2834 
# Theoretical number of reflections is about 3276 


_diffrn_reflns_theta_min         3.935



_reflns_limit_h_min              0
_reflns_limit_h_max              11
_reflns_limit_k_min              0
_reflns_limit_k_max              15
_reflns_limit_l_min              0
_reflns_limit_l_max              31

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

_atom_sites_solution_primary     geom
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -1.13
_refine_diff_density_max         1.10


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 

# Explicitly named reflections are ALWAYS excluded from R&wR 

# The values actually used during refinement 
# These are labelled "all" for compatibility with PLATON 
_oxford_refine_reflns_threshold_expression I>3.0\s(I)
_refine_ls_number_restraints     0
_refine_ls_number_parameters     262
_refine_ls_number_reflns         2090
_oxford_refine_ls_R_factor_ref   0.0449
_refine_ls_R_factor_all          0.0449
_refine_ls_wR_factor_ref         0.0212
_refine_ls_wR_factor_all         0.0212
_refine_ls_goodness_of_fit_ref   1.2196
_refine_ls_shift/su_max          0.0002156
_refine_ls_shift/su_mean         0.0000454


# Computed with I/sigma = -10 
_oxford_reflns_number_all        2861
_oxford_refine_ls_R_factor_all   0.0798
_oxford_refine_ls_wR_factor_all  0.0257

# Computed with no filters except I/sigma = +2 a la SHELX 
_refine_ls_R_factor_gt           0.0519
_refine_ls_wR_factor_gt          0.0214


_chemical_absolute_configuration rm


_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    refall
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     
;
 Method= 
 SQRT(W) = 1/(Data with the key SIGMA(/FO/) in list 6) 
;
# Insert your own references if required - in alphabetical order 


_reflns_special_details          
;
LAUEG SPECIFIC INFORMATION:
  HKL generation: wav = 0.850 to 1.700, d-space > 0.550
  Image scale factors: refined
  Wavelength spectra model:  10 point spline + non-param, gamma = 300.0
  Efficiency model: Quadratic in Y
  Extinction correction: off
  Harmonics (wav/2) correction: off
  Absorption correction: off
  Friedel pairs are merged
  Merge statistics using final weights:
    R = 6.8 ( 5.5)%  wR2 =10.1 ( 8.0)%  GOOF = 1.3  (18004 reflns > 4 sig)
    R =11.1 ( 9.9)%  wR2 =14.7 (13.5)%  GOOF = 1.1  (all 52762 reflns)
  Summary of refineable correction factors:
    File scale factor    min=-24.1%  max=  2.0%  ave= -9.0%  st.dev.=  8.7%
    Wavelength spectra   min= -4.6%  max=  7.7%  ave= -0.6%  st.dev.=  2.0%
    Refined efficiency   min= -5.4%  max= 14.0%  ave= -0.6%  st.dev.=  4.7%
    Sample absorption    min=  0.0%  max=  0.0%  ave=  0.0%  st.dev.=  0.0%
    Sample extinction    min=  0.0%  max=  0.0%  ave=  0.0%  st.dev.=  0.0%
;

_computing_data_collection       'Gumtree control system (ANSTO)'
_computing_cell_refinement       'LaueG (Piltz, 2018b)'
_computing_data_reduction        
;
argonne_boxes (Wilkinson et al., 1988) & LaueG (Piltz, 2018b)
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
S1 S 0.7455(3) 0.6402(2) 0.39346(11) 0.0224 1.0000 Uani . . . . . .
O1 O -0.13365(15) 0.25235(13) 0.40018(6) 0.0223 1.0000 Uani . . . . . .
O2 O 0.16764(16) 0.41830(12) 0.29821(6) 0.0196 1.0000 Uani . . . . . .
O3 O -0.24396(16) 0.13491(12) 0.29715(6) 0.0223 1.0000 Uani . . . . . .
N1 N 0.25632(9) 0.20868(7) 0.36201(3) 0.0132 1.0000 Uani . . . . . .
C1 C 0.10531(12) 0.11960(10) 0.32296(4) 0.0133 1.0000 Uani . . . . . .
C2 C 0.13685(13) -0.04408(10) 0.35271(6) 0.0188 1.0000 Uani . . . . . .
C3 C 0.34717(14) -0.04352(11) 0.38303(5) 0.0185 1.0000 Uani . . . . . .
C4 C 0.37036(13) 0.11592(9) 0.41636(5) 0.0158 1.0000 Uani . . . . . .
C5 C 0.27417(11) 0.35690(9) 0.34821(5) 0.0132 1.0000 Uani . . . . . .
C6 C 0.41663(12) 0.45029(10) 0.39590(5) 0.0142 1.0000 Uani . . . . . .
C7 C 0.54735(13) 0.54532(12) 0.34315(5) 0.0187 1.0000 Uani . . . . . .
C8 C -0.10018(11) 0.17666(10) 0.34367(5) 0.0148 1.0000 Uani . . . . . .
C9 C 0.29587(13) 0.54786(13) 0.45092(5) 0.0223 1.0000 Uani . . . . . .
H1 H 0.8564(4) 0.5170(3) 0.40254(19) 0.0520 1.0000 Uani . . . . . .
H3 H -0.2040(3) 0.0581(2) 0.25690(11) 0.0303 1.0000 Uani . . . . . .
H11 H 0.1244(3) 0.1293(2) 0.26026(10) 0.0273 1.0000 Uani . . . . . .
H21 H 0.1083(4) -0.1276(3) 0.30792(15) 0.0425 1.0000 Uani . . . . . .
H22 H 0.0348(3) -0.0687(3) 0.39917(15) 0.0424 1.0000 Uani . . . . . .
H31 H 0.4547(3) -0.0591(3) 0.33632(13) 0.0357 1.0000 Uani . . . . . .
H32 H 0.3735(4) -0.1319(3) 0.42591(14) 0.0390 1.0000 Uani . . . . . .
H41 H 0.5227(3) 0.1540(2) 0.41803(14) 0.0333 1.0000 Uani . . . . . .
H42 H 0.3063(3) 0.1244(3) 0.47343(11) 0.0361 1.0000 Uani . . . . . .
H61 H 0.5117(3) 0.3759(3) 0.42892(13) 0.0316 1.0000 Uani . . . . . .
H71 H 0.4637(4) 0.6355(3) 0.31530(14) 0.0406 1.0000 Uani . . . . . .
H72 H 0.6128(4) 0.4744(3) 0.29866(14) 0.0475 1.0000 Uani . . . . . .
H91 H 0.3930(4) 0.6194(3) 0.48503(13) 0.0426 1.0000 Uani . . . . . .
H92 H 0.1948(4) 0.6205(3) 0.41924(16) 0.0452 1.0000 Uani . . . . . .
H93 H 0.2100(5) 0.4763(4) 0.48943(17) 0.0556 1.0000 Uani . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.7336(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 . C7 . 1.811(2) yes
S1 . H1 . 1.329(4) no
O1 . C8 . 1.2112(13) yes
O2 . C5 . 1.2555(12) yes
O3 . C8 . 1.3220(13) yes
O3 . H3 . 1.011(2) no
N1 . C1 . 1.4597(9) yes
N1 . C4 . 1.4715(10) yes
N1 . C5 . 1.3311(9) yes
C1 . C2 . 1.5451(12) yes
C1 . C8 . 1.5270(11) yes
C1 . H11 . 1.1048(19) no
C2 . C3 . 1.5238(12) yes
C2 . H21 . 1.090(2) no
C2 . H22 . 1.088(2) no
C3 . C4 . 1.5262(12) yes
C3 . H31 . 1.103(2) no
C3 . H32 . 1.094(2) no
C4 . H41 . 1.089(2) no
C4 . H42 . 1.089(2) no
C5 . C6 . 1.5179(11) yes
C6 . C7 . 1.5279(12) yes
C6 . C9 . 1.5267(13) yes
C6 . H61 . 1.085(2) no
C7 . H71 . 1.090(3) no
C7 . H72 . 1.091(3) no
C9 . H91 . 1.089(2) no
C9 . H92 . 1.089(3) no
C9 . H93 . 1.090(3) no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C7 . S1 . H1 . 95.96(17) no
C8 . O3 . H3 . 114.39(14) no
C1 . N1 . C4 . 111.92(6) yes
C1 . N1 . C5 . 120.35(6) yes
C4 . N1 . C5 . 127.70(6) yes
N1 . C1 . C2 . 104.23(6) yes
N1 . C1 . C8 . 110.85(6) yes
C2 . C1 . C8 . 110.70(7) yes
N1 . C1 . H11 . 109.75(12) no
C2 . C1 . H11 . 112.85(13) no
C8 . C1 . H11 . 108.43(12) no
C1 . C2 . C3 . 104.10(7) yes
C1 . C2 . H21 . 111.24(16) no
C3 . C2 . H21 . 114.72(16) no
C1 . C2 . H22 . 110.32(16) no
C3 . C2 . H22 . 109.83(16) no
H21 . C2 . H22 . 106.7(2) no
C2 . C3 . C4 . 103.42(7) yes
C2 . C3 . H31 . 111.36(14) no
C4 . C3 . H31 . 109.10(16) no
C2 . C3 . H32 . 112.85(16) no
C4 . C3 . H32 . 112.07(14) no
H31 . C3 . H32 . 108.0(2) no
C3 . C4 . N1 . 102.09(6) yes
C3 . C4 . H41 . 113.02(14) no
N1 . C4 . H41 . 110.34(13) no
C3 . C4 . H42 . 111.73(15) no
N1 . C4 . H42 . 109.92(14) no
H41 . C4 . H42 . 109.54(19) no
N1 . C5 . O2 . 119.62(8) yes
N1 . C5 . C6 . 119.27(7) yes
O2 . C5 . C6 . 121.05(8) yes
C5 . C6 . C7 . 109.66(7) yes
C5 . C6 . C9 . 107.82(7) yes
C7 . C6 . C9 . 112.56(8) yes
C5 . C6 . H61 . 110.13(14) no
C7 . C6 . H61 . 107.68(14) no
C9 . C6 . H61 . 108.98(15) no
C6 . C7 . S1 . 113.09(8) yes
C6 . C7 . H71 . 111.31(14) no
S1 . C7 . H71 . 105.58(16) no
C6 . C7 . H72 . 110.64(16) no
S1 . C7 . H72 . 107.80(16) no
H71 . C7 . H72 . 108.2(2) no
C1 . C8 . O3 . 116.05(8) yes
C1 . C8 . O1 . 123.02(8) yes
O3 . C8 . O1 . 120.90(9) yes
C6 . C9 . H91 . 110.04(16) no
C6 . C9 . H92 . 110.47(16) no
H91 . C9 . H92 . 108.7(2) no
C6 . C9 . H93 . 110.53(19) no
H91 . C9 . H93 . 108.7(2) no
H92 . C9 . H93 . 108.3(3) no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_site_symmetry_D
_geom_hbond_atom_site_label_H
_geom_hbond_site_symmetry_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_angle_DHA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_publ_flag
O3 . H3 . O2 3_545 169.7(2) 1.011(2) 1.580(2) 2.5818(12) yes
O3 . H3 . C5 3_545 153.81(16) 1.011(2) 2.593(2) 3.5286(12) yes
C4 . H41 . O1 1_655 171.02(19) 1.089(2) 2.509(2) 3.5884(12) yes
C4 . H42 . O1 2_556 140.70(18) 1.089(2) 2.490(2) 3.4038(12) yes
C7 . H71 . O3 3_555 132.0(2) 1.090(3) 2.465(2) 3.2956(12) yes



# Manually omitted reflections

loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
0 1 3 x .
####################################################################### 
# 
# 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_NAC_RT
_database_code_depnum_ccdc_archive 'CCDC 2456110'
loop_
_audit_author_name
_audit_author_address
'Ashi Singh'
;Indian Institute of Technology Delhi
India
;
_audit_update_record             
;
2025-06-03 deposited with the CCDC.	2025-08-06 downloaded from the CCDC.
;
_audit_creation_date             2025-01-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_chemical_formula_moiety         'C5 H9 N O3 S'
_chemical_formula_sum            'C5 H9 N O3 S'
_chemical_formula_weight         163.198
_chemical_absolute_configuration unk
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           ' P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z

_symmetry_Int_Tables_number      1
_cell_length_a                   5.0877(2)
_cell_length_b                   5.8827(2)
_cell_length_c                   6.5179(2)
_cell_angle_alpha                96.464(1)
_cell_angle_beta                 103.867(1)
_cell_angle_gamma                102.090(1)
_cell_volume                     182.448(11)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    11013
_cell_measurement_temperature    288(1)
_cell_measurement_theta_max      33.20
_cell_measurement_theta_min      3.60
_exptl_absorpt_coefficient_mu    0.390
_exptl_absorpt_correction_T_max  0.7465
_exptl_absorpt_correction_T_min  0.7117
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0656 before and 0.0535 after correction.
The Ratio of minimum to maximum transmission is 0.9534.
The λ/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.485
_exptl_crystal_F_000             86.0
_exptl_crystal_colour            'clear light colorless'
_exptl_crystal_description       block
_exptl_crystal_size_max          0.357
_exptl_crystal_size_mid          0.275
_exptl_crystal_size_min          0.187
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_av_unetI/netI     0.0360
_diffrn_reflns_Laue_measured_fraction_full 0.9954
_diffrn_reflns_Laue_measured_fraction_max 0.9978
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            11013
_diffrn_reflns_point_group_measured_fraction_full 0.9885
_diffrn_reflns_point_group_measured_fraction_max 0.9925
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         33.22
_diffrn_reflns_theta_min         3.27
_diffrn_ambient_temperature      288(1)
_diffrn_measured_fraction_theta_full 0.9954
_diffrn_measured_fraction_theta_max 0.9978
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.987
_reflns_limit_h_max              7
_reflns_limit_h_min              -7
_reflns_limit_k_max              9
_reflns_limit_k_min              -9
_reflns_limit_l_max              10
_reflns_limit_l_min              -10
_reflns_number_gt                2666
_reflns_number_total             2765
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.1456
_refine_diff_density_min         -0.1418
_refine_diff_density_rms         0.0382
_refine_ls_abs_structure_details 
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   0.07(2)
_refine_ls_d_res_high            0.6487
_refine_ls_d_res_low             6.2342
_refine_ls_goodness_of_fit_ref   1.1446
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2765
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0223
_refine_ls_R_factor_gt           0.0209
_refine_ls_restrained_S_all      1.1446
_refine_ls_shift/su_max          -0.0007
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0081P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0402
_refine_ls_wR_factor_ref         0.0411
_olex2_refinement_description    
;
This dataset was used to perfrom X-ray quantum crystallographic technique of
Hirshfeld Atom Refinment (HAR) using NoSpherA2 module in Olex2 at B3LYP/def2TZVP
within a cluster of 8 angstrom.
;
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_refinement_flags_posn
S1 S 0.10741(4) 0.10721(3) 0.51192(3) 0.03719(6) Uani 1.000000 .
H1 H 0.142(4) 0.245(3) 0.703(3) 0.081(6) Uani 1.000000 .
O2 O 0.18513(13) 0.62036(11) 0.20854(8) 0.04123(15) Uani 1.000000 .
H2 H 0.069(4) 0.614(4) 0.058(2) 0.067(6) Uani 1.000000 .
O3 O 0.89428(13) 0.60985(12) 0.82424(9) 0.04200(15) Uani 1.000000 .
N1 N 0.49963(12) 0.63661(10) 0.59719(9) 0.02780(12) Uani 1.000000 .
H1A H 0.337(3) 0.713(3) 0.574(3) 0.068(5) Uani 1.000000 .
O1 O 0.33178(17) 0.33154(12) 0.05720(10) 0.0558(2) Uani 1.000000 .
C4 C 0.69336(16) 0.70153(14) 0.78585(11) 0.02889(13) Uani 1.000000 .
C3 C 0.51883(14) 0.45880(12) 0.43195(10) 0.02584(12) Uani 1.000000 .
H3 H 0.736(3) 0.496(2) 0.417(2) 0.049(3) Uani 1.000000 .
C2 C 0.33337(15) 0.46422(12) 0.21241(10) 0.02984(14) Uani 1.000000 .
C1 C 0.45511(14) 0.20973(13) 0.48457(12) 0.03003(13) Uani 1.000000 .
H1C H 0.608(3) 0.199(2) 0.633(3) 0.065(4) Uani 1.000000 .
H1B H 0.475(3) 0.087(2) 0.357(2) 0.064(4) Uani 1.000000 .
C5 C 0.6601(2) 0.89108(16) 0.94335(13) 0.04055(18) Uani 1.000000 .
H5A H 0.710(4) 0.851(3) 1.097(2) 0.086(6) Uani 1.000000 .
H5B H 0.468(5) 0.930(4) 0.909(3) 0.109(7) Uani 1.000000 .
H5C H 0.814(4) 1.048(3) 0.950(3) 0.099(7) Uani 1.000000 .


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 H1 1.359(17) . ?
S1 C1 1.8037(7) . ?
O2 H2 1.010(13) . ?
O2 C2 1.3037(10) . ?
O3 C4 1.2398(11) . ?
N1 H1A 1.011(13) . ?
N1 C4 1.3361(9) . ?
N1 C3 1.4503(9) . ?
O1 C2 1.2035(10) . ?
C4 C5 1.4934(12) . ?
C3 H3 1.110(13) . ?
C3 C2 1.5213(9) . ?
C3 C1 1.5287(10) . ?
C1 H1C 1.100(13) . ?
C1 H1B 1.078(12) . ?
C5 H5A 1.036(14) . ?
C5 H5B 1.03(2) . ?
C5 H5C 1.064(15) . ?

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 H1 97.8(8) . . ?
C2 O2 H2 110.8(13) . . ?
C4 N1 H1A 117.9(8) . . ?
C3 N1 H1A 121.0(8) . . ?
C3 N1 C4 121.16(6) . . ?
N1 C4 O3 120.57(8) . . ?
C5 C4 O3 122.17(7) . . ?
C5 C4 N1 117.25(7) . . ?
H3 C3 N1 109.1(7) . . ?
C2 C3 N1 112.20(6) . . ?
C2 C3 H3 106.1(7) . . ?
C1 C3 N1 112.87(6) . . ?
C1 C3 H3 106.4(7) . . ?
C1 C3 C2 109.85(6) . . ?
O1 C2 O2 124.45(7) . . ?
C3 C2 O2 115.29(6) . . ?
C3 C2 O1 120.26(7) . . ?
C3 C1 S1 114.57(5) . . ?
H1C C1 S1 109.0(8) . . ?
H1C C1 C3 110.0(7) . . ?
H1B C1 S1 106.5(8) . . ?
H1B C1 C3 108.9(8) . . ?
H1B C1 H1C 107.6(12) . . ?
H5A C5 C4 110.1(8) . . ?
H5B C5 C4 115.5(11) . . ?
H5B C5 H5A 110.3(18) . . ?
H5C C5 C4 107.9(10) . . ?
H5C C5 H5A 104.4(15) . . ?
H5C C5 H5B 107.9(18) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C1 C3 N1 61.54(5) . . . . ?
S1 C1 C3 C2 -64.49(6) . . . . ?
O2 C2 C3 N1 -1.51(7) . . . . ?
O2 C2 C3 C1 124.89(7) . . . . ?
O3 C4 N1 C3 -0.31(10) . . . . ?
N1 C3 C2 O1 177.96(7) . . . . ?
O1 C2 C3 C1 -55.63(9) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_PLAT926_NAC_RT              
;
PROBLEM: Reported and Calculated   R1 Differ by .........    -0.0089 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
_vrf_PLAT927_NAC_RT              
;
PROBLEM: Reported and Calculated  wR2 Differ by .........    -0.0316 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
_vrf_PLAT928_NAC_RT              
;
PROBLEM: Reported and Calculated    S value   Differ by .     -0.881 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
_vrf_PLAT351_NAC_RT              
;
PROBLEM: Long   C-H (X0.96,N1.08A)  C3       - H3       .       1.11 Ang.  
RESPONSE: This is a quantum crystallographic model (HAR model), hence, long
X-H bond lengths unlike in the conventional model, with a good agreement to
the neutron values.
;
_vrf_PLAT353_NAC_RT              
;
PROBLEM: Long   N-H (N0.87,N1.01A)  N1       - H1A      .       1.01 Ang.  
RESPONSE: This is a quantum crystallographic model (HAR model), hence, long
X-H bond lengths unlike in the conventional model, with a good agreement to
the neutron values.
;
_vrf_PLAT355_NAC_RT              
;
PROBLEM: Long   O-H (X0.82,N0.98A)  O2       - H2       .       1.01 Ang.  
RESPONSE: This is a quantum crystallographic model (HAR model), hence, long
X-H bond lengths unlike in the conventional model, with a good agreement to
the neutron values.
;
_vrf_PLAT911_NAC_RT              
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600          3 Report
RESPONSE: This could be potentially due to the data collection strategy or
beamstop masking.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_AS_TPHN_neut
_database_code_depnum_ccdc_archive 'CCDC 2456108'
loop_
_audit_author_name
_audit_author_address
'Ashi Singh'
;Indian Institute of Technology Delhi
India
;
_audit_update_record             
;
2025-06-17 deposited with the CCDC.	2025-08-06 downloaded from the CCDC.
;

_exptl_special_details           
; 
 The crystal was 
placed in the cold stream of an Oxford 
Cryosystems open-flow nitrogen cryostat (Cosier & 
Glazer, 1986) with a nominal stability of 0.1K. 
The wide-bore COBRA was used.
 
Cosier, J. & Glazer, A.M., 1986. J. Appl. Cryst. 105-107. 
;

_refine_special_details          
; 
 ? 
;

_cell_length_a                   9.4285(8)
_cell_length_b                   10.0829(10)
_cell_length_c                   17.0590(18)
_cell_angle_alpha                97.899(4)
_cell_angle_beta                 90.410(3)
_cell_angle_gamma                115.472(3)
_cell_volume                     1446.2(2)

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1 '
_symmetry_space_group_name_Hall  ?
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 6.6484
'ILL Blue Book'
H 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 -3.7409
'ILL Blue Book'
S 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 0.0000 2.8470
'ILL Blue Book'


_cell_formula_units_Z            4

# Given Formula = C19 H16 S 
# Dc =      1.27 Fooo =    288.00 Mu =      2.10 M =    276.40
# Found Formula = C19 H16 S 
# Dc =      1.27 FOOO =    288.00 Mu =      2.10 M =    276.40

_chemical_formula_sum            'C19 H16 S'
_chemical_formula_moiety         'C19 H16 S'
_chemical_compound_source        .
_chemical_formula_weight         276.40


_cell_measurement_reflns_used    9076
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      33.07
_cell_measurement_temperature    100

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_min          0.9
_exptl_crystal_size_mid          0.9
_exptl_crystal_size_max          2.4

_exptl_crystal_density_diffrn    1.269
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             288
_exptl_absorpt_coefficient_mu    0.210

# Sheldrick geometric approximatio 0.93 0.96 


_diffrn_radiation_probe          neutron
_diffrn_radiation_type           neutron
_diffrn_source                   'nuclear reactor'
_diffrn_source_details           'thermal neutrons, supermirror guides'
_diffrn_measurement_device       'Laue image-plate diffractometer'
_diffrn_measurement_method       Laue
_diffrn_reflns_reduction_process 'LaueG (Piltz, 2018a)'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Gumtree interface at ANSTO'
_computing_data_reduction        
'argonne_boxes (Wilkinson et al., 1988) & LaueG (Piltz, 2018b)'
_computing_cell_refinement       'USER DEFINED CELL REFINEMENT'
_computing_structure_solution    'X-ray diffraction study'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003) + LAUEG'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        .

_diffrn_ambient_temperature      100
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 13943 
# Theoretical number of reflections is about 36580 

_reflns_special_details          
;
LAUEG SPECIFIC INFORMATION:
  HKL generation: wav = 0.850 to 1.700, d-space > 0.550
  Image scale factors: refined
  Wavelength spectra model:  10 point spline + non-param, gamma = 300.0
  Efficiency model: Quadratic in Y
  Extinction correction: off
  Harmonics (wav/2) correction: off
  Absorption correction: off
  Friedel pairs are merged
  Merge statistics using final weights:
    R = 6.9 ( 5.3)%  wR2 =10.3 ( 7.7)%  GOOF = 1.3  (26139 reflns > 4 sig)
    R =11.8 (10.6)%  wR2 =16.3 (15.4)%  GOOF = 1.1  (all 108265 reflns)
  Summary of refineable correction factors:
    File scale factor    min=-10.8%  max=485.0%  ave=154.7%  st.dev.=159.3%
    Wavelength spectra   min= -5.4%  max= 13.1%  ave=  0.7%  st.dev.=  3.8%
    Refined efficiency   min= -8.5%  max= 24.8%  ave= -0.8%  st.dev.=  7.8%
    Sample absorption    min=  0.0%  max=  0.0%  ave=  0.0%  st.dev.=  0.0%
    Sample extinction    min=  0.0%  max=  0.0%  ave=  0.0%  st.dev.=  0.0%
;

_diffrn_measurement_details      
;
31 images, exposure time  60 to 135 minutes from two crystal 
orientations
;
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_radiation_wavelength     0.85
_diffrn_reflns_theta_full        89.90
_diffrn_reflns_theta_max         90.00
_diffrn_reflns_resolution_max    1.82
_diffrn_measured_fraction_theta_full 0.766
_diffrn_measured_fraction_theta_max 0.766
_diffrn_reflns_av_R_equivalents  0.1180
_diffrn_reflns_av_unetI/netI     0.1424
_diffrn_reflns_number            108265
_reflns_number_total             13943
_reflns_number_gt                6216
_reflns_threshold_expression     >2sigma(I)
_exptl_absorpt_correction_type   none

_diffrn_reflns_theta_min         2.709




_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

_atom_sites_solution_primary     geom
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -1.19
_refine_diff_density_max         1.27


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 

# Explicitly named reflections are ALWAYS excluded from R&wR 

# The values actually used during refinement 
# These are labelled "all" for compatibility with PLATON 
_oxford_refine_reflns_threshold_expression I>3.0\s(I)
_refine_ls_number_restraints     0
_refine_ls_number_parameters     649
_refine_ls_number_reflns         6216
_oxford_refine_ls_R_factor_ref   0.0652
_refine_ls_R_factor_all          0.0652
_refine_ls_wR_factor_ref         0.0359
_refine_ls_wR_factor_all         0.0359
_refine_ls_goodness_of_fit_ref   1.3676
_refine_ls_shift/su_max          0.0010143
_refine_ls_shift/su_mean         0.0000484


# Computed with I/sigma = -10 
_oxford_reflns_number_all        13282
_oxford_refine_ls_R_factor_all   0.1866
_oxford_refine_ls_wR_factor_all  0.0608

_refine_ls_R_factor_gt           0.0805
_refine_ls_wR_factor_gt          0.0385


_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    refall
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     
;
 Method= 
 SQRT(W) = 1/(Data with the key SIGMA(/FO/) in list 6) 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
S1 S 0.2664(3) 0.8436(3) 1.04788(13) 0.0207 1.0000 Uani . . . . . .
S2 S 0.2742(3) 0.2892(4) 0.37250(15) 0.0276 1.0000 Uani . . . . . .
C1 C 0.36990(12) 0.19016(14) 0.42019(5) 0.0170 1.0000 Uani . . . . . .
C2 C 0.54531(12) 0.25217(13) 0.40592(5) 0.0166 1.0000 Uani . . . . . .
C3 C 0.61689(13) 0.15792(15) 0.38519(6) 0.0196 1.0000 Uani . . . . . .
C4 C 0.77974(13) 0.21509(16) 0.37958(7) 0.0230 1.0000 Uani . . . . . .
C5 C 0.87374(14) 0.36694(16) 0.39560(7) 0.0254 1.0000 Uani . . . . . .
C6 C 0.80330(15) 0.46213(16) 0.41628(7) 0.0257 1.0000 Uani . . . . . .
C7 C 0.64078(13) 0.40550(15) 0.42101(6) 0.0219 1.0000 Uani . . . . . .
C8 C 0.28275(12) 0.02708(14) 0.38018(5) 0.0189 1.0000 Uani . . . . . .
C9 C 0.25003(14) -0.00923(17) 0.29795(6) 0.0270 1.0000 Uani . . . . . .
C10 C 0.17772(15) -0.15624(17) 0.26164(6) 0.0313 1.0000 Uani . . . . . .
C11 C 0.13905(14) -0.27181(16) 0.30668(7) 0.0289 1.0000 Uani . . . . . .
C12 C 0.17418(13) -0.23687(15) 0.38823(7) 0.0243 1.0000 Uani . . . . . .
C13 C 0.24598(13) -0.08853(14) 0.42439(6) 0.0196 1.0000 Uani . . . . . .
C14 C 0.34548(12) 0.20281(13) 0.50920(5) 0.0165 1.0000 Uani . . . . . .
C15 C 0.46915(13) 0.24311(15) 0.56613(5) 0.0201 1.0000 Uani . . . . . .
C16 C 0.44297(13) 0.24260(15) 0.64653(5) 0.0225 1.0000 Uani . . . . . .
C17 C 0.29161(14) 0.19918(16) 0.67103(5) 0.0233 1.0000 Uani . . . . . .
C18 C 0.16718(14) 0.16072(16) 0.61481(6) 0.0240 1.0000 Uani . . . . . .
C19 C 0.19396(13) 0.16303(15) 0.53470(6) 0.0211 1.0000 Uani . . . . . .
C20 C 0.36941(12) 0.71964(13) 1.03587(5) 0.0152 1.0000 Uani . . . . . .
C21 C 0.33887(12) 0.64489(13) 0.94861(5) 0.0157 1.0000 Uani . . . . . .
C22 C 0.25482(12) 0.49162(14) 0.92643(5) 0.0178 1.0000 Uani . . . . . .
C23 C 0.22572(13) 0.42792(15) 0.84667(6) 0.0210 1.0000 Uani . . . . . .
C24 C 0.28047(14) 0.51595(16) 0.78736(6) 0.0231 1.0000 Uani . . . . . .
C25 C 0.36688(14) 0.66945(16) 0.80928(6) 0.0232 1.0000 Uani . . . . . .
C26 C 0.39587(13) 0.73216(15) 0.88878(6) 0.0201 1.0000 Uani . . . . . .
C27 C 0.54593(12) 0.81252(14) 1.05981(5) 0.0170 1.0000 Uani . . . . . .
C28 C 0.66040(12) 0.79047(14) 1.01600(6) 0.0188 1.0000 Uani . . . . . .
C29 C 0.82008(13) 0.87158(16) 1.03999(7) 0.0246 1.0000 Uani . . . . . .
C30 C 0.86760(14) 0.97481(16) 1.10918(7) 0.0271 1.0000 Uani . . . . . .
C31 C 0.75416(14) 0.99668(16) 1.15432(6) 0.0258 1.0000 Uani . . . . . .
C32 C 0.59480(13) 0.91537(15) 1.12992(6) 0.0217 1.0000 Uani . . . . . .
C33 C 0.29438(12) 0.60523(13) 1.09185(5) 0.0154 1.0000 Uani . . . . . .
C34 C 0.13032(12) 0.53495(15) 1.09455(5) 0.0187 1.0000 Uani . . . . . .
C35 C 0.05983(13) 0.42334(15) 1.14055(6) 0.0204 1.0000 Uani . . . . . .
C36 C 0.15147(13) 0.38062(15) 1.18557(6) 0.0204 1.0000 Uani . . . . . .
C37 C 0.31502(13) 0.45115(15) 1.18435(6) 0.0201 1.0000 Uani . . . . . .
C38 C 0.38535(12) 0.56126(14) 1.13748(5) 0.0185 1.0000 Uani . . . . . .
H11 H 0.3241(4) 0.9153(4) 0.98767(19) 0.0530 1.0000 Uani . . . . . .
H21 H 0.3418(5) 0.4186(5) 0.4196(3) 0.0733 1.0000 Uani . . . . . .
H31 H 0.5473(3) 0.0387(3) 0.37427(16) 0.0359 1.0000 Uani . . . . . .
H41 H 0.8319(3) 0.1397(4) 0.36374(18) 0.0440 1.0000 Uani . . . . . .
H51 H 0.9999(3) 0.4106(4) 0.39239(19) 0.0458 1.0000 Uani . . . . . .
H61 H 0.8735(4) 0.5806(4) 0.4284(2) 0.0482 1.0000 Uani . . . . . .
H71 H 0.5892(4) 0.4819(4) 0.43584(19) 0.0456 1.0000 Uani . . . . . .
H91 H 0.2814(4) 0.0789(4) 0.26210(16) 0.0500 1.0000 Uani . . . . . .
H101 H 0.1518(4) -0.1826(5) 0.19740(15) 0.0589 1.0000 Uani . . . . . .
H111 H 0.0838(4) -0.3856(4) 0.27881(19) 0.0500 1.0000 Uani . . . . . .
H121 H 0.1467(4) -0.3243(3) 0.42389(17) 0.0426 1.0000 Uani . . . . . .
H131 H 0.2718(3) -0.0652(3) 0.48820(14) 0.0388 1.0000 Uani . . . . . .
H151 H 0.5870(3) 0.2722(4) 0.54838(13) 0.0370 1.0000 Uani . . . . . .
H161 H 0.5418(3) 0.2737(4) 0.68971(14) 0.0459 1.0000 Uani . . . . . .
H171 H 0.2706(3) 0.1971(4) 0.73337(14) 0.0456 1.0000 Uani . . . . . .
H181 H 0.0493(3) 0.1285(4) 0.63314(16) 0.0445 1.0000 Uani . . . . . .
H191 H 0.0950(3) 0.1322(4) 0.49178(15) 0.0432 1.0000 Uani . . . . . .
H221 H 0.2106(3) 0.4213(3) 0.97156(14) 0.0323 1.0000 Uani . . . . . .
H231 H 0.1586(3) 0.3073(3) 0.83159(15) 0.0396 1.0000 Uani . . . . . .
H241 H 0.2587(4) 0.4682(4) 0.72546(12) 0.0425 1.0000 Uani . . . . . .
H251 H 0.4103(4) 0.7380(4) 0.76390(14) 0.0436 1.0000 Uani . . . . . .
H261 H 0.4647(3) 0.8508(3) 0.90370(15) 0.0370 1.0000 Uani . . . . . .
H281 H 0.6271(3) 0.7091(3) 0.96220(14) 0.0351 1.0000 Uani . . . . . .
H291 H 0.9065(3) 0.8518(4) 1.00549(18) 0.0455 1.0000 Uani . . . . . .
H301 H 0.9915(3) 1.0408(4) 1.12722(19) 0.0498 1.0000 Uani . . . . . .
H311 H 0.7891(4) 1.0771(4) 1.20750(15) 0.0482 1.0000 Uani . . . . . .
H321 H 0.5075(3) 0.9315(4) 1.16528(14) 0.0401 1.0000 Uani . . . . . .
H341 H 0.0570(3) 0.5668(4) 1.05994(14) 0.0374 1.0000 Uani . . . . . .
H351 H -0.0674(3) 0.3697(4) 1.14079(16) 0.0393 1.0000 Uani . . . . . .
H361 H 0.0987(3) 0.2968(4) 1.22221(16) 0.0398 1.0000 Uani . . . . . .
H371 H 0.3884(3) 0.4193(4) 1.21920(16) 0.0403 1.0000 Uani . . . . . .
H381 H 0.5121(3) 0.6123(4) 1.13631(16) 0.0384 1.0000 Uani . . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.9600(10)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 . C20 . 1.877(3) yes
S1 . H11 . 1.322(4) no
S2 . C1 . 1.860(3) yes
S2 . H21 . 1.321(5) no
C1 . C2 . 1.5309(15) yes
C1 . C8 . 1.5383(17) yes
C1 . C14 . 1.5335(13) yes
C2 . C3 . 1.3951(15) yes
C2 . C7 . 1.3988(18) yes
C3 . C4 . 1.3982(16) yes
C3 . H31 . 1.081(3) no
C4 . C5 . 1.385(2) yes
C4 . H41 . 1.077(3) no
C5 . C6 . 1.3948(18) yes
C5 . H51 . 1.081(3) no
C6 . C7 . 1.3937(17) yes
C6 . H61 . 1.076(4) no
C7 . H71 . 1.079(3) no
C8 . C9 . 1.3973(13) yes
C8 . C13 . 1.3949(18) yes
C9 . C10 . 1.385(2) yes
C9 . H91 . 1.085(4) no
C10 . C11 . 1.402(2) yes
C10 . H101 . 1.092(3) no
C11 . C12 . 1.3884(16) yes
C11 . H111 . 1.071(3) no
C12 . C13 . 1.3948(18) yes
C12 . H121 . 1.080(4) no
C13 . H131 . 1.084(2) no
C14 . C15 . 1.3914(12) yes
C14 . C19 . 1.3982(15) yes
C15 . C16 . 1.3956(13) yes
C15 . H151 . 1.077(3) no
C16 . C17 . 1.3872(16) yes
C16 . H161 . 1.089(2) no
C17 . C18 . 1.3916(15) yes
C17 . H171 . 1.084(3) no
C18 . C19 . 1.3931(14) yes
C18 . H181 . 1.078(3) no
C19 . H191 . 1.087(2) no
C20 . C21 . 1.5381(12) yes
C20 . C27 . 1.5357(15) yes
C20 . C33 . 1.5341(16) yes
C21 . C22 . 1.3932(17) yes
C21 . C26 . 1.3974(16) yes
C22 . C23 . 1.3937(13) yes
C22 . H221 . 1.081(3) no
C23 . C24 . 1.3921(18) yes
C23 . H231 . 1.093(3) no
C24 . C25 . 1.397(2) yes
C24 . H241 . 1.078(2) no
C25 . C26 . 1.3872(14) yes
C25 . H251 . 1.074(3) no
C26 . H261 . 1.078(3) no
C27 . C28 . 1.3947(14) yes
C27 . C32 . 1.3994(14) yes
C28 . C29 . 1.3940(15) yes
C28 . H281 . 1.087(3) no
C29 . C30 . 1.3897(17) yes
C29 . H291 . 1.079(3) no
C30 . C31 . 1.3976(17) yes
C30 . H301 . 1.083(3) no
C31 . C32 . 1.3930(16) yes
C31 . H311 . 1.074(3) no
C32 . H321 . 1.079(3) no
C33 . C34 . 1.4014(15) yes
C33 . C38 . 1.3966(13) yes
C34 . C35 . 1.3895(18) yes
C34 . H341 . 1.080(2) no
C35 . C36 . 1.3870(14) yes
C35 . H351 . 1.084(3) no
C36 . C37 . 1.3947(16) yes
C36 . H361 . 1.068(3) no
C37 . C38 . 1.3893(17) yes
C37 . H371 . 1.083(2) no
C38 . H381 . 1.080(3) no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C20 . S1 . H11 . 97.47(19) no
C1 . S2 . H21 . 98.2(2) no
S2 . C1 . C2 . 111.12(13) yes
S2 . C1 . C8 . 104.77(12) yes
C2 . C1 . C8 . 110.38(8) yes
S2 . C1 . C14 . 109.19(11) yes
C2 . C1 . C14 . 111.07(7) yes
C8 . C1 . C14 . 110.13(10) yes
C1 . C2 . C3 . 121.20(11) yes
C1 . C2 . C7 . 120.26(9) yes
C3 . C2 . C7 . 118.25(10) yes
C2 . C3 . C4 . 120.92(12) yes
C2 . C3 . H31 . 120.36(16) no
C4 . C3 . H31 . 118.72(17) no
C3 . C4 . C5 . 120.49(11) yes
C3 . C4 . H41 . 119.3(2) no
C5 . C4 . H41 . 120.2(2) no
C4 . C5 . C6 . 119.03(11) yes
C4 . C5 . H51 . 120.3(2) no
C6 . C5 . H51 . 120.7(2) no
C5 . C6 . C7 . 120.57(13) yes
C5 . C6 . H61 . 120.5(2) no
C7 . C6 . H61 . 118.9(2) no
C2 . C7 . C6 . 120.73(11) yes
C2 . C7 . H71 . 120.3(2) no
C6 . C7 . H71 . 119.0(2) no
C1 . C8 . C9 . 120.92(11) yes
C1 . C8 . C13 . 120.64(8) yes
C9 . C8 . C13 . 118.24(11) yes
C8 . C9 . C10 . 120.86(13) yes
C8 . C9 . H91 . 119.6(2) no
C10 . C9 . H91 . 119.57(18) no
C9 . C10 . C11 . 120.50(10) yes
C9 . C10 . H101 . 119.9(3) no
C11 . C10 . H101 . 119.6(3) no
C10 . C11 . C12 . 119.08(12) yes
C10 . C11 . H111 . 120.7(2) no
C12 . C11 . H111 . 120.2(2) no
C11 . C12 . C13 . 120.05(13) yes
C11 . C12 . H121 . 120.22(19) no
C13 . C12 . H121 . 119.73(18) no
C8 . C13 . C12 . 121.24(9) yes
C8 . C13 . H131 . 120.6(2) no
C12 . C13 . H131 . 118.1(2) no
C1 . C14 . C15 . 121.71(9) yes
C1 . C14 . C19 . 119.91(8) yes
C15 . C14 . C19 . 118.22(9) yes
C14 . C15 . C16 . 121.08(10) yes
C14 . C15 . H151 . 120.09(14) no
C16 . C15 . H151 . 118.81(14) no
C15 . C16 . C17 . 120.26(9) yes
C15 . C16 . H161 . 119.47(18) no
C17 . C16 . H161 . 120.26(17) no
C16 . C17 . C18 . 119.23(9) yes
C16 . C17 . H171 . 120.45(18) no
C18 . C17 . H171 . 120.32(18) no
C17 . C18 . C19 . 120.36(10) yes
C17 . C18 . H181 . 120.00(18) no
C19 . C18 . H181 . 119.64(18) no
C14 . C19 . C18 . 120.83(9) yes
C14 . C19 . H191 . 120.03(17) no
C18 . C19 . H191 . 119.14(18) no
S1 . C20 . C21 . 107.33(9) yes
S1 . C20 . C27 . 109.50(12) yes
C21 . C20 . C27 . 112.01(8) yes
S1 . C20 . C33 . 105.80(11) yes
C21 . C20 . C33 . 111.45(9) yes
C27 . C20 . C33 . 110.49(7) yes
C20 . C21 . C22 . 122.24(9) yes
C20 . C21 . C26 . 119.62(10) yes
C22 . C21 . C26 . 118.13(9) yes
C21 . C22 . C23 . 120.75(11) yes
C21 . C22 . H221 . 119.67(16) no
C23 . C22 . H221 . 119.58(18) no
C22 . C23 . C24 . 120.75(12) yes
C22 . C23 . H231 . 118.61(17) no
C24 . C23 . H231 . 120.64(16) no
C23 . C24 . C25 . 118.77(9) yes
C23 . C24 . H241 . 121.5(2) no
C25 . C24 . H241 . 119.7(2) no
C24 . C25 . C26 . 120.22(11) yes
C24 . C25 . H251 . 119.22(19) no
C26 . C25 . H251 . 120.6(2) no
C21 . C26 . C25 . 121.37(12) yes
C21 . C26 . H261 . 120.30(16) no
C25 . C26 . H261 . 118.34(17) no
C20 . C27 . C28 . 121.58(9) yes
C20 . C27 . C32 . 119.89(9) yes
C28 . C27 . C32 . 118.40(10) yes
C27 . C28 . C29 . 121.06(10) yes
C27 . C28 . H281 . 120.66(16) no
C29 . C28 . H281 . 118.28(16) no
C28 . C29 . C30 . 120.12(11) yes
C28 . C29 . H291 . 119.76(19) no
C30 . C29 . H291 . 120.10(19) no
C29 . C30 . C31 . 119.49(11) yes
C29 . C30 . H301 . 120.6(2) no
C31 . C30 . H301 . 119.9(2) no
C30 . C31 . C32 . 120.07(10) yes
C30 . C31 . H311 . 120.4(2) no
C32 . C31 . H311 . 119.6(2) no
C27 . C32 . C31 . 120.84(10) yes
C27 . C32 . H321 . 119.27(17) no
C31 . C32 . H321 . 119.88(17) no
C20 . C33 . C34 . 120.27(8) yes
C20 . C33 . C38 . 121.46(9) yes
C34 . C33 . C38 . 118.15(10) yes
C33 . C34 . C35 . 121.00(9) yes
C33 . C34 . H341 . 119.79(19) no
C35 . C34 . H341 . 119.21(18) no
C34 . C35 . C36 . 120.30(10) yes
C34 . C35 . H351 . 119.42(18) no
C36 . C35 . H351 . 120.28(19) no
C35 . C36 . C37 . 119.30(11) yes
C35 . C36 . H361 . 120.94(18) no
C37 . C36 . H361 . 119.74(17) no
C36 . C37 . C38 . 120.38(9) yes
C36 . C37 . H371 . 120.3(2) no
C38 . C37 . H371 . 119.31(19) no
C33 . C38 . C37 . 120.86(10) yes
C33 . C38 . H381 . 120.08(18) no
C37 . C38 . H381 . 119.06(17) no


# start Validation Reply Form
_vrf_DIFMX02_AS_TPHN_neut        
;
PROBLEM: The maximum difference density is > 0.1*ZMAX*0.75
RESPONSE: These are values for neutron diffraction and are 
very low.  The checkcif values are for X-rays and do not 
apply
;
_vrf_PLAT088_AS_TPHN_neut        
;
PROBLEM: Poor Data / Parameter Ratio ....................       9.58 Note  
RESPONSE: The data to parameter ratio is exceptionally 
good for Laue neutron diffraction - data are measured at 
high resolution and all atoms are refined anisotropically.
The validity of this is reflected in the e.s.d.s of the
refined parameters and derived geometry
;
_vrf_PLAT420_AS_TPHN_neut        
;
PROBLEM: D-H Bond Without Acceptor  S1       --H11      .     Please Check 
RESPONSE: This is a finding of the study
;
_vrf_PLAT026_AS_TPHN_neut        
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        45% Check 
RESPONSE: This is due to Laue diffraction method
;
# end Validation Reply Form
####################################################################### 
# 
# 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_CAP_RT
_database_code_depnum_ccdc_archive 'CCDC 2456112'
loop_
_audit_author_name
_audit_author_address
'Ashi Singh'
;Indian Institute of Technology Delhi
India
;
_audit_update_record             
;
2025-06-03 deposited with the CCDC.	2025-08-06 downloaded from the CCDC.
;
_audit_creation_date             2025-01-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_chemical_formula_moiety         'C9 H15 N O3 S'
_chemical_formula_sum            'C9 H15 N O3 S'
_chemical_formula_weight         217.290
_chemical_absolute_configuration unk
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00313 0.00162 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
H 0.00000 0.00000 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
N 0.00612 0.00332 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
O 0.01085 0.00610 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'
S 0.12485 0.12449 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Brennan, Cowan, Rev. Sci. Instrum., 1992, 63, 850'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           ' P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,z+1/2

_symmetry_Int_Tables_number      19
_cell_length_a                   6.8342(2)
_cell_length_b                   8.8143(3)
_cell_length_c                   17.9688(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1082.42(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(1)
_cell_measurement_theta_max      33.13
_cell_measurement_theta_min      2.27
_cell_measurement_reflns_used    20657
_exptl_absorpt_coefficient_mu    0.282
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_F_000             464.0
_exptl_crystal_colour            'clear light colorless'
_exptl_crystal_description       block
_exptl_crystal_size_max          0.366
_exptl_crystal_size_mid          0.244
_exptl_crystal_size_min          0.182
_diffrn_reflns_av_R_equivalents  0.0462
_diffrn_reflns_av_unetI/netI     0.0343
_diffrn_reflns_Laue_measured_fraction_full 0.9983
_diffrn_reflns_Laue_measured_fraction_max 0.9983
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            20657
_diffrn_reflns_point_group_measured_fraction_full 0.9964
_diffrn_reflns_point_group_measured_fraction_max 0.9968
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         33.13
_diffrn_reflns_theta_min         2.27
_diffrn_ambient_temperature      298(1)
_diffrn_measured_fraction_theta_full 0.9983
_diffrn_measured_fraction_theta_max 0.9983
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.995
_reflns_limit_h_max              10
_reflns_limit_h_min              -10
_reflns_limit_k_max              13
_reflns_limit_k_min              -13
_reflns_limit_l_max              27
_reflns_limit_l_min              -27
_reflns_number_gt                3199
_reflns_number_total             4107
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.3048
_refine_diff_density_min         -0.2368
_refine_diff_density_rms         0.0434
_refine_ls_abs_structure_details 
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   0.02(3)
_refine_ls_d_res_high            0.6503
_refine_ls_d_res_low             8.9844
_refine_ls_goodness_of_fit_ref   1.0493
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    11
_refine_ls_number_parameters     178
_refine_ls_number_reflns         4107
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0558
_refine_ls_R_factor_gt           0.0385
_refine_ls_restrained_S_all      1.0493
_refine_ls_shift/su_max          0.0005
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0377P)²+0.1081P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0870
_refine_ls_wR_factor_ref         0.0990
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C7A) = Uanis(C7B)
3. Others
 Fixed Sof: C7B(0.75) H7Ba(0.75) H7Bb(0.75) C7A(0.25) H7Aa(0.25) H7Ab(0.25)
4.a Secondary CH2 refined with riding coordinates:
 C7B(H7Ba,H7Bb), C7A(H7Aa,H7Ab)
5. This dataset was used to perfrom X-ray quantum crystallographic technique of
Hirshfeld Atom Refinment (HAR) using NoSpherA2 module in Olex2 at B3LYP/def2TZVP.
The following options were used:
   SOFTWARE:       ORCA 5.0
   PARTITIONING:   NoSpherA2
   INT ACCURACY:   Normal
   METHOD:         B3LYP
   BASIS SET:      def2-TZVP
   CHARGE:         0
   MULTIPLICITY:   1
   DATE:           2025-01-08_17-06-34
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
_atom_site_refinement_flags_occupancy
_atom_site_disorder_group
S1 S 1.23327(7) 0.34648(5) 0.61040(3) 0.06479(15) Uani 1.000000 . . .
O1 O 0.67089(17) 0.57448(12) 0.70428(6) 0.0528(3) Uani 1.000000 . . .
N1 N 0.74776(16) 0.78109(11) 0.63906(6) 0.0346(2) Uani 1.000000 . . .
O3 O 0.25186(17) 0.86302(15) 0.69935(8) 0.0654(3) Uani 1.000000 . . .
O2 O 0.36162(17) 0.74055(15) 0.60205(7) 0.0609(3) Uani 1.000000 . . .
C3 C 0.77059(19) 0.63467(13) 0.65452(7) 0.0361(2) Uani 1.000000 . . .
C8 C 0.39490(19) 0.81687(16) 0.65617(8) 0.0420(3) Uani 1.000000 . . .
C4 C 0.59842(19) 0.86989(14) 0.67739(8) 0.0353(2) Uani 1.000000 . . .
C2 C 0.91215(19) 0.54246(14) 0.60783(8) 0.0378(3) Uani 1.000000 . . .
C5 C 0.8508(3) 0.87072(16) 0.58269(9) 0.0451(3) Uani 1.000000 . . .
H5a H 0.797(3) 0.8456(19) 0.5295(10) 0.0541(4) Uiso 1.000000 R . 1
H5b H 0.991(3) 0.839(2) 0.5790(9) 0.0541(4) Uiso 1.000000 R . 2
C9 C 0.7920(3) 0.4527(2) 0.55147(12) 0.0656(5) Uani 1.000000 . . .
C6 C 0.6356(3) 1.03300(17) 0.65069(12) 0.0574(4) Uani 1.000000 . . .
H6b H 0.603(3) 1.104(2) 0.6821(10) 0.0689(5) Uiso 1.000000 R . 2
H6a H 0.513(3) 1.063(2) 0.6063(11) 0.0689(5) Uiso 1.000000 R . 1
C1 C 1.0342(3) 0.4398(2) 0.65750(10) 0.0532(4) Uani 1.000000 . . .
C7B C 0.8342(4) 1.0320(2) 0.61298(14) 0.0510(5) Uani 0.750000 . P 1
H7Ba H 0.9378(4) 1.0534(2) 0.64833(14) 0.0612(6) Uiso 0.750000 R P 1
H7Bb H 0.8395(4) 1.1060(2) 0.57307(14) 0.0612(6) Uiso 0.750000 R P 1
H2 H 1.008(3) 0.622(2) 0.5838(10) 0.061(5) Uiso 1.000000 . . .
H4 H 0.619(3) 0.860(2) 0.7342(10) 0.058(4) Uiso 1.000000 . . .
H9a H 0.885(3) 0.386(3) 0.5204(12) 0.086(7) Uiso 1.000000 . . .
H9b H 0.677(5) 0.370(3) 0.5802(16) 0.112(10) Uiso 1.000000 . . .
H1a H 0.933(3) 0.350(3) 0.6824(12) 0.074(6) Uiso 1.000000 . . .
H1b H 1.096(4) 0.507(3) 0.6976(13) 0.095(7) Uiso 1.000000 . . .
C7A C 0.7347(12) 1.0176(7) 0.5854(4) 0.0510(5) Uani 0.250000 . P 2
H7Aa H 0.8234(12) 1.1027(7) 0.5795(4) 0.0612(6) Uiso 0.250000 R P 2
H7Ab H 0.6425(12) 1.0196(7) 0.5444(4) 0.0612(6) Uiso 0.250000 R P 2
H1 H 1.345(5) 0.478(4) 0.6021(16) 0.117(10) Uiso 1.000000 . . .
H9c H 0.708(5) 0.531(4) 0.5141(16) 0.125(10) Uiso 1.000000 . . .
H3 H 0.284(4) 0.937(3) 0.7350(14) 0.081(7) Uiso 1.000000 . . .


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 1.8010(16) . ?
S1 H1 1.40(3) . ?
O1 C3 1.2430(16) . ?
N1 C3 1.3294(15) . ?
N1 C4 1.4589(16) . ?
N1 C5 1.4650(17) . ?
O3 C8 1.3127(17) . ?
O3 H3 0.94(3) . ?
O2 C8 1.2041(17) . ?
C3 C2 1.5168(17) . ?
C8 C4 1.5161(18) . ?
C4 C6 1.537(2) . ?
C4 H4 1.035(17) . ?
C2 C9 1.525(2) . ?
C2 C1 1.520(2) . ?
C2 H2 1.052(19) . ?
C5 H5a 1.048(17) . ?
C5 H5b 0.997(19) . ?
C5 C7B 1.527(2) . ?
C5 C7A 1.519(7) . ?
C9 H9a 1.03(2) . ?
C9 H9b 1.19(3) . ?
C9 H9c 1.12(3) . ?
C6 H6b 0.87(2) . ?
C6 H6a 1.19(2) . ?
C6 C7B 1.517(3) . ?
C6 C7A 1.361(7) . ?
C1 H1a 1.14(2) . ?
C1 H1b 1.02(3) . ?
C7B H7Ba 0.9700 . ?
C7B H7Bb 0.9700 . ?
C7A H7Aa 0.9700 . ?
C7A H7Ab 0.9700 . ?

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
H1 S1 C1 94.8(13) . . ?
C4 N1 C3 120.28(11) . . ?
C5 N1 C3 127.71(11) . . ?
C5 N1 C4 111.93(10) . . ?
H3 O3 C8 116.4(17) . . ?
N1 C3 O1 120.03(12) . . ?
C2 C3 O1 121.25(11) . . ?
C2 C3 N1 118.65(11) . . ?
O2 C8 O3 120.66(13) . . ?
C4 C8 O3 116.04(12) . . ?
C4 C8 O2 123.27(12) . . ?
C8 C4 N1 110.96(10) . . ?
C6 C4 N1 103.83(11) . . ?
C6 C4 C8 111.19(13) . . ?
H4 C4 N1 108.9(10) . . ?
H4 C4 C8 110.5(10) . . ?
H4 C4 C6 111.3(10) . . ?
C9 C2 C3 107.58(12) . . ?
C1 C2 C3 110.13(12) . . ?
C1 C2 C9 112.13(14) . . ?
H2 C2 C3 105.4(10) . . ?
H2 C2 C9 114.1(10) . . ?
H2 C2 C1 107.3(11) . . ?
H5a C5 N1 110.4(9) . . ?
H5b C5 N1 110.8(10) . . ?
H5b C5 H5a 102.5(14) . . ?
C7B C5 N1 102.71(13) . . ?
C7B C5 H5a 119.7(10) . . ?
C7B C5 H5b 110.9(10) . . ?
C7A C5 N1 100.7(3) . . ?
C7A C5 H5a 91.5(10) . . ?
C7A C5 H5b 137.9(11) . . ?
C7A C5 C7B 32.4(3) . . ?
H9a C9 C2 108.8(13) . . ?
H9b C9 C2 112.7(14) . . ?
H9b C9 H9a 107.2(18) . . ?
H9c C9 C2 110.8(16) . . ?
H9c C9 H9a 110.0(19) . . ?
H9c C9 H9b 107(2) . . ?
H6b C6 C4 115.1(12) . . ?
H6a C6 C4 107.7(10) . . ?
H6a C6 H6b 95.3(15) . . ?
C7B C6 C4 106.38(13) . . ?
C7B C6 H6b 121.7(14) . . ?
C7B C6 H6a 109.4(10) . . ?
C7A C6 C4 105.0(3) . . ?
C7A C6 H6b 139.4(12) . . ?
C7A C6 H6a 78.2(11) . . ?
C7A C6 C7B 33.8(4) . . ?
C2 C1 S1 114.23(11) . . ?
H1a C1 S1 108.9(11) . . ?
H1a C1 C2 108.0(11) . . ?
H1b C1 S1 106.6(14) . . ?
H1b C1 C2 107.2(14) . . ?
H1b C1 H1a 111.9(18) . . ?
C6 C7B C5 103.36(15) . . ?
H7Ba C7B C5 111.09(12) . . ?
H7Ba C7B C6 111.09(13) . . ?
H7Bb C7B C5 111.09(11) . . ?
H7Bb C7B C6 111.09(11) . . ?
H7Bb C7B H7Ba 109.1 . . ?
C6 C7A C5 111.9(4) . . ?
H7Aa C7A C5 109.2(3) . . ?
H7Aa C7A C6 109.2(3) . . ?
H7Ab C7A C5 109.2(3) . . ?
H7Ab C7A C6 109.2(4) . . ?
H7Ab C7A H7Aa 107.9 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C1 C2 C3 -170.84(11) . . . . ?
S1 C1 C2 C9 69.41(16) . . . . ?
O1 C3 N1 C4 -3.41(17) . . . . ?
O1 C3 N1 C5 -179.80(14) . . . . ?
O1 C3 C2 C9 76.12(16) . . . . ?
O1 C3 C2 C1 -46.36(16) . . . . ?
N1 C3 C2 C9 -100.80(16) . . . . ?
N1 C3 C2 C1 136.72(15) . . . . ?
N1 C4 C8 O3 164.67(12) . . . . ?
N1 C4 C8 O2 -17.39(14) . . . . ?
N1 C4 C6 C7B -13.17(14) . . . . ?
N1 C4 C6 C7A 22.0(4) . . . . ?
N1 C5 C7B C6 -34.01(15) . . . . ?
N1 C5 C7A C6 21.1(2) . . . . ?
O3 C8 C4 C6 -80.31(16) . . . . ?
O2 C8 C4 C6 97.63(17) . . . . ?
C8 C4 C6 C7B -132.55(16) . . . . ?
C8 C4 C6 C7A -97.4(4) . . . . ?
C4 C6 C7B C5 29.44(17) . . . . ?
C4 C6 C7A C5 -27.2(2) . . . . ?
C5 C7B C6 C7A -63.1(5) . . . . ?
C5 C7A C6 C7B 70.0(6) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_PLAT351_CAP_RT              
;
PROBLEM: Long   C-H (X0.96,N1.08A)  C6       - H6A      .       1.19 Ang.  
RESPONSE: This is a quantum crystallographic model (HAR model), hence, long
X-H bond lengths unlike in the conventional model, with a good agreement to
the neutron values.
;
_vrf_PLAT911_CAP_RT              
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600          2 Report
RESPONSE: This could be potentially due to the data collection strategy or
beamstop masking.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_NAC
_database_code_depnum_ccdc_archive 'CCDC 2456103'
loop_
_audit_author_name
_audit_author_address
'Ashi Singh'
;Indian Institute of Technology Delhi
India
;
_audit_update_record             
;
2025-06-03 deposited with the CCDC.	2025-08-06 downloaded from the CCDC.
;
_audit_creation_date             2025-01-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_chemical_formula_moiety         'C5 H9 N O3 S'
_chemical_formula_sum            'C5 H9 N O3 S'
_chemical_formula_weight         163.198
_chemical_absolute_configuration unk
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           ' P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z

_symmetry_Int_Tables_number      1
_cell_length_a                   5.0339(5)
_cell_length_b                   5.7865(5)
_cell_length_c                   6.4524(6)
_cell_angle_alpha                95.908(3)
_cell_angle_beta                 103.030(3)
_cell_angle_gamma                102.643(3)
_cell_volume                     176.36(3)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9952
_cell_measurement_temperature    109(1)
_cell_measurement_theta_max      33.40
_cell_measurement_theta_min      3.28
_exptl_absorpt_coefficient_mu    0.404
_exptl_absorpt_correction_T_max  0.946
_exptl_absorpt_correction_T_min  0.885
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1042 before and 0.0537 after correction.
The Ratio of minimum to maximum transmission is 0.9294.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'clear light colorless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colorless
_exptl_crystal_density_diffrn    1.537
_exptl_crystal_description       block
_exptl_crystal_F_000             86
_exptl_crystal_size_max          0.386
_exptl_crystal_size_mid          0.252
_exptl_crystal_size_min          0.138
_diffrn_reflns_av_R_equivalents  0.0341
_diffrn_reflns_av_unetI/netI     0.0299
_diffrn_reflns_Laue_measured_fraction_full 0.9953
_diffrn_reflns_Laue_measured_fraction_max 0.9978
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            15075
_diffrn_reflns_point_group_measured_fraction_full 0.9850
_diffrn_reflns_point_group_measured_fraction_max 0.9908
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         33.41
_diffrn_reflns_theta_min         3.28
_diffrn_ambient_temperature      109(1)
_diffrn_measured_fraction_theta_full 0.9953
_diffrn_measured_fraction_theta_max 0.9978
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.984
_reflns_limit_h_max              7
_reflns_limit_h_min              -7
_reflns_limit_k_max              8
_reflns_limit_k_min              -8
_reflns_limit_l_max              9
_reflns_limit_l_min              -9
_reflns_number_gt                2697
_reflns_number_total             2705
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.1443
_refine_diff_density_min         -0.1167
_refine_diff_density_rms         0.0399
_refine_ls_abs_structure_details 
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   0.030(13)
_refine_ls_d_res_high            0.6454
_refine_ls_d_res_low             6.2051
_refine_ls_goodness_of_fit_ref   1.0267
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2705
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0125
_refine_ls_R_factor_gt           0.0124
_refine_ls_restrained_S_all      1.0267
_refine_ls_shift/su_max          -0.0002
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0065P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0251
_refine_ls_wR_factor_ref         0.0251
_olex2_refinement_description    
;
;
_atom_sites_solution_primary     dual
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_refinement_flags_posn
S1 S 0.10341(2) 0.102167(16) 0.513061(15) 0.01248(3) Uani 1.000000 .
H1 H 0.141(2) 0.2391(19) 0.7036(17) 0.038(3) Uani 1.000000 .
O2 O 0.33608(7) 0.33315(6) 0.05427(5) 0.01878(7) Uani 1.000000 .
O1 O 0.89678(7) 0.60977(6) 0.82424(5) 0.01429(6) Uani 1.000000 .
O3 O 0.18437(7) 0.62581(6) 0.20837(5) 0.01413(6) Uani 1.000000 .
H3 H 0.071(3) 0.624(2) 0.0512(18) 0.029(3) Uani 1.000000 .
N1 N 0.50035(7) 0.64014(6) 0.59790(5) 0.01008(6) Uani 1.000000 .
H1A H 0.334(2) 0.7132(18) 0.5733(17) 0.034(2) Uani 1.000000 .
C1 C 0.66206(9) 0.89606(8) 0.94655(7) 0.01411(8) Uani 1.000000 .
H1B H 0.456(2) 0.9324(19) 0.9072(18) 0.046(3) Uani 1.000000 .
H1C H 0.822(2) 1.0589(15) 0.9535(17) 0.039(3) Uani 1.000000 .
H1D H 0.706(2) 0.8475(16) 1.1045(14) 0.034(2) Uani 1.000000 .
C2 C 0.69410(9) 0.70338(8) 0.78702(7) 0.01018(7) Uani 1.000000 .
C3 C 0.52244(8) 0.46203(7) 0.43105(6) 0.00947(7) Uani 1.000000 .
H3A H 0.7431(18) 0.5065(14) 0.4141(15) 0.023(2) Uani 1.000000 .
C4 C 0.33602(8) 0.46749(7) 0.21095(6) 0.01057(7) Uani 1.000000 .
C5 C 0.45785(8) 0.20752(7) 0.48534(7) 0.01084(7) Uani 1.000000 .
H5A H 0.6109(17) 0.1992(14) 0.6326(14) 0.0279(19) Uani 1.000000 .
H5B H 0.4771(17) 0.0851(14) 0.3541(14) 0.0285(19) Uani 1.000000 .


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 H1 1.344(10) . ?
S1 C5 1.8103(4) . ?
O2 C4 1.2103(5) . ?
O1 C2 1.2451(6) . ?
O3 H3 1.043(11) . ?
O3 C4 1.3137(5) . ?
N1 H1A 1.009(9) . ?
N1 C2 1.3377(6) . ?
N1 C3 1.4523(5) . ?
C1 H1B 1.085(10) . ?
C1 H1C 1.087(8) . ?
C1 H1D 1.073(9) . ?
C1 C2 1.4987(7) . ?
C3 H3A 1.117(8) . ?
C3 C4 1.5231(6) . ?
C3 C5 1.5315(6) . ?
C5 H5A 1.093(8) . ?
C5 H5B 1.083(8) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 S1 H1 96.7(5) . . ?
C4 O3 H3 110.3(7) . . ?
C2 N1 H1A 119.4(6) . . ?
C3 N1 H1A 119.8(6) . . ?
C3 N1 C2 120.82(4) . . ?
H1C C1 H1B 109.5(8) . . ?
H1D C1 H1B 110.0(8) . . ?
H1D C1 H1C 106.1(8) . . ?
C2 C1 H1B 113.2(6) . . ?
C2 C1 H1C 108.3(5) . . ?
C2 C1 H1D 109.5(5) . . ?
N1 C2 O1 120.66(4) . . ?
C1 C2 O1 121.96(4) . . ?
C1 C2 N1 117.35(4) . . ?
H3A C3 N1 108.3(4) . . ?
C4 C3 N1 112.33(3) . . ?
C4 C3 H3A 105.8(5) . . ?
C5 C3 N1 112.56(3) . . ?
C5 C3 H3A 107.8(4) . . ?
C5 C3 C4 109.68(3) . . ?
O3 C4 O2 124.72(4) . . ?
C3 C4 O2 120.19(4) . . ?
C3 C4 O3 115.09(3) . . ?
C3 C5 S1 113.94(3) . . ?
H5A C5 S1 110.1(4) . . ?
H5A C5 C3 109.3(4) . . ?
H5B C5 S1 106.0(4) . . ?
H5B C5 C3 108.4(5) . . ?
H5B C5 H5A 109.0(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C5 C3 N1 61.88(3) . . . . ?
S1 C5 C3 C4 -63.95(3) . . . . ?
O2 C4 C3 N1 178.33(4) . . . . ?
O2 C4 C3 C5 -55.70(4) . . . . ?
O1 C2 N1 C3 -0.36(5) . . . . ?
O3 C4 C3 N1 -1.26(4) . . . . ?
O3 C4 C3 C5 124.71(4) . . . . ?


# end Validation Reply Form
_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_PLAT926_NAC                 
;
PROBLEM: Reported and Calculated   R1 Differ by .........    -0.0081 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
_vrf_PLAT927_NAC                 
;
PROBLEM: Reported and Calculated  wR2 Differ by .........    -0.0353 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
_vrf_PLAT928_NAC                 
;
PROBLEM: Reported and Calculated    S value   Differ by .     -1.442 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
_vrf_PLAT351_NAC                 
;
PROBLEM: Long C-H (X0.96,N1.08A) C3 - H3A . 1.12 Ang.
RESPONSE: This is a HAR model, and hence, the bond length is comparable 
to neutron values. This has been discussed in the corresponding paper.
;
_vrf_PLAT353_NAC                 
;
PROBLEM: Long N-H (N0.87,N1.01A) N1 - H1A . 1.01 Ang.
RESPONSE: This is a HAR model, and hence, the bond length is comparable 
to neutron values. This has been discussed in the corresponding paper.
;
_vrf_PLAT355_NAC                 
;
PROBLEM: Long O-H (X0.82,N0.98A) O3 - H3 . 1.04 Ang.
RESPONSE: This is a HAR model, and hence, the bond length is comparable 
to neutron values. This has been discussed in the corresponding paper.
;
_vrf_PLAT911_NAC                 
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L= 0.600 3 Report
RESPONSE: This could be potentially due to data collection strategy or
beamstop masking.
;
####################################################################### 
# 
# 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_MCA
_database_code_depnum_ccdc_archive 'CCDC 2456104'
loop_
_audit_author_name
_audit_author_address
'Ashi Singh'
;Indian Institute of Technology Delhi
India
;
_audit_update_record             
;
2025-06-03 deposited with the CCDC.	2025-08-06 downloaded from the CCDC.
;
_audit_creation_date             2025-01-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_chemical_formula_moiety         'C4 H6 O4 S'
_chemical_formula_sum            'C4 H6 O4 S'
_chemical_formula_weight         150.149
_chemical_absolute_configuration unk
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           ' C -2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x,-y,z+1/2
3 x+1/2,y+1/2,z
4 x+1/2,-y+1/2,z+1/2

_symmetry_Int_Tables_number      9
_cell_length_a                   5.1467(3)
_cell_length_b                   14.1643(8)
_cell_length_c                   16.5915(10)
_cell_angle_alpha                90
_cell_angle_beta                 96.929(2)
_cell_angle_gamma                90
_cell_volume                     1200.68(12)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    16862
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      33.20
_cell_measurement_theta_min      2.47
_exptl_absorpt_coefficient_mu    0.474
_exptl_absorpt_correction_T_max  0.979
_exptl_absorpt_correction_T_min  0.951
_exptl_crystal_colour            'clear light colorless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colorless
_exptl_crystal_density_diffrn    1.661
_exptl_crystal_description       block
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.177
_exptl_crystal_size_mid          0.089
_exptl_crystal_size_min          0.044
_diffrn_reflns_av_R_equivalents  0.0524
_diffrn_reflns_av_unetI/netI     0.0494
_diffrn_reflns_Laue_measured_fraction_full 0.9991
_diffrn_reflns_Laue_measured_fraction_max 0.9983
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            16862
_diffrn_reflns_point_group_measured_fraction_full 0.9621
_diffrn_reflns_point_group_measured_fraction_max 0.8868
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         33.20
_diffrn_reflns_theta_min         2.47
_diffrn_ambient_temperature      100(1)
_diffrn_measured_fraction_theta_full 0.9991
_diffrn_measured_fraction_theta_max 0.9983
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.775
_reflns_limit_h_max              7
_reflns_limit_h_min              -6
_reflns_limit_k_max              21
_reflns_limit_k_min              -21
_reflns_limit_l_max              25
_reflns_limit_l_min              -25
_reflns_number_gt                3680
_reflns_number_total             4074
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.2927
_refine_diff_density_min         -0.2495
_refine_diff_density_rms         0.0709
_refine_ls_abs_structure_details 
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   0.02(4)
_refine_ls_d_res_high            0.6489
_refine_ls_d_res_low             8.2352
_refine_ls_goodness_of_fit_ref   1.0253
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     211
_refine_ls_number_reflns         4074
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0404
_refine_ls_R_factor_gt           0.0337
_refine_ls_restrained_S_all      1.0253
_refine_ls_shift/su_max          0.0005
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0182P)²+0.4989P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0618
_refine_ls_wR_factor_ref         0.0646
_olex2_refinement_description    
;
This dataset has been used to employ a quantum crystallographic
technique - Hirshfeld Atom Refinement (HAR) at B3LYP/def2TZVP level
of theory using NoSpherA2 module in Olex2.
;
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_refinement_flags_posn
S1 S 0.78338(8) 0.49443(3) 0.25843(3) 0.01636(9) Uani 1.000000 .
S2 S 0.28817(7) 0.69693(3) 0.74135(2) 0.01627(9) Uani 1.000000 .
O1 O 1.2045(2) 0.33118(9) 0.44065(7) 0.0179(3) Uani 1.000000 .
O2 O 0.7872(2) 0.65100(8) 0.41510(8) 0.0161(3) Uani 1.000000 .
O3 O 0.7992(2) 0.29980(8) 0.38247(8) 0.0170(2) Uani 1.000000 .
O4 O 0.3817(2) 0.61960(9) 0.35680(8) 0.0177(3) Uani 1.000000 .
O5 O 0.5292(2) 0.52981(10) 0.55789(8) 0.0221(3) Uani 1.000000 .
O6 O 0.1538(2) 0.85343(8) 0.58746(8) 0.0172(3) Uani 1.000000 .
O7 O 0.1780(2) 0.50219(8) 0.62106(8) 0.0172(2) Uani 1.000000 .
O8 O -0.2045(2) 0.82261(9) 0.64704(8) 0.0185(3) Uani 1.000000 .
C1 C 0.9642(3) 0.35515(11) 0.41253(10) 0.0131(3) Uani 1.000000 .
C2 C 0.9138(3) 0.45862(11) 0.42293(10) 0.0130(3) Uani 1.000000 .
C3 C 0.6948(3) 0.49606(11) 0.36188(10) 0.0119(3) Uani 1.000000 .
C4 C 0.6255(3) 0.59662(11) 0.38105(10) 0.0123(3) Uani 1.000000 .
C5 C 0.3184(3) 0.55642(11) 0.58780(10) 0.0136(3) Uani 1.000000 .
C6 C 0.2553(3) 0.65932(11) 0.57554(10) 0.0142(3) Uani 1.000000 .
C7 C 0.1018(3) 0.69873(11) 0.64048(10) 0.0127(3) Uani 1.000000 .
C8 C 0.0177(3) 0.79936(11) 0.62231(10) 0.0129(3) Uani 1.000000 .
H3 H 0.513(5) 0.4552(17) 0.3567(15) 0.036(7) Uiso 1.000000 .
H2a H 0.861(5) 0.4667(18) 0.4872(15) 0.033(7) Uiso 1.000000 .
H1a H 1.244(5) 0.2571(18) 0.4307(17) 0.014(6) Uiso 1.000000 .
H6a H 0.429(5) 0.6962(16) 0.5712(14) 0.032(6) Uiso 1.000000 .
H7 H -0.067(5) 0.6565(16) 0.6472(14) 0.030(6) Uiso 1.000000 .
H2b H 1.100(4) 0.4980(15) 0.4199(14) 0.023(6) Uiso 1.000000 .
H5 H 0.561(6) 0.460(2) 0.5681(18) 0.027(7) Uiso 1.000000 .
H1 H 0.983(5) 0.5454(19) 0.2744(15) 0.042(7) Uiso 1.000000 .
H4 H 0.361(6) 0.691(2) 0.3669(19) 0.026(8) Uiso 1.000000 .
H8 H -0.247(5) 0.8939(19) 0.6402(16) 0.017(7) Uiso 1.000000 .
H6b H 0.149(4) 0.6639(15) 0.5147(14) 0.022(5) Uiso 1.000000 .
H2 H 0.477(5) 0.7438(19) 0.7224(16) 0.044(7) Uiso 1.000000 .


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 C3 1.8283(16) . ?
S1 H1 1.26(3) . ?
S2 C7 1.8260(16) . ?
S2 H2 1.25(3) . ?
O1 C1 1.312(2) . ?
O1 H1a 1.09(3) . ?
O2 C4 1.2213(19) . ?
O3 C1 1.218(2) . ?
O4 C4 1.3115(19) . ?
O4 H4 1.04(3) . ?
O5 C5 1.302(2) . ?
O5 H5 1.01(3) . ?
O6 C8 1.2287(19) . ?
O7 C5 1.230(2) . ?
O8 C8 1.303(2) . ?
O8 H8 1.04(3) . ?
C1 C2 1.502(2) . ?
C2 C3 1.517(2) . ?
C2 H2a 1.14(2) . ?
C2 H2b 1.11(2) . ?
C3 C4 1.512(2) . ?
C3 H3 1.10(2) . ?
C5 C6 1.502(2) . ?
C6 C7 1.517(2) . ?
C6 H6a 1.04(2) . ?
C6 H6b 1.09(2) . ?
C7 C8 1.509(2) . ?
C7 H7 1.07(2) . ?

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
H1 S1 C3 94.9(12) . . ?
H2 S2 C7 95.7(12) . . ?
H1a O1 C1 112.5(15) . . ?
H4 O4 C4 107.9(16) . . ?
H5 O5 C5 110.0(17) . . ?
H8 O8 C8 113.3(15) . . ?
O3 C1 O1 124.03(15) . . ?
C2 C1 O1 112.35(14) . . ?
C2 C1 O3 123.62(15) . . ?
C3 C2 C1 112.91(14) . . ?
H2a C2 C1 105.7(13) . . ?
H2a C2 C3 110.3(12) . . ?
H2b C2 C1 108.8(11) . . ?
H2b C2 C3 111.6(11) . . ?
H2b C2 H2a 107.2(18) . . ?
C2 C3 S1 111.92(11) . . ?
C4 C3 S1 107.54(11) . . ?
C4 C3 C2 111.35(13) . . ?
H3 C3 S1 103.2(13) . . ?
H3 C3 C2 115.3(13) . . ?
H3 C3 C4 107.0(13) . . ?
O4 C4 O2 123.97(15) . . ?
C3 C4 O2 121.78(14) . . ?
C3 C4 O4 114.24(14) . . ?
O7 C5 O5 123.49(15) . . ?
C6 C5 O5 113.94(15) . . ?
C6 C5 O7 122.54(16) . . ?
C7 C6 C5 112.54(14) . . ?
H6a C6 C5 108.8(13) . . ?
H6a C6 C7 112.8(13) . . ?
H6b C6 C5 105.0(12) . . ?
H6b C6 C7 112.9(12) . . ?
H6b C6 H6a 104.1(18) . . ?
C6 C7 S2 112.63(11) . . ?
C8 C7 S2 107.60(11) . . ?
C8 C7 C6 111.53(13) . . ?
H7 C7 S2 103.8(12) . . ?
H7 C7 C6 111.5(12) . . ?
H7 C7 C8 109.4(12) . . ?
O8 C8 O6 124.24(15) . . ?
C7 C8 O6 121.09(15) . . ?
C7 C8 O8 114.66(14) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C3 C2 C1 -67.17(12) . . . . ?
S1 C3 C4 O2 -93.56(12) . . . . ?
S1 C3 C4 O4 85.31(12) . . . . ?
S2 C7 C6 C5 64.56(12) . . . . ?
S2 C7 C8 O6 91.24(12) . . . . ?
S2 C7 C8 O8 -88.18(12) . . . . ?
O1 C1 C2 C3 154.94(14) . . . . ?
O2 C4 C3 C2 29.39(18) . . . . ?
O3 C1 C2 C3 -26.07(19) . . . . ?
O4 C4 C3 C2 -151.74(14) . . . . ?
O5 C5 C6 C7 -152.80(15) . . . . ?
O6 C8 C7 C6 -32.76(18) . . . . ?
O7 C5 C6 C7 29.22(19) . . . . ?
O8 C8 C7 C6 147.82(15) . . . . ?
C1 C2 C3 C4 172.43(14) . . . . ?
C5 C6 C7 C8 -174.33(13) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_PLAT355_MCA                 
;
PROBLEM: Long   O-H (X0.82,N0.98A)  O1       - H1A      .       1.09 Ang.  
RESPONSE: This is a HAR model, and hence, the bond length is comparable 
to neutron values. This has been discussed in the corresponding paper.
;
_vrf_PLAT926_MCA                 
;
PROBLEM: Reported and Calculated   R1 Differ by .........    -0.0059 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
_vrf_PLAT927_MCA                 
;
PROBLEM: Reported and Calculated  wR2 Differ by .........    -0.0147 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
_vrf_PLAT928_MCA                 
;
PROBLEM: Reported and Calculated    S value   Differ by .     -0.234 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
_vrf_PLAT351_MCA                 
;
PROBLEM: Long   C-H (X0.96,N1.08A)  C2       - H2A      .       1.14 Ang.  
RESPONSE: This is a HAR model, and hence, the bond length is comparable 
to neutron values. This has been discussed in the corresponding paper.
;
# end Validation Reply Form

####################################################################### 
# 
# 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_CAP
_database_code_depnum_ccdc_archive 'CCDC 2456105'
loop_
_audit_author_name
_audit_author_address
'Ashi Singh'
;Indian Institute of Technology Delhi
India
;
_audit_update_record             
;
2025-06-03 deposited with the CCDC.	2025-08-06 downloaded from the CCDC.
;
_audit_creation_date             2024-07-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_chemical_formula_moiety         'C9 H15 N O3 S'
_chemical_formula_sum            'C9 H15 N O3 S'
_chemical_formula_weight         217.290
_chemical_absolute_configuration unk
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           ' P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,z+1/2

_symmetry_Int_Tables_number      19
_cell_length_a                   6.7827(3)
_cell_length_b                   8.7826(3)
_cell_length_c                   17.4217(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1037.81(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    15668
_cell_measurement_theta_max      33.18
_cell_measurement_theta_min      2.34
_exptl_absorpt_coefficient_mu    0.294
_exptl_absorpt_correction_T_max  0.945
_exptl_absorpt_correction_T_min  0.928
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_F_000             464
_exptl_crystal_colour            'clear light colorless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colorless
_exptl_crystal_description       block
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.212
_exptl_crystal_size_min          0.191
_diffrn_reflns_av_R_equivalents  0.0363
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_Laue_measured_fraction_full 0.9973
_diffrn_reflns_Laue_measured_fraction_max 0.9978
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            15668
_diffrn_reflns_point_group_measured_fraction_full 0.9957
_diffrn_reflns_point_group_measured_fraction_max 0.9962
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         33.18
_diffrn_reflns_theta_min         2.34
_diffrn_ambient_temperature      100(1)
_diffrn_measured_fraction_theta_full 0.9973
_diffrn_measured_fraction_theta_max 0.9978
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.994
_reflns_limit_h_max              10
_reflns_limit_h_min              -10
_reflns_limit_k_max              13
_reflns_limit_k_min              -13
_reflns_limit_l_max              26
_reflns_limit_l_min              -26
_reflns_number_gt                3804
_reflns_number_total             3959
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.1164
_refine_diff_density_min         -0.1491
_refine_diff_density_rms         0.0270
_refine_ls_abs_structure_details 
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   0.06(2)
_refine_ls_d_res_high            0.6494
_refine_ls_d_res_low             8.7109
_refine_ls_goodness_of_fit_ref   1.0590
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     262
_refine_ls_number_reflns         3959
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0180
_refine_ls_R_factor_gt           0.0166
_refine_ls_restrained_S_all      1.0590
_refine_ls_shift/su_max          0.0004
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0304
_refine_ls_wR_factor_ref         0.0309
_olex2_refinement_description    
;
This dataset has been used to employ a quantum crystallographic
technique - Hirshfeld Atom Refinement (HAR) at B3LYP/def2TZVP level
of theory using NoSpherA2 module in Olex2.
;
_atom_sites_solution_primary     dual
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_refinement_flags_posn
S1 S 0.74645(2) 0.640617(14) 0.393385(7) 0.01815(3) Uani 1.000000 .
O1 O 0.16772(6) 0.41836(4) 0.29837(2) 0.01752(8) Uani 1.000000 .
O3 O -0.24353(7) 0.13521(5) 0.29693(2) 0.02028(7) Uani 1.000000 .
O2 O -0.13372(6) 0.25232(4) 0.40017(2) 0.01938(8) Uani 1.000000 .
N1 N 0.25619(7) 0.20859(4) 0.36214(2) 0.01143(7) Uani 1.000000 .
C3 C 0.27371(7) 0.35702(5) 0.34804(3) 0.01196(8) Uani 1.000000 .
C4 C -0.09990(8) 0.17703(5) 0.34367(3) 0.01376(9) Uani 1.000000 .
C2 C 0.41651(7) 0.45001(5) 0.39581(3) 0.01265(8) Uani 1.000000 .
C5 C 0.10489(7) 0.11970(5) 0.32285(3) 0.01179(8) Uani 1.000000 .
C8 C 0.37059(9) 0.11568(6) 0.41620(3) 0.01431(9) Uani 1.000000 .
C7 C 0.34798(9) -0.04343(6) 0.38305(3) 0.01639(10) Uani 1.000000 .
C9 C 0.29565(9) 0.54826(7) 0.45094(4) 0.02055(11) Uani 1.000000 .
C6 C 0.13675(9) -0.04443(6) 0.35260(4) 0.01714(10) Uani 1.000000 .
C1 C 0.54794(8) 0.54531(7) 0.34318(3) 0.01702(10) Uani 1.000000 .
H2 H 0.5129(11) 0.3749(8) 0.4291(4) 0.0308(18) Uani 1.000000 .
H5 H 0.1239(10) 0.1296(8) 0.2606(3) 0.0245(16) Uani 1.000000 .
H8a H 0.5217(11) 0.1527(9) 0.4182(4) 0.0341(18) Uani 1.000000 .
H8b H 0.3088(13) 0.1223(8) 0.4720(4) 0.042(2) Uani 1.000000 .
H7a H 0.4562(12) -0.0595(8) 0.3367(5) 0.039(2) Uani 1.000000 .
H7b H 0.3765(13) -0.1296(9) 0.4262(4) 0.042(2) Uani 1.000000 .
H9a H 0.1928(12) 0.6194(9) 0.4182(4) 0.042(2) Uani 1.000000 .
H9b H 0.2089(15) 0.4784(10) 0.4881(4) 0.052(3) Uani 1.000000 .
H9c H 0.3923(12) 0.6187(9) 0.4837(4) 0.043(2) Uani 1.000000 .
H6a H 0.0369(12) -0.0664(9) 0.3994(4) 0.044(2) Uani 1.000000 .
H6b H 0.1114(13) -0.1284(8) 0.3072(4) 0.041(2) Uani 1.000000 .
H1a H 0.4597(12) 0.6329(9) 0.3146(4) 0.036(2) Uani 1.000000 .
H1b H 0.6117(13) 0.4756(9) 0.2978(4) 0.048(2) Uani 1.000000 .
H1 H 0.8576(14) 0.5177(10) 0.4010(5) 0.054(3) Uani 1.000000 .
H3 H -0.2027(13) 0.0596(10) 0.2568(5) 0.034(2) Uani 1.000000 .


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 1.8107(5) . ?
S1 H1 1.323(8) . ?
O1 C3 1.2474(6) . ?
O3 C4 1.3217(6) . ?
O3 H3 1.003(9) . ?
O2 C4 1.2077(6) . ?
N1 C3 1.3319(6) . ?
N1 C5 1.4599(6) . ?
N1 C8 1.4679(6) . ?
C3 C2 1.5158(7) . ?
C4 C5 1.5213(7) . ?
C2 C9 1.5295(8) . ?
C2 C1 1.5283(7) . ?
C2 H2 1.095(7) . ?
C5 C6 1.5470(7) . ?
C5 H5 1.095(6) . ?
C8 C7 1.5198(7) . ?
C8 H8a 1.076(7) . ?
C8 H8b 1.060(7) . ?
C7 C6 1.5278(8) . ?
C7 H7a 1.100(8) . ?
C7 H7b 1.084(7) . ?
C9 H9a 1.097(8) . ?
C9 H9b 1.069(8) . ?
C9 H9c 1.067(7) . ?
C6 H6a 1.077(7) . ?
C6 H6b 1.095(7) . ?
C1 H1a 1.094(7) . ?
C1 H1b 1.089(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H1 S1 C1 95.4(4) . . ?
H3 O3 C4 114.2(5) . . ?
C5 N1 C3 119.98(4) . . ?
C8 N1 C3 127.97(4) . . ?
C8 N1 C5 112.03(4) . . ?
N1 C3 O1 119.95(4) . . ?
C2 C3 O1 121.09(4) . . ?
C2 C3 N1 118.89(4) . . ?
O2 C4 O3 120.94(5) . . ?
C5 C4 O3 115.73(4) . . ?
C5 C4 O2 123.30(5) . . ?
C9 C2 C3 107.83(4) . . ?
C1 C2 C3 109.78(4) . . ?
C1 C2 C9 112.36(4) . . ?
H2 C2 C3 110.3(4) . . ?
H2 C2 C9 109.1(4) . . ?
H2 C2 C1 107.4(4) . . ?
C4 C5 N1 110.67(4) . . ?
C6 C5 N1 104.06(4) . . ?
C6 C5 C4 110.86(4) . . ?
H5 C5 N1 109.8(4) . . ?
H5 C5 C4 108.5(4) . . ?
H5 C5 C6 112.9(4) . . ?
C7 C8 N1 102.35(4) . . ?
H8a C8 N1 110.8(4) . . ?
H8a C8 C7 112.7(4) . . ?
H8b C8 N1 110.4(4) . . ?
H8b C8 C7 111.1(4) . . ?
H8b C8 H8a 109.3(6) . . ?
C6 C7 C8 103.40(5) . . ?
H7a C7 C8 109.3(4) . . ?
H7a C7 C6 111.7(4) . . ?
H7b C7 C8 111.1(4) . . ?
H7b C7 C6 113.8(4) . . ?
H7b C7 H7a 107.5(6) . . ?
H9a C9 C2 109.7(4) . . ?
H9b C9 C2 110.6(5) . . ?
H9b C9 H9a 107.0(7) . . ?
H9c C9 C2 109.5(4) . . ?
H9c C9 H9a 109.8(6) . . ?
H9c C9 H9b 110.3(6) . . ?
C7 C6 C5 104.00(4) . . ?
H6a C6 C5 109.4(4) . . ?
H6a C6 C7 109.1(4) . . ?
H6b C6 C5 111.3(4) . . ?
H6b C6 C7 113.7(5) . . ?
H6b C6 H6a 109.1(6) . . ?
C2 C1 S1 113.40(4) . . ?
H1a C1 S1 107.5(4) . . ?
H1a C1 C2 109.8(4) . . ?
H1b C1 S1 108.4(5) . . ?
H1b C1 C2 111.1(4) . . ?
H1b C1 H1a 106.4(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
S1 C1 C2 C3 -171.91(4) . . . . ?
S1 C1 C2 C9 68.09(5) . . . . ?
O1 C3 N1 C5 -3.73(6) . . . . ?
O1 C3 N1 C8 178.01(5) . . . . ?
O1 C3 C2 C9 70.28(5) . . . . ?
O1 C3 C2 C1 -52.43(5) . . . . ?
O3 C4 C5 N1 162.16(4) . . . . ?
O3 C4 C5 C6 -82.90(5) . . . . ?
O2 C4 C5 N1 -19.93(6) . . . . ?
O2 C4 C5 C6 95.01(5) . . . . ?
N1 C3 C2 C9 -106.78(5) . . . . ?
N1 C3 C2 C1 130.51(5) . . . . ?
N1 C5 C6 C7 -20.10(4) . . . . ?
N1 C8 C7 C6 -36.40(5) . . . . ?
C4 C5 C6 C7 -139.11(4) . . . . ?
C5 C6 C7 C8 35.19(5) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_PLAT927_CAP                 
;
PROBLEM: Reported and Calculated  wR2 Differ by .........    -0.0504 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
_vrf_PLAT926_CAP                 
;
PROBLEM: Reported and Calculated   R1 Differ by .........    -0.0125 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
_vrf_PLAT928_CAP                 
;
PROBLEM: Reported and Calculated    S value   Differ by .     -1.724 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
_vrf_PLAT911_CAP                 
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L= 0.600 3 Report
RESPONSE: This could be potentially due to data collection strategy or
beamstop masking.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_4MCB
_database_code_depnum_ccdc_archive 'CCDC 2456106'
loop_
_audit_author_name
_audit_author_address
'Ashi Singh'
;Indian Institute of Technology Delhi
India
;
_audit_update_record             
;
2025-06-03 deposited with the CCDC.	2025-08-06 downloaded from the CCDC.
;
_audit_creation_date             2024-07-20
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_chemical_formula_moiety         'C7 H6 O2 S'
_chemical_formula_sum            'C7 H6 O2 S'
_chemical_formula_weight         154.191
_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   3.8488(5)
_cell_length_b                   6.0156(6)
_cell_length_c                   14.4500(16)
_cell_angle_alpha                91.181(4)
_cell_angle_beta                 93.062(4)
_cell_angle_gamma                92.938(4)
_cell_volume                     333.55(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    106(2)
_cell_measurement_reflns_used    20422
_cell_measurement_theta_max      33.20
_cell_measurement_theta_min      2.82
_exptl_absorpt_coefficient_mu    0.409
_exptl_absorpt_correction_T_max  0.941
_exptl_absorpt_correction_T_min  0.914
_exptl_crystal_density_diffrn    1.535
_exptl_crystal_F_000             160
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_description       block
_exptl_crystal_size_max          0.296
_exptl_crystal_size_mid          0.183
_exptl_crystal_size_min          0.149
_diffrn_reflns_av_R_equivalents  0.0494
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_Laue_measured_fraction_full 0.9942
_diffrn_reflns_Laue_measured_fraction_max 0.9953
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            20422
_diffrn_reflns_point_group_measured_fraction_full 0.9942
_diffrn_reflns_point_group_measured_fraction_max 0.9953
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         33.20
_diffrn_reflns_theta_min         2.82
_diffrn_ambient_temperature      106(2)
_diffrn_measured_fraction_theta_full 0.9942
_diffrn_measured_fraction_theta_max 0.9953
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              5
_reflns_limit_h_min              -5
_reflns_limit_k_max              9
_reflns_limit_k_min              -9
_reflns_limit_l_max              22
_reflns_limit_l_min              0
_reflns_number_gt                2307
_reflns_number_total             2541
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.5071
_refine_diff_density_min         -0.2253
_refine_diff_density_rms         0.0473
_refine_ls_d_res_high            0.6490
_refine_ls_d_res_low             7.2127
_refine_ls_goodness_of_fit_ref   1.0837
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     145
_refine_ls_number_reflns         2541
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0262
_refine_ls_R_factor_gt           0.0224
_refine_ls_restrained_S_all      1.0837
_refine_ls_shift/su_max          0.0005
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0167P)²+0.0198P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0482
_refine_ls_wR_factor_ref         0.0500
_olex2_refinement_description    
;
This dataset has been used to employ a quantum crystallographic
technique - Hirshfeld Atom Refinement (HAR) at B3LYP/def2TZVP level
of theory using NoSpherA2 module in Olex2.
;
_atom_sites_solution_primary     dual
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_refinement_flags_posn
S1 S 0.91269(4) 0.22633(3) 0.073486(11) 0.02233(5) Uani 1.000000 .
O1 O 0.44258(12) 0.98394(7) 0.38591(3) 0.02005(9) Uani 1.000000 .
O2 O 0.72438(13) 0.75484(8) 0.47931(3) 0.02295(10) Uani 1.000000 .
C4 C 0.69354(14) 0.67127(9) 0.31926(4) 0.01424(10) Uani 1.000000 .
C1 C 0.83422(15) 0.39660(10) 0.17008(4) 0.01552(10) Uani 1.000000 .
C5 C 0.60975(15) 0.81694(10) 0.39774(4) 0.01509(10) Uani 1.000000 .
C2 C 0.92242(15) 0.33361(10) 0.26015(4) 0.01697(11) Uani 1.000000 .
C3 C 0.85333(15) 0.47134(10) 0.33451(4) 0.01635(11) Uani 1.000000 .
C7 C 0.67630(15) 0.59765(10) 0.15442(4) 0.01716(11) Uani 1.000000 .
C6 C 0.60622(15) 0.73395(10) 0.22899(4) 0.01634(11) Uani 1.000000 .
H3 H 0.921(2) 0.4225(15) 0.4035(6) 0.036(2) Uani 1.000000 .
H6 H 0.480(3) 0.8882(16) 0.2182(6) 0.040(2) Uani 1.000000 .
H7 H 0.610(3) 0.6485(15) 0.0861(6) 0.044(3) Uani 1.000000 .
H2A H 1.048(2) 0.1785(15) 0.2728(7) 0.038(2) Uani 1.000000 .
H2 H 0.650(3) 0.8560(19) 0.5285(8) 0.037(3) Uani 1.000000 .
H1 H 1.121(5) 0.096(4) 0.1096(11) 0.135(7) Uani 1.000000 .


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 1.7625(6) . ?
S1 H1 1.252(16) . ?
O1 C5 1.2305(7) . ?
O2 C5 1.3050(7) . ?
O2 H2 0.989(12) . ?
C4 C5 1.4782(8) . ?
C4 C3 1.3948(8) . ?
C4 C6 1.3940(8) . ?
C1 C2 1.3925(8) . ?
C1 C7 1.3983(8) . ?
C2 C3 1.3886(8) . ?
C2 H2A 1.087(9) . ?
C3 H3 1.068(9) . ?
C7 C6 1.3869(8) . ?
C7 H7 1.062(9) . ?
C6 H6 1.079(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H1 S1 C1 100.7(7) . . ?
H2 O2 C5 110.7(6) . . ?
C3 C4 C5 120.91(5) . . ?
C6 C4 C5 119.24(5) . . ?
C6 C4 C3 119.84(5) . . ?
C2 C1 S1 121.47(4) . . ?
C7 C1 S1 118.31(4) . . ?
C7 C1 C2 120.22(5) . . ?
O2 C5 O1 123.10(5) . . ?
C4 C5 O1 121.68(5) . . ?
C4 C5 O2 115.23(5) . . ?
C3 C2 C1 119.76(5) . . ?
H2A C2 C1 120.6(5) . . ?
H2A C2 C3 119.6(5) . . ?
C2 C3 C4 120.23(5) . . ?
H3 C3 C4 120.2(5) . . ?
H3 C3 C2 119.6(5) . . ?
C6 C7 C1 119.76(5) . . ?
H7 C7 C1 121.0(5) . . ?
H7 C7 C6 119.2(5) . . ?
C7 C6 C4 120.19(5) . . ?
H6 C6 C4 119.0(5) . . ?
H6 C6 C7 120.8(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C1 C2 C3 -179.38(5) . . . . ?
S1 C1 C7 C6 179.05(4) . . . . ?
O1 C5 C4 C3 -173.70(6) . . . . ?
O1 C5 C4 C6 5.33(7) . . . . ?
O2 C5 C4 C3 6.08(6) . . . . ?
O2 C5 C4 C6 -174.89(5) . . . . ?
C4 C3 C2 C1 0.53(7) . . . . ?
C4 C6 C7 C1 0.17(7) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_PLAT927_4MCB                
;
PROBLEM: Reported and Calculated  wR2 Differ by .........    -0.0527 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
_vrf_PLAT926_4MCB                
;
PROBLEM: Reported and Calculated   R1 Differ by .........    -0.0137 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
_vrf_PLAT928_4MCB                
;
PROBLEM: Reported and Calculated    S value   Differ by .     -1.144 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
_vrf_PLAT420_4MCB                
;
PROBLEM: D-H Bond Without Acceptor  S1       --H1       .     Please Check 
RESPONSE: The crystal packing shows there is no hydrogen bond associated
with the sulfur, rather it forms homochalcogen bond (S...S interaction).
;
_vrf_PLAT911_4MCB                
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600          6 Report
RESPONSE: This could be potentially due to the data collection strategy or
beamstop masking.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_2MCB_RT
_database_code_depnum_ccdc_archive 'CCDC 2456111'
loop_
_audit_author_name
_audit_author_address
'Ashi Singh'
;Indian Institute of Technology Delhi
India
;
_audit_update_record             
;
2025-06-03 deposited with the CCDC.	2025-08-06 downloaded from the CCDC.
;
_audit_creation_date             2025-01-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_chemical_formula_moiety         'C7 H6 O2 S'
_chemical_formula_sum            'C7 H6 O2 S'
_chemical_formula_weight         154.191
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   7.8812(5)
_cell_length_b                   5.9679(4)
_cell_length_c                   15.0099(11)
_cell_angle_alpha                90
_cell_angle_beta                 100.382(3)
_cell_angle_gamma                90
_cell_volume                     694.42(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    19934
_cell_measurement_temperature    305(1)
_cell_measurement_theta_max      33.17
_cell_measurement_theta_min      2.63
_exptl_absorpt_coefficient_mu    0.392
_exptl_crystal_colour            'clear yellow transparent'
_exptl_crystal_density_diffrn    1.475
_exptl_crystal_description       block
_exptl_crystal_F_000             320.0
_exptl_crystal_size_max          0.359
_exptl_crystal_size_mid          0.238
_exptl_crystal_size_min          0.178
_diffrn_reflns_av_R_equivalents  0.0474
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 0.9976
_diffrn_reflns_Laue_measured_fraction_max 0.9959
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            19934
_diffrn_reflns_point_group_measured_fraction_full 0.9976
_diffrn_reflns_point_group_measured_fraction_max 0.9959
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         33.17
_diffrn_reflns_theta_min         2.63
_diffrn_ambient_temperature      305(1)
_diffrn_measured_fraction_theta_full 0.9976
_diffrn_measured_fraction_theta_max 0.9959
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              11
_reflns_limit_h_min              -12
_reflns_limit_k_max              9
_reflns_limit_k_min              0
_reflns_limit_l_max              22
_reflns_limit_l_min              0
_reflns_number_gt                2046
_reflns_number_total             2641
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.2415
_refine_diff_density_min         -0.1833
_refine_diff_density_rms         0.0544
_refine_ls_d_res_high            0.6495
_refine_ls_d_res_low             7.7522
_refine_ls_goodness_of_fit_ref   1.1002
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     145
_refine_ls_number_reflns         2641
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0458
_refine_ls_R_factor_gt           0.0325
_refine_ls_restrained_S_all      1.1002
_refine_ls_shift/su_max          -0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0096P)²+0.1092P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0685
_refine_ls_wR_factor_ref         0.0750
_olex2_refinement_description    
;
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
S1 S -0.01670(3) 0.61620(5) 0.33643(2) 0.04599(9) Uani 1.000000 .
O1 O -0.01128(10) 0.21215(15) 0.42627(6) 0.0538(2) Uani 1.000000 .
O2 O 0.22321(12) 0.04033(18) 0.49795(8) 0.0581(3) Uani 1.000000 .
C1 C 0.20201(13) 0.53489(17) 0.35446(7) 0.0367(2) Uani 1.000000 .
C3 C 0.26199(12) 0.34110(17) 0.40298(7) 0.0365(2) Uani 1.000000 .
C2 C 0.14547(13) 0.19371(18) 0.44325(7) 0.0400(2) Uani 1.000000 .
C4 C 0.43735(14) 0.2865(2) 0.41529(8) 0.0446(2) Uani 1.000000 .
C7 C 0.32050(15) 0.6684(2) 0.32013(9) 0.0499(3) Uani 1.000000 .
C6 C 0.49405(15) 0.6122(2) 0.33342(9) 0.0530(3) Uani 1.000000 .
C5 C 0.55317(15) 0.4208(2) 0.38096(8) 0.0506(3) Uani 1.000000 .
H5 H 0.6878(18) 0.370(3) 0.3925(10) 0.073(4) Uani 1.000000 .
H6 H 0.588(2) 0.719(3) 0.3086(13) 0.100(6) Uani 1.000000 .
H7 H 0.278(2) 0.816(3) 0.2810(13) 0.093(6) Uani 1.000000 .
H4 H 0.4783(19) 0.142(3) 0.4539(11) 0.084(5) Uani 1.000000 .
H1 H 0.0033(18) 0.806(4) 0.2895(12) 0.092(6) Uani 1.000000 .
H2 H 0.147(2) -0.047(4) 0.5199(12) 0.071(5) Uani 1.000000 .


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 1.7640(10) . ?
S1 H1 1.36(2) . ?
O1 C2 1.2206(12) . ?
O2 C2 1.3062(14) . ?
O2 H2 0.90(2) . ?
C1 C3 1.4026(14) . ?
C1 C7 1.3948(15) . ?
C3 C2 1.4772(14) . ?
C3 C4 1.3995(14) . ?
C4 C5 1.3822(16) . ?
C4 H4 1.055(15) . ?
C7 C6 1.3873(17) . ?
C7 H7 1.078(16) . ?
C6 C5 1.3824(17) . ?
C6 H6 1.090(15) . ?
C5 H5 1.087(13) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H1 S1 C1 96.2(6) . . ?
H2 O2 C2 111.5(11) . . ?
C3 C1 S1 122.35(7) . . ?
C7 C1 S1 119.14(9) . . ?
C7 C1 C3 118.51(9) . . ?
C2 C3 C1 121.82(9) . . ?
C4 C3 C1 119.54(9) . . ?
C4 C3 C2 118.64(9) . . ?
O2 C2 O1 122.47(10) . . ?
C3 C2 O1 122.77(9) . . ?
C3 C2 O2 114.76(9) . . ?
C5 C4 C3 121.24(11) . . ?
H4 C4 C3 117.4(8) . . ?
H4 C4 C5 121.3(8) . . ?
C6 C7 C1 121.15(11) . . ?
H7 C7 C1 120.3(8) . . ?
H7 C7 C6 118.5(8) . . ?
C5 C6 C7 120.39(11) . . ?
H6 C6 C7 121.5(10) . . ?
H6 C6 C5 118.1(10) . . ?
C6 C5 C4 119.19(11) . . ?
H5 C5 C4 118.1(7) . . ?
H5 C5 C6 122.8(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C1 C3 C2 -0.80(10) . . . . ?
S1 C1 C3 C4 -179.68(9) . . . . ?
S1 C1 C7 C6 179.36(10) . . . . ?
O1 C2 C3 C1 10.78(14) . . . . ?
O1 C2 C3 C4 -170.33(12) . . . . ?
O2 C2 C3 C1 -169.82(10) . . . . ?
O2 C2 C3 C4 9.07(13) . . . . ?
C1 C3 C4 C5 0.39(12) . . . . ?
C1 C7 C6 C5 0.30(15) . . . . ?
C3 C4 C5 C6 -0.15(15) . . . . ?
C4 C5 C6 C7 -0.19(15) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_PLAT926_2MCB_RT             
;
PROBLEM: Reported and Calculated   R1 Differ by .........    -0.0162 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
_vrf_PLAT927_2MCB_RT             
;
PROBLEM: Reported and Calculated  wR2 Differ by .........    -0.0415 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
_vrf_PLAT928_2MCB_RT             
;
PROBLEM: Reported and Calculated    S value   Differ by .     -0.608 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
_vrf_PLAT911_2MCB_RT             
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600          3 Report
RESPONSE: This could be potentially due to the data collection strategy or
beamstop masking.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_2MCB
_database_code_depnum_ccdc_archive 'CCDC 2456107'
loop_
_audit_author_name
_audit_author_address
'Ashi Singh'
;Indian Institute of Technology Delhi
India
;
_audit_update_record             
;
2025-06-03 deposited with the CCDC.	2025-08-06 downloaded from the CCDC.
;
_audit_creation_date             2024-01-05
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_chemical_formula_moiety         'C7 H6 O2 S'
_chemical_formula_sum            'C7 H6 O2 S'
_chemical_formula_weight         154.191
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   7.8323(7)
_cell_length_b                   5.9007(6)
_cell_length_c                   14.6472(14)
_cell_angle_alpha                90
_cell_angle_beta                 100.346(4)
_cell_angle_gamma                90
_cell_volume                     665.93(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9906
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      33.20
_cell_measurement_theta_min      2.83
_exptl_absorpt_coefficient_mu    0.409
_exptl_absorpt_correction_T_max  0.913
_exptl_absorpt_correction_T_min  0.872
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1048 before and 0.0641 after correction.
The Ratio of minimum to maximum transmission is 0.8640.
The λ/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.538
_exptl_crystal_F_000             320
_exptl_crystal_colour            'clear light colorless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colorless
_exptl_crystal_description       block
_exptl_crystal_size_max          0.352
_exptl_crystal_size_mid          0.279
_exptl_crystal_size_min          0.222
_diffrn_reflns_av_R_equivalents  0.0510
_diffrn_reflns_av_unetI/netI     0.0268
_diffrn_reflns_Laue_measured_fraction_full 1.0000
_diffrn_reflns_Laue_measured_fraction_max 0.9965
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            27191
_diffrn_reflns_point_group_measured_fraction_full 1.0000
_diffrn_reflns_point_group_measured_fraction_max 0.9965
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         33.23
_diffrn_reflns_theta_min         2.64
_diffrn_ambient_temperature      100(1)
_diffrn_measured_fraction_theta_full 1.0000
_diffrn_measured_fraction_theta_max 0.9965
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              11
_reflns_limit_h_min              -12
_reflns_limit_k_max              9
_reflns_limit_k_min              0
_reflns_limit_l_max              22
_reflns_limit_l_min              0
_reflns_number_gt                2375
_reflns_number_total             2538
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.3008
_refine_diff_density_min         -0.2977
_refine_diff_density_rms         0.0535
_refine_ls_d_res_high            0.6485
_refine_ls_d_res_low             7.7050
_refine_ls_goodness_of_fit_ref   1.1854
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     145
_refine_ls_number_reflns         2538
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0215
_refine_ls_R_factor_gt           0.0195
_refine_ls_restrained_S_all      1.1854
_refine_ls_shift/su_max          -0.0001
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0087P)²+0.0388P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0406
_refine_ls_wR_factor_ref         0.0414
_olex2_refinement_description    
;
This dataset has been used to employ a quantum crystallographic
technique - Hirshfeld Atom Refinement (HAR) at B3LYP/def2TZVP level
of theory using NoSpherA2 module in Olex2.
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
S1 S 1.016092(16) 0.62920(2) 0.663385(9) 0.01432(4) Uani 1.000000 .
O2 O 0.77555(5) 0.03909(7) 0.50146(3) 0.01844(8) Uani 1.000000 .
H2 H 0.8592(13) -0.0521(18) 0.4770(7) 0.032(3) Uani 1.000000 .
O1 O 1.01266(5) 0.21640(7) 0.57509(3) 0.01728(8) Uani 1.000000 .
C2 C 0.73589(6) 0.34665(8) 0.59749(3) 0.01240(9) Uani 1.000000 .
C3 C 0.85413(6) 0.19619(8) 0.55750(3) 0.01334(9) Uani 1.000000 .
C1 C 0.79577(6) 0.54646(8) 0.64542(3) 0.01245(9) Uani 1.000000 .
C7 C 0.67587(7) 0.68498(9) 0.67918(4) 0.01626(10) Uani 1.000000 .
H7 H 0.7190(11) 0.8393(14) 0.7169(6) 0.034(2) Uani 1.000000 .
C4 C 0.55925(7) 0.29019(9) 0.58560(4) 0.01485(9) Uani 1.000000 .
H4 H 0.5169(11) 0.1386(16) 0.5504(6) 0.040(2) Uani 1.000000 .
C6 C 0.50134(7) 0.62701(9) 0.66593(4) 0.01718(10) Uani 1.000000 .
H6 H 0.4126(11) 0.7380(16) 0.6926(6) 0.037(2) Uani 1.000000 .
C5 C 0.44205(7) 0.42856(9) 0.61929(4) 0.01623(10) Uani 1.000000 .
H5 H 0.3068(10) 0.3820(16) 0.6085(6) 0.037(2) Uani 1.000000 .
H1 H 0.9919(13) 0.8199(18) 0.7081(8) 0.050(3) Uani 1.000000 .


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 1.7670(5) . ?
S1 H1 1.333(10) . ?
O2 H2 0.965(10) . ?
O2 C3 1.3154(6) . ?
O1 C3 1.2278(6) . ?
C2 C3 1.4778(7) . ?
C2 C1 1.4088(7) . ?
C2 C4 1.4031(7) . ?
C1 C7 1.4004(7) . ?
C7 H7 1.087(8) . ?
C7 C6 1.3885(7) . ?
C4 H4 1.056(9) . ?
C4 C5 1.3841(7) . ?
C6 H6 1.078(8) . ?
C6 C5 1.3927(8) . ?
C5 H5 1.078(8) . ?

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
H1 S1 C1 94.9(4) . . ?
C3 O2 H2 110.6(6) . . ?
C1 C2 C3 121.61(4) . . ?
C4 C2 C3 118.83(4) . . ?
C4 C2 C1 119.55(4) . . ?
O1 C3 O2 122.79(5) . . ?
C2 C3 O2 114.48(4) . . ?
C2 C3 O1 122.72(4) . . ?
C2 C1 S1 122.29(4) . . ?
C7 C1 S1 119.01(4) . . ?
C7 C1 C2 118.69(4) . . ?
H7 C7 C1 120.1(5) . . ?
C6 C7 C1 120.84(5) . . ?
C6 C7 H7 119.0(5) . . ?
H4 C4 C2 118.6(5) . . ?
C5 C4 C2 121.20(5) . . ?
C5 C4 H4 120.2(5) . . ?
H6 C6 C7 118.9(5) . . ?
C5 C6 C7 120.59(5) . . ?
C5 C6 H6 120.6(5) . . ?
C6 C5 C4 119.13(5) . . ?
H5 C5 C4 119.7(5) . . ?
H5 C5 C6 121.2(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C1 C2 C3 -1.31(5) . . . . ?
S1 C1 C2 C4 179.94(4) . . . . ?
S1 C1 C7 C6 179.51(4) . . . . ?
O2 C3 C2 C1 -168.72(4) . . . . ?
O2 C3 C2 C4 10.05(5) . . . . ?
O1 C3 C2 C1 11.21(6) . . . . ?
O1 C3 C2 C4 -170.03(5) . . . . ?
C2 C1 C7 C6 0.08(6) . . . . ?
C2 C4 C5 C6 -0.12(6) . . . . ?
C1 C7 C6 C5 0.49(6) . . . . ?
C7 C6 C5 C4 -0.47(6) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_PLAT927_2MCB                
;
PROBLEM: Reported and Calculated  wR2 Differ by .........    -0.0515 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
_vrf_PLAT926_2MCB                
;
PROBLEM: Reported and Calculated   R1 Differ by .........    -0.0143 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
_vrf_PLAT928_2MCB                
;
PROBLEM: Reported and Calculated    S value   Differ by .     -1.478 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_TPHN_RT
_database_code_depnum_ccdc_archive 'CCDC 2456113'
loop_
_audit_author_name
_audit_author_address
'Ashi Singh'
;Indian Institute of Technology Delhi
India
;
_audit_update_record             
;
2025-06-03 deposited with the CCDC.	2025-08-06 downloaded from the CCDC.
;
_audit_creation_date             2025-01-17
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_chemical_formula_moiety         'C19 H16 S'
_chemical_formula_sum            'C19 H16 S'
_chemical_formula_weight         276.38
_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   9.5965(2)
_cell_length_b                   10.3127(3)
_cell_length_c                   17.1393(5)
_cell_angle_alpha                97.460(1)
_cell_angle_beta                 90.062(1)
_cell_angle_gamma                116.424(1)
_cell_volume                     1502.82(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    66341
_cell_measurement_temperature    300(1)
_cell_measurement_theta_max      30.00
_cell_measurement_theta_min      2.23
_exptl_absorpt_coefficient_mu    0.202
_exptl_crystal_colour            'clear light colorless'
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_description       block
_exptl_crystal_F_000             584.0
_exptl_crystal_size_max          0.355
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.169
_diffrn_reflns_av_R_equivalents  0.0549
_diffrn_reflns_av_unetI/netI     0.0376
_diffrn_reflns_Laue_measured_fraction_full 0.9987
_diffrn_reflns_Laue_measured_fraction_max 0.9989
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            66341
_diffrn_reflns_point_group_measured_fraction_full 0.9987
_diffrn_reflns_point_group_measured_fraction_max 0.9989
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         2.23
_diffrn_ambient_temperature      300(1)
_diffrn_measured_fraction_theta_full 0.9987
_diffrn_measured_fraction_theta_max 0.9989
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              13
_reflns_limit_h_min              -13
_reflns_limit_k_max              14
_reflns_limit_k_min              -14
_reflns_limit_l_max              24
_reflns_limit_l_min              0
_reflns_number_gt                6450
_reflns_number_total             8763
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.2300
_refine_diff_density_min         -0.2402
_refine_diff_density_rms         0.0405
_refine_ls_d_res_high            0.7107
_refine_ls_d_res_low             9.1370
_refine_ls_goodness_of_fit_ref   1.0938
_refine_ls_hydrogen_treatment    conStr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     489
_refine_ls_number_reflns         8763
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0530
_refine_ls_R_factor_gt           0.0333
_refine_ls_restrained_S_all      1.0938
_refine_ls_shift/su_max          0.0005
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0224P)²+0.1478P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0711
_refine_ls_wR_factor_ref         0.0840
_olex2_refinement_description    
;
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
S1 S 0.73111(4) 0.16244(3) -0.046077(17) 0.05651(9) Uani 1.000000 .
S2 S 0.70332(5) 0.69830(5) 0.62366(2) 0.08005(12) Uani 1.000000 .
C14 C 0.70860(10) 0.39789(10) -0.09107(5) 0.03581(18) Uani 1.000000 .
C8 C 0.66142(10) 0.35577(10) 0.05111(5) 0.03731(19) Uani 1.000000 .
C1 C 0.63320(11) 0.28416(10) -0.03523(5) 0.03719(19) Uani 1.000000 .
C2 C 0.45917(11) 0.19124(10) -0.05940(5) 0.0419(2) Uani 1.000000 .
C33 C 0.65184(11) 0.79806(10) 0.49145(5) 0.0402(2) Uani 1.000000 .
C20 C 0.62269(11) 0.80747(11) 0.57926(5) 0.0427(2) Uani 1.000000 .
C21 C 0.44790(12) 0.74593(11) 0.59208(5) 0.0440(2) Uani 1.000000 .
C13 C 0.74045(11) 0.50617(11) 0.07315(6) 0.0430(2) Uani 1.000000 .
C15 C 0.61979(12) 0.44296(12) -0.13396(6) 0.0464(2) Uani 1.000000 .
C27 C 0.71029(11) 0.96663(12) 0.62005(6) 0.0474(2) Uani 1.000000 .
C7 C 0.34482(12) 0.20884(12) -0.01638(7) 0.0494(2) Uani 1.000000 .
C19 C 0.86942(12) 0.46540(12) -0.09643(6) 0.0479(2) Uani 1.000000 .
C34 C 0.53454(14) 0.75984(12) 0.43348(6) 0.0498(2) Uani 1.000000 .
C9 C 0.60671(13) 0.26833(13) 0.11088(6) 0.0491(2) Uani 1.000000 .
C32 C 0.74599(12) 1.08200(12) 0.57757(7) 0.0525(3) Uani 1.000000 .
C26 C 0.37956(13) 0.83764(13) 0.61478(6) 0.0501(2) Uani 1.000000 .
C17 C 0.84955(13) 0.61836(13) -0.18574(7) 0.0541(3) Uani 1.000000 .
C18 C 0.93965(13) 0.57504(13) -0.14289(7) 0.0546(3) Uani 1.000000 .
C38 C 0.80292(14) 0.83754(14) 0.46800(7) 0.0567(3) Uani 1.000000 .
C10 C 0.63328(14) 0.32990(15) 0.18966(6) 0.0581(3) Uani 1.000000 .
C12 C 0.76698(14) 0.56792(14) 0.15222(6) 0.0540(3) Uani 1.000000 .
C16 C 0.68984(13) 0.55233(13) -0.18103(7) 0.0555(3) Uani 1.000000 .
C3 C 0.41191(15) 0.09127(13) -0.12905(7) 0.0575(3) Uani 1.000000 .
C11 C 0.71395(15) 0.48045(15) 0.21054(7) 0.0601(3) Uani 1.000000 .
C36 C 0.71598(17) 0.80245(15) 0.33202(7) 0.0653(3) Uani 1.000000 .
C35 C 0.56629(16) 0.76182(15) 0.35427(7) 0.0625(3) Uani 1.000000 .
C22 C 0.35077(15) 0.59604(13) 0.57611(8) 0.0617(3) Uani 1.000000 .
C25 C 0.21883(14) 0.78111(15) 0.62077(8) 0.0620(3) Uani 1.000000 .
C6 C 0.18739(14) 0.12722(14) -0.04113(9) 0.0655(3) Uani 1.000000 .
C4 C 0.25522(18) 0.01039(15) -0.15313(9) 0.0733(4) Uani 1.000000 .
C31 C 0.81712(14) 1.22660(15) 0.61423(10) 0.0696(4) Uani 1.000000 .
C37 C 0.83447(17) 0.84017(16) 0.38926(8) 0.0678(3) Uani 1.000000 .
C28 C 0.74678(16) 0.99974(19) 0.70080(7) 0.0754(4) Uani 1.000000 .
C5 C 0.14237(17) 0.02762(15) -0.10921(9) 0.0755(4) Uani 1.000000 .
C24 C 0.12478(16) 0.63209(16) 0.60402(8) 0.0704(4) Uani 1.000000 .
C23 C 0.19156(16) 0.54021(16) 0.58186(9) 0.0743(4) Uani 1.000000 .
C29 C 0.81899(18) 1.1459(2) 0.73706(9) 0.0946(6) Uani 1.000000 .
C30 C 0.85411(16) 1.2589(2) 0.69369(11) 0.0864(5) Uani 1.000000 .
H7 H 0.3787(14) 0.2862(14) 0.0364(8) 0.071(4) Uiso 1.000000 .
H9 H 0.5440(14) 0.1527(14) 0.0939(7) 0.070(3) Uiso 1.000000 .
H26 H 0.4519(15) 0.9546(15) 0.6272(8) 0.074(4) Uiso 1.000000 .
H13 H 0.7849(14) 0.5777(13) 0.0287(7) 0.068(3) Uiso 1.000000 .
H34 H 0.4192(16) 0.7333(15) 0.4502(8) 0.084(4) Uiso 1.000000 .
H15 H 0.4968(15) 0.3955(14) -0.1305(7) 0.073(4) Uiso 1.000000 .
H19 H 0.9402(16) 0.4332(15) -0.0641(8) 0.081(4) Uiso 1.000000 .
H16 H 0.6211(16) 0.5852(15) -0.2136(8) 0.086(4) Uiso 1.000000 .
H32 H 0.7165(16) 1.0573(15) 0.5149(8) 0.081(4) Uiso 1.000000 .
H3 H 0.5016(17) 0.0825(15) -0.1631(8) 0.085(4) Uiso 1.000000 .
H17 H 0.9000(15) 0.7010(15) -0.2214(8) 0.080(4) Uiso 1.000000 .
H12 H 0.8315(16) 0.6856(16) 0.1676(8) 0.085(4) Uiso 1.000000 .
H25 H 0.1744(17) 0.8582(17) 0.6386(9) 0.095(5) Uiso 1.000000 .
H10 H 0.5930(16) 0.2599(16) 0.2337(9) 0.090(4) Uiso 1.000000 .
H38 H 0.8937(17) 0.8662(16) 0.5127(9) 0.092(4) Uiso 1.000000 .
H22 H 0.3995(19) 0.5254(18) 0.5585(10) 0.106(5) Uiso 1.000000 .
H35 H 0.4707(18) 0.7312(17) 0.3125(9) 0.097(5) Uiso 1.000000 .
H11 H 0.7340(18) 0.5266(17) 0.2709(10) 0.101(5) Uiso 1.000000 .
H24 H 0.0017(19) 0.5902(17) 0.6093(9) 0.101(5) Uiso 1.000000 .
H18 H 1.0639(18) 0.6245(17) -0.1460(9) 0.092(4) Uiso 1.000000 .
H23 H 0.121(2) 0.425(2) 0.5684(10) 0.116(5) Uiso 1.000000 .
H36 H 0.7397(18) 0.8050(17) 0.2704(10) 0.104(5) Uiso 1.000000 .
H6 H 0.1030(18) 0.1461(17) -0.0066(9) 0.095(5) Uiso 1.000000 .
H28 H 0.7179(18) 0.9124(17) 0.7323(9) 0.095(5) Uiso 1.000000 .
H31 H 0.847(2) 1.321(2) 0.5796(11) 0.123(6) Uiso 1.000000 .
H5 H 0.018(2) -0.0376(19) -0.1281(10) 0.109(5) Uiso 1.000000 .
H37 H 0.952(2) 0.8735(18) 0.3722(10) 0.110(5) Uiso 1.000000 .
H29 H 0.842(2) 1.160(2) 0.7944(14) 0.151(7) Uiso 1.000000 .
H4 H 0.2255(19) -0.0647(19) -0.2050(10) 0.114(5) Uiso 1.000000 .
H30 H 0.912(2) 1.374(2) 0.7251(12) 0.133(7) Uiso 1.000000 .
H1 H 0.683(3) 0.100(3) 0.0101(15) 0.175(8) Uiso 1.000000 .
H2 H 0.636(4) 0.610(4) 0.601(2) 0.313(19) Uiso 1.000000 .


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 1.8662(9) . ?
S1 H1 1.21(3) . ?
S2 C20 1.8552(10) . ?
S2 H2 0.89(4) . ?
C14 C1 1.5339(12) . ?
C14 C15 1.3866(12) . ?
C14 C19 1.3912(13) . ?
C8 C1 1.5317(12) . ?
C8 C13 1.3871(13) . ?
C8 C9 1.3993(13) . ?
C1 C2 1.5330(13) . ?
C2 C7 1.3875(15) . ?
C2 C3 1.3987(14) . ?
C33 C20 1.5295(13) . ?
C33 C34 1.3822(13) . ?
C33 C38 1.3957(14) . ?
C20 C21 1.5343(14) . ?
C20 C27 1.5369(14) . ?
C21 C26 1.3903(15) . ?
C21 C22 1.3929(15) . ?
C13 C12 1.3920(14) . ?
C13 H13 1.083(13) . ?
C15 C16 1.3919(14) . ?
C15 H15 1.063(13) . ?
C27 C32 1.3877(16) . ?
C27 C28 1.3873(15) . ?
C7 C6 1.3946(16) . ?
C7 H7 1.069(13) . ?
C19 C18 1.3868(15) . ?
C19 H19 1.062(14) . ?
C34 C35 1.3924(15) . ?
C34 H34 1.065(14) . ?
C9 C10 1.3869(15) . ?
C9 H9 1.068(13) . ?
C32 C31 1.3907(16) . ?
C32 H32 1.079(14) . ?
C26 C25 1.3947(16) . ?
C26 H26 1.082(13) . ?
C17 C18 1.3837(16) . ?
C17 C16 1.3802(16) . ?
C17 H17 1.051(14) . ?
C18 H18 1.073(15) . ?
C38 C37 1.3846(17) . ?
C38 H38 1.069(15) . ?
C10 C11 1.3868(18) . ?
C10 H10 1.065(15) . ?
C12 C11 1.3778(17) . ?
C12 H12 1.083(14) . ?
C16 H16 1.053(14) . ?
C3 C4 1.3857(18) . ?
C3 H3 1.071(15) . ?
C11 H11 1.061(16) . ?
C36 C35 1.3753(18) . ?
C36 C37 1.3826(19) . ?
C36 H36 1.081(16) . ?
C35 H35 1.066(15) . ?
C22 C23 1.3812(19) . ?
C22 H22 1.043(17) . ?
C25 C24 1.3817(19) . ?
C25 H25 1.071(16) . ?
C6 C5 1.377(2) . ?
C6 H6 1.075(16) . ?
C4 C5 1.382(2) . ?
C4 H4 1.047(17) . ?
C31 C30 1.367(2) . ?
C31 H31 1.135(19) . ?
C37 H37 1.078(17) . ?
C28 C29 1.402(2) . ?
C28 H28 1.041(16) . ?
C5 H5 1.098(17) . ?
C24 C23 1.379(2) . ?
C24 H24 1.071(16) . ?
C23 H23 1.069(18) . ?
C29 C30 1.378(3) . ?
C29 H29 0.98(2) . ?
C30 H30 1.12(2) . ?

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
H1 S1 C1 99.1(12) . . ?
H2 S2 C20 99(2) . . ?
C15 C14 C1 121.03(8) . . ?
C19 C14 C1 120.83(8) . . ?
C19 C14 C15 118.02(9) . . ?
C13 C8 C1 122.40(8) . . ?
C9 C8 C1 119.79(9) . . ?
C9 C8 C13 117.82(9) . . ?
C14 C1 S1 106.80(6) . . ?
C8 C1 S1 107.25(6) . . ?
C8 C1 C14 111.68(7) . . ?
C2 C1 S1 108.60(6) . . ?
C2 C1 C14 110.23(7) . . ?
C2 C1 C8 112.06(7) . . ?
C7 C2 C1 121.86(9) . . ?
C3 C2 C1 120.05(10) . . ?
C3 C2 C7 117.99(10) . . ?
C34 C33 C20 122.25(9) . . ?
C38 C33 C20 119.76(9) . . ?
C38 C33 C34 117.87(9) . . ?
C33 C20 S2 107.54(7) . . ?
C21 C20 S2 109.32(7) . . ?
C21 C20 C33 111.38(7) . . ?
C27 C20 S2 107.78(7) . . ?
C27 C20 C33 110.25(8) . . ?
C27 C20 C21 110.45(8) . . ?
C26 C21 C20 121.42(9) . . ?
C22 C21 C20 120.62(10) . . ?
C22 C21 C26 117.83(10) . . ?
C12 C13 C8 121.08(10) . . ?
H13 C13 C8 120.1(6) . . ?
H13 C13 C12 118.8(6) . . ?
C16 C15 C14 120.83(10) . . ?
H15 C15 C14 120.3(7) . . ?
H15 C15 C16 118.9(7) . . ?
C32 C27 C20 120.55(9) . . ?
C28 C27 C20 121.42(11) . . ?
C28 C27 C32 117.89(12) . . ?
C6 C7 C2 120.93(12) . . ?
H7 C7 C2 119.1(7) . . ?
H7 C7 C6 120.0(7) . . ?
C18 C19 C14 121.29(9) . . ?
H19 C19 C14 119.6(7) . . ?
H19 C19 C18 119.1(7) . . ?
C35 C34 C33 121.07(11) . . ?
H34 C34 C33 119.1(7) . . ?
H34 C34 C35 119.8(7) . . ?
C10 C9 C8 121.07(11) . . ?
H9 C9 C8 117.9(7) . . ?
H9 C9 C10 121.1(7) . . ?
C31 C32 C27 121.42(12) . . ?
H32 C32 C27 118.5(7) . . ?
H32 C32 C31 120.1(7) . . ?
C25 C26 C21 120.94(11) . . ?
H26 C26 C21 119.5(7) . . ?
H26 C26 C25 119.5(7) . . ?
C16 C17 C18 119.27(10) . . ?
H17 C17 C18 121.5(7) . . ?
H17 C17 C16 119.2(7) . . ?
C17 C18 C19 120.09(10) . . ?
H18 C18 C19 119.5(8) . . ?
H18 C18 C17 120.4(8) . . ?
C37 C38 C33 120.99(11) . . ?
H38 C38 C33 118.0(8) . . ?
H38 C38 C37 121.0(8) . . ?
C11 C10 C9 120.24(11) . . ?
H10 C10 C9 119.1(8) . . ?
H10 C10 C11 120.7(8) . . ?
C11 C12 C13 120.50(11) . . ?
H12 C12 C13 119.3(8) . . ?
H12 C12 C11 120.2(7) . . ?
C17 C16 C15 120.50(10) . . ?
H16 C16 C15 120.1(8) . . ?
H16 C16 C17 119.4(8) . . ?
C4 C3 C2 120.70(13) . . ?
H3 C3 C2 117.2(8) . . ?
H3 C3 C4 122.1(8) . . ?
C12 C11 C10 119.28(10) . . ?
H11 C11 C10 119.7(9) . . ?
H11 C11 C12 121.0(9) . . ?
C37 C36 C35 119.16(11) . . ?
H36 C36 C35 119.9(8) . . ?
H36 C36 C37 120.9(8) . . ?
C36 C35 C34 120.48(12) . . ?
H35 C35 C34 117.4(8) . . ?
H35 C35 C36 122.1(8) . . ?
C23 C22 C21 121.19(13) . . ?
H22 C22 C21 119.1(9) . . ?
H22 C22 C23 119.7(9) . . ?
C24 C25 C26 120.15(13) . . ?
H25 C25 C26 116.8(8) . . ?
H25 C25 C24 123.0(8) . . ?
C5 C6 C7 120.47(14) . . ?
H6 C6 C7 118.3(8) . . ?
H6 C6 C5 121.2(8) . . ?
C5 C4 C3 120.73(13) . . ?
H4 C4 C3 117.9(9) . . ?
H4 C4 C5 121.4(9) . . ?
C30 C31 C32 120.54(16) . . ?
H31 C31 C32 121.6(10) . . ?
H31 C31 C30 117.9(10) . . ?
C36 C37 C38 120.42(12) . . ?
H37 C37 C38 120.1(9) . . ?
H37 C37 C36 119.5(9) . . ?
C29 C28 C27 120.18(16) . . ?
H28 C28 C27 117.3(9) . . ?
H28 C28 C29 122.5(8) . . ?
C4 C5 C6 119.17(13) . . ?
H5 C5 C6 120.3(9) . . ?
H5 C5 C4 120.5(9) . . ?
C23 C24 C25 119.34(13) . . ?
H24 C24 C25 119.3(9) . . ?
H24 C24 C23 121.4(9) . . ?
C24 C23 C22 120.56(13) . . ?
H23 C23 C22 118.9(10) . . ?
H23 C23 C24 120.6(10) . . ?
C30 C29 C28 120.97(14) . . ?
H29 C29 C28 115.3(13) . . ?
H29 C29 C30 123.8(13) . . ?
C29 C30 C31 119.00(14) . . ?
H30 C30 C31 122.5(11) . . ?
H30 C30 C29 118.5(10) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C1 C14 C15 140.61(7) . . . . ?
S1 C1 C14 C19 -43.39(8) . . . . ?
S1 C1 C8 C13 119.24(7) . . . . ?
S1 C1 C8 C9 -60.66(8) . . . . ?
S1 C1 C2 C7 137.04(7) . . . . ?
S1 C1 C2 C3 -46.79(8) . . . . ?
S2 C20 C33 C34 129.07(7) . . . . ?
S2 C20 C33 C38 -54.92(9) . . . . ?
S2 C20 C21 C26 137.11(7) . . . . ?
S2 C20 C21 C22 -47.22(9) . . . . ?
S2 C20 C27 C32 143.21(7) . . . . ?
S2 C20 C27 C28 -41.17(10) . . . . ?
C14 C1 C8 C13 2.56(9) . . . . ?
C14 C1 C8 C9 -177.34(8) . . . . ?
C14 C1 C2 C7 -106.29(8) . . . . ?
C14 C1 C2 C3 69.88(9) . . . . ?
C14 C15 C16 C17 -0.15(13) . . . . ?
C14 C19 C18 C17 -0.67(13) . . . . ?
C8 C1 C2 C7 18.75(9) . . . . ?
C8 C1 C2 C3 -165.08(8) . . . . ?
C8 C13 C12 C11 -0.49(12) . . . . ?
C8 C9 C10 C11 0.59(13) . . . . ?
C1 C2 C7 C6 177.43(10) . . . . ?
C1 C2 C3 C4 -177.64(10) . . . . ?
C2 C7 C6 C5 -0.26(13) . . . . ?
C2 C3 C4 C5 0.54(14) . . . . ?
C33 C20 C21 C26 -104.19(9) . . . . ?
C33 C20 C21 C22 71.48(10) . . . . ?
C33 C20 C27 C32 26.10(10) . . . . ?
C33 C20 C27 C28 -158.28(10) . . . . ?
C33 C34 C35 C36 -0.16(13) . . . . ?
C33 C38 C37 C36 -0.50(15) . . . . ?
C20 C21 C26 C25 175.34(10) . . . . ?
C20 C21 C22 C23 -175.21(11) . . . . ?
C20 C27 C32 C31 176.24(10) . . . . ?
C20 C27 C28 C29 -176.43(13) . . . . ?
C21 C26 C25 C24 -0.04(13) . . . . ?
C21 C22 C23 C24 -0.29(15) . . . . ?
C13 C12 C11 C10 -0.18(13) . . . . ?
C15 C16 C17 C18 -0.23(15) . . . . ?
C27 C32 C31 C30 0.09(14) . . . . ?
C27 C28 C29 C30 0.39(16) . . . . ?
C7 C6 C5 C4 -0.56(14) . . . . ?
C19 C18 C17 C16 0.63(14) . . . . ?
C34 C35 C36 C37 0.54(15) . . . . ?
C9 C10 C11 C12 0.13(13) . . . . ?
C32 C31 C30 C29 -0.40(15) . . . . ?
C26 C25 C24 C23 0.38(15) . . . . ?
C38 C37 C36 C35 -0.21(16) . . . . ?
C3 C4 C5 C6 0.42(15) . . . . ?
C22 C23 C24 C25 -0.22(17) . . . . ?
C31 C30 C29 C28 0.16(16) . . . . ?


# end Validation Reply Form
_olex2_submission_special_instructions 'No special instructions were received'
_vrf_PLAT230_TPHN_RT             
;
PROBLEM: Hirshfeld Test Diff for    C29      --C30      .        7.6 s.u.  
RESPONSE: ...
;
_vrf_PLAT926_TPHN_RT             
;
PROBLEM: Reported and Calculated   R1 Differ by .........    -0.0234 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
# start Validation Reply Form
_vrf_PLAT927_TPHN_RT             
;
PROBLEM: Reported and Calculated  wR2 Differ by .........    -0.0574 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
_vrf_PLAT928_TPHN_RT             
;
PROBLEM: Reported and Calculated    S value   Differ by .     -0.750 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
_vrf_PLAT351_TPHN_RT             
;
PROBLEM: Long   C-H (X0.96,N1.08A)  C30      - H30      .       1.12 Ang.  
RESPONSE: This is a quantum crystallographic model (HAR model), hence, long
X-H bond lengths unlike in the conventional model, with a good agreement to
the neutron values.
;
_vrf_PLAT911_TPHN_RT             
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600          6 Report
RESPONSE: This could be potentially due to the data collection strategy or
beamstop masking.
;
####################################################################### 
# 
# 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_CAP_CD
_database_code_depnum_ccdc_archive 'CCDC 2456109'
loop_
_audit_author_name
_audit_author_address
'Ashi Singh'
;Indian Institute of Technology Delhi
India
;
_audit_update_record             
;
2025-06-13 deposited with the CCDC.	2025-08-06 downloaded from the CCDC.
;
_audit_creation_date             2025-01-11
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_chemical_formula_moiety         'C9 H15 N O3 S'
_chemical_formula_sum            'C9 H15 N O3 S'
_chemical_formula_weight         217.290
_chemical_absolute_configuration unk
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           ' P 2ac 2ab'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,z+1/2

_symmetry_Int_Tables_number      19
_cell_length_a                   6.7946(3)
_cell_length_b                   8.7946(5)
_cell_length_c                   17.4457(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1042.48(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    97153
_cell_measurement_temperature    108(1)
_cell_measurement_theta_max      55.83
_cell_measurement_theta_min      2.33
_exptl_absorpt_coefficient_mu    0.292
_exptl_crystal_colour            'clear light colorless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colorless
_exptl_crystal_density_diffrn    1.384
_exptl_crystal_description       block
_exptl_crystal_F_000             464.0
_exptl_crystal_size_max          0.361
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.228
_diffrn_reflns_av_R_equivalents  0.0369
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_Laue_measured_fraction_full 0.9982
_diffrn_reflns_Laue_measured_fraction_max 0.9985
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            97153
_diffrn_reflns_point_group_measured_fraction_full 0.9921
_diffrn_reflns_point_group_measured_fraction_max 0.9971
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         55.83
_diffrn_reflns_theta_min         2.33
_diffrn_ambient_temperature      108(1)
_diffrn_measured_fraction_theta_full 0.9982
_diffrn_measured_fraction_theta_max 0.9985
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.995
_reflns_limit_h_max              15
_reflns_limit_h_min              -15
_reflns_limit_k_max              20
_reflns_limit_k_min              -20
_reflns_limit_l_max              40
_reflns_limit_l_min              -40
_reflns_number_gt                12969
_reflns_number_total             13750
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_refine_diff_density_max         0.4591
_refine_diff_density_min         -0.1342
_refine_diff_density_rms         0.0430
_refine_ls_abs_structure_details 
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   0.000(7)
_refine_ls_d_res_high            0.4295
_refine_ls_d_res_low             8.7228
_refine_ls_goodness_of_fit_ref   1.1760
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     262
_refine_ls_number_reflns         13750
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0224
_refine_ls_R_factor_gt           0.0203
_refine_ls_restrained_S_all      1.1760
_refine_ls_shift/su_max          -0.0007
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0069P)²+0.0173P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0388
_refine_ls_wR_factor_ref         0.0395
_olex2_refinement_description    
;
;
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_refinement_flags_posn
S1 S 0.746606(9) 0.640524(7) 0.393383(4) 0.017203(12) Uani 1.000000 .
H1 H 0.8605(14) 0.5192(10) 0.4018(6) 0.053(2) Uani 1.000000 .
O1 O -0.13393(3) 0.25234(2) 0.400227(12) 0.01849(3) Uani 1.000000 .
O2 O 0.16771(3) 0.41838(2) 0.298416(12) 0.01667(3) Uani 1.000000 .
O3 O -0.24374(3) 0.13538(2) 0.296910(12) 0.01944(3) Uani 1.000000 .
H3 H -0.2051(10) 0.0650(10) 0.2560(5) 0.0319(18) Uani 1.000000 .
N1 N 0.25639(3) 0.208577(17) 0.362106(10) 0.010576(19) Uani 1.000000 .
C1 C 0.10488(3) 0.11971(2) 0.322919(11) 0.01079(2) Uani 1.000000 .
H11 H 0.1205(9) 0.1302(7) 0.2611(3) 0.0237(12) Uani 1.000000 .
C2 C 0.13683(4) -0.04434(2) 0.352574(16) 0.01605(3) Uani 1.000000 .
H22 H 0.0341(10) -0.0659(8) 0.4001(4) 0.0385(17) Uani 1.000000 .
H21 H 0.1105(11) -0.1281(8) 0.3084(4) 0.0390(17) Uani 1.000000 .
C3 C 0.34846(4) -0.04342(2) 0.382904(15) 0.01542(3) Uani 1.000000 .
H32 H 0.3720(12) -0.1299(7) 0.4260(4) 0.0367(16) Uani 1.000000 .
H31 H 0.4541(9) -0.0589(8) 0.3367(4) 0.0337(15) Uani 1.000000 .
C4 C 0.37104(3) 0.11572(2) 0.416186(13) 0.01336(3) Uani 1.000000 .
H42 H 0.3099(11) 0.1231(9) 0.4731(4) 0.0377(16) Uani 1.000000 .
H41 H 0.5189(10) 0.1509(8) 0.4180(4) 0.0375(16) Uani 1.000000 .
C5 C 0.27378(3) 0.35706(2) 0.348052(11) 0.01111(2) Uani 1.000000 .
C6 C 0.41649(3) 0.45006(2) 0.395859(13) 0.01160(2) Uani 1.000000 .
H61 H 0.5131(10) 0.3764(7) 0.4286(4) 0.0282(13) Uani 1.000000 .
C7 C 0.54794(3) 0.54518(3) 0.343180(14) 0.01600(3) Uani 1.000000 .
H71 H 0.4627(11) 0.6314(9) 0.3145(4) 0.0394(18) Uani 1.000000 .
H72 H 0.6113(13) 0.4768(9) 0.2978(4) 0.047(2) Uani 1.000000 .
C8 C -0.09999(3) 0.17706(2) 0.343656(13) 0.01269(3) Uani 1.000000 .
C9 C 0.29557(4) 0.54857(3) 0.450888(17) 0.01937(4) Uani 1.000000 .
H91 H 0.3940(12) 0.6182(8) 0.4834(4) 0.0412(18) Uani 1.000000 .
H93 H 0.2058(13) 0.4787(10) 0.4876(5) 0.050(2) Uani 1.000000 .
H92 H 0.1965(12) 0.6232(10) 0.4177(5) 0.047(2) Uani 1.000000 .


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 H1 1.326(8) . ?
S1 C7 1.8144(2) . ?
O1 C8 1.2106(3) . ?
O2 C5 1.2490(3) . ?
O3 H3 0.980(8) . ?
O3 C8 1.3242(3) . ?
N1 C1 1.4622(3) . ?
N1 C4 1.4710(3) . ?
N1 C5 1.3340(2) . ?
C1 H11 1.087(6) . ?
C1 C2 1.5480(3) . ?
C1 C8 1.5241(3) . ?
C2 H22 1.100(7) . ?
C2 H21 1.081(6) . ?
C2 C3 1.5323(3) . ?
C3 H32 1.082(6) . ?
C3 H31 1.087(7) . ?
C3 C4 1.5230(3) . ?
C4 H42 1.078(7) . ?
C4 H41 1.051(7) . ?
C5 C6 1.5181(3) . ?
C6 H61 1.085(6) . ?
C6 C7 1.5304(3) . ?
C6 C9 1.5321(3) . ?
C7 H71 1.078(7) . ?
C7 H72 1.084(7) . ?
C9 H91 1.070(7) . ?
C9 H93 1.077(7) . ?
C9 H92 1.104(8) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C7 S1 H1 96.7(4) . . ?
C8 O3 H3 115.1(4) . . ?
C4 N1 C1 112.084(15) . . ?
C5 N1 C1 119.981(16) . . ?
C5 N1 C4 127.912(16) . . ?
H11 C1 N1 110.5(3) . . ?
C2 C1 N1 104.075(16) . . ?
C2 C1 H11 113.4(3) . . ?
C8 C1 N1 110.802(16) . . ?
C8 C1 H11 107.3(3) . . ?
C8 C1 C2 110.928(17) . . ?
H22 C2 C1 108.8(4) . . ?
H21 C2 C1 112.0(4) . . ?
H21 C2 H22 108.4(6) . . ?
C3 C2 C1 104.011(17) . . ?
C3 C2 H22 109.7(4) . . ?
C3 C2 H21 113.9(4) . . ?
H32 C3 C2 112.0(4) . . ?
H31 C3 C2 111.3(4) . . ?
H31 C3 H32 109.2(6) . . ?
C4 C3 C2 103.357(18) . . ?
C4 C3 H32 111.5(4) . . ?
C4 C3 H31 109.3(4) . . ?
C3 C4 N1 102.258(16) . . ?
H42 C4 N1 110.7(4) . . ?
H42 C4 C3 111.6(4) . . ?
H41 C4 N1 111.3(4) . . ?
H41 C4 C3 112.2(4) . . ?
H41 C4 H42 108.8(6) . . ?
N1 C5 O2 119.933(18) . . ?
C6 C5 O2 121.121(17) . . ?
C6 C5 N1 118.880(16) . . ?
H61 C6 C5 110.7(3) . . ?
C7 C6 C5 109.715(18) . . ?
C7 C6 H61 106.8(4) . . ?
C9 C6 C5 107.841(17) . . ?
C9 C6 H61 109.4(4) . . ?
C9 C6 C7 112.341(19) . . ?
C6 C7 S1 113.387(16) . . ?
H71 C7 S1 107.4(4) . . ?
H71 C7 C6 110.5(4) . . ?
H72 C7 S1 108.3(4) . . ?
H72 C7 C6 111.5(4) . . ?
H72 C7 H71 105.3(7) . . ?
O3 C8 O1 120.86(2) . . ?
C1 C8 O1 123.26(2) . . ?
C1 C8 O3 115.841(18) . . ?
H91 C9 C6 108.7(4) . . ?
H93 C9 C6 110.7(4) . . ?
H93 C9 H91 111.4(6) . . ?
H92 C9 C6 109.6(4) . . ?
H92 C9 H91 108.6(6) . . ?
H92 C9 H93 107.8(7) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
S1 C7 C6 C5 -171.891(15) . . . . ?
S1 C7 C6 C9 68.17(2) . . . . ?
O1 C8 C1 N1 -20.08(3) . . . . ?
O1 C8 C1 C2 95.00(3) . . . . ?
O2 C5 N1 C1 -3.85(3) . . . . ?
O2 C5 N1 C4 178.03(2) . . . . ?
O2 C5 C6 C7 -52.56(2) . . . . ?
O2 C5 C6 C9 70.09(2) . . . . ?
O3 C8 C1 N1 162.06(2) . . . . ?
O3 C8 C1 C2 -82.86(2) . . . . ?
N1 C1 C2 C3 -20.087(18) . . . . ?
N1 C4 C3 C2 -36.469(19) . . . . ?
N1 C5 C6 C7 130.40(2) . . . . ?
N1 C5 C6 C9 -106.95(2) . . . . ?
C1 C2 C3 C4 35.25(2) . . . . ?


# end Validation Reply Form
_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_PLAT926_CAP_CD              
;
PROBLEM: Reported and Calculated   R1 Differ by .........    -0.0080 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
_vrf_PLAT927_CAP_CD              
;
PROBLEM: Reported and Calculated  wR2 Differ by .........    -0.0230 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
_vrf_PLAT928_CAP_CD              
;
PROBLEM: Reported and Calculated    S value   Differ by .     -0.682 Check 
RESPONSE: A quantum crystallography technique - Hirshfeld Atom Refinement
(HAR) model was employed and hence, the difference in refinement indicators.
;
_vrf_PLAT911_CAP_CD              
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600          2 Report
RESPONSE: This could be potentially due to data collection strategy or
beamstop masking.
;
