# Supplementary Information (SI) for ChemComm.
# 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_PKK_AB_1_0ma_a
_database_code_depnum_ccdc_archive 'CCDC 2412439'
loop_
_audit_author_name
_audit_author_address
'Pavan kancharla'
;Indian Institute of Technology Guwahati
India
;
_audit_update_record             
;
2024-12-22 deposited with the CCDC.	2025-03-17 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H18 O3 S'
_chemical_formula_weight         290.36

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   23.9875(19)
_cell_length_b                   6.6512(5)
_cell_length_c                   9.5172(7)
_cell_angle_alpha                90
_cell_angle_beta                 99.885(2)
_cell_angle_gamma                90
_cell_volume                     1495.9(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    299(2)
_cell_measurement_reflns_used    9329
_cell_measurement_theta_min      3.45
_cell_measurement_theta_max      25.04

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.289
_exptl_crystal_F_000             616
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_absorpt_coefficient_mu    0.221
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      299(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32502
_diffrn_reflns_av_unetI/netI     0.0148
_diffrn_reflns_av_R_equivalents  0.0320
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.586
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_full        24.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             2624
_reflns_number_gt                2347
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²+0.7832P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2624
_refine_ls_number_parameters     185
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0420
_refine_ls_R_factor_gt           0.0364
_refine_ls_wR_factor_ref         0.1275
_refine_ls_wR_factor_gt          0.1147
_refine_ls_goodness_of_fit_ref   0.844
_refine_ls_restrained_S_all      0.844
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S001 S 0.78323(2) 0.18597(6) 0.36467(4) 0.04197(19) Uani 1 1 d . . . . .
O002 O 0.73294(6) 0.6241(2) 0.32248(15) 0.0544(4) Uani 1 1 d . . . . .
H002 H 0.731051 0.737382 0.288014 0.082 Uiso 1 1 calc R U . . .
O003 O 0.76297(6) 0.0041(2) 0.27807(14) 0.0551(4) Uani 1 1 d . . . . .
O004 O 0.95104(7) -0.0689(3) 0.86074(17) 0.0684(5) Uani 1 1 d . . . . .
C005 C 0.68304(7) 0.5257(3) 0.27879(17) 0.0397(4) Uani 1 1 d . . . . .
C006 C 0.67739(8) 0.3412(3) 0.34595(18) 0.0419(4) Uani 1 1 d . . . . .
C007 C 0.64014(8) 0.5967(3) 0.17304(18) 0.0434(4) Uani 1 1 d . . . . .
C008 C 0.72550(8) 0.2634(3) 0.45407(19) 0.0462(4) Uani 1 1 d . . . . .
H00A H 0.712857 0.149946 0.504394 0.055 Uiso 1 1 calc R U . . .
H00B H 0.738486 0.367726 0.523216 0.055 Uiso 1 1 calc R U . . .
C009 C 0.82411(8) -0.0797(3) 0.5828(2) 0.0482(5) Uani 1 1 d . . . . .
H009 H 0.793457 -0.161451 0.547358 0.058 Uiso 1 1 calc R U . . .
C00A C 0.62781(8) 0.2328(3) 0.3090(2) 0.0505(5) Uani 1 1 d . . . . .
H00C H 0.623963 0.110576 0.353794 0.061 Uiso 1 1 calc R U . . .
C00B C 0.86303(8) -0.1423(3) 0.6993(2) 0.0507(5) Uani 1 1 d . . . . .
H00D H 0.858419 -0.264748 0.743096 0.061 Uiso 1 1 calc R U . . .
C00C C 0.83058(8) 0.1031(3) 0.51909(19) 0.0428(4) Uani 1 1 d . . . . .
C00D C 0.59137(8) 0.4815(3) 0.1408(2) 0.0524(5) Uani 1 1 d . . . . .
H00E H 0.562284 0.528083 0.071026 0.063 Uiso 1 1 calc R U . . .
C00E C 0.90881(8) -0.0205(3) 0.7498(2) 0.0495(5) Uani 1 1 d . . . . .
C00F C 0.91466(9) 0.1643(3) 0.6872(2) 0.0580(5) Uani 1 1 d . . . . .
H00F H 0.944944 0.247245 0.723408 0.070 Uiso 1 1 calc R U . . .
C00G C 0.87598(9) 0.2257(3) 0.5720(2) 0.0550(5) Uani 1 1 d . . . . .
H00G H 0.880248 0.349343 0.529461 0.066 Uiso 1 1 calc R U . . .
C00H C 0.58384(9) 0.3016(3) 0.2069(3) 0.0564(5) Uani 1 1 d . . . . .
C00I C 0.64733(10) 0.7865(3) 0.0918(2) 0.0591(6) Uani 1 1 d . . . . .
H00H H 0.651077 0.898942 0.155997 0.089 Uiso 1 1 calc R U . . .
H00I H 0.614844 0.805664 0.018709 0.089 Uiso 1 1 calc R U . . .
H00J H 0.680647 0.775895 0.049013 0.089 Uiso 1 1 calc R U . . .
C00J C 0.94992(11) -0.2611(5) 0.9235(3) 0.0850(8) Uani 1 1 d . . . . .
H00K H 0.915963 -0.275052 0.963310 0.127 Uiso 1 1 calc R U . . .
H00L H 0.982262 -0.276106 0.997642 0.127 Uiso 1 1 calc R U . . .
H00M H 0.950784 -0.362622 0.852235 0.127 Uiso 1 1 calc R U . . .
C00K C 0.53013(11) 0.1798(5) 0.1658(4) 0.0931(10) Uani 1 1 d . . . . .
H00N H 0.537006 0.043232 0.196661 0.140 Uiso 1 1 calc R U . . .
H00O H 0.518612 0.182945 0.064151 0.140 Uiso 1 1 calc R U . . .
H00P H 0.500759 0.236006 0.210674 0.140 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S001 O003 1.4970(14) . ?
S001 C00C 1.7834(18) . ?
S001 C008 1.8199(19) . ?
O002 C005 1.365(2) . ?
O004 C00E 1.370(2) . ?
O004 C00J 1.413(3) . ?
C005 C007 1.392(2) . ?
C005 C006 1.401(3) . ?
C006 C00A 1.384(3) . ?
C006 C008 1.500(3) . ?
C007 C00D 1.388(3) . ?
C007 C00I 1.506(3) . ?
C009 C00C 1.379(3) . ?
C009 C00B 1.385(3) . ?
C00A C00H 1.383(3) . ?
C00B C00E 1.383(3) . ?
C00C C00G 1.384(3) . ?
C00D C00H 1.378(3) . ?
C00E C00F 1.383(3) . ?
C00F C00G 1.371(3) . ?
C00H C00K 1.515(3) . ?

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
O003 S001 C00C 107.73(8) . . ?
O003 S001 C008 106.55(9) . . ?
C00C S001 C008 97.48(8) . . ?
C00E O004 C00J 118.25(19) . . ?
O002 C005 C007 123.94(16) . . ?
O002 C005 C006 115.43(15) . . ?
C007 C005 C006 120.61(17) . . ?
C00A C006 C005 119.13(17) . . ?
C00A C006 C008 121.40(17) . . ?
C005 C006 C008 119.46(17) . . ?
C00D C007 C005 117.58(17) . . ?
C00D C007 C00I 121.05(17) . . ?
C005 C007 C00I 121.31(18) . . ?
C006 C008 S001 109.54(12) . . ?
C00C C009 C00B 120.37(18) . . ?
C00H C00A C006 121.63(19) . . ?
C00E C00B C009 119.20(18) . . ?
C009 C00C C00G 120.01(17) . . ?
C009 C00C S001 122.08(14) . . ?
C00G C00C S001 117.87(14) . . ?
C00H C00D C007 123.36(18) . . ?
O004 C00E C00B 124.60(19) . . ?
O004 C00E C00F 115.12(19) . . ?
C00B C00E C00F 120.28(18) . . ?
C00G C00F C00E 120.27(19) . . ?
C00F C00G C00C 119.83(19) . . ?
C00D C00H C00A 117.65(19) . . ?
C00D C00H C00K 121.2(2) . . ?
C00A C00H C00K 121.1(2) . . ?

_refine_diff_density_max         0.228
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.035



