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

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

data_mo_yaseen_ds_0m_a_a
_database_code_depnum_ccdc_archive 'CCDC 2154681'
loop_
_audit_author_name
_audit_author_address
'Yaseen Hussain'
;Indian Institute of Technology Jammu
India
;
_audit_update_record             
;
2022-02-25 deposited with the CCDC.	2022-05-18 downloaded from the CCDC.
;
_audit_creation_date             2021-10-09
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H20 O2 S'
_chemical_formula_sum            'C17 H20 O2 S'
_chemical_formula_weight         288.39
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   5.64(2)
_cell_length_b                   23.42(10)
_cell_length_c                   24.97(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3299(22)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9936
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.10
_cell_measurement_theta_min      2.42
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.195
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            grey
_exptl_crystal_density_diffrn    1.161
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1232
_exptl_crystal_size_max          0.459
_exptl_crystal_size_mid          0.281
_exptl_crystal_size_min          0.056
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0752
_diffrn_reflns_av_unetI/netI     0.0260
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            67541
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.857
_diffrn_reflns_theta_min         2.385
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           1.4
_diffrn_source_power             0.07
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2354
_reflns_number_total             3913
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.651
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     184
_refine_ls_number_reflns         3913
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1141
_refine_ls_R_factor_gt           0.0654
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0773P)²+2.5829P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1669
_refine_ls_wR_factor_ref         0.2120
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7), C8(H8)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C6(H6), C12(H12), C13(H13), C14(H14), C15(H15),
 C16(H16)
2.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C17(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.85502(19) 0.36721(4) 0.66993(3) 0.0774(3) Uani 1 1 d . . . . .
O1 O 0.4594(5) 0.47554(10) 0.58203(10) 0.0905(8) Uani 1 1 d . . . . .
O2 O 0.6201(5) 0.48484(10) 0.66884(9) 0.0852(8) Uani 1 1 d . . . . .
C1 C 0.7571(6) 0.29432(13) 0.67060(10) 0.0570(7) Uani 1 1 d . . . . .
C2 C 0.8933(6) 0.25087(14) 0.64763(12) 0.0657(8) Uani 1 1 d . . . . .
H2 H 1.032783 0.260084 0.629749 0.079 Uiso 1 1 calc R U . . .
C3 C 0.8223(6) 0.19342(15) 0.65117(14) 0.0724(9) Uani 1 1 d . . . . .
H3 H 0.917561 0.165229 0.636187 0.087 Uiso 1 1 calc R U . . .
C4 C 0.6115(6) 0.17780(14) 0.67675(13) 0.0680(8) Uani 1 1 d . . . . .
C5 C 0.4742(6) 0.22155(16) 0.69869(13) 0.0731(9) Uani 1 1 d . . . . .
H5 H 0.332165 0.212386 0.715523 0.088 Uiso 1 1 calc R U . . .
C6 C 0.5443(6) 0.27875(15) 0.69605(12) 0.0691(9) Uani 1 1 d . . . . .
H6 H 0.449111 0.306809 0.711289 0.083 Uiso 1 1 calc R U . . .
C7 C 0.6457(6) 0.39402(13) 0.61734(12) 0.0685(8) Uani 1 1 d . . . . .
H7 H 0.485789 0.381057 0.626650 0.082 Uiso 1 1 calc R U . . .
C8 C 0.6461(8) 0.45907(15) 0.61762(13) 0.0811(10) Uani 1 1 d . . . . .
H8 H 0.796542 0.472063 0.602231 0.097 Uiso 1 1 calc R U . . .
C9 C 0.4787(13) 0.53473(18) 0.5669(2) 0.136(2) Uani 1 1 d . . . . .
H9A H 0.357028 0.543826 0.541424 0.204 Uiso 1 1 calc R U . . .
H9B H 0.631342 0.541483 0.551183 0.204 Uiso 1 1 calc R U . . .
H9C H 0.460404 0.558316 0.598098 0.204 Uiso 1 1 calc R U . . .
C10 C 0.5333(9) 0.11518(17) 0.6808(2) 0.1056(14) Uani 1 1 d . . . . .
H10A H 0.448098 0.104725 0.648990 0.158 Uiso 1 1 calc R U . . .
H10B H 0.432609 0.110421 0.711453 0.158 Uiso 1 1 calc R U . . .
H10C H 0.670464 0.091226 0.684446 0.158 Uiso 1 1 calc R U . . .
C11 C 0.7096(6) 0.36902(12) 0.56232(11) 0.0609(7) Uani 1 1 d . . . . .
C12 C 0.5547(6) 0.33152(14) 0.53818(13) 0.0666(8) Uani 1 1 d . . . . .
H12 H 0.414245 0.321968 0.555501 0.080 Uiso 1 1 calc R U . . .
C13 C 0.6046(6) 0.30756(14) 0.48822(12) 0.0703(8) Uani 1 1 d . . . . .
H13 H 0.497393 0.282192 0.472904 0.084 Uiso 1 1 calc R U . . .
C14 C 0.8108(6) 0.32103(14) 0.46124(13) 0.0692(8) Uani 1 1 d . . . . .
H14 H 0.841704 0.305331 0.427743 0.083 Uiso 1 1 calc R U . . .
C15 C 0.9707(6) 0.35811(16) 0.48461(14) 0.0766(9) Uani 1 1 d . . . . .
H15 H 1.110738 0.367228 0.466918 0.092 Uiso 1 1 calc R U . . .
C16 C 0.9220(6) 0.38234(15) 0.53553(15) 0.0769(9) Uani 1 1 d . . . . .
H16 H 1.030640 0.407062 0.551227 0.092 Uiso 1 1 calc R U . . .
C17 C 0.4042(9) 0.47425(19) 0.69766(18) 0.1025(13) Uani 1 1 d . . . . .
H17A H 0.271174 0.484420 0.675654 0.154 Uiso 1 1 calc R U . . .
H17B H 0.402250 0.496750 0.729796 0.154 Uiso 1 1 calc R U . . .
H17C H 0.394756 0.434497 0.706789 0.154 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.794(8) . ?
S1 C7 1.874(5) . ?
O1 C8 1.431(6) . ?
O1 C9 1.441(7) . ?
O2 C8 1.422(6) . ?
O2 C17 1.437(6) . ?
C1 C2 1.398(5) . ?
C1 C6 1.407(6) . ?
C2 H2 0.9300 . ?
C2 C3 1.407(7) . ?
C3 H3 0.9300 . ?
C3 C4 1.399(6) . ?
C4 C5 1.396(6) . ?
C4 C10 1.535(8) . ?
C5 H5 0.9300 . ?
C5 C6 1.398(7) . ?
C6 H6 0.9300 . ?
C7 H7 0.9800 . ?
C7 C8 1.523(8) . ?
C7 C11 1.536(6) . ?
C8 H8 0.9800 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.378(5) . ?
C11 C16 1.407(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.396(6) . ?
C13 H13 0.9300 . ?
C13 C14 1.381(6) . ?
C14 H14 0.9300 . ?
C14 C15 1.381(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.419(7) . ?
C16 H16 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 S1 C7 97.6(2) . . ?
C8 O1 C9 111.5(4) . . ?
C8 O2 C17 117.7(3) . . ?
C2 C1 S1 121.3(3) . . ?
C2 C1 C6 117.8(4) . . ?
C6 C1 S1 120.9(2) . . ?
C1 C2 H2 119.5 . . ?
C1 C2 C3 120.9(4) . . ?
C3 C2 H2 119.5 . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.4(3) . . ?
C4 C3 H3 119.3 . . ?
C3 C4 C10 121.6(3) . . ?
C5 C4 C3 117.3(4) . . ?
C5 C4 C10 121.1(4) . . ?
C4 C5 H5 119.1 . . ?
C4 C5 C6 121.9(4) . . ?
C6 C5 H5 119.1 . . ?
C1 C6 H6 119.6 . . ?
C5 C6 C1 120.7(3) . . ?
C5 C6 H6 119.6 . . ?
S1 C7 H7 108.1 . . ?
C8 C7 S1 109.3(2) . . ?
C8 C7 H7 108.1 . . ?
C8 C7 C11 112.6(3) . . ?
C11 C7 S1 110.6(3) . . ?
C11 C7 H7 108.1 . . ?
O1 C8 C7 105.4(3) . . ?
O1 C8 H8 108.1 . . ?
O2 C8 O1 111.6(4) . . ?
O2 C8 C7 115.4(3) . . ?
O2 C8 H8 108.1 . . ?
C7 C8 H8 108.1 . . ?
O1 C9 H9A 109.5 . . ?
O1 C9 H9B 109.5 . . ?
O1 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C4 C10 H10A 109.5 . . ?
C4 C10 H10B 109.5 . . ?
C4 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C7 119.0(3) . . ?
C12 C11 C16 118.3(3) . . ?
C16 C11 C7 122.7(3) . . ?
C11 C12 H12 119.4 . . ?
C11 C12 C13 121.3(3) . . ?
C13 C12 H12 119.4 . . ?
C12 C13 H13 119.5 . . ?
C14 C13 C12 120.9(3) . . ?
C14 C13 H13 119.5 . . ?
C13 C14 H14 120.4 . . ?
C13 C14 C15 119.2(4) . . ?
C15 C14 H14 120.4 . . ?
C14 C15 H15 119.9 . . ?
C14 C15 C16 120.2(4) . . ?
C16 C15 H15 119.9 . . ?
C11 C16 C15 120.1(3) . . ?
C11 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
O2 C17 H17A 109.5 . . ?
O2 C17 H17B 109.5 . . ?
O2 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?

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 176.1(2) . . . . ?
S1 C1 C6 C5 -177.0(2) . . . . ?
S1 C7 C8 O1 -172.1(2) . . . . ?
S1 C7 C8 O2 -48.5(4) . . . . ?
S1 C7 C11 C12 113.2(4) . . . . ?
S1 C7 C11 C16 -66.1(4) . . . . ?
C1 S1 C7 C8 166.2(3) . . . . ?
C1 S1 C7 C11 -69.3(3) . . . . ?
C1 C2 C3 C4 1.3(5) . . . . ?
C2 C1 C6 C5 0.8(4) . . . . ?
C2 C3 C4 C5 0.0(5) . . . . ?
C2 C3 C4 C10 -179.9(3) . . . . ?
C3 C4 C5 C6 -0.8(5) . . . . ?
C4 C5 C6 C1 0.4(5) . . . . ?
C6 C1 C2 C3 -1.6(4) . . . . ?
C7 S1 C1 C2 106.1(4) . . . . ?
C7 S1 C1 C6 -76.3(4) . . . . ?
C7 C11 C12 C13 -179.9(3) . . . . ?
C7 C11 C16 C15 -179.7(3) . . . . ?
C8 C7 C11 C12 -124.2(3) . . . . ?
C8 C7 C11 C16 56.5(4) . . . . ?
C9 O1 C8 O2 69.7(5) . . . . ?
C9 O1 C8 C7 -164.3(4) . . . . ?
C10 C4 C5 C6 179.1(3) . . . . ?
C11 C7 C8 O1 64.6(4) . . . . ?
C11 C7 C8 O2 -171.8(3) . . . . ?
C11 C12 C13 C14 -0.4(5) . . . . ?
C12 C11 C16 C15 1.0(5) . . . . ?
C12 C13 C14 C15 0.9(5) . . . . ?
C13 C14 C15 C16 -0.5(5) . . . . ?
C14 C15 C16 C11 -0.5(5) . . . . ?
C16 C11 C12 C13 -0.6(4) . . . . ?
C17 O2 C8 O1 57.9(5) . . . . ?
C17 O2 C8 C7 -62.4(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
