# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2020

####################################################################### 
# 
# 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_raf-rku-2-061-pc-ptsa_mo
_database_code_depnum_ccdc_archive 'CCDC 1942552'
loop_
_audit_author_name
_audit_author_address
'ankit saini'
;IIT BOMBAY 
India
;
_audit_update_record             
;
2019-07-23 deposited with the CCDC.	2020-02-14 downloaded from the CCDC.
;
_audit_creation_date             2019-07-19
_audit_creation_method           
;
Olex2 1.2-ac3
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.67(C17 H14 O5 S)'
_chemical_formula_sum            'C11.33 H9.33 O3.33 S0.67'
_chemical_formula_weight         220.23
_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.5139(6)
_cell_length_b                   11.8830(8)
_cell_length_c                   13.6051(9)
_cell_angle_alpha                90
_cell_angle_beta                 103.300(6)
_cell_angle_gamma                90
_cell_volume                     1496.86(18)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    2749
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.2300
_cell_measurement_theta_min      2.3620
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.240
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85419
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.466
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0496
_diffrn_reflns_av_unetI/netI     0.0758
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            4668
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full        24.996
_diffrn_reflns_theta_max         24.996
_diffrn_reflns_theta_min         2.303
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -79.00  70.00   1.00    8.00    --  -20.00   0.00  36.00  149
  2  ω    -93.00 -72.00   1.00    8.00    --  -20.00 -72.00-108.00   21
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type  
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0684862000
_diffrn_orient_matrix_UB_12      -0.0230637000
_diffrn_orient_matrix_UB_13      -0.0228403000
_diffrn_orient_matrix_UB_21      0.0085045000
_diffrn_orient_matrix_UB_22      0.0178791000
_diffrn_orient_matrix_UB_23      -0.0480296000
_diffrn_orient_matrix_UB_31      0.0332468000
_diffrn_orient_matrix_UB_32      -0.0520702000
_diffrn_orient_matrix_UB_33      -0.0064219000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1986
_reflns_number_total             2559
_reflns_odcompleteness_completeness 82.78
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     31.09
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.293
_refine_diff_density_min         -0.566
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         2559
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0732
_refine_ls_R_factor_gt           0.0510
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0532P)²+0.7441P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1134
_refine_ls_wR_factor_ref         0.1310
_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 Aromatic/amide H refined with riding coordinates:
 C00A(H00D), C00B(H00E), C00E(H00I), C00F(H00J), C00G(H00K), C00K(H00L),
 C00L(H00M), C00M(H00N)
2.b Idealised Me refined as rotating group:
 C009(H00A,H00B,H00C), C00C(H00F,H00G,H00H)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S01 S 0.79998(8) 0.35538(6) 0.32199(5) 0.0207(2) Uani 1 1 d . . . . .
O002 O 0.7035(2) 0.44843(17) 0.36425(15) 0.0256(5) Uani 1 1 d . . . . .
O003 O 0.7581(2) 0.24676(16) 0.34813(16) 0.0314(6) Uani 1 1 d . . . . .
O004 O 0.9474(2) 0.38853(18) 0.35548(16) 0.0301(5) Uani 1 1 d . . . . .
O005 O 0.7546(2) 0.53381(16) 0.66625(15) 0.0247(5) Uani 1 1 d . . . . .
O006 O 0.8976(2) 0.38828(18) 0.71658(16) 0.0325(6) Uani 1 1 d . . . . .
C007 C 0.7270(3) 0.4713(2) 0.4664(2) 0.0208(7) Uani 1 1 d . . . . .
C008 C 0.5064(3) 0.7379(2) 0.4432(2) 0.0223(7) Uani 1 1 d . . . . .
C009 C 0.4100(3) 0.8113(3) 0.3649(2) 0.0294(8) Uani 1 1 d . . . . .
H00A H 0.4211 0.7907 0.2988 0.044 Uiso 1 1 calc GR . . . .
H00B H 0.4366 0.8888 0.3777 0.044 Uiso 1 1 calc GR . . . .
H00C H 0.3112 0.8010 0.3684 0.044 Uiso 1 1 calc GR . . . .
C00A C 0.7345(3) 0.4935(3) 0.0479(2) 0.0282(7) Uani 1 1 d . . . . .
H00D H 0.7610 0.5588 0.0191 0.034 Uiso 1 1 calc R . . . .
C00B C 0.5698(3) 0.6419(2) 0.4158(2) 0.0222(7) Uani 1 1 d . . . . .
H00E H 0.5554 0.6233 0.3478 0.027 Uiso 1 1 calc R . . . .
C00C C 0.6069(3) 0.4312(3) -0.1264(2) 0.0339(8) Uani 1 1 d . . . . .
H00F H 0.5730 0.5068 -0.1408 0.051 Uiso 1 1 calc GR . . . .
H00G H 0.5313 0.3793 -0.1553 0.051 Uiso 1 1 calc GR . . . .
H00H H 0.6889 0.4183 -0.1549 0.051 Uiso 1 1 calc GR . . . .
C00D C 0.6553(3) 0.5721(2) 0.4885(2) 0.0192(6) Uani 1 1 d . . . . .
C00E C 0.5296(3) 0.7636(3) 0.5458(2) 0.0276(7) Uani 1 1 d . . . . .
H00I H 0.4882 0.8284 0.5652 0.033 Uiso 1 1 calc R . . . .
C00F C 0.8077(3) 0.4089(2) 0.5406(2) 0.0246(7) Uani 1 1 d . . . . .
H00J H 0.8527 0.3444 0.5241 0.030 Uiso 1 1 calc R . . . .
C00G C 0.7803(3) 0.4772(2) 0.1515(2) 0.0248(7) Uani 1 1 d . . . . .
H00K H 0.8389 0.5299 0.1919 0.030 Uiso 1 1 calc R . . . .
C00H C 0.8260(3) 0.4397(2) 0.6454(2) 0.0253(7) Uani 1 1 d . . . . .
C00I C 0.7366(3) 0.3806(2) 0.1931(2) 0.0199(6) Uani 1 1 d . . . . .
C00J C 0.6736(3) 0.5999(2) 0.5900(2) 0.0211(7) Uani 1 1 d . . . . .
C00K C 0.6487(3) 0.3013(2) 0.1338(2) 0.0255(7) Uani 1 1 d . . . . .
H00L H 0.6177 0.2378 0.1627 0.031 Uiso 1 1 calc R . . . .
C00L C 0.6086(3) 0.3189(3) 0.0310(2) 0.0266(7) Uani 1 1 d . . . . .
H00M H 0.5520 0.2652 -0.0096 0.032 Uiso 1 1 calc R . . . .
C00M C 0.6119(3) 0.6960(3) 0.6192(2) 0.0259(7) Uani 1 1 d . . . . .
H00N H 0.6258 0.7146 0.6872 0.031 Uiso 1 1 calc R . . . .
C00N C 0.6501(3) 0.4140(3) -0.0132(2) 0.0242(7) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S01 O002 1.624(2) . ?
S01 O003 1.420(2) . ?
S01 O004 1.427(2) . ?
S01 C00I 1.744(3) . ?
O002 C007 1.383(3) . ?
O005 C00H 1.372(3) . ?
O005 C00J 1.385(3) . ?
O006 C00H 1.213(4) . ?
C007 C00D 1.444(4) . ?
C007 C00F 1.343(4) . ?
C008 C009 1.513(4) . ?
C008 C00B 1.381(4) . ?
C008 C00E 1.396(4) . ?
C009 H00A 0.9600 . ?
C009 H00B 0.9600 . ?
C009 H00C 0.9600 . ?
C00A H00D 0.9300 . ?
C00A C00G 1.389(4) . ?
C00A C00N 1.386(4) . ?
C00B H00E 0.9300 . ?
C00B C00D 1.399(4) . ?
C00C H00F 0.9600 . ?
C00C H00G 0.9600 . ?
C00C H00H 0.9600 . ?
C00C C00N 1.513(4) . ?
C00D C00J 1.391(4) . ?
C00E H00I 0.9300 . ?
C00E C00M 1.378(4) . ?
C00F H00J 0.9300 . ?
C00F C00H 1.443(4) . ?
C00G H00K 0.9300 . ?
C00G C00I 1.386(4) . ?
C00I C00K 1.388(4) . ?
C00J C00M 1.384(4) . ?
C00K H00L 0.9300 . ?
C00K C00L 1.378(4) . ?
C00L H00M 0.9300 . ?
C00L C00N 1.380(4) . ?
C00M H00N 0.9300 . ?

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
O002 S01 C00I 98.40(12) . . ?
O003 S01 O002 108.45(12) . . ?
O003 S01 O004 118.86(14) . . ?
O003 S01 C00I 110.85(14) . . ?
O004 S01 O002 107.03(12) . . ?
O004 S01 C00I 111.15(13) . . ?
C007 O002 S01 121.07(18) . . ?
C00H O005 C00J 121.6(2) . . ?
O002 C007 C00D 113.5(2) . . ?
C00F C007 O002 125.4(3) . . ?
C00F C007 C00D 121.2(3) . . ?
C00B C008 C009 121.2(3) . . ?
C00B C008 C00E 118.2(3) . . ?
C00E C008 C009 120.6(3) . . ?
C008 C009 H00A 109.5 . . ?
C008 C009 H00B 109.5 . . ?
C008 C009 H00C 109.5 . . ?
H00A C009 H00B 109.5 . . ?
H00A C009 H00C 109.5 . . ?
H00B C009 H00C 109.5 . . ?
C00G C00A H00D 119.4 . . ?
C00N C00A H00D 119.4 . . ?
C00N C00A C00G 121.1(3) . . ?
C008 C00B H00E 119.4 . . ?
C008 C00B C00D 121.2(3) . . ?
C00D C00B H00E 119.4 . . ?
H00F C00C H00G 109.5 . . ?
H00F C00C H00H 109.5 . . ?
H00G C00C H00H 109.5 . . ?
C00N C00C H00F 109.5 . . ?
C00N C00C H00G 109.5 . . ?
C00N C00C H00H 109.5 . . ?
C00B C00D C007 124.8(3) . . ?
C00J C00D C007 116.5(3) . . ?
C00J C00D C00B 118.8(3) . . ?
C008 C00E H00I 119.0 . . ?
C00M C00E C008 122.0(3) . . ?
C00M C00E H00I 119.0 . . ?
C007 C00F H00J 119.3 . . ?
C007 C00F C00H 121.4(3) . . ?
C00H C00F H00J 119.3 . . ?
C00A C00G H00K 120.8 . . ?
C00I C00G C00A 118.5(3) . . ?
C00I C00G H00K 120.8 . . ?
O005 C00H C00F 117.3(3) . . ?
O006 C00H O005 117.3(3) . . ?
O006 C00H C00F 125.4(3) . . ?
C00G C00I S01 119.1(2) . . ?
C00G C00I C00K 121.4(3) . . ?
C00K C00I S01 119.4(2) . . ?
O005 C00J C00D 122.0(3) . . ?
C00M C00J O005 116.9(3) . . ?
C00M C00J C00D 121.1(3) . . ?
C00I C00K H00L 120.8 . . ?
C00L C00K C00I 118.5(3) . . ?
C00L C00K H00L 120.8 . . ?
C00K C00L H00M 119.1 . . ?
C00K C00L C00N 121.7(3) . . ?
C00N C00L H00M 119.1 . . ?
C00E C00M C00J 118.8(3) . . ?
C00E C00M H00N 120.6 . . ?
C00J C00M H00N 120.6 . . ?
C00A C00N C00C 120.2(3) . . ?
C00L C00N C00A 118.7(3) . . ?
C00L C00N C00C 121.0(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.246
_oxdiff_exptl_absorpt_empirical_full_min 0.757
