# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_SM-12E-19_0ma_a
_audit_block_doi                 10.5517/ccdc.csd.cc26t2ns
_database_code_depnum_ccdc_archive 'CCDC 2049895'
loop_
_audit_author_name
_audit_author_address
'SANTA MONDAL'
;IIT Guwahati
India
;
_audit_update_record             
;
2020-12-12 deposited with the CCDC.	2021-06-01 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C68 H36 F4 O8 S8'
_chemical_formula_weight         1313.45

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'
F F 0.0171 0.0103 '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/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   14.147(2)
_cell_length_b                   5.4814(8)
_cell_length_c                   18.975(3)
_cell_angle_alpha                90
_cell_angle_beta                 109.360(4)
_cell_angle_gamma                90
_cell_volume                     1388.2(4)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8296
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      23.59

_exptl_crystal_description       Needle
_exptl_crystal_colour            Brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.571
_exptl_crystal_F_000             672
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.17
_exptl_absorpt_coefficient_mu    0.398
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(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            43581
_diffrn_reflns_av_unetI/netI     0.0312
_diffrn_reflns_av_R_equivalents  0.0845
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.572
_diffrn_reflns_theta_max         25.034
_diffrn_reflns_theta_full        25.034
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             2456
_reflns_number_gt                1955
_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    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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+0.3767P] 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         2456
_refine_ls_number_parameters     199
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0839
_refine_ls_R_factor_gt           0.0632
_refine_ls_wR_factor_ref         0.2360
_refine_ls_wR_factor_gt          0.2129
_refine_ls_goodness_of_fit_ref   1.648
_refine_ls_restrained_S_all      1.648
_refine_ls_shift/su_max          0.000
_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 0.56587(10) 0.7550(2) 0.06429(7) 0.0503(4) Uani 1 1 d . . . . .
S002 S 0.37677(10) 0.8611(2) 0.08932(7) 0.0548(5) Uani 1 1 d . . . . .
O003 O 0.4257(2) 0.4496(5) 0.19381(18) 0.0463(8) Uani 1 1 d . . . . .
F1 F 0.8970(3) 0.4261(7) 0.0677(2) 0.0833(11) Uani 1 1 d . . . . .
O005 O 0.5905(3) 0.1766(7) 0.2323(2) 0.0683(12) Uani 1 1 d . . . . .
C006 C 0.4975(3) 0.4929(7) 0.1595(2) 0.0372(10) Uani 1 1 d . . . . .
C007 C 0.3839(3) 0.6213(7) 0.2954(2) 0.0388(10) Uani 1 1 d . . . . .
C008 C 0.6609(3) 0.5401(8) 0.0968(2) 0.0401(10) Uani 1 1 d . . . . .
C009 C 0.6625(3) 0.3572(8) 0.1486(2) 0.0393(10) Uani 1 1 d . . . . .
C00A C 0.3903(3) 0.6554(7) 0.2205(3) 0.0396(10) Uani 1 1 d . . . . .
C00B C 0.5836(4) 0.3295(8) 0.1837(3) 0.0427(11) Uani 1 1 d . . . . .
C00C C 0.4831(4) 0.6751(8) 0.1096(2) 0.0420(11) Uani 1 1 d . . . . .
C00D C 0.3364(4) 0.7932(8) 0.3262(3) 0.0461(11) Uani 1 1 d . . . . .
H00D H 0.3086 0.9314 0.2988 0.055 Uiso 1 1 calc R U . . .
C00E C 0.4241(3) 0.4130(8) 0.3373(3) 0.0452(11) Uani 1 1 d . . . . .
H00E H 0.4556 0.2943 0.3180 0.054 Uiso 1 1 calc R U . . .
C00F C 0.3298(4) 0.7624(9) 0.3967(3) 0.0524(13) Uani 1 1 d . . . . .
H00F H 0.2980 0.8793 0.4164 0.063 Uiso 1 1 calc R U . . .
C00G C 0.3657(4) 0.8521(8) 0.1785(2) 0.0453(11) Uani 1 1 d . . . . .
H00G H 0.3421 0.9886 0.1966 0.054 Uiso 1 1 calc R U . . .
C00H C 0.4163(4) 0.3849(9) 0.4081(3) 0.0532(13) Uani 1 1 d . . . . .
H00H H 0.4427 0.2461 0.4358 0.064 Uiso 1 1 calc R U . . .
C00I C 0.7426(4) 0.1954(9) 0.1694(3) 0.0505(12) Uani 1 1 d . . . . .
H00I H 0.7430 0.0703 0.2026 0.061 Uiso 1 1 calc R U . . .
C00J C 0.7407(4) 0.5623(9) 0.0690(3) 0.0517(12) Uani 1 1 d . . . . .
H00J H 0.7405 0.6835 0.0347 0.062 Uiso 1 1 calc R U . . .
C00K C 0.3706(4) 0.5579(10) 0.4376(3) 0.0524(13) Uani 1 1 d . . . . .
H00K H 0.3670 0.5373 0.4853 0.063 Uiso 1 1 calc R U . . .
C00L C 0.8182(4) 0.4036(10) 0.0932(3) 0.0540(13) Uani 1 1 d . . . . .
C00M C 0.8205(4) 0.2146(10) 0.1426(3) 0.0578(14) Uani 1 1 d . . . . .
H00M H 0.8735 0.1047 0.1569 0.069 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 C00C 1.723(5) . ?
S001 C008 1.739(5) . ?
S002 C00C 1.751(5) . ?
S002 C00G 1.751(5) . ?
O003 C00A 1.396(5) . ?
O003 C006 1.397(5) . ?
F1 C00L 1.360(6) . ?
O005 C00B 1.226(5) . ?
C006 C00C 1.344(6) . ?
C006 C00B 1.459(6) . ?
C007 C00D 1.393(6) . ?
C007 C00E 1.400(6) . ?
C007 C00A 1.466(6) . ?
C008 C009 1.399(6) . ?
C008 C00J 1.400(6) . ?
C009 C00I 1.389(6) . ?
C009 C00B 1.484(6) . ?
C00A C00G 1.317(6) . ?
C00D C00F 1.381(6) . ?
C00D H00D 0.9300 . ?
C00E C00H 1.392(7) . ?
C00E H00E 0.9300 . ?
C00F C00K 1.376(7) . ?
C00F H00F 0.9300 . ?
C00G H00G 0.9300 . ?
C00H C00K 1.368(7) . ?
C00H H00H 0.9300 . ?
C00I C00M 1.362(7) . ?
C00I H00I 0.9300 . ?
C00J C00L 1.354(7) . ?
C00J H00J 0.9300 . ?
C00K H00K 0.9300 . ?
C00L C00M 1.390(8) . ?
C00M H00M 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
C00C S001 C008 103.0(2) . . ?
C00C S002 C00G 96.7(2) . . ?
C00A O003 C006 115.8(3) . . ?
C00C C006 O003 119.4(4) . . ?
C00C C006 C00B 126.4(4) . . ?
O003 C006 C00B 114.2(4) . . ?
C00D C007 C00E 118.3(4) . . ?
C00D C007 C00A 121.0(4) . . ?
C00E C007 C00A 120.7(4) . . ?
C009 C008 C00J 119.9(4) . . ?
C009 C008 S001 124.4(4) . . ?
C00J C008 S001 115.6(4) . . ?
C00I C009 C008 118.6(4) . . ?
C00I C009 C00B 118.1(4) . . ?
C008 C009 C00B 123.3(4) . . ?
C00G C00A O003 119.8(4) . . ?
C00G C00A C007 127.0(4) . . ?
O003 C00A C007 113.2(4) . . ?
O005 C00B C006 120.4(4) . . ?
O005 C00B C009 121.6(4) . . ?
C006 C00B C009 118.0(4) . . ?
C006 C00C S001 124.8(4) . . ?
C006 C00C S002 120.4(4) . . ?
S001 C00C S002 114.8(3) . . ?
C00F C00D C007 121.4(4) . . ?
C00F C00D H00D 119.3 . . ?
C007 C00D H00D 119.3 . . ?
C00H C00E C007 119.4(4) . . ?
C00H C00E H00E 120.3 . . ?
C007 C00E H00E 120.3 . . ?
C00K C00F C00D 119.7(5) . . ?
C00K C00F H00F 120.2 . . ?
C00D C00F H00F 120.2 . . ?
C00A C00G S002 121.1(4) . . ?
C00A C00G H00G 119.4 . . ?
S002 C00G H00G 119.4 . . ?
C00K C00H C00E 121.1(5) . . ?
C00K C00H H00H 119.4 . . ?
C00E C00H H00H 119.4 . . ?
C00M C00I C009 122.0(5) . . ?
C00M C00I H00I 119.0 . . ?
C009 C00I H00I 119.0 . . ?
C00L C00J C008 118.7(5) . . ?
C00L C00J H00J 120.7 . . ?
C008 C00J H00J 120.7 . . ?
C00H C00K C00F 120.1(5) . . ?
C00H C00K H00K 120.0 . . ?
C00F C00K H00K 120.0 . . ?
C00J C00L F1 119.2(5) . . ?
C00J C00L C00M 122.8(5) . . ?
F1 C00L C00M 117.9(5) . . ?
C00I C00M C00L 117.9(5) . . ?
C00I C00M H00M 121.0 . . ?
C00L C00M H00M 121.0 . . ?

_refine_diff_density_max         0.357
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.065

