# Electronic Supplementary Material (ESI) for Chemical Science.
# 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_1a
_database_code_depnum_ccdc_archive 'CCDC 2096180'
loop_
_audit_author_name
_audit_author_address
'Daniil Ivanov'
;SPbSU
Russia
;
_audit_update_record             
;
2021-07-13 deposited with the CCDC.	2022-04-27 downloaded from the CCDC.
;
_audit_creation_date             2019-12-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H15 I O3 S'
_chemical_formula_sum            'C15 H15 I O3 S'
_chemical_formula_weight         402.23
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C15 H15 I1 O3 S1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3'
_space_group_name_Hall           '-R 3'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   20.7704(4)
_cell_length_b                   20.7704(4)
_cell_length_c                   21.5736(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     8060.1(3)
_cell_formula_units_Z            18
_cell_measurement_reflns_used    8896
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      74.8600
_cell_measurement_theta_min      4.2310
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    15.173
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.37216
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.492
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             3564
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_av_unetI/netI     0.0261
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            12896
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        64.992
_diffrn_reflns_theta_max         64.992
_diffrn_reflns_theta_min         4.780
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3829
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     49.00  92.00   1.00    4.20    --   40.13  77.00   0.00   43
  2  ω    100.00 155.00   1.00   17.00    --  113.00  77.00  30.00   55
  3  ω    133.00 159.00   1.00   17.00    --  113.00  77.00 -60.00   26
  4  ω     79.00 146.00   1.00   17.00    --  113.00  77.00  60.00   67
  5  ω     84.00 148.00   1.00   17.00    --  113.00  77.00 120.00   64
  6  ω     79.00 178.00   1.00   17.00    --  113.00  77.00  90.00   99
  7  ω    -63.00  37.00   1.00    4.20    --  -40.13  77.00 -30.00  100
  8  ω    -93.00 -65.00   1.00    4.20    --  -40.13 -77.00  90.00   28
  9  ω    -98.00 -72.00   1.00    4.20    --  -40.13-139.00  44.00   26
 10  ω      4.00  79.00   1.00    4.20    --   40.13 -99.00  90.00   75
 11  ω     82.00 108.00   1.00    4.20    --   40.13  57.00 120.00   26
 12  ω    104.00 166.00   1.00   17.00    --  113.00 112.00-180.00   62
 13  ω     43.00  92.00   1.00   17.00    --  113.00 -95.00 -60.00   49
 14  ω    114.00 156.00   1.00   17.00    --  113.00 112.00-150.00   42
 15  ω    137.00 167.00   1.00   17.00    --  113.00 112.00 -90.00   30
 16  ω     43.00 101.00   1.00   17.00    --  113.00 -95.00 120.00   58
 17  ω     88.00 114.00   1.00   17.00    --  113.00  61.00-180.00   26
 18  ω    105.00 134.00   1.00   17.00    --  113.00 112.00 -90.00   29
 19  ω     44.00 107.00   1.00   17.00    --  113.00 -95.00-150.00   63
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0287292000
_diffrn_orient_matrix_UB_12      0.0027666000
_diffrn_orient_matrix_UB_13      -0.0663537000
_diffrn_orient_matrix_UB_21      0.0753651000
_diffrn_orient_matrix_UB_22      0.0677554000
_diffrn_orient_matrix_UB_23      0.0178006000
_diffrn_orient_matrix_UB_31      0.0289156000
_diffrn_orient_matrix_UB_32      -0.0523287000
_diffrn_orient_matrix_UB_33      0.0194171000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2923
_reflns_number_total             3034
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     72.42
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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    ?
_refine_diff_density_max         1.533
_refine_diff_density_min         -0.667
_refine_diff_density_rms         0.080
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     184
_refine_ls_number_reflns         3034
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0283
_refine_ls_R_factor_gt           0.0273
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0376P)²+30.1470P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0710
_refine_ls_wR_factor_ref         0.0718
_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:
 C3(H3), C2(H2), C5(H5), C6(H6), C11(H11), C9(H9)
2.b Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C13(H13A,H13B,H13C), C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
I1 I 0.61081(2) 0.57798(2) 0.71912(2) 0.02669(10) Uani 1 1 d . . . . .
S1 S 0.87772(4) 0.69078(5) 0.50884(4) 0.03248(19) Uani 1 1 d . . . . .
O2 O 0.93208(13) 0.67264(16) 0.53214(11) 0.0381(6) Uani 1 1 d . . . . .
O3 O 0.83654(16) 0.64641(19) 0.45561(11) 0.0467(7) Uani 1 1 d . . . . .
O1 O 0.90729(17) 0.76969(18) 0.49773(14) 0.0528(7) Uani 1 1 d . . . . .
C1 C 0.69984(16) 0.61904(17) 0.65558(13) 0.0227(6) Uani 1 1 d . . . . .
C3 C 0.77586(18) 0.70689(18) 0.57870(14) 0.0254(6) Uani 1 1 d . . . . .
H3 H 0.7907 0.7512 0.5558 0.030 Uiso 1 1 calc R . . . .
C2 C 0.71958(17) 0.68341(18) 0.62284(14) 0.0256(6) Uani 1 1 d . . . . .
H2 H 0.6953 0.7111 0.6303 0.031 Uiso 1 1 calc R . . . .
C5 C 0.79037(18) 0.60131(19) 0.60254(15) 0.0280(7) Uani 1 1 d . . . . .
H5 H 0.8150 0.5738 0.5956 0.034 Uiso 1 1 calc R . . . .
C4 C 0.81004(16) 0.66519(18) 0.56839(13) 0.0246(6) Uani 1 1 d . . . . .
C6 C 0.73460(18) 0.57769(18) 0.64685(15) 0.0276(7) Uani 1 1 d . . . . .
H6 H 0.7206 0.5342 0.6706 0.033 Uiso 1 1 calc R . . . .
C7 C 0.52938(17) 0.53268(19) 0.64858(14) 0.0310(7) Uani 1 1 d . . . . .
C12 C 0.50666(18) 0.4607(2) 0.62879(16) 0.0350(8) Uani 1 1 d . . . . .
C8 C 0.50347(19) 0.5778(2) 0.62358(16) 0.0353(8) Uani 1 1 d . . . . .
C11 C 0.45532(19) 0.4334(2) 0.58013(17) 0.0413(9) Uani 1 1 d . . . . .
H11 H 0.4379 0.3842 0.5656 0.050 Uiso 1 1 calc R . . . .
C10 C 0.42935(19) 0.4760(2) 0.55263(16) 0.0417(10) Uani 1 1 d . . . . .
C9 C 0.4538(2) 0.5474(2) 0.57408(17) 0.0414(9) Uani 1 1 d . . . . .
H9 H 0.4362 0.5766 0.5545 0.050 Uiso 1 1 calc R . . . .
C15 C 0.5349(2) 0.4134(2) 0.6567(2) 0.0484(10) Uani 1 1 d . . . . .
H15A H 0.5879 0.4351 0.6472 0.073 Uiso 1 1 calc GR . . . .
H15B H 0.5074 0.3631 0.6393 0.073 Uiso 1 1 calc GR . . . .
H15C H 0.5280 0.4111 0.7017 0.073 Uiso 1 1 calc GR . . . .
C13 C 0.5246(3) 0.6537(2) 0.6464(2) 0.0528(11) Uani 1 1 d . . . . .
H13A H 0.5187 0.6525 0.6915 0.079 Uiso 1 1 calc GR . . . .
H13B H 0.4924 0.6700 0.6271 0.079 Uiso 1 1 calc GR . . . .
H13C H 0.5765 0.6885 0.6355 0.079 Uiso 1 1 calc GR . . . .
C14 C 0.3741(2) 0.4453(3) 0.49999(18) 0.0530(12) Uani 1 1 d . . . . .
H14A H 0.3692 0.3982 0.4858 0.080 Uiso 1 1 calc GR . . . .
H14B H 0.3915 0.4809 0.4657 0.080 Uiso 1 1 calc GR . . . .
H14C H 0.3256 0.4367 0.5144 0.080 Uiso 1 1 calc GR . . . .


_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
I1 C1 2.109(3) . ?
I1 C7 2.114(3) . ?
S1 O2 1.447(2) . ?
S1 O3 1.453(3) . ?
S1 O1 1.454(3) . ?
S1 C4 1.778(3) . ?
C1 C2 1.381(5) . ?
C1 C6 1.384(5) . ?
C3 H3 0.9500 . ?
C3 C2 1.393(5) . ?
C3 C4 1.385(5) . ?
C2 H2 0.9500 . ?
C5 H5 0.9500 . ?
C5 C4 1.388(5) . ?
C5 C6 1.389(5) . ?
C6 H6 0.9500 . ?
C7 C12 1.391(5) . ?
C7 C8 1.401(5) . ?
C12 C11 1.399(5) . ?
C12 C15 1.499(6) . ?
C8 C9 1.397(5) . ?
C8 C13 1.494(6) . ?
C11 H11 0.9500 . ?
C11 C10 1.379(6) . ?
C10 C9 1.385(6) . ?
C10 C14 1.511(5) . ?
C9 H9 0.9500 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?

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 I1 C7 93.26(11) . . ?
O2 S1 O3 113.44(16) . . ?
O2 S1 O1 113.95(18) . . ?
O2 S1 C4 105.92(14) . . ?
O3 S1 O1 111.56(19) . . ?
O3 S1 C4 104.76(15) . . ?
O1 S1 C4 106.34(16) . . ?
C2 C1 I1 120.0(2) . . ?
C2 C1 C6 122.5(3) . . ?
C6 C1 I1 117.5(2) . . ?
C2 C3 H3 120.2 . . ?
C4 C3 H3 120.2 . . ?
C4 C3 C2 119.6(3) . . ?
C1 C2 C3 118.7(3) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 H2 120.7 . . ?
C4 C5 H5 120.1 . . ?
C6 C5 H5 120.1 . . ?
C6 C5 C4 119.8(3) . . ?
C3 C4 S1 120.3(2) . . ?
C3 C4 C5 121.0(3) . . ?
C5 C4 S1 118.7(2) . . ?
C1 C6 C5 118.5(3) . . ?
C1 C6 H6 120.8 . . ?
C5 C6 H6 120.8 . . ?
C12 C7 I1 117.7(3) . . ?
C12 C7 C8 124.3(3) . . ?
C8 C7 I1 118.0(2) . . ?
C7 C12 C11 116.5(4) . . ?
C7 C12 C15 123.2(3) . . ?
C11 C12 C15 120.4(4) . . ?
C7 C8 C13 124.8(3) . . ?
C9 C8 C7 115.8(4) . . ?
C9 C8 C13 119.3(4) . . ?
C12 C11 H11 119.1 . . ?
C10 C11 C12 121.8(4) . . ?
C10 C11 H11 119.1 . . ?
C11 C10 C9 119.4(3) . . ?
C11 C10 C14 120.7(4) . . ?
C9 C10 C14 119.9(4) . . ?
C8 C9 H9 118.9 . . ?
C10 C9 C8 122.1(4) . . ?
C10 C9 H9 118.9 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C8 C13 H13A 109.5 . . ?
C8 C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C10 C14 H14A 109.5 . . ?
C10 C14 H14B 109.5 . . ?
C10 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 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
I1 C1 C2 C3 -176.5(2) . . . . ?
I1 C1 C6 C5 176.2(2) . . . . ?
I1 C7 C12 C11 -177.1(2) . . . . ?
I1 C7 C12 C15 2.4(4) . . . . ?
I1 C7 C8 C9 175.5(2) . . . . ?
I1 C7 C8 C13 -5.1(5) . . . . ?
O2 S1 C4 C3 144.9(3) . . . . ?
O2 S1 C4 C5 -37.5(3) . . . . ?
O3 S1 C4 C3 -94.9(3) . . . . ?
O3 S1 C4 C5 82.7(3) . . . . ?
O1 S1 C4 C3 23.3(3) . . . . ?
O1 S1 C4 C5 -159.0(3) . . . . ?
C2 C1 C6 C5 -1.3(5) . . . . ?
C2 C3 C4 S1 175.9(2) . . . . ?
C2 C3 C4 C5 -1.7(4) . . . . ?
C4 C3 C2 C1 0.5(4) . . . . ?
C4 C5 C6 C1 0.1(5) . . . . ?
C6 C1 C2 C3 1.0(5) . . . . ?
C6 C5 C4 S1 -176.3(2) . . . . ?
C6 C5 C4 C3 1.3(5) . . . . ?
C7 C12 C11 C10 0.9(5) . . . . ?
C7 C8 C9 C10 2.4(5) . . . . ?
C12 C7 C8 C9 -2.5(5) . . . . ?
C12 C7 C8 C13 176.9(4) . . . . ?
C12 C11 C10 C9 -0.9(5) . . . . ?
C12 C11 C10 C14 179.8(3) . . . . ?
C8 C7 C12 C11 0.9(5) . . . . ?
C8 C7 C12 C15 -179.6(3) . . . . ?
C11 C10 C9 C8 -0.9(5) . . . . ?
C15 C12 C11 C10 -178.7(3) . . . . ?
C13 C8 C9 C10 -177.0(4) . . . . ?
C14 C10 C9 C8 178.4(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
;
_oxdiff_exptl_absorpt_empirical_full_max 2.142
_oxdiff_exptl_absorpt_empirical_full_min 0.434
####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 2096184'
loop_
_audit_author_name
_audit_author_address
'Daniil Ivanov'
;SPbSU
Russia
;
_audit_update_record             
;
2021-07-13 deposited with the CCDC.	2022-04-27 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT213_2                   
;
PROBLEM: Atom O2              has ADP max/min Ratio .....        5.9 prolat
RESPONSE: This atom is in two close positions, which are represented
by extended ellipsoid.
;
# end Validation Reply Form

_audit_creation_date             2020-07-22
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H13 I O3 S'
_chemical_formula_sum            'C14 H13 I O3 S'
_chemical_formula_weight         388.20
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C14 H13 I1 O3 S1'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 '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/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   7.09640(10)
_cell_length_b                   23.1449(4)
_cell_length_c                   8.14500(10)
_cell_angle_alpha                90
_cell_angle_beta                 97.033(2)
_cell_angle_gamma                90
_cell_volume                     1327.71(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5742
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      70.0610
_cell_measurement_theta_min      1.9310
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    20.441
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.207
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.50a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.942
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             760
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 5 5 0.1318
0 -8 -4 0.0730
0 9 -4 0.1824
0 15 0 0.1672
0 -4 5 0.1330
5 -1 -1 0.0329
-5 1 0 0.0383
0 -15 1 0.2017

_exptl_crystal_size_max          0.406
_exptl_crystal_size_mid          0.229
_exptl_crystal_size_min          0.079
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0220 4.8724 4.9607 -0.2689 0.3146 -0.9103
-0.1165 -7.6834 -4.4914 0.3851 -0.4506 0.8054
0.3805 9.4777 -4.1007 -0.3621 0.4241 0.8301
0.4446 14.9531 -0.1327 -0.6454 0.7557 0.1110
-0.2396 -3.8781 5.0951 0.1081 -0.1269 -0.9860
4.5865 -1.3690 -0.7404 -0.7596 -0.6488 0.0463
-4.5817 1.4495 0.4500 0.7603 0.6495 0.0091
0.0131 -14.8890 0.6979 0.5517 -0.8028 -0.2262

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0702
_diffrn_reflns_av_unetI/netI     0.0476
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            7808
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.432
_diffrn_reflns_theta_min         3.820
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     50.00  76.00   0.50    0.20    --   38.82-149.00 102.00   52
  2  ω     54.00  84.00   0.50    0.20    --   38.82-122.00 -95.00   60
  3  ω      5.00  47.00   0.50    0.20    --   38.82-122.00 -95.00   84
  4  ω     56.00  90.00   0.50    0.20    --  100.00-122.00 -95.00   68
  5  ω    104.00 154.00   0.50    0.20    --  100.00 149.00 148.00  100
  6  ω     67.00  99.00   0.50    0.20    --  100.00 149.00 148.00   64
  7  ω     92.00 117.00   0.50    0.20    --  100.00 122.00 -14.00   50
  8  ω     60.00  85.00   0.50    0.20    --  100.00-149.00 102.00   50
  9  ω    -66.00 -14.00   0.50    0.20    --  -38.82 122.00 -14.00  104
 10  ω    -55.00 -22.00   0.50    0.20    --  -38.82 149.00 148.00   66
 11  ω    -93.00 -46.00   0.50    0.20    --  -38.82 138.00  60.00   94
 12  ω    -25.00  40.00   0.50    0.20    --   38.82 -65.00  60.00  130
 13  ω     18.00  57.00   0.50    0.20    --   38.82  65.00 150.00   78
 14  ω     65.00  95.00   0.50    0.20    --   38.82  65.00 150.00   60
 15  ω     -4.00  57.00   0.50    0.20    --   38.82 -21.00-180.00  122
 16  ω     48.00  73.00   0.50    0.20    --   38.82 -11.00-180.00   50
 17  ω     27.00  64.00   0.50    0.20    --   38.82  32.00  30.00   74
 18  ω     25.00  59.00   0.50    0.20    --   38.82 -54.00 120.00   68
 19  ω    -37.00 -10.00   0.50    0.20    --   38.82 -11.00-180.00   54
 20  ω    -24.00   1.00   0.50    0.20    --   38.82 -54.00 120.00   50
 21  ω     72.00  98.00   0.50    0.20    --   38.82  32.00  30.00   52
 22  ω     85.00 131.00   0.50    0.20    --  100.00  61.00   0.00   92
 23  ω     31.00 114.00   0.50    0.20    --  100.00 -30.00  90.00  166
 24  ω     32.00  67.00   0.50    0.20    --  100.00-111.00   0.00   70
 25  ω     87.00 154.00   0.50    0.20    --  100.00  30.00  90.00  134
 26  ω    101.00 127.00   0.50    0.20    --  100.00 111.00-150.00   52
 27  ω     44.00  70.00   0.50    0.20    --  100.00 -77.00 -60.00   52
 28  ω     73.00 157.00   0.50    0.20    --  100.00  77.00 150.00  168
 29  ω     32.00  91.00   0.50    0.20    --  100.00-111.00 -90.00  118
 30  ω     76.00 127.00   0.50    0.20    --  100.00 -77.00 -60.00  102
 31  ω    132.00 157.00   0.50    0.20    --  100.00  37.00   0.00   50
 32  ω     35.00 126.00   0.50    0.20    --  100.00 -77.00  60.00  182
 33  ω    132.00 157.00   0.50    0.20    --  100.00  93.00-120.00   50
 34  ω     73.00 102.00   0.50    0.20    --  100.00-111.00   0.00   58
 35  ω     82.00 107.00   0.50    0.20    --  100.00  93.00-120.00   50
 36  ω     87.00 116.00   0.50    0.20    --  100.00  37.00   0.00   58
 37  ω     65.00  91.00   0.50    0.20    --  100.00 -61.00 -60.00   52
 38  ω    103.00 156.00   0.50    0.20    --  100.00  37.00 120.00  106
 39  ω     85.00 110.00   0.50    0.20    --  100.00-111.00 150.00   50
 40  ω     38.00 105.00   0.50    0.20    --  100.00 -93.00 -90.00  134
 41  ω     78.00 114.00   0.50    0.20    --  100.00  61.00 -60.00   72
 42  ω     17.00  43.00   0.50    0.20    --   38.82-149.00 102.00   52
 43  ω    -99.00 -72.00   0.50    0.20    --  -38.82 -43.00 -90.00   54
 44  ω    -48.00  -1.50   0.50    0.20    --  -38.82  32.00  60.00   93
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1795506000
_diffrn_orient_matrix_UB_12      -0.0379693000
_diffrn_orient_matrix_UB_13      -0.0161227000
_diffrn_orient_matrix_UB_21      -0.1235261000
_diffrn_orient_matrix_UB_22      0.0543055000
_diffrn_orient_matrix_UB_23      0.0106205000
_diffrn_orient_matrix_UB_31      -0.0186253000
_diffrn_orient_matrix_UB_32      0.0062911000
_diffrn_orient_matrix_UB_33      -0.1896081000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2394
_reflns_number_total             2531
_reflns_odcompleteness_completeness 99.01
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     70.93
_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 1.171.40.50a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.50a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.50a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         1.805
_refine_diff_density_min         -2.198
_refine_diff_density_rms         0.227
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         2531
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0511
_refine_ls_R_factor_gt           0.0498
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1038P)²+0.5258P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1343
_refine_ls_wR_factor_ref         0.1364
_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:
 C2(H2), C6(H6), C3(H3), C5(H5), C12(H12), C9(H9), C10(H10)
2.b Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C14(H14A,H14B,H14C)
;
_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
I1 I 0.24689(4) 0.56720(2) 0.04921(3) 0.01467(18) Uani 1 1 d . . . . .
S1 S 0.82494(18) 0.57940(6) 0.75036(16) 0.0215(3) Uani 1 1 d . . . . .
O1 O 0.7263(5) 0.55376(17) 0.8776(4) 0.0212(8) Uani 1 1 d . . . . .
O3 O 0.8468(7) 0.6411(2) 0.7715(5) 0.0462(13) Uani 1 1 d . . . . .
O2 O 0.9972(6) 0.5497(3) 0.7272(6) 0.0542(15) Uani 1 1 d . . . . .
C7 C 0.2639(6) 0.6584(2) 0.0346(5) 0.0150(10) Uani 1 1 d . . . . .
C1 C 0.4281(7) 0.56591(17) 0.2727(7) 0.0127(10) Uani 1 1 d . . . . .
C2 C 0.3516(7) 0.57011(18) 0.4203(7) 0.0154(11) Uani 1 1 d . . . . .
H2 H 0.2208 0.5711 0.4215 0.019 Uiso 1 1 calc R U . . .
C4 C 0.6697(7) 0.57109(18) 0.5624(6) 0.0119(10) Uani 1 1 d . . . . .
C6 C 0.6248(8) 0.56243(19) 0.2674(7) 0.0162(11) Uani 1 1 d . . . . .
H6 H 0.6734 0.5589 0.1668 0.019 Uiso 1 1 calc R U . . .
C3 C 0.4749(7) 0.57285(19) 0.5677(7) 0.0165(10) Uani 1 1 d . . . . .
H3 H 0.4269 0.5758 0.6686 0.020 Uiso 1 1 calc R U . . .
C8 C 0.1285(7) 0.6924(2) 0.0982(6) 0.0206(11) Uani 1 1 d . . . . .
C5 C 0.7436(7) 0.5643(2) 0.4126(8) 0.0172(11) Uani 1 1 d . . . . .
H5 H 0.8740 0.5610 0.4116 0.021 Uiso 1 1 calc R U . . .
C12 C 0.4224(7) 0.6807(2) -0.0300(6) 0.0197(10) Uani 1 1 d . . . . .
H12 H 0.5084 0.6563 -0.0729 0.024 Uiso 1 1 calc R U . . .
C9 C 0.1578(8) 0.7518(2) 0.0961(7) 0.0256(11) Uani 1 1 d . . . . .
H9 H 0.0710 0.7764 0.1370 0.031 Uiso 1 1 calc R U . . .
C13 C -0.0401(7) 0.6686(2) 0.1738(7) 0.0252(11) Uani 1 1 d . . . . .
H13A H -0.0980 0.6381 0.1051 0.038 Uiso 1 1 calc R U . . .
H13B H -0.1310 0.6988 0.1821 0.038 Uiso 1 1 calc R U . . .
H13C H 0.0018 0.6536 0.2820 0.038 Uiso 1 1 calc R U . . .
C11 C 0.4486(7) 0.7406(2) -0.0286(6) 0.0248(12) Uani 1 1 d . . . . .
C10 C 0.3146(9) 0.7747(2) 0.0340(7) 0.0293(12) Uani 1 1 d . . . . .
H10 H 0.3304 0.8146 0.0345 0.035 Uiso 1 1 calc R U . . .
C14 C 0.6192(8) 0.7668(3) -0.0932(7) 0.0339(14) Uani 1 1 d . . . . .
H14A H 0.7035 0.7822 -0.0027 0.051 Uiso 1 1 calc R U . . .
H14B H 0.5789 0.7972 -0.1697 0.051 Uiso 1 1 calc R U . . .
H14C H 0.6840 0.7376 -0.1485 0.051 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
I1 C7 2.118(5) . ?
I1 C1 2.096(5) . ?
S1 O1 1.447(4) . ?
S1 O3 1.444(5) . ?
S1 O2 1.435(5) . ?
S1 C4 1.784(5) . ?
C7 C8 1.391(7) . ?
C7 C12 1.398(7) . ?
C1 C2 1.382(8) . ?
C1 C6 1.404(7) . ?
C2 H2 0.9300 . ?
C2 C3 1.398(8) . ?
C4 C3 1.389(7) . ?
C4 C5 1.394(8) . ?
C6 H6 0.9300 . ?
C6 C5 1.367(9) . ?
C3 H3 0.9300 . ?
C8 C9 1.390(7) . ?
C8 C13 1.515(7) . ?
C5 H5 0.9300 . ?
C12 H12 0.9300 . ?
C12 C11 1.400(8) . ?
C9 H9 0.9300 . ?
C9 C10 1.383(9) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C11 C10 1.380(9) . ?
C11 C14 1.505(8) . ?
C10 H10 0.9300 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 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 I1 C7 91.71(15) . . ?
O1 S1 C4 105.6(2) . . ?
O3 S1 O1 112.0(3) . . ?
O3 S1 C4 104.8(2) . . ?
O2 S1 O1 113.1(3) . . ?
O2 S1 O3 114.1(3) . . ?
O2 S1 C4 106.4(3) . . ?
C8 C7 I1 119.8(4) . . ?
C8 C7 C12 123.8(5) . . ?
C12 C7 I1 116.3(4) . . ?
C2 C1 I1 119.3(4) . . ?
C2 C1 C6 121.9(5) . . ?
C6 C1 I1 118.7(4) . . ?
C1 C2 H2 120.7 . . ?
C1 C2 C3 118.6(5) . . ?
C3 C2 H2 120.7 . . ?
C3 C4 S1 118.8(4) . . ?
C3 C4 C5 120.9(5) . . ?
C5 C4 S1 120.3(4) . . ?
C1 C6 H6 120.6 . . ?
C5 C6 C1 118.8(5) . . ?
C5 C6 H6 120.6 . . ?
C2 C3 H3 120.3 . . ?
C4 C3 C2 119.5(5) . . ?
C4 C3 H3 120.3 . . ?
C7 C8 C13 124.1(5) . . ?
C9 C8 C7 116.4(5) . . ?
C9 C8 C13 119.5(5) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 C4 120.2(5) . . ?
C6 C5 H5 119.9 . . ?
C7 C12 H12 120.8 . . ?
C7 C12 C11 118.4(5) . . ?
C11 C12 H12 120.8 . . ?
C8 C9 H9 119.6 . . ?
C10 C9 C8 120.7(5) . . ?
C10 C9 H9 119.6 . . ?
C8 C13 H13A 109.5 . . ?
C8 C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C11 C14 120.5(5) . . ?
C10 C11 C12 118.2(5) . . ?
C10 C11 C14 121.3(5) . . ?
C9 C10 H10 118.7 . . ?
C11 C10 C9 122.6(5) . . ?
C11 C10 H10 118.7 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 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
I1 C7 C8 C9 175.0(3) . . . . ?
I1 C7 C8 C13 -2.5(6) . . . . ?
I1 C7 C12 C11 -174.4(3) . . . . ?
I1 C1 C2 C3 -176.0(3) . . . . ?
I1 C1 C6 C5 177.0(3) . . . . ?
S1 C4 C3 C2 175.9(3) . . . . ?
S1 C4 C5 C6 -174.9(4) . . . . ?
O1 S1 C4 C3 32.6(4) . . . . ?
O1 S1 C4 C5 -148.8(4) . . . . ?
O3 S1 C4 C3 -85.8(4) . . . . ?
O3 S1 C4 C5 92.8(4) . . . . ?
O2 S1 C4 C3 153.1(4) . . . . ?
O2 S1 C4 C5 -28.4(5) . . . . ?
C7 C8 C9 C10 -0.2(8) . . . . ?
C7 C12 C11 C10 -1.1(7) . . . . ?
C7 C12 C11 C14 178.7(4) . . . . ?
C1 C2 C3 C4 -0.2(6) . . . . ?
C1 C6 C5 C4 -1.7(7) . . . . ?
C2 C1 C6 C5 -1.2(7) . . . . ?
C6 C1 C2 C3 2.1(6) . . . . ?
C3 C4 C5 C6 3.6(7) . . . . ?
C8 C7 C12 C11 1.0(7) . . . . ?
C8 C9 C10 C11 0.1(9) . . . . ?
C5 C4 C3 C2 -2.6(7) . . . . ?
C12 C7 C8 C9 -0.4(7) . . . . ?
C12 C7 C8 C13 -177.8(5) . . . . ?
C12 C11 C10 C9 0.6(8) . . . . ?
C13 C8 C9 C10 177.4(5) . . . . ?
C14 C11 C10 C9 -179.2(5) . . . . ?

_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
;
_oxdiff_exptl_absorpt_empirical_full_max 2.981
_oxdiff_exptl_absorpt_empirical_full_min 0.544
####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 2096193'
loop_
_audit_author_name
_audit_author_address
'Daniil Ivanov'
;SPbSU
Russia
;
_audit_update_record             
;
2021-07-13 deposited with the CCDC.	2022-04-27 downloaded from the CCDC.
;
_audit_creation_date             2020-08-31
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.02.04 svn.rd84adfe8 for OlexSys, GUI svn.r6032)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H8 Cl I O3 S'
_chemical_formula_sum            'C12 H8 Cl I O3 S'
_chemical_formula_weight         394.59
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C12 H8 Cl O3 S I '
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.09810(10)
_cell_length_b                   8.11370(10)
_cell_length_c                   25.8853(3)
_cell_angle_alpha                94.9610(10)
_cell_angle_beta                 93.9970(10)
_cell_angle_gamma                91.8580(10)
_cell_volume                     1271.90(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11999
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      70.2180
_cell_measurement_theta_min      3.4290
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    23.243
_exptl_absorpt_correction_T_max  0.503
_exptl_absorpt_correction_T_min  0.097
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.50a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.061
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             760
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
3 -3 2 0.0504
-3 3 -2 0.0504
4 1 3 0.0630
0 5 2 0.1004
0 -5 -2 0.0593
0 1 -17 0.0240
0 -1 17 0.0240

_exptl_crystal_size_max          0.185
_exptl_crystal_size_mid          0.109
_exptl_crystal_size_min          0.048
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
3.4419 -2.6502 1.9332 -0.0271 -0.0771 0.9967
-3.4419 2.6502 -1.9332 0.0271 0.0771 -0.9967
3.6729 1.1796 3.0882 0.2103 0.5937 0.7767
0.2580 5.1526 1.5140 0.3175 0.8968 -0.3083
-0.4716 -5.1043 -1.6637 -0.3227 -0.9116 0.2547
0.4184 1.1331 -16.6452 0.9330 -0.3304 -0.1430
-0.4184 -1.1331 16.6452 -0.9330 0.3304 0.1430

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0522
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_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       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            24149
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.422
_diffrn_reflns_theta_min         1.718
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -30.00   5.00   0.50    1.20    --  -38.82 115.00  11.00   70
  2  ω    -84.00 -50.00   0.50    1.20    --  -38.82-167.00 136.00   68
  3  ω   -110.00 -74.00   0.50    1.20    --  -38.82 167.00 156.00   72
  4  ω     61.00  86.00   0.50    1.20    --   38.82 167.00 156.00   50
  5  ω     21.00  46.00   0.50    1.20    --   38.82-115.00 -78.00   50
  6  ω     74.00 105.00   0.50    1.20    --   38.82-167.00 136.00   62
  7  ω     71.00  96.00   0.50    0.20    --  100.00-115.00 -78.00   50
  8  ω    104.00 140.00   0.50    0.20    --  100.00-167.00 136.00   72
  9  ω     77.00 102.00   0.50    0.20    --  100.00 167.00 156.00   50
 10  ω     84.00 110.00   0.50    0.20    --  100.00 115.00  11.00   52
 11  ω    -57.00 -31.00   0.50    1.20    --  -38.82 -32.00-120.00   52
 12  ω    -53.00  14.00   0.50    1.20    --  -38.82  43.00  30.00  134
 13  ω    -81.00 -55.00   0.50    1.20    --  -38.82 138.00   0.00   52
 14  ω   -106.00 -61.00   0.50    1.20    --  -38.82 -32.00-120.00   90
 15  ω   -107.00 -27.00   0.50    1.20    --  -38.82 -32.00  60.00  160
 16  ω    -46.00 -21.00   0.50    1.20    --  -38.82 138.00   0.00   50
 17  ω     70.00  96.00   0.50    1.20    --   38.82-138.00-180.00   52
 18  ω     36.00  75.00   0.50    1.20    --   38.82-104.00-180.00   78
 19  ω     17.00 103.00   0.50    1.20    --   38.82  65.00-180.00  172
 20  ω      4.00  30.00   0.50    1.20    --   38.82-104.00-180.00   52
 21  ω     39.00 102.00   0.50    1.20    --   38.82  43.00-120.00  126
 22  ω     18.00  61.00   0.50    1.20    --   38.82-138.00-180.00   86
 23  ω     29.00  57.00   0.50    1.20    --   38.82 -21.00 -60.00   56
 24  ω     27.00 105.00   0.50    1.20    --   38.82  43.00 -30.00  156
 25  ω     -6.00  20.00   0.50    1.20    --   38.82 -21.00 -60.00   52
 26  ω      7.00  33.00   0.50    1.20    --   38.82 -43.00  60.00   52
 27  ω     34.00  78.00   0.50    0.20    --  100.00 -37.00-180.00   88
 28  ω     38.00 115.00   0.50    0.20    --  100.00-133.00-120.00  154
 29  ω     60.00 106.00   0.50    0.20    --  100.00 -30.00  60.00   92
 30  ω     53.00 115.00   0.50    0.20    --  100.00 -37.00 -60.00  124
 31  ω     92.00 154.00   0.50    0.20    --  100.00  30.00 -90.00  124
 32  ω     28.00 114.00   0.50    0.20    --  100.00 -22.00  30.00  172
 33  ω     71.00 122.00   0.50    0.20    --  100.00 133.00 -30.00  102
 34  ω     55.00  81.00   0.50    0.20    --  100.00 -86.00-180.00   52
 35  ω     52.00 100.00   0.50    0.20    --  100.00-111.00 -60.00   96
 36  ω     71.00  97.00   0.50    0.20    --  100.00 -72.00 -99.90   52
 37  ω     38.00 120.00   0.50    0.20    --  100.00 -53.00-120.00  164
 38  ω     78.00 104.00   0.50    0.20    --  100.00  69.00 120.00   52
 39  ω    126.00 152.00   0.50    0.20    --  100.00  69.00 120.00   52
 40  ω     65.00 105.00   0.50    0.20    --  100.00 -93.00 -60.00   80
 41  ω     93.00 119.00   0.50    0.20    --  100.00  45.00 -30.00   52
 42  ω     82.00 135.00   0.50    0.20    --  100.00 111.00-180.00  106
 43  ω     89.00 121.00   0.50    0.20    --  100.00 -69.00   0.00   64
 44  ω     94.00 119.00   0.50    0.20    --  100.00 -69.00-120.00   50
 45  ω     88.00 115.00   0.50    0.20    --  100.00  37.00 -30.00   54
 46  ω     42.00 106.00   0.50    0.20    --  100.00 -93.00  90.00  128
 47  ω     42.00  67.00   0.50    0.20    --  100.00 -69.00-120.00   50
 48  ω     77.00 115.00   0.50    0.20    --  100.00 -37.00  90.00   76
 49  ω     85.00 119.00   0.50    0.20    --  100.00-133.00 120.00   68
 50  ω     42.00  83.00   0.50    0.20    --  100.00 -69.00   0.00   82
 51  ω     97.00 125.00   0.50    0.20    --  100.00 -77.00 -90.00   56
 52  ω    105.00 149.00   0.50    0.20    --  100.00 111.00-150.00   88
 53  ω     48.00  74.00   0.50    0.20    --  100.00 -37.00  90.00   52
 54  ω    125.00 157.00   0.50    0.20    --  100.00  45.00 -30.00   64
 55  ω     41.00  66.00   0.50    0.20    --  100.00-133.00 120.00   50
 56  ω     59.00  85.00   0.50    0.20    --  100.00-111.00-180.00   52
 57  ω     82.00 108.00   0.50    0.20    --  100.00 -37.00-180.00   52
 58  ω     50.00  78.00   0.50    0.20    --  100.00-111.00-120.00   56
 59  ω     82.00 109.00   0.50    0.20    --  100.00-111.00-120.00   54
 60  ω     32.00  78.00   0.50    0.20    --  100.00 -15.00 -90.00   92
 61  ω     89.00 149.00   0.50    0.20    --  100.00  37.00   0.00  120
 62  ω     27.00  74.00   0.50    0.20    --  100.00 -93.00-120.00   94
 63  ω     56.00 117.00   0.50    0.20    --  100.00 -61.00  60.00  122
 64  ω     89.00 153.00   0.50    0.20    --  100.00  30.00 -60.00  128
 65  ω     94.00 119.00   0.50    0.20    --  100.00 115.00  11.00   50
 66  ω    -40.00 -14.00   0.50    1.20    --    0.00 119.00 144.65   52
 67  ω    -23.00   8.00   0.50    1.20    --   20.00 112.00 -86.98   62
 68  ω    -10.00  15.00   0.50    1.20    --   28.00 104.00  90.68   50
 69  ω     -1.00  24.00   0.50    1.20    --   32.00  94.00  -4.17   50
 70  ω      5.00  30.00   0.50    1.20    --   36.00  89.00-150.72   50
 71  ω    -37.00 -11.00   0.50    1.20    --  -38.82 104.00 150.00   52
 72  ω     11.00  36.00   0.50    1.20    --   40.00  84.00  88.99   50
 73  ω     11.00  36.00   0.50    1.20    --   40.00  83.00 -29.47   50
 74  ω     16.00  41.00   0.50    1.20    --   44.00  80.00 158.19   50
 75  ω     17.00  42.00   0.50    1.20    --   44.00  79.00 -96.52   50
 76  ω     16.00  41.00   0.50    1.20    --   44.00  81.00  43.43   50
 77  ω     16.00  41.00   0.50    1.20    --   44.00  81.00 128.12   50
 78  ω     16.00  41.00   0.50    1.20    --   44.00  81.00 112.57   50
 79  ω     17.00  42.00   0.50    1.20    --   44.00  79.00-130.98   50
 80  ω     22.00  48.00   0.50    1.20    --   48.00  74.00 -68.84   52
 81  ω     89.00 114.00   0.50    1.20    --   48.00  74.00 -68.84   50
 82  ω     26.00  52.00   0.50    1.20    --   48.00  71.00 -12.54   52
 83  ω     86.00 112.00   0.50    1.20    --   48.00  71.00 -12.54   52
 84  ω     33.00  59.00   0.50    1.20    --   52.00  75.00   2.60   52
 85  ω     26.00  51.00   0.50    1.20    --   52.00  76.00-173.51   50
 86  ω     75.00 101.00   0.50    1.20    --   52.00  76.00 119.61   52
 87  ω     83.00 108.00   0.50    1.20    --   52.00  77.00 -55.04   50
 88  ω     27.00  53.00   0.50    1.20    --   52.00  76.00 119.61   52
 89  ω     29.00  55.00   0.50    1.20    --   52.00  77.00 -55.04   52
 90  ω     33.00  59.00   0.50    1.20    --   56.00  76.00-116.70   52
 91  ω     79.00 105.00   0.50    1.20    --   56.00  76.00-116.70   52
 92  ω     34.00  60.00   0.50    1.20    --   60.00  77.00 131.09   52
 93  ω     34.00  61.00   0.50    1.20    --   60.00  75.00 -15.54   54
 94  ω     64.00  89.00   0.50    1.20    --   60.00  75.00 -15.54   50
 95  ω     39.00  65.00   0.50    1.20    --   64.00  71.00  63.20   52
 96  ω     39.00  71.00   0.50    1.20    --   64.00  76.00-168.05   64
 97  ω     38.00  64.00   0.50    1.20    --   64.00  75.00 168.05   52
 98  ω     45.00  84.00   0.50    1.20    --   68.00  63.00  21.97   78
 99  ω     42.00  79.00   0.50    1.20    --   68.00  75.00 -69.92   74
100  ω     94.00 127.00   0.50    1.20    --   68.00  70.00  85.29   66
101  ω     44.00  70.00   0.50    1.20    --   68.00  70.00  85.29   52
102  ω    108.00 133.00   0.50    1.20    --   68.00  63.00  21.97   50
103  ω     46.00  78.00   0.50    1.20    --   68.00  76.00  36.92   64
104  ω     46.00  72.00   0.50    0.20    --   72.00  74.00 100.83   52
105  ω     47.00 107.00   0.50    0.20    --   72.00  73.00-101.00  120
106  ω    113.00 138.00   0.50    0.20    --   72.00  70.00  72.76   50
107  ω     47.00  72.00   0.50    0.20    --   72.00  70.00  72.76   50
108  ω     49.00  79.00   0.50    0.20    --   76.00  77.00 129.64   60
109  ω     56.00  82.00   0.50    0.20    --   80.00  69.00 164.08   52
110  ω     56.00  82.00   0.50    0.20    --   80.00  68.00-171.72   52
111  ω     99.00 138.00   0.50    0.20    --   84.00  59.00  -5.97   78
112  ω     62.00  90.00   0.50    0.20    --   84.00  59.00  -5.97   56
113  ω     61.00  87.00   0.50    0.20    --   88.00  77.00-149.61   52
114  ω     69.00  95.00   0.50    0.20    --   92.00  72.00 174.11   52
115  ω     79.00 104.00   0.50    0.20    --  100.00  61.00 -60.00   50
116  ω     86.00 150.00   0.50    0.20    --  100.00  93.00 150.00  128
117  ω     73.00 114.00   0.50    0.20    --  100.00  77.00  30.00   82
118  ω     76.00 101.00   0.50    0.20    --  100.00  69.00-120.00   50
119  ω     73.00 147.00   0.50    0.20    --  100.00  77.00  60.00  148
120  ω     73.00 105.00   0.50    0.20    --  100.00 -15.00-180.00   64
121  ω     27.00  52.00   0.50    0.20    --  100.00 -15.00-180.00   50
122  ω    130.00 156.00   0.50    0.20    --  100.00  77.00 -90.00   52
123  ω     73.00 107.00   0.50    0.20    --  100.00  77.00 -90.00   68
124  ω     74.00 122.00   0.50    0.20    --  100.00  77.00 120.00   96
125  ω    115.00 141.00   0.50    0.20    --  100.00  61.00  30.00   52
126  ω     78.00 103.00   0.50    0.20    --  100.00  61.00  30.00   50
127  ω    120.00 146.00   0.50    0.20    --  100.00  77.00 -60.00   52
128  ω    129.00 154.00   0.50    0.20    --  100.00  77.00  90.00   50
129  ω    130.00 156.00   0.50    0.20    --  100.00 111.00-120.00   52
130  ω     73.00  98.00   0.50    0.20    --  100.00  77.00 -60.00   50
131  ω     75.00 106.00   0.50    0.20    --  100.00  77.00-120.00   62
132  ω     73.00 109.00   0.50    0.20    --  100.00  77.00  90.00   72
133  ω     76.00 133.00   0.50    0.20    --  100.00  69.00-150.00  114
134  ω    132.00 157.00   0.50    0.20    --  100.00  77.00   0.00   50
135  ω     73.00 150.00   0.50    0.20    --  100.00  77.00-180.00  154
136  ω     76.00 102.00   0.50    0.20    --  100.00  69.00 -30.00   52
137  ω     83.00 137.00   0.50    0.20    --  100.00  61.00  90.00  108
138  ω    100.00 144.00   0.50    0.20    --  100.00  93.00  90.00   88
139  ω     76.00 108.00   0.50    0.20    --  100.00  77.00   0.00   64
140  ω    113.00 157.00   0.50    0.20    --  100.00  68.00  47.98   88
141  ω     76.00 101.00   0.50    0.20    --  100.00  68.00  47.98   50
142  ω     73.00 130.00   0.50    0.20    --  100.00  77.00 150.00  114
143  ω     53.00  99.00   0.50    0.20    --  100.00 -37.00-120.00   92
144  ω     76.00 103.00   0.50    0.20    --  100.00  69.00   0.00   54
145  ω    121.00 146.00   0.50    0.20    --  100.00  61.00 -60.00   50
146  ω     78.00 139.00   0.50    0.20    --  100.00  61.00 150.00  122
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0754398000
_diffrn_orient_matrix_UB_12      0.0723029000
_diffrn_orient_matrix_UB_13      -0.0492314000
_diffrn_orient_matrix_UB_21      0.0825591000
_diffrn_orient_matrix_UB_22      0.1602593000
_diffrn_orient_matrix_UB_23      0.0328335000
_diffrn_orient_matrix_UB_31      0.2274260000
_diffrn_orient_matrix_UB_32      -0.0739374000
_diffrn_orient_matrix_UB_33      0.0092726000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4546
_reflns_number_total             4848
_reflns_odcompleteness_completeness 98.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     70.93
_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 1.171.40.50a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.50a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.50a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2014/7 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.943
_refine_diff_density_min         -1.423
_refine_diff_density_rms         0.171
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.083
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         4848
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0462
_refine_ls_R_factor_gt           0.0442
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0707P)²+3.9964P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1211
_refine_ls_wR_factor_ref         0.1228
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C6A(H6A), C5A(H5A), C6(H6), C2(H2), C3A(H3A), C2A(H2A), C3(H3), C5(H5),
 C8A(H8A), C11A(H11A), C12(H12), C9(H9), C9A(H9A), C12A(H12A), C8(H8), C11(H11)
;
_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
I1A I 0.19858(5) 0.64125(4) 0.08392(2) 0.02100(13) Uani 1 1 d . . . . .
I1 I 1.27154(5) 0.87286(4) 0.41577(2) 0.02082(13) Uani 1 1 d . . . . .
S1A S 0.8239(2) 1.30394(15) 0.05574(5) 0.0188(3) Uani 1 1 d . . . . .
S1 S 0.6725(2) 0.19587(15) 0.44368(5) 0.0192(3) Uani 1 1 d . . . . .
Cl1A Cl 0.5962(3) 0.4271(3) 0.30997(6) 0.0528(5) Uani 1 1 d . . . . .
Cl1 Cl 0.8119(3) 1.0193(2) 0.18638(6) 0.0569(5) Uani 1 1 d . . . . .
O1A O 0.9518(6) 1.2585(4) 0.01112(14) 0.0220(8) Uani 1 1 d . . . . .
O2A O 0.6725(6) 1.4346(4) 0.04628(15) 0.0249(8) Uani 1 1 d . . . . .
O3 O 0.5138(7) 0.1746(5) 0.39881(15) 0.0279(9) Uani 1 1 d . . . . .
O1 O 0.5651(6) 0.2309(5) 0.49199(14) 0.0239(8) Uani 1 1 d . . . . .
O3A O 0.9624(6) 1.3387(5) 0.10405(14) 0.0250(8) Uani 1 1 d . . . . .
O2 O 0.8243(7) 0.0639(5) 0.44593(16) 0.0292(9) Uani 1 1 d . . . . .
C1 C 1.0776(9) 0.6577(6) 0.4225(2) 0.0214(11) Uani 1 1 d . . . . .
C4A C 0.6578(8) 1.1263(6) 0.06429(19) 0.0170(10) Uani 1 1 d . . . . .
C6A C 0.3267(9) 1.0067(6) 0.0938(2) 0.0210(11) Uani 1 1 d . . . . .
H6A H 0.1900 1.0173 0.1090 0.025 Uiso 1 1 calc R U . . .
C5A C 0.4575(9) 1.1460(7) 0.0869(2) 0.0229(11) Uani 1 1 d . . . . .
H5A H 0.4110 1.2535 0.0976 0.028 Uiso 1 1 calc R U . . .
C7 C 1.1217(10) 0.9202(7) 0.3424(2) 0.0249(12) Uani 1 1 d . . . . .
C6 C 0.8828(9) 0.6750(6) 0.4478(2) 0.0213(11) Uani 1 1 d . . . . .
H6 H 0.8365 0.7806 0.4605 0.026 Uiso 1 1 calc R U . . .
C2 C 1.1548(9) 0.5060(6) 0.4045(2) 0.0218(11) Uani 1 1 d . . . . .
H2 H 1.2895 0.4990 0.3882 0.026 Uiso 1 1 calc R U . . .
C7A C 0.3326(9) 0.5924(6) 0.15773(19) 0.0214(11) Uani 1 1 d . . . . .
C3A C 0.7276(9) 0.9699(6) 0.04820(19) 0.0193(10) Uani 1 1 d . . . . .
H3A H 0.8645 0.9589 0.0331 0.023 Uiso 1 1 calc R U . . .
C1A C 0.4019(9) 0.8514(6) 0.07768(19) 0.0196(10) Uani 1 1 d . . . . .
C2A C 0.5985(9) 0.8298(6) 0.05408(19) 0.0206(11) Uani 1 1 d . . . . .
H2A H 0.6427 0.7226 0.0424 0.025 Uiso 1 1 calc R U . . .
C4 C 0.8319(9) 0.3775(6) 0.43527(19) 0.0200(11) Uani 1 1 d . . . . .
C3 C 1.0276(9) 0.3636(7) 0.4111(2) 0.0229(11) Uani 1 1 d . . . . .
H3 H 1.0750 0.2576 0.3990 0.027 Uiso 1 1 calc R U . . .
C5 C 0.7599(9) 0.5313(6) 0.4535(2) 0.0214(11) Uani 1 1 d . . . . .
H5 H 0.6255 0.5382 0.4699 0.026 Uiso 1 1 calc R U . . .
C8A C 0.5432(10) 0.5340(7) 0.1624(2) 0.0293(12) Uani 1 1 d . . . . .
H8A H 0.6320 0.5289 0.1336 0.035 Uiso 1 1 calc R U . . .
C10A C 0.4922(11) 0.4956(8) 0.2512(2) 0.0342(14) Uani 1 1 d . . . . .
C11A C 0.2847(11) 0.5546(9) 0.2472(2) 0.0404(16) Uani 1 1 d . . . . .
H11A H 0.1976 0.5599 0.2763 0.048 Uiso 1 1 calc R U . . .
C12 C 0.9053(11) 0.8659(8) 0.3285(2) 0.0393(15) Uani 1 1 d . . . . .
H12 H 0.8236 0.8099 0.3521 0.047 Uiso 1 1 calc R U . . .
C10 C 0.9325(11) 0.9818(8) 0.2470(2) 0.0372(15) Uani 1 1 d . . . . .
C9 C 1.1440(12) 1.0348(9) 0.2609(2) 0.0441(17) Uani 1 1 d . . . . .
H9 H 1.2252 1.0927 0.2377 0.053 Uiso 1 1 calc R U . . .
C9A C 0.6226(10) 0.4830(8) 0.2097(2) 0.0355(13) Uani 1 1 d . . . . .
H9A H 0.7652 0.4398 0.2135 0.043 Uiso 1 1 calc R U . . .
C12A C 0.2021(11) 0.6068(8) 0.2000(2) 0.0351(13) Uani 1 1 d . . . . .
H12A H 0.0601 0.6513 0.1967 0.042 Uiso 1 1 calc R U . . .
C8 C 1.2408(11) 1.0042(8) 0.3091(2) 0.0369(14) Uani 1 1 d . . . . .
H8 H 1.3884 1.0410 0.3190 0.044 Uiso 1 1 calc R U . . .
C11 C 0.8090(11) 0.8942(9) 0.2798(2) 0.0429(16) Uani 1 1 d . . . . .
H11 H 0.6630 0.8549 0.2691 0.051 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
I1A C7A 2.100(5) . ?
I1A C1A 2.100(5) . ?
I1 O3 2.900(4) 1_665 ?
I1 O1 2.734(4) 2_766 ?
I1 C1 2.103(5) . ?
I1 C7 2.120(6) . ?
S1A O1A 1.466(4) . ?
S1A O2A 1.454(4) . ?
S1A O3A 1.460(4) . ?
S1A C4A 1.773(5) . ?
S1 O3 1.454(4) . ?
S1 O1 1.463(4) . ?
S1 O2 1.440(4) . ?
S1 C4 1.776(5) . ?
Cl1A C10A 1.749(6) . ?
Cl1 C10 1.742(6) . ?
O1A I1A 2.763(4) 2_675 ?
O3A I1A 2.910(4) 1_665 ?
C1 C6 1.401(8) . ?
C1 C2 1.387(8) . ?
C4A C5A 1.399(7) . ?
C4A C3A 1.391(7) . ?
C6A H6A 0.9500 . ?
C6A C5A 1.393(7) . ?
C6A C1A 1.395(8) . ?
C5A H5A 0.9500 . ?
C7 C12 1.390(8) . ?
C7 C8 1.376(8) . ?
C6 H6 0.9500 . ?
C6 C5 1.389(7) . ?
C2 H2 0.9500 . ?
C2 C3 1.401(7) . ?
C7A C8A 1.384(8) . ?
C7A C12A 1.397(8) . ?
C3A H3A 0.9500 . ?
C3A C2A 1.387(7) . ?
C1A C2A 1.392(8) . ?
C2A H2A 0.9500 . ?
C4 C3 1.389(8) . ?
C4 C5 1.391(8) . ?
C3 H3 0.9500 . ?
C5 H5 0.9500 . ?
C8A H8A 0.9500 . ?
C8A C9A 1.387(8) . ?
C10A C11A 1.368(9) . ?
C10A C9A 1.380(8) . ?
C11A H11A 0.9500 . ?
C11A C12A 1.394(8) . ?
C12 H12 0.9500 . ?
C12 C11 1.396(8) . ?
C10 C9 1.360(9) . ?
C10 C11 1.396(9) . ?
C9 H9 0.9500 . ?
C9 C8 1.387(8) . ?
C9A H9A 0.9500 . ?
C12A H12A 0.9500 . ?
C8 H8 0.9500 . ?
C11 H11 0.9500 . ?

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
C1A I1A C7A 95.77(19) . . ?
O1 I1 O3 107.85(11) 2_766 1_665 ?
C1 I1 O3 175.08(16) . 1_665 ?
C1 I1 O1 77.02(16) . 2_766 ?
C1 I1 C7 95.1(2) . . ?
C7 I1 O3 80.05(17) . 1_665 ?
C7 I1 O1 171.93(17) . 2_766 ?
O1A S1A C4A 106.1(2) . . ?
O2A S1A O1A 112.9(2) . . ?
O2A S1A O3A 112.8(2) . . ?
O2A S1A C4A 105.9(2) . . ?
O3A S1A O1A 112.5(2) . . ?
O3A S1A C4A 105.9(2) . . ?
O3 S1 O1 111.6(2) . . ?
O3 S1 C4 105.3(2) . . ?
O1 S1 C4 106.0(2) . . ?
O2 S1 O3 113.5(3) . . ?
O2 S1 O1 113.3(2) . . ?
O2 S1 C4 106.3(2) . . ?
S1A O1A I1A 117.3(2) . 2_675 ?
S1A O3A I1A 101.24(18) . 1_665 ?
C6 C1 I1 117.9(4) . . ?
C2 C1 I1 118.5(4) . . ?
C2 C1 C6 123.5(5) . . ?
C5A C4A S1A 119.3(4) . . ?
C3A C4A S1A 119.7(4) . . ?
C3A C4A C5A 121.0(5) . . ?
C5A C6A H6A 120.9 . . ?
C5A C6A C1A 118.2(5) . . ?
C1A C6A H6A 120.9 . . ?
C4A C5A H5A 120.2 . . ?
C6A C5A C4A 119.5(5) . . ?
C6A C5A H5A 120.2 . . ?
C12 C7 I1 119.8(4) . . ?
C8 C7 I1 119.4(4) . . ?
C8 C7 C12 120.9(5) . . ?
C1 C6 H6 121.4 . . ?
C5 C6 C1 117.3(5) . . ?
C5 C6 H6 121.4 . . ?
C1 C2 H2 121.1 . . ?
C1 C2 C3 117.7(5) . . ?
C3 C2 H2 121.1 . . ?
C8A C7A I1A 118.8(4) . . ?
C8A C7A C12A 121.5(5) . . ?
C12A C7A I1A 119.5(4) . . ?
C4A C3A H3A 119.8 . . ?
C2A C3A C4A 120.4(5) . . ?
C2A C3A H3A 119.8 . . ?
C6A C1A I1A 118.6(4) . . ?
C2A C1A I1A 118.2(4) . . ?
C2A C1A C6A 123.0(5) . . ?
C3A C2A C1A 117.9(5) . . ?
C3A C2A H2A 121.1 . . ?
C1A C2A H2A 121.1 . . ?
C3 C4 S1 119.5(4) . . ?
C3 C4 C5 121.0(5) . . ?
C5 C4 S1 119.5(4) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 119.9(5) . . ?
C4 C3 H3 120.0 . . ?
C6 C5 C4 120.6(5) . . ?
C6 C5 H5 119.7 . . ?
C4 C5 H5 119.7 . . ?
C7A C8A H8A 120.5 . . ?
C7A C8A C9A 119.0(5) . . ?
C9A C8A H8A 120.5 . . ?
C11A C10A Cl1A 119.8(5) . . ?
C11A C10A C9A 122.2(6) . . ?
C9A C10A Cl1A 118.0(5) . . ?
C10A C11A H11A 120.3 . . ?
C10A C11A C12A 119.4(6) . . ?
C12A C11A H11A 120.3 . . ?
C7 C12 H12 120.2 . . ?
C7 C12 C11 119.5(6) . . ?
C11 C12 H12 120.2 . . ?
C9 C10 Cl1 119.7(5) . . ?
C9 C10 C11 121.8(6) . . ?
C11 C10 Cl1 118.5(5) . . ?
C10 C9 H9 120.1 . . ?
C10 C9 C8 119.8(6) . . ?
C8 C9 H9 120.1 . . ?
C8A C9A H9A 120.4 . . ?
C10A C9A C8A 119.3(6) . . ?
C10A C9A H9A 120.4 . . ?
C7A C12A H12A 120.7 . . ?
C11A C12A C7A 118.6(6) . . ?
C11A C12A H12A 120.7 . . ?
C7 C8 C9 119.6(6) . . ?
C7 C8 H8 120.2 . . ?
C9 C8 H8 120.2 . . ?
C12 C11 C10 118.3(6) . . ?
C12 C11 H11 120.8 . . ?
C10 C11 H11 120.8 . . ?

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
I1A C7A C8A C9A -172.4(4) . . . . ?
I1A C7A C12A C11A 172.2(5) . . . . ?
I1A C1A C2A C3A 177.4(4) . . . . ?
I1 C1 C6 C5 -178.0(4) . . . . ?
I1 C1 C2 C3 177.6(4) . . . . ?
I1 C7 C12 C11 -178.6(5) . . . . ?
I1 C7 C8 C9 179.7(5) . . . . ?
S1A C4A C5A C6A -179.9(4) . . . . ?
S1A C4A C3A C2A -179.3(4) . . . . ?
S1 C4 C3 C2 -179.7(4) . . . . ?
S1 C4 C5 C6 179.4(4) . . . . ?
Cl1A C10A C11A C12A -179.1(5) . . . . ?
Cl1A C10A C9A C8A 179.0(5) . . . . ?
Cl1 C10 C9 C8 -179.6(5) . . . . ?
Cl1 C10 C11 C12 -179.3(5) . . . . ?
O1A S1A O3A I1A 67.7(2) . . . 1_665 ?
O1A S1A C4A C5A -152.5(4) . . . . ?
O1A S1A C4A C3A 27.1(5) . . . . ?
O2A S1A O1A I1A -16.5(3) . . . 2_675 ?
O2A S1A O3A I1A -61.4(2) . . . 1_665 ?
O2A S1A C4A C5A -32.3(5) . . . . ?
O2A S1A C4A C3A 147.4(4) . . . . ?
O3 S1 C4 C3 -93.7(5) . . . . ?
O3 S1 C4 C5 86.9(5) . . . . ?
O1 S1 C4 C3 147.9(4) . . . . ?
O1 S1 C4 C5 -31.5(5) . . . . ?
O3A S1A O1A I1A -145.5(2) . . . 2_675 ?
O3A S1A C4A C5A 87.7(4) . . . . ?
O3A S1A C4A C3A -92.6(4) . . . . ?
O2 S1 C4 C3 27.1(5) . . . . ?
O2 S1 C4 C5 -152.3(4) . . . . ?
C1 C6 C5 C4 1.0(8) . . . . ?
C1 C2 C3 C4 -0.3(8) . . . . ?
C4A S1A O1A I1A 99.1(2) . . . 2_675 ?
C4A S1A O3A I1A -176.82(19) . . . 1_665 ?
C4A C3A C2A C1A -1.7(7) . . . . ?
C6A C1A C2A C3A 2.3(8) . . . . ?
C5A C4A C3A C2A 0.4(8) . . . . ?
C5A C6A C1A I1A -176.6(4) . . . . ?
C5A C6A C1A C2A -1.5(8) . . . . ?
C7 C12 C11 C10 -2.1(10) . . . . ?
C6 C1 C2 C3 1.4(8) . . . . ?
C2 C1 C6 C5 -1.7(8) . . . . ?
C7A C8A C9A C10A -1.6(9) . . . . ?
C3A C4A C5A C6A 0.5(8) . . . . ?
C1A C6A C5A C4A 0.1(8) . . . . ?
C3 C4 C5 C6 -0.1(8) . . . . ?
C5 C4 C3 C2 -0.3(8) . . . . ?
C8A C7A C12A C11A -2.5(9) . . . . ?
C10A C11A C12A C7A 1.9(9) . . . . ?
C11A C10A C9A C8A 1.1(10) . . . . ?
C12 C7 C8 C9 -0.2(10) . . . . ?
C10 C9 C8 C7 0.0(11) . . . . ?
C9 C10 C11 C12 2.0(11) . . . . ?
C9A C10A C11A C12A -1.2(10) . . . . ?
C12A C7A C8A C9A 2.4(8) . . . . ?
C8 C7 C12 C11 1.3(10) . . . . ?
C11 C10 C9 C8 -1.0(11) . . . . ?

_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.834
_oxdiff_exptl_absorpt_empirical_full_min 0.539
####################################################################### 
# 
# 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_1b
_database_code_depnum_ccdc_archive 'CCDC 2096183'
loop_
_audit_author_name
_audit_author_address
'Daniil Ivanov'
;SPbSU
Russia
;
_audit_update_record             
;
2021-07-13 deposited with the CCDC.	2022-04-27 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT910_1b                  
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         18 Note  
RESPONSE: Missing FCF reflections can be explained by beam stopper.
;
# end Validation Reply Form

_audit_creation_date             2020-07-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C15 H15 I O3 S'
_chemical_formula_sum            'C15 H15 I O3 S'
_chemical_formula_weight         402.23
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C15 I1 O3 S1'
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'
I I -0.4742 1.8119 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.1666(2)
_cell_length_b                   14.3384(3)
_cell_length_c                   20.5652(3)
_cell_angle_alpha                84.4790(10)
_cell_angle_beta                 82.633(2)
_cell_angle_gamma                74.902(2)
_cell_volume                     2864.29(10)
_cell_formula_units_Z            6
_cell_measurement_reflns_used    33824
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.7820
_cell_measurement_theta_min      3.4240
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.789
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81884
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.399
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1188
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0263
_diffrn_reflns_av_unetI/netI     0.0239
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.887
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            61898
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.887
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.910
_diffrn_reflns_theta_min         3.003
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3829
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.887
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -10.00  78.00   0.50   30.00    --   16.86  38.00  90.00  176
  2  ω    -30.00  -3.00   0.50   30.00    --  -14.99 -19.00 150.00   54
  3  ω   -100.00 -73.00   0.50   30.00    --  -14.99-178.00 150.00   54
  4  ω    -58.00  42.00   0.50   30.00    --   16.86 -38.00 -90.00  200
  5  ω      0.00  84.00   0.50   30.00    --   16.86  57.00-150.00  168
  6  ω     56.00 106.00   0.50   30.00    --   16.86 178.00-180.00  100
  7  ω    -31.00  17.00   0.50   30.00    --  -14.99 -76.00-112.00   96
  8  ω    -20.00  13.00   0.50   30.00    --  -14.99 -99.00  90.00   66
  9  ω    -55.00  79.00   0.50   30.00    --   16.86   0.00  30.00  268
 10  ω     -3.00  72.00   0.50   30.00    --   18.00-119.00  37.08  150
 11  ω      5.00  78.00   0.50   30.00    --   18.00-129.00-109.18  146
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0527866000
_diffrn_orient_matrix_UB_12      0.0272437000
_diffrn_orient_matrix_UB_13      -0.0186885000
_diffrn_orient_matrix_UB_21      -0.0490781000
_diffrn_orient_matrix_UB_22      -0.0177647000
_diffrn_orient_matrix_UB_23      0.0218948000
_diffrn_orient_matrix_UB_31      -0.0093589000
_diffrn_orient_matrix_UB_32      0.0397339000
_diffrn_orient_matrix_UB_33      0.0196481000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                15574
_reflns_number_total             17510
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.51
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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    ?
_refine_diff_density_max         1.645
_refine_diff_density_min         -2.297
_refine_diff_density_rms         0.089
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     547
_refine_ls_number_reflns         17510
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0362
_refine_ls_R_factor_gt           0.0308
_refine_ls_restrained_S_all      1.055
_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)+(0.0286P)²+4.2776P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0706
_refine_ls_wR_factor_ref         0.0733
_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. Restrained distances
 S1-O1D = S1-O1 = S1-O3D = S1-O3 = S1-O2D = S1-O2
 1.46 with sigma of 0.005
 O1-O2
 2.42 with sigma of 0.005
 O1-O3
 2.42 with sigma of 0.005
 O2-O3
 2.42 with sigma of 0.005
 O1D-O3D
 2.42 with sigma of 0.005
 O1D-O2D
 2.42 with sigma of 0.005
 O3D-O2D
 2.42 with sigma of 0.005
 S1-O3 = S1-O2D = S1-O2 = S1-O1D = S1-O1 = S1-O3D
 1.46 with sigma of 0.005
3. Uiso/Uaniso restraints and constraints
Uanis(O2) = Uanis(O2D) = Uanis(O1D) = Uanis(O1) = Uanis(O3D) = Uanis(O3)
4. Others
 Fixed Sof: O1D(0.5) O3D(0.5) O2D(0.5) O2(0.5) O1(0.5) O3(0.5)
5.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C3B(H3B), C11B(H11B), C2B(H2B), C6(H6), C5(H5), C5B(H5B),
 C9(H9), C11A(H11A), C9A(H9A), C11(H11), C6B(H6B), C9B(H9B), C5A(H5A), C2A(H2A),
  C6A(H6A), C3A(H3A)
5.b Idealised Me refined as rotating group:
 C14B(H14D,H14E,H14F), C13A(H13G,H13H,H13I), C15B(H15D,H15E,H15F), C13B(H13D,
 H13E,H13F), C15A(H15G,H15H,H15I), C15(H15A,H15B,H15C), C14A(H14G,H14H,H14I),
 C13(H13A,H13B,H13C), C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
I1 I -0.05834(2) 0.34763(2) 0.60898(2) 0.02066(3) Uani 1 1 d . . . . .
I1B I 1.54169(2) 0.64861(2) 0.65365(2) 0.02677(4) Uani 1 1 d . . . . .
I1A I -0.32248(2) -0.03726(2) 0.90357(2) 0.02845(4) Uani 1 1 d . . . . .
S1B S 0.91183(5) 0.60121(4) 0.64234(3) 0.02101(10) Uani 1 1 d . . . . .
S1 S 0.57778(5) 0.38520(4) 0.61553(3) 0.02820(12) Uani 1 1 d D . . . .
S1A S 0.28780(6) 0.04636(6) 0.90510(3) 0.03640(15) Uani 1 1 d . . . . .
O1B O 0.92164(15) 0.54821(11) 0.58424(8) 0.0238(3) Uani 1 1 d . . . . .
O3B O 0.81984(16) 0.69759(12) 0.63756(10) 0.0341(4) Uani 1 1 d . . . . .
O2B O 0.88211(18) 0.54540(15) 0.70286(9) 0.0352(4) Uani 1 1 d . . . . .
O1A O 0.2835(2) 0.09600(17) 0.96407(9) 0.0425(5) Uani 1 1 d . . . . .
O2A O 0.39105(19) -0.04553(18) 0.90234(12) 0.0499(6) Uani 1 1 d . . . . .
O1D O 0.5871(4) 0.47905(18) 0.59204(19) 0.0339(4) Uani 0.5 1 d D . P A 1
C1 C 0.14399(19) 0.35977(14) 0.61159(11) 0.0182(4) Uani 1 1 d . . . . .
O3A O 0.2960(2) 0.10876(19) 0.84550(10) 0.0505(6) Uani 1 1 d . . . . .
C2 C 0.2176(2) 0.38091(15) 0.55288(11) 0.0205(4) Uani 1 1 d . . . . .
H2 H 0.1794 0.3891 0.5133 0.025 Uiso 1 1 calc R . . . .
C3 C 0.3507(2) 0.38951(15) 0.55499(11) 0.0214(4) Uani 1 1 d . . . . .
H3 H 0.4022 0.4044 0.5165 0.026 Uiso 1 1 calc R . . . .
C1B C 1.3396(2) 0.63565(14) 0.65054(12) 0.0220(4) Uani 1 1 d . . . . .
C7B C 1.4820(2) 0.79996(15) 0.66165(12) 0.0223(4) Uani 1 1 d . . . . .
C4B C 1.0798(2) 0.61632(14) 0.64576(11) 0.0190(4) Uani 1 1 d . . . . .
C8B C 1.4794(2) 0.85746(16) 0.60242(12) 0.0253(4) Uani 1 1 d . . . . .
C3B C 1.1657(2) 0.62040(15) 0.58816(11) 0.0221(4) Uani 1 1 d . . . . .
H3B H 1.1352 0.6161 0.5481 0.027 Uiso 1 1 calc R . . . .
C7 C -0.0101(2) 0.19518(15) 0.62661(13) 0.0260(5) Uani 1 1 d . . . . .
C1A C -0.1265(2) -0.01588(19) 0.90870(11) 0.0272(5) Uani 1 1 d . . . . .
C4 C 0.40645(19) 0.37581(14) 0.61469(11) 0.0184(4) Uani 1 1 d . . . . .
C7A C -0.3145(2) -0.00765(18) 0.80035(12) 0.0261(4) Uani 1 1 d . . . . .
C12B C 1.4426(2) 0.83692(16) 0.72352(12) 0.0249(4) Uani 1 1 d . . . . .
C11B C 1.3981(2) 0.93787(16) 0.72450(12) 0.0262(4) Uani 1 1 d . . . . .
H11B H 1.3722 0.9653 0.7648 0.031 Uiso 1 1 calc R . . . .
C2B C 1.2977(2) 0.63091(16) 0.59005(12) 0.0241(4) Uani 1 1 d . . . . .
H2B H 1.3558 0.6346 0.5516 0.029 Uiso 1 1 calc R . . . .
O3D O 0.6588(3) 0.3074(2) 0.57240(17) 0.0339(4) Uani 0.5 1 d D . P A 1
C10B C 1.3911(2) 0.99823(16) 0.66760(13) 0.0253(4) Uani 1 1 d . . . . .
C12 C -0.0276(2) 0.15762(17) 0.69126(14) 0.0308(5) Uani 1 1 d . . . . .
C8A C -0.3546(2) 0.08902(17) 0.77643(13) 0.0270(5) Uani 1 1 d . . . . .
C6 C 0.1955(2) 0.34920(16) 0.67162(11) 0.0222(4) Uani 1 1 d . . . . .
H6 H 0.1424 0.3373 0.7103 0.027 Uiso 1 1 calc R . . . .
C5 C 0.3294(2) 0.35687(16) 0.67273(11) 0.0224(4) Uani 1 1 d . . . . .
H5 H 0.3669 0.3493 0.7124 0.027 Uiso 1 1 calc R . . . .
C5B C 1.1242(2) 0.62085(17) 0.70616(12) 0.0262(4) Uani 1 1 d . . . . .
H5B H 1.0659 0.6178 0.7446 0.031 Uiso 1 1 calc R . . . .
C8 C 0.0409(2) 0.13756(16) 0.57303(14) 0.0305(5) Uani 1 1 d . . . . .
C9 C 0.0772(3) 0.03752(17) 0.58727(16) 0.0366(6) Uani 1 1 d . . . . .
H9 H 0.1123 -0.0027 0.5530 0.044 Uiso 1 1 calc R . . . .
C11A C -0.2597(2) -0.06339(17) 0.69290(12) 0.0262(4) Uani 1 1 d . . . . .
H11A H -0.2304 -0.1133 0.6646 0.031 Uiso 1 1 calc R . . . .
C9A C -0.3427(2) 0.10583(17) 0.70857(13) 0.0286(5) Uani 1 1 d . . . . .
H9A H -0.3670 0.1693 0.6908 0.034 Uiso 1 1 calc R . . . .
C11 C 0.0107(2) 0.05593(18) 0.70159(16) 0.0368(6) Uani 1 1 d . . . . .
H11 H 0.0006 0.0282 0.7441 0.044 Uiso 1 1 calc R . . . .
C6B C 1.2567(2) 0.63001(18) 0.70891(12) 0.0281(5) Uani 1 1 d . . . . .
H6B H 1.2886 0.6323 0.7490 0.034 Uiso 1 1 calc R . . . .
C9B C 1.4313(2) 0.95686(16) 0.60740(13) 0.0260(4) Uani 1 1 d . . . . .
H9B H 1.4259 0.9972 0.5691 0.031 Uiso 1 1 calc R . . . .
C14B C 1.3415(2) 1.10663(16) 0.67016(15) 0.0315(5) Uani 1 1 d . . . . .
H14D H 1.3255 1.1233 0.7151 0.047 Uiso 1 1 calc GR . . . .
H14E H 1.2578 1.1291 0.6500 0.047 Uiso 1 1 calc GR . . . .
H14F H 1.4096 1.1365 0.6470 0.047 Uiso 1 1 calc GR . . . .
C13A C -0.4088(3) 0.17326(19) 0.81956(15) 0.0354(6) Uani 1 1 d . . . . .
H13G H -0.4871 0.1634 0.8482 0.053 Uiso 1 1 calc GR . . . .
H13H H -0.4351 0.2321 0.7925 0.053 Uiso 1 1 calc GR . . . .
H13I H -0.3388 0.1779 0.8454 0.053 Uiso 1 1 calc GR . . . .
C12A C -0.2656(2) -0.08621(17) 0.76048(12) 0.0261(4) Uani 1 1 d . . . . .
C10 C 0.0627(2) -0.00394(17) 0.65062(17) 0.0373(6) Uani 1 1 d . . . . .
C5A C 0.1175(3) -0.0711(2) 0.89253(14) 0.0362(6) Uani 1 1 d . . . . .
H5A H 0.1969 -0.1188 0.8815 0.043 Uiso 1 1 calc R . . . .
C2A C -0.1197(2) 0.0729(2) 0.92687(13) 0.0314(5) Uani 1 1 d . . . . .
H2A H -0.1991 0.1201 0.9386 0.038 Uiso 1 1 calc R . . . .
C10A C -0.2961(2) 0.03164(17) 0.66635(12) 0.0266(4) Uani 1 1 d . . . . .
C15B C 1.4428(3) 0.7761(2) 0.78695(14) 0.0377(6) Uani 1 1 d . . . . .
H15D H 1.3610 0.7533 0.7944 0.057 Uiso 1 1 calc GR . . . .
H15E H 1.4458 0.8142 0.8224 0.057 Uiso 1 1 calc GR . . . .
H15F H 1.5215 0.7218 0.7848 0.057 Uiso 1 1 calc GR . . . .
C6A C -0.0107(3) -0.0893(2) 0.89231(14) 0.0343(5) Uani 1 1 d . . . . .
H6A H -0.0184 -0.1490 0.8815 0.041 Uiso 1 1 calc R . . . .
O2D O 0.6085(3) 0.3582(2) 0.68373(13) 0.0339(4) Uani 0.5 1 d D . P A 1
C13B C 1.5276(3) 0.8173(2) 0.53632(14) 0.0387(6) Uani 1 1 d . . . . .
H13D H 1.6192 0.7770 0.5366 0.058 Uiso 1 1 calc GR . . . .
H13E H 1.5264 0.8695 0.5033 0.058 Uiso 1 1 calc GR . . . .
H13F H 1.4679 0.7795 0.5267 0.058 Uiso 1 1 calc GR . . . .
C4A C 0.1262(2) 0.0182(2) 0.90922(11) 0.0298(5) Uani 1 1 d . . . . .
C15A C -0.2202(3) -0.19038(18) 0.78587(14) 0.0342(5) Uani 1 1 d . . . . .
H15G H -0.1310 -0.2022 0.8005 0.051 Uiso 1 1 calc GR . . . .
H15H H -0.2164 -0.2319 0.7514 0.051 Uiso 1 1 calc GR . . . .
H15I H -0.2841 -0.2035 0.8219 0.051 Uiso 1 1 calc GR . . . .
C15 C -0.0842(3) 0.2184(2) 0.74861(15) 0.0413(6) Uani 1 1 d . . . . .
H15A H -0.0231 0.2573 0.7542 0.062 Uiso 1 1 calc GR . . . .
H15B H -0.0935 0.1772 0.7876 0.062 Uiso 1 1 calc GR . . . .
H15C H -0.1723 0.2597 0.7408 0.062 Uiso 1 1 calc GR . . . .
C3A C 0.0089(3) 0.0902(2) 0.92716(13) 0.0323(5) Uani 1 1 d . . . . .
H3A H 0.0164 0.1493 0.9392 0.039 Uiso 1 1 calc R . . . .
C14A C -0.2843(3) 0.0540(2) 0.59300(13) 0.0325(5) Uani 1 1 d . . . . .
H14G H -0.1898 0.0472 0.5766 0.049 Uiso 1 1 calc GR . . . .
H14H H -0.3355 0.1192 0.5832 0.049 Uiso 1 1 calc GR . . . .
H14I H -0.3203 0.0100 0.5725 0.049 Uiso 1 1 calc GR . . . .
C13 C 0.0543(4) 0.1786(2) 0.50301(15) 0.0440(7) Uani 1 1 d . . . . .
H13A H -0.0348 0.2117 0.4907 0.066 Uiso 1 1 calc GR . . . .
H13B H 0.0951 0.1270 0.4746 0.066 Uiso 1 1 calc GR . . . .
H13C H 0.1112 0.2232 0.4991 0.066 Uiso 1 1 calc GR . . . .
C14 C 0.1017(3) -0.11259(18) 0.6634(2) 0.0499(9) Uani 1 1 d . . . . .
H14A H 0.0371 -0.1397 0.6466 0.075 Uiso 1 1 calc GR . . . .
H14B H 0.1013 -0.1285 0.7098 0.075 Uiso 1 1 calc GR . . . .
H14C H 0.1918 -0.1386 0.6419 0.075 Uiso 1 1 calc GR . . . .
O2 O 0.5743(3) 0.4303(2) 0.67836(13) 0.0339(4) Uani 0.5 1 d D . P A 2
O1 O 0.5906(4) 0.4658(2) 0.56513(16) 0.0339(4) Uani 0.5 1 d D . P A 2
O3 O 0.6752(3) 0.29883(18) 0.6032(2) 0.0339(4) Uani 0.5 1 d D . P A 2


_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
I1 C1 2.1168(18) . ?
I1 C7 2.118(2) . ?
I1B C1B 2.1197(19) . ?
I1B C7B 2.112(2) . ?
I1A C1A 2.110(2) . ?
I1A C7A 2.120(2) . ?
S1B O1B 1.4558(16) . ?
S1B O3B 1.4554(17) . ?
S1B O2B 1.4556(19) . ?
S1B C4B 1.788(2) . ?
S1 O1D 1.408(2) . ?
S1 C4 1.7839(19) . ?
S1 O3D 1.494(2) . ?
S1 O2D 1.469(2) . ?
S1 O2 1.492(2) . ?
S1 O1 1.497(2) . ?
S1 O3 1.391(2) . ?
S1A O1A 1.454(2) . ?
S1A O2A 1.456(2) . ?
S1A O3A 1.453(2) . ?
S1A C4A 1.781(2) . ?
C1 C2 1.388(3) . ?
C1 C6 1.382(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.398(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.393(3) . ?
C1B C2B 1.379(3) . ?
C1B C6B 1.384(3) . ?
C7B C8B 1.403(3) . ?
C7B C12B 1.396(3) . ?
C4B C3B 1.384(3) . ?
C4B C5B 1.387(3) . ?
C8B C9B 1.390(3) . ?
C8B C13B 1.501(4) . ?
C3B H3B 0.9300 . ?
C3B C2B 1.395(3) . ?
C7 C12 1.393(4) . ?
C7 C8 1.404(4) . ?
C1A C2A 1.382(3) . ?
C1A C6A 1.389(4) . ?
C4 C5 1.386(3) . ?
C7A C8A 1.398(3) . ?
C7A C12A 1.403(3) . ?
C12B C11B 1.401(3) . ?
C12B C15B 1.498(4) . ?
C11B H11B 0.9300 . ?
C11B C10B 1.385(4) . ?
C2B H2B 0.9300 . ?
C10B C9B 1.392(3) . ?
C10B C14B 1.508(3) . ?
C12 C11 1.410(3) . ?
C12 C15 1.498(4) . ?
C8A C9A 1.388(4) . ?
C8A C13A 1.511(3) . ?
C6 H6 0.9300 . ?
C6 C5 1.397(3) . ?
C5 H5 0.9300 . ?
C5B H5B 0.9300 . ?
C5B C6B 1.397(3) . ?
C8 C9 1.397(3) . ?
C8 C13 1.505(4) . ?
C9 H9 0.9300 . ?
C9 C10 1.385(4) . ?
C11A H11A 0.9300 . ?
C11A C12A 1.394(3) . ?
C11A C10A 1.392(3) . ?
C9A H9A 0.9300 . ?
C9A C10A 1.385(3) . ?
C11 H11 0.9300 . ?
C11 C10 1.382(4) . ?
C6B H6B 0.9300 . ?
C9B H9B 0.9300 . ?
C14B H14D 0.9600 . ?
C14B H14E 0.9600 . ?
C14B H14F 0.9600 . ?
C13A H13G 0.9600 . ?
C13A H13H 0.9600 . ?
C13A H13I 0.9600 . ?
C12A C15A 1.506(3) . ?
C10 C14 1.510(3) . ?
C5A H5A 0.9300 . ?
C5A C6A 1.394(3) . ?
C5A C4A 1.384(4) . ?
C2A H2A 0.9300 . ?
C2A C3A 1.393(3) . ?
C10A C14A 1.508(4) . ?
C15B H15D 0.9600 . ?
C15B H15E 0.9600 . ?
C15B H15F 0.9600 . ?
C6A H6A 0.9300 . ?
C13B H13D 0.9600 . ?
C13B H13E 0.9600 . ?
C13B H13F 0.9600 . ?
C4A C3A 1.394(4) . ?
C15A H15G 0.9600 . ?
C15A H15H 0.9600 . ?
C15A H15I 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C3A H3A 0.9300 . ?
C14A H14G 0.9600 . ?
C14A H14H 0.9600 . ?
C14A H14I 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 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 I1 C7 95.22(8) . . ?
C7B I1B C1B 94.53(8) . . ?
C1A I1A C7A 93.90(9) . . ?
O1B S1B C4B 105.64(10) . . ?
O3B S1B O1B 112.61(10) . . ?
O3B S1B O2B 113.12(12) . . ?
O3B S1B C4B 107.11(9) . . ?
O2B S1B O1B 112.39(10) . . ?
O2B S1B C4B 105.25(10) . . ?
O1D S1 C4 109.52(17) . . ?
O1D S1 O3D 114.0(2) . . ?
O1D S1 O2D 114.91(19) . . ?
O3D S1 C4 102.63(15) . . ?
O2D S1 C4 105.12(15) . . ?
O2D S1 O3D 109.52(18) . . ?
O2 S1 C4 104.04(14) . . ?
O2 S1 O1 102.40(17) . . ?
O1 S1 C4 104.11(16) . . ?
O3 S1 C4 112.93(16) . . ?
O3 S1 O2 118.46(19) . . ?
O3 S1 O1 113.3(2) . . ?
O1A S1A O2A 113.28(14) . . ?
O1A S1A C4A 105.92(11) . . ?
O2A S1A C4A 106.31(13) . . ?
O3A S1A O1A 112.47(14) . . ?
O3A S1A O2A 112.84(15) . . ?
O3A S1A C4A 105.22(12) . . ?
C2 C1 I1 118.28(15) . . ?
C6 C1 I1 118.78(15) . . ?
C6 C1 C2 122.91(18) . . ?
C1 C2 H2 121.0 . . ?
C1 C2 C3 118.00(19) . . ?
C3 C2 H2 121.0 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.0(2) . . ?
C4 C3 H3 120.0 . . ?
C2B C1B I1B 118.15(16) . . ?
C2B C1B C6B 122.81(19) . . ?
C6B C1B I1B 119.02(16) . . ?
C8B C7B I1B 116.30(16) . . ?
C12B C7B I1B 119.65(17) . . ?
C12B C7B C8B 124.0(2) . . ?
C3B C4B S1B 119.53(16) . . ?
C3B C4B C5B 120.76(19) . . ?
C5B C4B S1B 119.67(17) . . ?
C7B C8B C13B 123.6(2) . . ?
C9B C8B C7B 116.4(2) . . ?
C9B C8B C13B 120.1(2) . . ?
C4B C3B H3B 119.9 . . ?
C4B C3B C2B 120.3(2) . . ?
C2B C3B H3B 119.9 . . ?
C12 C7 I1 117.92(18) . . ?
C12 C7 C8 123.6(2) . . ?
C8 C7 I1 118.48(18) . . ?
C2A C1A I1A 117.70(18) . . ?
C2A C1A C6A 122.7(2) . . ?
C6A C1A I1A 119.56(18) . . ?
C3 C4 S1 118.95(16) . . ?
C5 C4 S1 120.39(16) . . ?
C5 C4 C3 120.65(18) . . ?
C8A C7A I1A 117.89(17) . . ?
C8A C7A C12A 124.3(2) . . ?
C12A C7A I1A 117.78(18) . . ?
C7B C12B C11B 116.2(2) . . ?
C7B C12B C15B 124.4(2) . . ?
C11B C12B C15B 119.4(2) . . ?
C12B C11B H11B 118.8 . . ?
C10B C11B C12B 122.4(2) . . ?
C10B C11B H11B 118.8 . . ?
C1B C2B C3B 118.1(2) . . ?
C1B C2B H2B 121.0 . . ?
C3B C2B H2B 121.0 . . ?
C11B C10B C9B 118.6(2) . . ?
C11B C10B C14B 121.2(2) . . ?
C9B C10B C14B 120.2(2) . . ?
C7 C12 C11 116.5(3) . . ?
C7 C12 C15 124.0(2) . . ?
C11 C12 C15 119.6(3) . . ?
C7A C8A C13A 124.1(2) . . ?
C9A C8A C7A 116.2(2) . . ?
C9A C8A C13A 119.7(2) . . ?
C1 C6 H6 120.8 . . ?
C1 C6 C5 118.3(2) . . ?
C5 C6 H6 120.8 . . ?
C4 C5 C6 120.0(2) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C4B C5B H5B 120.2 . . ?
C4B C5B C6B 119.6(2) . . ?
C6B C5B H5B 120.2 . . ?
C7 C8 C13 123.2(2) . . ?
C9 C8 C7 116.5(3) . . ?
C9 C8 C13 120.2(2) . . ?
C8 C9 H9 118.8 . . ?
C10 C9 C8 122.4(3) . . ?
C10 C9 H9 118.8 . . ?
C12A C11A H11A 118.9 . . ?
C10A C11A H11A 118.9 . . ?
C10A C11A C12A 122.2(2) . . ?
C8A C9A H9A 118.8 . . ?
C10A C9A C8A 122.5(2) . . ?
C10A C9A H9A 118.8 . . ?
C12 C11 H11 118.9 . . ?
C10 C11 C12 122.2(3) . . ?
C10 C11 H11 118.9 . . ?
C1B C6B C5B 118.4(2) . . ?
C1B C6B H6B 120.8 . . ?
C5B C6B H6B 120.8 . . ?
C8B C9B C10B 122.4(2) . . ?
C8B C9B H9B 118.8 . . ?
C10B C9B H9B 118.8 . . ?
C10B C14B H14D 109.5 . . ?
C10B C14B H14E 109.5 . . ?
C10B C14B H14F 109.5 . . ?
H14D C14B H14E 109.5 . . ?
H14D C14B H14F 109.5 . . ?
H14E C14B H14F 109.5 . . ?
C8A C13A H13G 109.5 . . ?
C8A C13A H13H 109.5 . . ?
C8A C13A H13I 109.5 . . ?
H13G C13A H13H 109.5 . . ?
H13G C13A H13I 109.5 . . ?
H13H C13A H13I 109.5 . . ?
C7A C12A C15A 124.6(2) . . ?
C11A C12A C7A 115.9(2) . . ?
C11A C12A C15A 119.5(2) . . ?
C9 C10 C14 120.4(3) . . ?
C11 C10 C9 118.8(2) . . ?
C11 C10 C14 120.8(3) . . ?
C6A C5A H5A 120.2 . . ?
C4A C5A H5A 120.2 . . ?
C4A C5A C6A 119.7(2) . . ?
C1A C2A H2A 120.7 . . ?
C1A C2A C3A 118.5(2) . . ?
C3A C2A H2A 120.7 . . ?
C11A C10A C14A 120.9(2) . . ?
C9A C10A C11A 118.8(2) . . ?
C9A C10A C14A 120.3(2) . . ?
C12B C15B H15D 109.5 . . ?
C12B C15B H15E 109.5 . . ?
C12B C15B H15F 109.5 . . ?
H15D C15B H15E 109.5 . . ?
H15D C15B H15F 109.5 . . ?
H15E C15B H15F 109.5 . . ?
C1A C6A C5A 118.3(2) . . ?
C1A C6A H6A 120.8 . . ?
C5A C6A H6A 120.8 . . ?
C8B C13B H13D 109.5 . . ?
C8B C13B H13E 109.5 . . ?
C8B C13B H13F 109.5 . . ?
H13D C13B H13E 109.5 . . ?
H13D C13B H13F 109.5 . . ?
H13E C13B H13F 109.5 . . ?
C5A C4A S1A 120.9(2) . . ?
C5A C4A C3A 121.2(2) . . ?
C3A C4A S1A 117.85(19) . . ?
C12A C15A H15G 109.5 . . ?
C12A C15A H15H 109.5 . . ?
C12A C15A H15I 109.5 . . ?
H15G C15A H15H 109.5 . . ?
H15G C15A H15I 109.5 . . ?
H15H C15A H15I 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C2A C3A C4A 119.5(2) . . ?
C2A C3A H3A 120.3 . . ?
C4A C3A H3A 120.3 . . ?
C10A C14A H14G 109.5 . . ?
C10A C14A H14H 109.5 . . ?
C10A C14A H14I 109.5 . . ?
H14G C14A H14H 109.5 . . ?
H14G C14A H14I 109.5 . . ?
H14H C14A H14I 109.5 . . ?
C8 C13 H13A 109.5 . . ?
C8 C13 H13B 109.5 . . ?
C8 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C10 C14 H14A 109.5 . . ?
C10 C14 H14B 109.5 . . ?
C10 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

loop_
_platon_missing_refln_index_h
_platon_missing_refln_index_k
_platon_missing_refln_index_l
_platon_missing_refln_theta
1 0 0 2.087
-1 1 0 2.842
0 1 0 1.474
1 1 0 2.232
0 2 0 2.949
-1 -1 1 2.574
0 -1 1 1.835
1 -1 1 2.971
-1 0 1 2.409
0 0 1 1.001
1 0 1 2.215
0 1 1 1.727
1 1 1 2.311
0 2 1 3.052
0 -1 2 2.563
0 0 2 2.001
1 0 2 2.732
0 1 2 2.407
1 1 2 2.776

_platon_squeeze_details          
;
TITL 14540-sns8_a.res in P-1
CELL   10.1666   14.3384   20.5652     84.48     82.63     74.90
SPGR P-1
# Solvent Accessible Volume =       760
# Electrons Found in S.A.V. =       219
# Note: Atoms in Void are Labelled as Cxxx and Qxxx for all Others
C101 0.830 0.682 0.176 !       6.28 eA-3
Q102 0.282 0.416 0.193 !       5.26 eA-3
C103 0.594 0.214 0.003 !       4.85 eA-3
Q104 0.484 0.508 0.226 !       4.03 eA-3
C105 0.690 0.556 0.142 !       3.71 eA-3
Q106 0.422 0.567 0.191 !       3.62 eA-3
C107 0.873 0.347 0.126 !       3.44 eA-3
C108 0.671 0.707 0.030 !       3.20 eA-3
Q109 0.421 0.531 0.403 !       3.00 eA-3
C110 0.797 0.292 0.019 !       2.50 eA-3
C111 0.108 0.652 0.109 !       2.35 eA-3
C112 0.074 0.635 0.094 !       2.29 eA-3
Q113 0.329 0.711 0.416 !       2.23 eA-3
Q114 0.064 0.642 0.361 !       2.20 eA-3
C115 0.252 0.691 0.091 !       1.96 eA-3
C116 0.346 0.332 0.075 !       1.87 eA-3
Q117 0.470 0.386 0.314 !       1.85 eA-3
C118 0.142 0.382 0.077 !       1.79 eA-3
Q119 0.377 0.954 0.079 !       1.72 eA-3
Q120 0.388 0.679 0.307 !       1.69 eA-3
C121 0.544 0.727 0.011 !       1.54 eA-3
Q122 0.438 0.531 0.331 !       1.53 eA-3
Q123 0.453 0.370 0.372 !       1.53 eA-3
Q124 0.392 0.623 0.313 !       1.43 eA-3
C125 0.111 0.427 0.073 !       1.38 eA-3
C126 0.066 0.308 0.062 !       1.30 eA-3
C127 0.627 0.292 0.033 !       1.26 eA-3
Q128 0.435 0.335 0.342 !       1.16 eA-3
C129 0.191 0.507 0.136 !       1.16 eA-3
Q130 0.420 0.626 0.395 !       1.12 eA-3
Q131 0.046 0.628 0.405 !       1.12 eA-3
C132 0.544 0.529 0.025 !       1.08 eA-3
C133 0.406 0.361 0.030 !       1.05 eA-3
Q134 0.095 0.654 0.405 !       0.98 eA-3
Q135 0.017 0.653 0.389 !       0.97 eA-3
Q136 0.314 0.550 0.221 !       0.95 eA-3
C137 0.127 0.286 0.029 !       0.95 eA-3
Q138 0.076 0.474 0.412 !       0.91 eA-3
Q139 0.985 0.835 0.420 !       0.88 eA-3
C140 0.532 0.287 0.031 !       0.86 eA-3
Q141 0.312 0.096 0.074 !       0.86 eA-3
Q142 0.062 0.684 0.392 !       0.85 eA-3
Q143 0.659 0.355 0.343 !       0.85 eA-3
C144 0.466 0.439 0.027 !       0.84 eA-3
Q145 0.717 0.921 0.045 !       0.84 eA-3
C146 0.153 0.336 0.040 !       0.80 eA-3
C147 0.971 0.388 0.089 !       0.79 eA-3
Q148 0.030 0.865 0.297 !       0.79 eA-3
C149 0.123 0.551 0.115 !       0.77 eA-3
Q150 0.627 0.621 0.451 !       0.77 eA-3
Q151 0.157 0.300 0.383 !       0.75 eA-3
C152 0.473 0.520 0.031 !       0.75 eA-3
C153 0.549 0.338 0.050 !       0.75 eA-3
Q154 0.264 0.078 0.267 !       0.73 eA-3
C155 0.531 0.390 0.058 !       0.72 eA-3
C156 0.986 0.328 0.000 !       0.71 eA-3
Q157 0.985 0.930 0.286 !       0.71 eA-3
Q158 0.280 0.046 0.218 !       0.71 eA-3
Q159 0.519 0.170 0.359 !       0.71 eA-3
Q160 0.688 0.362 0.422 !       0.70 eA-3
Q161 0.108 0.404 0.345 !       0.70 eA-3
Q162 0.936 0.967 0.423 !       0.70 eA-3
Q163 0.893 0.115 0.343 !       0.70 eA-3
C164 0.282 0.342 0.013 !       0.69 eA-3
Q165 0.876 0.359 0.294 !       0.69 eA-3
C166 0.155 0.383 0.017 !       0.65 eA-3
Q167 0.437 0.573 0.405 !       0.65 eA-3
Q168 0.873 0.383 0.391 !       0.63 eA-3
Q169 0.327 0.016 0.143 !       0.63 eA-3
Q170 0.423 0.629 0.359 !       0.62 eA-3
C171 0.578 0.455 0.161 !       0.62 eA-3
Q172 0.598 0.051 0.087 !       0.62 eA-3
C173 0.294 0.697 0.045 !       0.61 eA-3
C174 0.627 0.624 0.084 !       0.61 eA-3
Q175 0.030 0.807 0.388 !       0.61 eA-3
Q176 0.593 0.008 0.310 !       0.61 eA-3
Q177 0.312 0.922 0.406 !       0.61 eA-3
Q178 0.298 0.019 0.081 !       0.60 eA-3
Q179 0.280 0.994 0.333 !       0.60 eA-3
C180 1.005 0.436 0.139 !       0.60 eA-3
Q181 0.298 0.052 0.119 !       0.60 eA-3
C182 0.279 0.601 0.123 !       0.60 eA-3
Q183 0.903 0.412 0.353 !       0.59 eA-3
Q184 0.624 0.619 0.373 !       0.59 eA-3
Q185 0.018 0.635 0.440 !       0.59 eA-3
Q186 0.530 0.170 0.312 !       0.59 eA-3
Q187 0.813 0.618 0.421 !       0.57 eA-3
Q188 0.128 0.409 0.316 !       0.57 eA-3
Q189 0.985 0.906 0.090 !       0.57 eA-3
C190 0.655 0.558 0.014 !       0.57 eA-3
Q191 0.630 0.834 0.362 !       0.57 eA-3
C192 0.205 0.342 0.030 !       0.55 eA-3
C193 0.924 0.448 0.121 !       0.55 eA-3
Q194 0.515 0.134 0.440 !       0.55 eA-3
Q195 0.985 0.835 0.457 !       0.55 eA-3
Q196 0.364 0.697 0.378 !       0.55 eA-3
C197 0.018 0.484 0.016 !       0.55 eA-3
Q198 0.637 0.060 0.061 !       0.55 eA-3
Q199 0.418 0.325 0.407 !       0.55 eA-3
;
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.096 0.500 0.000 762 222 ' '

_platon_squeeze_void_probe_radius 1.20

_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.422
_oxdiff_exptl_absorpt_empirical_full_min 0.803
