# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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. 
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data_schomaker100
_database_code_depnum_ccdc_archive 'CCDC 2279283'
loop_
_audit_author_name
_audit_author_address
'Ilia A. Guzei'
;University of Wisconsin Madison
United States of America
;
_audit_update_record             
;
2023-07-04 deposited with the CCDC.	2023-11-30 downloaded from the CCDC.
;
_audit_creation_date             2022-10-24
_audit_creation_method           
;
Olex2 1.5-dev
(compiled 2022.10.14 svn.ra52d74a8 for OlexSys, GUI svn.r6611)
;
_shelx_SHELXL_version_number     2019/2
loop_
_audit_author_email
iguzei@chem.wisc.edu
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H15 Cl3 N2 O4 S'
_chemical_formula_sum            'C14 H15 Cl3 N2 O4 S'
_chemical_formula_weight         413.69
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   11.978(3)
_cell_length_b                   9.923(3)
_cell_length_c                   14.449(4)
_cell_angle_alpha                90
_cell_angle_beta                 96.646(13)
_cell_angle_gamma                90
_cell_volume                     1705.8(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9766
_cell_measurement_temperature    100
_cell_measurement_theta_max      32.093
_cell_measurement_theta_min      2.346
_shelx_estimated_absorpt_T_max   0.923
_shelx_estimated_absorpt_T_min   0.865
_exptl_absorpt_coefficient_mu    0.681
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_correction_T_min  0.7139
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Krause et al., 2015) was used for absorption correction.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.611
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0315
_diffrn_reflns_av_unetI/netI     0.0247
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            54085
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.158
_diffrn_reflns_theta_min         1.419
_diffrn_ambient_temperature      100
_diffrn_detector                 'charge-coupled device (CCD) area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker APEX II'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX II Quazar'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_collimation    'focusing mirror'
_diffrn_radiation_detector       'Bruker APEX II'
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_xray_symbol    K-L~3~
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           0.6
_diffrn_source_power             0.03
_diffrn_source_type              'Incoatec I\ms'
_diffrn_source_voltage           50.0
_diffrn_standards_number         .
_reflns_Friedel_coverage         0.891
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.985
_reflns_number_gt                11567
_reflns_number_total             11914
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       'APEX3 Ver. 2019.11-0. (Bruker-AXS, 2019)'
_computing_data_reduction        'SAINT+ Ver. 2019.1-0. (Bruker-AXS, 2019)'
_computing_molecular_graphics    'OLEX2 (Dolomanov et al., 2009)'
_computing_publication_material  'OLEX2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2019/1)'
_computing_structure_solution    'XT (Sheldrick, 2018/2)'
_refine_diff_density_max         0.553
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.051
_refine_ls_abs_structure_details 
;
 Flack x determined using 5302 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.026(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     466
_refine_ls_number_reflns         11914
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0241
_refine_ls_R_factor_gt           0.0231
_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)+(0.0310P)²+0.2376P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0577
_refine_ls_wR_factor_ref         0.0584
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2. Same fragment restrains
{Cl1B, Cl2B, Cl3A, S1B, O1B, O2B, O3B, N1A, C1B, C2B} sigma for 1-2: 0.01, 1-3:
0.02
as in
{Cl1A, Cl2A, Cl3A, S1A, O1A, O2A, O3A, N1A, C1A, C2A}
3. Others
 Sof(Cl1B)=Sof(Cl2B)=Sof(S1B)=Sof(O1B)=Sof(O2B)=Sof(O3B)=Sof(C1B)=Sof(C2B)=
 Sof(H2BA)=Sof(H2BB)=1-FVAR(1)
 Sof(Cl1A)=Sof(Cl2A)=Sof(S1A)=Sof(O1A)=Sof(O2A)=Sof(O3A)=Sof(C1A)=Sof(C2A)=
 Sof(H2AA)=Sof(H2AB)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C6(H6), C7(H7), C6A(H6A), C7A(H7A)
4.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C4(H4A,H4B), C5(H5A,H5B), C8(H8A,H8B), C2A(H2AA,H2AB), C2B(H2BA,
 H2BB), C4A(H4AA,H4AB), C5A(H5AA,H5AB), C8A(H8AA,H8AB)
4.c Aromatic/amide H refined with riding coordinates:
 C10(H10), C11(H11), C12(H12), C13(H13), C14(H14), C10A(H10A), C11A(H11A),
 C12A(H12A), C13A(H13A), C14A(H14A)
;
_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
Cl1 Cl 0.61536(3) 0.34306(4) 0.58618(3) 0.01745(7) Uani 1 1 d . . . . .
Cl2 Cl 0.57367(4) 0.61463(4) 0.52145(4) 0.02724(10) Uani 1 1 d . . . . .
Cl3 Cl 0.55944(4) 0.39632(5) 0.38918(3) 0.02492(9) Uani 1 1 d . . . . .
S1 S 0.88396(3) 0.54484(4) 0.36682(2) 0.01130(6) Uani 1 1 d . . . . .
O1 O 0.77089(9) 0.56037(12) 0.41264(8) 0.0143(2) Uani 1 1 d . . . . .
O2 O 0.87026(10) 0.63538(12) 0.28954(8) 0.0157(2) Uani 1 1 d . . . . .
O3 O 0.90046(10) 0.40470(12) 0.34861(9) 0.0164(2) Uani 1 1 d . . . . .
O4 O 1.12194(9) 0.52770(13) 0.38076(8) 0.0163(2) Uani 1 1 d . . . . .
N1 N 0.97055(11) 0.60312(13) 0.45097(9) 0.0128(2) Uani 1 1 d . . . . .
N2 N 1.14917(11) 0.63822(13) 0.52342(9) 0.0122(2) Uani 1 1 d . . . . .
C1 C 0.63171(13) 0.45778(16) 0.49469(11) 0.0143(3) Uani 1 1 d . . . . .
C2 C 0.75692(12) 0.47008(16) 0.48836(11) 0.0138(3) Uani 1 1 d . . . . .
H2A H 0.795744 0.506121 0.547406 0.017 Uiso 1 1 calc R U . . .
H2B H 0.789168 0.380675 0.476636 0.017 Uiso 1 1 calc R U . . .
C3 C 1.07851(12) 0.58627(15) 0.45114(10) 0.0117(2) Uani 1 1 d . . . . .
C4 C 1.24108(13) 0.48791(18) 0.39532(12) 0.0176(3) Uani 1 1 d . . . . .
H4A H 1.288976 0.565430 0.382448 0.021 Uiso 1 1 calc R U . . .
H4B H 1.254887 0.414140 0.351936 0.021 Uiso 1 1 calc R U . . .
C5 C 1.27091(14) 0.44117(17) 0.49532(12) 0.0185(3) Uani 1 1 d . . . . .
H5A H 1.222209 0.365112 0.509566 0.022 Uiso 1 1 calc R U . . .
H5B H 1.350293 0.411519 0.505714 0.022 Uiso 1 1 calc R U . . .
C6 C 1.25227(12) 0.56096(16) 0.55565(10) 0.0147(3) Uani 1 1 d . . . . .
H6 H 1.320555 0.616485 0.575392 0.018 Uiso 1 1 calc R U . . .
C7 C 1.16024(12) 0.57145(15) 0.61662(10) 0.0136(3) Uani 1 1 d . . . . .
H7 H 1.176205 0.634239 0.670667 0.016 Uiso 1 1 calc R U . . .
C8 C 1.08787(13) 0.45256(16) 0.63446(11) 0.0144(3) Uani 1 1 d . . . . .
H8A H 1.134329 0.386745 0.673386 0.017 Uiso 1 1 calc R U . . .
H8B H 1.062877 0.408445 0.574159 0.017 Uiso 1 1 calc R U . . .
C9 C 0.98515(13) 0.48568(15) 0.68216(10) 0.0126(2) Uani 1 1 d . . . . .
C10 C 0.92901(13) 0.37927(16) 0.72091(11) 0.0156(3) Uani 1 1 d . . . . .
H10 H 0.956703 0.289958 0.717155 0.019 Uiso 1 1 calc R U . . .
C11 C 0.83345(14) 0.40259(18) 0.76473(12) 0.0188(3) Uani 1 1 d . . . . .
H11 H 0.796146 0.329581 0.790563 0.023 Uiso 1 1 calc R U . . .
C12 C 0.79256(14) 0.53338(18) 0.77064(12) 0.0195(3) Uani 1 1 d . . . . .
H12 H 0.727192 0.549855 0.800392 0.023 Uiso 1 1 calc R U . . .
C13 C 0.84771(15) 0.63952(18) 0.73287(11) 0.0191(3) Uani 1 1 d . . . . .
H13 H 0.820226 0.728795 0.737452 0.023 Uiso 1 1 calc R U . . .
C14 C 0.94323(14) 0.61622(17) 0.68821(11) 0.0156(3) Uani 1 1 d . . . . .
H14 H 0.979785 0.689414 0.661876 0.019 Uiso 1 1 calc R U . . .
Cl1A Cl 0.66073(6) 0.36671(5) -0.04143(3) 0.01900(11) Uani 0.921(2) 1 d D . P A
1
Cl2A Cl 0.63999(6) 0.65667(5) -0.02756(4) 0.02006(11) Uani 0.921(2) 1 d D . P A
1
Cl3A Cl 0.72118(3) 0.50072(5) 0.13408(3) 0.02317(9) Uani 1 1 d D . . . .
S1A S 0.37334(3) 0.54469(7) 0.16918(3) 0.01191(11) Uani 0.921(2) 1 d D . P A 1
O1A O 0.48225(10) 0.57387(13) 0.11968(9) 0.0149(2) Uani 0.921(2) 1 d D . P A 1
O2A O 0.37657(11) 0.64584(16) 0.23981(9) 0.0177(3) Uani 0.921(2) 1 d D . P A 1
O3A O 0.37376(12) 0.40539(15) 0.19544(10) 0.0177(3) Uani 0.921(2) 1 d D . P A 1
N1A N 0.27941(11) 0.57676(14) 0.08255(9) 0.0158(2) Uani 1 1 d D . . . .
C1A C 0.62688(15) 0.5006(3) 0.03042(12) 0.0140(4) Uani 0.921(2) 1 d D . P A 1
C2A C 0.50686(13) 0.47726(18) 0.05090(12) 0.0150(3) Uani 0.921(2) 1 d D . P A 1
H2AA H 0.454245 0.488591 -0.006659 0.018 Uiso 0.921(2) 1 calc R U P A 1
H2AB H 0.498571 0.384614 0.074587 0.018 Uiso 0.921(2) 1 calc R U P A 1
Cl1B Cl 0.6232(9) 0.3744(9) -0.0329(6) 0.034(2) Uiso 0.079(2) 1 d D . P A 2
Cl2B Cl 0.6694(8) 0.6609(8) -0.0448(6) 0.0276(19) Uiso 0.079(2) 1 d D . P A 2
S1B S 0.3735(5) 0.4917(9) 0.1668(4) 0.0184(15) Uiso 0.079(2) 1 d D . P A 2
O1B O 0.4749(11) 0.4634(15) 0.1106(10) 0.026(4) Uiso 0.079(2) 1 d D . P A 2
O2B O 0.4031(16) 0.6085(16) 0.2244(12) 0.026(5) Uiso 0.079(2) 1 d D . P A 2
O3B O 0.3420(19) 0.3712(17) 0.2050(16) 0.041(6) Uiso 0.079(2) 1 d D . P A 2
C1B C 0.6310(11) 0.5289(14) 0.0290(8) 0.007(7) Uiso 0.079(2) 1 d D . P A 2
C2B C 0.5127(11) 0.5622(16) 0.0512(11) 0.017(4) Uiso 0.079(2) 1 d D . P A 2
H2BA H 0.512768 0.651464 0.081792 0.020 Uiso 0.079(2) 1 calc R U P A 2
H2BB H 0.460911 0.566393 -0.007275 0.020 Uiso 0.079(2) 1 calc R U P A 2
O4A O 0.13913(9) 0.50159(13) 0.16549(8) 0.0165(2) Uani 1 1 d . . . . .
N2A N 0.09518(11) 0.58867(14) 0.01640(9) 0.0150(2) Uani 1 1 d . . . . .
C3A C 0.17410(12) 0.55217(16) 0.08841(10) 0.0131(2) Uani 1 1 d . . . . .
C4A C 0.02438(13) 0.44939(18) 0.15855(12) 0.0185(3) Uani 1 1 d . . . . .
H4AA H -0.028805 0.523844 0.166191 0.022 Uiso 1 1 calc R U . . .
H4AB H 0.017914 0.382449 0.208458 0.022 Uiso 1 1 calc R U . . .
C5A C -0.00417(14) 0.38369(18) 0.06379(12) 0.0193(3) Uani 1 1 d . . . . .
H5AA H 0.051963 0.313816 0.053212 0.023 Uiso 1 1 calc R U . . .
H5AB H -0.079505 0.341465 0.058946 0.023 Uiso 1 1 calc R U . . .
C6A C -0.00200(14) 0.49634(18) -0.00550(12) 0.0180(3) Uani 1 1 d . . . . .
H6A H -0.075850 0.541942 -0.023118 0.022 Uiso 1 1 calc R U . . .
C7A C 0.08185(13) 0.51350(18) -0.07351(11) 0.0171(3) Uani 1 1 d . . . . .
H7A H 0.054242 0.570538 -0.128499 0.021 Uiso 1 1 calc R U . . .
C8A C 0.16525(14) 0.40784(18) -0.09444(11) 0.0174(3) Uani 1 1 d . . . . .
H8AA H 0.125265 0.337030 -0.133566 0.021 Uiso 1 1 calc R U . . .
H8AB H 0.196970 0.365295 -0.035191 0.021 Uiso 1 1 calc R U . . .
C9A C 0.26150(14) 0.46148(17) -0.14416(11) 0.0166(3) Uani 1 1 d . . . . .
C10A C 0.32633(15) 0.36963(19) -0.18755(12) 0.0214(3) Uani 1 1 d . . . . .
H10A H 0.308569 0.276382 -0.186472 0.026 Uiso 1 1 calc R U . . .
C11A C 0.41665(16) 0.4124(2) -0.23240(13) 0.0261(4) Uani 1 1 d . . . . .
H11A H 0.460974 0.348371 -0.260698 0.031 Uiso 1 1 calc R U . . .
C12A C 0.44204(15) 0.5490(2) -0.23580(12) 0.0257(4) Uani 1 1 d . . . . .
H12A H 0.503331 0.578873 -0.266742 0.031 Uiso 1 1 calc R U . . .
C13A C 0.37709(16) 0.6413(2) -0.19361(12) 0.0237(3) Uani 1 1 d . . . . .
H13A H 0.393608 0.734760 -0.196216 0.028 Uiso 1 1 calc R U . . .
C14A C 0.28766(15) 0.59762(19) -0.14739(12) 0.0197(3) Uani 1 1 d . . . . .
H14A H 0.244365 0.661457 -0.117917 0.024 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
Cl1 C1 1.7724(17) . ?
Cl2 C1 1.7656(17) . ?
Cl3 C1 1.7719(17) . ?
S1 O1 1.5824(12) . ?
S1 O2 1.4278(12) . ?
S1 O3 1.4332(13) . ?
S1 N1 1.6114(14) . ?
O1 C2 1.4387(19) . ?
O4 C3 1.3285(18) . ?
O4 C4 1.4721(19) . ?
N1 C3 1.3036(19) . ?
N2 C3 1.3668(19) . ?
N2 C6 1.482(2) . ?
N2 C7 1.4929(19) . ?
C1 C2 1.518(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.520(2) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.506(2) . ?
C6 H6 1.0000 . ?
C6 C7 1.492(2) . ?
C7 H7 1.0000 . ?
C7 C8 1.504(2) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.514(2) . ?
C9 C10 1.403(2) . ?
C9 C14 1.396(2) . ?
C10 H10 0.9500 . ?
C10 C11 1.390(2) . ?
C11 H11 0.9500 . ?
C11 C12 1.393(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.388(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.396(2) . ?
C14 H14 0.9500 . ?
Cl1A C1A 1.762(3) . ?
Cl2A C1A 1.776(3) . ?
Cl3A C1A 1.7686(18) . ?
Cl3A C1B 1.781(11) . ?
S1A O1A 1.5854(13) . ?
S1A O2A 1.4287(16) . ?
S1A O3A 1.4333(16) . ?
S1A N1A 1.6148(14) . ?
O1A C2A 1.436(2) . ?
N1A S1B 1.774(6) . ?
N1A C3A 1.297(2) . ?
C1A C2A 1.519(3) . ?
C2A H2AA 0.9900 . ?
C2A H2AB 0.9900 . ?
Cl1B C1B 1.772(12) . ?
Cl2B C1B 1.783(12) . ?
S1B O1B 1.563(10) . ?
S1B O2B 1.447(11) . ?
S1B O3B 1.387(11) . ?
O1B C2B 1.411(12) . ?
C1B C2B 1.525(12) . ?
C2B H2BA 0.9900 . ?
C2B H2BB 0.9900 . ?
O4A C3A 1.3325(18) . ?
O4A C4A 1.4615(19) . ?
N2A C3A 1.3710(19) . ?
N2A C6A 1.486(2) . ?
N2A C7A 1.491(2) . ?
C4A H4AA 0.9900 . ?
C4A H4AB 0.9900 . ?
C4A C5A 1.519(2) . ?
C5A H5AA 0.9900 . ?
C5A H5AB 0.9900 . ?
C5A C6A 1.503(2) . ?
C6A H6A 1.0000 . ?
C6A C7A 1.494(2) . ?
C7A H7A 1.0000 . ?
C7A C8A 1.503(2) . ?
C8A H8AA 0.9900 . ?
C8A H8AB 0.9900 . ?
C8A C9A 1.523(2) . ?
C9A C10A 1.393(2) . ?
C9A C14A 1.389(3) . ?
C10A H10A 0.9500 . ?
C10A C11A 1.390(3) . ?
C11A H11A 0.9500 . ?
C11A C12A 1.392(3) . ?
C12A H12A 0.9500 . ?
C12A C13A 1.387(3) . ?
C13A H13A 0.9500 . ?
C13A C14A 1.395(3) . ?
C14A H14A 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
O1 S1 N1 99.01(7) . . ?
O2 S1 O1 103.86(7) . . ?
O2 S1 O3 118.22(7) . . ?
O2 S1 N1 111.71(7) . . ?
O3 S1 O1 108.32(7) . . ?
O3 S1 N1 113.35(7) . . ?
C2 O1 S1 115.98(9) . . ?
C3 O4 C4 117.84(12) . . ?
C3 N1 S1 120.47(11) . . ?
C3 N2 C6 117.70(12) . . ?
C3 N2 C7 120.29(12) . . ?
C6 N2 C7 60.21(10) . . ?
Cl2 C1 Cl1 108.82(9) . . ?
Cl2 C1 Cl3 109.04(9) . . ?
Cl3 C1 Cl1 109.60(8) . . ?
C2 C1 Cl1 106.96(10) . . ?
C2 C1 Cl2 111.04(11) . . ?
C2 C1 Cl3 111.32(11) . . ?
O1 C2 C1 107.37(12) . . ?
O1 C2 H2A 110.2 . . ?
O1 C2 H2B 110.2 . . ?
C1 C2 H2A 110.2 . . ?
C1 C2 H2B 110.2 . . ?
H2A C2 H2B 108.5 . . ?
O4 C3 N2 119.15(13) . . ?
N1 C3 O4 122.06(13) . . ?
N1 C3 N2 118.66(13) . . ?
O4 C4 H4A 109.8 . . ?
O4 C4 H4B 109.8 . . ?
O4 C4 C5 109.57(12) . . ?
H4A C4 H4B 108.2 . . ?
C5 C4 H4A 109.8 . . ?
C5 C4 H4B 109.8 . . ?
C4 C5 H5A 110.5 . . ?
C4 C5 H5B 110.5 . . ?
H5A C5 H5B 108.7 . . ?
C6 C5 C4 105.96(14) . . ?
C6 C5 H5A 110.5 . . ?
C6 C5 H5B 110.5 . . ?
N2 C6 C5 113.60(13) . . ?
N2 C6 H6 115.4 . . ?
N2 C6 C7 60.25(9) . . ?
C5 C6 H6 115.4 . . ?
C7 C6 C5 124.47(14) . . ?
C7 C6 H6 115.4 . . ?
N2 C7 H7 114.6 . . ?
N2 C7 C8 120.67(12) . . ?
C6 C7 N2 59.53(10) . . ?
C6 C7 H7 114.6 . . ?
C6 C7 C8 121.76(13) . . ?
C8 C7 H7 114.6 . . ?
C7 C8 H8A 108.5 . . ?
C7 C8 H8B 108.5 . . ?
C7 C8 C9 115.00(13) . . ?
H8A C8 H8B 107.5 . . ?
C9 C8 H8A 108.5 . . ?
C9 C8 H8B 108.5 . . ?
C10 C9 C8 118.07(14) . . ?
C14 C9 C8 123.17(13) . . ?
C14 C9 C10 118.76(14) . . ?
C9 C10 H10 119.5 . . ?
C11 C10 C9 120.96(15) . . ?
C11 C10 H10 119.5 . . ?
C10 C11 H11 120.1 . . ?
C10 C11 C12 119.79(15) . . ?
C12 C11 H11 120.1 . . ?
C11 C12 H12 120.1 . . ?
C13 C12 C11 119.74(15) . . ?
C13 C12 H12 120.1 . . ?
C12 C13 H13 119.7 . . ?
C12 C13 C14 120.58(16) . . ?
C14 C13 H13 119.7 . . ?
C9 C14 C13 120.17(15) . . ?
C9 C14 H14 119.9 . . ?
C13 C14 H14 119.9 . . ?
O1A S1A N1A 98.64(7) . . ?
O2A S1A O1A 103.78(8) . . ?
O2A S1A O3A 119.31(9) . . ?
O2A S1A N1A 111.97(8) . . ?
O3A S1A O1A 108.52(9) . . ?
O3A S1A N1A 112.09(8) . . ?
C2A O1A S1A 115.84(11) . . ?
C3A N1A S1A 120.53(11) . . ?
C3A N1A S1B 114.3(2) . . ?
Cl1A C1A Cl2A 109.91(11) . . ?
Cl1A C1A Cl3A 109.36(13) . . ?
Cl3A C1A Cl2A 108.43(15) . . ?
C2A C1A Cl1A 106.71(18) . . ?
C2A C1A Cl2A 111.23(16) . . ?
C2A C1A Cl3A 111.18(13) . . ?
O1A C2A C1A 107.93(15) . . ?
O1A C2A H2AA 110.1 . . ?
O1A C2A H2AB 110.1 . . ?
C1A C2A H2AA 110.1 . . ?
C1A C2A H2AB 110.1 . . ?
H2AA C2A H2AB 108.4 . . ?
O1B S1B N1A 101.5(6) . . ?
O2B S1B N1A 96.1(8) . . ?
O2B S1B O1B 106.8(10) . . ?
O3B S1B N1A 120.2(10) . . ?
O3B S1B O1B 108.4(12) . . ?
O3B S1B O2B 121.5(12) . . ?
C2B O1B S1B 121.0(11) . . ?
Cl3A C1B Cl2B 116.9(8) . . ?
Cl1B C1B Cl3A 106.6(7) . . ?
Cl1B C1B Cl2B 109.6(7) . . ?
C2B C1B Cl3A 109.9(9) . . ?
C2B C1B Cl1B 107.3(10) . . ?
C2B C1B Cl2B 106.1(9) . . ?
O1B C2B C1B 110.4(11) . . ?
O1B C2B H2BA 109.6 . . ?
O1B C2B H2BB 109.6 . . ?
C1B C2B H2BA 109.6 . . ?
C1B C2B H2BB 109.6 . . ?
H2BA C2B H2BB 108.1 . . ?
C3A O4A C4A 117.40(12) . . ?
C3A N2A C6A 116.93(13) . . ?
C3A N2A C7A 121.61(13) . . ?
C6A N2A C7A 60.25(11) . . ?
N1A C3A O4A 121.83(13) . . ?
N1A C3A N2A 119.42(14) . . ?
O4A C3A N2A 118.55(13) . . ?
O4A C4A H4AA 109.9 . . ?
O4A C4A H4AB 109.9 . . ?
O4A C4A C5A 109.01(13) . . ?
H4AA C4A H4AB 108.3 . . ?
C5A C4A H4AA 109.9 . . ?
C5A C4A H4AB 109.9 . . ?
C4A C5A H5AA 110.7 . . ?
C4A C5A H5AB 110.7 . . ?
H5AA C5A H5AB 108.8 . . ?
C6A C5A C4A 105.17(14) . . ?
C6A C5A H5AA 110.7 . . ?
C6A C5A H5AB 110.7 . . ?
N2A C6A C5A 112.97(13) . . ?
N2A C6A H6A 115.0 . . ?
N2A C6A C7A 60.02(11) . . ?
C5A C6A H6A 115.0 . . ?
C7A C6A C5A 126.00(15) . . ?
C7A C6A H6A 115.0 . . ?
N2A C7A C6A 59.74(10) . . ?
N2A C7A H7A 113.7 . . ?
N2A C7A C8A 121.19(13) . . ?
C6A C7A H7A 113.7 . . ?
C6A C7A C8A 124.47(15) . . ?
C8A C7A H7A 113.7 . . ?
C7A C8A H8AA 108.7 . . ?
C7A C8A H8AB 108.7 . . ?
C7A C8A C9A 114.09(15) . . ?
H8AA C8A H8AB 107.6 . . ?
C9A C8A H8AA 108.7 . . ?
C9A C8A H8AB 108.7 . . ?
C10A C9A C8A 118.40(16) . . ?
C14A C9A C8A 122.80(15) . . ?
C14A C9A C10A 118.80(16) . . ?
C9A C10A H10A 119.5 . . ?
C11A C10A C9A 120.99(18) . . ?
C11A C10A H10A 119.5 . . ?
C10A C11A H11A 120.0 . . ?
C10A C11A C12A 119.91(18) . . ?
C12A C11A H11A 120.0 . . ?
C11A C12A H12A 120.3 . . ?
C13A C12A C11A 119.44(17) . . ?
C13A C12A H12A 120.3 . . ?
C12A C13A H13A 119.8 . . ?
C12A C13A C14A 120.40(18) . . ?
C14A C13A H13A 119.8 . . ?
C9A C14A C13A 120.45(17) . . ?
C9A C14A H14A 119.8 . . ?
C13A C14A H14A 119.8 . . ?

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
Cl1 C1 C2 O1 178.54(10) . . . . ?
Cl2 C1 C2 O1 -62.87(14) . . . . ?
Cl3 C1 C2 O1 58.83(14) . . . . ?
S1 O1 C2 C1 -156.37(10) . . . . ?
S1 N1 C3 O4 3.7(2) . . . . ?
S1 N1 C3 N2 179.47(11) . . . . ?
O1 S1 N1 C3 166.90(12) . . . . ?
O2 S1 O1 C2 174.43(11) . . . . ?
O2 S1 N1 C3 -84.18(13) . . . . ?
O3 S1 O1 C2 47.95(12) . . . . ?
O3 S1 N1 C3 52.38(14) . . . . ?
O4 C4 C5 C6 -61.85(16) . . . . ?
N1 S1 O1 C2 -70.42(12) . . . . ?
N2 C6 C7 C8 109.38(15) . . . . ?
N2 C7 C8 C9 -97.86(17) . . . . ?
C3 O4 C4 C5 35.22(19) . . . . ?
C3 N2 C6 C5 6.65(19) . . . . ?
C3 N2 C6 C7 -110.84(14) . . . . ?
C3 N2 C7 C6 106.61(15) . . . . ?
C3 N2 C7 C8 -4.6(2) . . . . ?
C4 O4 C3 N1 -167.55(14) . . . . ?
C4 O4 C3 N2 16.7(2) . . . . ?
C4 C5 C6 N2 41.26(17) . . . . ?
C4 C5 C6 C7 110.35(16) . . . . ?
C5 C6 C7 N2 -99.62(16) . . . . ?
C5 C6 C7 C8 9.8(2) . . . . ?
C6 N2 C3 O4 -39.34(19) . . . . ?
C6 N2 C3 N1 144.73(14) . . . . ?
C6 N2 C7 C8 -111.17(16) . . . . ?
C6 C7 C8 C9 -168.82(13) . . . . ?
C7 N2 C3 O4 -109.27(16) . . . . ?
C7 N2 C3 N1 74.80(18) . . . . ?
C7 N2 C6 C5 117.50(15) . . . . ?
C7 C8 C9 C10 -165.03(14) . . . . ?
C7 C8 C9 C14 15.8(2) . . . . ?
C8 C9 C10 C11 -179.27(15) . . . . ?
C8 C9 C14 C13 179.70(14) . . . . ?
C9 C10 C11 C12 -0.1(2) . . . . ?
C10 C9 C14 C13 0.6(2) . . . . ?
C10 C11 C12 C13 -0.1(3) . . . . ?
C11 C12 C13 C14 0.6(3) . . . . ?
C12 C13 C14 C9 -0.8(2) . . . . ?
C14 C9 C10 C11 -0.1(2) . . . . ?
Cl1A C1A C2A O1A 172.03(13) . . . . ?
Cl2A C1A C2A O1A -68.10(16) . . . . ?
Cl3A C1A C2A O1A 52.8(2) . . . . ?
Cl3A C1B C2B O1B -52.1(16) . . . . ?
S1A O1A C2A C1A -165.37(14) . . . . ?
S1A N1A C3A O4A 0.8(2) . . . . ?
S1A N1A C3A N2A 175.60(12) . . . . ?
O1A S1A N1A C3A 172.69(13) . . . . ?
O2A S1A O1A C2A 173.75(12) . . . . ?
O2A S1A N1A C3A -78.58(15) . . . . ?
O3A S1A O1A C2A 45.90(14) . . . . ?
O3A S1A N1A C3A 58.59(16) . . . . ?
N1A S1A O1A C2A -70.98(13) . . . . ?
N1A S1B O1B C2B 41.8(16) . . . . ?
Cl1B C1B C2B O1B 63.4(15) . . . . ?
Cl2B C1B C2B O1B -179.4(12) . . . . ?
S1B N1A C3A O4A 18.7(4) . . . . ?
S1B N1A C3A N2A -166.5(3) . . . . ?
S1B O1B C2B C1B 162.4(12) . . . . ?
O2B S1B O1B C2B -58.3(18) . . . . ?
O3B S1B O1B C2B 169.2(17) . . . . ?
O4A C4A C5A C6A -64.57(17) . . . . ?
N2A C6A C7A C8A 109.07(17) . . . . ?
N2A C7A C8A C9A -91.06(18) . . . . ?
C3A N1A S1B O1B 145.7(6) . . . . ?
C3A N1A S1B O2B -105.7(9) . . . . ?
C3A N1A S1B O3B 26.4(13) . . . . ?
C3A O4A C4A C5A 35.7(2) . . . . ?
C3A N2A C6A C5A 6.8(2) . . . . ?
C3A N2A C6A C7A -112.75(15) . . . . ?
C3A N2A C7A C6A 105.12(16) . . . . ?
C3A N2A C7A C8A -9.3(2) . . . . ?
C4A O4A C3A N1A -166.51(15) . . . . ?
C4A O4A C3A N2A 18.7(2) . . . . ?
C4A C5A C6A N2A 43.22(18) . . . . ?
C4A C5A C6A C7A 111.94(17) . . . . ?
C5A C6A C7A N2A -97.91(17) . . . . ?
C5A C6A C7A C8A 11.2(3) . . . . ?
C6A N2A C3A N1A 143.36(15) . . . . ?
C6A N2A C3A O4A -41.7(2) . . . . ?
C6A N2A C7A C8A -114.37(18) . . . . ?
C6A C7A C8A C9A -163.65(14) . . . . ?
C7A N2A C3A N1A 73.3(2) . . . . ?
C7A N2A C3A O4A -111.75(17) . . . . ?
C7A N2A C6A C5A 119.51(16) . . . . ?
C7A C8A C9A C10A -163.84(15) . . . . ?
C7A C8A C9A C14A 16.7(2) . . . . ?
C8A C9A C10A C11A -178.70(16) . . . . ?
C8A C9A C14A C13A 179.73(15) . . . . ?
C9A C10A C11A C12A -1.2(3) . . . . ?
C10A C9A C14A C13A 0.2(3) . . . . ?
C10A C11A C12A C13A 0.5(3) . . . . ?
C11A C12A C13A C14A 0.6(3) . . . . ?
C12A C13A C14A C9A -0.9(3) . . . . ?
C14A C9A C10A C11A 0.8(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_vrf_PLAT094_schomaker100        
;
PROBLEM: Ratio of Maximum / Minimum Residual Density ....       2.24 Report
RESPONSE: The highest peaks (ca. 0.6 e/Ang^3) are in the vicinity of the
Cl atoms, but a disorder model is considered unnecessary. 
;
_vrf_PLAT220_schomaker100        
;
PROBLEM: NonSolvent   Resd 1  C   Ueq(max)/Ueq(min) Range        3.3 Ratio 
RESPONSE: This is probably because some Cl atoms display more thermal
motion than the S atoms, N atoms, and some tertiary C atoms. 
;
