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

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

data_sg_2_39_a
_database_code_depnum_ccdc_archive 'CCDC 2045420'
loop_
_audit_author_name
_audit_author_address
'Christopher Pask'
;University of Leeds
United Kingdom
;
_audit_update_record             
;
2020-11-19 deposited with the CCDC.	2020-12-18 downloaded from the CCDC.
;
_audit_creation_date             2019-02-18
_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         'C13 H18 N2 O2 S'
_chemical_formula_sum            'C13 H18 N2 O2 S'
_chemical_formula_weight         266.35
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C52  H72  N8  O8  S4  '
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'
N N 0.0311 0.0180 '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      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                   10.2920(2)
_cell_length_b                   13.7654(2)
_cell_length_c                   9.3825(2)
_cell_angle_alpha                90
_cell_angle_beta                 108.771(2)
_cell_angle_gamma                90
_cell_volume                     1258.55(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4732
_cell_measurement_temperature    125.01(10)
_cell_measurement_theta_max      73.4140
_cell_measurement_theta_min      4.5250
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.258
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.771
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43c (Rigaku Oxford Diffraction, 2018)
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    1.406
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             568
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
5 4 1 0.0227
-5 -4 -1 0.0227
1 1 -6 0.0241
4 2 4 0.0408
5 -6 0 0.0305
-5 6 0 0.0305
0 4 5 0.0596
2 -5 -5 0.0274
-2 -8 0 0.0339

_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
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
5.0000 4.0000 1.0000 0.0908 0.5252 0.8114
-5.0000 -4.0000 -1.0000 -0.0908 -0.5252 -0.8114
1.0000 1.0000 -6.0000 -0.6243 0.5249 -0.5913
4.0000 2.0000 4.0000 0.4993 0.2026 0.9604
5.0000 -6.0000 -0.0000 0.8563 0.5858 -0.0202
-5.0000 6.0000 0.0000 -0.8563 -0.5858 0.0202
-0.0000 4.0000 5.0000 0.1576 -0.3357 0.9022
2.0000 -5.0000 -5.0000 0.0636 0.5710 -0.8112
-2.0000 -8.0000 -0.0000 0.5584 -0.2417 -0.7280

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0366
_diffrn_reflns_av_unetI/netI     0.0304
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            8794
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.464
_diffrn_reflns_theta_min         4.538
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      125.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3095
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -116.00 -17.00   1.00    1.00    --  -41.04 -37.00   0.00   99
  2  ω    -99.00 -18.00   1.00    1.00    --  -41.04 -57.00 -90.00   81
  3  ω   -106.00 -26.00   1.00    1.00    --  -41.04 -37.00-180.00   80
  4  ω    -32.00   1.00   1.00    1.00    --   41.04 -37.00-180.00   33
  5  ω     33.00  61.00   1.00    1.00    --   41.04 -37.00 -90.00   28
  6  ω      5.00  52.00   1.00    1.00    --   41.04 -37.00-180.00   47
  7  ω     82.00 121.00   1.00    3.00    --  106.02  45.00 120.00   39
  8  ω     78.00 171.00   1.00    3.00    --  106.02  61.00 -60.00   93
  9  ω     92.00 175.00   1.00    3.00    --  106.02  61.00  60.00   83
 10  ω     45.00 128.00   1.00    3.00    --  106.02 -30.00 120.00   83
 11  ω    143.00 175.00   1.00    3.00    --  106.02  45.00 150.00   32
 12  ω     97.00 159.00   1.00    3.00    --  106.02  45.00-150.00   62
 13  ω     80.00 106.00   1.00    3.00    --  106.02  45.00-180.00   26
 14  ω    143.00 168.00   1.00    3.00    --  106.02  45.00-180.00   25
 15  ω     82.00 108.00   1.00    3.00    --  106.02  45.00 -30.00   26
 16  ω     87.00 140.00   1.00    3.00    --  106.02  45.00  30.00   53
 17  ω    125.00 176.00   1.00    3.00    --  106.02  45.00 120.00   51
 18  ω     82.00 108.00   1.00    3.00    --  106.02  45.00 150.00   26
 19  ω     35.00 126.00   1.00    3.00    --  106.02 -61.00 -60.00   91
 20  ω     77.00 114.00   1.00    3.00    --  106.02  61.00-180.00   37
 21  ω     81.00 137.00   1.00    3.00    --  106.02  45.00   0.00   56
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0673049000
_diffrn_orient_matrix_UB_12      -0.0866309000
_diffrn_orient_matrix_UB_13      0.1008272000
_diffrn_orient_matrix_UB_21      0.1180064000
_diffrn_orient_matrix_UB_22      0.0007073000
_diffrn_orient_matrix_UB_23      -0.0677037000
_diffrn_orient_matrix_UB_31      0.0808987000
_diffrn_orient_matrix_UB_32      0.0707807000
_diffrn_orient_matrix_UB_33      0.1238227000
_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                2258
_reflns_number_total             2504
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.43c (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43c (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43c (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.323
_refine_diff_density_min         -0.434
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     167
_refine_ls_number_reflns         2504
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0374
_refine_ls_R_factor_gt           0.0328
_refine_ls_restrained_S_all      1.045
_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)+(0.0398P)²+0.5473P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0804
_refine_ls_wR_factor_ref         0.0842
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7), C9(H9)
2.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B), C10(H10A,H10B), C11(H11A,H11B), C12(H12A,H12B), C13(H13A,H13B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1A), C2(H2), C3(H3), C4(H4), C5(H5)
;
_atom_sites_solution_hydrogens   mixed
_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
S1 S 0.49239(3) 0.71819(2) 0.07676(4) 0.01250(12) Uani 1 1 d . . . . .
O1 O 0.53158(11) 0.67740(8) -0.04581(12) 0.0179(2) Uani 1 1 d . . . . .
O2 O 0.42816(11) 0.81150(8) 0.05372(12) 0.0176(2) Uani 1 1 d . . . . .
N1 N 0.63086(12) 0.72307(9) 0.22212(14) 0.0134(3) Uani 1 1 d . . . . .
N2 N 0.39213(12) 0.64310(9) 0.12962(13) 0.0125(3) Uani 1 1 d . . . . .
C1 C 0.95000(16) 0.60453(12) 0.34814(18) 0.0187(3) Uani 1 1 d . . . . .
H1A H 0.9392 0.5771 0.2544 0.022 Uiso 1 1 calc R . . . .
C2 C 1.08069(16) 0.61371(12) 0.45213(19) 0.0220(3) Uani 1 1 d . . . . .
H2 H 1.1567 0.5927 0.4275 0.026 Uiso 1 1 calc R . . . .
C3 C 1.09806(16) 0.65406(12) 0.59214(19) 0.0212(3) Uani 1 1 d . . . . .
H3 H 1.1856 0.6611 0.6612 0.025 Uiso 1 1 calc R . . . .
C4 C 0.98366(16) 0.68403(12) 0.62869(19) 0.0217(3) Uani 1 1 d . . . . .
H4 H 0.9947 0.7101 0.7233 0.026 Uiso 1 1 calc R . . . .
C5 C 0.85295(16) 0.67526(12) 0.52483(19) 0.0203(3) Uani 1 1 d . . . . .
H5 H 0.7771 0.6957 0.5502 0.024 Uiso 1 1 calc R . . . .
C6 C 0.83497(15) 0.63592(11) 0.38273(17) 0.0149(3) Uani 1 1 d . . . . .
C7 C 0.69435(14) 0.62523(11) 0.26664(16) 0.0144(3) Uani 1 1 d . . . . .
H7 H 0.7059 0.5949 0.1770 0.017 Uiso 1 1 calc R . . . .
C8 C 0.59528(14) 0.56251(11) 0.31779(16) 0.0146(3) Uani 1 1 d . . . . .
H8A H 0.5805 0.5926 0.4048 0.017 Uiso 1 1 calc R . . . .
H8B H 0.6368 0.4994 0.3485 0.017 Uiso 1 1 calc R . . . .
C9 C 0.45666(14) 0.54850(10) 0.19526(16) 0.0128(3) Uani 1 1 d . . . . .
H9 H 0.4694 0.5081 0.1148 0.015 Uiso 1 1 calc R . . . .
C10 C 0.35709(15) 0.49780(11) 0.26139(17) 0.0155(3) Uani 1 1 d . . . . .
H10A H 0.3949 0.4353 0.3016 0.019 Uiso 1 1 calc R . . . .
H10B H 0.3478 0.5364 0.3441 0.019 Uiso 1 1 calc R . . . .
C11 C 0.21543(16) 0.48249(11) 0.14593(18) 0.0198(3) Uani 1 1 d . . . . .
H11A H 0.1539 0.4555 0.1951 0.024 Uiso 1 1 calc R . . . .
H11B H 0.2219 0.4368 0.0697 0.024 Uiso 1 1 calc R . . . .
C12 C 0.15854(16) 0.57914(12) 0.07198(19) 0.0216(3) Uani 1 1 d . . . . .
H12A H 0.0726 0.5680 -0.0079 0.026 Uiso 1 1 calc R . . . .
H12B H 0.1403 0.6216 0.1459 0.026 Uiso 1 1 calc R . . . .
C13 C 0.26000(15) 0.62780(11) 0.00753(17) 0.0173(3) Uani 1 1 d . . . . .
H13A H 0.2745 0.5872 -0.0705 0.021 Uiso 1 1 calc R . . . .
H13B H 0.2236 0.6897 -0.0370 0.021 Uiso 1 1 calc R . . . .
H1 H 0.6125(19) 0.7535(14) 0.293(2) 0.016(4) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.4488(11) . ?
S1 O2 1.4289(11) . ?
S1 N1 1.6262(13) . ?
S1 N2 1.6457(12) . ?
N1 C7 1.4965(18) . ?
N1 H1 0.86(2) . ?
N2 C9 1.5010(17) . ?
N2 C13 1.4844(18) . ?
C1 H1A 0.9300 . ?
C1 C2 1.390(2) . ?
C1 C6 1.393(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.384(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.391(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.389(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.395(2) . ?
C6 C7 1.513(2) . ?
C7 H7 0.9800 . ?
C7 C8 1.5265(19) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.5293(19) . ?
C9 H9 0.9800 . ?
C9 C10 1.5269(19) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.526(2) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.527(2) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.520(2) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?

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 106.80(7) . . ?
O1 S1 N2 110.95(6) . . ?
O2 S1 O1 117.50(7) . . ?
O2 S1 N1 109.13(6) . . ?
O2 S1 N2 107.80(6) . . ?
N1 S1 N2 103.80(6) . . ?
S1 N1 H1 108.6(13) . . ?
C7 N1 S1 112.52(10) . . ?
C7 N1 H1 114.1(13) . . ?
C9 N2 S1 115.52(9) . . ?
C13 N2 S1 111.35(9) . . ?
C13 N2 C9 111.60(11) . . ?
C2 C1 H1A 119.6 . . ?
C2 C1 C6 120.74(15) . . ?
C6 C1 H1A 119.6 . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.20(14) . . ?
C3 C2 H2 119.9 . . ?
C2 C3 H3 120.3 . . ?
C2 C3 C4 119.48(15) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 119.8 . . ?
C5 C4 C3 120.45(15) . . ?
C5 C4 H4 119.8 . . ?
C4 C5 H5 119.8 . . ?
C4 C5 C6 120.32(14) . . ?
C6 C5 H5 119.8 . . ?
C1 C6 C5 118.80(14) . . ?
C1 C6 C7 119.34(14) . . ?
C5 C6 C7 121.86(13) . . ?
N1 C7 C6 110.13(12) . . ?
N1 C7 H7 107.9 . . ?
N1 C7 C8 108.72(11) . . ?
C6 C7 H7 107.9 . . ?
C6 C7 C8 114.19(12) . . ?
C8 C7 H7 107.9 . . ?
C7 C8 H8A 109.0 . . ?
C7 C8 H8B 109.0 . . ?
C7 C8 C9 113.01(12) . . ?
H8A C8 H8B 107.8 . . ?
C9 C8 H8A 109.0 . . ?
C9 C8 H8B 109.0 . . ?
N2 C9 C8 112.43(11) . . ?
N2 C9 H9 109.1 . . ?
N2 C9 C10 107.28(11) . . ?
C8 C9 H9 109.1 . . ?
C10 C9 C8 109.75(12) . . ?
C10 C9 H9 109.1 . . ?
C9 C10 H10A 109.0 . . ?
C9 C10 H10B 109.0 . . ?
H10A C10 H10B 107.8 . . ?
C11 C10 C9 112.80(12) . . ?
C11 C10 H10A 109.0 . . ?
C11 C10 H10B 109.0 . . ?
C10 C11 H11A 109.7 . . ?
C10 C11 H11B 109.7 . . ?
C10 C11 C12 109.96(12) . . ?
H11A C11 H11B 108.2 . . ?
C12 C11 H11A 109.7 . . ?
C12 C11 H11B 109.7 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 108.1 . . ?
C13 C12 C11 110.64(13) . . ?
C13 C12 H12A 109.5 . . ?
C13 C12 H12B 109.5 . . ?
N2 C13 C12 109.36(12) . . ?
N2 C13 H13A 109.8 . . ?
N2 C13 H13B 109.8 . . ?
C12 C13 H13A 109.8 . . ?
C12 C13 H13B 109.8 . . ?
H13A C13 H13B 108.3 . . ?

_olex2_date_sample_data_collection 2019-02-14
_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 1.154
_oxdiff_exptl_absorpt_empirical_full_min 0.895
####################################################################### 
# 
# 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_sg_2_64_twin1_hklf4
_database_code_depnum_ccdc_archive 'CCDC 2045422'
loop_
_audit_author_name
_audit_author_address
'Christopher Pask'
;University of Leeds
United Kingdom
;
_audit_update_record             
;
2020-11-19 deposited with the CCDC.	2020-12-18 downloaded from the CCDC.
;
_audit_creation_date             2019-04-09
_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         'C8 H17 N2 O2 S'
_chemical_formula_sum            'C8 H17 N2 O2 S'
_chemical_formula_weight         205.29
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C32  H68  N8  O8  S4  '
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'
N N 0.0311 0.0180 '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      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                   8.4270(10)
_cell_length_b                   13.1722(12)
_cell_length_c                   9.2077(10)
_cell_angle_alpha                90
_cell_angle_beta                 104.737(11)
_cell_angle_gamma                90
_cell_volume                     988.45(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2389
_cell_measurement_temperature    125.01(10)
_cell_measurement_theta_max      72.2620
_cell_measurement_theta_min      5.9770
_shelx_estimated_absorpt_T_max   0.948
_shelx_estimated_absorpt_T_min   0.428
_exptl_absorpt_coefficient_mu    2.693
_exptl_absorpt_correction_T_max  0.964
_exptl_absorpt_correction_T_min  0.626
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.43c (Rigaku Oxford Diffraction, 2018)
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    1.380
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             444
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-2 8 0 0.0086
2 -8 0 0.0086
-1 0 6 0.1864
1 0 -6 0.1864
5 0 0 0.0085
-5 0 0 0.0085

_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.02
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
-1.9998 8.0033 -0.0018 0.4270 0.2356 0.8835
1.9998 -8.0033 0.0018 -0.4270 -0.2356 -0.8835
-0.7995 -0.0014 6.0022 -0.1388 0.9723 -0.2405
0.7995 0.0014 -6.0022 0.1388 -0.9723 0.2405
4.9941 -0.0101 0.0034 -0.9422 -0.0111 0.0538
-4.9941 0.0101 -0.0034 0.9422 0.0111 -0.0538

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0495
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            3369
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.650
_diffrn_reflns_theta_min         5.428
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      125.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3095
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -114.00 -19.00   1.00   15.00    --  -40.79 -57.00-120.00   95
  2  ω    -69.00  27.00   1.00   15.00    --  -40.79  57.00  30.00   96
  3  ω     20.00  69.00   1.00   15.00    --   40.79 -64.00  53.25   49
  4  ω     11.00  37.00   1.00   15.00    --   40.79  64.00 -38.75   26
  5  ω     36.00  71.00   1.00   15.00    --   40.79 -65.00  12.36   35
  6  ω    -15.00  12.00   1.00   15.00    --   40.79 -62.00  95.40   27
  7  ω    -16.00  67.00   1.00   15.00    --   40.79 -65.00 153.76   83
  8  ω     34.00  61.00   1.00   15.00    --   40.79 -62.00  95.40   27
  9  ω     70.00 112.00   1.00   15.00    --   40.79  64.00 -38.75   42
 10  ω     46.00  71.00   1.00   15.00    --   40.79 -65.00 -65.55   25
 11  ω     69.00  96.00   1.00   60.00    --  106.02 -65.00-123.20   27
 12  ω     33.00  96.00   1.00   60.00    --  106.02 -65.00 -72.94   63
 13  ω     68.00 134.00   1.00   60.00    --  106.02 -30.00  60.00   66
 14  ω     55.00 100.00   1.00   60.00    --  106.02 -65.00-141.98   45
 15  ω     42.00 103.00   1.00   60.00    --  106.02 -65.00  98.58   61
 16  ω     70.00 123.00   1.00   60.00    --  106.02 -65.00 169.15   53
 17  ω     73.00 100.00   1.00   60.00    --  106.02 -65.00 -52.96   27
 18  ω     80.00 177.00   1.00   60.00    --  106.02  45.00 120.00   97
 19  ω     81.00 134.00   1.00   60.00    --  106.02  45.00-120.00   53
 20  ω     66.00  95.00   1.00   60.00    --  106.02 -65.00 137.15   29
 21  ω     39.00  92.00   1.00   60.00    --  106.02 -65.00 -12.20   53
 22  ω     65.00  90.00   1.00   60.00    --  106.02 -65.00 -92.55   25
 23  ω     79.00 177.00   1.00   60.00    --  106.02  61.00  60.00   98
 24  ω     67.00  94.00   1.00   60.00    --  106.02 -65.00  59.89   27
 25  ω     79.00 152.00   1.00   60.00    --  106.02  30.00  30.00   73
 26  ω     70.00 105.00   1.00   60.00    --  106.02 -65.00  11.13   35
 27  ω     69.00  96.00   1.00   60.00    --  106.02 -65.00  43.16   27
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1886124000
_diffrn_orient_matrix_UB_12      0.0062135000
_diffrn_orient_matrix_UB_13      -0.0482501000
_diffrn_orient_matrix_UB_21      -0.0022718000
_diffrn_orient_matrix_UB_22      0.0289035000
_diffrn_orient_matrix_UB_23      0.1616921000
_diffrn_orient_matrix_UB_31      0.0110250000
_diffrn_orient_matrix_UB_32      0.1131351000
_diffrn_orient_matrix_UB_33      -0.0385823000
_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                2464
_reflns_number_total             3369
_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.43c (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43c (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43c (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.577
_refine_diff_density_min         -0.590
_refine_diff_density_rms         0.081
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         3369
_refine_ls_number_restraints     203
_refine_ls_R_factor_all          0.0947
_refine_ls_R_factor_gt           0.0741
_refine_ls_restrained_S_all      1.084
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1318P)²+0.0586P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2024
_refine_ls_wR_factor_ref         0.2113
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.549(3)
 0.451(3)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 N1A-H1A
 1 with sigma of 0.01
 N1B-H1B
 1 with sigma of 0.01
4. Rigid body (RIGU) restrains
 C8B, S1, N2, N1A, N1B, O1, O2, O2A, O1A, C3A, C3B, C7A, C7B, C1A, C1B, C2,
 C4A, C4B, C6, C8A, C5A, C5B
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: H2AA(0.5) H2AB(0.5) H2BC(0.5) H2BD(0.5) H6AA(0.5) H6AB(0.5)
 H6BC(0.5) H6BD(0.5) C8B(0.5) H8BA(0.5) H8BB(0.5) H8BC(0.5) N1A(0.5) C3A(0.5)
 H3A(0.5) N1B(0.5) C3B(0.5) H3B(0.5) C5A(0.5) H5AA(0.5) H5AB(0.5) C5B(0.5)
 H5BA(0.5) H5BB(0.5) C1A(0.5) H1AA(0.5) C4B(0.5) H4BA(0.5) H4BB(0.5) C4A(0.5)
 H4AA(0.5) H4AB(0.5) C1B(0.5) H1BA(0.5) O1(0.5) O2(0.5) O2A(0.5) O1A(0.5)
 C7A(0.5) H7AA(0.5) H7AB(0.5) C7B(0.5) H7BA(0.5) H7BB(0.5) C8A(0.5) H8AA(0.5)
 H8AB(0.5) H8AC(0.5)
6.a Ternary CH refined with riding coordinates:
 C3A(H3A), C3B(H3B), C1A(H1AA), C1B(H1BA)
6.b Secondary CH2 refined with riding coordinates:
 C2(H2AA,H2AB), C2(H2BC,H2BD), C6(H6AA,H6AB), C6(H6BC,H6BD), C5A(H5AA,H5AB),
 C5B(H5BA,H5BB), C4B(H4BA,H4BB), C4A(H4AA,H4AB), C7A(H7AA,H7AB), C7B(H7BA,H7BB)
6.c Idealised Me refined as rotating group:
 C8B(H8BA,H8BB,H8BC), C8A(H8AA,H8AB,H8AC)
;
_atom_sites_solution_hydrogens   mixed
_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
S1 S 0.73709(14) 0.82877(7) 0.66492(12) 0.0293(4) Uani 1 1 d . U . . .
N2 N 0.5438(5) 0.7908(3) 0.6164(5) 0.0344(9) Uani 1 1 d . U . . .
C2 C 0.6269(6) 0.6094(3) 0.6371(7) 0.0371(10) Uani 1 1 d . U . . .
H2AA H 0.6113 0.6032 0.5294 0.045 Uiso 0.5 1 calc R . P A 1
H2AB H 0.6021 0.5443 0.6755 0.045 Uiso 0.5 1 calc R . P A 1
H2BC H 0.6094 0.6028 0.7368 0.045 Uiso 0.5 1 calc R . P B 2
H2BD H 0.6018 0.5445 0.5867 0.045 Uiso 0.5 1 calc R . P B 2
C6 C 0.2550(6) 0.8441(4) 0.5448(6) 0.0458(12) Uani 1 1 d . U . . .
H6AA H 0.2403 0.8452 0.4368 0.055 Uiso 0.5 1 calc R . P C 1
H6AB H 0.1833 0.8951 0.5699 0.055 Uiso 0.5 1 calc R . P C 1
H6BC H 0.2309 0.8416 0.6423 0.055 Uiso 0.5 1 calc R . P D 2
H6BD H 0.1873 0.8972 0.4873 0.055 Uiso 0.5 1 calc R . P D 2
C8B C 0.912(3) 0.5513(19) 0.720(3) 0.036(4) Uani 0.5 1 d . U P E 2
H8BA H 0.9001 0.5393 0.8198 0.055 Uiso 0.5 1 calc GR . P E 2
H8BB H 1.0230 0.5694 0.7247 0.055 Uiso 0.5 1 calc GR . P E 2
H8BC H 0.8830 0.4908 0.6611 0.055 Uiso 0.5 1 calc GR . P E 2
N1A N 0.8470(9) 0.7317(6) 0.6365(8) 0.0261(14) Uani 0.5 1 d D U P F 1
C3A C 0.5106(10) 0.6916(6) 0.6712(10) 0.0251(15) Uani 0.5 1 d . U P G 1
H3A H 0.5221 0.6950 0.7797 0.030 Uiso 0.5 1 calc R . P G 1
N1B N 0.8378(9) 0.7295(6) 0.7402(10) 0.0327(15) Uani 0.5 1 d D U P E 2
C3B C 0.5025(11) 0.6951(7) 0.5440(10) 0.0308(19) Uani 0.5 1 d . U P G 2
H3B H 0.5179 0.6994 0.4422 0.037 Uiso 0.5 1 calc R . P G 2
C5A C 0.2089(13) 0.7417(8) 0.5914(12) 0.040(2) Uani 0.5 1 d . U P G 1
H5AA H 0.1060 0.7211 0.5235 0.047 Uiso 0.5 1 calc R . P G 1
H5AB H 0.1914 0.7468 0.6913 0.047 Uiso 0.5 1 calc R . P G 1
C5B C 0.2057(14) 0.7492(7) 0.4704(12) 0.040(2) Uani 0.5 1 d . U P G 2
H5BA H 0.1971 0.7567 0.3639 0.048 Uiso 0.5 1 calc R . P G 2
H5BB H 0.0985 0.7304 0.4825 0.048 Uiso 0.5 1 calc R . P G 2
C1A C 0.8150(14) 0.6404(9) 0.7152(14) 0.030(2) Uani 0.5 1 d . U P F 1
H1AA H 0.8316 0.6531 0.8229 0.036 Uiso 0.5 1 calc R . P F 1
C4B C 0.3272(17) 0.6665(12) 0.5335(18) 0.036(3) Uani 0.5 1 d . U P G 2
H4BA H 0.3168 0.6488 0.6329 0.044 Uiso 0.5 1 calc R . P G 2
H4BB H 0.2998 0.6067 0.4706 0.044 Uiso 0.5 1 calc R . P G 2
C4A C 0.3375(17) 0.6599(13) 0.5923(16) 0.035(3) Uani 0.5 1 d . U P G 1
H4AA H 0.3094 0.5997 0.6411 0.042 Uiso 0.5 1 calc R . P G 1
H4AB H 0.3341 0.6419 0.4894 0.042 Uiso 0.5 1 calc R . P G 1
C1B C 0.8020(14) 0.6344(9) 0.6507(16) 0.030(2) Uani 0.5 1 d . U P E 2
H1BA H 0.8169 0.6472 0.5502 0.036 Uiso 0.5 1 calc R . P E 2
O1 O 0.7777(9) 0.8477(6) 0.5286(8) 0.0365(15) Uani 0.5 1 d . U P F 2
O2 O 0.7596(10) 0.9064(7) 0.7785(8) 0.0415(17) Uani 0.5 1 d . U P F 2
O2A O 0.7626(8) 0.9098(6) 0.5662(7) 0.0330(14) Uani 0.5 1 d . U P F 1
O1A O 0.7773(9) 0.8503(6) 0.8212(8) 0.0326(14) Uani 0.5 1 d . U P F 1
C7A C 0.429(2) 0.8692(15) 0.621(2) 0.045(4) Uani 0.5 1 d . U P G 1
H7AA H 0.4598 0.9295 0.5741 0.053 Uiso 0.5 1 calc R . P G 1
H7AB H 0.4355 0.8855 0.7249 0.053 Uiso 0.5 1 calc R . P G 1
C7B C 0.427(2) 0.8739(13) 0.5676(17) 0.033(3) Uani 0.5 1 d . U P G 2
H7BA H 0.4424 0.9014 0.4744 0.040 Uiso 0.5 1 calc R . P G 2
H7BB H 0.4518 0.9275 0.6423 0.040 Uiso 0.5 1 calc R . P G 2
C8A C 0.934(3) 0.5581(19) 0.686(3) 0.034(4) Uani 0.5 1 d . U P F 1
H8AA H 0.9138 0.4955 0.7316 0.050 Uiso 0.5 1 calc GR . P F 1
H8AB H 1.0449 0.5793 0.7284 0.050 Uiso 0.5 1 calc GR . P F 1
H8AC H 0.9164 0.5484 0.5797 0.050 Uiso 0.5 1 calc GR . P F 1
H1A H 0.826(12) 0.731(7) 0.525(2) 0.08(3) Uiso 1 1 d D . . H 1
H1B H 0.80(3) 0.742(11) 0.836(13) 0.18(7) Uiso 1 1 d D . . I 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
S1 N2 1.653(4) . ?
S1 N1A 1.639(8) . ?
S1 N1B 1.616(8) . ?
S1 O1 1.405(7) . ?
S1 O2 1.440(7) . ?
S1 O2A 1.452(6) . ?
S1 O1A 1.421(7) . ?
N2 C3A 1.453(9) . ?
N2 C3B 1.427(10) . ?
N2 C7A 1.425(19) . ?
N2 C7B 1.463(17) . ?
C2 H2AA 0.9700 . ?
C2 H2AB 0.9700 . ?
C2 H2BC 0.9700 . ?
C2 H2BD 0.9700 . ?
C2 C3A 1.546(9) . ?
C2 C3B 1.628(10) . ?
C2 C1A 1.618(13) . ?
C2 C1B 1.486(12) . ?
C6 H6AA 0.9700 . ?
C6 H6AB 0.9700 . ?
C6 H6BC 0.9700 . ?
C6 H6BD 0.9700 . ?
C6 C5A 1.497(12) . ?
C6 C5B 1.435(11) . ?
C6 C7A 1.49(2) . ?
C6 C7B 1.465(18) . ?
C8B H8BA 0.9600 . ?
C8B H8BB 0.9600 . ?
C8B H8BC 0.9600 . ?
C8B C1B 1.47(3) . ?
N1A C1A 1.464(14) . ?
N1A H1A 0.996(14) . ?
C3A H3A 0.9800 . ?
C3A C4A 1.514(17) . ?
N1B C1B 1.488(14) . ?
N1B H1B 1.000(14) . ?
C3B H3B 0.9800 . ?
C3B C4B 1.504(17) . ?
C5A H5AA 0.9700 . ?
C5A H5AB 0.9700 . ?
C5A C4A 1.527(19) . ?
C5B H5BA 0.9700 . ?
C5B H5BB 0.9700 . ?
C5B C4B 1.507(17) . ?
C1A H1AA 0.9800 . ?
C1A C8A 1.54(3) . ?
C4B H4BA 0.9700 . ?
C4B H4BB 0.9700 . ?
C4A H4AA 0.9700 . ?
C4A H4AB 0.9700 . ?
C1B H1BA 0.9800 . ?
C7A H7AA 0.9700 . ?
C7A H7AB 0.9700 . ?
C7B H7BA 0.9700 . ?
C7B H7BB 0.9700 . ?
C8A H8AA 0.9600 . ?
C8A H8AB 0.9600 . ?
C8A H8AC 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
N1A S1 N2 106.2(3) . . ?
N1B S1 N2 104.2(3) . . ?
O1 S1 N2 105.0(3) . . ?
O1 S1 N1B 107.8(5) . . ?
O1 S1 O2 120.4(5) . . ?
O2 S1 N2 110.5(4) . . ?
O2 S1 N1B 107.8(5) . . ?
O2A S1 N2 110.2(3) . . ?
O2A S1 N1A 107.1(4) . . ?
O1A S1 N2 107.4(3) . . ?
O1A S1 N1A 108.6(4) . . ?
O1A S1 O2A 116.9(4) . . ?
C3A N2 S1 116.2(4) . . ?
C3B N2 S1 120.0(4) . . ?
C3B N2 C7B 116.9(8) . . ?
C7A N2 S1 113.8(9) . . ?
C7A N2 C3A 116.7(9) . . ?
C7B N2 S1 113.3(7) . . ?
H2AA C2 H2AB 108.2 . . ?
H2BC C2 H2BD 107.8 . . ?
C3A C2 H2AA 109.8 . . ?
C3A C2 H2AB 109.8 . . ?
C3A C2 C1A 109.5(6) . . ?
C3B C2 H2BC 109.1 . . ?
C3B C2 H2BD 109.1 . . ?
C1A C2 H2AA 109.8 . . ?
C1A C2 H2AB 109.8 . . ?
C1B C2 H2BC 109.1 . . ?
C1B C2 H2BD 109.1 . . ?
C1B C2 C3B 112.6(7) . . ?
H6AA C6 H6AB 108.0 . . ?
H6BC C6 H6BD 107.2 . . ?
C5A C6 H6AA 109.4 . . ?
C5A C6 H6AB 109.4 . . ?
C5B C6 H6BC 108.0 . . ?
C5B C6 H6BD 108.0 . . ?
C5B C6 C7B 117.2(9) . . ?
C7A C6 H6AA 109.4 . . ?
C7A C6 H6AB 109.4 . . ?
C7A C6 C5A 111.2(9) . . ?
C7B C6 H6BC 108.0 . . ?
C7B C6 H6BD 108.0 . . ?
H8BA C8B H8BB 109.5 . . ?
H8BA C8B H8BC 109.5 . . ?
H8BB C8B H8BC 109.5 . . ?
C1B C8B H8BA 109.5 . . ?
C1B C8B H8BB 109.5 . . ?
C1B C8B H8BC 109.5 . . ?
S1 N1A H1A 102(5) . . ?
C1A N1A S1 112.3(7) . . ?
C1A N1A H1A 120(5) . . ?
N2 C3A C2 111.8(6) . . ?
N2 C3A H3A 109.6 . . ?
N2 C3A C4A 109.2(8) . . ?
C2 C3A H3A 109.6 . . ?
C4A C3A C2 107.0(8) . . ?
C4A C3A H3A 109.6 . . ?
S1 N1B H1B 91(10) . . ?
C1B N1B S1 115.7(7) . . ?
C1B N1B H1B 124(9) . . ?
N2 C3B C2 108.6(6) . . ?
N2 C3B H3B 108.6 . . ?
N2 C3B C4B 111.7(9) . . ?
C2 C3B H3B 108.6 . . ?
C4B C3B C2 110.5(8) . . ?
C4B C3B H3B 108.6 . . ?
C6 C5A H5AA 108.8 . . ?
C6 C5A H5AB 108.8 . . ?
C6 C5A C4A 113.7(9) . . ?
H5AA C5A H5AB 107.7 . . ?
C4A C5A H5AA 108.8 . . ?
C4A C5A H5AB 108.8 . . ?
C6 C5B H5BA 109.4 . . ?
C6 C5B H5BB 109.4 . . ?
C6 C5B C4B 111.1(10) . . ?
H5BA C5B H5BB 108.0 . . ?
C4B C5B H5BA 109.4 . . ?
C4B C5B H5BB 109.4 . . ?
C2 C1A H1AA 111.4 . . ?
N1A C1A C2 105.7(8) . . ?
N1A C1A H1AA 111.3 . . ?
N1A C1A C8A 106.3(11) . . ?
C8A C1A C2 110.5(14) . . ?
C8A C1A H1AA 111.4 . . ?
C3B C4B C5B 113.8(11) . . ?
C3B C4B H4BA 108.8 . . ?
C3B C4B H4BB 108.8 . . ?
C5B C4B H4BA 108.8 . . ?
C5B C4B H4BB 108.8 . . ?
H4BA C4B H4BB 107.7 . . ?
C3A C4A C5A 113.8(12) . . ?
C3A C4A H4AA 108.8 . . ?
C3A C4A H4AB 108.8 . . ?
C5A C4A H4AA 108.8 . . ?
C5A C4A H4AB 108.8 . . ?
H4AA C4A H4AB 107.7 . . ?
C2 C1B N1B 106.9(8) . . ?
C2 C1B H1BA 108.8 . . ?
C8B C1B C2 111.9(13) . . ?
C8B C1B N1B 111.7(14) . . ?
C8B C1B H1BA 108.8 . . ?
N1B C1B H1BA 108.8 . . ?
N2 C7A C6 114.9(14) . . ?
N2 C7A H7AA 108.6 . . ?
N2 C7A H7AB 108.6 . . ?
C6 C7A H7AA 108.6 . . ?
C6 C7A H7AB 108.6 . . ?
H7AA C7A H7AB 107.5 . . ?
N2 C7B C6 114.0(12) . . ?
N2 C7B H7BA 108.7 . . ?
N2 C7B H7BB 108.7 . . ?
C6 C7B H7BA 108.7 . . ?
C6 C7B H7BB 108.8 . . ?
H7BA C7B H7BB 107.6 . . ?
C1A C8A H8AA 109.5 . . ?
C1A C8A H8AB 109.5 . . ?
C1A C8A H8AC 109.5 . . ?
H8AA C8A H8AB 109.5 . . ?
H8AA C8A H8AC 109.5 . . ?
H8AB C8A H8AC 109.5 . . ?

_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 1.919
_oxdiff_exptl_absorpt_empirical_full_min 0.509
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.549(3) 4339 3219 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000
0.0000 1.0000
2 0.451(3) 4359 3219 nmt -0.9998 -0.0011 -0.4643 0.0019 -0.9999 0.0003 -0.0002
0.0003 0.9996

_twin_special_details            
;
Component 2 rotated by 179.9320° 
 around [-0.23 -0.00 0.97] (reciprocal) or [-0.00 0.00 1.00] (direct)
;

# start Validation Reply Form

_vrf_PLAT414_I                   
;
PROBLEM: Short Intra D-H..H-X       H1A      ..H1BA             1.13 Ang.  
RESPONSE: The molecule is disordered across two positions in a 50:50 ratio.
The short contact is between protons in different PARTs.
;
_vrf_PLAT417_I                   
;
PROBLEM: Short Inter D-H..H-D       H1A      ..H1B      .       1.74 Ang.  
RESPONSE: The molecule is disordered across two positions in a 50:50 ratio.
The short contact is between protons in different PARTs.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_sg_5_52
_database_code_depnum_ccdc_archive 'CCDC 2045421'
loop_
_audit_author_name
_audit_author_address
'Christopher Pask'
;University of Leeds
United Kingdom
;
_audit_update_record             
;
2020-11-19 deposited with the CCDC.	2020-12-18 downloaded from the CCDC.
;
_audit_creation_date             2020-02-21
_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         'C9 H17 N2 O3 S'
_chemical_formula_sum            'C9 H17 N2 O3 S'
_chemical_formula_weight         233.30
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C72  H136  N16  O24  S8  '
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'
N N 0.0311 0.0180 '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      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                   9.3294(5)
_cell_length_b                   20.3329(14)
_cell_length_c                   12.2453(9)
_cell_angle_alpha                90
_cell_angle_beta                 97.005(7)
_cell_angle_gamma                90
_cell_volume                     2305.5(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3699
_cell_measurement_temperature    120.00(10)
_cell_measurement_theta_max      71.0350
_cell_measurement_theta_min      4.1910
_shelx_estimated_absorpt_T_max   0.930
_shelx_estimated_absorpt_T_min   0.667
_exptl_absorpt_coefficient_mu    2.446
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.723
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (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    1.344
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1000
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -12 -4 0.0132
0 12 4 0.0132
6 1 -2 0.0862
-6 -1 2 0.0862
0 -9 6 0.0140
0 9 -6 0.0140

_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
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
-0.2542 -11.5586 -3.7557 -0.3897 -0.6027 -0.6963
0.2542 11.5586 3.7557 0.3897 0.6027 0.6963
6.0176 0.9359 -1.6255 0.2128 -0.7528 0.6228
-6.0176 -0.9359 1.6255 -0.2128 0.7528 -0.6228
0.2403 -8.8523 5.8098 -0.9756 -0.0005 0.2198
-0.2403 8.8523 -5.8098 0.9756 0.0005 -0.2198

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0957
_diffrn_reflns_av_unetI/netI     0.0703
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            19681
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.853
_diffrn_reflns_theta_min         4.238
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3095
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -64.00  33.00   1.00   20.00    --  -40.29  57.00-120.00   97
  2  ω   -112.00 -18.00   1.00   20.00    --  -40.29 -57.00  90.00   94
  3  ω     18.00  45.00   1.00   20.00    --   40.29  57.00  90.00   27
  4  ω     87.00 176.00   1.00   80.00    --  103.83  30.00 -90.00   89
  5  ω     91.00 123.00   1.00   80.00    --  103.83  61.00  60.00   32
  6  ω    148.00 175.00   1.00   80.00    --  103.83  61.00  60.00   27
  7  ω     32.00 109.00   1.00   80.00    --  103.83 -45.00  30.00   77
  8  ω     47.00 100.00   1.00   80.00    --  103.83 -61.00 120.00   53
  9  ω    138.00 168.00   1.00   80.00    --  103.83  61.00   0.00   30
 10  ω     97.00 177.00   1.00   80.00    --  103.83  45.00-180.00   80
 11  ω     48.00 133.00   1.00   80.00    --  103.83 -64.00 162.10   85
 12  ω    -64.00  -3.00   1.00   20.00    --  -40.29 -19.00  90.00   61
 13  ω     28.00  67.00   1.00   20.00    --   40.29 -57.00-120.00   39
 14  ω     14.00  41.00   1.00   20.00    --   40.29  65.00-130.82   27
 15  ω     11.00  53.00   1.00   20.00    --   40.29  64.00  53.80   42
 16  ω     38.00  65.00   1.00   20.00    --   40.29 -57.00  30.00   27
 17  ω     11.00  41.00   1.00   20.00    --   40.29  65.00 -45.09   30
 18  ω     14.00  46.00   1.00   20.00    --   40.29 -57.00 -60.00   32
 19  ω    113.00 176.00   1.00   80.00    --  103.83  61.00 120.00   63
 20  ω     64.00 126.00   1.00   80.00    --  103.83 -65.00 -59.87   62
 21  ω     72.00  99.00   1.00   80.00    --  103.83 -65.00-173.62   27
 22  ω    126.00 153.00   1.00   80.00    --  103.83  45.00 -30.00   27
 23  ω     80.00 108.00   1.00   80.00    --  103.83  45.00 -30.00   28
 24  ω     61.00 108.00   1.00   80.00    --  103.83 -65.00-140.50   47
 25  ω     77.00 104.00   1.00   80.00    --  103.83 -65.00  98.10   27
 26  ω     93.00 132.00   1.00   80.00    --  103.83 -64.00  43.01   39
 27  ω     79.00 106.00   1.00   80.00    --  103.83 -65.00   8.83   27
 28  ω     31.00 111.00   1.00   80.00    --  103.83 -65.00 -12.23   80
 29  ω     69.00  99.00   1.00   80.00    --  103.83 -65.00 -96.81   30
 30  ω     61.00  91.00   1.00   80.00    --  103.83 -65.00 143.90   30
 31  ω     83.00 108.00   1.00   80.00    --  103.83 -64.00 -36.24   25
 32  ω     53.00  96.00   1.00   80.00    --  103.83 -65.00  70.38   43
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0050631000
_diffrn_orient_matrix_UB_12      0.0590157000
_diffrn_orient_matrix_UB_13      -0.0782027000
_diffrn_orient_matrix_UB_21      -0.1147444000
_diffrn_orient_matrix_UB_22      0.0355546000
_diffrn_orient_matrix_UB_23      0.0588311000
_diffrn_orient_matrix_UB_31      0.1204114000
_diffrn_orient_matrix_UB_32      0.0313827000
_diffrn_orient_matrix_UB_33      0.0806617000
_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                3293
_reflns_number_total             4497
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.707
_refine_diff_density_min         -0.430
_refine_diff_density_rms         0.089
_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     273
_refine_ls_number_reflns         4497
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1114
_refine_ls_R_factor_gt           0.0818
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0826P)²+3.6103P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1841
_refine_ls_wR_factor_ref         0.2002
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C4(H4), C6(H6), C13(H13), C15(H15)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C5(H5A,H5B), C7(H7A,H7B), C8(H8A,H8B), C9(H9A,H9B),
 C11(H11A,H11B), C12(H12A,H12B), C14(H14A,H14B), C16(H16A,H16B), C17(H17A,H17B),
  C18(H18A,H18B)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C10(H10A,H10B,H10C)
;
_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
S1 S 0.23469(11) 0.27274(5) 0.23992(9) 0.0270(3) Uani 1 1 d . . . . .
S2 S 0.74564(11) 0.33539(6) 0.32859(9) 0.0296(3) Uani 1 1 d . . . . .
O1 O 0.0946(3) 0.24778(16) 0.2554(3) 0.0359(8) Uani 1 1 d . . . . .
O2 O 0.3395(3) 0.22734(15) 0.2075(3) 0.0324(7) Uani 1 1 d . . . . .
O3 O 0.0710(4) 0.41917(17) -0.0115(3) 0.0440(9) Uani 1 1 d . . . . .
O4 O 0.6086(3) 0.33107(17) 0.3716(3) 0.0352(7) Uani 1 1 d . . . . .
O5 O 0.8563(3) 0.37516(17) 0.3872(3) 0.0401(8) Uani 1 1 d . . . . .
O6 O 0.5601(4) 0.41425(19) 0.0068(3) 0.0493(10) Uani 1 1 d . . . . .
N1 N 0.3013(4) 0.30900(18) 0.3521(3) 0.0282(8) Uani 1 1 d . . . . .
N2 N 0.2159(4) 0.33296(18) 0.1481(3) 0.0279(8) Uani 1 1 d . . . . .
N3 N 0.8054(4) 0.26188(19) 0.3167(3) 0.0312(8) Uani 1 1 d . . . . .
N4 N 0.7198(4) 0.36271(18) 0.2012(3) 0.0304(8) Uani 1 1 d . . . . .
C1 C 0.1073(6) 0.4245(3) 0.6088(5) 0.0535(15) Uani 1 1 d . . . . .
H1A H 0.0327 0.4047 0.5585 0.080 Uiso 1 1 calc GR . . . .
H1B H 0.0676 0.4604 0.6463 0.080 Uiso 1 1 calc GR . . . .
H1C H 0.1465 0.3923 0.6615 0.080 Uiso 1 1 calc GR . . . .
C2 C 0.2253(6) 0.4498(3) 0.5460(4) 0.0414(12) Uani 1 1 d . . . . .
H2A H 0.2953 0.4736 0.5962 0.050 Uiso 1 1 calc R . . . .
H2B H 0.1839 0.4804 0.4902 0.050 Uiso 1 1 calc R . . . .
C3 C 0.3031(5) 0.3949(2) 0.4907(4) 0.0338(10) Uani 1 1 d . . . . .
H3A H 0.3933 0.4122 0.4708 0.041 Uiso 1 1 calc R . . . .
H3B H 0.3267 0.3599 0.5437 0.041 Uiso 1 1 calc R . . . .
C4 C 0.2170(5) 0.3656(2) 0.3877(4) 0.0287(9) Uani 1 1 d . . . . .
H4 H 0.1241 0.3496 0.4066 0.034 Uiso 1 1 calc R . . . .
C5 C 0.1894(5) 0.4158(2) 0.2942(4) 0.0318(10) Uani 1 1 d . . . . .
H5A H 0.1244 0.4492 0.3161 0.038 Uiso 1 1 calc R . . . .
H5B H 0.2801 0.4372 0.2852 0.038 Uiso 1 1 calc R . . . .
C6 C 0.1255(5) 0.3883(2) 0.1830(4) 0.0289(9) Uani 1 1 d . . . . .
H6 H 0.0270 0.3726 0.1874 0.035 Uiso 1 1 calc R . . . .
C7 C 0.1229(6) 0.4416(2) 0.0955(4) 0.0374(11) Uani 1 1 d . . . . .
H7A H 0.0623 0.4775 0.1148 0.045 Uiso 1 1 calc R . . . .
H7B H 0.2200 0.4587 0.0950 0.045 Uiso 1 1 calc R . . . .
C8 C 0.1598(6) 0.3673(3) -0.0429(4) 0.0418(12) Uani 1 1 d . . . . .
H8A H 0.2577 0.3833 -0.0433 0.050 Uiso 1 1 calc R . . . .
H8B H 0.1245 0.3530 -0.1169 0.050 Uiso 1 1 calc R . . . .
C9 C 0.1604(6) 0.3096(2) 0.0354(4) 0.0352(10) Uani 1 1 d . . . . .
H9A H 0.0633 0.2924 0.0346 0.042 Uiso 1 1 calc R . . . .
H9B H 0.2217 0.2748 0.0131 0.042 Uiso 1 1 calc R . . . .
C10 C 0.5793(6) 0.0752(3) 0.2209(5) 0.0442(12) Uani 1 1 d . . . . .
H10A H 0.5381 0.0382 0.1797 0.066 Uiso 1 1 calc GR . . . .
H10B H 0.5097 0.1101 0.2177 0.066 Uiso 1 1 calc GR . . . .
H10C H 0.6060 0.0625 0.2961 0.066 Uiso 1 1 calc GR . . . .
C11 C 0.7124(6) 0.0986(2) 0.1721(5) 0.0419(12) Uani 1 1 d . . . . .
H11A H 0.7770 0.0617 0.1672 0.050 Uiso 1 1 calc R . . . .
H11B H 0.6835 0.1145 0.0980 0.050 Uiso 1 1 calc R . . . .
C12 C 0.7929(5) 0.1526(2) 0.2385(4) 0.0362(11) Uani 1 1 d . . . . .
H12A H 0.8839 0.1600 0.2097 0.043 Uiso 1 1 calc R . . . .
H12B H 0.8150 0.1375 0.3138 0.043 Uiso 1 1 calc R . . . .
C13 C 0.7129(5) 0.2185(2) 0.2395(4) 0.0332(10) Uani 1 1 d . . . . .
H13 H 0.6206 0.2115 0.2683 0.040 Uiso 1 1 calc R . . . .
C14 C 0.6845(5) 0.2496(2) 0.1264(4) 0.0360(11) Uani 1 1 d . . . . .
H14A H 0.6175 0.2219 0.0803 0.043 Uiso 1 1 calc R . . . .
H14B H 0.7744 0.2505 0.0940 0.043 Uiso 1 1 calc R . . . .
C15 C 0.6233(5) 0.3191(2) 0.1248(4) 0.0312(10) Uani 1 1 d . . . . .
H15 H 0.5274 0.3177 0.1497 0.037 Uiso 1 1 calc R . . . .
C16 C 0.6101(6) 0.3481(3) 0.0111(4) 0.0443(12) Uani 1 1 d . . . . .
H16A H 0.7036 0.3465 -0.0157 0.053 Uiso 1 1 calc R . . . .
H16B H 0.5439 0.3214 -0.0376 0.053 Uiso 1 1 calc R . . . .
C17 C 0.6578(7) 0.4543(3) 0.0765(5) 0.0513(14) Uani 1 1 d . . . . .
H17A H 0.6249 0.4996 0.0719 0.062 Uiso 1 1 calc R . . . .
H17B H 0.7526 0.4526 0.0518 0.062 Uiso 1 1 calc R . . . .
C18 C 0.6681(6) 0.4315(2) 0.1938(4) 0.0413(12) Uani 1 1 d . . . . .
H18A H 0.7344 0.4595 0.2399 0.050 Uiso 1 1 calc R . . . .
H18B H 0.5740 0.4344 0.2196 0.050 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 O1 1.436(3) . ?
S1 O2 1.435(3) . ?
S1 N1 1.615(4) . ?
S1 N2 1.657(4) . ?
S2 O4 1.444(3) . ?
S2 O5 1.433(4) . ?
S2 N3 1.608(4) . ?
S2 N4 1.646(4) . ?
O3 C7 1.416(6) . ?
O3 C8 1.422(6) . ?
O6 C16 1.422(6) . ?
O6 C17 1.427(7) . ?
N1 C4 1.489(5) . ?
N2 C6 1.498(5) . ?
N2 C9 1.492(6) . ?
N3 C13 1.489(6) . ?
N4 C15 1.505(6) . ?
N4 C18 1.479(6) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C2 1.508(7) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 C3 1.533(6) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.531(6) . ?
C4 H4 0.9800 . ?
C4 C5 1.531(6) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.525(6) . ?
C6 H6 0.9800 . ?
C6 C7 1.523(6) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.515(7) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C10 C11 1.520(7) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.510(7) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C12 C13 1.534(6) . ?
C13 H13 0.9800 . ?
C13 C14 1.516(7) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 C15 1.524(6) . ?
C15 H15 0.9800 . ?
C15 C16 1.503(7) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.500(8) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?

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 108.1(2) . . ?
O1 S1 N2 109.1(2) . . ?
O2 S1 O1 118.09(19) . . ?
O2 S1 N1 109.0(2) . . ?
O2 S1 N2 107.88(19) . . ?
N1 S1 N2 103.74(19) . . ?
O4 S2 N3 108.0(2) . . ?
O4 S2 N4 109.4(2) . . ?
O5 S2 O4 117.9(2) . . ?
O5 S2 N3 109.5(2) . . ?
O5 S2 N4 107.3(2) . . ?
N3 S2 N4 103.9(2) . . ?
C7 O3 C8 110.1(4) . . ?
C16 O6 C17 109.6(4) . . ?
C4 N1 S1 116.1(3) . . ?
C6 N2 S1 112.2(3) . . ?
C9 N2 S1 112.9(3) . . ?
C9 N2 C6 111.0(3) . . ?
C13 N3 S2 115.3(3) . . ?
C15 N4 S2 113.4(3) . . ?
C18 N4 S2 112.7(3) . . ?
C18 N4 C15 110.7(4) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C1 C2 H2A 109.0 . . ?
C1 C2 H2B 109.0 . . ?
C1 C2 C3 113.1(5) . . ?
H2A C2 H2B 107.8 . . ?
C3 C2 H2A 109.0 . . ?
C3 C2 H2B 109.0 . . ?
C2 C3 H3A 108.6 . . ?
C2 C3 H3B 108.6 . . ?
H3A C3 H3B 107.6 . . ?
C4 C3 C2 114.7(4) . . ?
C4 C3 H3A 108.6 . . ?
C4 C3 H3B 108.6 . . ?
N1 C4 C3 107.4(4) . . ?
N1 C4 H4 109.0 . . ?
N1 C4 C5 110.1(3) . . ?
C3 C4 H4 109.0 . . ?
C3 C4 C5 112.4(4) . . ?
C5 C4 H4 109.0 . . ?
C4 C5 H5A 108.3 . . ?
C4 C5 H5B 108.3 . . ?
H5A C5 H5B 107.4 . . ?
C6 C5 C4 115.8(4) . . ?
C6 C5 H5A 108.3 . . ?
C6 C5 H5B 108.3 . . ?
N2 C6 C5 110.9(4) . . ?
N2 C6 H6 109.6 . . ?
N2 C6 C7 107.2(4) . . ?
C5 C6 H6 109.6 . . ?
C7 C6 C5 109.8(4) . . ?
C7 C6 H6 109.6 . . ?
O3 C7 C6 113.3(4) . . ?
O3 C7 H7A 108.9 . . ?
O3 C7 H7B 108.9 . . ?
C6 C7 H7A 108.9 . . ?
C6 C7 H7B 108.9 . . ?
H7A C7 H7B 107.7 . . ?
O3 C8 H8A 109.4 . . ?
O3 C8 H8B 109.4 . . ?
O3 C8 C9 111.1(4) . . ?
H8A C8 H8B 108.0 . . ?
C9 C8 H8A 109.4 . . ?
C9 C8 H8B 109.4 . . ?
N2 C9 C8 108.3(4) . . ?
N2 C9 H9A 110.0 . . ?
N2 C9 H9B 110.0 . . ?
C8 C9 H9A 110.0 . . ?
C8 C9 H9B 110.0 . . ?
H9A C9 H9B 108.4 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C11 C10 H10A 109.5 . . ?
C11 C10 H10B 109.5 . . ?
C11 C10 H10C 109.5 . . ?
C10 C11 H11A 109.0 . . ?
C10 C11 H11B 109.0 . . ?
H11A C11 H11B 107.8 . . ?
C12 C11 C10 113.1(4) . . ?
C12 C11 H11A 109.0 . . ?
C12 C11 H11B 109.0 . . ?
C11 C12 H12A 108.4 . . ?
C11 C12 H12B 108.4 . . ?
C11 C12 C13 115.4(4) . . ?
H12A C12 H12B 107.5 . . ?
C13 C12 H12A 108.4 . . ?
C13 C12 H12B 108.4 . . ?
N3 C13 C12 106.1(4) . . ?
N3 C13 H13 109.0 . . ?
N3 C13 C14 110.8(4) . . ?
C12 C13 H13 109.0 . . ?
C14 C13 C12 112.8(4) . . ?
C14 C13 H13 109.0 . . ?
C13 C14 H14A 108.5 . . ?
C13 C14 H14B 108.5 . . ?
C13 C14 C15 114.9(4) . . ?
H14A C14 H14B 107.5 . . ?
C15 C14 H14A 108.5 . . ?
C15 C14 H14B 108.5 . . ?
N4 C15 C14 110.1(4) . . ?
N4 C15 H15 108.9 . . ?
C14 C15 H15 108.9 . . ?
C16 C15 N4 108.6(4) . . ?
C16 C15 C14 111.3(4) . . ?
C16 C15 H15 108.9 . . ?
O6 C16 C15 113.3(4) . . ?
O6 C16 H16A 108.9 . . ?
O6 C16 H16B 108.9 . . ?
C15 C16 H16A 108.9 . . ?
C15 C16 H16B 108.9 . . ?
H16A C16 H16B 107.7 . . ?
O6 C17 H17A 109.4 . . ?
O6 C17 H17B 109.4 . . ?
O6 C17 C18 111.0(4) . . ?
H17A C17 H17B 108.0 . . ?
C18 C17 H17A 109.4 . . ?
C18 C17 H17B 109.4 . . ?
N4 C18 C17 109.5(4) . . ?
N4 C18 H18A 109.8 . . ?
N4 C18 H18B 109.8 . . ?
C17 C18 H18A 109.8 . . ?
C17 C18 H18B 109.8 . . ?
H18A C18 H18B 108.2 . . ?

_olex2_date_sample_data_collection 2020-02-18
_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 1.529
_oxdiff_exptl_absorpt_empirical_full_min 0.579
