# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2020

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

data_hongkm_190926
_audit_block_doi                 10.5517/ccdc.csd.cc23q9tz
_database_code_depnum_ccdc_archive 'CCDC 1957861'
_audit_update_record             
;
2020-01-13 deposited with the CCDC.	2020-04-08 downloaded from the CCDC.
;
_audit_creation_date             2020-01-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H22 N2 O4 S'
_chemical_formula_sum            'C21 H22 N2 O4 S'
_chemical_formula_weight         398.46
_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 0.0181 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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   13.8567(3)
_cell_length_b                   14.0776(3)
_cell_length_c                   19.5063(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3805.06(13)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9035
_cell_measurement_temperature    99.99(13)
_cell_measurement_theta_max      75.4550
_cell_measurement_theta_min      4.5170
_shelx_estimated_absorpt_T_max   0.718
_shelx_estimated_absorpt_T_min   0.718
_exptl_absorpt_coefficient_mu    1.773
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.40498
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.54a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.391
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1680
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0716
_diffrn_reflns_av_unetI/netI     0.0545
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.928
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            16622
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.928
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.616
_diffrn_reflns_theta_min         4.534
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      99.99(13)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.928
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -25.00  20.00   0.50    0.20    --   46.37 -55.00 145.00   90
  2  ω   -115.00 -37.00   0.50    1.00    -- -100.00  55.00 -71.00  156
  3  ω   -161.00-135.00   0.50    1.00    -- -100.00 -97.00 -82.00   52
  4  ω   -100.00 -73.00   0.50    0.20    --  -46.37-125.00 -30.00   54
  5  ω   -105.00 -72.00   0.50    0.20    --  -46.37-125.00 -90.00   66
  6  ω     51.00  95.00   0.50    0.20    --   46.37-125.00-180.00   88
  7  ω   -163.00 -86.00   0.50    1.00    -- -100.00 -94.00-150.00  154
  8  ω    148.00 178.00   0.50    1.00    --  105.44 125.00-180.00   60
  9  ω     82.00 113.00   0.50    1.00    --  105.44 125.00-180.00   62
 10  ω     35.00 104.00   0.50    1.00    --  105.44 -94.00 -30.00  138
 11  ω     82.00 108.00   0.50    1.00    --   46.37  55.00 -70.00   52
 12  ω   -118.00 -93.00   0.50    1.00    --  -46.37-125.00   0.00   50
 13  ω   -111.00 -74.00   0.50    1.00    --  -46.37-125.00 150.00   74
 14  ω   -113.00 -77.00   0.50    1.50    -- -100.00  77.00   0.00   72
 15  ω    -58.00 -27.00   0.50    1.50    -- -100.00  77.00   0.00   62
 16  ω     35.00  74.00   0.50    1.50    --  105.44-125.00-180.00   78
 17  ω    -45.00 -20.00   0.50    1.00    --  -46.37  74.00 139.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0230263000
_diffrn_orient_matrix_UB_12      -0.0904099000
_diffrn_orient_matrix_UB_13      0.0414651000
_diffrn_orient_matrix_UB_21      0.0884696000
_diffrn_orient_matrix_UB_22      0.0496996000
_diffrn_orient_matrix_UB_23      0.0317076000
_diffrn_orient_matrix_UB_31      -0.0633413000
_diffrn_orient_matrix_UB_32      0.0365961000
_diffrn_orient_matrix_UB_33      0.0591990000
_diffrn_oxdiff_digest_frames     
;
01c7748ef033e2c6dca0a667883c2a9c63009201608
;
_diffrn_oxdiff_digest_hkl        
;
0117ec7fee02952c0f7733b1ed051520745923
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3368
_reflns_number_total             3840
_reflns_odcompleteness_completeness 100.00
_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 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.54a (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         0.534
_refine_diff_density_min         -0.707
_refine_diff_density_rms         0.096
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     256
_refine_ls_number_reflns         3840
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0658
_refine_ls_R_factor_gt           0.0592
_refine_ls_restrained_S_all      1.067
_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)+(0.1034P)²+1.6904P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1568
_refine_ls_wR_factor_ref         0.1650
_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 Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C8(H8A,H8B), C7(H7A,H7B)
2.b Aromatic/amide H refined with riding coordinates:
 C14(H14), C11(H11), C22(H22), C19(H19), C23(H23), C20(H20), C21(H21)
2.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C15(H15A,H15B,H15C), C28(H28A,H28B,H28C)
;
_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
S5 S 0.24412(4) 0.55258(4) 0.89465(3) 0.0296(2) Uani 1 1 d . . . . .
O27 O 0.09254(11) 0.38374(10) 0.75960(8) 0.0289(4) Uani 1 1 d . . . . .
O6 O 0.28516(13) 0.44864(12) 0.90995(9) 0.0344(4) Uani 1 1 d . . . . .
O25 O 0.14435(12) 0.54389(11) 0.88160(8) 0.0338(4) Uani 1 1 d . . . . .
N10 N 0.28097(12) 0.42873(12) 0.68109(9) 0.0232(4) Uani 1 1 d . . . . .
O24 O 0.27481(14) 0.61008(14) 0.95069(9) 0.0441(5) Uani 1 1 d . . . . .
N4 N 0.29984(13) 0.59117(13) 0.82687(9) 0.0275(4) Uani 1 1 d . . . . .
C2 C 0.34622(14) 0.57419(14) 0.70910(10) 0.0217(4) Uani 1 1 d . . . . .
C1 C 0.33179(14) 0.50540(14) 0.65738(10) 0.0222(4) Uani 1 1 d . . . . .
C14 C 0.36738(14) 0.52032(14) 0.59112(10) 0.0228(4) Uani 1 1 d . . . . .
H14 H 0.356650 0.476055 0.556559 0.027 Uiso 1 1 calc R . . . .
C11 C 0.40046(14) 0.65740(13) 0.69587(10) 0.0220(4) Uani 1 1 d . . . . .
H11 H 0.411115 0.701609 0.730479 0.026 Uiso 1 1 calc R . . . .
C3 C 0.29903(14) 0.54253(14) 0.76979(10) 0.0227(4) Uani 1 1 d . . . . .
C9 C 0.25085(15) 0.44500(13) 0.75263(11) 0.0226(4) Uani 1 1 d . . . . .
C12 C 0.43723(14) 0.67214(14) 0.63126(10) 0.0233(4) Uani 1 1 d . . . . .
C22 C 0.49506(15) 0.22348(14) 0.62577(11) 0.0257(4) Uani 1 1 d . . . . .
H22 H 0.556215 0.227388 0.645213 0.031 Uiso 1 1 calc R . . . .
C18 C 0.33394(15) 0.28130(14) 0.61771(10) 0.0228(4) Uani 1 1 d . . . . .
C13 C 0.41924(14) 0.60304(14) 0.57826(10) 0.0233(4) Uani 1 1 d . . . . .
C17 C 0.25290(15) 0.34740(15) 0.63875(11) 0.0252(4) Uani 1 1 d . . . . .
H17A H 0.222045 0.371192 0.597552 0.030 Uiso 1 1 calc R . . . .
H17B H 0.205183 0.310715 0.663712 0.030 Uiso 1 1 calc R . . . .
C19 C 0.31685(16) 0.21216(15) 0.56739(11) 0.0274(4) Uani 1 1 d . . . . .
H19 H 0.256176 0.208843 0.547147 0.033 Uiso 1 1 calc R . . . .
C26 C 0.14049(15) 0.45429(14) 0.74738(10) 0.0237(4) Uani 1 1 d . . . . .
C23 C 0.42444(15) 0.28658(14) 0.64698(10) 0.0241(4) Uani 1 1 d . . . . .
H23 H 0.437795 0.331789 0.680427 0.029 Uiso 1 1 calc R . . . .
C8 C 0.28118(16) 0.36161(15) 0.79922(11) 0.0279(5) Uani 1 1 d . . . . .
H8A H 0.257938 0.303055 0.778865 0.033 Uiso 1 1 calc R . . . .
H8B H 0.351104 0.358522 0.799967 0.033 Uiso 1 1 calc R . . . .
C16 C 0.45570(16) 0.62254(15) 0.50755(10) 0.0276(4) Uani 1 1 d . . . . .
H16A H 0.441418 0.569394 0.478432 0.041 Uiso 1 1 calc GR . . . .
H16B H 0.524234 0.632320 0.509020 0.041 Uiso 1 1 calc GR . . . .
H16C H 0.424875 0.678428 0.489786 0.041 Uiso 1 1 calc GR . . . .
C20 C 0.38741(17) 0.14877(15) 0.54695(11) 0.0304(5) Uani 1 1 d . . . . .
H20 H 0.374169 0.103011 0.513872 0.036 Uiso 1 1 calc R . . . .
C15 C 0.49580(16) 0.76044(15) 0.61606(11) 0.0303(5) Uani 1 1 d . . . . .
H15A H 0.466661 0.794537 0.578803 0.045 Uiso 1 1 calc GR . . . .
H15B H 0.560361 0.742559 0.603730 0.045 Uiso 1 1 calc GR . . . .
H15C H 0.497512 0.800221 0.656016 0.045 Uiso 1 1 calc GR . . . .
C21 C 0.47745(17) 0.15441(15) 0.57627(11) 0.0280(5) Uani 1 1 d . . . . .
H21 H 0.526007 0.112565 0.563184 0.034 Uiso 1 1 calc R . . . .
C7 C 0.24544(17) 0.36637(16) 0.87235(12) 0.0314(5) Uani 1 1 d . . . . .
H7A H 0.175553 0.370368 0.872233 0.038 Uiso 1 1 calc R . . . .
H7B H 0.263432 0.308405 0.896006 0.038 Uiso 1 1 calc R . . . .
C28 C 0.10077(16) 0.54703(16) 0.72155(12) 0.0315(5) Uani 1 1 d . . . . .
H28A H 0.036969 0.537201 0.703725 0.047 Uiso 1 1 calc GR . . . .
H28B H 0.141752 0.571156 0.685897 0.047 Uiso 1 1 calc GR . . . .
H28C H 0.098222 0.591932 0.758546 0.047 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
S5 O6 1.5980(17) . ?
S5 O25 1.4110(18) . ?
S5 O24 1.4252(18) . ?
S5 N4 1.6245(18) . ?
O27 C26 1.219(2) . ?
O6 C7 1.477(3) . ?
N10 C1 1.369(3) . ?
N10 C9 1.475(3) . ?
N10 C17 1.464(3) . ?
N4 C3 1.307(3) . ?
C2 C1 1.413(3) . ?
C2 C11 1.416(3) . ?
C2 C3 1.424(3) . ?
C1 C14 1.399(3) . ?
C14 H14 0.9300 . ?
C14 C13 1.391(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.375(3) . ?
C3 C9 1.563(3) . ?
C9 C26 1.538(3) . ?
C9 C8 1.543(3) . ?
C12 C13 1.441(3) . ?
C12 C15 1.514(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.385(3) . ?
C22 C21 1.392(3) . ?
C18 C17 1.515(3) . ?
C18 C19 1.402(3) . ?
C18 C23 1.380(3) . ?
C13 C16 1.494(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C19 H19 0.9300 . ?
C19 C20 1.382(3) . ?
C26 C28 1.504(3) . ?
C23 H23 0.9300 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C7 1.511(3) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C20 H20 0.9300 . ?
C20 C21 1.375(3) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C21 H21 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 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
O6 S5 N4 106.80(10) . . ?
O25 S5 O6 107.64(10) . . ?
O25 S5 O24 118.68(11) . . ?
O25 S5 N4 110.36(10) . . ?
O24 S5 O6 105.70(11) . . ?
O24 S5 N4 107.01(10) . . ?
C7 O6 S5 119.51(14) . . ?
C1 N10 C9 110.04(16) . . ?
C1 N10 C17 124.24(16) . . ?
C17 N10 C9 125.45(16) . . ?
C3 N4 S5 120.93(15) . . ?
C1 C2 C11 120.82(17) . . ?
C1 C2 C3 108.31(17) . . ?
C11 C2 C3 130.87(18) . . ?
N10 C1 C2 111.84(17) . . ?
N10 C1 C14 127.70(18) . . ?
C14 C1 C2 120.46(18) . . ?
C1 C14 H14 120.8 . . ?
C13 C14 C1 118.31(18) . . ?
C13 C14 H14 120.8 . . ?
C2 C11 H11 120.4 . . ?
C12 C11 C2 119.25(18) . . ?
C12 C11 H11 120.4 . . ?
N4 C3 C2 122.70(18) . . ?
N4 C3 C9 130.26(18) . . ?
C2 C3 C9 107.03(16) . . ?
N10 C9 C3 102.61(15) . . ?
N10 C9 C26 103.39(16) . . ?
N10 C9 C8 111.23(16) . . ?
C26 C9 C3 111.36(16) . . ?
C26 C9 C8 112.01(17) . . ?
C8 C9 C3 115.20(17) . . ?
C11 C12 C13 119.44(17) . . ?
C11 C12 C15 120.13(18) . . ?
C13 C12 C15 120.43(18) . . ?
C23 C22 H22 118.9 . . ?
C23 C22 C21 122.1(2) . . ?
C21 C22 H22 118.9 . . ?
C19 C18 C17 119.39(19) . . ?
C23 C18 C17 121.89(18) . . ?
C23 C18 C19 118.71(19) . . ?
C14 C13 C12 121.67(18) . . ?
C14 C13 C16 119.66(18) . . ?
C12 C13 C16 118.66(18) . . ?
N10 C17 C18 115.86(17) . . ?
N10 C17 H17A 108.3 . . ?
N10 C17 H17B 108.3 . . ?
C18 C17 H17A 108.3 . . ?
C18 C17 H17B 108.3 . . ?
H17A C17 H17B 107.4 . . ?
C18 C19 H19 119.0 . . ?
C20 C19 C18 122.0(2) . . ?
C20 C19 H19 119.0 . . ?
O27 C26 C9 117.38(18) . . ?
O27 C26 C28 125.00(19) . . ?
C28 C26 C9 117.39(17) . . ?
C22 C23 H23 120.5 . . ?
C18 C23 C22 118.94(19) . . ?
C18 C23 H23 120.5 . . ?
C9 C8 H8A 108.4 . . ?
C9 C8 H8B 108.4 . . ?
H8A C8 H8B 107.4 . . ?
C7 C8 C9 115.65(18) . . ?
C7 C8 H8A 108.4 . . ?
C7 C8 H8B 108.4 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C19 C20 H20 120.5 . . ?
C21 C20 C19 119.0(2) . . ?
C21 C20 H20 120.5 . . ?
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 . . ?
C22 C21 H21 120.4 . . ?
C20 C21 C22 119.2(2) . . ?
C20 C21 H21 120.4 . . ?
O6 C7 C8 112.41(18) . . ?
O6 C7 H7A 109.1 . . ?
O6 C7 H7B 109.1 . . ?
C8 C7 H7A 109.1 . . ?
C8 C7 H7B 109.1 . . ?
H7A C7 H7B 107.9 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 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
S5 O6 C7 C8 75.1(2) . . . . ?
S5 N4 C3 C2 179.45(15) . . . . ?
S5 N4 C3 C9 -0.5(3) . . . . ?
O6 S5 N4 C3 55.42(19) . . . . ?
O25 S5 O6 C7 35.90(18) . . . . ?
O25 S5 N4 C3 -61.3(2) . . . . ?
N10 C1 C14 C13 -178.70(19) . . . . ?
N10 C9 C26 O27 97.1(2) . . . . ?
N10 C9 C26 C28 -77.6(2) . . . . ?
N10 C9 C8 C7 -174.28(18) . . . . ?
O24 S5 O6 C7 163.67(16) . . . . ?
O24 S5 N4 C3 168.25(18) . . . . ?
N4 S5 O6 C7 -82.61(17) . . . . ?
N4 C3 C9 N10 -177.6(2) . . . . ?
N4 C3 C9 C26 72.4(3) . . . . ?
N4 C3 C9 C8 -56.5(3) . . . . ?
C2 C1 C14 C13 1.7(3) . . . . ?
C2 C11 C12 C13 0.5(3) . . . . ?
C2 C11 C12 C15 -179.74(19) . . . . ?
C2 C3 C9 N10 2.5(2) . . . . ?
C2 C3 C9 C26 -107.50(18) . . . . ?
C2 C3 C9 C8 123.54(19) . . . . ?
C1 N10 C9 C3 -3.9(2) . . . . ?
C1 N10 C9 C26 112.00(18) . . . . ?
C1 N10 C9 C8 -127.62(18) . . . . ?
C1 N10 C17 C18 71.7(3) . . . . ?
C1 C2 C11 C12 1.7(3) . . . . ?
C1 C2 C3 N4 179.73(19) . . . . ?
C1 C2 C3 C9 -0.3(2) . . . . ?
C1 C14 C13 C12 0.5(3) . . . . ?
C1 C14 C13 C16 -178.17(18) . . . . ?
C11 C2 C1 N10 177.52(18) . . . . ?
C11 C2 C1 C14 -2.8(3) . . . . ?
C11 C2 C3 N4 0.0(3) . . . . ?
C11 C2 C3 C9 179.9(2) . . . . ?
C11 C12 C13 C14 -1.6(3) . . . . ?
C11 C12 C13 C16 177.08(18) . . . . ?
C3 C2 C1 N10 -2.3(2) . . . . ?
C3 C2 C1 C14 177.41(18) . . . . ?
C3 C2 C11 C12 -178.6(2) . . . . ?
C3 C9 C26 O27 -153.40(18) . . . . ?
C3 C9 C26 C28 31.9(2) . . . . ?
C3 C9 C8 C7 69.5(2) . . . . ?
C9 N10 C1 C2 4.0(2) . . . . ?
C9 N10 C1 C14 -175.59(19) . . . . ?
C9 N10 C17 C18 -114.9(2) . . . . ?
C9 C8 C7 O6 -63.8(2) . . . . ?
C18 C19 C20 C21 -0.8(3) . . . . ?
C17 N10 C1 C2 178.33(18) . . . . ?
C17 N10 C1 C14 -1.3(3) . . . . ?
C17 N10 C9 C3 -178.11(18) . . . . ?
C17 N10 C9 C26 -62.2(2) . . . . ?
C17 N10 C9 C8 58.2(3) . . . . ?
C17 C18 C19 C20 -178.83(19) . . . . ?
C17 C18 C23 C22 179.48(18) . . . . ?
C19 C18 C17 N10 -168.45(18) . . . . ?
C19 C18 C23 C22 -0.1(3) . . . . ?
C19 C20 C21 C22 0.2(3) . . . . ?
C26 C9 C8 C7 -59.1(2) . . . . ?
C23 C22 C21 C20 0.5(3) . . . . ?
C23 C18 C17 N10 12.0(3) . . . . ?
C23 C18 C19 C20 0.7(3) . . . . ?
C8 C9 C26 O27 -22.8(3) . . . . ?
C8 C9 C26 C28 162.52(18) . . . . ?
C15 C12 C13 C14 178.64(19) . . . . ?
C15 C12 C13 C16 -2.7(3) . . . . ?
C21 C22 C23 C18 -0.5(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 3.100
_oxdiff_exptl_absorpt_empirical_full_min 0.356
####################################################################### 
# 
# 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_hongkm_191118_2
_database_code_depnum_ccdc_archive 'CCDC 1968979'
loop_
_audit_author_name
_audit_author_address
'Hong Kim'
;University
China
;
_audit_update_record             
;
2019-11-29 deposited with the CCDC.	2020-04-08 downloaded from the CCDC.
;
_audit_creation_date             2019-11-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H20 N2 O4 S2'
_chemical_formula_sum            'C22 H20 N2 O4 S2'
_chemical_formula_weight         440.52
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHNOS
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      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                   9.7354(3)
_cell_length_b                   10.1100(4)
_cell_length_c                   10.7275(3)
_cell_angle_alpha                99.198(3)
_cell_angle_beta                 96.818(2)
_cell_angle_gamma                107.990(3)
_cell_volume                     975.30(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    12563
_cell_measurement_temperature    100.00(11)
_cell_measurement_theta_max      76.6680
_cell_measurement_theta_min      4.2090
_shelx_estimated_absorpt_T_max   0.874
_shelx_estimated_absorpt_T_min   0.769
_exptl_absorpt_coefficient_mu    2.767
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87154
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.54a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.500
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             460
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0730
_diffrn_reflns_av_unetI/netI     0.0346
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.964
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            36059
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.964
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.202
_diffrn_reflns_theta_min         4.244
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(11)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.964
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00  73.00   0.50    0.10    --   46.12 -84.00  17.00  198
  2  ω   -173.00 -77.00   0.50    0.30    -- -100.00 -84.00  17.00  192
  3  ω     81.00 178.00   0.50    0.30    --  107.00  84.00 137.00  194
  4  ω     34.00 134.00   0.50    0.30    --  107.00 -84.00  17.00  200
  5  ω    -19.00  24.00   0.50    0.10    --   16.00 100.00-162.47   86
  6  ω     -5.00  93.00   0.50    0.10    --   20.00  79.00  37.07  196
  7  ω      2.00  45.00   0.50    0.10    --   32.00  90.00-131.19   86
  8  ω     13.00  45.00   0.50    0.10    --   40.00  85.00 172.97   64
  9  ω     17.00  45.00   0.50    0.10    --   44.00  84.00 -27.10   56
 10  ω   -118.00 -22.00   0.50    0.10    --  -46.12 -77.00 120.00  192
 11  ω   -120.00 -31.00   0.50    0.10    --  -46.12 -38.00   0.00  178
 12  ω    -73.00  27.00   0.50    0.10    --  -46.12  84.00 137.00  200
 13  ω    -62.00  27.00   0.50    0.10    --  -46.12  57.00  90.00  178
 14  ω   -118.00 -22.00   0.50    0.10    --  -46.12 -77.00  30.00  192
 15  ω     31.00 122.00   0.50    0.10    --   46.12  19.00 150.00  182
 16  ω     25.00 121.00   0.50    0.10    --   48.00  75.00  21.15  192
 17  ω     19.00  45.00   0.50    0.10    --   48.00  89.00-143.54   52
 18  ω     28.00 125.00   0.50    0.10    --   52.00  77.00 -87.75  194
 19  ω     34.00 129.00   0.50    0.10    --   56.00  72.00  96.96  190
 20  ω   -132.00 -34.00   0.50    0.10    --  -60.00 -81.00  33.81  196
 21  ω   -132.00 -35.00   0.50    0.10    --  -60.00 -80.00 -53.08  194
 22  ω     40.00 132.00   0.50    0.10    --   60.00  68.00 -48.02  184
 23  ω   -137.00 -39.00   0.50    0.10    --  -64.00 -80.00-106.55  196
 24  ω   -137.00 -38.00   0.50    0.10    --  -64.00 -81.00 119.17  198
 25  ω   -137.00 -38.00   0.50    0.10    --  -64.00 -81.00 159.81  198
 26  ω     40.00 137.00   0.50    0.10    --   64.00  77.00 -10.83  194
 27  ω   -140.00 -48.00   0.50    0.10    --  -68.00 -68.00  -9.49  184
 28  ω     45.00 140.00   0.50    0.10    --   68.00  76.00  92.88  190
 29  ω   -145.00 -45.00   0.50    0.10    --  -72.00 -83.00-170.34  200
 30  ω   -145.00 -51.00   0.50    0.10    --  -72.00 -70.00 127.14  188
 31  ω   -145.00 -52.00   0.50    0.10    --  -72.00 -68.00 -76.18  186
 32  ω   -149.00 -56.00   0.50    0.30    --  -76.00 -67.00-157.95  186
 33  ω   -149.00 -51.00   0.50    0.30    --  -76.00 -79.00-110.05  196
 34  ω   -153.00 -58.00   0.50    0.30    --  -80.00 -72.00   1.50  190
 35  ω    -84.00 -57.00   0.50    0.30    --  -80.00 -74.00-131.12   54
 36  ω    -88.00 -61.00   0.50    0.30    --  -80.00 -64.00 -95.40   54
 37  ω   -153.00-119.00   0.50    0.30    --  -80.00 -83.00 108.49   68
 38  ω    -79.00 -53.00   0.50    0.30    --  -80.00 -83.00 108.49   52
 39  ω    -89.00 -62.00   0.50    0.30    --  -84.00 -74.00 -51.90   54
 40  ω    -89.00 -61.00   0.50    0.30    --  -84.00 -75.00 -25.64   56
 41  ω    -87.00 -61.00   0.50    0.30    --  -84.00 -75.00  20.34   52
 42  ω    -90.00 -65.00   0.50    0.30    --  -84.00 -71.00  73.77   50
 43  ω    -84.00 -59.00   0.50    0.30    --  -84.00 -83.00 136.78   50
 44  ω    -90.00 -62.00   0.50    0.30    --  -84.00 -72.00  44.52   56
 45  ω    -97.00 -63.00   0.50    0.30    --  -84.00 -73.00-159.92   68
 46  ω   -113.00 -61.00   0.50    0.30    --  -84.00 -75.00-177.25  104
 47  ω    -91.00 -64.00   0.50    0.30    --  -88.00 -80.00   8.71   54
 48  ω   -101.00 -69.00   0.50    0.30    --  -92.00 -75.00  70.22   64
 49  ω   -133.00-106.00   0.50    0.30    --  -92.00 -75.00  70.22   54
 50  ω    -92.00 -66.00   0.50    0.30    --  -92.00 -81.00 -74.85   52
 51  ω    -95.00 -69.00   0.50    0.30    --  -92.00 -75.00 -32.08   52
 52  ω   -115.00 -74.00   0.50    0.30    --  -96.00 -72.00 147.82   82
 53  ω   -134.00 -82.00   0.50    0.30    -- -100.00 -62.00-155.72  104
 54  ω   -129.00 -85.00   0.50    0.30    -- -100.00 -61.00 -30.00   88
 55  ω   -111.00 -76.00   0.50    0.30    -- -100.00 -78.00 113.91   70
 56  ω    -99.00 -73.00   0.50    0.30    -- -100.00 -83.00-104.97   52
 57  ω   -160.00-133.00   0.50    0.30    -- -100.00 -78.00 113.91   54
 58  ω   -161.00-108.00   0.50    0.30    -- -100.00 -83.00-104.97  106
 59  ω   -170.00 -78.00   0.50    0.30    -- -100.00 -76.00-123.41  184
 60  ω   -171.00-145.00   0.50    0.30    -- -100.00 -77.00 -44.63   52
 61  ω   -111.00 -84.00   0.50    0.30    -- -100.00 -77.00 -90.00   54
 62  ω   -117.00 -78.00   0.50    0.30    -- -100.00 -73.00  88.92   78
 63  ω   -124.00 -85.00   0.50    0.30    -- -100.00 -30.00 -90.00   78
 64  ω   -138.00 -77.00   0.50    0.30    -- -100.00 -75.00  59.81  122
 65  ω   -109.00 -82.00   0.50    0.30    -- -100.00 -65.00 -68.76   54
 66  ω   -172.00-138.00   0.50    0.30    -- -100.00 -65.00 -68.76   68
 67  ω   -167.00-141.00   0.50    0.30    -- -100.00 -30.00 -90.00   52
 68  ω   -122.00 -75.00   0.50    0.30    -- -100.00 -79.00 125.54   94
 69  ω   -104.00 -76.00   0.50    0.30    -- -100.00 -77.00-180.00   56
 70  ω   -173.00-141.00   0.50    0.30    -- -100.00 -79.00 125.54   64
 71  ω   -130.00 -77.00   0.50    0.30    -- -100.00 -74.00 -88.30  106
 72  ω   -169.00-142.00   0.50    0.30    -- -100.00 -74.00 -88.30   54
 73  ω   -105.00 -76.00   0.50    0.30    -- -100.00 -77.00 -44.63   58
 74  ω    -98.00 -73.00   0.50    0.30    -- -100.00 -83.00-151.48   50
 75  ω   -151.00-124.00   0.50    0.30    -- -100.00 -83.00-151.48   54
 76  ω    -77.00 -52.00   0.50    0.30    -- -100.00  84.00 137.00   50
 77  ω   -133.00 -79.00   0.50    0.30    -- -100.00 -82.00  29.26  108
 78  ω     90.00 178.00   0.50    0.30    --  107.00  61.00 -90.00  176
 79  ω     76.00 108.00   0.50    0.30    --  107.00 -94.00 -30.00   64
 80  ω     83.00 109.00   0.50    0.30    --  107.00 -94.00  60.00   52
 81  ω     36.00  80.00   0.50    0.30    --  107.00 -94.00  60.00   88
 82  ω     35.00  60.00   0.50    0.30    --  107.00 -94.00 -30.00   50
 83  ω     58.00 124.00   0.50    0.30    --  107.00 -61.00-180.00  132
 84  ω     90.00 117.00   0.50    0.30    --  107.00 -77.00-180.00   54
 85  ω     59.00 117.00   0.50    0.30    --  107.00-125.00 -30.00  116
 86  ω     34.00  87.00   0.50    0.30    --  107.00 -77.00-180.00  106
 87  ω     81.00 125.00   0.50    0.30    --  107.00 -15.00  90.00   88
 88  ω     37.00  64.00   0.50    0.30    --  107.00 -15.00  90.00   54
 89  ω     64.00 122.00   0.50    0.30    --  107.00 -30.00   0.00  116
 90  ω    119.00 176.00   0.50    0.30    --  107.00  15.00 120.00  114
 91  ω     85.00 123.00   0.50    0.30    --  107.00-134.00-174.22   76
 92  ω     35.00  89.00   0.50    0.30    --  107.00 -45.00 -60.00  108
 93  ω     82.00 131.00   0.50    0.30    --  107.00 -77.00 -30.00   98
 94  ω     97.00 178.00   0.50    0.30    --  107.00  30.00   0.00  162
 95  ω     34.00  72.00   0.50    0.30    --  107.00 -77.00 -30.00   76
 96  ω     94.00 176.00   0.50    0.30    --  107.00  45.00  90.00  164
 97  ω     84.00 175.00   0.50    0.30    --  107.00  77.00  30.00  182
 98  ω     83.00 108.00   0.50    0.30    --  107.00 -94.00-180.00   50
 99  ω     47.00  72.00   0.50    0.30    --  107.00 -94.00 150.00   50
100  ω     35.00  79.00   0.50    0.30    --  107.00 -94.00-180.00   88
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1538266000
_diffrn_orient_matrix_UB_12      -0.0727441000
_diffrn_orient_matrix_UB_13      0.0281889000
_diffrn_orient_matrix_UB_21      0.0358807000
_diffrn_orient_matrix_UB_22      0.1099581000
_diffrn_orient_matrix_UB_23      0.1268556000
_diffrn_orient_matrix_UB_31      -0.0603991000
_diffrn_orient_matrix_UB_32      0.0971988000
_diffrn_orient_matrix_UB_33      -0.0705566000
_diffrn_oxdiff_digest_frames     
;
0190aa6ddc9f73643b79d0fc69ed1cc6a700086b952
;
_diffrn_oxdiff_digest_hkl        
;
01263a765ed252233d7069f5ddc61de3ef8608
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3438
_reflns_number_total             3986
_reflns_odcompleteness_completeness 99.79
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_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 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.54a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.54a (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         0.569
_refine_diff_density_min         -0.704
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       0.0019(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         3986
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0523
_refine_ls_R_factor_gt           0.0457
_refine_ls_restrained_S_all      1.098
_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)+(0.0720P)²+0.6308P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1257
_refine_ls_wR_factor_ref         0.1307
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Ternary CH refined with riding coordinates:
 C2(H2)
2.b Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C6(H6A,H6B), C15(H15A,H15B)
2.c Aromatic/amide H refined with riding coordinates:
 N3(H3), C28(H28), C11(H11), C29(H29), C13(H13), C14(H14), C12(H12), C30(H30),
 C19(H19), C17(H17), C21(H21), C20(H20), C18(H18)
;
_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
S4 S -0.17319(5) 0.27434(5) 0.10226(5) 0.02304(17) Uani 1 1 d . . . . .
S26 S 0.21262(6) 0.04511(6) 0.36377(5) 0.02634(17) Uani 1 1 d . . . . .
O5 O -0.08521(16) 0.16724(16) 0.07539(15) 0.0250(3) Uani 1 1 d . . . . .
O23 O 0.10351(17) 0.27833(16) 0.37091(15) 0.0257(3) Uani 1 1 d . . . . .
O25 O -0.17192(17) 0.34595(17) -0.00212(15) 0.0268(4) Uani 1 1 d . . . . .
O24 O -0.30738(17) 0.19270(17) 0.13293(15) 0.0286(4) Uani 1 1 d . . . . .
N9 N 0.32229(19) 0.49698(19) 0.24676(18) 0.0233(4) Uani 1 1 d . . . . .
N3 N -0.07821(19) 0.38862(19) 0.23076(17) 0.0230(4) Uani 1 1 d . . . . .
H3 H -0.114639 0.401541 0.299071 0.028 Uiso 1 1 calc R . . . .
C22 C 0.1648(2) 0.2686(2) 0.2778(2) 0.0219(4) Uani 1 1 d . . . . .
C28 C 0.3065(2) 0.1175(2) 0.1616(2) 0.0243(5) Uani 1 1 d . . . . .
H28 H 0.328590 0.165061 0.095350 0.029 Uiso 1 1 calc R . . . .
C1 C 0.1561(2) 0.5746(2) 0.3455(2) 0.0221(4) Uani 1 1 d . . . . .
C2 C 0.0734(2) 0.4688(2) 0.2240(2) 0.0213(4) Uani 1 1 d . . . . .
H2 H 0.069043 0.522714 0.156268 0.026 Uiso 1 1 calc R . . . .
C8 C 0.1791(2) 0.3821(2) 0.1934(2) 0.0217(4) Uani 1 1 d . . . . .
C11 C 0.1105(2) 0.6572(2) 0.4350(2) 0.0244(5) Uani 1 1 d . . . . .
H11 H 0.011760 0.647890 0.429399 0.029 Uiso 1 1 calc R . . . .
C10 C 0.3047(2) 0.5870(2) 0.3526(2) 0.0234(4) Uani 1 1 d . . . . .
C27 C 0.2313(2) 0.1564(2) 0.2557(2) 0.0234(4) Uani 1 1 d . . . . .
C16 C 0.5782(2) 0.6214(2) 0.2332(2) 0.0236(5) Uani 1 1 d . . . . .
C7 C 0.1579(2) 0.3299(2) 0.0478(2) 0.0230(4) Uani 1 1 d . . . . .
H7A H 0.146336 0.404931 0.005797 0.028 Uiso 1 1 calc R . . . .
H7B H 0.245912 0.312188 0.027481 0.028 Uiso 1 1 calc R . . . .
C29 C 0.3453(2) -0.0024(2) 0.1787(2) 0.0261(5) Uani 1 1 d . . . . .
H29 H 0.395762 -0.043051 0.124397 0.031 Uiso 1 1 calc R . . . .
C13 C 0.3625(3) 0.7657(2) 0.5442(2) 0.0283(5) Uani 1 1 d . . . . .
H13 H 0.430996 0.830060 0.612188 0.034 Uiso 1 1 calc R . . . .
C14 C 0.4096(2) 0.6816(2) 0.4540(2) 0.0267(5) Uani 1 1 d . . . . .
H14 H 0.507827 0.688440 0.461478 0.032 Uiso 1 1 calc R . . . .
C12 C 0.2162(3) 0.7559(2) 0.5349(2) 0.0272(5) Uani 1 1 d . . . . .
H12 H 0.188238 0.814802 0.595089 0.033 Uiso 1 1 calc R . . . .
C30 C 0.3014(2) -0.0527(2) 0.2830(2) 0.0277(5) Uani 1 1 d . . . . .
H30 H 0.317887 -0.131553 0.307349 0.033 Uiso 1 1 calc R . . . .
C6 C 0.0260(2) 0.1949(2) -0.0073(2) 0.0254(5) Uani 1 1 d . . . . .
H6A H -0.019552 0.202720 -0.090008 0.030 Uiso 1 1 calc R . . . .
H6B H 0.060565 0.114386 -0.021317 0.030 Uiso 1 1 calc R . . . .
C19 C 0.7873(3) 0.8847(2) 0.2390(2) 0.0284(5) Uani 1 1 d . . . . .
H19 H 0.856556 0.972815 0.241622 0.034 Uiso 1 1 calc R . . . .
C17 C 0.5423(2) 0.7169(2) 0.1658(2) 0.0267(5) Uani 1 1 d . . . . .
H17 H 0.448391 0.692959 0.118671 0.032 Uiso 1 1 calc R . . . .
C21 C 0.7201(2) 0.6586(3) 0.3016(2) 0.0289(5) Uani 1 1 d . . . . .
H21 H 0.745604 0.595091 0.345685 0.035 Uiso 1 1 calc R . . . .
C20 C 0.8240(3) 0.7899(3) 0.3047(2) 0.0317(5) Uani 1 1 d . . . . .
H20 H 0.918390 0.813897 0.351025 0.038 Uiso 1 1 calc R . . . .
C15 C 0.4649(2) 0.4811(2) 0.2371(2) 0.0260(5) Uani 1 1 d . . . . .
H15A H 0.455602 0.411946 0.159887 0.031 Uiso 1 1 calc R . . . .
H15B H 0.497259 0.445883 0.310189 0.031 Uiso 1 1 calc R . . . .
C18 C 0.6468(3) 0.8479(3) 0.1691(2) 0.0293(5) Uani 1 1 d . . . . .
H18 H 0.622363 0.911263 0.124202 0.035 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
S4 O5 1.5877(16) . ?
S4 O25 1.4265(17) . ?
S4 O24 1.4210(16) . ?
S4 N3 1.6181(18) . ?
S26 C27 1.728(2) . ?
S26 C30 1.705(2) . ?
O5 C6 1.469(3) . ?
O23 C22 1.229(3) . ?
N9 C8 1.489(3) . ?
N9 C10 1.400(3) . ?
N9 C15 1.460(3) . ?
N3 H3 0.8600 . ?
N3 C2 1.465(3) . ?
C22 C8 1.555(3) . ?
C22 C27 1.472(3) . ?
C28 H28 0.9300 . ?
C28 C27 1.391(3) . ?
C28 C29 1.409(3) . ?
C1 C2 1.505(3) . ?
C1 C11 1.375(3) . ?
C1 C10 1.404(3) . ?
C2 H2 0.9800 . ?
C2 C8 1.575(3) . ?
C8 C7 1.534(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.402(3) . ?
C10 C14 1.393(3) . ?
C16 C17 1.396(3) . ?
C16 C21 1.392(3) . ?
C16 C15 1.515(3) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C6 1.529(3) . ?
C29 H29 0.9300 . ?
C29 C30 1.361(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.398(3) . ?
C13 C12 1.386(3) . ?
C14 H14 0.9300 . ?
C12 H12 0.9300 . ?
C30 H30 0.9300 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C19 H19 0.9300 . ?
C19 C20 1.383(4) . ?
C19 C18 1.387(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.391(3) . ?
C21 H21 0.9300 . ?
C21 C20 1.391(3) . ?
C20 H20 0.9300 . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C18 H18 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O5 S4 N3 105.11(9) . . ?
O25 S4 O5 107.58(9) . . ?
O25 S4 N3 108.66(10) . . ?
O24 S4 O5 105.37(9) . . ?
O24 S4 O25 121.09(10) . . ?
O24 S4 N3 107.92(10) . . ?
C30 S26 C27 91.65(11) . . ?
C6 O5 S4 119.67(14) . . ?
C10 N9 C8 108.69(16) . . ?
C10 N9 C15 120.79(18) . . ?
C15 N9 C8 124.04(17) . . ?
S4 N3 H3 121.9 . . ?
C2 N3 S4 116.14(14) . . ?
C2 N3 H3 121.9 . . ?
O23 C22 C8 118.72(19) . . ?
O23 C22 C27 118.8(2) . . ?
C27 C22 C8 122.30(18) . . ?
C27 C28 H28 124.0 . . ?
C27 C28 C29 112.0(2) . . ?
C29 C28 H28 124.0 . . ?
C11 C1 C2 131.3(2) . . ?
C11 C1 C10 121.55(19) . . ?
C10 C1 C2 107.06(18) . . ?
N3 C2 C1 113.94(17) . . ?
N3 C2 H2 107.1 . . ?
N3 C2 C8 117.72(17) . . ?
C1 C2 H2 107.1 . . ?
C1 C2 C8 103.37(16) . . ?
C8 C2 H2 107.1 . . ?
N9 C8 C22 106.76(17) . . ?
N9 C8 C2 98.88(15) . . ?
N9 C8 C7 112.78(17) . . ?
C22 C8 C2 110.08(16) . . ?
C7 C8 C22 117.18(17) . . ?
C7 C8 C2 109.61(17) . . ?
C1 C11 H11 120.8 . . ?
C1 C11 C12 118.5(2) . . ?
C12 C11 H11 120.8 . . ?
N9 C10 C1 110.06(18) . . ?
C14 C10 N9 129.7(2) . . ?
C14 C10 C1 120.2(2) . . ?
C22 C27 S26 116.06(16) . . ?
C28 C27 S26 110.96(17) . . ?
C28 C27 C22 133.0(2) . . ?
C17 C16 C15 121.41(19) . . ?
C21 C16 C17 119.0(2) . . ?
C21 C16 C15 119.5(2) . . ?
C8 C7 H7A 108.7 . . ?
C8 C7 H7B 108.7 . . ?
H7A C7 H7B 107.6 . . ?
C6 C7 C8 114.41(17) . . ?
C6 C7 H7A 108.7 . . ?
C6 C7 H7B 108.7 . . ?
C28 C29 H29 123.5 . . ?
C30 C29 C28 113.0(2) . . ?
C30 C29 H29 123.5 . . ?
C14 C13 H13 119.1 . . ?
C12 C13 H13 119.1 . . ?
C12 C13 C14 121.7(2) . . ?
C10 C14 C13 117.9(2) . . ?
C10 C14 H14 121.1 . . ?
C13 C14 H14 121.1 . . ?
C11 C12 H12 119.9 . . ?
C13 C12 C11 120.1(2) . . ?
C13 C12 H12 119.9 . . ?
S26 C30 H30 123.8 . . ?
C29 C30 S26 112.37(18) . . ?
C29 C30 H30 123.8 . . ?
O5 C6 C7 113.81(17) . . ?
O5 C6 H6A 108.8 . . ?
O5 C6 H6B 108.8 . . ?
C7 C6 H6A 108.8 . . ?
C7 C6 H6B 108.8 . . ?
H6A C6 H6B 107.7 . . ?
C20 C19 H19 120.1 . . ?
C20 C19 C18 119.7(2) . . ?
C18 C19 H19 120.1 . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 120.1(2) . . ?
C18 C17 H17 120.0 . . ?
C16 C21 H21 119.7 . . ?
C20 C21 C16 120.6(2) . . ?
C20 C21 H21 119.7 . . ?
C19 C20 C21 120.1(2) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 H20 119.9 . . ?
N9 C15 C16 111.14(18) . . ?
N9 C15 H15A 109.4 . . ?
N9 C15 H15B 109.4 . . ?
C16 C15 H15A 109.4 . . ?
C16 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
C19 C18 C17 120.5(2) . . ?
C19 C18 H18 119.8 . . ?
C17 C18 H18 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
S4 O5 C6 C7 65.0(2) . . . . ?
S4 N3 C2 C1 179.37(15) . . . . ?
S4 N3 C2 C8 -59.4(2) . . . . ?
O5 S4 N3 C2 59.07(17) . . . . ?
O23 C22 C8 N9 91.4(2) . . . . ?
O23 C22 C8 C2 -14.9(2) . . . . ?
O23 C22 C8 C7 -141.0(2) . . . . ?
O23 C22 C27 S26 1.3(3) . . . . ?
O23 C22 C27 C28 179.9(2) . . . . ?
O25 S4 O5 C6 24.66(17) . . . . ?
O25 S4 N3 C2 -55.86(18) . . . . ?
O24 S4 O5 C6 155.11(15) . . . . ?
O24 S4 N3 C2 171.14(15) . . . . ?
N9 C8 C7 C6 169.56(18) . . . . ?
N9 C10 C14 C13 176.2(2) . . . . ?
N3 S4 O5 C6 -91.02(16) . . . . ?
N3 C2 C8 N9 -158.32(18) . . . . ?
N3 C2 C8 C22 -46.7(2) . . . . ?
N3 C2 C8 C7 83.5(2) . . . . ?
C22 C8 C7 C6 45.0(3) . . . . ?
C28 C29 C30 S26 -0.4(2) . . . . ?
C1 C2 C8 N9 -31.73(19) . . . . ?
C1 C2 C8 C22 79.85(19) . . . . ?
C1 C2 C8 C7 -149.87(17) . . . . ?
C1 C11 C12 C13 -1.9(3) . . . . ?
C1 C10 C14 C13 -2.2(3) . . . . ?
C2 C1 C11 C12 -175.0(2) . . . . ?
C2 C1 C10 N9 -0.6(2) . . . . ?
C2 C1 C10 C14 178.1(2) . . . . ?
C2 C8 C7 C6 -81.3(2) . . . . ?
C8 N9 C10 C1 -22.0(2) . . . . ?
C8 N9 C10 C14 159.4(2) . . . . ?
C8 N9 C15 C16 150.0(2) . . . . ?
C8 C22 C27 S26 176.71(15) . . . . ?
C8 C22 C27 C28 -4.7(3) . . . . ?
C8 C7 C6 O5 20.6(3) . . . . ?
C11 C1 C2 N3 -34.3(3) . . . . ?
C11 C1 C2 C8 -163.2(2) . . . . ?
C11 C1 C10 N9 -176.8(2) . . . . ?
C11 C1 C10 C14 1.9(3) . . . . ?
C10 N9 C8 C22 -81.2(2) . . . . ?
C10 N9 C8 C2 33.0(2) . . . . ?
C10 N9 C8 C7 148.72(19) . . . . ?
C10 N9 C15 C16 -61.5(3) . . . . ?
C10 C1 C2 N3 150.03(19) . . . . ?
C10 C1 C2 C8 21.1(2) . . . . ?
C10 C1 C11 C12 0.2(3) . . . . ?
C27 S26 C30 C29 0.70(17) . . . . ?
C27 C22 C8 N9 -84.0(2) . . . . ?
C27 C22 C8 C2 169.67(17) . . . . ?
C27 C22 C8 C7 43.6(3) . . . . ?
C27 C28 C29 C30 -0.2(3) . . . . ?
C16 C17 C18 C19 0.1(3) . . . . ?
C16 C21 C20 C19 -0.3(4) . . . . ?
C29 C28 C27 S26 0.8(2) . . . . ?
C29 C28 C27 C22 -177.8(2) . . . . ?
C14 C13 C12 C11 1.6(4) . . . . ?
C12 C13 C14 C10 0.5(4) . . . . ?
C30 S26 C27 C22 178.04(16) . . . . ?
C30 S26 C27 C28 -0.82(17) . . . . ?
C17 C16 C21 C20 1.1(3) . . . . ?
C17 C16 C15 N9 -38.6(3) . . . . ?
C21 C16 C17 C18 -1.0(3) . . . . ?
C21 C16 C15 N9 139.2(2) . . . . ?
C20 C19 C18 C17 0.7(3) . . . . ?
C15 N9 C8 C22 70.5(2) . . . . ?
C15 N9 C8 C2 -175.29(19) . . . . ?
C15 N9 C8 C7 -59.6(3) . . . . ?
C15 N9 C10 C1 -174.79(19) . . . . ?
C15 N9 C10 C14 6.6(4) . . . . ?
C15 C16 C17 C18 176.9(2) . . . . ?
C15 C16 C21 C20 -176.8(2) . . . . ?
C18 C19 C20 C21 -0.6(4) . . . . ?

_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 3.847
_oxdiff_exptl_absorpt_empirical_full_min 0.690
####################################################################### 
# 
# 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 
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data_a
_audit_block_doi                 10.5517/ccdc.csd.cc2283cv
_database_code_depnum_ccdc_archive 'CCDC 1914416'
loop_
_audit_author_name
_audit_author_address
HKM
;soochow university
China
;
_audit_update_record             
;
2019-05-07 deposited with the CCDC.	2020-04-08 downloaded from the CCDC.
;
_audit_creation_date             2019-05-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H14 N2 O3 S'
_chemical_formula_sum            'C13 H14 N2 O3 S'
_chemical_formula_weight         278.32
_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'
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      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                   9.6651(3)
_cell_length_b                   10.7492(4)
_cell_length_c                   13.2113(4)
_cell_angle_alpha                93.4901(10)
_cell_angle_beta                 98.4723(10)
_cell_angle_gamma                106.3564(10)
_cell_volume                     1295.03(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9866
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.43
_cell_measurement_theta_min      2.51
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.255
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.428
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   0.7456
_exptl_transmission_factor_min   0.6727
_diffrn_reflns_av_R_equivalents  0.0504
_diffrn_reflns_av_unetI/netI     0.0312
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            41191
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.214
_diffrn_reflns_theta_max         27.466
_diffrn_reflns_theta_min         2.227
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4914
_reflns_number_total             5920
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.746
_refine_diff_density_min         -0.952
_refine_diff_density_rms         0.145
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     343
_refine_ls_number_reflns         5920
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0554
_refine_ls_R_factor_gt           0.0428
_refine_ls_restrained_S_all      1.084
_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)+(0.0655P)²+1.1010P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1184
_refine_ls_wR_factor_ref         0.1326
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Riding coordinates:
 N1(H1), N3(H3)
2.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C11(H11A,H11B), C14(H14A,H14B), C15(H15A,H15B),
 C24(H24A,H24B)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C8(H8), C9(H9), C12(H12), C19(H19), C20(H20), C21(H21),
 C22(H22), C25(H25)
2.d X=CH2 refined with riding coordinates:
 C13(H13A,H13B), C26(H26A,H26B)
;
_atom_sites_solution_hydrogens   mixed
_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
S1 S 0.44490(5) 0.44945(5) 0.18086(4) 0.01951(13) Uani 1 1 d . . . . .
O1 O 0.32484(15) 0.35905(14) 0.23537(11) 0.0238(3) Uani 1 1 d . . . . .
O2 O 0.39081(18) 0.54761(15) 0.13652(13) 0.0313(4) Uani 1 1 d . . . . .
O3 O 0.57024(15) 0.48648(15) 0.26049(11) 0.0256(3) Uani 1 1 d . . . . .
N1 N 0.46842(17) 0.35760(16) 0.08832(12) 0.0189(3) Uani 1 1 d . . . . .
H1 H 0.533688 0.400874 0.055671 0.023 Uiso 1 1 d R . . . .
N2 N 0.45772(18) 0.03332(16) 0.15354(12) 0.0190(3) Uani 1 1 d . . . . .
C1 C 0.2116(2) 0.2505(2) 0.17264(17) 0.0232(4) Uani 1 1 d . . . . .
H1A H 0.199965 0.267974 0.101206 0.028 Uiso 1 1 calc R . . . .
H1B H 0.118767 0.240269 0.195899 0.028 Uiso 1 1 calc R . . . .
C2 C 0.2558(2) 0.12757(19) 0.18226(16) 0.0215(4) Uani 1 1 d . . . . .
H2A H 0.263214 0.109454 0.253572 0.026 Uiso 1 1 calc R . . . .
H2B H 0.179945 0.055393 0.141565 0.026 Uiso 1 1 calc R . . . .
C3 C 0.3985(2) 0.13573(18) 0.14762(14) 0.0179(4) Uani 1 1 d . . . . .
C4 C 0.4919(2) 0.23519(18) 0.10899(14) 0.0177(4) Uani 1 1 d . . . . .
C5 C 0.6154(2) 0.19545(19) 0.08992(14) 0.0183(4) Uani 1 1 d . . . . .
C6 C 0.7431(2) 0.2543(2) 0.05154(14) 0.0215(4) Uani 1 1 d . . . . .
H6 H 0.761830 0.338667 0.032787 0.026 Uiso 1 1 calc R . . . .
C7 C 0.8403(2) 0.1830(2) 0.04240(15) 0.0266(4) Uani 1 1 d . . . . .
H7 H 0.925787 0.220440 0.017189 0.032 Uiso 1 1 calc R . . . .
C8 C 0.8130(2) 0.0554(2) 0.07032(15) 0.0261(4) Uani 1 1 d . . . . .
H8 H 0.880812 0.010385 0.062955 0.031 Uiso 1 1 calc R . . . .
C9 C 0.6880(2) -0.0050(2) 0.10850(15) 0.0230(4) Uani 1 1 d . . . . .
H9 H 0.670047 -0.089508 0.126818 0.028 Uiso 1 1 calc R . . . .
C10 C 0.5900(2) 0.06695(19) 0.11819(14) 0.0190(4) Uani 1 1 d . . . . .
C11 C 0.4001(2) -0.08412(19) 0.20330(16) 0.0237(4) Uani 1 1 d . . . . .
H11A H 0.439716 -0.152069 0.179919 0.028 Uiso 1 1 calc R . . . .
H11B H 0.294456 -0.115071 0.183291 0.028 Uiso 1 1 calc R . . . .
C12 C 0.4386(3) -0.0581(2) 0.31855(17) 0.0300(5) Uani 1 1 d . . . . .
H12 H 0.536862 -0.024450 0.348078 0.036 Uiso 1 1 calc R . . . .
C13 C 0.3412(3) -0.0802(2) 0.37967(19) 0.0364(5) Uani 1 1 d . . . . .
H13A H 0.242170 -0.113777 0.352135 0.044 Uiso 1 1 calc R . . . .
H13B H 0.370977 -0.062295 0.450574 0.044 Uiso 1 1 calc R . . . .
S2 S 0.88966(5) 0.71332(5) 0.16250(4) 0.01873(13) Uani 1 1 d . . . . .
O4 O 0.93188(16) 0.59571(14) 0.11024(10) 0.0225(3) Uani 1 1 d . . . . .
O5 O 0.75914(16) 0.71362(15) 0.09621(11) 0.0282(3) Uani 1 1 d . . . . .
O6 O 1.01432(16) 0.82569(14) 0.17879(11) 0.0236(3) Uani 1 1 d . . . . .
N3 N 0.84630(17) 0.67437(16) 0.27144(12) 0.0190(3) Uani 1 1 d . . . . .
H3 H 0.797883 0.722958 0.293922 0.023 Uiso 1 1 d R . . . .
N4 N 1.13655(18) 0.59647(17) 0.43665(13) 0.0219(4) Uani 1 1 d . . . . .
C14 C 1.0675(2) 0.5695(2) 0.15403(16) 0.0231(4) Uani 1 1 d . . . . .
H14A H 1.145155 0.651314 0.170955 0.028 Uiso 1 1 calc R . . . .
H14B H 1.094952 0.516437 0.103023 0.028 Uiso 1 1 calc R . . . .
C15 C 1.0524(2) 0.49968(19) 0.25014(15) 0.0226(4) Uani 1 1 d . . . . .
H15A H 0.964028 0.426448 0.235958 0.027 Uiso 1 1 calc R . . . .
H15B H 1.134706 0.465090 0.265825 0.027 Uiso 1 1 calc R . . . .
C16 C 1.0463(2) 0.58407(19) 0.34273(15) 0.0193(4) Uani 1 1 d . . . . .
C17 C 0.9572(2) 0.66204(18) 0.35135(14) 0.0184(4) Uani 1 1 d . . . . .
C18 C 0.9926(2) 0.72838(19) 0.45284(15) 0.0205(4) Uani 1 1 d . . . . .
C19 C 0.9415(2) 0.8198(2) 0.50400(16) 0.0260(4) Uani 1 1 d . . . . .
H19 H 0.867438 0.849907 0.470826 0.031 Uiso 1 1 calc R . . . .
C20 C 1.0047(3) 0.8640(2) 0.60561(18) 0.0329(5) Uani 1 1 d . . . . .
H20 H 0.972531 0.924847 0.641133 0.040 Uiso 1 1 calc R . . . .
C21 C 1.1164(3) 0.8186(2) 0.65598(17) 0.0341(5) Uani 1 1 d . . . . .
H21 H 1.156032 0.849799 0.724407 0.041 Uiso 1 1 calc R . . . .
C22 C 1.1692(2) 0.7292(2) 0.60692(16) 0.0293(5) Uani 1 1 d . . . . .
H22 H 1.243833 0.700171 0.640617 0.035 Uiso 1 1 calc R . . . .
C23 C 1.1058(2) 0.6841(2) 0.50441(15) 0.0221(4) Uani 1 1 d . . . . .
C24 C 1.2574(2) 0.5394(2) 0.46067(17) 0.0253(4) Uani 1 1 d . . . . .
H24A H 1.234643 0.456421 0.419022 0.030 Uiso 1 1 calc R . . . .
H24B H 1.268107 0.523365 0.532449 0.030 Uiso 1 1 calc R . . . .
C25 C 1.3984(2) 0.6277(2) 0.44056(19) 0.0300(5) Uani 1 1 d . . . . .
H25 H 1.404688 0.647308 0.373471 0.036 Uiso 1 1 calc R . . . .
C26 C 1.5137(3) 0.6792(3) 0.5122(2) 0.0450(7) Uani 1 1 d . . . . .
H26A H 1.510478 0.661255 0.579990 0.054 Uiso 1 1 calc R . . . .
H26B H 1.598585 0.733499 0.495284 0.054 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 1.5829(15) . ?
S1 O2 1.4232(16) . ?
S1 O3 1.4264(15) . ?
S1 N1 1.6070(17) . ?
O1 C1 1.464(2) . ?
N1 C4 1.432(2) . ?
N2 C3 1.378(2) . ?
N2 C10 1.385(2) . ?
N2 C11 1.466(2) . ?
C1 C2 1.505(3) . ?
C2 C3 1.498(3) . ?
C3 C4 1.370(3) . ?
C4 C5 1.426(3) . ?
C5 C6 1.401(3) . ?
C5 C10 1.416(3) . ?
C6 C7 1.383(3) . ?
C7 C8 1.405(3) . ?
C8 C9 1.384(3) . ?
C9 C10 1.395(3) . ?
C11 C12 1.503(3) . ?
C12 C13 1.310(3) . ?
S2 O4 1.5839(14) . ?
S2 O5 1.4267(15) . ?
S2 O6 1.4245(14) . ?
S2 N3 1.6045(16) . ?
O4 C14 1.462(2) . ?
N3 C17 1.430(2) . ?
N4 C16 1.384(2) . ?
N4 C23 1.382(3) . ?
N4 C24 1.470(3) . ?
C14 C15 1.519(3) . ?
C15 C16 1.497(3) . ?
C16 C17 1.371(3) . ?
C17 C18 1.426(3) . ?
C18 C19 1.399(3) . ?
C18 C23 1.414(3) . ?
C19 C20 1.385(3) . ?
C20 C21 1.404(4) . ?
C21 C22 1.379(3) . ?
C22 C23 1.398(3) . ?
C24 C25 1.495(3) . ?
C25 C26 1.313(3) . ?

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 106.15(8) . . ?
O2 S1 O1 109.83(9) . . ?
O2 S1 O3 119.47(10) . . ?
O2 S1 N1 107.52(9) . . ?
O3 S1 O1 102.21(8) . . ?
O3 S1 N1 110.87(9) . . ?
C1 O1 S1 118.43(13) . . ?
C4 N1 S1 118.96(13) . . ?
C3 N2 C10 109.19(16) . . ?
C3 N2 C11 124.84(17) . . ?
C10 N2 C11 125.41(17) . . ?
O1 C1 C2 108.99(16) . . ?
C3 C2 C1 113.07(17) . . ?
N2 C3 C2 121.00(17) . . ?
C4 C3 N2 108.50(16) . . ?
C4 C3 C2 130.50(18) . . ?
C3 C4 N1 125.97(17) . . ?
C3 C4 C5 108.67(17) . . ?
C5 C4 N1 125.35(17) . . ?
C6 C5 C4 134.38(19) . . ?
C6 C5 C10 119.78(18) . . ?
C10 C5 C4 105.83(16) . . ?
C7 C6 C5 117.96(19) . . ?
C6 C7 C8 121.51(19) . . ?
C9 C8 C7 121.74(19) . . ?
C8 C9 C10 116.84(19) . . ?
N2 C10 C5 107.81(17) . . ?
N2 C10 C9 130.02(19) . . ?
C9 C10 C5 122.17(18) . . ?
N2 C11 C12 111.60(17) . . ?
C13 C12 C11 123.5(2) . . ?
O4 S2 N3 107.69(8) . . ?
O5 S2 O4 102.95(8) . . ?
O5 S2 N3 107.56(9) . . ?
O6 S2 O4 108.52(8) . . ?
O6 S2 O5 120.02(9) . . ?
O6 S2 N3 109.39(9) . . ?
C14 O4 S2 118.98(12) . . ?
C17 N3 S2 119.01(13) . . ?
C16 N4 C24 127.14(17) . . ?
C23 N4 C16 108.83(17) . . ?
C23 N4 C24 123.71(17) . . ?
O4 C14 C15 112.11(16) . . ?
C16 C15 C14 114.13(16) . . ?
N4 C16 C15 123.44(18) . . ?
C17 C16 N4 108.23(17) . . ?
C17 C16 C15 128.32(18) . . ?
C16 C17 N3 125.40(17) . . ?
C16 C17 C18 109.08(17) . . ?
C18 C17 N3 125.52(17) . . ?
C19 C18 C17 134.4(2) . . ?
C19 C18 C23 120.26(19) . . ?
C23 C18 C17 105.31(17) . . ?
C20 C19 C18 117.9(2) . . ?
C19 C20 C21 121.2(2) . . ?
C22 C21 C20 121.9(2) . . ?
C21 C22 C23 117.2(2) . . ?
N4 C23 C18 108.54(17) . . ?
N4 C23 C22 129.9(2) . . ?
C22 C23 C18 121.6(2) . . ?
N4 C24 C25 111.40(17) . . ?
C26 C25 C24 123.7(2) . . ?


_olex2_submission_special_instructions 'No special instructions were received'
