# Electronic Supplementary Material (ESI) for Chemical Science.
# 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_pte1
_audit_block_doi                 10.5517/ccdc.csd.cc286mjn
_database_code_depnum_ccdc_archive 'CCDC 2091741'
loop_
_audit_author_name
_audit_author_address
'mengke li'
;South China University of Technology
China
;
_audit_update_record             
;
2021-06-23 deposited with the CCDC.	2021-09-20 downloaded from the CCDC.
;
_audit_creation_date             2019-10-29
_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         'C18 H11 N S2'
_chemical_formula_sum            'C18 H11 N S2'
_chemical_formula_weight         305.40
_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'
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                   6.0245(3)
_cell_length_b                   26.7814(19)
_cell_length_c                   17.4898(7)
_cell_angle_alpha                90
_cell_angle_beta                 92.341(4)
_cell_angle_gamma                90
_cell_volume                     2819.5(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4331
_cell_measurement_temperature    119.99(13)
_cell_measurement_theta_max      73.0040
_cell_measurement_theta_min      3.0530
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.331
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72593
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.439
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1264
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0569
_diffrn_reflns_av_unetI/netI     0.0656
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            14340
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.694
_diffrn_reflns_theta_min         3.020
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      119.99(13)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -31.00  -6.00   0.50    0.50    --    0.00 -72.00 -30.00   50
  2  ω    -38.00   5.00   0.50    0.50    --    0.00 -72.00 -90.00   86
  3  ω    -78.00 -45.00   0.50    0.50    --    0.00 -72.00 -30.00   66
  4  ω    -13.00  89.00   0.50    0.50    --    0.00  37.00  90.00  204
  5  ω    -75.00 -26.00   0.50    2.00    --  -98.80  72.00  90.00   98
  6  ω   -172.00 -87.00   0.50    2.00    --  -98.80 -19.00 -30.00  170
  7  ω   -112.00 -87.00   0.50    2.00    --  -98.80  57.00 -60.00   50
  8  ω    -89.00 -61.00   0.50    2.00    --  -98.80  72.00  30.00   56
  9  ω   -113.00 -22.00   0.50    2.00    --  -98.80  72.00 120.00  182
 10  ω   -187.00-161.00   0.50    2.00    --  -98.80 -37.00 -30.00   52
 11  ω   -111.00 -86.00   0.50    2.00    --  -98.80 -37.00 -30.00   50
 12  ω   -113.00 -11.00   0.50    2.00    --  -98.80  72.00 -60.00  204
 13  ω    -35.00  -9.00   0.50    2.00    --  -98.80  57.00 -60.00   52
 14  ω   -106.00 -40.00   0.50    2.00    --  -98.80  72.00  60.00  132
 15  ω   -106.00  -9.00   0.50    2.00    --  -98.80  19.00-120.00  194
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RCD3): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0208625000
_diffrn_orient_matrix_UB_12      0.0538550000
_diffrn_orient_matrix_UB_13      0.0299376000
_diffrn_orient_matrix_UB_21      -0.0115711000
_diffrn_orient_matrix_UB_22      0.0194911000
_diffrn_orient_matrix_UB_23      -0.0828674000
_diffrn_orient_matrix_UB_31      -0.2548413000
_diffrn_orient_matrix_UB_32      -0.0054237000
_diffrn_orient_matrix_UB_33      -0.0023695000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4232
_reflns_number_total             5418
_reflns_odcompleteness_completeness 98.12
_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 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.892
_refine_diff_density_min         -0.477
_refine_diff_density_rms         0.109
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     379
_refine_ls_number_reflns         5418
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0826
_refine_ls_R_factor_gt           0.0672
_refine_ls_restrained_S_all      1.057
_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)+(0.0963P)²+5.8832P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1843
_refine_ls_wR_factor_ref         0.1930
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N005(H005), N006(H006), C00E(H00E), C00L(H00L), C00N(H00N), C00P(H00P),
 C00R(H00R), C00S(H00S), C00T(H00T), C00U(H00U), C00V(H00V), C00W(H00W),
 C00X(H00X), C00Y(H00Y), C00Z(H00Z), C010(H010), C011(H011), C012(H012),
 C013(H013), C014(H014), C015(H015), C016(H016)
;
_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
S01 S 0.42435(15) 0.26703(4) 0.50190(5) 0.0275(3) Uani 1 1 d . . . . .
S02 S 0.87032(15) 0.28844(4) 0.60731(6) 0.0284(3) Uani 1 1 d . . . . .
S03 S -0.16333(15) 0.29920(4) 0.86615(6) 0.0290(3) Uani 1 1 d . . . . .
S04 S 0.28187(16) 0.33066(4) 0.78148(6) 0.0309(3) Uani 1 1 d . . . . .
N005 N 0.8085(5) 0.38933(13) 0.70161(19) 0.0275(7) Uani 1 1 d . . . . .
H005 H 0.933548 0.374763 0.711663 0.033 Uiso 1 1 calc R . . . .
N006 N -0.1635(5) 0.18149(13) 0.89613(19) 0.0273(7) Uani 1 1 d . . . . .
H006 H -0.275622 0.196708 0.914174 0.033 Uiso 1 1 calc R . . . .
C007 C 0.0071(6) 0.20411(16) 0.8580(2) 0.0266(9) Uani 1 1 d . . . . .
C008 C 0.6487(6) 0.37367(16) 0.6478(2) 0.0253(8) Uani 1 1 d . . . . .
C009 C 0.6430(6) 0.33052(16) 0.6044(2) 0.0260(8) Uani 1 1 d . . . . .
C00A C 0.4742(6) 0.40888(16) 0.6446(2) 0.0250(8) Uani 1 1 d . . . . .
C00B C -0.1251(6) 0.13063(17) 0.9006(2) 0.0271(9) Uani 1 1 d . . . . .
C00C C 0.0749(6) 0.11975(17) 0.8632(2) 0.0279(9) Uani 1 1 d . . . . .
C00D C 0.7331(6) 0.23012(16) 0.6100(2) 0.0276(9) Uani 1 1 d . . . . .
C00E C 0.2898(6) 0.40080(16) 0.5940(2) 0.0278(9) Uani 1 1 d . . . . .
H00E H 0.177080 0.424436 0.588930 0.033 Uiso 1 1 calc R . . . .
C00F C 0.0366(6) 0.25459(17) 0.8417(2) 0.0265(9) Uani 1 1 d . . . . .
C00G C 0.5263(6) 0.44595(16) 0.7023(2) 0.0273(9) Uani 1 1 d . . . . .
C00H C 0.5379(7) 0.22164(17) 0.5658(2) 0.0286(9) Uani 1 1 d . . . . .
C00I C 0.7342(6) 0.43247(16) 0.7369(2) 0.0271(9) Uani 1 1 d . . . . .
C00J C 0.2287(7) 0.26748(17) 0.8031(2) 0.0304(9) Uani 1 1 d . . . . .
C00K C 0.0072(6) 0.34824(17) 0.9016(2) 0.0293(9) Uani 1 1 d . . . . .
C00L C 0.3458(7) 0.18104(18) 0.7973(2) 0.0299(9) Uani 1 1 d . . . . .
H00L H 0.446370 0.157131 0.781727 0.036 Uiso 1 1 calc R . . . .
C00M C 0.4524(6) 0.32203(16) 0.5579(2) 0.0263(9) Uani 1 1 d . . . . .
C00N C 0.8257(7) 0.19211(17) 0.6546(2) 0.0290(9) Uani 1 1 d . . . . .
H00N H 0.955371 0.197926 0.683973 0.035 Uiso 1 1 calc R . . . .
C00O C 0.1567(6) 0.16687(17) 0.8361(2) 0.0271(9) Uani 1 1 d . . . . .
C00P C -0.2456(7) 0.09338(17) 0.9358(2) 0.0311(9) Uani 1 1 d . . . . .
H00P H -0.377105 0.100688 0.959587 0.037 Uiso 1 1 calc R . . . .
C00Q C 0.2043(6) 0.36125(17) 0.8657(2) 0.0308(9) Uani 1 1 d . . . . .
C00R C 0.7264(7) 0.14555(18) 0.6557(2) 0.0328(9) Uani 1 1 d . . . . .
H00R H 0.791049 0.119860 0.684675 0.039 Uiso 1 1 calc R . . . .
C00S C 0.8316(7) 0.45995(17) 0.7965(2) 0.0320(9) Uani 1 1 d . . . . .
H00S H 0.970649 0.451520 0.817777 0.038 Uiso 1 1 calc R . . . .
C00T C 0.3806(7) 0.23105(18) 0.7826(2) 0.0315(10) Uani 1 1 d . . . . .
H00T H 0.508422 0.240651 0.758409 0.038 Uiso 1 1 calc R . . . .
C00U C -0.0630(7) 0.37644(18) 0.9628(2) 0.0322(9) Uani 1 1 d . . . . .
H00U H -0.191822 0.367597 0.987046 0.039 Uiso 1 1 calc R . . . .
C00V C 0.2797(6) 0.35716(17) 0.5522(2) 0.0291(9) Uani 1 1 d . . . . .
H00V H 0.156639 0.350905 0.519818 0.035 Uiso 1 1 calc R . . . .
C00W C 0.1524(7) 0.07067(18) 0.8626(2) 0.0337(10) Uani 1 1 d . . . . .
H00W H 0.282238 0.062933 0.838184 0.040 Uiso 1 1 calc R . . . .
C00X C 0.4113(7) 0.48681(16) 0.7313(2) 0.0321(9) Uani 1 1 d . . . . .
H00X H 0.272563 0.495703 0.710291 0.039 Uiso 1 1 calc R . . . .
C00Y C 0.0589(7) 0.41787(18) 0.9878(3) 0.0370(10) Uani 1 1 d . . . . .
H00Y H 0.008096 0.437470 1.027367 0.044 Uiso 1 1 calc R . . . .
C00Z C 0.4342(7) 0.17553(17) 0.5693(2) 0.0294(9) Uani 1 1 d . . . . .
H00Z H 0.300418 0.170097 0.542152 0.035 Uiso 1 1 calc R . . . .
C010 C 0.3301(7) 0.40140(18) 0.8936(3) 0.0350(10) Uani 1 1 d . . . . .
H010 H 0.464034 0.409106 0.871810 0.042 Uiso 1 1 calc R . . . .
C011 C 0.5298(7) 0.13738(18) 0.6134(3) 0.0340(10) Uani 1 1 d . . . . .
H011 H 0.461690 0.106240 0.614602 0.041 Uiso 1 1 calc R . . . .
C012 C 0.2567(8) 0.43006(19) 0.9539(3) 0.0388(11) Uani 1 1 d . . . . .
H012 H 0.339668 0.457322 0.971477 0.047 Uiso 1 1 calc R . . . .
C013 C 0.0364(7) 0.03377(18) 0.8984(3) 0.0368(10) Uani 1 1 d . . . . .
H013 H 0.089629 0.001169 0.898802 0.044 Uiso 1 1 calc R . . . .
C014 C -0.1633(7) 0.04509(18) 0.9344(3) 0.0356(10) Uani 1 1 d . . . . .
H014 H -0.240931 0.019615 0.957693 0.043 Uiso 1 1 calc R . . . .
C015 C 0.5063(7) 0.51352(18) 0.7911(3) 0.0358(10) Uani 1 1 d . . . . .
H015 H 0.431167 0.540764 0.810523 0.043 Uiso 1 1 calc R . . . .
C016 C 0.7146(7) 0.50031(18) 0.8233(3) 0.0359(10) Uani 1 1 d . . . . .
H016 H 0.775775 0.519123 0.863566 0.043 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
S01 C00H 1.769(4) . ?
S01 C00M 1.773(4) . ?
S02 C009 1.773(4) . ?
S02 C00D 1.769(4) . ?
S03 C00F 1.762(4) . ?
S03 C00K 1.764(4) . ?
S04 C00J 1.766(5) . ?
S04 C00Q 1.766(5) . ?
N005 C008 1.384(5) . ?
N005 C00I 1.392(5) . ?
N006 C007 1.387(5) . ?
N006 C00B 1.383(6) . ?
C007 C00F 1.395(6) . ?
C007 C00O 1.408(6) . ?
C008 C009 1.383(6) . ?
C008 C00A 1.412(6) . ?
C009 C00M 1.398(5) . ?
C00A C00E 1.408(5) . ?
C00A C00G 1.440(6) . ?
C00B C00C 1.424(5) . ?
C00B C00P 1.393(6) . ?
C00C C00O 1.442(6) . ?
C00C C00W 1.395(6) . ?
C00D C00H 1.400(6) . ?
C00D C00N 1.386(6) . ?
C00E C00V 1.379(6) . ?
C00F C00J 1.407(6) . ?
C00G C00I 1.415(5) . ?
C00G C00X 1.401(6) . ?
C00H C00Z 1.387(6) . ?
C00I C00S 1.387(6) . ?
C00J C00T 1.394(6) . ?
C00K C00Q 1.409(6) . ?
C00K C00U 1.390(6) . ?
C00L C00O 1.402(6) . ?
C00L C00T 1.381(6) . ?
C00M C00V 1.403(6) . ?
C00N C00R 1.383(6) . ?
C00P C014 1.386(6) . ?
C00Q C010 1.392(6) . ?
C00R C011 1.388(6) . ?
C00S C016 1.382(6) . ?
C00U C00Y 1.392(6) . ?
C00W C013 1.375(7) . ?
C00X C015 1.373(6) . ?
C00Y C012 1.392(7) . ?
C00Z C011 1.391(6) . ?
C010 C012 1.390(7) . ?
C013 C014 1.414(6) . ?
C015 C016 1.400(6) . ?

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
C00H S01 C00M 101.3(2) . . ?
C00D S02 C009 101.58(19) . . ?
C00F S03 C00K 101.28(19) . . ?
C00Q S04 C00J 102.1(2) . . ?
C008 N005 C00I 109.0(3) . . ?
C00B N006 C007 109.4(3) . . ?
N006 C007 C00F 128.7(4) . . ?
N006 C007 C00O 108.5(4) . . ?
C00F C007 C00O 122.8(4) . . ?
N005 C008 C00A 108.7(3) . . ?
C009 C008 N005 128.9(4) . . ?
C009 C008 C00A 122.3(3) . . ?
C008 C009 S02 120.9(3) . . ?
C008 C009 C00M 117.2(4) . . ?
C00M C009 S02 121.9(3) . . ?
C008 C00A C00G 107.0(3) . . ?
C00E C00A C008 119.3(4) . . ?
C00E C00A C00G 133.6(4) . . ?
N006 C00B C00C 108.6(4) . . ?
N006 C00B C00P 129.9(4) . . ?
C00P C00B C00C 121.5(4) . . ?
C00B C00C C00O 106.2(4) . . ?
C00W C00C C00B 119.1(4) . . ?
C00W C00C C00O 134.7(4) . . ?
C00H C00D S02 120.7(3) . . ?
C00N C00D S02 119.1(3) . . ?
C00N C00D C00H 120.1(4) . . ?
C00V C00E C00A 118.7(4) . . ?
C007 C00F S03 120.9(3) . . ?
C007 C00F C00J 116.8(4) . . ?
C00J C00F S03 122.3(4) . . ?
C00I C00G C00A 106.7(4) . . ?
C00X C00G C00A 134.0(4) . . ?
C00X C00G C00I 119.1(4) . . ?
C00D C00H S01 122.2(3) . . ?
C00Z C00H S01 118.5(3) . . ?
C00Z C00H C00D 119.3(4) . . ?
N005 C00I C00G 108.5(4) . . ?
C00S C00I N005 129.8(4) . . ?
C00S C00I C00G 121.7(4) . . ?
C00F C00J S04 119.9(3) . . ?
C00T C00J S04 119.3(3) . . ?
C00T C00J C00F 120.9(4) . . ?
C00Q C00K S03 121.1(3) . . ?
C00U C00K S03 118.9(3) . . ?
C00U C00K C00Q 119.8(4) . . ?
C00T C00L C00O 119.0(4) . . ?
C009 C00M S01 120.9(3) . . ?
C009 C00M C00V 121.4(4) . . ?
C00V C00M S01 117.7(3) . . ?
C00R C00N C00D 120.4(4) . . ?
C007 C00O C00C 107.4(3) . . ?
C00L C00O C007 118.8(4) . . ?
C00L C00O C00C 133.8(4) . . ?
C014 C00P C00B 117.9(4) . . ?
C00K C00Q S04 120.9(3) . . ?
C010 C00Q S04 119.5(3) . . ?
C010 C00Q C00K 119.4(4) . . ?
C00N C00R C011 119.7(4) . . ?
C016 C00S C00I 117.6(4) . . ?
C00L C00T C00J 121.6(4) . . ?
C00K C00U C00Y 120.1(4) . . ?
C00E C00V C00M 121.0(4) . . ?
C013 C00W C00C 119.8(4) . . ?
C015 C00X C00G 119.1(4) . . ?
C00U C00Y C012 120.2(4) . . ?
C00H C00Z C011 120.1(4) . . ?
C012 C010 C00Q 120.4(4) . . ?
C00R C011 C00Z 120.3(4) . . ?
C010 C012 C00Y 119.9(4) . . ?
C00W C013 C014 120.4(4) . . ?
C00P C014 C013 121.3(4) . . ?
C00X C015 C016 120.9(4) . . ?
C00S C016 C015 121.5(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 1.970
_oxdiff_exptl_absorpt_empirical_full_min 0.485
####################################################################### 
# 
# 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_pte2
_database_code_depnum_ccdc_archive 'CCDC 2091742'
loop_
_audit_author_name
_audit_author_address
'mengke li'
;South China University of Technology
China
;
_audit_update_record             
;
2021-06-23 deposited with the CCDC.	2021-09-20 downloaded from the CCDC.
;
_audit_creation_date             2019-10-29
_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         'C18 H11 N S2'
_chemical_formula_sum            'C18 H11 N S2'
_chemical_formula_weight         305.40
_chemical_absolute_configuration ?
_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'
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           19
_space_group_name_H-M_alt        'P 21 21 21'
_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'

_cell_length_a                   6.1703(3)
_cell_length_b                   7.5854(5)
_cell_length_c                   28.6310(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1340.05(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    2168
_cell_measurement_temperature    119.99(13)
_cell_measurement_theta_max      73.0410
_cell_measurement_theta_min      7.3590
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.504
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51014
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.28b (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.514
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_av_unetI/netI     0.0516
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            4558
_diffrn_reflns_point_group_measured_fraction_full 0.895
_diffrn_reflns_point_group_measured_fraction_max 0.862
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.867
_diffrn_reflns_theta_min         6.035
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      119.99(13)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -51.00 -24.00   0.50    0.50    --    0.00  -8.00  83.00   54
  2  ω     18.00  43.00   0.50    2.00    --    5.00   8.00-100.00   50
  3  ω    -85.00 -60.00   0.50    2.00    --  -98.80   8.00-100.00   50
  4  ω    -54.00  10.00   0.50    0.50    --    0.00 -72.00  60.00  128
  5  ω    -36.00  -2.00   0.50    0.50    --    0.00 -19.00 -60.00   68
  6  ω   -112.00 -10.00   0.50    2.00    --  -98.80  72.00  30.00  204
  7  ω    -82.00 -56.00   0.50    2.00    --  -98.80  19.00 -30.00   52
  8  ω   -112.00 -83.00   0.50    2.00    --  -98.80  72.00  60.00   58
  9  ω   -111.00  -9.00   0.50    2.00    --  -98.80  19.00  60.00  204
 10  ω   -167.00-127.00   0.50    2.00    --  -98.80 -19.00-120.00   80
 11  ω   -121.00 -86.00   0.50    2.00    --  -98.80 -19.00-120.00   70
 12  ω   -101.00 -76.00   0.50    2.00    --  -98.80  72.00   0.00   50
 13  ω    -53.00 -28.00   0.50    2.00    --  -98.80  72.00 -60.00   50
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RCD3): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0235461000
_diffrn_orient_matrix_UB_12      0.1778207000
_diffrn_orient_matrix_UB_13      -0.0255086000
_diffrn_orient_matrix_UB_21      -0.0022184000
_diffrn_orient_matrix_UB_22      0.0969234000
_diffrn_orient_matrix_UB_23      0.0472598000
_diffrn_orient_matrix_UB_31      0.2486289000
_diffrn_orient_matrix_UB_32      -0.0160905000
_diffrn_orient_matrix_UB_33      0.0027461000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.513
_reflns_Friedel_fraction_full    0.770
_reflns_Friedel_fraction_max     0.720
_reflns_number_gt                2135
_reflns_number_total             2337
_reflns_odcompleteness_completeness 97.60
_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 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.28b (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.681
_refine_diff_density_min         -0.532
_refine_diff_density_rms         0.099
_refine_ls_abs_structure_details 
;
 Flack x determined using 658 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         2337
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0680
_refine_ls_R_factor_gt           0.0641
_refine_ls_restrained_S_all      1.062
_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)+(0.1208P)²+0.9177P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1710
_refine_ls_wR_factor_ref         0.1746
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N003(H003), C004(H004), C006(H006), C00A(H00A), C00B(H00B), C00F(H00F),
 C00H(H00H), C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L)
;
_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
S01 S 0.2234(3) 0.09657(19) 0.40571(5) 0.0303(4) Uani 1 1 d . . . . .
S02 S 0.6748(2) 0.2896(2) 0.38926(5) 0.0335(4) Uani 1 1 d . . . . .
N003 N 0.4481(9) 0.3202(7) 0.21389(17) 0.0337(12) Uani 1 1 d . . . . .
H003 H 0.558362 0.372841 0.201925 0.040 Uiso 1 1 calc R . . . .
C004 C 0.1584(10) 0.1362(8) 0.3113(2) 0.0276(12) Uani 1 1 d . . . . .
H004 H 0.025868 0.080538 0.315950 0.033 Uiso 1 1 calc R . . . .
C005 C 0.2211(11) 0.1917(8) 0.26633(19) 0.0293(13) Uani 1 1 d . . . . .
C006 C 0.4016(12) 0.5766(9) 0.4923(2) 0.0358(15) Uani 1 1 d . . . . .
H006 H 0.442415 0.670352 0.511328 0.043 Uiso 1 1 calc R . . . .
C007 C 0.4255(10) 0.2728(8) 0.2605(2) 0.0298(13) Uani 1 1 d . . . . .
C008 C 0.2647(11) 0.2691(8) 0.1900(2) 0.0314(13) Uani 1 1 d . . . . .
C009 C 0.4881(11) 0.3734(8) 0.4302(2) 0.0303(13) Uani 1 1 d . . . . .
C00A C -0.0791(11) 0.1256(9) 0.2046(2) 0.0310(13) Uani 1 1 d . . . . .
H00A H -0.178930 0.074580 0.224777 0.037 Uiso 1 1 calc R . . . .
C00B C 0.1458(12) 0.3522(9) 0.47145(19) 0.0323(14) Uani 1 1 d . . . . .
H00B H 0.011896 0.298293 0.475658 0.039 Uiso 1 1 calc R . . . .
C00C C 0.4991(11) 0.2501(8) 0.3416(2) 0.0302(13) Uani 1 1 d . . . . .
C00D C 0.1186(11) 0.1887(8) 0.2210(2) 0.0293(13) Uani 1 1 d . . . . .
C00E C 0.2858(10) 0.2892(8) 0.43722(18) 0.0271(12) Uani 1 1 d . . . . .
C00F C 0.2028(11) 0.4940(8) 0.49939(19) 0.0339(14) Uani 1 1 d . . . . .
H00F H 0.109272 0.533590 0.522601 0.041 Uiso 1 1 calc R . . . .
C00G C 0.2984(10) 0.1660(7) 0.3488(2) 0.0277(12) Uani 1 1 d . . . . .
C00H C 0.0210(12) 0.2191(9) 0.1269(2) 0.0347(14) Uani 1 1 d . . . . .
H00H H -0.015423 0.227422 0.095423 0.042 Uiso 1 1 calc R . . . .
C00I C 0.5660(10) 0.3059(8) 0.29752(19) 0.0310(13) Uani 1 1 d . . . . .
H00I H 0.698023 0.362599 0.293057 0.037 Uiso 1 1 calc R . . . .
C00J C 0.5389(11) 0.5201(9) 0.4572(2) 0.0346(14) Uani 1 1 d . . . . .
H00J H 0.666953 0.581116 0.451478 0.042 Uiso 1 1 calc R . . . .
C00K C -0.1228(12) 0.1406(9) 0.1577(2) 0.0359(15) Uani 1 1 d . . . . .
H00K H -0.253192 0.096668 0.146259 0.043 Uiso 1 1 calc R . . . .
C00L C 0.2195(11) 0.2857(8) 0.1421(2) 0.0351(14) Uani 1 1 d . . . . .
H00L H 0.316888 0.338461 0.121628 0.042 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
S01 C00E 1.760(6) . ?
S01 C00G 1.773(6) . ?
S02 C009 1.762(7) . ?
S02 C00C 1.768(6) . ?
N003 C007 1.390(8) . ?
N003 C008 1.378(8) . ?
C004 C005 1.409(8) . ?
C004 C00G 1.396(8) . ?
C005 C007 1.413(9) . ?
C005 C00D 1.443(8) . ?
C006 C00F 1.392(10) . ?
C006 C00J 1.384(9) . ?
C007 C00I 1.392(8) . ?
C008 C00D 1.405(9) . ?
C008 C00L 1.405(8) . ?
C009 C00E 1.417(9) . ?
C009 C00J 1.390(9) . ?
C00A C00D 1.392(9) . ?
C00A C00K 1.374(9) . ?
C00B C00E 1.391(8) . ?
C00B C00F 1.386(9) . ?
C00C C00G 1.409(9) . ?
C00C C00I 1.393(8) . ?
C00H C00K 1.386(10) . ?
C00H C00L 1.395(10) . ?

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
C00E S01 C00G 99.6(3) . . ?
C009 S02 C00C 100.0(3) . . ?
C008 N003 C007 108.8(5) . . ?
C00G C004 C005 119.0(6) . . ?
C004 C005 C007 118.8(5) . . ?
C004 C005 C00D 134.1(6) . . ?
C007 C005 C00D 107.0(5) . . ?
C00J C006 C00F 120.4(6) . . ?
N003 C007 C005 108.4(5) . . ?
N003 C007 C00I 128.4(6) . . ?
C00I C007 C005 123.0(5) . . ?
N003 C008 C00D 109.6(5) . . ?
N003 C008 C00L 128.5(6) . . ?
C00L C008 C00D 121.9(6) . . ?
C00E C009 S02 120.5(5) . . ?
C00J C009 S02 120.7(5) . . ?
C00J C009 C00E 118.7(6) . . ?
C00K C00A C00D 118.3(6) . . ?
C00F C00B C00E 121.1(6) . . ?
C00G C00C S02 120.1(5) . . ?
C00I C00C S02 117.8(5) . . ?
C00I C00C C00G 122.1(6) . . ?
C008 C00D C005 106.3(6) . . ?
C00A C00D C005 133.9(6) . . ?
C00A C00D C008 119.8(6) . . ?
C009 C00E S01 119.6(5) . . ?
C00B C00E S01 120.7(5) . . ?
C00B C00E C009 119.5(6) . . ?
C00B C00F C006 119.3(6) . . ?
C004 C00G S01 119.8(5) . . ?
C004 C00G C00C 120.3(5) . . ?
C00C C00G S01 119.9(5) . . ?
C00K C00H C00L 121.3(6) . . ?
C007 C00I C00C 116.7(6) . . ?
C006 C00J C009 120.9(7) . . ?
C00A C00K C00H 122.1(7) . . ?
C00H C00L C008 116.6(6) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.060
_oxdiff_exptl_absorpt_empirical_full_min 0.520
