# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 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_20190120b
_database_code_depnum_ccdc_archive 'CCDC 1922712'
loop_
_audit_author_name
_audit_author_address
'Wei Jun Jin'
;Beijing Normal University
China
;
_audit_update_record             
;
2019-06-13 deposited with the CCDC.	2020-09-24 downloaded from the CCDC.
;
_audit_creation_date             2019-01-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_systematic        "[2,2'-bithiophene]-3,3'-dicarbaldehyde"
_chemical_formula_moiety         'C10 H6 O2 S2'
_chemical_formula_sum            'C10 H6 O2 S2'
_chemical_formula_weight         222.29
_chemical_oxdiff_formula         C1H1O1S1
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.01920 0.00962 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
S 0.33537 0.55136 6.90530 5.20340 1.43790 1.58630 1.46790 22.21510 0.25360
56.17200 0.866900026798
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.05239 0.03377 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   7.3436(6)
_cell_length_b                   7.4576(5)
_cell_length_c                   9.2449(7)
_cell_angle_alpha                88.912(6)
_cell_angle_beta                 74.846(7)
_cell_angle_gamma                69.062(7)
_cell_volume                     454.87(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2213
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      71.8310
_cell_measurement_theta_min      4.9550
_exptl_absorpt_coefficient_mu    5.036
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86778
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.6228
_exptl_crystal_description       cube
_exptl_crystal_F_000             229.9293
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_diffrn_reflns_av_R_equivalents  0.0148
_diffrn_reflns_av_unetI/netI     0.0197
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            2818
_diffrn_reflns_theta_full        72.1505
_diffrn_reflns_theta_max         72.15
_diffrn_reflns_theta_min         4.97
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3127
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.9654
_diffrn_measured_fraction_theta_max 0.9654
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -64.00 -24.00   1.00    1.00    --  -41.49  57.00-120.00   40
  2  ω   -114.00 -27.00   1.00    1.00    --  -41.49 -37.00  90.00   87
  3  ω    -14.00  30.00   1.00    1.00    --  -41.49  57.00-120.00   44
  4  ω    -22.00  71.00   1.00    1.00    --   41.49 -77.00   0.00   93
  5  ω     32.00  63.00   1.00    1.00    --   41.49-125.00 -60.00   31
  6  ω     38.00 106.00   1.00    1.00    --  104.69 -94.00-180.00   68
  7  ω     83.00 172.00   1.00    1.00    --  104.69  61.00 150.00   89
  8  ω     94.00 175.00   1.00    1.00    --  104.69 125.00  90.00   81
  9  ω     76.00 109.00   1.00    1.00    --  104.69 -94.00  30.00   33
 10  ω     42.00  73.00   1.00    1.00    --  104.69 -94.00  30.00   31
 11  ω     95.00 172.00   1.00    1.00    --  104.69  30.00  60.00   77
 12  ω     50.00 106.00   1.00    1.00    --  104.69 -94.00-120.00   56
 13  ω    152.00 177.00   1.00    1.00    --  104.69 112.00-121.00   25
 14  ω     45.00 122.00   1.00    1.00    --  104.69 -30.00 120.00   77
 15  ω     95.00 152.00   1.00    1.00    --  104.69 125.00  60.00   57
 16  ω    123.00 148.00   1.00    1.00    --  104.69 125.00   0.00   25
 17  ω     49.00 128.00   1.00    1.00    --  104.69 -45.00   0.00   79
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1216911000
_diffrn_orient_matrix_UB_12      0.0558686000
_diffrn_orient_matrix_UB_13      0.1661990000
_diffrn_orient_matrix_UB_21      0.0895389000
_diffrn_orient_matrix_UB_22      -0.2113635000
_diffrn_orient_matrix_UB_23      0.0350681000
_diffrn_orient_matrix_UB_31      0.1779831000
_diffrn_orient_matrix_UB_32      0.0382284000
_diffrn_orient_matrix_UB_33      0.0340301000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              8
_reflns_limit_h_min              -8
_reflns_limit_k_max              9
_reflns_limit_k_min              -8
_reflns_limit_l_max              11
_reflns_limit_l_min              0
_reflns_number_gt                1670
_reflns_number_total             1732
_reflns_odcompleteness_completeness 99.88
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.2897
_refine_diff_density_min         -0.3407
_refine_diff_density_rms         0.0688
_refine_ls_d_res_high            0.8099
_refine_ls_d_res_low             8.8930
_refine_ls_goodness_of_fit_ref   1.0522
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    12
_refine_ls_number_parameters     126
_refine_ls_number_reflns         1732
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0267
_refine_ls_R_factor_gt           0.0258
_refine_ls_restrained_S_all      1.0522
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0399P)²+0.2152P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0679
_refine_ls_wR_factor_ref         0.0687
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C10(H10), C5(H5), C9(H9), C13(H13), C11(H11)
;
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_refinement_flags_posn
S1 S 0.64003(5) 0.24315(5) 0.13470(4) 0.01050(12) Uani 1.000000 .
S6 S 0.26532(5) 0.02584(5) 0.41435(4) 0.01134(12) Uani 1.000000 .
O14 O 0.04202(17) 0.26088(17) -0.01958(12) 0.0187(3) Uani 1.000000 .
O12 O 0.23184(17) 0.66784(16) 0.56423(12) 0.0159(2) Uani 1.000000 .
C4 C 0.4551(2) 0.2545(2) -0.06646(16) 0.0112(3) Uani 1.000000 .
H4 H 0.4254(2) 0.2591(2) -0.15862(16) 0.0135(4) Uiso 1.000000 R
C8 C 0.2569(2) 0.3624(2) 0.47466(16) 0.0102(3) Uani 1.000000 .
C3 C 0.3169(2) 0.2503(2) 0.07302(16) 0.0101(3) Uani 1.000000 .
C10 C 0.1775(2) 0.1168(2) 0.59903(16) 0.0122(3) Uani 1.000000 .
H10 H 0.1328(2) 0.0510(2) 0.67867(16) 0.0146(4) Uiso 1.000000 R
C5 C 0.6349(2) 0.2509(2) -0.05009(16) 0.0116(3) Uani 1.000000 .
H5 H 0.7423(2) 0.2524(2) -0.12946(16) 0.0140(4) Uiso 1.000000 R
C9 C 0.1810(2) 0.2959(2) 0.61506(16) 0.0113(3) Uani 1.000000 .
H9 H 0.1388(2) 0.3672(2) 0.70714(16) 0.0135(4) Uiso 1.000000 R
C2 C 0.3973(2) 0.2439(2) 0.19403(16) 0.0093(3) Uani 1.000000 .
C7 C 0.3077(2) 0.2308(2) 0.35380(16) 0.0097(3) Uani 1.000000 .
C13 C 0.1114(2) 0.2551(2) 0.08742(17) 0.0121(3) Uani 1.000000 .
H13 H 0.0300(2) 0.2538(2) 0.18291(17) 0.0146(4) Uiso 1.000000 R
C11 C 0.2743(2) 0.5514(2) 0.45851(17) 0.0120(3) Uani 1.000000 .
H11 H 0.3203(2) 0.5848(2) 0.36209(17) 0.0144(4) Uiso 1.000000 R


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 C5 1.7180(15) . ?
S1 C2 1.7204(14) . ?
S6 C10 1.7165(15) . ?
S6 C7 1.7215(15) . ?
O14 C13 1.2189(19) . ?
O12 C11 1.2188(19) . ?
C4 H4 0.9300 . ?
C4 C3 1.425(2) . ?
C4 C5 1.359(2) . ?
C8 C9 1.427(2) . ?
C8 C7 1.383(2) . ?
C8 C11 1.461(2) . ?
C3 C2 1.388(2) . ?
C3 C13 1.467(2) . ?
C10 H10 0.9300 . ?
C10 C9 1.357(2) . ?
C5 H5 0.9300 . ?
C9 H9 0.9300 . ?
C2 C7 1.469(2) . ?
C13 H13 0.9300 . ?
C11 H11 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
C2 S1 C5 92.23(7) . . ?
C7 S6 C10 92.35(7) . . ?
C3 C4 H4 123.69(8) . . ?
C5 C4 H4 123.69(9) . . ?
C5 C4 C3 112.62(13) . . ?
C7 C8 C9 112.83(13) . . ?
C11 C8 C9 124.01(13) . . ?
C11 C8 C7 123.14(13) . . ?
C2 C3 C4 112.47(13) . . ?
C13 C3 C4 123.78(13) . . ?
C13 C3 C2 123.74(13) . . ?
H10 C10 S6 124.00(5) . . ?
C9 C10 S6 111.99(11) . . ?
C9 C10 H10 124.00(9) . . ?
C4 C5 S1 111.96(11) . . ?
H5 C5 S1 124.02(5) . . ?
H5 C5 C4 124.02(9) . . ?
C10 C9 C8 112.37(13) . . ?
H9 C9 C8 123.82(8) . . ?
H9 C9 C10 123.82(9) . . ?
C3 C2 S1 110.73(11) . . ?
C7 C2 S1 119.91(11) . . ?
C7 C2 C3 129.32(13) . . ?
C8 C7 S6 110.45(11) . . ?
C2 C7 S6 120.71(11) . . ?
C2 C7 C8 128.75(13) . . ?
C3 C13 O14 123.25(14) . . ?
H13 C13 O14 118.38(9) . . ?
H13 C13 C3 118.38(8) . . ?
C8 C11 O12 123.73(14) . . ?
H11 C11 O12 118.14(9) . . ?
H11 C11 C8 118.14(8) . . ?

_olex2_submission_original_sample_id 20190120b
_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 1.373
_oxdiff_exptl_absorpt_empirical_full_min 0.848
####################################################################### 
# 
# 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_20190120a
_database_code_depnum_ccdc_archive 'CCDC 1922720'
loop_
_audit_author_name
_audit_author_address
'Wei Jun Jin'
;Beijing Normal University
China
;
_audit_update_record             
;
2019-06-13 deposited with the CCDC.	2020-09-24 downloaded from the CCDC.
;
_audit_creation_date             2019-05-15
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_chemical_name_systematic        "[2,2'-bithiophene]-5,5'-dicarbaldehyde"
_chemical_formula_moiety         '2(C5 H3 O S)'
_chemical_formula_sum            'C10 H6 O2 S2'
_chemical_formula_weight         222.29
_chemical_oxdiff_formula         CC1H1O1S1
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.01920 0.00962 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
S 0.33537 0.55136 6.90530 5.20340 1.43790 1.58630 1.46790 22.21510 0.25360
56.17200 0.866900026798
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.05239 0.03377 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,-y,-z

_symmetry_Int_Tables_number      2
_cell_length_a                   3.7602(4)
_cell_length_b                   5.7192(5)
_cell_length_c                   21.433(2)
_cell_angle_alpha                92.575(8)
_cell_angle_beta                 93.914(9)
_cell_angle_gamma                95.810(8)
_cell_volume                     456.85(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1118
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      71.7470
_cell_measurement_theta_min      4.1220
_exptl_absorpt_coefficient_mu    5.014
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49707
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.6158
_exptl_crystal_description       plate
_exptl_crystal_F_000             229.9293
_exptl_crystal_preparation       'Solvent evaporation'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_diffrn_reflns_av_R_equivalents  0.0794
_diffrn_reflns_av_unetI/netI     0.0708
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            2571
_diffrn_reflns_theta_full        71.9897
_diffrn_reflns_theta_max         71.99
_diffrn_reflns_theta_min         6.22
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3127
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.9547
_diffrn_measured_fraction_theta_max 0.9547
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -114.00 -23.00   1.00    1.10    --  -39.74 -37.00-150.00   91
  2  ω   -112.00 -17.00   1.00    1.10    --  -39.74 -57.00 120.00   95
  3  ω    104.00 129.00   1.00    1.10    --   39.74 178.00 120.00   25
  4  ω     88.00 115.00   1.00    1.10    --   39.74 178.00   0.00   27
  5  ω      2.00  31.00   1.00    1.10    --   39.74 -99.00 -30.00   29
  6  ω     62.00 127.00   1.00    1.10    --   39.74 178.00 150.00   65
  7  ω     84.00 118.00   1.00    7.00    --  104.69-125.00  30.00   34
  8  ω     34.00 135.00   1.00    7.00    --  104.69 -77.00-120.00  101
  9  ω     75.00 162.00   1.00    7.00    --  104.69  77.00  30.00   87
 10  ω    135.00 170.00   1.00    7.00    --  104.69  61.00   0.00   35
 11  ω     82.00 109.00   1.00    7.00    --  104.69  61.00   0.00   27
 12  ω     95.00 134.00   1.00    7.00    --  104.69 125.00-150.00   39
 13  ω    135.00 170.00   1.00    7.00    --  104.69 125.00 -90.00   35
 14  ω     49.00 112.00   1.00    7.00    --  104.69-125.00-120.00   63
 15  ω     85.00 173.00   1.00    7.00    --  104.69  77.00 -90.00   88
 16  ω     83.00 176.00   1.00    7.00    --  104.69  45.00 -30.00   93
 17  ω     46.00 111.00   1.00    7.00    --  104.69-125.00 120.00   65
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.2279599000
_diffrn_orient_matrix_UB_12      -0.2089408000
_diffrn_orient_matrix_UB_13      0.0028858000
_diffrn_orient_matrix_UB_21      0.2761247000
_diffrn_orient_matrix_UB_22      0.1310886000
_diffrn_orient_matrix_UB_23      -0.0394279000
_diffrn_orient_matrix_UB_31      0.2056674000
_diffrn_orient_matrix_UB_32      0.1125615000
_diffrn_orient_matrix_UB_33      0.0603509000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              4
_reflns_limit_h_min              -4
_reflns_limit_k_max              6
_reflns_limit_k_min              -6
_reflns_limit_l_max              26
_reflns_limit_l_min              0
_reflns_number_gt                1590
_reflns_number_total             1706
_reflns_odcompleteness_completeness 98.66
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         2.1397
_refine_diff_density_min         -1.4437
_refine_diff_density_rms         0.4146
_refine_ls_d_res_high            0.8106
_refine_ls_d_res_low             7.1179
_refine_ls_goodness_of_fit_ref   3.2900
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    12
_refine_ls_number_parameters     126
_refine_ls_number_reflns         1706
_refine_ls_number_restraints     60
_refine_ls_R_factor_all          0.1478
_refine_ls_R_factor_gt           0.1448
_refine_ls_restrained_S_all      3.2292
_refine_ls_shift/su_max          0.0003
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.4235
_refine_ls_wR_factor_ref         0.4245
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C7) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C13) \\sim Ueq, Uanis(C2) \\sim
Ueq, Uanis(C4) \\sim Ueq, Uanis(C14) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C5)
\\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(C9) \\sim Ueq: with sigma of 0.001 and
sigma for terminal atoms of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C13(H13), C2(H2), C4(H4), C5(H5), C11(H11), C9(H9)
;
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_refinement_flags_posn
_atom_site_refinement_flags_adp
S12 S 0.3521(6) 0.2154(4) 0.56113(9) 0.0147(8) Uani 1.000000 . .
S6 S 0.2883(6) 0.6979(4) 0.93757(9) 0.0153(8) Uani 1.000000 . .
O1 O 0.075(2) 0.4180(13) 0.8114(3) 0.0251(17) Uani 1.000000 . .
O8 O 0.271(2) -0.0313(14) 0.6853(3) 0.0248(17) Uani 1.000000 . .
C7 C 0.494(2) 0.9686(17) 0.9668(4) 0.0141(18) Uani 1.000000 . U
C3 C 0.392(3) 0.7637(18) 0.8625(4) 0.0183(19) Uani 1.000000 . U
C13 C 0.709(3) 0.6273(19) 0.5802(4) 0.0183(19) Uani 1.000000 . U
H13 H 0.817(3) 0.7772(19) 0.5742(4) 0.022(2) Uiso 1.000000 R .
C2 C 0.268(3) 0.6029(19) 0.8090(4) 0.0188(19) Uani 1.000000 . U
H2 H 0.341(3) 0.6436(19) 0.7700(4) 0.023(2) Uiso 1.000000 R .
C4 C 0.572(3) 0.9788(18) 0.8608(4) 0.0182(19) Uani 1.000000 . U
H4 H 0.648(3) 1.0416(18) 0.8241(4) 0.022(2) Uiso 1.000000 R .
C14 C 0.526(2) 0.4799(17) 0.5328(4) 0.0148(18) Uani 1.000000 . U
C10 C 0.526(3) 0.3057(18) 0.6364(4) 0.0170(19) Uani 1.000000 . U
C5 C 0.637(3) 1.1004(19) 0.9199(4) 0.0185(19) Uani 1.000000 . U
H5 H 0.759(3) 1.2500(19) 0.9266(4) 0.022(2) Uiso 1.000000 R .
C11 C 0.711(3) 0.5235(18) 0.6388(4) 0.0167(18) Uani 1.000000 . U
H11 H 0.828(3) 0.5966(18) 0.6753(4) 0.020(2) Uiso 1.000000 R .
C9 C 0.460(3) 0.1537(19) 0.6886(4) 0.0186(19) Uani 1.000000 . U
H9 H 0.574(3) 0.2035(19) 0.7275(4) 0.022(2) Uiso 1.000000 R .


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
S12 C14 1.739(10) . ?
S12 C10 1.735(9) . ?
S6 C7 1.729(10) . ?
S6 C3 1.731(9) . ?
O1 C2 1.226(14) . ?
O8 C9 1.211(14) . ?
C7 C7 1.451(15) 2_677 ?
C7 C5 1.387(13) . ?
C3 C2 1.457(13) . ?
C3 C4 1.346(15) . ?
C13 H13 0.9300 . ?
C13 C14 1.388(13) . ?
C13 C11 1.412(13) . ?
C2 H2 0.9300 . ?
C4 H4 0.9300 . ?
C4 C5 1.412(13) . ?
C14 C14 1.437(16) 2_666 ?
C10 C11 1.362(15) . ?
C10 C9 1.466(13) . ?
C5 H5 0.9300 . ?
C11 H11 0.9300 . ?
C9 H9 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
C10 S12 C14 90.9(4) . . ?
C3 S6 C7 90.8(4) . . ?
C7 C7 S6 120.2(9) 2_677 . ?
C5 C7 S6 111.8(6) . . ?
C2 C3 S6 121.1(8) . . ?
C4 C3 S6 112.1(7) . . ?
C4 C3 C2 126.7(9) . . ?
C14 C13 H13 123.9(6) . . ?
C11 C13 H13 123.9(6) . . ?
C11 C13 C14 112.3(9) . . ?
C3 C2 O1 125.2(9) . . ?
H2 C2 O1 117.4(5) . . ?
H2 C2 C3 117.4(5) . . ?
H4 C4 C3 123.1(5) . . ?
C5 C4 C3 113.9(9) . . ?
C5 C4 H4 123.1(6) . . ?
C13 C14 S12 111.4(7) . . ?
C14 C14 S12 119.8(9) 2_666 . ?
C14 C14 C13 128.7(11) 2_666 . ?
C11 C10 S12 112.2(7) . . ?
C9 C10 S12 120.2(7) . . ?
C9 C10 C11 127.6(8) . . ?
C4 C5 C7 111.4(9) . . ?
H5 C5 C7 124.3(5) . . ?
H5 C5 C4 124.3(6) . . ?
C10 C11 C13 113.2(8) . . ?
H11 C11 C13 123.4(6) . . ?
H11 C11 C10 123.4(5) . . ?
C10 C9 O8 125.5(9) . . ?
H9 C9 O8 117.2(5) . . ?
H9 C9 C10 117.2(5) . . ?

_olex2_submission_original_sample_id 2T5C
_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 2.739
_oxdiff_exptl_absorpt_empirical_full_min 0.589
loop_
_restr_U_iso_atom_site_label
_restr_U_iso_weight_param
C7 0.0010
C3 0.0010
C13 0.0010
C2 0.0010
C4 0.0010
C14 0.0010
C10 0.0010
C5 0.0010
C11 0.0010
C9 0.0010

