# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# 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_hk-pnzta-ea-20200518
_database_code_depnum_ccdc_archive 'CCDC 2030804'
loop_
_audit_author_name
_audit_author_address
'Heechan Kim'
;Seoul National University
South Korea
;
_audit_update_record             
;
2020-09-08 deposited with the CCDC.	2021-05-28 downloaded from the CCDC.
;
_audit_creation_date             2020-05-18
_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            PNZTA
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H8 N2 S2'
_chemical_formula_sum            'C14 H8 N2 S2'
_chemical_formula_weight         268.34
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C14 H8 N2 S2'
_chemical_oxdiff_usercomment     HK-PNZTA-EA-20200518
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      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                   6.9896(3)
_cell_length_b                   9.2152(4)
_cell_length_c                   9.6542(3)
_cell_angle_alpha                100.010(3)
_cell_angle_beta                 94.635(3)
_cell_angle_gamma                105.365(3)
_cell_volume                     585.19(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5790
_cell_measurement_temperature    93
_cell_measurement_theta_max      78.7390
_cell_measurement_theta_min      4.6810
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.947
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.269
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.29d (Rigaku Oxford Diffraction, 2017)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.523
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             276
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-4 0 1 0.0541
0 0 -6 0.0917
-1 4 4 0.1723
1 -6 0 0.1558
-1 6 0 0.2222
4 0 -4 0.0853
3 -5 0 0.1523
-2 -4 4 0.1642
-3 6 -1 0.2168
-4 2 3 0.1197
4 -4 0 0.1377
4 0 -2 0.0684
-2 -4 3 0.1438
4 1 0 0.0688
4 -2 1 0.1009
-3 -3 1 0.0958
3 2 2 0.1026
3 -4 4 0.1798
0 -3 6 0.2193

_exptl_crystal_size_max          0.452
_exptl_crystal_size_mid          0.334
_exptl_crystal_size_min          0.130
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-3.9957 -0.0068 1.0059 0.8435 0.3524 0.0256
-0.0021 0.0058 -6.0007 -0.4024 0.8657 -0.2258
-1.0028 3.9970 4.0011 0.4310 -0.7917 -0.4738
1.0068 -6.0020 -0.0003 -0.1470 0.3839 0.9349
-1.0068 6.0020 0.0003 0.1470 -0.3839 -0.9349
3.9947 0.0096 -4.0062 -1.0448 0.0804 -0.1384
3.0035 -4.9985 -0.0033 -0.5431 0.0509 0.7856
-1.9915 -4.0090 4.0041 0.6879 0.0099 0.7657
-3.0051 6.0000 -0.9970 0.4682 0.0088 -0.9786
-3.9976 1.9925 3.0057 0.9620 -0.1055 -0.2098
4.0012 -3.9965 -0.0050 -0.7451 -0.1580 0.6333
3.9954 0.0077 -2.0060 -0.9106 -0.2082 -0.0632
-1.9918 -4.0081 3.0040 0.6209 0.1542 0.7281
3.9948 1.0064 -0.0059 -0.7843 -0.5814 -0.1433
3.9990 -1.9963 0.9948 -0.6937 -0.4717 0.3603
-2.9928 -3.0070 1.0050 0.6730 0.4823 0.4945
2.9951 2.0036 1.9955 -0.4639 -0.8305 -0.2263
3.0036 -4.0018 3.9969 -0.2827 -0.6110 0.7808
0.0059 -3.0075 6.0013 0.4260 -0.6117 0.6917

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0281
_diffrn_reflns_av_unetI/netI     0.0311
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.949
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            6515
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.949
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.489
_diffrn_reflns_theta_min         5.083
_diffrn_ambient_temperature      93
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.949
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -33.00  89.00   0.50    0.50    --    0.00  77.00-120.00  244
  2  ω    -89.00  33.00   0.50    0.50    --    0.00 -77.00-180.00  244
  3  ω    -89.00  35.00   0.50    0.50    --    0.00 -82.00   0.00  248
  4  ω     75.00 195.00   0.50    0.50    --  105.20  30.00  60.00  240
  5  ω     16.00 134.00   0.50    0.50    --  105.20 -61.00 120.00  236
  6  ω     16.00 134.00   0.50    0.50    --  105.20 -61.00 -30.00  236
  7  ω     16.00 141.00   0.50    0.50    --  105.20 -82.00-180.00  250
  8  ω     84.00 194.00   0.50    0.50    --  105.20  30.00-180.00  220
  9  ω     46.00  77.00   0.50    0.50    --  105.20 -82.00-120.00   62
 10  ω    100.00 127.00   0.50    0.50    --  105.20 -82.00-120.00   54
 11  ω     67.00 131.00   0.50    0.50    --  105.20 -82.00  30.00  128
 12  ω     88.00 137.00   0.50    0.50    --  105.20  30.00 120.00   98
 13  ω     22.00 138.00   0.50    0.50    --  105.20 -82.00 -60.00  232
 14  ω     98.00 194.00   0.50    0.50    --  105.20  45.00-150.00  192
 15  ω     63.00 138.00   0.50    0.50    --  105.20 -82.00 120.00  150
 16  ω     80.00 177.00   0.50    0.50    --  105.20  30.00 150.00  194
 17  ω     16.00 110.00   0.50    0.50    --  105.20 -61.00 -60.00  188
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa dual home/near'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1942011000
_diffrn_orient_matrix_UB_12      -0.0080847000
_diffrn_orient_matrix_UB_13      0.0671243000
_diffrn_orient_matrix_UB_21      -0.1243883000
_diffrn_orient_matrix_UB_22      -0.0848187000
_diffrn_orient_matrix_UB_23      -0.1443077000
_diffrn_orient_matrix_UB_31      0.0032976000
_diffrn_orient_matrix_UB_32      -0.1552178000
_diffrn_orient_matrix_UB_33      0.0374715000
_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                2306
_reflns_number_total             2415
_reflns_odcompleteness_completeness 97.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     69.95
_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 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.29d (Rigaku OD, 2017)'
_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         0.539
_refine_diff_density_min         -0.512
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2415
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_gt           0.0408
_refine_ls_restrained_S_all      1.090
_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)+(0.0803P)²+0.2207P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1205
_refine_ls_wR_factor_ref         0.1216
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C009(H009), C00C(H00C), C00D(H00D), C00E(H00E), C00F(H00F), C00G(H00G),
 C00H(H00H), C00I(H00I)
;
_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
S001 S 0.73806(6) 0.41159(5) 0.92570(4) 0.02346(17) Uani 1 1 d . . . . .
S002 S 0.68901(7) 0.13022(5) 0.65611(5) 0.02437(17) Uani 1 1 d . . . . .
N003 N 0.7218(2) 0.34104(17) 0.50210(15) 0.0209(3) Uani 1 1 d . . . . .
N004 N 0.7781(2) 0.58746(17) 0.73567(16) 0.0213(3) Uani 1 1 d . . . . .
C005 C 0.7419(2) 0.4445(2) 0.75075(18) 0.0202(3) Uani 1 1 d . . . . .
C006 C 0.7150(2) 0.31936(19) 0.63180(18) 0.0206(3) Uani 1 1 d . . . . .
C007 C 0.7586(2) 0.4893(2) 0.48328(18) 0.0203(3) Uani 1 1 d . . . . .
C008 C 0.7879(2) 0.6129(2) 0.60010(18) 0.0204(3) Uani 1 1 d . . . . .
C009 C 0.4123(3) 0.2207(2) 1.00116(19) 0.0231(4) Uani 1 1 d . . . . .
H009 H 0.422771 0.303842 1.077657 0.028 Uiso 1 1 calc R . . . .
C00A C 0.5434(3) 0.2376(2) 0.89969(18) 0.0209(3) Uani 1 1 d . . . . .
C00B C 0.5232(3) 0.1162(2) 0.78487(18) 0.0212(4) Uani 1 1 d . . . . .
C00C C 0.3731(3) -0.0209(2) 0.7719(2) 0.0236(4) Uani 1 1 d . . . . .
H00C H 0.356744 -0.101999 0.692350 0.028 Uiso 1 1 calc R . . . .
C00D C 0.8007(3) 0.6667(2) 0.3241(2) 0.0256(4) Uani 1 1 d . . . . .
H00D H 0.805690 0.686457 0.230955 0.031 Uiso 1 1 calc R . . . .
C00E C 0.8235(3) 0.7640(2) 0.5763(2) 0.0236(4) Uani 1 1 d . . . . .
H00E H 0.844213 0.847783 0.654053 0.028 Uiso 1 1 calc R . . . .
C00F C 0.2466(3) -0.0387(2) 0.8761(2) 0.0256(4) Uani 1 1 d . . . . .
H00F H 0.146784 -0.133411 0.869426 0.031 Uiso 1 1 calc R . . . .
C00G C 0.7668(3) 0.5191(2) 0.34445(19) 0.0238(4) Uani 1 1 d . . . . .
H00G H 0.748762 0.436894 0.265633 0.029 Uiso 1 1 calc R . . . .
C00H C 0.2669(3) 0.0824(2) 0.9900(2) 0.0253(4) Uani 1 1 d . . . . .
H00H H 0.180148 0.070044 1.060615 0.030 Uiso 1 1 calc R . . . .
C00I C 0.8283(3) 0.7898(2) 0.4407(2) 0.0254(4) Uani 1 1 d . . . . .
H00I H 0.850311 0.891593 0.424989 0.031 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
S001 C005 1.7680(18) . ?
S001 C00A 1.7704(18) . ?
S002 C006 1.7627(18) . ?
S002 C00B 1.7649(18) . ?
N003 C006 1.305(2) . ?
N003 C007 1.368(2) . ?
N004 C005 1.311(2) . ?
N004 C008 1.373(2) . ?
C005 C006 1.440(2) . ?
C007 C008 1.416(2) . ?
C007 C00G 1.417(2) . ?
C008 C00E 1.410(2) . ?
C009 C00A 1.395(2) . ?
C009 C00H 1.385(3) . ?
C00A C00B 1.400(2) . ?
C00B C00C 1.390(2) . ?
C00C C00F 1.395(3) . ?
C00D C00G 1.369(3) . ?
C00D C00I 1.413(3) . ?
C00E C00I 1.372(3) . ?
C00F C00H 1.393(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
C005 S001 C00A 101.44(8) . . ?
C006 S002 C00B 101.27(8) . . ?
C006 N003 C007 117.06(14) . . ?
C005 N004 C008 116.78(15) . . ?
N004 C005 S001 116.98(12) . . ?
N004 C005 C006 122.05(15) . . ?
C006 C005 S001 120.91(13) . . ?
N003 C006 S002 116.50(13) . . ?
N003 C006 C005 122.08(16) . . ?
C005 C006 S002 121.27(13) . . ?
N003 C007 C008 121.09(15) . . ?
N003 C007 C00G 119.34(16) . . ?
C008 C007 C00G 119.56(16) . . ?
N004 C008 C007 120.92(15) . . ?
N004 C008 C00E 119.64(16) . . ?
C00E C008 C007 119.42(16) . . ?
C00H C009 C00A 119.77(17) . . ?
C009 C00A S001 118.01(13) . . ?
C009 C00A C00B 119.79(16) . . ?
C00B C00A S001 122.15(14) . . ?
C00A C00B S002 121.50(14) . . ?
C00C C00B S002 118.29(13) . . ?
C00C C00B C00A 120.19(16) . . ?
C00B C00C C00F 119.71(17) . . ?
C00G C00D C00I 120.52(16) . . ?
C00I C00E C008 119.95(17) . . ?
C00H C00F C00C 119.89(17) . . ?
C00D C00G C007 119.85(17) . . ?
C009 C00H C00F 120.58(17) . . ?
C00E C00I C00D 120.69(17) . . ?

_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
- B-factor correction
;
_oxdiff_exptl_absorpt_empirical_full_max 2.175
_oxdiff_exptl_absorpt_empirical_full_min 0.674
_exptl_crystal_preparation       Luminescent
