# 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_2
_database_code_depnum_ccdc_archive 'CCDC 2040987'
loop_
_audit_author_name
_audit_author_address
'Qiu Weidong'
;South China University of technology
China
;
_audit_update_record             
;
2020-12-03 deposited with the CCDC.	2020-12-15 downloaded from the CCDC.
;
_audit_creation_date             2020-12-02
_audit_creation_method           
;
Olex2 1.3
(compiled Nov 21 2019 18:26:39 for OlexSys, GUI svn.r6003)
;
_chemical_formula_moiety         'C18 H10 N3 S'
_chemical_formula_sum            'C18 H10 N3 S'
_chemical_formula_weight         301.374
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'
N 0.03256 0.01839 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'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      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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2

_symmetry_Int_Tables_number      14
_cell_length_a                   8.7794(2)
_cell_length_b                   8.9521(3)
_cell_length_c                   18.1524(5)
_cell_angle_alpha                90
_cell_angle_beta                 94.062(3)
_cell_angle_gamma                90
_cell_volume                     1423.08(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4778
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      72.9990
_cell_measurement_theta_min      5.5460
_exptl_absorpt_coefficient_mu    2.000
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65439
_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_crystal_density_diffrn    1.407
_exptl_crystal_description       block
_exptl_crystal_F_000             627.027
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_av_unetI/netI     0.0265
_diffrn_reflns_Laue_measured_fraction_full 0.9907
_diffrn_reflns_Laue_measured_fraction_max 0.9687
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            7353
_diffrn_reflns_point_group_measured_fraction_full 0.9907
_diffrn_reflns_point_group_measured_fraction_max 0.9687
_diffrn_reflns_theta_full        67.6840
_diffrn_reflns_theta_max         73.70
_diffrn_reflns_theta_min         4.88
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.9907
_diffrn_measured_fraction_theta_max 0.9687
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -7.00  31.00   0.50    0.50    --    0.00  57.00  90.00   76
  2  ω    -13.00  26.00   0.50    0.50    --    0.00  37.00-150.00   78
  3  ω     30.00  88.00   0.50    0.50    --    0.00  37.00-150.00  116
  4  ω     38.00  63.00   0.50    0.50    --    0.00  57.00  90.00   50
  5  ω   -188.00-149.00   0.50    0.50    --  -98.80 -72.00-120.00   78
  6  ω   -104.00 -31.00   0.50    0.50    --  -98.80  72.00 120.00  146
  7  ω   -164.00 -86.00   0.50    0.50    --  -98.80 -57.00  30.00  156
  8  ω   -180.00 -88.00   0.50    0.50    --  -98.80 -57.00   0.00  184
  9  ω   -183.00 -97.00   0.50    0.50    --  -98.80 -37.00 -90.00  172
 10  ω   -113.00 -44.00   0.50    0.50    --  -98.80  57.00 120.00  138
 11  ω   -105.00 -80.00   0.50    0.50    --  -98.80  72.00  60.00   50
 12  ω    -43.00 -18.00   0.50    0.50    --  -98.80  72.00  60.00   50
 13  ω    -94.00 -35.00   0.50    0.50    --  -98.80  72.00 150.00  118
 14  ω   -186.00-110.00   0.50    0.50    --  -98.80 -37.00 -60.00  152
;
_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      -0.1078733000
_diffrn_orient_matrix_UB_12      0.0359066000
_diffrn_orient_matrix_UB_13      0.0609697000
_diffrn_orient_matrix_UB_21      -0.0200811000
_diffrn_orient_matrix_UB_22      0.1602832000
_diffrn_orient_matrix_UB_23      -0.0299215000
_diffrn_orient_matrix_UB_31      -0.1374234000
_diffrn_orient_matrix_UB_32      -0.0515612000
_diffrn_orient_matrix_UB_33      -0.0512454000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\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         0.0
_reflns_limit_h_max              10
_reflns_limit_h_min              -10
_reflns_limit_k_max              10
_reflns_limit_k_min              0
_reflns_limit_l_max              22
_reflns_limit_l_min              0
_reflns_number_gt                2605
_reflns_number_total             2781
_reflns_odcompleteness_completeness 99.08
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_threshold_expression     I>=2u(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 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.3 (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve 1.3 (Bourhis et al., 2015)'
_refine_diff_density_max         0.7744
_refine_diff_density_min         -0.2711
_refine_diff_density_rms         0.0653
_refine_ls_d_res_high            0.8032
_refine_ls_d_res_low             9.0534
_refine_ls_goodness_of_fit_ref   1.0502
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     239
_refine_ls_number_reflns         2781
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0386
_refine_ls_R_factor_gt           0.0369
_refine_ls_restrained_S_all      1.0502
_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)+(0.0597P)²+0.8326P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1055
_refine_ls_wR_factor_ref         0.1067
_olex2_refinement_description    
;
;
_atom_sites_solution_primary     iterative
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 0.01888(4) 0.34431(4) 0.39387(2) 0.02463(14) Uani 1.000000 .
N N 0.25758(15) 0.53503(16) 0.18959(8) 0.0245(3) Uani 1.000000 .
N2 N 0.05880(14) 0.54562(16) 0.26670(7) 0.0220(3) Uani 1.000000 .
C2 C -0.28337(19) 0.4026(2) 0.35370(9) 0.0264(4) Uani 1.000000 .
N1 N 0.34933(18) 0.3678(2) -0.05341(9) 0.0358(4) Uani 1.000000 .
C3 C -0.09821(17) 0.52528(19) 0.28251(9) 0.0216(3) Uani 1.000000 .
C4 C 0.26725(18) 0.69425(19) 0.32855(9) 0.0240(3) Uani 1.000000 .
C5 C 0.11026(17) 0.50774(17) 0.19867(8) 0.0201(3) Uani 1.000000 .
C6 C 0.35811(19) 0.6330(2) 0.45322(10) 0.0296(4) Uani 1.000000 .
C7 C 0.16272(17) 0.57749(18) 0.32923(8) 0.0206(3) Uani 1.000000 .
C8 C 0.31176(18) 0.4994(2) 0.12479(9) 0.0260(4) Uani 1.000000 .
C9 C 0.36486(19) 0.7215(2) 0.39062(10) 0.0276(4) Uani 1.000000 .
C10 C 0.15383(18) 0.49114(18) 0.39263(9) 0.0220(3) Uani 1.000000 .
C11 C 0.07060(19) 0.4017(2) 0.07774(9) 0.0254(4) Uani 1.000000 .
C12 C -0.21525(18) 0.6018(2) 0.24289(9) 0.0266(4) Uani 1.000000 .
C13 C -0.13152(18) 0.43011(19) 0.33967(9) 0.0227(3) Uani 1.000000 .
C14 C 0.25194(19) 0.5198(2) 0.45497(9) 0.0271(4) Uani 1.000000 .
C15 C 0.22431(18) 0.43231(19) 0.06729(9) 0.0239(3) Uani 1.000000 .
C16 C 0.01230(18) 0.44182(19) 0.14301(9) 0.0242(3) Uani 1.000000 .
C C 0.29251(19) 0.3969(2) -0.00035(9) 0.0270(4) Uani 1.000000 .
C17 C -0.36611(19) 0.5743(2) 0.25715(10) 0.0301(4) Uani 1.000000 .
C18 C -0.40001(19) 0.4728(2) 0.31162(10) 0.0294(4) Uani 1.000000 .
H4 H 0.271(2) 0.754(2) 0.2849(12) 0.027(5) Uiso 1.000000 .
H9 H 0.436(2) 0.801(3) 0.3891(12) 0.035(6) Uiso 1.000000 .
H16 H -0.095(2) 0.425(2) 0.1491(11) 0.032(5) Uiso 1.000000 .
H2 H -0.307(2) 0.329(2) 0.3930(12) 0.031(5) Uiso 1.000000 .
H12 H -0.188(2) 0.670(2) 0.2045(12) 0.034(6) Uiso 1.000000 .
H6 H 0.428(2) 0.652(2) 0.4945(12) 0.029(5) Uiso 1.000000 .
H11 H 0.003(2) 0.355(3) 0.0390(12) 0.035(6) Uiso 1.000000 .
H18 H -0.505(2) 0.449(2) 0.3224(12) 0.034(5) Uiso 1.000000 .
H17 H -0.442(3) 0.631(3) 0.2297(13) 0.038(6) Uiso 1.000000 .
H14 H 0.246(2) 0.459(3) 0.4963(12) 0.032(5) Uiso 1.000000 .


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 C10 1.7708(17) . ?
S1 C13 1.7656(17) . ?
N C5 1.338(2) . ?
N C8 1.338(2) . ?
N2 C3 1.4394(19) . ?
N2 C5 1.387(2) . ?
N2 C7 1.4337(19) . ?
C2 C13 1.397(2) . ?
C2 C18 1.384(3) . ?
C2 H2 1.00(2) . ?
N1 C 1.146(2) . ?
C3 C12 1.392(2) . ?
C3 C13 1.390(2) . ?
C4 C7 1.392(2) . ?
C4 C9 1.388(2) . ?
C4 H4 0.96(2) . ?
C5 C16 1.409(2) . ?
C6 C9 1.390(3) . ?
C6 C14 1.379(3) . ?
C6 H6 0.95(2) . ?
C7 C10 1.393(2) . ?
C8 C15 1.388(2) . ?
C9 H9 0.94(2) . ?
C10 C14 1.396(2) . ?
C11 C15 1.403(2) . ?
C11 C16 1.371(2) . ?
C11 H11 0.98(2) . ?
C12 C17 1.389(2) . ?
C12 H12 0.97(2) . ?
C14 H14 0.93(2) . ?
C15 C 1.439(2) . ?
C16 H16 0.97(2) . ?
C17 C18 1.391(3) . ?
C17 H17 0.95(2) . ?
C18 H18 0.98(2) . ?

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
C13 S1 C10 98.32(8) . . ?
C8 N C5 118.15(14) . . ?
C5 N2 C3 121.58(13) . . ?
C7 N2 C3 115.59(12) . . ?
C7 N2 C5 121.63(12) . . ?
C18 C2 C13 119.85(16) . . ?
H2 C2 C13 119.8(12) . . ?
H2 C2 C18 120.3(12) . . ?
C12 C3 N2 121.14(15) . . ?
C13 C3 N2 118.79(14) . . ?
C13 C3 C12 120.05(15) . . ?
C9 C4 C7 119.62(16) . . ?
H4 C4 C7 119.1(12) . . ?
H4 C4 C9 121.3(12) . . ?
N2 C5 N 116.35(14) . . ?
C16 C5 N 122.31(14) . . ?
C16 C5 N2 121.34(14) . . ?
C14 C6 C9 120.38(16) . . ?
H6 C6 C9 118.6(13) . . ?
H6 C6 C14 121.0(13) . . ?
C4 C7 N2 121.70(14) . . ?
C10 C7 N2 118.29(14) . . ?
C10 C7 C4 119.98(14) . . ?
C15 C8 N 123.50(15) . . ?
C6 C9 C4 120.27(16) . . ?
H9 C9 C4 118.6(14) . . ?
H9 C9 C6 121.1(14) . . ?
C7 C10 S1 119.93(12) . . ?
C14 C10 S1 120.06(13) . . ?
C14 C10 C7 120.01(15) . . ?
C16 C11 C15 119.14(15) . . ?
H11 C11 C15 121.7(12) . . ?
H11 C11 C16 119.2(12) . . ?
C17 C12 C3 119.69(17) . . ?
H12 C12 C3 118.0(13) . . ?
H12 C12 C17 122.3(13) . . ?
C2 C13 S1 120.49(13) . . ?
C3 C13 S1 119.62(12) . . ?
C3 C13 C2 119.89(15) . . ?
C10 C14 C6 119.70(16) . . ?
H14 C14 C6 121.5(13) . . ?
H14 C14 C10 118.7(13) . . ?
C11 C15 C8 117.98(15) . . ?
C C15 C8 119.70(15) . . ?
C C15 C11 122.32(15) . . ?
C11 C16 C5 118.88(15) . . ?
H16 C16 C5 122.2(12) . . ?
H16 C16 C11 118.9(12) . . ?
C15 C N1 178.66(18) . . ?
C18 C17 C12 120.20(16) . . ?
H17 C17 C12 116.9(13) . . ?
H17 C17 C18 122.9(13) . . ?
C17 C18 C2 120.11(15) . . ?
H18 C18 C2 117.5(13) . . ?
H18 C18 C17 122.4(13) . . ?


_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 1.682
_oxdiff_exptl_absorpt_empirical_full_min 0.683
_chemical_name_systematic        '6-(10H-phenothiazin-10-yl) nicotinonitrile'
_chemical_name_common            PyCN-PTZ
_exptl_crystal_colour            colourless
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DCM'
_exptl_crystal_preparation       Luminescent
