# 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_pm-ptz
_database_code_depnum_ccdc_archive 'CCDC 2040988'
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         'C16 H11 N3 S'
_chemical_formula_sum            'C16 H11 N3 S'
_chemical_formula_weight         277.352
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      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                   7.8192(6)
_cell_length_b                   8.6756(5)
_cell_length_c                   10.6397(6)
_cell_angle_alpha                85.056(5)
_cell_angle_beta                 70.155(6)
_cell_angle_gamma                68.937(6)
_cell_volume                     633.01(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    150.00(10)
_exptl_absorpt_coefficient_mu    2.191
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74899
_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    1.455
_exptl_crystal_description       block
_exptl_crystal_F_000             289.440
_diffrn_reflns_av_R_equivalents  0.0292
_diffrn_reflns_av_unetI/netI     0.0469
_diffrn_reflns_Laue_measured_fraction_full 0.9642
_diffrn_reflns_Laue_measured_fraction_max 0.9299
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5051
_diffrn_reflns_point_group_measured_fraction_full 0.9642
_diffrn_reflns_point_group_measured_fraction_max 0.9299
_diffrn_reflns_theta_full        67.6840
_diffrn_reflns_theta_max         73.28
_diffrn_reflns_theta_min         4.42
_diffrn_ambient_temperature      150.00(10)
_cell_measurement_reflns_used    2072
_cell_measurement_theta_min      6.4060
_cell_measurement_theta_max      72.7030
_diffrn_measured_fraction_theta_full 0.9642
_diffrn_measured_fraction_theta_max 0.9299
_diffrn_measurement_device_type  'XtaLAB AFC12(RCD3):Kappa single'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -8
_reflns_limit_k_max              10
_reflns_limit_k_min              -10
_reflns_limit_l_max              13
_reflns_limit_l_min              0
_reflns_number_gt                2053
_reflns_number_total             2373
_reflns_threshold_expression     I>=2u(I)
_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         0.3675
_refine_diff_density_min         -0.3484
_refine_diff_density_rms         0.0643
_refine_ls_d_res_high            0.8049
_refine_ls_d_res_low             9.9996
_refine_ls_goodness_of_fit_ref   1.0197
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    22
_refine_ls_number_parameters     181
_refine_ls_number_reflns         2373
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0480
_refine_ls_R_factor_gt           0.0412
_refine_ls_restrained_S_all      1.0197
_refine_ls_shift/su_max          0.0005
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0568P)²+0.3984P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1110
_refine_ls_wR_factor_ref         0.1145
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C17(H17), C15(H15), C16(H16), C12(H12), C9(H9), C10(H10), C8(H8), C7(H7),
 C5(H5), C14(H14), C18(H18)
;
_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 0.28231(8) 0.81442(6) 0.52129(5) 0.02736(17) Uani 1.000000 .
N2 N -0.0546(2) 0.9123(2) 0.77349(17) 0.0240(4) Uani 1.000000 .
N3 N -0.3725(3) 1.0609(2) 0.78308(18) 0.0262(4) Uani 1.000000 .
N4 N -0.2803(3) 0.7805(2) 0.85005(18) 0.0270(4) Uani 1.000000 .
C3 C 0.0044(3) 1.0477(2) 0.7131(2) 0.0237(4) Uani 1.000000 .
C4 C 0.2655(3) 0.7067(2) 0.6708(2) 0.0241(4) Uani 1.000000 .
C5 C -0.5546(3) 1.0651(3) 0.8151(2) 0.0277(5) Uani 1.000000 .
C6 C 0.1604(3) 1.0183(2) 0.5942(2) 0.0243(4) Uani 1.000000 .
C7 C -0.0843(3) 1.2051(3) 0.7750(2) 0.0263(4) Uani 1.000000 .
C8 C -0.0255(3) 1.3336(3) 0.7137(2) 0.0310(5) Uani 1.000000 .
C9 C 0.2221(3) 1.1460(3) 0.5341(2) 0.0297(5) Uani 1.000000 .
C10 C 0.1260(3) 1.3048(3) 0.5927(2) 0.0335(5) Uani 1.000000 .
C11 C 0.0976(3) 0.7626(2) 0.7829(2) 0.0231(4) Uani 1.000000 .
C12 C 0.0857(3) 0.6789(2) 0.9007(2) 0.0255(4) Uani 1.000000 .
C13 C -0.2438(3) 0.9179(2) 0.8039(2) 0.0233(4) Uani 1.000000 .
C14 C -0.4652(3) 0.7921(3) 0.8823(2) 0.0302(5) Uani 1.000000 .
C15 C 0.4027(3) 0.4767(3) 0.7941(2) 0.0296(5) Uani 1.000000 .
C16 C 0.2368(3) 0.5336(3) 0.9055(2) 0.0279(5) Uani 1.000000 .
C17 C 0.4189(3) 0.5645(2) 0.6784(2) 0.0276(5) Uani 1.000000 .
C18 C -0.6114(3) 0.9339(3) 0.8677(2) 0.0292(5) Uani 1.000000 .
H17 H 0.5350(3) 0.5279(2) 0.6037(2) 0.0331(6) Uiso 1.000000 R
H15 H 0.5052(3) 0.3775(3) 0.7974(2) 0.0355(6) Uiso 1.000000 R
H16 H 0.2262(3) 0.4735(3) 0.9850(2) 0.0335(6) Uiso 1.000000 R
H12 H -0.0253(3) 0.7203(2) 0.9782(2) 0.0306(5) Uiso 1.000000 R
H9 H 0.3293(3) 1.1253(3) 0.4534(2) 0.0356(6) Uiso 1.000000 R
H10 H 0.1641(3) 1.3936(3) 0.5500(2) 0.0402(6) Uiso 1.000000 R
H8 H -0.0890(3) 1.4416(3) 0.7544(2) 0.0372(6) Uiso 1.000000 R
H7 H -0.1849(3) 1.2242(3) 0.8592(2) 0.0315(5) Uiso 1.000000 R
H5 H -0.6497(3) 1.1635(3) 0.8010(2) 0.0332(6) Uiso 1.000000 R
H14 H -0.4983(3) 0.6982(3) 0.9172(2) 0.0363(6) Uiso 1.000000 R
H18 H -0.7425(3) 0.9401(3) 0.8924(2) 0.0351(6) 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 C4 1.764(2) . ?
S1 C6 1.778(2) . ?
N2 C3 1.436(3) . ?
N2 C11 1.436(2) . ?
N2 C13 1.386(3) . ?
N3 C5 1.334(3) . ?
N3 C13 1.345(3) . ?
N4 C13 1.339(3) . ?
N4 C14 1.335(3) . ?
C3 C6 1.392(3) . ?
C3 C7 1.395(3) . ?
C4 C11 1.400(3) . ?
C4 C17 1.397(3) . ?
C5 C18 1.375(3) . ?
C5 H5 0.9500 . ?
C6 C9 1.387(3) . ?
C7 C8 1.385(3) . ?
C7 H7 0.9500 . ?
C8 C10 1.389(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.392(3) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C12 1.386(3) . ?
C12 C16 1.395(3) . ?
C12 H12 0.9500 . ?
C14 C18 1.386(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.388(3) . ?
C15 C17 1.384(3) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?

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
C6 S1 C4 97.83(10) . . ?
C11 N2 C3 116.33(16) . . ?
C13 N2 C3 121.72(16) . . ?
C13 N2 C11 121.35(16) . . ?
C13 N3 C5 115.79(18) . . ?
C14 N4 C13 115.34(18) . . ?
C6 C3 N2 119.06(18) . . ?
C7 C3 N2 121.26(19) . . ?
C7 C3 C6 119.59(19) . . ?
C11 C4 S1 120.19(15) . . ?
C17 C4 S1 120.41(16) . . ?
C17 C4 C11 119.40(19) . . ?
C18 C5 N3 123.2(2) . . ?
H5 C5 N3 118.38(12) . . ?
H5 C5 C18 118.38(13) . . ?
C3 C6 S1 119.31(16) . . ?
C9 C6 S1 120.27(17) . . ?
C9 C6 C3 120.42(19) . . ?
C8 C7 C3 119.9(2) . . ?
H7 C7 C3 120.03(12) . . ?
H7 C7 C8 120.03(13) . . ?
C10 C8 C7 120.2(2) . . ?
H8 C8 C7 119.92(13) . . ?
H8 C8 C10 119.92(13) . . ?
C10 C9 C6 119.6(2) . . ?
H9 C9 C6 120.19(13) . . ?
H9 C9 C10 120.19(13) . . ?
C9 C10 C8 120.1(2) . . ?
H10 C10 C8 119.94(13) . . ?
H10 C10 C9 119.94(13) . . ?
C4 C11 N2 118.08(18) . . ?
C12 C11 N2 121.75(19) . . ?
C12 C11 C4 120.09(18) . . ?
C16 C12 C11 119.9(2) . . ?
H12 C12 C11 120.05(12) . . ?
H12 C12 C16 120.05(13) . . ?
N3 C13 N2 116.59(18) . . ?
N4 C13 N2 117.02(18) . . ?
N4 C13 N3 126.38(19) . . ?
C18 C14 N4 123.5(2) . . ?
H14 C14 N4 118.26(12) . . ?
H14 C14 C18 118.26(13) . . ?
C17 C15 C16 120.03(19) . . ?
H15 C15 C16 119.99(12) . . ?
H15 C15 C17 119.99(12) . . ?
C15 C16 C12 120.1(2) . . ?
H16 C16 C12 119.94(13) . . ?
H16 C16 C15 119.94(12) . . ?
C15 C17 C4 120.3(2) . . ?
H17 C17 C4 119.83(13) . . ?
H17 C17 C15 119.83(13) . . ?
C14 C18 C5 115.7(2) . . ?
H18 C18 C5 122.14(13) . . ?
H18 C18 C14 122.14(13) . . ?

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
S1 C4 C11 N2 -2.52(18) . . . . ?
S1 C4 C11 C12 -179.22(16) . . . . ?
S1 C4 C17 C15 -177.63(16) . . . . ?
S1 C6 C3 N2 -0.31(18) . . . . ?
S1 C6 C3 C7 176.11(16) . . . . ?
S1 C6 C9 C10 -179.60(17) . . . . ?
N2 C3 C6 C9 -179.36(19) . . . . ?
N2 C3 C7 C8 -179.35(19) . . . . ?
N2 C11 C4 C17 177.80(18) . . . . ?
N2 C11 C12 C16 179.90(19) . . . . ?
N2 C13 N3 C5 -178.85(19) . . . . ?
N2 C13 N4 C14 177.93(19) . . . . ?
N3 C5 C18 C14 -1.9(2) . . . . ?
N3 C13 N4 C14 -2.6(2) . . . . ?
N4 C14 C18 C5 0.8(3) . . . . ?
C3 C6 C9 C10 -0.6(2) . . . . ?
C3 C7 C8 C10 -2.2(2) . . . . ?
C4 C11 C12 C16 -3.5(2) . . . . ?
C4 C17 C15 C16 -2.7(2) . . . . ?
C6 C9 C10 C8 2.7(3) . . . . ?
C7 C8 C10 C9 -1.4(3) . . . . ?
C11 C12 C16 C15 2.8(2) . . . . ?
C12 C16 C15 C17 0.3(2) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
_chemical_name_systematic        10-(pyrimidin-2-yl)-10H-phenothiazine
_chemical_name_common            Pm-PTZ
_exptl_crystal_colour            colourless
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: DCM'
_exptl_crystal_preparation       Luminescent
