# Supplementary Information (SI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_hrt330
_database_code_depnum_ccdc_archive 'CCDC 2525964'
loop_
_audit_author_name
_audit_author_address
'Suguru Ito'
;Yokohama National University
Japan
;
_audit_update_record             
;
2026-01-26 deposited with the CCDC.	2026-03-30 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C14 H8 N2 S2'
_chemical_formula_moiety         'C14 H8 N2 S2'
_chemical_formula_weight         268.35
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   7.60011(17)
_cell_length_b                   7.9229(2)
_cell_length_c                   10.8059(3)
_cell_angle_alpha                94.417(2)
_cell_angle_beta                 100.472(2)
_cell_angle_gamma                112.224(2)
_cell_volume                     584.66(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4012
_cell_measurement_theta_min      6.12
_cell_measurement_theta_max      72.96
_cell_measurement_temperature    223
#------------------------------------------------------------------------------
_exptl_crystal_description       plate
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.030
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             276.00
_exptl_absorpt_coefficient_mu    3.949
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.66a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.399
_exptl_absorpt_correction_T_max  0.888

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      223
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.814
_diffrn_reflns_number            4931
_diffrn_reflns_av_R_equivalents  0.0506
_diffrn_reflns_theta_max         68.250
_diffrn_reflns_theta_min         6.113
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             2128
_reflns_number_gt                2016
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0363
_refine_ls_wR_factor_ref         0.1039
_refine_ls_wR_factor_gt          0.1028
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         2128
_refine_ls_number_parameters     163
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0580P)²+0.2574P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.39
_refine_diff_density_min         -0.40
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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
S1 S 0.34708(7) 0.14473(7) 0.64673(4) 0.03399(17) Uani 1 1 d . . . . .
S2 S 0.61205(7) 0.42744(7) 0.15204(4) 0.03501(18) Uani 1 1 d . . . . .
N1 N 0.6030(2) 0.3638(2) 0.28992(15) 0.0296(4) Uani 1 1 d . . . . .
N2 N 0.3948(2) 0.4206(2) 0.10581(15) 0.0329(4) Uani 1 1 d . . . . .
C1 C 0.4598(3) 0.2318(2) 0.52407(16) 0.0245(4) Uani 1 1 d . . . . .
C2 C 0.6541(3) 0.2544(2) 0.54827(17) 0.0286(4) Uani 1 1 d . . . . .
H2 H 0.7373 0.2987 0.4929 0.034 Uiso 1 1 calc R U . . .
C3 C 0.7122(3) 0.2017(2) 0.66867(17) 0.0277(4) Uani 1 1 d . . . . .
C4 C 0.8956(3) 0.2080(3) 0.72695(19) 0.0362(4) Uani 1 1 d . . . . .
H4 H 0.9999 0.2495 0.6860 0.043 Uiso 1 1 calc R U . . .
C5 C 0.9226(3) 0.1532(3) 0.8440(2) 0.0423(5) Uani 1 1 d . . . . .
H5 H 1.0458 0.1579 0.8829 0.051 Uiso 1 1 calc R U . . .
C6 C 0.7696(3) 0.0909(3) 0.9057(2) 0.0435(5) Uani 1 1 d . . . . .
H6 H 0.7905 0.0530 0.9854 0.052 Uiso 1 1 calc R U . . .
C7 C 0.5876(3) 0.0842(3) 0.8512(2) 0.0389(5) Uani 1 1 d . . . . .
H7 H 0.4847 0.0430 0.8932 0.047 Uiso 1 1 calc R U . . .
C8 C 0.5598(3) 0.1397(2) 0.73266(18) 0.0292(4) Uani 1 1 d . . . . .
C9 C 0.3457(3) 0.2703(2) 0.41438(17) 0.0247(4) Uani 1 1 d . . . . .
C10 C 0.4226(3) 0.3329(2) 0.30680(17) 0.0252(4) Uani 1 1 d . . . . .
C11 C 0.3039(3) 0.3673(2) 0.20048(17) 0.0284(4) Uani 1 1 d . . . . .
C12 C 0.1093(3) 0.3445(3) 0.20043(18) 0.0316(4) Uani 1 1 d . . . . .
H12 H 0.0320 0.3697 0.1321 0.038 Uiso 1 1 calc R U . . .
C13 C 0.0396(3) 0.2847(3) 0.30364(19) 0.0337(4) Uani 1 1 d . . . . .
H13 H -0.0890 0.2675 0.3059 0.040 Uiso 1 1 calc R U . . .
C14 C 0.1546(3) 0.2477(3) 0.40725(18) 0.0308(4) Uani 1 1 d . . . . .
H14 H 0.0978 0.2052 0.4753 0.037 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.40.66a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.66a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.66a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT Version 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.5 (Rigaku, 2017)'
_computing_molecular_graphics    'CrystalStructure 4.2.5'

#==============================================================================
# MOLECULAR GEOMETRY

_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
S1 C8 1.7283(19) . ?
S1 C1 1.7529(18) . ?
S2 N1 1.6142(16) . ?
S2 N2 1.6146(17) . ?
N1 C10 1.348(2) . ?
N2 C11 1.344(3) . ?
C1 C2 1.390(3) . ?
C1 C9 1.460(2) . ?
C2 C3 1.441(3) . ?
C2 H2 0.9400 . ?
C3 C4 1.402(3) . ?
C3 C8 1.405(3) . ?
C4 C5 1.374(3) . ?
C4 H4 0.9400 . ?
C5 C6 1.392(3) . ?
C5 H5 0.9400 . ?
C6 C7 1.381(3) . ?
C6 H6 0.9400 . ?
C7 C8 1.392(3) . ?
C7 H7 0.9400 . ?
C9 C14 1.381(3) . ?
C9 C10 1.434(3) . ?
C10 C11 1.437(3) . ?
C11 C12 1.421(3) . ?
C12 C13 1.362(3) . ?
C12 H12 0.9400 . ?
C13 C14 1.411(3) . ?
C13 H13 0.9400 . ?
C14 H14 0.9400 . ?

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
C8 S1 C1 91.70(8) . . ?
N1 S2 N2 100.89(8) . . ?
C10 N1 S2 106.84(12) . . ?
C11 N2 S2 106.23(13) . . ?
C2 C1 C9 129.01(16) . . ?
C2 C1 S1 112.14(13) . . ?
C9 C1 S1 118.85(13) . . ?
C1 C2 C3 111.71(17) . . ?
C1 C2 H2 124.1 . . ?
C3 C2 H2 124.1 . . ?
C4 C3 C8 118.64(18) . . ?
C4 C3 C2 128.63(18) . . ?
C8 C3 C2 112.72(17) . . ?
C5 C4 C3 119.8(2) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C4 C5 C6 120.8(2) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C7 C6 C5 120.78(19) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C6 C7 C8 118.6(2) . . ?
C6 C7 H7 120.7 . . ?
C8 C7 H7 120.7 . . ?
C7 C8 C3 121.40(19) . . ?
C7 C8 S1 126.87(16) . . ?
C3 C8 S1 111.72(14) . . ?
C14 C9 C10 115.35(16) . . ?
C14 C9 C1 121.89(16) . . ?
C10 C9 C1 122.76(16) . . ?
N1 C10 C9 126.94(16) . . ?
N1 C10 C11 112.33(17) . . ?
C9 C10 C11 120.72(17) . . ?
N2 C11 C12 125.30(17) . . ?
N2 C11 C10 113.70(17) . . ?
C12 C11 C10 120.99(18) . . ?
C13 C12 C11 117.13(17) . . ?
C13 C12 H12 121.4 . . ?
C11 C12 H12 121.4 . . ?
C12 C13 C14 122.02(17) . . ?
C12 C13 H13 119.0 . . ?
C14 C13 H13 119.0 . . ?
C9 C14 C13 123.76(18) . . ?
C9 C14 H14 118.1 . . ?
C13 C14 H14 118.1 . . ?

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
N2 S2 N1 C10 0.07(14) . . . . ?
N1 S2 N2 C11 0.35(15) . . . . ?
C8 S1 C1 C2 0.52(14) . . . . ?
C8 S1 C1 C9 -179.40(14) . . . . ?
C9 C1 C2 C3 179.43(17) . . . . ?
S1 C1 C2 C3 -0.49(19) . . . . ?
C1 C2 C3 C4 -178.73(18) . . . . ?
C1 C2 C3 C8 0.2(2) . . . . ?
C8 C3 C4 C5 0.3(3) . . . . ?
C2 C3 C4 C5 179.14(19) . . . . ?
C3 C4 C5 C6 0.2(3) . . . . ?
C4 C5 C6 C7 -0.6(3) . . . . ?
C5 C6 C7 C8 0.5(3) . . . . ?
C6 C7 C8 C3 0.0(3) . . . . ?
C6 C7 C8 S1 -179.58(16) . . . . ?
C4 C3 C8 C7 -0.4(3) . . . . ?
C2 C3 C8 C7 -179.38(18) . . . . ?
C4 C3 C8 S1 179.25(14) . . . . ?
C2 C3 C8 S1 0.2(2) . . . . ?
C1 S1 C8 C7 179.16(19) . . . . ?
C1 S1 C8 C3 -0.42(14) . . . . ?
C2 C1 C9 C14 -177.06(18) . . . . ?
S1 C1 C9 C14 2.8(2) . . . . ?
C2 C1 C9 C10 3.3(3) . . . . ?
S1 C1 C9 C10 -176.82(13) . . . . ?
S2 N1 C10 C9 178.64(15) . . . . ?
S2 N1 C10 C11 -0.5(2) . . . . ?
C14 C9 C10 N1 -179.32(17) . . . . ?
C1 C9 C10 N1 0.4(3) . . . . ?
C14 C9 C10 C11 -0.3(3) . . . . ?
C1 C9 C10 C11 179.39(16) . . . . ?
S2 N2 C11 C12 179.43(16) . . . . ?
S2 N2 C11 C10 -0.7(2) . . . . ?
N1 C10 C11 N2 0.8(2) . . . . ?
C9 C10 C11 N2 -178.40(15) . . . . ?
N1 C10 C11 C12 -179.32(15) . . . . ?
C9 C10 C11 C12 1.5(3) . . . . ?
N2 C11 C12 C13 178.33(18) . . . . ?
C10 C11 C12 C13 -1.6(3) . . . . ?
C11 C12 C13 C14 0.5(3) . . . . ?
C10 C9 C14 C13 -0.8(3) . . . . ?
C1 C9 C14 C13 179.48(17) . . . . ?
C12 C13 C14 C9 0.8(3) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.





#==============================================================================
#     End of CIF
#==============================================================================
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: cyclohexane'
_exptl_crystal_preparation       Luminescent
####################################################################### 
# 
# 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_hrt038
_database_code_depnum_ccdc_archive 'CCDC 2525965'
loop_
_audit_author_name
_audit_author_address
'Suguru Ito'
;Yokohama National University
Japan
;
_audit_update_record             
;
2026-01-26 deposited with the CCDC.	2026-03-30 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C22 H12 N2 S3'
_chemical_formula_moiety         'C22 H12 N2 S3'
_chemical_formula_weight         400.53
_chemical_melting_point          ?
_chemical_absolute_configuration 'CHOOSE rm ad rmad syn or unk'

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      orthorhombic
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
_space_group_IT_number           19
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,-Y,1/2+Z
3 1/2+X,1/2-Y,-Z
4 -X,1/2+Y,1/2-Z
#------------------------------------------------------------------------------
_cell_length_a                   3.85482(7)
_cell_length_b                   18.2823(3)
_cell_length_c                   24.0431(5)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_volume                     1694.44(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3170
_cell_measurement_theta_min      6.02
_cell_measurement_theta_max      74.82
_cell_measurement_temperature    123
#------------------------------------------------------------------------------
_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.025
_exptl_crystal_density_diffrn    1.570
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             824.00
_exptl_absorpt_coefficient_mu    4.068
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.66a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.580
_exptl_absorpt_correction_T_max  0.903

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      123
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 5.814
_diffrn_reflns_number            6013
_diffrn_reflns_av_R_equivalents  0.0516
_diffrn_reflns_theta_max         68.201
_diffrn_reflns_theta_min         4.838
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_point_group_measured_fraction_full 0.942
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       2
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       27
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             2931
_reflns_number_gt                2514
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.560
_reflns_Friedel_fraction_max     0.856
_reflns_Friedel_fraction_full    0.860

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0687
_refine_ls_R_factor_gt           0.0576
_refine_ls_wR_factor_ref         0.1598
_refine_ls_wR_factor_gt          0.1521
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         2931
_refine_ls_number_parameters     244
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1045P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.49
_refine_diff_density_min         -0.57
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
 Flack x determined using 814 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.04(3)

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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
S1 S -0.2108(4) 0.01979(8) 0.79067(6) 0.0261(4) Uani 1 1 d . . . . .
S2 S 0.4692(4) 0.32572(8) 0.73652(7) 0.0281(4) Uani 1 1 d . . . . .
S3 S 0.2992(4) 0.15284(9) 1.01844(7) 0.0300(4) Uani 1 1 d . . . . .
N1 N -0.0679(14) 0.0934(3) 0.7615(2) 0.0248(11) Uani 1 1 d . . . . .
N2 N -0.1256(13) 0.0364(3) 0.8551(2) 0.0245(12) Uani 1 1 d . . . . .
C1 C 0.2189(16) 0.2061(3) 0.7963(3) 0.0239(13) Uani 1 1 d . . . . .
C2 C 0.0611(16) 0.1355(3) 0.8029(3) 0.0220(13) Uani 1 1 d . . . . .
C3 C 0.0240(16) 0.1027(3) 0.8566(2) 0.0222(13) Uani 1 1 d . . . . .
C4 C 0.1436(15) 0.1388(3) 0.9064(3) 0.0248(14) Uani 1 1 d . . . . .
C5 C 0.2855(17) 0.2077(3) 0.8978(3) 0.0253(14) Uani 1 1 d . . . . .
H5 H 0.3640 0.2346 0.9292 0.030 Uiso 1 1 calc R U . . .
C6 C 0.3183(17) 0.2395(3) 0.8447(3) 0.0262(14) Uani 1 1 d . . . . .
H6 H 0.4156 0.2871 0.8423 0.031 Uiso 1 1 calc R U . . .
C7 C 0.2739(16) 0.2392(3) 0.7411(3) 0.0249(13) Uani 1 1 d . . . . .
C8 C 0.1978(17) 0.2105(3) 0.6899(3) 0.0250(14) Uani 1 1 d . . . . .
H8 H 0.0908 0.1642 0.6845 0.030 Uiso 1 1 calc R U . . .
C9 C 0.2980(17) 0.2581(3) 0.6453(3) 0.0258(14) Uani 1 1 d . . . . .
C10 C 0.2639(18) 0.2476(4) 0.5883(3) 0.0295(15) Uani 1 1 d . . . . .
H10 H 0.1666 0.2035 0.5743 0.035 Uiso 1 1 calc R U . . .
C11 C 0.3722(17) 0.3015(4) 0.5520(3) 0.0320(16) Uani 1 1 d . . . . .
H11 H 0.3410 0.2950 0.5131 0.038 Uiso 1 1 calc R U . . .
C12 C 0.5255(17) 0.3650(4) 0.5714(3) 0.0321(16) Uani 1 1 d . . . . .
H12 H 0.6014 0.4009 0.5456 0.038 Uiso 1 1 calc R U . . .
C13 C 0.5699(17) 0.3770(4) 0.6270(3) 0.0298(15) Uani 1 1 d . . . . .
H13 H 0.6769 0.4206 0.6400 0.036 Uiso 1 1 calc R U . . .
C14 C 0.4543(17) 0.3237(3) 0.6646(3) 0.0270(14) Uani 1 1 d . . . . .
C15 C 0.1304(15) 0.1052(3) 0.9616(3) 0.0249(14) Uani 1 1 d . . . . .
C16 C -0.0042(15) 0.0359(3) 0.9756(2) 0.0218(13) Uani 1 1 d . . . . .
H16 H -0.1064 0.0024 0.9503 0.026 Uiso 1 1 calc R U . . .
C17 C 0.0375(16) 0.0237(3) 1.0348(3) 0.0258(14) Uani 1 1 d . . . . .
C18 C -0.0596(18) -0.0383(4) 1.0656(3) 0.0341(16) Uani 1 1 d . . . . .
H18 H -0.1643 -0.0787 1.0473 0.041 Uiso 1 1 calc R U . . .
C19 C -0.0047(19) -0.0408(4) 1.1215(3) 0.0395(18) Uani 1 1 d . . . . .
H19 H -0.0767 -0.0824 1.1421 0.047 Uiso 1 1 calc R U . . .
C20 C 0.1574(18) 0.0177(4) 1.1490(3) 0.0376(17) Uani 1 1 d . . . . .
H20 H 0.1979 0.0147 1.1879 0.045 Uiso 1 1 calc R U . . .
C21 C 0.2585(18) 0.0793(4) 1.1203(3) 0.0321(15) Uani 1 1 d . . . . .
H21 H 0.3665 0.1189 1.1392 0.038 Uiso 1 1 calc R U . . .
C22 C 0.1994(18) 0.0827(3) 1.0629(3) 0.0286(15) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.40.66a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.66a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.66a (Rigaku OD, 2019)'
_computing_structure_solution    'SIR92 (Altomare, et al., 1994)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.5 (Rigaku, 2017)'
_computing_molecular_graphics    'CrystalStructure 4.2.5'

#==============================================================================
# MOLECULAR GEOMETRY

_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
S1 N2 1.612(5) . ?
S1 N1 1.614(5) . ?
S2 C14 1.730(7) . ?
S2 C7 1.755(6) . ?
S3 C22 1.713(7) . ?
S3 C15 1.747(7) . ?
N1 C2 1.353(8) . ?
N2 C3 1.343(8) . ?
C1 C6 1.367(9) . ?
C1 C2 1.436(8) . ?
C1 C7 1.474(8) . ?
C2 C3 1.431(8) . ?
C3 C4 1.441(8) . ?
C4 C5 1.389(9) . ?
C4 C15 1.464(9) . ?
C5 C6 1.410(9) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.371(9) . ?
C8 C9 1.436(8) . ?
C8 H8 0.9500 . ?
C9 C10 1.390(8) . ?
C9 C14 1.420(9) . ?
C10 C11 1.382(9) . ?
C10 H10 0.9500 . ?
C11 C12 1.383(9) . ?
C11 H11 0.9500 . ?
C12 C13 1.366(9) . ?
C12 H12 0.9500 . ?
C13 C14 1.402(9) . ?
C13 H13 0.9500 . ?
C15 C16 1.411(8) . ?
C16 C17 1.449(8) . ?
C16 H16 0.9500 . ?
C17 C18 1.403(9) . ?
C17 C22 1.417(9) . ?
C18 C19 1.361(9) . ?
C18 H18 0.9500 . ?
C19 C20 1.403(10) . ?
C19 H19 0.9500 . ?
C20 C21 1.377(10) . ?
C20 H20 0.9500 . ?
C21 C22 1.401(9) . ?
C21 H21 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
N2 S1 N1 101.0(3) . . ?
C14 S2 C7 91.7(3) . . ?
C22 S3 C15 91.8(3) . . ?
C2 N1 S1 106.3(4) . . ?
C3 N2 S1 106.5(4) . . ?
C6 C1 C2 115.2(6) . . ?
C6 C1 C7 122.8(5) . . ?
C2 C1 C7 122.0(6) . . ?
N1 C2 C3 112.9(5) . . ?
N1 C2 C1 125.8(6) . . ?
C3 C2 C1 121.3(6) . . ?
N2 C3 C2 113.3(5) . . ?
N2 C3 C4 125.0(6) . . ?
C2 C3 C4 121.7(6) . . ?
C5 C4 C3 114.7(6) . . ?
C5 C4 C15 121.9(6) . . ?
C3 C4 C15 123.3(6) . . ?
C4 C5 C6 122.9(6) . . ?
C4 C5 H5 118.5 . . ?
C6 C5 H5 118.5 . . ?
C1 C6 C5 124.2(6) . . ?
C1 C6 H6 117.9 . . ?
C5 C6 H6 117.9 . . ?
C8 C7 C1 128.4(6) . . ?
C8 C7 S2 112.4(5) . . ?
C1 C7 S2 119.2(5) . . ?
C7 C8 C9 112.4(6) . . ?
C7 C8 H8 123.8 . . ?
C9 C8 H8 123.8 . . ?
C10 C9 C14 118.7(6) . . ?
C10 C9 C8 128.9(6) . . ?
C14 C9 C8 112.4(6) . . ?
C11 C10 C9 119.7(6) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?
C10 C11 C12 120.9(6) . . ?
C10 C11 H11 119.5 . . ?
C12 C11 H11 119.5 . . ?
C13 C12 C11 121.3(6) . . ?
C13 C12 H12 119.3 . . ?
C11 C12 H12 119.3 . . ?
C12 C13 C14 118.6(6) . . ?
C12 C13 H13 120.7 . . ?
C14 C13 H13 120.7 . . ?
C13 C14 C9 120.7(6) . . ?
C13 C14 S2 128.2(5) . . ?
C9 C14 S2 111.1(5) . . ?
C16 C15 C4 127.4(6) . . ?
C16 C15 S3 113.4(5) . . ?
C4 C15 S3 119.2(5) . . ?
C15 C16 C17 109.5(6) . . ?
C15 C16 H16 125.3 . . ?
C17 C16 H16 125.3 . . ?
C18 C17 C22 118.7(6) . . ?
C18 C17 C16 127.7(6) . . ?
C22 C17 C16 113.5(6) . . ?
C19 C18 C17 120.4(7) . . ?
C19 C18 H18 119.8 . . ?
C17 C18 H18 119.8 . . ?
C18 C19 C20 120.6(7) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
C21 C20 C19 120.9(6) . . ?
C21 C20 H20 119.6 . . ?
C19 C20 H20 119.6 . . ?
C20 C21 C22 118.9(7) . . ?
C20 C21 H21 120.5 . . ?
C22 C21 H21 120.5 . . ?
C21 C22 C17 120.5(6) . . ?
C21 C22 S3 127.7(5) . . ?
C17 C22 S3 111.9(5) . . ?

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
N2 S1 N1 C2 0.6(5) . . . . ?
N1 S1 N2 C3 0.0(5) . . . . ?
S1 N1 C2 C3 -1.0(6) . . . . ?
S1 N1 C2 C1 179.4(5) . . . . ?
C6 C1 C2 N1 177.6(6) . . . . ?
C7 C1 C2 N1 -3.4(9) . . . . ?
C6 C1 C2 C3 -1.9(8) . . . . ?
C7 C1 C2 C3 177.1(6) . . . . ?
S1 N2 C3 C2 -0.6(6) . . . . ?
S1 N2 C3 C4 -179.7(5) . . . . ?
N1 C2 C3 N2 1.0(8) . . . . ?
C1 C2 C3 N2 -179.4(5) . . . . ?
N1 C2 C3 C4 -179.8(6) . . . . ?
C1 C2 C3 C4 -0.1(9) . . . . ?
N2 C3 C4 C5 -179.1(6) . . . . ?
C2 C3 C4 C5 1.8(9) . . . . ?
N2 C3 C4 C15 3.1(10) . . . . ?
C2 C3 C4 C15 -176.0(5) . . . . ?
C3 C4 C5 C6 -1.4(9) . . . . ?
C15 C4 C5 C6 176.4(6) . . . . ?
C2 C1 C6 C5 2.4(9) . . . . ?
C7 C1 C6 C5 -176.6(6) . . . . ?
C4 C5 C6 C1 -0.7(10) . . . . ?
C6 C1 C7 C8 177.5(6) . . . . ?
C2 C1 C7 C8 -1.4(10) . . . . ?
C6 C1 C7 S2 -1.0(8) . . . . ?
C2 C1 C7 S2 -179.9(4) . . . . ?
C14 S2 C7 C8 -0.6(5) . . . . ?
C14 S2 C7 C1 178.2(5) . . . . ?
C1 C7 C8 C9 -178.3(6) . . . . ?
S2 C7 C8 C9 0.2(7) . . . . ?
C7 C8 C9 C10 179.7(7) . . . . ?
C7 C8 C9 C14 0.3(8) . . . . ?
C14 C9 C10 C11 -1.9(10) . . . . ?
C8 C9 C10 C11 178.7(6) . . . . ?
C9 C10 C11 C12 2.3(10) . . . . ?
C10 C11 C12 C13 -1.1(10) . . . . ?
C11 C12 C13 C14 -0.4(10) . . . . ?
C12 C13 C14 C9 0.8(9) . . . . ?
C12 C13 C14 S2 -178.5(5) . . . . ?
C10 C9 C14 C13 0.4(9) . . . . ?
C8 C9 C14 C13 179.9(6) . . . . ?
C10 C9 C14 S2 179.8(5) . . . . ?
C8 C9 C14 S2 -0.7(7) . . . . ?
C7 S2 C14 C13 -179.9(6) . . . . ?
C7 S2 C14 C9 0.7(5) . . . . ?
C5 C4 C15 C16 -179.6(6) . . . . ?
C3 C4 C15 C16 -2.0(10) . . . . ?
C5 C4 C15 S3 -0.2(8) . . . . ?
C3 C4 C15 S3 177.4(5) . . . . ?
C22 S3 C15 C16 0.2(5) . . . . ?
C22 S3 C15 C4 -179.3(5) . . . . ?
C4 C15 C16 C17 179.4(6) . . . . ?
S3 C15 C16 C17 -0.1(6) . . . . ?
C15 C16 C17 C18 -179.6(6) . . . . ?
C15 C16 C17 C22 -0.2(7) . . . . ?
C22 C17 C18 C19 1.2(9) . . . . ?
C16 C17 C18 C19 -179.4(6) . . . . ?
C17 C18 C19 C20 -1.6(10) . . . . ?
C18 C19 C20 C21 1.2(10) . . . . ?
C19 C20 C21 C22 -0.5(10) . . . . ?
C20 C21 C22 C17 0.2(10) . . . . ?
C20 C21 C22 S3 179.7(5) . . . . ?
C18 C17 C22 C21 -0.5(9) . . . . ?
C16 C17 C22 C21 180.0(6) . . . . ?
C18 C17 C22 S3 179.9(5) . . . . ?
C16 C17 C22 S3 0.4(7) . . . . ?
C15 S3 C22 C21 -179.9(6) . . . . ?
C15 S3 C22 C17 -0.3(5) . . . . ?

#==============================================================================

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.





#==============================================================================
#     End of CIF
#==============================================================================
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: acetonitrile/chloroform'
_exptl_crystal_preparation       Luminescent
