# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2022

####################################################################### 
# 
# 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_aTTF-DPNI
_database_code_depnum_ccdc_archive 'CCDC 2091248'
loop_
_audit_author_name
_audit_author_address
'Tianfu Liu'
; Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2021-06-21 deposited with the CCDC.	2022-04-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3

_chemical_name_systematic        alpha-TTF-DPNI
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H16 N4 O4 S4'
_chemical_formula_weight         624.71

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'
O O 0.0492 0.0322 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.0920(10)
_cell_length_b                   11.3515(10)
_cell_length_c                   22.452(2)
_cell_angle_alpha                102.526(2)
_cell_angle_beta                 97.502(2)
_cell_angle_gamma                100.733(2)
_cell_volume                     2668.0(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    250(2)
_cell_measurement_reflns_used    21635
_cell_measurement_theta_min      4.091
_cell_measurement_theta_max      63.682

_exptl_crystal_description       needle
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.555
_exptl_crystal_F_000             1280
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.030
_exptl_crystal_size_mid          0.010
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    3.673
_shelx_estimated_absorpt_T_min   0.898
_shelx_estimated_absorpt_T_max   0.964
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.589
_exptl_absorpt_correction_T_max  0.753
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      250(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33995
_diffrn_reflns_av_unetI/netI     0.0325
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         4.091
_diffrn_reflns_theta_max         63.682
_diffrn_reflns_theta_full        63.682
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             8710
_reflns_number_gt                7969
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0460P)²+0.6723P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8710
_refine_ls_number_parameters     757
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0341
_refine_ls_R_factor_gt           0.0315
_refine_ls_wR_factor_ref         0.0875
_refine_ls_wR_factor_gt          0.0840
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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
S5 S 0.85462(4) 1.02539(4) 0.93090(2) 0.04114(11) Uani 1 1 d . . . . .
S6 S 0.92093(4) 1.12221(4) 1.06704(2) 0.04302(11) Uani 1 1 d . . . . .
C55 C 0.95332(15) 1.03045(14) 0.99956(7) 0.0370(3) Uani 1 1 d . . . . .
C56 C 0.79907(18) 1.16768(17) 1.02818(8) 0.0519(4) Uani 1 1 d . . . . .
H56 H 0.755890 1.222004 1.049666 0.062 Uiso 1 1 calc R U . . .
C57 C 0.76861(18) 1.12350(17) 0.96722(8) 0.0508(4) Uani 1 1 d . . . . .
H57 H 0.702346 1.144638 0.944278 0.061 Uiso 1 1 calc R U . . .
C49 C 0.49500(14) 0.53243(14) 0.02801(7) 0.0359(3) Uani 1 1 d . . . . .
S2 S 0.37877(4) 0.61665(4) 0.03943(2) 0.04456(11) Uani 1 1 d . . . . .
S1 S 0.59640(4) 0.53871(4) 0.09588(2) 0.04652(12) Uani 1 1 d . . . . .
C50 C 0.53645(19) 0.64751(18) 0.14247(8) 0.0554(5) Uani 1 1 d . . . . .
H50 H 0.571607 0.680129 0.184642 0.067 Uiso 1 1 calc R U . . .
C51 C 0.43961(19) 0.68354(18) 0.11702(9) 0.0565(5) Uani 1 1 d . . . . .
H51 H 0.404941 0.743626 0.140393 0.068 Uiso 1 1 calc R U . . .
C29 C 0.8998(2) 0.5203(2) 0.71636(9) 0.0607(5) Uani 1 1 d . . . . .
H29 H 0.970065 0.549945 0.700099 0.073 Uiso 1 1 calc R U . . .
C46 C 0.82951(18) 1.16226(17) 1.31073(8) 0.0509(4) Uani 1 1 d . . . . .
H46 H 0.896133 1.228382 1.332030 0.061 Uiso 1 1 calc R U . . .
C26 C 0.69597(19) 0.44054(17) 0.76256(8) 0.0541(5) Uani 1 1 d . . . . .
H26 H 0.622783 0.411810 0.776863 0.065 Uiso 1 1 calc R U . . .
C27 C 0.78579(16) 0.54103(15) 0.79832(7) 0.0394(4) Uani 1 1 d . . . . .
C45 C 0.84163(16) 1.09274(15) 1.25409(8) 0.0442(4) Uani 1 1 d . . . . .
H45 H 0.914440 1.110735 1.237469 0.053 Uiso 1 1 calc R U . . .
O8 O 0.58972(11) 1.00320(11) 1.12140(5) 0.0482(3) Uani 1 1 d . . . . .
O6 O 0.61285(12) 0.67506(12) 0.82127(5) 0.0508(3) Uani 1 1 d . . . . .
O7 O 0.90069(12) 0.84125(12) 1.20157(5) 0.0503(3) Uani 1 1 d . . . . .
O5 O 0.92748(12) 0.51608(12) 0.89926(5) 0.0513(3) Uani 1 1 d . . . . .
N7 N 0.74702(12) 0.92439(12) 1.16145(6) 0.0361(3) Uani 1 1 d . . . . .
C48 C 0.63942(16) 0.97081(16) 1.24932(8) 0.0461(4) Uani 1 1 d . . . . .
H48 H 0.572047 0.904441 1.229322 0.055 Uiso 1 1 calc R U . . .
N6 N 0.77367(12) 0.60007(12) 0.86032(6) 0.0366(3) Uani 1 1 d . . . . .
C47 C 0.63720(18) 1.04601(18) 1.30624(8) 0.0507(4) Uani 1 1 d . . . . .
H47 H 0.566285 1.028724 1.324371 0.061 Uiso 1 1 calc R U . . .
N8 N 0.72921(16) 1.14151(15) 1.33712(7) 0.0529(4) Uani 1 1 d . . . . .
C39 C 0.66315(14) 0.85992(13) 1.04990(7) 0.0331(3) Uani 1 1 d . . . . .
C32 C 0.75956(13) 0.72414(13) 0.98098(7) 0.0304(3) Uani 1 1 d . . . . .
C25 C 0.7169(2) 0.38392(19) 0.70544(9) 0.0640(5) Uani 1 1 d . . . . .
H25 H 0.656222 0.314920 0.681391 0.077 Uiso 1 1 calc R U . . .
C38 C 0.75506(13) 0.79022(12) 1.04150(7) 0.0303(3) Uani 1 1 d . . . . .
C33 C 0.67163(14) 0.72928(13) 0.93070(7) 0.0330(3) Uani 1 1 d . . . . .
C44 C 0.74351(15) 0.99595(14) 1.22261(7) 0.0381(3) Uani 1 1 d . . . . .
C31 C 0.85191(14) 0.65489(13) 0.97251(7) 0.0325(3) Uani 1 1 d . . . . .
C37 C 0.84190(13) 0.78454(13) 1.09207(7) 0.0323(3) Uani 1 1 d . . . . .
C28 C 0.88843(17) 0.58349(18) 0.77462(8) 0.0505(4) Uani 1 1 d . . . . .
H28 H 0.949385 0.653574 0.797321 0.061 Uiso 1 1 calc R U . . .
C40 C 0.57586(14) 0.85942(14) 1.00035(7) 0.0370(3) Uani 1 1 d . . . . .
H40 H 0.512770 0.903287 1.006792 0.044 Uiso 1 1 calc R U . . .
C35 C 0.93678(14) 0.65255(14) 1.02241(7) 0.0356(3) Uani 1 1 d . . . . .
H35 H 0.998880 0.607295 1.016183 0.043 Uiso 1 1 calc R U . . .
C43 C 0.66085(14) 0.93503(14) 1.11217(7) 0.0361(3) Uani 1 1 d . . . . .
C42 C 0.83514(14) 0.85004(14) 1.15564(7) 0.0361(3) Uani 1 1 d . . . . .
C41 C 0.58001(14) 0.79438(14) 0.94056(7) 0.0375(3) Uani 1 1 d . . . . .
H41 H 0.520144 0.795039 0.906956 0.045 Uiso 1 1 calc R U . . .
C34 C 0.68011(14) 0.66769(14) 0.86657(7) 0.0366(3) Uani 1 1 d . . . . .
C30 C 0.85684(15) 0.58435(14) 0.90951(7) 0.0370(3) Uani 1 1 d . . . . .
N5 N 0.81766(19) 0.42042(18) 0.68191(7) 0.0639(5) Uani 1 1 d . . . . .
C36 C 0.93168(14) 0.71682(14) 1.08234(7) 0.0356(3) Uani 1 1 d . . . . .
H36 H 0.989738 0.713811 1.116143 0.043 Uiso 1 1 calc R U . . .
C59 C 1.0234(2) 0.8003(2) 1.37920(10) 0.0672(6) Uani 1 1 d . . . . .
H59 H 1.039786 0.729347 1.354123 0.081 Uiso 1 1 calc R U . . .
S8 S 1.06672(4) 0.83641(4) 1.45902(2) 0.05059(12) Uani 1 1 d . . . . .
S7 S 0.94040(4) 1.00404(4) 1.40392(2) 0.05117(12) Uani 1 1 d . . . . .
C60 C 0.9668(2) 0.8753(2) 1.35463(9) 0.0678(6) Uani 1 1 d . . . . .
H60 H 0.941429 0.859185 1.311487 0.081 Uiso 1 1 calc R U . . .
C58 C 1.00155(14) 0.96663(14) 1.47156(7) 0.0358(3) Uani 1 1 d . . . . .
S3 S 0.55519(4) 0.35753(4) 0.43223(2) 0.04543(11) Uani 1 1 d . . . . .
C53 C 0.64900(18) 0.28176(19) 0.47110(9) 0.0576(5) Uani 1 1 d . . . . .
H53 H 0.684979 0.220866 0.449307 0.069 Uiso 1 1 calc R U . . .
S4 S 0.60070(4) 0.42738(4) 0.56922(2) 0.04567(11) Uani 1 1 d . . . . .
C54 C 0.66829(19) 0.31240(19) 0.53241(9) 0.0579(5) Uani 1 1 d . . . . .
H54 H 0.717396 0.272862 0.555437 0.070 Uiso 1 1 calc R U . . .
C52 C 0.53182(14) 0.45503(15) 0.50029(7) 0.0387(3) Uani 1 1 d . . . . .
O3 O 0.85691(11) 0.78384(11) 0.67843(5) 0.0481(3) Uani 1 1 d . . . . .
C2 C 0.68156(17) 0.37657(16) 0.25617(8) 0.0483(4) Uani 1 1 d . . . . .
H2 H 0.630874 0.342204 0.281312 0.058 Uiso 1 1 calc R U . . .
C23 C 0.75300(19) 1.13858(18) 0.78220(8) 0.0541(4) Uani 1 1 d . . . . .
H23 H 0.786527 1.223826 0.798126 0.065 Uiso 1 1 calc R U . . .
O1 O 0.87444(11) 0.45983(11) 0.37583(5) 0.0465(3) Uani 1 1 d . . . . .
C22 C 0.64840(18) 0.95650(18) 0.79428(8) 0.0509(4) Uani 1 1 d . . . . .
H22 H 0.605903 0.911439 0.818694 0.061 Uiso 1 1 calc R U . . .
O2 O 0.63083(12) 0.68901(12) 0.29629(5) 0.0509(3) Uani 1 1 d . . . . .
C19 C 0.67297(15) 0.93504(15) 0.58935(7) 0.0381(3) Uani 1 1 d . . . . .
O4 O 0.61361(13) 1.01408(13) 0.59925(5) 0.0560(3) Uani 1 1 d . . . . .
C16 C 0.62934(15) 0.90375(15) 0.47570(7) 0.0393(4) Uani 1 1 d . . . . .
H16 H 0.590636 0.971318 0.481656 0.047 Uiso 1 1 calc R U . . .
N2 N 0.74648(12) 0.56968(11) 0.33636(6) 0.0354(3) Uani 1 1 d . . . . .
C4 C 0.81724(16) 0.54629(17) 0.23595(7) 0.0463(4) Uani 1 1 d . . . . .
H4 H 0.860753 0.629481 0.247112 0.056 Uiso 1 1 calc R U . . .
N3 N 0.73493(12) 0.89872(12) 0.63877(6) 0.0357(3) Uani 1 1 d . . . . .
C1 C 0.6927(2) 0.30697(17) 0.19928(8) 0.0570(5) Uani 1 1 d . . . . .
H1 H 0.648554 0.223989 0.186632 0.068 Uiso 1 1 calc R U . . .
N4 N 0.69148(15) 1.07759(15) 0.81748(6) 0.0523(4) Uani 1 1 d . . . . .
C8 C 0.74699(12) 0.70491(13) 0.45711(7) 0.0298(3) Uani 1 1 d . . . . .
C7 C 0.80663(13) 0.60455(13) 0.44897(7) 0.0315(3) Uani 1 1 d . . . . .
C5 C 0.82150(18) 0.4683(2) 0.17991(8) 0.0558(5) Uani 1 1 d . . . . .
H5 H 0.869502 0.500867 0.153269 0.067 Uiso 1 1 calc R U . . .
C14 C 0.74477(13) 0.77089(13) 0.51786(6) 0.0302(3) Uani 1 1 d . . . . .
C15 C 0.68367(14) 0.87008(14) 0.52628(7) 0.0337(3) Uani 1 1 d . . . . .
C13 C 0.80335(13) 0.73584(13) 0.56873(7) 0.0320(3) Uani 1 1 d . . . . .
C20 C 0.72291(14) 0.95882(15) 0.70060(7) 0.0374(3) Uani 1 1 d . . . . .
C6 C 0.81348(14) 0.53744(14) 0.38586(7) 0.0344(3) Uani 1 1 d . . . . .
N1 N 0.76158(17) 0.34989(17) 0.16153(7) 0.0601(5) Uani 1 1 d . . . . .
C11 C 0.85998(13) 0.57006(14) 0.49945(7) 0.0343(3) Uani 1 1 d . . . . .
H11 H 0.897319 0.501547 0.493444 0.041 Uiso 1 1 calc R U . . .
C24 C 0.77037(18) 1.08431(16) 0.72391(8) 0.0498(4) Uani 1 1 d . . . . .
H24 H 0.813484 1.131476 0.700513 0.060 Uiso 1 1 calc R U . . .
C3 C 0.74697(15) 0.49765(15) 0.27481(7) 0.0379(3) Uani 1 1 d . . . . .
C9 C 0.68787(14) 0.73940(14) 0.40600(7) 0.0329(3) Uani 1 1 d . . . . .
C18 C 0.80313(14) 0.80468(14) 0.63275(7) 0.0356(3) Uani 1 1 d . . . . .
C10 C 0.68455(14) 0.66762(14) 0.34219(7) 0.0366(3) Uani 1 1 d . . . . .
C12 C 0.85910(14) 0.63603(14) 0.55956(7) 0.0356(3) Uani 1 1 d . . . . .
H12 H 0.896549 0.612372 0.593803 0.043 Uiso 1 1 calc R U . . .
C17 C 0.63124(15) 0.83818(15) 0.41543(7) 0.0389(3) Uani 1 1 d . . . . .
H17 H 0.593578 0.861846 0.381237 0.047 Uiso 1 1 calc R U . . .
C21 C 0.66203(16) 0.89267(16) 0.73669(7) 0.0439(4) Uani 1 1 d . . . . .
H21 H 0.630724 0.806741 0.722568 0.053 Uiso 1 1 calc R U . . .


_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
S5 C57 1.7379(18) . ?
S5 C55 1.7538(16) . ?
S6 C56 1.7326(19) . ?
S6 C55 1.7625(16) . ?
C55 C55 1.348(3) 2_777 ?
C56 C57 1.326(3) . ?
C56 H56 0.9400 . ?
C57 H57 0.9400 . ?
C49 C49 1.342(3) 2_665 ?
C49 S1 1.7514(15) . ?
C49 S2 1.7553(16) . ?
S2 C51 1.731(2) . ?
S1 C50 1.729(2) . ?
C50 C51 1.324(3) . ?
C50 H50 0.9400 . ?
C51 H51 0.9400 . ?
C29 N5 1.329(3) . ?
C29 C28 1.382(3) . ?
C29 H29 0.9400 . ?
C46 N8 1.334(3) . ?
C46 C45 1.381(2) . ?
C46 H46 0.9400 . ?
C26 C25 1.374(3) . ?
C26 C27 1.382(3) . ?
C26 H26 0.9400 . ?
C27 C28 1.370(2) . ?
C27 N6 1.443(2) . ?
C45 C44 1.381(2) . ?
C45 H45 0.9400 . ?
O8 C43 1.2103(19) . ?
O6 C34 1.2083(19) . ?
O7 C42 1.2156(19) . ?
O5 C30 1.2097(19) . ?
N7 C43 1.406(2) . ?
N7 C42 1.406(2) . ?
N7 C44 1.4453(19) . ?
C48 C47 1.380(2) . ?
C48 C44 1.381(2) . ?
C48 H48 0.9400 . ?
N6 C34 1.405(2) . ?
N6 C30 1.408(2) . ?
C47 N8 1.332(3) . ?
C47 H47 0.9400 . ?
C39 C40 1.374(2) . ?
C39 C38 1.410(2) . ?
C39 C43 1.477(2) . ?
C32 C31 1.410(2) . ?
C32 C33 1.411(2) . ?
C32 C38 1.415(2) . ?
C25 N5 1.333(3) . ?
C25 H25 0.9400 . ?
C38 C37 1.411(2) . ?
C33 C41 1.377(2) . ?
C33 C34 1.481(2) . ?
C31 C35 1.374(2) . ?
C31 C30 1.480(2) . ?
C37 C36 1.378(2) . ?
C37 C42 1.478(2) . ?
C28 H28 0.9400 . ?
C40 C41 1.396(2) . ?
C40 H40 0.9400 . ?
C35 C36 1.398(2) . ?
C35 H35 0.9400 . ?
C41 H41 0.9400 . ?
C36 H36 0.9400 . ?
C59 C60 1.317(3) . ?
C59 S8 1.730(2) . ?
C59 H59 0.9400 . ?
S8 C58 1.7486(16) . ?
S7 C60 1.729(2) . ?
S7 C58 1.7506(16) . ?
C60 H60 0.9400 . ?
C58 C58 1.344(3) 2_778 ?
S3 C53 1.734(2) . ?
S3 C52 1.7618(16) . ?
C53 C54 1.322(3) . ?
C53 H53 0.9400 . ?
S4 C54 1.734(2) . ?
S4 C52 1.7518(16) . ?
C54 H54 0.9400 . ?
C52 C52 1.346(3) 2_666 ?
O3 C18 1.2091(19) . ?
C2 C3 1.375(2) . ?
C2 C1 1.382(3) . ?
C2 H2 0.9400 . ?
C23 N4 1.332(3) . ?
C23 C24 1.375(2) . ?
C23 H23 0.9400 . ?
O1 C6 1.2081(18) . ?
C22 N4 1.330(3) . ?
C22 C21 1.380(2) . ?
C22 H22 0.9400 . ?
O2 C10 1.2157(19) . ?
C19 O4 1.2083(19) . ?
C19 N3 1.406(2) . ?
C19 C15 1.479(2) . ?
C16 C15 1.376(2) . ?
C16 C17 1.401(2) . ?
C16 H16 0.9400 . ?
N2 C10 1.404(2) . ?
N2 C6 1.408(2) . ?
N2 C3 1.4463(19) . ?
C4 C3 1.378(2) . ?
C4 C5 1.384(2) . ?
C4 H4 0.9400 . ?
N3 C18 1.412(2) . ?
N3 C20 1.4428(19) . ?
C1 N1 1.322(3) . ?
C1 H1 0.9400 . ?
C8 C7 1.411(2) . ?
C8 C14 1.412(2) . ?
C8 C9 1.412(2) . ?
C7 C11 1.375(2) . ?
C7 C6 1.475(2) . ?
C5 N1 1.332(3) . ?
C5 H5 0.9400 . ?
C14 C13 1.409(2) . ?
C14 C15 1.410(2) . ?
C13 C12 1.379(2) . ?
C13 C18 1.480(2) . ?
C20 C21 1.376(2) . ?
C20 C24 1.380(2) . ?
C11 C12 1.396(2) . ?
C11 H11 0.9400 . ?
C24 H24 0.9400 . ?
C9 C17 1.375(2) . ?
C9 C10 1.479(2) . ?
C12 H12 0.9400 . ?
C17 H17 0.9400 . ?
C21 H21 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
C57 S5 C55 94.65(8) . . ?
C56 S6 C55 94.74(8) . . ?
C55 C55 S5 122.60(16) 2_777 . ?
C55 C55 S6 122.89(16) 2_777 . ?
S5 C55 S6 114.51(9) . . ?
C57 C56 S6 117.95(14) . . ?
C57 C56 H56 121.0 . . ?
S6 C56 H56 121.0 . . ?
C56 C57 S5 118.14(14) . . ?
C56 C57 H57 120.9 . . ?
S5 C57 H57 120.9 . . ?
C49 C49 S1 122.59(16) 2_665 . ?
C49 C49 S2 122.90(16) 2_665 . ?
S1 C49 S2 114.51(9) . . ?
C51 S2 C49 94.38(9) . . ?
C50 S1 C49 94.52(9) . . ?
C51 C50 S1 118.07(14) . . ?
C51 C50 H50 121.0 . . ?
S1 C50 H50 121.0 . . ?
C50 C51 S2 117.98(15) . . ?
C50 C51 H51 121.0 . . ?
S2 C51 H51 121.0 . . ?
N5 C29 C28 124.12(19) . . ?
N5 C29 H29 117.9 . . ?
C28 C29 H29 117.9 . . ?
N8 C46 C45 124.13(17) . . ?
N8 C46 H46 117.9 . . ?
C45 C46 H46 117.9 . . ?
C25 C26 C27 117.95(19) . . ?
C25 C26 H26 121.0 . . ?
C27 C26 H26 121.0 . . ?
C28 C27 C26 119.19(16) . . ?
C28 C27 N6 119.89(15) . . ?
C26 C27 N6 120.91(15) . . ?
C46 C45 C44 117.98(17) . . ?
C46 C45 H45 121.0 . . ?
C44 C45 H45 121.0 . . ?
C43 N7 C42 125.14(12) . . ?
C43 N7 C44 116.72(12) . . ?
C42 N7 C44 118.14(12) . . ?
C47 C48 C44 118.05(17) . . ?
C47 C48 H48 121.0 . . ?
C44 C48 H48 121.0 . . ?
C34 N6 C30 125.59(12) . . ?
C34 N6 C27 117.52(12) . . ?
C30 N6 C27 116.89(12) . . ?
N8 C47 C48 124.14(17) . . ?
N8 C47 H47 117.9 . . ?
C48 C47 H47 117.9 . . ?
C47 N8 C46 116.50(15) . . ?
C40 C39 C38 120.42(14) . . ?
C40 C39 C43 119.54(13) . . ?
C38 C39 C43 120.03(13) . . ?
C31 C32 C33 121.76(13) . . ?
C31 C32 C38 119.08(13) . . ?
C33 C32 C38 119.16(13) . . ?
N5 C25 C26 124.3(2) . . ?
N5 C25 H25 117.9 . . ?
C26 C25 H25 117.9 . . ?
C39 C38 C37 121.45(13) . . ?
C39 C38 C32 119.07(13) . . ?
C37 C38 C32 119.48(13) . . ?
C41 C33 C32 120.51(14) . . ?
C41 C33 C34 119.54(13) . . ?
C32 C33 C34 119.92(13) . . ?
C48 C44 C45 119.18(15) . . ?
C48 C44 N7 120.03(15) . . ?
C45 C44 N7 120.75(14) . . ?
C35 C31 C32 120.32(14) . . ?
C35 C31 C30 120.06(13) . . ?
C32 C31 C30 119.61(13) . . ?
C36 C37 C38 120.16(14) . . ?
C36 C37 C42 120.09(13) . . ?
C38 C37 C42 119.75(13) . . ?
C27 C28 C29 118.10(19) . . ?
C27 C28 H28 120.9 . . ?
C29 C28 H28 121.0 . . ?
C39 C40 C41 120.63(14) . . ?
C39 C40 H40 119.7 . . ?
C41 C40 H40 119.7 . . ?
C31 C35 C36 120.66(14) . . ?
C31 C35 H35 119.7 . . ?
C36 C35 H35 119.7 . . ?
O8 C43 N7 120.58(14) . . ?
O8 C43 C39 122.88(14) . . ?
N7 C43 C39 116.54(13) . . ?
O7 C42 N7 120.19(14) . . ?
O7 C42 C37 123.07(14) . . ?
N7 C42 C37 116.75(13) . . ?
C33 C41 C40 120.12(14) . . ?
C33 C41 H41 119.9 . . ?
C40 C41 H41 119.9 . . ?
O6 C34 N6 120.48(14) . . ?
O6 C34 C33 123.25(14) . . ?
N6 C34 C33 116.26(13) . . ?
O5 C30 N6 120.23(14) . . ?
O5 C30 C31 123.27(14) . . ?
N6 C30 C31 116.50(13) . . ?
C29 N5 C25 116.25(16) . . ?
C37 C36 C35 120.29(14) . . ?
C37 C36 H36 119.9 . . ?
C35 C36 H36 119.9 . . ?
C60 C59 S8 118.01(16) . . ?
C60 C59 H59 121.0 . . ?
S8 C59 H59 121.0 . . ?
C59 S8 C58 94.50(10) . . ?
C60 S7 C58 94.44(10) . . ?
C59 C60 S7 118.15(16) . . ?
C59 C60 H60 120.9 . . ?
S7 C60 H60 120.9 . . ?
C58 C58 S8 123.04(16) 2_778 . ?
C58 C58 S7 122.30(16) 2_778 . ?
S8 C58 S7 114.66(9) . . ?
C53 S3 C52 94.63(8) . . ?
C54 C53 S3 117.86(15) . . ?
C54 C53 H53 121.1 . . ?
S3 C53 H53 121.1 . . ?
C54 S4 C52 94.64(9) . . ?
C53 C54 S4 118.30(15) . . ?
C53 C54 H54 120.8 . . ?
S4 C54 H54 120.8 . . ?
C52 C52 S4 122.46(16) 2_666 . ?
C52 C52 S3 123.03(17) 2_666 . ?
S4 C52 S3 114.49(9) . . ?
C3 C2 C1 117.89(18) . . ?
C3 C2 H2 121.1 . . ?
C1 C2 H2 121.1 . . ?
N4 C23 C24 123.92(18) . . ?
N4 C23 H23 118.0 . . ?
C24 C23 H23 118.0 . . ?
N4 C22 C21 124.27(17) . . ?
N4 C22 H22 117.9 . . ?
C21 C22 H22 117.9 . . ?
O4 C19 N3 120.48(14) . . ?
O4 C19 C15 123.21(14) . . ?
N3 C19 C15 116.30(13) . . ?
C15 C16 C17 120.55(14) . . ?
C15 C16 H16 119.7 . . ?
C17 C16 H16 119.7 . . ?
C10 N2 C6 125.35(12) . . ?
C10 N2 C3 118.44(12) . . ?
C6 N2 C3 116.16(12) . . ?
C3 C4 C5 117.67(18) . . ?
C3 C4 H4 121.2 . . ?
C5 C4 H4 121.2 . . ?
C19 N3 C18 125.44(12) . . ?
C19 N3 C20 117.10(12) . . ?
C18 N3 C20 117.39(12) . . ?
N1 C1 C2 124.07(18) . . ?
N1 C1 H1 118.0 . . ?
C2 C1 H1 118.0 . . ?
C22 N4 C23 116.47(15) . . ?
C7 C8 C14 119.07(13) . . ?
C7 C8 C9 121.53(13) . . ?
C14 C8 C9 119.40(13) . . ?
C11 C7 C8 120.50(13) . . ?
C11 C7 C6 119.80(13) . . ?
C8 C7 C6 119.70(13) . . ?
N1 C5 C4 123.85(19) . . ?
N1 C5 H5 118.1 . . ?
C4 C5 H5 118.1 . . ?
C13 C14 C15 121.46(13) . . ?
C13 C14 C8 119.23(13) . . ?
C15 C14 C8 119.31(13) . . ?
C16 C15 C14 120.16(14) . . ?
C16 C15 C19 119.61(13) . . ?
C14 C15 C19 120.18(13) . . ?
C12 C13 C14 120.59(13) . . ?
C12 C13 C18 119.38(13) . . ?
C14 C13 C18 120.02(13) . . ?
C21 C20 C24 119.06(15) . . ?
C21 C20 N3 120.65(15) . . ?
C24 C20 N3 120.28(15) . . ?
O1 C6 N2 120.39(13) . . ?
O1 C6 C7 122.96(14) . . ?
N2 C6 C7 116.64(13) . . ?
C1 N1 C5 116.91(15) . . ?
C7 C11 C12 120.51(13) . . ?
C7 C11 H11 119.7 . . ?
C12 C11 H11 119.7 . . ?
C23 C24 C20 118.34(17) . . ?
C23 C24 H24 120.8 . . ?
C20 C24 H24 120.8 . . ?
C2 C3 C4 119.56(15) . . ?
C2 C3 N2 119.28(15) . . ?
C4 C3 N2 121.07(14) . . ?
C17 C9 C8 120.16(14) . . ?
C17 C9 C10 119.86(13) . . ?
C8 C9 C10 119.97(13) . . ?
O3 C18 N3 120.11(14) . . ?
O3 C18 C13 123.56(14) . . ?
N3 C18 C13 116.33(12) . . ?
O2 C10 N2 120.20(14) . . ?
O2 C10 C9 123.37(14) . . ?
N2 C10 C9 116.43(13) . . ?
C13 C12 C11 120.07(13) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C9 C17 C16 120.39(14) . . ?
C9 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C20 C21 C22 117.90(16) . . ?
C20 C21 H21 121.0 . . ?
C22 C21 H21 121.0 . . ?

_refine_diff_density_max         0.225
_refine_diff_density_min         -0.297
_refine_diff_density_rms         0.089


# start Validation Reply Form
_vrf_THETM01_aTTF-DPNI           
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.590
RESPONSE: ...
;
_vrf_PLAT911_aTTF-DPNI           
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.581         68 Report
RESPONSE: ...
;
_vrf_PLAT992_aTTF-DPNI           
;
PROBLEM: Repd & Actual _reflns_number_gt Values Differ by         21 Check 
RESPONSE: ...
;
####################################################################### 
# 
# 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_TTN-DPNI
_database_code_depnum_ccdc_archive 'CCDC 2091250'
loop_
_audit_author_name
_audit_author_address
'Tianfu Liu'
;Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2022-03-29 deposited with the CCDC.	2022-04-12 downloaded from the CCDC.
;
_audit_creation_date             2022-03-28
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
'2,7-bis(pyridin-4-yl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone [1,4]dithiino[2,3-b][1,4]dithiine'
_chemical_formula_moiety         'C24 H12 N4 O4, C6 H4 S4'
_chemical_formula_sum            'C30 H16 N4 O4 S4'
_chemical_formula_weight         624.71
_chemical_melting_point          ?
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'
O O 0.0492 0.0322 '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      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_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   14.044
_cell_length_b                   8.232
_cell_length_c                   11.711
_cell_angle_alpha                90
_cell_angle_beta                 103.51
_cell_angle_gamma                90
_cell_volume                     1316.4
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9458
_cell_measurement_temperature    299(2)
_cell_measurement_theta_max      68.27
_cell_measurement_theta_min      3.24
_shelx_estimated_absorpt_T_max   0.964
_shelx_estimated_absorpt_T_min   0.897
_exptl_absorpt_coefficient_mu    3.721
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5484
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2014/2 (Bruker,2014/2) was used for absorption correction.
wR2(int) was 0.0677 before and 0.0384 after correction.
The Ratio of minimum to maximum transmission is 0.7282.
The λ/2 correction factor is 0.00150.
;
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_diffrn    1.576
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0326
_diffrn_reflns_av_unetI/netI     0.0200
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            11251
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         68.261
_diffrn_reflns_theta_min         3.236
_diffrn_ambient_temperature      299.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2328
_reflns_number_total             2375
_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       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.195
_refine_diff_density_min         -0.221
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         2375
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0296
_refine_ls_R_factor_gt           0.0292
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0460P)²+0.4216P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0817
_refine_ls_wR_factor_ref         0.0823
_refine_special_details          
;
All non-hydrogen atoms were refined
with anisotropic thermal parameters.
Hydrogen atoms were added in their
calculated positions and refined
using a riding model.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C10(H10), C9(H9), C4(H4), C1(H1), C2(H2), C5(H5), C14(H14), C15(H15)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
N2 N -0.37796(9) 0.42707(15) 0.29393(10) 0.0357(3) Uani 1 1 d . . . . .
O1 O -0.24567(8) 0.56416(17) 0.26410(10) 0.0515(3) Uani 1 1 d . . . . .
O2 O -0.51491(8) 0.30726(16) 0.32608(10) 0.0535(3) Uani 1 1 d . . . . .
C11 C -0.62340(10) 0.46821(17) -0.09780(12) 0.0321(3) Uani 1 1 d . . . . .
C10 C -0.67192(10) 0.39568(19) -0.02198(13) 0.0377(3) Uani 1 1 d . . . . .
H10 H -0.737180 0.365462 -0.048373 0.045 Uiso 1 1 calc R U . . .
C7 C -0.47539(11) 0.37557(17) 0.25767(13) 0.0362(3) Uani 1 1 d . . . . .
C9 C -0.62318(11) 0.36737(19) 0.09472(13) 0.0377(3) Uani 1 1 d . . . . .
H9 H -0.656641 0.319612 0.145813 0.045 Uiso 1 1 calc R U . . .
C12 C -0.52488(9) 0.51543(16) -0.05853(12) 0.0300(3) Uani 1 1 d . . . . .
C8 C -0.52623(10) 0.40933(17) 0.13495(12) 0.0328(3) Uani 1 1 d . . . . .
C3 C -0.32737(10) 0.39734(18) 0.41465(13) 0.0363(3) Uani 1 1 d . . . . .
N1 N -0.23143(12) 0.3391(2) 0.64672(13) 0.0579(4) Uani 1 1 d . . . . .
C6 C -0.32606(10) 0.51103(18) 0.22248(12) 0.0357(3) Uani 1 1 d . . . . .
C4 C -0.35953(12) 0.4693(2) 0.50530(14) 0.0445(4) Uani 1 1 d . . . . .
H4 H -0.413340 0.538541 0.490437 0.053 Uiso 1 1 calc R U . . .
C1 C -0.20152(13) 0.2738(2) 0.55754(16) 0.0554(4) Uani 1 1 d . . . . .
H1 H -0.146456 0.207356 0.574979 0.066 Uiso 1 1 calc R U . . .
C2 C -0.24659(12) 0.2976(2) 0.44036(14) 0.0459(4) Uani 1 1 d . . . . .
H2 H -0.223065 0.247989 0.381106 0.055 Uiso 1 1 calc R U . . .
C5 C -0.30916(14) 0.4351(3) 0.61870(15) 0.0550(4) Uani 1 1 d . . . . .
H5 H -0.331323 0.482680 0.679711 0.066 Uiso 1 1 calc R U . . .
S2 S -0.11323(3) 0.86562(5) 0.37357(3) 0.04208(13) Uani 1 1 d . . . . .
C14 C -0.08697(13) 0.6955(2) 0.46620(15) 0.0487(4) Uani 1 1 d . . . . .
H14 H -0.096691 0.592836 0.432339 0.058 Uiso 1 1 calc R U . . .
S1 S -0.03208(3) 0.89002(5) 0.65793(3) 0.04567(14) Uani 1 1 d . . . . .
C13 C -0.01689(10) 0.99579(18) 0.44198(12) 0.0353(3) Uani 1 1 d . . . . .
C15 C -0.05423(13) 0.7053(2) 0.58111(15) 0.0498(4) Uani 1 1 d . . . . .
H15 H -0.042217 0.609248 0.623814 0.060 Uiso 1 1 calc R U . . .


_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
N2 C7 1.4004(19) . ?
N2 C3 1.4471(18) . ?
N2 C6 1.4121(18) . ?
O1 C6 1.2027(18) . ?
O2 C7 1.2139(18) . ?
C11 C10 1.375(2) . ?
C11 C12 1.4071(19) . ?
C11 C6 1.477(2) 3_465 ?
C10 H10 0.9300 . ?
C10 C9 1.398(2) . ?
C7 C8 1.474(2) . ?
C9 H9 0.9300 . ?
C9 C8 1.377(2) . ?
C12 C12 1.409(3) 3_465 ?
C12 C8 1.4141(19) 3_465 ?
C3 C4 1.380(2) . ?
C3 C2 1.375(2) . ?
N1 C1 1.327(2) . ?
N1 C5 1.325(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.380(2) . ?
C1 H1 0.9300 . ?
C1 C2 1.384(2) . ?
C2 H2 0.9300 . ?
C5 H5 0.9300 . ?
S2 C14 1.7570(18) . ?
S2 C13 1.7647(14) . ?
C14 H14 0.9300 . ?
C14 C15 1.319(2) . ?
S1 C13 1.7611(15) 3_576 ?
S1 C15 1.7568(18) . ?
C13 C13 1.332(3) 3_576 ?
C15 H15 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
C7 N2 C3 117.84(11) . . ?
C7 N2 C6 124.86(12) . . ?
C6 N2 C3 117.27(11) . . ?
C10 C11 C12 120.44(13) . . ?
C10 C11 C6 119.49(12) . 3_465 ?
C12 C11 C6 120.00(12) . 3_465 ?
C11 C10 H10 120.0 . . ?
C11 C10 C9 120.01(13) . . ?
C9 C10 H10 120.0 . . ?
N2 C7 C8 117.06(12) . . ?
O2 C7 N2 120.34(14) . . ?
O2 C7 C8 122.60(13) . . ?
C10 C9 H9 119.6 . . ?
C8 C9 C10 120.81(13) . . ?
C8 C9 H9 119.6 . . ?
C11 C12 C12 119.64(15) . 3_465 ?
C11 C12 C8 121.32(13) . 3_465 ?
C12 C12 C8 119.02(15) 3_465 3_465 ?
C9 C8 C7 120.09(13) . . ?
C9 C8 C12 120.06(13) . 3_465 ?
C12 C8 C7 119.86(12) 3_465 . ?
C4 C3 N2 120.30(13) . . ?
C2 C3 N2 120.42(13) . . ?
C2 C3 C4 119.27(14) . . ?
C5 N1 C1 116.13(15) . . ?
N2 C6 C11 116.56(12) . 3_465 ?
O1 C6 N2 120.23(13) . . ?
O1 C6 C11 123.19(13) . 3_465 ?
C3 C4 H4 121.1 . . ?
C5 C4 C3 117.79(15) . . ?
C5 C4 H4 121.1 . . ?
N1 C1 H1 117.7 . . ?
N1 C1 C2 124.55(16) . . ?
C2 C1 H1 117.7 . . ?
C3 C2 C1 117.67(15) . . ?
C3 C2 H2 121.2 . . ?
C1 C2 H2 121.2 . . ?
N1 C5 C4 124.57(16) . . ?
N1 C5 H5 117.7 . . ?
C4 C5 H5 117.7 . . ?
C14 S2 C13 100.11(7) . . ?
S2 C14 H14 118.2 . . ?
C15 C14 S2 123.63(14) . . ?
C15 C14 H14 118.2 . . ?
C15 S1 C13 99.88(7) . 3_576 ?
S1 C13 S2 113.54(8) 3_576 . ?
C13 C13 S2 123.17(15) 3_576 . ?
C13 C13 S1 123.27(15) 3_576 3_576 ?
C14 C15 S1 123.60(14) . . ?
C14 C15 H15 118.2 . . ?
S1 C15 H15 118.2 . . ?

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 C7 C8 C9 -177.61(13) . . . . ?
N2 C7 C8 C12 2.5(2) . . . 3_465 ?
N2 C3 C4 C5 179.25(15) . . . . ?
N2 C3 C2 C1 -179.88(15) . . . . ?
O2 C7 C8 C9 1.9(2) . . . . ?
O2 C7 C8 C12 -177.91(15) . . . 3_465 ?
C11 C10 C9 C8 -0.9(2) . . . . ?
C10 C11 C12 C12 1.5(2) . . . 3_465 ?
C10 C11 C12 C8 -179.78(13) . . . 3_465 ?
C10 C9 C8 C7 -178.75(14) . . . . ?
C10 C9 C8 C12 1.1(2) . . . 3_465 ?
C7 N2 C3 C4 -63.17(19) . . . . ?
C7 N2 C3 C2 117.06(16) . . . . ?
C7 N2 C6 O1 172.89(15) . . . . ?
C7 N2 C6 C11 -5.8(2) . . . 3_465 ?
C12 C11 C10 C9 -0.5(2) . . . . ?
C3 N2 C7 O2 -0.5(2) . . . . ?
C3 N2 C7 C8 179.01(12) . . . . ?
C3 N2 C6 O1 -4.9(2) . . . . ?
C3 N2 C6 C11 176.48(12) . . . 3_465 ?
C3 C4 C5 N1 0.7(3) . . . . ?
N1 C1 C2 C3 0.7(3) . . . . ?
C6 N2 C7 O2 -178.30(14) . . . . ?
C6 N2 C7 C8 1.3(2) . . . . ?
C6 N2 C3 C4 114.75(16) . . . . ?
C6 N2 C3 C2 -65.02(19) . . . . ?
C6 C11 C10 C9 176.53(14) 3_465 . . . ?
C6 C11 C12 C12 -175.46(15) 3_465 . . 3_465 ?
C6 C11 C12 C8 3.3(2) 3_465 . . 3_465 ?
C4 C3 C2 C1 0.3(2) . . . . ?
C1 N1 C5 C4 0.3(3) . . . . ?
C2 C3 C4 C5 -1.0(2) . . . . ?
C5 N1 C1 C2 -1.0(3) . . . . ?
S2 C14 C15 S1 -0.1(3) . . . . ?
C14 S2 C13 S1 141.60(9) . . . 3_576 ?
C14 S2 C13 C13 -37.05(19) . . . 3_576 ?
C13 S2 C14 C15 38.08(18) . . . . ?
C13 S1 C15 C14 -38.42(18) 3_576 . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_beta-TTF-DPNI
_database_code_depnum_ccdc_archive 'CCDC 2091249'
loop_
_audit_author_name
_audit_author_address
'Tianfu Liu'
; Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2021-06-21 deposited with the CCDC.	2022-04-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7


_shelx_SHELXL_version_number     2014/7

_chemical_name_systematic        beta-TTF-DPNI
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H12 N4 O4, C6 H4 S4'
_chemical_formula_sum            'C30 H16 N4 O4 S4'
_chemical_formula_weight         624.72


loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0180 0.0090 '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 0.0310 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0490 0.0320 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3330 0.5570 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   13.3254(2)
_cell_length_b                   8.47110(10)
_cell_length_c                   11.82420(10)
_cell_angle_alpha                90
_cell_angle_beta                 101.0860(10)
_cell_angle_gamma                90
_cell_volume                     1309.82(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    150
_cell_measurement_reflns_used    15602
_cell_measurement_theta_min      3.3500
_cell_measurement_theta_max      75.5190

_exptl_crystal_description       'trucated block'
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.584
_exptl_crystal_F_000             640
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    3.602
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.74059
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150.00(10)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           'Cu K\a'
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.5861
_diffrn_reflns_number            24515
_diffrn_reflns_av_unetI/netI     0.0118
_diffrn_reflns_av_R_equivalents  0.0243
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.380
_diffrn_reflns_theta_max         75.895
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2725
_reflns_number_gt                2591
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrysAlisPro, Agilent Technologies'
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1986)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'WinGX (Farrugia, 1999)'
_computing_publication_material  ?
_refine_special_details          
;
All non-hydrogen atoms were refined
with anisotropic thermal parameters.
Hydrogen atoms were added in their
calculated positions and refined
using a riding model.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0504P)²+0.9902P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2725
_refine_ls_number_parameters     222
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0295
_refine_ls_R_factor_gt           0.0282
_refine_ls_wR_factor_ref         0.0756
_refine_ls_wR_factor_gt          0.0742
_refine_ls_goodness_of_fit_ref   0.855
_refine_ls_restrained_S_all      0.855
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
H1 H 0.1283(16) 0.439(2) 0.0456(18) 0.041(5) Uiso 1 1 d . . . . .
H2 H 0.0595(17) 0.414(3) -0.158(2) 0.052(6) Uiso 1 1 d . . . . .
H14 H -0.3314(13) -0.189(2) -1.1417(16) 0.027(4) Uiso 1 1 d . . . . .
H7 H -0.4151(16) -0.046(2) -0.5201(17) 0.039(5) Uiso 1 1 d . . . . .
H13 H -0.2536(14) -0.141(2) -0.9501(15) 0.027(4) Uiso 1 1 d . . . . .
H5 H -0.2310(14) 0.272(2) -0.6336(17) 0.034(5) Uiso 1 1 d . . . . .
H4 H -0.1559(15) 0.320(2) -0.4367(17) 0.038(5) Uiso 1 1 d . . . . .
H9 H -0.3341(14) 0.011(2) -0.3318(17) 0.035(5) Uiso 1 1 d . . . . .
S1 S 0.08539(3) 0.19132(4) 0.10139(3) 0.02792(11) Uani 1 1 d . . . . .
S2 S 0.00341(3) 0.15456(5) -0.14841(3) 0.03249(11) Uani 1 1 d . . . . .
O2 O -0.52382(8) 0.20081(13) -0.68213(9) 0.0301(2) Uani 1 1 d . . . . .
O1 O -0.23928(7) -0.05636(13) -0.74148(8) 0.0282(2) Uani 1 1 d . . . . .
N1 N -0.38068(8) 0.07642(13) -0.71330(9) 0.0203(2) Uani 1 1 d . . . . .
C14 C -0.36828(10) -0.13826(15) -1.09183(11) 0.0213(3) Uani 1 1 d . . . . .
C13 C -0.32074(10) -0.10805(16) -0.97735(11) 0.0211(3) Uani 1 1 d . . . . .
N2 N -0.23976(10) 0.17103(16) -0.36817(11) 0.0314(3) Uani 1 1 d . . . . .
C12 C -0.47587(9) 0.01615(14) -0.94294(11) 0.0175(2) Uani 1 1 d . . . . .
C10 C -0.32367(10) -0.00729(15) -0.78236(11) 0.0206(3) Uani 1 1 d . . . . .
C11 C -0.37356(9) -0.03246(14) -0.90395(11) 0.0185(2) Uani 1 1 d . . . . .
C15 C -0.46890(9) -0.09424(14) -1.13100(11) 0.0191(2) Uani 1 1 d . . . . .
C6 C -0.33185(10) 0.10829(15) -0.59531(11) 0.0206(3) Uani 1 1 d . . . . .
C9 C -0.48118(10) 0.12964(15) -0.74877(11) 0.0210(3) Uani 1 1 d . . . . .
C7 C -0.36308(10) 0.02885(17) -0.50604(12) 0.0249(3) Uani 1 1 d . . . . .
C8 C -0.31448(12) 0.06451(19) -0.39449(13) 0.0305(3) Uani 1 1 d . . . . .
C5 C -0.25384(11) 0.21780(16) -0.57158(12) 0.0253(3) Uani 1 1 d . . . . .
C4 C -0.21068(11) 0.24431(18) -0.45655(13) 0.0293(3) Uani 1 1 d . . . . .
C3 C 0.01839(10) 0.07136(18) -0.00980(11) 0.0260(3) Uani 1 1 d . . . . .
C2 C 0.06019(13) 0.33343(19) -0.10027(14) 0.0337(3) Uani 1 1 d . . . . .
C1 C 0.09640(12) 0.35033(18) 0.01144(13) 0.0309(3) Uani 1 1 d . . . . .


_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 C1 1.7399(16) . ?
S1 C3 1.7626(14) . ?
S2 C2 1.7398(16) . ?
S2 C3 1.7598(14) . ?
O2 C9 1.2163(16) . ?
O1 C10 1.2091(16) . ?
N1 C9 1.3988(16) . ?
N1 C10 1.4091(16) . ?
N1 C6 1.4469(16) . ?
C14 C15 1.3829(18) . ?
C14 C13 1.4033(19) . ?
C13 C11 1.3761(17) . ?
N2 C8 1.335(2) . ?
N2 C4 1.336(2) . ?
C12 C12 1.406(2) 3_453 ?
C12 C15 1.4110(17) 3_453 ?
C12 C11 1.4139(17) . ?
C10 C11 1.4787(17) . ?
C15 C12 1.4110(17) 3_453 ?
C15 C9 1.4798(18) 3_453 ?
C6 C7 1.3817(19) . ?
C6 C5 1.3813(19) . ?
C9 C15 1.4798(18) 3_453 ?
C7 C8 1.386(2) . ?
C5 C4 1.389(2) . ?
C3 C3 1.341(3) 3 ?
C2 C1 1.324(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
C1 S1 C3 94.62(7) . . ?
C2 S2 C3 94.57(7) . . ?
C9 N1 C10 125.47(11) . . ?
C9 N1 C6 117.13(10) . . ?
C10 N1 C6 117.39(10) . . ?
C15 C14 C13 120.17(11) . . ?
C11 C13 C14 120.17(12) . . ?
C8 N2 C4 116.57(13) . . ?
C12 C12 C15 119.29(14) 3_453 3_453 ?
C12 C12 C11 119.39(14) 3_453 . ?
C15 C12 C11 121.31(12) 3_453 . ?
O1 C10 N1 120.33(12) . . ?
O1 C10 C11 123.29(12) . . ?
N1 C10 C11 116.38(11) . . ?
C13 C11 C12 120.53(12) . . ?
C13 C11 C10 119.43(11) . . ?
C12 C11 C10 120.00(11) . . ?
C14 C15 C12 120.43(12) . 3_453 ?
C14 C15 C9 119.66(11) . 3_453 ?
C12 C15 C9 119.90(11) 3_453 3_453 ?
C7 C6 C5 119.82(12) . . ?
C7 C6 N1 120.01(12) . . ?
C5 C6 N1 120.17(12) . . ?
O2 C9 N1 120.34(12) . . ?
O2 C9 C15 122.90(12) . 3_453 ?
N1 C9 C15 116.77(11) . 3_453 ?
C6 C7 C8 117.81(13) . . ?
N2 C8 C7 124.05(14) . . ?
C6 C5 C4 117.46(13) . . ?
N2 C4 C5 124.27(13) . . ?
C3 C3 S2 122.83(14) 3 . ?
C3 C3 S1 122.70(15) 3 . ?
S2 C3 S1 114.47(8) . . ?
C1 C2 S2 118.21(13) . . ?
C2 C1 S1 117.96(12) . . ?

_refine_diff_density_max         0.325
_refine_diff_density_min         -0.322
_refine_diff_density_rms         0.048


# start Validation Reply Form
_vrf_ABSMU01_beta-TTF-DPNI       
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PROBLEM: The ratio of given/expected absorption coefficient lies
RESPONSE: ...
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_vrf_PLAT051_beta-TTF-DPNI       
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PROBLEM: Mu(calc) and Mu(CIF) Ratio Differs from 1.0 by .       3.84 %     
RESPONSE: ...
;
_vrf_PLAT790_beta-TTF-DPNI       
;
PROBLEM: Centre of Gravity not Within Unit Cell: Resd.  #          1 Note  
RESPONSE: ...
;
_vrf_PLAT911_beta-TTF-DPNI       
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600          2 Report
RESPONSE: ...
;
