# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 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_BDT-F2TCNQ
_database_code_depnum_ccdc_archive 'CCDC 2164767'
loop_
_audit_author_name
_audit_author_address
'Satoshi Matsuoka'
;Nagasaki University
Japan
;
_audit_update_record             
;
2022-04-06 deposited with the CCDC.	2022-10-11 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C22 H8 F2 N4 S2'
_chemical_formula_moiety         'C22 H8 F2 N4 S2'
_chemical_formula_weight         430.45
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   7.4700(5)
_cell_length_b                   6.8609(4)
_cell_length_c                   18.4407(11)
_cell_angle_alpha                90.0000
_cell_angle_beta                 98.585(6)
_cell_angle_gamma                90.0000
_cell_volume                     934.51(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2658
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      25.12
_cell_measurement_temperature    293
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.035
_exptl_crystal_density_diffrn    1.530
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             436.00
_exptl_absorpt_coefficient_mu    0.322
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.506
_exptl_absorpt_correction_T_max  0.989

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

_diffrn_ambient_temperature      293
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Rigaku XtaLAB P100'
_diffrn_reflns_number            11596
_diffrn_reflns_av_R_equivalents  0.0581
_diffrn_reflns_theta_max         27.481
_diffrn_reflns_theta_min         2.234
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       18
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             2144
_reflns_number_gt                1036
_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          0.1396
_refine_ls_R_factor_gt           0.0514
_refine_ls_wR_factor_ref         0.1225
_refine_ls_wR_factor_gt          0.0974
_refine_ls_number_restraints     13
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         2144
_refine_ls_number_parameters     146
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0414P)²+0.2498P] 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         0.16
_refine_diff_density_min         -0.18
_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 0.0033 0.0016
;
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)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
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
F1 F 0.8568(2) 0.6399(2) 0.50804(8) 0.0808(5) Uani 1 1 d . . . . .
N1 N 0.7513(4) 0.4509(4) 0.35660(14) 0.0910(8) Uani 1 1 d . . . . .
N2 N 0.9039(4) 0.9498(4) 0.24363(15) 0.0941(8) Uani 1 1 d . . . . .
C3 C 0.4316(3) 0.8548(4) 0.45091(15) 0.0601(7) Uani 1 1 d . U . . .
C4 C 0.4812(3) 1.0383(4) 0.42610(14) 0.0617(7) Uani 1 1 d . U . . .
C5 C 0.5487(3) 1.1835(4) 0.47450(15) 0.0658(7) Uani 1 1 d . U . . .
H5 H 0.580339 1.304375 0.457411 0.079 Uiso 1 1 calc R U . . .
C6 C 0.9848(3) 0.9122(4) 0.56749(15) 0.0636(7) Uani 1 1 d . . . . .
H6 H 0.974768 0.852352 0.611956 0.076 Uiso 1 1 calc R U . . .
C7 C 0.9283(4) 0.8199(4) 0.50532(16) 0.0621(7) Uani 1 1 d . . . . .
C8 C 0.9382(3) 0.8958(4) 0.43307(15) 0.0602(7) Uani 1 1 d . . . . .
C9 C 0.8819(3) 0.7977(4) 0.36957(15) 0.0630(7) Uani 1 1 d . . . . .
C10 C 0.8090(4) 0.6045(5) 0.36426(15) 0.0701(8) Uani 1 1 d . . . . .
C11 C 0.8946(4) 0.8831(4) 0.29948(17) 0.0711(8) Uani 1 1 d . . . . .
S1 S 0.44478(13) 1.05695(16) 0.33228(5) 0.0841(4) Uani 0.853(2) 1 d . U P A 1
C1 C 0.3649(4) 0.8289(5) 0.32342(16) 0.0827(9) Uani 1 1 d . U . A 1
H1 H 0.323867 0.772087 0.278205 0.099 Uiso 1 1 calc R U . A 1
C2 C 0.3654(12) 0.7315(11) 0.3901(5) 0.084(3) Uani 1 1 d . U . A 1
H2 H 0.327750 0.603355 0.394329 0.101 Uiso 1 1 calc R U . A 1
S2 S 0.339(2) 0.668(2) 0.3889(8) 0.063(3) Uani 0.147(2) 1 d . . P A 2


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.4 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.4'

#==============================================================================
# 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
F1 C7 1.349(3) . ?
N1 C10 1.139(4) . ?
N2 C11 1.138(3) . ?
C3 C5 1.386(3) 3_676 ?
C3 C4 1.408(4) . ?
C3 C2 1.433(8) . ?
C3 S2 1.789(15) . ?
C4 C5 1.382(4) . ?
C4 S1 1.715(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.322(4) . ?
C6 C8 1.438(4) 3_776 ?
C6 H6 0.9300 . ?
C7 C8 1.443(3) . ?
C8 C9 1.362(4) . ?
C9 C10 1.431(4) . ?
C9 C11 1.435(4) . ?
S1 C1 1.674(4) . ?
C1 C2 1.398(8) . ?
C1 H1 0.9300 . ?
C2 H2 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
C5 C3 C4 119.9(3) 3_676 . ?
C5 C3 C2 129.6(4) 3_676 . ?
C4 C3 C2 110.5(4) . . ?
C5 C3 S2 118.1(5) 3_676 . ?
C4 C3 S2 122.0(5) . . ?
C5 C4 C3 121.5(2) . . ?
C5 C4 S1 125.8(2) . . ?
C3 C4 S1 112.6(2) . . ?
C4 C5 C3 118.6(3) . 3_676 ?
C4 C5 H5 120.7 . . ?
C3 C5 H5 120.7 3_676 . ?
C7 C6 C8 120.6(2) . 3_776 ?
C7 C6 H6 119.7 . . ?
C8 C6 H6 119.7 3_776 . ?
C6 C7 F1 118.9(2) . . ?
C6 C7 C8 125.0(3) . . ?
F1 C7 C8 116.1(3) . . ?
C9 C8 C6 121.3(2) . 3_776 ?
C9 C8 C7 124.3(3) . . ?
C6 C8 C7 114.4(2) 3_776 . ?
C8 C9 C10 125.6(2) . . ?
C8 C9 C11 121.3(3) . . ?
C10 C9 C11 113.1(3) . . ?
N1 C10 C9 176.8(3) . . ?
N2 C11 C9 179.5(4) . . ?
C1 S1 C4 91.67(15) . . ?
C2 C1 S1 114.0(4) . . ?
C2 C1 H1 123.0 . . ?
S1 C1 H1 123.0 . . ?
C1 C2 C3 111.2(5) . . ?
C1 C2 H2 124.4 . . ?
C3 C2 H2 124.4 . . ?

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
C5 C3 C4 C5 -0.4(4) 3_676 . . . ?
C2 C3 C4 C5 179.8(4) . . . . ?
S2 C3 C4 C5 178.4(7) . . . . ?
C5 C3 C4 S1 -179.51(18) 3_676 . . . ?
C2 C3 C4 S1 0.7(5) . . . . ?
C3 C4 C5 C3 0.4(4) . . . 3_676 ?
S1 C4 C5 C3 179.38(18) . . . 3_676 ?
C8 C6 C7 F1 180.0(2) 3_776 . . . ?
C8 C6 C7 C8 0.7(4) 3_776 . . . ?
C6 C7 C8 C9 178.9(2) . . . . ?
F1 C7 C8 C9 -0.4(3) . . . . ?
C6 C7 C8 C6 -0.7(4) . . . 3_776 ?
F1 C7 C8 C6 -179.98(19) . . . 3_776 ?
C6 C8 C9 C10 177.9(2) 3_776 . . . ?
C7 C8 C9 C10 -1.6(4) . . . . ?
C6 C8 C9 C11 -0.9(4) 3_776 . . . ?
C7 C8 C9 C11 179.5(2) . . . . ?
C5 C4 S1 C1 -179.0(2) . . . . ?
C3 C4 S1 C1 0.0(2) . . . . ?
C4 S1 C1 C2 -0.8(5) . . . . ?
S1 C1 C2 C3 1.4(8) . . . . ?
C5 C3 C2 C1 178.9(3) 3_676 . . . ?
C4 C3 C2 C1 -1.3(7) . . . . ?

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

#==============================================================================
# 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
#==============================================================================
####################################################################### 
# 
# 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_BDT-TCNQ
_database_code_depnum_ccdc_archive 'CCDC 2164769'
loop_
_audit_author_name
_audit_author_address
'Satoshi Matsuoka'
;Nagasaki University
Japan
;
_audit_update_record             
;
2022-04-06 deposited with the CCDC.	2022-10-11 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C22 H10 N4 S2'
_chemical_formula_moiety         'C22 H10 N4 S2'
_chemical_formula_weight         394.47
_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                   7.6901(2)
_cell_length_b                   7.9278(2)
_cell_length_c                   8.0205(3)
_cell_angle_alpha                79.566(3)
_cell_angle_beta                 74.072(3)
_cell_angle_gamma                80.581(2)
_cell_volume                     459.06(3)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    3940
_cell_measurement_theta_min      2.62
_cell_measurement_theta_max      27.61
_cell_measurement_temperature    293
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.065
_exptl_crystal_size_min          0.030
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             202.00
_exptl_absorpt_coefficient_mu    0.305
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.978
_exptl_absorpt_correction_T_max  0.991

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

_diffrn_ambient_temperature      293
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Rigaku XtaLAB P100'
_diffrn_reflns_number            9529
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_theta_max         27.480
_diffrn_reflns_theta_min         2.632
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             2103
_reflns_number_gt                1485
_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          0.0623
_refine_ls_R_factor_gt           0.0376
_refine_ls_wR_factor_ref         0.1043
_refine_ls_wR_factor_gt          0.0947
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         2103
_refine_ls_number_parameters     127
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0500P)²+0.0773P] 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         0.19
_refine_diff_density_min         -0.23
_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 0.0033 0.0016
;
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)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
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 0.09066(6) 0.64085(7) 0.59905(7) 0.0686(2) Uani 1 1 d . . . . .
N1 N 0.3379(2) 1.0281(2) 1.2233(2) 0.0667(4) Uani 1 1 d . . . . .
N2 N -0.0890(2) 0.8019(2) 1.1199(2) 0.0685(5) Uani 1 1 d . . . . .
C1 C 0.1550(3) 0.8172(3) 0.6525(3) 0.0675(5) Uani 1 1 d . . . . .
H1 H 0.071696 0.907960 0.695364 0.081 Uiso 1 1 calc R U . . .
C2 C 0.3352(2) 0.8134(2) 0.6274(2) 0.0572(5) Uani 1 1 d . . . . .
H2 H 0.389618 0.900313 0.650110 0.069 Uiso 1 1 calc R U . . .
C3 C 0.4344(2) 0.6586(2) 0.5611(2) 0.0478(4) Uani 1 1 d . . . . .
C4 C 0.3162(2) 0.5485(2) 0.5388(2) 0.0482(4) Uani 1 1 d . . . . .
C5 C 0.3793(2) 0.3921(2) 0.4791(2) 0.0511(4) Uani 1 1 d . . . . .
H5 H 0.299167 0.322277 0.466118 0.061 Uiso 1 1 calc R U . . .
C6 C 0.4388(2) 0.3695(2) 0.9412(2) 0.0431(4) Uani 1 1 d . . . . .
H6 H 0.400352 0.282179 0.901702 0.052 Uiso 1 1 calc R U . . .
C7 C 0.3178(2) 0.5010(2) 0.9992(2) 0.0443(4) Uani 1 1 d . . . . .
H7 H 0.196399 0.503414 0.999625 0.053 Uiso 1 1 calc R U . . .
C8 C 0.37185(19) 0.63848(19) 1.0607(2) 0.0399(4) Uani 1 1 d . . . . .
C9 C 0.2491(2) 0.7752(2) 1.1175(2) 0.0437(4) Uani 1 1 d . . . . .
C10 C 0.2996(2) 0.9153(2) 1.1766(2) 0.0475(4) Uani 1 1 d . . . . .
C11 C 0.0600(2) 0.7886(2) 1.1189(2) 0.0492(4) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# 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 C1 1.715(2) . ?
S1 C4 1.7407(17) . ?
N1 C10 1.138(2) . ?
N2 C11 1.131(2) . ?
C1 C2 1.340(2) . ?
C1 H1 0.9300 . ?
C2 C3 1.442(3) . ?
C2 H2 0.9300 . ?
C3 C5 1.387(2) 2_666 ?
C3 C4 1.424(2) . ?
C4 C5 1.376(2) . ?
C5 H5 0.9300 . ?
C6 C7 1.337(2) . ?
C6 C8 1.443(2) 2_667 ?
C6 H6 0.9300 . ?
C7 C8 1.435(2) . ?
C7 H7 0.9300 . ?
C8 C9 1.372(2) . ?
C9 C10 1.429(2) . ?
C9 C11 1.438(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 C4 91.45(9) . . ?
C2 C1 S1 114.55(15) . . ?
C2 C1 H1 122.7 . . ?
S1 C1 H1 122.7 . . ?
C1 C2 C3 111.95(17) . . ?
C1 C2 H2 124.0 . . ?
C3 C2 H2 124.0 . . ?
C5 C3 C4 119.23(16) 2_666 . ?
C5 C3 C2 128.88(16) 2_666 . ?
C4 C3 C2 111.88(15) . . ?
C5 C4 C3 122.54(15) . . ?
C5 C4 S1 127.28(13) . . ?
C3 C4 S1 110.17(13) . . ?
C4 C5 C3 118.22(15) . 2_666 ?
C4 C5 H5 120.9 . . ?
C3 C5 H5 120.9 2_666 . ?
C7 C6 C8 120.79(14) . 2_667 ?
C7 C6 H6 119.6 . . ?
C8 C6 H6 119.6 2_667 . ?
C6 C7 C8 121.27(14) . . ?
C6 C7 H7 119.4 . . ?
C8 C7 H7 119.4 . . ?
C9 C8 C7 121.55(13) . . ?
C9 C8 C6 120.51(14) . 2_667 ?
C7 C8 C6 117.93(13) . 2_667 ?
C8 C9 C10 122.74(14) . . ?
C8 C9 C11 121.99(14) . . ?
C10 C9 C11 115.26(14) . . ?
N1 C10 C9 179.11(17) . . ?
N2 C11 C9 178.89(19) . . ?

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
C4 S1 C1 C2 0.44(16) . . . . ?
S1 C1 C2 C3 -0.3(2) . . . . ?
C1 C2 C3 C5 -179.33(18) . . . 2_666 ?
C1 C2 C3 C4 0.0(2) . . . . ?
C5 C3 C4 C5 0.3(3) 2_666 . . . ?
C2 C3 C4 C5 -179.16(16) . . . . ?
C5 C3 C4 S1 179.72(13) 2_666 . . . ?
C2 C3 C4 S1 0.29(18) . . . . ?
C1 S1 C4 C5 179.01(17) . . . . ?
C1 S1 C4 C3 -0.41(13) . . . . ?
C3 C4 C5 C3 -0.3(3) . . . 2_666 ?
S1 C4 C5 C3 -179.62(13) . . . 2_666 ?
C8 C6 C7 C8 0.2(3) 2_667 . . . ?
C6 C7 C8 C9 178.83(16) . . . . ?
C6 C7 C8 C6 -0.2(3) . . . 2_667 ?
C7 C8 C9 C10 -178.91(15) . . . . ?
C6 C8 C9 C10 0.1(2) 2_667 . . . ?
C7 C8 C9 C11 0.1(2) . . . . ?
C6 C8 C9 C11 179.11(14) 2_667 . . . ?


#==============================================================================
# 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
#==============================================================================
####################################################################### 
# 
# 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_BDT-F4TCNQ
_database_code_depnum_ccdc_archive 'CCDC 2164768'
loop_
_audit_author_name
_audit_author_address
'Satoshi Matsuoka'
;Nagasaki University
Japan
;
_audit_update_record             
;
2022-04-06 deposited with the CCDC.	2022-10-11 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C22 H6 F4 N4 S2'
_chemical_formula_moiety         'C22 H6 F4 N4 S2'
_chemical_formula_weight         466.43
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   8.1770(3)
_cell_length_b                   6.34763(18)
_cell_length_c                   18.4338(5)
_cell_angle_alpha                90.0000
_cell_angle_beta                 96.104(3)
_cell_angle_gamma                90.0000
_cell_volume                     951.37(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7384
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      29.90
_cell_measurement_temperature    293
#------------------------------------------------------------------------------
_exptl_crystal_description       plate
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.620
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.040
_exptl_crystal_density_diffrn    1.628
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             468.00
_exptl_absorpt_coefficient_mu    0.337
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.899
_exptl_absorpt_correction_T_max  0.987

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

_diffrn_ambient_temperature      293
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Rigaku XtaLAB P100'
_diffrn_reflns_number            10134
_diffrn_reflns_av_R_equivalents  0.0173
_diffrn_reflns_theta_max         27.471
_diffrn_reflns_theta_min         2.222
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             2179
_reflns_number_gt                1956
_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          0.0380
_refine_ls_R_factor_gt           0.0346
_refine_ls_wR_factor_ref         0.0988
_refine_ls_wR_factor_gt          0.0970
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         2179
_refine_ls_number_parameters     155
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0472P)²+0.3144P] 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         0.32
_refine_diff_density_min         -0.21
_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 0.0033 0.0016
;
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)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
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 -0.17670(5) -0.26607(8) 0.60891(2) 0.04581(17) Uani 0.8828(16) 1 d . . P A
1
C1 C -0.1446(2) -0.0664(3) 0.66891(9) 0.0561(5) Uani 1 1 d . . . A 1
H1 H -0.180285 -0.076727 0.715024 0.067 Uiso 1 1 calc R U . A 1
C2 C -0.0647(8) 0.1129(9) 0.6490(3) 0.065(2) Uani 1 1 d . . . A 1
H2 H -0.040598 0.233223 0.676829 0.078 Uiso 1 1 calc R U . A 1
S2 S -0.0548(15) 0.1160(15) 0.6451(8) 0.060(4) Uani 0.1172(16) 1 d . . P A 2
F1 F 0.65429(12) 0.37518(14) 0.48986(5) 0.0480(3) Uani 1 1 d . . . . .
F2 F 0.53163(13) 0.28154(14) 0.61130(5) 0.0500(3) Uani 1 1 d . . . . .
N1 N 0.3945(2) 0.1199(3) 0.74899(8) 0.0582(4) Uani 1 1 d . . . . .
N2 N 0.2148(2) -0.4435(3) 0.65639(8) 0.0558(4) Uani 1 1 d . . . . .
C3 C -0.02371(17) 0.0700(2) 0.56988(8) 0.0380(3) Uani 1 1 d . . . . .
C4 C 0.05665(18) 0.2027(2) 0.52486(8) 0.0398(3) Uani 1 1 d . . . . .
H4 H 0.093558 0.335142 0.540802 0.048 Uiso 1 1 calc R U . . .
C5 C 0.07974(17) 0.1314(2) 0.45581(8) 0.0361(3) Uani 1 1 d . . . . .
C6 C 0.57919(17) 0.1899(2) 0.49476(8) 0.0345(3) Uani 1 1 d . . . . .
C7 C 0.51679(17) 0.1425(2) 0.55707(7) 0.0344(3) Uani 1 1 d . . . . .
C8 C 0.43225(16) -0.0528(2) 0.56774(7) 0.0319(3) Uani 1 1 d . . . . .
C9 C 0.37026(17) -0.1033(2) 0.63188(7) 0.0347(3) Uani 1 1 d . . . . .
C10 C 0.38660(19) 0.0280(2) 0.69562(8) 0.0407(3) Uani 1 1 d . . . . .
C11 C 0.28461(19) -0.2956(3) 0.64303(8) 0.0399(3) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.4 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.4'

#==============================================================================
# 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 C1 1.684(2) . ?
S1 C5 1.7273(15) 3_556 ?
C1 C2 1.381(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.554(6) . ?
C2 H2 0.9300 . ?
S2 C3 1.466(15) . ?
F1 C6 1.3340(16) . ?
F2 C7 1.3293(16) . ?
N1 C10 1.140(2) . ?
N2 C11 1.140(2) . ?
C3 C4 1.395(2) . ?
C3 C5 1.423(2) 3_556 ?
C4 C5 1.383(2) . ?
C4 H4 0.9300 . ?
C6 C7 1.340(2) . ?
C6 C8 1.4390(19) 3_656 ?
C7 C8 1.4433(19) . ?
C8 C9 1.3730(19) . ?
C9 C11 1.433(2) . ?
C9 C10 1.435(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 C5 91.73(8) . 3_556 ?
C2 C1 S1 119.4(3) . . ?
C2 C1 H1 120.3 . . ?
S1 C1 H1 120.3 . . ?
C1 C2 C3 105.1(4) . . ?
C1 C2 H2 127.4 . . ?
C3 C2 H2 127.4 . . ?
C4 C3 C5 120.02(14) . 3_556 ?
C4 C3 S2 125.6(4) . . ?
C5 C3 S2 114.3(4) 3_556 . ?
C4 C3 C2 127.9(2) . . ?
C5 C3 C2 112.1(2) 3_556 . ?
C5 C4 C3 117.98(14) . . ?
C5 C4 H4 121.0 . . ?
C3 C4 H4 121.0 . . ?
C4 C5 C3 122.01(13) . 3_556 ?
C4 C5 S1 126.27(12) . 3_556 ?
C3 C5 S1 111.72(11) 3_556 3_556 ?
F1 C6 C7 118.43(13) . . ?
F1 C6 C8 118.05(12) . 3_656 ?
C7 C6 C8 123.52(13) . 3_656 ?
F2 C7 C6 118.88(13) . . ?
F2 C7 C8 118.34(12) . . ?
C6 C7 C8 122.78(13) . . ?
C9 C8 C6 123.34(13) . 3_656 ?
C9 C8 C7 122.95(13) . . ?
C6 C8 C7 113.70(12) 3_656 . ?
C8 C9 C11 123.60(13) . . ?
C8 C9 C10 123.96(13) . . ?
C11 C9 C10 112.43(13) . . ?
N1 C10 C9 174.75(18) . . ?
N2 C11 C9 175.43(17) . . ?

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
C5 S1 C1 C2 0.6(3) 3_556 . . . ?
S1 C1 C2 C3 -0.5(5) . . . . ?
C1 C2 C3 C4 179.8(2) . . . . ?
C1 C2 C3 C5 0.2(5) . . . 3_556 ?
C5 C3 C4 C5 -0.3(2) 3_556 . . . ?
S2 C3 C4 C5 178.1(6) . . . . ?
C2 C3 C4 C5 -179.9(3) . . . . ?
C3 C4 C5 C3 0.3(2) . . . 3_556 ?
C3 C4 C5 S1 -179.46(11) . . . 3_556 ?
F1 C6 C7 F2 0.2(2) . . . . ?
C8 C6 C7 F2 -178.95(12) 3_656 . . . ?
F1 C6 C7 C8 179.53(12) . . . . ?
C8 C6 C7 C8 0.4(2) 3_656 . . . ?
F2 C7 C8 C9 -1.6(2) . . . . ?
C6 C7 C8 C9 179.01(14) . . . . ?
F2 C7 C8 C6 178.99(12) . . . 3_656 ?
C6 C7 C8 C6 -0.3(2) . . . 3_656 ?
C6 C8 C9 C11 -1.4(2) 3_656 . . . ?
C7 C8 C9 C11 179.33(13) . . . . ?
C6 C8 C9 C10 177.36(13) 3_656 . . . ?
C7 C8 C9 C10 -1.9(2) . . . . ?

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

#==============================================================================
# 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
#==============================================================================
####################################################################### 
# 
# 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_DTT-F1TCNQ
_database_code_depnum_ccdc_archive 'CCDC 2164770'
loop_
_audit_author_name
_audit_author_address
'Satoshi Matsuoka'
;Nagasaki University
Japan
;
_audit_update_record             
;
2022-04-06 deposited with the CCDC.	2022-10-11 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C20 H7 F N4 S3'
_chemical_formula_moiety         'C20 H7 F N4 S3'
_chemical_formula_weight         418.48
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   7.1816(4)
_cell_length_b                   7.5584(5)
_cell_length_c                   33.058(3)
_cell_angle_alpha                90.0000
_cell_angle_beta                 93.342(7)
_cell_angle_gamma                90.0000
_cell_volume                     1791.4(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3409
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      25.37
_cell_measurement_temperature    293
#------------------------------------------------------------------------------
_exptl_crystal_description       plate
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.460
_exptl_crystal_size_mid          0.310
_exptl_crystal_size_min          0.030
_exptl_crystal_density_diffrn    1.552
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             848.00
_exptl_absorpt_coefficient_mu    0.438
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.351
_exptl_absorpt_correction_T_max  0.987

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

_diffrn_ambient_temperature      293
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Rigaku XtaLAB P100'
_diffrn_reflns_number            17568
_diffrn_reflns_av_R_equivalents  0.0790
_diffrn_reflns_theta_max         27.479
_diffrn_reflns_theta_min         2.469
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -42
_diffrn_reflns_limit_l_max       28
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             4080
_reflns_number_gt                2300
_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          0.1768
_refine_ls_R_factor_gt           0.1121
_refine_ls_wR_factor_ref         0.2750
_refine_ls_wR_factor_gt          0.2443
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4080
_refine_ls_number_parameters     269
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0642P)²+7.6735P] 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         0.97
_refine_diff_density_min         -0.38
_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 0.0033 0.0016
;
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)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
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 0.1362(3) 0.0177(2) 0.39959(7) 0.0603(6) Uani 1 1 d . . . . .
S2 S 0.0011(2) 0.5436(2) 0.42287(6) 0.0511(5) Uani 1 1 d . . . . .
S3 S -0.0419(2) 0.3138(3) 0.30791(6) 0.0543(5) Uani 1 1 d . . . . .
F1 F 0.5788(12) 0.0638(12) 0.3579(3) 0.063(3) Uani 0.472(11) 1 d . . P A 1
F4 F 0.499(5) 0.586(5) 0.4340(11) 0.029(13) Uiso 0.080(10) 1 d . . P B 2
F3 F 0.456(3) 0.254(3) 0.2881(6) 0.065(8) Uiso 0.200(11) 1 d . . P C 3
F2 F 0.392(2) 0.752(2) 0.3699(5) 0.063(6) Uiso 0.248(11) 1 d . . P D 4
N1 N 0.6875(11) -0.1105(11) 0.4338(3) 0.101(3) Uani 1 1 d . . . . .
N2 N 0.6665(11) 0.3582(11) 0.5028(2) 0.085(2) Uani 1 1 d . . . . .
N3 N 0.3043(10) 0.4359(11) 0.2256(2) 0.083(2) Uani 1 1 d . . . . .
N4 N 0.2385(10) 0.9160(9) 0.2955(2) 0.077(2) Uani 1 1 d . . . . .
C1 C 0.1690(10) 0.0503(10) 0.4497(3) 0.065(2) Uani 1 1 d . . . . .
H1 H 0.205837 -0.039645 0.467596 0.078 Uiso 1 1 calc R U . . .
C2 C 0.1372(10) 0.2205(11) 0.4621(2) 0.0591(19) Uani 1 1 d . . . . .
H2 H 0.154566 0.260939 0.488656 0.071 Uiso 1 1 calc R U . . .
C3 C 0.0742(8) 0.3247(10) 0.4286(2) 0.0495(17) Uani 1 1 d . . . . .
C4 C 0.0672(8) 0.2358(9) 0.3922(2) 0.0462(16) Uani 1 1 d . . . . .
C5 C -0.0012(8) 0.3391(8) 0.3590(2) 0.0426(15) Uani 1 1 d . . . . .
C6 C -0.0390(8) 0.5123(9) 0.3716(2) 0.0442(16) Uani 1 1 d . . . . .
C7 C -0.1080(8) 0.6166(10) 0.3386(2) 0.0510(18) Uani 1 1 d . . . . .
H7 H -0.146070 0.733452 0.341310 0.061 Uiso 1 1 calc R U . . .
C8 C -0.1132(9) 0.5317(10) 0.3034(2) 0.0538(18) Uani 1 1 d . . . . .
H8 H -0.151274 0.584087 0.278808 0.065 Uiso 1 1 calc R U . . .
C9 C 0.5445(8) 0.3121(9) 0.3984(2) 0.0425(15) Uani 1 1 d . . . . .
C10 C 0.5254(8) 0.2287(9) 0.3595(2) 0.0438(16) Uani 1 1 d . . . . .
C11 C 0.4606(8) 0.3195(9) 0.3268(2) 0.0427(15) Uani 1 1 d . . . . .
H11 H 0.449150 0.261774 0.301949 0.051 Uiso 1 1 calc R U . C 1
C12 C 0.4078(8) 0.5028(9) 0.3287(2) 0.0424(15) Uani 1 1 d . . . . .
C13 C 0.4298(8) 0.5826(9) 0.3678(2) 0.0445(16) Uani 1 1 d . . . . .
H13 H 0.397842 0.701170 0.370335 0.053 Uiso 1 1 calc R U . D 1
C14 C 0.4940(8) 0.4957(8) 0.4007(2) 0.0433(15) Uani 1 1 d . . . . .
H14 H 0.506227 0.554364 0.425441 0.052 Uiso 1 1 calc R U . B 1
C15 C 0.6093(8) 0.2219(9) 0.4324(2) 0.0494(17) Uani 1 1 d . . . . .
C16 C 0.6516(10) 0.0357(11) 0.4324(2) 0.061(2) Uani 1 1 d . . . . .
C17 C 0.6371(10) 0.3016(10) 0.4713(2) 0.0576(19) Uani 1 1 d . . . . .
C18 C 0.3400(8) 0.5908(9) 0.2946(2) 0.0451(16) Uani 1 1 d . . . . .
C19 C 0.3202(9) 0.5073(11) 0.2565(2) 0.0542(19) Uani 1 1 d . . . . .
C20 C 0.2824(9) 0.7724(10) 0.2955(2) 0.0503(17) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.4 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.4'

#==============================================================================
# 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 C1 1.677(9) . ?
S1 C4 1.735(7) . ?
S2 C6 1.718(7) . ?
S2 C3 1.743(8) . ?
S3 C5 1.708(7) . ?
S3 C8 1.729(8) . ?
F1 C10 1.306(10) . ?
F4 C14 1.29(4) . ?
F3 C11 1.37(2) . ?
F2 C13 1.314(18) . ?
N1 C16 1.135(10) . ?
N2 C17 1.132(9) . ?
N3 C19 1.153(9) . ?
N4 C20 1.130(9) . ?
C1 C2 1.373(11) . ?
C1 H1 0.9300 . ?
C2 C3 1.413(10) . ?
C2 H2 0.9300 . ?
C3 C4 1.377(9) . ?
C4 C5 1.411(9) . ?
C5 C6 1.406(9) . ?
C6 C7 1.412(9) . ?
C7 C8 1.329(10) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 C15 1.372(9) . ?
C9 C10 1.434(9) . ?
C9 C14 1.438(9) . ?
C10 C11 1.339(9) . ?
C11 C12 1.439(9) . ?
C11 H11 0.9300 . ?
C12 C18 1.374(9) . ?
C12 C13 1.425(9) . ?
C13 C14 1.331(9) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C17 1.424(10) . ?
C15 C16 1.440(10) . ?
C18 C19 1.409(10) . ?
C18 C20 1.434(10) . ?

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 C4 91.3(4) . . ?
C6 S2 C3 90.5(3) . . ?
C5 S3 C8 90.7(3) . . ?
C2 C1 S1 114.7(6) . . ?
C2 C1 H1 122.7 . . ?
S1 C1 H1 122.7 . . ?
C1 C2 C3 109.8(7) . . ?
C1 C2 H2 125.1 . . ?
C3 C2 H2 125.1 . . ?
C4 C3 C2 114.0(7) . . ?
C4 C3 S2 111.9(5) . . ?
C2 C3 S2 134.1(6) . . ?
C3 C4 C5 113.8(6) . . ?
C3 C4 S1 110.2(5) . . ?
C5 C4 S1 136.0(6) . . ?
C6 C5 C4 110.4(6) . . ?
C6 C5 S3 111.9(5) . . ?
C4 C5 S3 137.6(5) . . ?
C5 C6 C7 110.9(6) . . ?
C5 C6 S2 113.4(5) . . ?
C7 C6 S2 135.7(6) . . ?
C8 C7 C6 113.5(7) . . ?
C8 C7 H7 123.3 . . ?
C6 C7 H7 123.3 . . ?
C7 C8 S3 113.0(6) . . ?
C7 C8 H8 123.5 . . ?
S3 C8 H8 123.5 . . ?
C15 C9 C10 121.8(6) . . ?
C15 C9 C14 120.8(6) . . ?
C10 C9 C14 117.4(6) . . ?
F1 C10 C11 123.2(7) . . ?
F1 C10 C9 116.2(7) . . ?
C11 C10 C9 120.6(6) . . ?
C10 C11 F3 123.8(11) . . ?
C10 C11 C12 122.6(6) . . ?
F3 C11 C12 113.3(11) . . ?
C10 C11 H11 118.7 . . ?
C12 C11 H11 118.7 . . ?
C18 C12 C13 123.6(6) . . ?
C18 C12 C11 120.8(6) . . ?
C13 C12 C11 115.6(6) . . ?
F2 C13 C14 120.1(10) . . ?
F2 C13 C12 116.7(9) . . ?
C14 C13 C12 123.1(6) . . ?
C14 C13 H13 118.4 . . ?
C12 C13 H13 118.4 . . ?
F4 C14 C13 115.2(18) . . ?
F4 C14 C9 124.0(18) . . ?
C13 C14 C9 120.7(6) . . ?
C13 C14 H14 119.7 . . ?
C9 C14 H14 119.7 . . ?
C9 C15 C17 123.5(7) . . ?
C9 C15 C16 123.2(7) . . ?
C17 C15 C16 113.2(6) . . ?
N1 C16 C15 177.7(9) . . ?
N2 C17 C15 176.2(8) . . ?
C12 C18 C19 122.0(7) . . ?
C12 C18 C20 122.4(6) . . ?
C19 C18 C20 115.6(6) . . ?
N3 C19 C18 178.7(9) . . ?
N4 C20 C18 178.7(9) . . ?

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
C4 S1 C1 C2 -2.1(6) . . . . ?
S1 C1 C2 C3 3.0(8) . . . . ?
C1 C2 C3 C4 -2.5(9) . . . . ?
C1 C2 C3 S2 177.1(6) . . . . ?
C6 S2 C3 C4 0.3(5) . . . . ?
C6 S2 C3 C2 -179.3(7) . . . . ?
C2 C3 C4 C5 178.2(5) . . . . ?
S2 C3 C4 C5 -1.5(7) . . . . ?
C2 C3 C4 S1 1.0(7) . . . . ?
S2 C3 C4 S1 -178.7(3) . . . . ?
C1 S1 C4 C3 0.6(5) . . . . ?
C1 S1 C4 C5 -175.7(7) . . . . ?
C3 C4 C5 C6 2.3(7) . . . . ?
S1 C4 C5 C6 178.4(5) . . . . ?
C3 C4 C5 S3 179.2(5) . . . . ?
S1 C4 C5 S3 -4.7(11) . . . . ?
C8 S3 C5 C6 -1.0(5) . . . . ?
C8 S3 C5 C4 -177.9(7) . . . . ?
C4 C5 C6 C7 -179.9(5) . . . . ?
S3 C5 C6 C7 2.4(6) . . . . ?
C4 C5 C6 S2 -2.0(6) . . . . ?
S3 C5 C6 S2 -179.8(3) . . . . ?
C3 S2 C6 C5 1.0(5) . . . . ?
C3 S2 C6 C7 178.1(7) . . . . ?
C5 C6 C7 C8 -3.0(8) . . . . ?
S2 C6 C7 C8 179.9(5) . . . . ?
C6 C7 C8 S3 2.2(7) . . . . ?
C5 S3 C8 C7 -0.7(5) . . . . ?
C15 C9 C10 F1 -2.1(10) . . . . ?
C14 C9 C10 F1 177.5(7) . . . . ?
C15 C9 C10 C11 179.5(6) . . . . ?
C14 C9 C10 C11 -0.8(9) . . . . ?
C9 C10 C11 F3 173.1(12) . . . . ?
F1 C10 C11 C12 -178.0(7) . . . . ?
C9 C10 C11 C12 0.3(9) . . . . ?
C10 C11 C12 C18 -179.3(6) . . . . ?
F3 C11 C12 C18 7.1(12) . . . . ?
C10 C11 C12 C13 0.3(9) . . . . ?
F3 C11 C12 C13 -173.3(10) . . . . ?
C18 C12 C13 F2 -3.9(12) . . . . ?
C11 C12 C13 F2 176.5(10) . . . . ?
C18 C12 C13 C14 179.3(6) . . . . ?
C11 C12 C13 C14 -0.3(9) . . . . ?
C12 C13 C14 F4 -177.7(18) . . . . ?
F2 C13 C14 C9 -176.9(10) . . . . ?
C12 C13 C14 C9 -0.3(9) . . . . ?
C15 C9 C14 F4 -2(2) . . . . ?
C10 C9 C14 F4 178(2) . . . . ?
C15 C9 C14 C13 -179.5(6) . . . . ?
C10 C9 C14 C13 0.8(9) . . . . ?
C10 C9 C15 C17 177.5(6) . . . . ?
C14 C9 C15 C17 -2.2(10) . . . . ?
C10 C9 C15 C16 -4.1(10) . . . . ?
C14 C9 C15 C16 176.2(6) . . . . ?
C13 C12 C18 C19 180.0(6) . . . . ?
C11 C12 C18 C19 -0.4(9) . . . . ?
C13 C12 C18 C20 -0.9(9) . . . . ?
C11 C12 C18 C20 178.7(6) . . . . ?

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

#==============================================================================
# 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
#==============================================================================
####################################################################### 
# 
# 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_C2-BTBT-C8_F2TCNQ
_database_code_depnum_ccdc_archive 'CCDC 2164773'
loop_
_audit_author_name
_audit_author_address
'Satoshi Matsuoka'
;Nagasaki University
Japan
;
_audit_update_record             
;
2022-04-06 deposited with the CCDC.	2022-10-11 downloaded from the CCDC.
;
_audit_creation_date             2022-03-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H19 S2, C12 H2 F2 N4'
_chemical_formula_sum            'C36 H21 F2 N4 S2'
_chemical_formula_weight         611.69
_chemical_melting_point          ?
_chemical_oxdiff_formula         C36H30F2N4S2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.1298(9)
_cell_length_b                   7.8602(12)
_cell_length_c                   15.388(2)
_cell_angle_alpha                99.352(13)
_cell_angle_beta                 95.978(11)
_cell_angle_gamma                106.494(12)
_cell_volume                     805.5(2)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    1593
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.3330
_cell_measurement_theta_min      2.6840
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.208
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.27570
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.261
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             315
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1235
_diffrn_reflns_av_unetI/netI     0.1880
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.892
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            13117
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.892
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.312
_diffrn_reflns_theta_min         2.717
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'PLATUS 200K area detector'
_diffrn_detector_area_resol_mean 5.811
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.892
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -102.00  60.00   0.50    5.00    --  -12.00  55.00 -90.00  324
  2  ω   -102.00  60.00   0.50    5.00    --  -12.00  55.00  90.00  324
  3  ω   -102.00  60.00   0.50    5.00    --  -12.00  55.00   0.00  324
  4  ω   -102.00  60.00   0.50    5.00    --  -12.00  55.00-180.00  324
  5  ω     17.50  24.00   0.50    5.00    --  -12.00  27.00-180.00   13
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0370847000
_diffrn_orient_matrix_UB_12      0.0208397000
_diffrn_orient_matrix_UB_13      -0.0392869000
_diffrn_orient_matrix_UB_21      -0.0965263000
_diffrn_orient_matrix_UB_22      -0.0404776000
_diffrn_orient_matrix_UB_23      -0.0249388000
_diffrn_orient_matrix_UB_31      -0.0187288000
_diffrn_orient_matrix_UB_32      0.0846097000
_diffrn_orient_matrix_UB_33      0.0085677000
_diffrn_radiation_monochromator  'curved graphite'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              RA-18HF
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1554
_reflns_number_total             3933
_reflns_odcompleteness_completeness 99.51
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.488
_refine_diff_density_min         -0.585
_refine_diff_density_rms         0.099
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.984
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         3933
_refine_ls_number_restraints     251
_refine_ls_R_factor_all          0.2383
_refine_ls_R_factor_gt           0.0977
_refine_ls_restrained_S_all      0.971
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1104P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2111
_refine_ls_wR_factor_ref         0.2723
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C15-C14
 1.5 with sigma of 0.02
 C15-C16
 1.5 with sigma of 0.02
 C16-C17
 1.5 with sigma of 0.02
 C17-C18
 1.5 with sigma of 0.02
 C18-C19
 1.5 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C13 \\sim C12 \\sim C11 \\sim C4 \\sim C3 \\sim C5 \\sim C6 \\sim C7 \\sim C10
\\sim C2 \\sim C9 \\sim C1 \\sim C8 \\sim C14 \\sim C15 \\sim C17 \\sim C16
\\sim C19 \\sim C18 \\sim C15A: within 2A with sigma of 0.02 and sigma for
terminal atoms of 0.04
Uanis(C13) \\sim Ueq, Uanis(C12) \\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(C4)
\\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(C6) \\sim Ueq,
Uanis(C7) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(C9) \\sim
Ueq, Uanis(C1) \\sim Ueq, Uanis(C8) \\sim Ueq, Uanis(C14) \\sim Ueq, Uanis(C15)
\\sim Ueq, Uanis(C17) \\sim Ueq, Uanis(C16) \\sim Ueq, Uanis(C19) \\sim Ueq,
Uanis(C18) \\sim Ueq, Uanis(C15A) \\sim Ueq: with sigma of 0.02 and sigma for
terminal atoms of 0.04
4. Others
 Sof(H6)=Sof(F1A)=1-FVAR(1)
 Sof(F1)=Sof(H5)=FVAR(1)
 Fixed Sof: H14C(0.5) H14D(0.5) H14A(0.5) H14B(0.5) C15(0.5) H15A(0.5)
 H15B(0.5) C17(0.5) H17A(0.5) H17B(0.5) C16(0.5) H16A(0.5) H16B(0.5) C15A(0.5)
 H15C(0.5) H15D(0.5) H15E(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C14(H14C,H14D), C14(H14A,H14B), C15(H15A,H15B), C17(H17A,H17B), C16(H16A,H16B)
5.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C7(H7), C10(H10), C8(H8)
5.c Idealised Me refined as rotating group:
 C15A(H15C,H15D,H15E)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.40639(16) 0.22273(15) 0.50386(8) 0.0593(5) Uani 1 1 d . . . . .
F1 F 0.1237(5) -0.3672(4) 0.3566(2) 0.0695(13) Uani 0.773(7) 1 d . . P A 1
C13 C 0.4690(5) 0.4575(6) 0.5333(3) 0.0521(11) Uani 1 1 d . U . . .
C12 C 0.4665(5) 0.5792(6) 0.6140(3) 0.0517(11) Uani 1 1 d . U . . .
C11 C 0.5330(5) 0.7620(6) 0.6027(3) 0.0538(11) Uani 1 1 d . U . . .
C4 C 0.0007(5) -0.3752(6) 0.5802(3) 0.0516(11) Uani 1 1 d . U . . .
C3 C 0.0015(6) -0.2548(6) 0.6558(3) 0.0559(11) Uani 1 1 d . U . . .
C5 C 0.0617(6) -0.3139(6) 0.5008(3) 0.0542(11) Uani 1 1 d . U . . .
H5 H 0.102315 -0.190395 0.501114 0.065 Uiso 0.773(7) 1 calc R . P A 1
C6 C 0.0610(6) -0.4301(6) 0.4273(3) 0.0538(11) Uani 1 1 d . U . . .
H6 H 0.102319 -0.383816 0.378189 0.065 Uiso 0.227(7) 1 calc R . P A 2
C7 C 0.4122(6) 0.5468(7) 0.6958(3) 0.0585(12) Uani 1 1 d . U . . .
H7 H 0.367374 0.428999 0.705157 0.070 Uiso 1 1 calc R . . . .
C10 C 0.5458(6) 0.9060(6) 0.6713(3) 0.0619(12) Uani 1 1 d . U . . .
H10 H 0.589924 1.024523 0.662919 0.074 Uiso 1 1 calc R . . . .
C2 C -0.0474(7) -0.3058(7) 0.7370(4) 0.0677(13) Uani 1 1 d . U . . .
C9 C 0.4923(6) 0.8713(7) 0.7520(3) 0.0658(13) Uani 1 1 d . U . . .
C1 C 0.0602(7) -0.0647(7) 0.6592(3) 0.0636(12) Uani 1 1 d . U . . .
C8 C 0.4261(6) 0.6906(8) 0.7618(3) 0.0677(13) Uani 1 1 d . U . . .
H8 H 0.389772 0.667599 0.816113 0.081 Uiso 1 1 calc R . . . .
N2 N -0.0813(7) -0.3344(7) 0.8057(3) 0.1012(16) Uani 1 1 d . . . . .
N1 N 0.1072(7) 0.0887(7) 0.6634(3) 0.0929(14) Uani 1 1 d . . . . .
C14 C 0.5063(8) 1.0236(8) 0.8295(4) 0.0884(16) Uani 1 1 d D U . . .
H14C H 0.383503 0.994105 0.853799 0.106 Uiso 0.5 1 calc R . P B 2
H14D H 0.517170 1.133254 0.806550 0.106 Uiso 0.5 1 calc R . P B 2
H14A H 0.477542 1.123381 0.807114 0.106 Uiso 0.5 1 calc R . P C 1
H14B H 0.409665 0.980848 0.867302 0.106 Uiso 0.5 1 calc R . P C 1
C15 C 0.678(2) 1.064(4) 0.9056(13) 0.096(5) Uani 0.5 1 d D U P D 2
H15A H 0.696820 0.952077 0.917836 0.116 Uiso 0.5 1 calc R . P D 2
H15B H 0.651672 1.130308 0.959466 0.116 Uiso 0.5 1 calc R . P D 2
C17 C 1.0549(14) 1.2352(15) 0.9460(7) 0.090(3) Uani 0.5 1 d D U P D 2
H17A H 1.018727 1.271788 1.003570 0.108 Uiso 0.5 1 calc R . P D 2
H17B H 1.095133 1.127886 0.948351 0.108 Uiso 0.5 1 calc R . P D 2
C16 C 0.8628(16) 1.1785(17) 0.8745(7) 0.087(3) Uani 0.5 1 d D U P D 2
H16A H 0.838153 1.286819 0.860380 0.105 Uiso 0.5 1 calc R . P D 2
H16B H 0.884940 1.109769 0.820337 0.105 Uiso 0.5 1 calc R . P D 2
C19 C 1.4130(8) 1.4245(10) 1.0097(5) 0.115(2) Uani 1 1 d D U . D 2
C18 C 1.2289(9) 1.3793(10) 0.9356(5) 0.122(2) Uani 1 1 d D U . D 2
F1A F 0.1221(15) -0.1398(14) 0.5021(7) 0.065(4) Uani 0.227(7) 1 d . . P A 2
C15A C 0.710(4) 1.087(5) 0.8827(17) 0.159(9) Uani 0.5 1 d . U P D 1
H15C H 0.753379 0.984395 0.889851 0.238 Uiso 0.5 1 calc GR . P D 1
H15D H 0.708590 1.154941 0.940270 0.238 Uiso 0.5 1 calc GR . P D 1
H15E H 0.799722 1.162861 0.852040 0.238 Uiso 0.5 1 calc GR . P D 1


_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 C13 1.740(4) . ?
S1 C11 1.752(4) 2_666 ?
F1 C6 1.333(5) . ?
C13 C13 1.357(8) 2_666 ?
C13 C12 1.443(6) . ?
C12 C11 1.426(6) . ?
C12 C7 1.396(6) . ?
C11 C10 1.392(6) . ?
C4 C3 1.373(6) . ?
C4 C5 1.449(6) . ?
C4 C6 1.449(6) 2_546 ?
C3 C2 1.422(7) . ?
C3 C1 1.423(7) . ?
C5 C6 1.332(6) . ?
C5 F1A 1.309(10) . ?
C7 C8 1.365(6) . ?
C10 C9 1.382(6) . ?
C2 N2 1.151(6) . ?
C9 C8 1.403(7) . ?
C9 C14 1.520(7) . ?
C1 N1 1.145(6) . ?
C14 C15 1.526(16) . ?
C14 C15A 1.50(2) . ?
C15 C16 1.542(16) . ?
C17 C16 1.570(12) . ?
C17 C18 1.466(10) . ?
C19 C19 1.547(12) 2_887 ?
C19 C18 1.562(8) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 S1 C11 90.6(2) . 2_666 ?
C13 C13 S1 113.3(4) 2_666 . ?
C13 C13 C12 113.9(5) 2_666 . ?
C12 C13 S1 132.8(3) . . ?
C11 C12 C13 110.0(4) . . ?
C7 C12 C13 131.6(4) . . ?
C7 C12 C11 118.4(4) . . ?
C12 C11 S1 112.2(3) . 2_666 ?
C10 C11 S1 126.5(4) . 2_666 ?
C10 C11 C12 121.3(4) . . ?
C3 C4 C5 121.3(4) . . ?
C3 C4 C6 123.7(4) . 2_546 ?
C6 C4 C5 114.9(4) 2_546 . ?
C4 C3 C2 124.0(4) . . ?
C4 C3 C1 121.5(4) . . ?
C2 C3 C1 114.4(4) . . ?
C6 C5 C4 121.6(4) . . ?
F1A C5 C4 119.0(6) . . ?
F1A C5 C6 119.4(6) . . ?
F1 C6 C4 117.0(4) . 2_546 ?
C5 C6 F1 119.5(4) . . ?
C5 C6 C4 123.5(4) . 2_546 ?
C8 C7 C12 119.0(4) . . ?
C9 C10 C11 119.5(4) . . ?
N2 C2 C3 175.2(5) . . ?
C10 C9 C8 118.5(4) . . ?
C10 C9 C14 121.6(5) . . ?
C8 C9 C14 119.9(5) . . ?
N1 C1 C3 178.9(5) . . ?
C7 C8 C9 123.3(4) . . ?
C9 C14 C15 116.1(12) . . ?
C15A C14 C9 109.7(14) . . ?
C14 C15 C16 106.3(11) . . ?
C18 C17 C16 119.2(8) . . ?
C15 C16 C17 113.2(9) . . ?
C19 C19 C18 110.2(7) 2_887 . ?
C17 C18 C19 115.2(6) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.364
_oxdiff_exptl_absorpt_empirical_full_min 0.393
####################################################################### 
# 
# 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_DTT-F2TCNQ
_database_code_depnum_ccdc_archive 'CCDC 2164771'
loop_
_audit_author_name
_audit_author_address
'Satoshi Matsuoka'
;Nagasaki University
Japan
;
_audit_update_record             
;
2022-04-06 deposited with the CCDC.	2022-10-11 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C20 H6 F2 N4 S3'
_chemical_formula_moiety         'C20 H6 F2 N4 S3'
_chemical_formula_weight         436.47
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   7.1277(3)
_cell_length_b                   7.6492(3)
_cell_length_c                   33.4443(13)
_cell_angle_alpha                90.0000
_cell_angle_beta                 94.224(3)
_cell_angle_gamma                90.0000
_cell_volume                     1818.47(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7196
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      28.24
_cell_measurement_temperature    293
#------------------------------------------------------------------------------
_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.700
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.030
_exptl_crystal_density_diffrn    1.594
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             880.00
_exptl_absorpt_coefficient_mu    0.442
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.806
_exptl_absorpt_correction_T_max  0.987

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

_diffrn_ambient_temperature      293
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Rigaku XtaLAB P100'
_diffrn_reflns_number            16746
_diffrn_reflns_av_R_equivalents  0.0262
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_min         2.443
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_limit_l_max       43
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             4139
_reflns_number_gt                3262
_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          0.0504
_refine_ls_R_factor_gt           0.0352
_refine_ls_wR_factor_ref         0.0912
_refine_ls_wR_factor_gt          0.0851
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4139
_refine_ls_number_parameters     281
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0413P)²+0.5559P] 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         0.23
_refine_diff_density_min         -0.21
_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 0.0033 0.0016
;
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)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
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 -0.05685(7) 0.31790(7) 0.30918(2) 0.04751(14) Uani 1 1 d . . . . .
S2 S -0.00475(7) 0.54708(6) 0.42293(2) 0.04371(13) Uani 1 1 d . . . . .
S3 S 0.12264(8) 0.02540(6) 0.40009(2) 0.05311(15) Uani 1 1 d . . . . .
F1 F 0.37941(17) 0.73966(14) 0.37323(3) 0.0523(3) Uani 0.936(2) 1 d . . P A 1
F2 F 0.57455(18) 0.06134(14) 0.35854(3) 0.0499(3) Uani 0.936(2) 1 d . . P A 1
F3 F 0.450(2) 0.253(2) 0.2888(4) 0.044(5) Uani 0.064(2) 1 d . . P A 2
F4 F 0.493(2) 0.581(2) 0.4329(4) 0.045(5) Uani 0.064(2) 1 d . . P A 2
N1 N 0.2355(3) 0.9094(3) 0.29276(6) 0.0702(6) Uani 1 1 d . . . . .
N2 N 0.3047(3) 0.4282(3) 0.22906(6) 0.0757(6) Uani 1 1 d . . . . .
N3 N 0.6634(3) 0.3586(3) 0.50348(5) 0.0714(6) Uani 1 1 d . . . . .
N4 N 0.6831(3) -0.1143(2) 0.44013(6) 0.0706(6) Uani 1 1 d . . . . .
C1 C -0.1257(3) 0.5336(3) 0.30436(6) 0.0518(5) Uani 1 1 d . . . . .
H1 H -0.165686 0.584143 0.279910 0.062 Uiso 1 1 calc R U . . .
C2 C -0.1162(3) 0.6224(3) 0.33940(6) 0.0469(4) Uani 1 1 d . . . . .
H2 H -0.148797 0.739363 0.341943 0.056 Uiso 1 1 calc R U . . .
C3 C -0.0501(2) 0.5138(2) 0.37173(5) 0.0382(4) Uani 1 1 d . . . . .
C4 C -0.0120(2) 0.3447(2) 0.36005(5) 0.0362(4) Uani 1 1 d . . . . .
C5 C 0.0538(2) 0.2389(2) 0.39299(5) 0.0378(4) Uani 1 1 d . . . . .
C6 C 0.0657(2) 0.3308(2) 0.42883(5) 0.0396(4) Uani 1 1 d . . . . .
C7 C 0.1303(3) 0.2270(3) 0.46223(6) 0.0516(5) Uani 1 1 d . . . . .
H7 H 0.146874 0.267373 0.488487 0.062 Uiso 1 1 calc R U . . .
C8 C 0.1644(3) 0.0616(3) 0.45067(7) 0.0589(6) Uani 1 1 d . . . . .
H8 H 0.206807 -0.025305 0.468556 0.071 Uiso 1 1 calc R U . . .
C9 C 0.4018(2) 0.4952(2) 0.33079(5) 0.0340(4) Uani 1 1 d . . . . .
C10 C 0.4255(2) 0.5722(2) 0.37023(5) 0.0363(4) Uani 1 1 d . . . . .
C11 C 0.4896(2) 0.4864(2) 0.40310(5) 0.0361(4) Uani 1 1 d . . . . .
H11 H 0.501176 0.544063 0.427632 0.043 Uiso 1 1 calc R U . A 1
C12 C 0.5410(2) 0.3053(2) 0.40088(5) 0.0331(3) Uani 1 1 d . . . . .
C13 C 0.5199(2) 0.2285(2) 0.36125(5) 0.0346(4) Uani 1 1 d . . . . .
C14 C 0.4547(2) 0.3145(2) 0.32860(5) 0.0365(4) Uani 1 1 d . . . . .
H14 H 0.443143 0.257023 0.304046 0.044 Uiso 1 1 calc R U . A 1
C15 C 0.3351(2) 0.5861(2) 0.29712(5) 0.0404(4) Uani 1 1 d . . . . .
C16 C 0.2806(3) 0.7669(3) 0.29612(6) 0.0475(4) Uani 1 1 d . . . . .
C17 C 0.3167(3) 0.4986(3) 0.25906(6) 0.0501(5) Uani 1 1 d . . . . .
C18 C 0.6056(2) 0.2131(2) 0.43447(5) 0.0377(4) Uani 1 1 d . . . . .
C19 C 0.6345(3) 0.2979(3) 0.47271(5) 0.0460(4) Uani 1 1 d . . . . .
C20 C 0.6483(3) 0.0301(3) 0.43582(6) 0.0476(4) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.4 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.4'

#==============================================================================
# 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 C4 1.7198(17) . ?
S1 C1 1.726(2) . ?
S2 C6 1.7357(18) . ?
S2 C3 1.7377(18) . ?
S3 C5 1.7165(17) . ?
S3 C8 1.718(2) . ?
F1 C10 1.3283(19) . ?
F2 C13 1.3418(19) . ?
F3 C14 1.409(14) . ?
F4 C11 1.228(14) . ?
N1 C16 1.140(3) . ?
N2 C17 1.137(3) . ?
N3 C19 1.134(2) . ?
N4 C20 1.139(3) . ?
C1 C2 1.352(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.416(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.384(2) . ?
C4 C5 1.419(2) . ?
C5 C6 1.387(2) . ?
C6 C7 1.419(2) . ?
C7 C8 1.350(3) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 C15 1.378(2) . ?
C9 C14 1.435(2) . ?
C9 C10 1.443(2) . ?
C10 C11 1.332(2) . ?
C11 C12 1.436(2) . ?
C11 H11 0.9300 . ?
C12 C18 1.377(2) . ?
C12 C13 1.448(2) . ?
C13 C14 1.329(2) . ?
C14 H14 0.9300 . ?
C15 C17 1.435(3) . ?
C15 C16 1.436(3) . ?
C18 C20 1.433(3) . ?
C18 C19 1.435(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
C4 S1 C1 90.53(9) . . ?
C6 S2 C3 90.22(8) . . ?
C5 S3 C8 90.56(9) . . ?
C2 C1 S1 113.79(15) . . ?
C2 C1 H1 123.1 . . ?
S1 C1 H1 123.1 . . ?
C1 C2 C3 111.10(18) . . ?
C1 C2 H2 124.4 . . ?
C3 C2 H2 124.4 . . ?
C4 C3 C2 113.18(16) . . ?
C4 C3 S2 112.89(13) . . ?
C2 C3 S2 133.93(15) . . ?
C3 C4 C5 112.00(15) . . ?
C3 C4 S1 111.40(13) . . ?
C5 C4 S1 136.61(14) . . ?
C6 C5 C4 112.17(15) . . ?
C6 C5 S3 111.36(13) . . ?
C4 C5 S3 136.47(14) . . ?
C5 C6 C7 113.08(17) . . ?
C5 C6 S2 112.72(13) . . ?
C7 C6 S2 134.19(15) . . ?
C8 C7 C6 110.70(18) . . ?
C8 C7 H7 124.6 . . ?
C6 C7 H7 124.6 . . ?
C7 C8 S3 114.29(15) . . ?
C7 C8 H8 122.9 . . ?
S3 C8 H8 122.9 . . ?
C15 C9 C14 121.34(16) . . ?
C15 C9 C10 123.44(16) . . ?
C14 C9 C10 115.22(15) . . ?
F1 C10 C11 118.98(15) . . ?
F1 C10 C9 116.74(15) . . ?
C11 C10 C9 124.28(15) . . ?
F4 C11 C10 111.4(8) . . ?
F4 C11 C12 128.2(8) . . ?
C10 C11 C12 120.40(15) . . ?
C10 C11 H11 119.8 . . ?
C12 C11 H11 119.8 . . ?
C18 C12 C11 121.55(15) . . ?
C18 C12 C13 123.04(15) . . ?
C11 C12 C13 115.41(14) . . ?
C14 C13 F2 120.13(15) . . ?
C14 C13 C12 123.89(15) . . ?
F2 C13 C12 115.96(14) . . ?
C13 C14 F3 126.3(6) . . ?
C13 C14 C9 120.79(15) . . ?
F3 C14 C9 112.4(6) . . ?
C13 C14 H14 119.6 . . ?
C9 C14 H14 119.6 . . ?
C9 C15 C17 119.53(17) . . ?
C9 C15 C16 125.55(17) . . ?
C17 C15 C16 114.92(16) . . ?
N1 C16 C15 175.7(2) . . ?
N2 C17 C15 179.0(2) . . ?
C12 C18 C20 125.72(16) . . ?
C12 C18 C19 120.88(16) . . ?
C20 C18 C19 113.40(15) . . ?
N3 C19 C18 176.7(2) . . ?
N4 C20 C18 174.5(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
C4 S1 C1 C2 -0.18(16) . . . . ?
S1 C1 C2 C3 0.3(2) . . . . ?
C1 C2 C3 C4 -0.2(2) . . . . ?
C1 C2 C3 S2 179.23(16) . . . . ?
C6 S2 C3 C4 -0.17(14) . . . . ?
C6 S2 C3 C2 -179.6(2) . . . . ?
C2 C3 C4 C5 -179.96(15) . . . . ?
S2 C3 C4 C5 0.47(19) . . . . ?
C2 C3 C4 S1 0.1(2) . . . . ?
S2 C3 C4 S1 -179.49(9) . . . . ?
C1 S1 C4 C3 0.05(14) . . . . ?
C1 S1 C4 C5 -179.9(2) . . . . ?
C3 C4 C5 C6 -0.6(2) . . . . ?
S1 C4 C5 C6 179.34(15) . . . . ?
C3 C4 C5 S3 179.36(15) . . . . ?
S1 C4 C5 S3 -0.7(3) . . . . ?
C8 S3 C5 C6 0.46(15) . . . . ?
C8 S3 C5 C4 -179.5(2) . . . . ?
C4 C5 C6 C7 179.67(15) . . . . ?
S3 C5 C6 C7 -0.3(2) . . . . ?
C4 C5 C6 S2 0.5(2) . . . . ?
S3 C5 C6 S2 -179.50(9) . . . . ?
C3 S2 C6 C5 -0.17(14) . . . . ?
C3 S2 C6 C7 -179.1(2) . . . . ?
C5 C6 C7 C8 -0.1(3) . . . . ?
S2 C6 C7 C8 178.87(17) . . . . ?
C6 C7 C8 S3 0.5(2) . . . . ?
C5 S3 C8 C7 -0.54(18) . . . . ?
C15 C9 C10 F1 0.0(3) . . . . ?
C14 C9 C10 F1 179.43(14) . . . . ?
C15 C9 C10 C11 179.96(17) . . . . ?
C14 C9 C10 C11 -0.6(3) . . . . ?
C9 C10 C11 F4 -178.8(9) . . . . ?
F1 C10 C11 C12 -179.90(15) . . . . ?
C9 C10 C11 C12 0.1(3) . . . . ?
F4 C11 C12 C18 -0.5(11) . . . . ?
C10 C11 C12 C18 -179.24(17) . . . . ?
F4 C11 C12 C13 179.5(10) . . . . ?
C10 C11 C12 C13 0.7(2) . . . . ?
C18 C12 C13 C14 178.75(17) . . . . ?
C11 C12 C13 C14 -1.2(2) . . . . ?
C18 C12 C13 F2 -2.6(2) . . . . ?
C11 C12 C13 F2 177.45(14) . . . . ?
C12 C13 C14 F3 172.7(9) . . . . ?
F2 C13 C14 C9 -177.83(15) . . . . ?
C12 C13 C14 C9 0.8(3) . . . . ?
C15 C9 C14 C13 179.58(17) . . . . ?
C10 C9 C14 C13 0.1(2) . . . . ?
C15 C9 C14 F3 6.6(8) . . . . ?
C10 C9 C14 F3 -172.8(8) . . . . ?
C14 C9 C15 C17 0.4(3) . . . . ?
C10 C9 C15 C17 179.82(16) . . . . ?
C14 C9 C15 C16 -179.31(17) . . . . ?
C10 C9 C15 C16 0.1(3) . . . . ?
C11 C12 C18 C20 175.61(17) . . . . ?
C13 C12 C18 C20 -4.4(3) . . . . ?
C11 C12 C18 C19 -3.7(3) . . . . ?
C13 C12 C18 C19 176.27(16) . . . . ?

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

#==============================================================================
# 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
#==============================================================================
####################################################################### 
# 
# 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_DTT-TCNQ
_database_code_depnum_ccdc_archive 'CCDC 2164772'
loop_
_audit_author_name
_audit_author_address
'Satoshi Matsuoka'
;Nagasaki University
Japan
;
_audit_update_record             
;
2022-04-06 deposited with the CCDC.	2022-10-11 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C20 H8 N4 S3'
_chemical_formula_moiety         'C20 H8 N4 S3'
_chemical_formula_weight         400.49
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   7.2227(3)
_cell_length_b                   7.5676(2)
_cell_length_c                   32.3247(12)
_cell_angle_alpha                90.0000
_cell_angle_beta                 92.185(3)
_cell_angle_gamma                90.0000
_cell_volume                     1765.54(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9404
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      29.21
_cell_measurement_temperature    293
#------------------------------------------------------------------------------
_exptl_crystal_description       plate
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.025
_exptl_crystal_density_diffrn    1.507
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             816.00
_exptl_absorpt_coefficient_mu    0.432
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.965
_exptl_absorpt_correction_T_max  0.989

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

_diffrn_ambient_temperature      293
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Rigaku XtaLAB P100'
_diffrn_reflns_number            16932
_diffrn_reflns_av_R_equivalents  0.0196
_diffrn_reflns_theta_max         27.482
_diffrn_reflns_theta_min         2.522
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_limit_l_max       41
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             4049
_reflns_number_gt                3313
_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          0.0452
_refine_ls_R_factor_gt           0.0344
_refine_ls_wR_factor_ref         0.0922
_refine_ls_wR_factor_gt          0.0881
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4049
_refine_ls_number_parameters     244
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0382P)²+0.7988P] 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         0.22
_refine_diff_density_min         -0.23
_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 0.0033 0.0016
;
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)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
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 1.03321(7) 0.81726(6) 0.19388(2) 0.03846(13) Uani 1 1 d . . . . .
S2 S 1.00380(7) 1.03946(6) 0.07559(2) 0.03959(13) Uani 1 1 d . . . . .
S3 S 0.85842(7) 0.51777(6) 0.10102(2) 0.04513(14) Uani 1 1 d . . . . .
N1 N 0.6899(3) 0.9488(3) 0.27855(6) 0.0547(5) Uani 1 1 d . . . . .
N2 N 0.7628(3) 1.4243(2) 0.20345(6) 0.0570(5) Uani 1 1 d . . . . .
N3 N 0.3136(3) 0.3892(2) 0.07365(7) 0.0655(6) Uani 1 1 d . . . . .
N4 N 0.3475(3) 0.8496(3) -0.00332(6) 0.0666(6) Uani 1 1 d . . . . .
C1 C 1.1090(3) 1.0332(3) 0.19763(6) 0.0420(4) Uani 1 1 d . . . . .
H1 H 1.147996 1.085089 0.222542 0.050 Uiso 1 1 calc R U . . .
C2 C 1.1064(2) 1.1199(3) 0.16116(6) 0.0381(4) Uani 1 1 d . . . . .
H2 H 1.142955 1.236754 0.157894 0.046 Uiso 1 1 calc R U . . .
C3 C 1.0405(2) 1.0089(2) 0.12849(5) 0.0328(4) Uani 1 1 d . . . . .
C4 C 0.9956(2) 0.8400(2) 0.14141(5) 0.0312(4) Uani 1 1 d . . . . .
C5 C 0.9302(2) 0.7331(2) 0.10789(5) 0.0332(4) Uani 1 1 d . . . . .
C6 C 0.9269(3) 0.8228(2) 0.07053(6) 0.0366(4) Uani 1 1 d . . . . .
C7 C 0.8662(3) 0.7174(3) 0.03633(6) 0.0485(5) Uani 1 1 d . . . . .
H7 H 0.855520 0.757083 0.009115 0.058 Uiso 1 1 calc R U . . .
C8 C 0.8262(3) 0.5520(3) 0.04864(7) 0.0536(6) Uani 1 1 d . . . . .
H8 H 0.784831 0.464151 0.030420 0.064 Uiso 1 1 calc R U . . .
C9 C 0.5932(2) 1.0076(2) 0.17317(5) 0.0296(3) Uani 1 1 d . . . . .
C10 C 0.5396(2) 0.8254(2) 0.17673(5) 0.0326(4) Uani 1 1 d . . . . .
H10 H 0.549077 0.770347 0.202449 0.039 Uiso 1 1 calc R U . . .
C11 C 0.4761(2) 0.7333(2) 0.14372(5) 0.0336(4) Uani 1 1 d . . . . .
H11 H 0.442717 0.615531 0.146877 0.040 Uiso 1 1 calc R U . . .
C12 C 0.4591(2) 0.8140(2) 0.10355(5) 0.0306(4) Uani 1 1 d . . . . .
C13 C 0.5104(2) 0.9974(2) 0.09984(6) 0.0334(4) Uani 1 1 d . . . . .
H13 H 0.499203 1.052822 0.074191 0.040 Uiso 1 1 calc R U . . .
C14 C 0.5743(2) 1.0891(2) 0.13307(5) 0.0331(4) Uani 1 1 d . . . . .
H14 H 0.606735 1.207205 0.130034 0.040 Uiso 1 1 calc R U . . .
C15 C 0.6604(2) 1.0997(2) 0.20727(5) 0.0320(4) Uani 1 1 d . . . . .
C16 C 0.6784(3) 1.0167(2) 0.24712(6) 0.0376(4) Uani 1 1 d . . . . .
C17 C 0.7176(3) 1.2804(2) 0.20510(6) 0.0378(4) Uani 1 1 d . . . . .
C18 C 0.3957(2) 0.7190(2) 0.06954(6) 0.0345(4) Uani 1 1 d . . . . .
C19 C 0.3498(3) 0.5355(3) 0.07229(6) 0.0424(4) Uani 1 1 d . . . . .
C20 C 0.3710(3) 0.7947(3) 0.02927(6) 0.0425(4) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.4 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.4'

#==============================================================================
# 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 C4 1.7162(17) . ?
S1 C1 1.726(2) . ?
S2 C3 1.7357(18) . ?
S2 C6 1.7369(18) . ?
S3 C8 1.720(2) . ?
S3 C5 1.7219(18) . ?
N1 C16 1.139(2) . ?
N2 C17 1.139(2) . ?
N3 C19 1.139(3) . ?
N4 C20 1.139(3) . ?
C1 C2 1.348(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.418(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.387(2) . ?
C4 C5 1.419(2) . ?
C5 C6 1.385(3) . ?
C6 C7 1.419(3) . ?
C7 C8 1.348(3) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 C15 1.377(2) . ?
C9 C14 1.438(2) . ?
C9 C10 1.438(2) . ?
C10 C11 1.340(2) . ?
C10 H10 0.9300 . ?
C11 C12 1.436(2) . ?
C11 H11 0.9300 . ?
C12 C18 1.378(2) . ?
C12 C13 1.442(2) . ?
C13 C14 1.346(2) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 C17 1.431(3) . ?
C15 C16 1.434(3) . ?
C18 C20 1.427(3) . ?
C18 C19 1.431(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C4 S1 C1 90.69(9) . . ?
C3 S2 C6 90.18(8) . . ?
C8 S3 C5 90.76(9) . . ?
C2 C1 S1 113.93(15) . . ?
C2 C1 H1 123.0 . . ?
S1 C1 H1 123.0 . . ?
C1 C2 C3 110.85(17) . . ?
C1 C2 H2 124.6 . . ?
C3 C2 H2 124.6 . . ?
C4 C3 C2 113.41(16) . . ?
C4 C3 S2 113.01(13) . . ?
C2 C3 S2 133.57(14) . . ?
C3 C4 C5 111.74(16) . . ?
C3 C4 S1 111.12(13) . . ?
C5 C4 S1 137.14(14) . . ?
C6 C5 C4 112.37(16) . . ?
C6 C5 S3 110.87(13) . . ?
C4 C5 S3 136.73(14) . . ?
C5 C6 C7 113.50(17) . . ?
C5 C6 S2 112.69(13) . . ?
C7 C6 S2 133.79(16) . . ?
C8 C7 C6 110.80(19) . . ?
C8 C7 H7 124.6 . . ?
C6 C7 H7 124.6 . . ?
C7 C8 S3 114.08(16) . . ?
C7 C8 H8 123.0 . . ?
S3 C8 H8 123.0 . . ?
C15 C9 C14 121.55(15) . . ?
C15 C9 C10 120.61(16) . . ?
C14 C9 C10 117.84(15) . . ?
C11 C10 C9 121.32(16) . . ?
C11 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
C10 C11 C12 120.90(16) . . ?
C10 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
C18 C12 C11 120.92(16) . . ?
C18 C12 C13 120.98(16) . . ?
C11 C12 C13 118.10(15) . . ?
C14 C13 C12 120.75(16) . . ?
C14 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
C13 C14 C9 121.08(16) . . ?
C13 C14 H14 119.5 . . ?
C9 C14 H14 119.5 . . ?
C9 C15 C17 122.55(16) . . ?
C9 C15 C16 120.97(16) . . ?
C17 C15 C16 116.48(16) . . ?
N1 C16 C15 178.7(2) . . ?
N2 C17 C15 179.8(3) . . ?
C12 C18 C20 122.98(16) . . ?
C12 C18 C19 121.87(17) . . ?
C20 C18 C19 115.16(16) . . ?
N3 C19 C18 178.6(2) . . ?
N4 C20 C18 177.4(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
C4 S1 C1 C2 0.07(16) . . . . ?
S1 C1 C2 C3 0.1(2) . . . . ?
C1 C2 C3 C4 -0.2(2) . . . . ?
C1 C2 C3 S2 179.70(16) . . . . ?
C6 S2 C3 C4 0.01(14) . . . . ?
C6 S2 C3 C2 -179.93(19) . . . . ?
C2 C3 C4 C5 179.96(15) . . . . ?
S2 C3 C4 C5 0.01(19) . . . . ?
C2 C3 C4 S1 0.3(2) . . . . ?
S2 C3 C4 S1 -179.66(9) . . . . ?
C1 S1 C4 C3 -0.21(14) . . . . ?
C1 S1 C4 C5 -179.8(2) . . . . ?
C3 C4 C5 C6 0.0(2) . . . . ?
S1 C4 C5 C6 179.51(15) . . . . ?
C3 C4 C5 S3 177.98(16) . . . . ?
S1 C4 C5 S3 -2.5(3) . . . . ?
C8 S3 C5 C6 0.12(15) . . . . ?
C8 S3 C5 C4 -177.9(2) . . . . ?
C4 C5 C6 C7 178.57(16) . . . . ?
S3 C5 C6 C7 0.0(2) . . . . ?
C4 C5 C6 S2 0.0(2) . . . . ?
S3 C5 C6 S2 -178.50(9) . . . . ?
C3 S2 C6 C5 -0.03(15) . . . . ?
C3 S2 C6 C7 -178.2(2) . . . . ?
C5 C6 C7 C8 -0.2(3) . . . . ?
S2 C6 C7 C8 177.90(18) . . . . ?
C6 C7 C8 S3 0.3(3) . . . . ?
C5 S3 C8 C7 -0.26(19) . . . . ?
C15 C9 C10 C11 -179.15(17) . . . . ?
C14 C9 C10 C11 0.8(3) . . . . ?
C9 C10 C11 C12 -0.2(3) . . . . ?
C10 C11 C12 C18 179.34(17) . . . . ?
C10 C11 C12 C13 -0.6(3) . . . . ?
C18 C12 C13 C14 -179.22(17) . . . . ?
C11 C12 C13 C14 0.7(3) . . . . ?
C12 C13 C14 C9 0.0(3) . . . . ?
C15 C9 C14 C13 179.27(17) . . . . ?
C10 C9 C14 C13 -0.7(3) . . . . ?
C14 C9 C15 C17 -0.8(3) . . . . ?
C10 C9 C15 C17 179.20(16) . . . . ?
C14 C9 C15 C16 179.95(16) . . . . ?
C10 C9 C15 C16 0.0(3) . . . . ?
C11 C12 C18 C20 178.02(17) . . . . ?
C13 C12 C18 C20 -2.0(3) . . . . ?
C11 C12 C18 C19 -2.0(3) . . . . ?
C13 C12 C18 C19 177.94(17) . . . . ?

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

#==============================================================================
# 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
#==============================================================================
####################################################################### 
# 
# 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_C2-BTBT-C8_F4TCNQ
_database_code_depnum_ccdc_archive 'CCDC 2164774'
loop_
_audit_author_name
_audit_author_address
'Satoshi Matsuoka'
;Nagasaki University
Japan
;
_audit_update_record             
;
2022-04-06 deposited with the CCDC.	2022-10-11 downloaded from the CCDC.
;
_audit_creation_date             2022-03-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H19 S2, C12 F4 N4'
_chemical_formula_sum            'C36 H19 F4 N4 S2'
_chemical_formula_weight         647.67
_chemical_melting_point          ?
_chemical_oxdiff_formula         C36H28F4N4S2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.0402(7)
_cell_length_b                   8.0595(8)
_cell_length_c                   15.2240(13)
_cell_angle_alpha                99.376(8)
_cell_angle_beta                 95.115(8)
_cell_angle_gamma                107.186(9)
_cell_volume                     805.54(14)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    1977
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.1250
_cell_measurement_theta_min      2.7210
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.220
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49566
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.335
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             331
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0951
_diffrn_reflns_av_unetI/netI     0.1602
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.889
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            13811
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.889
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.869
_diffrn_reflns_theta_min         2.699
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'PLATUS 200K area detector'
_diffrn_detector_area_resol_mean 5.811
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.889
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -103.00  77.00   0.50    5.00    --  -13.00  55.00-180.00  360
  2  ω   -103.00  60.00   0.50    5.00    --  -13.00  55.00   0.00  326
  3  ω   -103.00  60.00   0.50    5.00    --  -13.00  55.00  90.00  326
  4  ω   -103.00  58.50   0.50    5.00    --  -13.00  55.00 -90.00  323
  5  ω   -103.00 -96.00   0.50    5.00    --  -13.00  27.00 -90.00   14
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0023684000
_diffrn_orient_matrix_UB_12      0.0179595000
_diffrn_orient_matrix_UB_13      -0.0441018000
_diffrn_orient_matrix_UB_21      0.0329059000
_diffrn_orient_matrix_UB_22      0.0922527000
_diffrn_orient_matrix_UB_23      0.0182518000
_diffrn_orient_matrix_UB_31      0.1013620000
_diffrn_orient_matrix_UB_32      0.0016544000
_diffrn_orient_matrix_UB_33      0.0003550000
_diffrn_radiation_monochromator  'curved graphite'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              RA-18HF
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1647
_reflns_number_total             4138
_reflns_odcompleteness_completeness 99.63
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.338
_refine_diff_density_min         -0.267
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         4138
_refine_ls_number_restraints     251
_refine_ls_R_factor_all          0.2219
_refine_ls_R_factor_gt           0.0839
_refine_ls_restrained_S_all      0.984
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0942P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1730
_refine_ls_wR_factor_ref         0.2226
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C15-C16
 1.5 with sigma of 0.02
 C16-C17
 1.5 with sigma of 0.02
 C17-C18
 1.5 with sigma of 0.02
 C18-C19
 1.5 with sigma of 0.02
 C14-C15A
 1.5 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C4 \\sim C12 \\sim C13 \\sim C6 \\sim C7 \\sim C3 \\sim C5 \\sim C11 \\sim C1
\\sim C8 \\sim C2 \\sim C9 \\sim C10 \\sim C14 \\sim C15 \\sim C16 \\sim C17
\\sim C19 \\sim C18 \\sim C15A: within 2A with sigma of 0.02 and sigma for
terminal atoms of 0.04
Uanis(C4) \\sim Ueq, Uanis(C12) \\sim Ueq, Uanis(C13) \\sim Ueq, Uanis(C6)
\\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C5) \\sim Ueq,
Uanis(C11) \\sim Ueq, Uanis(C1) \\sim Ueq, Uanis(C8) \\sim Ueq, Uanis(C2) \\sim
Ueq, Uanis(C9) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C14) \\sim Ueq,
Uanis(C15) \\sim Ueq, Uanis(C16) \\sim Ueq, Uanis(C17) \\sim Ueq, Uanis(C19)
\\sim Ueq, Uanis(C18) \\sim Ueq, Uanis(C15A) \\sim Ueq: with sigma of 0.02 and
sigma for terminal atoms of 0.04
4. Others
 Fixed Sof: H14C(0.5) H14D(0.5) H14A(0.5) H14B(0.5) C15(0.5) H15A(0.5)
 H15B(0.5) C16(0.5) H16A(0.5) H16B(0.5) C17(0.5) H17A(0.5) H17B(0.5) C15A(0.5)
 H15C(0.5) H15D(0.5) H15E(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C14(H14C,H14D), C14(H14A,H14B), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B)
5.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C8(H8), C10(H10)
5.c Idealised Me refined as rotating group:
 C15A(H15C,H15D,H15E)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.40247(14) 0.73123(12) 0.50701(7) 0.0523(4) Uani 1 1 d . . . . .
F1 F 0.1225(3) 0.1183(3) 0.35158(15) 0.0602(7) Uani 1 1 d . . . . .
F2 F 0.1319(3) 0.3494(3) 0.49575(15) 0.0592(6) Uani 1 1 d . . . . .
C4 C -0.0047(5) -0.1285(5) 0.4202(3) 0.0432(9) Uani 1 1 d . U . . .
C12 C 0.4662(5) 1.0800(5) 0.6145(3) 0.0458(9) Uani 1 1 d . U . . .
C13 C 0.4681(5) 0.9602(5) 0.5346(3) 0.0459(10) Uani 1 1 d . U . . .
C6 C 0.0651(5) 0.1774(5) 0.4979(3) 0.0428(9) Uani 1 1 d . U . . .
C7 C 0.5366(5) 1.2569(5) 0.6013(3) 0.0483(10) Uani 1 1 d . U . . .
C3 C -0.0089(5) -0.2496(5) 0.3448(3) 0.0486(10) Uani 1 1 d . U . . .
C5 C 0.0625(5) 0.0603(5) 0.4243(3) 0.0446(9) Uani 1 1 d . U . . .
N1 N -0.1200(6) -0.5883(5) 0.3293(3) 0.0766(11) Uani 1 1 d . . . . .
C11 C 0.4119(6) 1.0517(6) 0.6973(3) 0.0556(11) Uani 1 1 d . U . . .
H11 H 0.365471 0.937127 0.707846 0.067 Uiso 1 1 calc R . . . .
C1 C -0.0716(6) -0.4378(6) 0.3393(3) 0.0546(10) Uani 1 1 d . U . . .
C8 C 0.5492(6) 1.3996(5) 0.6691(3) 0.0594(11) Uani 1 1 d . U . . .
H8 H 0.593564 1.514716 0.659082 0.071 Uiso 1 1 calc R . . . .
C2 C 0.0427(6) -0.2040(6) 0.2611(3) 0.0606(12) Uani 1 1 d . U . . .
N2 N 0.0776(6) -0.1811(6) 0.1920(3) 0.0882(13) Uani 1 1 d . . . . .
C9 C 0.4956(6) 1.3692(6) 0.7512(3) 0.0630(12) Uani 1 1 d . U . . .
C10 C 0.4270(6) 1.1942(6) 0.7636(3) 0.0645(12) Uani 1 1 d . U . . .
H10 H 0.390307 1.173741 0.819011 0.077 Uiso 1 1 calc R . . . .
C14 C 0.5100(8) 1.5200(7) 0.8278(3) 0.0915(16) Uani 1 1 d D U . . .
H14C H 0.484959 1.617664 0.804358 0.110 Uiso 0.5 1 calc R . P A 2
H14D H 0.410803 1.480768 0.866619 0.110 Uiso 0.5 1 calc R . P A 2
H14A H 0.523369 1.625419 0.802780 0.110 Uiso 0.5 1 calc R . P B 1
H14B H 0.383286 1.492391 0.851430 0.110 Uiso 0.5 1 calc R . P B 1
C15 C 0.676(2) 1.566(3) 0.9059(13) 0.101(4) Uani 0.5 1 d D U P C 1
H15A H 0.696125 1.459483 0.921118 0.121 Uiso 0.5 1 calc R . P C 1
H15B H 0.644729 1.633197 0.958352 0.121 Uiso 0.5 1 calc R . P C 1
C16 C 0.8653(16) 1.6789(18) 0.8728(8) 0.102(3) Uani 0.5 1 d D U P C 1
H16A H 0.841538 1.784791 0.858585 0.123 Uiso 0.5 1 calc R . P C 1
H16B H 0.887591 1.611576 0.818003 0.123 Uiso 0.5 1 calc R . P C 1
C17 C 1.0575(15) 1.7339(16) 0.9440(7) 0.105(3) Uani 0.5 1 d D U P C 1
H17A H 1.019791 1.767573 1.002393 0.126 Uiso 0.5 1 calc R . P C 1
H17B H 1.098612 1.629550 0.945445 0.126 Uiso 0.5 1 calc R . P C 1
C19 C 1.4142(9) 1.9267(9) 1.0077(5) 0.129(2) Uani 1 1 d D U . C 1
C18 C 1.2340(9) 1.8772(10) 0.9335(5) 0.130(2) Uani 1 1 d D U . C 1
C15A C 0.714(3) 1.577(4) 0.8790(15) 0.189(10) Uani 0.5 1 d D U P C 2
H15C H 0.749193 1.475496 0.890062 0.283 Uiso 0.5 1 calc GR . P C 2
H15D H 0.718039 1.652873 0.935305 0.283 Uiso 0.5 1 calc GR . P C 2
H15E H 0.808461 1.641488 0.844898 0.283 Uiso 0.5 1 calc GR . P C 2


_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 C13 1.734(4) . ?
S1 C7 1.751(4) 2_676 ?
F1 C5 1.326(4) . ?
F2 C6 1.333(4) . ?
C4 C6 1.431(5) 2_556 ?
C4 C3 1.372(5) . ?
C4 C5 1.443(5) . ?
C12 C13 1.428(6) . ?
C12 C7 1.418(5) . ?
C12 C11 1.384(5) . ?
C13 C13 1.364(7) 2_676 ?
C6 C5 1.336(5) . ?
C7 C8 1.390(6) . ?
C3 C1 1.435(6) . ?
C3 C2 1.431(6) . ?
N1 C1 1.139(5) . ?
C11 C10 1.371(6) . ?
C8 C9 1.376(6) . ?
C2 N2 1.132(5) . ?
C9 C10 1.399(6) . ?
C9 C14 1.514(6) . ?
C14 C15 1.506(17) . ?
C14 C15A 1.476(17) . ?
C15 C16 1.553(15) . ?
C16 C17 1.559(12) . ?
C17 C18 1.466(11) . ?
C19 C19 1.486(12) 2_897 ?
C19 C18 1.531(8) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 S1 C7 90.46(18) . 2_676 ?
C6 C4 C5 113.7(3) 2_556 . ?
C3 C4 C6 123.3(3) . 2_556 ?
C3 C4 C5 123.0(4) . . ?
C7 C12 C13 109.8(4) . . ?
C11 C12 C13 131.7(4) . . ?
C11 C12 C7 118.5(4) . . ?
C12 C13 S1 132.8(3) . . ?
C13 C13 S1 112.8(4) 2_676 . ?
C13 C13 C12 114.4(4) 2_676 . ?
F2 C6 C4 118.0(3) . 2_556 ?
F2 C6 C5 118.4(3) . . ?
C5 C6 C4 123.6(3) . 2_556 ?
C12 C7 S1 112.5(3) . 2_676 ?
C8 C7 S1 126.1(3) . 2_676 ?
C8 C7 C12 121.3(4) . . ?
C4 C3 C1 124.2(4) . . ?
C4 C3 C2 124.1(4) . . ?
C2 C3 C1 111.7(3) . . ?
F1 C5 C4 118.0(3) . . ?
F1 C5 C6 119.3(3) . . ?
C6 C5 C4 122.7(4) . . ?
C10 C11 C12 119.4(4) . . ?
N1 C1 C3 175.7(4) . . ?
C9 C8 C7 119.5(4) . . ?
N2 C2 C3 174.8(5) . . ?
C8 C9 C10 118.8(4) . . ?
C8 C9 C14 121.6(4) . . ?
C10 C9 C14 119.7(5) . . ?
C11 C10 C9 122.6(4) . . ?
C15 C14 C9 118.5(10) . . ?
C15A C14 C9 108.0(12) . . ?
C14 C15 C16 104.9(11) . . ?
C15 C16 C17 112.6(10) . . ?
C18 C17 C16 118.8(9) . . ?
C19 C19 C18 112.1(7) 2_897 . ?
C17 C18 C19 115.5(7) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.622
_oxdiff_exptl_absorpt_empirical_full_min 0.634
####################################################################### 
# 
# 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_C2-BTBT-C8_TCNQ
_database_code_depnum_ccdc_archive 'CCDC 2164775'
loop_
_audit_author_name
_audit_author_address
'Satoshi Matsuoka'
;Nagasaki University
Japan
;
_audit_update_record             
;
2022-04-06 deposited with the CCDC.	2022-10-11 downloaded from the CCDC.
;
_audit_creation_date             2022-03-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23.67 H28 S2, C24 H28 S2, C6 H2 N2, 0.33(C)'
_chemical_formula_sum            'C54 H58 N2 S4'
_chemical_formula_weight         863.26
_chemical_melting_point          ?
_chemical_oxdiff_formula         C36H32N4S2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.7328(3)
_cell_length_b                   13.8481(5)
_cell_length_c                   20.6953(7)
_cell_angle_alpha                98.215(3)
_cell_angle_beta                 95.683(3)
_cell_angle_gamma                99.591(3)
_cell_volume                     2423.01(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6988
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21.5910
_cell_measurement_theta_min      2.4380
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.233
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92797
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.183
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       film
_exptl_crystal_F_000             920
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1013
_diffrn_reflns_av_unetI/netI     0.1612
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.903
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            52087
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.903
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.439
_diffrn_reflns_theta_min         1.945
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'PLATUS 200K area detector'
_diffrn_detector_area_resol_mean 5.811
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.903
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -102.00  78.00   0.50   10.00    --  -12.00  55.00-180.00  360
  2  ω   -102.00  78.00   0.50   10.00    --  -12.00  27.00   0.00  360
  3  ω   -102.00  60.00   0.50   10.00    --  -12.00  55.00 -90.00  324
  4  ω   -102.00  60.00   0.50   10.00    --  -12.00  55.00  90.00  324
  5  ω   -102.00  59.50   0.50   10.00    --  -12.00  55.00   0.00  323
  6  ω    -82.00 -74.50   0.50   10.00    --  -12.00  27.00 -90.00   15
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0798153000
_diffrn_orient_matrix_UB_12      -0.0049367000
_diffrn_orient_matrix_UB_13      0.0021192000
_diffrn_orient_matrix_UB_21      0.0078219000
_diffrn_orient_matrix_UB_22      0.0140234000
_diffrn_orient_matrix_UB_23      0.0346649000
_diffrn_orient_matrix_UB_31      -0.0215166000
_diffrn_orient_matrix_UB_32      -0.0505024000
_diffrn_orient_matrix_UB_33      0.0035079000
_diffrn_radiation_monochromator  'curved graphite'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              RA-18HF
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4278
_reflns_number_total             12109
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2008 (Burla et al.,  2007)'
_refine_diff_density_max         0.269
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.961
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     566
_refine_ls_number_reflns         12109
_refine_ls_number_restraints     374
_refine_ls_R_factor_all          0.2467
_refine_ls_R_factor_gt           0.0727
_refine_ls_restrained_S_all      0.958
_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)+(0.0877P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1486
_refine_ls_wR_factor_ref         0.2044
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C21-C22
 1.5 with sigma of 0.01
 C21-C22A
 1.5 with sigma of 0.01
 C53-C54
 1.5 with sigma of 0.02
 C52-C53
 1.5 with sigma of 0.02
 C52-C54
 2.5 with sigma of 0.02
3. Rigid body (RIGU) restrains
 C39, C35, C38, C37, C36, C40, C44, C43, C32, C33, C42, C41, C34, C47, C45,
 C31, C48, C49, C51, C50, C52, C53, C54, C11, C12, C15, C13, C7, C16, C20, C8,
 C17, C19, C18, C9, C23, C24, C21, C27, C26, C29, C28, C30, C10, C14, C25, C22,
 C1, C3, C4, C5, C6, C2, C49A, C46, C22A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(C49A)=1-FVAR(1)
 Sof(C49)=FVAR(1)
 Sof(H21C)=Sof(H21D)=Sof(C22A)=Sof(H22D)=Sof(H22E)=Sof(H22F)=1-FVAR(2)
 Sof(H21A)=Sof(H21B)=Sof(C22)=Sof(H22A)=Sof(H22B)=Sof(H22C)=FVAR(2)
5.a Secondary CH2 refined with riding coordinates:
 C47(H47A,H47B), C45(H45A,H45B), C48(H48A,H48B), C49(H49A,H49B), C51(H51A,
 H51B), C50(H50A,H50B), C52(H52A,H52B), C53(H53A,H53B), C23(H23A,H23B),
 C24(H24A,H24B), C21(H21A,H21B), C21(H21C,H21D), C27(H27A,H27B), C26(H26A,H26B),
  C29(H29A,H29B), C28(H28A,H28B), C25(H25A,H25B)
5.b Aromatic/amide H refined with riding coordinates:
 C35(H35), C40(H40), C43(H43), C32(H32), C41(H41), C34(H34), C11(H11),
 C16(H16), C8(H8), C17(H17), C19(H19), C10(H10), C5(H5), C6(H6)
5.c Idealised Me refined as rotating group:
 C54(H54A,H54B,H54C), C30(H30A,H30B,H30C), C22(H22A,H22B,H22C), C46(H46A,H46B,
 H46C), C22A(H22D,H22E,H22F)
;
_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
S3 S 0.08285(11) 0.17486(6) 0.47393(5) 0.0682(3) Uani 1 1 d . . . . .
S4 S 0.32695(11) -0.05873(7) 0.43803(5) 0.0687(3) Uani 1 1 d . . . . .
C39 C 0.2011(4) 0.0595(2) 0.36767(19) 0.0597(9) Uani 1 1 d . U . . .
C35 C 0.2521(4) 0.0203(3) 0.5999(2) 0.0699(10) Uani 1 1 d . U . . .
H35 H 0.306781 -0.032026 0.597685 0.084 Uiso 1 1 calc R . . . .
C38 C 0.1723(4) 0.0844(2) 0.43394(19) 0.0562(9) Uani 1 1 d . U . . .
C37 C 0.2322(3) 0.0298(2) 0.47702(18) 0.0546(8) Uani 1 1 d . U . . .
C36 C 0.2095(4) 0.0568(2) 0.54343(19) 0.0569(9) Uani 1 1 d . U . . .
C40 C 0.1669(4) 0.0998(3) 0.3113(2) 0.0742(11) Uani 1 1 d . U . . .
H40 H 0.110751 0.151388 0.312740 0.089 Uiso 1 1 calc R . . . .
C44 C 0.2868(4) -0.0190(2) 0.36280(18) 0.0631(9) Uani 1 1 d . U . . .
C43 C 0.3368(4) -0.0544(3) 0.3033(2) 0.0778(11) Uani 1 1 d . U . . .
H43 H 0.394652 -0.105168 0.301026 0.093 Uiso 1 1 calc R . . . .
C32 C 0.0912(4) 0.1769(3) 0.6097(2) 0.0723(10) Uani 1 1 d . U . . .
H32 H 0.038083 0.229985 0.612411 0.087 Uiso 1 1 calc R . . . .
C33 C 0.1316(4) 0.1399(3) 0.6655(2) 0.0778(11) Uani 1 1 d . U . . .
C42 C 0.3003(5) -0.0141(3) 0.2480(2) 0.0809(11) Uani 1 1 d . U . . .
C41 C 0.2165(5) 0.0631(3) 0.2539(2) 0.0867(12) Uani 1 1 d . U . . .
H41 H 0.193108 0.091148 0.216764 0.104 Uiso 1 1 calc R . . . .
C34 C 0.2141(4) 0.0608(3) 0.6594(2) 0.0797(11) Uani 1 1 d . U . . .
H34 H 0.243978 0.035105 0.696801 0.096 Uiso 1 1 calc R . . . .
C47 C 0.3559(6) -0.0518(4) 0.1836(2) 0.1181(16) Uani 1 1 d . U . . .
H47A H 0.368998 0.001850 0.158045 0.142 Uiso 1 1 calc R . . A 1
H47B H 0.457930 -0.069086 0.193264 0.142 Uiso 1 1 calc R . . A 1
C45 C 0.0883(6) 0.1801(4) 0.7315(2) 0.1134(16) Uani 1 1 d . U . . .
H45A H 0.012186 0.222338 0.724168 0.136 Uiso 1 1 calc R . . B .
H45B H 0.036826 0.124705 0.749961 0.136 Uiso 1 1 calc R . . B .
C31 C 0.1278(4) 0.1370(2) 0.54920(19) 0.0608(9) Uani 1 1 d . U . . .
C48 C 0.2561(9) -0.1351(5) 0.1442(3) 0.176(3) Uani 1 1 d . U . C 1
H48A H 0.160294 -0.114671 0.128187 0.211 Uiso 1 1 calc R . . C 1
H48B H 0.228558 -0.184766 0.171774 0.211 Uiso 1 1 calc R . . C 1
C49 C 0.3240(12) -0.1824(7) 0.0861(4) 0.150(4) Uani 0.671(11) 1 d . U P C 1
H49A H 0.331708 -0.136146 0.054949 0.180 Uiso 1 1 calc R . . C 1
H49B H 0.430073 -0.188302 0.101485 0.180 Uiso 1 1 calc R . . C 1
C51 C 0.3068(15) -0.3310(8) -0.0061(4) 0.281(6) Uani 1 1 d . U . C 1
H51A H 0.309795 -0.287903 -0.039129 0.337 Uiso 1 1 calc R . . C 1
H51B H 0.414975 -0.332521 0.009176 0.337 Uiso 1 1 calc R . . C 1
C50 C 0.2459(14) -0.2792(7) 0.0495(5) 0.284(6) Uani 1 1 d . U . C 1
H50A H 0.234787 -0.324057 0.081418 0.341 Uiso 1 1 calc R . . C 1
H50B H 0.140894 -0.271951 0.033505 0.341 Uiso 1 1 calc R . . C 1
C52 C 0.245(2) -0.4231(10) -0.0385(6) 0.384(10) Uani 1 1 d D U . C 1
H52A H 0.135956 -0.423146 -0.052624 0.460 Uiso 1 1 calc R . . C 1
H52B H 0.246839 -0.467474 -0.006235 0.460 Uiso 1 1 calc R . . C 1
C53 C 0.311(2) -0.4710(10) -0.0975(8) 0.458(13) Uani 1 1 d D U . C 1
H53A H 0.274875 -0.445455 -0.136460 0.549 Uiso 1 1 calc R . . C 1
H53B H 0.424177 -0.455040 -0.090539 0.549 Uiso 1 1 calc R . . C 1
C54 C 0.262(3) -0.5730(11) -0.1069(10) 0.512(14) Uani 1 1 d D U . C 1
H54A H 0.186507 -0.593426 -0.145474 0.768 Uiso 1 1 calc GR . . C 1
H54B H 0.215479 -0.591445 -0.069279 0.768 Uiso 1 1 calc GR . . C 1
H54C H 0.350512 -0.604949 -0.112436 0.768 Uiso 1 1 calc GR . . C 1
S1 S 0.07010(10) 0.59794(6) 0.45828(5) 0.0612(3) Uani 1 1 d . . . . .
S2 S 0.46641(11) 0.78155(7) 0.56785(5) 0.0720(3) Uani 1 1 d . . . . .
C11 C 0.4620(4) 0.7169(2) 0.3963(2) 0.0689(10) Uani 1 1 d . U . . .
H11 H 0.556010 0.757288 0.415601 0.083 Uiso 1 1 calc R . . . .
C12 C 0.3439(4) 0.6876(2) 0.43458(18) 0.0562(9) Uani 1 1 d . U . . .
C15 C 0.1925(4) 0.6900(2) 0.59273(19) 0.0568(9) Uani 1 1 d . U . . .
C13 C 0.3366(4) 0.7101(2) 0.50319(18) 0.0561(9) Uani 1 1 d . U . . .
C7 C 0.2047(4) 0.6265(2) 0.40358(19) 0.0576(9) Uani 1 1 d . U . . .
C16 C 0.0786(4) 0.6633(3) 0.6320(2) 0.0667(10) Uani 1 1 d . U . . .
H16 H -0.015935 0.622964 0.613258 0.080 Uiso 1 1 calc R . . . .
C20 C 0.3343(4) 0.7529(2) 0.62352(19) 0.0619(9) Uani 1 1 d . U . . .
C8 C 0.1816(5) 0.5954(3) 0.3365(2) 0.0729(10) Uani 1 1 d . U . . .
H8 H 0.087621 0.555429 0.316705 0.087 Uiso 1 1 calc R . . . .
C17 C 0.1045(5) 0.6962(3) 0.6983(2) 0.0789(11) Uani 1 1 d . U . . .
H17 H 0.025942 0.677929 0.723781 0.095 Uiso 1 1 calc R . . . .
C19 C 0.3587(5) 0.7848(3) 0.6905(2) 0.0769(11) Uani 1 1 d . U . . .
H19 H 0.452336 0.825840 0.709642 0.092 Uiso 1 1 calc R . . . .
C18 C 0.2453(5) 0.7564(3) 0.7293(2) 0.0799(11) Uani 1 1 d . U . . .
C9 C 0.2977(6) 0.6235(3) 0.2983(2) 0.0840(12) Uani 1 1 d . U . . .
C23 C 0.2703(6) 0.7912(4) 0.8022(2) 0.1067(15) Uani 1 1 d . U . . .
H23A H 0.215092 0.740243 0.823403 0.128 Uiso 1 1 calc R . . . .
H23B H 0.381024 0.799251 0.817519 0.128 Uiso 1 1 calc R . . . .
C24 C 0.2170(7) 0.8863(4) 0.8230(2) 0.1176(16) Uani 1 1 d . U . . .
H24A H 0.104844 0.876566 0.810456 0.141 Uiso 1 1 calc R . . . .
H24B H 0.266029 0.935758 0.798955 0.141 Uiso 1 1 calc R . . . .
C21 C 0.2777(7) 0.5902(5) 0.2245(3) 0.1330(19) Uani 1 1 d D U . . .
H21A H 0.301302 0.648981 0.204164 0.160 Uiso 0.591(11) 1 calc R . P D 1
H21B H 0.356433 0.550280 0.214808 0.160 Uiso 0.591(11) 1 calc R . P D 1
H21C H 0.171774 0.552598 0.214029 0.160 Uiso 0.409(11) 1 calc R . P D 2
H21D H 0.276808 0.650628 0.205934 0.160 Uiso 0.409(11) 1 calc R . P D 2
C27 C 0.2435(9) 1.0653(5) 0.9885(3) 0.167(3) Uani 1 1 d . U . . .
H27A H 0.189364 1.017756 1.012585 0.200 Uiso 1 1 calc R . . . .
H27B H 0.354842 1.070699 1.001351 0.200 Uiso 1 1 calc R . . . .
C26 C 0.2082(9) 1.0242(5) 0.9167(3) 0.160(2) Uani 1 1 d . U . . .
H26A H 0.096664 1.018206 0.903960 0.192 Uiso 1 1 calc R . . . .
H26B H 0.261621 1.071925 0.892621 0.192 Uiso 1 1 calc R . . . .
C29 C 0.2346(12) 1.2009(6) 1.0808(4) 0.226(4) Uani 1 1 d . U . . .
H29A H 0.176367 1.153826 1.103990 0.271 Uiso 1 1 calc R . . . .
H29B H 0.345026 1.203809 1.094315 0.271 Uiso 1 1 calc R . . . .
C28 C 0.2009(10) 1.1630(5) 1.0097(3) 0.196(3) Uani 1 1 d . U . . .
H28A H 0.256504 1.211065 0.986477 0.235 Uiso 1 1 calc R . . . .
H28B H 0.089827 1.158143 0.996498 0.235 Uiso 1 1 calc R . . . .
C30 C 0.1981(16) 1.2953(8) 1.1007(5) 0.313(7) Uani 1 1 d . U . . .
H30A H 0.222627 1.313426 1.147546 0.469 Uiso 1 1 calc GR . . . .
H30B H 0.088568 1.293336 1.088377 0.469 Uiso 1 1 calc GR . . . .
H30C H 0.258310 1.343363 1.079584 0.469 Uiso 1 1 calc GR . . . .
C10 C 0.4351(5) 0.6843(3) 0.3299(2) 0.0829(12) Uani 1 1 d . U . . .
H10 H 0.513158 0.703911 0.304502 0.099 Uiso 1 1 calc R . . . .
C14 C 0.2003(4) 0.6677(2) 0.52374(18) 0.0541(8) Uani 1 1 d . U . . .
C25 C 0.2522(7) 0.9269(4) 0.8959(3) 0.1360(19) Uani 1 1 d . U . . .
H25A H 0.198137 0.878983 0.919656 0.163 Uiso 1 1 calc R . . . .
H25B H 0.363615 0.932698 0.908847 0.163 Uiso 1 1 calc R . . . .
C22 C 0.1307(13) 0.5353(12) 0.1927(5) 0.227(8) Uani 0.591(11) 1 d D U P D 1
H22A H 0.133609 0.465629 0.187348 0.340 Uiso 0.591(11) 1 calc GR . P D 1
H22B H 0.109307 0.554147 0.150325 0.340 Uiso 0.591(11) 1 calc GR . P D 1
H22C H 0.049846 0.549007 0.219003 0.340 Uiso 0.591(11) 1 calc GR . P D 1
N1 N 0.2411(5) 0.4642(3) 0.6852(2) 0.1035(12) Uani 1 1 d . . . . .
N2 N 0.6979(5) 0.6604(3) 0.7149(2) 0.1031(12) Uani 1 1 d . . . . .
C1 C 0.3466(5) 0.4990(3) 0.6629(2) 0.0746(11) Uani 1 1 d . U . . .
C3 C 0.4792(4) 0.5427(3) 0.6335(2) 0.0663(10) Uani 1 1 d . U . . .
C4 C 0.4891(4) 0.5215(2) 0.56785(19) 0.0593(9) Uani 1 1 d . U . . .
C5 C 0.3685(4) 0.4533(2) 0.5246(2) 0.0617(9) Uani 1 1 d . U . . .
H5 H 0.281801 0.422510 0.541478 0.074 Uiso 1 1 calc R . . . .
C6 C 0.6217(4) 0.5668(2) 0.5397(2) 0.0637(10) Uani 1 1 d . U . . .
H6 H 0.702186 0.611060 0.566833 0.076 Uiso 1 1 calc R . . . .
C2 C 0.6010(5) 0.6094(3) 0.6793(2) 0.0774(11) Uani 1 1 d . U . . .
C49A C 0.171(3) 0.296(2) 0.8400(12) 0.206(13) Uani 0.329(11) 1 d . U P C 2
C46 C 0.2063(8) 0.2328(6) 0.7772(3) 0.198(3) Uani 1 1 d . U . E 1
H46A H 0.282911 0.192230 0.785418 0.297 Uiso 1 1 calc GR . . E 1
H46B H 0.164940 0.252546 0.817277 0.297 Uiso 1 1 calc GR . . E 1
H46C H 0.254397 0.290673 0.761118 0.297 Uiso 1 1 calc GR . . E 1
C22A C 0.370(3) 0.535(2) 0.1843(10) 0.309(18) Uani 0.409(11) 1 d D U P D 2
H22D H 0.312764 0.511136 0.141291 0.463 Uiso 0.409(11) 1 calc GR . P D 2
H22E H 0.391320 0.479092 0.204301 0.463 Uiso 0.409(11) 1 calc GR . P D 2
H22F H 0.466640 0.576701 0.180593 0.463 Uiso 0.409(11) 1 calc GR . P D 2


_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
S3 C38 1.738(3) . ?
S3 C31 1.743(4) . ?
S4 C37 1.740(3) . ?
S4 C44 1.746(4) . ?
C39 C38 1.423(5) . ?
C39 C40 1.391(5) . ?
C39 C44 1.417(5) . ?
C35 C36 1.381(5) . ?
C35 C34 1.372(5) . ?
C38 C37 1.368(4) . ?
C37 C36 1.414(5) . ?
C36 C31 1.414(4) . ?
C40 C41 1.364(5) . ?
C44 C43 1.398(5) . ?
C43 C42 1.375(5) . ?
C32 C33 1.368(5) . ?
C32 C31 1.384(5) . ?
C33 C34 1.405(5) . ?
C33 C45 1.508(6) . ?
C42 C41 1.390(5) . ?
C42 C47 1.517(6) . ?
C47 C48 1.417(7) . ?
C45 C46 1.359(7) . ?
C48 C49 1.508(9) . ?
C49 C50 1.463(11) . ?
C51 C50 1.460(10) . ?
C51 C52 1.350(13) . ?
C52 C53 1.515(13) . ?
C53 C54 1.385(14) . ?
S1 C7 1.748(3) . ?
S1 C14 1.737(4) . ?
S2 C13 1.733(4) . ?
S2 C20 1.748(4) . ?
C11 C12 1.403(5) . ?
C11 C10 1.369(5) . ?
C12 C13 1.419(5) . ?
C12 C7 1.398(4) . ?
C15 C16 1.382(5) . ?
C15 C20 1.423(5) . ?
C15 C14 1.428(5) . ?
C13 C14 1.371(4) . ?
C7 C8 1.378(5) . ?
C16 C17 1.366(5) . ?
C20 C19 1.377(5) . ?
C8 C9 1.385(5) . ?
C17 C18 1.403(5) . ?
C19 C18 1.378(5) . ?
C18 C23 1.499(6) . ?
C9 C21 1.515(6) . ?
C9 C10 1.387(6) . ?
C23 C24 1.490(6) . ?
C24 C25 1.514(6) . ?
C21 C22 1.422(8) . ?
C21 C22A 1.445(9) . ?
C27 C26 1.495(8) . ?
C27 C28 1.480(8) . ?
C26 C25 1.480(7) . ?
C29 C28 1.472(8) . ?
C29 C30 1.411(10) . ?
N1 C1 1.138(5) . ?
N2 C2 1.134(5) . ?
C1 C3 1.444(6) . ?
C3 C4 1.363(5) . ?
C3 C2 1.451(6) . ?
C4 C5 1.430(5) . ?
C4 C6 1.439(5) . ?
C5 C6 1.333(5) 2_666 ?

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
C38 S3 C31 90.88(17) . . ?
C37 S4 C44 90.68(17) . . ?
C40 C39 C38 132.3(3) . . ?
C40 C39 C44 118.0(4) . . ?
C44 C39 C38 109.6(3) . . ?
C34 C35 C36 120.3(4) . . ?
C39 C38 S3 133.5(3) . . ?
C37 C38 S3 111.5(3) . . ?
C37 C38 C39 115.0(3) . . ?
C38 C37 S4 111.9(3) . . ?
C38 C37 C36 115.3(3) . . ?
C36 C37 S4 132.7(3) . . ?
C35 C36 C37 132.2(3) . . ?
C35 C36 C31 118.0(3) . . ?
C31 C36 C37 109.8(3) . . ?
C41 C40 C39 119.4(4) . . ?
C39 C44 S4 112.7(3) . . ?
C43 C44 S4 126.2(3) . . ?
C43 C44 C39 121.0(3) . . ?
C42 C43 C44 119.9(4) . . ?
C33 C32 C31 121.2(4) . . ?
C32 C33 C34 117.6(4) . . ?
C32 C33 C45 122.1(4) . . ?
C34 C33 C45 120.4(4) . . ?
C43 C42 C41 118.1(4) . . ?
C43 C42 C47 119.9(4) . . ?
C41 C42 C47 121.9(4) . . ?
C40 C41 C42 123.5(4) . . ?
C35 C34 C33 122.2(4) . . ?
C48 C47 C42 115.6(5) . . ?
C46 C45 C33 117.2(5) . . ?
C36 C31 S3 112.5(3) . . ?
C32 C31 S3 126.7(3) . . ?
C32 C31 C36 120.8(3) . . ?
C47 C48 C49 115.1(6) . . ?
C50 C49 C48 120.1(8) . . ?
C52 C51 C50 125.5(13) . . ?
C51 C50 C49 123.2(10) . . ?
C51 C52 C53 122.8(14) . . ?
C54 C53 C52 109.9(15) . . ?
C14 S1 C7 90.56(17) . . ?
C13 S2 C20 90.82(18) . . ?
C10 C11 C12 118.2(4) . . ?
C11 C12 C13 131.1(3) . . ?
C7 C12 C11 119.0(3) . . ?
C7 C12 C13 109.9(3) . . ?
C16 C15 C20 117.9(3) . . ?
C16 C15 C14 133.0(3) . . ?
C20 C15 C14 109.1(3) . . ?
C12 C13 S2 133.0(3) . . ?
C14 C13 S2 112.0(3) . . ?
C14 C13 C12 115.0(3) . . ?
C12 C7 S1 113.0(3) . . ?
C8 C7 S1 125.9(3) . . ?
C8 C7 C12 121.2(3) . . ?
C17 C16 C15 120.1(4) . . ?
C15 C20 S2 112.9(3) . . ?
C19 C20 S2 126.0(3) . . ?
C19 C20 C15 121.2(4) . . ?
C7 C8 C9 120.3(4) . . ?
C16 C17 C18 122.4(4) . . ?
C20 C19 C18 120.4(4) . . ?
C17 C18 C23 121.2(4) . . ?
C19 C18 C17 118.0(4) . . ?
C19 C18 C23 120.8(4) . . ?
C8 C9 C21 122.0(5) . . ?
C8 C9 C10 117.7(4) . . ?
C10 C9 C21 120.3(4) . . ?
C24 C23 C18 114.3(4) . . ?
C23 C24 C25 115.2(4) . . ?
C22 C21 C9 119.0(6) . . ?
C22A C21 C9 130.0(11) . . ?
C28 C27 C26 116.6(6) . . ?
C25 C26 C27 116.3(6) . . ?
C30 C29 C28 115.4(8) . . ?
C29 C28 C27 115.5(7) . . ?
C11 C10 C9 123.6(4) . . ?
C15 C14 S1 133.2(3) . . ?
C13 C14 S1 111.5(3) . . ?
C13 C14 C15 115.2(3) . . ?
C26 C25 C24 115.8(5) . . ?
N1 C1 C3 179.2(5) . . ?
C1 C3 C2 115.0(4) . . ?
C4 C3 C1 122.2(4) . . ?
C4 C3 C2 122.8(4) . . ?
C3 C4 C5 121.2(4) . . ?
C3 C4 C6 121.2(4) . . ?
C5 C4 C6 117.6(3) . . ?
C6 C5 C4 121.0(3) 2_666 . ?
C5 C6 C4 121.3(3) 2_666 . ?
N2 C2 C3 178.8(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.129
_oxdiff_exptl_absorpt_empirical_full_min 0.833
####################################################################### 
# 
# 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_mono-C12-BTBT_F4TCNQ
_database_code_depnum_ccdc_archive 'CCDC 2164776'
loop_
_audit_author_name
_audit_author_address
'Satoshi Matsuoka'
;Nagasaki University
Japan
;
_audit_update_record             
;
2022-04-06 deposited with the CCDC.	2022-10-11 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C38 H32 F4 N4 S2'
_chemical_formula_moiety         'C38 H32 F4 N4 S2'
_chemical_formula_weight         684.81
_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                   7.0951(4)
_cell_length_b                   8.1723(4)
_cell_length_c                   30.9664(17)
_cell_angle_alpha                95.640(4)
_cell_angle_beta                 92.233(4)
_cell_angle_gamma                107.801(5)
_cell_volume                     1696.78(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3109
_cell_measurement_theta_min      2.03
_cell_measurement_theta_max      25.60
_cell_measurement_temperature    293
#------------------------------------------------------------------------------
_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_size_max          1.000
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.020
_exptl_crystal_density_diffrn    1.340
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             712.00
_exptl_absorpt_coefficient_mu    0.213
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.401
_exptl_absorpt_correction_T_max  0.996

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

_diffrn_ambient_temperature      293
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Rigaku XtaLAB P100'
_diffrn_reflns_number            34048
_diffrn_reflns_av_R_equivalents  0.1461
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         2.635
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_limit_l_max       40
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             7737
_reflns_number_gt                2904
_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          0.2283
_refine_ls_R_factor_gt           0.0758
_refine_ls_wR_factor_ref         0.1930
_refine_ls_wR_factor_gt          0.1418
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         7737
_refine_ls_number_parameters     433
_refine_ls_goodness_of_fit_ref   0.965
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0697P)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          0.000
_refine_diff_density_max         0.42
_refine_diff_density_min         -0.25
_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 0.0033 0.0016
;
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)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
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 0.47098(17) 0.02840(13) 0.33966(4) 0.0453(3) Uani 1 1 d . . . . .
S2 S 0.66983(16) 0.57217(13) 0.34534(4) 0.0442(3) Uani 1 1 d . . . . .
F1 F -0.0641(3) -0.0514(3) 0.34012(7) 0.0514(7) Uani 1 1 d . . . . .
F2 F 0.2691(3) 0.5068(3) 0.41587(7) 0.0507(7) Uani 1 1 d . . . . .
F3 F -0.1266(4) 0.0932(3) 0.27089(8) 0.0553(7) Uani 1 1 d . . . . .
F4 F 0.2082(3) 0.6505(3) 0.34626(7) 0.0506(7) Uani 1 1 d . . . . .
N1 N 0.0411(6) -0.1842(5) 0.42475(12) 0.0603(11) Uani 1 1 d . . . . .
N2 N 0.3048(6) 0.2968(5) 0.49337(13) 0.0616(11) Uani 1 1 d . . . . .
N3 N -0.1660(7) 0.2967(6) 0.19412(15) 0.0792(14) Uani 1 1 d . . . . .
N4 N 0.1090(6) 0.7835(5) 0.26174(13) 0.0650(12) Uani 1 1 d . . . . .
C1 C 0.5860(6) 0.1094(5) 0.39195(13) 0.0398(11) Uani 1 1 d . . . . .
C2 C 0.6072(6) 0.0123(6) 0.42555(15) 0.0486(12) Uani 1 1 d . . . . .
H2 H 0.560063 -0.107915 0.421447 0.058 Uiso 1 1 calc R U . . .
C3 C 0.6995(6) 0.0988(6) 0.46475(15) 0.0515(13) Uani 1 1 d . . . . .
H3 H 0.713588 0.035524 0.487355 0.062 Uiso 1 1 calc R U . . .
C4 C 0.7726(6) 0.2792(6) 0.47156(14) 0.0508(12) Uani 1 1 d . . . . .
H4 H 0.833737 0.333931 0.498523 0.061 Uiso 1 1 calc R U . . .
C5 C 0.7550(6) 0.3771(6) 0.43863(14) 0.0447(11) Uani 1 1 d . . . . .
H5 H 0.806085 0.497121 0.443035 0.054 Uiso 1 1 calc R U . . .
C6 C 0.6592(6) 0.2930(5) 0.39854(13) 0.0369(10) Uani 1 1 d . . . . .
C7 C 0.6209(6) 0.3629(5) 0.35879(14) 0.0379(10) Uani 1 1 d . . . . .
C8 C 0.5218(6) 0.2387(5) 0.32600(14) 0.0376(10) Uani 1 1 d . . . . .
C9 C 0.4798(6) 0.3075(5) 0.28629(14) 0.0400(11) Uani 1 1 d . . . . .
C10 C 0.3818(6) 0.2263(6) 0.24665(14) 0.0496(12) Uani 1 1 d . . . . .
H10 H 0.330999 0.106318 0.241868 0.059 Uiso 1 1 calc R U . . .
C11 C 0.3606(6) 0.3253(6) 0.21448(15) 0.0525(13) Uani 1 1 d . . . . .
H11 H 0.297646 0.269243 0.187775 0.063 Uiso 1 1 calc R U . . .
C12 C 0.4292(6) 0.5061(6) 0.22002(14) 0.0454(12) Uani 1 1 d . . . . .
C13 C 0.5289(6) 0.5902(6) 0.26007(14) 0.0461(12) Uani 1 1 d . . . . .
H13 H 0.577776 0.710374 0.264635 0.055 Uiso 1 1 calc R U . . .
C14 C 0.5539(6) 0.4906(5) 0.29319(13) 0.0377(10) Uani 1 1 d . . . . .
C15 C 0.3992(7) 0.6052(7) 0.18256(15) 0.0613(14) Uani 1 1 d . . . . .
H15A H 0.410027 0.722701 0.194113 0.074 Uiso 1 1 calc R U . . .
H15B H 0.266035 0.551660 0.168983 0.074 Uiso 1 1 calc R U . . .
C16 C 0.5478(7) 0.6111(7) 0.14801(15) 0.0688(15) Uani 1 1 d . . . . .
H16A H 0.561967 0.496834 0.142053 0.083 Uiso 1 1 calc R U . . .
H16B H 0.494400 0.638873 0.121365 0.083 Uiso 1 1 calc R U . . .
C17 C 0.7501(7) 0.7396(6) 0.16019(15) 0.0617(14) Uani 1 1 d . . . . .
H17A H 0.735693 0.853469 0.166869 0.074 Uiso 1 1 calc R U . . .
H17B H 0.805093 0.710048 0.186403 0.074 Uiso 1 1 calc R U . . .
C18 C 0.8944(7) 0.7480(7) 0.12553(17) 0.0719(16) Uani 1 1 d . . . . .
H18A H 0.830054 0.759007 0.098242 0.086 Uiso 1 1 calc R U . . .
H18B H 0.923144 0.638976 0.122075 0.086 Uiso 1 1 calc R U . . .
C19 C 1.0885(7) 0.8923(7) 0.13343(16) 0.0694(15) Uani 1 1 d . . . . .
H19A H 1.155313 0.880042 0.160283 0.083 Uiso 1 1 calc R U . . .
H19B H 1.060591 1.001637 0.137425 0.083 Uiso 1 1 calc R U . . .
C20 C 1.2283(8) 0.8990(7) 0.09730(17) 0.0769(16) Uani 1 1 d . . . . .
H20A H 1.256205 0.789607 0.093446 0.092 Uiso 1 1 calc R U . . .
H20B H 1.160645 0.910175 0.070452 0.092 Uiso 1 1 calc R U . . .
C21 C 1.4224(8) 1.0427(7) 0.10442(17) 0.0770(17) Uani 1 1 d . . . . .
H21A H 1.488655 1.032713 0.131582 0.092 Uiso 1 1 calc R U . . .
H21B H 1.394347 1.152006 0.107744 0.092 Uiso 1 1 calc R U . . .
C22 C 1.5637(8) 1.0483(7) 0.06910(18) 0.0836(18) Uani 1 1 d . . . . .
H22A H 1.496177 1.054168 0.041730 0.100 Uiso 1 1 calc R U . . .
H22B H 1.595953 0.940760 0.066494 0.100 Uiso 1 1 calc R U . . .
C23 C 1.7555(8) 1.1971(8) 0.07587(18) 0.0916(19) Uani 1 1 d . . . . .
H23A H 1.721869 1.303924 0.077898 0.110 Uiso 1 1 calc R U . . .
H23B H 1.819578 1.192571 0.103778 0.110 Uiso 1 1 calc R U . . .
C24 C 1.9025(9) 1.2071(8) 0.04289(18) 0.093(2) Uani 1 1 d . . . . .
H24A H 1.842212 1.219531 0.015250 0.111 Uiso 1 1 calc R U . . .
H24B H 1.931472 1.098195 0.039553 0.111 Uiso 1 1 calc R U . . .
C25 C 2.0941(9) 1.3502(9) 0.0522(2) 0.120(3) Uani 1 1 d . . . . .
H25A H 2.064570 1.458709 0.056417 0.143 Uiso 1 1 calc R U . . .
H25B H 2.155822 1.335782 0.079499 0.143 Uiso 1 1 calc R U . . .
C26 C 2.2411(10) 1.3646(10) 0.0188(2) 0.147(3) Uani 1 1 d . . . . .
H26A H 2.357798 1.460218 0.028099 0.177 Uiso 1 1 calc R U . . .
H26B H 2.275957 1.259710 0.014884 0.177 Uiso 1 1 calc R U . . .
H26C H 2.184415 1.383027 -0.008272 0.177 Uiso 1 1 calc R U . . .
C27 C 0.1059(6) 0.2191(5) 0.38154(13) 0.0364(10) Uani 1 1 d . . . . .
C28 C 0.0027(6) 0.1207(5) 0.34199(13) 0.0381(10) Uani 1 1 d . . . . .
C29 C -0.0277(6) 0.1950(5) 0.30625(14) 0.0393(11) Uani 1 1 d . . . . .
C30 C 0.0361(6) 0.3808(5) 0.30468(13) 0.0362(10) Uani 1 1 d . . . . .
C31 C 0.1399(6) 0.4776(5) 0.34459(13) 0.0352(10) Uani 1 1 d . . . . .
C32 C 0.1707(6) 0.4042(5) 0.38023(13) 0.0380(10) Uani 1 1 d . . . . .
C33 C 0.1381(6) 0.1429(5) 0.41806(13) 0.0391(11) Uani 1 1 d . . . . .
C34 C 0.0792(6) -0.0417(6) 0.41989(13) 0.0437(11) Uani 1 1 d . . . . .
C35 C 0.2342(7) 0.2388(5) 0.45911(16) 0.0446(12) Uani 1 1 d . . . . .
C36 C 0.0041(6) 0.4561(5) 0.26827(13) 0.0415(11) Uani 1 1 d . . . . .
C37 C -0.0931(7) 0.3608(6) 0.22769(17) 0.0526(13) Uani 1 1 d . . . . .
C38 C 0.0657(6) 0.6405(6) 0.26638(14) 0.0476(12) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.4 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.4'

#==============================================================================
# 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 1.743(4) . ?
S1 C1 1.756(4) . ?
S2 C7 1.734(4) . ?
S2 C14 1.754(4) . ?
F1 C28 1.334(4) . ?
F2 C32 1.345(4) . ?
F3 C29 1.337(4) . ?
F4 C31 1.341(4) . ?
N1 C34 1.139(5) . ?
N2 C35 1.147(5) . ?
N3 C37 1.144(5) . ?
N4 C38 1.140(5) . ?
C1 C2 1.399(5) . ?
C1 C6 1.421(5) . ?
C2 C3 1.374(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.396(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.381(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.398(5) . ?
C5 H5 0.9300 . ?
C6 C7 1.457(5) . ?
C7 C8 1.364(5) . ?
C8 C9 1.458(6) . ?
C9 C10 1.386(5) . ?
C9 C14 1.418(5) . ?
C10 C11 1.375(6) . ?
C10 H10 0.9300 . ?
C11 C12 1.398(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.406(6) . ?
C12 C15 1.522(6) . ?
C13 C14 1.409(5) . ?
C13 H13 0.9300 . ?
C15 C16 1.525(6) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.505(6) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.504(6) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.507(6) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.518(6) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.504(6) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.507(6) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.513(7) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.478(6) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C25 1.493(7) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.486(7) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 C33 1.387(5) . ?
C27 C28 1.435(5) . ?
C27 C32 1.445(5) . ?
C28 C29 1.354(5) . ?
C29 C30 1.452(5) . ?
C30 C36 1.379(5) . ?
C30 C31 1.441(5) . ?
C31 C32 1.348(5) . ?
C33 C34 1.444(6) . ?
C33 C35 1.451(6) . ?
C36 C37 1.440(6) . ?
C36 C38 1.443(6) . ?

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 90.2(2) . . ?
C7 S2 C14 90.0(2) . . ?
C2 C1 C6 120.3(4) . . ?
C2 C1 S1 126.6(3) . . ?
C6 C1 S1 113.1(3) . . ?
C3 C2 C1 118.4(4) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C2 C3 C4 121.8(4) . . ?
C2 C3 H3 119.1 . . ?
C4 C3 H3 119.1 . . ?
C5 C4 C3 120.6(4) . . ?
C5 C4 H4 119.7 . . ?
C3 C4 H4 119.7 . . ?
C4 C5 C6 119.0(4) . . ?
C4 C5 H5 120.5 . . ?
C6 C5 H5 120.5 . . ?
C5 C6 C1 119.9(4) . . ?
C5 C6 C7 130.5(4) . . ?
C1 C6 C7 109.6(4) . . ?
C8 C7 C6 113.4(3) . . ?
C8 C7 S2 113.7(3) . . ?
C6 C7 S2 132.9(3) . . ?
C7 C8 C9 113.8(3) . . ?
C7 C8 S1 113.7(3) . . ?
C9 C8 S1 132.5(3) . . ?
C10 C9 C14 119.6(4) . . ?
C10 C9 C8 131.6(4) . . ?
C14 C9 C8 108.8(4) . . ?
C11 C10 C9 119.2(4) . . ?
C11 C10 H10 120.4 . . ?
C9 C10 H10 120.4 . . ?
C10 C11 C12 123.1(4) . . ?
C10 C11 H11 118.4 . . ?
C12 C11 H11 118.4 . . ?
C11 C12 C13 118.3(4) . . ?
C11 C12 C15 119.5(4) . . ?
C13 C12 C15 122.2(4) . . ?
C12 C13 C14 119.3(4) . . ?
C12 C13 H13 120.3 . . ?
C14 C13 H13 120.3 . . ?
C13 C14 C9 120.5(4) . . ?
C13 C14 S2 125.8(3) . . ?
C9 C14 S2 113.7(3) . . ?
C12 C15 C16 113.5(4) . . ?
C12 C15 H15A 108.9 . . ?
C16 C15 H15A 108.9 . . ?
C12 C15 H15B 108.9 . . ?
C16 C15 H15B 108.9 . . ?
H15A C15 H15B 107.7 . . ?
C17 C16 C15 114.5(4) . . ?
C17 C16 H16A 108.6 . . ?
C15 C16 H16A 108.6 . . ?
C17 C16 H16B 108.6 . . ?
C15 C16 H16B 108.6 . . ?
H16A C16 H16B 107.6 . . ?
C18 C17 C16 114.3(4) . . ?
C18 C17 H17A 108.7 . . ?
C16 C17 H17A 108.7 . . ?
C18 C17 H17B 108.7 . . ?
C16 C17 H17B 108.7 . . ?
H17A C17 H17B 107.6 . . ?
C17 C18 C19 116.2(4) . . ?
C17 C18 H18A 108.2 . . ?
C19 C18 H18A 108.2 . . ?
C17 C18 H18B 108.2 . . ?
C19 C18 H18B 108.2 . . ?
H18A C18 H18B 107.4 . . ?
C18 C19 C20 114.7(4) . . ?
C18 C19 H19A 108.6 . . ?
C20 C19 H19A 108.6 . . ?
C18 C19 H19B 108.6 . . ?
C20 C19 H19B 108.6 . . ?
H19A C19 H19B 107.6 . . ?
C21 C20 C19 115.5(4) . . ?
C21 C20 H20A 108.4 . . ?
C19 C20 H20A 108.4 . . ?
C21 C20 H20B 108.4 . . ?
C19 C20 H20B 108.4 . . ?
H20A C20 H20B 107.5 . . ?
C20 C21 C22 115.9(5) . . ?
C20 C21 H21A 108.3 . . ?
C22 C21 H21A 108.3 . . ?
C20 C21 H21B 108.3 . . ?
C22 C21 H21B 108.3 . . ?
H21A C21 H21B 107.4 . . ?
C21 C22 C23 115.4(5) . . ?
C21 C22 H22A 108.4 . . ?
C23 C22 H22A 108.4 . . ?
C21 C22 H22B 108.4 . . ?
C23 C22 H22B 108.4 . . ?
H22A C22 H22B 107.5 . . ?
C24 C23 C22 118.0(5) . . ?
C24 C23 H23A 107.8 . . ?
C22 C23 H23A 107.8 . . ?
C24 C23 H23B 107.8 . . ?
C22 C23 H23B 107.8 . . ?
H23A C23 H23B 107.2 . . ?
C23 C24 C25 116.1(5) . . ?
C23 C24 H24A 108.3 . . ?
C25 C24 H24A 108.3 . . ?
C23 C24 H24B 108.3 . . ?
C25 C24 H24B 108.3 . . ?
H24A C24 H24B 107.4 . . ?
C26 C25 C24 116.6(6) . . ?
C26 C25 H25A 108.1 . . ?
C24 C25 H25A 108.1 . . ?
C26 C25 H25B 108.1 . . ?
C24 C25 H25B 108.1 . . ?
H25A C25 H25B 107.3 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C33 C27 C28 122.7(4) . . ?
C33 C27 C32 123.0(4) . . ?
C28 C27 C32 114.3(4) . . ?
F1 C28 C29 118.5(4) . . ?
F1 C28 C27 118.7(4) . . ?
C29 C28 C27 122.7(4) . . ?
F3 C29 C28 118.7(4) . . ?
F3 C29 C30 117.9(4) . . ?
C28 C29 C30 123.4(4) . . ?
C36 C30 C31 123.6(4) . . ?
C36 C30 C29 123.2(4) . . ?
C31 C30 C29 113.1(4) . . ?
F4 C31 C32 118.5(4) . . ?
F4 C31 C30 117.8(3) . . ?
C32 C31 C30 123.7(4) . . ?
F2 C32 C31 118.8(4) . . ?
F2 C32 C27 118.4(4) . . ?
C31 C32 C27 122.8(4) . . ?
C27 C33 C34 124.1(4) . . ?
C27 C33 C35 124.1(4) . . ?
C34 C33 C35 111.8(4) . . ?
N1 C34 C33 174.2(5) . . ?
N2 C35 C33 172.2(5) . . ?
C30 C36 C37 124.3(4) . . ?
C30 C36 C38 123.7(4) . . ?
C37 C36 C38 112.0(4) . . ?
N3 C37 C36 174.8(5) . . ?
N4 C38 C36 174.9(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
C8 S1 C1 C2 179.8(4) . . . . ?
C8 S1 C1 C6 0.5(3) . . . . ?
C6 C1 C2 C3 0.2(6) . . . . ?
S1 C1 C2 C3 -179.0(3) . . . . ?
C1 C2 C3 C4 -0.4(7) . . . . ?
C2 C3 C4 C5 -0.3(7) . . . . ?
C3 C4 C5 C6 1.3(6) . . . . ?
C4 C5 C6 C1 -1.5(6) . . . . ?
C4 C5 C6 C7 -179.8(4) . . . . ?
C2 C1 C6 C5 0.7(6) . . . . ?
S1 C1 C6 C5 -179.9(3) . . . . ?
C2 C1 C6 C7 179.4(4) . . . . ?
S1 C1 C6 C7 -1.3(4) . . . . ?
C5 C6 C7 C8 -179.9(4) . . . . ?
C1 C6 C7 C8 1.6(5) . . . . ?
C5 C6 C7 S2 -2.1(7) . . . . ?
C1 C6 C7 S2 179.5(3) . . . . ?
C14 S2 C7 C8 -0.4(3) . . . . ?
C14 S2 C7 C6 -178.2(4) . . . . ?
C6 C7 C8 C9 179.0(4) . . . . ?
S2 C7 C8 C9 0.7(4) . . . . ?
C6 C7 C8 S1 -1.3(4) . . . . ?
S2 C7 C8 S1 -179.6(2) . . . . ?
C1 S1 C8 C7 0.4(3) . . . . ?
C1 S1 C8 C9 -179.9(4) . . . . ?
C7 C8 C9 C10 -179.0(4) . . . . ?
S1 C8 C9 C10 1.4(7) . . . . ?
C7 C8 C9 C14 -0.8(5) . . . . ?
S1 C8 C9 C14 179.6(3) . . . . ?
C14 C9 C10 C11 0.9(6) . . . . ?
C8 C9 C10 C11 178.9(4) . . . . ?
C9 C10 C11 C12 -1.6(7) . . . . ?
C10 C11 C12 C13 1.6(7) . . . . ?
C10 C11 C12 C15 -180.0(4) . . . . ?
C11 C12 C13 C14 -0.8(6) . . . . ?
C15 C12 C13 C14 -179.2(4) . . . . ?
C12 C13 C14 C9 0.1(6) . . . . ?
C12 C13 C14 S2 -178.9(3) . . . . ?
C10 C9 C14 C13 -0.1(6) . . . . ?
C8 C9 C14 C13 -178.6(4) . . . . ?
C10 C9 C14 S2 179.0(3) . . . . ?
C8 C9 C14 S2 0.5(4) . . . . ?
C7 S2 C14 C13 178.9(4) . . . . ?
C7 S2 C14 C9 -0.1(3) . . . . ?
C11 C12 C15 C16 -78.7(6) . . . . ?
C13 C12 C15 C16 99.7(5) . . . . ?
C12 C15 C16 C17 -77.9(6) . . . . ?
C15 C16 C17 C18 -178.5(4) . . . . ?
C16 C17 C18 C19 171.3(4) . . . . ?
C17 C18 C19 C20 -178.7(4) . . . . ?
C18 C19 C20 C21 179.7(5) . . . . ?
C19 C20 C21 C22 178.9(5) . . . . ?
C20 C21 C22 C23 177.9(5) . . . . ?
C21 C22 C23 C24 178.5(5) . . . . ?
C22 C23 C24 C25 -176.6(6) . . . . ?
C23 C24 C25 C26 -178.4(6) . . . . ?
C33 C27 C28 F1 -0.5(6) . . . . ?
C32 C27 C28 F1 -179.6(3) . . . . ?
C33 C27 C28 C29 -179.6(4) . . . . ?
C32 C27 C28 C29 1.3(6) . . . . ?
F1 C28 C29 F3 1.3(6) . . . . ?
C27 C28 C29 F3 -179.6(4) . . . . ?
F1 C28 C29 C30 179.2(4) . . . . ?
C27 C28 C29 C30 -1.7(7) . . . . ?
F3 C29 C30 C36 -1.8(6) . . . . ?
C28 C29 C30 C36 -179.7(4) . . . . ?
F3 C29 C30 C31 179.6(3) . . . . ?
C28 C29 C30 C31 1.7(6) . . . . ?
C36 C30 C31 F4 0.3(6) . . . . ?
C29 C30 C31 F4 178.9(3) . . . . ?
C36 C30 C31 C32 179.8(4) . . . . ?
C29 C30 C31 C32 -1.7(6) . . . . ?
F4 C31 C32 F2 -0.3(6) . . . . ?
C30 C31 C32 F2 -179.8(4) . . . . ?
F4 C31 C32 C27 -179.0(4) . . . . ?
C30 C31 C32 C27 1.5(7) . . . . ?
C33 C27 C32 F2 1.0(6) . . . . ?
C28 C27 C32 F2 -179.9(3) . . . . ?
C33 C27 C32 C31 179.7(4) . . . . ?
C28 C27 C32 C31 -1.2(6) . . . . ?
C28 C27 C33 C34 2.5(7) . . . . ?
C32 C27 C33 C34 -178.5(4) . . . . ?
C28 C27 C33 C35 -177.2(4) . . . . ?
C32 C27 C33 C35 1.8(7) . . . . ?
C31 C30 C36 C37 177.7(4) . . . . ?
C29 C30 C36 C37 -0.7(7) . . . . ?
C31 C30 C36 C38 -2.0(7) . . . . ?
C29 C30 C36 C38 179.6(4) . . . . ?

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

#==============================================================================
# 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
#==============================================================================
####################################################################### 
# 
# 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_mono-C12-BTBT-TCNQ
_database_code_depnum_ccdc_archive 'CCDC 2164777'
loop_
_audit_author_name
_audit_author_address
'Satoshi Matsuoka'
;Nagasaki University
Japan
;
_audit_update_record             
;
2022-04-06 deposited with the CCDC.	2022-10-11 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C38 H36 N4 O S2'
_chemical_formula_moiety         'C38 H36 N4 O S2'
_chemical_formula_weight         628.85
_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                   7.1729(4)
_cell_length_b                   7.7021(3)
_cell_length_c                   31.1946(14)
_cell_angle_alpha                93.873(3)
_cell_angle_beta                 90.246(4)
_cell_angle_gamma                106.107(4)
_cell_volume                     1651.48(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4416
_cell_measurement_theta_min      2.59
_cell_measurement_theta_max      23.30
_cell_measurement_temperature    296
#------------------------------------------------------------------------------
_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.256
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.01
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             664.00
_exptl_absorpt_coefficient_mu    0.198
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.521
_exptl_absorpt_correction_T_max  1.000

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

_diffrn_ambient_temperature      296
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  ?
_diffrn_reflns_number            28522
_diffrn_reflns_av_unetI/netI     0.1274
_diffrn_reflns_av_R_equivalents  0.0894
_diffrn_reflns_theta_max         29.151
_diffrn_reflns_theta_min         1.964
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.921
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.921
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.921
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_limit_l_max       41
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             8222
_reflns_number_gt                3668
_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          0.1856
_refine_ls_R_factor_gt           0.0746
_refine_ls_wR_factor_ref         0.2123
_refine_ls_wR_factor_gt          0.1624
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         8222
_refine_ls_number_parameters     397
_refine_ls_goodness_of_fit_ref   0.960
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0958P)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          0.000
_refine_diff_density_max         0.48
_refine_diff_density_min         -0.42
_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 0.0033 0.0016
;
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 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
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
S2 S -0.03079(13) -0.00186(11) 0.33830(3) 0.0443(3) Uani 1 1 d . . . . .
S44 S 0.13778(13) 0.56516(11) 0.34080(3) 0.0404(3) Uani 1 1 d . . . . .
N23 N 0.7531(5) 0.3204(5) 0.48440(11) 0.0704(10) Uani 1 1 d . . . . .
N25 N 0.3410(5) 0.2471(5) 0.19515(12) 0.0729(11) Uani 1 1 d . . . . .
N26 N 0.5572(5) -0.2135(4) 0.41932(11) 0.0675(10) Uani 1 1 d . . . . .
N43 N 0.5629(5) 0.7803(4) 0.26086(10) 0.0640(10) Uani 1 1 d . . . . .
C1 C 0.5188(4) 0.3590(4) 0.30139(10) 0.0331(7) Uani 1 1 d . . . . .
C2 C 0.0954(4) 0.3448(4) 0.35575(10) 0.0344(8) Uani 1 1 d . . . . .
C3 C -0.0268(5) 0.2939(4) 0.28447(10) 0.0355(8) Uani 1 1 d . . . . .
C4 C 0.5981(5) 0.4705(4) 0.33979(10) 0.0379(8) Uani 1 1 d . . . . .
H4 H 0.628339 0.595919 0.339423 0.045 Uiso 1 1 calc R U . . .
C5 C 0.4835(5) 0.4347(4) 0.26459(10) 0.0374(8) Uani 1 1 d . . . . .
C6 C 0.5085(5) 0.0928(4) 0.33953(11) 0.0381(8) Uani 1 1 d . . . . .
H6 H 0.479574 -0.032463 0.339851 0.046 Uiso 1 1 calc R U . . .
C7 C 0.0352(5) 0.4836(4) 0.28995(10) 0.0364(8) Uani 1 1 d . . . . .
C8 C 0.6293(5) 0.3973(4) 0.37603(11) 0.0388(8) Uani 1 1 d . . . . .
H8 H 0.679021 0.472565 0.400394 0.047 Uiso 1 1 calc R U . . .
C9 C 0.4759(5) 0.1660(4) 0.30327(11) 0.0388(8) Uani 1 1 d . . . . .
H9 H 0.424803 0.090453 0.279012 0.047 Uiso 1 1 calc R U . . .
C10 C 0.0118(5) 0.5902(4) 0.25641(11) 0.0403(8) Uani 1 1 d . . . . .
H10 H 0.053750 0.715950 0.260118 0.048 Uiso 1 1 calc R U . . .
C11 C -0.0740(5) 0.5056(5) 0.21800(11) 0.0412(8) Uani 1 1 d . . . . .
C12 C 0.0718(5) 0.0793(4) 0.38919(11) 0.0405(8) Uani 1 1 d . . . . .
C13 C 0.5847(5) -0.0616(5) 0.41714(11) 0.0443(9) Uani 1 1 d . . . . .
C14 C 0.6955(5) 0.2379(5) 0.45332(12) 0.0461(9) Uani 1 1 d . . . . .
C15 C 0.5285(5) 0.6278(5) 0.26261(11) 0.0422(9) Uani 1 1 d . . . . .
C16 C 0.4047(5) 0.3298(5) 0.22626(12) 0.0461(9) Uani 1 1 d . . . . .
C17 C -0.1137(5) 0.2105(5) 0.24574(11) 0.0440(9) Uani 1 1 d . . . . .
H17 H -0.157109 0.084846 0.241749 0.053 Uiso 1 1 calc R U . . .
C18 C 0.0929(5) -0.0268(5) 0.42267(13) 0.0509(10) Uani 1 1 d . . . . .
H18 H 0.052891 -0.152668 0.419134 0.061 Uiso 1 1 calc R U . . .
C19 C -0.1342(5) 0.3166(5) 0.21351(11) 0.0449(9) Uani 1 1 d . . . . .
H19 H -0.190826 0.260206 0.187471 0.054 Uiso 1 1 calc R U . . .
C20 C 0.2139(5) 0.3528(5) 0.43381(11) 0.0484(9) Uani 1 1 d . . . . .
H20 H 0.254435 0.478526 0.437710 0.058 Uiso 1 1 calc R U . . .
C21 C 0.1742(5) 0.0608(6) 0.46079(13) 0.0577(11) Uani 1 1 d . . . . .
H21 H 0.190092 -0.007400 0.483310 0.069 Uiso 1 1 calc R U . . .
C22 C 0.2337(5) 0.2490(6) 0.46677(12) 0.0551(10) Uani 1 1 d . . . . .
H22 H 0.287073 0.304682 0.493125 0.066 Uiso 1 1 calc R U . . .
C24 C 0.5869(5) 0.2041(4) 0.37780(10) 0.0353(8) Uani 1 1 d . . . . .
C27 C -0.1001(5) 0.6100(5) 0.18037(12) 0.0549(10) Uani 1 1 d . . . . .
H27A H -0.094420 0.733065 0.190705 0.066 Uiso 1 1 calc R U . . .
H27B H -0.227707 0.555137 0.167336 0.066 Uiso 1 1 calc R U . . .
C28 C 0.2481(5) 0.7449(5) 0.15789(12) 0.0527(10) Uani 1 1 d . . . . .
H28A H 0.295476 0.710999 0.184344 0.063 Uiso 1 1 calc R U . . .
H28B H 0.233182 0.865790 0.163249 0.063 Uiso 1 1 calc R U . . .
C29 C 0.5851(5) 0.8968(5) 0.13140(12) 0.0554(10) Uani 1 1 d . . . . .
H29A H 0.643041 0.881096 0.158501 0.067 Uiso 1 1 calc R U . . .
H29B H 0.556437 1.012948 0.133976 0.067 Uiso 1 1 calc R U . . .
C30 C 1.0654(5) 1.0514(5) 0.06821(13) 0.0604(11) Uani 1 1 d . . . . .
H30A H 1.098723 0.937445 0.067096 0.072 Uiso 1 1 calc R U . . .
H30B H 1.006379 1.059630 0.040655 0.072 Uiso 1 1 calc R U . . .
C31 C 0.9179(5) 1.0490(5) 0.10263(12) 0.0566(10) Uani 1 1 d . . . . .
H31A H 0.976362 1.037851 0.130042 0.068 Uiso 1 1 calc R U . . .
H31B H 0.887755 1.164409 0.104240 0.068 Uiso 1 1 calc R U . . .
C32 C 0.7313(6) 0.9002(5) 0.09623(13) 0.0591(11) Uani 1 1 d . . . . .
H32A H 0.761457 0.784714 0.094153 0.071 Uiso 1 1 calc R U . . .
H32B H 0.671517 0.912488 0.069075 0.071 Uiso 1 1 calc R U . . .
C33 C 0.0526(5) 0.6157(5) 0.14624(11) 0.0551(10) Uani 1 1 d . . . . .
H33A H 0.067832 0.494897 0.140892 0.066 Uiso 1 1 calc R U . . .
H33B H 0.005749 0.649485 0.119709 0.066 Uiso 1 1 calc R U . . .
C34 C 1.2478(6) 1.2031(5) 0.07459(13) 0.0623(11) Uani 1 1 d . . . . .
H34A H 1.302880 1.197242 0.102726 0.075 Uiso 1 1 calc R U . . .
H34B H 1.213740 1.316601 0.074787 0.075 Uiso 1 1 calc R U . . .
C35 C 0.3980(5) 0.7493(5) 0.12362(13) 0.0588(11) Uani 1 1 d . . . . .
H35A H 0.427113 0.633317 0.121458 0.071 Uiso 1 1 calc R U . . .
H35B H 0.341982 0.763920 0.096205 0.071 Uiso 1 1 calc R U . . .
C36 C 1.4025(6) 1.2073(6) 0.04181(13) 0.0638(11) Uani 1 1 d . . . . .
H36A H 1.434113 1.092524 0.040795 0.077 Uiso 1 1 calc R U . . .
H36B H 1.350000 1.218608 0.013763 0.077 Uiso 1 1 calc R U . . .
C37 C 1.5857(6) 1.3571(6) 0.05022(16) 0.0817(14) Uani 1 1 d . . . . .
H37A H 1.637564 1.345973 0.078350 0.098 Uiso 1 1 calc R U . . .
H37B H 1.553844 1.471734 0.051160 0.098 Uiso 1 1 calc R U . . .
C38 C 1.7419(7) 1.3622(7) 0.01772(18) 0.1065(19) Uani 1 1 d . . . . .
H38A H 1.853328 1.461906 0.025617 0.128 Uiso 1 1 calc R U . . .
H38B H 1.777856 1.250898 0.017060 0.128 Uiso 1 1 calc R U . . .
H38C H 1.693965 1.376915 -0.010185 0.128 Uiso 1 1 calc R U . . .
C39 C 0.6207(5) 0.1293(4) 0.41462(11) 0.0382(8) Uani 1 1 d . . . . .
C41 C 0.0110(5) 0.2186(4) 0.32367(11) 0.0362(8) Uani 1 1 d . . . . .
C42 C 0.1335(5) 0.2691(4) 0.39491(10) 0.0369(8) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# 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
S2 C41 1.733(3) . ?
S2 C12 1.747(4) . ?
S44 C2 1.736(3) . ?
S44 C7 1.746(3) . ?
N23 C14 1.132(4) . ?
N25 C16 1.144(4) . ?
N26 C13 1.138(4) . ?
N43 C15 1.136(4) . ?
C1 C5 1.375(4) . ?
C1 C9 1.437(4) . ?
C1 C4 1.443(4) . ?
C2 C41 1.360(4) . ?
C2 C42 1.445(4) . ?
C3 C17 1.388(4) . ?
C3 C7 1.403(4) . ?
C3 C41 1.444(4) . ?
C4 C8 1.342(4) . ?
C4 H4 0.9300 . ?
C5 C16 1.418(5) . ?
C5 C15 1.438(5) . ?
C6 C9 1.345(4) . ?
C6 C24 1.437(4) . ?
C6 H6 0.9300 . ?
C7 C10 1.410(4) . ?
C8 C24 1.438(4) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?
C10 C11 1.380(4) . ?
C10 H10 0.9300 . ?
C11 C19 1.396(5) . ?
C11 C27 1.506(5) . ?
C12 C18 1.401(5) . ?
C12 C42 1.404(4) . ?
C13 C39 1.428(5) . ?
C14 C39 1.433(5) . ?
C17 C19 1.371(5) . ?
C17 H17 0.9300 . ?
C18 C21 1.370(5) . ?
C18 H18 0.9300 . ?
C19 H19 0.9300 . ?
C20 C22 1.374(5) . ?
C20 C42 1.379(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.392(5) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C24 C39 1.369(5) . ?
C27 C33 1.525(5) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 C33 1.504(5) . ?
C28 C35 1.515(5) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 C35 1.505(5) . ?
C29 C32 1.517(5) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C34 1.495(5) . ?
C30 C31 1.508(5) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 C32 1.504(5) . ?
C31 H31A 0.9700 . ?
C31 H31B 0.9700 . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 C36 1.508(5) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C36 C37 1.497(5) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 C38 1.509(6) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C38 H38A 0.9600 . ?
C38 H38B 0.9600 . ?
C38 H38C 0.9600 . ?

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
C41 S2 C12 90.10(16) . . ?
C2 S44 C7 90.23(15) . . ?
C5 C1 C9 121.4(3) . . ?
C5 C1 C4 121.1(3) . . ?
C9 C1 C4 117.5(3) . . ?
C41 C2 C42 114.0(3) . . ?
C41 C2 S44 112.8(2) . . ?
C42 C2 S44 133.1(3) . . ?
C17 C3 C7 119.6(3) . . ?
C17 C3 C41 131.0(3) . . ?
C7 C3 C41 109.4(3) . . ?
C8 C4 C1 121.4(3) . . ?
C8 C4 H4 119.3 . . ?
C1 C4 H4 119.3 . . ?
C1 C5 C16 122.9(3) . . ?
C1 C5 C15 121.3(3) . . ?
C16 C5 C15 115.7(3) . . ?
C9 C6 C24 121.4(3) . . ?
C9 C6 H6 119.3 . . ?
C24 C6 H6 119.3 . . ?
C3 C7 C10 120.7(3) . . ?
C3 C7 S44 113.4(2) . . ?
C10 C7 S44 125.9(3) . . ?
C4 C8 C24 121.1(3) . . ?
C4 C8 H8 119.5 . . ?
C24 C8 H8 119.5 . . ?
C6 C9 C1 121.1(3) . . ?
C6 C9 H9 119.5 . . ?
C1 C9 H9 119.5 . . ?
C11 C10 C7 119.2(3) . . ?
C11 C10 H10 120.4 . . ?
C7 C10 H10 120.4 . . ?
C10 C11 C19 118.8(3) . . ?
C10 C11 C27 122.3(3) . . ?
C19 C11 C27 118.9(3) . . ?
C18 C12 C42 120.5(3) . . ?
C18 C12 S2 126.0(3) . . ?
C42 C12 S2 113.5(3) . . ?
N26 C13 C39 179.5(5) . . ?
N23 C14 C39 178.5(4) . . ?
N43 C15 C5 179.5(4) . . ?
N25 C16 C5 179.2(4) . . ?
C19 C17 C3 118.8(3) . . ?
C19 C17 H17 120.6 . . ?
C3 C17 H17 120.6 . . ?
C21 C18 C12 117.9(4) . . ?
C21 C18 H18 121.1 . . ?
C12 C18 H18 121.1 . . ?
C17 C19 C11 122.9(3) . . ?
C17 C19 H19 118.5 . . ?
C11 C19 H19 118.5 . . ?
C22 C20 C42 119.5(4) . . ?
C22 C20 H20 120.2 . . ?
C42 C20 H20 120.2 . . ?
C18 C21 C22 121.9(4) . . ?
C18 C21 H21 119.1 . . ?
C22 C21 H21 119.1 . . ?
C20 C22 C21 120.2(4) . . ?
C20 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C39 C24 C6 121.3(3) . . ?
C39 C24 C8 121.1(3) . . ?
C6 C24 C8 117.6(3) . . ?
C11 C27 C33 113.2(3) . . ?
C11 C27 H27A 108.9 . . ?
C33 C27 H27A 108.9 . . ?
C11 C27 H27B 108.9 . . ?
C33 C27 H27B 108.9 . . ?
H27A C27 H27B 107.8 . . ?
C33 C28 C35 113.8(3) . . ?
C33 C28 H28A 108.8 . . ?
C35 C28 H28A 108.8 . . ?
C33 C28 H28B 108.8 . . ?
C35 C28 H28B 108.8 . . ?
H28A C28 H28B 107.7 . . ?
C35 C29 C32 113.7(3) . . ?
C35 C29 H29A 108.8 . . ?
C32 C29 H29A 108.8 . . ?
C35 C29 H29B 108.8 . . ?
C32 C29 H29B 108.8 . . ?
H29A C29 H29B 107.7 . . ?
C34 C30 C31 114.4(3) . . ?
C34 C30 H30A 108.7 . . ?
C31 C30 H30A 108.7 . . ?
C34 C30 H30B 108.7 . . ?
C31 C30 H30B 108.7 . . ?
H30A C30 H30B 107.6 . . ?
C32 C31 C30 115.3(3) . . ?
C32 C31 H31A 108.5 . . ?
C30 C31 H31A 108.5 . . ?
C32 C31 H31B 108.5 . . ?
C30 C31 H31B 108.5 . . ?
H31A C31 H31B 107.5 . . ?
C31 C32 C29 114.9(3) . . ?
C31 C32 H32A 108.5 . . ?
C29 C32 H32A 108.5 . . ?
C31 C32 H32B 108.5 . . ?
C29 C32 H32B 108.5 . . ?
H32A C32 H32B 107.5 . . ?
C28 C33 C27 114.4(3) . . ?
C28 C33 H33A 108.7 . . ?
C27 C33 H33A 108.7 . . ?
C28 C33 H33B 108.7 . . ?
C27 C33 H33B 108.7 . . ?
H33A C33 H33B 107.6 . . ?
C30 C34 C36 116.3(3) . . ?
C30 C34 H34A 108.2 . . ?
C36 C34 H34A 108.2 . . ?
C30 C34 H34B 108.2 . . ?
C36 C34 H34B 108.2 . . ?
H34A C34 H34B 107.4 . . ?
C29 C35 C28 114.8(3) . . ?
C29 C35 H35A 108.6 . . ?
C28 C35 H35A 108.6 . . ?
C29 C35 H35B 108.6 . . ?
C28 C35 H35B 108.6 . . ?
H35A C35 H35B 107.5 . . ?
C37 C36 C34 114.7(3) . . ?
C37 C36 H36A 108.6 . . ?
C34 C36 H36A 108.6 . . ?
C37 C36 H36B 108.6 . . ?
C34 C36 H36B 108.6 . . ?
H36A C36 H36B 107.6 . . ?
C36 C37 C38 115.2(4) . . ?
C36 C37 H37A 108.5 . . ?
C38 C37 H37A 108.5 . . ?
C36 C37 H37B 108.5 . . ?
C38 C37 H37B 108.5 . . ?
H37A C37 H37B 107.5 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C24 C39 C13 122.5(3) . . ?
C24 C39 C14 122.1(3) . . ?
C13 C39 C14 115.4(3) . . ?
C2 C41 C3 114.1(3) . . ?
C2 C41 S2 113.1(2) . . ?
C3 C41 S2 132.8(3) . . ?
C20 C42 C12 120.1(3) . . ?
C20 C42 C2 130.6(3) . . ?
C12 C42 C2 109.3(3) . . ?

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
C7 S44 C2 C41 0.8(3) . . . . ?
C7 S44 C2 C42 179.9(3) . . . . ?
C5 C1 C4 C8 178.7(3) . . . . ?
C9 C1 C4 C8 -0.6(5) . . . . ?
C9 C1 C5 C16 -0.4(5) . . . . ?
C4 C1 C5 C16 -179.7(3) . . . . ?
C9 C1 C5 C15 -179.3(3) . . . . ?
C4 C1 C5 C15 1.5(5) . . . . ?
C17 C3 C7 C10 -0.6(5) . . . . ?
C41 C3 C7 C10 -179.0(3) . . . . ?
C17 C3 C7 S44 179.1(2) . . . . ?
C41 C3 C7 S44 0.7(3) . . . . ?
C2 S44 C7 C3 -0.8(3) . . . . ?
C2 S44 C7 C10 178.9(3) . . . . ?
C1 C4 C8 C24 0.8(5) . . . . ?
C24 C6 C9 C1 0.1(5) . . . . ?
C5 C1 C9 C6 -179.2(3) . . . . ?
C4 C1 C9 C6 0.1(5) . . . . ?
C3 C7 C10 C11 0.3(5) . . . . ?
S44 C7 C10 C11 -179.3(2) . . . . ?
C7 C10 C11 C19 -0.3(5) . . . . ?
C7 C10 C11 C27 -178.6(3) . . . . ?
C41 S2 C12 C18 -179.9(3) . . . . ?
C41 S2 C12 C42 0.8(3) . . . . ?
C7 C3 C17 C19 0.9(5) . . . . ?
C41 C3 C17 C19 178.9(3) . . . . ?
C42 C12 C18 C21 0.3(5) . . . . ?
S2 C12 C18 C21 -178.9(3) . . . . ?
C3 C17 C19 C11 -0.9(5) . . . . ?
C10 C11 C19 C17 0.6(5) . . . . ?
C27 C11 C19 C17 179.0(3) . . . . ?
C12 C18 C21 C22 0.4(5) . . . . ?
C42 C20 C22 C21 0.4(5) . . . . ?
C18 C21 C22 C20 -0.8(6) . . . . ?
C9 C6 C24 C39 -179.7(3) . . . . ?
C9 C6 C24 C8 0.1(5) . . . . ?
C4 C8 C24 C39 179.3(3) . . . . ?
C4 C8 C24 C6 -0.6(5) . . . . ?
C10 C11 C27 C33 100.4(4) . . . . ?
C19 C11 C27 C33 -77.9(4) . . . . ?
C34 C30 C31 C32 178.5(4) . . . . ?
C30 C31 C32 C29 179.0(3) . . . . ?
C35 C29 C32 C31 178.7(4) . . . . ?
C35 C28 C33 C27 -179.9(3) . . . . ?
C11 C27 C33 C28 -76.2(4) . . . . ?
C31 C30 C34 C36 177.9(4) . . . . ?
C32 C29 C35 C28 -179.0(3) . . . . ?
C33 C28 C35 C29 171.2(3) . . . . ?
C30 C34 C36 C37 -177.8(4) . . . . ?
C34 C36 C37 C38 179.8(4) . . . . ?
C6 C24 C39 C13 1.4(5) . . . . ?
C8 C24 C39 C13 -178.4(3) . . . . ?
C6 C24 C39 C14 -178.8(3) . . . . ?
C8 C24 C39 C14 1.3(5) . . . . ?
C42 C2 C41 C3 -179.9(3) . . . . ?
S44 C2 C41 C3 -0.5(4) . . . . ?
C42 C2 C41 S2 0.4(4) . . . . ?
S44 C2 C41 S2 179.75(16) . . . . ?
C17 C3 C41 C2 -178.3(3) . . . . ?
C7 C3 C41 C2 -0.1(4) . . . . ?
C17 C3 C41 S2 1.4(6) . . . . ?
C7 C3 C41 S2 179.6(3) . . . . ?
C12 S2 C41 C2 -0.7(3) . . . . ?
C12 S2 C41 C3 179.7(3) . . . . ?
C22 C20 C42 C12 0.3(5) . . . . ?
C22 C20 C42 C2 179.5(3) . . . . ?
C18 C12 C42 C20 -0.6(5) . . . . ?
S2 C12 C42 C20 178.7(3) . . . . ?
C18 C12 C42 C2 180.0(3) . . . . ?
S2 C12 C42 C2 -0.7(3) . . . . ?
C41 C2 C42 C20 -179.1(3) . . . . ?
S44 C2 C42 C20 1.7(6) . . . . ?
C41 C2 C42 C12 0.2(4) . . . . ?
S44 C2 C42 C12 -179.0(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
#==============================================================================
####################################################################### 
# 
# 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_mTol-BTBT-C10-F4TCNQ
_database_code_depnum_ccdc_archive 'CCDC 2164779'
loop_
_audit_author_name
_audit_author_address
'Satoshi Matsuoka'
;Nagasaki University
Japan
;
_audit_update_record             
;
2022-04-06 deposited with the CCDC.	2022-10-11 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C43 H34 F4 N4 S2'
_chemical_formula_moiety         'C43 H34 F4 N4 S2'
_chemical_formula_weight         746.88
_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                   7.1222(6)
_cell_length_b                   8.1373(7)
_cell_length_c                   33.804(2)
_cell_angle_alpha                96.586(6)
_cell_angle_beta                 91.082(6)
_cell_angle_gamma                107.646(8)
_cell_volume                     1851.6(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2885
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      21.71
_cell_measurement_temperature    296
#------------------------------------------------------------------------------
_exptl_crystal_description       plate
_exptl_crystal_colour            black
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             776.00
_exptl_absorpt_coefficient_mu    0.201
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.282
_exptl_absorpt_correction_T_max  1.000

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

_diffrn_ambient_temperature      296
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_reflns_number            47457
_diffrn_reflns_av_unetI/netI     0.2731
_diffrn_reflns_av_R_equivalents  0.2030
_diffrn_reflns_theta_max         29.273
_diffrn_reflns_theta_min         2.430
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.929
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.929
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.929
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_limit_l_max       45
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             9397
_reflns_number_gt                2807
_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          0.3360
_refine_ls_R_factor_gt           0.1120
_refine_ls_wR_factor_ref         0.2796
_refine_ls_wR_factor_gt          0.1994
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         9397
_refine_ls_number_parameters     473
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1002P)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          0.000
_refine_diff_density_max         0.64
_refine_diff_density_min         -0.50
_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 0.0033 0.0016
;
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)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
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 0.8494(2) 0.62415(17) 0.28712(5) 0.0524(5) Uani 1 1 d . . . . .
S2 S 0.6404(2) 0.08583(17) 0.29151(4) 0.0469(5) Uani 1 1 d . . . . .
F1 F 0.4035(5) 0.4904(4) 0.22303(9) 0.0565(9) Uani 1 1 d . . . . .
F2 F 0.3867(5) 0.7032(4) 0.28611(9) 0.0574(10) Uani 1 1 d . . . . .
F44 F 0.1039(4) 0.0104(3) 0.29192(9) 0.0534(9) Uani 1 1 d . . . . .
F45 F 0.0871(5) 0.2228(4) 0.35506(9) 0.0541(9) Uani 1 1 d . . . . .
N5 N 0.3326(8) 0.9219(7) 0.36132(16) 0.0728(17) Uani 1 1 d . . . . .
N47 N 0.3929(9) 0.2126(8) 0.15376(18) 0.084(2) Uani 1 1 d . . . . .
N50 N 0.1552(8) -0.2096(7) 0.21540(16) 0.0723(17) Uani 1 1 d . . . . .
N51 N 0.1031(9) 0.5070(7) 0.42530(18) 0.0776(19) Uani 1 1 d . . . . .
C1 C 0.6834(8) 0.4152(7) 0.33965(17) 0.0411(15) Uani 1 1 d . . . . .
C2 C 0.2659(8) 0.1261(7) 0.22131(16) 0.0419(15) Uani 1 1 d . . . . .
C3 C 0.6043(8) 0.3734(8) 0.37591(18) 0.0511(16) Uani 1 1 d . . . . .
H3 H 0.546169 0.257976 0.379743 0.061 Uiso 1 1 calc R U . . .
C4 C 0.1653(8) 0.2878(7) 0.32259(16) 0.0388(14) Uani 1 1 d . . . . .
C6 C 0.8036(8) 0.2947(7) 0.23823(18) 0.0447(15) Uani 1 1 d . . . . .
C7 C 0.3265(8) 0.4242(7) 0.25526(17) 0.0390(14) Uani 1 1 d . . . . .
C8 C 0.2030(9) -0.0598(8) 0.21950(18) 0.0539(17) Uani 1 1 d . . . . .
C9 C 0.7563(11) 1.0813(12) 0.4929(3) 0.085(3) Uiso 1 1 d . . . . .
H9 H 0.766346 1.169075 0.513792 0.102 Uiso 1 1 calc R U . . .
C10 C 0.1550(9) 0.5342(7) 0.3945(2) 0.0513(17) Uani 1 1 d . . . . .
C11 C 0.2555(8) 0.2375(7) 0.25433(17) 0.0404(14) Uani 1 1 d . . . . .
C12 C 0.7840(8) 0.4004(7) 0.27432(18) 0.0406(14) Uani 1 1 d . . . . .
C13 C 0.2365(8) 0.4748(7) 0.32402(17) 0.0402(14) Uani 1 1 d . . . . .
C14 C 0.6992(8) 0.3087(6) 0.30426(17) 0.0389(14) Uani 1 1 d . . . . .
C15 C 0.2268(8) 0.5874(7) 0.35723(18) 0.0434(15) Uani 1 1 d . . . . .
C16 C 0.7301(8) 0.1175(7) 0.24427(17) 0.0432(15) Uani 1 1 d . . . . .
C17 C 0.7345(8) -0.0149(7) 0.21427(18) 0.0506(16) Uani 1 1 d . . . . .
H17 H 0.686202 -0.130772 0.218514 0.061 Uiso 1 1 calc R U . . .
C18 C 0.8803(8) 0.3376(8) 0.20211(18) 0.0510(16) Uani 1 1 d . . . . .
H18 H 0.929159 0.453300 0.197717 0.061 Uiso 1 1 calc R U . . .
C19 C 0.7617(8) 0.5926(7) 0.33420(18) 0.0490(16) Uani 1 1 d . . . . .
C20 C 0.2885(8) 0.7740(8) 0.35801(17) 0.0493(16) Uani 1 1 d . . . . .
C21 C 0.7004(9) 0.6830(8) 0.4015(2) 0.0594(19) Uani 1 1 d . . . . .
C23 C 0.7727(9) 0.7240(8) 0.3650(2) 0.0576(18) Uani 1 1 d . . . . .
H23 H 0.828720 0.839616 0.361080 0.069 Uiso 1 1 calc R U . . .
C24 C 0.6133(8) 0.5054(8) 0.40599(19) 0.0589(18) Uani 1 1 d . . . . .
H24 H 0.560235 0.476780 0.430134 0.071 Uiso 1 1 calc R U . . .
C25 C 0.8117(10) 0.0287(9) 0.1780(2) 0.0591(18) Uani 1 1 d . . . . .
C26 C 0.1749(8) 0.1807(7) 0.29047(17) 0.0401(14) Uani 1 1 d . . . . .
C27 C 0.8832(9) 0.2056(9) 0.17269(18) 0.0585(18) Uani 1 1 d . . . . .
H27 H 0.934293 0.234753 0.148434 0.070 Uiso 1 1 calc R U . . .
C28 C 0.7160(9) 0.8182(10) 0.4363(3) 0.078(2) Uani 1 1 d . . . . .
C29 C 0.8207(10) -0.1069(9) 0.1445(2) 0.075(2) Uani 1 1 d . . . . .
H29A H 0.945201 -0.066625 0.132034 0.090 Uiso 1 1 calc R U . . .
H29B H 0.817529 -0.212704 0.155458 0.090 Uiso 1 1 calc R U . . .
C31 C 0.7268(10) 0.9884(10) 0.4291(3) 0.105(3) Uani 1 1 d . . . . .
H31 H 0.716609 1.008253 0.402762 0.126 Uiso 1 1 calc R U . . .
C32 C 0.7496(10) 0.9342(16) 0.5063(3) 0.109(4) Uani 1 1 d . . . . .
C33 C 0.1168(13) -0.4396(11) 0.0978(2) 0.101(3) Uani 1 1 d . . . . .
H33A H 0.065739 -0.402230 0.122504 0.122 Uiso 1 1 calc R U . . .
H33B H 0.148960 -0.544725 0.101468 0.122 Uiso 1 1 calc R U . . .
C34 C -0.0445(13) -0.4838(11) 0.0653(2) 0.106(3) Uani 1 1 d . . . . .
H34A H -0.079767 -0.379238 0.062702 0.128 Uiso 1 1 calc R U . . .
H34B H 0.010236 -0.514067 0.040465 0.128 Uiso 1 1 calc R U . . .
C35 C 0.4639(12) -0.2613(10) 0.1238(2) 0.087(2) Uani 1 1 d . . . . .
H35A H 0.422989 -0.205405 0.147497 0.105 Uiso 1 1 calc R U . . .
H35B H 0.481544 -0.368924 0.130290 0.105 Uiso 1 1 calc R U . . .
C36 C 0.7266(10) 0.7812(11) 0.4739(3) 0.096(3) Uani 1 1 d . . . . .
H36 H 0.720313 0.670770 0.479787 0.116 Uiso 1 1 calc R U . . .
C37 C 0.6547(12) -0.1477(10) 0.1132(2) 0.094(3) Uani 1 1 d . . . . .
H37A H 0.637215 -0.039143 0.107348 0.113 Uiso 1 1 calc R U . . .
H37B H 0.693122 -0.202290 0.089003 0.113 Uiso 1 1 calc R U . . .
C38 C 0.3150(8) 0.5320(7) 0.28763(17) 0.0401(14) Uani 1 1 d . . . . .
C39 C 0.2996(13) -0.3046(11) 0.0911(2) 0.105(3) Uani 1 1 d . . . . .
H39A H 0.267685 -0.199122 0.087765 0.126 Uiso 1 1 calc R U . . .
H39B H 0.349783 -0.341376 0.066232 0.126 Uiso 1 1 calc R U . . .
C40 C 0.7528(11) 1.1352(13) 0.4600(3) 0.117(3) Uani 1 1 d . . . . .
H40 H 0.764634 1.248840 0.455889 0.140 Uiso 1 1 calc R U . . .
C41 C 0.7558(12) 0.8803(13) 0.5422(3) 0.138(4) Uani 1 1 d . . . . .
H41A H 0.746328 0.759258 0.538850 0.165 Uiso 1 1 calc R U . . .
H41B H 0.877962 0.946292 0.556530 0.165 Uiso 1 1 calc R U . . .
H41C H 0.647501 0.896836 0.556879 0.165 Uiso 1 1 calc R U . . .
C42 C -0.2246(14) -0.6219(12) 0.0694(3) 0.122(3) Uani 1 1 d . . . . .
H42A H -0.276604 -0.593293 0.094647 0.147 Uiso 1 1 calc R U . . .
H42B H -0.189353 -0.727084 0.071167 0.147 Uiso 1 1 calc R U . . .
C43 C -0.3888(15) -0.6642(13) 0.0380(3) 0.124(3) Uani 1 1 d . . . . .
H43A H -0.424225 -0.559475 0.035779 0.149 Uiso 1 1 calc R U . . .
H43B H -0.339157 -0.696214 0.012687 0.149 Uiso 1 1 calc R U . . .
C46 C 0.3411(10) 0.1812(8) 0.1841(2) 0.0546(17) Uani 1 1 d . . . . .
C48 C -0.7320(16) -0.8412(16) 0.0152(3) 0.190(5) Uani 1 1 d . . . . .
H48A H -0.839028 -0.934090 0.022795 0.228 Uiso 1 1 calc R U . . .
H48B H -0.773819 -0.740016 0.014267 0.228 Uiso 1 1 calc R U . . .
H48C H -0.692943 -0.875917 -0.010702 0.228 Uiso 1 1 calc R U . . .
C49 C -0.5662(18) -0.8013(15) 0.0440(3) 0.165(4) Uani 1 1 d . . . . .
H49A H -0.611199 -0.771551 0.070013 0.198 Uiso 1 1 calc R U . . .
H49B H -0.530690 -0.906835 0.045157 0.198 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'SIR2004 (Burla, et al., 2005)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# 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 C12 1.737(5) . ?
S1 C19 1.739(6) . ?
S2 C14 1.733(5) . ?
S2 C16 1.748(6) . ?
F1 C7 1.325(6) . ?
F2 C38 1.338(5) . ?
F44 C26 1.331(5) . ?
F45 C4 1.331(6) . ?
N5 C20 1.140(6) . ?
N47 C46 1.128(7) . ?
N50 C8 1.153(6) . ?
N51 C10 1.135(7) . ?
C1 C3 1.393(7) . ?
C1 C19 1.416(7) . ?
C1 C14 1.422(7) . ?
C2 C11 1.373(7) . ?
C2 C8 1.435(8) . ?
C2 C46 1.442(9) . ?
C3 C24 1.377(7) . ?
C3 H3 0.9300 . ?
C4 C26 1.328(7) . ?
C4 C13 1.446(7) . ?
C6 C18 1.385(7) . ?
C6 C16 1.417(7) . ?
C6 C12 1.444(7) . ?
C7 C38 1.342(7) . ?
C7 C11 1.445(7) . ?
C9 C40 1.244(10) . ?
C9 C32 1.315(11) . ?
C9 H9 0.9300 . ?
C10 C15 1.432(9) . ?
C11 C26 1.425(7) . ?
C12 C14 1.367(7) . ?
C13 C15 1.382(7) . ?
C13 C38 1.429(7) . ?
C15 C20 1.444(8) . ?
C16 C17 1.400(7) . ?
C17 C25 1.391(8) . ?
C17 H17 0.9300 . ?
C18 C27 1.383(7) . ?
C18 H18 0.9300 . ?
C19 C23 1.387(7) . ?
C21 C23 1.385(8) . ?
C21 C24 1.416(8) . ?
C21 C28 1.492(8) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 C27 1.408(8) . ?
C25 C29 1.505(8) . ?
C27 H27 0.9300 . ?
C28 C36 1.348(10) . ?
C28 C31 1.412(10) . ?
C29 C37 1.504(9) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C31 C40 1.458(10) . ?
C31 H31 0.9300 . ?
C32 C41 1.341(10) . ?
C32 C36 1.526(12) . ?
C33 C39 1.468(10) . ?
C33 C34 1.506(10) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 C42 1.447(10) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 C37 1.470(9) . ?
C35 C39 1.525(9) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C36 H36 0.9300 . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 H40 0.9300 . ?
C41 H41A 0.9600 . ?
C41 H41B 0.9600 . ?
C41 H41C 0.9600 . ?
C42 C43 1.494(10) . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C43 C49 1.446(11) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C48 C49 1.451(11) . ?
C48 H48A 0.9600 . ?
C48 H48B 0.9600 . ?
C48 H48C 0.9600 . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?

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
C12 S1 C19 89.7(3) . . ?
C14 S2 C16 90.2(3) . . ?
C3 C1 C19 118.8(5) . . ?
C3 C1 C14 131.5(5) . . ?
C19 C1 C14 109.7(5) . . ?
C11 C2 C8 124.2(5) . . ?
C11 C2 C46 124.2(5) . . ?
C8 C2 C46 111.6(5) . . ?
C24 C3 C1 119.1(6) . . ?
C24 C3 H3 120.4 . . ?
C1 C3 H3 120.4 . . ?
C26 C4 F45 119.6(5) . . ?
C26 C4 C13 122.7(5) . . ?
F45 C4 C13 117.7(5) . . ?
C18 C6 C16 119.6(5) . . ?
C18 C6 C12 132.0(6) . . ?
C16 C6 C12 108.5(5) . . ?
F1 C7 C38 119.2(5) . . ?
F1 C7 C11 118.9(5) . . ?
C38 C7 C11 121.9(5) . . ?
N50 C8 C2 175.4(7) . . ?
C40 C9 C32 137.5(10) . . ?
C40 C9 H9 111.3 . . ?
C32 C9 H9 111.3 . . ?
N51 C10 C15 174.0(7) . . ?
C2 C11 C26 123.5(5) . . ?
C2 C11 C7 122.4(5) . . ?
C26 C11 C7 114.1(5) . . ?
C14 C12 C6 114.7(5) . . ?
C14 C12 S1 113.3(4) . . ?
C6 C12 S1 132.0(5) . . ?
C15 C13 C38 123.3(5) . . ?
C15 C13 C4 123.2(5) . . ?
C38 C13 C4 113.6(5) . . ?
C12 C14 C1 113.8(5) . . ?
C12 C14 S2 112.8(4) . . ?
C1 C14 S2 133.4(5) . . ?
C13 C15 C10 124.5(5) . . ?
C13 C15 C20 123.2(5) . . ?
C10 C15 C20 112.3(5) . . ?
C17 C16 C6 120.9(5) . . ?
C17 C16 S2 125.3(5) . . ?
C6 C16 S2 113.8(4) . . ?
C25 C17 C16 119.3(6) . . ?
C25 C17 H17 120.3 . . ?
C16 C17 H17 120.3 . . ?
C27 C18 C6 118.9(6) . . ?
C27 C18 H18 120.5 . . ?
C6 C18 H18 120.5 . . ?
C23 C19 C1 121.3(6) . . ?
C23 C19 S1 125.1(5) . . ?
C1 C19 S1 113.5(4) . . ?
N5 C20 C15 175.1(6) . . ?
C23 C21 C24 118.2(6) . . ?
C23 C21 C28 122.4(7) . . ?
C24 C21 C28 119.4(7) . . ?
C21 C23 C19 120.0(6) . . ?
C21 C23 H23 120.0 . . ?
C19 C23 H23 120.0 . . ?
C3 C24 C21 122.5(6) . . ?
C3 C24 H24 118.8 . . ?
C21 C24 H24 118.8 . . ?
C17 C25 C27 118.7(6) . . ?
C17 C25 C29 122.1(6) . . ?
C27 C25 C29 119.2(6) . . ?
C4 C26 F44 118.3(5) . . ?
C4 C26 C11 123.9(5) . . ?
F44 C26 C11 117.9(5) . . ?
C18 C27 C25 122.6(6) . . ?
C18 C27 H27 118.7 . . ?
C25 C27 H27 118.7 . . ?
C36 C28 C31 120.1(7) . . ?
C36 C28 C21 120.9(8) . . ?
C31 C28 C21 119.0(8) . . ?
C37 C29 C25 113.4(6) . . ?
C37 C29 H29A 108.9 . . ?
C25 C29 H29A 108.9 . . ?
C37 C29 H29B 108.9 . . ?
C25 C29 H29B 108.9 . . ?
H29A C29 H29B 107.7 . . ?
C28 C31 C40 124.9(9) . . ?
C28 C31 H31 117.5 . . ?
C40 C31 H31 117.5 . . ?
C9 C32 C41 136.1(12) . . ?
C9 C32 C36 114.8(8) . . ?
C41 C32 C36 109.1(11) . . ?
C39 C33 C34 115.9(7) . . ?
C39 C33 H33A 108.3 . . ?
C34 C33 H33A 108.3 . . ?
C39 C33 H33B 108.3 . . ?
C34 C33 H33B 108.3 . . ?
H33A C33 H33B 107.4 . . ?
C42 C34 C33 118.4(8) . . ?
C42 C34 H34A 107.7 . . ?
C33 C34 H34A 107.7 . . ?
C42 C34 H34B 107.7 . . ?
C33 C34 H34B 107.7 . . ?
H34A C34 H34B 107.1 . . ?
C37 C35 C39 114.4(7) . . ?
C37 C35 H35A 108.7 . . ?
C39 C35 H35A 108.7 . . ?
C37 C35 H35B 108.7 . . ?
C39 C35 H35B 108.7 . . ?
H35A C35 H35B 107.6 . . ?
C28 C36 C32 114.9(9) . . ?
C28 C36 H36 122.5 . . ?
C32 C36 H36 122.5 . . ?
C35 C37 C29 115.5(7) . . ?
C35 C37 H37A 108.4 . . ?
C29 C37 H37A 108.4 . . ?
C35 C37 H37B 108.4 . . ?
C29 C37 H37B 108.4 . . ?
H37A C37 H37B 107.5 . . ?
F2 C38 C7 118.0(5) . . ?
F2 C38 C13 118.1(5) . . ?
C7 C38 C13 123.9(5) . . ?
C33 C39 C35 115.9(7) . . ?
C33 C39 H39A 108.3 . . ?
C35 C39 H39A 108.3 . . ?
C33 C39 H39B 108.3 . . ?
C35 C39 H39B 108.3 . . ?
H39A C39 H39B 107.4 . . ?
C9 C40 C31 107.7(10) . . ?
C9 C40 H40 126.1 . . ?
C31 C40 H40 126.1 . . ?
C32 C41 H41A 109.5 . . ?
C32 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C32 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C34 C42 C43 119.2(9) . . ?
C34 C42 H42A 107.5 . . ?
C43 C42 H42A 107.5 . . ?
C34 C42 H42B 107.5 . . ?
C43 C42 H42B 107.5 . . ?
H42A C42 H42B 107.0 . . ?
C49 C43 C42 116.7(9) . . ?
C49 C43 H43A 108.1 . . ?
C42 C43 H43A 108.1 . . ?
C49 C43 H43B 108.1 . . ?
C42 C43 H43B 108.1 . . ?
H43A C43 H43B 107.3 . . ?
N47 C46 C2 175.0(7) . . ?
C49 C48 H48A 109.5 . . ?
C49 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C49 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C43 C49 C48 118.3(10) . . ?
C43 C49 H49A 107.7 . . ?
C48 C49 H49A 107.7 . . ?
C43 C49 H49B 107.7 . . ?
C48 C49 H49B 107.7 . . ?
H49A C49 H49B 107.1 . . ?

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
C19 C1 C3 C24 -3.2(8) . . . . ?
C14 C1 C3 C24 178.4(6) . . . . ?
C8 C2 C11 C26 -2.0(9) . . . . ?
C46 C2 C11 C26 177.9(5) . . . . ?
C8 C2 C11 C7 178.0(5) . . . . ?
C46 C2 C11 C7 -2.1(9) . . . . ?
F1 C7 C11 C2 0.3(8) . . . . ?
C38 C7 C11 C2 179.8(6) . . . . ?
F1 C7 C11 C26 -179.7(5) . . . . ?
C38 C7 C11 C26 -0.3(8) . . . . ?
C18 C6 C12 C14 -179.9(6) . . . . ?
C16 C6 C12 C14 -1.2(7) . . . . ?
C18 C6 C12 S1 -0.2(10) . . . . ?
C16 C6 C12 S1 178.4(4) . . . . ?
C19 S1 C12 C14 0.5(4) . . . . ?
C19 S1 C12 C6 -179.2(6) . . . . ?
C26 C4 C13 C15 179.8(6) . . . . ?
F45 C4 C13 C15 0.0(8) . . . . ?
C26 C4 C13 C38 0.7(8) . . . . ?
F45 C4 C13 C38 -179.1(5) . . . . ?
C6 C12 C14 C1 179.3(5) . . . . ?
S1 C12 C14 C1 -0.4(6) . . . . ?
C6 C12 C14 S2 1.3(6) . . . . ?
S1 C12 C14 S2 -178.5(3) . . . . ?
C3 C1 C14 C12 178.7(6) . . . . ?
C19 C1 C14 C12 0.1(7) . . . . ?
C3 C1 C14 S2 -3.8(10) . . . . ?
C19 C1 C14 S2 177.6(4) . . . . ?
C16 S2 C14 C12 -0.7(4) . . . . ?
C16 S2 C14 C1 -178.2(6) . . . . ?
C38 C13 C15 C10 -177.8(5) . . . . ?
C4 C13 C15 C10 3.2(9) . . . . ?
C38 C13 C15 C20 2.3(9) . . . . ?
C4 C13 C15 C20 -176.7(5) . . . . ?
C18 C6 C16 C17 0.2(9) . . . . ?
C12 C6 C16 C17 -178.7(5) . . . . ?
C18 C6 C16 S2 179.5(4) . . . . ?
C12 C6 C16 S2 0.7(6) . . . . ?
C14 S2 C16 C17 179.3(5) . . . . ?
C14 S2 C16 C6 0.0(4) . . . . ?
C6 C16 C17 C25 -0.1(9) . . . . ?
S2 C16 C17 C25 -179.4(4) . . . . ?
C16 C6 C18 C27 0.0(9) . . . . ?
C12 C6 C18 C27 178.6(6) . . . . ?
C3 C1 C19 C23 4.4(8) . . . . ?
C14 C1 C19 C23 -176.9(5) . . . . ?
C3 C1 C19 S1 -178.5(4) . . . . ?
C14 C1 C19 S1 0.2(6) . . . . ?
C12 S1 C19 C23 176.6(5) . . . . ?
C12 S1 C19 C1 -0.4(4) . . . . ?
C24 C21 C23 C19 -1.0(9) . . . . ?
C28 C21 C23 C19 177.3(5) . . . . ?
C1 C19 C23 C21 -2.2(9) . . . . ?
S1 C19 C23 C21 -179.0(5) . . . . ?
C1 C3 C24 C21 0.0(9) . . . . ?
C23 C21 C24 C3 2.2(9) . . . . ?
C28 C21 C24 C3 -176.2(5) . . . . ?
C16 C17 C25 C27 -0.1(9) . . . . ?
C16 C17 C25 C29 -179.9(5) . . . . ?
F45 C4 C26 F44 0.4(8) . . . . ?
C13 C4 C26 F44 -179.4(5) . . . . ?
F45 C4 C26 C11 179.9(5) . . . . ?
C13 C4 C26 C11 0.1(9) . . . . ?
C2 C11 C26 C4 179.6(5) . . . . ?
C7 C11 C26 C4 -0.3(8) . . . . ?
C2 C11 C26 F44 -0.9(9) . . . . ?
C7 C11 C26 F44 179.2(4) . . . . ?
C6 C18 C27 C25 -0.3(9) . . . . ?
C17 C25 C27 C18 0.3(9) . . . . ?
C29 C25 C27 C18 -179.9(6) . . . . ?
C23 C21 C28 C36 -151.1(7) . . . . ?
C24 C21 C28 C36 27.2(9) . . . . ?
C23 C21 C28 C31 26.6(9) . . . . ?
C24 C21 C28 C31 -155.1(6) . . . . ?
C17 C25 C29 C37 98.8(8) . . . . ?
C27 C25 C29 C37 -81.1(8) . . . . ?
C36 C28 C31 C40 1.1(11) . . . . ?
C21 C28 C31 C40 -176.6(6) . . . . ?
C40 C9 C32 C41 179.1(10) . . . . ?
C40 C9 C32 C36 -1.8(16) . . . . ?
C39 C33 C34 C42 177.0(8) . . . . ?
C31 C28 C36 C32 0.1(10) . . . . ?
C21 C28 C36 C32 177.9(6) . . . . ?
C9 C32 C36 C28 -0.1(10) . . . . ?
C41 C32 C36 C28 179.2(7) . . . . ?
C39 C35 C37 C29 -178.4(6) . . . . ?
C25 C29 C37 C35 -77.7(9) . . . . ?
F1 C7 C38 F2 -1.4(8) . . . . ?
C11 C7 C38 F2 179.1(5) . . . . ?
F1 C7 C38 C13 -179.4(5) . . . . ?
C11 C7 C38 C13 1.2(9) . . . . ?
C15 C13 C38 F2 1.6(8) . . . . ?
C4 C13 C38 F2 -179.3(4) . . . . ?
C15 C13 C38 C7 179.6(5) . . . . ?
C4 C13 C38 C7 -1.3(8) . . . . ?
C34 C33 C39 C35 -179.3(7) . . . . ?
C37 C35 C39 C33 170.4(7) . . . . ?
C32 C9 C40 C31 2.8(15) . . . . ?
C28 C31 C40 C9 -2.3(11) . . . . ?
C33 C34 C42 C43 178.2(8) . . . . ?
C34 C42 C43 C49 -178.9(9) . . . . ?
C42 C43 C49 C48 177.4(10) . . . . ?


#==============================================================================
# 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
#==============================================================================
####################################################################### 
# 
# 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_mTol-BTBT-C10_F2TCNQ
_database_code_depnum_ccdc_archive 'CCDC 2164778'
loop_
_audit_author_name
_audit_author_address
'Satoshi Matsuoka'
;Nagasaki University
Japan
;
_audit_update_record             
;
2022-04-06 deposited with the CCDC.	2022-10-11 downloaded from the CCDC.
;
_audit_creation_date             2022-03-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H34 S2, C12 H2 F2 N4'
_chemical_formula_sum            'C43 H36 F2 N4 S2'
_chemical_formula_weight         710.88
_chemical_melting_point          ?
_chemical_oxdiff_formula         C43H36F2N4S2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.1764(2)
_cell_length_b                   7.8969(2)
_cell_length_c                   34.0663(8)
_cell_angle_alpha                83.678(2)
_cell_angle_beta                 84.332(2)
_cell_angle_gamma                72.824(2)
_cell_volume                     1828.80(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    13611
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.0500
_cell_measurement_theta_min      2.6830
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.193
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.42878
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.291
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0494
_diffrn_reflns_av_unetI/netI     0.0449
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.939
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       45
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_number            54452
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.216
_diffrn_reflns_theta_min         1.809
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'PLATUS 200K area detector'
_diffrn_detector_area_resol_mean 5.811
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.939
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -108.00  72.00   0.50    3.00    --  -18.00  55.00  90.00  360
  2  ω   -108.00  72.00   0.50    3.00    --  -18.00  55.00 -45.00  360
  3  ω   -108.00  72.00   0.50    3.00    --  -18.00  55.00-180.00  360
  4  ω   -108.00  72.00   0.50    3.00    --  -18.00   0.00-180.00  360
  5  ω   -108.00  70.00   0.50    3.00    --  -18.00  55.00   0.00  356
  6  ω   -108.00  62.50   0.50    3.00    --  -18.00  55.00 -90.00  341
  7  ω   -108.00  30.00   0.50    3.00    --  -18.00  55.00-135.00  276
  8  ω   -108.00  36.00   0.50    3.00    --  -18.00  55.00 135.00  288
  9  ω   -106.00  48.00   0.50    3.00    --  -18.00  55.00  45.00  308
 10  ω      4.00   7.50   0.50    3.00    --  -18.00  33.00 -90.00    7
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0611333000
_diffrn_orient_matrix_UB_12      0.0360251000
_diffrn_orient_matrix_UB_13      0.0096076000
_diffrn_orient_matrix_UB_21      -0.0533897000
_diffrn_orient_matrix_UB_22      0.0870186000
_diffrn_orient_matrix_UB_23      -0.0070560000
_diffrn_orient_matrix_UB_31      -0.0645505000
_diffrn_orient_matrix_UB_32      0.0057371000
_diffrn_orient_matrix_UB_33      0.0172886000
_diffrn_radiation_monochromator  'curved graphite'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              RA-18HF
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6165
_reflns_number_total             9310
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SIR2008 (Burla et al.,  2007)'
_refine_diff_density_max         0.869
_refine_diff_density_min         -0.306
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     481
_refine_ls_number_reflns         9310
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1018
_refine_ls_R_factor_gt           0.0632
_refine_ls_restrained_S_all      1.028
_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)+(0.0914P)²+0.7790P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1659
_refine_ls_wR_factor_ref         0.1883
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(H5)=Sof(H8)=Sof(F1A)=Sof(F2A)=1-FVAR(1)
 Sof(H6)=Sof(H9)=Sof(F1)=Sof(F2)=FVAR(1)
3.a Secondary CH2 refined with riding coordinates:
 C34(H34A,H34B), C37(H37A,H37B), C36(H36A,H36B), C39(H39A,H39B), C35(H35A,
 H35B), C38(H38A,H38B), C41(H41A,H41B), C40(H40A,H40B), C42(H42A,H42B)
3.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C5(H5), C8(H8), C9(H9), C17(H17), C22(H22), C14(H14), C25(H25),
 C16(H16), C23(H23), C28(H28), C30(H30), C32(H32), C29(H29)
3.c Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C), C43(H43A,H43B,H43C)
;
_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
S2 S 0.14477(8) 0.70817(7) 0.71046(2) 0.03918(16) Uani 1 1 d . . . . .
S1 S 0.34453(8) 0.15148(7) 0.71280(2) 0.04235(17) Uani 1 1 d . . . . .
C4 C -0.2696(3) 0.3468(3) 0.67740(7) 0.0360(5) Uani 1 1 d . . . . .
C18 C 0.1817(3) 0.4185(3) 0.66148(7) 0.0361(5) Uani 1 1 d . . . . .
C7 C -0.2379(3) 0.5090(3) 0.74696(7) 0.0361(5) Uani 1 1 d . . . . .
C6 C -0.3177(3) 0.6135(3) 0.71207(7) 0.0378(5) Uani 1 1 d . . . . .
H6 H -0.359829 0.736859 0.711833 0.045 Uiso 0.895(3) 1 calc R . P A 1
C21 C 0.3036(3) 0.4412(3) 0.76198(7) 0.0372(5) Uani 1 1 d . . . . .
C5 C -0.3324(3) 0.5368(3) 0.67999(7) 0.0371(5) Uani 1 1 d . . . . .
H5 H -0.385970 0.609643 0.658125 0.044 Uiso 0.105(3) 1 calc R . P A 2
C8 C -0.1755(3) 0.3186(3) 0.74453(7) 0.0375(5) Uani 1 1 d . . . . .
H8 H -0.122324 0.245970 0.766444 0.045 Uiso 0.105(3) 1 calc R . P A 2
C9 C -0.1904(3) 0.2419(3) 0.71249(7) 0.0379(5) Uani 1 1 d . . . . .
H9 H -0.148890 0.118522 0.712784 0.045 Uiso 0.895(3) 1 calc R . P A 1
C1 C -0.2247(4) 0.0775(3) 0.64474(7) 0.0452(6) Uani 1 1 d . . . . .
C10 C -0.2227(3) 0.5871(3) 0.78024(7) 0.0405(5) Uani 1 1 d . . . . .
C19 C 0.2000(3) 0.4919(3) 0.69694(7) 0.0358(5) Uani 1 1 d . . . . .
C12 C -0.2834(4) 0.7772(3) 0.78029(7) 0.0467(6) Uani 1 1 d . . . . .
C20 C 0.2830(3) 0.3674(3) 0.72669(7) 0.0374(5) Uani 1 1 d . . . . .
C3 C -0.2833(3) 0.2672(3) 0.64428(7) 0.0385(5) Uani 1 1 d . . . . .
C17 C 0.1034(3) 0.4982(3) 0.62578(7) 0.0413(5) Uani 1 1 d . . . . .
H17 H 0.047533 0.620663 0.622383 0.050 Uiso 1 1 calc R . . . .
C22 C 0.3789(3) 0.3598(3) 0.79793(7) 0.0446(6) Uani 1 1 d . . . . .
H22 H 0.424960 0.236545 0.801925 0.054 Uiso 1 1 calc R . . . .
C14 C 0.2684(3) 0.1271(3) 0.63511(8) 0.0446(6) Uani 1 1 d . . . . .
H14 H 0.322906 0.004446 0.638449 0.054 Uiso 1 1 calc R . . . .
C13 C 0.2591(3) 0.2305(3) 0.66593(7) 0.0390(5) Uani 1 1 d . . . . .
C26 C 0.2335(3) 0.6284(3) 0.75718(7) 0.0371(5) Uani 1 1 d . . . . .
C25 C 0.2398(3) 0.7331(3) 0.78719(7) 0.0434(5) Uani 1 1 d . . . . .
H25 H 0.193730 0.856403 0.783498 0.052 Uiso 1 1 calc R . . . .
C11 C -0.1525(4) 0.4941(4) 0.81669(8) 0.0499(6) Uani 1 1 d . . . . .
C15 C 0.1962(3) 0.2069(3) 0.59937(7) 0.0447(6) Uani 1 1 d . . . . .
C2 C -0.3531(4) 0.3593(3) 0.60754(8) 0.0482(6) Uani 1 1 d . . . . .
N2 N -0.1792(4) -0.0734(3) 0.64497(7) 0.0624(6) Uani 1 1 d . . . . .
C16 C 0.1099(3) 0.3939(3) 0.59581(7) 0.0451(5) Uani 1 1 d . . . . .
H16 H 0.055735 0.447671 0.572245 0.054 Uiso 1 1 calc R . . . .
N4 N -0.3313(4) 0.9281(3) 0.78091(8) 0.0672(7) Uani 1 1 d . . . . .
C24 C 0.3154(3) 0.6510(4) 0.82242(7) 0.0471(6) Uani 1 1 d . . . . .
C23 C 0.3837(4) 0.4644(4) 0.82728(7) 0.0486(6) Uani 1 1 d . . . . .
H23 H 0.433916 0.409896 0.851139 0.058 Uiso 1 1 calc R . . . .
C34 C 0.3247(4) 0.7577(4) 0.85601(8) 0.0615(7) Uani 1 1 d . . . . .
H34A H 0.319802 0.878034 0.845457 0.074 Uiso 1 1 calc R . . . .
H34B H 0.448558 0.705692 0.867870 0.074 Uiso 1 1 calc R . . . .
C27 C 0.2126(3) 0.0988(4) 0.56551(8) 0.0516(6) Uani 1 1 d . . . . .
N3 N -0.1010(4) 0.4298(4) 0.84671(8) 0.0773(8) Uani 1 1 d . . . . .
N1 N -0.4040(4) 0.4197(4) 0.57734(8) 0.0719(7) Uani 1 1 d . . . . .
C37 C -0.1963(5) 0.8991(5) 0.90948(10) 0.0779(9) Uani 1 1 d . . . . .
H37A H -0.225765 0.785893 0.912777 0.094 Uiso 1 1 calc R . . . .
H37B H -0.148439 0.914678 0.934092 0.094 Uiso 1 1 calc R . . . .
C31 C 0.2477(4) 0.0723(5) 0.49420(9) 0.0658(8) Uani 1 1 d . . . . .
C28 C 0.2221(4) -0.0813(4) 0.57152(10) 0.0657(8) Uani 1 1 d . . . . .
H28 H 0.211271 -0.133468 0.597152 0.079 Uiso 1 1 calc R . . . .
C36 C -0.0338(4) 0.8895(4) 0.87708(9) 0.0658(8) Uani 1 1 d . . . . .
H36A H -0.071625 0.852387 0.853595 0.079 Uiso 1 1 calc R . . . .
H36B H -0.018567 1.007563 0.870505 0.079 Uiso 1 1 calc R . . . .
C30 C 0.2569(4) -0.1051(5) 0.50323(11) 0.0703(9) Uani 1 1 d . . . . .
H30 H 0.270768 -0.174877 0.482243 0.084 Uiso 1 1 calc R . . . .
C39 C -0.5403(5) 1.0504(5) 0.93565(11) 0.0806(10) Uani 1 1 d . . . . .
H39A H -0.573661 0.939081 0.938122 0.097 Uiso 1 1 calc R . . . .
H39B H -0.488846 1.059976 0.960327 0.097 Uiso 1 1 calc R . . . .
C32 C 0.2243(4) 0.1754(4) 0.52717(9) 0.0609(8) Uani 1 1 d . . . . .
H32 H 0.216858 0.295539 0.522838 0.073 Uiso 1 1 calc R . . . .
C35 C 0.1588(5) 0.7646(4) 0.88792(9) 0.0686(8) Uani 1 1 d . . . . .
H35A H 0.144142 0.646037 0.893792 0.082 Uiso 1 1 calc R . . . .
H35B H 0.194497 0.799764 0.911863 0.082 Uiso 1 1 calc R . . . .
C38 C -0.3814(5) 1.0429(5) 0.90288(10) 0.0745(9) Uani 1 1 d . . . . .
H38A H -0.430429 1.026987 0.878424 0.089 Uiso 1 1 calc R . . . .
H38B H -0.352430 1.156286 0.899487 0.089 Uiso 1 1 calc R . . . .
C41 C -0.8849(6) 1.2054(5) 0.96187(11) 0.0890(11) Uani 1 1 d . . . . .
H41A H -0.916249 1.093255 0.963876 0.107 Uiso 1 1 calc R . . . .
H41B H -0.837590 1.215509 0.986962 0.107 Uiso 1 1 calc R . . . .
C29 C 0.2474(5) -0.1831(5) 0.53967(12) 0.0761(9) Uani 1 1 d . . . . .
H29 H 0.257516 -0.303789 0.543751 0.091 Uiso 1 1 calc R . . . .
C40 C -0.7229(5) 1.1995(5) 0.93026(11) 0.0837(10) Uani 1 1 d . . . . .
H40A H -0.771325 1.192222 0.905092 0.100 Uiso 1 1 calc R . . . .
H40B H -0.689804 1.310715 0.928668 0.100 Uiso 1 1 calc R . . . .
C33 C 0.2603(5) 0.1570(6) 0.45421(11) 0.0911(11) Uani 1 1 d . . . . .
H33A H 0.366158 0.082709 0.438842 0.137 Uiso 1 1 calc GR . . . .
H33B H 0.283075 0.270222 0.455294 0.137 Uiso 1 1 calc GR . . . .
H33C H 0.139995 0.174054 0.442154 0.137 Uiso 1 1 calc GR . . . .
C42 C -1.0666(6) 1.3512(7) 0.95585(13) 0.1128(15) Uani 1 1 d . . . . .
H42A H -1.110448 1.343922 0.930218 0.135 Uiso 1 1 calc R . . . .
H42B H -1.035750 1.463292 0.954869 0.135 Uiso 1 1 calc R . . . .
C43 C -1.2308(7) 1.3552(8) 0.98592(16) 0.142(2) Uani 1 1 d . . . . .
H43A H -1.344941 1.446684 0.977743 0.212 Uiso 1 1 calc GR . . . .
H43B H -1.196685 1.379220 1.010849 0.212 Uiso 1 1 calc GR . . . .
H43C H -1.257553 1.242099 0.988690 0.212 Uiso 1 1 calc GR . . . .
F1 F -0.4103(2) 0.63841(19) 0.64821(5) 0.0504(5) Uani 0.895(3) 1 d . . P A 1
F2 F -0.0975(2) 0.21712(19) 0.77599(5) 0.0512(5) Uani 0.895(3) 1 d . . P A 1
F1A F -0.390(2) 0.7839(15) 0.7114(4) 0.059(4) Uani 0.105(3) 1 d . . P A 2
F2A F -0.116(2) 0.0698(16) 0.7152(4) 0.058(4) Uani 0.105(3) 1 d . . P A 2


_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
S2 C19 1.739(2) . ?
S2 C26 1.754(2) . ?
S1 C20 1.737(2) . ?
S1 C13 1.750(2) . ?
C4 C5 1.444(3) . ?
C4 C9 1.441(3) . ?
C4 C3 1.375(3) . ?
C18 C19 1.429(3) . ?
C18 C17 1.396(3) . ?
C18 C13 1.419(3) . ?
C7 C6 1.436(3) . ?
C7 C8 1.445(3) . ?
C7 C10 1.377(3) . ?
C6 C5 1.333(3) . ?
C6 F1A 1.290(12) . ?
C21 C20 1.430(3) . ?
C21 C22 1.399(3) . ?
C21 C26 1.410(3) . ?
C5 F1 1.338(2) . ?
C8 C9 1.333(3) . ?
C8 F2 1.330(2) . ?
C9 F2A 1.301(12) . ?
C1 C3 1.430(3) . ?
C1 N2 1.139(3) . ?
C10 C12 1.435(3) . ?
C10 C11 1.428(3) . ?
C19 C20 1.379(3) . ?
C12 N4 1.140(3) . ?
C3 C2 1.433(3) . ?
C17 C16 1.369(3) . ?
C22 C23 1.374(3) . ?
C14 C13 1.384(3) . ?
C14 C15 1.382(4) . ?
C26 C25 1.396(3) . ?
C25 C24 1.380(3) . ?
C11 N3 1.136(3) . ?
C15 C16 1.420(3) . ?
C15 C27 1.485(3) . ?
C2 N1 1.133(3) . ?
C24 C23 1.405(4) . ?
C24 C34 1.512(4) . ?
C34 C35 1.524(4) . ?
C27 C28 1.396(4) . ?
C27 C32 1.383(4) . ?
C37 C36 1.516(4) . ?
C37 C38 1.488(4) . ?
C31 C30 1.384(5) . ?
C31 C32 1.427(4) . ?
C31 C33 1.457(5) . ?
C28 C29 1.387(4) . ?
C36 C35 1.495(4) . ?
C30 C29 1.328(5) . ?
C39 C38 1.508(4) . ?
C39 C40 1.491(5) . ?
C41 C40 1.499(5) . ?
C41 C42 1.477(5) . ?
C42 C43 1.479(6) . ?

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
C19 S2 C26 90.63(10) . . ?
C20 S1 C13 90.70(11) . . ?
C9 C4 C5 115.3(2) . . ?
C3 C4 C5 123.7(2) . . ?
C3 C4 C9 121.0(2) . . ?
C17 C18 C19 131.7(2) . . ?
C17 C18 C13 118.6(2) . . ?
C13 C18 C19 109.8(2) . . ?
C6 C7 C8 115.53(19) . . ?
C10 C7 C6 121.5(2) . . ?
C10 C7 C8 123.0(2) . . ?
C5 C6 C7 121.13(19) . . ?
F1A C6 C7 121.5(7) . . ?
F1A C6 C5 117.2(7) . . ?
C22 C21 C20 131.2(2) . . ?
C22 C21 C26 118.8(2) . . ?
C26 C21 C20 110.02(19) . . ?
C6 C5 C4 123.5(2) . . ?
C6 C5 F1 119.49(19) . . ?
F1 C5 C4 117.0(2) . . ?
C9 C8 C7 123.4(2) . . ?
F2 C8 C7 117.4(2) . . ?
F2 C8 C9 119.23(19) . . ?
C8 C9 C4 121.14(19) . . ?
F2A C9 C4 124.5(7) . . ?
F2A C9 C8 114.2(7) . . ?
N2 C1 C3 179.5(3) . . ?
C7 C10 C12 120.0(2) . . ?
C7 C10 C11 125.4(2) . . ?
C11 C10 C12 114.5(2) . . ?
C18 C19 S2 133.41(17) . . ?
C20 C19 S2 112.15(17) . . ?
C20 C19 C18 114.42(19) . . ?
N4 C12 C10 179.0(3) . . ?
C21 C20 S1 133.34(17) . . ?
C19 C20 S1 112.27(17) . . ?
C19 C20 C21 114.38(19) . . ?
C4 C3 C1 120.1(2) . . ?
C4 C3 C2 125.4(2) . . ?
C1 C3 C2 114.6(2) . . ?
C16 C17 C18 119.2(2) . . ?
C23 C22 C21 119.1(2) . . ?
C15 C14 C13 119.7(2) . . ?
C18 C13 S1 112.82(17) . . ?
C14 C13 S1 125.60(18) . . ?
C14 C13 C18 121.5(2) . . ?
C21 C26 S2 112.82(17) . . ?
C25 C26 S2 125.66(18) . . ?
C25 C26 C21 121.5(2) . . ?
C24 C25 C26 119.1(2) . . ?
N3 C11 C10 175.8(3) . . ?
C14 C15 C16 118.4(2) . . ?
C14 C15 C27 120.4(2) . . ?
C16 C15 C27 121.3(2) . . ?
N1 C2 C3 174.7(3) . . ?
C17 C16 C15 122.5(2) . . ?
C25 C24 C23 119.4(2) . . ?
C25 C24 C34 121.3(2) . . ?
C23 C24 C34 119.3(2) . . ?
C22 C23 C24 122.2(2) . . ?
C24 C34 C35 112.9(2) . . ?
C28 C27 C15 121.2(3) . . ?
C32 C27 C15 119.8(3) . . ?
C32 C27 C28 118.9(3) . . ?
C38 C37 C36 115.8(3) . . ?
C30 C31 C32 116.0(3) . . ?
C30 C31 C33 124.7(3) . . ?
C32 C31 C33 119.3(3) . . ?
C29 C28 C27 120.7(3) . . ?
C35 C36 C37 113.9(3) . . ?
C29 C30 C31 124.8(3) . . ?
C40 C39 C38 115.3(3) . . ?
C27 C32 C31 120.7(3) . . ?
C36 C35 C34 114.4(3) . . ?
C37 C38 C39 114.8(3) . . ?
C42 C41 C40 115.6(3) . . ?
C30 C29 C28 118.8(3) . . ?
C39 C40 C41 116.0(3) . . ?
C41 C42 C43 116.4(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.497
_oxdiff_exptl_absorpt_empirical_full_min 0.356
####################################################################### 
# 
# 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_mTol-BTBT-C10-TCNQ
_database_code_depnum_ccdc_archive 'CCDC 2164780'
loop_
_audit_author_name
_audit_author_address
'Satoshi Matsuoka'
;Nagasaki University
Japan
;
_audit_update_record             
;
2022-04-06 deposited with the CCDC.	2022-10-11 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C43 H38 N4 S2'
_chemical_formula_moiety         'C43 H38 N4 S2'
_chemical_formula_weight         674.92
_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                   7.6951(3)
_cell_length_b                   8.7806(3)
_cell_length_c                   28.7331(11)
_cell_angle_alpha                95.671(3)
_cell_angle_beta                 92.392(3)
_cell_angle_gamma                111.895(3)
_cell_volume                     1786.07(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5506
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      24.73
_cell_measurement_temperature    296
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_crystal_density_diffrn    1.255
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             712.00
_exptl_absorpt_coefficient_mu    0.186
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.985
_exptl_absorpt_correction_T_max  1.000

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

_diffrn_ambient_temperature      296
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_reflns_number            23738
_diffrn_reflns_av_unetI/netI     0.0730
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_theta_max         29.294
_diffrn_reflns_theta_min         2.145
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.917
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.917
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.917
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_limit_l_max       39
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             8962
_reflns_number_gt                4709
_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          0.1345
_refine_ls_R_factor_gt           0.0602
_refine_ls_wR_factor_ref         0.1774
_refine_ls_wR_factor_gt          0.1453
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         8962
_refine_ls_number_parameters     442
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0888P)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          0.000
_refine_diff_density_max         0.28
_refine_diff_density_min         -0.23
_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 0.0033 0.0016
;
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 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
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 0.60922(8) -0.00027(7) 0.27100(2) 0.04561(19) Uani 1 1 d . . . . .
S2 S 0.14807(9) 0.13900(8) 0.25349(2) 0.0509(2) Uani 1 1 d . . . . .
N25 N 0.6930(3) -0.1452(3) 0.39008(8) 0.0653(6) Uani 1 1 d . . . . .
N26 N 0.3475(4) 0.1323(3) 0.43180(9) 0.0756(7) Uani 1 1 d . . . . .
N46 N -0.1622(3) -0.7339(3) 0.18677(9) 0.0686(7) Uani 1 1 d . . . . .
N47 N -0.4914(3) -0.4415(3) 0.22792(9) 0.0719(7) Uani 1 1 d . . . . .
C1 C 0.3963(3) 0.0040(3) 0.25055(8) 0.0418(6) Uani 1 1 d . . . . .
C2 C -0.0464(3) -0.3973(3) 0.27423(8) 0.0394(5) Uani 1 1 d . . . . .
C3 C 0.8218(3) 0.3918(3) 0.37353(8) 0.0421(6) Uani 1 1 d . . . . .
C4 C 0.2512(3) -0.0959(3) 0.21506(8) 0.0422(6) Uani 1 1 d . . . . .
C5 C 0.2410(3) -0.2009(3) 0.34457(8) 0.0397(5) Uani 1 1 d . . . . .
C6 C -0.0656(3) -0.2654(3) 0.30500(8) 0.0440(6) Uani 1 1 d . . . . .
H6 H -0.174594 -0.243743 0.301520 0.053 Uiso 1 1 calc R U . . .
C7 C 0.1260(3) -0.4243(3) 0.28009(8) 0.0418(6) Uani 1 1 d . . . . .
H7 H 0.143477 -0.507582 0.260606 0.050 Uiso 1 1 calc R U . . .
C8 C 0.1060(3) -0.0350(3) 0.21277(8) 0.0447(6) Uani 1 1 d . . . . .
C9 C -0.1855(3) -0.4922(3) 0.24036(8) 0.0427(6) Uani 1 1 d . . . . .
C10 C 0.9869(3) 0.4804(3) 0.40832(8) 0.0455(6) Uani 1 1 d . . . . .
C11 C 0.3804(3) -0.1052(3) 0.37814(8) 0.0420(6) Uani 1 1 d . . . . .
C12 C 0.5190(3) 0.3719(3) 0.33899(9) 0.0498(6) Uani 1 1 d . . . . .
H12 H 0.423681 0.412826 0.337940 0.060 Uiso 1 1 calc R U . . .
C13 C -0.1715(3) -0.6266(3) 0.21028(9) 0.0487(6) Uani 1 1 d . . . . .
C14 C 0.2616(3) -0.3310(3) 0.31330(8) 0.0410(6) Uani 1 1 d . . . . .
H14 H 0.372058 -0.350652 0.316278 0.049 Uiso 1 1 calc R U . . .
C15 C 0.6742(4) 0.4494(3) 0.37024(9) 0.0502(6) Uani 1 1 d . . . . .
H15 H 0.682303 0.542963 0.389888 0.060 Uiso 1 1 calc R U . . .
C16 C -0.3558(4) -0.4642(3) 0.23337(9) 0.0504(6) Uani 1 1 d . . . . .
C17 C 0.0690(3) -0.1735(3) 0.33836(8) 0.0449(6) Uani 1 1 d . . . . .
H17 H 0.051253 -0.090530 0.357896 0.054 Uiso 1 1 calc R U . . .
C18 C 0.5543(4) -0.1284(3) 0.38493(9) 0.0480(6) Uani 1 1 d . . . . .
C19 C -0.0489(4) -0.1073(3) 0.18002(9) 0.0526(7) Uani 1 1 d . . . . .
H19 H -0.143242 -0.065193 0.179132 0.063 Uiso 1 1 calc R U . . .
C20 C -0.0618(4) -0.2413(3) 0.14896(9) 0.0552(7) Uani 1 1 d . . . . .
C21 C 0.2353(4) -0.2337(3) 0.18408(9) 0.0516(6) Uani 1 1 d . . . . .
H21 H 0.328019 -0.277636 0.185123 0.062 Uiso 1 1 calc R U . . .
C22 C 0.3628(4) 0.0269(3) 0.40840(9) 0.0510(6) Uani 1 1 d . . . . .
C23 C 0.0816(4) -0.3040(3) 0.15200(9) 0.0568(7) Uani 1 1 d . . . . .
H23 H 0.071740 -0.396302 0.131532 0.068 Uiso 1 1 calc R U . . .
C24 C 0.9943(4) 0.6127(3) 0.44032(9) 0.0537(7) Uani 1 1 d . . . . .
H24 H 0.893314 0.646460 0.439473 0.064 Uiso 1 1 calc R U . . .
C27 C 0.3597(3) 0.1320(3) 0.27365(8) 0.0420(6) Uani 1 1 d . . . . .
C28 C 1.1398(4) 0.4336(3) 0.41082(10) 0.0602(7) Uani 1 1 d . . . . .
H28 H 1.139892 0.344655 0.390394 0.072 Uiso 1 1 calc R U . . .
C29 C 0.5031(3) 0.2329(3) 0.30895(8) 0.0418(6) Uani 1 1 d . . . . .
C30 C 1.1448(4) 0.6967(3) 0.47343(9) 0.0567(7) Uani 1 1 d . . . . .
C31 C 1.2948(4) 0.6460(4) 0.47389(10) 0.0677(8) Uani 1 1 d . . . . .
H31 H 1.398550 0.700726 0.495417 0.081 Uiso 1 1 calc R U . . .
C32 C -0.2219(5) -0.3227(4) 0.11123(11) 0.0818(10) Uani 1 1 d . . . . .
H32A H -0.170457 -0.355039 0.083430 0.098 Uiso 1 1 calc R U . . .
H32B H -0.307269 -0.423535 0.121713 0.098 Uiso 1 1 calc R U . . .
C33 C 1.1437(5) 0.8362(4) 0.50790(11) 0.0853(10) Uani 1 1 d . . . . .
H33A H 1.029078 0.853675 0.502285 0.102 Uiso 1 1 calc R U . . .
H33B H 1.152363 0.808963 0.539238 0.102 Uiso 1 1 calc R U . . .
H33C H 1.248894 0.935075 0.504248 0.102 Uiso 1 1 calc R U . . .
C34 C -0.4723(4) -0.3065(4) 0.05515(10) 0.0744(9) Uani 1 1 d . . . . .
H34A H -0.403378 -0.318597 0.028461 0.089 Uiso 1 1 calc R U . . .
H34B H -0.552538 -0.416778 0.060928 0.089 Uiso 1 1 calc R U . . .
C35 C -1.1170(5) -0.2028(4) -0.06875(12) 0.0819(9) Uani 1 1 d . . . . .
H35A H -1.049538 -0.084565 -0.068065 0.098 Uiso 1 1 calc R U . . .
H35B H -1.201175 -0.218845 -0.043865 0.098 Uiso 1 1 calc R U . . .
C36 C -0.3331(4) -0.2283(4) 0.09721(11) 0.0791(9) Uani 1 1 d . . . . .
H36A H -0.247411 -0.120798 0.090736 0.095 Uiso 1 1 calc R U . . .
H36B H -0.400750 -0.210032 0.123565 0.095 Uiso 1 1 calc R U . . .
C37 C -0.7235(5) -0.2897(4) -0.00145(10) 0.0804(10) Uani 1 1 d . . . . .
H37A H -0.647578 -0.287040 -0.027693 0.096 Uiso 1 1 calc R U . . .
H37B H -0.796408 -0.405027 0.001180 0.096 Uiso 1 1 calc R U . . .
C38 C 1.2919(4) 0.5168(4) 0.44312(11) 0.0723(9) Uani 1 1 d . . . . .
H38 H 1.393714 0.484094 0.443871 0.087 Uiso 1 1 calc R U . . .
C39 C -0.8557(5) -0.2109(4) -0.01315(12) 0.0891(11) Uani 1 1 d . . . . .
H39A H -0.783333 -0.094414 -0.014256 0.107 Uiso 1 1 calc R U . . .
H39B H -0.935875 -0.218492 0.012404 0.107 Uiso 1 1 calc R U . . .
C40 C -1.3757(5) -0.1913(5) -0.12335(13) 0.0977(12) Uani 1 1 d . . . . .
H40A H -1.443546 -0.239322 -0.153388 0.117 Uiso 1 1 calc R U . . .
H40B H -1.461806 -0.213040 -0.099325 0.117 Uiso 1 1 calc R U . . .
H40C H -1.313226 -0.074034 -0.123197 0.117 Uiso 1 1 calc R U . . .
C41 C -0.9787(5) -0.2770(4) -0.05761(11) 0.0844(10) Uani 1 1 d . . . . .
H41A H -0.898401 -0.265300 -0.083247 0.101 Uiso 1 1 calc R U . . .
H41B H -1.047153 -0.394481 -0.057036 0.101 Uiso 1 1 calc R U . . .
C42 C -1.2335(5) -0.2653(5) -0.11422(12) 0.0953(11) Uani 1 1 d . . . . .
H42A H -1.298602 -0.384099 -0.115517 0.114 Uiso 1 1 calc R U . . .
H42B H -1.150382 -0.245431 -0.139331 0.114 Uiso 1 1 calc R U . . .
C43 C -0.5938(5) -0.2187(4) 0.04199(11) 0.0884(10) Uani 1 1 d . . . . .
H43A H -0.513534 -0.106049 0.038353 0.106 Uiso 1 1 calc R U . . .
H43B H -0.668819 -0.213219 0.067935 0.106 Uiso 1 1 calc R U . . .
C44 C 0.6506(3) 0.1749(3) 0.31148(8) 0.0403(5) Uani 1 1 d . . . . .
C45 C 0.8073(3) 0.2538(3) 0.34376(8) 0.0436(6) Uani 1 1 d . . . . .
H45 H 0.902603 0.212924 0.345172 0.052 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# 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 C1 1.732(2) . ?
S1 C44 1.752(2) . ?
S2 C27 1.730(2) . ?
S2 C8 1.747(2) . ?
N25 C18 1.136(3) . ?
N26 C22 1.134(3) . ?
N46 C13 1.130(3) . ?
N47 C16 1.141(3) . ?
C1 C27 1.374(3) . ?
C1 C4 1.433(3) . ?
C2 C9 1.370(3) . ?
C2 C7 1.438(3) . ?
C2 C6 1.443(3) . ?
C3 C45 1.378(3) . ?
C3 C15 1.408(3) . ?
C3 C10 1.490(3) . ?
C4 C21 1.393(3) . ?
C4 C8 1.409(3) . ?
C5 C11 1.367(3) . ?
C5 C17 1.437(3) . ?
C5 C14 1.443(3) . ?
C6 C17 1.336(3) . ?
C6 H6 0.9300 . ?
C7 C14 1.340(3) . ?
C7 H7 0.9300 . ?
C8 C19 1.391(3) . ?
C9 C16 1.430(3) . ?
C9 C13 1.432(3) . ?
C10 C28 1.384(3) . ?
C10 C24 1.390(3) . ?
C11 C22 1.431(3) . ?
C11 C18 1.435(3) . ?
C12 C15 1.371(3) . ?
C12 C29 1.386(3) . ?
C12 H12 0.9300 . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C17 H17 0.9300 . ?
C19 C20 1.374(3) . ?
C19 H19 0.9300 . ?
C20 C23 1.408(4) . ?
C20 C32 1.511(4) . ?
C21 C23 1.372(4) . ?
C21 H21 0.9300 . ?
C23 H23 0.9300 . ?
C24 C30 1.386(4) . ?
C24 H24 0.9300 . ?
C27 C29 1.426(3) . ?
C28 C38 1.379(4) . ?
C28 H28 0.9300 . ?
C29 C44 1.408(3) . ?
C30 C31 1.384(4) . ?
C30 C33 1.499(4) . ?
C31 C38 1.360(4) . ?
C31 H31 0.9300 . ?
C32 C36 1.466(4) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 C43 1.475(4) . ?
C34 C36 1.503(4) . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C35 C41 1.479(4) . ?
C35 C42 1.485(4) . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 C39 1.473(4) . ?
C37 C43 1.490(4) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C38 H38 0.9300 . ?
C39 C41 1.486(4) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 C42 1.493(4) . ?
C40 H40A 0.9600 . ?
C40 H40B 0.9600 . ?
C40 H40C 0.9600 . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C44 C45 1.397(3) . ?
C45 H45 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
C1 S1 C44 90.75(11) . . ?
C27 S2 C8 90.43(11) . . ?
C27 C1 C4 113.4(2) . . ?
C27 C1 S1 112.37(18) . . ?
C4 C1 S1 134.25(19) . . ?
C9 C2 C7 121.0(2) . . ?
C9 C2 C6 121.5(2) . . ?
C7 C2 C6 117.4(2) . . ?
C45 C3 C15 117.9(2) . . ?
C45 C3 C10 122.3(2) . . ?
C15 C3 C10 119.9(2) . . ?
C21 C4 C8 118.5(2) . . ?
C21 C4 C1 131.2(2) . . ?
C8 C4 C1 110.3(2) . . ?
C11 C5 C17 121.2(2) . . ?
C11 C5 C14 121.5(2) . . ?
C17 C5 C14 117.3(2) . . ?
C17 C6 C2 121.7(2) . . ?
C17 C6 H6 119.1 . . ?
C2 C6 H6 119.1 . . ?
C14 C7 C2 120.8(2) . . ?
C14 C7 H7 119.6 . . ?
C2 C7 H7 119.6 . . ?
C19 C8 C4 121.6(2) . . ?
C19 C8 S2 125.6(2) . . ?
C4 C8 S2 112.81(18) . . ?
C2 C9 C16 121.7(2) . . ?
C2 C9 C13 122.5(2) . . ?
C16 C9 C13 115.9(2) . . ?
C28 C10 C24 116.5(2) . . ?
C28 C10 C3 121.7(2) . . ?
C24 C10 C3 121.8(2) . . ?
C5 C11 C22 121.8(2) . . ?
C5 C11 C18 122.5(2) . . ?
C22 C11 C18 115.7(2) . . ?
C15 C12 C29 120.4(2) . . ?
C15 C12 H12 119.8 . . ?
C29 C12 H12 119.8 . . ?
N46 C13 C9 179.1(3) . . ?
C7 C14 C5 121.7(2) . . ?
C7 C14 H14 119.1 . . ?
C5 C14 H14 119.1 . . ?
C12 C15 C3 122.1(2) . . ?
C12 C15 H15 119.0 . . ?
C3 C15 H15 119.0 . . ?
N47 C16 C9 179.8(3) . . ?
C6 C17 C5 121.1(2) . . ?
C6 C17 H17 119.5 . . ?
C5 C17 H17 119.5 . . ?
N25 C18 C11 179.2(3) . . ?
C20 C19 C8 119.6(2) . . ?
C20 C19 H19 120.2 . . ?
C8 C19 H19 120.2 . . ?
C19 C20 C23 118.6(2) . . ?
C19 C20 C32 122.8(3) . . ?
C23 C20 C32 118.6(3) . . ?
C23 C21 C4 119.4(2) . . ?
C23 C21 H21 120.3 . . ?
C4 C21 H21 120.3 . . ?
N26 C22 C11 178.9(3) . . ?
C21 C23 C20 122.3(2) . . ?
C21 C23 H23 118.8 . . ?
C20 C23 H23 118.8 . . ?
C30 C24 C10 123.3(3) . . ?
C30 C24 H24 118.3 . . ?
C10 C24 H24 118.3 . . ?
C1 C27 C29 114.1(2) . . ?
C1 C27 S2 113.07(18) . . ?
C29 C27 S2 132.85(19) . . ?
C38 C28 C10 121.1(3) . . ?
C38 C28 H28 119.5 . . ?
C10 C28 H28 119.5 . . ?
C12 C29 C44 118.1(2) . . ?
C12 C29 C27 131.4(2) . . ?
C44 C29 C27 110.5(2) . . ?
C31 C30 C24 117.6(3) . . ?
C31 C30 C33 121.2(3) . . ?
C24 C30 C33 121.1(3) . . ?
C38 C31 C30 120.6(3) . . ?
C38 C31 H31 119.7 . . ?
C30 C31 H31 119.7 . . ?
C36 C32 C20 118.4(3) . . ?
C36 C32 H32A 107.7 . . ?
C20 C32 H32A 107.7 . . ?
C36 C32 H32B 107.7 . . ?
C20 C32 H32B 107.7 . . ?
H32A C32 H32B 107.1 . . ?
C30 C33 H33A 109.5 . . ?
C30 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C30 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C43 C34 C36 116.8(3) . . ?
C43 C34 H34A 108.1 . . ?
C36 C34 H34A 108.1 . . ?
C43 C34 H34B 108.1 . . ?
C36 C34 H34B 108.1 . . ?
H34A C34 H34B 107.3 . . ?
C41 C35 C42 117.4(3) . . ?
C41 C35 H35A 108.0 . . ?
C42 C35 H35A 108.0 . . ?
C41 C35 H35B 108.0 . . ?
C42 C35 H35B 108.0 . . ?
H35A C35 H35B 107.2 . . ?
C32 C36 C34 115.7(3) . . ?
C32 C36 H36A 108.3 . . ?
C34 C36 H36A 108.3 . . ?
C32 C36 H36B 108.3 . . ?
C34 C36 H36B 108.3 . . ?
H36A C36 H36B 107.4 . . ?
C39 C37 C43 117.8(3) . . ?
C39 C37 H37A 107.9 . . ?
C43 C37 H37A 107.9 . . ?
C39 C37 H37B 107.9 . . ?
C43 C37 H37B 107.9 . . ?
H37A C37 H37B 107.2 . . ?
C31 C38 C28 120.9(3) . . ?
C31 C38 H38 119.6 . . ?
C28 C38 H38 119.6 . . ?
C37 C39 C41 117.7(3) . . ?
C37 C39 H39A 107.9 . . ?
C41 C39 H39A 107.9 . . ?
C37 C39 H39B 107.9 . . ?
C41 C39 H39B 107.9 . . ?
H39A C39 H39B 107.2 . . ?
C42 C40 H40A 109.5 . . ?
C42 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
C42 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C35 C41 C39 118.0(3) . . ?
C35 C41 H41A 107.8 . . ?
C39 C41 H41A 107.8 . . ?
C35 C41 H41B 107.8 . . ?
C39 C41 H41B 107.8 . . ?
H41A C41 H41B 107.1 . . ?
C35 C42 C40 115.7(3) . . ?
C35 C42 H42A 108.4 . . ?
C40 C42 H42A 108.4 . . ?
C35 C42 H42B 108.4 . . ?
C40 C42 H42B 108.4 . . ?
H42A C42 H42B 107.4 . . ?
C34 C43 C37 117.1(3) . . ?
C34 C43 H43A 108.0 . . ?
C37 C43 H43A 108.0 . . ?
C34 C43 H43B 108.0 . . ?
C37 C43 H43B 108.0 . . ?
H43A C43 H43B 107.3 . . ?
C45 C44 C29 121.0(2) . . ?
C45 C44 S1 126.70(18) . . ?
C29 C44 S1 112.32(17) . . ?
C3 C45 C44 120.5(2) . . ?
C3 C45 H45 119.8 . . ?
C44 C45 H45 119.8 . . ?

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
C44 S1 C1 C27 -0.21(19) . . . . ?
C44 S1 C1 C4 179.7(2) . . . . ?
C27 C1 C4 C21 179.3(2) . . . . ?
S1 C1 C4 C21 -0.6(4) . . . . ?
C27 C1 C4 C8 0.4(3) . . . . ?
S1 C1 C4 C8 -179.51(19) . . . . ?
C9 C2 C6 C17 179.3(2) . . . . ?
C7 C2 C6 C17 -1.3(3) . . . . ?
C9 C2 C7 C14 -180.0(2) . . . . ?
C6 C2 C7 C14 0.7(3) . . . . ?
C21 C4 C8 C19 -1.2(3) . . . . ?
C1 C4 C8 C19 177.9(2) . . . . ?
C21 C4 C8 S2 -179.45(17) . . . . ?
C1 C4 C8 S2 -0.4(3) . . . . ?
C27 S2 C8 C19 -178.0(2) . . . . ?
C27 S2 C8 C4 0.19(18) . . . . ?
C7 C2 C9 C16 -178.5(2) . . . . ?
C6 C2 C9 C16 0.8(4) . . . . ?
C7 C2 C9 C13 2.4(4) . . . . ?
C6 C2 C9 C13 -178.3(2) . . . . ?
C45 C3 C10 C28 3.5(4) . . . . ?
C15 C3 C10 C28 -176.2(2) . . . . ?
C45 C3 C10 C24 -175.6(2) . . . . ?
C15 C3 C10 C24 4.7(4) . . . . ?
C17 C5 C11 C22 -0.4(4) . . . . ?
C14 C5 C11 C22 178.3(2) . . . . ?
C17 C5 C11 C18 -179.4(2) . . . . ?
C14 C5 C11 C18 -0.7(4) . . . . ?
C2 C7 C14 C5 0.3(4) . . . . ?
C11 C5 C14 C7 -179.5(2) . . . . ?
C17 C5 C14 C7 -0.7(3) . . . . ?
C29 C12 C15 C3 -0.5(4) . . . . ?
C45 C3 C15 C12 0.6(4) . . . . ?
C10 C3 C15 C12 -179.7(2) . . . . ?
C2 C6 C17 C5 0.9(4) . . . . ?
C11 C5 C17 C6 178.8(2) . . . . ?
C14 C5 C17 C6 0.1(3) . . . . ?
C4 C8 C19 C20 -0.1(4) . . . . ?
S2 C8 C19 C20 178.00(19) . . . . ?
C8 C19 C20 C23 1.4(4) . . . . ?
C8 C19 C20 C32 -177.7(3) . . . . ?
C8 C4 C21 C23 1.0(4) . . . . ?
C1 C4 C21 C23 -177.8(2) . . . . ?
C4 C21 C23 C20 0.3(4) . . . . ?
C19 C20 C23 C21 -1.5(4) . . . . ?
C32 C20 C23 C21 177.6(3) . . . . ?
C28 C10 C24 C30 0.2(4) . . . . ?
C3 C10 C24 C30 179.4(2) . . . . ?
C4 C1 C27 C29 -179.8(2) . . . . ?
S1 C1 C27 C29 0.2(3) . . . . ?
C4 C1 C27 S2 -0.3(3) . . . . ?
S1 C1 C27 S2 179.66(12) . . . . ?
C8 S2 C27 C1 0.06(19) . . . . ?
C8 S2 C27 C29 179.4(2) . . . . ?
C24 C10 C28 C38 -1.0(4) . . . . ?
C3 C10 C28 C38 179.9(3) . . . . ?
C15 C12 C29 C44 -0.2(4) . . . . ?
C15 C12 C29 C27 -179.5(2) . . . . ?
C1 C27 C29 C12 179.3(2) . . . . ?
S2 C27 C29 C12 0.0(4) . . . . ?
C1 C27 C29 C44 0.0(3) . . . . ?
S2 C27 C29 C44 -179.38(18) . . . . ?
C10 C24 C30 C31 0.7(4) . . . . ?
C10 C24 C30 C33 -178.5(2) . . . . ?
C24 C30 C31 C38 -0.8(4) . . . . ?
C33 C30 C31 C38 178.4(3) . . . . ?
C19 C20 C32 C36 19.9(5) . . . . ?
C23 C20 C32 C36 -159.2(3) . . . . ?
C20 C32 C36 C34 171.8(3) . . . . ?
C43 C34 C36 C32 176.5(3) . . . . ?
C30 C31 C38 C28 0.0(5) . . . . ?
C10 C28 C38 C31 0.9(5) . . . . ?
C43 C37 C39 C41 177.2(3) . . . . ?
C42 C35 C41 C39 177.5(3) . . . . ?
C37 C39 C41 C35 177.7(3) . . . . ?
C41 C35 C42 C40 178.0(3) . . . . ?
C36 C34 C43 C37 176.2(3) . . . . ?
C39 C37 C43 C34 175.5(3) . . . . ?
C12 C29 C44 C45 0.8(3) . . . . ?
C27 C29 C44 C45 -179.7(2) . . . . ?
C12 C29 C44 S1 -179.58(18) . . . . ?
C27 C29 C44 S1 -0.1(3) . . . . ?
C1 S1 C44 C45 179.8(2) . . . . ?
C1 S1 C44 C29 0.19(18) . . . . ?
C15 C3 C45 C44 0.1(3) . . . . ?
C10 C3 C45 C44 -179.7(2) . . . . ?
C29 C44 C45 C3 -0.8(3) . . . . ?
S1 C44 C45 C3 179.69(17) . . . . ?


#==============================================================================
# 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
#==============================================================================
####################################################################### 
# 
# 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_nBu-BTBT-C8_F2TCNQ
_database_code_depnum_ccdc_archive 'CCDC 2164781'
loop_
_audit_author_name
_audit_author_address
'Satoshi Matsuoka'
;Nagasaki University
Japan
;
_audit_update_record             
;
2022-04-06 deposited with the CCDC.	2022-10-11 downloaded from the CCDC.
;
_audit_creation_date             2022-03-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H27 S2, C12 H2 F2 N4'
_chemical_formula_sum            'C38 H29 F2 N4 S2'
_chemical_formula_weight         643.77
_chemical_melting_point          ?
_chemical_oxdiff_formula         C38H34F2N4S2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.1024(10)
_cell_length_b                   7.8510(10)
_cell_length_c                   16.023(3)
_cell_angle_alpha                83.594(13)
_cell_angle_beta                 88.136(13)
_cell_angle_gamma                72.994(12)
_cell_volume                     849.1(2)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    1220
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21.7690
_cell_measurement_theta_min      2.5150
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.200
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.05098
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             335
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1640
_diffrn_reflns_av_unetI/netI     0.2639
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.889
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            14411
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.889
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.896
_diffrn_reflns_theta_min         2.558
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'PLATUS 200K area detector'
_diffrn_detector_area_resol_mean 5.811
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.889
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -103.00  77.00   0.50    5.00    --  -13.00  55.00   0.00  360
  2  ω   -103.00  60.00   0.50    5.00    --  -13.00  55.00-180.00  326
  3  ω   -103.00  60.00   0.50    5.00    --  -13.00  55.00 -90.00  326
  4  ω   -103.00  50.00   0.50    5.00    --  -13.00  55.00  90.00  306
  5  ω   -103.00 -92.50   0.50    5.00    --  -13.00  27.00-180.00   21
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0203631000
_diffrn_orient_matrix_UB_12      0.0320691000
_diffrn_orient_matrix_UB_13      -0.0428884000
_diffrn_orient_matrix_UB_21      0.0869505000
_diffrn_orient_matrix_UB_22      -0.0643579000
_diffrn_orient_matrix_UB_23      -0.0117287000
_diffrn_orient_matrix_UB_31      -0.0541435000
_diffrn_orient_matrix_UB_32      -0.0621161000
_diffrn_orient_matrix_UB_33      -0.0027141000
_diffrn_radiation_monochromator  'curved graphite'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              RA-18HF
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1550
_reflns_number_total             4355
_reflns_odcompleteness_completeness 99.62
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.393
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.950
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     255
_refine_ls_number_reflns         4355
_refine_ls_number_restraints     326
_refine_ls_R_factor_all          0.2696
_refine_ls_R_factor_gt           0.0976
_refine_ls_restrained_S_all      0.933
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0890P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1950
_refine_ls_wR_factor_ref         0.2603
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C14-C15A
 1.5 with sigma of 0.02
 C14-C15
 1.5 with sigma of 0.02
 C15A-C16A
 1.5 with sigma of 0.02
 C15-C16
 1.5 with sigma of 0.02
 C16-C17
 1.5 with sigma of 0.02
 C16A-C17A
 1.5 with sigma of 0.02
 C17-C18
 1.5 with sigma of 0.02
 C18-C19
 1.5 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C7 \\sim C5 \\sim C12 \\sim C13 \\sim C6 \\sim C4 \\sim C11 \\sim C3 \\sim C8
\\sim C2 \\sim C1 \\sim C10 \\sim C9 \\sim C14 \\sim C15 \\sim C16 \\sim C17
\\sim C20 \\sim C18 \\sim C19 \\sim C17A \\sim C16A \\sim C15A: within 2A with
sigma of 0.02 and sigma for terminal atoms of 0.04
Uanis(C7) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(C12) \\sim Ueq, Uanis(C13)
\\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C11) \\sim Ueq,
Uanis(C3) \\sim Ueq, Uanis(C8) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(C1) \\sim
Ueq, Uanis(C10) \\sim Ueq, Uanis(C9) \\sim Ueq, Uanis(C14) \\sim Ueq,
Uanis(C15) \\sim Ueq, Uanis(C16) \\sim Ueq, Uanis(C17) \\sim Ueq, Uanis(C20)
\\sim Ueq, Uanis(C18) \\sim Ueq, Uanis(C19) \\sim Ueq, Uanis(C17A) \\sim Ueq,
Uanis(C16A) \\sim Ueq, Uanis(C15A) \\sim Ueq: with sigma of 0.02 and sigma for
terminal atoms of 0.04
4. Others
 Sof(H5)=Sof(F1A)=1-FVAR(1)
 Sof(F1)=Sof(H6)=FVAR(1)
 Fixed Sof: H14A(0.5) H14B(0.5) H14C(0.5) H14D(0.5) C15(0.5) H15A(0.5)
 H15B(0.5) C16(0.5) H16A(0.5) H16B(0.5) C17(0.5) H17A(0.5) H17B(0.5) C18(0.5)
 H18A(0.5) H18B(0.5) C19(0.5) H19A(0.5) H19B(0.5) C17A(0.5) H17C(0.5) H17D(0.5)
 H17E(0.5) C16A(0.5) H16C(0.5) H16D(0.5) C15A(0.5) H15C(0.5) H15D(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C14(H14C,H14D), C15(H15A,H15B), C16(H16A,H16B), C17(H17A,
 H17B), C18(H18A,H18B), C19(H19A,H19B), C16A(H16C,H16D), C15A(H15C,H15D)
5.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C11(H11), C8(H8), C10(H10)
5.c Idealised Me refined as rotating group:
 C17A(H17C,H17D,H17E)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.40502(17) 1.27828(14) 0.50424(8) 0.0523(5) Uani 1 1 d . . . . .
F1 F -0.1735(4) 1.1576(4) 0.63560(19) 0.0653(11) Uani 0.883(6) 1 d . . P A 1
C7 C 0.4952(6) 0.7592(6) 0.5955(3) 0.0468(11) Uani 1 1 d . U . . .
C5 C -0.0866(6) 1.0827(6) 0.5684(3) 0.0474(11) Uani 1 1 d . U . . .
H5 H -0.146782 1.138211 0.614696 0.057 Uiso 0.117(6) 1 calc R . P A 2
C12 C 0.4264(6) 0.9426(6) 0.6069(3) 0.0454(11) Uani 1 1 d . U . . .
C13 C 0.4564(6) 1.0485(5) 0.5319(3) 0.0445(11) Uani 1 1 d . U . . .
C6 C -0.0610(6) 1.1848(6) 0.5007(3) 0.0470(11) Uani 1 1 d . U . . .
H6 H -0.100641 1.308424 0.501707 0.056 Uiso 0.883(6) 1 calc R . P A 1
C4 C -0.0264(6) 0.8883(6) 0.5751(3) 0.0453(11) Uani 1 1 d . U . . .
C11 C 0.3437(6) 0.9908(6) 0.6837(3) 0.0541(12) Uani 1 1 d . U . . .
H11 H 0.295978 1.110952 0.692609 0.065 Uiso 1 1 calc R . . . .
C3 C -0.0525(6) 0.7834(6) 0.6448(3) 0.0504(12) Uani 1 1 d . U . . .
N1 N 0.0554(6) 0.4387(6) 0.6483(3) 0.0793(14) Uani 1 1 d . . . . .
C8 C 0.4833(6) 0.6273(6) 0.6592(3) 0.0543(12) Uani 1 1 d . U . . .
H8 H 0.529829 0.507046 0.650258 0.065 Uiso 1 1 calc R . . . .
C2 C -0.1311(7) 0.8468(6) 0.7234(4) 0.0583(13) Uani 1 1 d . U . . .
C1 C 0.0064(7) 0.5925(7) 0.6465(3) 0.0578(13) Uani 1 1 d . U . . .
C10 C 0.3332(7) 0.8600(7) 0.7459(3) 0.0622(13) Uani 1 1 d . U . . .
H10 H 0.278406 0.893828 0.797198 0.075 Uiso 1 1 calc R . . . .
C9 C 0.4022(7) 0.6749(6) 0.7357(3) 0.0597(13) Uani 1 1 d . U . . .
N2 N -0.1895(7) 0.8862(7) 0.7876(3) 0.0917(16) Uani 1 1 d . . . . .
C14 C 0.3866(8) 0.5386(7) 0.8070(3) 0.0825(16) Uani 1 1 d D U . . .
H14A H 0.402832 0.425424 0.784568 0.099 Uiso 0.5 1 calc R . P B 1
H14B H 0.254626 0.575528 0.830025 0.099 Uiso 0.5 1 calc R . P B 1
H14C H 0.373942 0.432873 0.784429 0.099 Uiso 0.5 1 calc R . P C 2
H14D H 0.268494 0.587178 0.839046 0.099 Uiso 0.5 1 calc R . P C 2
C15 C 0.561(3) 0.485(5) 0.8646(15) 0.123(6) Uani 0.5 1 d D U P D 2
H15A H 0.579383 0.596325 0.879055 0.148 Uiso 0.5 1 calc R . P D 2
H15B H 0.520861 0.427538 0.915895 0.148 Uiso 0.5 1 calc R . P D 2
C16 C 0.750(4) 0.376(5) 0.846(2) 0.117(5) Uani 0.5 1 d D U P D 2
H16A H 0.810432 0.437000 0.801327 0.141 Uiso 0.5 1 calc R . P D 2
H16B H 0.742529 0.264695 0.827842 0.141 Uiso 0.5 1 calc R . P D 2
C17 C 0.873(3) 0.340(4) 0.9282(15) 0.140(6) Uani 0.5 1 d D U P D 2
H17A H 0.891924 0.449508 0.944180 0.168 Uiso 0.5 1 calc R . P D 2
H17B H 0.810487 0.285749 0.974123 0.168 Uiso 0.5 1 calc R . P D 2
C20 C 1.4199(12) 0.0187(12) 0.9647(6) 0.150(3) Uani 1 1 d . U . D 2
C18 C 1.0681(19) 0.2110(19) 0.9048(9) 0.118(4) Uani 0.5 1 d D U P D 2
H18A H 1.115476 0.262872 0.853525 0.142 Uiso 0.5 1 calc R . P D 2
H18B H 1.043797 0.101059 0.892541 0.142 Uiso 0.5 1 calc R . P D 2
C19 C 1.233(2) 0.163(2) 0.9713(9) 0.117(4) Uani 0.5 1 d D U P D 2
H19A H 1.268418 0.271812 0.975981 0.141 Uiso 0.5 1 calc R . P D 2
H19B H 1.173814 0.134686 1.024518 0.141 Uiso 0.5 1 calc R . P D 2
C17A C 0.914(3) 0.347(4) 0.9008(13) 0.134(7) Uani 0.5 1 d D U P D 1
H17C H 0.949539 0.448976 0.915731 0.200 Uiso 0.5 1 calc GR . P D 1
H17D H 1.020161 0.275050 0.869792 0.200 Uiso 0.5 1 calc GR . P D 1
H17E H 0.890390 0.277288 0.950929 0.200 Uiso 0.5 1 calc GR . P D 1
F1A F -0.129(2) 1.356(2) 0.4999(11) 0.040(7) Uani 0.117(6) 1 d . . P A 2
C16A C 0.725(4) 0.412(5) 0.846(2) 0.122(5) Uani 0.5 1 d D U P D 1
H16C H 0.753098 0.488936 0.798319 0.147 Uiso 0.5 1 calc R . P D 1
H16D H 0.709873 0.307029 0.823458 0.147 Uiso 0.5 1 calc R . P D 1
C15A C 0.531(3) 0.507(5) 0.8777(15) 0.108(5) Uani 0.5 1 d D U P D 1
H15C H 0.533341 0.620554 0.895682 0.130 Uiso 0.5 1 calc R . P D 1
H15D H 0.493829 0.435910 0.925228 0.130 Uiso 0.5 1 calc R . P D 1


_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 C7 1.746(5) 2_676 ?
S1 C13 1.741(4) . ?
F1 C5 1.331(5) . ?
C7 C12 1.409(6) . ?
C7 C8 1.390(6) . ?
C5 C6 1.316(6) . ?
C5 C4 1.452(6) . ?
C12 C13 1.431(6) . ?
C12 C11 1.388(6) . ?
C13 C13 1.365(8) 2_676 ?
C6 C4 1.446(6) 2_576 ?
C6 F1A 1.289(16) . ?
C4 C3 1.353(6) . ?
C11 C10 1.366(6) . ?
C3 C2 1.441(7) . ?
C3 C1 1.431(6) . ?
N1 C1 1.152(5) . ?
C8 C9 1.381(6) . ?
C2 N2 1.137(6) . ?
C10 C9 1.417(6) . ?
C9 C14 1.500(7) . ?
C14 C15 1.501(16) . ?
C14 C15A 1.503(15) . ?
C15 C16 1.409(16) . ?
C16 C17 1.560(17) . ?
C17 C18 1.519(17) . ?
C20 C20 1.573(15) 2_857 ?
C20 C19 1.482(14) . ?
C18 C19 1.544(13) . ?
C17A C16A 1.556(16) . ?
C16A C15A 1.469(16) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 S1 C7 90.5(2) . 2_676 ?
C12 C7 S1 112.9(3) . 2_676 ?
C8 C7 S1 125.6(4) . 2_676 ?
C8 C7 C12 121.5(4) . . ?
F1 C5 C4 116.5(4) . . ?
C6 C5 F1 119.7(4) . . ?
C6 C5 C4 123.8(4) . . ?
C7 C12 C13 109.9(4) . . ?
C11 C12 C7 118.7(4) . . ?
C11 C12 C13 131.4(4) . . ?
C12 C13 S1 133.2(3) . . ?
C13 C13 S1 112.4(4) 2_676 . ?
C13 C13 C12 114.4(4) 2_676 . ?
C5 C6 C4 122.3(4) . 2_576 ?
F1A C6 C5 118.8(8) . . ?
C6 C4 C5 113.8(4) 2_576 . ?
C3 C4 C5 123.8(4) . . ?
C3 C4 C6 122.4(4) . 2_576 ?
C10 C11 C12 119.3(4) . . ?
C4 C3 C2 125.3(4) . . ?
C4 C3 C1 120.9(4) . . ?
C1 C3 C2 113.8(4) . . ?
C9 C8 C7 119.9(4) . . ?
N2 C2 C3 175.8(5) . . ?
N1 C1 C3 179.4(6) . . ?
C11 C10 C9 122.9(4) . . ?
C8 C9 C10 117.7(4) . . ?
C8 C9 C14 122.3(5) . . ?
C10 C9 C14 119.9(5) . . ?
C9 C14 C15 112.7(16) . . ?
C9 C14 C15A 116.3(16) . . ?
C16 C15 C14 125.4(19) . . ?
C15 C16 C17 106(2) . . ?
C18 C17 C16 103.2(17) . . ?
C19 C20 C20 119.2(10) . 2_857 ?
C17 C18 C19 116.0(15) . . ?
C20 C19 C18 123.0(11) . . ?
C15A C16A C17A 123(2) . . ?
C16A C15A C14 107.1(16) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 7.919
_oxdiff_exptl_absorpt_empirical_full_min 0.313
####################################################################### 
# 
# 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_nBu-BTBT-C8_F4TCNQ
_database_code_depnum_ccdc_archive 'CCDC 2164782'
loop_
_audit_author_name
_audit_author_address
'Satoshi Matsuoka'
;Nagasaki University
Japan
;
_audit_update_record             
;
2022-04-06 deposited with the CCDC.	2022-10-11 downloaded from the CCDC.
;
_audit_creation_date             2022-03-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C26 H27 S2, C12 F4 N4'
_chemical_formula_sum            'C38 H27 F4 N4 S2'
_chemical_formula_weight         679.75
_chemical_melting_point          ?
_chemical_oxdiff_formula         C38H32F4N4S2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.0441(6)
_cell_length_b                   8.0788(7)
_cell_length_c                   15.9193(14)
_cell_angle_alpha                84.205(7)
_cell_angle_beta                 87.706(7)
_cell_angle_gamma                72.302(8)
_cell_volume                     858.61(13)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    2273
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.7970
_cell_measurement_theta_min      2.5250
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.210
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.38011
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             351
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0782
_diffrn_reflns_av_unetI/netI     0.1278
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.889
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            14562
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.889
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.920
_diffrn_reflns_theta_min         2.572
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'PLATUS 200K area detector'
_diffrn_detector_area_resol_mean 5.811
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.889
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -103.00  77.00   0.50    4.00    --  -13.00  55.00  90.00  360
  2  ω   -103.00  60.00   0.50    4.00    --  -13.00  55.00 -90.00  326
  3  ω   -103.00  60.00   0.50    4.00    --  -13.00  55.00   0.00  326
  4  ω   -103.00  57.50   0.50    4.00    --  -13.00  55.00-180.00  321
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0048541000
_diffrn_orient_matrix_UB_12      0.0716907000
_diffrn_orient_matrix_UB_13      0.0231958000
_diffrn_orient_matrix_UB_21      0.0072171000
_diffrn_orient_matrix_UB_22      0.0512943000
_diffrn_orient_matrix_UB_23      -0.0381750000
_diffrn_orient_matrix_UB_31      -0.1053434000
_diffrn_orient_matrix_UB_32      0.0282352000
_diffrn_orient_matrix_UB_33      -0.0032422000
_diffrn_radiation_monochromator  'curved graphite'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              RA-18HF
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1984
_reflns_number_total             4420
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.384
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         4420
_refine_ls_number_restraints     327
_refine_ls_R_factor_all          0.1865
_refine_ls_R_factor_gt           0.0800
_refine_ls_restrained_S_all      0.998
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1008P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1783
_refine_ls_wR_factor_ref         0.2219
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C16-C17
 1.5 with sigma of 0.02
 C15-C16
 1.5 with sigma of 0.02
 C17A-C16A
 1.5 with sigma of 0.02
 C15A-C16A
 1.5 with sigma of 0.02
 C17-C18
 1.5 with sigma of 0.02
 C18-C19
 1.5 with sigma of 0.02
 C19-C20
 1.5 with sigma of 0.02
 C14-C15A
 1.5 with sigma of 0.02
 C14-C15
 1.5 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C13 \\sim C12 \\sim C5 \\sim C4 \\sim C6 \\sim C3 \\sim C7 \\sim C1 \\sim C8
\\sim C11 \\sim C2 \\sim C9 \\sim C10 \\sim C14 \\sim C15A \\sim C16 \\sim C17A
\\sim C20 \\sim C18 \\sim C19 \\sim C17 \\sim C16A \\sim C15: within 2A with
sigma of 0.02 and sigma for terminal atoms of 0.04
Uanis(C13) \\sim Ueq, Uanis(C12) \\sim Ueq, Uanis(C5) \\sim Ueq, Uanis(C4)
\\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C7) \\sim Ueq,
Uanis(C1) \\sim Ueq, Uanis(C8) \\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(C2) \\sim
Ueq, Uanis(C9) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C14) \\sim Ueq,
Uanis(C15A) \\sim Ueq, Uanis(C16) \\sim Ueq, Uanis(C17A) \\sim Ueq, Uanis(C20)
\\sim Ueq, Uanis(C18) \\sim Ueq, Uanis(C19) \\sim Ueq, Uanis(C17) \\sim Ueq,
Uanis(C16A) \\sim Ueq, Uanis(C15) \\sim Ueq: with sigma of 0.02 and sigma for
terminal atoms of 0.04
4. Others
 Fixed Sof: H14A(0.5) H14B(0.5) H14C(0.5) H14D(0.5) C15A(0.5) H15A(0.5)
 H15B(0.5) C16(0.5) H16A(0.5) H16B(0.5) C17A(0.5) H17A(0.5) H17B(0.5) H17C(0.5)
 C18(0.5) H18A(0.5) H18B(0.5) C19(0.5) H19A(0.5) H19B(0.5) C17(0.5) H17D(0.5)
 H17E(0.5) C16A(0.5) H16C(0.5) H16D(0.5) C15(0.5) H15C(0.5) H15D(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C14(H14C,H14D), C15A(H15A,H15B), C16(H16A,H16B), C18(H18A,
 H18B), C19(H19A,H19B), C17(H17D,H17E), C16A(H16C,H16D), C15(H15C,H15D)
5.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C11(H11), C10(H10)
5.c Idealised Me refined as rotating group:
 C17A(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.59999(12) 0.72990(10) 0.49258(6) 0.0529(3) Uani 1 1 d . . . . .
F2 F 0.8645(3) 0.3502(2) 0.50543(12) 0.0597(6) Uani 1 1 d . . . . .
F1 F 0.8237(3) 0.1480(2) 0.63955(12) 0.0627(6) Uani 1 1 d . . . . .
C13 C 0.5433(4) 0.9538(4) 0.4673(2) 0.0472(8) Uani 1 1 d . U . . .
C12 C 0.5724(4) 1.0582(4) 0.3922(2) 0.0470(8) Uani 1 1 d . U . . .
C5 C 0.9108(4) 0.0754(4) 0.5715(2) 0.0455(8) Uani 1 1 d . U . . .
C4 C 0.9774(4) -0.1136(4) 0.5747(2) 0.0449(8) Uani 1 1 d . U . . .
C6 C 0.9324(4) 0.1770(4) 0.5030(2) 0.0446(8) Uani 1 1 d . U . . .
C3 C 0.9560(4) -0.2188(4) 0.6451(2) 0.0509(9) Uani 1 1 d . U . . .
C7 C 0.4993(5) 1.2364(4) 0.4062(2) 0.0510(9) Uani 1 1 d . U . . .
C1 C 0.8734(5) -0.1564(5) 0.7240(3) 0.0598(10) Uani 1 1 d . U . . .
C8 C 0.5123(5) 1.3642(5) 0.3428(3) 0.0585(10) Uani 1 1 d . U . . .
H8 H 0.465843 1.481239 0.352900 0.070 Uiso 1 1 calc R . . . .
N2 N 1.0649(5) -0.5547(4) 0.6576(2) 0.0752(10) Uani 1 1 d . . . . .
C11 C 0.6553(5) 1.0120(5) 0.3141(2) 0.0567(9) Uani 1 1 d . U . . .
H11 H 0.703759 0.895396 0.303541 0.068 Uiso 1 1 calc R . . . .
C2 C 1.0181(5) -0.4058(5) 0.6488(2) 0.0565(9) Uani 1 1 d . U . . .
C9 C 0.5925(6) 1.3195(5) 0.2659(3) 0.0660(10) Uani 1 1 d . U . . .
N1 N 0.8144(6) -0.1199(5) 0.7889(2) 0.0880(11) Uani 1 1 d . . . . .
C10 C 0.6644(5) 1.1418(5) 0.2530(2) 0.0643(10) Uani 1 1 d . U . . .
H10 H 0.720429 1.110743 0.200803 0.077 Uiso 1 1 calc R . . . .
C14 C 0.6098(7) 1.4516(6) 0.1948(3) 0.0925(14) Uani 1 1 d D U . . .
H14A H 0.590436 1.561155 0.218951 0.111 Uiso 0.5 1 calc R . P A 1
H14B H 0.746089 1.415106 0.174025 0.111 Uiso 0.5 1 calc R . P A 1
H14C H 0.621802 1.554656 0.217771 0.111 Uiso 0.5 1 calc R . P B 2
H14D H 0.728910 1.403257 0.161763 0.111 Uiso 0.5 1 calc R . P B 2
C15A C 0.477(3) 1.489(4) 0.1202(12) 0.132(5) Uani 0.5 1 d D U P C 1
H15A H 0.536242 1.541081 0.072540 0.158 Uiso 0.5 1 calc R . P C 1
H15B H 0.459646 1.381715 0.104558 0.158 Uiso 0.5 1 calc R . P C 1
C16 C 0.246(3) 1.596(3) 0.1644(12) 0.132(5) Uani 0.5 1 d D U P C 2
H16A H 0.252103 1.707115 0.180474 0.159 Uiso 0.5 1 calc R . P C 2
H16B H 0.205255 1.534244 0.213769 0.159 Uiso 0.5 1 calc R . P C 2
C17A C 0.132(3) 1.693(3) 0.0703(15) 0.197(9) Uani 0.5 1 d D U P C 1
H17A H 0.001912 1.742177 0.094352 0.296 Uiso 0.5 1 calc GR . P C 1
H17B H 0.127309 1.604525 0.035006 0.296 Uiso 0.5 1 calc GR . P C 1
H17C H 0.171771 1.782745 0.037211 0.296 Uiso 0.5 1 calc GR . P C 1
C20 C -0.4233(10) 1.9857(11) 0.0332(5) 0.177(3) Uani 1 1 d D U . C 2
C18 C -0.0761(17) 1.7884(18) 0.0990(8) 0.136(4) Uani 0.5 1 d D U P C 2
H18A H -0.021082 1.885227 0.096848 0.163 Uiso 0.5 1 calc R . P C 2
H18B H -0.140233 1.781629 0.153731 0.163 Uiso 0.5 1 calc R . P C 2
C19 C -0.2382(16) 1.8323(17) 0.0309(7) 0.136(4) Uani 0.5 1 d D U P C 2
H19A H -0.173008 1.846646 -0.022941 0.164 Uiso 0.5 1 calc R . P C 2
H19B H -0.281718 1.729537 0.030026 0.164 Uiso 0.5 1 calc R . P C 2
C17 C 0.087(2) 1.630(2) 0.0943(11) 0.130(5) Uani 0.5 1 d D U P C 2
H17D H 0.152677 1.635785 0.039718 0.156 Uiso 0.5 1 calc R . P C 2
H17E H 0.034342 1.532409 0.097681 0.156 Uiso 0.5 1 calc R . P C 2
C16A C 0.285(3) 1.610(4) 0.1428(14) 0.146(5) Uani 0.5 1 d D U P C 1
H16C H 0.310215 1.703803 0.169144 0.176 Uiso 0.5 1 calc R . P C 1
H16D H 0.221859 1.547886 0.185062 0.176 Uiso 0.5 1 calc R . P C 1
C15 C 0.432(3) 1.501(4) 0.1394(12) 0.137(5) Uani 0.5 1 d D U P C 2
H15C H 0.464760 1.564643 0.088790 0.165 Uiso 0.5 1 calc R . P C 2
H15D H 0.418731 1.393242 0.122267 0.165 Uiso 0.5 1 calc R . P C 2


_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 C13 1.738(3) . ?
S1 C7 1.744(4) 2_676 ?
F2 C6 1.339(3) . ?
F1 C5 1.322(3) . ?
C13 C13 1.358(6) 2_676 ?
C13 C12 1.437(5) . ?
C12 C7 1.412(4) . ?
C12 C11 1.388(5) . ?
C5 C4 1.451(4) . ?
C5 C6 1.330(5) . ?
C4 C6 1.435(4) 2_756 ?
C4 C3 1.369(5) . ?
C3 C1 1.436(6) . ?
C3 C2 1.435(5) . ?
C7 C8 1.391(5) . ?
C1 N1 1.130(4) . ?
C8 C9 1.363(5) . ?
N2 C2 1.142(4) . ?
C11 C10 1.371(5) . ?
C9 C10 1.403(5) . ?
C9 C14 1.502(6) . ?
C14 C15A 1.489(15) . ?
C14 C15 1.491(15) . ?
C15A C16A 1.466(15) . ?
C16 C17 1.556(15) . ?
C16 C15 1.366(15) . ?
C17A C16A 1.564(16) . ?
C20 C20 1.493(13) 2_495 ?
C20 C19 1.503(11) . ?
C18 C19 1.542(12) . ?
C18 C17 1.442(16) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 S1 C7 90.50(16) . 2_676 ?
C13 C13 S1 112.5(4) 2_676 . ?
C13 C13 C12 114.7(4) 2_676 . ?
C12 C13 S1 132.9(2) . . ?
C7 C12 C13 109.3(3) . . ?
C11 C12 C13 131.4(3) . . ?
C11 C12 C7 119.3(3) . . ?
F1 C5 C4 118.2(3) . . ?
F1 C5 C6 119.3(3) . . ?
C6 C5 C4 122.5(3) . . ?
C6 C4 C5 113.1(3) 2_756 . ?
C3 C4 C5 122.8(3) . . ?
C3 C4 C6 124.1(3) . 2_756 ?
F2 C6 C4 117.1(3) . 2_756 ?
C5 C6 F2 118.4(3) . . ?
C5 C6 C4 124.4(3) . 2_756 ?
C4 C3 C1 124.4(3) . . ?
C4 C3 C2 123.5(3) . . ?
C2 C3 C1 112.1(3) . . ?
C12 C7 S1 113.1(3) . 2_676 ?
C8 C7 S1 126.7(3) . 2_676 ?
C8 C7 C12 120.3(3) . . ?
N1 C1 C3 174.8(4) . . ?
C9 C8 C7 120.6(3) . . ?
C10 C11 C12 118.7(3) . . ?
N2 C2 C3 175.3(4) . . ?
C8 C9 C10 118.4(3) . . ?
C8 C9 C14 123.0(4) . . ?
C10 C9 C14 118.6(4) . . ?
C11 C10 C9 122.7(4) . . ?
C15A C14 C9 120.5(13) . . ?
C15 C14 C9 110.7(11) . . ?
C16A C15A C14 108.1(15) . . ?
C15 C16 C17 112.8(16) . . ?
C20 C20 C19 118.8(9) 2_495 . ?
C17 C18 C19 117.6(12) . . ?
C20 C19 C18 122.3(10) . . ?
C18 C17 C16 114.6(16) . . ?
C15A C16A C17A 117.7(16) . . ?
C16 C15 C14 123.3(16) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.685
_oxdiff_exptl_absorpt_empirical_full_min 0.452
####################################################################### 
# 
# 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_nBu-BTBT-C8_TCNQ
_database_code_depnum_ccdc_archive 'CCDC 2164783'
loop_
_audit_author_name
_audit_author_address
'Satoshi Matsuoka'
;Nagasaki University
Japan
;
_audit_update_record             
;
2022-04-06 deposited with the CCDC.	2022-10-11 downloaded from the CCDC.
;
_audit_creation_date             2022-03-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.25(C26 H27 S2), 0.25(C12 H4 N4)'
_chemical_formula_sum            'C9.50 H7.75 N S0.50'
_chemical_formula_weight         151.95
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C11 H10 N O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.2006(9)
_cell_length_b                   7.7712(10)
_cell_length_c                   16.275(2)
_cell_angle_alpha                83.298(11)
_cell_angle_beta                 88.753(11)
_cell_angle_gamma                73.593(11)
_cell_volume                     867.6(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1029
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      21.7370
_cell_measurement_theta_min      2.5010
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.184
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.27508
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.163
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             319
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1886
_diffrn_reflns_av_unetI/netI     0.3351
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.898
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            14954
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.898
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.747
_diffrn_reflns_theta_min         2.520
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'PLATUS 200K area detector'
_diffrn_detector_area_resol_mean 5.811
_diffrn_detector_type            'HPC area detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.898
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -103.00  77.00   0.50    5.00    --  -13.00  55.00 -90.00  360
  2  ω   -103.00  60.00   0.50    5.00    --  -13.00  55.00  90.00  326
  3  ω   -103.00  60.00   0.50    5.00    --  -13.00  55.00-180.00  326
  4  ω   -103.00  47.50   0.50    5.00    --  -13.00  55.00   0.00  301
  5  ω     24.00  49.00   0.50    5.00    --  -13.00  27.00   0.00   50
  6  ω   -103.00 -99.50   0.50    5.00    --  -13.00  27.00  90.00    7
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0094741000
_diffrn_orient_matrix_UB_12      -0.0011478000
_diffrn_orient_matrix_UB_13      -0.0434182000
_diffrn_orient_matrix_UB_21      -0.0126791000
_diffrn_orient_matrix_UB_22      0.0945309000
_diffrn_orient_matrix_UB_23      -0.0050093000
_diffrn_orient_matrix_UB_31      0.1014668000
_diffrn_orient_matrix_UB_32      -0.0154101000
_diffrn_orient_matrix_UB_33      0.0039506000
_diffrn_radiation_monochromator  'curved graphite'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'rotating anode X-ray generator'
_diffrn_source_type              RA-18HF
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1272
_reflns_number_total             4427
_reflns_odcompleteness_completeness 99.66
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.306
_refine_diff_density_min         -0.288
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.948
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         4427
_refine_ls_number_restraints     325
_refine_ls_R_factor_all          0.3433
_refine_ls_R_factor_gt           0.1146
_refine_ls_restrained_S_all      0.931
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0872P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2054
_refine_ls_wR_factor_ref         0.2891
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C14-C15
 1.5 with sigma of 0.02
 C14-C15A
 1.5 with sigma of 0.02
 C15-C16
 1.5 with sigma of 0.02
 C16-C17
 1.5 with sigma of 0.02
 C19-C20
 1.5 with sigma of 0.02
 C16A-C17A
 1.5 with sigma of 0.02
 C15A-C16A
 1.5 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C13 \\sim C12 \\sim C11 \\sim C4 \\sim C3 \\sim C6 \\sim C5 \\sim C1 \\sim C7
\\sim C2 \\sim C10 \\sim C9 \\sim C8 \\sim C14 \\sim C15A \\sim C16 \\sim C17
\\sim C18 \\sim C19 \\sim C17A \\sim C20 \\sim C16A \\sim C15: within 2A with
sigma of 0.02 and sigma for terminal atoms of 0.04
Uanis(C13) \\sim Ueq, Uanis(C12) \\sim Ueq, Uanis(C11) \\sim Ueq, Uanis(C4)
\\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C6) \\sim Ueq, Uanis(C5) \\sim Ueq,
Uanis(C1) \\sim Ueq, Uanis(C7) \\sim Ueq, Uanis(C2) \\sim Ueq, Uanis(C10) \\sim
Ueq, Uanis(C9) \\sim Ueq, Uanis(C8) \\sim Ueq, Uanis(C14) \\sim Ueq,
Uanis(C15A) \\sim Ueq, Uanis(C16) \\sim Ueq, Uanis(C17) \\sim Ueq, Uanis(C18)
\\sim Ueq, Uanis(C19) \\sim Ueq, Uanis(C17A) \\sim Ueq, Uanis(C20) \\sim Ueq,
Uanis(C16A) \\sim Ueq, Uanis(C15) \\sim Ueq: with sigma of 0.02 and sigma for
terminal atoms of 0.04
4. Others
 Fixed Sof: H14A(0.5) H14B(0.5) H14C(0.5) H14D(0.5) C15A(0.5) H15A(0.5)
 H15B(0.5) C16(0.5) H16A(0.5) H16B(0.5) C17(0.5) H17A(0.5) H17B(0.5) C18(0.5)
 H18A(0.5) H18B(0.5) C19(0.5) H19A(0.5) H19B(0.5) C17A(0.5) H17C(0.5) H17D(0.5)
 H17E(0.5) C16A(0.5) H16C(0.5) H16D(0.5) C15(0.5) H15C(0.5) H15D(0.5)
5.a Secondary CH2 refined with riding coordinates:
 C14(H14A,H14B), C14(H14C,H14D), C15A(H15A,H15B), C16(H16A,H16B), C17(H17A,
 H17B), C18(H18A,H18B), C19(H19A,H19B), C16A(H16C,H16D), C15(H15C,H15D)
5.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C5(H5), C7(H7), C10(H10), C8(H8)
5.c Idealised Me refined as rotating group:
 C17A(H17C,H17D,H17E)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
S1 S 0.5898(2) -0.28254(19) 0.49610(10) 0.0632(6) Uani 1 1 d . . . . .
C13 C 0.5420(7) -0.0496(7) 0.4682(3) 0.0513(14) Uani 1 1 d . U . . .
C12 C 0.5699(7) 0.0602(7) 0.3938(4) 0.0538(14) Uani 1 1 d . U . . .
C11 C 0.5048(7) 0.2448(8) 0.4045(3) 0.0557(14) Uani 1 1 d . U . . .
C4 C 1.0256(6) 0.1105(7) 0.4250(4) 0.0526(14) Uani 1 1 d . U . . .
C3 C 1.0523(7) 0.2158(8) 0.3545(4) 0.0588(14) Uani 1 1 d . U . . .
C6 C 0.9282(7) 0.0846(7) 0.5700(4) 0.0592(15) Uani 1 1 d . U . . .
H6 H 0.879950 0.140204 0.616651 0.071 Uiso 1 1 calc R . . . .
C5 C 0.9518(7) 0.1879(8) 0.5013(4) 0.0594(15) Uani 1 1 d . U . . .
H5 H 0.920596 0.312371 0.501835 0.071 Uiso 1 1 calc R . . . .
N1 N 0.9693(8) 0.5635(8) 0.3471(3) 0.0858(17) Uani 1 1 d . . . . .
C1 C 1.0051(8) 0.4088(10) 0.3512(3) 0.0647(16) Uani 1 1 d . U . . .
C7 C 0.6468(7) 0.0120(8) 0.3165(4) 0.0630(15) Uani 1 1 d . U . . .
H7 H 0.689158 -0.108611 0.307117 0.076 Uiso 1 1 calc R . . . .
C2 C 1.1247(8) 0.1407(8) 0.2791(4) 0.0674(16) Uani 1 1 d . U . . .
C10 C 0.5184(7) 0.3779(8) 0.3418(4) 0.0668(16) Uani 1 1 d . U . . .
H10 H 0.477504 0.498784 0.350803 0.080 Uiso 1 1 calc R . . . .
N2 N 1.1810(9) 0.0818(9) 0.2190(4) 0.107(2) Uani 1 1 d . . . . .
C9 C 0.5936(8) 0.3298(9) 0.2651(4) 0.0699(16) Uani 1 1 d . U . . .
C8 C 0.6579(8) 0.1453(10) 0.2557(4) 0.0738(17) Uani 1 1 d . U . . .
H8 H 0.710961 0.111990 0.205340 0.089 Uiso 1 1 calc R . . . .
C14 C 0.6097(10) 0.4707(10) 0.1944(4) 0.100(2) Uani 1 1 d D U . . .
H14A H 0.736745 0.428810 0.170390 0.121 Uiso 0.5 1 calc R . P A 1
H14B H 0.606216 0.580374 0.218123 0.121 Uiso 0.5 1 calc R . P A 1
H14C H 0.735607 0.434789 0.168782 0.121 Uiso 0.5 1 calc R . P B 2
H14D H 0.593882 0.586472 0.214630 0.121 Uiso 0.5 1 calc R . P B 2
C15A C 0.461(3) 0.522(4) 0.1235(14) 0.137(6) Uani 0.5 1 d D U P C 1
H15A H 0.480558 0.624763 0.088101 0.164 Uiso 0.5 1 calc R . P C 1
H15B H 0.482657 0.421990 0.090549 0.164 Uiso 0.5 1 calc R . P C 1
C16 C 0.274(3) 0.631(3) 0.1486(18) 0.133(6) Uani 0.5 1 d D U P C 2
H16A H 0.312419 0.737587 0.157802 0.160 Uiso 0.5 1 calc R . P C 2
H16B H 0.211684 0.593489 0.198058 0.160 Uiso 0.5 1 calc R . P C 2
C17 C 0.133(4) 0.675(5) 0.0733(18) 0.154(7) Uani 0.5 1 d D U P C 2
H17A H 0.118988 0.562676 0.057187 0.185 Uiso 0.5 1 calc R . P C 2
H17B H 0.187813 0.733533 0.027048 0.185 Uiso 0.5 1 calc R . P C 2
C18 C -0.070(3) 0.799(3) 0.0924(11) 0.139(5) Uani 0.5 1 d . U P C 2
H18A H -0.054576 0.913756 0.103457 0.167 Uiso 0.5 1 calc R . P C 2
H18B H -0.115273 0.745078 0.142939 0.167 Uiso 0.5 1 calc R . P C 2
C19 C -0.234(2) 0.837(2) 0.0249(10) 0.132(5) Uani 0.5 1 d D U P C 2
H19A H -0.178669 0.864594 -0.028273 0.158 Uiso 0.5 1 calc R . P C 2
H19B H -0.269516 0.726416 0.022740 0.158 Uiso 0.5 1 calc R . P C 2
C17A C 0.083(3) 0.626(4) 0.0941(17) 0.143(8) Uani 0.5 1 d D U P C 1
H17C H -0.023810 0.705108 0.119825 0.214 Uiso 0.5 1 calc GR . P C 1
H17D H 0.047680 0.521617 0.081846 0.214 Uiso 0.5 1 calc GR . P C 1
H17E H 0.114757 0.688701 0.043710 0.214 Uiso 0.5 1 calc GR . P C 1
C20 C -0.4198(14) 0.9883(14) 0.0343(6) 0.160(4) Uani 1 1 d D U . C 2
C16A C 0.258(3) 0.568(3) 0.1527(17) 0.137(6) Uani 0.5 1 d D U P C 1
H16C H 0.244481 0.663681 0.187613 0.164 Uiso 0.5 1 calc R . P C 1
H16D H 0.245384 0.463149 0.188594 0.164 Uiso 0.5 1 calc R . P C 1
C15 C 0.446(3) 0.485(4) 0.1305(15) 0.137(6) Uani 0.5 1 d D U P C 2
H15C H 0.490114 0.510002 0.074799 0.164 Uiso 0.5 1 calc R . P C 2
H15D H 0.413539 0.371099 0.134204 0.164 Uiso 0.5 1 calc R . P C 2


_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 C13 1.751(5) . ?
S1 C11 1.765(5) 2_656 ?
C13 C13 1.387(9) 2_656 ?
C13 C12 1.442(7) . ?
C12 C11 1.408(7) . ?
C12 C7 1.412(7) . ?
C11 C10 1.388(7) . ?
C4 C3 1.372(7) . ?
C4 C6 1.451(7) 2_756 ?
C4 C5 1.467(7) . ?
C3 C1 1.436(8) . ?
C3 C2 1.443(8) . ?
C6 H6 0.9300 . ?
C6 C5 1.335(7) . ?
C5 H5 0.9300 . ?
N1 C1 1.150(7) . ?
C7 H7 0.9300 . ?
C7 C8 1.364(8) . ?
C2 N2 1.146(7) . ?
C10 H10 0.9300 . ?
C10 C9 1.398(7) . ?
C9 C8 1.403(8) . ?
C9 C14 1.520(9) . ?
C8 H8 0.9300 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 H14C 0.9700 . ?
C14 H14D 0.9700 . ?
C14 C15A 1.530(16) . ?
C14 C15 1.561(16) . ?
C15A H15A 0.9700 . ?
C15A H15B 0.9700 . ?
C15A C16A 1.484(18) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C16 C17 1.554(17) . ?
C16 C15 1.477(18) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.55(3) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.57(2) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C19 C20 1.530(13) . ?
C17A H17C 0.9600 . ?
C17A H17D 0.9600 . ?
C17A H17E 0.9600 . ?
C17A C16A 1.530(16) . ?
C20 C20 1.583(17) 2_475 ?
C16A H16C 0.9700 . ?
C16A H16D 0.9700 . ?
C15 H15C 0.9700 . ?
C15 H15D 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 S1 C11 90.4(3) . 2_656 ?
C13 C13 S1 112.4(5) 2_656 . ?
C13 C13 C12 113.7(6) 2_656 . ?
C12 C13 S1 133.9(4) . . ?
C11 C12 C13 110.6(5) . . ?
C11 C12 C7 118.4(5) . . ?
C7 C12 C13 131.0(5) . . ?
C12 C11 S1 112.8(4) . 2_656 ?
C10 C11 S1 125.6(4) . 2_656 ?
C10 C11 C12 121.6(5) . . ?
C3 C4 C6 122.6(5) . 2_756 ?
C3 C4 C5 122.1(5) . . ?
C6 C4 C5 115.3(5) 2_756 . ?
C4 C3 C1 121.5(5) . . ?
C4 C3 C2 122.4(5) . . ?
C1 C3 C2 116.1(5) . . ?
C4 C6 H6 118.5 2_756 . ?
C5 C6 C4 122.9(5) . 2_756 ?
C5 C6 H6 118.5 . . ?
C4 C5 H5 119.1 . . ?
C6 C5 C4 121.8(5) . . ?
C6 C5 H5 119.1 . . ?
N1 C1 C3 178.7(6) . . ?
C12 C7 H7 120.5 . . ?
C8 C7 C12 118.9(5) . . ?
C8 C7 H7 120.5 . . ?
N2 C2 C3 179.5(7) . . ?
C11 C10 H10 120.0 . . ?
C11 C10 C9 119.9(6) . . ?
C9 C10 H10 120.0 . . ?
C10 C9 C8 117.7(6) . . ?
C10 C9 C14 121.8(6) . . ?
C8 C9 C14 120.5(6) . . ?
C7 C8 C9 123.5(6) . . ?
C7 C8 H8 118.2 . . ?
C9 C8 H8 118.2 . . ?
C9 C14 H14A 107.4 . . ?
C9 C14 H14B 107.4 . . ?
C9 C14 H14C 110.3 . . ?
C9 C14 H14D 110.3 . . ?
C9 C14 C15A 119.6(13) . . ?
C9 C14 C15 107.1(13) . . ?
H14A C14 H14B 107.0 . . ?
H14C C14 H14D 108.5 . . ?
C15A C14 H14A 107.4 . . ?
C15A C14 H14B 107.4 . . ?
C15 C14 H14C 110.3 . . ?
C15 C14 H14D 110.3 . . ?
C14 C15A H15A 109.0 . . ?
C14 C15A H15B 109.0 . . ?
H15A C15A H15B 107.8 . . ?
C16A C15A C14 112.9(19) . . ?
C16A C15A H15A 109.0 . . ?
C16A C15A H15B 109.0 . . ?
H16A C16 H16B 108.4 . . ?
C17 C16 H16A 110.1 . . ?
C17 C16 H16B 110.1 . . ?
C15 C16 H16A 110.1 . . ?
C15 C16 H16B 110.1 . . ?
C15 C16 C17 108(2) . . ?
C16 C17 H17A 109.1 . . ?
C16 C17 H17B 109.1 . . ?
C16 C17 C18 113(2) . . ?
H17A C17 H17B 107.8 . . ?
C18 C17 H17A 109.1 . . ?
C18 C17 H17B 109.1 . . ?
C17 C18 H18A 107.8 . . ?
C17 C18 H18B 107.8 . . ?
C17 C18 C19 117.9(17) . . ?
H18A C18 H18B 107.2 . . ?
C19 C18 H18A 107.8 . . ?
C19 C18 H18B 107.8 . . ?
C18 C19 H19A 107.7 . . ?
C18 C19 H19B 107.7 . . ?
H19A C19 H19B 107.1 . . ?
C20 C19 C18 118.3(13) . . ?
C20 C19 H19A 107.7 . . ?
C20 C19 H19B 107.7 . . ?
H17C C17A H17D 109.5 . . ?
H17C C17A H17E 109.5 . . ?
H17D C17A H17E 109.5 . . ?
C16A C17A H17C 109.5 . . ?
C16A C17A H17D 109.5 . . ?
C16A C17A H17E 109.5 . . ?
C19 C20 C20 114.8(11) . 2_475 ?
C15A C16A C17A 123(2) . . ?
C15A C16A H16C 106.6 . . ?
C15A C16A H16D 106.6 . . ?
C17A C16A H16C 106.6 . . ?
C17A C16A H16D 106.6 . . ?
H16C C16A H16D 106.5 . . ?
C14 C15 H15C 109.9 . . ?
C14 C15 H15D 109.9 . . ?
C16 C15 C14 108.8(19) . . ?
C16 C15 H15C 109.9 . . ?
C16 C15 H15D 109.9 . . ?
H15C C15 H15D 108.3 . . ?

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 C13 C12 C11 179.9(4) . . . . ?
S1 C13 C12 C7 0.5(9) . . . . ?
S1 C11 C10 C9 -178.9(4) 2_656 . . . ?
C13 C13 C12 C11 0.4(7) 2_656 . . . ?
C13 C13 C12 C7 -179.0(5) 2_656 . . . ?
C13 C12 C11 S1 -0.3(5) . . . 2_656 ?
C13 C12 C11 C10 179.2(4) . . . . ?
C13 C12 C7 C8 -179.6(5) . . . . ?
C12 C11 C10 C9 1.7(8) . . . . ?
C12 C7 C8 C9 -1.2(8) . . . . ?
C11 S1 C13 C13 -0.2(5) 2_656 . . 2_656 ?
C11 S1 C13 C12 -179.7(5) 2_656 . . . ?
C11 C12 C7 C8 1.0(7) . . . . ?
C11 C10 C9 C8 -1.7(8) . . . . ?
C11 C10 C9 C14 179.4(5) . . . . ?
C4 C6 C5 C4 0.5(9) 2_756 . . . ?
C3 C4 C5 C6 -179.3(5) . . . . ?
C6 C4 C3 C1 180.0(4) 2_756 . . . ?
C6 C4 C3 C2 1.3(8) 2_756 . . . ?
C6 C4 C5 C6 -0.5(8) 2_756 . . . ?
C5 C4 C3 C1 -1.3(8) . . . . ?
C5 C4 C3 C2 -179.9(5) . . . . ?
C7 C12 C11 S1 179.2(4) . . . 2_656 ?
C7 C12 C11 C10 -1.3(7) . . . . ?
C10 C9 C8 C7 1.5(8) . . . . ?
C10 C9 C14 C15A -102.3(13) . . . . ?
C10 C9 C14 C15 -105.4(11) . . . . ?
C9 C14 C15A C16A 51(3) . . . . ?
C9 C14 C15 C16 93(2) . . . . ?
C8 C9 C14 C15A 78.9(13) . . . . ?
C8 C9 C14 C15 75.8(11) . . . . ?
C14 C9 C8 C7 -179.6(5) . . . . ?
C14 C15A C16A C17A 179(2) . . . . ?
C16 C17 C18 C19 -173.8(18) . . . . ?
C17 C16 C15 C14 166.4(19) . . . . ?
C17 C18 C19 C20 -167.4(18) . . . . ?
C18 C19 C20 C20 -177.4(14) . . . 2_475 ?
C15 C16 C17 C18 168(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.871
_oxdiff_exptl_absorpt_empirical_full_min 0.474
####################################################################### 
# 
# 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_oTol-BTBT-C10_F2TCNQ
_database_code_depnum_ccdc_archive 'CCDC 2164784'
loop_
_audit_author_name
_audit_author_address
'Satoshi Matsuoka'
;Nagasaki University
Japan
;
_audit_update_record             
;
2022-04-06 deposited with the CCDC.	2022-10-11 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C43 H36 F2 N4 S2'
_chemical_formula_moiety         'C43 H36 F2 N4 S2'
_chemical_formula_weight         710.90
_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                   7.2476(2)
_cell_length_b                   7.7466(2)
_cell_length_c                   34.0492(9)
_cell_angle_alpha                90.329(2)
_cell_angle_beta                 91.785(2)
_cell_angle_gamma                105.902(2)
_cell_volume                     1837.42(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7743
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      27.33
_cell_measurement_temperature    293
#------------------------------------------------------------------------------
_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.670
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.020
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             744.00
_exptl_absorpt_coefficient_mu    0.192
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.883
_exptl_absorpt_correction_T_max  0.996

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

_diffrn_ambient_temperature      293
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Rigaku XtaLAB P100'
_diffrn_reflns_number            36429
_diffrn_reflns_av_R_equivalents  0.0479
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         2.394
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_limit_l_max       44
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             8352
_reflns_number_gt                5164
_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          0.0963
_refine_ls_R_factor_gt           0.0489
_refine_ls_wR_factor_ref         0.1228
_refine_ls_wR_factor_gt          0.1054
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         8352
_refine_ls_number_parameters     479
_refine_ls_goodness_of_fit_ref   1.006
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0517P)²+0.4091P] 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         0.32
_refine_diff_density_min         -0.31
_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 0.0033 0.0016
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.0171 0.0103
;
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 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
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 -0.16274(8) -0.43505(7) 0.28619(2) 0.04015(15) Uani 1 1 d . . . . .
S2 S 0.02350(8) 0.12827(7) 0.28939(2) 0.03999(14) Uani 1 1 d . . . . .
F1 F 0.6151(2) 0.04494(18) 0.34588(4) 0.0502(4) Uani 0.866(2) 1 d . . P A 1
F2 F 0.2327(2) -0.34336(18) 0.22117(4) 0.0519(4) Uani 0.866(2) 1 d . . P A 1
F3 F 0.2931(15) -0.5128(11) 0.2821(3) 0.057(3) Uani 0.134(2) 1 d . . P A 2
F4 F 0.5544(15) 0.2120(11) 0.2851(3) 0.060(3) Uani 0.134(2) 1 d . . P A 2
N1 N 0.3762(3) -0.6758(3) 0.35291(6) 0.0633(6) Uani 1 1 d . . . . .
N2 N 0.6488(3) -0.1851(3) 0.41671(6) 0.0650(6) Uani 1 1 d . . . . .
N3 N 0.2037(4) -0.1078(3) 0.15006(6) 0.0794(7) Uani 1 1 d . . . . .
N4 N 0.4651(3) 0.3771(3) 0.21499(7) 0.0697(6) Uani 1 1 d . . . . .
C1 C -0.0588(3) -0.3719(3) 0.33310(5) 0.0372(5) Uani 1 1 d . . . . .
C2 C -0.0465(3) -0.4890(3) 0.36340(6) 0.0411(5) Uani 1 1 d . . . . .
H2 H -0.093982 -0.612343 0.359407 0.049 Uiso 1 1 calc R U . . .
C3 C 0.0366(3) -0.4213(3) 0.39939(6) 0.0408(5) Uani 1 1 d . . . . .
C4 C 0.1116(3) -0.2338(3) 0.40413(6) 0.0437(5) Uani 1 1 d . . . . .
H4 H 0.170311 -0.187748 0.428079 0.052 Uiso 1 1 calc R U . . .
C5 C 0.1006(3) -0.1164(3) 0.37426(6) 0.0419(5) Uani 1 1 d . . . . .
H5 H 0.151167 0.006652 0.378214 0.050 Uiso 1 1 calc R U . . .
C6 C 0.0134(3) -0.1835(3) 0.33823(5) 0.0366(5) Uani 1 1 d . . . . .
C7 C -0.0224(3) -0.0956(3) 0.30264(6) 0.0357(5) Uani 1 1 d . . . . .
C8 C -0.1138(3) -0.2107(3) 0.27307(6) 0.0355(4) Uani 1 1 d . . . . .
C9 C -0.1521(3) -0.1238(3) 0.23770(5) 0.0358(5) Uani 1 1 d . . . . .
C10 C -0.2415(3) -0.1934(3) 0.20205(6) 0.0418(5) Uani 1 1 d . . . . .
H10 H -0.286729 -0.316882 0.198033 0.050 Uiso 1 1 calc R U . . .
C11 C -0.2623(3) -0.0775(3) 0.17273(6) 0.0457(5) Uani 1 1 d . . . . .
H11 H -0.322484 -0.124654 0.148985 0.055 Uiso 1 1 calc R U . . .
C12 C -0.1955(3) 0.1099(3) 0.17764(6) 0.0428(5) Uani 1 1 d . . . . .
C13 C -0.1055(3) 0.1803(3) 0.21283(6) 0.0420(5) Uani 1 1 d . . . . .
H13 H -0.059815 0.303872 0.216580 0.050 Uiso 1 1 calc R U . . .
C14 C -0.0838(3) 0.0638(3) 0.24279(5) 0.0368(5) Uani 1 1 d . . . . .
C15 C 0.0488(3) -0.5429(3) 0.43287(6) 0.0420(5) Uani 1 1 d . . . . .
C16 C 0.2261(3) -0.5285(3) 0.45153(6) 0.0530(6) Uani 1 1 d . . . . .
H16 H 0.333980 -0.442765 0.443181 0.064 Uiso 1 1 calc R U . . .
C17 C 0.2450(4) -0.6390(3) 0.48218(7) 0.0574(6) Uani 1 1 d . . . . .
H17 H 0.365215 -0.629469 0.493811 0.069 Uiso 1 1 calc R U . . .
C18 C 0.0866(4) -0.7623(3) 0.49541(7) 0.0539(6) Uani 1 1 d . . . . .
H18 H 0.098183 -0.835814 0.516315 0.065 Uiso 1 1 calc R U . . .
C19 C -0.0888(3) -0.7766(3) 0.47764(7) 0.0528(6) Uani 1 1 d . . . . .
H19 H -0.195782 -0.861001 0.486772 0.063 Uiso 1 1 calc R U . . .
C20 C -0.1126(3) -0.6690(3) 0.44630(6) 0.0429(5) Uani 1 1 d . . . . .
C21 C -0.3118(3) -0.6860(3) 0.43023(7) 0.0585(6) Uani 1 1 d . . . . .
H21A H -0.306526 -0.604426 0.408897 0.070 Uiso 1 1 calc R U . . .
H21B H -0.368433 -0.806693 0.420921 0.070 Uiso 1 1 calc R U . . .
H21C H -0.388049 -0.657654 0.450567 0.070 Uiso 1 1 calc R U . . .
C22 C -0.2231(3) 0.2283(3) 0.14410(6) 0.0554(6) Uani 1 1 d . . . . .
H22A H -0.214322 0.347379 0.154411 0.066 Uiso 1 1 calc R U . . .
H22B H -0.350896 0.180362 0.132419 0.066 Uiso 1 1 calc R U . . .
C23 C -0.0760(4) 0.2435(4) 0.11220(7) 0.0624(7) Uani 1 1 d . . . . .
H23A H -0.061869 0.124846 0.106694 0.075 Uiso 1 1 calc R U . . .
H23B H -0.125318 0.285269 0.088336 0.075 Uiso 1 1 calc R U . . .
C24 C 0.1174(4) 0.3668(4) 0.12250(7) 0.0628(7) Uani 1 1 d . . . . .
H24A H 0.167311 0.324869 0.146267 0.075 Uiso 1 1 calc R U . . .
H24B H 0.103579 0.485524 0.128035 0.075 Uiso 1 1 calc R U . . .
C25 C 0.2615(4) 0.3807(4) 0.09042(8) 0.0736(8) Uani 1 1 d . . . . .
H25A H 0.290103 0.266022 0.087948 0.088 Uiso 1 1 calc R U . . .
H25B H 0.201902 0.402355 0.065708 0.088 Uiso 1 1 calc R U . . .
C26 C 0.4465(4) 0.5240(4) 0.09664(8) 0.0689(7) Uani 1 1 d . . . . .
H26A H 0.507699 0.501143 0.121053 0.083 Uiso 1 1 calc R U . . .
H26B H 0.418103 0.638575 0.099552 0.083 Uiso 1 1 calc R U . . .
C27 C 0.5867(4) 0.5382(4) 0.06409(8) 0.0751(8) Uani 1 1 d . . . . .
H27A H 0.619034 0.425059 0.061984 0.090 Uiso 1 1 calc R U . . .
H27B H 0.523113 0.555281 0.039511 0.090 Uiso 1 1 calc R U . . .
C28 C 0.7688(4) 0.6858(4) 0.06900(8) 0.0786(8) Uani 1 1 d . . . . .
H28A H 0.830232 0.671014 0.093996 0.094 Uiso 1 1 calc R U . . .
H28B H 0.736688 0.799263 0.070215 0.094 Uiso 1 1 calc R U . . .
C29 C 0.9112(4) 0.6963(4) 0.03726(8) 0.0825(9) Uani 1 1 d . . . . .
H29A H 0.942577 0.582523 0.035783 0.099 Uiso 1 1 calc R U . . .
H29B H 0.850902 0.713108 0.012282 0.099 Uiso 1 1 calc R U . . .
C30 C 1.0931(5) 0.8429(5) 0.04296(10) 0.1012(11) Uani 1 1 d . . . . .
H30A H 1.061585 0.956734 0.043456 0.121 Uiso 1 1 calc R U . . .
H30B H 1.150136 0.828678 0.068465 0.121 Uiso 1 1 calc R U . . .
C31 C 1.2391(5) 0.8516(6) 0.01280(11) 0.1289(15) Uani 1 1 d . . . . .
H31A H 1.350243 0.949589 0.018974 0.155 Uiso 1 1 calc R U . . .
H31B H 1.275146 0.741207 0.012502 0.155 Uiso 1 1 calc R U . . .
H31C H 1.186378 0.869577 -0.012568 0.155 Uiso 1 1 calc R U . . .
C32 C 0.4585(3) -0.2415(3) 0.31836(6) 0.0353(4) Uani 1 1 d . . . . .
C33 C 0.5188(3) -0.0491(3) 0.31526(6) 0.0382(5) Uani 1 1 d . . . . .
H33 H 0.583864 0.018041 0.336690 0.046 Uiso 0.134(2) 1 calc R U P A 2
C34 C 0.4862(3) 0.0381(3) 0.28320(6) 0.0378(5) Uani 1 1 d . . . . .
H34 H 0.527866 0.162798 0.283045 0.045 Uiso 0.866(2) 1 calc R U P A 1
C35 C 0.3878(3) -0.0572(3) 0.24896(6) 0.0364(5) Uani 1 1 d . . . . .
C36 C 0.3284(3) -0.2499(3) 0.25198(6) 0.0380(5) Uani 1 1 d . . . . .
H36 H 0.264075 -0.317071 0.230492 0.046 Uiso 0.134(2) 1 calc R U P A 2
C37 C 0.3609(3) -0.3369(3) 0.28407(6) 0.0381(5) Uani 1 1 d . . . . .
H37 H 0.319560 -0.461632 0.284216 0.046 Uiso 0.866(2) 1 calc R U P A 1
C38 C 0.4901(3) -0.3303(3) 0.35179(6) 0.0383(5) Uani 1 1 d . . . . .
C39 C 0.4262(3) -0.5227(3) 0.35263(6) 0.0445(5) Uani 1 1 d . . . . .
C40 C 0.5806(3) -0.2447(3) 0.38741(7) 0.0455(5) Uani 1 1 d . . . . .
C41 C 0.3564(3) 0.0320(3) 0.21572(6) 0.0404(5) Uani 1 1 d . . . . .
C42 C 0.2690(3) -0.0508(3) 0.17968(7) 0.0504(6) Uani 1 1 d . . . . .
C43 C 0.4170(3) 0.2247(3) 0.21524(6) 0.0463(5) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.4 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.4'

#==============================================================================
# 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 1.740(2) . ?
S1 C1 1.7529(19) . ?
S2 C7 1.739(2) . ?
S2 C14 1.7528(19) . ?
F1 C33 1.331(2) . ?
F2 C36 1.333(2) . ?
F3 C37 1.317(8) . ?
F4 C34 1.302(8) . ?
N1 C39 1.141(3) . ?
N2 C40 1.137(3) . ?
N3 C42 1.134(3) . ?
N4 C43 1.135(3) . ?
C1 C2 1.395(3) . ?
C1 C6 1.417(3) . ?
C2 C3 1.383(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.411(3) . ?
C3 C15 1.499(3) . ?
C4 C5 1.384(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.392(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.444(3) . ?
C7 C8 1.368(3) . ?
C8 C9 1.439(3) . ?
C9 C10 1.392(3) . ?
C9 C14 1.408(3) . ?
C10 C11 1.379(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.406(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.381(3) . ?
C12 C22 1.511(3) . ?
C13 C14 1.400(3) . ?
C13 H13 0.9300 . ?
C15 C16 1.392(3) . ?
C15 C20 1.394(3) . ?
C16 C17 1.380(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.367(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.367(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.393(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.499(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C23 1.528(3) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.494(3) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C25 1.519(3) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.496(4) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 C27 1.511(3) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 C28 1.495(4) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 C29 1.505(4) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 C30 1.492(4) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C31 1.486(4) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 C38 1.379(3) . ?
C32 C37 1.436(3) . ?
C32 C33 1.439(3) . ?
C33 C34 1.335(3) . ?
C33 H33 0.9300 . ?
C34 C35 1.436(3) . ?
C34 H34 0.9300 . ?
C35 C41 1.375(3) . ?
C35 C36 1.441(3) . ?
C36 C37 1.335(3) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?
C38 C40 1.430(3) . ?
C38 C39 1.435(3) . ?
C41 C42 1.428(3) . ?
C41 C43 1.437(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 S1 C1 90.45(9) . . ?
C7 S2 C14 90.49(9) . . ?
C2 C1 C6 121.37(18) . . ?
C2 C1 S1 125.59(16) . . ?
C6 C1 S1 113.04(14) . . ?
C3 C2 C1 119.81(19) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C2 C3 C4 118.63(18) . . ?
C2 C3 C15 121.31(19) . . ?
C4 C3 C15 120.05(18) . . ?
C5 C4 C3 122.02(19) . . ?
C5 C4 H4 119.0 . . ?
C3 C4 H4 119.0 . . ?
C4 C5 C6 119.61(19) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C5 C6 C1 118.53(18) . . ?
C5 C6 C7 131.97(19) . . ?
C1 C6 C7 109.50(17) . . ?
C8 C7 C6 114.21(17) . . ?
C8 C7 S2 112.39(14) . . ?
C6 C7 S2 133.39(15) . . ?
C7 C8 C9 114.45(17) . . ?
C7 C8 S1 112.79(14) . . ?
C9 C8 S1 132.76(16) . . ?
C10 C9 C14 119.03(18) . . ?
C10 C9 C8 131.34(19) . . ?
C14 C9 C8 109.62(17) . . ?
C11 C10 C9 119.31(19) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
C10 C11 C12 122.03(19) . . ?
C10 C11 H11 119.0 . . ?
C12 C11 H11 119.0 . . ?
C13 C12 C11 119.09(19) . . ?
C13 C12 C22 122.0(2) . . ?
C11 C12 C22 118.94(19) . . ?
C12 C13 C14 119.35(19) . . ?
C12 C13 H13 120.3 . . ?
C14 C13 H13 120.3 . . ?
C13 C14 C9 121.19(18) . . ?
C13 C14 S2 125.76(16) . . ?
C9 C14 S2 113.05(14) . . ?
C16 C15 C20 118.75(19) . . ?
C16 C15 C3 119.2(2) . . ?
C20 C15 C3 122.05(19) . . ?
C17 C16 C15 121.3(2) . . ?
C17 C16 H16 119.3 . . ?
C15 C16 H16 119.3 . . ?
C18 C17 C16 119.9(2) . . ?
C18 C17 H17 120.0 . . ?
C16 C17 H17 120.0 . . ?
C17 C18 C19 119.4(2) . . ?
C17 C18 H18 120.3 . . ?
C19 C18 H18 120.3 . . ?
C18 C19 C20 122.2(2) . . ?
C18 C19 H19 118.9 . . ?
C20 C19 H19 118.9 . . ?
C19 C20 C15 118.4(2) . . ?
C19 C20 C21 118.5(2) . . ?
C15 C20 C21 122.93(19) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C12 C22 C23 113.24(19) . . ?
C12 C22 H22A 108.9 . . ?
C23 C22 H22A 108.9 . . ?
C12 C22 H22B 108.9 . . ?
C23 C22 H22B 108.9 . . ?
H22A C22 H22B 107.7 . . ?
C24 C23 C22 114.4(2) . . ?
C24 C23 H23A 108.7 . . ?
C22 C23 H23A 108.7 . . ?
C24 C23 H23B 108.7 . . ?
C22 C23 H23B 108.7 . . ?
H23A C23 H23B 107.6 . . ?
C23 C24 C25 113.7(2) . . ?
C23 C24 H24A 108.8 . . ?
C25 C24 H24A 108.8 . . ?
C23 C24 H24B 108.8 . . ?
C25 C24 H24B 108.8 . . ?
H24A C24 H24B 107.7 . . ?
C26 C25 C24 115.5(2) . . ?
C26 C25 H25A 108.4 . . ?
C24 C25 H25A 108.4 . . ?
C26 C25 H25B 108.4 . . ?
C24 C25 H25B 108.4 . . ?
H25A C25 H25B 107.5 . . ?
C25 C26 C27 114.8(2) . . ?
C25 C26 H26A 108.6 . . ?
C27 C26 H26A 108.6 . . ?
C25 C26 H26B 108.6 . . ?
C27 C26 H26B 108.6 . . ?
H26A C26 H26B 107.6 . . ?
C28 C27 C26 115.5(2) . . ?
C28 C27 H27A 108.4 . . ?
C26 C27 H27A 108.4 . . ?
C28 C27 H27B 108.4 . . ?
C26 C27 H27B 108.4 . . ?
H27A C27 H27B 107.5 . . ?
C27 C28 C29 115.5(3) . . ?
C27 C28 H28A 108.4 . . ?
C29 C28 H28A 108.4 . . ?
C27 C28 H28B 108.4 . . ?
C29 C28 H28B 108.4 . . ?
H28A C28 H28B 107.5 . . ?
C30 C29 C28 114.7(3) . . ?
C30 C29 H29A 108.6 . . ?
C28 C29 H29A 108.6 . . ?
C30 C29 H29B 108.6 . . ?
C28 C29 H29B 108.6 . . ?
H29A C29 H29B 107.6 . . ?
C31 C30 C29 115.7(3) . . ?
C31 C30 H30A 108.4 . . ?
C29 C30 H30A 108.4 . . ?
C31 C30 H30B 108.4 . . ?
C29 C30 H30B 108.4 . . ?
H30A C30 H30B 107.4 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C38 C32 C37 121.56(18) . . ?
C38 C32 C33 123.02(18) . . ?
C37 C32 C33 115.42(17) . . ?
F1 C33 C34 119.00(18) . . ?
F1 C33 C32 117.60(17) . . ?
C34 C33 C32 123.39(18) . . ?
C34 C33 H33 118.3 . . ?
C32 C33 H33 118.3 . . ?
F4 C34 C33 115.3(5) . . ?
F4 C34 C35 123.4(5) . . ?
C33 C34 C35 121.22(18) . . ?
C33 C34 H34 119.4 . . ?
C35 C34 H34 119.4 . . ?
C41 C35 C34 121.36(18) . . ?
C41 C35 C36 123.23(18) . . ?
C34 C35 C36 115.41(17) . . ?
F2 C36 C37 119.30(18) . . ?
F2 C36 C35 117.35(17) . . ?
C37 C36 C35 123.33(18) . . ?
C37 C36 H36 118.3 . . ?
C35 C36 H36 118.3 . . ?
F3 C37 C36 115.3(4) . . ?
F3 C37 C32 123.4(4) . . ?
C36 C37 C32 121.24(18) . . ?
C36 C37 H37 119.4 . . ?
C32 C37 H37 119.4 . . ?
C32 C38 C40 124.81(19) . . ?
C32 C38 C39 119.81(18) . . ?
C40 C38 C39 115.36(18) . . ?
N1 C39 C38 179.3(3) . . ?
N2 C40 C38 176.3(2) . . ?
C35 C41 C42 125.53(19) . . ?
C35 C41 C43 119.93(19) . . ?
C42 C41 C43 114.54(18) . . ?
N3 C42 C41 176.2(3) . . ?
N4 C43 C41 179.8(3) . . ?

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
C8 S1 C1 C2 178.65(19) . . . . ?
C8 S1 C1 C6 -0.69(16) . . . . ?
C6 C1 C2 C3 0.4(3) . . . . ?
S1 C1 C2 C3 -178.89(16) . . . . ?
C1 C2 C3 C4 -1.6(3) . . . . ?
C1 C2 C3 C15 178.77(19) . . . . ?
C2 C3 C4 C5 1.5(3) . . . . ?
C15 C3 C4 C5 -178.9(2) . . . . ?
C3 C4 C5 C6 -0.1(3) . . . . ?
C4 C5 C6 C1 -1.1(3) . . . . ?
C4 C5 C6 C7 178.5(2) . . . . ?
C2 C1 C6 C5 1.0(3) . . . . ?
S1 C1 C6 C5 -179.63(15) . . . . ?
C2 C1 C6 C7 -178.69(18) . . . . ?
S1 C1 C6 C7 0.7(2) . . . . ?
C5 C6 C7 C8 -179.9(2) . . . . ?
C1 C6 C7 C8 -0.3(2) . . . . ?
C5 C6 C7 S2 -1.1(4) . . . . ?
C1 C6 C7 S2 178.59(16) . . . . ?
C14 S2 C7 C8 0.00(15) . . . . ?
C14 S2 C7 C6 -178.9(2) . . . . ?
C6 C7 C8 C9 179.21(17) . . . . ?
S2 C7 C8 C9 0.1(2) . . . . ?
C6 C7 C8 S1 -0.2(2) . . . . ?
S2 C7 C8 S1 -179.34(10) . . . . ?
C1 S1 C8 C7 0.51(15) . . . . ?
C1 S1 C8 C9 -178.8(2) . . . . ?
C7 C8 C9 C10 -179.6(2) . . . . ?
S1 C8 C9 C10 -0.3(4) . . . . ?
C7 C8 C9 C14 -0.2(2) . . . . ?
S1 C8 C9 C14 179.13(16) . . . . ?
C14 C9 C10 C11 -0.5(3) . . . . ?
C8 C9 C10 C11 178.9(2) . . . . ?
C9 C10 C11 C12 0.2(3) . . . . ?
C10 C11 C12 C13 0.2(3) . . . . ?
C10 C11 C12 C22 179.8(2) . . . . ?
C11 C12 C13 C14 -0.3(3) . . . . ?
C22 C12 C13 C14 -179.86(19) . . . . ?
C12 C13 C14 C9 0.0(3) . . . . ?
C12 C13 C14 S2 -179.19(15) . . . . ?
C10 C9 C14 C13 0.4(3) . . . . ?
C8 C9 C14 C13 -179.09(18) . . . . ?
C10 C9 C14 S2 179.69(15) . . . . ?
C8 C9 C14 S2 0.2(2) . . . . ?
C7 S2 C14 C13 179.11(19) . . . . ?
C7 S2 C14 C9 -0.09(16) . . . . ?
C2 C3 C15 C16 126.6(2) . . . . ?
C4 C3 C15 C16 -53.0(3) . . . . ?
C2 C3 C15 C20 -54.2(3) . . . . ?
C4 C3 C15 C20 126.2(2) . . . . ?
C20 C15 C16 C17 1.5(3) . . . . ?
C3 C15 C16 C17 -179.2(2) . . . . ?
C15 C16 C17 C18 -1.7(4) . . . . ?
C16 C17 C18 C19 1.0(4) . . . . ?
C17 C18 C19 C20 -0.1(4) . . . . ?
C18 C19 C20 C15 0.0(3) . . . . ?
C18 C19 C20 C21 -176.3(2) . . . . ?
C16 C15 C20 C19 -0.7(3) . . . . ?
C3 C15 C20 C19 -179.9(2) . . . . ?
C16 C15 C20 C21 175.4(2) . . . . ?
C3 C15 C20 C21 -3.8(3) . . . . ?
C13 C12 C22 C23 100.4(3) . . . . ?
C11 C12 C22 C23 -79.2(3) . . . . ?
C12 C22 C23 C24 -77.3(3) . . . . ?
C22 C23 C24 C25 -179.8(2) . . . . ?
C23 C24 C25 C26 170.6(2) . . . . ?
C24 C25 C26 C27 -178.9(2) . . . . ?
C25 C26 C27 C28 177.5(3) . . . . ?
C26 C27 C28 C29 178.1(3) . . . . ?
C27 C28 C29 C30 -179.2(3) . . . . ?
C28 C29 C30 C31 177.7(3) . . . . ?
C38 C32 C33 F1 2.4(3) . . . . ?
C37 C32 C33 F1 -177.98(17) . . . . ?
C38 C32 C33 C34 -179.0(2) . . . . ?
C37 C32 C33 C34 0.7(3) . . . . ?
C32 C33 C34 F4 -178.5(6) . . . . ?
F1 C33 C34 C35 178.20(17) . . . . ?
C32 C33 C34 C35 -0.5(3) . . . . ?
F4 C34 C35 C41 -1.2(7) . . . . ?
C33 C34 C35 C41 -179.1(2) . . . . ?
F4 C34 C35 C36 178.0(6) . . . . ?
C33 C34 C35 C36 0.1(3) . . . . ?
C41 C35 C36 F2 -2.3(3) . . . . ?
C34 C35 C36 F2 178.52(17) . . . . ?
C41 C35 C36 C37 179.1(2) . . . . ?
C34 C35 C36 C37 0.0(3) . . . . ?
C35 C36 C37 F3 178.6(5) . . . . ?
F2 C36 C37 C32 -178.22(17) . . . . ?
C35 C36 C37 C32 0.3(3) . . . . ?
C38 C32 C37 F3 0.9(6) . . . . ?
C33 C32 C37 F3 -178.7(6) . . . . ?
C38 C32 C37 C36 179.1(2) . . . . ?
C33 C32 C37 C36 -0.6(3) . . . . ?
C37 C32 C38 C40 -177.95(19) . . . . ?
C33 C32 C38 C40 1.7(3) . . . . ?
C37 C32 C38 C39 0.5(3) . . . . ?
C33 C32 C38 C39 -179.82(19) . . . . ?
C34 C35 C41 C42 176.7(2) . . . . ?
C36 C35 C41 C42 -2.4(3) . . . . ?
C34 C35 C41 C43 -2.0(3) . . . . ?
C36 C35 C41 C43 178.87(19) . . . . ?

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

#==============================================================================
# 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
#==============================================================================
####################################################################### 
# 
# 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_PE-BTBT-C12-F4TCNQ
_database_code_depnum_ccdc_archive 'CCDC 2164787'
loop_
_audit_author_name
_audit_author_address
'Satoshi Matsuoka'
;Nagasaki University
Japan
;
_audit_update_record             
;
2022-04-06 deposited with the CCDC.	2022-10-11 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C78 H72 F4 N4 S4'
_chemical_formula_moiety         'C78 H72 F4 N4 S4'
_chemical_formula_weight         1269.69
_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                   7.1644
_cell_length_b                   8.1007
_cell_length_c                   36.0410
_cell_angle_alpha                89.5940
_cell_angle_beta                 86.6300
_cell_angle_gamma                72.4940
_cell_volume                     1991.2501
_cell_formula_units_Z            1
_cell_measurement_reflns_used    3351
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      36.91
_cell_measurement_temperature    296
#------------------------------------------------------------------------------
_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_crystal_density_diffrn    1.059
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             668.00
_exptl_absorpt_coefficient_mu    0.000
_exptl_absorpt_correction_type   none

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

_diffrn_ambient_temperature      296
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     1.00040
_diffrn_measurement_device_type  ?
_diffrn_reflns_number            5658
_diffrn_reflns_av_unetI/netI     0.2134
_diffrn_reflns_av_R_equivalents  0.1319
_diffrn_reflns_theta_max         37.060
_diffrn_reflns_theta_min         2.391
_diffrn_reflns_theta_full        37.060
_diffrn_measured_fraction_theta_max 0.513
_diffrn_measured_fraction_theta_full 0.513
_diffrn_reflns_Laue_measured_fraction_max 0.000
_diffrn_reflns_Laue_measured_fraction_full 0.000
_diffrn_reflns_point_group_measured_fraction_max 0.000
_diffrn_reflns_point_group_measured_fraction_full 0.000
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_limit_l_max       37
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             3742
_reflns_number_gt                1106
_reflns_threshold_expression     F²>2.0σ(F²)

#==============================================================================
# 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          0.2872
_refine_ls_R_factor_gt           0.1385
_refine_ls_wR_factor_ref         0.4097
_refine_ls_wR_factor_gt          0.3687
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         3742
_refine_ls_number_parameters     234
_refine_ls_goodness_of_fit_ref   1.471
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1000P)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          0.912
_refine_diff_density_max         0.54
_refine_diff_density_min         -0.57
_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 0.0000 0.0000
;
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 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
F F 0.0000 0.0000
;
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.4878(8) 0.6106(8) 0.71022(12) 0.0672(16) Uiso 1 1 d . . .
S2 S 0.6855(8) 0.0627(8) 0.70533(12) 0.0676(16) Uiso 1 1 d . . .
F1 F 1.2236(18) -0.0148(18) 0.7053(2) 0.075(3) Uiso 1 1 d . . .
F2 F 0.9471(17) 0.6924(18) 0.7114(2) 0.078(3) Uiso 1 1 d . . .
F46 F 0.8887(17) 0.5108(17) 0.7703(3) 0.082(3) Uiso 1 1 d . . .
F47 F 1.2819(16) 0.1643(16) 0.6463(3) 0.075(3) Uiso 1 1 d . . .
N8 N 1.131(3) -0.185(3) 0.7780(4) 0.074(5) Uiso 1 1 d . . .
N24 N 1.317(3) 0.415(3) 0.5816(4) 0.087(6) Uiso 1 1 d . . .
N50 N 0.858(3) 0.280(3) 0.8351(5) 0.098(6) Uiso 1 1 d . . .
N51 N 1.045(3) 0.865(3) 0.6394(4) 0.091(6) Uiso 1 1 d . . .
C2 C 0.932(3) 0.213(3) 0.8064(5) 0.066(6) Uiso 1 1 d . . .
C3 C 1.009(3) 0.517(4) 0.7096(5) 0.079(7) Uiso 1 1 d . . .
C4 C 0.620(3) 0.667(3) 0.6376(5) 0.072(6) Uiso 1 1 d . . .
H4 H 0.5684 0.7858 0.6418 0.086 Uiso 1 1 calc R . .
C5 C 1.118(3) 0.426(3) 0.6744(4) 0.052(5) Uiso 1 1 d . . .
C6 C 1.061(3) 0.230(3) 0.7409(4) 0.056(5) Uiso 1 1 d . . .
C7 C 1.166(3) 0.161(3) 0.7069(4) 0.059(5) Uiso 1 1 d . . .
C9 C 1.185(3) 0.247(3) 0.6768(5) 0.067(6) Uiso 1 1 d . . .
C10 C 0.426(3) -0.051(3) 0.8427(4) 0.064(5) Uiso 1 1 d . . .
C11 C 0.742(3) 0.814(3) 0.5483(5) 0.062(5) Uiso 1 1 d . . .
C12 C 0.670(3) 0.364(3) 0.6605(4) 0.057(5) Uiso 1 1 d . . .
C13 C 0.608(3) 0.547(3) 0.6655(5) 0.065(5) Uiso 1 1 d . . .
C14 C 0.738(3) 0.718(3) 0.5729(5) 0.070(6) Uiso 1 1 d . . .
C15 C 1.240(3) 0.459(3) 0.6097(5) 0.060(5) Uiso 1 1 d . . .
C16 C 0.397(3) 0.376(3) 0.7901(5) 0.076(6) Uiso 1 1 d . . .
H16 H 0.3398 0.4937 0.7941 0.091 Uiso 1 1 calc R . .
C17 C 0.738(3) 0.932(3) 0.5193(4) 0.051(5) Uiso 1 1 d . . .
C18 C 0.746(3) 1.164(3) 0.4622(5) 0.073(6) Uiso 1 1 d . . .
H18 H 0.7462 1.2437 0.4436 0.088 Uiso 1 1 calc R . .
C19 C 0.549(3) 0.387(3) 0.7212(4) 0.061(5) Uiso 1 1 d . . .
C20 C 0.633(3) 0.283(3) 0.6936(4) 0.050(5) Uiso 1 1 d . . .
C21 C 0.989(3) 0.416(3) 0.7396(5) 0.066(6) Uiso 1 1 d . . .
C22 C 0.449(3) 0.078(4) 0.8123(5) 0.071(6) Uiso 1 1 d . . .
C23 C 1.089(3) -0.035(4) 0.7725(5) 0.071(6) Uiso 1 1 d . . .
C25 C 0.785(3) 0.420(3) 0.5981(5) 0.066(6) Uiso 1 1 d . . .
H25 H 0.8427 0.3763 0.5750 0.079 Uiso 1 1 calc R . .
C26 C 0.718(3) 0.597(3) 0.6026(5) 0.066(6) Uiso 1 1 d . . .
C27 C 1.021(3) 0.150(3) 0.7721(4) 0.058(5) Uiso 1 1 d . . .
C28 C 0.506(3) 0.301(3) 0.7555(4) 0.059(5) Uiso 1 1 d . . .
C29 C 0.775(3) 0.300(3) 0.6255(5) 0.078(6) Uiso 1 1 d . . .
H29 H 0.8337 0.1825 0.6215 0.093 Uiso 1 1 calc R . .
C30 C 0.797(3) 0.883(3) 0.4840(5) 0.082(7) Uiso 1 1 d . . .
H30 H 0.8419 0.7647 0.4791 0.099 Uiso 1 1 calc R . .
C31 C 0.390(3) 0.248(3) 0.8169(5) 0.065(6) Uiso 1 1 d . . .
H31 H 0.3374 0.2889 0.8404 0.078 Uiso 1 1 calc R . .
C32 C 0.797(3) 0.993(3) 0.4535(5) 0.079(6) Uiso 1 1 d . . .
H32 H 0.8303 0.9510 0.4292 0.095 Uiso 1 1 calc R . .
C33 C 0.565(3) -0.060(3) 0.8731(5) 0.071(6) Uiso 1 1 d . . .
H33A H 0.5112 -0.0982 0.8958 0.086 Uiso 1 1 calc R . .
H33B H 0.5753 0.0542 0.8776 0.086 Uiso 1 1 calc R . .
C34 C 0.686(3) 1.118(4) 0.5266(5) 0.086(7) Uiso 1 1 d . . .
H34 H 0.6482 1.1648 0.5503 0.103 Uiso 1 1 calc R . .
C35 C 0.575(3) 0.125(3) 0.7492(5) 0.068(6) Uiso 1 1 d . . .
C36 C 0.918(3) -0.216(3) 0.8933(5) 0.082(6) Uiso 1 1 d . . .
H36A H 0.9434 -0.1075 0.8981 0.099 Uiso 1 1 calc R . .
H36B H 0.8564 -0.2469 0.9159 0.099 Uiso 1 1 calc R . .
C37 C 1.436(4) -0.504(4) 0.9104(7) 0.129(10) Uiso 1 1 d . . .
H37A H 1.5015 -0.4772 0.8879 0.154 Uiso 1 1 calc R . .
H37B H 1.4154 -0.6158 0.9066 0.154 Uiso 1 1 calc R . .
C38 C 1.105(3) -0.348(4) 0.8856(6) 0.100(8) Uiso 1 1 d . . .
H38A H 1.1667 -0.3179 0.8630 0.120 Uiso 1 1 calc R . .
H38B H 1.0798 -0.4574 0.8809 0.120 Uiso 1 1 calc R . .
C39 C 1.909(4) -0.672(4) 0.9640(6) 0.105(8) Uiso 1 1 d . . .
H39A H 1.9488 -0.5680 0.9622 0.126 Uiso 1 1 calc R . .
H39B H 1.8529 -0.6775 0.9889 0.126 Uiso 1 1 calc R . .
C40 C 1.753(4) -0.665(4) 0.9355(6) 0.111(9) Uiso 1 1 d . . .
H40A H 1.8084 -0.6540 0.9107 0.134 Uiso 1 1 calc R . .
H40B H 1.7205 -0.7728 0.9362 0.134 Uiso 1 1 calc R . .
C41 C 1.249(4) -0.376(4) 0.9163(6) 0.113(9) Uiso 1 1 d . . .
H41A H 1.2721 -0.2658 0.9209 0.136 Uiso 1 1 calc R . .
H41B H 1.1852 -0.4048 0.9388 0.136 Uiso 1 1 calc R . .
C42 C 1.570(4) -0.519(4) 0.9423(6) 0.097(7) Uiso 1 1 d . . .
C43 C 2.256(4) -0.851(4) 0.9845(8) 0.179(13) Uiso 1 1 d . . .
H43A H 2.2009 -0.8553 1.0094 0.215 Uiso 1 1 calc R . .
H43B H 2.3039 -0.7531 0.9822 0.215 Uiso 1 1 calc R . .
H43C H 2.3616 -0.9554 0.9794 0.215 Uiso 1 1 calc R . .
C44 C 0.773(3) -0.187(3) 0.8631(5) 0.088(7) Uiso 1 1 d . . .
H44A H 0.8281 -0.1433 0.8414 0.106 Uiso 1 1 calc R . .
H44B H 0.7588 -0.2981 0.8563 0.106 Uiso 1 1 calc R . .
C45 C 2.096(5) -0.836(4) 0.9567(8) 0.156(12) Uiso 1 1 d . . .
H45A H 2.1520 -0.8296 0.9317 0.187 Uiso 1 1 calc R . .
H45B H 2.0550 -0.9397 0.9580 0.187 Uiso 1 1 calc R . .
C48 C 1.085(3) 0.716(3) 0.6433(4) 0.055(5) Uiso 1 1 d . . .
C49 C 1.144(3) 0.536(3) 0.6448(5) 0.070(6) Uiso 1 1 d . . .
C52 C 0.553(3) 0.004(3) 0.7775(5) 0.071(6) Uiso 1 1 d . . .
H52 H 0.6031 -0.1154 0.7737 0.085 Uiso 1 1 calc R . .
C54 C 0.696(4) 1.219(4) 0.4966(6) 0.088(8) Uiso 1 1 d . . .
H54 H 0.613(17) 1.368(19) 0.505(6) 0.36(14) Uani 1 1 d . . .


#==============================================================================
_computing_data_collection       PROCESS-AUTO
_computing_cell_refinement       PROCESS-AUTO
_computing_data_reduction        PROCESS-AUTO
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# 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 C13 1.786(19) . ?
S1 C19 1.78(2) . ?
S2 C35 1.73(2) . ?
S2 C20 1.76(2) . ?
F1 C7 1.36(2) . ?
F2 C3 1.35(3) . ?
F46 C21 1.38(2) . ?
F47 C9 1.33(2) . ?
N8 C23 1.18(3) . ?
N24 C15 1.13(2) . ?
N50 C2 1.19(2) . ?
N51 C48 1.16(3) . ?
C2 C27 1.39(3) . ?
C3 C21 1.38(2) . ?
C3 C5 1.52(3) . ?
C4 C26 1.44(3) . ?
C4 C13 1.41(3) . ?
C4 H4 0.9300 . ?
C5 C9 1.39(3) . ?
C5 C49 1.42(2) . ?
C6 C27 1.36(2) . ?
C6 C21 1.44(3) . ?
C6 C7 1.42(2) . ?
C7 C9 1.31(2) . ?
C10 C33 1.51(2) . ?
C10 C22 1.54(3) . ?
C11 C14 1.18(2) . ?
C11 C17 1.41(2) . ?
C12 C13 1.42(3) . ?
C12 C20 1.41(2) . ?
C12 C29 1.44(2) . ?
C14 C26 1.48(3) . ?
C15 C49 1.46(3) . ?
C16 C31 1.42(3) . ?
C16 C28 1.46(3) . ?
C16 H16 0.9300 . ?
C17 C30 1.34(2) . ?
C17 C34 1.46(3) . ?
C18 C32 1.36(3) . ?
C18 C54 1.31(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.30(2) . ?
C19 C28 1.48(2) . ?
C22 C31 1.32(3) . ?
C22 C52 1.46(3) . ?
C23 C27 1.43(3) . ?
C25 C26 1.38(3) . ?
C25 C29 1.39(3) . ?
C25 H25 0.9300 . ?
C28 C35 1.37(3) . ?
C29 H29 0.9300 . ?
C30 C32 1.41(3) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C33 C44 1.56(3) . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C34 C54 1.36(3) . ?
C34 H34 0.9300 . ?
C35 C52 1.45(3) . ?
C36 C38 1.46(3) . ?
C36 C44 1.52(2) . ?
C36 H36A 0.9700 . ?
C36 H36B 0.9700 . ?
C37 C41 1.44(3) . ?
C37 C42 1.52(3) . ?
C37 H37A 0.9700 . ?
C37 H37B 0.9700 . ?
C38 C41 1.53(3) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C39 C45 1.58(3) . ?
C39 C40 1.55(3) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C40 C42 1.49(3) . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C43 C45 1.54(3) . ?
C43 H43A 0.9600 . ?
C43 H43B 0.9600 . ?
C43 H43C 0.9600 . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C48 C49 1.39(3) . ?
C52 H52 0.9300 . ?
C54 H54 1.20(16) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C13 S1 C19 87.6(10) . . ?
C35 S2 C20 88.9(10) . . ?
N50 C2 C27 175(2) . . ?
F2 C3 C21 122(2) . . ?
F2 C3 C5 119.8(17) . . ?
C21 C3 C5 118(2) . . ?
C26 C4 C13 117(2) . . ?
C26 C4 H4 121.6 . . ?
C13 C4 H4 121.6 . . ?
C9 C5 C49 130(2) . . ?
C9 C5 C3 114.5(17) . . ?
C49 C5 C3 116(2) . . ?
C27 C6 C21 118.5(19) . . ?
C27 C6 C7 131(2) . . ?
C21 C6 C7 110.9(16) . . ?
C9 C7 F1 119.0(19) . . ?
C9 C7 C6 127(2) . . ?
F1 C7 C6 113.5(15) . . ?
C7 C9 F47 121(2) . . ?
C7 C9 C5 124(2) . . ?
F47 C9 C5 115.5(16) . . ?
C33 C10 C22 111.4(16) . . ?
C14 C11 C17 178(3) . . ?
C13 C12 C20 110.4(18) . . ?
C13 C12 C29 115.8(16) . . ?
C20 C12 C29 133(2) . . ?
C12 C13 C4 125.1(19) . . ?
C12 C13 S1 112.0(13) . . ?
C4 C13 S1 123(2) . . ?
C11 C14 C26 175(2) . . ?
N24 C15 C49 173(2) . . ?
C31 C16 C28 113(2) . . ?
C31 C16 H16 123.7 . . ?
C28 C16 H16 123.7 . . ?
C30 C17 C11 123(2) . . ?
C30 C17 C34 115.2(17) . . ?
C11 C17 C34 121.4(17) . . ?
C32 C18 C54 121(2) . . ?
C32 C18 H18 119.5 . . ?
C54 C18 H18 119.4 . . ?
C20 C19 C28 115(2) . . ?
C20 C19 S1 114.3(13) . . ?
C28 C19 S1 130.4(18) . . ?
C19 C20 C12 115(2) . . ?
C19 C20 S2 113.0(13) . . ?
C12 C20 S2 131.7(17) . . ?
C3 C21 F46 114(2) . . ?
C3 C21 C6 126(2) . . ?
F46 C21 C6 120.5(16) . . ?
C31 C22 C52 119.3(18) . . ?
C31 C22 C10 124(2) . . ?
C52 C22 C10 117(2) . . ?
N8 C23 C27 170(2) . . ?
C26 C25 C29 125(2) . . ?
C26 C25 H25 117.5 . . ?
C29 C25 H25 117.5 . . ?
C25 C26 C4 118.3(17) . . ?
C25 C26 C14 122.8(19) . . ?
C4 C26 C14 119(2) . . ?
C6 C27 C2 132(2) . . ?
C6 C27 C23 118(2) . . ?
C2 C27 C23 110.0(17) . . ?
C35 C28 C19 107.6(18) . . ?
C35 C28 C16 122.5(17) . . ?
C19 C28 C16 130(2) . . ?
C25 C29 C12 118(2) . . ?
C25 C29 H29 120.8 . . ?
C12 C29 H29 120.8 . . ?
C17 C30 C32 127(2) . . ?
C17 C30 H30 116.6 . . ?
C32 C30 H30 116.7 . . ?
C22 C31 C16 128(2) . . ?
C22 C31 H31 116.1 . . ?
C16 C31 H31 116.1 . . ?
C18 C32 C30 115(2) . . ?
C18 C32 H32 122.7 . . ?
C30 C32 H32 122.6 . . ?
C10 C33 C44 112.4(17) . . ?
C10 C33 H33A 109.1 . . ?
C44 C33 H33A 109.1 . . ?
C10 C33 H33B 109.1 . . ?
C44 C33 H33B 109.1 . . ?
H33A C33 H33B 107.8 . . ?
C54 C34 C17 116(2) . . ?
C54 C34 H34 121.9 . . ?
C17 C34 H34 122.0 . . ?
C28 C35 C52 121.3(19) . . ?
C28 C35 S2 115.4(14) . . ?
C52 C35 S2 123(2) . . ?
C38 C36 C44 116.2(19) . . ?
C38 C36 H36A 108.2 . . ?
C44 C36 H36A 108.2 . . ?
C38 C36 H36B 108.3 . . ?
C44 C36 H36B 108.3 . . ?
H36A C36 H36B 107.4 . . ?
C41 C37 C42 114(2) . . ?
C41 C37 H37A 108.8 . . ?
C42 C37 H37A 108.8 . . ?
C41 C37 H37B 108.7 . . ?
C42 C37 H37B 108.7 . . ?
H37A C37 H37B 107.7 . . ?
C36 C38 C41 115(2) . . ?
C36 C38 H38A 108.5 . . ?
C41 C38 H38A 108.5 . . ?
C36 C38 H38B 108.4 . . ?
C41 C38 H38B 108.4 . . ?
H38A C38 H38B 107.5 . . ?
C45 C39 C40 111(2) . . ?
C45 C39 H39A 109.4 . . ?
C40 C39 H39A 109.4 . . ?
C45 C39 H39B 109.3 . . ?
C40 C39 H39B 109.4 . . ?
H39A C39 H39B 108.0 . . ?
C42 C40 C39 114(2) . . ?
C42 C40 H40A 108.8 . . ?
C39 C40 H40A 108.9 . . ?
C42 C40 H40B 108.8 . . ?
C39 C40 H40B 108.9 . . ?
H40A C40 H40B 107.7 . . ?
C37 C41 C38 118(2) . . ?
C37 C41 H41A 107.7 . . ?
C38 C41 H41A 107.7 . . ?
C37 C41 H41B 107.8 . . ?
C38 C41 H41B 107.8 . . ?
H41A C41 H41B 107.1 . . ?
C40 C42 C37 111(2) . . ?
C45 C43 H43A 109.4 . . ?
C45 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C45 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C33 C44 C36 116.2(18) . . ?
C33 C44 H44A 108.3 . . ?
C36 C44 H44A 108.3 . . ?
C33 C44 H44B 108.2 . . ?
C36 C44 H44B 108.2 . . ?
H44A C44 H44B 107.4 . . ?
C39 C45 C43 114(2) . . ?
C39 C45 H45A 108.8 . . ?
C43 C45 H45A 108.8 . . ?
C39 C45 H45B 108.9 . . ?
C43 C45 H45B 108.9 . . ?
H45A C45 H45B 107.7 . . ?
N51 C48 C49 175(2) . . ?
C48 C49 C5 129(2) . . ?
C48 C49 C15 111.1(17) . . ?
C5 C49 C15 119(2) . . ?
C35 C52 C22 116(2) . . ?
C35 C52 H52 121.9 . . ?
C22 C52 H52 121.9 . . ?
C18 C54 C34 126(3) . . ?
C18 C54 H54 124(10) . . ?
C34 C54 H54 109(10) . . ?

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
F2 C3 C5 C9 176.0(18) . . . . ?
C21 C3 C5 C9 1(3) . . . . ?
F2 C3 C5 C49 -2(3) . . . . ?
C21 C3 C5 C49 -177.0(17) . . . . ?
C27 C6 C7 C9 174.0(19) . . . . ?
C21 C6 C7 C9 -5(3) . . . . ?
C27 C6 C7 F1 4(3) . . . . ?
C21 C6 C7 F1 -174.8(16) . . . . ?
F1 C7 C9 F47 -8(3) . . . . ?
C6 C7 C9 F47 -177.7(16) . . . . ?
F1 C7 C9 C5 175.1(19) . . . . ?
C6 C7 C9 C5 6(3) . . . . ?
C49 C5 C9 C7 174.2(19) . . . . ?
C3 C5 C9 C7 -3(3) . . . . ?
C49 C5 C9 F47 -3(3) . . . . ?
C3 C5 C9 F47 -179.8(15) . . . . ?
C20 C12 C13 C4 -178.9(17) . . . . ?
C29 C12 C13 C4 8(3) . . . . ?
C20 C12 C13 S1 -5(2) . . . . ?
C29 C12 C13 S1 -177.9(12) . . . . ?
C26 C4 C13 C12 -5(3) . . . . ?
C26 C4 C13 S1 -178.7(13) . . . . ?
C19 S1 C13 C12 5.1(16) . . . . ?
C19 S1 C13 C4 179.5(17) . . . . ?
C17 C11 C14 C26 46(84) . . . . ?
C14 C11 C17 C30 -129(60) . . . . ?
C14 C11 C17 C34 56(61) . . . . ?
C13 S1 C19 C20 -4.6(15) . . . . ?
C13 S1 C19 C28 -179.2(17) . . . . ?
C28 C19 C20 C12 178.4(15) . . . . ?
S1 C19 C20 C12 3(2) . . . . ?
C28 C19 C20 S2 -3(2) . . . . ?
S1 C19 C20 S2 -178.6(9) . . . . ?
C13 C12 C20 C19 1(2) . . . . ?
C29 C12 C20 C19 172.8(19) . . . . ?
C13 C12 C20 S2 -177.0(15) . . . . ?
C29 C12 C20 S2 -5(3) . . . . ?
C35 S2 C20 C19 2.6(15) . . . . ?
C35 S2 C20 C12 -179.2(17) . . . . ?
F2 C3 C21 F46 4(3) . . . . ?
C5 C3 C21 F46 179.5(15) . . . . ?
F2 C3 C21 C6 -175.7(19) . . . . ?
C5 C3 C21 C6 0(3) . . . . ?
C27 C6 C21 C3 -176.8(19) . . . . ?
C7 C6 C21 C3 2(3) . . . . ?
C27 C6 C21 F46 3(3) . . . . ?
C7 C6 C21 F46 -177.7(15) . . . . ?
C33 C10 C22 C31 -72(3) . . . . ?
C33 C10 C22 C52 104(2) . . . . ?
C29 C25 C26 C4 -3(3) . . . . ?
C29 C25 C26 C14 178.0(17) . . . . ?
C13 C4 C26 C25 2(3) . . . . ?
C13 C4 C26 C14 -178.7(18) . . . . ?
C11 C14 C26 C25 90(33) . . . . ?
C11 C14 C26 C4 -89(33) . . . . ?
C21 C6 C27 C2 -6(3) . . . . ?
C7 C6 C27 C2 175(2) . . . . ?
C21 C6 C27 C23 178.3(19) . . . . ?
C7 C6 C27 C23 0(3) . . . . ?
N50 C2 C27 C6 -19(27) . . . . ?
N50 C2 C27 C23 157(25) . . . . ?
N8 C23 C27 C6 -176(13) . . . . ?
N8 C23 C27 C2 7(15) . . . . ?
C20 C19 C28 C35 2(2) . . . . ?
S1 C19 C28 C35 176.5(16) . . . . ?
C20 C19 C28 C16 -173.6(18) . . . . ?
S1 C19 C28 C16 1(3) . . . . ?
C31 C16 C28 C35 6(3) . . . . ?
C31 C16 C28 C19 -179.3(17) . . . . ?
C26 C25 C29 C12 6(3) . . . . ?
C13 C12 C29 C25 -8(3) . . . . ?
C20 C12 C29 C25 -179.1(18) . . . . ?
C11 C17 C30 C32 180(2) . . . . ?
C34 C17 C30 C32 -5(3) . . . . ?
C52 C22 C31 C16 7(4) . . . . ?
C10 C22 C31 C16 -176.7(17) . . . . ?
C28 C16 C31 C22 -8(3) . . . . ?
C54 C18 C32 C30 -2(3) . . . . ?
C17 C30 C32 C18 5(3) . . . . ?
C22 C10 C33 C44 -84(3) . . . . ?
C30 C17 C34 C54 2(3) . . . . ?
C11 C17 C34 C54 177.5(18) . . . . ?
C19 C28 C35 C52 -179.5(16) . . . . ?
C16 C28 C35 C52 -3(3) . . . . ?
C19 C28 C35 S2 0(2) . . . . ?
C16 C28 C35 S2 176.0(13) . . . . ?
C20 S2 C35 C28 -1.4(17) . . . . ?
C20 S2 C35 C52 178.1(17) . . . . ?
C44 C36 C38 C41 179.9(19) . . . . ?
C45 C39 C40 C42 177(2) . . . . ?
C42 C37 C41 C38 179(2) . . . . ?
C36 C38 C41 C37 180(2) . . . . ?
C39 C40 C42 C37 171.9(19) . . . . ?
C41 C37 C42 C40 175(2) . . . . ?
C10 C33 C44 C36 -175.3(18) . . . . ?
C38 C36 C44 C33 173(2) . . . . ?
C40 C39 C45 C43 -179(2) . . . . ?
N51 C48 C49 C5 169(24) . . . . ?
N51 C48 C49 C15 -12(26) . . . . ?
C9 C5 C49 C48 -176(2) . . . . ?
C3 C5 C49 C48 1(3) . . . . ?
C9 C5 C49 C15 5(3) . . . . ?
C3 C5 C49 C15 -177.7(17) . . . . ?
N24 C15 C49 C48 16(20) . . . . ?
N24 C15 C49 C5 -165(18) . . . . ?
C28 C35 C52 C22 2(3) . . . . ?
S2 C35 C52 C22 -177.6(14) . . . . ?
C31 C22 C52 C35 -3(3) . . . . ?
C10 C22 C52 C35 180.0(16) . . . . ?
C32 C18 C54 C34 -1(4) . . . . ?
C17 C34 C54 C18 1(4) . . . . ?


#==============================================================================
# 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
#==============================================================================
####################################################################### 
# 
# 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_oTol-BTBT-C10_F4TCNQ
_database_code_depnum_ccdc_archive 'CCDC 2164785'
loop_
_audit_author_name
_audit_author_address
'Satoshi Matsuoka'
;Nagasaki University
Japan
;
_audit_update_record             
;
2022-04-06 deposited with the CCDC.	2022-10-11 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C43 H34 F4 N4 S2'
_chemical_formula_moiety         'C43 H34 F4 N4 S2'
_chemical_formula_weight         746.88
_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                   7.1776(2)
_cell_length_b                   7.9582(2)
_cell_length_c                   33.8312(9)
_cell_angle_alpha                90.385(2)
_cell_angle_beta                 91.878(2)
_cell_angle_gamma                106.112(3)
_cell_volume                     1855.31(9)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8380
_cell_measurement_theta_min      2.38
_cell_measurement_theta_max      27.38
_cell_measurement_temperature    293
#------------------------------------------------------------------------------
_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_size_max          1.000
_exptl_crystal_size_mid          0.025
_exptl_crystal_size_min          0.020
_exptl_crystal_density_diffrn    1.337
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             776.00
_exptl_absorpt_coefficient_mu    0.201
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.579
_exptl_absorpt_correction_T_max  0.996

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

_diffrn_ambient_temperature      293
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Rigaku XtaLAB P100'
_diffrn_reflns_number            46630
_diffrn_reflns_av_R_equivalents  0.0762
_diffrn_reflns_theta_max         27.483
_diffrn_reflns_theta_min         2.410
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_limit_l_max       43
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             8448
_reflns_number_gt                4766
_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          0.1156
_refine_ls_R_factor_gt           0.0526
_refine_ls_wR_factor_ref         0.1328
_refine_ls_wR_factor_gt          0.1116
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         8448
_refine_ls_number_parameters     478
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0558P)²+0.1791P] 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         0.36
_refine_diff_density_min         -0.20
_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 0.0033 0.0016
;
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)
;
F F 0.0171 0.0103
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
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 0.32377(9) -0.43777(7) 0.28578(2) 0.04168(17) Uani 1 1 d . . . . .
S2 S 0.51622(9) 0.10985(7) 0.29103(2) 0.04185(17) Uani 1 1 d . . . . .
F1 F 0.77881(19) -0.51446(15) 0.28164(4) 0.0510(4) Uani 1 1 d . . . . .
F2 F 1.10139(19) 0.01722(16) 0.34855(4) 0.0532(4) Uani 1 1 d . . . . .
F3 F 0.7255(2) -0.33913(16) 0.21905(4) 0.0543(4) Uani 1 1 d . . . . .
F4 F 1.0473(2) 0.19162(15) 0.28618(4) 0.0520(4) Uani 1 1 d . . . . .
N1 N 0.8505(3) -0.6844(3) 0.35785(6) 0.0607(6) Uani 1 1 d . . . . .
N2 N 1.1344(3) -0.2137(3) 0.41743(6) 0.0640(6) Uani 1 1 d . . . . .
N3 N 0.7033(4) -0.1022(3) 0.14948(7) 0.0809(8) Uani 1 1 d . . . . .
N4 N 0.9664(4) 0.3641(3) 0.21080(7) 0.0685(7) Uani 1 1 d . . . . .
C1 C 0.4264(3) -0.3790(3) 0.33325(6) 0.0386(5) Uani 1 1 d . . . . .
C2 C 0.4382(3) -0.4946(3) 0.36349(6) 0.0448(6) Uani 1 1 d . . . . .
H2 H 0.390566 -0.614608 0.359126 0.054 Uiso 1 1 calc R U . . .
C3 C 0.5215(3) -0.4296(3) 0.40013(6) 0.0435(6) Uani 1 1 d . . . . .
C4 C 0.5977(3) -0.2483(3) 0.40524(7) 0.0460(6) Uani 1 1 d . . . . .
H4 H 0.656864 -0.204625 0.429472 0.055 Uiso 1 1 calc R U . . .
C5 C 0.5881(3) -0.1321(3) 0.37560(6) 0.0434(6) Uani 1 1 d . . . . .
H5 H 0.639569 -0.012396 0.379941 0.052 Uiso 1 1 calc R U . . .
C6 C 0.5004(3) -0.1963(3) 0.33910(6) 0.0371(5) Uani 1 1 d . . . . .
C7 C 0.4667(3) -0.1089(3) 0.30365(6) 0.0365(5) Uani 1 1 d . . . . .
C8 C 0.3756(3) -0.2188(3) 0.27332(6) 0.0369(5) Uani 1 1 d . . . . .
C9 C 0.3406(3) -0.1324(3) 0.23804(6) 0.0370(5) Uani 1 1 d . . . . .
C10 C 0.2513(3) -0.1976(3) 0.20174(6) 0.0443(6) Uani 1 1 d . . . . .
H10 H 0.204154 -0.317562 0.197254 0.053 Uiso 1 1 calc R U . . .
C11 C 0.2338(3) -0.0830(3) 0.17276(6) 0.0491(6) Uani 1 1 d . . . . .
H11 H 0.175069 -0.127552 0.148547 0.059 Uiso 1 1 calc R U . . .
C12 C 0.3012(3) 0.0989(3) 0.17822(7) 0.0472(6) Uani 1 1 d . . . . .
C13 C 0.3908(3) 0.1655(3) 0.21393(6) 0.0458(6) Uani 1 1 d . . . . .
H13 H 0.437763 0.285741 0.218040 0.055 Uiso 1 1 calc R U . . .
C14 C 0.4102(3) 0.0508(3) 0.24382(6) 0.0376(5) Uani 1 1 d . . . . .
C15 C 0.5342(4) -0.5496(3) 0.43340(6) 0.0459(6) Uani 1 1 d . . . . .
C16 C 0.7136(4) -0.5288(3) 0.45334(7) 0.0562(7) Uani 1 1 d . . . . .
H16 H 0.820325 -0.439851 0.445933 0.067 Uiso 1 1 calc R U . . .
C17 C 0.7354(4) -0.6363(4) 0.48342(7) 0.0609(7) Uani 1 1 d . . . . .
H17 H 0.856172 -0.620970 0.496035 0.073 Uiso 1 1 calc R U . . .
C18 C 0.5790(4) -0.7668(3) 0.49496(7) 0.0585(7) Uani 1 1 d . . . . .
H18 H 0.593278 -0.840931 0.515256 0.070 Uiso 1 1 calc R U . . .
C19 C 0.4024(4) -0.7870(3) 0.47648(7) 0.0559(7) Uani 1 1 d . . . . .
H19 H 0.296677 -0.875111 0.484672 0.067 Uiso 1 1 calc R U . . .
C20 C 0.3751(4) -0.6795(3) 0.44558(7) 0.0466(6) Uani 1 1 d . . . . .
C21 C 0.1733(4) -0.7036(4) 0.42923(8) 0.0628(7) Uani 1 1 d . . . . .
H21A H 0.086525 -0.800772 0.441810 0.075 Uiso 1 1 calc R U . . .
H21B H 0.134447 -0.599501 0.434103 0.075 Uiso 1 1 calc R U . . .
H21C H 0.169416 -0.726152 0.401253 0.075 Uiso 1 1 calc R U . . .
C22 C 0.2754(4) 0.2167(4) 0.14496(7) 0.0632(8) Uani 1 1 d . . . . .
H22A H 0.284927 0.332000 0.155861 0.076 Uiso 1 1 calc R U . . .
H22B H 0.146219 0.171258 0.133040 0.076 Uiso 1 1 calc R U . . .
C23 C 0.4232(4) 0.2343(4) 0.11292(8) 0.0737(9) Uani 1 1 d . . . . .
H23A H 0.439839 0.119788 0.107307 0.088 Uiso 1 1 calc R U . . .
H23B H 0.371976 0.273990 0.088945 0.088 Uiso 1 1 calc R U . . .
C24 C 0.6157(4) 0.3566(4) 0.12325(8) 0.0729(8) Uani 1 1 d . . . . .
H24A H 0.667585 0.316149 0.147046 0.087 Uiso 1 1 calc R U . . .
H24B H 0.598815 0.470798 0.129187 0.087 Uiso 1 1 calc R U . . .
C25 C 0.7632(5) 0.3761(4) 0.09099(9) 0.0882(10) Uani 1 1 d . . . . .
H25A H 0.794702 0.265800 0.088156 0.106 Uiso 1 1 calc R U . . .
H25B H 0.701945 0.396690 0.066204 0.106 Uiso 1 1 calc R U . . .
C26 C 0.9457(5) 0.5158(5) 0.09710(9) 0.0828(9) Uani 1 1 d . . . . .
H26A H 1.008530 0.494063 0.121593 0.099 Uiso 1 1 calc R U . . .
H26B H 0.914389 0.625955 0.100380 0.099 Uiso 1 1 calc R U . . .
C27 C 1.0881(5) 0.5354(5) 0.06466(10) 0.0909(10) Uani 1 1 d . . . . .
H27A H 1.123191 0.426624 0.062207 0.109 Uiso 1 1 calc R U . . .
H27B H 1.022896 0.551478 0.039999 0.109 Uiso 1 1 calc R U . . .
C28 C 1.2685(5) 0.6794(5) 0.06934(10) 0.0953(11) Uani 1 1 d . . . . .
H28A H 1.331986 0.665694 0.094388 0.114 Uiso 1 1 calc R U . . .
H28B H 1.234008 0.788745 0.070845 0.114 Uiso 1 1 calc R U . . .
C29 C 1.4118(6) 0.6938(5) 0.03747(10) 0.1015(12) Uani 1 1 d . . . . .
H29A H 1.445216 0.584003 0.035711 0.122 Uiso 1 1 calc R U . . .
H29B H 1.349135 0.709298 0.012464 0.122 Uiso 1 1 calc R U . . .
C30 C 1.5916(6) 0.8356(6) 0.04258(11) 0.1329(16) Uani 1 1 d . . . . .
H30A H 1.650400 0.823077 0.068220 0.160 Uiso 1 1 calc R U . . .
H30B H 1.557960 0.945452 0.043158 0.160 Uiso 1 1 calc R U . . .
C31 C 1.7390(6) 0.8479(7) 0.01262(14) 0.159(2) Uani 1 1 d . . . . .
H31A H 1.849674 0.945143 0.019034 0.190 Uiso 1 1 calc R U . . .
H31B H 1.778130 0.741968 0.012222 0.190 Uiso 1 1 calc R U . . .
H31C H 1.685366 0.864773 -0.012928 0.190 Uiso 1 1 calc R U . . .
C32 C 0.9427(3) -0.2582(3) 0.31855(6) 0.0368(5) Uani 1 1 d . . . . .
C33 C 0.8458(3) -0.3409(3) 0.28279(6) 0.0371(5) Uani 1 1 d . . . . .
C34 C 0.8183(3) -0.2516(3) 0.25074(6) 0.0391(5) Uani 1 1 d . . . . .
C35 C 0.8840(3) -0.0637(3) 0.24906(6) 0.0369(5) Uani 1 1 d . . . . .
C36 C 0.9802(3) 0.0180(3) 0.28490(6) 0.0384(5) Uani 1 1 d . . . . .
C37 C 1.0081(3) -0.0709(3) 0.31688(6) 0.0395(5) Uani 1 1 d . . . . .
C38 C 0.9688(3) -0.3496(3) 0.35166(6) 0.0389(5) Uani 1 1 d . . . . .
C39 C 0.9010(3) -0.5371(3) 0.35382(6) 0.0447(6) Uani 1 1 d . . . . .
C40 C 1.0641(3) -0.2676(3) 0.38756(7) 0.0447(6) Uani 1 1 d . . . . .
C41 C 0.8581(3) 0.0288(3) 0.21627(6) 0.0423(6) Uani 1 1 d . . . . .
C42 C 0.7691(4) -0.0505(3) 0.17969(8) 0.0538(7) Uani 1 1 d . . . . .
C43 C 0.9203(4) 0.2163(3) 0.21453(7) 0.0495(6) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.4 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.4'

#==============================================================================
# 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 1.736(2) . ?
S1 C1 1.750(2) . ?
S2 C7 1.736(2) . ?
S2 C14 1.750(2) . ?
F1 C33 1.330(2) . ?
F2 C37 1.330(2) . ?
F3 C34 1.328(2) . ?
F4 C36 1.331(2) . ?
N1 C39 1.138(3) . ?
N2 C40 1.140(3) . ?
N3 C42 1.137(3) . ?
N4 C43 1.139(3) . ?
C1 C2 1.397(3) . ?
C1 C6 1.412(3) . ?
C2 C3 1.390(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.401(3) . ?
C3 C15 1.498(3) . ?
C4 C5 1.382(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.394(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.438(3) . ?
C7 C8 1.368(3) . ?
C8 C9 1.431(3) . ?
C9 C10 1.394(3) . ?
C9 C14 1.414(3) . ?
C10 C11 1.370(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.402(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.380(3) . ?
C12 C22 1.509(3) . ?
C13 C14 1.396(3) . ?
C13 H13 0.9300 . ?
C15 C20 1.387(3) . ?
C15 C16 1.402(3) . ?
C16 C17 1.366(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.370(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.363(3) . ?
C18 H18 0.9300 . ?
C19 C20 1.398(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.494(3) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C23 1.522(4) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.482(4) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C25 1.524(4) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.472(4) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 C27 1.504(4) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 C28 1.475(4) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 C29 1.497(4) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 C30 1.464(5) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C31 1.473(5) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 C38 1.375(3) . ?
C32 C37 1.436(3) . ?
C32 C33 1.435(3) . ?
C33 C34 1.340(3) . ?
C34 C35 1.440(3) . ?
C35 C41 1.371(3) . ?
C35 C36 1.433(3) . ?
C36 C37 1.337(3) . ?
C38 C40 1.434(3) . ?
C38 C39 1.438(3) . ?
C41 C42 1.432(3) . ?
C41 C43 1.436(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 S1 C1 90.36(10) . . ?
C7 S2 C14 90.61(10) . . ?
C2 C1 C6 121.0(2) . . ?
C2 C1 S1 125.80(17) . . ?
C6 C1 S1 113.22(15) . . ?
C3 C2 C1 119.8(2) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C2 C3 C4 118.5(2) . . ?
C2 C3 C15 121.3(2) . . ?
C4 C3 C15 120.2(2) . . ?
C5 C4 C3 122.4(2) . . ?
C5 C4 H4 118.8 . . ?
C3 C4 H4 118.8 . . ?
C4 C5 C6 119.3(2) . . ?
C4 C5 H5 120.4 . . ?
C6 C5 H5 120.4 . . ?
C5 C6 C1 118.98(19) . . ?
C5 C6 C7 131.6(2) . . ?
C1 C6 C7 109.38(18) . . ?
C8 C7 C6 114.37(18) . . ?
C8 C7 S2 112.32(15) . . ?
C6 C7 S2 133.30(17) . . ?
C7 C8 C9 114.62(18) . . ?
C7 C8 S1 112.66(15) . . ?
C9 C8 S1 132.72(17) . . ?
C10 C9 C14 118.77(19) . . ?
C10 C9 C8 131.5(2) . . ?
C14 C9 C8 109.68(18) . . ?
C11 C10 C9 119.3(2) . . ?
C11 C10 H10 120.4 . . ?
C9 C10 H10 120.4 . . ?
C10 C11 C12 122.5(2) . . ?
C10 C11 H11 118.8 . . ?
C12 C11 H11 118.8 . . ?
C13 C12 C11 119.0(2) . . ?
C13 C12 C22 121.7(2) . . ?
C11 C12 C22 119.4(2) . . ?
C12 C13 C14 119.4(2) . . ?
C12 C13 H13 120.3 . . ?
C14 C13 H13 120.3 . . ?
C13 C14 C9 121.1(2) . . ?
C13 C14 S2 126.14(17) . . ?
C9 C14 S2 112.77(15) . . ?
C20 C15 C16 118.6(2) . . ?
C20 C15 C3 122.7(2) . . ?
C16 C15 C3 118.7(2) . . ?
C17 C16 C15 121.5(2) . . ?
C17 C16 H16 119.2 . . ?
C15 C16 H16 119.2 . . ?
C16 C17 C18 119.9(2) . . ?
C16 C17 H17 120.1 . . ?
C18 C17 H17 120.1 . . ?
C19 C18 C17 119.5(2) . . ?
C19 C18 H18 120.2 . . ?
C17 C18 H18 120.2 . . ?
C18 C19 C20 122.0(2) . . ?
C18 C19 H19 119.0 . . ?
C20 C19 H19 119.0 . . ?
C15 C20 C19 118.4(2) . . ?
C15 C20 C21 123.5(2) . . ?
C19 C20 C21 118.0(2) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C12 C22 C23 113.8(2) . . ?
C12 C22 H22A 108.8 . . ?
C23 C22 H22A 108.8 . . ?
C12 C22 H22B 108.8 . . ?
C23 C22 H22B 108.8 . . ?
H22A C22 H22B 107.7 . . ?
C24 C23 C22 114.3(3) . . ?
C24 C23 H23A 108.7 . . ?
C22 C23 H23A 108.7 . . ?
C24 C23 H23B 108.7 . . ?
C22 C23 H23B 108.7 . . ?
H23A C23 H23B 107.6 . . ?
C23 C24 C25 114.3(3) . . ?
C23 C24 H24A 108.7 . . ?
C25 C24 H24A 108.7 . . ?
C23 C24 H24B 108.7 . . ?
C25 C24 H24B 108.7 . . ?
H24A C24 H24B 107.6 . . ?
C26 C25 C24 116.4(3) . . ?
C26 C25 H25A 108.2 . . ?
C24 C25 H25A 108.2 . . ?
C26 C25 H25B 108.2 . . ?
C24 C25 H25B 108.2 . . ?
H25A C25 H25B 107.3 . . ?
C25 C26 C27 115.8(3) . . ?
C25 C26 H26A 108.3 . . ?
C27 C26 H26A 108.3 . . ?
C25 C26 H26B 108.3 . . ?
C27 C26 H26B 108.3 . . ?
H26A C26 H26B 107.4 . . ?
C28 C27 C26 116.7(3) . . ?
C28 C27 H27A 108.1 . . ?
C26 C27 H27A 108.1 . . ?
C28 C27 H27B 108.1 . . ?
C26 C27 H27B 108.1 . . ?
H27A C27 H27B 107.3 . . ?
C27 C28 C29 116.1(3) . . ?
C27 C28 H28A 108.3 . . ?
C29 C28 H28A 108.3 . . ?
C27 C28 H28B 108.3 . . ?
C29 C28 H28B 108.3 . . ?
H28A C28 H28B 107.4 . . ?
C30 C29 C28 115.8(3) . . ?
C30 C29 H29A 108.3 . . ?
C28 C29 H29A 108.3 . . ?
C30 C29 H29B 108.3 . . ?
C28 C29 H29B 108.3 . . ?
H29A C29 H29B 107.4 . . ?
C29 C30 C31 117.0(4) . . ?
C29 C30 H30A 108.0 . . ?
C31 C30 H30A 108.0 . . ?
C29 C30 H30B 108.0 . . ?
C31 C30 H30B 108.0 . . ?
H30A C30 H30B 107.3 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C38 C32 C37 122.8(2) . . ?
C38 C32 C33 123.18(19) . . ?
C37 C32 C33 113.96(19) . . ?
F1 C33 C34 118.58(19) . . ?
F1 C33 C32 118.29(18) . . ?
C34 C33 C32 123.13(19) . . ?
F3 C34 C33 118.98(19) . . ?
F3 C34 C35 118.11(18) . . ?
C33 C34 C35 122.90(19) . . ?
C41 C35 C36 123.0(2) . . ?
C41 C35 C34 123.3(2) . . ?
C36 C35 C34 113.66(18) . . ?
F4 C36 C37 118.31(19) . . ?
F4 C36 C35 118.17(18) . . ?
C37 C36 C35 123.5(2) . . ?
F2 C37 C36 118.89(19) . . ?
F2 C37 C32 118.29(18) . . ?
C36 C37 C32 122.8(2) . . ?
C32 C38 C40 123.4(2) . . ?
C32 C38 C39 123.2(2) . . ?
C40 C38 C39 113.33(19) . . ?
N1 C39 C38 175.9(2) . . ?
N2 C40 C38 175.0(2) . . ?
C35 C41 C42 123.9(2) . . ?
C35 C41 C43 123.7(2) . . ?
C42 C41 C43 112.4(2) . . ?
N3 C42 C41 175.1(3) . . ?
N4 C43 C41 175.9(3) . . ?

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
C8 S1 C1 C2 179.3(2) . . . . ?
C8 S1 C1 C6 -0.74(17) . . . . ?
C6 C1 C2 C3 0.9(3) . . . . ?
S1 C1 C2 C3 -179.09(17) . . . . ?
C1 C2 C3 C4 -2.1(3) . . . . ?
C1 C2 C3 C15 179.2(2) . . . . ?
C2 C3 C4 C5 1.9(4) . . . . ?
C15 C3 C4 C5 -179.4(2) . . . . ?
C3 C4 C5 C6 -0.3(3) . . . . ?
C4 C5 C6 C1 -1.0(3) . . . . ?
C4 C5 C6 C7 178.8(2) . . . . ?
C2 C1 C6 C5 0.7(3) . . . . ?
S1 C1 C6 C5 -179.32(17) . . . . ?
C2 C1 C6 C7 -179.1(2) . . . . ?
S1 C1 C6 C7 0.9(2) . . . . ?
C5 C6 C7 C8 179.6(2) . . . . ?
C1 C6 C7 C8 -0.6(3) . . . . ?
C5 C6 C7 S2 -0.9(4) . . . . ?
C1 C6 C7 S2 178.90(18) . . . . ?
C14 S2 C7 C8 0.29(18) . . . . ?
C14 S2 C7 C6 -179.2(2) . . . . ?
C6 C7 C8 C9 179.66(19) . . . . ?
S2 C7 C8 C9 0.0(3) . . . . ?
C6 C7 C8 S1 0.1(3) . . . . ?
S2 C7 C8 S1 -179.54(11) . . . . ?
C1 S1 C8 C7 0.37(18) . . . . ?
C1 S1 C8 C9 -179.1(2) . . . . ?
C7 C8 C9 C10 -179.2(2) . . . . ?
S1 C8 C9 C10 0.3(4) . . . . ?
C7 C8 C9 C14 -0.5(3) . . . . ?
S1 C8 C9 C14 179.02(17) . . . . ?
C14 C9 C10 C11 0.2(3) . . . . ?
C8 C9 C10 C11 178.7(2) . . . . ?
C9 C10 C11 C12 -0.5(4) . . . . ?
C10 C11 C12 C13 0.8(4) . . . . ?
C10 C11 C12 C22 -179.6(2) . . . . ?
C11 C12 C13 C14 -0.7(3) . . . . ?
C22 C12 C13 C14 179.7(2) . . . . ?
C12 C13 C14 C9 0.4(3) . . . . ?
C12 C13 C14 S2 -179.21(17) . . . . ?
C10 C9 C14 C13 -0.1(3) . . . . ?
C8 C9 C14 C13 -179.0(2) . . . . ?
C10 C9 C14 S2 179.56(17) . . . . ?
C8 C9 C14 S2 0.7(2) . . . . ?
C7 S2 C14 C13 179.0(2) . . . . ?
C7 S2 C14 C9 -0.56(17) . . . . ?
C2 C3 C15 C20 -51.4(3) . . . . ?
C4 C3 C15 C20 129.9(2) . . . . ?
C2 C3 C15 C16 129.2(2) . . . . ?
C4 C3 C15 C16 -49.4(3) . . . . ?
C20 C15 C16 C17 1.9(4) . . . . ?
C3 C15 C16 C17 -178.7(2) . . . . ?
C15 C16 C17 C18 -0.7(4) . . . . ?
C16 C17 C18 C19 -0.6(4) . . . . ?
C17 C18 C19 C20 0.7(4) . . . . ?
C16 C15 C20 C19 -1.8(3) . . . . ?
C3 C15 C20 C19 178.9(2) . . . . ?
C16 C15 C20 C21 174.1(2) . . . . ?
C3 C15 C20 C21 -5.2(4) . . . . ?
C18 C19 C20 C15 0.6(4) . . . . ?
C18 C19 C20 C21 -175.6(2) . . . . ?
C13 C12 C22 C23 100.8(3) . . . . ?
C11 C12 C22 C23 -78.8(3) . . . . ?
C12 C22 C23 C24 -78.9(3) . . . . ?
C22 C23 C24 C25 -179.3(2) . . . . ?
C23 C24 C25 C26 170.7(3) . . . . ?
C24 C25 C26 C27 -178.9(3) . . . . ?
C25 C26 C27 C28 177.5(3) . . . . ?
C26 C27 C28 C29 178.1(3) . . . . ?
C27 C28 C29 C30 -179.2(4) . . . . ?
C28 C29 C30 C31 177.3(4) . . . . ?
C38 C32 C33 F1 -0.3(3) . . . . ?
C37 C32 C33 F1 -179.56(18) . . . . ?
C38 C32 C33 C34 179.1(2) . . . . ?
C37 C32 C33 C34 -0.1(3) . . . . ?
F1 C33 C34 F3 0.0(3) . . . . ?
C32 C33 C34 F3 -179.41(19) . . . . ?
F1 C33 C34 C35 179.57(19) . . . . ?
C32 C33 C34 C35 0.1(4) . . . . ?
F3 C34 C35 C41 -1.0(3) . . . . ?
C33 C34 C35 C41 179.4(2) . . . . ?
F3 C34 C35 C36 179.27(19) . . . . ?
C33 C34 C35 C36 -0.3(3) . . . . ?
C41 C35 C36 F4 -0.1(3) . . . . ?
C34 C35 C36 F4 179.58(18) . . . . ?
C41 C35 C36 C37 -179.2(2) . . . . ?
C34 C35 C36 C37 0.5(3) . . . . ?
F4 C36 C37 F2 0.0(3) . . . . ?
C35 C36 C37 F2 179.16(19) . . . . ?
F4 C36 C37 C32 -179.62(19) . . . . ?
C35 C36 C37 C32 -0.5(4) . . . . ?
C38 C32 C37 F2 1.4(3) . . . . ?
C33 C32 C37 F2 -179.36(18) . . . . ?
C38 C32 C37 C36 -179.0(2) . . . . ?
C33 C32 C37 C36 0.3(3) . . . . ?
C37 C32 C38 C40 -0.3(3) . . . . ?
C33 C32 C38 C40 -179.5(2) . . . . ?
C37 C32 C38 C39 179.0(2) . . . . ?
C33 C32 C38 C39 -0.2(3) . . . . ?
C36 C35 C41 C42 177.5(2) . . . . ?
C34 C35 C41 C42 -2.2(4) . . . . ?
C36 C35 C41 C43 -1.4(4) . . . . ?
C34 C35 C41 C43 179.0(2) . . . . ?

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

#==============================================================================
# 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
#==============================================================================
####################################################################### 
# 
# 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_oTol-BTBT-C10_TCNQ
_database_code_depnum_ccdc_archive 'CCDC 2164786'
loop_
_audit_author_name
_audit_author_address
'Satoshi Matsuoka'
;Nagasaki University
Japan
;
_audit_update_record             
;
2022-04-06 deposited with the CCDC.	2022-10-11 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C43 H38 N4 S2'
_chemical_formula_moiety         'C43 H38 N4 S2'
_chemical_formula_weight         674.92
_chemical_melting_point          ?
_chemical_absolute_configuration 'CHOOSE rm ad rmad syn or unk'

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
_space_group_IT_number           4
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   7.1741(4)
_cell_length_b                   68.852(3)
_cell_length_c                   7.6437(4)
_cell_angle_alpha                90.0000
_cell_angle_beta                 104.296(5)
_cell_angle_gamma                90.0000
_cell_volume                     3658.7(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8849
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      24.66
_cell_measurement_temperature    293
#------------------------------------------------------------------------------
_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.800
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.020
_exptl_crystal_density_diffrn    1.225
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1424.00
_exptl_absorpt_coefficient_mu    0.181
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.749
_exptl_absorpt_correction_T_max  0.996

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

_diffrn_ambient_temperature      293
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku XtaLAB P100'
_diffrn_reflns_number            66440
_diffrn_reflns_av_R_equivalents  0.1133
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         2.366
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -88
_diffrn_reflns_limit_k_max       88
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             16361
_reflns_number_gt                8704
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.966
_reflns_Friedel_fraction_max     0.967
_reflns_Friedel_fraction_full    0.980

#==============================================================================
# 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          0.1605
_refine_ls_R_factor_gt           0.0758
_refine_ls_wR_factor_ref         0.1444
_refine_ls_wR_factor_gt          0.1202
_refine_ls_number_restraints     1
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         16361
_refine_ls_number_parameters     883
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0408P)²+1.3069P] 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         0.19
_refine_diff_density_min         -0.31
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;
 Flack x determined using 2831 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.48(5)

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016
;
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 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
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 1.0918(2) 0.15615(2) 1.1844(2) 0.0386(4) Uani 1 1 d . . . . .
S2 S 0.9312(2) 0.15736(2) 0.6189(2) 0.0397(4) Uani 1 1 d . . . . .
S3 S 1.2835(3) 0.37174(2) 0.7161(2) 0.0452(5) Uani 1 1 d . . . . .
S4 S 1.1222(3) 0.36924(2) 0.1507(2) 0.0454(5) Uani 1 1 d . . . . .
N1 N 0.5551(11) 0.18872(9) 1.4384(9) 0.068(2) Uani 1 1 d . . . . .
N2 N 0.3194(10) 0.21905(10) 0.9320(9) 0.069(2) Uani 1 1 d . . . . .
N3 N 0.7081(11) 0.08928(10) 0.8764(10) 0.074(2) Uani 1 1 d . . . . .
N4 N 0.4908(11) 0.11960(10) 0.3719(9) 0.069(2) Uani 1 1 d . . . . .
N5 N 0.7016(11) 0.33765(10) 0.9350(10) 0.074(2) Uani 1 1 d . . . . .
N6 N 0.5528(13) 0.30690(12) 0.4137(11) 0.093(3) Uani 1 1 d . . . . .
N7 N 0.8805(12) 0.43848(11) 0.4010(11) 0.084(2) Uani 1 1 d . . . . .
N8 N 0.6833(11) 0.40800(10) -0.1095(10) 0.075(2) Uani 1 1 d . . . . .
C1 C 0.9988(10) 0.17936(9) 1.1216(8) 0.0332(16) Uani 1 1 d . . . . .
C2 C 0.9842(10) 0.19439(10) 1.2393(9) 0.0403(18) Uani 1 1 d . . . . .
H2 H 1.023580 0.192412 1.363372 0.048 Uiso 1 1 calc R U . . .
C3 C 0.9114(10) 0.21224(10) 1.1727(9) 0.0396(17) Uani 1 1 d . . . . .
C4 C 0.8542(10) 0.21455(10) 0.9840(10) 0.0432(18) Uani 1 1 d . . . . .
H4 H 0.806829 0.226547 0.937287 0.052 Uiso 1 1 calc R U . . .
C5 C 0.8655(10) 0.19984(9) 0.8665(9) 0.0398(17) Uani 1 1 d . . . . .
H5 H 0.823229 0.201868 0.742695 0.048 Uiso 1 1 calc R U . . .
C6 C 0.9404(9) 0.18177(9) 0.9324(8) 0.0329(15) Uani 1 1 d . . . . .
C7 C 0.9707(10) 0.16420(9) 0.8433(8) 0.0336(16) Uani 1 1 d . . . . .
C8 C 1.0510(9) 0.14961(9) 0.9581(9) 0.0329(16) Uani 1 1 d . . . . .
C9 C 1.0849(9) 0.13200(9) 0.8717(9) 0.0339(16) Uani 1 1 d . . . . .
C10 C 1.1617(10) 0.11442(9) 0.9423(9) 0.0387(17) Uani 1 1 d . . . . .
H10 H 1.199714 0.112571 1.066521 0.046 Uiso 1 1 calc R U . . .
C11 C 1.1811(10) 0.09969(10) 0.8260(10) 0.0454(18) Uani 1 1 d . . . . .
H11 H 1.234450 0.087969 0.874372 0.055 Uiso 1 1 calc R U . . .
C12 C 1.1236(10) 0.10168(9) 0.6375(10) 0.0402(17) Uani 1 1 d . . . . .
C13 C 1.0471(10) 0.11909(10) 0.5674(9) 0.0384(17) Uani 1 1 d . . . . .
H13 H 1.008938 0.120817 0.442982 0.046 Uiso 1 1 calc R U . . .
C14 C 1.0263(10) 0.13420(9) 0.6823(9) 0.0360(16) Uani 1 1 d . . . . .
C15 C 0.8929(11) 0.22839(9) 1.2964(9) 0.0443(18) Uani 1 1 d . . . . .
C16 C 0.7254(12) 0.23861(11) 1.2658(11) 0.067(2) Uani 1 1 d . . . . .
H16 H 0.627525 0.235642 1.164598 0.081 Uiso 1 1 calc R U . . .
C17 C 0.6955(12) 0.25332(11) 1.3805(12) 0.076(3) Uani 1 1 d . . . . .
H17 H 0.580052 0.260143 1.356384 0.091 Uiso 1 1 calc R U . . .
C18 C 0.8404(15) 0.25757(12) 1.5303(12) 0.079(3) Uani 1 1 d . . . . .
H18 H 0.821836 0.266942 1.611974 0.094 Uiso 1 1 calc R U . . .
C19 C 1.0123(14) 0.24790(11) 1.5588(10) 0.066(2) Uani 1 1 d . . . . .
H19 H 1.110960 0.251178 1.658338 0.080 Uiso 1 1 calc R U . . .
C20 C 1.0435(12) 0.23338(10) 1.4434(9) 0.0507(19) Uani 1 1 d . . . . .
C21 C 1.2420(13) 0.22488(12) 1.4758(11) 0.078(3) Uani 1 1 d . . . . .
H21A H 1.243513 0.215069 1.386955 0.093 Uiso 1 1 calc R U . . .
H21B H 1.331910 0.234944 1.467000 0.093 Uiso 1 1 calc R U . . .
H21C H 1.277445 0.219212 1.594114 0.093 Uiso 1 1 calc R U . . .
C22 C 1.1493(12) 0.08473(10) 0.5190(11) 0.056(2) Uani 1 1 d . . . . .
H22A H 1.275036 0.079003 0.567182 0.067 Uiso 1 1 calc R U . . .
H22B H 1.145229 0.089514 0.398777 0.067 Uiso 1 1 calc R U . . .
C23 C 0.9965(12) 0.06910(10) 0.5058(11) 0.062(2) Uani 1 1 d . . . . .
H23A H 1.042849 0.057167 0.463901 0.075 Uiso 1 1 calc R U . . .
H23B H 0.978436 0.066681 0.625573 0.075 Uiso 1 1 calc R U . . .
C24 C 0.8057(13) 0.07413(11) 0.3821(12) 0.066(2) Uani 1 1 d . . . . .
H24A H 0.823625 0.076609 0.262379 0.079 Uiso 1 1 calc R U . . .
H24B H 0.758664 0.086001 0.424388 0.079 Uiso 1 1 calc R U . . .
C25 C 0.6545(13) 0.05831(12) 0.3692(11) 0.072(3) Uani 1 1 d . . . . .
H25A H 0.710540 0.045966 0.348417 0.086 Uiso 1 1 calc R U . . .
H25B H 0.620466 0.057453 0.484143 0.086 Uiso 1 1 calc R U . . .
C26 C 0.4742(12) 0.06145(12) 0.2230(12) 0.067(2) Uani 1 1 d . . . . .
H26A H 0.508342 0.062791 0.108428 0.081 Uiso 1 1 calc R U . . .
H26B H 0.414957 0.073523 0.246273 0.081 Uiso 1 1 calc R U . . .
C27 C 0.3298(13) 0.04531(12) 0.2077(12) 0.073(3) Uani 1 1 d . . . . .
H27A H 0.293892 0.044181 0.321565 0.087 Uiso 1 1 calc R U . . .
H27B H 0.390488 0.033200 0.187626 0.087 Uiso 1 1 calc R U . . .
C28 C 0.1492(13) 0.04797(11) 0.0583(12) 0.072(3) Uani 1 1 d . . . . .
H28A H 0.091523 0.060332 0.075825 0.087 Uiso 1 1 calc R U . . .
H28B H 0.184927 0.048605 -0.055918 0.087 Uiso 1 1 calc R U . . .
C29 C 0.0006(14) 0.03232(13) 0.0461(12) 0.076(3) Uani 1 1 d . . . . .
H29A H 0.057205 0.019973 0.026311 0.091 Uiso 1 1 calc R U . . .
H29B H -0.034003 0.031528 0.160843 0.091 Uiso 1 1 calc R U . . .
C30 C -0.1787(15) 0.03533(15) -0.1004(14) 0.092(3) Uani 1 1 d . . . . .
H30A H -0.231305 0.047978 -0.083914 0.110 Uiso 1 1 calc R U . . .
H30B H -0.144433 0.035496 -0.215480 0.110 Uiso 1 1 calc R U . . .
C31 C -0.3312(16) 0.02047(17) -0.1089(15) 0.120(4) Uani 1 1 d . . . . .
H31A H -0.440259 0.023523 -0.206149 0.144 Uiso 1 1 calc R U . . .
H31B H -0.282418 0.007902 -0.128876 0.144 Uiso 1 1 calc R U . . .
H31C H -0.369462 0.020409 0.002951 0.144 Uiso 1 1 calc R U . . .
C32 C 0.4922(10) 0.17120(9) 0.9998(8) 0.0341(16) Uani 1 1 d . . . . .
C33 C 0.5687(10) 0.15412(10) 1.0930(8) 0.0385(16) Uani 1 1 d . . . . .
H33 H 0.601844 0.154148 1.218552 0.046 Uiso 1 1 calc R U . . .
C34 C 0.5945(10) 0.13797(10) 1.0058(8) 0.0391(17) Uani 1 1 d . . . . .
H34 H 0.643724 0.126911 1.070842 0.047 Uiso 1 1 calc R U . . .
C35 C 0.5467(10) 0.13754(9) 0.8113(9) 0.0347(16) Uani 1 1 d . . . . .
C36 C 0.4693(9) 0.15488(11) 0.7169(9) 0.0413(17) Uani 1 1 d . . . . .
H36 H 0.436655 0.154992 0.591303 0.050 Uiso 1 1 calc R U . . .
C37 C 0.4436(10) 0.17076(10) 0.8064(9) 0.0381(17) Uani 1 1 d . . . . .
H37 H 0.393041 0.181833 0.742288 0.046 Uiso 1 1 calc R U . . .
C38 C 0.4649(10) 0.18754(9) 1.0906(9) 0.0365(16) Uani 1 1 d . . . . .
C39 C 0.5132(11) 0.18852(10) 1.2824(11) 0.0461(19) Uani 1 1 d . . . . .
C40 C 0.3833(11) 0.20502(11) 1.0017(10) 0.0435(19) Uani 1 1 d . . . . .
C41 C 0.5740(10) 0.12110(10) 0.7198(9) 0.0380(17) Uani 1 1 d . . . . .
C42 C 0.6486(12) 0.10354(11) 0.8071(10) 0.050(2) Uani 1 1 d . . . . .
C43 C 0.5263(12) 0.12013(10) 0.5247(11) 0.0463(19) Uani 1 1 d . . . . .
C44 C 1.2008(10) 0.34808(9) 0.6590(9) 0.0433(18) Uani 1 1 d . . . . .
C45 C 1.1972(11) 0.33320(10) 0.7789(10) 0.0463(19) Uani 1 1 d . . . . .
H45 H 1.235278 0.335472 0.902546 0.056 Uiso 1 1 calc R U . . .
C46 C 1.1367(10) 0.31489(9) 0.7146(9) 0.0442(18) Uani 1 1 d . . . . .
C47 C 1.0777(11) 0.31197(10) 0.5277(10) 0.055(2) Uani 1 1 d . . . . .
H47 H 1.037018 0.299693 0.483492 0.065 Uiso 1 1 calc R U . . .
C48 C 1.0788(11) 0.32683(10) 0.4084(10) 0.049(2) Uani 1 1 d . . . . .
H48 H 1.037694 0.324537 0.284981 0.058 Uiso 1 1 calc R U . . .
C49 C 1.1406(10) 0.34528(9) 0.4702(9) 0.0396(17) Uani 1 1 d . . . . .
C50 C 1.1637(10) 0.36278(10) 0.3798(9) 0.0411(18) Uani 1 1 d . . . . .
C51 C 1.2389(10) 0.37803(9) 0.4898(9) 0.0385(17) Uani 1 1 d . . . . .
C52 C 1.2681(10) 0.39536(9) 0.3983(9) 0.0381(17) Uani 1 1 d . . . . .
C53 C 1.3415(10) 0.41355(10) 0.4659(10) 0.0454(19) Uani 1 1 d . . . . .
H53 H 1.378866 0.415752 0.589675 0.054 Uiso 1 1 calc R U . . .
C54 C 1.3572(12) 0.42806(10) 0.3461(11) 0.052(2) Uani 1 1 d . . . . .
H54 H 1.406616 0.440060 0.390824 0.062 Uiso 1 1 calc R U . . .
C55 C 1.3005(11) 0.42524(10) 0.1572(11) 0.0483(19) Uani 1 1 d . . . . .
C56 C 1.2265(11) 0.40728(10) 0.0914(10) 0.0464(19) Uani 1 1 d . . . . .
H56 H 1.187619 0.405091 -0.032342 0.056 Uiso 1 1 calc R U . . .
C57 C 1.2112(10) 0.39265(9) 0.2115(9) 0.0395(17) Uani 1 1 d . . . . .
C58 C 1.1362(12) 0.29854(10) 0.8435(10) 0.0467(19) Uani 1 1 d . . . . .
C59 C 0.9994(15) 0.29769(13) 0.9402(12) 0.082(3) Uani 1 1 d . . . . .
H59 H 0.906879 0.307431 0.922730 0.098 Uiso 1 1 calc R U . . .
C60 C 0.9915(17) 0.28327(15) 1.0613(13) 0.097(3) Uani 1 1 d . . . . .
H60 H 0.896096 0.283262 1.124481 0.116 Uiso 1 1 calc R U . . .
C61 C 1.1247(18) 0.26910(14) 1.0872(12) 0.083(3) Uani 1 1 d . . . . .
H61 H 1.121303 0.259084 1.168035 0.100 Uiso 1 1 calc R U . . .
C62 C 1.2641(16) 0.26943(12) 0.9951(14) 0.085(3) Uani 1 1 d . . . . .
H62 H 1.354935 0.259521 1.014636 0.102 Uiso 1 1 calc R U . . .
C63 C 1.2761(12) 0.28400(11) 0.8731(11) 0.065(2) Uani 1 1 d . . . . .
C64 C 1.4346(15) 0.28385(15) 0.7744(16) 0.119(4) Uani 1 1 d . . . . .
H64A H 1.421009 0.294923 0.695931 0.143 Uiso 1 1 calc R U . . .
H64B H 1.557243 0.284347 0.860300 0.143 Uiso 1 1 calc R U . . .
H64C H 1.426095 0.272174 0.704157 0.143 Uiso 1 1 calc R U . . .
C65 C 1.3258(12) 0.44189(11) 0.0383(11) 0.062(2) Uani 1 1 d . . . . .
H65A H 1.318514 0.437008 -0.082218 0.075 Uiso 1 1 calc R U . . .
H65B H 1.452955 0.447404 0.084181 0.075 Uiso 1 1 calc R U . . .
C66 C 1.1777(14) 0.45775(11) 0.0269(12) 0.072(3) Uani 1 1 d . . . . .
H66A H 1.160646 0.460181 0.146983 0.086 Uiso 1 1 calc R U . . .
H66B H 1.226325 0.469586 -0.014508 0.086 Uiso 1 1 calc R U . . .
C67 C 0.9875(14) 0.45317(12) -0.0954(12) 0.070(3) Uani 1 1 d . . . . .
H67A H 0.938128 0.441469 -0.052321 0.084 Uiso 1 1 calc R U . . .
H67B H 1.005455 0.450429 -0.214634 0.084 Uiso 1 1 calc R U . . .
C68 C 0.8371(14) 0.46920(13) -0.1119(13) 0.083(3) Uani 1 1 d . . . . .
H68A H 0.804526 0.470482 0.003461 0.099 Uiso 1 1 calc R U . . .
H68B H 0.894610 0.481363 -0.135454 0.099 Uiso 1 1 calc R U . . .
C69 C 0.6555(13) 0.46629(13) -0.2547(12) 0.075(3) Uani 1 1 d . . . . .
H69A H 0.596427 0.454239 -0.230453 0.090 Uiso 1 1 calc R U . . .
H69B H 0.687560 0.464888 -0.370143 0.090 Uiso 1 1 calc R U . . .
C70 C 0.5110(14) 0.48240(13) -0.2694(12) 0.077(3) Uani 1 1 d . . . . .
H70A H 0.571438 0.494555 -0.288466 0.093 Uiso 1 1 calc R U . . .
H70B H 0.474039 0.483415 -0.155896 0.093 Uiso 1 1 calc R U . . .
C71 C 0.3328(14) 0.47962(14) -0.4194(13) 0.085(3) Uani 1 1 d . . . . .
H71A H 0.369990 0.478956 -0.532918 0.102 Uiso 1 1 calc R U . . .
H71B H 0.275111 0.467259 -0.402025 0.102 Uiso 1 1 calc R U . . .
C72 C 0.1841(15) 0.49523(14) -0.4333(13) 0.085(3) Uani 1 1 d . . . . .
H72A H 0.149882 0.496191 -0.318495 0.102 Uiso 1 1 calc R U . . .
H72B H 0.240457 0.507540 -0.454658 0.102 Uiso 1 1 calc R U . . .
C73 C 0.0042(15) 0.49208(15) -0.5792(16) 0.100(3) Uani 1 1 d . . . . .
H73A H 0.038505 0.491666 -0.694191 0.120 Uiso 1 1 calc R U . . .
H73B H -0.048080 0.479470 -0.560721 0.120 Uiso 1 1 calc R U . . .
C74 C -0.1496(17) 0.50686(18) -0.5913(17) 0.134(5) Uani 1 1 d . . . . .
H74A H -0.258018 0.503559 -0.688323 0.161 Uiso 1 1 calc R U . . .
H74B H -0.188439 0.507170 -0.479842 0.161 Uiso 1 1 calc R U . . .
H74C H -0.101626 0.519398 -0.613662 0.161 Uiso 1 1 calc R U . . .
C75 C 0.6772(10) 0.35551(10) 0.5029(9) 0.0426(18) Uani 1 1 d . . . . .
C76 C 0.7427(10) 0.37290(11) 0.6029(9) 0.0447(18) Uani 1 1 d . . . . .
H76 H 0.767664 0.372799 0.728206 0.054 Uiso 1 1 calc R U . . .
C77 C 0.7678(10) 0.38917(12) 0.5175(10) 0.050(2) Uani 1 1 d . . . . .
H77 H 0.811886 0.400223 0.584995 0.060 Uiso 1 1 calc R U . . .
C78 C 0.7286(11) 0.39015(10) 0.3230(9) 0.0434(18) Uani 1 1 d . . . . .
C79 C 0.6611(10) 0.37255(10) 0.2254(9) 0.0437(18) Uani 1 1 d . . . . .
H79 H 0.632820 0.372684 0.099969 0.052 Uiso 1 1 calc R U . . .
C80 C 0.6379(11) 0.35600(11) 0.3100(10) 0.049(2) Uani 1 1 d . . . . .
H80 H 0.596256 0.344830 0.243335 0.059 Uiso 1 1 calc R U . . .
C81 C 0.6497(11) 0.33861(11) 0.5889(10) 0.051(2) Uani 1 1 d . . . . .
C82 C 0.6803(12) 0.33795(11) 0.7816(13) 0.059(2) Uani 1 1 d . . . . .
C83 C 0.5940(13) 0.32063(13) 0.4947(12) 0.063(2) Uani 1 1 d . . . . .
C84 C 0.7570(10) 0.40683(11) 0.2362(10) 0.0474(19) Uani 1 1 d . . . . .
C85 C 0.8270(12) 0.42445(12) 0.3292(11) 0.055(2) Uani 1 1 d . . . . .
C86 C 0.7157(13) 0.40750(11) 0.0430(12) 0.055(2) Uani 1 1 d . . . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.2.4 (Rigaku, 2016)'
_computing_molecular_graphics    'CrystalStructure 4.2.4'

#==============================================================================
# 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 1.741(6) . ?
S1 C1 1.753(6) . ?
S2 C7 1.734(6) . ?
S2 C14 1.755(7) . ?
S3 C51 1.734(7) . ?
S3 C44 1.752(7) . ?
S4 C57 1.754(7) . ?
S4 C50 1.759(7) . ?
N1 C39 1.156(8) . ?
N2 C40 1.143(8) . ?
N3 C42 1.147(8) . ?
N4 C43 1.133(8) . ?
N5 C82 1.144(9) . ?
N6 C83 1.128(10) . ?
N7 C85 1.130(9) . ?
N8 C86 1.131(9) . ?
C1 C2 1.392(8) . ?
C1 C6 1.412(8) . ?
C2 C3 1.383(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.408(9) . ?
C3 C15 1.487(9) . ?
C4 C5 1.369(9) . ?
C4 H4 0.9300 . ?
C5 C6 1.399(8) . ?
C5 H5 0.9300 . ?
C6 C7 1.431(8) . ?
C7 C8 1.364(8) . ?
C8 C9 1.430(9) . ?
C9 C10 1.383(8) . ?
C9 C14 1.412(9) . ?
C10 C11 1.378(9) . ?
C10 H10 0.9300 . ?
C11 C12 1.404(10) . ?
C11 H11 0.9300 . ?
C12 C13 1.372(9) . ?
C12 C22 1.516(9) . ?
C13 C14 1.392(9) . ?
C13 H13 0.9300 . ?
C15 C16 1.362(10) . ?
C15 C20 1.396(9) . ?
C16 C17 1.391(10) . ?
C16 H16 0.9300 . ?
C17 C18 1.374(11) . ?
C17 H17 0.9300 . ?
C18 C19 1.371(11) . ?
C18 H18 0.9300 . ?
C19 C20 1.387(10) . ?
C19 H19 0.9300 . ?
C20 C21 1.502(10) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 C23 1.521(10) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.499(11) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C25 1.523(11) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.502(10) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 C27 1.504(10) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 C28 1.511(10) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 C29 1.503(11) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 C30 1.496(12) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C31 1.488(12) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C32 C38 1.361(9) . ?
C32 C33 1.414(9) . ?
C32 C37 1.433(9) . ?
C33 C34 1.333(9) . ?
C33 H33 0.9300 . ?
C34 C35 1.441(9) . ?
C34 H34 0.9300 . ?
C35 C41 1.369(9) . ?
C35 C36 1.434(9) . ?
C36 C37 1.327(9) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?
C38 C39 1.422(10) . ?
C38 C40 1.434(10) . ?
C41 C42 1.420(10) . ?
C41 C43 1.447(10) . ?
C44 C45 1.379(9) . ?
C44 C49 1.413(9) . ?
C45 C46 1.383(9) . ?
C45 H45 0.9300 . ?
C46 C47 1.401(9) . ?
C46 C58 1.496(10) . ?
C47 C48 1.372(9) . ?
C47 H47 0.9300 . ?
C48 C49 1.389(9) . ?
C48 H48 0.9300 . ?
C49 C50 1.419(9) . ?
C50 C51 1.370(8) . ?
C51 C52 1.425(9) . ?
C52 C57 1.397(9) . ?
C52 C53 1.406(9) . ?
C53 C54 1.379(10) . ?
C53 H53 0.9300 . ?
C54 C55 1.413(10) . ?
C54 H54 0.9300 . ?
C55 C56 1.390(10) . ?
C55 C65 1.502(10) . ?
C56 C57 1.385(9) . ?
C56 H56 0.9300 . ?
C58 C59 1.368(11) . ?
C58 C63 1.396(10) . ?
C59 C60 1.368(11) . ?
C59 H59 0.9300 . ?
C60 C61 1.346(13) . ?
C60 H60 0.9300 . ?
C61 C62 1.357(13) . ?
C61 H61 0.9300 . ?
C62 C63 1.387(11) . ?
C62 H62 0.9300 . ?
C63 C64 1.512(12) . ?
C64 H64A 0.9600 . ?
C64 H64B 0.9600 . ?
C64 H64C 0.9600 . ?
C65 C66 1.511(10) . ?
C65 H65A 0.9700 . ?
C65 H65B 0.9700 . ?
C66 C67 1.485(11) . ?
C66 H66A 0.9700 . ?
C66 H66B 0.9700 . ?
C67 C68 1.527(11) . ?
C67 H67A 0.9700 . ?
C67 H67B 0.9700 . ?
C68 C69 1.492(11) . ?
C68 H68A 0.9700 . ?
C68 H68B 0.9700 . ?
C69 C70 1.504(11) . ?
C69 H69A 0.9700 . ?
C69 H69B 0.9700 . ?
C70 C71 1.504(11) . ?
C70 H70A 0.9700 . ?
C70 H70B 0.9700 . ?
C71 C72 1.499(11) . ?
C71 H71A 0.9700 . ?
C71 H71B 0.9700 . ?
C72 C73 1.499(12) . ?
C72 H72A 0.9700 . ?
C72 H72B 0.9700 . ?
C73 C74 1.487(12) . ?
C73 H73A 0.9700 . ?
C73 H73B 0.9700 . ?
C74 H74A 0.9600 . ?
C74 H74B 0.9600 . ?
C74 H74C 0.9600 . ?
C75 C81 1.374(10) . ?
C75 C80 1.432(10) . ?
C75 C76 1.436(9) . ?
C76 C77 1.331(10) . ?
C76 H76 0.9300 . ?
C77 C78 1.445(10) . ?
C77 H77 0.9300 . ?
C78 C84 1.367(10) . ?
C78 C79 1.442(9) . ?
C79 C80 1.341(9) . ?
C79 H79 0.9300 . ?
C80 H80 0.9300 . ?
C81 C82 1.436(12) . ?
C81 C83 1.438(11) . ?
C84 C85 1.433(11) . ?
C84 C86 1.433(11) . ?

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 90.3(3) . . ?
C7 S2 C14 90.9(3) . . ?
C51 S3 C44 90.9(3) . . ?
C57 S4 C50 90.4(3) . . ?
C2 C1 C6 121.6(6) . . ?
C2 C1 S1 125.8(5) . . ?
C6 C1 S1 112.6(5) . . ?
C3 C2 C1 120.3(6) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C2 C3 C4 117.8(6) . . ?
C2 C3 C15 121.0(6) . . ?
C4 C3 C15 121.2(6) . . ?
C5 C4 C3 122.6(7) . . ?
C5 C4 H4 118.7 . . ?
C3 C4 H4 118.7 . . ?
C4 C5 C6 120.1(6) . . ?
C4 C5 H5 120.0 . . ?
C6 C5 H5 120.0 . . ?
C5 C6 C1 117.6(6) . . ?
C5 C6 C7 132.1(6) . . ?
C1 C6 C7 110.3(5) . . ?
C8 C7 C6 114.0(5) . . ?
C8 C7 S2 112.1(5) . . ?
C6 C7 S2 133.9(5) . . ?
C7 C8 C9 114.9(5) . . ?
C7 C8 S1 112.9(4) . . ?
C9 C8 S1 132.2(5) . . ?
C10 C9 C14 118.8(6) . . ?
C10 C9 C8 131.2(6) . . ?
C14 C9 C8 110.0(5) . . ?
C11 C10 C9 119.1(6) . . ?
C11 C10 H10 120.4 . . ?
C9 C10 H10 120.4 . . ?
C10 C11 C12 122.6(6) . . ?
C10 C11 H11 118.7 . . ?
C12 C11 H11 118.7 . . ?
C13 C12 C11 118.3(6) . . ?
C13 C12 C22 122.4(7) . . ?
C11 C12 C22 119.3(6) . . ?
C12 C13 C14 120.1(6) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 C9 121.0(6) . . ?
C13 C14 S2 126.8(5) . . ?
C9 C14 S2 112.2(5) . . ?
C16 C15 C20 119.1(7) . . ?
C16 C15 C3 119.4(6) . . ?
C20 C15 C3 121.5(7) . . ?
C15 C16 C17 122.3(7) . . ?
C15 C16 H16 118.8 . . ?
C17 C16 H16 118.8 . . ?
C18 C17 C16 118.5(8) . . ?
C18 C17 H17 120.7 . . ?
C16 C17 H17 120.7 . . ?
C19 C18 C17 119.7(8) . . ?
C19 C18 H18 120.2 . . ?
C17 C18 H18 120.2 . . ?
C18 C19 C20 121.9(8) . . ?
C18 C19 H19 119.0 . . ?
C20 C19 H19 119.0 . . ?
C19 C20 C15 118.3(7) . . ?
C19 C20 C21 118.1(7) . . ?
C15 C20 C21 123.4(6) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C12 C22 C23 113.1(7) . . ?
C12 C22 H22A 109.0 . . ?
C23 C22 H22A 109.0 . . ?
C12 C22 H22B 109.0 . . ?
C23 C22 H22B 109.0 . . ?
H22A C22 H22B 107.8 . . ?
C24 C23 C22 114.1(6) . . ?
C24 C23 H23A 108.7 . . ?
C22 C23 H23A 108.7 . . ?
C24 C23 H23B 108.7 . . ?
C22 C23 H23B 108.7 . . ?
H23A C23 H23B 107.6 . . ?
C23 C24 C25 113.6(7) . . ?
C23 C24 H24A 108.8 . . ?
C25 C24 H24A 108.8 . . ?
C23 C24 H24B 108.8 . . ?
C25 C24 H24B 108.8 . . ?
H24A C24 H24B 107.7 . . ?
C26 C25 C24 114.5(7) . . ?
C26 C25 H25A 108.6 . . ?
C24 C25 H25A 108.6 . . ?
C26 C25 H25B 108.6 . . ?
C24 C25 H25B 108.6 . . ?
H25A C25 H25B 107.6 . . ?
C25 C26 C27 113.7(7) . . ?
C25 C26 H26A 108.8 . . ?
C27 C26 H26A 108.8 . . ?
C25 C26 H26B 108.8 . . ?
C27 C26 H26B 108.8 . . ?
H26A C26 H26B 107.7 . . ?
C26 C27 C28 114.5(7) . . ?
C26 C27 H27A 108.6 . . ?
C28 C27 H27A 108.6 . . ?
C26 C27 H27B 108.6 . . ?
C28 C27 H27B 108.6 . . ?
H27A C27 H27B 107.6 . . ?
C29 C28 C27 115.0(7) . . ?
C29 C28 H28A 108.5 . . ?
C27 C28 H28A 108.5 . . ?
C29 C28 H28B 108.5 . . ?
C27 C28 H28B 108.5 . . ?
H28A C28 H28B 107.5 . . ?
C30 C29 C28 114.4(7) . . ?
C30 C29 H29A 108.7 . . ?
C28 C29 H29A 108.7 . . ?
C30 C29 H29B 108.7 . . ?
C28 C29 H29B 108.7 . . ?
H29A C29 H29B 107.6 . . ?
C31 C30 C29 115.1(9) . . ?
C31 C30 H30A 108.5 . . ?
C29 C30 H30A 108.5 . . ?
C31 C30 H30B 108.5 . . ?
C29 C30 H30B 108.5 . . ?
H30A C30 H30B 107.5 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C38 C32 C33 121.2(6) . . ?
C38 C32 C37 121.0(6) . . ?
C33 C32 C37 117.8(6) . . ?
C34 C33 C32 121.8(6) . . ?
C34 C33 H33 119.1 . . ?
C32 C33 H33 119.1 . . ?
C33 C34 C35 120.4(6) . . ?
C33 C34 H34 119.8 . . ?
C35 C34 H34 119.8 . . ?
C41 C35 C36 121.2(6) . . ?
C41 C35 C34 121.1(6) . . ?
C36 C35 C34 117.8(6) . . ?
C37 C36 C35 120.8(6) . . ?
C37 C36 H36 119.6 . . ?
C35 C36 H36 119.6 . . ?
C36 C37 C32 121.3(6) . . ?
C36 C37 H37 119.3 . . ?
C32 C37 H37 119.3 . . ?
C32 C38 C39 122.4(6) . . ?
C32 C38 C40 123.0(6) . . ?
C39 C38 C40 114.6(6) . . ?
N1 C39 C38 177.7(8) . . ?
N2 C40 C38 179.4(8) . . ?
C35 C41 C42 123.3(6) . . ?
C35 C41 C43 122.5(6) . . ?
C42 C41 C43 114.2(6) . . ?
N3 C42 C41 179.5(9) . . ?
N4 C43 C41 179.0(9) . . ?
C45 C44 C49 121.7(6) . . ?
C45 C44 S3 125.9(5) . . ?
C49 C44 S3 112.4(5) . . ?
C44 C45 C46 119.8(7) . . ?
C44 C45 H45 120.1 . . ?
C46 C45 H45 120.1 . . ?
C45 C46 C47 118.8(6) . . ?
C45 C46 C58 120.2(6) . . ?
C47 C46 C58 120.9(6) . . ?
C48 C47 C46 121.4(7) . . ?
C48 C47 H47 119.3 . . ?
C46 C47 H47 119.3 . . ?
C47 C48 C49 120.7(7) . . ?
C47 C48 H48 119.7 . . ?
C49 C48 H48 119.7 . . ?
C48 C49 C44 117.6(6) . . ?
C48 C49 C50 132.6(7) . . ?
C44 C49 C50 109.8(6) . . ?
C51 C50 C49 115.3(6) . . ?
C51 C50 S4 111.2(5) . . ?
C49 C50 S4 133.5(5) . . ?
C50 C51 C52 115.1(6) . . ?
C50 C51 S3 111.6(5) . . ?
C52 C51 S3 133.3(5) . . ?
C57 C52 C53 118.9(6) . . ?
C57 C52 C51 110.4(6) . . ?
C53 C52 C51 130.7(6) . . ?
C54 C53 C52 119.1(7) . . ?
C54 C53 H53 120.5 . . ?
C52 C53 H53 120.5 . . ?
C53 C54 C55 121.9(7) . . ?
C53 C54 H54 119.1 . . ?
C55 C54 H54 119.1 . . ?
C56 C55 C54 118.7(7) . . ?
C56 C55 C65 123.6(7) . . ?
C54 C55 C65 117.7(7) . . ?
C57 C56 C55 119.5(7) . . ?
C57 C56 H56 120.2 . . ?
C55 C56 H56 120.2 . . ?
C56 C57 C52 122.0(6) . . ?
C56 C57 S4 125.1(6) . . ?
C52 C57 S4 112.9(5) . . ?
C59 C58 C63 117.7(7) . . ?
C59 C58 C46 120.4(7) . . ?
C63 C58 C46 121.9(8) . . ?
C60 C59 C58 123.5(9) . . ?
C60 C59 H59 118.2 . . ?
C58 C59 H59 118.2 . . ?
C61 C60 C59 118.6(10) . . ?
C61 C60 H60 120.7 . . ?
C59 C60 H60 120.7 . . ?
C60 C61 C62 119.9(9) . . ?
C60 C61 H61 120.1 . . ?
C62 C61 H61 120.1 . . ?
C61 C62 C63 122.5(9) . . ?
C61 C62 H62 118.8 . . ?
C63 C62 H62 118.8 . . ?
C62 C63 C58 117.8(9) . . ?
C62 C63 C64 120.7(9) . . ?
C58 C63 C64 121.5(7) . . ?
C63 C64 H64A 109.5 . . ?
C63 C64 H64B 109.5 . . ?
H64A C64 H64B 109.5 . . ?
C63 C64 H64C 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
C55 C65 C66 113.5(7) . . ?
C55 C65 H65A 108.9 . . ?
C66 C65 H65A 108.9 . . ?
C55 C65 H65B 108.9 . . ?
C66 C65 H65B 108.9 . . ?
H65A C65 H65B 107.7 . . ?
C67 C66 C65 114.0(7) . . ?
C67 C66 H66A 108.7 . . ?
C65 C66 H66A 108.7 . . ?
C67 C66 H66B 108.7 . . ?
C65 C66 H66B 108.7 . . ?
H66A C66 H66B 107.6 . . ?
C66 C67 C68 114.8(7) . . ?
C66 C67 H67A 108.6 . . ?
C68 C67 H67A 108.6 . . ?
C66 C67 H67B 108.6 . . ?
C68 C67 H67B 108.6 . . ?
H67A C67 H67B 107.5 . . ?
C69 C68 C67 115.8(8) . . ?
C69 C68 H68A 108.3 . . ?
C67 C68 H68A 108.3 . . ?
C69 C68 H68B 108.3 . . ?
C67 C68 H68B 108.3 . . ?
H68A C68 H68B 107.4 . . ?
C68 C69 C70 114.6(7) . . ?
C68 C69 H69A 108.6 . . ?
C70 C69 H69A 108.6 . . ?
C68 C69 H69B 108.6 . . ?
C70 C69 H69B 108.6 . . ?
H69A C69 H69B 107.6 . . ?
C69 C70 C71 113.8(8) . . ?
C69 C70 H70A 108.8 . . ?
C71 C70 H70A 108.8 . . ?
C69 C70 H70B 108.8 . . ?
C71 C70 H70B 108.8 . . ?
H70A C70 H70B 107.7 . . ?
C72 C71 C70 114.8(8) . . ?
C72 C71 H71A 108.6 . . ?
C70 C71 H71A 108.6 . . ?
C72 C71 H71B 108.6 . . ?
C70 C71 H71B 108.6 . . ?
H71A C71 H71B 107.6 . . ?
C73 C72 C71 114.6(8) . . ?
C73 C72 H72A 108.6 . . ?
C71 C72 H72A 108.6 . . ?
C73 C72 H72B 108.6 . . ?
C71 C72 H72B 108.6 . . ?
H72A C72 H72B 107.6 . . ?
C74 C73 C72 115.9(9) . . ?
C74 C73 H73A 108.3 . . ?
C72 C73 H73A 108.3 . . ?
C74 C73 H73B 108.3 . . ?
C72 C73 H73B 108.3 . . ?
H73A C73 H73B 107.4 . . ?
C73 C74 H74A 109.5 . . ?
C73 C74 H74B 109.5 . . ?
H74A C74 H74B 109.5 . . ?
C73 C74 H74C 109.5 . . ?
H74A C74 H74C 109.5 . . ?
H74B C74 H74C 109.5 . . ?
C81 C75 C80 119.8(7) . . ?
C81 C75 C76 121.2(7) . . ?
C80 C75 C76 118.9(7) . . ?
C77 C76 C75 120.5(7) . . ?
C77 C76 H76 119.8 . . ?
C75 C76 H76 119.8 . . ?
C76 C77 C78 121.9(7) . . ?
C76 C77 H77 119.0 . . ?
C78 C77 H77 119.1 . . ?
C84 C78 C79 121.8(6) . . ?
C84 C78 C77 121.6(7) . . ?
C79 C78 C77 116.6(6) . . ?
C80 C79 C78 122.1(6) . . ?
C80 C79 H79 119.0 . . ?
C78 C79 H79 119.0 . . ?
C79 C80 C75 120.0(7) . . ?
C79 C80 H80 120.0 . . ?
C75 C80 H80 120.0 . . ?
C75 C81 C82 120.9(7) . . ?
C75 C81 C83 123.0(7) . . ?
C82 C81 C83 116.1(7) . . ?
N5 C82 C81 178.7(10) . . ?
N6 C83 C81 176.6(10) . . ?
C78 C84 C85 123.1(7) . . ?
C78 C84 C86 120.6(7) . . ?
C85 C84 C86 116.3(7) . . ?
N7 C85 C84 179.1(10) . . ?
N8 C86 C84 179.9(12) . . ?

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
C8 S1 C1 C2 -179.3(6) . . . . ?
C8 S1 C1 C6 -0.4(5) . . . . ?
C6 C1 C2 C3 -0.1(11) . . . . ?
S1 C1 C2 C3 178.7(5) . . . . ?
C1 C2 C3 C4 -0.2(10) . . . . ?
C1 C2 C3 C15 179.3(6) . . . . ?
C2 C3 C4 C5 1.0(11) . . . . ?
C15 C3 C4 C5 -178.5(7) . . . . ?
C3 C4 C5 C6 -1.6(11) . . . . ?
C4 C5 C6 C1 1.3(10) . . . . ?
C4 C5 C6 C7 -179.3(7) . . . . ?
C2 C1 C6 C5 -0.5(10) . . . . ?
S1 C1 C6 C5 -179.4(5) . . . . ?
C2 C1 C6 C7 180.0(6) . . . . ?
S1 C1 C6 C7 1.1(7) . . . . ?
C5 C6 C7 C8 179.2(7) . . . . ?
C1 C6 C7 C8 -1.4(8) . . . . ?
C5 C6 C7 S2 0.5(12) . . . . ?
C1 C6 C7 S2 180.0(6) . . . . ?
C14 S2 C7 C8 -0.1(5) . . . . ?
C14 S2 C7 C6 178.6(7) . . . . ?
C6 C7 C8 C9 -179.2(6) . . . . ?
S2 C7 C8 C9 -0.2(7) . . . . ?
C6 C7 C8 S1 1.1(7) . . . . ?
S2 C7 C8 S1 -180.0(3) . . . . ?
C1 S1 C8 C7 -0.4(5) . . . . ?
C1 S1 C8 C9 179.9(7) . . . . ?
C7 C8 C9 C10 -179.6(7) . . . . ?
S1 C8 C9 C10 0.1(12) . . . . ?
C7 C8 C9 C14 0.5(8) . . . . ?
S1 C8 C9 C14 -179.8(5) . . . . ?
C14 C9 C10 C11 0.8(10) . . . . ?
C8 C9 C10 C11 -179.0(7) . . . . ?
C9 C10 C11 C12 -0.9(11) . . . . ?
C10 C11 C12 C13 0.7(11) . . . . ?
C10 C11 C12 C22 -179.8(7) . . . . ?
C11 C12 C13 C14 -0.6(10) . . . . ?
C22 C12 C13 C14 179.9(7) . . . . ?
C12 C13 C14 C9 0.6(10) . . . . ?
C12 C13 C14 S2 -179.7(5) . . . . ?
C10 C9 C14 C13 -0.8(10) . . . . ?
C8 C9 C14 C13 179.1(6) . . . . ?
C10 C9 C14 S2 179.5(5) . . . . ?
C8 C9 C14 S2 -0.6(7) . . . . ?
C7 S2 C14 C13 -179.3(7) . . . . ?
C7 S2 C14 C9 0.4(5) . . . . ?
C2 C3 C15 C16 -132.7(8) . . . . ?
C4 C3 C15 C16 46.8(10) . . . . ?
C2 C3 C15 C20 47.5(10) . . . . ?
C4 C3 C15 C20 -133.1(7) . . . . ?
C20 C15 C16 C17 -3.0(12) . . . . ?
C3 C15 C16 C17 177.2(8) . . . . ?
C15 C16 C17 C18 -0.3(14) . . . . ?
C16 C17 C18 C19 2.9(14) . . . . ?
C17 C18 C19 C20 -2.1(14) . . . . ?
C18 C19 C20 C15 -1.2(12) . . . . ?
C18 C19 C20 C21 174.5(8) . . . . ?
C16 C15 C20 C19 3.7(11) . . . . ?
C3 C15 C20 C19 -176.5(7) . . . . ?
C16 C15 C20 C21 -171.8(8) . . . . ?
C3 C15 C20 C21 8.0(11) . . . . ?
C13 C12 C22 C23 -102.7(8) . . . . ?
C11 C12 C22 C23 77.9(9) . . . . ?
C12 C22 C23 C24 77.1(9) . . . . ?
C22 C23 C24 C25 179.6(7) . . . . ?
C23 C24 C25 C26 -169.9(8) . . . . ?
C24 C25 C26 C27 177.8(8) . . . . ?
C25 C26 C27 C28 -178.6(8) . . . . ?
C26 C27 C28 C29 -177.8(8) . . . . ?
C27 C28 C29 C30 179.0(8) . . . . ?
C28 C29 C30 C31 -177.2(9) . . . . ?
C38 C32 C33 C34 179.4(7) . . . . ?
C37 C32 C33 C34 -0.4(10) . . . . ?
C32 C33 C34 C35 0.8(10) . . . . ?
C33 C34 C35 C41 179.5(7) . . . . ?
C33 C34 C35 C36 -0.7(10) . . . . ?
C41 C35 C36 C37 -179.9(7) . . . . ?
C34 C35 C36 C37 0.3(10) . . . . ?
C35 C36 C37 C32 0.1(10) . . . . ?
C38 C32 C37 C36 -179.8(7) . . . . ?
C33 C32 C37 C36 0.0(10) . . . . ?
C33 C32 C38 C39 0.8(11) . . . . ?
C37 C32 C38 C39 -179.4(6) . . . . ?
C33 C32 C38 C40 -178.4(6) . . . . ?
C37 C32 C38 C40 1.4(11) . . . . ?
C36 C35 C41 C42 -179.5(7) . . . . ?
C34 C35 C41 C42 0.4(11) . . . . ?
C36 C35 C41 C43 -0.3(11) . . . . ?
C34 C35 C41 C43 179.6(7) . . . . ?
C51 S3 C44 C45 178.1(7) . . . . ?
C51 S3 C44 C49 -0.1(6) . . . . ?
C49 C44 C45 C46 1.2(11) . . . . ?
S3 C44 C45 C46 -176.8(6) . . . . ?
C44 C45 C46 C47 -0.9(11) . . . . ?
C44 C45 C46 C58 178.7(7) . . . . ?
C45 C46 C47 C48 0.0(12) . . . . ?
C58 C46 C47 C48 -179.6(7) . . . . ?
C46 C47 C48 C49 0.6(12) . . . . ?
C47 C48 C49 C44 -0.3(11) . . . . ?
C47 C48 C49 C50 177.1(8) . . . . ?
C45 C44 C49 C48 -0.6(11) . . . . ?
S3 C44 C49 C48 177.6(5) . . . . ?
C45 C44 C49 C50 -178.6(7) . . . . ?
S3 C44 C49 C50 -0.4(8) . . . . ?
C48 C49 C50 C51 -176.8(8) . . . . ?
C44 C49 C50 C51 0.8(9) . . . . ?
C48 C49 C50 S4 1.1(13) . . . . ?
C44 C49 C50 S4 178.7(6) . . . . ?
C57 S4 C50 C51 0.5(5) . . . . ?
C57 S4 C50 C49 -177.4(8) . . . . ?
C49 C50 C51 C52 177.9(7) . . . . ?
S4 C50 C51 C52 -0.4(8) . . . . ?
C49 C50 C51 S3 -0.9(8) . . . . ?
S4 C50 C51 S3 -179.2(4) . . . . ?
C44 S3 C51 C50 0.5(5) . . . . ?
C44 S3 C51 C52 -178.0(7) . . . . ?
C50 C51 C52 C57 0.0(9) . . . . ?
S3 C51 C52 C57 178.5(6) . . . . ?
C50 C51 C52 C53 -179.9(7) . . . . ?
S3 C51 C52 C53 -1.4(13) . . . . ?
C57 C52 C53 C54 -0.8(11) . . . . ?
C51 C52 C53 C54 179.1(7) . . . . ?
C52 C53 C54 C55 0.4(12) . . . . ?
C53 C54 C55 C56 0.1(12) . . . . ?
C53 C54 C55 C65 -179.2(7) . . . . ?
C54 C55 C56 C57 -0.3(11) . . . . ?
C65 C55 C56 C57 179.0(7) . . . . ?
C55 C56 C57 C52 0.0(11) . . . . ?
C55 C56 C57 S4 -179.7(6) . . . . ?
C53 C52 C57 C56 0.6(11) . . . . ?
C51 C52 C57 C56 -179.4(7) . . . . ?
C53 C52 C57 S4 -179.7(5) . . . . ?
C51 C52 C57 S4 0.4(8) . . . . ?
C50 S4 C57 C56 179.2(7) . . . . ?
C50 S4 C57 C52 -0.5(6) . . . . ?
C45 C46 C58 C59 74.1(10) . . . . ?
C47 C46 C58 C59 -106.4(9) . . . . ?
C45 C46 C58 C63 -104.2(9) . . . . ?
C47 C46 C58 C63 75.3(10) . . . . ?
C63 C58 C59 C60 -1.0(14) . . . . ?
C46 C58 C59 C60 -179.4(9) . . . . ?
C58 C59 C60 C61 -0.1(16) . . . . ?
C59 C60 C61 C62 0.6(16) . . . . ?
C60 C61 C62 C63 0.0(15) . . . . ?
C61 C62 C63 C58 -1.2(14) . . . . ?
C61 C62 C63 C64 179.7(10) . . . . ?
C59 C58 C63 C62 1.6(12) . . . . ?
C46 C58 C63 C62 179.9(7) . . . . ?
C59 C58 C63 C64 -179.2(9) . . . . ?
C46 C58 C63 C64 -0.9(12) . . . . ?
C56 C55 C65 C66 105.3(9) . . . . ?
C54 C55 C65 C66 -75.4(10) . . . . ?
C55 C65 C66 C67 -78.1(10) . . . . ?
C65 C66 C67 C68 -178.8(8) . . . . ?
C66 C67 C68 C69 170.9(8) . . . . ?
C67 C68 C69 C70 -179.3(8) . . . . ?
C68 C69 C70 C71 177.4(9) . . . . ?
C69 C70 C71 C72 178.3(9) . . . . ?
C70 C71 C72 C73 -178.2(9) . . . . ?
C71 C72 C73 C74 177.4(10) . . . . ?
C81 C75 C76 C77 -179.7(7) . . . . ?
C80 C75 C76 C77 -0.5(11) . . . . ?
C75 C76 C77 C78 0.8(11) . . . . ?
C76 C77 C78 C84 -179.2(7) . . . . ?
C76 C77 C78 C79 -0.2(10) . . . . ?
C84 C78 C79 C80 178.2(7) . . . . ?
C77 C78 C79 C80 -0.8(11) . . . . ?
C78 C79 C80 C75 1.1(11) . . . . ?
C81 C75 C80 C79 178.8(7) . . . . ?
C76 C75 C80 C79 -0.4(11) . . . . ?
C80 C75 C81 C82 -177.4(7) . . . . ?
C76 C75 C81 C82 1.8(11) . . . . ?
C80 C75 C81 C83 4.2(12) . . . . ?
C76 C75 C81 C83 -176.7(7) . . . . ?
C79 C78 C84 C85 -178.9(7) . . . . ?
C77 C78 C84 C85 0.0(12) . . . . ?
C79 C78 C84 C86 1.5(11) . . . . ?
C77 C78 C84 C86 -179.5(7) . . . . ?

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

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



