# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_(pyrene)(SS-Et)
_database_code_depnum_ccdc_archive 'CCDC 1932211'
loop_
_audit_author_name
_audit_author_address
'Tadashi Kawamoto'
;Tokyo Institute of Technology
Japan
;
_audit_update_record             
;
2019-06-18 deposited with the CCDC.	2019-07-04 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C26 H20 N2 S6'
_chemical_formula_moiety         'C26 H20 N2 S6'
_chemical_formula_weight         552.82
_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                   7.457(5)
_cell_length_b                   7.942(7)
_cell_length_c                   11.259(7)
_cell_angle_alpha                71.93(6)
_cell_angle_beta                 74.01(4)
_cell_angle_gamma                89.57(7)
_cell_volume                     607.2(8)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      15.03
_cell_measurement_theta_max      17.27
_cell_measurement_temperature    298
#------------------------------------------------------------------------------
_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_crystal_density_diffrn    1.512
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             286.00
_exptl_absorpt_coefficient_mu    0.583
_exptl_absorpt_correction_type   none

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

_diffrn_ambient_temperature      298
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       ω-2θ
_diffrn_reflns_number            4199
_diffrn_reflns_av_unetI/netI     0.0629
_diffrn_reflns_av_R_equivalents  0.0592
_diffrn_reflns_theta_max         30.004
_diffrn_reflns_theta_min         2.707
_diffrn_reflns_theta_full        25.240
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_standards_number         3
_diffrn_standards_interval_count 150
_diffrn_standards_decay_%        -1.635
_reflns_number_total             3545
_reflns_number_gt                2532
_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          0.0726
_refine_ls_R_factor_gt           0.0454
_refine_ls_wR_factor_ref         0.1323
_refine_ls_wR_factor_gt          0.1180
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3545
_refine_ls_number_parameters     154
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0672P)²+0.0942P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.39
_refine_diff_density_min         -0.37
_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 0.31061(7) -0.00298(7) 0.38083(5) 0.03686(14) Uani 1 1 d . . . . .
S2 S 0.32576(10) 0.17263(11) 0.10527(6) 0.0653(2) Uani 1 1 d . . . . .
S3 S 0.83380(8) 0.23916(8) 0.34693(6) 0.04605(16) Uani 1 1 d . . . . .
N1 N 0.5867(2) 0.2185(2) 0.21919(16) 0.0376(4) Uani 1 1 d . . . . .
C1 C 0.7186(3) 0.5097(3) 0.6360(3) 0.0491(5) Uani 1 1 d . . . . .
H1 H 0.815515 0.533888 0.667040 0.059 Uiso 1 1 calc R U . . .
C2 C 0.7267(3) 0.5975(3) 0.5027(2) 0.0413(4) Uani 1 1 d . . . . .
C3 C 0.8763(3) 0.7190(3) 0.4158(3) 0.0515(5) Uani 1 1 d . . . . .
H3 H 0.975352 0.744241 0.444546 0.062 Uiso 1 1 calc R U . . .
C4 C 0.8782(4) 0.8012(3) 0.2887(3) 0.0588(7) Uani 1 1 d . . . . .
H4 H 0.979448 0.880443 0.232220 0.071 Uiso 1 1 calc R U . . .
C5 C 0.7324(4) 0.7682(3) 0.2433(2) 0.0515(5) Uani 1 1 d . . . . .
H5 H 0.736012 0.826865 0.157090 0.062 Uiso 1 1 calc R U . . .
C6 C 0.5791(3) 0.6475(3) 0.3253(2) 0.0422(4) Uani 1 1 d . . . . .
C7 C 0.5767(3) 0.5617(3) 0.4569(2) 0.0361(4) Uani 1 1 d . . . . .
C8 C 0.4262(4) 0.6072(3) 0.2825(2) 0.0499(5) Uani 1 1 d . . . . .
H8 H 0.426641 0.662925 0.196523 0.060 Uiso 1 1 calc R U . . .
C9 C 0.4950(2) 0.0379(2) 0.43749(18) 0.0316(4) Uani 1 1 d . . . . .
C10 C 0.6388(3) 0.1666(2) 0.33330(18) 0.0338(4) Uani 1 1 d . . . . .
C11 C 0.4200(3) 0.1408(3) 0.2249(2) 0.0392(4) Uani 1 1 d . . . . .
C12 C 0.7003(3) 0.3531(3) 0.0998(2) 0.0484(5) Uani 1 1 d . . . . .
H12A H 0.766256 0.436699 0.123540 0.058 Uiso 1 1 calc R U . . .
H12B H 0.618265 0.418576 0.051677 0.058 Uiso 1 1 calc R U . . .
C13 C 0.8405(4) 0.2717(4) 0.0133(3) 0.0648(7) Uani 1 1 d . . . . .
H13A H 0.911430 0.363915 -0.063184 0.078 Uiso 1 1 calc R U . . .
H13B H 0.923594 0.208773 0.060014 0.078 Uiso 1 1 calc R U . . .
H13C H 0.775661 0.190657 -0.011821 0.078 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       WinAFC
_computing_cell_refinement       WinAFC
_computing_data_reduction        WinAFC
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL Version 2018/1 (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 C9 1.739(2) . ?
S1 C11 1.742(3) . ?
S2 C11 1.636(2) . ?
S3 C10 1.631(2) . ?
N1 C11 1.369(3) . ?
N1 C10 1.384(3) . ?
N1 C12 1.470(3) . ?
C1 C8 1.346(4) 2_666 ?
C1 C2 1.429(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.400(3) . ?
C2 C7 1.418(3) . ?
C3 C4 1.372(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.380(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.402(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.422(3) . ?
C6 C8 1.428(3) . ?
C7 C7 1.423(4) 2_666 ?
C8 H8 0.9300 . ?
C9 C9 1.371(4) 2_656 ?
C9 C10 1.466(3) . ?
C12 C13 1.510(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 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
C9 S1 C11 91.64(11) . . ?
C11 N1 C10 116.06(17) . . ?
C11 N1 C12 121.76(18) . . ?
C10 N1 C12 122.16(18) . . ?
C8 C1 C2 121.5(2) 2_666 . ?
C8 C1 H1 119.3 2_666 . ?
C2 C1 H1 119.3 . . ?
C3 C2 C7 118.7(2) . . ?
C3 C2 C1 122.6(2) . . ?
C7 C2 C1 118.8(2) . . ?
C4 C3 C2 120.7(2) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 121.1(2) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C4 C5 C6 120.9(2) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C5 C6 C7 118.2(2) . . ?
C5 C6 C8 123.0(2) . . ?
C7 C6 C8 118.8(2) . . ?
C2 C7 C6 120.4(2) . . ?
C2 C7 C7 119.8(2) . 2_666 ?
C6 C7 C7 119.8(2) . 2_666 ?
C1 C8 C6 121.3(2) 2_666 . ?
C1 C8 H8 119.3 2_666 . ?
C6 C8 H8 119.3 . . ?
C9 C9 C10 124.4(2) 2_656 . ?
C9 C9 S1 125.0(2) 2_656 . ?
C10 C9 S1 110.66(14) . . ?
N1 C10 C9 110.20(17) . . ?
N1 C10 S3 124.03(16) . . ?
C9 C10 S3 125.77(15) . . ?
N1 C11 S2 126.85(17) . . ?
N1 C11 S1 111.42(16) . . ?
S2 C11 S1 121.73(14) . . ?
N1 C12 C13 112.2(2) . . ?
N1 C12 H12A 109.2 . . ?
C13 C12 H12A 109.2 . . ?
N1 C12 H12B 109.2 . . ?
C13 C12 H12B 109.2 . . ?
H12A C12 H12B 107.9 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

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 C1 C2 C3 -179.7(2) 2_666 . . . ?
C8 C1 C2 C7 1.0(3) 2_666 . . . ?
C7 C2 C3 C4 -0.3(3) . . . . ?
C1 C2 C3 C4 -179.7(2) . . . . ?
C2 C3 C4 C5 0.7(4) . . . . ?
C3 C4 C5 C6 -1.0(4) . . . . ?
C4 C5 C6 C7 0.8(3) . . . . ?
C4 C5 C6 C8 -179.2(2) . . . . ?
C3 C2 C7 C6 0.2(3) . . . . ?
C1 C2 C7 C6 179.51(19) . . . . ?
C3 C2 C7 C7 179.7(2) . . . 2_666 ?
C1 C2 C7 C7 -0.9(3) . . . 2_666 ?
C5 C6 C7 C2 -0.4(3) . . . . ?
C8 C6 C7 C2 179.56(19) . . . . ?
C5 C6 C7 C7 -180.0(2) . . . 2_666 ?
C8 C6 C7 C7 0.0(3) . . . 2_666 ?
C5 C6 C8 C1 179.9(2) . . . 2_666 ?
C7 C6 C8 C1 -0.1(3) . . . 2_666 ?
C11 S1 C9 C9 -179.6(2) . . . 2_656 ?
C11 S1 C9 C10 0.95(15) . . . . ?
C11 N1 C10 C9 -1.0(2) . . . . ?
C12 N1 C10 C9 177.11(17) . . . . ?
C11 N1 C10 S3 178.54(15) . . . . ?
C12 N1 C10 S3 -3.3(3) . . . . ?
C9 C9 C10 N1 -179.7(2) 2_656 . . . ?
S1 C9 C10 N1 -0.2(2) . . . . ?
C9 C9 C10 S3 0.8(3) 2_656 . . . ?
S1 C9 C10 S3 -179.73(12) . . . . ?
C10 N1 C11 S2 -178.51(16) . . . . ?
C12 N1 C11 S2 3.3(3) . . . . ?
C10 N1 C11 S1 1.8(2) . . . . ?
C12 N1 C11 S1 -176.38(16) . . . . ?
C9 S1 C11 N1 -1.53(16) . . . . ?
C9 S1 C11 S2 178.74(15) . . . . ?
C11 N1 C12 C13 -90.9(3) . . . . ?
C10 N1 C12 C13 91.1(3) . . . . ?
####################################################################### 
# 
# 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_(perylene)(SO-Et)
_database_code_depnum_ccdc_archive 'CCDC 1932219'
loop_
_audit_author_name
_audit_author_address
'Tadashi Kawamoto'
;Tokyo Institute of Technology
Japan
;
_audit_update_record             
;
2019-06-18 deposited with the CCDC.	2019-07-04 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C30 H22 N2 O2 S4'
_chemical_formula_moiety         'C30 H22 N2 O2 S4'
_chemical_formula_weight         570.76
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   7.6990(17)
_cell_length_b                   8.464(8)
_cell_length_c                   10.046(4)
_cell_angle_alpha                85.13(5)
_cell_angle_beta                 83.78(3)
_cell_angle_gamma                89.63(4)
_cell_volume                     648.4(7)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    24
_cell_measurement_theta_min      15.20
_cell_measurement_theta_max      17.29
_cell_measurement_temperature    298
#------------------------------------------------------------------------------
_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_crystal_density_diffrn    1.462
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             296.00
_exptl_absorpt_coefficient_mu    0.399
_exptl_absorpt_correction_type   none

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

_diffrn_ambient_temperature      298
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       ω-2θ
_diffrn_reflns_number            4456
_diffrn_reflns_av_R_equivalents  0.1267
_diffrn_reflns_theta_max         30.01
_diffrn_reflns_theta_full        30.01
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_standards_number         3
_diffrn_standards_interval_count 150
_diffrn_standards_decay_%        3.970

#==============================================================================
# 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).
;
_reflns_number_total             3771
_reflns_number_gt                2072
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0745
_refine_ls_wR_factor_ref         0.2404
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3771
_refine_ls_number_parameters     172
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1366P)²+0.0000P] 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         0.490
_refine_diff_density_min         -0.460
_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
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(1992, 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 0.15915(12) 0.64165(13) 0.55360(11) 0.0622(4) Uani 1.0 2 d . . .
S2 S 0.66274(11) 0.52399(11) 0.66564(9) 0.0488(3) Uani 1.0 2 d . . .
O1 O 0.5795(5) 0.6596(4) 0.8906(3) 0.0758(9) Uani 1.0 2 d . . .
N1 N 0.3721(4) 0.6677(4) 0.7411(3) 0.0499(7) Uani 1.0 2 d . . .
C1 C 0.3456(4) 1.0838(4) 0.5488(3) 0.0397(7) Uani 1.0 2 d . . .
C2 C 0.1994(5) 1.1640(5) 0.6006(5) 0.0558(9) Uani 1.0 2 d . . .
C3 C 0.1894(6) 1.2270(5) 0.7253(5) 0.0656(11) Uani 1.0 2 d . . .
C4 C 0.3244(6) 1.2100(5) 0.8011(5) 0.0644(11) Uani 1.0 2 d . . .
C5 C 0.4758(5) 1.1286(5) 0.7556(4) 0.0509(8) Uani 1.0 2 d . . .
C6 C 0.6168(6) 1.1060(6) 0.8346(5) 0.0656(11) Uani 1.0 2 d . . .
C7 C 0.7614(6) 1.0257(6) 0.7897(5) 0.0692(12) Uani 1.0 2 d . . .
C8 C 0.7749(5) 0.9628(5) 0.6658(5) 0.0581(10) Uani 1.0 2 d . . .
C9 C 0.6419(4) 0.9816(4) 0.5828(4) 0.0414(7) Uani 1.0 2 d . . .
C10 C 0.4883(4) 1.0644(4) 0.6285(3) 0.0403(7) Uani 1.0 2 d . . .
C11 C 0.4947(4) 0.5315(4) 0.5600(4) 0.0405(7) Uani 1.0 2 d . . .
C12 C 0.3435(4) 0.6144(4) 0.6208(4) 0.0430(7) Uani 1.0 2 d . . .
C13 C 0.5333(5) 0.6279(5) 0.7848(4) 0.0538(9) Uani 1.0 2 d . . .
C14 C 0.2468(6) 0.7610(5) 0.8221(5) 0.0627(10) Uani 1.0 2 d . . .
C15 C 0.1257(8) 0.6563(7) 0.9181(6) 0.0915(17) Uani 1.0 2 d . . .
H2 H 0.1047 1.1764 0.5505 0.0669 Uiso 1.0 2 calc R . .
H3 H 0.0894 1.2808 0.7565 0.0787 Uiso 1.0 2 calc R . .
H4 H 0.3169 1.2527 0.8838 0.0773 Uiso 1.0 2 calc R . .
H6 H 0.6103 1.1467 0.9182 0.0787 Uiso 1.0 2 calc R . .
H7 H 0.8531 1.0125 0.8427 0.0831 Uiso 1.0 2 calc R . .
H8 H 0.8748 0.9070 0.6379 0.0697 Uiso 1.0 2 calc R . .
H14A H 0.1790 0.8267 0.7631 0.0752 Uiso 1.0 2 calc R . .
H14B H 0.3097 0.8304 0.8723 0.0752 Uiso 1.0 2 calc R . .
H15A H 0.0642 0.5867 0.8686 0.1098 Uiso 1.0 2 calc R . .
H15B H 0.0434 0.7207 0.9678 0.1098 Uiso 1.0 2 calc R . .
H15C H 0.1921 0.5945 0.9791 0.1098 Uiso 1.0 2 calc R . .



#==============================================================================
_computing_data_collection       WinAFC
_computing_cell_refinement       WinAFC
_computing_data_reduction        WinAFC
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'

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

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
S1 C12 1.643(4) yes . .
S2 C11 1.758(4) yes . .
S2 C13 1.763(4) yes . .
O1 C13 1.208(5) yes . .
N1 C12 1.365(5) yes . .
N1 C13 1.391(5) yes . .
N1 C14 1.464(6) yes . .
C1 C2 1.386(5) yes . .
C1 C9 1.469(5) yes . 2_676
C1 C10 1.428(5) yes . .
C2 C3 1.397(7) yes . .
C3 C4 1.353(7) yes . .
C4 C5 1.404(6) yes . .
C5 C6 1.416(7) yes . .
C5 C10 1.423(5) yes . .
C6 C7 1.356(7) yes . .
C7 C8 1.388(7) yes . .
C8 C9 1.389(6) yes . .
C9 C10 1.424(5) yes . .
C11 C11 1.353(5) yes . 2_666
C11 C12 1.459(5) yes . .
C14 C15 1.502(7) yes . .
C2 H2 0.930 no . .
C3 H3 0.930 no . .
C4 H4 0.930 no . .
C6 H6 0.930 no . .
C7 H7 0.930 no . .
C8 H8 0.930 no . .
C14 H14A 0.970 no . .
C14 H14B 0.970 no . .
C15 H15A 0.960 no . .
C15 H15B 0.960 no . .
C15 H15C 0.960 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C11 S2 C13 91.11(17) yes . . .
C12 N1 C13 115.3(3) yes . . .
C12 N1 C14 124.4(3) yes . . .
C13 N1 C14 120.3(4) yes . . .
C2 C1 C9 122.7(3) yes . . 2_676
C2 C1 C10 117.8(3) yes . . .
C9 C1 C10 119.5(3) yes 2_676 . .
C1 C2 C3 122.3(4) yes . . .
C2 C3 C4 120.3(4) yes . . .
C3 C4 C5 120.5(4) yes . . .
C4 C5 C6 121.4(4) yes . . .
C4 C5 C10 119.9(4) yes . . .
C6 C5 C10 118.7(4) yes . . .
C5 C6 C7 120.6(5) yes . . .
C6 C7 C8 121.1(5) yes . . .
C7 C8 C9 121.2(4) yes . . .
C1 C9 C8 121.9(3) yes 2_676 . .
C1 C9 C10 119.5(3) yes 2_676 . .
C8 C9 C10 118.6(4) yes . . .
C1 C10 C5 119.3(3) yes . . .
C1 C10 C9 121.0(3) yes . . .
C5 C10 C9 119.7(3) yes . . .
S2 C11 C11 124.5(3) yes . . 2_666
S2 C11 C12 110.2(3) yes . . .
C11 C11 C12 125.4(3) yes 2_666 . .
S1 C12 N1 123.3(3) yes . . .
S1 C12 C11 124.4(3) yes . . .
N1 C12 C11 112.2(3) yes . . .
S2 C13 O1 124.1(4) yes . . .
S2 C13 N1 111.2(3) yes . . .
O1 C13 N1 124.7(4) yes . . .
N1 C14 C15 111.5(4) yes . . .
C1 C2 H2 118.871 no . . .
C3 C2 H2 118.864 no . . .
C2 C3 H3 119.834 no . . .
C4 C3 H3 119.833 no . . .
C3 C4 H4 119.769 no . . .
C5 C4 H4 119.771 no . . .
C5 C6 H6 119.697 no . . .
C7 C6 H6 119.692 no . . .
C6 C7 H7 119.450 no . . .
C8 C7 H7 119.446 no . . .
C7 C8 H8 119.375 no . . .
C9 C8 H8 119.375 no . . .
N1 C14 H14A 109.326 no . . .
N1 C14 H14B 109.323 no . . .
C15 C14 H14A 109.331 no . . .
C15 C14 H14B 109.328 no . . .
H14A C14 H14B 107.971 no . . .
C14 C15 H15A 109.467 no . . .
C14 C15 H15B 109.470 no . . .
C14 C15 H15C 109.471 no . . .
H15A C15 H15B 109.471 no . . .
H15A C15 H15C 109.472 no . . .
H15B C15 H15C 109.476 no . . .

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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C11 S2 C13 O1 178.5(3) no . . . .
C11 S2 C13 N1 -1.4(3) no . . . .
C13 S2 C11 C11 -179.7(3) no . . . 2_666
C13 S2 C11 C12 -0.0(2) no . . . .
C12 N1 C13 S2 2.6(4) no . . . .
C12 N1 C13 O1 -177.3(3) no . . . .
C13 N1 C12 S1 177.4(3) no . . . .
C13 N1 C12 C11 -2.7(4) no . . . .
C12 N1 C14 C15 89.2(4) no . . . .
C14 N1 C12 S1 -2.8(5) no . . . .
C14 N1 C12 C11 177.2(3) no . . . .
C13 N1 C14 C15 -91.0(4) no . . . .
C14 N1 C13 S2 -177.2(3) no . . . .
C14 N1 C13 O1 2.9(6) no . . . .
C2 C1 C9 C8 1.9(5) no . . 2_676 2_676
C2 C1 C9 C10 -179.2(3) no . . 2_676 2_676
C9 C1 C2 C3 -179.4(3) no 2_676 . . .
C2 C1 C10 C5 -0.6(4) no . . . .
C2 C1 C10 C9 179.2(3) no . . . .
C10 C1 C2 C3 0.9(5) no . . . .
C9 C1 C10 C5 179.7(3) no 2_676 . . .
C9 C1 C10 C9 -0.5(4) no 2_676 . . .
C10 C1 C9 C8 -178.4(3) no . . 2_676 2_676
C10 C1 C9 C10 0.5(4) no . . 2_676 2_676
C1 C2 C3 C4 -0.5(6) no . . . .
C2 C3 C4 C5 -0.3(6) no . . . .
C3 C4 C5 C6 -178.4(4) no . . . .
C3 C4 C5 C10 0.5(6) no . . . .
C4 C5 C6 C7 179.3(4) no . . . .
C4 C5 C10 C1 -0.1(5) no . . . .
C4 C5 C10 C9 -179.9(3) no . . . .
C6 C5 C10 C1 178.9(3) no . . . .
C6 C5 C10 C9 -0.9(5) no . . . .
C10 C5 C6 C7 0.4(6) no . . . .
C5 C6 C7 C8 -0.4(7) no . . . .
C6 C7 C8 C9 0.8(7) no . . . .
C7 C8 C9 C1 179.8(4) no . . . 2_676
C7 C8 C9 C10 -1.3(6) no . . . .
C1 C9 C10 C1 0.5(5) no 2_676 . . .
C1 C9 C10 C5 -179.7(3) no 2_676 . . .
C8 C9 C10 C1 -178.4(3) no . . . .
C8 C9 C10 C5 1.4(5) no . . . .
S2 C11 C11 S2 180(229922) no . . 2_666 2_666
S2 C11 C11 C12 -0.3(5) no . . 2_666 2_666
S2 C11 C12 S1 -178.55(19) no . . . .
S2 C11 C12 N1 1.5(3) no . . . .
C11 C11 C12 S1 1.2(5) no 2_666 . . .
C11 C11 C12 N1 -178.8(3) no 2_666 . . .
C12 C11 C11 S2 0.3(5) no . . 2_666 2_666
C12 C11 C11 C12 -180(296907) no . . 2_666 2_666

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
S1 S2 2.922(2) no . 2_666
S1 C11 3.182(4) no . 2_666
S1 C14 3.101(5) no . .
S2 C12 3.203(4) no . 2_666
O1 C12 3.471(5) no . .
O1 C14 2.832(6) no . .
O1 C15 3.475(7) no . .
C1 C1 2.883(5) no . 2_676
C1 C4 2.821(6) no . .
C2 C5 2.770(6) no . .
C2 C8 2.953(7) no . 2_676
C3 C10 2.799(6) no . .
C5 C8 2.794(6) no . .
C6 C9 2.809(6) no . .
C7 C10 2.791(6) no . .
C9 C9 2.886(5) no . 2_676
C10 C10 2.874(5) no . 2_676
C12 C15 3.308(7) no . .
C13 C15 3.291(7) no . .
O1 O1 3.476(5) no . 2_667
O1 C4 3.528(6) no . 2_677
O1 C7 3.436(7) no . .
O1 C8 3.503(6) no . .
N1 C9 3.541(5) no . .
N1 C10 3.539(5) no . .
C1 C11 3.530(5) no . 2_676
C3 C12 3.530(6) no . 1_565
C4 O1 3.528(6) no . 2_677
C5 C14 3.564(6) no . .
C7 O1 3.436(7) no . .
C8 O1 3.503(6) no . .
C8 C13 3.454(6) no . .
C9 N1 3.541(5) no . .
C9 C13 3.523(6) no . .
C10 N1 3.539(5) no . .
C10 C14 3.502(6) no . .
C11 C1 3.530(5) no . 2_676
C12 C3 3.530(6) no . 1_545
C13 C8 3.454(6) no . .
C13 C9 3.523(6) no . .
C14 C5 3.564(6) no . .
C14 C10 3.502(6) no . .
C15 C15 3.477(8) no . 2_567
S1 H14A 2.7460 no . .
S1 H15A 3.1652 no . .
O1 H14B 2.5367 no . .
O1 H15C 3.0579 no . .
N1 H15A 2.6355 no . .
N1 H15B 3.2714 no . .
N1 H15C 2.6576 no . .
C1 H3 3.2678 no . .
C1 H8 2.6586 no . 2_676
C2 H4 3.2260 no . .
C2 H8 2.6402 no . 2_676
C4 H2 3.2138 no . .
C4 H6 2.6370 no . .
C5 H3 3.2332 no . .
C5 H7 3.2462 no . .
C6 H4 2.6340 no . .
C6 H8 3.2188 no . .
C8 H2 2.6369 no . 2_676
C8 H6 3.2255 no . .
C9 H2 2.6630 no . 2_676
C9 H7 3.2518 no . .
C10 H2 3.2513 no . .
C10 H4 3.2852 no . .
C10 H6 3.2837 no . .
C10 H8 3.2603 no . .
C12 H14A 2.6253 no . .
C12 H14B 3.2290 no . .
C12 H15A 3.1024 no . .
C13 H14A 3.2142 no . .
C13 H14B 2.5621 no . .
C13 H15C 3.0975 no . .
H2 H3 2.3091 no . .
H2 H8 2.0652 no . 2_676
H3 H4 2.2775 no . .
H4 H6 2.4732 no . .
H6 H7 2.2740 no . .
H7 H8 2.3012 no . .
H14A H15A 2.3421 no . .
H14A H15B 2.3145 no . .
H14A H15C 2.8114 no . .
H14B H15A 2.8116 no . .
H14B H15B 2.3312 no . .
H14B H15C 2.3251 no . .
S1 H2 2.7819 no . 2_576
S1 H3 3.5354 no . 1_545
S1 H8 3.2264 no . 1_455
S2 H2 3.5542 no . 2_676
O1 H4 2.6471 no . 2_677
O1 H6 2.8990 no . 2_677
O1 H15C 3.0664 no . 2_667
C1 H14A 3.1072 no . .
C2 H7 3.5749 no . 1_455
C2 H8 3.2936 no . 1_455
C2 H14A 3.1621 no . .
C3 H7 3.2288 no . 1_455
C3 H14A 3.3769 no . .
C3 H15A 3.5609 no . 1_565
C3 H15B 3.4546 no . 2_577
C4 H14A 3.5033 no . .
C4 H14B 3.2323 no . .
C4 H15B 3.5407 no . 2_577
C5 H14A 3.4294 no . .
C5 H14B 2.9319 no . .
C6 H6 3.4646 no . 2_677
C6 H14B 3.3024 no . .
C6 H14B 3.1480 no . 2_677
C7 H2 3.5400 no . 1_655
C7 H3 3.3040 no . 1_655
C8 H2 3.1820 no . 1_655
C8 H14A 3.5189 no . 1_655
C10 H14A 3.2321 no . .
C10 H14B 3.2083 no . .
C12 H3 3.5356 no . 1_545
C14 H6 3.0997 no . 2_677
C15 H3 3.5812 no . 2_577
C15 H6 3.2945 no . 2_677
C15 H15A 3.0937 no . 2_567
C15 H15B 3.5067 no . 2_567
C15 H15C 3.2721 no . 2_567
H2 S1 2.7819 no . 2_576
H2 S2 3.5542 no . 2_676
H2 C7 3.5400 no . 1_455
H2 C8 3.1820 no . 1_455
H2 H7 3.5220 no . 1_455
H2 H8 2.9118 no . 1_455
H2 H14A 3.5799 no . .
H3 S1 3.5354 no . 1_565
H3 C7 3.3040 no . 1_455
H3 C12 3.5356 no . 1_565
H3 C15 3.5812 no . 2_577
H3 H7 2.9317 no . 1_455
H3 H15A 2.9078 no . 1_565
H3 H15B 2.8456 no . 2_577
H3 H15C 3.4736 no . 2_577
H4 O1 2.6471 no . 2_677
H4 H7 3.5363 no . 2_677
H4 H14B 3.5867 no . .
H4 H15A 3.4240 no . 1_565
H4 H15B 3.0193 no . 2_577
H4 H15C 3.2319 no . 1_565
H6 O1 2.8990 no . 2_677
H6 C6 3.4646 no . 2_677
H6 C14 3.0997 no . 2_677
H6 C15 3.2945 no . 2_677
H6 H6 3.2415 no . 2_677
H6 H14B 2.2801 no . 2_677
H6 H15B 3.2563 no . 2_677
H6 H15C 2.9906 no . 2_677
H7 C2 3.5749 no . 1_655
H7 C3 3.2288 no . 1_655
H7 H2 3.5220 no . 1_655
H7 H3 2.9317 no . 1_655
H7 H4 3.5363 no . 2_677
H7 H14A 3.0223 no . 1_655
H7 H14B 3.3736 no . 2_677
H7 H15B 3.1065 no . 1_655
H7 H15B 3.2313 no . 2_677
H8 S1 3.2264 no . 1_655
H8 C2 3.2936 no . 1_655
H8 H2 2.9118 no . 1_655
H8 H8 3.4657 no . 2_776
H8 H14A 2.8286 no . 1_655
H14A C1 3.1072 no . .
H14A C2 3.1621 no . .
H14A C3 3.3769 no . .
H14A C4 3.5033 no . .
H14A C5 3.4294 no . .
H14A C8 3.5189 no . 1_455
H14A C10 3.2321 no . .
H14A H2 3.5799 no . .
H14A H7 3.0223 no . 1_455
H14A H8 2.8286 no . 1_455
H14B C4 3.2323 no . .
H14B C5 2.9319 no . .
H14B C6 3.3024 no . .
H14B C6 3.1480 no . 2_677
H14B C10 3.2083 no . .
H14B H4 3.5867 no . .
H14B H6 2.2801 no . 2_677
H14B H7 3.3736 no . 2_677
H15A C3 3.5609 no . 1_545
H15A C15 3.0937 no . 2_567
H15A H3 2.9078 no . 1_545
H15A H4 3.4240 no . 1_545
H15A H15A 2.9823 no . 2_567
H15A H15B 3.0270 no . 2_567
H15A H15C 2.7519 no . 2_567
H15B C3 3.4546 no . 2_577
H15B C4 3.5407 no . 2_577
H15B C15 3.5067 no . 2_567
H15B H3 2.8456 no . 2_577
H15B H4 3.0193 no . 2_577
H15B H6 3.2563 no . 2_677
H15B H7 3.1065 no . 1_455
H15B H7 3.2313 no . 2_677
H15B H15A 3.0270 no . 2_567
H15B H15C 3.2092 no . 2_567
H15C O1 3.0664 no . 2_667
H15C C15 3.2721 no . 2_567
H15C H3 3.4736 no . 2_577
H15C H4 3.2319 no . 1_545
H15C H6 2.9906 no . 2_677
H15C H15A 2.7519 no . 2_567
H15C H15B 3.2092 no . 2_567
H15C H15C 3.3416 no . 2_567
####################################################################### 
# 
# 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_(perylene)(SS-Pr)
_database_code_depnum_ccdc_archive 'CCDC 1932214'
loop_
_audit_author_name
_audit_author_address
'Tadashi Kawamoto'
;Tokyo Institute of Technology
Japan
;
_audit_update_record             
;
2019-06-18 deposited with the CCDC.	2019-07-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT149_(perylene)(SS-Pr)   
;
PROBLEM: s.u. on the   beta    Angle is Too Large .......       0.08 Degree
RESPONSE: The poor beta value is due to the uncertainty along the layered direction.  
;
# Added during the CSD deposition process: Tuesday 18 June 2019 01:57 AM
# end Validation Reply Form


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

_chemical_formula_sum            'C32 H26 N2 S6'
_chemical_formula_moiety         'C32 H26 N2 S6'
_chemical_formula_weight         630.93
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_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                   7.659(8)
_cell_length_b                   8.117(6)
_cell_length_c                   23.27(3)
_cell_angle_alpha                90.0000
_cell_angle_beta                 96.74(8)
_cell_angle_gamma                90.0000
_cell_volume                     1437(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    13
_cell_measurement_theta_min      11.04
_cell_measurement_theta_max      12.18
_cell_measurement_temperature    298
#------------------------------------------------------------------------------
_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_crystal_density_diffrn    1.459
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             656.00
_exptl_absorpt_coefficient_mu    0.503
_exptl_absorpt_correction_type   none

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

_diffrn_ambient_temperature      298
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       ω
_diffrn_reflns_number            4828
_diffrn_reflns_av_R_equivalents  0.0255
_diffrn_reflns_theta_max         30.01
_diffrn_reflns_theta_full        30.02
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       32
_diffrn_standards_number         3
_diffrn_standards_interval_count 150
_diffrn_standards_decay_%        -2.480

#==============================================================================
# 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).
;
_reflns_number_total             4201
_reflns_number_gt                1664
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0556
_refine_ls_wR_factor_ref         0.1656
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4201
_refine_ls_number_parameters     181
_refine_ls_goodness_of_fit_ref   0.927
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0667P)²+0.0000P] 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         0.400
_refine_diff_density_min         -0.390
_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
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(1992, 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 0.31489(11) 0.50298(13) 0.56627(4) 0.0485(3) Uani 1.0 4 d . . .
S2 S 0.33548(16) 0.39322(17) 0.68777(5) 0.0765(4) Uani 1.0 4 d . . .
S3 S 0.82580(12) 0.33720(14) 0.54294(5) 0.0589(4) Uani 1.0 4 d . . .
N1 N 0.5844(4) 0.3466(4) 0.61701(12) 0.0466(8) Uani 1.0 4 d . . .
C1 C 0.6825(6) -0.2186(5) 0.63623(17) 0.0579(11) Uani 1.0 4 d . . .
C2 C 0.5283(5) -0.1326(5) 0.61454(15) 0.0490(10) Uani 1.0 4 d . . .
C3 C 0.3887(6) -0.1105(6) 0.64800(17) 0.0607(11) Uani 1.0 4 d . . .
C4 C 0.2416(6) -0.0280(6) 0.62607(19) 0.0644(12) Uani 1.0 4 d . . .
C5 C 0.2269(5) 0.0381(5) 0.57071(17) 0.0565(11) Uani 1.0 4 d . . .
C6 C 0.3586(4) 0.0201(4) 0.53555(15) 0.0396(8) Uani 1.0 4 d . . .
C7 C 0.5145(5) -0.0664(4) 0.55716(14) 0.0402(8) Uani 1.0 4 d . . .
C8 C 0.3447(5) 0.0894(4) 0.47659(15) 0.0396(8) Uani 1.0 4 d . . .
C9 C 0.1960(5) 0.1733(5) 0.45224(17) 0.0517(10) Uani 1.0 4 d . . .
C10 C 0.1847(6) 0.2377(5) 0.39668(19) 0.0615(12) Uani 1.0 4 d . . .
C11 C 0.4949(4) 0.4734(4) 0.52787(14) 0.0400(8) Uani 1.0 4 d . . .
C12 C 0.6340(5) 0.3845(5) 0.56278(15) 0.0436(9) Uani 1.0 4 d . . .
C13 C 0.4229(5) 0.4058(5) 0.62708(15) 0.0501(10) Uani 1.0 4 d . . .
C14 C 0.6975(5) 0.2524(5) 0.66049(16) 0.0546(10) Uani 1.0 4 d . . .
C15 C 0.8226(5) 0.3596(5) 0.69893(15) 0.0539(10) Uani 1.0 4 d . . .
C16 C 0.9367(6) 0.2555(6) 0.74243(16) 0.0651(12) Uani 1.0 4 d . . .
H1 H 0.6927 -0.2623 0.6734 0.0695 Uiso 1.0 4 calc R . .
H3 H 0.3972 -0.1526 0.6854 0.0729 Uiso 1.0 4 calc R . .
H4 H 0.1495 -0.0157 0.6484 0.0773 Uiso 1.0 4 calc R . .
H5 H 0.1257 0.0959 0.5570 0.0678 Uiso 1.0 4 calc R . .
H9 H 0.1019 0.1867 0.4737 0.0620 Uiso 1.0 4 calc R . .
H10 H 0.0842 0.2949 0.3819 0.0738 Uiso 1.0 4 calc R . .
H14A H 0.7648 0.1732 0.6409 0.0655 Uiso 1.0 4 calc R . .
H14B H 0.6242 0.1915 0.6843 0.0655 Uiso 1.0 4 calc R . .
H15A H 0.7564 0.4380 0.7192 0.0647 Uiso 1.0 4 calc R . .
H15B H 0.8966 0.4210 0.6754 0.0647 Uiso 1.0 4 calc R . .
H16A H 0.8640 0.1804 0.7609 0.0781 Uiso 1.0 4 calc R . .
H16B H 0.9989 0.3257 0.7711 0.0781 Uiso 1.0 4 calc R . .
H16C H 1.0196 0.1945 0.7229 0.0781 Uiso 1.0 4 calc R . .



#==============================================================================
_computing_data_collection       WinAFC
_computing_cell_refinement       WinAFC
_computing_data_reduction        WinAFC
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'


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

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
S1 C11 1.745(4) yes . .
S1 C13 1.742(4) yes . .
S2 C13 1.636(5) yes . .
S3 C12 1.636(4) yes . .
N1 C12 1.394(5) yes . .
N1 C13 1.372(5) yes . .
N1 C14 1.467(5) yes . .
C1 C2 1.413(6) yes . .
C1 C10 1.352(7) yes . 3_656
C2 C3 1.406(6) yes . .
C2 C7 1.432(5) yes . .
C3 C4 1.358(7) yes . .
C4 C5 1.388(6) yes . .
C5 C6 1.379(6) yes . .
C6 C7 1.425(5) yes . .
C6 C8 1.475(5) yes . .
C7 C8 1.419(6) yes . 3_656
C8 C9 1.389(5) yes . .
C9 C10 1.388(6) yes . .
C11 C11 1.378(5) yes . 3_666
C11 C12 1.454(5) yes . .
C14 C15 1.508(6) yes . .
C15 C16 1.515(6) yes . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C11 S1 C13 91.44(18) yes . . .
C12 N1 C13 115.1(3) yes . . .
C12 N1 C14 122.5(3) yes . . .
C13 N1 C14 122.4(3) yes . . .
C2 C1 C10 120.5(4) yes . . 3_656
C1 C2 C3 121.6(4) yes . . .
C1 C2 C7 119.1(4) yes . . .
C3 C2 C7 119.4(4) yes . . .
C2 C3 C4 120.4(4) yes . . .
C3 C4 C5 120.9(5) yes . . .
C4 C5 C6 121.6(4) yes . . .
C5 C6 C7 118.9(4) yes . . .
C5 C6 C8 122.2(3) yes . . .
C7 C6 C8 118.8(3) yes . . .
C2 C7 C6 118.8(4) yes . . .
C2 C7 C8 119.3(3) yes . . 3_656
C6 C7 C8 121.9(3) yes . . 3_656
C6 C8 C7 119.2(3) yes . . 3_656
C6 C8 C9 122.2(4) yes . . .
C7 C8 C9 118.6(4) yes 3_656 . .
C8 C9 C10 121.5(4) yes . . .
C1 C10 C9 121.1(4) yes 3_656 . .
S1 C11 C11 125.1(3) yes . . 3_666
S1 C11 C12 110.7(3) yes . . .
C11 C11 C12 124.2(3) yes 3_666 . .
S3 C12 N1 123.5(3) yes . . .
S3 C12 C11 125.6(3) yes . . .
N1 C12 C11 110.8(3) yes . . .
S1 C13 S2 121.7(3) yes . . .
S1 C13 N1 111.8(3) yes . . .
S2 C13 N1 126.5(3) yes . . .
N1 C14 C15 113.0(3) yes . . .
C14 C15 C16 110.6(4) yes . . .
####################################################################### 
# 
# 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_(coronene)(SO-Et)
_database_code_depnum_ccdc_archive 'CCDC 1932220'
loop_
_audit_author_name
_audit_author_address
'Tadashi Kawamoto'
;Tokyo Institute of Technology
Japan
;
_audit_update_record             
;
2019-06-18 deposited with the CCDC.	2019-07-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT340_(coronene)(SO-Et)   
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............      0.006 Ang.
RESPONSE: The comparatively poor results are due to the crystal quality.
;
_vrf_PLAT723_(coronene)(SO-Et)   
;
PROBLEM: Torsion Calc    180.0(3), Rep        0.00 Dev...     180.00 Sigma
RESPONSE: The uncertainty of the acceptor central carbon.
;
# Added during the CSD deposition process: Tuesday 18 June 2019 01:57 AM
# end Validation Reply Form


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

_chemical_formula_sum            'C34 H22 N2 O2 S4'
_chemical_formula_moiety         'C34 H22 N2 O2 S4'
_chemical_formula_weight         618.80
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   8.640(8)
_cell_length_b                   9.630(5)
_cell_length_c                   9.702(5)
_cell_angle_alpha                107.84(4)
_cell_angle_beta                 108.51(5)
_cell_angle_gamma                101.57(6)
_cell_volume                     687.9(9)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      15.15
_cell_measurement_theta_max      17.36
_cell_measurement_temperature    298
#------------------------------------------------------------------------------
_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             320.00
_exptl_absorpt_coefficient_mu    0.383
_exptl_absorpt_correction_type   none

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

_diffrn_ambient_temperature      298
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       ω-2θ
_diffrn_reflns_number            4724
_diffrn_reflns_av_R_equivalents  0.1147
_diffrn_reflns_theta_max         29.99
_diffrn_reflns_theta_full        29.99
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_standards_number         3
_diffrn_standards_interval_count 150
_diffrn_standards_decay_%        -6.827

#==============================================================================
# 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).
;
_reflns_number_total             4004
_reflns_number_gt                2745
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0755
_refine_ls_wR_factor_ref         0.2391
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4004
_refine_ls_number_parameters     190
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1399P)²+0.2309P] 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         0.670
_refine_diff_density_min         -0.880
_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
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(1992, 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 0.53929(12) 0.66498(10) 0.82163(8) 0.0518(3) Uani 1.0 2 d . . .
S2 S 0.38086(10) 0.60502(8) 0.33929(8) 0.0422(3) Uani 1.0 2 d . . .
O1 O 0.2726(4) 0.8449(3) 0.4079(3) 0.0594(7) Uani 1.0 2 d . . .
N1 N 0.3882(4) 0.7717(3) 0.6114(3) 0.0417(6) Uani 1.0 2 d . . .
C1 C 0.0843(5) 0.6528(5) 0.9291(4) 0.0625(10) Uani 1.0 2 d . . .
C2 C 0.1057(5) 0.5296(5) 0.8183(4) 0.0525(8) Uani 1.0 2 d . . .
C3 C 0.1772(6) 0.4220(6) 0.8620(5) 0.0666(10) Uani 1.0 2 d . . .
C4 C 0.1937(6) 0.3049(6) 0.7534(6) 0.0683(11) Uani 1.0 2 d . . .
C5 C 0.1427(5) 0.2854(4) 0.5924(5) 0.0545(8) Uani 1.0 2 d . . .
C6 C 0.1592(6) 0.1647(5) 0.4778(6) 0.0648(10) Uani 1.0 2 d . . .
C7 C 0.1112(6) 0.1519(4) 0.3248(6) 0.0626(10) Uani 1.0 2 d . . .
C8 C 0.0415(5) 0.2574(4) 0.2746(4) 0.0514(8) Uani 1.0 2 d . . .
C9 C -0.0125(5) 0.2464(5) 0.1168(5) 0.0611(10) Uani 1.0 2 d . . .
C10 C 0.0200(4) 0.3787(3) 0.3871(4) 0.0411(6) Uani 1.0 2 d . . .
C11 C 0.0729(4) 0.3928(4) 0.5464(4) 0.0428(6) Uani 1.0 2 d . . .
C12 C 0.0510(4) 0.5135(4) 0.6591(4) 0.0421(6) Uani 1.0 2 d . . .
C13 C 0.4681(4) 0.5597(3) 0.5020(3) 0.0383(6) Uani 1.0 2 d . . .
C14 C 0.3376(4) 0.7608(4) 0.4576(4) 0.0434(6) Uani 1.0 2 d . . .
C15 C 0.4640(4) 0.6672(3) 0.6452(3) 0.0385(6) Uani 1.0 2 d . . .
C16 C 0.3659(5) 0.8946(4) 0.7309(4) 0.0477(7) Uani 1.0 2 d . . .
C17 C 0.5218(6) 1.0373(4) 0.8168(5) 0.0655(10) Uani 1.0 2 d . . .
H1 H 0.1199 0.6646 1.0343 0.0750 Uiso 1.0 2 calc R . .
H3 H 0.2135 0.4318 0.9666 0.0799 Uiso 1.0 2 calc R . .
H4 H 0.2399 0.2349 0.7853 0.0820 Uiso 1.0 2 calc R . .
H6 H 0.2036 0.0926 0.5067 0.0778 Uiso 1.0 2 calc R . .
H7 H 0.1248 0.0717 0.2519 0.0751 Uiso 1.0 2 calc R . .
H9 H 0.0014 0.1681 0.0421 0.0733 Uiso 1.0 2 calc R . .
H16A H 0.3435 0.8567 0.8069 0.0573 Uiso 1.0 2 calc R . .
H16B H 0.2663 0.9203 0.6792 0.0573 Uiso 1.0 2 calc R . .
H17A H 0.5052 1.1116 0.8981 0.0786 Uiso 1.0 2 calc R . .
H17B H 0.5384 1.0803 0.7433 0.0786 Uiso 1.0 2 calc R . .
H17C H 0.6217 1.0114 0.8639 0.0786 Uiso 1.0 2 calc R . .



#==============================================================================
_computing_data_collection       WinAFC
_computing_cell_refinement       WinAFC
_computing_data_reduction        WinAFC
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'

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

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
S1 C15 1.635(4) yes . .
S2 C13 1.746(4) yes . .
S2 C14 1.775(4) yes . .
O1 C14 1.206(5) yes . .
N1 C14 1.378(5) yes . .
N1 C15 1.371(5) yes . .
N1 C16 1.476(5) yes . .
C1 C2 1.424(6) yes . .
C1 C9 1.363(7) yes . 2_566
C2 C3 1.412(8) yes . .
C2 C12 1.412(5) yes . .
C3 C4 1.354(7) yes . .
C4 C5 1.421(7) yes . .
C5 C6 1.409(7) yes . .
C5 C11 1.413(6) yes . .
C6 C7 1.366(8) yes . .
C7 C8 1.413(7) yes . .
C8 C9 1.415(6) yes . .
C8 C10 1.423(5) yes . .
C10 C11 1.420(5) yes . .
C10 C12 1.421(5) yes . 2_566
C11 C12 1.423(5) yes . .
C13 C13 1.368(5) yes . 2_666
C13 C15 1.472(5) yes . .
C16 C17 1.497(5) yes . .
C1 H1 0.930 no . .
C3 H3 0.930 no . .
C4 H4 0.930 no . .
C6 H6 0.930 no . .
C7 H7 0.930 no . .
C9 H9 0.930 no . .
C16 H16A 0.970 no . .
C16 H16B 0.970 no . .
C17 H17A 0.960 no . .
C17 H17B 0.960 no . .
C17 H17C 0.960 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C13 S2 C14 90.78(17) yes . . .
C14 N1 C15 116.4(3) yes . . .
C14 N1 C16 120.2(3) yes . . .
C15 N1 C16 123.4(3) yes . . .
C2 C1 C9 121.0(4) yes . . 2_566
C1 C2 C3 122.2(4) yes . . .
C1 C2 C12 118.7(4) yes . . .
C3 C2 C12 119.0(4) yes . . .
C2 C3 C4 120.8(5) yes . . .
C3 C4 C5 122.1(5) yes . . .
C4 C5 C6 123.0(5) yes . . .
C4 C5 C11 118.1(4) yes . . .
C6 C5 C11 118.9(4) yes . . .
C5 C6 C7 121.0(5) yes . . .
C6 C7 C8 121.6(4) yes . . .
C7 C8 C9 123.3(4) yes . . .
C7 C8 C10 118.6(4) yes . . .
C9 C8 C10 118.1(4) yes . . .
C1 C9 C8 121.9(4) yes 2_566 . .
C8 C10 C11 119.4(4) yes . . .
C8 C10 C12 120.3(4) yes . . 2_566
C11 C10 C12 120.3(3) yes . . 2_566
C5 C11 C10 120.4(4) yes . . .
C5 C11 C12 120.0(4) yes . . .
C10 C11 C12 119.6(4) yes . . .
C2 C12 C10 120.0(3) yes . . 2_566
C2 C12 C11 119.9(4) yes . . .
C10 C12 C11 120.1(3) yes 2_566 . .
S2 C13 C13 124.8(3) yes . . 2_666
S2 C13 C15 111.1(3) yes . . .
C13 C13 C15 124.1(3) yes 2_666 . .
S2 C14 O1 123.6(3) yes . . .
S2 C14 N1 111.0(3) yes . . .
O1 C14 N1 125.3(4) yes . . .
S1 C15 N1 123.9(3) yes . . .
S1 C15 C13 125.4(3) yes . . .
N1 C15 C13 110.7(3) yes . . .
N1 C16 C17 112.1(4) yes . . .
C2 C1 H1 119.500 no . . .
C9 C1 H1 119.495 no 2_566 . .
C2 C3 H3 119.575 no . . .
C4 C3 H3 119.579 no . . .
C3 C4 H4 118.960 no . . .
C5 C4 H4 118.954 no . . .
C5 C6 H6 119.489 no . . .
C7 C6 H6 119.487 no . . .
C6 C7 H7 119.180 no . . .
C8 C7 H7 119.174 no . . .
C1 C9 H9 119.048 no 2_566 . .
C8 C9 H9 119.041 no . . .
N1 C16 H16A 109.191 no . . .
N1 C16 H16B 109.197 no . . .
C17 C16 H16A 109.193 no . . .
C17 C16 H16B 109.196 no . . .
H16A C16 H16B 107.894 no . . .
C16 C17 H17A 109.471 no . . .
C16 C17 H17B 109.468 no . . .
C16 C17 H17C 109.471 no . . .
H17A C17 H17B 109.473 no . . .
H17A C17 H17C 109.470 no . . .
H17B C17 H17C 109.475 no . . .

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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C13 S2 C14 O1 179.4(3) no . . . .
C13 S2 C14 N1 -0.4(2) no . . . .
C14 S2 C13 C13 179.2(3) no . . . 2_666
C14 S2 C13 C15 -0.7(2) no . . . .
C14 N1 C15 S1 177.7(3) no . . . .
C14 N1 C15 C13 -2.1(4) no . . . .
C15 N1 C14 S2 1.6(4) no . . . .
C15 N1 C14 O1 -178.3(3) no . . . .
C14 N1 C16 C17 -91.0(4) no . . . .
C16 N1 C14 S2 179.3(3) no . . . .
C16 N1 C14 O1 -0.5(5) no . . . .
C15 N1 C16 C17 86.6(4) no . . . .
C16 N1 C15 S1 -0.0(5) no . . . .
C16 N1 C15 C13 -179.8(3) no . . . .
C2 C1 C9 C8 -1.0(6) no . . 2_566 2_566
C9 C1 C2 C3 -179.0(4) no 2_566 . . .
C9 C1 C2 C12 0.0(6) no 2_566 . . .
C1 C2 C3 C4 179.1(4) no . . . .
C1 C2 C12 C10 1.5(5) no . . . 2_566
C1 C2 C12 C11 179.2(3) no . . . .
C3 C2 C12 C10 -179.5(3) no . . . 2_566
C3 C2 C12 C11 -1.8(5) no . . . .
C12 C2 C3 C4 0.1(6) no . . . .
C2 C3 C4 C5 0.8(7) no . . . .
C3 C4 C5 C6 179.8(4) no . . . .
C3 C4 C5 C11 0.0(6) no . . . .
C4 C5 C6 C7 -178.9(4) no . . . .
C4 C5 C11 C10 179.9(3) no . . . .
C4 C5 C11 C12 -1.7(5) no . . . .
C6 C5 C11 C10 0.1(5) no . . . .
C6 C5 C11 C12 178.5(3) no . . . .
C11 C5 C6 C7 0.9(6) no . . . .
C5 C6 C7 C8 -0.7(7) no . . . .
C6 C7 C8 C9 -178.9(4) no . . . .
C6 C7 C8 C10 -0.5(6) no . . . .
C7 C8 C9 C1 177.9(4) no . . . 2_566
C7 C8 C10 C11 1.5(5) no . . . .
C7 C8 C10 C12 -179.5(3) no . . . 2_566
C9 C8 C10 C11 180.0(3) no . . . .
C9 C8 C10 C12 -1.1(5) no . . . 2_566
C10 C8 C9 C1 -0.4(6) no . . . 2_566
C8 C10 C11 C5 -1.4(5) no . . . .
C8 C10 C11 C12 -179.7(3) no . . . .
C8 C10 C12 C2 2.0(5) no . . 2_566 2_566
C8 C10 C12 C11 179.7(3) no . . 2_566 2_566
C11 C10 C12 C2 -179.0(3) no . . 2_566 2_566
C11 C10 C12 C11 -1.3(5) no . . 2_566 2_566
C12 C10 C11 C5 179.7(3) no 2_566 . . .
C12 C10 C11 C12 1.3(5) no 2_566 . . .
C5 C11 C12 C2 2.6(5) no . . . .
C5 C11 C12 C10 -179.7(3) no . . . 2_566
C10 C11 C12 C2 -179.0(3) no . . . .
C10 C11 C12 C10 -1.3(5) no . . . 2_566
S2 C13 C13 S2 180(206616) no . . 2_666 2_666
S2 C13 C13 C15 0.1(5) no . . 2_666 2_666
S2 C13 C15 S1 -178.08(18) no . . . .
S2 C13 C15 N1 1.7(3) no . . . .
C13 C13 C15 S1 2.0(5) no 2_666 . . .
C13 C13 C15 N1 -178.3(3) no 2_666 . . .
C15 C13 C13 S2 -0.1(5) no . . 2_666 2_666
C15 C13 C13 C15 180(268436) no . . 2_666 2_666

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
S1 S2 2.931(2) no . 2_666
S1 C13 3.194(4) no . 2_666
S1 C16 3.098(5) no . .
S2 C15 3.196(4) no . 2_666
O1 C15 3.478(5) no . .
O1 C16 2.832(5) no . .
O1 C17 3.504(6) no . .
C1 C10 2.807(6) no . 2_566
C2 C5 2.833(6) no . .
C2 C8 2.844(7) no . 2_566
C3 C11 2.807(6) no . .
C4 C12 2.793(7) no . .
C5 C8 2.833(7) no . .
C6 C10 2.812(6) no . .
C7 C11 2.797(6) no . .
C9 C12 2.805(6) no . 2_566
C10 C10 2.837(5) no . 2_566
C11 C11 2.850(6) no . 2_566
C12 C12 2.840(5) no . 2_566
C14 C17 3.295(5) no . .
C15 C17 3.293(5) no . .
O1 C5 3.554(7) no . 2_566
O1 C6 3.354(6) no . 1_565
O1 C17 3.516(7) no . 2_676
N1 C10 3.541(6) no . 2_566
N1 C11 3.583(6) no . 2_566
C1 C3 3.590(8) no . 2_567
C1 C17 3.558(7) no . 2_677
C3 C1 3.590(8) no . 2_567
C5 O1 3.554(7) no . 2_566
C6 O1 3.354(6) no . 1_545
C8 C16 3.506(7) no . 2_566
C10 N1 3.541(6) no . 2_566
C10 C13 3.553(6) no . .
C10 C16 3.401(6) no . 2_566
C11 N1 3.583(6) no . 2_566
C11 C14 3.541(6) no . 2_566
C11 C15 3.482(6) no . .
C12 C14 3.424(6) no . 2_566
C13 C10 3.553(6) no . .
C14 C11 3.541(6) no . 2_566
C14 C12 3.424(6) no . 2_566
C15 C11 3.482(6) no . .
C16 C8 3.506(7) no . 2_566
C16 C10 3.401(6) no . 2_566
C17 O1 3.516(7) no . 2_676
C17 C1 3.558(7) no . 2_677
S1 H16A 2.7483 no . .
S1 H17C 3.1353 no . .
O1 H16B 2.5281 no . .
O1 H17B 3.1064 no . .
N1 H17A 3.2834 no . .
N1 H17B 2.6874 no . .
N1 H17C 2.6326 no . .
C1 H3 2.6603 no . .
C2 H4 3.2404 no . .
C2 H9 3.2596 no . 2_566
C3 H1 2.6631 no . .
C4 H6 2.6681 no . .
C5 H3 3.2631 no . .
C5 H7 3.2490 no . .
C6 H4 2.6642 no . .
C7 H9 2.6675 no . .
C8 H1 3.2615 no . 2_566
C8 H6 3.2601 no . .
C9 H7 2.6687 no . .
C10 H7 3.2764 no . .
C10 H9 3.2723 no . .
C11 H4 3.2678 no . .
C11 H6 3.2690 no . .
C12 H1 3.2787 no . .
C12 H3 3.2732 no . .
C14 H16A 3.2085 no . .
C14 H16B 2.5608 no . .
C14 H17B 3.1212 no . .
C15 H16A 2.6305 no . .
C15 H16B 3.2407 no . .
C15 H17C 3.0645 no . .
H1 H3 2.5047 no . .
H1 H9 2.2720 no . 2_566
H3 H4 2.2637 no . .
H4 H6 2.5105 no . .
H6 H7 2.2773 no . .
H7 H9 2.5133 no . .
H16A H17A 2.2950 no . .
H16A H17B 2.8054 no . .
H16A H17C 2.3491 no . .
H16B H17A 2.3366 no . .
H16B H17B 2.3066 no . .
H16B H17C 2.8062 no . .
S1 H3 2.9730 no . 2_667
S1 H4 3.3919 no . 2_667
S1 H9 3.5898 no . 2_666
S1 H17A 3.0959 no . 2_677
S2 H1 3.3901 no . 1_554
S2 H3 3.1571 no . 1_554
S2 H17B 3.3630 no . 2_676
O1 H1 3.1758 no . 1_554
O1 H6 2.5485 no . 1_565
O1 H7 3.2570 no . 1_565
O1 H17B 2.6522 no . 2_676
O1 H17C 3.6000 no . 2_676
C1 H1 3.3886 no . 2_567
C1 H3 3.1025 no . 2_567
C1 H16A 3.4090 no . .
C1 H17A 3.3469 no . 2_677
C1 H17B 3.5196 no . 2_677
C1 H17C 3.2292 no . 2_677
C2 H1 3.3598 no . 2_567
C2 H16A 3.4522 no . .
C3 H1 3.0977 no . 2_567
C5 H16B 3.3813 no . 2_566
C6 H16B 3.5714 no . 1_545
C6 H16B 3.3134 no . 2_566
C7 H16B 3.1804 no . 2_566
C8 H16A 3.0372 no . 2_566
C8 H16B 3.0981 no . 2_566
C9 H3 3.3352 no . 1_554
C9 H16A 3.2196 no . 2_566
C9 H17C 3.1516 no . 1_444
C10 H16A 3.0535 no . 2_566
C10 H16B 3.1342 no . 2_566
C11 H16B 3.2875 no . 2_566
C12 H16A 3.2879 no . .
C14 H6 3.5611 no . 1_565
C14 H17B 3.1285 no . 2_676
C15 H7 3.5453 no . 2_666
C16 H4 3.5972 no . 1_565
C16 H6 3.4658 no . 1_565
C16 H17A 3.4370 no . 2_677
C17 H1 3.3115 no . 2_677
C17 H4 3.3755 no . 1_565
C17 H16A 3.2045 no . 2_677
C17 H17A 3.5310 no . 2_677
H1 S2 3.3901 no . 1_556
H1 O1 3.1758 no . 1_556
H1 C1 3.3886 no . 2_567
H1 C2 3.3598 no . 2_567
H1 C3 3.0977 no . 2_567
H1 C17 3.3115 no . 2_677
H1 H1 3.1596 no . 2_567
H1 H3 2.8400 no . 2_567
H1 H17A 3.2479 no . 2_677
H1 H17B 3.0336 no . 2_677
H1 H17C 3.1000 no . 2_677
H3 S1 2.9730 no . 2_667
H3 S2 3.1571 no . 1_556
H3 C1 3.1025 no . 2_567
H3 C9 3.3352 no . 1_556
H3 H1 2.8400 no . 2_567
H3 H9 3.2355 no . 1_556
H4 S1 3.3919 no . 2_667
H4 C16 3.5972 no . 1_545
H4 C17 3.3755 no . 1_545
H4 H16B 2.9680 no . 1_545
H4 H17A 2.8569 no . 1_545
H4 H17B 3.2975 no . 1_545
H6 O1 2.5485 no . 1_545
H6 C14 3.5611 no . 1_545
H6 C16 3.4658 no . 1_545
H6 H6 3.5525 no . 2_556
H6 H16B 2.7081 no . 1_545
H6 H17B 3.1217 no . 1_545
H7 O1 3.2570 no . 1_545
H7 C15 3.5453 no . 2_666
H7 H9 2.7635 no . 2_555
H7 H17B 3.5033 no . 2_666
H7 H17C 2.9006 no . 2_666
H9 S1 3.5898 no . 2_666
H9 H3 3.2355 no . 1_554
H9 H7 2.7635 no . 2_555
H9 H9 3.0795 no . 2_555
H9 H17C 2.9735 no . 1_444
H16A C1 3.4090 no . .
H16A C2 3.4522 no . .
H16A C8 3.0372 no . 2_566
H16A C9 3.2196 no . 2_566
H16A C10 3.0535 no . 2_566
H16A C12 3.2879 no . .
H16A C17 3.2045 no . 2_677
H16A H17A 2.6312 no . 2_677
H16A H17C 2.9418 no . 2_677
H16B C5 3.3813 no . 2_566
H16B C6 3.5714 no . 1_565
H16B C6 3.3134 no . 2_566
H16B C7 3.1804 no . 2_566
H16B C8 3.0981 no . 2_566
H16B C10 3.1342 no . 2_566
H16B C11 3.2875 no . 2_566
H16B H4 2.9680 no . 1_565
H16B H6 2.7081 no . 1_565
H17A S1 3.0959 no . 2_677
H17A C1 3.3469 no . 2_677
H17A C16 3.4370 no . 2_677
H17A C17 3.5310 no . 2_677
H17A H1 3.2479 no . 2_677
H17A H4 2.8569 no . 1_565
H17A H16A 2.6312 no . 2_677
H17A H17A 3.3430 no . 2_677
H17A H17C 3.2711 no . 2_677
H17B S2 3.3630 no . 2_676
H17B O1 2.6522 no . 2_676
H17B C1 3.5196 no . 2_677
H17B C14 3.1285 no . 2_676
H17B H1 3.0336 no . 2_677
H17B H4 3.2975 no . 1_565
H17B H6 3.1217 no . 1_565
H17B H7 3.5033 no . 2_666
H17C O1 3.6000 no . 2_676
H17C C1 3.2292 no . 2_677
H17C C9 3.1516 no . 1_666
H17C H1 3.1000 no . 2_677
H17C H7 2.9006 no . 2_666
H17C H9 2.9735 no . 1_666
H17C H16A 2.9418 no . 2_677
H17C H17A 3.2711 no . 2_677
####################################################################### 
# 
# 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_(pyrene)(SS-Pr)
_database_code_depnum_ccdc_archive 'CCDC 1932213'
loop_
_audit_author_name
_audit_author_address
'Tadashi Kawamoto'
;Tokyo Institute of Technology
Japan
;
_audit_update_record             
;
2019-06-18 deposited with the CCDC.	2019-07-04 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C28 H24 N2 S6'
_chemical_formula_moiety         'C28 H24 N2 S6'
_chemical_formula_weight         580.87
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 -1/2+X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   7.564(3)
_cell_length_b                   7.574(6)
_cell_length_c                   22.841(11)
_cell_angle_alpha                90.0000
_cell_angle_beta                 96.90(3)
_cell_angle_gamma                90.0000
_cell_volume                     1299.0(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      15.06
_cell_measurement_theta_max      17.39
_cell_measurement_temperature    298
#------------------------------------------------------------------------------
_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_crystal_density_diffrn    1.485
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             604.00
_exptl_absorpt_coefficient_mu    0.549
_exptl_absorpt_correction_type   none

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

_diffrn_ambient_temperature      298
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       ω
_diffrn_reflns_number            4500
_diffrn_reflns_av_unetI/netI     0.0299
_diffrn_reflns_av_R_equivalents  0.0219
_diffrn_reflns_theta_max         30.008
_diffrn_reflns_theta_min         2.753
_diffrn_reflns_theta_full        25.240
_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       -10
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       32
_diffrn_standards_number         3
_diffrn_standards_interval_count 150
_diffrn_standards_decay_%        -1.555
_reflns_number_total             3792
_reflns_number_gt                2924
_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          0.0584
_refine_ls_R_factor_gt           0.0401
_refine_ls_wR_factor_ref         0.1144
_refine_ls_wR_factor_gt          0.1040
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3792
_refine_ls_number_parameters     163
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0643P)²+0.1402P] 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         0.30
_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)
;
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 0.75481(5) 0.55535(5) 0.55515(2) 0.03641(11) Uani 1 1 d . . . . .
S2 S 0.23639(5) 0.36440(7) 0.57077(2) 0.04538(13) Uani 1 1 d . . . . .
S3 S 0.88247(7) 0.51702(8) 0.68220(2) 0.05789(16) Uani 1 1 d . . . . .
N1 N 0.55562(18) 0.43305(18) 0.62964(6) 0.0363(3) Uani 1 1 d . . . . .
C1 C 0.8057(2) 0.1269(2) 0.48897(9) 0.0452(4) Uani 1 1 d . . . . .
H1 H 0.922184 0.168514 0.494715 0.054 Uiso 1 1 calc R U . . .
C2 C 0.7244(2) 0.0629(2) 0.53869(8) 0.0402(3) Uani 1 1 d . . . . .
C3 C 0.8134(3) 0.0620(3) 0.59587(9) 0.0504(4) Uani 1 1 d . . . . .
H3 H 0.929842 0.103339 0.602761 0.060 Uiso 1 1 calc R U . . .
C4 C 0.7292(3) -0.0003(3) 0.64245(9) 0.0544(5) Uani 1 1 d . . . . .
H4 H 0.789940 -0.000352 0.680355 0.065 Uiso 1 1 calc R U . . .
C5 C 0.5574(3) -0.0619(2) 0.63334(8) 0.0484(4) Uani 1 1 d . . . . .
H5 H 0.503337 -0.102558 0.665241 0.058 Uiso 1 1 calc R U . . .
C6 C 0.4625(2) -0.0645(2) 0.57698(8) 0.0386(3) Uani 1 1 d . . . . .
C7 C 0.5472(2) -0.0007(2) 0.52903(7) 0.0339(3) Uani 1 1 d . . . . .
C8 C 0.2829(3) -0.1279(2) 0.56528(9) 0.0456(4) Uani 1 1 d . . . . .
H8 H 0.226549 -0.170859 0.596380 0.055 Uiso 1 1 calc R U . . .
C9 C 0.53727(19) 0.49476(19) 0.52891(6) 0.0307(3) Uani 1 1 d . . . . .
C10 C 0.4445(2) 0.43025(19) 0.57716(7) 0.0324(3) Uani 1 1 d . . . . .
C11 C 0.7236(2) 0.4960(2) 0.62715(7) 0.0380(3) Uani 1 1 d . . . . .
C12 C 0.4945(2) 0.3754(2) 0.68544(7) 0.0416(4) Uani 1 1 d . . . . .
H12A H 0.594717 0.328150 0.711169 0.050 Uiso 1 1 calc R U . . .
H12B H 0.407406 0.281877 0.677444 0.050 Uiso 1 1 calc R U . . .
C13 C 0.4124(3) 0.5257(2) 0.71636(8) 0.0436(4) Uani 1 1 d . . . . .
H13A H 0.322529 0.583388 0.689013 0.052 Uiso 1 1 calc R U . . .
H13B H 0.503465 0.612100 0.729317 0.052 Uiso 1 1 calc R U . . .
C14 C 0.3279(3) 0.4587(3) 0.76930(9) 0.0523(5) Uani 1 1 d . . . . .
H14A H 0.276659 0.555988 0.788263 0.063 Uiso 1 1 calc R U . . .
H14B H 0.236575 0.374522 0.756396 0.063 Uiso 1 1 calc R U . . .
H14C H 0.417233 0.403189 0.796638 0.063 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       WinAFC
_computing_cell_refinement       WinAFC
_computing_data_reduction        WinAFC
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL Version 2018/1 (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 C9 1.7437(16) . ?
S1 C11 1.7480(19) . ?
S2 C10 1.6410(16) . ?
S3 C11 1.6393(19) . ?
N1 C11 1.365(2) . ?
N1 C10 1.379(2) . ?
N1 C12 1.473(2) . ?
C1 C8 1.336(3) 3_656 ?
C1 C2 1.439(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.396(3) . ?
C2 C7 1.417(2) . ?
C3 C4 1.387(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.373(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.397(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.418(2) . ?
C6 C8 1.435(3) . ?
C7 C7 1.428(3) 3_656 ?
C8 H8 0.9300 . ?
C9 C9 1.374(3) 3_666 ?
C9 C10 1.460(2) . ?
C12 C13 1.512(2) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.521(2) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 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
C9 S1 C11 91.56(8) . . ?
C11 N1 C10 116.26(13) . . ?
C11 N1 C12 122.00(14) . . ?
C10 N1 C12 121.72(13) . . ?
C8 C1 C2 121.29(17) 3_656 . ?
C8 C1 H1 119.4 3_656 . ?
C2 C1 H1 119.4 . . ?
C3 C2 C7 119.04(17) . . ?
C3 C2 C1 122.42(17) . . ?
C7 C2 C1 118.54(16) . . ?
C4 C3 C2 120.34(19) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C5 C4 C3 120.86(19) . . ?
C5 C4 H4 119.6 . . ?
C3 C4 H4 119.6 . . ?
C4 C5 C6 121.14(18) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C5 C6 C7 118.48(17) . . ?
C5 C6 C8 123.14(16) . . ?
C7 C6 C8 118.37(16) . . ?
C2 C7 C6 120.14(15) . . ?
C2 C7 C7 120.00(18) . 3_656 ?
C6 C7 C7 119.86(19) . 3_656 ?
C1 C8 C6 121.94(16) 3_656 . ?
C1 C8 H8 119.0 3_656 . ?
C6 C8 H8 119.0 . . ?
C9 C9 C10 124.45(17) 3_666 . ?
C9 C9 S1 125.19(15) 3_666 . ?
C10 C9 S1 110.35(11) . . ?
N1 C10 C9 110.67(13) . . ?
N1 C10 S2 124.06(12) . . ?
C9 C10 S2 125.27(12) . . ?
N1 C11 S3 127.04(13) . . ?
N1 C11 S1 111.14(12) . . ?
S3 C11 S1 121.82(11) . . ?
N1 C12 C13 111.74(14) . . ?
N1 C12 H12A 109.3 . . ?
C13 C12 H12A 109.3 . . ?
N1 C12 H12B 109.3 . . ?
C13 C12 H12B 109.3 . . ?
H12A C12 H12B 107.9 . . ?
C12 C13 C14 110.81(16) . . ?
C12 C13 H13A 109.5 . . ?
C14 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C14 C13 H13B 109.5 . . ?
H13A C13 H13B 108.1 . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

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 C1 C2 C3 -179.39(17) 3_656 . . . ?
C8 C1 C2 C7 0.3(2) 3_656 . . . ?
C7 C2 C3 C4 0.0(3) . . . . ?
C1 C2 C3 C4 179.67(17) . . . . ?
C2 C3 C4 C5 -0.1(3) . . . . ?
C3 C4 C5 C6 0.3(3) . . . . ?
C4 C5 C6 C7 -0.5(3) . . . . ?
C4 C5 C6 C8 179.90(17) . . . . ?
C3 C2 C7 C6 -0.2(2) . . . . ?
C1 C2 C7 C6 -179.86(14) . . . . ?
C3 C2 C7 C7 179.35(18) . . . 3_656 ?
C1 C2 C7 C7 -0.3(3) . . . 3_656 ?
C5 C6 C7 C2 0.4(2) . . . . ?
C8 C6 C7 C2 -179.94(14) . . . . ?
C5 C6 C7 C7 -179.13(17) . . . 3_656 ?
C8 C6 C7 C7 0.5(3) . . . 3_656 ?
C5 C6 C8 C1 179.16(17) . . . 3_656 ?
C7 C6 C8 C1 -0.5(3) . . . 3_656 ?
C11 S1 C9 C9 -179.49(19) . . . 3_666 ?
C11 S1 C9 C10 0.33(12) . . . . ?
C11 N1 C10 C9 1.13(19) . . . . ?
C12 N1 C10 C9 179.65(13) . . . . ?
C11 N1 C10 S2 -178.44(12) . . . . ?
C12 N1 C10 S2 0.1(2) . . . . ?
C9 C9 C10 N1 178.96(18) 3_666 . . . ?
S1 C9 C10 N1 -0.85(16) . . . . ?
C9 C9 C10 S2 -1.5(3) 3_666 . . . ?
S1 C9 C10 S2 178.71(9) . . . . ?
C10 N1 C11 S3 179.16(12) . . . . ?
C12 N1 C11 S3 0.7(2) . . . . ?
C10 N1 C11 S1 -0.89(18) . . . . ?
C12 N1 C11 S1 -179.40(12) . . . . ?
C9 S1 C11 N1 0.28(12) . . . . ?
C9 S1 C11 S3 -179.76(11) . . . . ?
C11 N1 C12 C13 89.80(19) . . . . ?
C10 N1 C12 C13 -88.63(19) . . . . ?
N1 C12 C13 C14 172.31(16) . . . . ?
####################################################################### 
# 
# 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_(pyrene)(SO-Et)
_database_code_depnum_ccdc_archive 'CCDC 1932218'
loop_
_audit_author_name
_audit_author_address
'Tadashi Kawamoto'
;Tokyo Institute of Technology
Japan
;
_audit_update_record             
;
2019-06-18 deposited with the CCDC.	2019-07-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT340_(pyrene)(SO-Et)     
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.00462 Ang.
RESPONSE: Slight uncertainty of the pyrene carbon.
;
_vrf_PLAT723_(pyrene)(SO-Et)     
;
PROBLEM: Torsion Calc   -180.0(3), Rep        0.00 Dev...     180.00 Sigma
RESPONSE: The uncertainty of the acceptor central carbon.
;
# Added during the CSD deposition process: Tuesday 18 June 2019 01:57 AM
# end Validation Reply Form


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

_chemical_formula_sum            'C26 H20 N2 O2 S4'
_chemical_formula_moiety         'C26 H20 N2 O2 S4'
_chemical_formula_weight         520.70
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   7.506(4)
_cell_length_b                   7.856(7)
_cell_length_c                   10.872(4)
_cell_angle_alpha                69.79(5)
_cell_angle_beta                 76.82(4)
_cell_angle_gamma                89.71(6)
_cell_volume                     583.8(7)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      15.18
_cell_measurement_theta_max      17.31
_cell_measurement_temperature    298
#------------------------------------------------------------------------------
_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_crystal_density_diffrn    1.481
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             270.00
_exptl_absorpt_coefficient_mu    0.435
_exptl_absorpt_correction_type   none

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

_diffrn_ambient_temperature      298
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       ω-2θ
_diffrn_reflns_number            4001
_diffrn_reflns_av_R_equivalents  0.0766
_diffrn_reflns_theta_max         30.01
_diffrn_reflns_theta_full        30.01
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       15
_diffrn_standards_number         3
_diffrn_standards_interval_count 150
_diffrn_standards_decay_%        -0.618

#==============================================================================
# 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).
;
_reflns_number_total             3417
_reflns_number_gt                2227
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0550
_refine_ls_wR_factor_ref         0.1732
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3417
_refine_ls_number_parameters     154
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0990P)²+0.0467P] 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         0.390
_refine_diff_density_min         -0.390
_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
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(1992, 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 0.31329(8) 0.62656(9) 0.37004(6) 0.0467(2) Uani 1.0 2 d . . .
S2 S 0.83835(9) 0.41869(10) 0.34529(7) 0.0567(3) Uani 1.0 2 d . . .
O1 O 0.3673(4) 0.7072(4) 0.1069(3) 0.0828(8) Uani 1.0 2 d . . .
N1 N 0.5970(3) 0.5702(3) 0.2046(2) 0.0493(5) Uani 1.0 2 d . . .
C1 C 0.4349(4) 1.1224(4) 0.2670(3) 0.0564(7) Uani 1.0 2 d . . .
C2 C 0.5862(4) 1.0360(4) 0.3159(3) 0.0471(5) Uani 1.0 2 d . . .
C3 C 0.7411(4) 1.0020(4) 0.2312(3) 0.0595(7) Uani 1.0 2 d . . .
C4 C 0.8834(5) 0.9187(4) 0.2836(4) 0.0652(8) Uani 1.0 2 d . . .
C5 C 0.8772(4) 0.8686(4) 0.4181(4) 0.0592(7) Uani 1.0 2 d . . .
C6 C 0.7256(4) 0.8980(3) 0.5075(3) 0.0478(6) Uani 1.0 2 d . . .
C7 C 0.7122(4) 0.8464(4) 0.6500(3) 0.0546(6) Uani 1.0 2 d . . .
C8 C 0.5780(3) 0.9830(3) 0.4557(3) 0.0422(5) Uani 1.0 2 d . . .
C9 C 0.4962(3) 0.5266(3) 0.4339(2) 0.0376(5) Uani 1.0 2 d . . .
C10 C 0.6445(3) 0.5062(3) 0.3256(3) 0.0417(5) Uani 1.0 2 d . . .
C11 C 0.4287(4) 0.6438(4) 0.2048(3) 0.0544(6) Uani 1.0 2 d . . .
C12 C 0.7126(4) 0.5576(5) 0.0787(3) 0.0618(7) Uani 1.0 2 d . . .
C13 C 0.8528(5) 0.7163(6) 0.0050(4) 0.0775(10) Uani 1.0 2 d . . .
H1 H 0.4390 1.1576 0.1754 0.0676 Uiso 1.0 2 calc R . .
H3 H 0.7485 1.0356 0.1392 0.0714 Uiso 1.0 2 calc R . .
H4 H 0.9855 0.8962 0.2261 0.0782 Uiso 1.0 2 calc R . .
H5 H 0.9757 0.8140 0.4504 0.0710 Uiso 1.0 2 calc R . .
H7 H 0.8080 0.7900 0.6852 0.0655 Uiso 1.0 2 calc R . .
H12A H 0.6347 0.5515 0.0202 0.0742 Uiso 1.0 2 calc R . .
H12B H 0.7746 0.4463 0.1004 0.0742 Uiso 1.0 2 calc R . .
H13A H 0.7927 0.8273 -0.0114 0.0930 Uiso 1.0 2 calc R . .
H13B H 0.9172 0.7079 -0.0795 0.0930 Uiso 1.0 2 calc R . .
H13C H 0.9383 0.7154 0.0587 0.0930 Uiso 1.0 2 calc R . .



#==============================================================================
_computing_data_collection       WinAFC
_computing_cell_refinement       WinAFC
_computing_data_reduction        WinAFC
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'

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

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
S1 C9 1.741(3) yes . .
S1 C11 1.766(3) yes . .
S2 C10 1.633(3) yes . .
O1 C11 1.203(4) yes . .
N1 C10 1.366(4) yes . .
N1 C11 1.387(4) yes . .
N1 C12 1.479(4) yes . .
C1 C2 1.432(5) yes . .
C1 C7 1.337(4) yes . 2_676
C2 C3 1.396(4) yes . .
C2 C8 1.417(4) yes . .
C3 C4 1.380(5) yes . .
C4 C5 1.367(5) yes . .
C5 C6 1.393(4) yes . .
C6 C7 1.438(5) yes . .
C6 C8 1.417(4) yes . .
C8 C8 1.426(4) yes . 2_676
C9 C9 1.366(4) yes . 2_666
C9 C10 1.477(4) yes . .
C12 C13 1.497(5) yes . .
C1 H1 0.930 no . .
C3 H3 0.930 no . .
C4 H4 0.930 no . .
C5 H5 0.930 no . .
C7 H7 0.930 no . .
C12 H12A 0.970 no . .
C12 H12B 0.970 no . .
C13 H13A 0.960 no . .
C13 H13B 0.960 no . .
C13 H13C 0.960 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C9 S1 C11 91.37(13) yes . . .
C10 N1 C11 116.7(3) yes . . .
C10 N1 C12 123.1(3) yes . . .
C11 N1 C12 120.2(3) yes . . .
C2 C1 C7 121.5(3) yes . . 2_676
C1 C2 C3 122.6(3) yes . . .
C1 C2 C8 118.6(3) yes . . .
C3 C2 C8 118.8(3) yes . . .
C2 C3 C4 120.2(3) yes . . .
C3 C4 C5 121.3(3) yes . . .
C4 C5 C6 121.0(3) yes . . .
C5 C6 C7 123.0(3) yes . . .
C5 C6 C8 118.5(3) yes . . .
C7 C6 C8 118.5(3) yes . . .
C1 C7 C6 121.5(3) yes 2_676 . .
C2 C8 C6 120.2(3) yes . . .
C2 C8 C8 120.0(3) yes . . 2_676
C6 C8 C8 119.8(3) yes . . 2_676
S1 C9 C9 125.19(17) yes . . 2_666
S1 C9 C10 110.96(17) yes . . .
C9 C9 C10 123.9(2) yes 2_666 . .
S2 C10 N1 123.93(19) yes . . .
S2 C10 C9 125.63(19) yes . . .
N1 C10 C9 110.4(2) yes . . .
S1 C11 O1 124.4(3) yes . . .
S1 C11 N1 110.5(2) yes . . .
O1 C11 N1 125.0(3) yes . . .
N1 C12 C13 112.4(4) yes . . .
C2 C1 H1 119.233 no . . .
C7 C1 H1 119.231 no 2_676 . .
C2 C3 H3 119.906 no . . .
C4 C3 H3 119.907 no . . .
C3 C4 H4 119.328 no . . .
C5 C4 H4 119.332 no . . .
C4 C5 H5 119.504 no . . .
C6 C5 H5 119.505 no . . .
C1 C7 H7 119.242 no 2_676 . .
C6 C7 H7 119.241 no . . .
N1 C12 H12A 109.129 no . . .
N1 C12 H12B 109.129 no . . .
C13 C12 H12A 109.125 no . . .
C13 C12 H12B 109.123 no . . .
H12A C12 H12B 107.860 no . . .
C12 C13 H13A 109.470 no . . .
C12 C13 H13B 109.470 no . . .
C12 C13 H13C 109.473 no . . .
H13A C13 H13B 109.471 no . . .
H13A C13 H13C 109.470 no . . .
H13B C13 H13C 109.473 no . . .

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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C9 S1 C11 O1 180.0(3) no . . . .
C9 S1 C11 N1 1.5(2) no . . . .
C11 S1 C9 C9 179.4(2) no . . . 2_666
C11 S1 C9 C10 -0.53(17) no . . . .
C10 N1 C11 S1 -2.2(4) no . . . .
C10 N1 C11 O1 179.3(3) no . . . .
C11 N1 C10 S2 -178.7(2) no . . . .
C11 N1 C10 C9 1.8(3) no . . . .
C10 N1 C12 C13 -87.3(3) no . . . .
C12 N1 C10 S2 3.5(4) no . . . .
C12 N1 C10 C9 -176.0(3) no . . . .
C11 N1 C12 C13 95.0(3) no . . . .
C12 N1 C11 S1 175.7(3) no . . . .
C12 N1 C11 O1 -2.8(5) no . . . .
C2 C1 C7 C6 0.0(5) no . . 2_676 2_676
C7 C1 C2 C3 180.0(3) no 2_676 . . .
C7 C1 C2 C8 0.1(4) no 2_676 . . .
C1 C2 C3 C4 179.9(3) no . . . .
C1 C2 C8 C6 -179.7(3) no . . . .
C1 C2 C8 C8 -0.4(4) no . . . 2_676
C3 C2 C8 C6 0.4(4) no . . . .
C3 C2 C8 C8 179.6(3) no . . . 2_676
C8 C2 C3 C4 -0.2(4) no . . . .
C2 C3 C4 C5 -0.4(5) no . . . .
C3 C4 C5 C6 0.8(5) no . . . .
C4 C5 C6 C7 179.5(3) no . . . .
C4 C5 C6 C8 -0.6(5) no . . . .
C5 C6 C7 C1 179.6(3) no . . . 2_676
C5 C6 C8 C2 -0.0(4) no . . . .
C5 C6 C8 C8 -179.2(3) no . . . 2_676
C7 C6 C8 C2 179.9(2) no . . . .
C7 C6 C8 C8 0.7(4) no . . . 2_676
C8 C6 C7 C1 -0.3(4) no . . . 2_676
C2 C8 C8 C2 180(257746) no . . 2_676 2_676
C2 C8 C8 C6 0.8(4) no . . 2_676 2_676
C6 C8 C8 C2 -0.8(4) no . . 2_676 2_676
C6 C8 C8 C6 180(171521) no . . 2_676 2_676
S1 C9 C9 S1 -180(163632) no . . 2_666 2_666
S1 C9 C9 C10 0.1(4) no . . 2_666 2_666
S1 C9 C10 S2 179.95(15) no . . . .
S1 C9 C10 N1 -0.6(3) no . . . .
C9 C9 C10 S2 0.0(4) no 2_666 . . .
C9 C9 C10 N1 179.5(2) no 2_666 . . .
C10 C9 C9 S1 -0.1(4) no . . 2_666 2_666
C10 C9 C9 C10 180(163632) no . . 2_666 2_666

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
S1 S2 2.9390(17) no . 2_666
S1 C10 3.198(3) no . 2_666
S2 C9 3.194(3) no . 2_666
S2 C12 3.088(4) no . .
O1 C10 3.480(4) no . .
O1 C12 2.837(5) no . .
O1 C13 3.552(5) no . .
C1 C8 2.816(4) no . 2_676
C2 C5 2.794(5) no . .
C2 C6 2.839(4) no . 2_676
C3 C6 2.802(5) no . .
C4 C8 2.774(4) no . .
C7 C8 2.813(4) no . 2_676
C10 C13 3.299(4) no . .
C11 C13 3.344(5) no . .
O1 C12 3.497(6) no . 2_665
N1 C1 3.512(5) no . 1_545
C1 N1 3.512(5) no . 1_565
C4 C10 3.547(5) no . .
C5 C7 3.597(5) no . 2_776
C6 C9 3.523(5) no . 2_666
C7 C5 3.597(5) no . 2_776
C9 C6 3.523(5) no . 2_666
C10 C4 3.547(5) no . .
C12 O1 3.497(6) no . 2_665
S2 H12B 2.7465 no . .
S2 H13C 3.1042 no . .
O1 H12A 2.5147 no . .
O1 H13A 3.1714 no . .
N1 H13A 2.6334 no . .
N1 H13B 3.2894 no . .
N1 H13C 2.7030 no . .
C1 H3 2.6612 no . .
C2 H4 3.2423 no . .
C2 H7 3.2538 no . 2_676
C3 H1 2.6631 no . .
C3 H5 3.2279 no . .
C5 H3 3.2285 no . .
C5 H7 2.6759 no . .
C6 H1 3.2591 no . 2_676
C6 H4 3.2360 no . .
C7 H5 2.6649 no . .
C8 H1 3.2870 no . .
C8 H3 3.2648 no . .
C8 H5 3.2572 no . .
C8 H7 3.2908 no . .
C10 H12A 3.2338 no . .
C10 H12B 2.6215 no . .
C10 H13A 3.5795 no . .
C10 H13C 3.1313 no . .
C11 H12A 2.5546 no . .
C11 H12B 3.2049 no . .
C11 H13A 3.1365 no . .
H1 H3 2.5082 no . .
H1 H7 2.2459 no . 2_676
H3 H4 2.2996 no . .
H4 H5 2.2804 no . .
H5 H7 2.5177 no . .
H12A H13A 2.3550 no . .
H12A H13B 2.2888 no . .
H12A H13C 2.8047 no . .
H12B H13A 2.8058 no . .
H12B H13B 2.3418 no . .
H12B H13C 2.3010 no . .
S1 H4 3.5219 no . 1_455
S1 H5 3.0321 no . 1_455
S2 H5 2.9674 no . 2_766
S2 H7 3.1264 no . 2_766
S2 H13B 3.5005 no . 2_765
O1 H1 2.8968 no . 2_675
O1 H3 3.0506 no . 2_675
O1 H4 3.4190 no . 1_455
O1 H12A 2.8266 no . 2_665
O1 H12B 3.2646 no . 2_665
O1 H13C 3.3748 no . 1_455
N1 H1 3.5963 no . 1_545
C1 H12A 3.5747 no . 1_565
C1 H12A 3.4334 no . 2_675
C1 H12B 3.3215 no . 1_565
C1 H13A 3.4918 no . 2_675
C2 H12B 3.3457 no . 1_565
C3 H12B 3.2686 no . 1_565
C3 H13A 3.3200 no . .
C3 H13B 3.1658 no . 2_775
C3 H13C 3.5203 no . .
C3 H13C 3.5231 no . 2_775
C4 H7 3.4155 no . 2_776
C4 H13A 3.3667 no . 2_775
C4 H13B 3.1308 no . 2_775
C4 H13C 3.3053 no . .
C5 H5 3.5627 no . 2_776
C5 H7 3.2876 no . 2_776
C6 H5 3.4039 no . 2_776
C7 H5 3.2684 no . 2_776
C7 H13B 3.4696 no . 1_556
C11 H7 3.5327 no . 2_666
C11 H12A 3.4196 no . 2_665
C12 H1 3.4634 no . 1_545
C12 H1 3.3274 no . 2_675
C12 H12A 3.2592 no . 2_665
C12 H13B 3.4656 no . 2_765
C13 H1 3.1969 no . 2_675
C13 H3 3.3202 no . .
C13 H3 3.3197 no . 2_775
C13 H4 3.4961 no . .
C13 H4 3.2275 no . 2_775
C13 H7 3.4175 no . 1_554
C13 H12B 3.2063 no . 2_765
H1 O1 2.8968 no . 2_675
H1 N1 3.5963 no . 1_565
H1 C12 3.4634 no . 1_565
H1 C12 3.3274 no . 2_675
H1 C13 3.1969 no . 2_675
H1 H12A 3.1444 no . 1_565
H1 H12A 2.6864 no . 2_675
H1 H12B 3.1620 no . 1_565
H1 H13A 2.7352 no . 2_675
H1 H13B 3.1359 no . 2_675
H3 O1 3.0506 no . 2_675
H3 C13 3.3202 no . .
H3 C13 3.3197 no . 2_775
H3 H12B 3.1071 no . 1_565
H3 H13A 2.6589 no . .
H3 H13A 3.4308 no . 2_775
H3 H13B 3.0300 no . 2_775
H3 H13C 3.1686 no . .
H3 H13C 2.9688 no . 2_775
H4 S1 3.5219 no . 1_655
H4 O1 3.4190 no . 1_655
H4 C13 3.4961 no . .
H4 C13 3.2275 no . 2_775
H4 H7 3.4306 no . 2_776
H4 H13A 3.4259 no . .
H4 H13A 2.7746 no . 2_775
H4 H13B 2.9691 no . 2_775
H4 H13C 2.7458 no . .
H4 H13C 3.4510 no . 2_775
H5 S1 3.0321 no . 1_655
H5 S2 2.9674 no . 2_766
H5 C5 3.5627 no . 2_776
H5 C6 3.4039 no . 2_776
H5 C7 3.2684 no . 2_776
H5 H5 3.4937 no . 2_776
H5 H7 3.2059 no . 2_776
H7 S2 3.1264 no . 2_766
H7 C4 3.4155 no . 2_776
H7 C5 3.2876 no . 2_776
H7 C11 3.5327 no . 2_666
H7 C13 3.4175 no . 1_556
H7 H4 3.4306 no . 2_776
H7 H5 3.2059 no . 2_776
H7 H12A 3.4082 no . 1_556
H7 H13A 3.3870 no . 1_556
H7 H13B 2.7284 no . 1_556
H12A O1 2.8266 no . 2_665
H12A C1 3.5747 no . 1_545
H12A C1 3.4334 no . 2_675
H12A C11 3.4196 no . 2_665
H12A C12 3.2592 no . 2_665
H12A H1 3.1444 no . 1_545
H12A H1 2.6864 no . 2_675
H12A H7 3.4082 no . 1_554
H12A H12A 2.3665 no . 2_665
H12B O1 3.2646 no . 2_665
H12B C1 3.3215 no . 1_545
H12B C2 3.3457 no . 1_545
H12B C3 3.2686 no . 1_545
H12B C13 3.2063 no . 2_765
H12B H1 3.1620 no . 1_545
H12B H3 3.1071 no . 1_545
H12B H12B 3.5086 no . 2_765
H12B H13B 2.6057 no . 2_765
H12B H13C 3.0070 no . 2_765
H13A C1 3.4918 no . 2_675
H13A C3 3.3200 no . .
H13A C4 3.3667 no . 2_775
H13A H1 2.7352 no . 2_675
H13A H3 2.6589 no . .
H13A H3 3.4308 no . 2_775
H13A H4 3.4259 no . .
H13A H4 2.7746 no . 2_775
H13A H7 3.3870 no . 1_554
H13B S2 3.5005 no . 2_765
H13B C3 3.1658 no . 2_775
H13B C4 3.1308 no . 2_775
H13B C7 3.4696 no . 1_554
H13B C12 3.4656 no . 2_765
H13B H1 3.1359 no . 2_675
H13B H3 3.0300 no . 2_775
H13B H4 2.9691 no . 2_775
H13B H7 2.7284 no . 1_554
H13B H12B 2.6057 no . 2_765
H13B H13B 3.4982 no . 2_765
H13B H13C 3.4413 no . 2_765
H13C O1 3.3748 no . 1_655
H13C C3 3.5203 no . .
H13C C3 3.5231 no . 2_775
H13C C4 3.3053 no . .
H13C H3 3.1686 no . .
H13C H3 2.9688 no . 2_775
H13C H4 2.7458 no . .
H13C H4 3.4510 no . 2_775
H13C H12B 3.0070 no . 2_765
H13C H13B 3.4413 no . 2_765
####################################################################### 
# 
# 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_(perylene)(SS-Et)
_database_code_depnum_ccdc_archive 'CCDC 1932221'
loop_
_audit_author_name
_audit_author_address
'Tadashi Kawamoto'
;Tokyo Institute of Technology
Japan
;
_audit_update_record             
;
2019-06-18 deposited with the CCDC.	2019-07-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT340_(perylene)(SS-Et)   
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.00493 Ang.
RESPONSE: Slight uncertainty of the acceptor carbon.
;
# Added during the CSD deposition process: Tuesday 18 June 2019 01:57 AM
# end Validation Reply Form


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

_chemical_formula_sum            'C30 H22 N2 S6'
_chemical_formula_moiety         'C30 H22 N2 S6'
_chemical_formula_weight         602.88
_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                   7.541(6)
_cell_length_b                   8.263(6)
_cell_length_c                   11.632(7)
_cell_angle_alpha                70.08(5)
_cell_angle_beta                 75.07(6)
_cell_angle_gamma                89.43(6)
_cell_volume                     656.0(8)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    21
_cell_measurement_theta_min      15.09
_cell_measurement_theta_max      17.41
_cell_measurement_temperature    298
#------------------------------------------------------------------------------
_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_crystal_density_diffrn    1.526
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             312.00
_exptl_absorpt_coefficient_mu    0.547
_exptl_absorpt_correction_type   none

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

_diffrn_ambient_temperature      298
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       ω-2θ
_diffrn_reflns_number            4554
_diffrn_reflns_av_unetI/netI     0.1162
_diffrn_reflns_av_R_equivalents  0.0985
_diffrn_reflns_theta_max         30.020
_diffrn_reflns_theta_min         2.631
_diffrn_reflns_theta_full        25.240
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_standards_number         3
_diffrn_standards_interval_count 150
_diffrn_standards_decay_%        -3.439
_reflns_number_total             3836
_reflns_number_gt                2072
_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          0.1258
_refine_ls_R_factor_gt           0.0530
_refine_ls_wR_factor_ref         0.1543
_refine_ls_wR_factor_gt          0.1264
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3836
_refine_ls_number_parameters     172
_refine_ls_goodness_of_fit_ref   0.999
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0634P)²+0.0181P] 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         0.31
_refine_diff_density_min         -0.43
_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 0.66308(11) 1.23498(11) 0.66811(7) 0.0530(2) Uani 1 1 d . . . . .
S2 S 0.20575(10) 1.50933(10) 0.59109(7) 0.0464(2) Uani 1 1 d . . . . .
S3 S -0.04678(11) 1.32281(13) 0.84408(8) 0.0654(3) Uani 1 1 d . . . . .
N1 N 0.3075(3) 1.2638(3) 0.7614(2) 0.0451(5) Uani 1 1 d . . . . .
C1 C 0.3084(4) 1.0252(4) 0.5465(3) 0.0472(7) Uani 1 1 d . . . . .
C2 C 0.1247(4) 1.0438(4) 0.5948(3) 0.0580(8) Uani 1 1 d . . . . .
H2 H 0.067153 1.129506 0.545457 0.070 Uiso 1 1 calc R U . . .
C3 C 0.0229(5) 0.9369(5) 0.7160(4) 0.0642(9) Uani 1 1 d . . . . .
H3 H -0.100749 0.951911 0.745509 0.077 Uiso 1 1 calc R U . . .
C4 C 0.1036(5) 0.8118(5) 0.7905(3) 0.0625(9) Uani 1 1 d . . . . .
H4 H 0.034339 0.740942 0.870383 0.075 Uiso 1 1 calc R U . . .
C5 C 0.2905(4) 0.7880(4) 0.7484(3) 0.0529(7) Uani 1 1 d . . . . .
C6 C 0.3775(5) 0.6606(4) 0.8260(3) 0.0614(8) Uani 1 1 d . . . . .
H6 H 0.311039 0.592442 0.907570 0.074 Uiso 1 1 calc R U . . .
C7 C 0.5566(5) 0.6371(4) 0.7827(3) 0.0642(9) Uani 1 1 d . . . . .
H7 H 0.611742 0.552436 0.834766 0.077 Uiso 1 1 calc R U . . .
C8 C 0.6595(5) 0.7376(4) 0.6615(3) 0.0561(8) Uani 1 1 d . . . . .
H8 H 0.782095 0.717744 0.633839 0.067 Uiso 1 1 calc R U . . .
C9 C 0.5845(4) 0.8666(4) 0.5807(3) 0.0469(7) Uani 1 1 d . . . . .
C10 C 0.3947(4) 0.8933(4) 0.6248(3) 0.0462(6) Uani 1 1 d . . . . .
C11 C 0.4339(4) 1.4597(4) 0.5556(2) 0.0394(6) Uani 1 1 d . . . . .
C12 C 0.4657(4) 1.3184(4) 0.6623(3) 0.0415(6) Uani 1 1 d . . . . .
C13 C 0.1563(4) 1.3518(4) 0.7423(3) 0.0467(6) Uani 1 1 d . . . . .
C14 C 0.2987(4) 1.1200(4) 0.8808(3) 0.0536(7) Uani 1 1 d . . . . .
H14A H 0.376703 1.032972 0.862226 0.064 Uiso 1 1 calc R U . . .
H14B H 0.173329 1.067205 0.918395 0.064 Uiso 1 1 calc R U . . .
C15 C 0.3600(5) 1.1794(4) 0.9751(3) 0.0578(8) Uani 1 1 d . . . . .
H15A H 0.352347 1.082397 1.051221 0.069 Uiso 1 1 calc R U . . .
H15B H 0.484960 1.229726 0.938813 0.069 Uiso 1 1 calc R U . . .
H15C H 0.281692 1.263941 0.994952 0.069 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       WinAFC
_computing_cell_refinement       WinAFC
_computing_data_reduction        WinAFC
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL Version 2018/1 (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 1.641(3) . ?
S2 C11 1.742(3) . ?
S2 C13 1.743(3) . ?
S3 C13 1.638(3) . ?
N1 C13 1.372(4) . ?
N1 C12 1.379(4) . ?
N1 C14 1.475(4) . ?
C1 C2 1.382(4) . ?
C1 C10 1.434(4) . ?
C1 C9 1.463(5) 2_676 ?
C2 C3 1.402(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.356(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.403(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.414(5) . ?
C5 C10 1.421(5) . ?
C6 C7 1.351(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.390(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.385(4) . ?
C8 H8 0.9300 . ?
C9 C10 1.433(4) . ?
C11 C11 1.369(6) 2_686 ?
C11 C12 1.457(4) . ?
C14 C15 1.514(4) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 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
C11 S2 C13 91.84(15) . . ?
C13 N1 C12 115.8(2) . . ?
C13 N1 C14 121.4(3) . . ?
C12 N1 C14 122.8(2) . . ?
C2 C1 C10 118.1(3) . . ?
C2 C1 C9 122.5(3) . 2_676 ?
C10 C1 C9 119.4(3) . 2_676 ?
C1 C2 C3 121.8(3) . . ?
C1 C2 H2 119.1 . . ?
C3 C2 H2 119.1 . . ?
C4 C3 C2 120.4(3) . . ?
C4 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
C3 C4 C5 120.8(3) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C4 C5 C6 121.4(3) . . ?
C4 C5 C10 119.5(3) . . ?
C6 C5 C10 119.1(3) . . ?
C7 C6 C5 120.5(3) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C6 C7 C8 121.0(3) . . ?
C6 C7 H7 119.5 . . ?
C8 C7 H7 119.5 . . ?
C9 C8 C7 121.8(3) . . ?
C9 C8 H8 119.1 . . ?
C7 C8 H8 119.1 . . ?
C8 C9 C10 118.1(3) . . ?
C8 C9 C1 122.4(3) . 2_676 ?
C10 C9 C1 119.5(3) . 2_676 ?
C5 C10 C9 119.5(3) . . ?
C5 C10 C1 119.4(3) . . ?
C9 C10 C1 121.1(3) . . ?
C11 C11 C12 124.2(3) 2_686 . ?
C11 C11 S2 125.7(3) 2_686 . ?
C12 C11 S2 110.2(2) . . ?
N1 C12 C11 111.1(2) . . ?
N1 C12 S1 123.4(2) . . ?
C11 C12 S1 125.5(2) . . ?
N1 C13 S3 127.0(2) . . ?
N1 C13 S2 111.1(2) . . ?
S3 C13 S2 121.91(18) . . ?
N1 C14 C15 112.0(3) . . ?
N1 C14 H14A 109.2 . . ?
C15 C14 H14A 109.2 . . ?
N1 C14 H14B 109.2 . . ?
C15 C14 H14B 109.2 . . ?
H14A C14 H14B 107.9 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

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
C10 C1 C2 C3 -0.6(4) . . . . ?
C9 C1 C2 C3 178.8(3) 2_676 . . . ?
C1 C2 C3 C4 0.6(5) . . . . ?
C2 C3 C4 C5 0.6(5) . . . . ?
C3 C4 C5 C6 178.6(3) . . . . ?
C3 C4 C5 C10 -1.8(5) . . . . ?
C4 C5 C6 C7 178.5(3) . . . . ?
C10 C5 C6 C7 -1.1(5) . . . . ?
C5 C6 C7 C8 0.3(5) . . . . ?
C6 C7 C8 C9 0.7(5) . . . . ?
C7 C8 C9 C10 -0.8(5) . . . . ?
C7 C8 C9 C1 179.2(3) . . . 2_676 ?
C4 C5 C10 C9 -178.7(3) . . . . ?
C6 C5 C10 C9 1.0(4) . . . . ?
C4 C5 C10 C1 1.7(4) . . . . ?
C6 C5 C10 C1 -178.7(3) . . . . ?
C8 C9 C10 C5 -0.1(4) . . . . ?
C1 C9 C10 C5 179.9(2) 2_676 . . . ?
C8 C9 C10 C1 179.6(3) . . . . ?
C1 C9 C10 C1 -0.4(4) 2_676 . . . ?
C2 C1 C10 C5 -0.5(4) . . . . ?
C9 C1 C10 C5 -179.9(2) 2_676 . . . ?
C2 C1 C10 C9 179.8(2) . . . . ?
C9 C1 C10 C9 0.4(4) 2_676 . . . ?
C13 S2 C11 C11 -179.0(3) . . . 2_686 ?
C13 S2 C11 C12 1.0(2) . . . . ?
C13 N1 C12 C11 -1.1(3) . . . . ?
C14 N1 C12 C11 178.8(2) . . . . ?
C13 N1 C12 S1 177.7(2) . . . . ?
C14 N1 C12 S1 -2.4(4) . . . . ?
C11 C11 C12 N1 179.8(3) 2_686 . . . ?
S2 C11 C12 N1 -0.2(3) . . . . ?
C11 C11 C12 S1 1.0(5) 2_686 . . . ?
S2 C11 C12 S1 -178.98(16) . . . . ?
C12 N1 C13 S3 -177.0(2) . . . . ?
C14 N1 C13 S3 3.1(4) . . . . ?
C12 N1 C13 S2 1.9(3) . . . . ?
C14 N1 C13 S2 -178.0(2) . . . . ?
C11 S2 C13 N1 -1.6(2) . . . . ?
C11 S2 C13 S3 177.30(19) . . . . ?
C13 N1 C14 C15 -94.3(3) . . . . ?
C12 N1 C14 C15 85.8(3) . . . . ?
####################################################################### 
# 
# 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_(pyrene)(OS-Et)
_database_code_depnum_ccdc_archive 'CCDC 1932215'
loop_
_audit_author_name
_audit_author_address
'Tadashi Kawamoto'
;Tokyo Institute of Technology
Japan
;
_audit_update_record             
;
2019-06-18 deposited with the CCDC.	2019-07-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT084_(pyrene)(OS-Et)     
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.29 Report
RESPONSE: The comparatively poor results are due to the crystal quality.
;
_vrf_PLAT148_(pyrene)(OS-Et)     
;
PROBLEM: s.u. on the      b    - Axis is (Too) Large ....      0.014 Ang.
RESPONSE: The comparatively poor results are due to the crystal quality.
;
_vrf_PLAT340_(pyrene)(OS-Et)     
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.00715 Ang.
RESPONSE: Uncertainty of the pyrene central carbon.
;
_vrf_PLAT723_(pyrene)(OS-Et)     
;
PROBLEM: Torsion Calc   -180.0(4), Rep        0.00 Dev...     180.00 Sigma
RESPONSE: Uncertainty of the acceptor central carbon.
;
# Added during the CSD deposition process: Tuesday 18 June 2019 01:57 AM
# end Validation Reply Form


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

_chemical_formula_sum            'C26 H20 N2 O2 S4'
_chemical_formula_moiety         'C26 H20 N2 O2 S4'
_chemical_formula_weight         520.70
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   7.317(4)
_cell_length_b                   7.754(14)
_cell_length_c                   11.041(5)
_cell_angle_alpha                104.81(7)
_cell_angle_beta                 101.31(4)
_cell_angle_gamma                91.40(9)
_cell_volume                     592.0(11)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      15.29
_cell_measurement_theta_max      17.50
_cell_measurement_temperature    298
#------------------------------------------------------------------------------
_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_crystal_density_diffrn    1.460
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             270.00
_exptl_absorpt_coefficient_mu    0.429
_exptl_absorpt_correction_type   none

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

_diffrn_ambient_temperature      298
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       ω-2θ
_diffrn_reflns_number            3696
_diffrn_reflns_av_R_equivalents  0.0731
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_full        30.00
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_standards_number         3
_diffrn_standards_interval_count 150
_diffrn_standards_decay_%        -19.110

#==============================================================================
# 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).
;
_reflns_number_total             3460
_reflns_number_gt                1906
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0896
_refine_ls_wR_factor_ref         0.2946
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3460
_refine_ls_number_parameters     154
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1931P)²+0.0000P] 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         0.850
_refine_diff_density_min         -0.990
_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
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(1992, 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 0.31380(14) 0.50505(14) 0.63486(9) 0.0506(4) Uani 1.0 2 d . . .
S2 S 0.3415(3) 0.6840(3) 0.90758(13) 0.0811(5) Uani 1.0 2 d . . .
O1 O 0.7920(5) 0.7060(5) 0.6282(3) 0.0595(8) Uani 1.0 2 d . . .
N1 N 0.6044(5) 0.7110(5) 0.7731(4) 0.0503(8) Uani 1.0 2 d . . .
C1 C 0.7263(7) 1.0150(6) 0.3544(5) 0.0550(10) Uani 1.0 2 d . . .
C2 C 0.7314(6) 1.0964(6) 0.4867(4) 0.0497(9) Uani 1.0 2 d . . .
C3 C 0.8819(6) 1.2116(6) 0.5667(5) 0.0561(11) Uani 1.0 2 d . . .
C4 C 0.8806(7) 1.2874(7) 0.6930(5) 0.0645(12) Uani 1.0 2 d . . .
C5 C 0.7317(7) 1.2528(6) 0.7459(5) 0.0602(11) Uani 1.0 2 d . . .
C6 C 0.5785(6) 1.1364(6) 0.6704(4) 0.0506(9) Uani 1.0 2 d . . .
C7 C 0.5777(6) 1.0588(5) 0.5397(4) 0.0440(8) Uani 1.0 2 d . . .
C8 C 0.4209(7) 1.0957(6) 0.7208(5) 0.0574(11) Uani 1.0 2 d . . .
C9 C 0.4971(5) 0.5362(5) 0.5617(4) 0.0436(8) Uani 1.0 2 d . . .
C10 C 0.6497(6) 0.6596(5) 0.6540(4) 0.0473(9) Uani 1.0 2 d . . .
C11 C 0.4327(7) 0.6439(6) 0.7808(4) 0.0524(10) Uani 1.0 2 d . . .
C12 C 0.7299(8) 0.8371(6) 0.8813(5) 0.0628(12) Uani 1.0 2 d . . .
C13 C 0.8474(8) 0.7438(8) 0.9680(6) 0.0784(15) Uani 1.0 2 d . . .
H1 H 0.8265 1.0387 0.3191 0.0660 Uiso 1.0 2 calc R . .
H3 H 0.9840 1.2371 0.5339 0.0673 Uiso 1.0 2 calc R . .
H4 H 0.9820 1.3638 0.7444 0.0774 Uiso 1.0 2 calc R . .
H5 H 0.7333 1.3068 0.8317 0.0722 Uiso 1.0 2 calc R . .
H8 H 0.4201 1.1465 0.8066 0.0688 Uiso 1.0 2 calc R . .
H12A H 0.6561 0.9190 0.9301 0.0754 Uiso 1.0 2 calc R . .
H12B H 0.8109 0.9069 0.8488 0.0754 Uiso 1.0 2 calc R . .
H13A H 0.9298 0.8305 1.0358 0.0941 Uiso 1.0 2 calc R . .
H13B H 0.9197 0.6616 0.9200 0.0941 Uiso 1.0 2 calc R . .
H13C H 0.7679 0.6794 1.0039 0.0941 Uiso 1.0 2 calc R . .



#==============================================================================
_computing_data_collection       WinAFC
_computing_cell_refinement       WinAFC
_computing_data_reduction        WinAFC
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'

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

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
S1 C9 1.738(5) yes . .
S1 C11 1.741(4) yes . .
S2 C11 1.629(5) yes . .
O1 C10 1.202(6) yes . .
N1 C10 1.382(6) yes . .
N1 C11 1.374(7) yes . .
N1 C12 1.468(6) yes . .
C1 C2 1.428(7) yes . .
C1 C8 1.351(6) yes . 2_676
C2 C3 1.399(6) yes . .
C2 C7 1.423(7) yes . .
C3 C4 1.370(7) yes . .
C4 C5 1.384(8) yes . .
C5 C6 1.402(6) yes . .
C6 C7 1.414(6) yes . .
C6 C8 1.436(8) yes . .
C7 C7 1.429(5) yes . 2_676
C9 C9 1.343(6) yes . 2_666
C9 C10 1.484(5) yes . .
C12 C13 1.497(8) yes . .
C1 H1 0.930 no . .
C3 H3 0.930 no . .
C4 H4 0.930 no . .
C5 H5 0.930 no . .
C8 H8 0.930 no . .
C12 H12A 0.970 no . .
C12 H12B 0.970 no . .
C13 H13A 0.960 no . .
C13 H13B 0.960 no . .
C13 H13C 0.960 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C9 S1 C11 91.5(2) yes . . .
C10 N1 C11 115.8(4) yes . . .
C10 N1 C12 121.0(4) yes . . .
C11 N1 C12 123.1(4) yes . . .
C2 C1 C8 121.5(5) yes . . 2_676
C1 C2 C3 122.8(5) yes . . .
C1 C2 C7 118.8(4) yes . . .
C3 C2 C7 118.4(4) yes . . .
C2 C3 C4 120.8(5) yes . . .
C3 C4 C5 121.5(4) yes . . .
C4 C5 C6 120.1(5) yes . . .
C5 C6 C7 118.9(5) yes . . .
C5 C6 C8 122.3(4) yes . . .
C7 C6 C8 118.9(4) yes . . .
C2 C7 C6 120.3(4) yes . . .
C2 C7 C7 119.7(4) yes . . 2_676
C6 C7 C7 120.0(4) yes . . 2_676
C1 C8 C6 121.2(5) yes 2_676 . .
S1 C9 C9 126.0(3) yes . . 2_666
S1 C9 C10 110.7(3) yes . . .
C9 C9 C10 123.3(4) yes 2_666 . .
O1 C10 N1 125.4(4) yes . . .
O1 C10 C9 124.6(4) yes . . .
N1 C10 C9 110.0(4) yes . . .
S1 C11 S2 121.4(3) yes . . .
S1 C11 N1 112.1(4) yes . . .
S2 C11 N1 126.5(3) yes . . .
N1 C12 C13 112.1(4) yes . . .
C2 C1 H1 119.251 no . . .
C8 C1 H1 119.242 no 2_676 . .
C2 C3 H3 119.607 no . . .
C4 C3 H3 119.603 no . . .
C3 C4 H4 119.263 no . . .
C5 C4 H4 119.264 no . . .
C4 C5 H5 119.942 no . . .
C6 C5 H5 119.940 no . . .
C1 C8 H8 119.424 no 2_676 . .
C6 C8 H8 119.418 no . . .
N1 C12 H12A 109.180 no . . .
N1 C12 H12B 109.178 no . . .
C13 C12 H12A 109.180 no . . .
C13 C12 H12B 109.176 no . . .
H12A C12 H12B 107.889 no . . .
C12 C13 H13A 109.474 no . . .
C12 C13 H13B 109.476 no . . .
C12 C13 H13C 109.471 no . . .
H13A C13 H13B 109.471 no . . .
H13A C13 H13C 109.467 no . . .
H13B C13 H13C 109.470 no . . .

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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C9 S1 C11 S2 179.9(4) no . . . .
C9 S1 C11 N1 0.2(4) no . . . .
C11 S1 C9 C9 -179.7(4) no . . . 2_666
C11 S1 C9 C10 -1.0(3) no . . . .
C10 N1 C11 S1 0.8(5) no . . . .
C10 N1 C11 S2 -179.0(4) no . . . .
C11 N1 C10 O1 179.1(4) no . . . .
C11 N1 C10 C9 -1.5(5) no . . . .
C10 N1 C12 C13 -99.0(5) no . . . .
C12 N1 C10 O1 2.2(7) no . . . .
C12 N1 C10 C9 -178.4(4) no . . . .
C11 N1 C12 C13 84.4(5) no . . . .
C12 N1 C11 S1 177.5(4) no . . . .
C12 N1 C11 S2 -2.2(7) no . . . .
C2 C1 C8 C6 -0.1(7) no . . 2_676 2_676
C8 C1 C2 C3 -180.0(4) no 2_676 . . .
C8 C1 C2 C7 0.2(7) no 2_676 . . .
C1 C2 C3 C4 179.7(4) no . . . .
C1 C2 C7 C6 179.7(4) no . . . .
C1 C2 C7 C7 0.0(6) no . . . 2_676
C3 C2 C7 C6 -0.1(6) no . . . .
C3 C2 C7 C7 -179.8(4) no . . . 2_676
C7 C2 C3 C4 -0.5(7) no . . . .
C2 C3 C4 C5 0.2(8) no . . . .
C3 C4 C5 C6 0.7(8) no . . . .
C4 C5 C6 C7 -1.3(7) no . . . .
C4 C5 C6 C8 179.9(4) no . . . .
C5 C6 C7 C2 1.0(6) no . . . .
C5 C6 C7 C7 -179.3(4) no . . . 2_676
C5 C6 C8 C1 179.1(4) no . . . 2_676
C7 C6 C8 C1 0.2(7) no . . . 2_676
C8 C6 C7 C2 179.9(4) no . . . .
C8 C6 C7 C7 -0.4(6) no . . . 2_676
C2 C7 C7 C2 180(347638) no . . 2_676 2_676
C2 C7 C7 C6 -0.3(6) no . . 2_676 2_676
C6 C7 C7 C2 0.3(6) no . . 2_676 2_676
C6 C7 C7 C6 180(391673) no . . 2_676 2_676
S1 C9 C9 S1 180(292532) no . . 2_666 2_666
S1 C9 C9 C10 -1.5(6) no . . 2_666 2_666
S1 C9 C10 O1 -179.0(3) no . . . .
S1 C9 C10 N1 1.6(4) no . . . .
C9 C9 C10 O1 -0.3(7) no 2_666 . . .
C9 C9 C10 N1 -179.7(4) no 2_666 . . .
C10 C9 C9 S1 1.5(7) no . . 2_666 2_666
C10 C9 C9 C10 -180(380580) no . . 2_666 2_666

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
S1 O1 2.888(4) no . 2_666
S1 C10 3.184(5) no . 2_666
S2 C12 3.147(6) no . .
O1 C9 2.907(6) no . 2_666
O1 C11 3.474(7) no . .
O1 C12 2.849(6) no . .
C1 C7 2.818(7) no . 2_676
C2 C5 2.808(7) no . .
C2 C6 2.840(6) no . 2_676
C3 C6 2.802(7) no . .
C4 C7 2.779(7) no . .
C7 C8 2.821(7) no . 2_676
C10 C13 3.372(7) no . .
C11 C13 3.268(7) no . .
S1 C6 3.553(7) no . 1_545
S1 C8 3.600(8) no . 1_545
O1 C4 3.547(9) no . 1_545
O1 C7 3.446(7) no . .
N1 C1 3.577(7) no . 2_676
N1 C8 3.436(8) no . .
C1 N1 3.577(7) no . 2_676
C1 C3 3.481(7) no . 2_776
C1 C11 3.474(8) no . 2_676
C2 C9 3.443(8) no . 2_676
C3 C1 3.481(7) no . 2_776
C4 O1 3.547(9) no . 1_565
C4 C10 3.458(8) no . 1_565
C5 C10 3.582(9) no . 1_565
C6 S1 3.553(7) no . 1_565
C7 O1 3.446(7) no . .
C8 S1 3.600(8) no . 1_565
C8 N1 3.436(8) no . .
C8 C12 3.570(8) no . .
C9 C2 3.443(8) no . 2_676
C10 C4 3.458(8) no . 1_545
C10 C5 3.582(9) no . 1_545
C11 C1 3.474(8) no . 2_676
C12 C8 3.570(8) no . .
S2 H12A 2.8317 no . .
S2 H13C 3.0968 no . .
O1 H12B 2.5082 no . .
O1 H13B 3.2815 no . .
N1 H13A 3.2782 no . .
N1 H13B 2.6440 no . .
N1 H13C 2.6685 no . .
C1 H3 2.6604 no . .
C2 H4 3.2414 no . .
C2 H8 3.2609 no . 2_676
C3 H1 2.6647 no . .
C3 H5 3.2349 no . .
C5 H3 3.2348 no . .
C5 H8 2.6678 no . .
C6 H1 3.2642 no . 2_676
C6 H4 3.2490 no . .
C7 H1 3.2907 no . .
C7 H3 3.2669 no . .
C7 H5 3.2665 no . .
C7 H8 3.2900 no . .
C8 H5 2.6642 no . .
C10 H12A 3.1856 no . .
C10 H12B 2.5455 no . .
C10 H13B 3.1980 no . .
C11 H12A 2.6292 no . .
C11 H12B 3.2412 no . .
C11 H13B 3.5771 no . .
C11 H13C 3.0671 no . .
H1 H3 2.5081 no . .
H1 H8 2.2621 no . 2_676
H3 H4 2.2836 no . .
H4 H5 2.3024 no . .
H5 H8 2.5119 no . .
H12A H13A 2.3248 no . .
H12A H13B 2.8066 no . .
H12A H13C 2.3182 no . .
H12B H13A 2.3061 no . .
H12B H13B 2.3373 no . .
H12B H13C 2.8063 no . .
S1 H3 2.9831 no . 1_445
S1 H3 3.5697 no . 2_676
S1 H4 3.2023 no . 1_445
S2 H4 3.4442 no . 1_445
S2 H5 3.0179 no . 2_677
S2 H8 3.2147 no . 2_677
S2 H12A 3.1385 no . 2_677
S2 H13B 3.1186 no . 1_455
S2 H13C 3.3374 no . 2_667
O1 H1 3.2484 no . 2_776
O1 H3 2.7575 no . 2_776
O1 H4 3.4409 no . 1_545
N1 H5 3.4744 no . 1_545
C1 H3 3.2011 no . 2_776
C2 H3 3.3500 no . 2_776
C3 H1 3.2104 no . 2_776
C3 H3 3.5943 no . 2_776
C4 H1 3.3480 no . 2_776
C4 H13A 3.3996 no . 2_777
C4 H13B 3.2770 no . 1_565
C5 H12B 3.1924 no . .
C5 H13A 3.3003 no . 2_777
C5 H13B 3.3567 no . 1_565
C6 H12B 3.2495 no . .
C8 H12A 3.2177 no . .
C8 H12B 3.4588 no . .
C10 H4 3.5580 no . 1_545
C11 H1 3.4162 no . 2_676
C11 H5 3.5401 no . 1_545
C12 H8 3.4809 no . .
C12 H13A 3.3565 no . 2_777
C13 H4 3.4913 no . 2_777
C13 H5 3.3471 no . 1_545
C13 H5 3.5069 no . 2_777
C13 H8 3.4139 no . 2_677
C13 H12B 3.5446 no . 2_777
H1 O1 3.2484 no . 2_776
H1 C3 3.2104 no . 2_776
H1 C4 3.3480 no . 2_776
H1 C11 3.4162 no . 2_676
H1 H3 3.1883 no . 2_776
H1 H4 3.4170 no . 2_776
H1 H12B 3.5956 no . 2_776
H1 H13A 3.3720 no . 1_554
H3 S1 2.9831 no . 1_665
H3 S1 3.5697 no . 2_676
H3 O1 2.7575 no . 2_776
H3 C1 3.2011 no . 2_776
H3 C2 3.3500 no . 2_776
H3 C3 3.5943 no . 2_776
H3 H1 3.1883 no . 2_776
H3 H3 3.5822 no . 2_776
H4 S1 3.2023 no . 1_665
H4 S2 3.4442 no . 1_665
H4 O1 3.4409 no . 1_565
H4 C10 3.5580 no . 1_565
H4 C13 3.4913 no . 2_777
H4 H1 3.4170 no . 2_776
H4 H13A 3.1434 no . 2_777
H4 H13B 2.7214 no . 1_565
H4 H13C 3.1138 no . 2_777
H5 S2 3.0179 no . 2_677
H5 N1 3.4744 no . 1_565
H5 C11 3.5401 no . 1_565
H5 C13 3.3471 no . 1_565
H5 C13 3.5069 no . 2_777
H5 H12A 3.5169 no . .
H5 H12B 3.2116 no . .
H5 H13A 2.9765 no . 2_777
H5 H13B 2.8812 no . 1_565
H5 H13B 3.3046 no . 2_777
H5 H13C 2.9986 no . 1_565
H8 S2 3.2147 no . 2_677
H8 C12 3.4809 no . .
H8 C13 3.4139 no . 2_677
H8 H12A 2.8991 no . .
H8 H12A 3.2241 no . 2_677
H8 H12B 3.4674 no . .
H8 H13A 3.3505 no . 2_677
H8 H13C 2.8050 no . 2_677
H12A S2 3.1385 no . 2_677
H12A C8 3.2177 no . .
H12A H5 3.5169 no . .
H12A H8 2.8991 no . .
H12A H8 3.2241 no . 2_677
H12A H12A 3.1157 no . 2_677
H12A H13A 3.4622 no . 2_777
H12B C5 3.1924 no . .
H12B C6 3.2495 no . .
H12B C8 3.4588 no . .
H12B C13 3.5446 no . 2_777
H12B H1 3.5956 no . 2_776
H12B H5 3.2116 no . .
H12B H8 3.4674 no . .
H12B H13A 2.6280 no . 2_777
H13A C4 3.3996 no . 2_777
H13A C5 3.3003 no . 2_777
H13A C12 3.3565 no . 2_777
H13A H1 3.3720 no . 1_556
H13A H4 3.1434 no . 2_777
H13A H5 2.9765 no . 2_777
H13A H8 3.3505 no . 2_677
H13A H12A 3.4622 no . 2_777
H13A H12B 2.6280 no . 2_777
H13A H13A 3.1366 no . 2_777
H13B S2 3.1186 no . 1_655
H13B C4 3.2770 no . 1_545
H13B C5 3.3567 no . 1_545
H13B H4 2.7214 no . 1_545
H13B H5 2.8812 no . 1_545
H13B H5 3.3046 no . 2_777
H13B H13B 3.5185 no . 2_767
H13C S2 3.3374 no . 2_667
H13C H4 3.1138 no . 2_777
H13C H5 2.9986 no . 1_545
H13C H8 2.8050 no . 2_677
####################################################################### 
# 
# 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_(perylene)(OS-Pr)
_database_code_depnum_ccdc_archive 'CCDC 1932217'
loop_
_audit_author_name
_audit_author_address
'Tadashi Kawamoto'
;Tokyo Institute of Technology
Japan
;
_audit_update_record             
;
2019-06-18 deposited with the CCDC.	2019-07-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_DIFMN02_(perylene)(OS-Pr)   
;
PROBLEM: The minimum difference density is < -0.1*ZMAX*0.75
RESPONSE: The comparatively poor results are due to the crystal quality.
;
_vrf_DIFMN03_(perylene)(OS-Pr)   
;
PROBLEM: The minimum difference density is < -0.1*ZMAX*0.75
RESPONSE: The comparatively poor results are due to the crystal quality.
;
_vrf_RINTA01_(perylene)(OS-Pr)   
;
PROBLEM: The value of Rint is greater than 0.12
RESPONSE: The comparatively poor results are due to the crystal quality.
;
_vrf_PLAT020_(perylene)(OS-Pr)   
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.134 Report
RESPONSE: The comparatively poor results are due to the crystal quality.
;
_vrf_PLAT098_(perylene)(OS-Pr)   
;
PROBLEM: Large Reported Min.  (Negative) Residual Density      -1.35 eA-3
RESPONSE: The comparatively poor results are due to the crystal quality.
;
_vrf_PLAT723_(perylene)(OS-Pr)   
;
PROBLEM: Torsion Calc  180.00(15), Rep        0.00 Dev...     180.00 Sigma
RESPONSE: Slight uncertainty of the acceptor bridging carbon.
;
# Added during the CSD deposition process: Tuesday 18 June 2019 01:57 AM
# end Validation Reply Form


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

_chemical_formula_sum            'C32 H26 N2 O2 S4'
_chemical_formula_moiety         'C32 H26 N2 O2 S4'
_chemical_formula_weight         598.81
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   7.365(3)
_cell_length_b                   8.101(8)
_cell_length_c                   12.063(4)
_cell_angle_alpha                88.18(6)
_cell_angle_beta                 82.11(3)
_cell_angle_gamma                83.41(6)
_cell_volume                     708.1(8)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      15.23
_cell_measurement_theta_max      17.47
_cell_measurement_temperature    298
#------------------------------------------------------------------------------
_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_crystal_density_diffrn    1.404
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             312.00
_exptl_absorpt_coefficient_mu    0.369
_exptl_absorpt_correction_type   none

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

_diffrn_ambient_temperature      298
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       ω-2θ
_diffrn_reflns_number            4827
_diffrn_reflns_av_R_equivalents  0.1337
_diffrn_reflns_theta_max         30.02
_diffrn_reflns_theta_full        30.02
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       16
_diffrn_standards_number         3
_diffrn_standards_interval_count 150
_diffrn_standards_decay_%        -1.149

#==============================================================================
# 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).
;
_reflns_number_total             4132
_reflns_number_gt                3421
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0896
_refine_ls_wR_factor_ref         0.2326
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4132
_refine_ls_number_parameters     181
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1614P)²+0.1598P] 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         0.500
_refine_diff_density_min         -1.350
_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
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(1992, 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 0.70521(7) 0.47899(7) 0.61787(5) 0.0501(2) Uani 1.0 2 d . . .
S2 S 0.69804(11) 0.59042(11) 0.84942(7) 0.0712(3) Uani 1.0 2 d . . .
O1 O 0.2176(3) 0.6839(3) 0.59510(16) 0.0578(5) Uani 1.0 2 d . . .
N1 N 0.4259(3) 0.6611(3) 0.72213(16) 0.0466(4) Uani 1.0 2 d . . .
C1 C 0.3349(3) 1.1001(3) 0.54826(18) 0.0408(4) Uani 1.0 2 d . . .
C2 C 0.1791(3) 1.1985(3) 0.5974(3) 0.0526(5) Uani 1.0 2 d . . .
C3 C 0.1702(4) 1.2642(4) 0.7029(3) 0.0623(7) Uani 1.0 2 d . . .
C4 C 0.3146(4) 1.2353(3) 0.7627(3) 0.0577(6) Uani 1.0 2 d . . .
C5 C 0.4779(3) 1.1360(3) 0.71715(19) 0.0472(5) Uani 1.0 2 d . . .
C6 C 0.6296(4) 1.1062(4) 0.7781(3) 0.0573(6) Uani 1.0 2 d . . .
C7 C 0.7872(4) 1.0120(4) 0.7323(3) 0.0603(6) Uani 1.0 2 d . . .
C8 C 0.7994(4) 0.9453(3) 0.6268(3) 0.0526(5) Uani 1.0 2 d . . .
C9 C 0.6546(3) 0.9702(3) 0.56293(17) 0.0405(4) Uani 1.0 2 d . . .
C10 C 0.4891(3) 1.0690(2) 0.60961(16) 0.0396(4) Uani 1.0 2 d . . .
C11 C 0.5115(3) 0.5251(3) 0.55102(18) 0.0440(5) Uani 1.0 2 d . . .
C12 C 0.5982(3) 0.5859(3) 0.7369(2) 0.0498(5) Uani 1.0 2 d . . .
C13 C 0.3663(3) 0.6310(3) 0.62113(18) 0.0457(5) Uani 1.0 2 d . . .
C14 C 0.3059(4) 0.7622(3) 0.8079(2) 0.0525(5) Uani 1.0 2 d . . .
C15 C 0.1884(4) 0.6579(3) 0.8882(2) 0.0550(6) Uani 1.0 2 d . . .
C16 C 0.0683(5) 0.7609(5) 0.9781(3) 0.0704(8) Uani 1.0 2 d . . .
H2 H 0.0783 1.2208 0.5583 0.0631 Uiso 1.0 2 calc R . .
H3 H 0.0637 1.3291 0.7333 0.0747 Uiso 1.0 2 calc R . .
H4 H 0.3065 1.2805 0.8333 0.0692 Uiso 1.0 2 calc R . .
H6 H 0.6225 1.1503 0.8490 0.0687 Uiso 1.0 2 calc R . .
H7 H 0.8869 0.9927 0.7725 0.0724 Uiso 1.0 2 calc R . .
H8 H 0.9079 0.8819 0.5977 0.0631 Uiso 1.0 2 calc R . .
H14A H 0.2263 0.8444 0.7716 0.0630 Uiso 1.0 2 calc R . .
H14B H 0.3815 0.8209 0.8495 0.0630 Uiso 1.0 2 calc R . .
H15A H 0.1107 0.6013 0.8468 0.0660 Uiso 1.0 2 calc R . .
H15B H 0.2679 0.5740 0.9231 0.0660 Uiso 1.0 2 calc R . .
H16A H -0.0218 0.8342 0.9448 0.0845 Uiso 1.0 2 calc R . .
H16B H 0.1434 0.8250 1.0149 0.0845 Uiso 1.0 2 calc R . .
H16C H 0.0067 0.6888 1.0318 0.0845 Uiso 1.0 2 calc R . .



#==============================================================================
_computing_data_collection       WinAFC
_computing_cell_refinement       WinAFC
_computing_data_reduction        WinAFC
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'

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

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
S1 C11 1.732(3) yes . .
S1 C12 1.745(3) yes . .
S2 C12 1.634(3) yes . .
O1 C13 1.208(3) yes . .
N1 C12 1.375(3) yes . .
N1 C13 1.388(3) yes . .
N1 C14 1.469(3) yes . .
C1 C2 1.392(3) yes . .
C1 C9 1.462(3) yes . 2_676
C1 C10 1.433(3) yes . .
C2 C3 1.386(5) yes . .
C3 C4 1.359(5) yes . .
C4 C5 1.421(4) yes . .
C5 C6 1.414(4) yes . .
C5 C10 1.411(3) yes . .
C6 C7 1.372(4) yes . .
C7 C8 1.386(4) yes . .
C8 C9 1.392(4) yes . .
C9 C10 1.435(3) yes . .
C11 C11 1.347(4) yes . 2_666
C11 C13 1.477(3) yes . .
C14 C15 1.513(4) yes . .
C15 C16 1.509(4) yes . .
C2 H2 0.930 no . .
C3 H3 0.930 no . .
C4 H4 0.930 no . .
C6 H6 0.930 no . .
C7 H7 0.930 no . .
C8 H8 0.930 no . .
C14 H14A 0.970 no . .
C14 H14B 0.970 no . .
C15 H15A 0.970 no . .
C15 H15B 0.970 no . .
C16 H16A 0.960 no . .
C16 H16B 0.960 no . .
C16 H16C 0.960 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C11 S1 C12 91.59(12) yes . . .
C12 N1 C13 115.81(19) yes . . .
C12 N1 C14 123.4(2) yes . . .
C13 N1 C14 120.75(19) yes . . .
C2 C1 C9 122.1(2) yes . . 2_676
C2 C1 C10 118.1(2) yes . . .
C9 C1 C10 119.80(16) yes 2_676 . .
C1 C2 C3 121.7(3) yes . . .
C2 C3 C4 121.1(3) yes . . .
C3 C4 C5 120.0(3) yes . . .
C4 C5 C6 120.5(3) yes . . .
C4 C5 C10 119.5(3) yes . . .
C6 C5 C10 119.9(2) yes . . .
C5 C6 C7 119.8(3) yes . . .
C6 C7 C8 120.7(3) yes . . .
C7 C8 C9 122.1(3) yes . . .
C1 C9 C8 122.73(18) yes 2_676 . .
C1 C9 C10 119.46(18) yes 2_676 . .
C8 C9 C10 117.8(2) yes . . .
C1 C10 C5 119.59(17) yes . . .
C1 C10 C9 120.74(18) yes . . .
C5 C10 C9 119.67(19) yes . . .
S1 C11 C11 126.81(16) yes . . 2_666
S1 C11 C13 111.04(17) yes . . .
C11 C11 C13 122.15(19) yes 2_666 . .
S1 C12 S2 121.93(14) yes . . .
S1 C12 N1 111.60(18) yes . . .
S2 C12 N1 126.47(18) yes . . .
O1 C13 N1 124.7(2) yes . . .
O1 C13 C11 125.4(3) yes . . .
N1 C13 C11 109.83(18) yes . . .
N1 C14 C15 112.12(19) yes . . .
C14 C15 C16 112.3(3) yes . . .
C1 C2 H2 119.136 no . . .
C3 C2 H2 119.140 no . . .
C2 C3 H3 119.473 no . . .
C4 C3 H3 119.477 no . . .
C3 C4 H4 119.998 no . . .
C5 C4 H4 119.999 no . . .
C5 C6 H6 120.117 no . . .
C7 C6 H6 120.118 no . . .
C6 C7 H7 119.636 no . . .
C8 C7 H7 119.642 no . . .
C7 C8 H8 118.961 no . . .
C9 C8 H8 118.951 no . . .
N1 C14 H14A 109.182 no . . .
N1 C14 H14B 109.186 no . . .
C15 C14 H14A 109.192 no . . .
C15 C14 H14B 109.184 no . . .
H14A C14 H14B 107.887 no . . .
C14 C15 H15A 109.145 no . . .
C14 C15 H15B 109.154 no . . .
C16 C15 H15A 109.150 no . . .
C16 C15 H15B 109.156 no . . .
H15A C15 H15B 107.870 no . . .
C15 C16 H16A 109.478 no . . .
C15 C16 H16B 109.468 no . . .
C15 C16 H16C 109.474 no . . .
H16A C16 H16B 109.470 no . . .
H16A C16 H16C 109.469 no . . .
H16B C16 H16C 109.468 no . . .

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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C11 S1 C12 S2 176.35(16) no . . . .
C11 S1 C12 N1 -3.43(16) no . . . .
C12 S1 C11 C11 -177.52(18) no . . . 2_666
C12 S1 C11 C13 2.51(14) no . . . .
C12 N1 C13 O1 178.4(2) no . . . .
C12 N1 C13 C11 -1.6(3) no . . . .
C13 N1 C12 S1 3.5(3) no . . . .
C13 N1 C12 S2 -176.22(18) no . . . .
C12 N1 C14 C15 -87.1(3) no . . . .
C14 N1 C12 S1 -178.80(17) no . . . .
C14 N1 C12 S2 1.4(4) no . . . .
C13 N1 C14 C15 90.4(3) no . . . .
C14 N1 C13 O1 0.6(4) no . . . .
C14 N1 C13 C11 -179.34(17) no . . . .
C2 C1 C9 C8 -0.7(3) no . . 2_676 2_676
C2 C1 C9 C10 179.19(18) no . . 2_676 2_676
C9 C1 C2 C3 179.83(17) no 2_676 . . .
C2 C1 C10 C5 0.9(3) no . . . .
C2 C1 C10 C9 -179.21(17) no . . . .
C10 C1 C2 C3 -0.6(3) no . . . .
C9 C1 C10 C5 -179.56(15) no 2_676 . . .
C9 C1 C10 C9 0.3(3) no 2_676 . . .
C10 C1 C9 C8 179.78(15) no . . 2_676 2_676
C10 C1 C9 C10 -0.3(3) no . . 2_676 2_676
C1 C2 C3 C4 0.3(4) no . . . .
C2 C3 C4 C5 -0.1(4) no . . . .
C3 C4 C5 C6 179.5(2) no . . . .
C3 C4 C5 C10 0.4(4) no . . . .
C4 C5 C6 C7 -179.1(2) no . . . .
C4 C5 C10 C1 -0.8(3) no . . . .
C4 C5 C10 C9 179.32(18) no . . . .
C6 C5 C10 C1 -179.86(19) no . . . .
C6 C5 C10 C9 0.2(3) no . . . .
C10 C5 C6 C7 -0.0(4) no . . . .
C5 C6 C7 C8 -0.1(4) no . . . .
C6 C7 C8 C9 0.0(4) no . . . .
C7 C8 C9 C1 -179.7(2) no . . . 2_676
C7 C8 C9 C10 0.2(4) no . . . .
C1 C9 C10 C1 -0.3(3) no 2_676 . . .
C1 C9 C10 C5 179.56(15) no 2_676 . . .
C8 C9 C10 C1 179.77(17) no . . . .
C8 C9 C10 C5 -0.3(3) no . . . .
S1 C11 C11 S1 180(151628) no . . 2_666 2_666
S1 C11 C11 C13 0.0(3) no . . 2_666 2_666
S1 C11 C13 O1 178.99(17) no . . . .
S1 C11 C13 N1 -1.0(2) no . . . .
C11 C11 C13 O1 -1.0(4) no 2_666 . . .
C11 C11 C13 N1 178.99(18) no 2_666 . . .
C13 C11 C11 S1 -0.0(4) no . . 2_666 2_666
C13 C11 C11 C13 180(160997) no . . 2_666 2_666
N1 C14 C15 C16 178.61(19) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
S1 O1 2.882(3) no . 2_666
S1 C13 3.174(3) no . 2_666
S2 C14 3.156(4) no . .
O1 C11 2.899(4) no . 2_666
O1 C12 3.483(4) no . .
O1 C14 2.841(4) no . .
O1 C15 3.514(4) no . .
C1 C1 2.887(3) no . 2_676
C1 C4 2.819(4) no . .
C2 C5 2.785(4) no . .
C2 C8 2.955(4) no . 2_676
C3 C10 2.797(4) no . .
C5 C8 2.783(4) no . .
C6 C9 2.827(4) no . .
C7 C10 2.800(4) no . .
C9 C9 2.894(3) no . 2_676
C10 C10 2.881(3) no . 2_676
C12 C15 3.307(4) no . .
C13 C15 3.312(4) no . .
S1 C5 3.502(4) no . 1_545
S1 C6 3.590(4) no . 1_545
O1 C1 3.584(5) no . .
O1 C8 3.514(4) no . 1_455
O1 C9 3.485(4) no . 2_676
N1 C9 3.545(4) no . .
N1 C10 3.587(4) no . .
C1 O1 3.584(5) no . .
C1 C11 3.481(4) no . 2_676
C2 C7 3.580(5) no . 1_455
C3 C13 3.507(5) no . 1_565
C5 S1 3.502(4) no . 1_565
C5 C14 3.501(5) no . .
C6 S1 3.590(4) no . 1_565
C7 C2 3.580(5) no . 1_655
C8 O1 3.514(4) no . 1_655
C8 C12 3.555(5) no . .
C9 O1 3.485(4) no . 2_676
C9 N1 3.545(4) no . .
C10 N1 3.587(4) no . .
C11 C1 3.481(4) no . 2_676
C12 C8 3.555(5) no . .
C13 C3 3.507(5) no . 1_545
C14 C5 3.501(5) no . .
S2 H14B 2.8149 no . .
S2 H15B 3.1874 no . .
O1 H14A 2.5412 no . .
O1 H15A 3.1017 no . .
N1 H15A 2.6719 no . .
N1 H15B 2.6525 no . .
C1 H3 3.2570 no . .
C1 H8 2.6657 no . 2_676
C2 H4 3.2279 no . .
C2 H8 2.6415 no . 2_676
C4 H2 3.2187 no . .
C4 H6 2.6360 no . .
C5 H3 3.2484 no . .
C5 H7 3.2507 no . .
C6 H4 2.6367 no . .
C6 H8 3.2270 no . .
C8 H2 2.6397 no . 2_676
C8 H6 3.2362 no . .
C9 H2 2.6568 no . 2_676
C9 H7 3.2615 no . .
C10 H2 3.2653 no . .
C10 H4 3.2859 no . .
C10 H6 3.2847 no . .
C10 H8 3.2632 no . .
C12 H14A 3.2380 no . .
C12 H14B 2.6249 no . .
C12 H15B 3.0842 no . .
C13 H14A 2.5733 no . .
C13 H14B 3.2194 no . .
C13 H15A 3.1093 no . .
C14 H16A 2.7458 no . .
C14 H16B 2.6547 no . .
C14 H16C 3.3273 no . .
C16 H14A 2.7016 no . .
C16 H14B 2.6818 no . .
H2 H3 2.2963 no . .
H2 H8 2.0669 no . 2_676
H3 H4 2.2821 no . .
H4 H6 2.4720 no . .
H6 H7 2.2987 no . .
H7 H8 2.2967 no . .
H14A H15A 2.3419 no . .
H14A H15B 2.8249 no . .
H14A H16A 2.5865 no . .
H14A H16B 2.9177 no . .
H14A H16C 3.5891 no . .
H14B H15A 2.8248 no . .
H14B H15B 2.3573 no . .
H14B H16A 3.0252 no . .
H14B H16B 2.4667 no . .
H14B H16C 3.5300 no . .
H15A H16A 2.3052 no . .
H15A H16B 2.8149 no . .
H15A H16C 2.3617 no . .
H15B H16A 2.8135 no . .
H15B H16B 2.3747 no . .
H15B H16C 2.2935 no . .
S1 H2 3.2675 no . 1_645
S1 H2 3.5504 no . 2_676
S1 H3 3.2483 no . 1_645
S2 H3 3.3970 no . 1_645
S2 H15A 3.0465 no . 1_655
S2 H15B 3.0405 no . 2_667
S2 H16A 3.3489 no . 1_655
S2 H16C 3.5419 no . 1_655
S2 H16C 3.3789 no . 2_667
O1 H2 3.0663 no . 2_576
O1 H3 3.5000 no . 1_545
O1 H8 2.6309 no . 1_455
N1 H4 3.4806 no . 1_545
C1 H14A 3.4086 no . .
C2 H7 3.3501 no . 1_455
C2 H8 3.4269 no . 1_455
C2 H14A 3.5148 no . .
C3 H7 3.2170 no . 1_455
C3 H14A 3.4663 no . .
C3 H15A 3.2371 no . 1_565
C3 H16C 3.3020 no . 2_577
C4 H14A 3.3002 no . .
C4 H14B 3.4848 no . .
C4 H15A 3.2906 no . 1_565
C4 H15B 3.3663 no . 1_565
C4 H16C 3.2061 no . 2_577
C5 H14A 3.1646 no . .
C5 H14B 3.0680 no . .
C6 H14B 3.1352 no . .
C6 H16B 3.2847 no . 2_677
C7 H2 3.3517 no . 1_655
C7 H3 3.4580 no . 1_655
C7 H14A 3.4497 no . 1_655
C7 H16A 3.3040 no . 1_655
C7 H16B 3.4849 no . 2_677
C8 H2 3.2173 no . 1_655
C8 H8 3.5764 no . 2_776
C10 H14A 3.2274 no . .
C10 H14B 3.5223 no . .
C12 H4 3.5273 no . 1_545
C14 H7 3.4904 no . 1_455
C15 H3 3.5745 no . 1_545
C15 H4 3.1473 no . 1_545
C15 H16C 3.3551 no . 2_567
C16 H3 3.5588 no . 2_577
C16 H4 3.3683 no . 2_577
C16 H6 3.4393 no . 2_677
C16 H7 3.3917 no . 1_455
C16 H16A 3.4044 no . 2_577
C16 H16B 3.5317 no . 2_577
H2 S1 3.2675 no . 1_465
H2 S1 3.5504 no . 2_676
H2 O1 3.0663 no . 2_576
H2 C7 3.3517 no . 1_455
H2 C8 3.2173 no . 1_455
H2 H7 3.3716 no . 1_455
H2 H8 3.1440 no . 1_455
H3 S1 3.2483 no . 1_465
H3 S2 3.3970 no . 1_465
H3 O1 3.5000 no . 1_565
H3 C7 3.4580 no . 1_455
H3 C15 3.5745 no . 1_565
H3 C16 3.5588 no . 2_577
H3 H7 3.1479 no . 1_455
H3 H15A 2.7112 no . 1_565
H3 H16B 3.4695 no . 2_577
H3 H16C 2.8115 no . 2_577
H4 N1 3.4806 no . 1_565
H4 C12 3.5273 no . 1_565
H4 C15 3.1473 no . 1_565
H4 C16 3.3683 no . 2_577
H4 H15A 2.8221 no . 1_565
H4 H15B 2.6139 no . 1_565
H4 H16A 3.3423 no . 2_577
H4 H16C 2.6260 no . 2_577
H6 C16 3.4393 no . 2_677
H6 H14B 3.3691 no . .
H6 H16B 2.5658 no . 2_677
H7 C2 3.3501 no . 1_655
H7 C3 3.2170 no . 1_655
H7 C14 3.4904 no . 1_655
H7 C16 3.3917 no . 1_655
H7 H2 3.3716 no . 1_655
H7 H3 3.1479 no . 1_655
H7 H14A 2.6454 no . 1_655
H7 H15A 3.5496 no . 1_655
H7 H16A 2.5377 no . 1_655
H7 H16B 2.9696 no . 2_677
H8 O1 2.6309 no . 1_655
H8 C2 3.4269 no . 1_655
H8 C8 3.5764 no . 2_776
H8 H2 3.1440 no . 1_655
H8 H8 3.2394 no . 2_776
H8 H14A 3.3375 no . 1_655
H14A C1 3.4086 no . .
H14A C2 3.5148 no . .
H14A C3 3.4663 no . .
H14A C4 3.3002 no . .
H14A C5 3.1646 no . .
H14A C7 3.4497 no . 1_455
H14A C10 3.2274 no . .
H14A H7 2.6454 no . 1_455
H14A H8 3.3375 no . 1_455
H14B C4 3.4848 no . .
H14B C5 3.0680 no . .
H14B C6 3.1352 no . .
H14B C10 3.5223 no . .
H14B H6 3.3691 no . .
H15A S2 3.0465 no . 1_455
H15A C3 3.2371 no . 1_545
H15A C4 3.2906 no . 1_545
H15A H3 2.7112 no . 1_545
H15A H4 2.8221 no . 1_545
H15A H7 3.5496 no . 1_455
H15A H16C 2.8838 no . 2_567
H15B S2 3.0405 no . 2_667
H15B C4 3.3663 no . 1_545
H15B H4 2.6139 no . 1_545
H15B H16C 3.0874 no . 2_567
H16A S2 3.3489 no . 1_455
H16A C7 3.3040 no . 1_455
H16A C16 3.4044 no . 2_577
H16A H4 3.3423 no . 2_577
H16A H7 2.5377 no . 1_455
H16A H16A 3.1034 no . 2_577
H16A H16B 2.8384 no . 2_577
H16B C6 3.2847 no . 2_677
H16B C7 3.4849 no . 2_677
H16B C16 3.5317 no . 2_577
H16B H3 3.4695 no . 2_577
H16B H6 2.5658 no . 2_677
H16B H7 2.9696 no . 2_677
H16B H16A 2.8384 no . 2_577
H16B H16B 3.3759 no . 2_577
H16C S2 3.5419 no . 1_455
H16C S2 3.3789 no . 2_667
H16C C3 3.3020 no . 2_577
H16C C4 3.2061 no . 2_577
H16C C15 3.3551 no . 2_567
H16C H3 2.8115 no . 2_577
H16C H4 2.6260 no . 2_577
H16C H15A 2.8838 no . 2_567
H16C H15B 3.0874 no . 2_567
H16C H16C 3.1930 no . 2_567
####################################################################### 
# 
# 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_(coronene)(SS-Et)
_database_code_depnum_ccdc_archive 'CCDC 1932212'
loop_
_audit_author_name
_audit_author_address
'Tadashi Kawamoto'
;Tokyo Institute of Technology
Japan
;
_audit_update_record             
;
2019-06-18 deposited with the CCDC.	2019-07-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT230_(coronene)(SS-Et)   
;
PROBLEM: Hirshfeld Test Diff for    C1       --C12      .        5.4 s.u.
RESPONSE: Slight uncertainty of the coronene bridging carbon.
;
_vrf_PLAT234_(coronene)(SS-Et)   
;
PROBLEM: Large Hirshfeld Difference C8       --C9       .       0.16 Ang.
RESPONSE: Slight uncertainty of the coronene carbon.
;
_vrf_PLAT250_(coronene)(SS-Et)   
;
PROBLEM: Large U3/U1 Ratio for Average U(i,j) Tensor ....        2.2 Note
RESPONSE: Slight uncertainty of the coronene bridging carbon.
;
_vrf_PLAT340_(coronene)(SS-Et)   
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.00722 Ang.
RESPONSE: Slight uncertainty of the acceptor bridging carbon.
;
_vrf_PLAT723_(coronene)(SS-Et)   
;
PROBLEM: Torsion Calc    180.0(2), Rep        0.00 Dev...     180.00 Sigma
RESPONSE: Slight uncertainty of the acceptor bridging carbon.
;
# Added during the CSD deposition process: Tuesday 18 June 2019 01:57 AM
# end Validation Reply Form


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

_chemical_formula_sum            'C34 H22 N2 S6'
_chemical_formula_moiety         'C34 H22 N2 S6'
_chemical_formula_weight         650.92
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   7.271(3)
_cell_length_b                   9.426(9)
_cell_length_c                   11.546(6)
_cell_angle_alpha                67.88(5)
_cell_angle_beta                 74.83(4)
_cell_angle_gamma                79.16(5)
_cell_volume                     703.9(9)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    26
_cell_measurement_theta_min      15.06
_cell_measurement_theta_max      17.41
_cell_measurement_temperature    298
#------------------------------------------------------------------------------
_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_crystal_density_diffrn    1.535
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             336.00
_exptl_absorpt_coefficient_mu    0.516
_exptl_absorpt_correction_type   none

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

_diffrn_ambient_temperature      298
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       ω-2θ
_diffrn_reflns_number            4808
_diffrn_reflns_av_R_equivalents  0.0463
_diffrn_reflns_theta_max         30.01
_diffrn_reflns_theta_full        30.01
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       16
_diffrn_standards_number         3
_diffrn_standards_interval_count 150
_diffrn_standards_decay_%        -1.048

#==============================================================================
# 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).
;
_reflns_number_total             4116
_reflns_number_gt                2064
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0538
_refine_ls_wR_factor_ref         0.1582
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4116
_refine_ls_number_parameters     190
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0657P)²+0.1095P] 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         0.560
_refine_diff_density_min         -0.290
_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
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(1992, 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 0.22668(11) 0.39690(10) 0.59366(7) 0.0386(3) Uani 1.0 2 d . . .
S2 S 0.63798(13) 0.59120(12) 0.67318(8) 0.0474(3) Uani 1.0 2 d . . .
S3 S -0.02475(13) 0.33682(13) 0.85081(9) 0.0563(3) Uani 1.0 2 d . . .
N1 N 0.3051(4) 0.4676(3) 0.7693(2) 0.0366(6) Uani 1.0 2 d . . .
C1 C 0.2509(7) 0.8635(5) 0.4278(5) 0.0707(13) Uani 1.0 2 d . . .
C2 C 0.0880(7) 0.8042(5) 0.5212(6) 0.0755(14) Uani 1.0 2 d . . .
C3 C 0.0490(7) 0.8122(6) 0.6412(6) 0.0839(16) Uani 1.0 2 d . . .
C4 C 0.1671(7) 0.8780(5) 0.6784(5) 0.0677(12) Uani 1.0 2 d . . .
C5 C 0.1311(8) 0.8895(6) 0.8002(5) 0.0774(14) Uani 1.0 2 d . . .
C6 C 0.2556(9) 0.9542(6) 0.8357(5) 0.0891(17) Uani 1.0 2 d . . .
C7 C 0.4194(8) 1.0120(5) 0.7500(4) 0.0710(13) Uani 1.0 2 d . . .
C8 C 0.5458(9) 1.0794(6) 0.7831(5) 0.0780(15) Uani 1.0 2 d . . .
C9 C 0.7074(9) 1.1417(6) 0.6928(6) 0.0872(18) Uani 1.0 2 d . . .
C10 C 0.4581(6) 1.0055(4) 0.6249(4) 0.0524(10) Uani 1.0 2 d . . .
C11 C 0.3345(5) 0.9392(4) 0.5882(4) 0.0499(9) Uani 1.0 2 d . . .
C12 C 0.3770(6) 0.9334(4) 0.4640(4) 0.0532(10) Uani 1.0 2 d . . .
C13 C 0.4591(5) 0.5137(4) 0.6678(3) 0.0347(7) Uani 1.0 2 d . . .
C14 C 0.4369(4) 0.4824(4) 0.5578(3) 0.0322(7) Uani 1.0 2 d . . .
C15 C 0.1708(5) 0.4021(4) 0.7484(3) 0.0375(7) Uani 1.0 2 d . . .
C16 C 0.2894(5) 0.4870(5) 0.8920(3) 0.0473(9) Uani 1.0 2 d . . .
C17 C 0.3815(6) 0.3484(5) 0.9837(4) 0.0602(11) Uani 1.0 2 d . . .
H2 H 0.0048 0.7582 0.5004 0.0906 Uiso 1.0 2 calc R . .
H3 H -0.0601 0.7723 0.6993 0.1006 Uiso 1.0 2 calc R . .
H5 H 0.0209 0.8530 0.8590 0.0929 Uiso 1.0 2 calc R . .
H6 H 0.2283 0.9585 0.9177 0.1069 Uiso 1.0 2 calc R . .
H8 H 0.5221 1.0827 0.8652 0.0936 Uiso 1.0 2 calc R . .
H9 H 0.7880 1.1877 0.7158 0.1046 Uiso 1.0 2 calc R . .
H16A H 0.1553 0.5040 0.9301 0.0567 Uiso 1.0 2 calc R . .
H16B H 0.3504 0.5772 0.8770 0.0567 Uiso 1.0 2 calc R . .
H17A H 0.3151 0.2604 1.0039 0.0722 Uiso 1.0 2 calc R . .
H17B H 0.3750 0.3679 1.0606 0.0722 Uiso 1.0 2 calc R . .
H17C H 0.5131 0.3288 0.9449 0.0722 Uiso 1.0 2 calc R . .



#==============================================================================
_computing_data_collection       WinAFC
_computing_cell_refinement       WinAFC
_computing_data_reduction        WinAFC
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'

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

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
S1 C14 1.743(4) yes . .
S1 C15 1.743(4) yes . .
S2 C13 1.632(4) yes . .
S3 C15 1.643(3) yes . .
N1 C13 1.389(4) yes . .
N1 C15 1.363(5) yes . .
N1 C16 1.468(5) yes . .
C1 C2 1.417(7) yes . .
C1 C9 1.362(9) yes . 2_676
C1 C12 1.444(8) yes . .
C2 C3 1.368(10) yes . .
C3 C4 1.378(9) yes . .
C4 C5 1.403(8) yes . .
C4 C11 1.431(6) yes . .
C5 C6 1.397(10) yes . .
C6 C7 1.384(7) yes . .
C7 C8 1.408(10) yes . .
C7 C10 1.419(7) yes . .
C8 C9 1.404(8) yes . .
C10 C11 1.409(7) yes . .
C10 C12 1.413(5) yes . 2_676
C11 C12 1.405(7) yes . .
C13 C14 1.460(6) yes . .
C14 C14 1.368(4) yes . 2_666
C16 C17 1.508(5) yes . .
C2 H2 0.930 no . .
C3 H3 0.930 no . .
C5 H5 0.930 no . .
C6 H6 0.930 no . .
C8 H8 0.930 no . .
C9 H9 0.930 no . .
C16 H16A 0.970 no . .
C16 H16B 0.970 no . .
C17 H17A 0.960 no . .
C17 H17B 0.960 no . .
C17 H17C 0.960 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C14 S1 C15 91.44(17) yes . . .
C13 N1 C15 115.9(3) yes . . .
C13 N1 C16 121.9(3) yes . . .
C15 N1 C16 122.2(3) yes . . .
C2 C1 C9 123.5(6) yes . . 2_676
C2 C1 C12 117.3(6) yes . . .
C9 C1 C12 119.3(5) yes 2_676 . .
C1 C2 C3 122.1(6) yes . . .
C2 C3 C4 121.8(5) yes . . .
C3 C4 C5 123.4(5) yes . . .
C3 C4 C11 118.6(5) yes . . .
C5 C4 C11 118.0(5) yes . . .
C4 C5 C6 122.0(5) yes . . .
C5 C6 C7 120.6(6) yes . . .
C6 C7 C8 121.6(5) yes . . .
C6 C7 C10 118.9(6) yes . . .
C8 C7 C10 119.5(5) yes . . .
C7 C8 C9 120.3(6) yes . . .
C1 C9 C8 121.6(7) yes 2_676 . .
C7 C10 C11 121.1(4) yes . . .
C7 C10 C12 119.4(5) yes . . 2_676
C11 C10 C12 119.5(4) yes . . 2_676
C4 C11 C10 119.4(5) yes . . .
C4 C11 C12 120.7(5) yes . . .
C10 C11 C12 119.9(4) yes . . .
C1 C12 C10 119.9(5) yes . . 2_676
C1 C12 C11 119.5(4) yes . . .
C10 C12 C11 120.6(5) yes 2_676 . .
S2 C13 N1 124.0(3) yes . . .
S2 C13 C14 125.7(2) yes . . .
N1 C13 C14 110.3(3) yes . . .
S1 C14 C13 110.64(19) yes . . .
S1 C14 C14 124.9(3) yes . . 2_666
C13 C14 C14 124.4(3) yes . . 2_666
S1 C15 S3 121.9(3) yes . . .
S1 C15 N1 111.7(2) yes . . .
S3 C15 N1 126.4(3) yes . . .
N1 C16 C17 112.0(4) yes . . .
C1 C2 H2 118.934 no . . .
C3 C2 H2 118.932 no . . .
C2 C3 H3 119.109 no . . .
C4 C3 H3 119.108 no . . .
C4 C5 H5 118.984 no . . .
C6 C5 H5 118.992 no . . .
C5 C6 H6 119.721 no . . .
C7 C6 H6 119.714 no . . .
C7 C8 H8 119.821 no . . .
C9 C8 H8 119.830 no . . .
C1 C9 H9 119.206 no 2_676 . .
C8 C9 H9 119.202 no . . .
N1 C16 H16A 109.207 no . . .
N1 C16 H16B 109.212 no . . .
C17 C16 H16A 109.219 no . . .
C17 C16 H16B 109.220 no . . .
H16A C16 H16B 107.910 no . . .
C16 C17 H17A 109.471 no . . .
C16 C17 H17B 109.471 no . . .
C16 C17 H17C 109.470 no . . .
H17A C17 H17B 109.468 no . . .
H17A C17 H17C 109.470 no . . .
H17B C17 H17C 109.477 no . . .

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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C14 S1 C15 S3 179.7(2) no . . . .
C14 S1 C15 N1 0.8(2) no . . . .
C15 S1 C14 C13 -0.08(19) no . . . .
C15 S1 C14 C14 -179.3(3) no . . . 2_666
C13 N1 C15 S1 -1.3(4) no . . . .
C13 N1 C15 S3 179.8(3) no . . . .
C15 N1 C13 S2 -178.7(3) no . . . .
C15 N1 C13 C14 1.2(4) no . . . .
C13 N1 C16 C17 -90.3(4) no . . . .
C16 N1 C13 S2 0.7(4) no . . . .
C16 N1 C13 C14 -179.4(3) no . . . .
C15 N1 C16 C17 89.0(4) no . . . .
C16 N1 C15 S1 179.3(3) no . . . .
C16 N1 C15 S3 0.4(5) no . . . .
C2 C1 C9 C8 179.0(4) no . . 2_676 2_676
C9 C1 C2 C3 -179.4(4) no 2_676 . . .
C2 C1 C12 C10 179.9(3) no . . . 2_676
C2 C1 C12 C11 0.3(5) no . . . .
C12 C1 C2 C3 0.2(6) no . . . .
C9 C1 C12 C10 -0.4(6) no 2_676 . . 2_676
C9 C1 C12 C11 179.9(4) no 2_676 . . .
C12 C1 C9 C8 -0.6(7) no . . 2_676 2_676
C1 C2 C3 C4 -0.4(7) no . . . .
C2 C3 C4 C5 179.5(4) no . . . .
C2 C3 C4 C11 0.1(6) no . . . .
C3 C4 C5 C6 178.7(4) no . . . .
C3 C4 C11 C10 -179.3(4) no . . . .
C3 C4 C11 C12 0.4(6) no . . . .
C5 C4 C11 C10 1.2(5) no . . . .
C5 C4 C11 C12 -179.0(4) no . . . .
C11 C4 C5 C6 -1.9(6) no . . . .
C4 C5 C6 C7 1.0(7) no . . . .
C5 C6 C7 C8 179.2(4) no . . . .
C5 C6 C7 C10 0.5(7) no . . . .
C6 C7 C8 C9 -177.8(4) no . . . .
C6 C7 C10 C11 -1.1(6) no . . . .
C6 C7 C10 C12 178.9(4) no . . . 2_676
C8 C7 C10 C11 -179.8(4) no . . . .
C8 C7 C10 C12 0.1(6) no . . . 2_676
C10 C7 C8 C9 0.9(7) no . . . .
C7 C8 C9 C1 -1.3(7) no . . . 2_676
C7 C10 C11 C4 0.2(5) no . . . .
C7 C10 C11 C12 -179.6(3) no . . . .
C7 C10 C12 C1 -0.8(5) no . . 2_676 2_676
C7 C10 C12 C11 179.6(3) no . . 2_676 2_676
C11 C10 C12 C1 179.2(3) no . . 2_676 2_676
C11 C10 C12 C11 -0.5(5) no . . 2_676 2_676
C12 C10 C11 C4 -179.8(3) no 2_676 . . .
C12 C10 C11 C12 0.5(5) no 2_676 . . .
C4 C11 C12 C1 -0.6(5) no . . . .
C4 C11 C12 C10 179.8(3) no . . . 2_676
C10 C11 C12 C1 179.2(3) no . . . .
C10 C11 C12 C10 -0.5(5) no . . . 2_676
S2 C13 C14 S1 179.32(18) no . . . .
S2 C13 C14 C14 -1.4(4) no . . . 2_666
N1 C13 C14 S1 -0.6(3) no . . . .
N1 C13 C14 C14 178.6(3) no . . . 2_666
S1 C14 C14 S1 -180(211544) no . . 2_666 2_666
S1 C14 C14 C13 -0.9(4) no . . 2_666 2_666
C13 C14 C14 S1 0.9(5) no . . 2_666 2_666
C13 C14 C14 C13 180(245461) no . . 2_666 2_666

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
S1 S2 2.944(2) no . 2_666
S1 C13 3.200(4) no . 2_666
S2 C14 3.192(4) no . 2_666
S2 C16 3.080(4) no . .
S3 C16 3.121(5) no . .
C1 C4 2.847(8) no . .
C1 C7 2.829(7) no . 2_676
C2 C11 2.785(8) no . .
C3 C12 2.808(6) no . .
C4 C7 2.845(9) no . .
C5 C10 2.781(6) no . .
C6 C11 2.816(8) no . .
C8 C12 2.805(8) no . 2_676
C9 C10 2.815(9) no . .
C10 C10 2.826(6) no . 2_676
C11 C11 2.822(5) no . 2_676
C12 C12 2.806(8) no . 2_676
C13 C17 3.320(5) no . .
C15 C17 3.292(6) no . .
S1 C7 3.587(6) no . 1_545
S2 S3 3.562(3) no . 1_655
S2 C11 3.547(5) no . .
S3 S2 3.562(3) no . 1_455
N1 C3 3.428(6) no . .
C1 C3 3.362(7) no . 2_576
C1 C14 3.487(6) no . .
C1 C14 3.580(6) no . 2_666
C2 C2 3.563(7) no . 2_576
C2 C3 3.478(7) no . 2_576
C2 C4 3.560(7) no . 2_576
C2 C14 3.537(6) no . .
C3 N1 3.428(6) no . .
C3 C1 3.362(7) no . 2_576
C3 C2 3.478(7) no . 2_576
C3 C15 3.598(7) no . .
C4 C2 3.560(7) no . 2_576
C5 C16 3.579(7) no . .
C7 S1 3.587(6) no . 1_565
C9 C13 3.572(7) no . 1_565
C9 C14 3.474(7) no . 1_565
C11 S2 3.547(5) no . .
C13 C9 3.572(7) no . 1_545
C14 C1 3.487(6) no . .
C14 C1 3.580(6) no . 2_666
C14 C2 3.537(6) no . .
C14 C9 3.474(7) no . 1_545
C15 C3 3.598(7) no . .
C16 C5 3.579(7) no . .
S2 H16B 2.6875 no . .
S2 H17C 3.2083 no . .
S3 H16A 2.7430 no . .
S3 H17A 3.2259 no . .
N1 H17A 2.6871 no . .
N1 H17B 3.2841 no . .
N1 H17C 2.6403 no . .
C1 H3 3.2668 no . .
C1 H8 3.2445 no . 2_676
C2 H9 2.6236 no . 2_676
C3 H5 2.6346 no . .
C4 H2 3.2269 no . .
C4 H6 3.2802 no . .
C5 H3 2.6281 no . .
C6 H8 2.6221 no . .
C7 H5 3.2447 no . .
C7 H9 3.2721 no . .
C8 H6 2.6119 no . .
C9 H2 2.6375 no . 2_676
C10 H6 3.2573 no . .
C10 H8 3.2815 no . .
C11 H3 3.2571 no . .
C11 H5 3.2693 no . .
C12 H2 3.2849 no . .
C12 H9 3.2641 no . 2_676
C13 H16A 3.2296 no . .
C13 H16B 2.5948 no . .
C13 H17C 3.1031 no . .
C15 H16A 2.5870 no . .
C15 H16B 3.2110 no . .
C15 H17A 3.1169 no . .
C15 H17C 3.5988 no . .
H2 H3 2.2701 no . .
H2 H9 2.4738 no . 2_676
H3 H5 2.4740 no . .
H5 H6 2.3087 no . .
H6 H8 2.4556 no . .
H8 H9 2.3202 no . .
H16A H17A 2.3208 no . .
H16A H17B 2.3449 no . .
H16A H17C 2.8156 no . .
H16B H17A 2.8149 no . .
H16B H17B 2.3093 no . .
H16B H17C 2.3570 no . .
S1 H2 3.3824 no . .
S1 H2 3.0375 no . 2_566
S2 H2 3.1625 no . 1_655
S2 H3 3.1569 no . 1_655
S2 H17B 3.2147 no . 2_667
S3 H5 3.1532 no . 2_567
S3 H6 3.5914 no . 1_545
S3 H6 3.3103 no . 2_567
S3 H9 3.1213 no . 1_445
S3 H16A 3.2582 no . 2_567
S3 H17C 3.2556 no . 1_455
N1 H3 3.5295 no . .
N1 H8 3.5516 no . 1_545
C1 H3 3.3680 no . 2_576
C4 H2 3.4623 no . 2_576
C4 H16B 3.2180 no . .
C5 H9 3.4123 no . 1_455
C5 H16A 3.3589 no . .
C5 H16B 3.0007 no . .
C6 H16B 3.3622 no . .
C6 H17C 3.4369 no . 2_667
C8 H17A 3.4906 no . 1_565
C8 H17A 3.3887 no . 2_667
C8 H17C 3.4551 no . 1_565
C9 H3 3.5559 no . 1_655
C9 H5 3.5084 no . 1_655
C11 H2 3.4267 no . 2_576
C12 H3 3.5339 no . 2_576
C13 H9 3.4801 no . 1_545
C15 H3 3.4811 no . .
C16 H5 3.5671 no . .
C16 H16A 3.3516 no . 2_567
C16 H17B 3.2628 no . 2_667
C17 H5 3.4896 no . 2_567
C17 H8 3.1738 no . 1_545
C17 H16B 3.1433 no . 2_667
C17 H17B 3.2901 no . 2_667
H2 S1 3.3824 no . .
H2 S1 3.0375 no . 2_566
H2 S2 3.1625 no . 1_455
H2 C4 3.4623 no . 2_576
H2 C11 3.4267 no . 2_576
H3 S2 3.1569 no . 1_455
H3 N1 3.5295 no . .
H3 C1 3.3680 no . 2_576
H3 C9 3.5559 no . 1_455
H3 C12 3.5339 no . 2_576
H3 C15 3.4811 no . .
H3 H16A 3.4016 no . .
H3 H17A 3.3720 no . 2_567
H3 H17B 3.1192 no . 2_567
H5 S3 3.1532 no . 2_567
H5 C9 3.5084 no . 1_455
H5 C16 3.5671 no . .
H5 C17 3.4896 no . 2_567
H5 H6 3.5885 no . 2_577
H5 H9 3.3292 no . 1_455
H5 H16A 3.1029 no . .
H5 H16A 3.5648 no . 2_567
H5 H16B 3.1703 no . .
H5 H17A 2.7021 no . 2_567
H5 H17B 3.5890 no . 2_567
H6 S3 3.5914 no . 1_565
H6 S3 3.3103 no . 2_567
H6 H5 3.5885 no . 2_577
H6 H6 3.4760 no . 2_577
H6 H8 3.3325 no . 2_677
H6 H17A 3.5530 no . 1_565
H6 H17C 3.1297 no . 2_667
H8 N1 3.5516 no . 1_565
H8 C17 3.1738 no . 1_565
H8 H6 3.3325 no . 2_677
H8 H8 2.8686 no . 2_677
H8 H17A 2.7285 no . 1_565
H8 H17A 3.1560 no . 2_667
H8 H17C 2.7840 no . 1_565
H9 S3 3.1213 no . 1_665
H9 C5 3.4123 no . 1_655
H9 C13 3.4801 no . 1_565
H9 H5 3.3292 no . 1_655
H9 H17C 3.4125 no . 1_565
H16A S3 3.2582 no . 2_567
H16A C5 3.3589 no . .
H16A C16 3.3516 no . 2_567
H16A H3 3.4016 no . .
H16A H5 3.1029 no . .
H16A H5 3.5648 no . 2_567
H16A H16A 2.4026 no . 2_567
H16B C4 3.2180 no . .
H16B C5 3.0007 no . .
H16B C6 3.3622 no . .
H16B C17 3.1433 no . 2_667
H16B H5 3.1703 no . .
H16B H17B 2.4893 no . 2_667
H16B H17C 2.9609 no . 2_667
H17A C8 3.4906 no . 1_545
H17A C8 3.3887 no . 2_667
H17A H3 3.3720 no . 2_567
H17A H5 2.7021 no . 2_567
H17A H6 3.5530 no . 1_545
H17A H8 2.7285 no . 1_545
H17A H8 3.1560 no . 2_667
H17B S2 3.2147 no . 2_667
H17B C16 3.2628 no . 2_667
H17B C17 3.2901 no . 2_667
H17B H3 3.1192 no . 2_567
H17B H5 3.5890 no . 2_567
H17B H16B 2.4893 no . 2_667
H17B H17B 3.0358 no . 2_667
H17B H17C 3.0905 no . 2_667
H17C S3 3.2556 no . 1_655
H17C C6 3.4369 no . 2_667
H17C C8 3.4551 no . 1_545
H17C H6 3.1297 no . 2_667
H17C H8 2.7840 no . 1_545
H17C H9 3.4125 no . 1_545
H17C H16B 2.9609 no . 2_667
H17C H17B 3.0905 no . 2_667
####################################################################### 
# 
# 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_(perylene)(OS-Et)
_database_code_depnum_ccdc_archive 'CCDC 1932216'
loop_
_audit_author_name
_audit_author_address
'Tadashi Kawamoto'
;Tokyo Institute of Technology
Japan
;
_audit_update_record             
;
2019-06-18 deposited with the CCDC.	2019-07-04 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT026_(perylene)(OS-Et)   
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        46% Check
RESPONSE: The comparatively poor results are due to the crystal quality.
;
_vrf_PLAT340_(perylene)(OS-Et)   
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.00693 Ang.
RESPONSE: The uncertainty of the acceptor central carbon.
;
_vrf_PLAT723_(perylene)(OS-Et)   
;
PROBLEM: Torsion Calc   -180.0(3), Rep        0.00 Dev...     180.00 Sigma
RESPONSE: The uncertainty of the acceptor central carbon.
;
# Added during the CSD deposition process: Tuesday 18 June 2019 01:57 AM
# end Validation Reply Form


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

_chemical_formula_sum            'C30 H22 N2 O2 S4'
_chemical_formula_moiety         'C30 H22 N2 O2 S4'
_chemical_formula_weight         570.76
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   7.326(3)
_cell_length_b                   8.145(4)
_cell_length_c                   11.233(4)
_cell_angle_alpha                92.52(3)
_cell_angle_beta                 103.51(3)
_cell_angle_gamma                97.61(4)
_cell_volume                     644.0(5)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    20
_cell_measurement_theta_min      12.51
_cell_measurement_theta_max      17.11
_cell_measurement_temperature    298
#------------------------------------------------------------------------------
_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_crystal_density_diffrn    1.472
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             296.00
_exptl_absorpt_coefficient_mu    0.402
_exptl_absorpt_correction_type   none

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

_diffrn_ambient_temperature      298
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71069
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       ω-2θ
_diffrn_reflns_number            4397
_diffrn_reflns_av_R_equivalents  0.0735
_diffrn_reflns_theta_max         30.01
_diffrn_reflns_theta_full        30.01
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       15
_diffrn_standards_number         3
_diffrn_standards_interval_count 150
_diffrn_standards_decay_%        -0.579

#==============================================================================
# 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).
;
_reflns_number_total             3760
_reflns_number_gt                1748
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0767
_refine_ls_wR_factor_ref         0.2532
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3760
_refine_ls_number_parameters     172
_refine_ls_goodness_of_fit_ref   0.967
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1351P)²+0.0000P] 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         0.580
_refine_diff_density_min         -0.600
_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
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(1992, 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 0.30626(15) 0.49066(14) 0.62372(10) 0.0448(4) Uani 1.0 2 d . . .
S2 S 0.3414(2) 0.63344(19) 0.87519(12) 0.0657(5) Uani 1.0 2 d . . .
O1 O 0.7962(5) 0.7022(5) 0.6089(3) 0.0558(9) Uani 1.0 2 d . . .
N1 N 0.6014(5) 0.6924(5) 0.7435(4) 0.0428(9) Uani 1.0 2 d . . .
C1 C 0.2387(8) 1.0362(6) 0.7479(5) 0.0554(13) Uani 1.0 2 d . . .
C2 C 0.4008(7) 1.1429(6) 0.7992(5) 0.0502(11) Uani 1.0 2 d . . .
C3 C 0.5463(7) 1.1693(5) 0.7358(4) 0.0422(10) Uani 1.0 2 d . . .
C4 C 0.7159(8) 1.2780(6) 0.7877(5) 0.0524(12) Uani 1.0 2 d . . .
C5 C 0.8563(7) 1.3015(6) 0.7261(5) 0.0557(13) Uani 1.0 2 d . . .
C6 C 0.8348(6) 1.2198(6) 0.6120(5) 0.0467(11) Uani 1.0 2 d . . .
C7 C 0.6722(6) 1.1117(5) 0.5556(4) 0.0365(9) Uani 1.0 2 d . . .
C8 C 0.5231(6) 1.0855(5) 0.6176(4) 0.0350(9) Uani 1.0 2 d . . .
C9 C 0.3513(6) 0.9749(5) 0.5661(4) 0.0360(9) Uani 1.0 2 d . . .
C10 C 0.2134(7) 0.9536(6) 0.6323(5) 0.0495(11) Uani 1.0 2 d . . .
C11 C 0.4929(6) 0.5309(5) 0.5554(4) 0.0399(9) Uani 1.0 2 d . . .
C12 C 0.6490(6) 0.6504(6) 0.6346(4) 0.0417(10) Uani 1.0 2 d . . .
C13 C 0.4282(6) 0.6171(6) 0.7566(4) 0.0434(10) Uani 1.0 2 d . . .
C14 C 0.7294(7) 0.8127(6) 0.8374(5) 0.0529(12) Uani 1.0 2 d . . .
C15 C 0.8650(8) 0.7323(7) 0.9287(5) 0.0668(15) Uani 1.0 2 d . . .
H1 H 0.1440 1.0182 0.7904 0.0665 Uiso 1.0 2 calc R . .
H2 H 0.4156 1.1983 0.8759 0.0603 Uiso 1.0 2 calc R . .
H4 H 0.7322 1.3338 0.8644 0.0629 Uiso 1.0 2 calc R . .
H5 H 0.9676 1.3733 0.7612 0.0668 Uiso 1.0 2 calc R . .
H6 H 0.9325 1.2380 0.5719 0.0561 Uiso 1.0 2 calc R . .
H10 H 0.1010 0.8825 0.5988 0.0594 Uiso 1.0 2 calc R . .
H14A H 0.6545 0.8725 0.8800 0.0635 Uiso 1.0 2 calc R . .
H14B H 0.8005 0.8927 0.7976 0.0635 Uiso 1.0 2 calc R . .
H15A H 0.9282 0.8116 0.9963 0.0801 Uiso 1.0 2 calc R . .
H15B H 0.9571 0.6933 0.8904 0.0801 Uiso 1.0 2 calc R . .
H15C H 0.7968 0.6402 0.9582 0.0801 Uiso 1.0 2 calc R . .



#==============================================================================
_computing_data_collection       WinAFC
_computing_cell_refinement       WinAFC
_computing_data_reduction        WinAFC
_computing_structure_solution    'Il Milione (Burla, et al., 2007)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'

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

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
S1 C11 1.720(5) yes . .
S1 C13 1.757(5) yes . .
S2 C13 1.612(6) yes . .
O1 C12 1.209(6) yes . .
N1 C12 1.389(6) yes . .
N1 C13 1.377(6) yes . .
N1 C14 1.468(6) yes . .
C1 C2 1.364(7) yes . .
C1 C10 1.396(7) yes . .
C2 C3 1.413(8) yes . .
C3 C4 1.412(6) yes . .
C3 C8 1.429(6) yes . .
C4 C5 1.366(8) yes . .
C5 C6 1.383(7) yes . .
C6 C7 1.384(6) yes . .
C7 C8 1.425(7) yes . .
C7 C9 1.473(6) yes . 2_676
C8 C9 1.430(5) yes . .
C9 C10 1.385(7) yes . .
C11 C11 1.355(7) yes . 2_666
C11 C12 1.483(6) yes . .
C14 C15 1.491(8) yes . .
C1 H1 0.930 no . .
C2 H2 0.930 no . .
C4 H4 0.930 no . .
C5 H5 0.930 no . .
C6 H6 0.930 no . .
C10 H10 0.930 no . .
C14 H14A 0.970 no . .
C14 H14B 0.970 no . .
C15 H15A 0.960 no . .
C15 H15B 0.960 no . .
C15 H15C 0.960 no . .

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C11 S1 C13 92.2(2) yes . . .
C12 N1 C13 116.3(4) yes . . .
C12 N1 C14 121.0(4) yes . . .
C13 N1 C14 122.7(4) yes . . .
C2 C1 C10 120.8(6) yes . . .
C1 C2 C3 119.9(5) yes . . .
C2 C3 C4 120.8(5) yes . . .
C2 C3 C8 120.1(4) yes . . .
C4 C3 C8 119.0(5) yes . . .
C3 C4 C5 120.4(5) yes . . .
C4 C5 C6 120.7(4) yes . . .
C5 C6 C7 122.0(5) yes . . .
C6 C7 C8 118.5(4) yes . . .
C6 C7 C9 122.0(5) yes . . 2_676
C8 C7 C9 119.5(3) yes . . 2_676
C3 C8 C7 119.4(4) yes . . .
C3 C8 C9 118.6(4) yes . . .
C7 C8 C9 121.9(4) yes . . .
C7 C9 C8 118.6(4) yes 2_676 . .
C7 C9 C10 122.6(4) yes 2_676 . .
C8 C9 C10 118.8(4) yes . . .
C1 C10 C9 121.7(4) yes . . .
S1 C11 C11 128.1(3) yes . . 2_666
S1 C11 C12 111.0(4) yes . . .
C11 C11 C12 120.9(4) yes 2_666 . .
O1 C12 N1 125.1(4) yes . . .
O1 C12 C11 125.2(5) yes . . .
N1 C12 C11 109.7(4) yes . . .
S1 C13 S2 122.0(3) yes . . .
S1 C13 N1 110.7(4) yes . . .
S2 C13 N1 127.3(3) yes . . .
N1 C14 C15 112.6(4) yes . . .
C2 C1 H1 119.610 no . . .
C10 C1 H1 119.611 no . . .
C1 C2 H2 120.060 no . . .
C3 C2 H2 120.058 no . . .
C3 C4 H4 119.816 no . . .
C5 C4 H4 119.819 no . . .
C4 C5 H5 119.640 no . . .
C6 C5 H5 119.647 no . . .
C5 C6 H6 119.010 no . . .
C7 C6 H6 119.019 no . . .
C1 C10 H10 119.133 no . . .
C9 C10 H10 119.131 no . . .
N1 C14 H14A 109.070 no . . .
N1 C14 H14B 109.070 no . . .
C15 C14 H14A 109.078 no . . .
C15 C14 H14B 109.074 no . . .
H14A C14 H14B 107.831 no . . .
C14 C15 H15A 109.468 no . . .
C14 C15 H15B 109.474 no . . .
C14 C15 H15C 109.471 no . . .
H15A C15 H15B 109.472 no . . .
H15A C15 H15C 109.472 no . . .
H15B C15 H15C 109.471 no . . .

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_publ_flag
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C11 S1 C13 S2 -175.9(4) no . . . .
C11 S1 C13 N1 3.0(3) no . . . .
C13 S1 C11 C11 178.0(4) no . . . 2_666
C13 S1 C11 C12 -2.6(3) no . . . .
C12 N1 C13 S1 -2.7(5) no . . . .
C12 N1 C13 S2 176.1(4) no . . . .
C13 N1 C12 O1 -178.6(4) no . . . .
C13 N1 C12 C11 0.8(5) no . . . .
C12 N1 C14 C15 -90.6(5) no . . . .
C14 N1 C12 O1 2.3(7) no . . . .
C14 N1 C12 C11 -178.4(4) no . . . .
C13 N1 C14 C15 90.3(5) no . . . .
C14 N1 C13 S1 176.4(4) no . . . .
C14 N1 C13 S2 -4.8(7) no . . . .
C2 C1 C10 C9 0.8(8) no . . . .
C10 C1 C2 C3 -0.7(8) no . . . .
C1 C2 C3 C4 -179.4(4) no . . . .
C1 C2 C3 C8 0.5(7) no . . . .
C2 C3 C4 C5 179.4(4) no . . . .
C2 C3 C8 C7 -179.1(4) no . . . .
C2 C3 C8 C9 -0.3(6) no . . . .
C4 C3 C8 C7 0.8(6) no . . . .
C4 C3 C8 C9 179.6(4) no . . . .
C8 C3 C4 C5 -0.5(7) no . . . .
C3 C4 C5 C6 0.1(7) no . . . .
C4 C5 C6 C7 -0.0(7) no . . . .
C5 C6 C7 C8 0.3(7) no . . . .
C5 C6 C7 C9 179.7(4) no . . . 2_676
C6 C7 C8 C3 -0.7(6) no . . . .
C6 C7 C8 C9 -179.5(4) no . . . .
C6 C7 C9 C8 179.5(4) no . . 2_676 2_676
C6 C7 C9 C10 -0.2(6) no . . 2_676 2_676
C8 C7 C9 C8 -1.1(6) no . . 2_676 2_676
C8 C7 C9 C10 179.1(4) no . . 2_676 2_676
C9 C7 C8 C3 179.9(3) no 2_676 . . .
C9 C7 C8 C9 1.1(6) no 2_676 . . .
C3 C8 C9 C7 -179.9(4) no . . . 2_676
C3 C8 C9 C10 0.3(6) no . . . .
C7 C8 C9 C7 -1.1(6) no . . . 2_676
C7 C8 C9 C10 179.1(4) no . . . .
C7 C9 C10 C1 179.7(4) no 2_676 . . .
C8 C9 C10 C1 -0.5(7) no . . . .
S1 C11 C11 S1 -180(305279) no . . 2_666 2_666
S1 C11 C11 C12 -0.7(6) no . . 2_666 2_666
S1 C11 C12 O1 -179.0(4) no . . . .
S1 C11 C12 N1 1.6(5) no . . . .
C11 C11 C12 O1 0.4(7) no 2_666 . . .
C11 C11 C12 N1 -179.0(4) no 2_666 . . .
C12 C11 C11 S1 0.7(7) no . . 2_666 2_666
C12 C11 C11 C12 180(356455) no . . 2_666 2_666

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
S1 O1 2.876(4) no . 2_666
S1 C12 3.178(5) no . 2_666
S2 C14 3.148(6) no . .
O1 C11 2.881(5) no . 2_666
O1 C13 3.493(7) no . .
O1 C14 2.852(7) no . .
O1 C15 3.502(7) no . .
C1 C8 2.810(8) no . .
C2 C9 2.823(7) no . .
C3 C6 2.787(8) no . .
C3 C10 2.783(6) no . .
C4 C7 2.814(7) no . .
C5 C8 2.797(6) no . .
C6 C10 2.954(7) no . 2_676
C7 C7 2.889(5) no . 2_676
C8 C8 2.859(6) no . 2_676
C9 C9 2.907(7) no . 2_676
C12 C15 3.308(7) no . .
C13 C15 3.318(7) no . .
S1 C2 3.572(6) no . 1_545
S1 C3 3.464(5) no . 1_545
O1 C9 3.488(6) no . 2_676
O1 C10 3.395(6) no . 1_655
N1 C9 3.526(6) no . .
C1 C6 3.548(7) no . 1_455
C2 S1 3.572(6) no . 1_565
C3 S1 3.464(5) no . 1_565
C3 C14 3.485(7) no . .
C4 C12 3.586(7) no . 1_565
C5 C12 3.480(7) no . 1_565
C6 C1 3.548(7) no . 1_655
C6 C11 3.597(7) no . 2_676
C7 C11 3.470(6) no . 2_676
C8 C14 3.598(7) no . .
C9 O1 3.488(6) no . 2_676
C9 N1 3.526(6) no . .
C10 O1 3.395(6) no . 1_455
C10 C13 3.520(7) no . .
C11 C6 3.597(7) no . 2_676
C11 C7 3.470(6) no . 2_676
C12 C4 3.586(7) no . 1_545
C12 C5 3.480(7) no . 1_545
C13 C10 3.520(7) no . .
C14 C3 3.485(7) no . .
C14 C8 3.598(7) no . .
S2 H14A 2.7940 no . .
S2 H15C 3.2405 no . .
O1 H14B 2.5626 no . .
O1 H15B 3.1135 no . .
N1 H15A 3.2716 no . .
N1 H15B 2.7383 no . .
N1 H15C 2.5857 no . .
C2 H4 2.6299 no . .
C2 H10 3.2289 no . .
C3 H1 3.2441 no . .
C3 H5 3.2492 no . .
C4 H2 2.6340 no . .
C4 H6 3.2193 no . .
C6 H4 3.2269 no . .
C6 H10 2.6411 no . 2_676
C7 H5 3.2506 no . .
C7 H10 2.6663 no . 2_676
C8 H2 3.3019 no . .
C8 H4 3.2894 no . .
C8 H6 3.2539 no . .
C8 H10 3.2637 no . .
C9 H1 3.2600 no . .
C9 H6 2.6526 no . 2_676
C10 H2 3.2394 no . .
C10 H6 2.6342 no . 2_676
C12 H14A 3.2191 no . .
C12 H14B 2.5752 no . .
C12 H15B 3.1850 no . .
C12 H15C 3.5499 no . .
C13 H14A 2.5988 no . .
C13 H14B 3.2233 no . .
C13 H15C 3.0701 no . .
H1 H2 2.2895 no . .
H1 H10 2.3088 no . .
H2 H4 2.4680 no . .
H4 H5 2.2887 no . .
H5 H6 2.2945 no . .
H6 H10 2.0627 no . 2_676
H14A H15A 2.2519 no . .
H14A H15B 2.7943 no . .
H14A H15C 2.3835 no . .
H14B H15A 2.3693 no . .
H14B H15B 2.2638 no . .
H14B H15C 2.7968 no . .
S1 H5 3.2785 no . 1_445
S1 H6 3.1193 no . 1_445
S1 H6 3.5256 no . 2_676
S2 H2 3.0919 no . 2_677
S2 H4 3.1029 no . 2_677
S2 H5 3.1957 no . 1_445
S2 H15B 2.9621 no . 1_455
S2 H15C 3.1859 no . 2_667
O1 H1 3.5560 no . 1_655
O1 H5 3.4600 no . 1_545
O1 H6 3.1676 no . 2_776
O1 H10 2.5337 no . 1_655
N1 H4 3.4317 no . 1_545
C1 H6 3.2910 no . 1_455
C1 H14A 3.5206 no . .
C1 H14B 3.4479 no . 1_455
C2 H14A 3.0985 no . .
C3 H14A 3.0576 no . .
C3 H14B 3.1096 no . .
C4 H14A 3.5083 no . .
C4 H14B 3.2792 no . .
C4 H15A 3.3041 no . 2_777
C4 H15C 3.3509 no . 1_565
C5 H1 3.3182 no . 1_655
C5 H14B 3.4532 no . .
C5 H15A 3.3767 no . 2_777
C5 H15B 3.5152 no . 1_565
C6 H1 3.3157 no . 1_655
C6 H10 3.5902 no . 1_655
C6 H14B 3.4726 no . .
C7 H14B 3.3354 no . .
C8 H14A 3.4915 no . .
C8 H14B 3.1442 no . .
C10 H6 3.2875 no . 1_455
C10 H10 3.4861 no . 2_576
C12 H5 3.5623 no . 1_545
C13 H4 3.4781 no . 1_545
C14 H1 3.4335 no . 1_655
C15 H1 3.5440 no . 1_655
C15 H2 3.4166 no . 2_677
C15 H4 3.2603 no . 1_545
C15 H4 3.4245 no . 2_777
C15 H5 3.5949 no . 2_777
H1 O1 3.5560 no . 1_455
H1 C5 3.3182 no . 1_455
H1 C6 3.3157 no . 1_455
H1 C14 3.4335 no . 1_455
H1 C15 3.5440 no . 1_455
H1 H5 3.3191 no . 1_455
H1 H6 3.3118 no . 1_455
H1 H14B 2.6089 no . 1_455
H1 H15A 3.4685 no . 1_455
H1 H15A 2.9053 no . 2_677
H1 H15B 3.1876 no . 1_455
H2 S2 3.0919 no . 2_677
H2 C15 3.4166 no . 2_677
H2 H14A 3.3626 no . .
H2 H14A 2.9726 no . 2_677
H2 H15A 3.1720 no . 2_677
H2 H15C 3.0517 no . 2_677
H4 S2 3.1029 no . 2_677
H4 N1 3.4317 no . 1_565
H4 C13 3.4781 no . 1_565
H4 C15 3.2603 no . 1_565
H4 C15 3.4245 no . 2_777
H4 H15A 3.0271 no . 2_777
H4 H15B 3.1298 no . 1_565
H4 H15B 3.1742 no . 2_777
H4 H15C 2.6044 no . 1_565
H4 H15C 3.5322 no . 2_777
H5 S1 3.2785 no . 1_665
H5 S2 3.1957 no . 1_665
H5 O1 3.4600 no . 1_565
H5 C12 3.5623 no . 1_565
H5 C15 3.5949 no . 2_777
H5 H1 3.3191 no . 1_655
H5 H15A 3.1563 no . 2_777
H5 H15B 2.9460 no . 1_565
H5 H15C 3.5741 no . 1_565
H5 H15C 3.2347 no . 2_777
H6 S1 3.1193 no . 1_665
H6 S1 3.5256 no . 2_676
H6 O1 3.1676 no . 2_776
H6 C1 3.2910 no . 1_655
H6 C10 3.2875 no . 1_655
H6 H1 3.3118 no . 1_655
H6 H10 3.2936 no . 1_655
H10 O1 2.5337 no . 1_455
H10 C6 3.5902 no . 1_455
H10 C10 3.4861 no . 2_576
H10 H6 3.2936 no . 1_455
H10 H10 3.2209 no . 2_576
H10 H14B 3.4881 no . 1_455
H14A C1 3.5206 no . .
H14A C2 3.0985 no . .
H14A C3 3.0576 no . .
H14A C4 3.5083 no . .
H14A C8 3.4915 no . .
H14A H2 3.3626 no . .
H14A H2 2.9726 no . 2_677
H14B C1 3.4479 no . 1_655
H14B C3 3.1096 no . .
H14B C4 3.2792 no . .
H14B C5 3.4532 no . .
H14B C6 3.4726 no . .
H14B C7 3.3354 no . .
H14B C8 3.1442 no . .
H14B H1 2.6089 no . 1_655
H14B H10 3.4881 no . 1_655
H14B H15A 3.3471 no . 2_777
H15A C4 3.3041 no . 2_777
H15A C5 3.3767 no . 2_777
H15A H1 3.4685 no . 1_655
H15A H1 2.9053 no . 2_677
H15A H2 3.1720 no . 2_677
H15A H4 3.0271 no . 2_777
H15A H5 3.1563 no . 2_777
H15A H14B 3.3471 no . 2_777
H15A H15A 3.1009 no . 2_777
H15B S2 2.9621 no . 1_655
H15B C5 3.5152 no . 1_545
H15B H1 3.1876 no . 1_655
H15B H4 3.1298 no . 1_545
H15B H4 3.1742 no . 2_777
H15B H5 2.9460 no . 1_545
H15C S2 3.1859 no . 2_667
H15C C4 3.3509 no . 1_545
H15C H2 3.0517 no . 2_677
H15C H4 2.6044 no . 1_545
H15C H4 3.5322 no . 2_777
H15C H5 3.5741 no . 1_545
H15C H5 3.2347 no . 2_777
