# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_DMeOBTBT
_database_code_depnum_ccdc_archive 'CCDC 1409469'
_audit_update_record             
;
2016-04-12 deposited with the CCDC.
2016-05-31 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C16 H12 O2 S2'
_chemical_formula_moiety         'C16 H12 O2 S2'
_chemical_formula_weight         300.39
_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                   8.286(3)
_cell_length_b                   10.555(4)
_cell_length_c                   7.814(4)
_cell_angle_alpha                90.0000
_cell_angle_beta                 95.42(3)
_cell_angle_gamma                90.0000
_cell_volume                     680.3(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      15.48
_cell_measurement_theta_max      17.38
_cell_measurement_temperature    298
#------------------------------------------------------------------------------
_exptl_crystal_description       prismatic
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.14
_exptl_crystal_density_diffrn    1.466
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             312.00
_exptl_absorpt_coefficient_mu    0.388
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North, Phillips & Mathews, 1968)'
_exptl_absorpt_correction_T_min  0.865
_exptl_absorpt_correction_T_max  0.925

#==============================================================================
# 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            2339
_diffrn_reflns_av_R_equivalents  0.0191
_diffrn_reflns_theta_max         30.01
_diffrn_reflns_theta_full        30.02
_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       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_standards_number         3
_diffrn_standards_interval_count 150
_diffrn_standards_decay_%        0.225

#==============================================================================
# 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             1985
_reflns_number_gt                1583
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0327
_refine_ls_wR_factor_ref         0.0947
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_number_reflns         1985
_refine_ls_number_parameters     115
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0518P)²+0.0926P] 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         0.210
_refine_diff_density_min         -0.240
_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)
;
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 0.18997(4) -0.11039(3) 0.42304(5) 0.04372(13) Uani 1.0 4 d . . .
O1 O 0.33817(16) 0.43133(10) 0.36804(18) 0.0591(4) Uani 1.0 4 d . . .
C1 C 0.24581(15) 0.04848(13) 0.40190(18) 0.0374(3) Uani 1.0 4 d . . .
C2 C 0.39011(17) 0.09277(14) 0.3443(2) 0.0444(3) Uani 1.0 4 d . . .
C3 C 0.41395(18) 0.22117(15) 0.3357(2) 0.0466(4) Uani 1.0 4 d . . .
C4 C 0.29676(17) 0.30702(13) 0.38297(18) 0.0420(3) Uani 1.0 4 d . . .
C5 C 0.15310(17) 0.26484(13) 0.43936(18) 0.0396(3) Uani 1.0 4 d . . .
C6 C 0.12741(15) 0.13364(12) 0.44928(16) 0.0349(3) Uani 1.0 4 d . . .
C7 C -0.00778(15) 0.06470(12) 0.50409(17) 0.0363(3) Uani 1.0 4 d . . .
C8 C 0.2292(3) 0.52478(16) 0.4180(3) 0.0587(5) Uani 1.0 4 d . . .
H8A H 0.209(3) 0.5178(19) 0.538(3) 0.067(6) Uiso 1.0 4 d . . .
H8B H 0.125(4) 0.522(3) 0.350(4) 0.078(7) Uiso 1.0 4 d . . .
H8C H 0.280(3) 0.598(3) 0.401(3) 0.075(7) Uiso 1.0 4 d . . .
H2 H 0.467(3) 0.0326(18) 0.313(3) 0.053(5) Uiso 1.0 4 d . . .
H5 H 0.074(3) 0.3274(18) 0.476(3) 0.048(5) Uiso 1.0 4 d . . .
H3 H 0.514(3) 0.2542(18) 0.294(3) 0.067(6) Uiso 1.0 4 d . . .



#==============================================================================
_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 C1 1.7515(15) yes . .
S1 C7 1.7315(15) yes . 3_556
O1 C4 1.3640(18) yes . .
O1 C8 1.416(3) yes . .
C1 C2 1.397(2) yes . .
C1 C6 1.4057(19) yes . .
C2 C3 1.372(3) yes . .
C3 C4 1.403(3) yes . .
C4 C5 1.381(2) yes . .
C5 C6 1.404(2) yes . .
C6 C7 1.4347(19) yes . .
C7 C7 1.3739(19) yes . 3_556
C2 H2 0.947(19) no . .
C3 H3 0.98(3) no . .
C5 H5 0.989(19) no . .
C8 H8A 0.97(3) no . .
C8 H8B 0.97(3) no . .
C8 H8C 0.90(3) 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
C1 S1 C7 90.61(7) yes . . 3_556
C4 O1 C8 118.31(15) yes . . .
S1 C1 C2 126.33(11) yes . . .
S1 C1 C6 112.97(10) yes . . .
C2 C1 C6 120.70(13) yes . . .
C1 C2 C3 118.54(14) yes . . .
C2 C3 C4 121.24(15) yes . . .
O1 C4 C3 114.39(14) yes . . .
O1 C4 C5 124.65(14) yes . . .
C3 C4 C5 120.96(14) yes . . .
C4 C5 C6 118.36(13) yes . . .
C1 C6 C5 120.19(13) yes . . .
C1 C6 C7 109.77(12) yes . . .
C5 C6 C7 130.04(13) yes . . .
S1 C7 C6 133.35(11) yes 3_556 . .
S1 C7 C7 112.38(10) yes 3_556 . 3_556
C6 C7 C7 114.27(12) yes . . 3_556
C1 C2 H2 118.3(12) no . . .
C3 C2 H2 123.1(12) no . . .
C2 C3 H3 119.7(12) no . . .
C4 C3 H3 119.0(12) no . . .
C4 C5 H5 119.3(11) no . . .
C6 C5 H5 122.3(11) no . . .
O1 C8 H8A 112.6(12) no . . .
O1 C8 H8B 112.8(15) no . . .
O1 C8 H8C 103.7(16) no . . .
H8A C8 H8B 108(2) no . . .
H8A C8 H8C 109.7(19) no . . .
H8B C8 H8C 110(2) 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
C1 S1 C7 C6 -179.44(12) no . . 3_556 3_556
C1 S1 C7 C7 -0.35(9) no . . 3_556 .
C7 S1 C1 C2 -179.85(11) no 3_556 . . .
C7 S1 C1 C6 -0.11(9) no 3_556 . . .
C8 O1 C4 C3 -178.09(13) no . . . .
C8 O1 C4 C5 1.9(3) no . . . .
S1 C1 C2 C3 179.98(9) no . . . .
S1 C1 C6 C5 -179.82(8) no . . . .
S1 C1 C6 C7 0.52(13) no . . . .
C2 C1 C6 C5 -0.07(19) no . . . .
C2 C1 C6 C7 -179.73(12) no . . . .
C6 C1 C2 C3 0.3(2) no . . . .
C1 C2 C3 C4 -0.2(3) no . . . .
C2 C3 C4 O1 179.78(13) no . . . .
C2 C3 C4 C5 -0.2(3) no . . . .
O1 C4 C5 C6 -179.57(12) no . . . .
C3 C4 C5 C6 0.4(2) no . . . .
C4 C5 C6 C1 -0.25(18) no . . . .
C4 C5 C6 C7 179.34(12) no . . . .
C1 C6 C7 S1 -179.87(11) no . . . 3_556
C1 C6 C7 C7 -0.79(15) no . . . 3_556
C5 C6 C7 S1 0.5(3) no . . . 3_556
C5 C6 C7 C7 179.58(12) no . . . 3_556
S1 C7 C7 S1 180(92975) no 3_556 . 3_556 .
S1 C7 C7 C6 -0.73(14) no 3_556 . 3_556 3_556
C6 C7 C7 S1 0.73(15) no . . 3_556 .
C6 C7 C7 C6 180(101951) no . . 3_556 3_556

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 C5 3.5315(18) no . 3_556
C1 C4 2.767(2) no . .
C2 C5 2.825(3) no . .
C3 C6 2.771(3) no . .
C5 C8 2.824(3) no . .
O1 O1 3.536(2) no . 3_666
O1 C2 3.381(3) no . 2_655
C2 O1 3.381(3) no . 2_645
C2 C2 3.498(3) no . 3_656
C3 C4 3.591(3) no . 4_554
C4 C3 3.591(3) no . 4_555
C4 C6 3.598(3) no . 4_554
C6 C4 3.598(3) no . 4_555
S1 H2 2.94(2) no . .
S1 H5 3.315(19) no . 3_556
O1 H5 2.654(19) no . .
O1 H3 2.47(2) no . .
C1 H5 3.343(19) no . .
C1 H3 3.27(3) no . .
C3 H5 3.311(19) no . .
C4 H8A 2.67(2) no . .
C4 H8B 2.68(3) no . .
C4 H8C 3.08(3) no . .
C4 H2 3.290(19) no . .
C5 H8A 2.81(2) no . .
C5 H8B 2.81(3) no . .
C5 H3 3.30(3) no . .
C6 H2 3.28(2) no . .
C7 H5 2.868(19) no . .
C8 H5 2.511(19) no . .
H8A H5 2.33(3) no . .
H8B H5 2.34(3) no . .
H8C H5 3.41(3) no . .
H2 H3 2.38(3) no . .
S1 H8A 3.18(3) no . 4_554
S1 H8B 3.50(3) no . 2_545
S1 H8B 3.55(3) no . 4_555
S1 H8C 3.18(3) no . 1_545
S1 H2 3.453(18) no . 3_656
S1 H3 3.42(3) no . 2_645
S1 H3 3.49(2) no . 3_656
O1 H8C 3.50(3) no . 3_666
O1 H2 2.49(2) no . 2_655
O1 H2 3.557(18) no . 4_555
C1 H8A 2.91(3) no . 4_554
C1 H8B 3.50(3) no . 2_545
C1 H2 3.221(18) no . 3_656
C2 H8A 2.94(2) no . 4_554
C2 H8C 3.48(3) no . 2_645
C2 H2 3.121(18) no . 3_656
C3 H8C 3.52(3) no . 2_645
C4 H2 3.523(19) no . 2_655
C4 H3 3.59(2) no . 4_555
C6 H8B 3.21(3) no . 2_545
C6 H8B 3.54(3) no . 4_555
C7 H8B 2.88(3) no . 2_545
C7 H8B 2.96(3) no . 4_555
C8 H2 3.23(2) no . 2_655
C8 H2 3.550(18) no . 4_555
C8 H5 3.137(19) no . 3_566
H8A S1 3.18(3) no . 4_555
H8A C1 2.91(3) no . 4_555
H8A C2 2.94(2) no . 4_555
H8A H8A 3.48(3) no . 3_566
H8A H8B 3.01(4) no . 3_566
H8A H2 2.93(3) no . 4_555
H8A H5 2.85(3) no . 3_566
H8A H3 3.49(3) no . 3_666
H8B S1 3.50(3) no . 2_555
H8B S1 3.55(3) no . 4_554
H8B C1 3.50(3) no . 2_555
H8B C6 3.21(3) no . 2_555
H8B C6 3.54(3) no . 4_554
H8B C7 2.88(3) no . 2_555
H8B C7 2.96(3) no . 4_554
H8B H8A 3.01(4) no . 3_566
H8B H8B 3.31(4) no . 3_566
H8B H5 2.74(4) no . 3_566
H8C S1 3.18(3) no . 1_565
H8C O1 3.50(3) no . 3_666
H8C C2 3.48(3) no . 2_655
H8C C3 3.52(3) no . 2_655
H8C H2 2.88(4) no . 2_655
H8C H5 3.27(4) no . 3_566
H8C H3 2.90(4) no . 2_655
H8C H3 3.20(3) no . 3_666
H2 S1 3.453(18) no . 3_656
H2 O1 2.49(2) no . 2_645
H2 O1 3.557(18) no . 4_554
H2 C1 3.221(18) no . 3_656
H2 C2 3.121(18) no . 3_656
H2 C4 3.523(19) no . 2_645
H2 C8 3.23(2) no . 2_645
H2 C8 3.550(18) no . 4_554
H2 H8A 2.93(3) no . 4_554
H2 H8C 2.88(4) no . 2_645
H2 H2 3.01(3) no . 3_656
H2 H3 3.06(3) no . 2_645
H5 C8 3.137(19) no . 3_566
H5 H8A 2.85(3) no . 3_566
H5 H8B 2.74(4) no . 3_566
H5 H8C 3.27(4) no . 3_566
H3 S1 3.42(3) no . 2_655
H3 S1 3.49(2) no . 3_656
H3 C4 3.59(2) no . 4_554
H3 H8A 3.49(3) no . 3_666
H3 H8C 2.90(4) no . 2_645
H3 H8C 3.20(3) no . 3_666
H3 H2 3.06(3) no . 2_655

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

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

#==============================================================================
#     End of CIF
#==============================================================================
_chemical_name_systematic        DMeO-BTBT
####################################################################### 
# 
# 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_DMeOBTBT-TCNQ
_database_code_depnum_ccdc_archive 'CCDC 1409470'
_audit_update_record             
;
2016-04-12 deposited with the CCDC.
2016-05-31 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C28 H16 N4 O2 S2'
_chemical_formula_moiety         'C28 H16 N4 O2 S2'
_chemical_formula_weight         504.58
_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                   8.693(3)
_cell_length_b                   9.371(4)
_cell_length_c                   7.302(4)
_cell_angle_alpha                93.55(4)
_cell_angle_beta                 97.81(4)
_cell_angle_gamma                89.44(3)
_cell_volume                     588.2(5)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      15.01
_cell_measurement_theta_max      17.30
_cell_measurement_temperature    298
#------------------------------------------------------------------------------
_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.75
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_diffrn    1.424
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             260.00
_exptl_absorpt_coefficient_mu    0.262
_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            4063
_diffrn_reflns_av_R_equivalents  0.0215
_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       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       5
_diffrn_standards_number         3
_diffrn_standards_interval_count 150
_diffrn_standards_decay_%        0.604

#==============================================================================
# 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                2635
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0396
_refine_ls_wR_factor_ref         0.1055
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3417
_refine_ls_number_parameters     163
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0480P)²+0.1097P] 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         0.200
_refine_diff_density_min         -0.360
_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 0.26862(4) 0.56238(4) 0.42866(5) 0.03676(11) Uani 1.0 2 d . . .
O1 O 0.63861(14) 1.03338(13) 0.8302(2) 0.0570(4) Uani 1.0 2 d . . .
N1 N -0.00217(18) 0.66959(19) 0.8439(3) 0.0656(5) Uani 1.0 2 d . . .
N2 N 0.0926(2) 0.2256(2) 0.6676(3) 0.0708(5) Uani 1.0 2 d . . .
C1 C 0.8019(3) 1.0137(3) 0.8794(4) 0.0676(6) Uani 1.0 2 d . . .
C2 C 0.55737(19) 0.92034(16) 0.7381(3) 0.0425(4) Uani 1.0 2 d . . .
C3 C 0.3982(2) 0.94541(17) 0.6880(3) 0.0479(4) Uani 1.0 2 d . . .
C4 C 0.30245(18) 0.84228(17) 0.5923(3) 0.0441(4) Uani 1.0 2 d . . .
C5 C 0.36715(16) 0.70998(16) 0.5468(2) 0.0356(3) Uani 1.0 2 d . . .
C6 C 0.52626(16) 0.68309(15) 0.59986(19) 0.0336(3) Uani 1.0 2 d . . .
C7 C 0.62305(17) 0.78966(16) 0.6952(2) 0.0373(3) Uani 1.0 2 d . . .
C8 C 0.43742(15) 0.46161(15) 0.45513(19) 0.0337(3) Uani 1.0 2 d . . .
C9 C 0.08425(17) 0.57838(18) 0.8369(3) 0.0456(4) Uani 1.0 2 d . . .
C10 C 0.13775(18) 0.33129(19) 0.7412(3) 0.0483(4) Uani 1.0 2 d . . .
C11 C 0.19368(17) 0.46335(17) 0.8330(3) 0.0397(4) Uani 1.0 2 d . . .
C12 C 0.34551(16) 0.48132(15) 0.9161(2) 0.0343(3) Uani 1.0 2 d . . .
C13 C 0.45522(17) 0.36586(16) 0.9125(2) 0.0371(3) Uani 1.0 2 d . . .
C14 C 0.39706(17) 0.61659(16) 1.0068(2) 0.0369(3) Uani 1.0 2 d . . .
H1A H 0.8480 0.9857 0.7704 0.0811 Uiso 1.0 2 calc R . .
H1B H 0.8198 0.9406 0.9663 0.0811 Uiso 1.0 2 calc R . .
H1C H 0.8477 1.1017 0.9346 0.0811 Uiso 1.0 2 calc R . .
H3 H 0.3567 1.0338 0.7203 0.0575 Uiso 1.0 2 calc R . .
H4 H 0.1973 0.8602 0.5587 0.0529 Uiso 1.0 2 calc R . .
H7 H 0.7285 0.7730 0.7286 0.0447 Uiso 1.0 2 calc R . .
H13 H 0.4238 0.2780 0.8538 0.0445 Uiso 1.0 2 calc R . .
H14 H 0.3276 0.6926 1.0095 0.0443 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 C5 1.7509(17) yes . .
S1 C8 1.7322(15) yes . .
O1 C1 1.429(3) yes . .
O1 C2 1.368(2) yes . .
N1 C9 1.136(3) yes . .
N2 C10 1.144(3) yes . .
C2 C3 1.403(3) yes . .
C2 C7 1.383(3) yes . .
C3 C4 1.375(3) yes . .
C4 C5 1.396(3) yes . .
C5 C6 1.409(2) yes . .
C6 C7 1.400(2) yes . .
C6 C8 1.435(2) yes . 2_666
C8 C8 1.3763(19) yes . 2_666
C9 C11 1.432(3) yes . .
C10 C11 1.428(3) yes . .
C11 C12 1.383(2) yes . .
C12 C13 1.437(2) yes . .
C12 C14 1.440(2) yes . .
C13 C14 1.345(2) yes . 2_667
C1 H1A 0.960 no . .
C1 H1B 0.960 no . .
C1 H1C 0.960 no . .
C3 H3 0.930 no . .
C4 H4 0.930 no . .
C7 H7 0.930 no . .
C13 H13 0.930 no . .
C14 H14 0.930 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
C5 S1 C8 90.59(8) yes . . .
C1 O1 C2 116.84(14) yes . . .
O1 C2 C3 115.00(14) yes . . .
O1 C2 C7 124.02(15) yes . . .
C3 C2 C7 120.97(15) yes . . .
C2 C3 C4 121.48(15) yes . . .
C3 C4 C5 118.26(15) yes . . .
S1 C5 C4 126.52(12) yes . . .
S1 C5 C6 112.90(11) yes . . .
C4 C5 C6 120.56(14) yes . . .
C5 C6 C7 120.62(14) yes . . .
C5 C6 C8 109.91(12) yes . . 2_666
C7 C6 C8 129.46(13) yes . . 2_666
C2 C7 C6 118.08(14) yes . . .
S1 C8 C6 133.42(11) yes . . 2_666
S1 C8 C8 112.56(11) yes . . 2_666
C6 C8 C8 114.01(13) yes 2_666 . 2_666
N1 C9 C11 178.6(2) yes . . .
N2 C10 C11 179.85(19) yes . . .
C9 C11 C10 116.81(14) yes . . .
C9 C11 C12 120.72(14) yes . . .
C10 C11 C12 122.48(15) yes . . .
C11 C12 C13 120.72(14) yes . . .
C11 C12 C14 120.61(14) yes . . .
C13 C12 C14 118.67(13) yes . . .
C12 C13 C14 120.71(14) yes . . 2_667
C12 C14 C13 120.62(14) yes . . 2_667
O1 C1 H1A 109.471 no . . .
O1 C1 H1B 109.475 no . . .
O1 C1 H1C 109.470 no . . .
H1A C1 H1B 109.475 no . . .
H1A C1 H1C 109.466 no . . .
H1B C1 H1C 109.470 no . . .
C2 C3 H3 119.261 no . . .
C4 C3 H3 119.260 no . . .
C3 C4 H4 120.864 no . . .
C5 C4 H4 120.872 no . . .
C2 C7 H7 120.957 no . . .
C6 C7 H7 120.961 no . . .
C12 C13 H13 119.642 no . . .
C14 C13 H13 119.648 no 2_667 . .
C12 C14 H14 119.690 no . . .
C13 C14 H14 119.690 no 2_667 . .

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
C5 S1 C8 C6 179.81(14) no . . . 2_666
C5 S1 C8 C8 -1.60(11) no . . . 2_666
C8 S1 C5 C4 -176.88(13) no . . . .
C8 S1 C5 C6 1.71(11) no . . . .
C1 O1 C2 C3 -178.35(16) no . . . .
C1 O1 C2 C7 1.6(3) no . . . .
O1 C2 C3 C4 178.97(15) no . . . .
O1 C2 C7 C6 -179.86(15) no . . . .
C3 C2 C7 C6 0.1(3) no . . . .
C7 C2 C3 C4 -1.0(3) no . . . .
C2 C3 C4 C5 0.6(3) no . . . .
C3 C4 C5 S1 179.18(14) no . . . .
C3 C4 C5 C6 0.7(3) no . . . .
S1 C5 C6 C7 179.75(10) no . . . .
S1 C5 C6 C8 -1.38(15) no . . . 2_666
C4 C5 C6 C7 -1.6(3) no . . . .
C4 C5 C6 C8 177.31(14) no . . . 2_666
C5 C6 C7 C2 1.1(3) no . . . .
C5 C6 C8 S1 -178.40(13) no . . 2_666 2_666
C5 C6 C8 C8 0.17(18) no . . 2_666 .
C7 C6 C8 S1 0.3(3) no . . 2_666 2_666
C7 C6 C8 C8 178.92(14) no . . 2_666 .
C8 C6 C7 C2 -177.49(14) no 2_666 . . .
S1 C8 C8 S1 180(104524) no . . 2_666 2_666
S1 C8 C8 C6 1.12(16) no . . 2_666 .
C6 C8 C8 S1 -1.12(17) no 2_666 . 2_666 2_666
C6 C8 C8 C6 -180(123244) no 2_666 . 2_666 .
C9 C11 C12 C13 179.88(14) no . . . .
C9 C11 C12 C14 -0.6(3) no . . . .
C10 C11 C12 C13 0.3(3) no . . . .
C10 C11 C12 C14 179.81(15) no . . . .
C11 C12 C13 C14 179.94(14) no . . . 2_667
C11 C12 C14 C13 -179.94(14) no . . . 2_667
C13 C12 C14 C13 -0.4(3) no . . . 2_667
C14 C12 C13 C14 0.4(3) no . . . 2_667
C12 C13 C14 C12 -0.4(3) no . . 2_667 2_667

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 C7 3.520(2) no . 2_666
N1 C10 3.460(3) no . .
N1 C12 3.479(3) no . .
N1 C14 3.553(3) no . .
N2 C9 3.461(3) no . .
N2 C12 3.514(3) no . .
C1 C7 2.790(3) no . .
C2 C5 2.769(3) no . .
C3 C6 2.764(3) no . .
C4 C7 2.833(3) no . .
C9 C14 2.848(3) no . .
C10 C13 2.884(3) no . .
C12 C12 2.812(3) no . 2_667
C13 C13 2.816(3) no . 2_667
C14 C14 2.816(3) no . 2_667
S1 N1 3.516(3) no . 2_566
S1 C9 3.566(3) no . .
S1 C10 3.544(3) no . .
S1 C11 3.298(3) no . .
S1 C14 3.484(3) no . 1_554
O1 C3 3.569(3) no . 2_677
O1 C4 3.468(3) no . 2_676
O1 C13 3.541(3) no . 1_565
O1 C14 3.445(3) no . 2_677
N1 S1 3.516(3) no . 2_566
N1 C7 3.490(3) no . 1_455
N1 C9 3.535(3) no . 2_567
N1 C10 3.398(4) no . 2_567
N1 C11 3.371(3) no . 2_567
C2 C3 3.498(4) no . 2_676
C3 O1 3.569(3) no . 2_677
C3 C2 3.498(4) no . 2_676
C4 O1 3.468(3) no . 2_676
C5 C12 3.573(3) no . .
C5 C14 3.498(3) no . .
C6 C14 3.410(3) no . .
C7 N1 3.490(3) no . 1_655
C7 C13 3.444(3) no . 2_667
C8 C12 3.557(3) no . .
C8 C12 3.576(3) no . 2_666
C8 C13 3.495(3) no . .
C8 C13 3.456(3) no . 2_666
C9 S1 3.566(3) no . .
C9 N1 3.535(3) no . 2_567
C9 C9 3.376(3) no . 2_567
C10 S1 3.544(3) no . .
C10 N1 3.398(4) no . 2_567
C11 S1 3.298(3) no . .
C11 N1 3.371(3) no . 2_567
C12 C5 3.573(3) no . .
C12 C8 3.557(3) no . .
C12 C8 3.576(3) no . 2_666
C13 O1 3.541(3) no . 1_545
C13 C7 3.444(3) no . 2_667
C13 C8 3.495(3) no . .
C13 C8 3.456(3) no . 2_666
C14 S1 3.484(3) no . 1_556
C14 O1 3.445(3) no . 2_677
C14 C5 3.498(3) no . .
C14 C6 3.410(3) no . .
S1 H4 2.9784 no . .
S1 H7 3.2797 no . 2_666
O1 H3 2.4733 no . .
O1 H7 2.6476 no . .
N1 H14 2.9606 no . .
N2 H13 3.0428 no . .
C1 H7 2.4977 no . .
C2 H1A 2.5816 no . .
C2 H1B 2.6368 no . .
C2 H1C 3.1801 no . .
C2 H4 3.2651 no . .
C3 H7 3.2672 no . .
C5 H3 3.2202 no . .
C5 H7 3.2838 no . .
C6 H4 3.2797 no . .
C7 H1A 2.6750 no . .
C7 H1B 2.7615 no . .
C7 H3 3.2539 no . .
C8 H7 2.8080 no . 2_666
C9 H14 2.5223 no . .
C10 H13 2.5648 no . .
C11 H13 2.6308 no . .
C11 H14 2.6323 no . .
C12 H13 3.2612 no . 2_667
C12 H14 3.2594 no . 2_667
C13 H14 3.3141 no . .
C14 H13 3.3143 no . .
H1A H7 2.2418 no . .
H1B H7 2.3284 no . .
H1C H7 3.4480 no . .
H3 H4 2.3066 no . .
H13 H14 2.2660 no . 2_667
S1 H14 3.4669 no . 1_554
O1 H3 3.3750 no . 2_677
O1 H4 3.5458 no . 2_676
O1 H13 2.9543 no . 1_565
O1 H14 2.7569 no . 2_677
N1 H1A 3.2699 no . 1_455
N1 H1B 3.1081 no . 1_455
N1 H1C 2.8374 no . 2_677
N1 H4 3.4697 no . .
N1 H7 2.5791 no . 1_455
N2 H1A 3.2975 no . 1_445
N2 H1B 3.1764 no . 2_667
N2 H1C 3.3376 no . 1_445
N2 H3 2.9003 no . 1_545
N2 H4 2.9106 no . 2_566
N2 H7 3.4668 no . 2_666
C1 H1B 3.3509 no . 2_777
C1 H1C 3.3597 no . 2_777
C1 H3 3.4512 no . 2_677
C1 H4 3.4791 no . 2_676
C1 H14 3.0677 no . 2_677
C2 H3 3.5796 no . 2_676
C2 H13 3.5935 no . 2_667
C3 H1B 3.4686 no . 2_677
C3 H13 3.2716 no . 1_565
C3 H14 3.5517 no . .
C4 H1A 3.2968 no . 2_676
C4 H14 3.4123 no . .
C5 H14 3.4567 no . .
C6 H13 3.4405 no . 2_666
C7 H3 3.5701 no . 2_676
C7 H13 3.4709 no . 2_667
C8 H13 3.4878 no . .
C9 H1C 3.3569 no . 2_677
C9 H7 3.5945 no . 1_455
C10 H1B 3.4105 no . 2_667
C10 H3 3.3674 no . 1_545
C13 H3 3.4020 no . 1_545
C13 H7 3.5654 no . 2_667
C14 H1C 3.4168 no . 2_677
H1A N1 3.2699 no . 1_655
H1A N2 3.2975 no . 1_665
H1A C4 3.2968 no . 2_676
H1A H1B 3.2984 no . 2_777
H1A H1C 3.3074 no . 2_777
H1A H4 2.8595 no . 2_676
H1B N1 3.1081 no . 1_655
H1B N2 3.1764 no . 2_667
H1B C1 3.3509 no . 2_777
H1B C3 3.4686 no . 2_677
H1B C10 3.4105 no . 2_667
H1B H1A 3.2984 no . 2_777
H1B H1B 3.2987 no . 2_777
H1B H1C 2.9126 no . 2_777
H1B H3 2.9199 no . 2_677
H1B H13 3.4032 no . 2_667
H1C N1 2.8374 no . 2_677
H1C N2 3.3376 no . 1_665
H1C C1 3.3597 no . 2_777
H1C C9 3.3569 no . 2_677
H1C C14 3.4168 no . 2_677
H1C H1A 3.3074 no . 2_777
H1C H1B 2.9126 no . 2_777
H1C H1C 3.3167 no . 2_777
H1C H3 3.5741 no . 2_677
H1C H14 2.4936 no . 2_677
H3 O1 3.3750 no . 2_677
H3 N2 2.9003 no . 1_565
H3 C1 3.4512 no . 2_677
H3 C2 3.5796 no . 2_676
H3 C7 3.5701 no . 2_676
H3 C10 3.3674 no . 1_565
H3 C13 3.4020 no . 1_565
H3 H1B 2.9199 no . 2_677
H3 H1C 3.5741 no . 2_677
H3 H13 2.4750 no . 1_565
H4 O1 3.5458 no . 2_676
H4 N1 3.4697 no . .
H4 N2 2.9106 no . 2_566
H4 C1 3.4791 no . 2_676
H4 H1A 2.8595 no . 2_676
H7 N1 2.5791 no . 1_655
H7 N2 3.4668 no . 2_666
H7 C9 3.5945 no . 1_655
H7 C13 3.5654 no . 2_667
H7 H13 3.5457 no . 2_667
H13 O1 2.9543 no . 1_545
H13 C2 3.5935 no . 2_667
H13 C3 3.2716 no . 1_545
H13 C6 3.4405 no . 2_666
H13 C7 3.4709 no . 2_667
H13 C8 3.4878 no . .
H13 H1B 3.4032 no . 2_667
H13 H3 2.4750 no . 1_545
H13 H7 3.5457 no . 2_667
H14 S1 3.4669 no . 1_556
H14 O1 2.7569 no . 2_677
H14 C1 3.0677 no . 2_677
H14 C3 3.5517 no . .
H14 C4 3.4123 no . .
H14 C5 3.4567 no . .
H14 H1C 2.4936 no . 2_677

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

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

#==============================================================================
#     End of CIF
#==============================================================================
_chemical_name_systematic        (DMeO-BTBT)(TCNQ)
####################################################################### 
# 
# 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_DMeOBTBT-F2TCNQ
_database_code_depnum_ccdc_archive 'CCDC 1409471'
_audit_update_record             
;
2016-04-12 deposited with the CCDC.
2016-05-31 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C28 H14 F2 N4 O2 S2'
_chemical_formula_moiety         'C28 H14 F2 N4 O2 S2'
_chemical_formula_weight         540.56
_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                   7.777(2)
_cell_length_b                   11.695(4)
_cell_length_c                   7.117(3)
_cell_angle_alpha                94.34(3)
_cell_angle_beta                 105.31(3)
_cell_angle_gamma                72.63(2)
_cell_volume                     595.8(4)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    26
_cell_measurement_theta_min      10.99
_cell_measurement_theta_max      12.39
_cell_measurement_temperature    298
#------------------------------------------------------------------------------
_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_crystal_density_diffrn    1.506
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             276.00
_exptl_absorpt_coefficient_mu    0.275
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North, Phillips & Mathews, 1968)'
_exptl_absorpt_correction_T_min  0.820
_exptl_absorpt_correction_T_max  0.946

#==============================================================================
# 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            4123
_diffrn_reflns_av_R_equivalents  0.0285
_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       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_limit_l_max       10
_diffrn_standards_number         3
_diffrn_standards_interval_count 150
_diffrn_standards_decay_%        0.509

#==============================================================================
# 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             3462
_reflns_number_gt                1479
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0568
_refine_ls_wR_factor_ref         0.1597
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3462
_refine_ls_number_parameters     177
_refine_ls_goodness_of_fit_ref   0.955
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0619P)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         0.310
_refine_diff_density_min         -0.310
_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)
;
F F 0.0171 0.0103
;
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 0.21890(11) 0.50317(7) 0.41586(13) 0.0406(3) Uani 1.0 2 d . . .
F1A F 0.7826(3) 0.31063(19) 1.1727(4) 0.0493(8) Uani 0.836(5) 2 d PDU A 1
F1B F 0.1399(16) 0.4964(10) 0.8888(16) 0.046(4) Uiso 0.164(5) 2 d PDU A 2
O1 O 0.6960(4) 0.0323(2) 0.7288(4) 0.0561(7) Uani 1.0 2 d . . .
N1 N 0.6620(5) 0.0906(3) 1.2006(5) 0.0671(10) Uani 1.0 2 d . . .
N2 N 0.0845(5) 0.2744(4) 0.9562(5) 0.0722(10) Uani 1.0 2 d . . .
C1 C 0.3480(5) 0.3607(3) 0.5109(5) 0.0378(7) Uani 1.0 2 d . . .
C2 C 0.2766(5) 0.2670(3) 0.5307(5) 0.0451(8) Uani 1.0 2 d . . .
C3 C 0.3981(5) 0.1605(3) 0.6072(5) 0.0484(9) Uani 1.0 2 d . . .
C4 C 0.5917(5) 0.1437(3) 0.6622(5) 0.0417(8) Uani 1.0 2 d . . .
C5 C 0.6642(5) 0.2365(3) 0.6472(5) 0.0386(8) Uani 1.0 2 d . . .
C6 C 0.5403(4) 0.3460(3) 0.5723(5) 0.0350(7) Uani 1.0 2 d . . .
C7 C 0.5777(4) 0.4551(3) 0.5405(5) 0.0345(7) Uani 1.0 2 d . . .
C8 C 0.8892(6) 0.0020(4) 0.7441(7) 0.0703(12) Uani 1.0 2 d . . .
C9 C 0.6445(4) 0.4038(3) 1.0847(5) 0.0357(7) Uani 1.0 2 d . . .
C10 C 0.3165(4) 0.4959(3) 0.9432(5) 0.0361(7) Uani 1.0 2 d . . .
C11 C 0.4600(4) 0.3910(3) 1.0299(4) 0.0340(7) Uani 1.0 2 d . . .
C12 C 0.4207(4) 0.2871(3) 1.0573(5) 0.0384(8) Uani 1.0 2 d . . .
C13 C 0.5585(5) 0.1788(3) 1.1382(5) 0.0451(8) Uani 1.0 2 d . . .
C14 C 0.2332(5) 0.2801(3) 1.0003(5) 0.0460(9) Uani 1.0 2 d . . .
H2 H 0.1490 0.2769 0.4927 0.0541 Uiso 1.0 2 calc R . .
H3 H 0.3521 0.0980 0.6231 0.0581 Uiso 1.0 2 calc R . .
H5 H 0.7919 0.2261 0.6860 0.0463 Uiso 1.0 2 calc R . .
H8A H 0.9471 -0.0795 0.7878 0.0844 Uiso 1.0 2 calc R . .
H8B H 0.9428 0.0543 0.8359 0.0844 Uiso 1.0 2 calc R . .
H8C H 0.9091 0.0106 0.6190 0.0844 Uiso 1.0 2 calc R . .
H10 H 0.1934 0.4940 0.9056 0.0433 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 C1 1.748(3) yes . .
S1 C7 1.736(4) yes . 2_666
F1A C9 1.335(4) yes . .
O1 C4 1.357(4) yes . .
O1 C8 1.413(6) yes . .
N1 C13 1.137(5) yes . .
N2 C14 1.136(6) yes . .
C1 C2 1.399(6) yes . .
C1 C6 1.404(5) yes . .
C2 C3 1.367(5) yes . .
C3 C4 1.408(6) yes . .
C4 C5 1.386(6) yes . .
C5 C6 1.395(4) yes . .
C6 C7 1.437(5) yes . .
C7 C7 1.364(4) yes . 2_666
C9 C10 1.337(5) yes . 2_667
C9 C11 1.434(5) yes . .
C10 C11 1.437(4) yes . .
C11 C12 1.378(5) yes . .
C12 C13 1.435(4) yes . .
C12 C14 1.432(5) 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
C1 S1 C7 90.13(16) yes . . 2_666
C4 O1 C8 117.1(4) yes . . .
S1 C1 C2 126.3(3) yes . . .
S1 C1 C6 113.2(3) yes . . .
C2 C1 C6 120.4(3) yes . . .
C1 C2 C3 118.7(4) yes . . .
C2 C3 C4 121.2(4) yes . . .
O1 C4 C3 114.8(4) yes . . .
O1 C4 C5 124.4(4) yes . . .
C3 C4 C5 120.8(3) yes . . .
C4 C5 C6 118.1(3) yes . . .
C1 C6 C5 120.7(4) yes . . .
C1 C6 C7 109.8(3) yes . . .
C5 C6 C7 129.5(3) yes . . .
S1 C7 C6 133.2(2) yes 2_666 . .
S1 C7 C7 112.9(3) yes 2_666 . 2_666
C6 C7 C7 113.9(3) yes . . 2_666
F1A C9 C10 119.0(3) yes . . 2_667
F1A C9 C11 117.4(3) yes . . .
C10 C9 C11 123.6(3) yes 2_667 . .
C9 C10 C11 121.6(3) yes 2_667 . .
C9 C11 C10 114.8(3) yes . . .
C9 C11 C12 123.4(3) yes . . .
C10 C11 C12 121.8(3) yes . . .
C11 C12 C13 124.3(3) yes . . .
C11 C12 C14 120.7(3) yes . . .
C13 C12 C14 115.0(4) yes . . .
N1 C13 C12 177.1(5) yes . . .
N2 C14 C12 179.6(4) yes . . .



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

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

#==============================================================================
#     End of CIF
#==============================================================================
_chemical_name_systematic        (DMeO-BTBT)(F2-TCNQ)
####################################################################### 
# 
# 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_DMeOBTBT-F4TCNQ
_database_code_depnum_ccdc_archive 'CCDC 1409472'
_audit_update_record             
;
2016-05-23 deposited with the CCDC.
2016-05-31 downloaded from the CCDC.
;

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

_chemical_formula_sum            'C28 H12 F4 N4 O2 S2'
_chemical_formula_moiety         'C28 H12 F4 N4 O2 S2'
_chemical_formula_weight         576.54
_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                   7.971(3)
_cell_length_b                   11.720(6)
_cell_length_c                   7.066(3)
_cell_angle_alpha                94.55(4)
_cell_angle_beta                 105.54(3)
_cell_angle_gamma                71.28(3)
_cell_volume                     602.4(5)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    25
_cell_measurement_theta_min      15.21
_cell_measurement_theta_max      17.47
_cell_measurement_temperature    298
#------------------------------------------------------------------------------
_exptl_crystal_description       needle
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_exptl_crystal_density_diffrn    1.589
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             292.00
_exptl_absorpt_coefficient_mu    0.289
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North, Phillips & Mathews, 1968)'
_exptl_absorpt_correction_T_min  0.857
_exptl_absorpt_correction_T_max  0.944

#==============================================================================
# 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            4170
_diffrn_reflns_av_R_equivalents  0.0598
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_full        30.00
_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       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       5
_diffrn_standards_number         3
_diffrn_standards_interval_count 150
_diffrn_standards_decay_%        0.291

#==============================================================================
# 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             3503
_reflns_number_gt                2228
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0964
_refine_ls_wR_factor_ref         0.3494
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         3503
_refine_ls_number_parameters     181
_refine_ls_goodness_of_fit_ref   1.311
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.2000P)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         1.210
_refine_diff_density_min         -2.880
_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)
;
F F 0.0171 0.0103
;
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 0.22428(15) 0.50567(11) 0.41533(17) 0.0274(4) Uani 1.0 2 d . . .
F1 F 0.8538(4) 0.4998(3) 0.1189(5) 0.0352(7) Uani 1.0 2 d . . .
F2 F 0.7783(4) 0.3040(3) 0.1695(5) 0.0356(7) Uani 1.0 2 d . . .
O1 O 0.2957(7) 0.9721(4) 0.2700(7) 0.0453(10) Uani 1.0 2 d . . .
N1 N 0.9028(7) 0.7391(6) 0.0486(9) 0.0496(13) Uani 1.0 2 d . . .
N2 N 0.3427(8) 0.9124(5) -0.1974(9) 0.0490(13) Uani 1.0 2 d . . .
C1 C 0.2868(8) 0.2675(5) 0.5309(8) 0.0347(11) Uani 1.0 2 d . . .
C2 C 0.3552(6) 0.3607(5) 0.5117(7) 0.0255(9) Uani 1.0 2 d . . .
C3 C 0.4221(6) 0.5460(4) 0.4594(6) 0.0240(9) Uani 1.0 2 d . . .
C4 C 0.4547(6) 0.6564(4) 0.4278(6) 0.0250(9) Uani 1.0 2 d . . .
C5 C 0.3309(7) 0.7653(5) 0.3508(7) 0.0288(10) Uani 1.0 2 d . . .
C6 C 0.3985(8) 0.8594(5) 0.3364(7) 0.0312(10) Uani 1.0 2 d . . .
C7 C 0.5900(8) 0.8414(5) 0.3927(8) 0.0356(11) Uani 1.0 2 d . . .
C8 C 0.1088(10) 1.0038(7) 0.2583(12) 0.0571(17) Uani 1.0 2 d . . .
C9 C 0.6415(6) 0.3993(4) 0.0855(6) 0.0223(8) Uani 1.0 2 d . . .
C10 C 0.6787(6) 0.5007(4) 0.0597(6) 0.0231(9) Uani 1.0 2 d . . .
C11 C 0.5411(6) 0.6095(4) -0.0270(6) 0.0232(9) Uani 1.0 2 d . . .
C12 C 0.5797(6) 0.7133(4) -0.0517(7) 0.0260(9) Uani 1.0 2 d . . .
C13 C 0.7640(8) 0.7219(5) 0.0058(8) 0.0342(11) Uani 1.0 2 d . . .
C14 C 0.4428(8) 0.8231(5) -0.1338(8) 0.0344(11) Uani 1.0 2 d . . .
H1 H 0.1615 0.2786 0.4932 0.0416 Uiso 1.0 2 calc R . .
H5 H 0.2060 0.7755 0.3097 0.0346 Uiso 1.0 2 calc R . .
H7 H 0.6333 0.9041 0.3778 0.0427 Uiso 1.0 2 calc R . .
H8A H 0.0919 0.9989 0.3865 0.0685 Uiso 1.0 2 calc R . .
H8B H 0.0567 0.9497 0.1714 0.0685 Uiso 1.0 2 calc R . .
H8C H 0.0491 1.0847 0.2087 0.0685 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 C2 1.762(5) yes . .
S1 C3 1.732(6) yes . .
F1 C10 1.342(5) yes . .
F2 C9 1.329(5) yes . .
O1 C6 1.354(6) yes . .
O1 C8 1.396(9) yes . .
N1 C13 1.145(9) yes . .
N2 C14 1.132(7) yes . .
C1 C2 1.397(9) yes . .
C1 C7 1.380(7) yes . 2_666
C2 C4 1.412(7) yes . 2_666
C3 C3 1.375(6) yes . 2_666
C3 C4 1.443(8) yes . .
C4 C5 1.383(6) yes . .
C5 C6 1.395(9) yes . .
C6 C7 1.419(9) yes . .
C9 C10 1.349(8) yes . .
C9 C11 1.438(7) yes . 2_665
C10 C11 1.439(6) yes . .
C11 C12 1.381(8) yes . .
C12 C13 1.451(8) yes . .
C12 C14 1.436(7) yes . .
C1 H1 0.930 no . .
C5 H5 0.930 no . .
C7 H7 0.930 no . .
C8 H8A 0.960 no . .
C8 H8B 0.960 no . .
C8 H8C 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
C2 S1 C3 90.1(3) yes . . .
C6 O1 C8 116.4(6) yes . . .
C2 C1 C7 118.3(6) yes . . 2_666
S1 C2 C1 126.1(4) yes . . .
S1 C2 C4 113.5(4) yes . . 2_666
C1 C2 C4 120.5(4) yes . . 2_666
S1 C3 C3 112.9(4) yes . . 2_666
S1 C3 C4 132.7(3) yes . . .
C3 C3 C4 114.4(5) yes 2_666 . .
C2 C4 C3 109.1(4) yes 2_666 . .
C2 C4 C5 121.4(6) yes 2_666 . .
C3 C4 C5 129.6(5) yes . . .
C4 C5 C6 118.3(5) yes . . .
O1 C6 C5 125.5(5) yes . . .
O1 C6 C7 114.1(6) yes . . .
C5 C6 C7 120.3(5) yes . . .
C1 C7 C6 121.3(6) yes 2_666 . .
F2 C9 C10 119.0(4) yes . . .
F2 C9 C11 118.5(5) yes . . 2_665
C10 C9 C11 122.5(4) yes . . 2_665
F1 C10 C9 118.1(4) yes . . .
F1 C10 C11 118.3(5) yes . . .
C9 C10 C11 123.6(4) yes . . .
C9 C11 C10 113.8(5) yes 2_665 . .
C9 C11 C12 122.8(4) yes 2_665 . .
C10 C11 C12 123.4(5) yes . . .
C11 C12 C13 122.8(4) yes . . .
C11 C12 C14 123.8(5) yes . . .
C13 C12 C14 113.4(5) yes . . .
N1 C13 C12 174.2(6) yes . . .
N2 C14 C12 176.1(8) yes . . .
C2 C1 H1 120.861 no . . .
C7 C1 H1 120.857 no 2_666 . .
C4 C5 H5 120.871 no . . .
C6 C5 H5 120.876 no . . .
C1 C7 H7 119.375 no 2_666 . .
C6 C7 H7 119.370 no . . .
O1 C8 H8A 109.469 no . . .
O1 C8 H8B 109.467 no . . .
O1 C8 H8C 109.471 no . . .
H8A C8 H8B 109.475 no . . .
H8A C8 H8C 109.475 no . . .
H8B C8 H8C 109.469 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
C2 S1 C3 C3 0.6(3) no . . . 2_666
C2 S1 C3 C4 -179.4(4) no . . . .
C3 S1 C2 C1 178.8(4) no . . . .
C3 S1 C2 C4 -1.1(3) no . . . 2_666
C8 O1 C6 C5 15.5(8) no . . . .
C8 O1 C6 C7 -164.9(5) no . . . .
C2 C1 C7 C6 -0.6(8) no . . 2_666 2_666
C7 C1 C2 S1 179.1(4) no 2_666 . . .
C7 C1 C2 C4 -1.0(8) no 2_666 . . 2_666
S1 C2 C4 C3 1.3(5) no . . 2_666 2_666
S1 C2 C4 C5 -179.2(3) no . . 2_666 2_666
C1 C2 C4 C3 -178.7(4) no . . 2_666 2_666
C1 C2 C4 C5 0.9(7) no . . 2_666 2_666
S1 C3 C3 S1 180(337249) no . . 2_666 2_666
S1 C3 C3 C4 0.0(5) no . . 2_666 2_666
S1 C3 C4 C2 -179.2(3) no . . . 2_666
S1 C3 C4 C5 0.3(8) no . . . .
C3 C3 C4 C2 0.8(5) no 2_666 . . 2_666
C3 C3 C4 C5 -179.7(4) no 2_666 . . .
C4 C3 C3 S1 -0.0(5) no . . 2_666 2_666
C4 C3 C3 C4 -180(422414) no . . 2_666 2_666
C2 C4 C5 C6 -0.8(7) no 2_666 . . .
C3 C4 C5 C6 179.7(4) no . . . .
C4 C5 C6 O1 -178.0(4) no . . . .
C4 C5 C6 C7 2.4(7) no . . . .
O1 C6 C7 C1 178.0(5) no . . . 2_666
C5 C6 C7 C1 -2.3(8) no . . . 2_666
F2 C9 C10 F1 0.6(6) no . . . .
F2 C9 C10 C11 -179.1(4) no . . . .
F2 C9 C11 C10 179.2(4) no . . 2_665 2_665
F2 C9 C11 C12 -1.0(6) no . . 2_665 2_665
C10 C9 C11 C10 -0.4(6) no . . 2_665 2_665
C10 C9 C11 C12 179.5(4) no . . 2_665 2_665
C11 C9 C10 F1 -179.9(4) no 2_665 . . .
C11 C9 C10 C11 0.4(7) no 2_665 . . .
F1 C10 C11 C9 179.9(4) no . . . 2_665
F1 C10 C11 C12 -0.3(7) no . . . .
C9 C10 C11 C9 -0.4(6) no . . . 2_665
C9 C10 C11 C12 179.5(4) no . . . .
C9 C11 C12 C13 -179.4(4) no 2_665 . . .
C9 C11 C12 C14 1.3(7) no 2_665 . . .
C10 C11 C12 C13 0.7(7) no . . . .
C10 C11 C12 C14 -178.5(4) 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 C5 3.504(7) no . .
F1 F2 2.624(6) no . .
F1 N1 3.048(8) no . .
F1 C12 2.836(5) no . .
F1 C13 2.599(7) no . .
F2 N2 3.026(8) no . 2_665
F2 C12 2.820(6) no . 2_665
F2 C14 2.603(8) no . 2_665
N1 C11 3.573(9) no . .
N1 C14 3.381(8) no . .
N2 C11 3.551(7) no . .
N2 C13 3.382(7) no . .
C1 C5 2.840(8) no . 2_666
C2 C6 2.779(6) no . 2_666
C4 C7 2.767(9) no . .
C5 C8 2.806(8) no . .
C7 C8 3.591(9) no . .
C9 C9 2.774(6) no . 2_665
C9 C14 2.958(9) no . 2_665
C10 C10 2.751(6) no . 2_665
C10 C13 2.959(9) no . .
C11 C11 2.920(8) no . 2_665
S1 F1 3.147(4) no . 1_455
S1 F1 3.518(4) no . 2_666
S1 F2 3.542(4) no . 2_666
S1 C9 3.598(5) no . 2_666
S1 C10 3.582(5) no . 2_666
F1 S1 3.147(4) no . 1_655
F1 S1 3.518(4) no . 2_666
F1 F1 3.219(5) no . 2_765
F1 N1 3.197(7) no . 2_765
F1 C2 3.488(6) no . 2_666
F1 C13 3.578(6) no . 2_765
F2 S1 3.542(4) no . 2_666
F2 N1 3.200(8) no . 2_765
F2 C3 3.497(6) no . 2_666
O1 N2 3.415(8) no . .
O1 C7 3.252(7) no . 2_676
O1 C14 3.501(8) no . .
N1 F1 3.197(7) no . 2_765
N1 F2 3.200(8) no . 2_765
N2 O1 3.415(8) no . .
N2 C5 3.499(8) no . 1_554
N2 C6 3.424(9) no . 1_554
N2 C7 3.542(10) no . 2_675
N2 C8 3.327(10) no . 2_575
C1 C12 3.556(7) no . 2_666
C1 C13 3.393(9) no . 2_666
C2 F1 3.488(6) no . 2_666
C2 C10 3.356(7) no . 2_666
C2 C11 3.526(6) no . 2_666
C2 C12 3.429(7) no . 2_665
C3 F2 3.497(6) no . 2_666
C3 C9 3.580(7) no . .
C3 C9 3.368(7) no . 2_666
C3 C10 3.576(6) no . 2_665
C3 C11 3.578(6) no . 1_556
C3 C11 3.464(6) no . 2_665
C4 C9 3.554(6) no . 2_665
C4 C10 3.596(7) no . .
C4 C11 3.430(7) no . .
C4 C14 3.536(7) no . 1_556
C5 N2 3.499(8) no . 1_556
C5 C9 3.525(7) no . 2_665
C5 C11 3.595(7) no . .
C5 C14 3.574(8) no . 1_556
C6 N2 3.424(9) no . 1_556
C6 C12 3.511(7) no . .
C6 C14 3.413(8) no . .
C7 O1 3.252(7) no . 2_676
C7 N2 3.542(10) no . 2_675
C7 C12 3.363(7) no . .
C7 C13 3.396(9) no . .
C7 C14 3.600(8) no . .
C8 N2 3.327(10) no . 2_575
C9 S1 3.598(5) no . 2_666
C9 C3 3.580(7) no . .
C9 C3 3.368(7) no . 2_666
C9 C4 3.554(6) no . 2_665
C9 C5 3.525(7) no . 2_665
C10 S1 3.582(5) no . 2_666
C10 C2 3.356(7) no . 2_666
C10 C3 3.576(6) no . 2_665
C10 C4 3.596(7) no . .
C11 C2 3.526(6) no . 2_666
C11 C3 3.578(6) no . 1_554
C11 C3 3.464(6) no . 2_665
C11 C4 3.430(7) no . .
C11 C5 3.595(7) no . .
C12 C1 3.556(7) no . 2_666
C12 C2 3.429(7) no . 2_665
C12 C6 3.511(7) no . .
C12 C7 3.363(7) no . .
C13 F1 3.578(6) no . 2_765
C13 C1 3.393(9) no . 2_666
C13 C7 3.396(9) no . .
C14 O1 3.501(8) no . .
C14 C4 3.536(7) no . 1_554
C14 C5 3.574(8) no . 1_554
C14 C6 3.413(8) no . .
C14 C7 3.600(8) no . .
S1 H1 2.9784 no . .
S1 H5 3.2555 no . .
O1 H5 2.6775 no . .
O1 H7 2.4661 no . .
C2 H5 3.2787 no . 2_666
C2 H7 3.2261 no . 2_666
C3 H5 2.7968 no . .
C4 H1 3.2817 no . 2_666
C5 H7 3.2732 no . .
C5 H8A 2.8267 no . .
C5 H8B 2.6412 no . .
C6 H1 3.2824 no . 2_666
C6 H8A 2.5649 no . .
C6 H8B 2.5584 no . .
C6 H8C 3.1395 no . .
C7 H5 3.2857 no . .
C8 H5 2.5629 no . .
H1 H7 2.3136 no . 2_666
H5 H8A 2.5471 no . .
H5 H8B 2.1623 no . .
H5 H8C 3.4976 no . .
S1 H1 3.4762 no . 2_566
F2 H1 3.2296 no . 1_655
F2 H5 3.4643 no . 2_665
F2 H8C 2.7521 no . 1_645
O1 H7 2.7963 no . 2_676
O1 H8B 3.5450 no . 2_575
N1 H1 3.4428 no . 2_666
N1 H5 2.7521 no . 1_655
N1 H8B 3.0642 no . 1_655
N1 H8C 3.0323 no . 2_675
N2 H7 2.6681 no . 2_675
N2 H8A 3.1131 no . 1_554
N2 H8A 3.2087 no . 2_575
N2 H8B 3.1217 no . 2_575
N2 H8C 3.0916 no . 2_575
C1 H8C 3.5892 no . 1_545
C6 H7 3.2806 no . 2_676
C7 H7 3.4748 no . 2_676
C7 H8A 3.5823 no . 2_676
C8 H1 3.5984 no . 1_565
C8 H7 3.1870 no . 2_676
C8 H8A 3.3250 no . 2_576
C8 H8B 2.9848 no . 2_575
C8 H8C 3.4090 no . 2_575
C9 H5 3.5761 no . 2_665
C13 H1 3.4295 no . 2_666
C13 H7 3.4209 no . .
C14 H7 3.5549 no . 2_675
H1 S1 3.4762 no . 2_566
H1 F2 3.2296 no . 1_455
H1 N1 3.4428 no . 2_666
H1 C8 3.5984 no . 1_545
H1 C13 3.4295 no . 2_666
H1 H8A 3.4892 no . 1_545
H1 H8C 3.1019 no . 1_545
H5 F2 3.4643 no . 2_665
H5 N1 2.7521 no . 1_455
H5 C9 3.5761 no . 2_665
H7 O1 2.7963 no . 2_676
H7 N2 2.6681 no . 2_675
H7 C6 3.2806 no . 2_676
H7 C7 3.4748 no . 2_676
H7 C8 3.1870 no . 2_676
H7 C13 3.4209 no . .
H7 C14 3.5549 no . 2_675
H7 H7 3.2928 no . 2_676
H7 H8A 2.8652 no . 2_676
H7 H8C 3.3395 no . 2_676
H8A N2 3.1131 no . 1_556
H8A N2 3.2087 no . 2_575
H8A C7 3.5823 no . 2_676
H8A C8 3.3250 no . 2_576
H8A H1 3.4892 no . 1_565
H8A H7 2.8652 no . 2_676
H8A H8A 2.4385 no . 2_576
H8A H8B 3.5708 no . 2_576
H8B O1 3.5450 no . 2_575
H8B N1 3.0642 no . 1_455
H8B N2 3.1217 no . 2_575
H8B C8 2.9848 no . 2_575
H8B H8A 3.5708 no . 2_576
H8B H8B 2.5823 no . 2_575
H8B H8C 2.6312 no . 2_575
H8C F2 2.7521 no . 1_465
H8C N1 3.0323 no . 2_675
H8C N2 3.0916 no . 2_575
H8C C1 3.5892 no . 1_565
H8C C8 3.4090 no . 2_575
H8C H1 3.1019 no . 1_565
H8C H7 3.3395 no . 2_676
H8C H8B 2.6312 no . 2_575
H8C H8C 3.4775 no . 2_575

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

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

#==============================================================================
#     End of CIF
#==============================================================================
_chemical_name_systematic        (DMeO-BTBT)(F4-TCNQ)
