#------------------------------------------------------------------------------
#$Date: 2016-03-05 12:35:44 +0200 (Sat, 05 Mar 2016) $
#$Revision: 177895 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/51/7055193.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7055193
loop_
_publ_author_name
'Mamada, Masashi'
'Fujita, Harunori'
'Kakita, Kazuaki'
'Shima, Hidetaka'
'Yoneda, Yasuhiro'
'Tanaka, Yasuhiro'
'Tokito, Shizuo'
_publ_section_title
;
 Crystal structure and modeled charge carrier mobility of
 benzobis(thiadiazole) derivatives
;
_journal_issue                   2
_journal_name_full               'New J. Chem.'
_journal_page_first              1403
_journal_paper_doi               10.1039/C5NJ02302E
_journal_volume                  40
_journal_year                    2016
_chemical_formula_moiety         'C28 H12 F6 N4 O2 S4'
_chemical_formula_sum            'C28 H12 F6 N4 O2 S4'
_chemical_formula_weight         678.66
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2015-10-16 deposited with the CCDC.
2015-11-25 downloaded from the CCDC.
;
_cell_angle_alpha                96.69(3)
_cell_angle_beta                 94.33(4)
_cell_angle_gamma                103.15(3)
_cell_formula_units_Z            1
_cell_length_a                   4.8806(19)
_cell_length_b                   6.618(3)
_cell_length_c                   20.996(10)
_cell_measurement_reflns_used    24
_cell_measurement_temperature    299(2)
_cell_measurement_theta_max      29.6
_cell_measurement_theta_min      25.2
_cell_volume                     652.2(5)
_computing_cell_refinement       WinAFC
_computing_data_collection       WinAFC
_computing_data_reduction        CrystalStructure
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_publication_material
'Yadokari-XG 2009 (Wakita, Kabuto et al., 2009)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      299(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku AFC7R'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_av_unetI/netI     0.0540
_diffrn_reflns_laue_measured_fraction_full 1.000
_diffrn_reflns_laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            5328
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         67.886
_diffrn_reflns_theta_min         2.130
_diffrn_standards_decay_%        -0.29
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    4.093
_exptl_absorpt_correction_T_max  0.960
_exptl_absorpt_correction_T_min  0.652
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            Green
_exptl_crystal_density_diffrn    1.728
_exptl_crystal_density_meas      ?
_exptl_crystal_description       Platelet
_exptl_crystal_F_000             342
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.895
_refine_diff_density_min         -0.556
_refine_diff_density_rms         0.105
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2361
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.1200
_refine_ls_R_factor_gt           0.0676
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1366P)²+0.6429P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1937
_refine_ls_wR_factor_ref         0.2278
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1485
_reflns_number_total             2361
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5nj02302e2.cif
_cod_data_source_block           5-mOCF
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 4268 2015-11-12 08:31:59Z antanas 

 Adding full bibliography for 7055189--7055194.cif.
;
_cod_database_code               7055193
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.234
_shelx_estimated_absorpt_t_max   0.960
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
S1 S 0.3271(3) 0.6434(2) 0.56150(7) 0.0488(4) Uani 1 1 d . .
S2 S 0.3408(3) 0.6840(2) 0.35432(7) 0.0478(4) Uani 1 1 d . .
F1 F 0.9928(15) 0.8948(11) 0.0935(3) 0.128(2) Uani 1 1 d . .
F2 F 0.6012(15) 0.8609(10) 0.0514(3) 0.129(2) Uani 1 1 d . .
F3 F 0.8764(17) 0.7573(9) -0.0057(3) 0.132(3) Uani 1 1 d . .
O1 O 0.7123(18) 0.5731(8) 0.0658(3) 0.108(2) Uani 1 1 d . .
N1 N 0.2994(10) 0.6944(7) 0.4896(2) 0.0453(11) Uani 1 1 d . .
N2 N 0.1636(10) 0.7966(7) 0.5974(2) 0.0470(11) Uani 1 1 d . .
C1 C 0.1498(11) 0.8474(7) 0.4897(3) 0.0412(12) Uani 1 1 d . .
C2 C 0.0716(11) 0.9083(7) 0.5527(2) 0.0397(11) Uani 1 1 d . .
C3 C 0.0820(11) 0.9356(8) 0.4337(3) 0.0414(11) Uani 1 1 d . .
C4 C 0.1598(12) 0.8788(8) 0.3707(3) 0.0428(12) Uani 1 1 d . .
C5 C 0.1178(15) 0.9661(10) 0.3152(3) 0.0577(15) Uani 1 1 d . .
H5 H 0.0252 1.0739 0.3134 0.069 Uiso 1 1 calc R U
C6 C 0.2273(14) 0.8779(10) 0.2619(3) 0.0554(15) Uani 1 1 d . .
H6 H 0.2145 0.9216 0.2215 0.067 Uiso 1 1 calc R U
C7 C 0.3535(12) 0.7229(8) 0.2748(3) 0.0465(12) Uani 1 1 d . .
C8 C 0.4966(13) 0.5973(8) 0.2311(3) 0.0486(13) Uani 1 1 d . .
C9 C 0.5331(16) 0.6485(9) 0.1700(3) 0.0614(17) Uani 1 1 d . .
H9 H 0.4642 0.7575 0.1560 0.074 Uiso 1 1 calc R U
C10 C 0.6740(17) 0.5353(10) 0.1295(3) 0.0653(18) Uani 1 1 d . .
C11 C 0.7699(17) 0.3704(10) 0.1470(3) 0.0692(19) Uani 1 1 d . .
H11 H 0.8621 0.2955 0.1191 0.083 Uiso 1 1 calc R U
C12 C 0.7254(18) 0.3184(11) 0.2079(3) 0.072(2) Uani 1 1 d . .
H12 H 0.7883 0.2058 0.2210 0.086 Uiso 1 1 calc R U
C13 C 0.5903(15) 0.4288(10) 0.2494(3) 0.0614(16) Uani 1 1 d . .
H13 H 0.5620 0.3899 0.2900 0.074 Uiso 1 1 calc R U
C14 C 0.805(2) 0.7585(12) 0.0509(4) 0.079(2) Uani 1 1 d . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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
N2 S1 N1 102.1(2) . .
C7 S2 C4 92.6(3) . .
C14 O1 C10 122.8(6) . .
C1 N1 S1 106.5(4) . .
C2 N2 S1 107.5(4) . .
N1 C1 C3 123.5(5) . .
N1 C1 C2 112.5(5) . .
C3 C1 C2 124.1(5) . .
N2 C2 C3 124.7(5) . 2_576
N2 C2 C1 111.3(5) . .
C3 C2 C1 124.0(5) 2_576 .
C1 C3 C2 111.9(5) . 2_576
C1 C3 C4 125.0(5) . .
C2 C3 C4 123.1(5) 2_576 .
C5 C4 C3 128.3(5) . .
C5 C4 S2 108.9(4) . .
C3 C4 S2 122.7(4) . .
C4 C5 C6 113.9(5) . .
C4 C5 H5 123.0 . .
C6 C5 H5 123.0 . .
C7 C6 C5 113.6(5) . .
C7 C6 H6 123.2 . .
C5 C6 H6 123.2 . .
C6 C7 C8 128.9(5) . .
C6 C7 S2 110.8(4) . .
C8 C7 S2 120.2(4) . .
C13 C8 C9 118.9(6) . .
C13 C8 C7 122.2(5) . .
C9 C8 C7 118.9(5) . .
C8 C9 C10 119.2(6) . .
C8 C9 H9 120.4 . .
C10 C9 H9 120.4 . .
C11 C10 C9 122.5(6) . .
C11 C10 O1 114.6(6) . .
C9 C10 O1 122.8(6) . .
C10 C11 C12 117.4(6) . .
C10 C11 H11 121.3 . .
C12 C11 H11 121.3 . .
C13 C12 C11 121.6(6) . .
C13 C12 H12 119.2 . .
C11 C12 H12 119.2 . .
C12 C13 C8 120.3(6) . .
C12 C13 H13 119.8 . .
C8 C13 H13 119.8 . .
F3 C14 O1 113.2(7) . .
F3 C14 F2 104.4(7) . .
O1 C14 F2 110.0(8) . .
F3 C14 F1 112.3(8) . .
O1 C14 F1 117.4(8) . .
F2 C14 F1 97.6(7) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 N2 1.585(5) .
S1 N1 1.587(5) .
S2 C7 1.723(6) .
S2 C4 1.738(5) .
F1 C14 1.329(10) .
F2 C14 1.325(10) .
F3 C14 1.263(8) .
O1 C14 1.291(9) .
O1 C10 1.407(8) .
N1 C1 1.377(7) .
N2 C2 1.370(7) .
C1 C3 1.422(7) .
C1 C2 1.444(7) .
C2 C3 1.423(7) 2_576
C3 C2 1.423(7) 2_576
C3 C4 1.434(7) .
C4 C5 1.382(8) .
C5 C6 1.399(8) .
C5 H5 0.9300 .
C6 C7 1.353(8) .
C6 H6 0.9300 .
C7 C8 1.484(8) .
C8 C13 1.380(8) .
C8 C9 1.380(8) .
C9 C10 1.389(9) .
C9 H9 0.9300 .
C10 C11 1.358(10) .
C11 C12 1.381(9) .
C11 H11 0.9300 .
C12 C13 1.373(9) .
C12 H12 0.9300 .
C13 H13 0.9300 .
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_4
N2 S1 N1 C1 0.4(4) . .
N1 S1 N2 C2 -0.7(4) . .
S1 N1 C1 C3 179.8(4) . .
S1 N1 C1 C2 0.1(5) . .
S1 N2 C2 C3 -179.3(4) . 2_576
S1 N2 C2 C1 0.8(5) . .
N1 C1 C2 N2 -0.6(6) . .
C3 C1 C2 N2 179.7(5) . .
N1 C1 C2 C3 179.5(5) . 2_576
C3 C1 C2 C3 -0.2(9) . 2_576
N1 C1 C3 C2 -179.5(5) . 2_576
C2 C1 C3 C2 0.2(8) . 2_576
N1 C1 C3 C4 -0.3(8) . .
C2 C1 C3 C4 179.4(5) . .
C1 C3 C4 C5 -175.4(6) . .
C2 C3 C4 C5 3.7(9) 2_576 .
C1 C3 C4 S2 2.2(8) . .
C2 C3 C4 S2 -178.6(4) 2_576 .
C7 S2 C4 C5 -0.3(5) . .
C7 S2 C4 C3 -178.4(5) . .
C3 C4 C5 C6 178.1(6) . .
S2 C4 C5 C6 0.2(7) . .
C4 C5 C6 C7 0.1(9) . .
C5 C6 C7 C8 -178.7(6) . .
C5 C6 C7 S2 -0.4(7) . .
C4 S2 C7 C6 0.4(5) . .
C4 S2 C7 C8 178.9(5) . .
C6 C7 C8 C13 -173.1(7) . .
S2 C7 C8 C13 8.7(8) . .
C6 C7 C8 C9 5.9(10) . .
S2 C7 C8 C9 -172.4(5) . .
C13 C8 C9 C10 -2.8(10) . .
C7 C8 C9 C10 178.2(6) . .
C8 C9 C10 C11 2.3(12) . .
C8 C9 C10 O1 177.9(7) . .
C14 O1 C10 C11 -135.7(9) . .
C14 O1 C10 C9 48.3(13) . .
C9 C10 C11 C12 -0.7(12) . .
O1 C10 C11 C12 -176.7(7) . .
C10 C11 C12 C13 -0.2(12) . .
C11 C12 C13 C8 -0.4(12) . .
C9 C8 C13 C12 2.0(11) . .
C7 C8 C13 C12 -179.1(7) . .
C10 O1 C14 F3 167.1(8) . .
C10 O1 C14 F2 -76.5(11) . .
C10 O1 C14 F1 33.8(13) . .
