#------------------------------------------------------------------------------
#$Date: 2018-03-15 18:33:54 +0200 (Thu, 15 Mar 2018) $
#$Revision: 206958 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/55/7205531.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_7205531
loop_
_publ_author_name
'Berionni, Guillaume'
'Gonçalves, Anne-Marie'
'Mathieu, Charles'
'Devic, Thomas'
'Etchéberry, Arnaud'
'Goumont, Régis'
_publ_section_title
;
 Electrochemical and spectrophotometrical investigation of the
 electron-accepting strength of organic superelectrophiles: X-ray
 structure of their charge transfer complexes with tetrathiafulvalene.
;
_journal_issue                   7
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              2857
_journal_page_last               2869
_journal_paper_doi               10.1039/c0cp01282c
_journal_volume                  13
_journal_year                    2011
_chemical_formula_sum            'C12 H5 N5 O2 S6'
_chemical_formula_weight         443.57
_chemical_name_common            'tetrathiafulvalene, nitrobenzodithiadiazole'
_chemical_name_systematic
;
tetrathiafulvalene, nitrobenzodithiadiazole

;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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-97
_cell_angle_alpha                75.171(2)
_cell_angle_beta                 76.615(2)
_cell_angle_gamma                73.739(2)
_cell_formula_units_Z            2
_cell_length_a                   7.5426(7)
_cell_length_b                   9.0675(8)
_cell_length_c                   13.3535(12)
_cell_measurement_reflns_used    21434
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.63
_cell_measurement_theta_min      1.60
_cell_volume                     834.88(13)
_computing_cell_refinement       SAINT
_computing_data_collection       SAINT
_computing_data_reduction        SAINT
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0223
_diffrn_reflns_av_sigmaI/netI    0.0436
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            6292
_diffrn_reflns_theta_full        29.63
_diffrn_reflns_theta_max         29.63
_diffrn_reflns_theta_min         1.60
_exptl_absorpt_coefficient_mu    0.838
_exptl_absorpt_correction_T_max  0.9673
_exptl_absorpt_correction_T_min  0.7872
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.764
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.595
_refine_diff_density_min         -0.545
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         4535
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0799
_refine_ls_R_factor_gt           0.0531
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0656P)²+0.3549P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1271
_refine_ls_wR_factor_ref         0.1406
_reflns_number_gt                3176
_reflns_number_total             4535
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0CP01282C.TXT
_cod_data_source_block           sad2
_cod_depositor_comments
;

2018-03-12
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C24 H10 N10 O4 S12'
_cod_original_formula_weight         887.14
_cod_original_formula_moiety         C24H10N10O4S12
_cod_original_formula_units_Z            1
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7205531
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.36095(11) 0.17401(9) 0.93401(5) 0.0506(2) Uani 1 1 d . . .
S2 S 0.24377(12) 0.40310(9) 0.74750(6) 0.0551(2) Uani 1 1 d . . .
S3 S 0.41933(12) -0.11127(9) 0.81770(6) 0.0561(2) Uani 1 1 d . . .
S4 S 0.30869(11) 0.11285(10) 0.62683(5) 0.0520(2) Uani 1 1 d . . .
C1 C 0.2680(5) 0.3672(4) 0.9460(3) 0.0582(8) Uani 1 1 d . . .
H1 H 0.2550 0.3972 1.0094 0.070 Uiso 1 1 calc R . .
C2 C 0.2161(5) 0.4706(4) 0.8626(3) 0.0611(8) Uani 1 1 d . . .
H2 H 0.1663 0.5760 0.8650 0.073 Uiso 1 1 calc R . .
C3 C 0.3216(4) 0.2048(3) 0.80499(19) 0.0377(5) Uani 1 1 d . . .
C4 C 0.3463(4) 0.0857(3) 0.75593(19) 0.0383(5) Uani 1 1 d . . .
C5 C 0.4039(5) -0.1859(4) 0.7133(3) 0.0612(9) Uani 1 1 d . . .
H5 H 0.4304 -0.2936 0.7174 0.073 Uiso 1 1 calc R . .
C6 C 0.3539(5) -0.0867(4) 0.6284(3) 0.0607(9) Uani 1 1 d . . .
H6 H 0.3430 -0.1218 0.5709 0.073 Uiso 1 1 calc R . .
C7 C -0.1750(4) 0.2334(4) 0.8042(2) 0.0480(7) Uani 1 1 d . . .
C8 C -0.1268(4) 0.0759(4) 0.8338(2) 0.0526(7) Uani 1 1 d . . .
H8 H -0.0968 0.0291 0.9002 0.063 Uiso 1 1 calc R . .
C9 C -0.1222(4) -0.0185(3) 0.7620(2) 0.0456(6) Uani 1 1 d . . .
C10 C -0.1666(4) 0.0483(3) 0.6598(2) 0.0403(6) Uani 1 1 d . . .
C11 C -0.2104(4) 0.2164(3) 0.6278(2) 0.0395(5) Uani 1 1 d . . .
C12 C -0.2147(4) 0.3097(3) 0.7001(2) 0.0409(6) Uani 1 1 d . . .
N1 N -0.1948(4) 0.3286(4) 0.8823(2) 0.0672(8) Uani 1 1 d . . .
O1 O -0.2777(5) 0.4660(4) 0.8631(3) 0.1094(12) Uani 1 1 d . . .
O2 O -0.1292(4) 0.2636(4) 0.96224(19) 0.0912(10) Uani 1 1 d . . .
N2 N -0.0822(4) -0.1753(3) 0.7829(2) 0.0611(7) Uani 1 1 d . . .
N3 N -0.1604(4) -0.0565(3) 0.6038(2) 0.0525(6) Uani 1 1 d . . .
N4 N -0.2453(4) 0.2989(3) 0.5337(2) 0.0557(6) Uani 1 1 d . . .
N5 N -0.2518(4) 0.4634(3) 0.6576(2) 0.0598(7) Uani 1 1 d . . .
S5 S -0.10175(13) -0.22651(9) 0.68007(8) 0.0652(3) Uani 1 1 d . . .
S6 S -0.27794(15) 0.48092(10) 0.53877(8) 0.0714(3) 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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 '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
_geom_angle_publ_flag
C1 S1 C3 95.15(14) . . ?
C2 S2 C3 94.74(14) . . ?
C5 S3 C4 94.57(15) . . ?
C6 S4 C4 94.73(15) . . ?
C2 C1 S1 117.9(2) . . ?
C2 C1 H1 121.0 . . ?
S1 C1 H1 121.0 . . ?
C1 C2 S2 117.8(2) . . ?
C1 C2 H2 121.1 . . ?
S2 C2 H2 121.1 . . ?
C4 C3 S2 123.6(2) . . ?
C4 C3 S1 122.6(2) . . ?
S2 C3 S1 113.80(14) . . ?
C3 C4 S3 122.0(2) . . ?
C3 C4 S4 123.6(2) . . ?
S3 C4 S4 114.38(15) . . ?
C6 C5 S3 118.4(2) . . ?
C6 C5 H5 120.8 . . ?
S3 C5 H5 120.8 . . ?
C5 C6 S4 117.8(2) . . ?
C5 C6 H6 121.1 . . ?
S4 C6 H6 121.1 . . ?
C8 C7 C12 121.7(2) . . ?
C8 C7 N1 118.5(3) . . ?
C12 C7 N1 119.8(3) . . ?
C7 C8 C9 119.3(3) . . ?
C7 C8 H8 120.3 . . ?
C9 C8 H8 120.3 . . ?
N2 C9 C10 112.8(3) . . ?
N2 C9 C8 125.1(3) . . ?
C10 C9 C8 122.1(3) . . ?
N3 C10 C9 114.5(2) . . ?
N3 C10 C11 127.6(3) . . ?
C9 C10 C11 118.0(2) . . ?
N4 C11 C12 114.2(2) . . ?
N4 C11 C10 126.4(2) . . ?
C12 C11 C10 119.5(2) . . ?
N5 C12 C11 112.3(2) . . ?
N5 C12 C7 128.3(2) . . ?
C11 C12 C7 119.4(2) . . ?
O1 N1 O2 124.7(3) . . ?
O1 N1 C7 117.6(3) . . ?
O2 N1 C7 117.7(3) . . ?
C9 N2 S5 106.6(2) . . ?
C10 N3 S5 105.2(2) . . ?
C11 N4 S6 105.96(19) . . ?
C12 N5 S6 106.9(2) . . ?
N2 S5 N3 101.00(13) . . ?
N5 S6 N4 100.62(13) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.729(3) . ?
S1 C3 1.755(2) . ?
S2 C2 1.744(3) . ?
S2 C3 1.755(3) . ?
S3 C5 1.737(3) . ?
S3 C4 1.755(3) . ?
S4 C6 1.740(4) . ?
S4 C4 1.756(3) . ?
C1 C2 1.318(5) . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C3 C4 1.350(4) . ?
C5 C6 1.313(5) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.347(4) . ?
C7 C12 1.444(4) . ?
C7 N1 1.473(4) . ?
C8 C9 1.428(4) . ?
C8 H8 0.9300 . ?
C9 N2 1.337(4) . ?
C9 C10 1.420(4) . ?
C10 N3 1.337(3) . ?
C10 C11 1.437(4) . ?
C11 N4 1.330(3) . ?
C11 C12 1.427(3) . ?
C12 N5 1.339(4) . ?
N1 O1 1.218(4) . ?
N1 O2 1.221(4) . ?
N2 S5 1.607(3) . ?
N3 S5 1.622(3) . ?
N4 S6 1.616(3) . ?
N5 S6 1.607(3) . ?
