#------------------------------------------------------------------------------
#$Date: 2019-11-07 21:41:01 +0200 (Thu, 07 Nov 2019) $
#$Revision: 223578 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/19/7231922.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_7231922
loop_
_publ_author_name
'Lopes, Gonçalo'
'da Gama, Vasco'
'Belo, Dulce'
'Simão, Dulce'
'Santos, Isabel Cordeiro'
'Almeida, Manuel'
'Rabaça, Sandra'
_publ_section_title
;
 A 4-cyanobenzene-ethylenedithio-TTF electron donor and its
 (1 : 1) triiodide radical cation salt; isomer effects in
 C--N⋯H--C interactions
;
_journal_issue                   4
_journal_name_full               CrystEngComm
_journal_page_first              637
_journal_paper_doi               10.1039/C8CE01967C
_journal_volume                  21
_journal_year                    2019
_chemical_formula_sum            'C8 H3 N S3'
_chemical_formula_weight         209.29
_space_group_IT_number           29
_space_group_name_Hall           'P 2c -2ac'
_space_group_name_H-M_alt        'P c a 21'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2c -2ac'
_symmetry_space_group_name_H-M   'P c a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2018-11-14 deposited with the CCDC.
2018-12-03 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   30.935(4)
_cell_length_b                   3.8492(5)
_cell_length_c                   13.9128(19)
_cell_measurement_reflns_used    4214
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.60
_cell_measurement_theta_min      3.01
_cell_volume                     1656.7(4)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω 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  0.0462
_diffrn_reflns_av_sigmaI/netI    0.0407
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            15767
_diffrn_reflns_theta_full        25.68
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_min         3.21
_exptl_absorpt_coefficient_mu    0.826
_exptl_absorpt_correction_T_max  0.9837
_exptl_absorpt_correction_T_min  0.8523
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.678
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.679
_refine_diff_density_min         -0.350
_refine_diff_density_rms         0.092
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.14(9)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         3095
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0374
_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)+(0.0421P)²+0.9793P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0811
_refine_ls_wR_factor_ref         0.0828
_reflns_number_gt                2905
_reflns_number_total             3095
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c8ce01967c2.cif
_cod_data_source_block           SRA1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas 

 Adding full bibliography for 7231922--7231926.cif.
;
_cod_original_sg_symbol_H-M      'Pca2(1) '
_cod_database_code               7231922
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y, z+1/2'
'x+1/2, -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
S1 S 0.39776(3) -0.0425(3) 0.99861(7) 0.0259(2) Uani 1 1 d .
S2 S 0.38808(3) 0.2639(2) 0.80390(7) 0.0206(2) Uani 1 1 d .
S3 S 0.47325(3) 0.0613(2) 0.87253(6) 0.02059(19) Uani 1 1 d .
S4 S 0.41949(3) 0.1931(3) 0.38219(8) 0.0305(2) Uani 1 1 d .
S5 S 0.32525(3) 0.0751(2) 0.35947(7) 0.0231(2) Uani 1 1 d .
S6 S 0.37424(3) 0.3952(2) 0.20425(6) 0.0231(2) Uani 1 1 d .
N1 N 0.35126(11) 0.6902(9) 0.5779(3) 0.0338(8) Uani 1 1 d .
N2 N 0.21053(11) -0.2051(9) 0.3787(3) 0.0375(8) Uani 1 1 d .
C1 C 0.41851(11) 0.0871(8) 0.8972(2) 0.0195(7) Uani 1 1 d .
C2 C 0.43102(10) 0.3456(9) 0.7259(3) 0.0170(7) Uani 1 1 d .
C3 C 0.47186(11) 0.2501(9) 0.7580(2) 0.0181(7) Uani 1 1 d .
C4 C 0.50840(11) 0.3051(9) 0.7020(3) 0.0212(7) Uani 1 1 d .
H4 H 0.5361 0.2331 0.7238 0.025 Uiso 1 1 calc R
C5 C 0.50361(12) 0.4675(10) 0.6137(3) 0.0227(8) Uani 1 1 d .
H5 H 0.5284 0.5118 0.5753 0.027 Uiso 1 1 calc R
C6 C 0.46350(12) 0.5652(9) 0.5808(3) 0.0229(8) Uani 1 1 d .
H6 H 0.4608 0.6748 0.5200 0.027 Uiso 1 1 calc R
C7 C 0.42655(11) 0.5044(9) 0.6365(3) 0.0185(7) Uani 1 1 d .
C8 C 0.38480(13) 0.6068(9) 0.6023(3) 0.0242(8) Uani 1 1 d .
C9 C 0.37511(12) 0.2209(9) 0.3189(3) 0.0235(8) Uani 1 1 d .
C11 C 0.31959(11) 0.3285(9) 0.1809(2) 0.0178(7) Uani 1 1 d .
C10 C 0.29640(12) 0.1758(9) 0.2557(2) 0.0203(8) Uani 1 1 d .
C12 C 0.29947(12) 0.4197(9) 0.0947(3) 0.0240(8) Uani 1 1 d .
H12 H 0.3154 0.5248 0.0441 0.029 Uiso 1 1 calc R
C13 C 0.25585(12) 0.3533(10) 0.0848(3) 0.0242(8) Uani 1 1 d .
H13 H 0.2417 0.4156 0.0267 0.029 Uiso 1 1 calc R
C14 C 0.23239(12) 0.1986(9) 0.1574(3) 0.0247(8) Uani 1 1 d .
H14 H 0.2024 0.1546 0.1487 0.030 Uiso 1 1 calc R
C15 C 0.25241(12) 0.1067(9) 0.2431(3) 0.0211(8) Uani 1 1 d .
C16 C 0.22863(12) -0.0646(10) 0.3186(3) 0.0256(8) 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'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1 S2 C2 97.03(17)
C1 S3 C3 97.61(17)
C9 S5 C10 96.53(18)
C9 S6 C11 97.45(17)
S1 C1 S3 122.7(2)
S1 C1 S2 123.5(2)
S3 C1 S2 113.8(2)
C3 C2 C7 119.6(3)
C3 C2 S2 116.4(3)
C7 C2 S2 124.0(3)
C4 C3 C2 121.3(3)
C4 C3 S3 123.6(3)
C2 C3 S3 115.1(3)
C5 C4 C3 118.6(3)
C5 C4 H4 120.7
C3 C4 H4 120.7
C6 C5 C4 121.0(3)
C6 C5 H5 119.5
C4 C5 H5 119.5
C5 C6 C7 120.5(4)
C5 C6 H6 119.8
C7 C6 H6 119.8
C2 C7 C6 119.1(3)
C2 C7 C8 120.5(3)
C6 C7 C8 120.4(3)
N1 C8 C7 177.9(4)
S4 C9 S6 122.3(2)
S4 C9 S5 123.4(2)
S6 C9 S5 114.3(2)
C10 C11 C12 121.2(3)
C10 C11 S6 115.0(3)
C12 C11 S6 123.8(3)
C11 C10 C15 119.2(3)
C11 C10 S5 116.7(3)
C15 C10 S5 124.1(3)
C13 C12 C11 118.4(3)
C13 C12 H12 120.8
C11 C12 H12 120.8
C14 C13 C12 121.4(3)
C14 C13 H13 119.3
C12 C13 H13 119.3
C13 C14 C15 120.3(3)
C13 C14 H14 119.9
C15 C14 H14 119.9
C14 C15 C10 119.5(3)
C14 C15 C16 120.9(3)
C10 C15 C16 119.6(3)
N2 C16 C15 178.5(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C1 1.628(4)
S2 C1 1.742(4)
S2 C2 1.744(3)
S3 C1 1.731(4)
S3 C3 1.752(4)
S4 C9 1.635(4)
S5 C9 1.736(4)
S5 C10 1.741(4)
S6 C9 1.731(4)
S6 C11 1.740(3)
N1 C8 1.138(5)
N2 C16 1.143(5)
C2 C3 1.389(5)
C2 C7 1.393(5)
C3 C4 1.389(5)
C4 C5 1.386(5)
C4 H4 0.9500
C5 C6 1.375(5)
C5 H5 0.9500
C6 C7 1.401(5)
C6 H6 0.9500
C7 C8 1.432(5)
C11 C10 1.393(5)
C11 C12 1.396(5)
C10 C15 1.397(5)
C12 C13 1.380(5)
C12 H12 0.9500
C13 C14 1.379(5)
C13 H13 0.9500
C14 C15 1.390(5)
C14 H14 0.9500
C15 C16 1.441(5)
