#------------------------------------------------------------------------------
#$Date: 2019-11-07 21:41:01 +0200 (Thu, 07 Nov 2019) $
#$Revision: 223578 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/19/7231926.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_7231926
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_moiety         'C8 H3 N O S2'
_chemical_formula_sum            'C8 H3 N O S2'
_chemical_formula_weight         193.23
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_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                 92.231(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   3.8349(2)
_cell_length_b                   14.8206(6)
_cell_length_c                   13.7718(5)
_cell_measurement_reflns_used    1592
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.78
_cell_measurement_theta_min      2.96
_cell_volume                     782.13(6)
_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 0.993
_diffrn_measured_fraction_theta_max 0.993
_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  0.0431
_diffrn_reflns_av_sigmaI/netI    0.0476
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            4515
_diffrn_reflns_theta_full        25.67
_diffrn_reflns_theta_max         25.67
_diffrn_reflns_theta_min         3.12
_exptl_absorpt_coefficient_mu    0.619
_exptl_absorpt_correction_T_max  0.9638
_exptl_absorpt_correction_T_min  0.9184
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.641
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.051
_refine_diff_density_min         -0.520
_refine_diff_density_rms         0.092
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     109
_refine_ls_number_reflns         1479
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.098
_refine_ls_R_factor_all          0.0621
_refine_ls_R_factor_gt           0.0469
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0485P)²+1.1451P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1152
_refine_ls_wR_factor_ref         0.1222
_reflns_number_gt                1181
_reflns_number_total             1479
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c8ce01967c2.cif
_cod_data_source_block           SRA4
_cod_depositor_comments
'Adding full bibliography for 7231922--7231926.cif.'
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               7231926
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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 0.3720(2) 0.09983(6) 0.27556(6) 0.0245(3) Uani 1 1 d .
S2 S 0.0823(2) 0.15497(6) 0.46422(6) 0.0237(3) Uani 1 1 d .
O1 O 0.2236(7) -0.01249(16) 0.41423(18) 0.0336(6) Uani 1 1 d .
N1 N -0.1635(9) 0.3751(2) 0.5630(2) 0.0363(8) Uani 1 1 d .
C1 C 0.3021(9) 0.3685(2) 0.2411(3) 0.0293(8) Uani 1 1 d .
H1 H 0.3470 0.4127 0.1932 0.035 Uiso 1 1 calc R
C2 C 0.3698(8) 0.2793(2) 0.2215(2) 0.0266(8) Uani 1 1 d .
H2 H 0.4614 0.2621 0.1611 0.032 Uiso 1 1 calc R
C3 C 0.3013(8) 0.2144(2) 0.2920(2) 0.0225(7) Uani 1 1 d .
C4 C 0.2270(9) 0.0651(2) 0.3893(2) 0.0248(7) Uani 1 1 d .
C5 C 0.1664(8) 0.2401(2) 0.3810(2) 0.0202(7) Uani 1 1 d .
C6 C 0.1007(8) 0.3312(2) 0.3990(2) 0.0237(7) Uani 1 1 d .
C7 C 0.1699(9) 0.3957(2) 0.3290(3) 0.0289(8) Uani 1 1 d .
H3 H 0.1272 0.4577 0.3411 0.035 Uiso 1 1 calc R
C8 C -0.0447(9) 0.3565(2) 0.4909(3) 0.0256(7) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
S1 0.0278(5) 0.0258(5) 0.0203(4) -0.0011(3) 0.0053(3) 0.0016(3)
S2 0.0283(5) 0.0242(5) 0.0190(4) 0.0005(3) 0.0059(3) -0.0002(3)
O1 0.0481(15) 0.0217(13) 0.0318(14) 0.0003(11) 0.0136(11) 0.0037(12)
N1 0.0380(17) 0.0378(19) 0.0332(18) -0.0046(14) 0.0040(14) 0.0028(15)
C1 0.0289(18) 0.032(2) 0.0268(18) 0.0065(15) 0.0016(15) -0.0052(15)
C2 0.0251(16) 0.034(2) 0.0204(17) 0.0061(14) 0.0024(13) -0.0034(14)
C3 0.0201(15) 0.0273(18) 0.0200(16) -0.0006(13) -0.0002(13) -0.0019(14)
C4 0.0257(17) 0.0275(19) 0.0212(17) -0.0013(14) 0.0030(13) 0.0020(15)
C5 0.0184(15) 0.0254(17) 0.0167(15) 0.0004(13) -0.0005(12) -0.0001(13)
C6 0.0213(16) 0.0252(18) 0.0248(18) -0.0020(13) 0.0008(13) -0.0011(13)
C7 0.0294(18) 0.0254(19) 0.0319(19) 0.0010(14) 0.0000(15) 0.0001(15)
C8 0.0253(17) 0.0228(18) 0.0287(19) -0.0045(14) -0.0002(14) 0.0018(14)
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'
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C3 S1 C4 96.53(16)
C5 S2 C4 95.15(16)
C2 C1 C7 121.8(3)
C2 C1 H1 119.1
C7 C1 H1 119.1
C1 C2 C3 118.9(3)
C1 C2 H2 120.6
C3 C2 H2 120.6
C2 C3 C5 120.4(3)
C2 C3 S1 123.2(3)
C5 C3 S1 116.4(2)
O1 C4 S1 122.9(3)
O1 C4 S2 122.8(3)
S1 C4 S2 114.35(19)
C6 C5 C3 119.5(3)
C6 C5 S2 122.9(2)
C3 C5 S2 117.6(3)
C7 C6 C5 120.0(3)
C7 C6 C8 121.2(3)
C5 C6 C8 118.8(3)
C6 C7 C1 119.4(3)
C6 C7 H3 120.3
C1 C7 H3 120.3
N1 C8 C6 178.8(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
S1 C3 1.736(3)
S1 C4 1.759(3)
S2 C5 1.743(3)
S2 C4 1.787(3)
O1 C4 1.200(4)
N1 C8 1.143(5)
C1 C2 1.375(5)
C1 C7 1.391(5)
C1 H1 0.9500
C2 C3 1.399(5)
C2 H2 0.9500
C3 C5 1.401(4)
C5 C6 1.398(5)
C6 C7 1.390(5)
C6 C8 1.451(5)
C7 H3 0.9500
