Crystal structures of two charge–transfer complexes of benzo[1,2-<i>c</i>:3,4-<i>c</i>':5,6-<i>c</i>'']trithiophene (<i>D</i>~3<i>h~</i>-BTT)
Qin, Qian; Mague, Joel T.; Gould, Haley E.; Vasquez, Samuel E.; Heyer, Anthony E.; Acta Crystallographica Section E 75 (2019) 1573–1577; doi:10.1107/S2056989019013161

data_2243607
_publ_section_title
;
 Crystal structures of two charge--transfer complexes of
 benzo[1,2-<i>c</i>:3,4-<i>c</i>':5,6-<i>c</i>'']trithiophene
 (<i>D</i>~3<i>h~</i>-BTT)
;
_journal_coeditor_code           ZL2760
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              1573
_journal_page_last               1577
_journal_paper_doi               10.1107/S2056989019013161
_journal_volume                  75
_journal_year                    2019
_chemical_formula_iupac          'C12 H6 S3, C12 H4 N4'
_chemical_formula_moiety         'C12 H6 S3, C12 H4 N4'
_chemical_formula_sum            'C24 H10 N4 S3'
_chemical_formula_weight         450.54
_chemical_name_systematic
Benzo[1,2-<i>c</i>:3,4-<i>c</i>':5,6-<i>c</i>'']trithiophene--7,7,8,8-tetracyanoquinodimethane
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/1
_cell_angle_alpha                90
_cell_angle_beta                 100.1360(10)
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   14.2567(3)
_cell_length_b                   39.0280(7)
_cell_length_c                   15.2295(3)
_cell_measurement_reflns_used    9404
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      69.914
_cell_measurement_theta_min      3.258
_cell_volume                     8341.6(3)
_computing_cell_refinement
;
<i>SAINT</i> (Bruker, 2016)
;
_computing_data_collection
;
<i>APEX3</i> (Bruker, 2016)
;
_computing_data_reduction
;
<i>SAINT</i> (Bruker, 2016)
;
_computing_molecular_graphics
;
<i>DIAMOND</i> (Brandenburg & Putz, 2012)
;
_computing_publication_material
;
<i>SHELXTL</i> (Sheldrick, 2008)
;
_computing_structure_refinement
;
<i>SHELXL2018/1</i> (Sheldrick, 2015b)
;
_computing_structure_solution
;
<i>SHELXT</i> (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON 100 CMOS'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0499
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       47
_diffrn_reflns_limit_k_min       -47
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            69033
_diffrn_reflns_theta_full        70.000
_diffrn_reflns_theta_max         70.061
_diffrn_reflns_theta_min         2.264
_diffrn_source                   'INCOATEC I\mS micro-focus source'
_exptl_absorpt_coefficient_mu    3.408
_exptl_absorpt_correction_T_max  0.80
_exptl_absorpt_correction_T_min  0.37
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(<i>SADABS</i>; Krause <i>et al.</i>, 2015)
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.435
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       column
_exptl_crystal_F_000             3680
_exptl_crystal_size_max          0.368
_exptl_crystal_size_mid          0.114
_exptl_crystal_size_min          0.068
_refine_diff_density_max         0.469
_refine_diff_density_min         -0.566
_refine_ls_extinction_coef       0.00038(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method
;
<i>SHELXL2018/1</i> (Sheldrick 2015b)
;
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1118
_refine_ls_number_reflns         15720
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0611
_refine_ls_R_factor_gt           0.0437
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0446P)^2^+3.1400P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1018
_refine_ls_wR_factor_ref         0.1122
_reflns_number_gt                11912
_reflns_number_total             15720
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            zl2760sup1.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               2243607
_cod_database_fobs_code          2243607
_shelx_estimated_absorpt_t_min   0.367
_shelx_estimated_absorpt_t_max   0.801
_shelx_hkl_checksum              92257
_shelx_res_checksum              57301