Syntheses via a direct arylation method of push-pull molecules based on triphenylamine and 3-cyano-4-hexyloxythiophene moieties.
Grolleau, Jérémie; Gohier, Frédéric; Cabanetos, Clément; Allain, Magali; Legoupy, Stéphanie; Frère, Pierre; Organic & biomolecular chemistry 14 (2016) 10516–10522; doi:10.1039/c6ob02036d

data_7155320
_publ_section_title
;
 Syntheses via a direct arylation method of push-pull molecules based on
 triphenylamine and 3-cyano-4-hexyloxythiophene moieties.
;
_journal_issue                   44
_journal_name_full               'Organic &amp; biomolecular chemistry'
_journal_page_first              10516
_journal_page_last               10522
_journal_paper_doi               10.1039/c6ob02036d
_journal_volume                  14
_journal_year                    2016
_chemical_formula_moiety         'C33 H28 N4 O1 S1'
_chemical_formula_sum            'C33 H28 N4 O S'
_chemical_formula_weight         528.65
_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_date             2015-03-25T14:45:17-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_audit_update_record
;
2016-09-15 deposited with the CCDC.
2016-10-17 downloaded from the CCDC.
;
_cell_angle_alpha                84.956(2)
_cell_angle_beta                 76.050(2)
_cell_angle_gamma                77.060(2)
_cell_formula_units_Z            4
_cell_length_a                   10.5659(3)
_cell_length_b                   13.3660(4)
_cell_length_c                   20.8146(4)
_cell_measurement_reflns_used    11730
_cell_measurement_temperature    150.0(1)
_cell_measurement_theta_max      76.392
_cell_measurement_theta_min      4.052
_cell_volume                     2778.58(13)
_computing_cell_refinement
'CrysAlisPro, Agilent Technologies, V1.171.37.35g'
_computing_data_collection
'CrysAlisPro, Agilent Technologies, V1.171.37.35g'
_computing_data_reduction
'CrysAlisPro, Agilent Technologies, V1.171.37.35g'
_computing_molecular_graphics    'DIAMOND 3.2k (Crystal Impact GbR 2005)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150.0(1)
_diffrn_detector_area_resol_mean 5.199
_diffrn_measured_fraction_theta_full 0.99
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'SuperNova, Single source at offset, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0388
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            27539
_diffrn_reflns_theta_full        72
_diffrn_reflns_theta_max         76.84
_diffrn_reflns_theta_min         3.39
_exptl_absorpt_coefficient_mu    1.289
_exptl_absorpt_correction_T_max  1
_exptl_absorpt_correction_T_min  0.87281
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.37.35g (release 09-12-2014 CrysAlis171 .NET)
        (compiled Dec  9 2014,15:38:47)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1112
_exptl_crystal_size_max          0.3759
_exptl_crystal_size_mid          0.084
_exptl_crystal_size_min          0.0157
_refine_diff_density_max         0.488
_refine_diff_density_min         -0.383
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     705
_refine_ls_number_reflns         11378
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.074
_refine_ls_R_factor_all          0.0653
_refine_ls_R_factor_gt           0.0538
_refine_ls_shift/su_max          0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0607P)^2^+2.3696P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1434
_refine_ls_wR_factor_ref         0.1554
_reflns_number_gt                9534
_reflns_number_total             11378
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6ob02036d2.cif
_cod_data_source_block           jg88-150k
_cod_depositor_comments          'Adding full bibliography for 7155320.cif.'
_cod_database_code               7155320