Chromophore Fluorination Enhances Crystallization and Stability of Soluble Anthradithiophene Semiconductors
Sankar Subramanian; Sung Kyu Park; Sean R. Parkin; Vitaly Podzorov; Thomas N. Jackson; John E. Anthony; Journal of the American Chemical Society 130 (2008) 2706–2707; doi:10.1021/ja073235k

data_4107476
_publ_section_title
;
 Chromophore Fluorination Enhances Crystallization and Stability of
 Soluble Anthradithiophene Semiconductors
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              2706
_journal_page_last               2707
_journal_paper_doi               10.1021/ja073235k
_journal_volume                  130
_journal_year                    2008
_chemical_formula_moiety         'C34 H36 F2 S2 Si2'
_chemical_formula_sum            'C34 H36 F2 S2 Si2'
_chemical_formula_weight         602.93
_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                98.214(4)
_cell_angle_beta                 92.598(5)
_cell_angle_gamma                107.335(4)
_cell_formula_units_Z            1
_cell_length_a                   7.1044(5)
_cell_length_b                   7.1739(5)
_cell_length_c                   16.6481(12)
_cell_measurement_reflns_used    4264
_cell_measurement_temperature    243.0(2)
_cell_measurement_theta_max      67.60
_cell_measurement_theta_min      2.69
_cell_volume                     798.17(10)
_computing_cell_refinement       'APEX2 (Bruker-AXS, 2006)'
_computing_data_collection       'APEX2 (Bruker-AXS, 2006)'
_computing_data_reduction        'APEX2 (Bruker-AXS, 2006)'
_computing_molecular_graphics    'XP in SHELXTL (Sheldrick, 1994)'
_computing_publication_material
; 
SHELX97-2 (Sheldrick, 1997) and local procedures 
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      243.0(2)
_diffrn_detector_area_resol_mean 18
_diffrn_measured_fraction_theta_full 0.969
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_device_type  'Bruker X8 Proteum diffractometer'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  'graded multilayer optics'
_diffrn_radiation_source         'fine-focus rotating anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0437
_diffrn_reflns_av_sigmaI/netI    0.0420
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            10192
_diffrn_reflns_theta_full        67.70
_diffrn_reflns_theta_max         67.70
_diffrn_reflns_theta_min         2.69
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.500
_exptl_absorpt_correction_T_max  0.9066
_exptl_absorpt_correction_T_min  0.6347
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs in APEX2 (Bruker-AXS, 2006)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_description       flake
_exptl_crystal_F_000             318
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.338
_refine_diff_density_min         -0.332
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     221
_refine_ls_number_reflns         2811
_refine_ls_number_restraints     219
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0755
_refine_ls_R_factor_gt           0.0560
_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/[\s^2^(Fo^2^)+(0.0295P)^2^+1.2610P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1346
_refine_ls_wR_factor_ref         0.1466
_reflns_number_gt                2163
_reflns_number_total             2811
_reflns_threshold_expression     >2\s(I)
_cod_data_source_file            ja073235k-file003.cif
_cod_data_source_block           x07047
_cod_database_code               4107476