A simple route toward the synthesis of bisbenzothiadiazole derivatives.
Anant, Piyush; Lucas, Nigel T.; Jacob, Josemon; Organic letters 10 (2008) 5533–5536; doi:10.1021/ol8022837

data_1504972
_publ_section_title
;
 A simple route toward the synthesis of bisbenzothiadiazole derivatives.
;
_journal_issue                   24
_journal_name_full               'Organic letters'
_journal_page_first              5533
_journal_page_last               5536
_journal_paper_doi               10.1021/ol8022837
_journal_volume                  10
_journal_year                    2008
_chemical_formula_moiety         '2(C53 H50 N8 S4), 4(C0.25 H O0.25)'
_chemical_formula_sum            'C53.5 H52 N8 O0.5 S4'
_chemical_formula_weight         941.25
_chemical_name_systematic
; 
2,7-Di(bisbenzothiadiazolyl)-9,9-dioctylfluorene 
;
_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                85.093(8)
_cell_angle_beta                 88.883(8)
_cell_angle_gamma                86.647(8)
_cell_formula_units_Z            4
_cell_length_a                   14.617(3)
_cell_length_b                   18.060(3)
_cell_length_c                   19.492(3)
_cell_measurement_reflns_used    5995
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25.3498
_cell_measurement_theta_min      0.2861
_cell_volume                     5117.4(16)
_computing_cell_refinement       'Bruker Apex2'
_computing_data_collection       'Bruker Apex2'
_computing_data_reduction        'Bruker Apex2'
_computing_molecular_graphics
;
ORTEP-IIIv2 ('Farrugia, 1997')
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_crystal_treatment
; 
Attached with Exxon Paratone N to a short length
of fibre supported on a thin piece of copper wire
inserted in a copper mounting pin. The crystal was
quenched in a cold nitrogen gas stream from an
Oxford Cryosystems cyrostream 
;
_diffrn_measured_fraction_theta_full 0.944
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measurement_device_type  'Bruker-Nonius Kappa ApexII'
_diffrn_measurement_method       'phi and omega 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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0902
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            24463
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.42
_diffrn_reflns_theta_min         2.10
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.230
_exptl_absorpt_correction_T_max  0.9773
_exptl_absorpt_correction_T_min  0.9511
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.222
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1980
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.831
_refine_diff_density_min         -0.678
_refine_diff_density_rms         0.118
_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     1184
_refine_ls_number_reflns         24467
_refine_ls_number_restraints     60
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.1738
_refine_ls_R_factor_gt           0.0967
_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^)+(0.1428P)^2^+19.3686P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2528
_refine_ls_wR_factor_ref         0.3140
_reflns_number_gt                14254
_reflns_number_total             17759
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ol8022837_si_002.cif
_cod_data_source_block           ntl07_8
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               1504972