Improved synthesis of dithieno[3,2-b:2???,3???-d]thiophene (DTT) and derivatives for cross couplingElectronic supplementary information (ESI) available: spectral data for 2, 3, 6, 8, 9 and 12, experimental data for 6, displacement ellipsoid diagram for 9 and crystal packing diagram for 12. See http://www.rsc.org/suppdata/cc/b2/b207403f/
Frey, Joseph; Bond, Andrew D.; Holmes, Andrew B.; Chemical Communications  (2002) 2424–; doi:10.1039/b207403f

data_7114237
_publ_section_title
;
 Improved synthesis of dithieno[3,2-b:2???,3???-d]thiophene (DTT) and
 derivatives for cross couplingElectronic supplementary information (ESI)
 available: spectral data for 2, 3, 6, 8, 9 and 12, experimental data for
 6, displacement ellipsoid diagram for 9 and crystal packing diagram for
 12. See http://www.rsc.org/suppdata/cc/b2/b207403f/
;
_journal_issue                   20
_journal_name_full               'Chemical Communications'
_journal_page_first              2424
_journal_paper_doi               10.1039/b207403f
_journal_year                    2002
_chemical_formula_moiety         'C28 H32 S5'
_chemical_formula_sum            'C28 H32 S5'
_chemical_formula_weight         528.84
_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
_cell_angle_alpha                76.087(3)
_cell_angle_beta                 83.466(3)
_cell_angle_gamma                71.136(3)
_cell_formula_units_Z            2
_cell_length_a                   7.8796(4)
_cell_length_b                   11.3296(5)
_cell_length_c                   15.8922(8)
_cell_measurement_reflns_used    15629
_cell_measurement_temperature    180(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.00
_cell_volume                     1302.15(11)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius B.V. 1998)'
_computing_data_reduction
;
HKL Denzo and Scalepack (Otwinowski & Minor 1997)
;
_computing_publication_material  'SHELXTL v6.12 (Bruker AXS, 2001)'
_computing_structure_refinement  'SHELXTL v6.12 (Bruker AXS, 2001)'
_computing_structure_solution    'SIR-92 (Altomare et al. 1994)'
_diffrn_ambient_temperature      180(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'Thin slice \w and \f scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0371
_diffrn_reflns_av_sigmaI/netI    0.0511
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            14683
_diffrn_reflns_theta_full        27.52
_diffrn_reflns_theta_max         27.52
_diffrn_reflns_theta_min         3.61
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.461
_exptl_absorpt_correction_T_max  0.927
_exptl_absorpt_correction_T_min  0.889
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sortav Blessing (1995)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.349
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         1.065
_refine_diff_density_min         -0.466
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     300
_refine_ls_number_reflns         5930
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0670
_refine_ls_R_factor_gt           0.0482
_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/[\s^2^(Fo^2^)+(0.0461P)^2^+1.0633P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1096
_refine_ls_wR_factor_ref         0.1192
_reflns_number_gt                4605
_reflns_number_total             5930
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b207403f.txt
_cod_data_source_block           ah0131
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7114237