The effect of thiadiazole out-backbone displacement in indacenodithiophene semiconductor polymers
Miquel Planells; Mark Nikolka; Michael Hurhangee; Pabitra S. Tuladhar; Andrew J. P. White; James R. Durrant; Henning Sirringhaus; Iain McCulloch; Journal of Materials Chemistry C 2 (2014) 8789–8795; doi:10.1039/C4TC01500B

data_7233889
_publ_section_title
;
 The effect of thiadiazole out-backbone displacement in
 indacenodithiophene semiconductor polymers
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              8789
_journal_page_last               8795
_journal_paper_doi               10.1039/C4TC01500B
_journal_volume                  2
_journal_year                    2014
_chemical_absolute_configuration .
_chemical_formula_moiety         'C12 H4 N4 S3'
_chemical_formula_sum            'C12 H4 N4 S3'
_chemical_formula_weight         300.37
_space_group_crystal_system      orthorhombic
_space_group_IT_number           33
_space_group_name_Hall           'P 2c -2n'
_space_group_name_H-M_alt        'P n a 21'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.22656(17)
_cell_length_b                   18.9016(4)
_cell_length_c                   8.35979(18)
_cell_measurement_reflns_used    1641
_cell_measurement_temperature    173
_cell_measurement_theta_max      73.0770
_cell_measurement_theta_min      4.6760
_cell_volume                     1141.89(4)
_computing_cell_refinement       CrysAlisPro,
_computing_data_collection       CrysAlisPro,
_computing_data_reduction        CrysAlisPro,
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CIFTAB-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean 10.4115
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_device_type  'Agilent Xcalibur PX Ultra A'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0209
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            2149
_diffrn_reflns_point_group_measured_fraction_full 0.657
_diffrn_reflns_point_group_measured_fraction_max 0.633
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.366
_diffrn_reflns_theta_min         4.679
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    5.844
_exptl_absorpt_correction_T_max  0.672
_exptl_absorpt_correction_T_min  0.355
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_crystal_colour            'Dark red'
_exptl_crystal_density_diffrn    1.747
_exptl_crystal_description       'blocky needles'
_exptl_crystal_F_000             608
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.208
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.063
_refine_ls_abs_structure_details
;
 Flack x determined using 245 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).

 Results of chirality/polarity tests
  _refine_ls_R_factor_obs+         0.0249
  _refine_ls_wR_factor_obs+        0.0629
  _refine_ls_abs_structure_Flack+  0.05(2)
  _refine_ls_R_factor_obs-         0.0367
  _refine_ls_wR_factor_obs-        0.0996
  _refine_ls_abs_structure_Flack-  0.94(2)
;
_refine_ls_abs_structure_Flack   0.05(2)
_refine_ls_extinction_coef       0.0036(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         1453
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0260
_refine_ls_R_factor_gt           0.0249
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0403P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0629
_refine_ls_wR_factor_ref         0.0637
_reflns_Friedel_coverage         0.217
_reflns_Friedel_fraction_full    0.268
_reflns_Friedel_fraction_max     0.243
_reflns_number_gt                1404
_reflns_number_total             1453
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            J-Mater-Chem-C-2014-2-8789.cif
_cod_data_source_block           5
_cod_database_code               7233889