Elastic organic semiconducting single crystals for durable all-flexible field-effect transistors: insights into the bending mechanism.
Samanta, Ranita; Das, Susobhan; Mondal, Saikat; Alkhidir, Tamador; Mohamed, Sharmarke; Senanayak, Satyaprasad P.; Reddy, C. Malla; Chemical science 14 (2023) 1363–1371; doi:10.1039/d2sc05217b

data_1568177
_publ_section_title
;
 Elastic organic semiconducting single crystals for durable all-flexible
 field-effect transistors: insights into the bending mechanism.
;
_journal_issue                   6
_journal_name_full               'Chemical science'
_journal_page_first              1363
_journal_page_last               1371
_journal_paper_doi               10.1039/d2sc05217b
_journal_volume                  14
_journal_year                    2023
_chemical_formula_moiety         'C18 H16 N2 O2 S2'
_chemical_formula_sum            'C18 H16 N2 O2 S2'
_chemical_formula_weight         356.45
_chemical_name_systematic
2,5-diethyl-3,6-di(thiophen-2-yl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc28kjr4
_audit_creation_date             2021-08-09
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-08-11 deposited with the CCDC.	2022-12-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 97.421(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   5.3077(2)
_cell_length_b                   10.6410(3)
_cell_length_c                   14.3047(4)
_cell_measurement_reflns_used    4475
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      65.7170
_cell_measurement_theta_min      3.0570
_cell_volume                     801.15(4)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9580
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w     57.00 123.00   1.00    1.00    --   25.52 178.00 150.00   66
  2  \w     57.00 123.00   1.00    1.00    --   25.52 178.00 -90.00   66
  3  \w    -13.00 102.00   1.00    1.00    --   25.52  57.00-180.00  115
  4  \w      1.00  82.00   1.00    1.00    --   25.52 -99.00 -30.00   81
  5  \w     27.00 145.00   1.00    2.00    --   66.76  61.00  90.00  118
  6  \w     19.00 119.00   1.00    2.00    --   66.76-120.00 100.00  100
  7  \w    -14.00 116.00   1.00    2.00    --   66.76 -45.00-180.00  130
  8  \w     12.00 116.00   1.00    2.00    --   66.76-111.00  30.00  104
  9  \w    100.00 153.00   1.00    2.00    --   66.76 111.00-120.00   53
 10  \w    100.00 153.00   1.00    2.00    --   66.76 111.00 -60.00   53
 11  \w    100.00 153.00   1.00    2.00    --   66.76 111.00  90.00   53
 12  \w     28.00 146.00   1.00    8.00    --  108.00 -65.00 150.00  118
 13  \w     20.00 113.00   1.00    8.00    --  108.00-104.00  60.00   93
 14  \w    101.00 178.00   1.00    8.00    --  108.00 104.00-180.00   77
 15  \w     23.00 178.00   1.00    8.00    --  108.00  21.00 -60.00  155
 16  \w     30.00 148.00   1.00    8.00    --  108.00 -54.00 -30.00  118
 17  \w     27.00 160.00   1.00    8.00    --  108.00 -43.00 -30.00  133
 18  \w    101.00 178.00   1.00    8.00    --  108.00 104.00 120.00   77
 19  \w    101.00 178.00   1.00    8.00    --  108.00 104.00 -60.00   77
 20  \w     20.00 113.00   1.00    8.00    --  108.00-104.00-150.00   93
 21  \w    101.00 178.00   1.00    8.00    --  108.00 104.00 -30.00   77
 22  \w     17.00 178.00   1.00    8.00    --  108.00  11.00  90.00  161
 23  \w    -19.00 113.00   1.00    1.00    --   25.52  77.00-120.00  132
 24  \w    -13.00 102.00   1.00    1.00    --   25.52  57.00  60.00  115
 25  \w    -13.00 102.00   1.00    1.00    --   25.52  57.00   0.00  115
 26  \w     27.00 145.00   1.00    2.00    --   66.76  61.00-120.00  118
 27  \w     27.00 145.00   1.00    2.00    --   66.76  61.00 -60.00  118
 28  \w     27.00 145.00   1.00    2.00    --   66.76  61.00  30.00  118
 29  \w     26.00 150.00   1.00    2.00    --   66.76  70.00 -30.70  124
 30  \w     22.00 154.00   1.00    2.00    --   66.76  77.00 120.00  132
 31  \w     27.00 145.00   1.00    2.00    --   66.76  61.00-180.00  118
 32  \w     30.00 134.00   1.00    8.00    --  108.00 -54.00  90.00  104
 33  \w    101.00 178.00   1.00    8.00    --  108.00 104.00  90.00   77
 34  \w     33.00 178.00   1.00    8.00    --  108.00  32.00-180.00  145
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0682827000
_diffrn_orient_matrix_UB_12      0.0740212000
_diffrn_orient_matrix_UB_13      -0.0858175000
_diffrn_orient_matrix_UB_21      0.1988731000
_diffrn_orient_matrix_UB_22      0.0757368000
_diffrn_orient_matrix_UB_23      0.0649910000
_diffrn_orient_matrix_UB_31      0.2035867000
_diffrn_orient_matrix_UB_32      -0.0986684000
_diffrn_orient_matrix_UB_33      -0.0145900000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0467
_diffrn_reflns_av_unetI/netI     0.0219
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6826
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        65.783
_diffrn_reflns_theta_max         65.783
_diffrn_reflns_theta_min         5.196
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.126
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.40093
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear reddish violet'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.478
_exptl_crystal_description       plate
_exptl_crystal_F_000             372
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.284
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     110
_refine_ls_number_reflns         1391
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0532
_refine_ls_R_factor_gt           0.0510
_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^)+(0.0773P)^2^+0.5579P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1471
_refine_ls_wR_factor_ref         0.1487
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1309
_reflns_number_total             1391
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2sc05217b4.cif
_cod_data_source_block           DPP-diEt
_cod_depositor_comments          'Adding full bibliography for 1568177.cif.'
_cod_database_code               1568177
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C H N O S'
_shelx_estimated_absorpt_t_max   0.745
_shelx_estimated_absorpt_t_min   0.368
_reflns_odcompleteness_completeness 97.50
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C8(H8a,H8b)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C2(H2), C1(H1)
2.c Idealised Me refined as rotating group:
 C9(H9a,H9b,H9c)
;
_shelx_res_checksum              16488
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.007
_oxdiff_exptl_absorpt_empirical_full_min 0.459