Ambient stable solution-processed organic field effect transistors from electron deficient planar aromatics: effect of end-groups on ambient stability
Giri, Indrajit; Biswas, Sagar; Chhetri, Shant; Choudhuri, Anwesha; Mondal, Indrajit; Senanayak, Satyaprasad P.; Iyer, Parameswar Krishnan; Chaudhuri, Debangshu; Vijayaraghavan, Ratheesh K.; RSC Advances 14 (2024) 7915–7923; doi:10.1039/D4RA01499E

data_7248286
_publ_section_title
;
 Ambient stable solution-processed organic field effect transistors from
 electron deficient planar aromatics: effect of end-groups on ambient
 stability
;
_journal_issue                   11
_journal_name_full               'RSC Advances'
_journal_page_first              7915
_journal_page_last               7923
_journal_paper_doi               10.1039/D4RA01499E
_journal_volume                  14
_journal_year                    2024
_chemical_formula_moiety         'C12 H3 F7 N2 O2'
_chemical_formula_sum            'C12 H3 F7 N2 O2'
_chemical_formula_weight         340.16
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-05-31
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-05-31 deposited with the CCDC.	2024-03-01 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 117.064(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.63780(10)
_cell_length_b                   13.17270(10)
_cell_length_c                   10.24790(10)
_cell_measurement_reflns_used    5997
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      68.0020
_cell_measurement_theta_min      5.8900
_cell_volume                     1158.57(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_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     27.00 111.00   0.50    0.20    --   41.33  26.00 100.00  168
  2  \w     70.00 165.00   0.50    0.42    --   96.67  77.00  30.00  190
  3  \w     75.00 164.00   0.50    0.42    --   96.67  59.00 -30.00  178
  4  \w     83.00 164.00   0.50    0.42    --   96.67  33.00-120.00  162
  5  \w     82.00 167.00   0.50    0.42    --   96.67  26.00 100.00  170
  6  \w    -34.00  24.00   0.50    0.20    --   41.33 -11.00 -30.00  116
  7  \w    -28.00  32.00   0.50    0.20    --   41.33 -26.00 -62.00  120
  8  \w    -25.00  48.00   0.50    0.20    --   41.33 -43.00 -60.00  146
  9  \w    -26.00  37.00   0.50    0.20    --   41.33 -32.00  60.00  126
 10  \w     18.00  80.00   0.50    0.20    --   41.33-104.00  30.00  124
 11  \w     30.00 109.00   0.50    0.42    --   96.67-117.00 150.00  158
 12  \w     28.00 105.00   0.50    0.42    --   96.67 -77.00 120.00  154
 13  \w     29.00  83.00   0.50    0.42    --   96.67 -68.00   0.00  108
 14  \w     29.00  68.00   0.50    0.42    --   96.67 -59.00 -90.00   78
 15  \w     29.00  68.00   0.50    0.42    --   96.67 -59.00-180.00   78
 16  \w     28.00 105.00   0.50    0.42    --   96.67 -77.00-180.00  154
 17  \w     41.00 100.00   0.50    0.20    --   41.33-138.00-180.00  118
 18  \w     30.00  55.00   0.50    0.42    --   96.67 -50.00 -30.00   50
 19  \w     30.00  57.00   0.50    0.42    --   96.67 -50.00-150.00   54
 20  \w     30.00  57.00   0.50    0.42    --   96.67 -50.00   0.00   54
 21  \w     30.00  57.00   0.50    0.42    --   96.67 -50.00  60.00   54
 22  \w     29.00  68.00   0.50    0.42    --   96.67 -59.00 120.00   78
 23  \w    105.00 170.00   0.50    0.42    --   96.67  96.00 -90.00  130
 24  \w     81.00 164.00   0.50    0.42    --   96.67 145.00 -60.00  166
 25  \w    100.00 162.00   0.50    0.42    --   96.67 117.00  90.00  124
 26  \w    -68.00 -14.00   0.50    0.42    --  -82.50  59.00-150.00  108
 27  \w    -57.00 -16.00   0.50    0.42    --  -82.50  50.00 -90.00   82
 28  \w    -47.00 -15.00   0.50    0.42    --  -82.50  42.00 -30.00   64
 29  \w    -47.00 -15.00   0.50    0.42    --  -82.50  42.00  30.00   64
 30  \w    -47.00 -15.00   0.50    0.42    --  -82.50  42.00  60.00   64
 31  \w    -47.00 -15.00   0.50    0.42    --  -82.50  42.00  90.00   64
 32  \w    -32.00  29.00   0.50    0.20    --  -41.33  26.00 100.00  122
 33  \w    -79.00   4.00   0.50    0.20    --  -41.33 104.00  90.00  166
 34  \w   -152.00 -68.00   0.50    0.42    --  -82.50 -26.00 -62.00  168
 35  \w   -111.00 -27.00   0.50    0.20    --  -41.33 -26.00 -62.00  168
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0271
_diffrn_reflns_av_unetI/netI     0.0193
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            8959
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         68.159
_diffrn_reflns_theta_min         5.154
_exptl_absorpt_coefficient_mu    1.906
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67195
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear brownish brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   brownish
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.950
_exptl_crystal_description       block
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.212
_refine_diff_density_min         -0.196
_refine_diff_density_rms         0.047
_refine_ls_extinction_coef       0.0055(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         2104
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0367
_refine_ls_R_factor_gt           0.0339
_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^)+(0.0517P)^2^+0.3264P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0924
_refine_ls_wR_factor_ref         0.0957
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1895
_reflns_number_total             2104
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4ra01499e2.cif
_cod_data_source_block           SB_NDICHL
_cod_database_code               7248286
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.981
_shelx_estimated_absorpt_t_min   0.862
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4)
;
_shelx_res_checksum              83875
_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
;