Dialkylated dibenzo[a,h]anthracenes for solution-processable organic thin-film transistors
Yang, Tengzhou; Zhang, Liang; Bao, Yucong; Wei, Haoming; RSC Advances 14 (2024) 36390–36397; doi:10.1039/D4RA07439D

data_7249593
_publ_section_title
;
 Dialkylated dibenzo[a,h]anthracenes for solution-processable organic
 thin-film transistors
;
_journal_issue                   49
_journal_name_full               'RSC Advances'
_journal_page_first              36390
_journal_page_last               36397
_journal_paper_doi               10.1039/D4RA07439D
_journal_volume                  14
_journal_year                    2024
_chemical_formula_moiety         'C44 H54'
_chemical_formula_sum            'C44 H54'
_chemical_formula_weight         582.87
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2023-05-05
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2024-10-17 deposited with the CCDC.	2024-11-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 112.982(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   25.7538(5)
_cell_length_b                   5.77880(10)
_cell_length_c                   25.3638(4)
_cell_measurement_reflns_used    5921
_cell_measurement_temperature    289(1)
_cell_measurement_theta_max      75.1940
_cell_measurement_theta_min      4.1350
_cell_volume                     3475.18(12)
_computing_cell_refinement       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.113a (Rigaku OD, 2021)'
_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_environment      air
_diffrn_ambient_temperature      289(1)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.950
_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    -31.00  23.00   0.50    0.20    --   45.39 -19.00 120.00  108
  2  \w    -22.00  37.00   0.50    0.20    --   45.39 -37.00  60.00  118
  3  \w     22.00  75.00   0.50    0.20    --   45.39  20.00  -6.00  106
  4  \w     93.00 168.00   0.50    0.80    --  112.00  20.00  -6.00  150
  5  \w    -18.00  24.00   0.50    0.20    --   45.39 -20.00-173.00   84
  6  \w     -3.00  23.00   0.50    0.20    --  -45.39  20.00  -6.00   52
  7  \w    -65.00 -34.00   0.50    0.80    -- -100.00  61.00 -30.00   62
  8  \w    -73.00 -36.00   0.50    0.80    -- -100.00  61.00 -60.00   74
  9  \w    -60.00 -34.00   0.50    0.80    -- -100.00  61.00 -90.00   52
 10  \w    -98.00 -44.00   0.50    0.80    -- -100.00  77.00  30.00  108
 11  \w    -54.00 -27.00   0.50    0.80    -- -100.00  45.00 -30.00   54
 12  \w    -73.00 -38.00   0.50    0.80    -- -100.00  61.00  90.00   70
 13  \w    -70.00 -37.00   0.50    0.80    -- -100.00  61.00 120.00   66
 14  \w    -54.00 -29.00   0.50    0.80    -- -100.00  45.00 150.00   50
 15  \w    -54.00 -26.00   0.50    0.80    -- -100.00  45.00  90.00   56
 16  \w    -54.00 -27.00   0.50    0.80    -- -100.00  45.00   0.00   54
 17  \w    -54.00 -29.00   0.50    0.80    -- -100.00  45.00 -60.00   50
 18  \w   -134.00 -77.00   0.50    0.80    -- -100.00 -20.00-173.00  114
 19  \w   -106.00 -25.00   0.50    0.20    --  -45.39 -20.00-173.00  162
 20  \w     40.00  67.00   0.50    0.80    --  112.00 -61.00 -30.00   54
 21  \w     39.00  64.00   0.50    0.80    --  112.00 -61.00-180.00   50
 22  \w     39.00  64.00   0.50    0.80    --  112.00 -61.00-150.00   50
 23  \w     39.00  95.00   0.50    0.80    --  112.00-125.00  60.00  112
 24  \w     45.00 111.00   0.50    0.80    --  112.00-125.00 120.00  132
 25  \w     74.00 107.00   0.50    0.80    --  112.00-125.00 150.00   66
 26  \w     39.00  66.00   0.50    0.80    --  112.00-125.00 150.00   54
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0649225000
_diffrn_orient_matrix_UB_12      -0.0004900000
_diffrn_orient_matrix_UB_13      -0.0228456000
_diffrn_orient_matrix_UB_21      -0.0029669000
_diffrn_orient_matrix_UB_22      -0.0696738000
_diffrn_orient_matrix_UB_23      -0.0597209000
_diffrn_orient_matrix_UB_31      0.0009062000
_diffrn_orient_matrix_UB_32      -0.2572769000
_diffrn_orient_matrix_UB_33      0.0162385000
_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  0.0175
_diffrn_reflns_av_unetI/netI     0.0236
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.950
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       2
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            11199
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.950
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         77.700
_diffrn_reflns_theta_min         3.786
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.459
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.34529
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.113a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.114
_exptl_crystal_description       needle
_exptl_crystal_F_000             1272
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.596
_refine_diff_density_min         -0.265
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         3527
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.132
_refine_ls_R_factor_all          0.0863
_refine_ls_R_factor_gt           0.0782
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1598P)^2^+1.1571P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2576
_refine_ls_wR_factor_ref         0.2708
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2894
_reflns_number_total             3527
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4ra07439d2.cif
_cod_data_source_block           ytz-3_auto
_cod_database_code               7249593
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.991
_shelx_estimated_absorpt_t_min   0.947
_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 Ternary CH refined with riding coordinates:
 C12(H12), C15(H15)
2.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C14(H14A,H14B), C16(H16A,H16B), C17(H17A,H17B), C18(H18A,
 H18B), C19(H19A,H19B), C20(H20A,H20B), C21(H21A,H21B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C8(H8), C10(H10), C11(H11)
2.d Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C)
;
_shelx_res_checksum              94920
_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 1.780
_oxdiff_exptl_absorpt_empirical_full_min 0.523