Isomeric Dibenzooctazethrene Diradicals for High-Performance Air-Stable Organic Field-Effect Transistors
Zong, Chaoyang; Yang, Shuyuan; Sun, Yajing; Zhang, Lifeng; Hu, Jinlian; Hu, Wenping; Li, Rongjin; Sun, Zhe; Chemical Science  (2022) –; doi:10.1039/D2SC03667C

data_1567629
_publ_section_title
;
 Isomeric Dibenzooctazethrene Diradicals for High-Performance Air-Stable
 Organic Field-Effect Transistors
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D2SC03667C
_journal_year                    2022
_chemical_formula_moiety         'C64 H66 Si2'
_chemical_formula_sum            'C64 H66 Si2'
_chemical_formula_weight         891.34
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc285mvy
_audit_creation_date             2021-06-18
_audit_creation_method
;
Olex2 1.2-ac3
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2021-06-18 deposited with the CCDC.	2022-09-12 downloaded from the CCDC.
;
_cell_angle_alpha                94.227(2)
_cell_angle_beta                 96.681(2)
_cell_angle_gamma                94.149(2)
_cell_formula_units_Z            1
_cell_length_a                   7.9997(2)
_cell_length_b                   8.8382(2)
_cell_length_c                   17.8954(3)
_cell_measurement_reflns_used    10203
_cell_measurement_temperature    302.64(10)
_cell_measurement_theta_max      74.4980
_cell_measurement_theta_min      4.9710
_cell_volume                     1249.06(5)
_computing_cell_refinement       'CrysAlisPro 1.171.39.45g (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45g (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45g (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      302.64(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.953
_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    -85.00 -60.00   0.50    0.10    --  -45.62 137.00   6.00   50
  2  \w   -118.00 -65.00   0.50    0.10    --  -45.62-137.00 -57.00  106
  3  \w    -80.00 -55.00   0.50    0.10    --  -45.62 132.00-170.00   50
  4  \w   -118.00 -72.00   0.50    0.10    --  -45.62-132.00 120.00   92
  5  \w     28.00  97.00   0.50    0.10    --   45.62-132.00 120.00  138
  6  \w     55.00 100.00   0.50    0.10    --   45.62-137.00 -57.00   90
  7  \w     86.00 111.00   0.50    0.10    --   45.62 137.00   6.00   50
  8  \w   -145.00-120.00   0.50    0.40    -- -100.00-132.00 120.00   50
  9  \w   -125.00 -42.00   0.50    0.40    -- -100.00 137.00   6.00  166
 10  \w   -143.00-118.00   0.50    0.40    -- -100.00-137.00 -57.00   50
 11  \w   -116.00 -27.00   0.50    0.40    -- -100.00 132.00-170.00  178
 12  \w     99.00 124.00   0.50    0.40    --  101.75 137.00   6.00   50
 13  \w     51.00  76.00   0.50    0.40    --  101.75-132.00 120.00   50
 14  \w     64.00 108.00   0.50    0.40    --  101.75-137.00 -57.00   88
 15  \w     75.00 168.00   0.50    0.40    --  101.75 132.00-170.00  186
 16  \w   -118.00 -71.00   0.50    0.10    --  -45.62 -57.00 120.00   94
 17  \w   -114.00 -79.00   0.50    0.10    --  -45.62-125.00  90.00   70
 18  \w   -117.00 -73.00   0.50    0.10    --  -45.62-125.00 150.00   88
 19  \w   -118.00 -86.00   0.50    0.10    --  -45.62-125.00-180.00   64
 20  \w   -114.00 -22.00   0.50    0.10    --  -45.62 -77.00-180.00  184
 21  \w   -102.00 -27.00   0.50    0.40    -- -100.00  45.00-120.00  150
 22  \w   -137.00 -90.00   0.50    0.40    -- -100.00 -45.00 120.00   94
 23  \w   -168.00 -85.00   0.50    0.40    -- -100.00 -45.00   0.00  166
 24  \w   -172.00-102.00   0.50    0.40    -- -100.00 -45.00  30.00  140
 25  \w     31.00 117.00   0.50    0.40    --  101.75 -61.00  90.00  172
 26  \w     38.00 119.00   0.50    0.40    --  101.75 -15.00 150.00  162
 27  \w     74.00 121.00   0.50    0.40    --  101.75 -77.00 -90.00   94
 28  \w     34.00  70.00   0.50    0.40    --  101.75-125.00-180.00   72
 29  \w     90.00 117.00   0.50    0.40    --  101.75-125.00-180.00   54
 30  \w     78.00 116.00   0.50    0.40    --  101.75 -45.00 -90.00   76
 31  \w     31.00  59.00   0.50    0.40    --  101.75 -45.00 -90.00   56
 32  \w     31.00  99.00   0.50    0.40    --  101.75 -61.00 -90.00  136
 33  \w     86.00 172.00   0.50    0.40    --  101.75  77.00  90.00  172
;
_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      -0.0866867000
_diffrn_orient_matrix_UB_12      0.0277705000
_diffrn_orient_matrix_UB_13      -0.0787073000
_diffrn_orient_matrix_UB_21      -0.1228588000
_diffrn_orient_matrix_UB_22      0.0998549000
_diffrn_orient_matrix_UB_23      0.0369716000
_diffrn_orient_matrix_UB_31      0.1234434000
_diffrn_orient_matrix_UB_32      0.1414645000
_diffrn_orient_matrix_UB_33      -0.0017070000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0400
_diffrn_reflns_av_unetI/netI     0.0357
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            14612
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.676
_diffrn_reflns_theta_min         4.994
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.940
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.25751
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.45g (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light blue'
_exptl_crystal_density_diffrn    1.185
_exptl_crystal_description       block
_exptl_crystal_F_000             478
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.463
_refine_diff_density_min         -0.434
_refine_diff_density_rms         0.048
_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     305
_refine_ls_number_reflns         4869
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0860
_refine_ls_R_factor_gt           0.0712
_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^)+(0.0878P)^2^+0.8182P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2003
_refine_ls_wR_factor_ref         0.2090
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4106
_reflns_number_total             4869
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2sc03667c2.cif
_cod_data_source_block           exp_485
_cod_database_code               1567629
_shelx_shelxl_version_number     2018/1
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C40(H40), C50(H50), C56(H56)
2.b Aromatic/amide H refined with riding coordinates:
 C18(H18), C24(H24), C26(H26), C28(H28), C36(H36), C42(H42), C44(H44),
 C46(H46), C48(H48)
2.c Idealised Me refined as rotating group:
 C38(H38A,H38B,H38C), C52(H52A,H52B,H52C), C54(H54A,H54B,H54C), C58(H58A,H58B,
 H58C), C60(H60A,H60B,H60C), C62(H62A,H62B,H62C), C64(H64A,H64B,H64C)
;
_shelx_res_checksum              26319
_shelx_hkl_checksum              38327
_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 3.954
_oxdiff_exptl_absorpt_empirical_full_min 0.482