Engineered solid-state aggregates in brickwork stacks of n-type organic semiconductors: a way to achieve high electron mobility.
Giri, Indrajit; Chhetri, Shant; John P, Jesslyn; Mondal, Madalasa; Dey, Arka Bikash; Vijayaraghavan, Ratheesh K.; Chemical science 15 (2024) 9630–9640; doi:10.1039/d4sc02339k

data_1571737
_publ_section_title
;
 Engineered solid-state aggregates in brickwork stacks of n-type organic
 semiconductors: a way to achieve high electron mobility.
;
_journal_issue                   25
_journal_name_full               'Chemical science'
_journal_page_first              9630
_journal_page_last               9640
_journal_paper_doi               10.1039/d4sc02339k
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C30 H34 Br4 N2 O4'
_chemical_formula_sum            'C30 H34 Br4 N2 O4'
_chemical_formula_weight         806.23
_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_creation_date             2023-11-27
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-01-08 deposited with the CCDC.	2024-05-20 downloaded from the CCDC.
;
_cell_angle_alpha                92.556(3)
_cell_angle_beta                 99.112(4)
_cell_angle_gamma                90.114(4)
_cell_formula_units_Z            1
_cell_length_a                   5.2191(3)
_cell_length_b                   9.7042(4)
_cell_length_c                   14.6193(6)
_cell_measurement_reflns_used    5763
_cell_measurement_temperature    99.97(15)
_cell_measurement_theta_max      67.8750
_cell_measurement_theta_min      3.0300
_cell_volume                     730.32(6)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (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_environment      N~2~
_diffrn_ambient_temperature      99.97(15)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.981
_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    -79.00   1.00   0.50    1.57    --  -40.27 108.00 169.00  160
  2  \w     21.00  79.00   0.50    1.57    --   40.27-108.00  73.00  116
  3  \w   -150.00 -82.00   0.50    6.27    --  -82.50-108.00  73.00  136
  4  \w    -83.00 -15.00   0.50    6.27    --  -82.50 108.00 169.00  136
  5  \w     29.00 108.00   0.50    6.27    --   96.35-108.00  73.00  158
  6  \w    103.00 164.00   0.50    6.27    --   96.35 108.00 169.00  122
  7  \w    -24.00  35.00   0.50    1.57    --  -40.27  12.00  30.00  118
  8  \w    -24.00  35.00   0.50    1.57    --  -40.27  12.00 -30.00  118
  9  \w   -110.00 -26.00   0.50    1.57    --  -40.27 -25.00-150.00  168
 10  \w    -31.00  30.00   0.50    1.57    --  -40.27  25.00 150.00  122
 11  \w    -28.00  67.00   0.50    1.57    --   40.27 -77.00-180.00  190
 12  \w    -35.00  24.00   0.50    1.57    --   40.27 -12.00 -60.00  118
 13  \w     25.00 107.00   0.50    1.57    --   40.27  38.00 -30.00  164
 14  \w   -150.00 -58.00   0.50    6.27    --  -82.50 -68.00 -90.00  184
 15  \w    -84.00 -18.00   0.50    6.27    --  -82.50 117.00  60.00  132
 16  \w   -156.00 -83.00   0.50    6.27    --  -82.50 -96.00-180.00  146
 17  \w    -47.00 -15.00   0.50    6.27    --  -82.50  42.00-150.00   64
 18  \w   -153.00 -68.00   0.50    6.27    --  -82.50 -25.00-150.00  170
 19  \w    -47.00 -15.00   0.50    6.27    --  -82.50  42.00  60.00   64
 20  \w     23.00 106.00   0.50    6.27    --   96.35 -96.00 -60.00  166
 21  \w     30.00  57.00   0.50    6.27    --   96.35 -50.00 -30.00   54
 22  \w     30.00  57.00   0.50    6.27    --   96.35 -50.00 120.00   54
 23  \w     80.00 164.00   0.50    6.27    --   96.35  42.00 150.00  168
 24  \w     28.00 105.00   0.50    6.27    --   96.35 -77.00 -60.00  154
 25  \w     33.00 110.00   0.50    6.27    --   96.35-117.00-150.00  154
 26  \w     99.00 160.00   0.50    6.27    --   96.35 117.00  30.00  122
 27  \w     28.00  68.00   0.50    6.27    --   96.35 -59.00  60.00   80
 28  \w     33.00 110.00   0.50    6.27    --   96.35-117.00-180.00  154
 29  \w     30.00  57.00   0.50    6.27    --   96.35 -50.00 150.00   54
 30  \w     23.00 106.00   0.50    6.27    --   96.35 -96.00-120.00  166
 31  \w     28.00  68.00   0.50    6.27    --   96.35 -59.00 -60.00   80
 32  \w     29.00  83.00   0.50    6.27    --   96.35 -68.00  90.00  108
 33  \w     83.00 164.00   0.50    6.27    --   96.35  33.00-120.00  162
 34  \w     83.00 164.00   0.50    6.27    --   96.35  33.00   0.00  162
 35  \w     28.00 105.00   0.50    6.27    --   96.35 -77.00 150.00  154
 36  \w     30.00  57.00   0.50    6.27    --   96.35 -50.00  30.00   54
 37  \w     99.00 160.00   0.50    6.27    --   96.35 117.00 -90.00  122
 38  \w     30.00  57.00   0.50    6.27    --   96.35 -50.00-150.00   54
 39  \w     75.00 165.00   0.50    6.27    --   96.35  59.00  90.00  180
 40  \w   -109.00 -13.00   0.50    1.57    --  -40.27 -77.00-120.00  192
 41  \w    -31.00  30.00   0.50    1.57    --  -40.27  25.00 -60.00  122
 42  \w   -109.00 -13.00   0.50    1.57    --  -40.27 -77.00 150.00  192
 43  \w   -107.00 -21.00   0.50    1.57    --  -40.27 -50.00 150.00  172
 44  \w   -109.00 -13.00   0.50    1.57    --  -40.27 -77.00   0.00  192
 45  \w   -109.00 -13.00   0.50    1.57    --  -40.27 -77.00  90.00  192
 46  \w   -107.00 -21.00   0.50    1.57    --  -40.27 -50.00  30.00  172
 47  \w   -109.00 -13.00   0.50    1.57    --  -40.27 -77.00  30.00  192
 48  \w     13.00 109.00   0.50    1.57    --   40.27  77.00 -30.00  192
 49  \w     13.00 109.00   0.50    1.57    --   40.27  77.00-120.00  192
 50  \w   -151.00 -92.00   0.50    6.27    --  -82.50 -77.00-180.00  118
 51  \w   -151.00 -55.00   0.50    6.27    --  -82.50 -77.00 -30.00  192
 52  \w   -151.00 -55.00   0.50    6.27    --  -82.50 -77.00  30.00  192
 53  \w   -151.00 -55.00   0.50    6.27    --  -82.50 -77.00-150.00  192
 54  \w   -151.00 -55.00   0.50    6.27    --  -82.50 -77.00 120.00  192
 55  \w     72.00 164.00   0.50    6.27    --   96.35  68.00  60.00  184
 56  \w     72.00 164.00   0.50    6.27    --   96.35  68.00-180.00  184
 57  \w     75.00 165.00   0.50    6.27    --   96.35  59.00 -60.00  180
 58  \w     75.00 165.00   0.50    6.27    --   96.35  59.00  30.00  180
 59  \w     72.00 164.00   0.50    6.27    --   96.35  68.00 -90.00  184
 60  \w     70.00 165.00   0.50    6.27    --   96.35  77.00 150.00  190
 61  \w     70.00 165.00   0.50    6.27    --   96.35  77.00-120.00  190
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0125055000
_diffrn_orient_matrix_UB_12      -0.1468909000
_diffrn_orient_matrix_UB_13      -0.0435050000
_diffrn_orient_matrix_UB_21      -0.0071570000
_diffrn_orient_matrix_UB_22      -0.0603312000
_diffrn_orient_matrix_UB_23      0.0952747000
_diffrn_orient_matrix_UB_31      -0.2986173000
_diffrn_orient_matrix_UB_32      -0.0061649000
_diffrn_orient_matrix_UB_33      -0.0210709000
_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  0.0318
_diffrn_reflns_av_unetI/netI     0.0206
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11478
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         67.966
_diffrn_reflns_theta_min         3.065
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    7.049
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65729
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.833
_exptl_crystal_description       plate
_exptl_crystal_F_000             400
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.713
_refine_diff_density_min         -1.490
_refine_diff_density_rms         0.222
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.454
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         2618
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.457
_refine_ls_R_factor_all          0.1043
_refine_ls_R_factor_gt           0.0953
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2924
_refine_ls_wR_factor_ref         0.3137
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2216
_reflns_number_total             2618
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc02339k2.cif
_cod_data_source_block           test3
_cod_depositor_comments
'Adding full bibliography for 1571735--1571737.cif.'
_cod_database_code               1571737
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C30 H34 N4 O2 Br4'
_chemical_oxdiff_usercomment     100K
_shelx_estimated_absorpt_t_max   0.539
_shelx_estimated_absorpt_t_min   0.333
_olex2_refinement_description
;
1. Rigid bond restraints
 C00A, Br02
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
2. Others
 Sof(H00K)=Sof(H00L)=Sof(H00M)=Sof(C0)=1-FVAR(1)
 Sof(H00H)=Sof(H00I)=Sof(H00J)=Sof(C1)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C00G(H00G)
3.b Secondary CH2 refined with riding coordinates:
 C00D(H00A,H00B), C00E(H00C,H00D), C00F(H00E,H00F), C00I(H00N,H00O), C0(H0A,H0B)
3.c Idealised Me refined as rotating group:
 C00H(H00K,H00L,H00M), C00H(H00H,H00I,H00J), C00J(H00P,H00Q,H00R)
;
_shelx_res_checksum              5940
_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 1.429
_oxdiff_exptl_absorpt_empirical_full_min 0.730