Solution-processed N-trialkylated triindoles for organic field effect transistors
Ruiz, C.; Arrechea-Marcos, I.; Benito-Hernández, A.; Gutierrez-Puebla, E.; Monge, M. A.; López Navarrete, J. T.; Ruiz Delgado, M. C.; Ortiz, R. Ponce; Gómez-Lor, Berta; Journal of Materials Chemistry C 6 (2018) 50–; doi:10.1039/C7TC03866F

data_7236933
_publ_section_title
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 Solution-processed N-trialkylated triindoles for organic field effect
 transistors
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_journal_issue                   1
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              50
_journal_paper_doi               10.1039/C7TC03866F
_journal_volume                  6
_journal_year                    2018
_chemical_formula_moiety         'C42 H51 N3'
_chemical_formula_sum            'C42 H51 N3'
_chemical_formula_weight         597.85
_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
_audit_creation_date             2016-01-12
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2016-01-12 deposited with the CCDC.
2017-11-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.961(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   15.3638(19)
_cell_length_b                   26.471(3)
_cell_length_c                   8.4581(8)
_cell_measurement_reflns_used    2977
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      48.908
_cell_measurement_theta_min      2.887
_cell_volume                     3427.0(7)
_computing_cell_refinement       'SAINT v7.60A (Bruker, 2009)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v7.60A (Bruker, 2009)'
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      296.15
_diffrn_measured_fraction_theta_full 0.762
_diffrn_measured_fraction_theta_max 0.887
_diffrn_measurement_device_type  'AXION area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_av_unetI/netI     0.0445
_diffrn_reflns_Laue_measured_fraction_full 0.762
_diffrn_reflns_Laue_measured_fraction_max 0.887
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -3
_diffrn_reflns_number            15392
_diffrn_reflns_point_group_measured_fraction_full 0.762
_diffrn_reflns_point_group_measured_fraction_max 0.887
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         61.603
_diffrn_reflns_theta_min         2.887
_exptl_absorpt_coefficient_mu    0.505
_exptl_absorpt_correction_T_max  0.7520
_exptl_absorpt_correction_T_min  0.6342
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0715 before and 0.0519 after correction.
The Ratio of minimum to maximum transmission is 0.8434.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.159
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1296
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.456
_refine_diff_density_min         -0.333
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     409
_refine_ls_number_reflns         4731
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.085
_refine_ls_R_factor_all          0.1194
_refine_ls_R_factor_gt           0.0840
_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^)+(0.1687P)^2^+0.9474P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2446
_refine_ls_wR_factor_ref         0.2819
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3005
_reflns_number_total             4731
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7tc03866f2.cif
_cod_data_source_block           1d_CCDC1
_cod_database_code               7236933
_shelxl_version_number           2014-3
_shelx_estimated_absorpt_t_max   0.961
_shelx_estimated_absorpt_t_min   0.823
_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. Restrained distances
 C41-C42
 1.55 with sigma of 0.02
 C35-C36
 1.55 with sigma of 0.02
 C42-C41
 -1.55 with sigma of 0.02
 C35-C36
 -1.55 with sigma of 0.02
3. Rigid bond restraints
 C35, C36
 with sigma for 1-2 distances of 0.02 and sigma for 1-3 distances of 0.02
 C41, C42
 with sigma for 1-2 distances of 0.02 and sigma for 1-3 distances of 0.02
4.a Secondary CH2 refined with riding coordinates:
 C32(H32A,H32B), C25(H25A,H25B), C26(H26A,H26B), C39(H39A,H39B), C37(H37A,
 H37B), C38(H38A,H38B), C31(H31A,H31B), C41(H41A,H41B), C34(H34A,H34B),
 C29(H29A,H29B), C28(H28A,H28B), C40(H40A,H40B), C27(H27A,H27B), C33(H33A,H33B),
  C35(H35A,H35B)
4.b Aromatic/amide H refined with riding coordinates:
 C8(H8), C17(H17), C9(H9), C14(H14), C20(H20), C23(H23), C16(H16), C15(H15),
 C10(H10), C11(H11), C22(H22), C21(H21)
4.c Idealised Me refined as rotating group:
 C42(H42A,H42B,H42C), C30(H30A,H30B,H30C), C36(H36A,H36B,H36C)
;
_olex2_submission_special_instructions 'No special instructions were received'