An unsymmetrical pentacene derivative with ambipolar behavior in organic thin-film transistors
Sebastian H. Etschel; Andreas R. Waterloo; Johannes T. Margraf; Atefeh Y. Amin; Frank Hampel; Christof M. Jager; Timothy Clark; Marcus Halik; Rik R. Tykwinski; Chem.Commun. 49 (2013) 6725–; doi:10.1039/c3cc43270j

data_7109537
_publ_section_title
;
 An unsymmetrical pentacene derivative with ambipolar behavior in organic
 thin-film transistors
;
_journal_name_full               Chem.Commun.
_journal_page_first              6725
_journal_paper_doi               10.1039/c3cc43270j
_journal_volume                  49
_journal_year                    2013
_chemical_formula_moiety         'C50 H48 Si'
_chemical_formula_sum            'C50 H48 Si'
_chemical_formula_weight         676.97
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2012-08-20
_audit_creation_method
;
Olex2 1.2
(compiled 2012.05.09 svn.r2324, GUI svn.r4230)
;
_cell_angle_alpha                90.662(2)
_cell_angle_beta                 98.7052(19)
_cell_angle_gamma                103.547(2)
_cell_formula_units_Z            4
_cell_length_a                   9.2544(2)
_cell_length_b                   18.2908(5)
_cell_length_c                   24.1358(5)
_cell_measurement_reflns_used    9240
_cell_measurement_temperature    173.00(10)
_cell_measurement_theta_max      62.4908
_cell_measurement_theta_min      3.1726
_cell_volume                     3921.36(16)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_collection
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CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      173.00(10)
_diffrn_detector_area_resol_mean 10.2679
_diffrn_measured_fraction_theta_full 0.952
_diffrn_measured_fraction_theta_max 0.952
_diffrn_measurement_details
;
1 omega -75.00 29.00 1.0000 14.7300
omega____ theta____ kappa____ phi______ frames
- 1.5625 -77.0000 120.0000 104

2 omega 35.00 92.00 1.0000 14.7300
omega____ theta____ kappa____ phi______ frames
- 1.5625 178.0000 0.0000 57

3 omega -156.00 -55.00 1.0000 58.9000
omega____ theta____ kappa____ phi______ frames
- -82.0779 -61.0000 -60.0000 101

4 omega -63.00 -4.00 1.0000 58.9000
omega____ theta____ kappa____ phi______ frames
- -82.0779 30.0000 90.0000 59

5 omega -153.00 -51.00 1.0000 58.9000
omega____ theta____ kappa____ phi______ frames
- -82.0779 -77.0000 0.0000 102

6 omega 2.00 108.00 1.0000 58.9000
omega____ theta____ kappa____ phi______ frames
- 85.2029 -94.0000 -90.0000 106

7 omega 17.00 118.00 1.0000 58.9000
omega____ theta____ kappa____ phi______ frames
- 85.2029 -77.0000 120.0000 101

8 omega 43.00 105.00 1.0000 58.9000
omega____ theta____ kappa____ phi______ frames
- 85.2029 -77.0000 19.0000 62

9 omega 8.00 34.00 1.0000 58.9000
omega____ theta____ kappa____ phi______ frames
- 85.2029 -77.0000 19.0000 26

10 omega 7.00 68.00 1.0000 58.9000
omega____ theta____ kappa____ phi______ frames
- 85.2029 -30.0000 150.0000 61
;
_diffrn_measurement_device_type  'Xcalibur, Ruby, Ultra'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0264750000
_diffrn_orient_matrix_UB_12      0.0853931000
_diffrn_orient_matrix_UB_13      -0.0075275000
_diffrn_orient_matrix_UB_21      0.1177246000
_diffrn_orient_matrix_UB_22      0.0148554000
_diffrn_orient_matrix_UB_23      0.0538273000
_diffrn_orient_matrix_UB_31      0.1245618000
_diffrn_orient_matrix_UB_32      -0.0033553000
_diffrn_orient_matrix_UB_33      -0.0350084000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0227
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            18734
_diffrn_reflns_theta_full        62.58
_diffrn_reflns_theta_max         62.58
_diffrn_reflns_theta_min         3.18
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.765
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74846
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
(compiled Jan 23 2012,18:06:46)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear dark violet'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.147
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1448
_exptl_crystal_recrystallization_method 'crystallized from DCM/MeOH'
_exptl_crystal_size_max          0.3344
_exptl_crystal_size_mid          0.1658
_exptl_crystal_size_min          0.0623
_refine_diff_density_max         0.966
_refine_diff_density_min         -0.677
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     951
_refine_ls_number_reflns         11951
_refine_ls_number_restraints     24
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0875
_refine_ls_R_factor_gt           0.0794
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1121P)^2^+5.3901P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2168
_refine_ls_wR_factor_ref         0.2239
_reflns_number_gt                10554
_reflns_number_total             11951
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3cc43270j_1.txt
_cod_data_source_block           see01
_cod_database_code               7109537
_chemical_oxdiff_formula         'C50 H48 Si'
_reflns_odcompleteness_completeness 98.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     58.86