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_7109538
_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         'C47 H41 F Si'
_chemical_formula_sum            'C47 H41 F Si'
_chemical_formula_weight         652.89
_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                85.827(7)
_cell_angle_beta                 62.967(8)
_cell_angle_gamma                72.234(7)
_cell_formula_units_Z            2
_cell_length_a                   12.5164(9)
_cell_length_b                   12.9102(10)
_cell_length_c                   13.3024(11)
_cell_measurement_reflns_used    3182
_cell_measurement_temperature    173.0(2)
_cell_measurement_theta_max      70.7482
_cell_measurement_theta_min      3.6030
_cell_volume                     1817.9(3)
_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
;
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      173.0(2)
_diffrn_detector_area_resol_mean 10.6144
_diffrn_measured_fraction_theta_full 0.950
_diffrn_measured_fraction_theta_max 0.950
_diffrn_measurement_details
;
1 omega 41.00 93.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- 0.0000 57.0000 -90.0000 52

2 omega -8.00 33.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- 0.0000 57.0000 -90.0000 41

3 omega -43.00 -14.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- 0.0000 57.0000 -90.0000 29

4 omega -144.00 39.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- -55.4492 -19.0000 -150.0000 183

5 omega -150.00 -99.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- -55.4492 -99.0000 -60.0000 51

6 omega 95.00 150.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- 55.4492 143.0000 -66.0000 55

7 omega 111.00 148.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- 55.4492 125.0000 30.0000 37

8 omega 97.00 131.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- 55.4492 125.0000 -30.0000 34

9 omega -97.00 -28.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- -70.5000 128.0000 -48.0000 69

10 omega -50.00 18.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- -70.5000 38.0000 -180.0000 68

11 omega 5.00 172.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- 110.8984 12.0000 60.0000 167

12 omega 99.00 153.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- 110.8984 63.0000 60.0000 54

13 omega 21.00 100.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- 110.8984 -50.0000 0.0000 79

14 omega 70.00 155.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- 110.8984 -91.0000 0.0000 85

15 omega 17.00 94.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- 110.8984 -25.0000 60.0000 77

16 omega 13.00 147.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- 110.8984 -91.0000 -120.0000 134

17 omega 32.00 58.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- 110.8984 -91.0000 0.0000 26

18 omega 18.00 91.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- 110.8984 -50.0000 -120.0000 73

19 omega 34.00 128.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- 110.8984 -143.0000 -113.0000 94
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0682985000
_diffrn_orient_matrix_UB_12      -0.0090340000
_diffrn_orient_matrix_UB_13      0.1286000000
_diffrn_orient_matrix_UB_21      -0.0555614000
_diffrn_orient_matrix_UB_22      0.1251905000
_diffrn_orient_matrix_UB_23      0.0189045000
_diffrn_orient_matrix_UB_31      -0.1154029000
_diffrn_orient_matrix_UB_32      -0.0065156000
_diffrn_orient_matrix_UB_33      -0.0105522000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0243
_diffrn_reflns_av_unetI/netI     0.0411
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10315
_diffrn_reflns_theta_full        70.88
_diffrn_reflns_theta_max         70.88
_diffrn_reflns_theta_min         3.61
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.849
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92035
_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    1.193
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             692
_exptl_crystal_recrystallization_method 'crystallized from DCM/MeOH'
_exptl_crystal_size_max          0.2224
_exptl_crystal_size_mid          0.1398
_exptl_crystal_size_min          0.0623
_refine_diff_density_max         0.368
_refine_diff_density_min         -0.307
_refine_diff_density_rms         0.044
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     448
_refine_ls_number_reflns         6670
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0800
_refine_ls_R_factor_gt           0.0531
_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^)+(0.0635P)^2^+0.7955P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1345
_refine_ls_wR_factor_ref         0.1504
_reflns_number_gt                4721
_reflns_number_total             6670
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3cc43270j_1.txt
_cod_data_source_block           see02
_cod_original_cell_volume        1817.9(2)
_cod_database_code               7109538
_chemical_oxdiff_formula         'C47 H41F Si'
_reflns_odcompleteness_completeness 97.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97