#------------------------------------------------------------------------------
#$Date: 2016-03-22 11:09:45 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178887 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/16/4111606.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4111606
loop_
_publ_author_name
'Marcia M. Payne'
'Sean R. Parkin'
'John E. Anthony'
'Chung-Chen Kuo'
'Thomas N. Jackson'
_publ_section_title
;
 Organic Field-Effect Transistors from Solution-Deposited Functionalized
 Acenes with Mobilities as High as 1 cm2/V.s
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              4986
_journal_page_last               4987
_journal_paper_doi               10.1021/ja042353u
_journal_volume                  127
_journal_year                    2005
_chemical_formula_sum            'C28 H26 S2 Si2'
_chemical_formula_weight         482.79
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 114.2210(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.4570(2)
_cell_length_b                   10.5100(2)
_cell_length_c                   12.4180(3)
_cell_measurement_temperature    293(2)
_cell_volume                     1244.63(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_sigmaI/netI    0.0455
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            5491
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.14
_exptl_absorpt_coefficient_mu    0.325
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_F_000             508
_refine_diff_density_max         0.301
_refine_diff_density_min         -0.322
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     176
_refine_ls_number_reflns         2851
_refine_ls_number_restraints     48
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0583
_refine_ls_R_factor_gt           0.0373
_refine_ls_shift/su_max          0.134
_refine_ls_shift/su_mean         0.013
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0459P)²+0.3538P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0903
_refine_ls_wR_factor_ref         0.0978
_reflns_number_gt                2171
_reflns_number_total             2851
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja042353usi20041220_104655_1.cif
_cod_data_source_block           k04155
_cod_database_code               4111606
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 0.02605(5) 0.23685(4) 0.10558(4) 0.01720(14) Uani 1 1 d . . .
C1 C 0.38740(16) 0.05614(16) 0.40343(14) 0.0174(4) Uani 1 1 d . . .
C2 C 0.46627(16) 0.13116(16) 0.50361(14) 0.0169(4) Uani 1 1 d . B .
C3 C 0.43463(17) 0.26107(16) 0.51011(15) 0.0176(4) Uani 1 1 d . . .
H3 H 0.3620 0.2990 0.4468 0.021 Uiso 1 1 calc R A 1
C4 C 0.50981(17) 0.33141(16) 0.60864(15) 0.0185(4) Uani 0.736(2) 1 d PDU B 1
C5 C 0.4975(13) 0.4656(9) 0.6312(12) 0.027(2) Uani 0.736(2) 1 d PDU B 1
H5 H 0.4309 0.5190 0.5775 0.033 Uiso 0.736(2) 1 calc PR B 1
C6 C 0.5914(4) 0.5052(4) 0.7371(3) 0.0211(8) Uani 0.736(2) 1 d PDU B 1
H6 H 0.5964 0.5886 0.7636 0.025 Uiso 0.736(2) 1 calc PR B 1
S7 S 0.7031(3) 0.3845(2) 0.81989(18) 0.0219(3) Uani 0.736(2) 1 d PDU B 1
C8 C 0.62304(16) 0.27382(16) 0.70669(15) 0.0178(4) Uani 0.736(2) 1 d PDU B 1
C4' C 0.50981(17) 0.33141(16) 0.60864(15) 0.0185(4) Uani 0.264(2) 1 d PDU B 2
S5' S 0.4847(9) 0.4856(7) 0.6342(8) 0.0205(10) Uani 0.264(2) 1 d PDU B 2
C6' C 0.6257(11) 0.4767(9) 0.7726(9) 0.018(2) Uani 0.264(2) 1 d PDU B 2
H6' H 0.6569 0.5467 0.8224 0.021 Uiso 0.264(2) 1 calc PR B 2
C7' C 0.685(3) 0.3621(18) 0.8017(18) 0.024(4) Uani 0.264(2) 1 d PDU B 2
H7' H 0.7576 0.3424 0.8741 0.029 Uiso 0.264(2) 1 calc PR B 2
C8' C 0.62304(16) 0.27382(16) 0.70669(15) 0.0178(4) Uani 0.264(2) 1 d PDU B 2
C9 C 0.65794(16) 0.14905(17) 0.70299(14) 0.0184(4) Uani 1 1 d . . .
H9 H 0.7322 0.1134 0.7666 0.022 Uiso 1 1 calc R B 1
C10 C 0.58073(16) 0.07375(16) 0.60194(14) 0.0167(4) Uani 1 1 d . . .
C11 C 0.27368(17) 0.11315(16) 0.30614(14) 0.0178(4) Uani 1 1 d . . .
C12 C 0.17662(17) 0.16086(17) 0.22522(15) 0.0204(4) Uani 1 1 d . . .
C13 C -0.12849(18) 0.12771(17) 0.06133(17) 0.0255(4) Uani 1 1 d . . .
H13A H -0.1113 0.0530 0.0248 0.038 Uiso 1 1 calc R . .
H13B H -0.2104 0.1705 0.0064 0.038 Uiso 1 1 calc R . .
H13C H -0.1431 0.1036 0.1300 0.038 Uiso 1 1 calc R . .
C14 C 0.07711(19) 0.26508(18) -0.01919(16) 0.0260(4) Uani 1 1 d . . .
H14A H 0.1554 0.3224 0.0055 0.039 Uiso 1 1 calc R . .
H14B H -0.0005 0.3016 -0.0843 0.039 Uiso 1 1 calc R . .
H14C H 0.1028 0.1858 -0.0432 0.039 Uiso 1 1 calc R . .
C15 C -0.01194(19) 0.38895(17) 0.16162(16) 0.0249(4) Uani 1 1 d . . .
H15A H -0.0320 0.3728 0.2292 0.037 Uiso 1 1 calc R . .
H15B H -0.0915 0.4289 0.1010 0.037 Uiso 1 1 calc R . .
H15C H 0.0680 0.4441 0.1837 0.037 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
C12 Si1 C15 108.36(8) .
C12 Si1 C14 107.36(8) .
C15 Si1 C14 110.80(9) .
C12 Si1 C13 108.66(8) .
C15 Si1 C13 110.32(8) .
C14 Si1 C13 111.22(9) .
C10 C1 C2 121.02(15) 3_656
C10 C1 C11 119.62(15) 3_656
C2 C1 C11 119.36(15) .
C3 C2 C1 121.43(15) .
C3 C2 C10 119.13(15) .
C1 C2 C10 119.44(15) .
C4 C3 C2 120.68(15) .
C4 C3 H3 119.7 .
C2 C3 H3 119.7 .
C3 C4 C8 120.07(16) .
C3 C4 C5 129.3(5) .
C8 C4 C5 110.6(5) .
C6 C5 C4 113.7(8) .
C6 C5 H5 123.2 .
C4 C5 H5 123.1 .
C5 C6 S7 113.2(5) .
C5 C6 H6 123.4 .
S7 C6 H6 123.4 .
C6 S7 C8 91.51(17) .
C9 C8 C4 120.92(15) .
C9 C8 S7 128.19(15) .
C4 C8 S7 110.88(14) .
C7' C6' S5' 115.2(9) .
C7' C6' H6' 122.4 .
S5' C6' H6' 122.4 .
C6' C7' H7' 124.5 .
C8 C9 C10 120.06(15) .
C8 C9 H9 120.0 .
C10 C9 H9 120.0 .
C1 C10 C9 121.32(15) 3_656
C1 C10 C2 119.54(15) 3_656
C9 C10 C2 119.14(15) .
C12 C11 C1 178.96(18) .
C11 C12 Si1 177.79(16) .
Si1 C13 H13A 109.5 .
Si1 C13 H13B 109.5 .
H13A C13 H13B 109.5 .
Si1 C13 H13C 109.5 .
H13A C13 H13C 109.5 .
H13B C13 H13C 109.5 .
Si1 C14 H14A 109.5 .
Si1 C14 H14B 109.5 .
H14A C14 H14B 109.5 .
Si1 C14 H14C 109.5 .
H14A C14 H14C 109.5 .
H14B C14 H14C 109.5 .
Si1 C15 H15A 109.5 .
Si1 C15 H15B 109.5 .
H15A C15 H15B 109.5 .
Si1 C15 H15C 109.5 .
H15A C15 H15C 109.5 .
H15B C15 H15C 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Si1 C12 1.8453(17) .
Si1 C15 1.8504(18) .
Si1 C14 1.8581(19) .
Si1 C13 1.8710(18) .
C1 C10 1.413(2) 3_656
C1 C2 1.417(2) .
C1 C11 1.433(2) .
C2 C3 1.415(2) .
C2 C10 1.445(2) .
C3 C4 1.368(2) .
C3 H3 0.9300 .
C4 C8 1.438(2) .
C4 C5 1.454(9) .
C5 C6 1.344(13) .
C5 H5 0.9300 .
C6 S7 1.745(4) .
C6 H6 0.9300 .
S7 C8 1.751(2) .
C8 C9 1.367(2) .
S5' C6' 1.748(11) .
C6' C7' 1.336(18) .
C6' H6' 0.9300 .
C7' H7' 0.9300 .
C9 C10 1.422(2) .
C9 H9 0.9300 .
C10 C1 1.413(2) 3_656
C11 C12 1.206(2) .
C13 H13A 0.9600 .
C13 H13B 0.9600 .
C13 H13C 0.9600 .
C14 H14A 0.9600 .
C14 H14B 0.9600 .
C14 H14C 0.9600 .
C15 H15A 0.9600 .
C15 H15B 0.9600 .
C15 H15C 0.9600 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C10 C1 C2 C3 -179.61(15) 3_656 .
C11 C1 C2 C3 0.4(2) . .
C10 C1 C2 C10 -0.2(3) 3_656 .
C11 C1 C2 C10 179.82(14) . .
C1 C2 C3 C4 178.49(15) . .
C10 C2 C3 C4 -0.9(2) . .
C2 C3 C4 C8 0.5(2) . .
C2 C3 C4 C5 177.7(7) . .
C3 C4 C5 C6 -178.2(5) . .
C8 C4 C5 C6 -0.8(11) . .
C4 C5 C6 S7 -0.3(12) . .
C5 C6 S7 C8 1.0(7) . .
C3 C4 C8 C9 0.4(2) . .
C5 C4 C8 C9 -177.3(6) . .
C3 C4 C8 S7 179.15(19) . .
C5 C4 C8 S7 1.5(6) . .
C6 S7 C8 C9 177.2(2) . .
C6 S7 C8 C4 -1.4(3) . .
C4 C8 C9 C10 -0.9(2) . .
S7 C8 C9 C10 -179.4(2) . .
C8 C9 C10 C1 -178.72(15) . 3_656
C8 C9 C10 C2 0.4(2) . .
C3 C2 C10 C1 179.62(15) . 3_656
C1 C2 C10 C1 0.2(3) . 3_656
C3 C2 C10 C9 0.4(2) . .
C1 C2 C10 C9 -178.96(15) . .
C10 C1 C11 C12 98(10) 3_656 .
C2 C1 C11 C12 -82(10) . .
C1 C11 C12 Si1 38(14) . .
C15 Si1 C12 C11 30(4) . .
C14 Si1 C12 C11 149(4) . .
C13 Si1 C12 C11 -90(4) . .
