#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/00/12/4001217.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_4001217
loop_
_publ_author_name
'Tang, Ming L.'
'Reichardt, Anna D.'
'Siegrist, Theo'
'Mannsfeld, Stefan C. B.'
'Bao, Zhenan'
_publ_section_title
;
 Trialkylsilylethynyl-Functionalized Tetraceno[2,3-b]thiophene and
 Anthra[2,3-b]thiophene Organic Transistors
;
_journal_issue                   14
_journal_name_full               'Chemistry of Materials'
_journal_page_first              4669
_journal_paper_doi               10.1021/cm800644y
_journal_volume                  20
_journal_year                    2008
_chemical_formula_moiety         'C36 H40 S1 Si2'
_chemical_formula_sum            'C36 H40 S Si2'
_chemical_formula_weight         560.95
_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
_cell_angle_alpha                90
_cell_angle_beta                 90.225(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   6.2831(2)
_cell_length_b                   17.9804(4)
_cell_length_c                   13.9958(4)
_cell_measurement_reflns_used    0
_cell_measurement_temperature    293
_cell_measurement_theta_max      0
_cell_measurement_theta_min      0
_cell_volume                     1581.13(8)
_computing_cell_refinement       'CrysAlis RED, (Oxford Diffraction, 2002)'
_computing_data_collection       'Xcalibur, (Oxford Diffraction, 2002)'
_computing_data_reduction        'CrysAlis RED, (Oxford Diffraction, 2002)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      293
_diffrn_measured_fraction_theta_full 0.964
_diffrn_measured_fraction_theta_max 0.902
_diffrn_measurement_device_type  'Oxford Diffraction XCALIBUR'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.044
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            27441
_diffrn_reflns_theta_full        25.066
_diffrn_reflns_theta_max         32.982
_diffrn_reflns_theta_min         2.693
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.201
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.96
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   '(North et al., 1968)'
_exptl_crystal_density_diffrn    1.178
_exptl_crystal_F_000             600
_refine_diff_density_max         0.51
_refine_diff_density_min         -0.42
_refine_ls_extinction_coef       231(9)
_refine_ls_extinction_method     'Larson (1970), Equation 22'
_refine_ls_goodness_of_fit_ref   1.2958
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     202
_refine_ls_number_reflns         4451
_refine_ls_number_restraints     27
_refine_ls_R_factor_all          0.0726
_refine_ls_R_factor_gt           0.0453
_refine_ls_shift/su_max          0.004518
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Quasi-Unit weights 
 W = 1.0 or 1./2F 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1095
_refine_ls_wR_factor_gt          0.0969
_refine_ls_wR_factor_ref         0.1095
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              27
_reflns_limit_k_min              0
_reflns_limit_l_max              21
_reflns_limit_l_min              0
_reflns_number_gt                2385
_reflns_number_total             5375
_reflns_threshold_expression     I>2.0σ(I)
_cod_data_source_file            cm800644y-file001.cif
_cod_data_source_block           TESE-thio-tet
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 1 21/c 1 '
_cod_original_formula_sum        'C36 H40 S1 Si2'
_cod_database_code               4001217
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,y+1/2,-z+1/2
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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.7411(4) 0.20002(13) 0.25652(15) 0.0541 1.0000 Uani . . .
Si2 Si 0.71600(9) 0.20115(3) 0.38927(4) 0.0330 1.0000 Uani . . .
C3 C 0.8303(3) 0.28942(10) 0.43158(13) 0.0347 1.0000 Uani . . .
C4 C 0.8852(3) 0.35161(10) 0.45075(13) 0.0341 1.0000 Uani . . .
C5 C 0.9444(3) 0.42643(9) 0.47519(12) 0.0313 1.0000 Uani . . .
C6 C 1.1272(3) 0.45841(9) 0.43433(12) 0.0314 1.0000 Uani . . .
C7 C 1.1858(3) 0.53367(9) 0.46056(12) 0.0306 1.0000 Uani . . .
C8 C 1.3713(3) 0.56474(10) 0.42126(13) 0.0341 1.0000 Uani . . .
C11 C 1.2544(3) 0.42002(10) 0.36789(13) 0.0358 1.0000 Uani . . .
C15 C 0.4299(3) 0.20075(12) 0.42270(17) 0.0465 1.0000 Uani . . .
C16 C 0.3872(4) 0.20304(19) 0.5291(2) 0.0726 1.0000 Uani . . .
C17 C 0.8539(3) 0.12099(11) 0.44573(17) 0.0422 1.0000 Uani . . .
C18 C 0.7470(4) 0.04608(12) 0.4245(2) 0.0589 1.0000 Uani . . .
C19 C 0.9441(5) 0.23048(15) 0.21593(17) 0.0626 1.0000 Uani . . .
C51 C 1.4183(3) 0.4543(3) 0.3283(3) 0.0433 0.2315 Uani D 1 1
C52 C 1.4183(3) 0.4543(3) 0.3283(3) 0.0438 0.2685 Uani D 1 2
C61 C 1.569(2) 0.4196(10) 0.2601(7) 0.0295 0.2315 Uani D 1 1
S62 S 1.6169(5) 0.4183(2) 0.2385(2) 0.0431 0.2685 Uani D 1 2
C71 C 1.752(3) 0.4615(14) 0.2275(14) 0.0347 0.2315 Uani D 1 1
C72 C 1.767(2) 0.4988(5) 0.2467(7) 0.0380 0.2685 Uani D 1 2
S81 S 1.7336(6) 0.5506(2) 0.2893(2) 0.0348 0.2315 Uani D 1 1
C93 C 1.6522(13) 0.5589(6) 0.3261(5) 0.0318 0.2685 Uani . 1 2
C91 C 1.5016(2) 0.5266(2) 0.3536(2) 0.0093 0.2315 Uani D 1 1
C92 C 1.5016(2) 0.5266(2) 0.3536(2) 0.0305 0.2685 Uani D 1 2
C73 C 1.7248(19) 0.4515(9) 0.2301(9) 0.0559 0.5000 Uani . 1 3
C83 C 1.7881(13) 0.5236(4) 0.2565(6) 0.0492 0.5000 Uani . 1 3
C63 C 1.5481(15) 0.4156(7) 0.2628(6) 0.0605 0.5000 Uani . 1 3
C82 C 1.6913(9) 0.5568(4) 0.3104(4) 0.0359 0.5000 Uani D 1 3
C53 C 1.4405(6) 0.4509(3) 0.3277(3) 0.0260 0.5000 Uani D 1 3
C103 C 1.4800(9) 0.5258(4) 0.3613(5) 0.0533 0.5000 Uani D 1 3
H181 H 0.8251 0.0044 0.4557 0.0734 1.0000 Uiso . . .
H182 H 0.5956 0.0466 0.4476 0.0734 1.0000 Uiso . . .
H183 H 0.7447 0.0373 0.3530 0.0734 1.0000 Uiso . . .
H171 H 0.8560 0.1287 0.5173 0.0513 1.0000 Uiso . . .
H172 H 1.0051 0.1195 0.4228 0.0513 1.0000 Uiso . . .
H11 H 0.6194 0.2297 0.2289 0.0665 1.0000 Uiso . . .
H12 H 0.7267 0.1471 0.2343 0.0665 1.0000 Uiso . . .
H191 H 0.9429 0.2278 0.1448 0.0754 1.0000 Uiso . . .
H192 H 0.9615 0.2841 0.2359 0.0754 1.0000 Uiso . . .
H193 H 1.0687 0.2015 0.2413 0.0754 1.0000 Uiso . . .
H151 H 0.3598 0.2456 0.3926 0.0557 1.0000 Uiso . . .
H152 H 0.3620 0.1548 0.3954 0.0557 1.0000 Uiso . . .
H161 H 0.2304 0.2026 0.5422 0.0899 1.0000 Uiso . . .
H162 H 0.4512 0.2490 0.5582 0.0899 1.0000 Uiso . . .
H163 H 0.4534 0.1582 0.5610 0.0899 1.0000 Uiso . . .
H81 H 1.4133 0.6161 0.4421 0.0410 1.0000 Uiso . . .
H111 H 1.2214 0.3672 0.3499 0.0426 1.0000 Uiso . . .
H631 H 1.4959 0.3612 0.2375 0.0717 0.5000 Uiso . 1 3
H731 H 1.8226 0.4198 0.1792 0.0574 0.5000 Uiso . 1 3
H831 H 1.9186 0.5483 0.2284 0.0651 0.5000 Uiso . 1 3
H821 H 1.7407 0.6087 0.3276 0.0429 0.5000 Uiso . 1 3
H931 H 1.7027 0.6097 0.3449 0.0384 0.2685 Uiso . 1 2
H721 H 1.8834 0.4844 0.2030 0.0468 0.2685 Uiso . 1 2
H611 H 1.5493 0.3684 0.2351 0.0353 0.2315 Uiso . 1 1
H711 H 1.8601 0.4527 0.1881 0.0322 0.2315 Uiso . 1 1
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Si 0.0817 0.0704 6.2915 2.4386 3.0353 32.3337 1.9891 0.6785 1.5410 81.6937
1.1407 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
Si2 . C1 C19 . 116.63(17) yes
Si2 . C1 H11 . 108.0 no
C19 . C1 H11 . 107.8 no
Si2 . C1 H12 . 108.1 no
C19 . C1 H12 . 107.7 no
H11 . C1 H12 . 108.3 no
C1 . Si2 C3 . 107.19(9) yes
C1 . Si2 C15 . 109.65(11) yes
C3 . Si2 C15 . 107.40(10) yes
C1 . Si2 C17 . 111.99(11) yes
C3 . Si2 C17 . 110.60(9) yes
C15 . Si2 C17 . 109.87(10) yes
Si2 . C3 C4 . 170.93(18) yes
C3 . C4 C5 . 178.2(2) yes
C4 . C5 C7 2_766 118.47(18) yes
C4 . C5 C6 . 119.77(17) yes
C7 2_766 C5 C6 . 121.75(15) yes
C5 . C6 C7 . 119.03(17) yes
C5 . C6 C11 . 122.26(16) yes
C7 . C6 C11 . 118.70(18) yes
C6 . C7 C5 2_766 119.20(17) yes
C6 . C7 C8 . 118.81(17) yes
C5 2_766 C7 C8 . 121.98(16) yes
C7 . C8 C91 . 123.1(2) yes
C7 . C8 H81 . 118.0 no
C91 . C8 H81 . 118.9 no
C7 . C8 C92 . 123.1(2) yes
C7 . C8 H81 . 118.0 no
C92 . C8 H81 . 118.9 no
C7 . C8 C103 . 118.7(4) yes
C7 . C8 H81 . 118.0 no
C103 . C8 H81 . 123.3 no
C6 . C11 C51 . 119.5(3) yes
C6 . C11 H111 . 120.7 no
C51 . C11 H111 . 119.7 no
C6 . C11 C52 . 119.5(3) yes
C6 . C11 H111 . 120.7 no
C52 . C11 H111 . 119.7 no
C6 . C11 C53 . 122.8(3) yes
C6 . C11 H111 . 120.7 no
C53 . C11 H111 . 116.3 no
Si2 . C15 C16 . 114.98(16) yes
Si2 . C15 H151 . 108.2 no
C16 . C15 H151 . 108.1 no
Si2 . C15 H152 . 108.5 no
C16 . C15 H152 . 108.6 no
H151 . C15 H152 . 108.3 no
C15 . C16 H161 . 111.0 no
C15 . C16 H162 . 110.4 no
H161 . C16 H162 . 108.9 no
C15 . C16 H163 . 109.8 no
H161 . C16 H163 . 108.5 no
H162 . C16 H163 . 108.3 no
Si2 . C17 C18 . 113.34(16) yes
Si2 . C17 H171 . 108.6 no
C18 . C17 H171 . 108.4 no
Si2 . C17 H172 . 109.0 no
C18 . C17 H172 . 109.2 no
H171 . C17 H172 . 108.2 no
C17 . C18 H181 . 111.2 no
C17 . C18 H182 . 110.1 no
H181 . C18 H182 . 109.4 no
C17 . C18 H183 . 109.4 no
H181 . C18 H183 . 108.8 no
H182 . C18 H183 . 108.0 no
C1 . C19 H191 . 110.9 no
C1 . C19 H192 . 109.5 no
H191 . C19 H192 . 108.9 no
C1 . C19 H193 . 109.8 no
H191 . C19 H193 . 109.3 no
H192 . C19 H193 . 108.3 no
C11 . C51 C61 . 124.9(9) yes
C11 . C51 C91 . 126.7(4) yes
C61 . C51 C91 . 107.8(8) yes
C11 . C52 S62 . 129.5(5) yes
C11 . C52 C92 . 126.7(4) yes
S62 . C52 C92 . 103.4(2) yes
C51 . C61 C71 . 119.5(17) yes
C51 . C61 H611 . 122.7 no
C71 . C61 H611 . 117.7 no
C52 . S62 C72 . 91.7(5) yes
C61 . C71 S81 . 104.7(17) yes
C61 . C71 H711 . 135.2 no
S81 . C71 H711 . 120.1 no
S62 . C72 C93 . 109.9(8) yes
S62 . C72 H721 . 98.3 no
C93 . C72 H721 . 151.7 no
C71 . S81 C91 . 94.7(7) yes
C72 . C93 C92 . 104.0(9) yes
C72 . C93 H931 . 127.8 no
C92 . C93 H931 . 128.2 no
C83 . C93 C103 . 122.5(9) yes
C51 . C91 C8 . 112.72(19) yes
C51 . C91 S81 . 113.2(2) yes
C8 . C91 S81 . 134.0(4) yes
C52 . C92 C8 . 112.72(19) yes
C52 . C92 C93 . 130.9(5) yes
C8 . C92 C93 . 116.3(6) yes
C8 . C92 C82 . 124.9(5) yes
C83 . C73 C63 . 125.3(15) yes
C83 . C73 H731 . 119.3 no
C63 . C73 H731 . 115.4 no
C73 . C83 C82 . 120.4(10) yes
C73 . C83 H831 . 122.1 no
C82 . C83 H831 . 117.5 no
C73 . C63 C53 . 115.4(12) yes
C73 . C63 H631 . 124.0 no
C53 . C63 H631 . 120.5 no
C92 . C82 C72 . 104.9(8) yes
C83 . C82 C103 . 123.7(8) yes
C83 . C82 H821 . 118.5 no
C103 . C82 H821 . 117.9 no
C11 . C53 C63 . 121.3(8) yes
C11 . C53 C103 . 112.2(4) yes
C63 . C53 C103 . 126.3(7) yes
C8 . C103 C93 . 115.6(8) yes
C82 . C103 C53 . 108.6(6) yes
C82 . C103 C8 . 122.6(7) yes
C53 . C103 C8 . 128.7(5) yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 Si2 . 1.865(2) yes
C1 C19 . 1.501(4) yes
C1 H11 . 1.008 no
C1 H12 . 1.006 no
Si2 C3 . 1.8390(18) yes
Si2 C15 . 1.859(2) yes
Si2 C17 . 1.857(2) yes
C3 C4 . 1.200(2) yes
C4 C5 . 1.437(2) yes
C5 C7 2_766 1.414(3) yes
C5 C6 . 1.408(3) yes
C6 C7 . 1.449(2) yes
C6 C11 . 1.409(3) yes
C7 C8 . 1.406(3) yes
C8 C91 . 1.430(4) yes
C8 H81 . 1.003 no
C8 C92 . 1.430(4) yes
C8 H81 . 1.003 no
C8 C103 . 1.291(8) yes
C8 H81 . 1.003 no
C11 C51 . 1.323(3) yes
C11 H111 . 1.004 no
C11 C52 . 1.323(3) yes
C11 H111 . 1.004 no
C11 C53 . 1.413(4) yes
C11 H111 . 1.004 no
C15 C16 . 1.515(4) yes
C15 H151 . 1.010 no
C15 H152 . 1.004 no
C16 H161 . 1.003 no
C16 H162 . 1.005 no
C16 H163 . 1.010 no
C16 C16 . 0.000 yes
C17 C18 . 1.534(3) yes
C17 H171 . 1.012 no
C17 H172 . 1.004 no
C18 H181 . 0.996 no
C18 H182 . 1.006 no
C18 H183 . 1.013 no
C19 H191 . 0.997 no
C19 H192 . 1.010 no
C19 H193 . 1.004 no
C51 C61 . 1.482(9) yes
C51 C91 . 1.445(6) yes
C52 S62 . 1.888(5) yes
C52 C92 . 1.445(6) yes
C61 C71 . 1.454(10) yes
C61 H611 . 0.992 no
S62 C72 . 1.730(13) yes
C71 S81 . 1.82(3) yes
C71 H711 . 0.889 no
C72 C93 . 1.710(15) yes
C72 H721 . 0.991 no
C72 C82 . 1.453(9) yes
S81 C91 . 1.770(3) yes
C93 C92 . 1.176(9) yes
C93 H931 . 1.002 no
C93 C83 . 1.445(11) yes
C93 C103 . 1.331(10) yes
C92 C82 . 1.445(6) yes
C73 C83 . 1.405(17) yes
C73 C63 . 1.364(11) yes
C73 H731 . 1.102 no
C83 C82 . 1.141(11) yes
C83 H831 . 1.013 no
C63 C53 . 1.301(10) yes
C63 H631 . 1.090 no
C82 C103 . 1.609(8) yes
C82 H821 . 1.012 no
C53 C103 . 1.447(7) yes
