#------------------------------------------------------------------------------
#$Date: 2016-03-21 01:21:50 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178377 $
#$URL: svn://www.crystallography.net/cod/cif/4/00/10/4001026.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_4001026
loop_
_publ_author_name
'Wang, Jie-Yu'
'Zhou, Yan'
'Yan, Jing'
'Ding, Lin'
'Ma, Yuguo'
'Cao, Yong'
'Wang, Jian'
'Pei, Jian'
_publ_section_title
;
 New Fused Heteroarenes for High-Performance Field-Effect Transistors
;
_journal_issue                   13
_journal_name_full               'Chemistry of Materials'
_journal_page_first              2595
_journal_paper_doi               10.1021/cm900568k
_journal_volume                  21
_journal_year                    2009
_chemical_formula_sum            'C42 H44 O2 S4'
_chemical_formula_weight         709.02
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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_method           SHELXL-97
_cell_angle_alpha                111.53(3)
_cell_angle_beta                 99.42(3)
_cell_angle_gamma                94.75(3)
_cell_formula_units_Z            1
_cell_length_a                   5.6102(11)
_cell_length_b                   12.937(3)
_cell_length_c                   13.201(3)
_cell_measurement_reflns_used    2266
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.9123
_cell_measurement_theta_min      1.6943
_cell_volume                     868.5(4)
_computing_cell_refinement       CrystalClear
_computing_data_collection       'CrystalClear(Rigaku/MSC Inc., 2005)'
_computing_data_reduction        CrystalClear
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      113(2)
_diffrn_detector_area_resol_mean 7.31
_diffrn_measured_fraction_theta_full 0.851
_diffrn_measured_fraction_theta_max 0.792
_diffrn_measurement_device_type  'Rigaku Saturn'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  confocal
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0233
_diffrn_reflns_av_sigmaI/netI    0.1092
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            3590
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         27.87
_diffrn_reflns_theta_min         1.70
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.311
_exptl_absorpt_correction_T_max  0.9877
_exptl_absorpt_correction_T_min  0.9179
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   CrystalClear
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.356
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             376
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.326
_refine_diff_density_min         -0.404
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.905
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         3279
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.905
_refine_ls_R_factor_all          0.0759
_refine_ls_R_factor_gt           0.0440
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0456P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0968
_refine_ls_wR_factor_ref         0.1076
_reflns_number_gt                1920
_reflns_number_total             3279
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cm900568k_si_001.cif
_cod_data_source_block           sa
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        868.5(3)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4001026
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
S1 S 0.11247(13) 0.43941(6) 0.59235(6) 0.0209(2) Uani 1 1 d .
S2 S 0.50689(12) 0.28342(6) 0.97106(6) 0.0202(2) Uani 1 1 d .
C1 C 0.3172(5) 0.3589(2) 0.5256(3) 0.0188(6) Uani 1 1 d .
C2 C 0.4444(5) 0.3127(2) 0.5902(2) 0.0188(6) Uani 1 1 d .
H2 H 0.5657 0.2672 0.5675 0.023 Uiso 1 1 calc R
C3 C 0.3771(5) 0.3392(2) 0.6958(2) 0.0168(6) Uani 1 1 d .
C4 C 0.2003(5) 0.4101(2) 0.7102(2) 0.0173(6) Uani 1 1 d .
C5 C 0.6737(5) 0.2077(2) 0.8782(2) 0.0184(6) Uani 1 1 d .
C6 C 0.6314(5) 0.2275(2) 0.7837(2) 0.0193(6) Uani 1 1 d .
H6 H 0.7076 0.1938 0.7229 0.023 Uiso 1 1 calc R
C7 C 0.4600(5) 0.3045(2) 0.7837(2) 0.0163(6) Uani 1 1 d .
C8 C 0.3704(5) 0.3436(2) 0.8817(2) 0.0179(6) Uani 1 1 d .
C9 C 0.1918(5) 0.4201(2) 0.8985(2) 0.0160(6) Uani 1 1 d .
C10 C 0.1072(5) 0.4511(2) 0.8080(2) 0.0168(6) Uani 1 1 d .
C11 C -0.0761(5) 0.5219(2) 0.8158(2) 0.0200(6) Uani 1 1 d .
H11 H -0.1324 0.5421 0.7548 0.024 Uiso 1 1 calc R
C12 C 0.0916(5) 0.4640(2) 0.9972(2) 0.0165(6) Uani 1 1 d .
C13 C 0.1722(5) 0.4390(2) 1.0921(2) 0.0201(6) Uani 1 1 d .
H13 H 0.2970 0.3935 1.0909 0.024 Uiso 1 1 calc R
C14 C 0.3263(5) 0.3474(2) 0.4086(2) 0.0214(7) Uani 1 1 d .
H14A H 0.3859 0.4222 0.4100 0.026 Uiso 1 1 calc R
H14B H 0.1583 0.3227 0.3626 0.026 Uiso 1 1 calc R
C15 C 0.4896(5) 0.2647(3) 0.3537(3) 0.0268(7) Uani 1 1 d .
H15A H 0.4279 0.1888 0.3491 0.032 Uiso 1 1 calc R
H15B H 0.6579 0.2879 0.3995 0.032 Uiso 1 1 calc R
C16 C 0.4931(6) 0.2607(3) 0.2372(3) 0.0321(8) Uani 1 1 d .
H16A H 0.3256 0.2403 0.1928 0.048 Uiso 1 1 calc R
H16B H 0.5923 0.2046 0.2015 0.048 Uiso 1 1 calc R
H16C H 0.5636 0.3348 0.2422 0.048 Uiso 1 1 calc R
C17 C 0.8354(5) 0.1325(3) 0.9097(3) 0.0245(7) Uani 1 1 d .
H17A H 0.7350 0.0777 0.9278 0.029 Uiso 1 1 calc R
H17B H 0.9598 0.1788 0.9775 0.029 Uiso 1 1 calc R
C18 C 0.9655(5) 0.0682(3) 0.8178(3) 0.0264(7) Uani 1 1 d .
H18A H 0.8420 0.0230 0.7493 0.032 Uiso 1 1 calc R
H18B H 1.0705 0.1226 0.8010 0.032 Uiso 1 1 calc R
C19 C 1.1221(6) -0.0093(3) 0.8518(3) 0.0380(9) Uani 1 1 d .
H19A H 1.2369 0.0344 0.9224 0.057 Uiso 1 1 calc R
H19B H 1.2136 -0.0439 0.7940 0.057 Uiso 1 1 calc R
H19C H 1.0165 -0.0683 0.8607 0.057 Uiso 1 1 calc R
C20 C -0.0099(5) 0.0958(3) 0.4752(3) 0.0333(8) Uani 1 1 d .
H20A H -0.0218 0.1314 0.4202 0.040 Uiso 1 1 calc R
H20B H -0.0099 0.1544 0.5489 0.040 Uiso 1 1 calc R
C21 C 0.2275(5) -0.0047(3) 0.5574(3) 0.0323(8) Uani 1 1 d .
H21A H 0.2326 0.0516 0.6329 0.039 Uiso 1 1 calc R
H21B H 0.3799 -0.0380 0.5593 0.039 Uiso 1 1 calc R
O1 O 0.2136(3) 0.04966(18) 0.47988(19) 0.0303(5) Uani 1 1 d .
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'
O O 0.0106 0.0060 '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
_geom_angle_site_symmetry_3
C4 S1 C1 91.51(14) . .
C5 S2 C8 93.86(14) . .
C2 C1 C14 129.5(2) . .
C2 C1 S1 112.0(2) . .
C14 C1 S1 118.5(2) . .
C1 C2 C3 113.1(2) . .
C1 C2 H2 123.4 . .
C3 C2 H2 123.4 . .
C4 C3 C7 117.4(3) . .
C4 C3 C2 112.3(3) . .
C7 C3 C2 130.3(2) . .
C3 C4 C10 123.6(3) . .
C3 C4 S1 111.0(2) . .
C10 C4 S1 125.4(2) . .
C6 C5 C17 129.9(3) . .
C6 C5 S2 110.8(2) . .
C17 C5 S2 119.3(2) . .
C5 C6 C7 113.7(3) . .
C5 C6 H6 123.2 . .
C7 C6 H6 123.2 . .
C8 C7 C3 120.2(2) . .
C8 C7 C6 113.4(3) . .
C3 C7 C6 126.4(3) . .
C7 C8 C9 122.6(3) . .
C7 C8 S2 108.27(19) . .
C9 C8 S2 129.1(2) . .
C10 C9 C12 118.4(2) . .
C10 C9 C8 116.0(3) . .
C12 C9 C8 125.7(3) . .
C4 C10 C9 120.2(2) . .
C4 C10 C11 120.3(3) . .
C9 C10 C11 119.5(3) . .
C13 C11 C10 121.7(3) 2_567 .
C13 C11 H11 119.2 2_567 .
C10 C11 H11 119.2 . .
C13 C12 C12 117.7(3) . 2_567
C13 C12 C9 121.5(2) . .
C12 C12 C9 120.8(3) 2_567 .
C11 C13 C12 121.9(2) 2_567 .
C11 C13 H13 119.1 2_567 .
C12 C13 H13 119.1 . .
C1 C14 C15 114.0(2) . .
C1 C14 H14A 108.8 . .
C15 C14 H14A 108.8 . .
C1 C14 H14B 108.8 . .
C15 C14 H14B 108.8 . .
H14A C14 H14B 107.7 . .
C14 C15 C16 110.4(2) . .
C14 C15 H15A 109.6 . .
C16 C15 H15A 109.6 . .
C14 C15 H15B 109.6 . .
C16 C15 H15B 109.6 . .
H15A C15 H15B 108.1 . .
C15 C16 H16A 109.5 . .
C15 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C15 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
C5 C17 C18 113.3(3) . .
C5 C17 H17A 108.9 . .
C18 C17 H17A 108.9 . .
C5 C17 H17B 108.9 . .
C18 C17 H17B 108.9 . .
H17A C17 H17B 107.7 . .
C19 C18 C17 111.7(3) . .
C19 C18 H18A 109.3 . .
C17 C18 H18A 109.3 . .
C19 C18 H18B 109.3 . .
C17 C18 H18B 109.3 . .
H18A C18 H18B 107.9 . .
C18 C19 H19A 109.5 . .
C18 C19 H19B 109.5 . .
H19A C19 H19B 109.5 . .
C18 C19 H19C 109.5 . .
H19A C19 H19C 109.5 . .
H19B C19 H19C 109.5 . .
O1 C20 C21 110.5(3) . 2_556
O1 C20 H20A 109.6 . .
C21 C20 H20A 109.6 2_556 .
O1 C20 H20B 109.6 . .
C21 C20 H20B 109.6 2_556 .
H20A C20 H20B 108.1 . .
O1 C21 C20 110.9(3) . 2_556
O1 C21 H21A 109.5 . .
C20 C21 H21A 109.5 2_556 .
O1 C21 H21B 109.5 . .
C20 C21 H21B 109.5 2_556 .
H21A C21 H21B 108.1 . .
C21 O1 C20 109.5(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C4 1.738(3) .
S1 C1 1.742(3) .
S2 C5 1.728(3) .
S2 C8 1.749(3) .
C1 C2 1.356(4) .
C1 C14 1.506(4) .
C2 C3 1.431(4) .
C2 H2 0.9500 .
C3 C4 1.394(3) .
C3 C7 1.417(4) .
C4 C10 1.409(4) .
C5 C6 1.352(4) .
C5 C17 1.504(4) .
C6 C7 1.440(3) .
C6 H6 0.9500 .
C7 C8 1.399(4) .
C8 C9 1.452(3) .
C9 C10 1.418(4) .
C9 C12 1.443(4) .
C10 C11 1.424(3) .
C11 C13 1.354(4) 2_567
C11 H11 0.9500 .
C12 C13 1.420(4) .
C12 C12 1.436(5) 2_567
C13 C11 1.354(4) 2_567
C13 H13 0.9500 .
C14 C15 1.524(3) .
C14 H14A 0.9900 .
C14 H14B 0.9900 .
C15 C16 1.524(4) .
C15 H15A 0.9900 .
C15 H15B 0.9900 .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 C18 1.531(4) .
C17 H17A 0.9900 .
C17 H17B 0.9900 .
C18 C19 1.525(4) .
C18 H18A 0.9900 .
C18 H18B 0.9900 .
C19 H19A 0.9800 .
C19 H19B 0.9800 .
C19 H19C 0.9800 .
C20 O1 1.434(3) .
C20 C21 1.511(4) 2_556
C20 H20A 0.9900 .
C20 H20B 0.9900 .
C21 O1 1.434(4) .
C21 C20 1.511(4) 2_556
C21 H21A 0.9900 .
C21 H21B 0.9900 .
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
C4 S1 C1 C2 0.0(2) . .
C4 S1 C1 C14 178.6(2) . .
C14 C1 C2 C3 -177.3(3) . .
S1 C1 C2 C3 1.1(3) . .
C1 C2 C3 C4 -1.9(4) . .
C1 C2 C3 C7 177.6(3) . .
C7 C3 C4 C10 2.1(4) . .
C2 C3 C4 C10 -178.4(2) . .
C7 C3 C4 S1 -177.7(2) . .
C2 C3 C4 S1 1.9(3) . .
C1 S1 C4 C3 -1.1(2) . .
C1 S1 C4 C10 179.2(2) . .
C8 S2 C5 C6 0.7(2) . .
C8 S2 C5 C17 -178.9(2) . .
C17 C5 C6 C7 179.1(3) . .
S2 C5 C6 C7 -0.4(3) . .
C4 C3 C7 C8 -1.8(4) . .
C2 C3 C7 C8 178.7(3) . .
C4 C3 C7 C6 176.7(3) . .
C2 C3 C7 C6 -2.8(5) . .
C5 C6 C7 C8 -0.1(4) . .
C5 C6 C7 C3 -178.7(3) . .
C3 C7 C8 C9 0.0(4) . .
C6 C7 C8 C9 -178.7(2) . .
C3 C7 C8 S2 179.3(2) . .
C6 C7 C8 S2 0.6(3) . .
C5 S2 C8 C7 -0.7(2) . .
C5 S2 C8 C9 178.5(3) . .
C7 C8 C9 C10 1.6(4) . .
S2 C8 C9 C10 -177.5(2) . .
C7 C8 C9 C12 -179.9(3) . .
S2 C8 C9 C12 1.0(4) . .
C3 C4 C10 C9 -0.4(4) . .
S1 C4 C10 C9 179.3(2) . .
C3 C4 C10 C11 -179.1(3) . .
S1 C4 C10 C11 0.7(4) . .
C12 C9 C10 C4 180.0(2) . .
C8 C9 C10 C4 -1.4(4) . .
C12 C9 C10 C11 -1.3(4) . .
C8 C9 C10 C11 177.2(2) . .
C4 C10 C11 C13 178.9(3) . 2_567
C9 C10 C11 C13 0.2(4) . 2_567
C10 C9 C12 C13 -178.3(3) . .
C8 C9 C12 C13 3.2(4) . .
C10 C9 C12 C12 0.8(5) . 2_567
C8 C9 C12 C12 -177.6(3) . 2_567
C12 C12 C13 C11 2.0(5) 2_567 2_567
C9 C12 C13 C11 -178.8(3) . 2_567
C2 C1 C14 C15 5.0(4) . .
S1 C1 C14 C15 -173.30(19) . .
C1 C14 C15 C16 -178.5(3) . .
C6 C5 C17 C18 -1.2(4) . .
S2 C5 C17 C18 178.2(2) . .
C5 C17 C18 C19 -178.5(3) . .
C20 C21 O1 C20 57.8(4) 2_556 .
C21 C20 O1 C21 -57.6(4) 2_556 .
