#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/00/2210076.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2210076
loop_
_publ_author_name
'Choi, Hong Dae'
'Seo, Pil Ja'
'Son, Byeng Wha'
'Lee, Uk'
_publ_section_title
2,4,7-Trimethyl-3,8-bis(methylsulfanyl)benzo[1,2-b:5,6-b']difuran
_journal_coeditor_code           BH2032
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3936
_journal_page_last               o3937
_journal_paper_doi               10.1107/S1600536806032338
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C15 H16 O2 S2'
_chemical_formula_moiety         'C15 H16 O2 S2'
_chemical_formula_sum            'C15 H16 O2 S2'
_chemical_formula_weight         292.40
_chemical_melting_point          .375E-305
_chemical_name_systematic
;
2,4,7-Trimethyl-3,8-bis(methylsulfanyl)benzo[1,2-b:5,6-b']difuran
;
_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
_cell_angle_alpha                72.280(8)
_cell_angle_beta                 71.435(8)
_cell_angle_gamma                74.554(7)
_cell_formula_units_Z            2
_cell_length_a                   7.7512(6)
_cell_length_b                   9.8886(8)
_cell_length_c                   10.6471(9)
_cell_measurement_reflns_used    36
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      14.0
_cell_measurement_theta_min      8.7
_cell_volume                     723.83(11)
_computing_cell_refinement       STADI4
_computing_data_collection       'STADI4 (Stoe & Cie, 1996)'
_computing_data_reduction        'X-RED (Stoe & Cie, 1996)'
_computing_molecular_graphics
'ORTEP-3 (Farrugia, 1997) and DIAMOND (Brandenburg, 1998)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Stoe Stadi-4 four-circle'
_diffrn_measurement_method       ω/2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0420
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3302
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.08
_diffrn_standards_decay_%        2.4
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.362
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             308
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.23
_refine_diff_density_max         0.245
_refine_diff_density_min         -0.257
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     177
_refine_ls_number_reflns         3302
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.113
_refine_ls_R_factor_all          0.1098
_refine_ls_R_factor_gt           0.0667
_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/[σ²(Fo²)+(0.0543P)²+0.6399P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1369
_refine_ls_wR_factor_ref         0.1668
_reflns_number_gt                2226
_reflns_number_total             3302
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bh2032.cif
_cod_data_source_block           I
_cod_original_cell_volume        723.80(10)
_cod_database_code               2210076
_cod_database_fobs_code          2210076
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
S S1 0.26936(15) 0.03713(12) 1.20429(10) 0.0603(3) Uani d . 1
S S2 0.25350(16) 0.24649(12) 0.47260(10) 0.0610(3) Uani d . 1
O O1 0.2492(3) 0.0872(2) 0.8271(2) 0.0454(6) Uani d . 1
O O2 0.2396(4) 0.5819(3) 0.6067(2) 0.0533(6) Uani d . 1
C C1 0.2538(5) 0.0115(4) 0.9594(3) 0.0457(8) Uani d . 1
C C2 0.2548(5) 0.1000(4) 1.0343(3) 0.0452(8) Uani d . 1
C C3 0.2508(4) 0.2452(4) 0.9452(3) 0.0421(7) Uani d . 1
C C4 0.2500(5) 0.3831(4) 0.9608(3) 0.0456(8) Uani d . 1
C C5 0.2445(5) 0.4987(4) 0.8479(4) 0.0496(8) Uani d . 1
H H5 0.2426 0.5911 0.8536 0.060 Uiso calc R 1
C C6 0.2419(5) 0.4757(4) 0.7265(3) 0.0458(8) Uani d . 1
C C7 0.2442(5) 0.5141(4) 0.5094(4) 0.0501(9) Uani d . 1
C C8 0.2478(5) 0.3710(4) 0.5627(3) 0.0472(8) Uani d . 1
C C9 0.2456(4) 0.3435(4) 0.7058(3) 0.0413(7) Uani d . 1
C C10 0.2481(4) 0.2286(4) 0.8201(3) 0.0408(7) Uani d . 1
C C11 0.2545(6) -0.1454(4) 0.9912(4) 0.0596(10) Uani d . 1
H H11A 0.2826 -0.1916 1.0776 0.089 Uiso calc R 1
H H11B 0.3465 -0.1867 0.9213 0.089 Uiso calc R 1
H H11C 0.1348 -0.1595 0.9954 0.089 Uiso calc R 1
C C12 0.0290(7) 0.0804(6) 1.2948(4) 0.0790(14) Uani d . 1
H H12A -0.0191 0.1805 1.2606 0.118 Uiso calc R 1
H H12B 0.0192 0.0623 1.3904 0.118 Uiso calc R 1
H H12C -0.0409 0.0214 1.2814 0.118 Uiso calc R 1
C C13 0.2546(6) 0.4082(4) 1.0926(4) 0.0583(10) Uani d . 1
H H13A 0.2434 0.5098 1.0827 0.087 Uiso calc R 1
H H13B 0.3698 0.3573 1.1139 0.087 Uiso calc R 1
H H13C 0.1536 0.3736 1.1649 0.087 Uiso calc R 1
C C14 0.2479(6) 0.6085(5) 0.3708(4) 0.0627(11) Uani d . 1
H H14A 0.3598 0.6472 0.3347 0.094 Uiso calc R 1
H H14B 0.1428 0.6863 0.3756 0.094 Uiso calc R 1
H H14C 0.2434 0.5531 0.3122 0.094 Uiso calc R 1
C C15 0.4977(7) 0.1847(6) 0.4163(6) 0.1006(19) Uani d . 1
H H15A 0.5560 0.2653 0.3615 0.151 Uiso calc R 1
H H15B 0.5205 0.1159 0.3632 0.151 Uiso calc R 1
H H15C 0.5476 0.1398 0.4941 0.151 Uiso calc R 1
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'
S S 0.1246 0.1234 '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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C2 S1 C12 100.96(19) yes
C8 S2 C15 101.0(2) yes
C10 O1 C1 106.0(3) yes
C7 O2 C6 106.7(3) yes
C2 C1 O1 111.3(3) ?
C2 C1 C11 133.1(3) ?
O1 C1 C11 115.6(3) ?
C1 C2 C3 107.1(3) ?
C1 C2 S1 122.9(3) ?
C3 C2 S1 130.0(3) ?
C10 C3 C4 120.6(3) ?
C10 C3 C2 104.4(3) ?
C4 C3 C2 135.0(3) ?
C5 C4 C3 117.3(3) ?
C5 C4 C13 119.5(3) ?
C3 C4 C13 123.3(3) ?
C6 C5 C4 119.6(3) ?
C6 C5 H5 120.2 ?
C4 C5 H5 120.2 ?
C9 C6 C5 125.3(3) ?
C9 C6 O2 109.9(3) ?
C5 C6 O2 124.8(3) ?
C8 C7 O2 111.1(3) ?
C8 C7 C14 133.3(3) ?
O2 C7 C14 115.7(3) ?
C7 C8 C9 106.5(3) ?
C7 C8 S2 125.2(3) ?
C9 C8 S2 128.2(3) ?
C6 C9 C10 114.8(3) ?
C6 C9 C8 105.8(3) ?
C10 C9 C8 139.4(3) ?
O1 C10 C9 126.3(3) ?
O1 C10 C3 111.2(3) ?
C9 C10 C3 122.5(3) ?
C1 C11 H11A 109.5 ?
C1 C11 H11B 109.5 ?
H11A C11 H11B 109.5 ?
C1 C11 H11C 109.5 ?
H11A C11 H11C 109.5 ?
H11B C11 H11C 109.5 ?
S1 C12 H12A 109.5 ?
S1 C12 H12B 109.5 ?
H12A C12 H12B 109.5 ?
S1 C12 H12C 109.5 ?
H12A C12 H12C 109.5 ?
H12B C12 H12C 109.5 ?
C4 C13 H13A 109.5 ?
C4 C13 H13B 109.5 ?
H13A C13 H13B 109.5 ?
C4 C13 H13C 109.5 ?
H13A C13 H13C 109.5 ?
H13B C13 H13C 109.5 ?
C7 C14 H14A 109.5 ?
C7 C14 H14B 109.5 ?
H14A C14 H14B 109.5 ?
C7 C14 H14C 109.5 ?
H14A C14 H14C 109.5 ?
H14B C14 H14C 109.5 ?
S2 C15 H15A 109.5 ?
S2 C15 H15B 109.5 ?
H15A C15 H15B 109.5 ?
S2 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_publ_flag
S1 C2 1.755(3) yes
S1 C12 1.807(5) yes
S2 C8 1.761(4) yes
S2 C15 1.789(5) yes
O1 C10 1.375(4) yes
O1 C1 1.386(4) yes
O2 C7 1.382(4) yes
O2 C6 1.386(4) yes
C1 C2 1.355(5) ?
C1 C11 1.482(5) ?
C2 C3 1.459(5) ?
C3 C10 1.399(4) ?
C3 C4 1.420(5) ?
C4 C5 1.387(5) ?
C4 C13 1.511(5) ?
C5 C6 1.385(5) ?
C5 H5 0.9300 ?
C6 C9 1.382(5) ?
C7 C8 1.351(5) ?
C7 C14 1.483(5) ?
C8 C9 1.459(5) ?
C9 C10 1.391(4) ?
C11 H11A 0.9600 ?
C11 H11B 0.9600 ?
C11 H11C 0.9600 ?
C12 H12A 0.9600 ?
C12 H12B 0.9600 ?
C12 H12C 0.9600 ?
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
C3 C10 O1 C1 -0.3(3)
C4 C2 C3 C10 179.8(6)
C10 O1 C1 C2 0.2(4)
C2 C3 C10 O1 0.3(4)
O1 C1 C2 C3 -0.1(4)
C9 C6 O2 C7 -0.7(4)
C6 C9 C8 C7 -0.4(4)
C6 O2 C7 C8 0.5(4)
C8 C9 C6 O2 0.7(4)
O2 C7 C8 C9 -0.1(4)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21127619
