#------------------------------------------------------------------------------
#$Date: 2019-08-28 11:25:35 +0300 (Wed, 28 Aug 2019) $
#$Revision: 217785 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/35/7233515.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_7233515
loop_
_publ_author_name
'Jing Zhang'
'Zhiying Ma'
'Qian Zhang'
'Tarunpreet Singh Virk'
'Hua Geng'
'Dong Wang'
'Wei Xu'
'Zhigang Shuai'
'Kamaljit Singh'
'Wenping Hu'
'Daoben Zhu'
_publ_section_title
;
 Substitution effects on the electrical tranporting properties of
 tetrathia[22]annulene[2,1,2,1]: experimental and theoretical
 investigations
;
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              5765
_journal_page_last               5771
_journal_paper_doi               10.1039/C3TC30776J
_journal_volume                  1
_journal_year                    2013
_chemical_formula_moiety         'C36 H26 S4'
_chemical_formula_sum            'C36 H26 S4'
_chemical_formula_weight         586.81
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_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                102.635(8)
_cell_angle_beta                 94.961(7)
_cell_angle_gamma                106.756(5)
_cell_formula_units_Z            1
_cell_length_a                   7.262(3)
_cell_length_b                   9.148(5)
_cell_length_c                   11.131(5)
_cell_measurement_reflns_used    2524
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.47
_cell_measurement_theta_min      2.66
_cell_volume                     682.0(6)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2007)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2007)'
_computing_molecular_graphics    'XP in Siemens SHELXTL (Sheldrick, 1994)'
_computing_publication_material  'SHELX97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  'MM007-HF CCD(Saturn 724+)'
_diffrn_measurement_method       'ω scans at fixed χ = 45°'
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0457
_diffrn_reflns_av_sigmaI/netI    0.0432
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6509
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         2.40
_exptl_absorpt_coefficient_mu    0.375
_exptl_absorpt_correction_T_max  0.9888
_exptl_absorpt_correction_T_min  0.9220
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2007)'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.429
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             306
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.380
_refine_diff_density_min         -0.327
_refine_diff_density_rms         0.075
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         3105
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0496
_refine_ls_R_factor_gt           0.0462
_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)+(0.0638P)²+0.3724P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1180
_refine_ls_wR_factor_ref         0.1213
_reflns_number_gt                2888
_reflns_number_total             3105
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1000001.cif
_cod_data_source_block           PCOD1000001
_cod_original_cell_volume        682.1(6)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7233515
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
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.13085(6) 0.31345(5) 0.47879(4) 0.02111(15) Uani 1 1 d . . .
S2 S 0.23825(6) 0.64082(5) 0.65208(4) 0.02181(15) Uani 1 1 d . . .
C1 C 0.9998(3) 0.2635(3) 0.98348(19) 0.0285(4) Uani 1 1 d . . .
H1A H 1.1289 0.2882 0.9582 0.043 Uiso 1 1 calc R . .
H1B H 0.9470 0.1495 0.9743 0.043 Uiso 1 1 calc R . .
H1C H 1.0107 0.3199 1.0708 0.043 Uiso 1 1 calc R . .
C2 C 0.8655(3) 0.3140(2) 0.90210(17) 0.0218(4) Uani 1 1 d . . .
C3 C 0.6930(3) 0.3320(2) 0.93982(17) 0.0253(4) Uani 1 1 d . . .
H3A H 0.6624 0.3147 1.0179 0.030 Uiso 1 1 calc R . .
C4 C 0.5661(3) 0.3749(2) 0.86468(17) 0.0244(4) Uani 1 1 d . . .
H4A H 0.4503 0.3876 0.8926 0.029 Uiso 1 1 calc R . .
C5 C 0.6050(3) 0.3998(2) 0.74891(17) 0.0202(4) Uani 1 1 d . . .
C6 C 0.7788(3) 0.3846(2) 0.71198(17) 0.0220(4) Uani 1 1 d . . .
H6A H 0.8098 0.4024 0.6341 0.026 Uiso 1 1 calc R . .
C7 C 0.9078(3) 0.3435(2) 0.78876(17) 0.0225(4) Uani 1 1 d . . .
H7A H 1.0266 0.3355 0.7629 0.027 Uiso 1 1 calc R . .
C8 C 0.4549(3) 0.4357(2) 0.66898(17) 0.0201(4) Uani 1 1 d . . .
C9 C 0.3385(3) 0.3101(2) 0.56975(17) 0.0211(4) Uani 1 1 d . . .
C10 C 0.3655(3) 0.1620(2) 0.52772(18) 0.0256(4) Uani 1 1 d . . .
H10A H 0.4691 0.1343 0.5648 0.031 Uiso 1 1 calc R . .
C11 C 0.2290(3) 0.0608(2) 0.42831(19) 0.0273(4) Uani 1 1 d . . .
H11A H 0.2326 -0.0416 0.3898 0.033 Uiso 1 1 calc R . .
C12 C 0.0833(3) 0.1214(2) 0.38832(17) 0.0227(4) Uani 1 1 d . . .
C13 C -0.0738(3) 0.0306(2) 0.29332(18) 0.0259(4) Uani 1 1 d . . .
H13A H -0.0612 -0.0693 0.2565 0.031 Uiso 1 1 calc R . .
C14 C 0.4346(3) 0.5862(2) 0.70700(17) 0.0211(4) Uani 1 1 d . . .
C15 C 0.5679(3) 0.7174(2) 0.79531(17) 0.0237(4) Uani 1 1 d . . .
H15A H 0.6863 0.7140 0.8362 0.028 Uiso 1 1 calc R . .
C16 C 0.5111(3) 0.8502(2) 0.81679(18) 0.0250(4) Uani 1 1 d . . .
H16A H 0.5877 0.9468 0.8737 0.030 Uiso 1 1 calc R . .
C17 C 0.3302(3) 0.8321(2) 0.74781(17) 0.0222(4) Uani 1 1 d . . .
C18 C 0.2429(3) 0.9517(2) 0.76113(18) 0.0260(4) Uani 1 1 d . . .
H18A H 0.3185 1.0440 0.8231 0.031 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'
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
C12 S1 C9 93.41(9) . .
C17 S2 C14 93.35(9) . .
C2 C1 H1A 109.5 . .
C2 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
C2 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
C7 C2 C3 118.11(17) . .
C7 C2 C1 121.75(18) . .
C3 C2 C1 120.13(18) . .
C4 C3 C2 120.76(18) . .
C4 C3 H3A 119.6 . .
C2 C3 H3A 119.6 . .
C3 C4 C5 121.29(18) . .
C3 C4 H4A 119.4 . .
C5 C4 H4A 119.4 . .
C4 C5 C6 118.06(17) . .
C4 C5 C8 118.34(16) . .
C6 C5 C8 123.56(17) . .
C5 C6 C7 120.47(17) . .
C5 C6 H6A 119.8 . .
C7 C6 H6A 119.8 . .
C2 C7 C6 121.25(18) . .
C2 C7 H7A 119.4 . .
C6 C7 H7A 119.4 . .
C14 C8 C9 126.79(17) . .
C14 C8 C5 116.76(16) . .
C9 C8 C5 116.22(16) . .
C8 C9 C10 126.62(17) . .
C8 C9 S1 124.61(14) . .
C10 C9 S1 108.77(14) . .
C11 C10 C9 114.33(17) . .
C11 C10 H10A 122.8 . .
C9 C10 H10A 122.8 . .
C10 C11 C12 114.58(18) . .
C10 C11 H11A 122.7 . .
C12 C11 H11A 122.7 . .
C13 C12 C11 122.14(18) . .
C13 C12 S1 128.92(15) . .
C11 C12 S1 108.89(14) . .
C18 C13 C12 136.84(18) 2_566 .
C18 C13 H13A 111.6 2_566 .
C12 C13 H13A 111.6 . .
C8 C14 C15 125.94(17) . .
C8 C14 S2 125.07(14) . .
C15 C14 S2 109.00(14) . .
C16 C15 C14 114.04(18) . .
C16 C15 H15A 123.0 . .
C14 C15 H15A 123.0 . .
C15 C16 C17 114.77(18) . .
C15 C16 H16A 122.6 . .
C17 C16 H16A 122.6 . .
C18 C17 C16 123.34(18) . .
C18 C17 S2 127.81(15) . .
C16 C17 S2 108.82(14) . .
C13 C18 C17 136.14(18) 2_566 .
C13 C18 H18A 111.9 2_566 .
C17 C18 H18A 111.9 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C12 1.743(2) .
S1 C9 1.7539(19) .
S2 C17 1.741(2) .
S2 C14 1.747(2) .
C1 C2 1.508(3) .
C1 H1A 0.9800 .
C1 H1B 0.9800 .
C1 H1C 0.9800 .
C2 C7 1.388(3) .
C2 C3 1.397(3) .
C3 C4 1.386(3) .
C3 H3A 0.9500 .
C4 C5 1.395(3) .
C4 H4A 0.9500 .
C5 C6 1.395(3) .
C5 C8 1.502(2) .
C6 C7 1.398(3) .
C6 H6A 0.9500 .
C7 H7A 0.9500 .
C8 C14 1.404(3) .
C8 C9 1.406(3) .
C9 C10 1.409(3) .
C10 C11 1.377(3) .
C10 H10A 0.9500 .
C11 C12 1.411(3) .
C11 H11A 0.9500 .
C12 C13 1.404(3) .
C13 C18 1.389(3) 2_566
C13 H13A 0.9500 .
C14 C15 1.411(3) .
C15 C16 1.372(3) .
C15 H15A 0.9500 .
C16 C17 1.410(3) .
C16 H16A 0.9500 .
C17 C18 1.402(3) .
C18 C13 1.389(3) 2_566
C18 H18A 0.9500 .
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C7 C2 C3 C4 1.3(3) . . . .
C1 C2 C3 C4 -178.52(18) . . . .
C2 C3 C4 C5 0.7(3) . . . .
C3 C4 C5 C6 -1.8(3) . . . .
C3 C4 C5 C8 176.09(18) . . . .
C4 C5 C6 C7 0.9(3) . . . .
C8 C5 C6 C7 -176.86(17) . . . .
C3 C2 C7 C6 -2.2(3) . . . .
C1 C2 C7 C6 177.63(17) . . . .
C5 C6 C7 C2 1.1(3) . . . .
C4 C5 C8 C14 72.8(2) . . . .
C6 C5 C8 C14 -109.4(2) . . . .
C4 C5 C8 C9 -102.1(2) . . . .
C6 C5 C8 C9 75.7(2) . . . .
C14 C8 C9 C10 176.39(18) . . . .
C5 C8 C9 C10 -9.3(3) . . . .
C14 C8 C9 S1 -4.5(3) . . . .
C5 C8 C9 S1 169.81(13) . . . .
C12 S1 C9 C8 -179.02(17) . . . .
C12 S1 C9 C10 0.21(15) . . . .
C8 C9 C10 C11 179.97(18) . . . .
S1 C9 C10 C11 0.8(2) . . . .
C9 C10 C11 C12 -1.7(3) . . . .
C10 C11 C12 C13 -176.01(19) . . . .
C10 C11 C12 S1 1.7(2) . . . .
C9 S1 C12 C13 176.47(19) . . . .
C9 S1 C12 C11 -1.07(15) . . . .
C11 C12 C13 C18 174.7(2) . . . 2_566
S1 C12 C13 C18 -2.5(4) . . . 2_566
C9 C8 C14 C15 -170.75(18) . . . .
C5 C8 C14 C15 14.9(3) . . . .
C9 C8 C14 S2 9.4(3) . . . .
C5 C8 C14 S2 -164.86(14) . . . .
C17 S2 C14 C8 178.51(17) . . . .
C17 S2 C14 C15 -1.32(14) . . . .
C8 C14 C15 C16 -179.04(18) . . . .
S2 C14 C15 C16 0.8(2) . . . .
C14 C15 C16 C17 0.4(3) . . . .
C15 C16 C17 C18 176.83(19) . . . .
C15 C16 C17 S2 -1.3(2) . . . .
C14 S2 C17 C18 -176.55(19) . . . .
C14 S2 C17 C16 1.51(15) . . . .
C16 C17 C18 C13 178.6(2) . . . 2_566
S2 C17 C18 C13 -3.6(4) . . . 2_566
