#------------------------------------------------------------------------------
#$Date: 2023-03-04 18:29:25 +0200 (Sat, 04 Mar 2023) $
#$Revision: 281303 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/63/7246388.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_7246388
loop_
_publ_author_name
'Kuroiwa, Tatsuru'
'Asai, Daisuke'
'Hashimoto, Shingo'
'Tahara, Kazukuni'
_publ_section_title
;
 Linear π-conjugated polycyclic compounds consisting of four-,
 five-, and six-membered rings:
 benzo[1'',2'':3,4;4'',5'':3',4']bis(cyclobuta[1,2-c]thiophene).
;
_journal_issue                   7
_journal_name_full               'RSC advances'
_journal_page_first              4578
_journal_page_last               4583
_journal_paper_doi               10.1039/d3ra00144j
_journal_volume                  13
_journal_year                    2023
_chemical_formula_moiety         'C18 H14 S2'
_chemical_formula_sum            'C18 H14 S2'
_chemical_formula_weight         294.43
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2022-12-01 deposited with the CCDC.	2023-01-27 downloaded from the CCDC.
;
_cell_angle_alpha                90.0000
_cell_angle_beta                 98.902(4)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            2
_cell_length_a                   5.9039(2)
_cell_length_b                   16.2762(6)
_cell_length_c                   7.6534(3)
_cell_measurement_reflns_used    7631
_cell_measurement_temperature    173
_cell_measurement_theta_max      30.31
_cell_measurement_theta_min      2.52
_cell_volume                     726.58(5)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2019)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_structure_solution    'SIR2014 (Burla, et al., 2014)'
_diffrn_ambient_temperature      173
_diffrn_detector_area_resol_mean 14.629
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.901
_diffrn_measurement_device_type  'Rigaku Mercury70'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0143
_diffrn_reflns_av_unetI/netI     0.0098
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.901
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            8877
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.901
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.267
_diffrn_reflns_theta_min         2.971
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.352
_exptl_absorpt_correction_T_max  0.965
_exptl_absorpt_correction_T_min  0.833
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.346
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             308.00
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.35
_refine_diff_density_min         -0.30
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     93
_refine_ls_number_reflns         1965
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0343
_refine_ls_R_factor_gt           0.0311
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0563P)²+0.2293P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0930
_refine_ls_wR_factor_ref         0.0972
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1847
_reflns_number_total             1965
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            d3ra00144j2.cif
_cod_data_source_block           xcalibur_CCDC1
_cod_database_code               7246388
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-1/2-Y,-1/2+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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S -0.07443(5) 0.20639(2) 0.69660(4) 0.02764(12) Uani 1 1 d . . . . .
C1 C 0.34196(19) -0.06859(7) 0.93158(15) 0.0227(2) Uani 1 1 d . . . . .
H1 H 0.2416 -0.1122 0.8885 0.027 Uiso 1 1 calc R U . . .
C2 C 0.29353(18) 0.01406(7) 0.89981(14) 0.0217(2) Uani 1 1 d . . . . .
C3 C 0.44407(19) 0.07968(6) 0.96550(14) 0.0217(2) Uani 1 1 d . . . . .
C4 C 0.1993(2) 0.21733(7) 0.82770(16) 0.0253(2) Uani 1 1 d . . . . .
C5 C 0.27523(19) 0.14120(7) 0.87565(15) 0.0230(2) Uani 1 1 d . . . . .
C6 C 0.12390(19) 0.07491(7) 0.80887(14) 0.0227(2) Uani 1 1 d . . . . .
C7 C -0.07355(18) 0.09782(8) 0.70645(14) 0.0242(2) Uani 1 1 d . . . . .
C8 C 0.3054(2) 0.30029(7) 0.86389(19) 0.0328(3) Uani 1 1 d . . . . .
H8A H 0.2182 0.3314 0.9408 0.039 Uiso 1 1 calc R U . . .
H8B H 0.3032 0.3299 0.7521 0.039 Uiso 1 1 calc R U . . .
H8C H 0.4642 0.2940 0.9225 0.039 Uiso 1 1 calc R U . . .
C9 C -0.2670(2) 0.04869(8) 0.60938(17) 0.0306(3) Uani 1 1 d . . . . .
H9A H -0.2646 0.0525 0.4819 0.037 Uiso 1 1 calc R U . . .
H9B H -0.4128 0.0702 0.6361 0.037 Uiso 1 1 calc R U . . .
H9C H -0.2504 -0.0089 0.6465 0.037 Uiso 1 1 calc R U . . .
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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(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
_geom_angle_publ_flag
C7 S1 C4 94.58(5) . . ?
C2 C1 C3 111.63(9) . 3_657 ?
C2 C1 H1 124.2 . . ?
C3 C1 H1 124.2 3_657 . ?
C1 C2 C3 124.19(10) . . ?
C1 C2 C6 145.57(10) . . ?
C3 C2 C6 90.23(9) . . ?
C1 C3 C2 124.18(10) 3_657 . ?
C1 C3 C5 145.54(10) 3_657 . ?
C2 C3 C5 90.26(8) . . ?
C5 C4 C8 131.83(11) . . ?
C5 C4 S1 107.26(8) . . ?
C8 C4 S1 120.91(9) . . ?
C4 C5 C6 115.41(10) . . ?
C4 C5 C3 154.90(11) . . ?
C6 C5 C3 89.68(9) . . ?
C7 C6 C5 115.46(10) . . ?
C7 C6 C2 154.70(11) . . ?
C5 C6 C2 89.83(8) . . ?
C6 C7 C9 131.63(12) . . ?
C6 C7 S1 107.26(8) . . ?
C9 C7 S1 121.10(9) . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C7 1.7686(13) . ?
S1 C4 1.7746(12) . ?
C1 C2 1.3889(15) . ?
C1 C3 1.3932(15) 3_657 ?
C1 H1 0.9500 . ?
C2 C3 1.4300(14) . ?
C2 C6 1.5008(15) . ?
C3 C1 1.3932(15) 3_657 ?
C3 C5 1.5023(15) . ?
C4 C5 1.3491(16) . ?
C4 C8 1.4960(16) . ?
C5 C6 1.4430(15) . ?
C6 C7 1.3527(15) . ?
C7 C9 1.4944(16) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
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
_geom_torsion_publ_flag
C3 C1 C2 C3 -0.35(17) 3_657 . . . ?
C3 C1 C2 C6 178.20(15) 3_657 . . . ?
C1 C2 C3 C1 0.39(19) . . . 3_657 ?
C6 C2 C3 C1 -178.79(11) . . . 3_657 ?
C1 C2 C3 C5 179.39(11) . . . . ?
C6 C2 C3 C5 0.20(8) . . . . ?
C7 S1 C4 C5 -1.46(9) . . . . ?
C7 S1 C4 C8 177.62(11) . . . . ?
C8 C4 C5 C6 -177.98(13) . . . . ?
S1 C4 C5 C6 0.96(13) . . . . ?
C8 C4 C5 C3 0.4(4) . . . . ?
S1 C4 C5 C3 179.4(2) . . . . ?
C1 C3 C5 C4 -0.3(4) 3_657 . . . ?
C2 C3 C5 C4 -178.8(2) . . . . ?
C1 C3 C5 C6 178.31(17) 3_657 . . . ?
C2 C3 C5 C6 -0.21(8) . . . . ?
C4 C5 C6 C7 0.26(15) . . . . ?
C3 C5 C6 C7 -179.07(10) . . . . ?
C4 C5 C6 C2 179.53(11) . . . . ?
C3 C5 C6 C2 0.20(8) . . . . ?
C1 C2 C6 C7 -0.6(4) . . . . ?
C3 C2 C6 C7 178.3(2) . . . . ?
C1 C2 C6 C5 -179.02(17) . . . . ?
C3 C2 C6 C5 -0.21(8) . . . . ?
C5 C6 C7 C9 177.64(12) . . . . ?
C2 C6 C7 C9 -0.7(3) . . . . ?
C5 C6 C7 S1 -1.33(12) . . . . ?
C2 C6 C7 S1 -179.6(2) . . . . ?
C4 S1 C7 C6 1.59(9) . . . . ?
C4 S1 C7 C9 -177.51(10) . . . . ?
