#------------------------------------------------------------------------------
#$Date: 2020-10-06 14:38:35 +0300 (Tue, 06 Oct 2020) $
#$Revision: 258083 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/07/7240775.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_7240775
loop_
_publ_author_name
'Matsuo, Takumi'
'Rössiger, Carina'
'Herr, Jasmin'
'Göttlich, Richard'
'Schlettwein, Derck'
'Mizuno, Hitoshi'
'Sasaki, Fumio'
'Yanagi, Hisao'
_publ_section_title
;
 Synthesis and characterization of methoxy- or cyano-substituted
 thiophene/phenylene co-oligomers for lasing application
;
_journal_issue                   40
_journal_name_full               'RSC Advances'
_journal_page_first              24057
_journal_page_last               24062
_journal_paper_doi               10.1039/D0RA04742B
_journal_volume                  10
_journal_year                    2020
_chemical_formula_moiety         'C38 H28 O2 S3'
_chemical_formula_sum            'C38 H28 O2 S3'
_chemical_formula_weight         612.82
_space_group_crystal_system      orthorhombic
_space_group_IT_number           36
_space_group_name_Hall           'C 2c -2'
_space_group_name_H-M_alt        'C m c 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_update_record
;
2020-03-22 deposited with the CCDC.	2020-06-12 downloaded from the CCDC.
;
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_formula_units_Z            4
_cell_length_a                   65.1891(18)
_cell_length_b                   7.4274(2)
_cell_length_c                   5.7999(2)
_cell_measurement_reflns_used    15412
_cell_measurement_temperature    123
_cell_measurement_theta_max      25.39
_cell_measurement_theta_min      2.50
_cell_volume                     2808.23(15)
_computing_cell_refinement       'RAPID AUTO'
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_data_reduction        'RAPID AUTO'
_computing_molecular_graphics    'CrystalStructure 4.3'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2019)'
_computing_structure_refinement  'SHELXL Version 2018/3 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_diffrn_ambient_temperature      123
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.0685
_diffrn_reflns_av_unetI/netI     0.0415
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       78
_diffrn_reflns_limit_h_min       -78
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_number            18495
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.347
_diffrn_reflns_theta_min         2.500
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.301
_exptl_absorpt_correction_T_max  0.994
_exptl_absorpt_correction_T_min  0.377
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.449
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       platelet
_exptl_crystal_F_000             1280.00
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.020
_refine_diff_density_max         0.36
_refine_diff_density_min         -0.20
_refine_ls_abs_structure_details
;
 Flack x determined using 887 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     197
_refine_ls_number_reflns         2590
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0472
_refine_ls_R_factor_gt           0.0429
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0515P)²+2.2401P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1058
_refine_ls_wR_factor_ref         0.1077
_reflns_Friedel_coverage         0.797
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                2300
_reflns_number_total             2590
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            d0ra04742b1.cif
_cod_data_source_block           BP3T-OMe_2
_cod_depositor_comments
'Adding full bibliography for 7240775--7240776.cif.'
_cod_database_code               7240775
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,+Y,+Z
3 -X,-Y,1/2+Z
4 +X,-Y,1/2+Z
5 1/2+X,1/2+Y,+Z
6 1/2-X,1/2+Y,+Z
7 1/2-X,1/2-Y,1/2+Z
8 1/2+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 0.500000 0.8108(2) 0.9016(3) 0.0347(4) Uani 1 2 d S T P . .
S2 S 0.44062(2) 0.68824(14) 0.58284(19) 0.0340(3) Uani 1 1 d . . . . .
O1 O 0.27517(5) 0.7599(5) 0.2267(7) 0.0549(9) Uani 1 1 d . . . . .
C1 C 0.48079(7) 0.7404(6) 0.7136(8) 0.0327(10) Uani 1 1 d . . . . .
C2 C 0.48915(7) 0.6695(6) 0.5165(8) 0.0340(11) Uani 1 1 d . . . . .
H2 H 0.481143 0.624703 0.392152 0.041 Uiso 1 1 calc R U . . .
C3 C 0.45924(7) 0.7572(6) 0.7763(8) 0.0319(11) Uani 1 1 d . . . . .
C4 C 0.45072(7) 0.8269(6) 0.9712(8) 0.0353(11) Uani 1 1 d . . . . .
H4 H 0.458506 0.870124 1.098059 0.042 Uiso 1 1 calc R U . . .
C5 C 0.42890(7) 0.8279(5) 0.9643(8) 0.0342(10) Uani 1 1 d . . . . .
H5 H 0.420611 0.872074 1.086626 0.041 Uiso 1 1 calc R U . . .
C6 C 0.42103(7) 0.7590(5) 0.7644(8) 0.0323(10) Uani 1 1 d . . . . .
C7 C 0.39961(6) 0.7513(6) 0.6875(8) 0.0319(10) Uani 1 1 d . . . . .
C8 C 0.38392(7) 0.8289(5) 0.8174(8) 0.0354(10) Uani 1 1 d . . . . .
H8 H 0.387091 0.884597 0.960533 0.042 Uiso 1 1 calc R U . . .
C9 C 0.36366(7) 0.8259(5) 0.7404(8) 0.0349(10) Uani 1 1 d . . . . .
H9 H 0.353294 0.878513 0.833758 0.042 Uiso 1 1 calc R U . . .
C10 C 0.35814(6) 0.7483(6) 0.5307(7) 0.0319(9) Uani 1 1 d . . . . .
C11 C 0.37393(7) 0.6684(5) 0.4018(9) 0.0362(10) Uani 1 1 d . . . . .
H11 H 0.370756 0.611856 0.259311 0.043 Uiso 1 1 calc R U . . .
C12 C 0.39410(7) 0.6705(6) 0.4786(8) 0.0341(11) Uani 1 1 d . . . . .
H12 H 0.404434 0.615677 0.386887 0.041 Uiso 1 1 calc R U . . .
C13 C 0.33643(6) 0.7496(6) 0.4465(9) 0.0341(10) Uani 1 1 d . . . . .
C14 C 0.32099(6) 0.8383(6) 0.5678(9) 0.0407(11) Uani 1 1 d . . . . .
H14 H 0.324281 0.899647 0.706651 0.049 Uiso 1 1 calc R U . . .
C15 C 0.30064(7) 0.8386(6) 0.4880(9) 0.0446(12) Uani 1 1 d . . . . .
H15 H 0.290279 0.899381 0.572949 0.054 Uiso 1 1 calc R U . . .
C16 C 0.29576(7) 0.7509(6) 0.2874(9) 0.0418(11) Uani 1 1 d . . . . .
C17 C 0.31073(7) 0.6628(6) 0.1622(8) 0.0409(11) Uani 1 1 d . . . . .
H17 H 0.307322 0.601694 0.023546 0.049 Uiso 1 1 calc R U . . .
C18 C 0.33092(7) 0.6647(6) 0.2418(8) 0.0378(11) Uani 1 1 d . . . . .
H18 H 0.341228 0.606250 0.153552 0.045 Uiso 1 1 calc R U . . .
C19 C 0.26926(9) 0.6613(8) 0.0233(11) 0.0729(19) Uani 1 1 d . . . . .
H19A H 0.276862 0.707266 -0.110009 0.087 Uiso 1 1 calc R U . . .
H19B H 0.254507 0.676159 -0.003183 0.087 Uiso 1 1 calc R U . . .
H19C H 0.272383 0.533318 0.044836 0.087 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)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 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
C1 S1 C1 92.0(3) . 2_655 ?
C3 S2 C6 91.9(2) . . ?
C16 O1 C19 116.2(4) . . ?
C2 C1 C3 128.6(4) . . ?
C2 C1 S1 110.6(3) . . ?
C3 C1 S1 120.8(3) . . ?
C1 C2 C2 113.4(3) . 2_655 ?
C1 C2 H2 123.3 . . ?
C2 C2 H2 123.3 2_655 . ?
C4 C3 C1 129.3(4) . . ?
C4 C3 S2 111.4(3) . . ?
C1 C3 S2 119.3(3) . . ?
C3 C4 C5 112.7(4) . . ?
C3 C4 H4 123.6 . . ?
C5 C4 H4 123.6 . . ?
C6 C5 C4 113.4(4) . . ?
C6 C5 H5 123.3 . . ?
C4 C5 H5 123.3 . . ?
C5 C6 C7 129.0(4) . . ?
C5 C6 S2 110.6(3) . . ?
C7 C6 S2 120.2(4) . . ?
C8 C7 C12 117.2(4) . . ?
C8 C7 C6 121.2(4) . . ?
C12 C7 C6 121.6(4) . . ?
C7 C8 C9 121.0(4) . . ?
C7 C8 H8 119.5 . . ?
C9 C8 H8 119.5 . . ?
C10 C9 C8 122.1(4) . . ?
C10 C9 H9 119.0 . . ?
C8 C9 H9 119.0 . . ?
C9 C10 C11 116.8(4) . . ?
C9 C10 C13 121.7(4) . . ?
C11 C10 C13 121.5(4) . . ?
C12 C11 C10 121.3(4) . . ?
C12 C11 H11 119.4 . . ?
C10 C11 H11 119.4 . . ?
C11 C12 C7 121.7(4) . . ?
C11 C12 H12 119.1 . . ?
C7 C12 H12 119.1 . . ?
C18 C13 C14 117.3(4) . . ?
C18 C13 C10 121.3(4) . . ?
C14 C13 C10 121.4(4) . . ?
C13 C14 C15 121.1(5) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 H14 119.4 . . ?
C16 C15 C14 119.9(4) . . ?
C16 C15 H15 120.1 . . ?
C14 C15 H15 120.1 . . ?
C15 C16 C17 120.5(4) . . ?
C15 C16 O1 114.6(4) . . ?
C17 C16 O1 124.9(5) . . ?
C16 C17 C18 119.2(5) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
C13 C18 C17 122.0(4) . . ?
C13 C18 H18 119.0 . . ?
C17 C18 H18 119.0 . . ?
O1 C19 H19A 109.5 . . ?
O1 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
O1 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 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 C1 1.740(5) . ?
S1 C1 1.740(5) 2_655 ?
S2 C3 1.730(5) . ?
S2 C6 1.736(5) . ?
O1 C16 1.389(5) . ?
O1 C19 1.441(7) . ?
C1 C2 1.372(6) . ?
C1 C3 1.457(5) . ?
C2 C2 1.415(9) 2_655 ?
C2 H2 0.9500 . ?
C3 C4 1.362(7) . ?
C4 C5 1.423(6) . ?
C4 H4 0.9500 . ?
C5 C6 1.367(7) . ?
C5 H5 0.9500 . ?
C6 C7 1.467(6) . ?
C7 C8 1.395(6) . ?
C7 C12 1.399(6) . ?
C8 C9 1.395(6) . ?
C8 H8 0.9500 . ?
C9 C10 1.393(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.404(6) . ?
C10 C13 1.498(6) . ?
C11 C12 1.388(6) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C18 1.391(7) . ?
C13 C14 1.393(6) . ?
C14 C15 1.405(6) . ?
C14 H14 0.9500 . ?
C15 C16 1.371(7) . ?
C15 H15 0.9500 . ?
C16 C17 1.381(7) . ?
C17 C18 1.395(6) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 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
C1 S1 C1 C2 -0.8(4) 2_655 . . . ?
C1 S1 C1 C3 178.0(2) 2_655 . . . ?
C3 C1 C2 C2 -178.1(3) . . . 2_655 ?
S1 C1 C2 C2 0.6(3) . . . 2_655 ?
C2 C1 C3 C4 179.8(5) . . . . ?
S1 C1 C3 C4 1.3(6) . . . . ?
C2 C1 C3 S2 -2.2(6) . . . . ?
S1 C1 C3 S2 179.2(3) . . . . ?
C6 S2 C3 C4 1.3(4) . . . . ?
C6 S2 C3 C1 -177.0(3) . . . . ?
C1 C3 C4 C5 177.1(4) . . . . ?
S2 C3 C4 C5 -1.0(5) . . . . ?
C3 C4 C5 C6 0.0(5) . . . . ?
C4 C5 C6 C7 -174.5(4) . . . . ?
C4 C5 C6 S2 0.9(5) . . . . ?
C3 S2 C6 C5 -1.3(3) . . . . ?
C3 S2 C6 C7 174.7(4) . . . . ?
C5 C6 C7 C8 3.7(7) . . . . ?
S2 C6 C7 C8 -171.5(3) . . . . ?
C5 C6 C7 C12 -178.1(4) . . . . ?
S2 C6 C7 C12 6.8(6) . . . . ?
C12 C7 C8 C9 -0.2(6) . . . . ?
C6 C7 C8 C9 178.1(4) . . . . ?
C7 C8 C9 C10 -0.8(6) . . . . ?
C8 C9 C10 C11 1.5(6) . . . . ?
C8 C9 C10 C13 -178.5(4) . . . . ?
C9 C10 C11 C12 -1.3(6) . . . . ?
C13 C10 C11 C12 178.8(4) . . . . ?
C10 C11 C12 C7 0.3(6) . . . . ?
C8 C7 C12 C11 0.5(6) . . . . ?
C6 C7 C12 C11 -177.8(4) . . . . ?
C9 C10 C13 C18 -177.1(4) . . . . ?
C11 C10 C13 C18 2.9(6) . . . . ?
C9 C10 C13 C14 4.0(6) . . . . ?
C11 C10 C13 C14 -176.1(4) . . . . ?
C18 C13 C14 C15 1.2(7) . . . . ?
C10 C13 C14 C15 -179.8(4) . . . . ?
C13 C14 C15 C16 -0.2(7) . . . . ?
C14 C15 C16 C17 -0.3(7) . . . . ?
C14 C15 C16 O1 179.8(4) . . . . ?
C19 O1 C16 C15 -176.8(5) . . . . ?
C19 O1 C16 C17 3.3(7) . . . . ?
C15 C16 C17 C18 -0.2(7) . . . . ?
O1 C16 C17 C18 179.7(4) . . . . ?
C14 C13 C18 C17 -1.8(7) . . . . ?
C10 C13 C18 C17 179.2(4) . . . . ?
C16 C17 C18 C13 1.3(7) . . . . ?
