#------------------------------------------------------------------------------
#$Date: 2016-03-26 23:02:33 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180527 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/96/7219673.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_7219673
loop_
_publ_author_name
'Katzsch, Felix'
'Weber, Edwin'
_publ_section_title
;
 Crystalline inclusion properties of new pyridine and thiophene modified
 wheel-and-axle diol hosts
;
_journal_issue                   13
_journal_name_full               CrystEngComm
_journal_page_first              2737
_journal_paper_doi               10.1039/C5CE00180C
_journal_volume                  17
_journal_year                    2015
_chemical_formula_moiety         'C24 H18 O2 S4, C4 H8 O2'
_chemical_formula_sum            'C28 H26 O4 S4'
_chemical_formula_weight         554.73
_chemical_name_systematic
'1,4-Bis[di(thien-2-yl)hydroxymethyl]benzene dioxane solvate'
_chemical_properties_physical    'Air-sensitive, Heat-sensitive'
_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
_audit_update_record
;
2014-08-22 deposited with the CCDC.
2015-02-25 downloaded from the CCDC.
;
_cell_angle_alpha                109.7130(10)
_cell_angle_beta                 90.6290(10)
_cell_angle_gamma                115.9310(10)
_cell_formula_units_Z            1
_cell_length_a                   7.91030(10)
_cell_length_b                   8.5838(2)
_cell_length_c                   11.5231(2)
_cell_measurement_reflns_used    8045
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      36.46
_cell_measurement_theta_min      2.76
_cell_volume                     650.70(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0211
_diffrn_reflns_av_sigmaI/netI    0.0145
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            11662
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.76
_exptl_absorpt_coefficient_mu    0.399
_exptl_absorpt_correction_T_max  0.9537
_exptl_absorpt_correction_T_min  0.8697
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2004)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.416
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       piece
_exptl_crystal_F_000             290
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: 1,4-dioxane'
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.533
_refine_diff_density_min         -0.323
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     177
_refine_ls_number_reflns         2294
_refine_ls_number_restraints     26
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0349
_refine_ls_R_factor_gt           0.0324
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0323P)²+0.7216P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0785
_refine_ls_wR_factor_ref         0.0795
_reflns_number_gt                2136
_reflns_number_total             2294
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c5ce00180c3.cif
_cod_data_source_block           feka_84_tricp
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 3086 2015-02-26 13:12:21Z robertas 

 Adding full bibliography for 7219669--7219676.cif.
;
_cod_original_sg_symbol_H-M      'P-1   '
_cod_database_code               7219673
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
O1 O 0.68504(17) 0.80321(17) 0.33086(11) 0.0147(3) Uani 1 1 d . . .
H1 H 0.6576 0.7039 0.3423 0.022 Uiso 1 1 calc R . .
S1 S 0.74392(7) 1.13528(6) 0.29751(5) 0.02085(15) Uani 1 1 d . . .
S2 S 1.08391(14) 0.86401(15) 0.39013(7) 0.0152(2) Uani 0.798(4) 1 d P A 1
C6 C 1.0468(14) 0.7090(13) 0.1490(10) 0.057(4) Uani 0.798(4) 1 d P A 1
H6 H 1.0003 0.6562 0.0612 0.068 Uiso 0.798(4) 1 calc PR A 1
S2B S 1.0505(7) 0.7048(8) 0.1398(6) 0.0110(12) Uani 0.202(4) 1 d PU A 2
C6B C 1.063(3) 0.851(3) 0.3620(17) 0.0145(4) Uani 0.202(4) 1 d PU A 2
H6B H 1.0366 0.9087 0.4405 0.017 Uiso 0.202(4) 1 calc PR A 2
C1 C 0.8468(2) 0.9971(2) 0.22305(16) 0.0151(4) Uani 1 1 d . . .
C2 C 0.9837(3) 1.0844(3) 0.16354(17) 0.0173(4) Uani 1 1 d . . .
H2 H 1.0564 1.0309 0.1169 0.021 Uiso 1 1 calc R . .
C3 C 1.0058(3) 1.2634(3) 0.17880(17) 0.0209(4) Uani 1 1 d . . .
H3 H 1.0949 1.3425 0.1432 0.025 Uiso 1 1 calc R . .
C4 C 0.8873(3) 1.3101(3) 0.24919(18) 0.0220(4) Uani 1 1 d . . .
H4 H 0.8838 1.4254 0.2694 0.026 Uiso 1 1 calc R . .
C5 C 0.9537(2) 0.7774(2) 0.24331(17) 0.0145(4) Uani 1 1 d U . .
C7 C 1.2230(3) 0.7325(3) 0.2081(2) 0.0267(5) Uani 1 1 d . . .
H7 H 1.3078 0.6960 0.1628 0.032 Uiso 1 1 calc R A 1
C8 C 1.2544(3) 0.8121(3) 0.3347(2) 0.0273(5) Uani 1 1 d . A .
H8 H 1.3636 0.8362 0.3872 0.033 Uiso 1 1 calc R B 1
C9 C 0.7791(2) 0.8036(2) 0.22514(16) 0.0140(4) Uani 1 1 d . A .
C10 C 0.6375(2) 0.6475(2) 0.10521(16) 0.0135(4) Uani 1 1 d . . .
C12 C 0.5636(2) 0.4628(2) 0.09408(16) 0.0151(4) Uani 1 1 d . . .
H12 H 0.6066 0.4358 0.1586 0.018 Uiso 1 1 calc R . .
C11 C 0.5717(2) 0.6836(2) 0.00913(16) 0.0153(4) Uani 1 1 d . . .
H11 H 0.6198 0.8089 0.0145 0.018 Uiso 1 1 calc R . .
O1G O 0.61281(18) 0.50336(18) 0.40516(12) 0.0190(3) Uani 1 1 d . . .
C2G C 0.4205(3) 0.3564(3) 0.38192(18) 0.0218(4) Uani 1 1 d . . .
H2G1 H 0.4226 0.2509 0.3980 0.026 Uiso 1 1 calc R . .
H2G2 H 0.3616 0.3098 0.2928 0.026 Uiso 1 1 calc R . .
C1G C 0.6977(3) 0.5740(3) 0.53509(17) 0.0206(4) Uani 1 1 d . . .
H1G1 H 0.8290 0.6776 0.5516 0.025 Uiso 1 1 calc R . .
H1G2 H 0.7060 0.4733 0.5544 0.025 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'
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
C9 O1 H1 109.5 . .
C4 S1 C1 91.91(9) . .
C8 S2 C5 92.73(10) . .
C5 C6 C7 109.3(7) . .
C5 C6 H6 125.3 . .
C7 C6 H6 125.3 . .
C7 S2B C5 103.6(4) . .
C5 C6B C8 104.2(12) . .
C5 C6B H6B 127.9 . .
C8 C6B H6B 127.9 . .
C2 C1 C9 128.08(16) . .
C2 C1 S1 110.78(14) . .
C9 C1 S1 121.11(13) . .
C1 C2 C3 112.73(17) . .
C1 C2 H2 123.6 . .
C3 C2 H2 123.6 . .
C4 C3 C2 113.12(17) . .
C4 C3 H3 123.4 . .
C2 C3 H3 123.4 . .
C3 C4 S1 111.46(14) . .
C3 C4 H4 124.3 . .
S1 C4 H4 124.3 . .
C6B C5 C6 110.6(10) . .
C6B C5 C9 120.9(9) . .
C6 C5 C9 127.7(5) . .
C6B C5 S2B 112.0(10) . .
C9 C5 S2B 126.2(3) . .
C6 C5 S2 111.3(5) . .
C9 C5 S2 120.36(13) . .
S2B C5 S2 112.7(3) . .
C8 C7 S2B 117.1(3) . .
C8 C7 C6 112.9(4) . .
C8 C7 H7 123.6 . .
S2B C7 H7 119.3 . .
C6 C7 H7 123.6 . .
C7 C8 S2 113.79(15) . .
C7 C8 C6B 102.9(6) . .
C7 C8 H8 123.1 . .
S2 C8 H8 123.1 . .
C6B C8 H8 134.0 . .
O1 C9 C1 105.53(13) . .
O1 C9 C5 110.65(14) . .
C1 C9 C5 107.98(14) . .
O1 C9 C10 109.34(13) . .
C1 C9 C10 112.55(14) . .
C5 C9 C10 110.68(14) . .
C12 C10 C11 118.12(16) . .
C12 C10 C9 118.87(15) . .
C11 C10 C9 122.92(16) . .
C10 C12 C11 121.56(16) . 2_665
C10 C12 H12 119.2 . .
C11 C12 H12 119.2 2_665 .
C12 C11 C10 120.31(17) 2_665 .
C12 C11 H11 119.8 2_665 .
C10 C11 H11 119.8 . .
C2G O1G C1G 109.65(13) . .
O1G C2G C1G 110.81(15) . 2_666
O1G C2G H2G1 109.5 . .
C1G C2G H2G1 109.5 2_666 .
O1G C2G H2G2 109.5 . .
C1G C2G H2G2 109.5 2_666 .
H2G1 C2G H2G2 108.1 . .
O1G C1G C2G 110.28(15) . 2_666
O1G C1G H1G1 109.6 . .
C2G C1G H1G1 109.6 2_666 .
O1G C1G H1G2 109.6 . .
C2G C1G H1G2 109.6 2_666 .
H1G1 C1G H1G2 108.1 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C9 1.435(2) .
O1 H1 0.8400 .
S1 C4 1.714(2) .
S1 C1 1.7259(18) .
S2 C8 1.667(2) .
S2 C5 1.7085(18) .
C6 C5 1.426(9) .
C6 C7 1.444(10) .
C6 H6 0.9500 .
S2B C7 1.450(6) .
S2B C5 1.528(6) .
C6B C5 1.390(18) .
C6B C8 1.70(2) .
C6B H6B 0.9500 .
C1 C2 1.363(3) .
C1 C9 1.515(2) .
C2 C3 1.416(3) .
C2 H2 0.9500 .
C3 C4 1.351(3) .
C3 H3 0.9500 .
C4 H4 0.9500 .
C5 C9 1.516(2) .
C7 C8 1.352(3) .
C7 H7 0.9500 .
C8 H8 0.9500 .
C9 C10 1.538(2) .
C10 C12 1.387(3) .
C10 C11 1.397(2) .
C12 C11 1.388(3) 2_665
C12 H12 0.9500 .
C11 C12 1.388(3) 2_665
C11 H11 0.9500 .
O1G C2G 1.436(2) .
O1G C1G 1.438(2) .
C2G C1G 1.506(3) 2_666
C2G H2G1 0.9900 .
C2G H2G2 0.9900 .
C1G C2G 1.506(3) 2_666
C1G H1G1 0.9900 .
C1G H1G2 0.9900 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1 O1G 0.84 1.98 2.8099(18) 168.5 .
C12 H12 O1G 0.95 2.70 3.483(2) 140.6 .
C1G H1G1 Cg1 0.99 2.88 3.5382(18) 124.9 2_776
C4 H4 Cg2 0.95 2.79 3.5533(19) 137.7 1_565
C7 H7 Cg4 0.95 2.73 3.6651(19) 168.3 1_655
C2G H2G2 Cg5 0.99 2.75 3.5107(19) 133.6 1_445
C3 H3 C7 0.95 2.85 3.508(3) 127.3 1_565
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_4
C4 S1 C1 C2 -0.50(14) .
C4 S1 C1 C9 -178.53(14) .
C9 C1 C2 C3 178.15(16) .
S1 C1 C2 C3 0.3(2) .
C1 C2 C3 C4 0.2(2) .
C2 C3 C4 S1 -0.5(2) .
C1 S1 C4 C3 0.60(15) .
C8 C6B C5 C6 -2.4(13) .
C8 C6B C5 C9 -173.0(5) .
C8 C6B C5 S2B -3.1(13) .
C8 C6B C5 S2 122(44) .
C7 C6 C5 C6B 1.8(11) .
C7 C6 C5 C9 171.7(3) .
C7 C6 C5 S2B 158(22) .
C7 C6 C5 S2 0.7(7) .
C7 S2B C5 C6B 2.8(10) .
C7 S2B C5 C6 -22(22) .
C7 S2B C5 C9 172.2(2) .
C7 S2B C5 S2 1.7(4) .
C8 S2 C5 C6B -57(44) .
C8 S2 C5 C6 -0.8(4) .
C8 S2 C5 C9 -172.54(15) .
C8 S2 C5 S2B -1.5(3) .
C5 S2B C7 C8 -1.3(4) .
C5 S2B C7 C6 7(7) .
C5 C6 C7 C8 -0.2(7) .
C5 C6 C7 S2B -172(8) .
S2B C7 C8 S2 0.3(3) .
C6 C7 C8 S2 -0.4(5) .
S2B C7 C8 C6B -0.5(8) .
C6 C7 C8 C6B -1.2(8) .
C5 S2 C8 C7 0.75(17) .
C5 S2 C8 C6B 5(4) .
C5 C6B C8 C7 2.2(12) .
C5 C6B C8 S2 -174(5) .
C2 C1 C9 O1 161.23(17) .
S1 C1 C9 O1 -21.11(18) .
C2 C1 C9 C5 42.9(2) .
S1 C1 C9 C5 -139.48(13) .
C2 C1 C9 C10 -79.6(2) .
S1 C1 C9 C10 98.06(16) .
C6B C5 C9 O1 -33.8(10) .
C6 C5 C9 O1 157.3(5) .
S2B C5 C9 O1 157.7(3) .
S2 C5 C9 O1 -32.50(19) .
C6B C5 C9 C1 81.2(10) .
C6 C5 C9 C1 -87.7(5) .
S2B C5 C9 C1 -87.2(3) .
S2 C5 C9 C1 82.54(17) .
C6B C5 C9 C10 -155.2(10) .
C6 C5 C9 C10 35.9(5) .
S2B C5 C9 C10 36.4(3) .
S2 C5 C9 C10 -153.86(13) .
O1 C9 C10 C12 -63.1(2) .
C1 C9 C10 C12 179.96(15) .
C5 C9 C10 C12 59.0(2) .
O1 C9 C10 C11 113.48(17) .
C1 C9 C10 C11 -3.5(2) .
C5 C9 C10 C11 -124.38(17) .
C11 C10 C12 C11 0.1(3) 2_665
C9 C10 C12 C11 176.86(16) 2_665
C12 C10 C11 C12 -0.1(3) 2_665
C9 C10 C11 C12 -176.72(16) 2_665
C1G O1G C2G C1G 58.0(2) 2_666
C2G O1G C1G C2G -57.7(2) 2_666
