#------------------------------------------------------------------------------
#$Date: 2023-10-06 03:08:32 +0300 (Fri, 06 Oct 2023) $
#$Revision: 286748 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/74/7247402.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_7247402
loop_
_publ_author_name
'Yang, Fengyi'
'Chen, Jiali'
'Wang, Junwen'
'Liu, Jinjian'
_publ_section_title
;
 Five novel supramolecular assemblies constructed from the
 thiazolothiazole extended viologen moiety
;
_journal_issue                   38
_journal_name_full               CrystEngComm
_journal_page_first              5461
_journal_page_last               5469
_journal_paper_doi               10.1039/D3CE00650F
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         'C10 H9 N2 O2 S, C9 H5 O6'
_chemical_formula_sum            'C19 H14 N2 O8 S'
_chemical_formula_weight         430.38
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2023-03-03
_audit_creation_method
;
  Olex2 1.2
  (compiled Dec  5 2012 16:20:19, GUI svn.r4385)
;
_audit_update_record
;
2023-03-03 deposited with the CCDC.	2023-09-05 downloaded from the CCDC.
;
_cell_angle_alpha                79.779(3)
_cell_angle_beta                 75.701(3)
_cell_angle_gamma                78.675(3)
_cell_formula_units_Z            2
_cell_length_a                   8.3923(12)
_cell_length_b                   8.5678(12)
_cell_length_c                   12.9934(18)
_cell_measurement_reflns_used    9891
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      28.31
_cell_measurement_theta_min      2.45
_cell_volume                     879.5(2)
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      273.15
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0365
_diffrn_reflns_av_unetI/netI     0.0323
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15165
_diffrn_reflns_theta_full        28.33
_diffrn_reflns_theta_max         28.33
_diffrn_reflns_theta_min         2.45
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.241
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5791
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
? was used for absorption correction.
wR2(int) was 0.1392 before and 0.0558 after correction.
The Ratio of minimum to maximum transmission is 0.7766.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.625
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             444
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.347
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         4345
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0452
_refine_ls_R_factor_gt           0.0397
_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)+(0.0512P)²+0.3407P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1053
_refine_ls_wR_factor_ref         0.1097
_reflns_number_gt                3864
_reflns_number_total             4345
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d3ce00650f2.cif
_cod_data_source_block           a_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7247401--7247405.cif.'
_cod_database_code               7247402
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  H5 of C5, H15 of C15, {H2A,H2B} of C2, H19 of C19, H4 of C4, {H3A,H3B} of
  C3, H6 of C6, H16 of C16, H7 of C7
 At 1.5 times of:
  H5A of O5, H2 of O2
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B)
2.b Aromatic/amide H refined with riding coordinates:
 C19(H19), C15(H15), C5(H5), C7(H7), C16(H16), C6(H6), C4(H4)
2.c Idealised tetrahedral OH refined as rotating group:
 O5(H5A), O2(H2)
;
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-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 0.12080(5) 0.17162(4) 0.52481(3) 0.03703(12) Uani 1 1 d . . .
O3 O 0.25664(16) 0.46011(14) 0.60336(10) 0.0441(3) Uani 1 1 d . . .
O5 O 0.48424(18) 1.10270(14) 0.60425(10) 0.0490(3) Uani 1 1 d . . .
H5A H 0.5295 1.1827 0.5841 0.073 Uiso 1 1 calc R . .
O8 O 0.25559(17) 0.32530(14) 0.78063(11) 0.0502(3) Uani 1 1 d . . .
O6 O 0.62071(19) 1.06810(16) 0.73488(12) 0.0586(4) Uani 1 1 d . . .
N1 N 0.18636(15) 0.63208(14) 0.18737(9) 0.0308(2) Uani 1 1 d . . .
O1 O 0.0019(2) 1.18594(15) 0.06115(11) 0.0573(4) Uani 1 1 d . . .
C19 C 0.41695(18) 0.79578(16) 0.65275(11) 0.0313(3) Uani 1 1 d . . .
H19 H 0.4098 0.8538 0.5860 0.038 Uiso 1 1 calc R . .
N2 N 0.00471(16) -0.11573(14) 0.62763(10) 0.0329(3) Uani 1 1 d . . .
C15 C 0.4325(2) 0.63264(19) 0.85120(12) 0.0375(3) Uani 1 1 d . . .
H15 H 0.4368 0.5777 0.9192 0.045 Uiso 1 1 calc R . .
O4 O 0.34595(16) 0.66531(14) 0.49634(9) 0.0433(3) Uani 1 1 d . . .
C5 C 0.22098(19) 0.60900(17) 0.28504(12) 0.0327(3) Uani 1 1 d . . .
H5 H 0.2690 0.6850 0.3047 0.039 Uiso 1 1 calc R . .
C8 C 0.11496(17) 0.36119(15) 0.32602(11) 0.0284(3) Uani 1 1 d . . .
C2 C 0.0851(2) 0.91993(17) 0.14306(12) 0.0370(3) Uani 1 1 d . . .
H2A H -0.0211 0.8927 0.1416 0.044 Uiso 1 1 calc R . .
H2B H 0.0803 0.9372 0.2156 0.044 Uiso 1 1 calc R . .
C7 C 0.08176(19) 0.38748(17) 0.22418(12) 0.0345(3) Uani 1 1 d . . .
H7 H 0.0349 0.3128 0.2021 0.041 Uiso 1 1 calc R . .
C16 C 0.4828(2) 0.78115(19) 0.82332(12) 0.0374(3) Uani 1 1 d . . .
H16 H 0.5223 0.8245 0.8711 0.045 Uiso 1 1 calc R . .
O7 O 0.3459(2) 0.34510(18) 0.92096(12) 0.0734(5) Uani 1 1 d . . .
C10 C 0.02876(18) 0.00347(16) 0.54476(11) 0.0301(3) Uani 1 1 d . . .
C12 C 0.37057(17) 0.64364(16) 0.67770(11) 0.0294(3) Uani 1 1 d . . .
O2 O 0.26658(19) 1.07092(16) 0.01507(13) 0.0617(4) Uani 1 1 d . . .
H2 H 0.2769 1.1589 -0.0206 0.093 Uiso 1 1 calc R . .
C6 C 0.18636(18) 0.47488(16) 0.35607(11) 0.0312(3) Uani 1 1 d . . .
H6 H 0.2103 0.4599 0.4236 0.037 Uiso 1 1 calc R . .
C3 C 0.2215(2) 0.78102(17) 0.11342(12) 0.0352(3) Uani 1 1 d . . .
H3A H 0.2288 0.7647 0.0403 0.042 Uiso 1 1 calc R . .
H3B H 0.3276 0.8056 0.1175 0.042 Uiso 1 1 calc R . .
C13 C 0.37523(18) 0.56130(16) 0.78147(12) 0.0319(3) Uani 1 1 d . . .
C11 C 0.32328(18) 0.58712(17) 0.58585(12) 0.0322(3) Uani 1 1 d . . .
C4 C 0.1183(2) 0.52369(18) 0.15642(12) 0.0349(3) Uani 1 1 d . . .
H4 H 0.0958 0.5414 0.0883 0.042 Uiso 1 1 calc R . .
C1 C 0.1119(2) 1.07287(18) 0.06830(13) 0.0411(4) Uani 1 1 d . . .
C9 C 0.07208(17) 0.21699(15) 0.39876(11) 0.0291(3) Uani 1 1 d . . .
C14 C 0.3222(2) 0.39873(18) 0.83051(13) 0.0398(3) Uani 1 1 d . . .
C18 C 0.47335(18) 0.86419(16) 0.72328(11) 0.0317(3) Uani 1 1 d . . .
C17 C 0.5335(2) 1.02211(18) 0.68973(12) 0.0353(3) Uani 1 1 d . . .
H3 H 0.256(4) 0.396(4) 0.683(3) 0.100(10) Uiso 1 1 d . . .
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'
N N 0.0061 0.0033 '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
_geom_angle_publ_flag
C10 S1 C9 87.88(6) . . ?
C5 N1 C3 119.38(12) . . ?
C5 N1 C4 120.88(12) . . ?
C4 N1 C3 119.73(12) . . ?
C18 C19 C12 122.76(13) . . ?
C9 N2 C10 108.17(12) 2_556 . ?
C16 C15 C13 122.67(14) . . ?
N1 C5 C6 120.84(13) . . ?
C7 C8 C6 118.61(12) . . ?
C7 C8 C9 119.35(12) . . ?
C6 C8 C9 122.04(12) . . ?
C1 C2 C3 112.35(13) . . ?
C4 C7 C8 119.73(13) . . ?
C15 C16 C18 118.75(14) . . ?
N2 C10 S1 132.87(11) . . ?
N2 C10 C10 117.68(15) . 2_556 ?
C10 C10 S1 109.45(13) 2_556 . ?
C19 C12 C13 117.42(13) . . ?
C19 C12 C11 114.09(12) . . ?
C13 C12 C11 128.49(12) . . ?
C5 C6 C8 119.33(13) . . ?
N1 C3 C2 110.21(12) . . ?
C15 C13 C12 118.74(13) . . ?
C15 C13 C14 113.52(13) . . ?
C12 C13 C14 127.73(14) . . ?
O3 C11 C12 119.73(13) . . ?
O4 C11 O3 120.31(14) . . ?
O4 C11 C12 119.94(12) . . ?
N1 C4 C7 120.61(13) . . ?
O1 C1 C2 122.78(17) . . ?
O1 C1 O2 124.29(16) . . ?
O2 C1 C2 112.91(14) . . ?
N2 C9 S1 116.82(10) 2_556 . ?
N2 C9 C8 121.65(13) 2_556 . ?
C8 C9 S1 121.53(10) . . ?
O8 C14 C13 121.02(14) . . ?
O7 C14 O8 122.29(15) . . ?
O7 C14 C13 116.68(15) . . ?
C19 C18 C17 120.65(13) . . ?
C16 C18 C19 119.58(13) . . ?
C16 C18 C17 119.67(13) . . ?
O5 C17 C18 112.66(13) . . ?
O6 C17 O5 123.97(14) . . ?
O6 C17 C18 123.35(14) . . ?
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 C10 1.7161(14) . ?
S1 C9 1.7445(14) . ?
O3 C11 1.2794(17) . ?
O5 C17 1.3129(19) . ?
O8 C14 1.261(2) . ?
O6 C17 1.2012(19) . ?
N1 C5 1.3433(19) . ?
N1 C3 1.4871(17) . ?
N1 C4 1.3434(18) . ?
O1 C1 1.208(2) . ?
C19 C12 1.3938(18) . ?
C19 C18 1.386(2) . ?
N2 C10 1.3515(18) . ?
N2 C9 1.3114(17) 2_556 ?
C15 C16 1.378(2) . ?
C15 C13 1.397(2) . ?
O4 C11 1.2255(18) . ?
C5 C6 1.3707(19) . ?
C8 C7 1.390(2) . ?
C8 C6 1.3930(18) . ?
C8 C9 1.4633(18) . ?
C2 C3 1.512(2) . ?
C2 C1 1.506(2) . ?
C7 C4 1.369(2) . ?
C16 C18 1.379(2) . ?
O7 C14 1.233(2) . ?
C10 C10 1.380(3) 2_556 ?
C12 C13 1.4124(19) . ?
C12 C11 1.527(2) . ?
O2 C1 1.310(2) . ?
C13 C14 1.5274(19) . ?
C9 N2 1.3114(17) 2_556 ?
C18 C17 1.4918(19) . ?
