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#$Date: 2025-08-22 17:55:42 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301864 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/21/88/7218849.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_7218849
loop_
_publ_author_name
'Li, Ya-Nan'
'Huo, Li-Hua'
'Yu, Yi-Zhe'
'Ge, Fa-Yuan'
'Deng, Zhao-Peng'
'Zhu, Zhi-Biao'
'Gao, Shan'
_publ_section_title
;
 Influence of solvents and assembly on the supramolecular patterns and
 luminescent properties of organic salts comprising
 4,4’-dihydroxybiphenyl-3,3’-disulfonate and
 triphenylmethanaminium
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C4RA12338G
_journal_year                    2014
_chemical_formula_moiety         'C12 H8 O8 S2, 2(C19 H18 N), 2(C2 H6 O S)'
_chemical_formula_sum            'C54 H56 N2 O10 S4'
_chemical_formula_weight         1021.25
_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
_cell_angle_alpha                103.421(6)
_cell_angle_beta                 107.836(7)
_cell_angle_gamma                94.705(7)
_cell_formula_units_Z            1
_cell_length_a                   8.9446(8)
_cell_length_b                   11.9700(10)
_cell_length_c                   12.7475(8)
_cell_measurement_reflns_used    1979
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      3.43
_cell_volume                     1246.36(19)
_computing_cell_refinement
;
CrysAlis Pro (Agilent, 2013)
;
_computing_data_collection
;
CrysAlis Pro (Agilent, 2013)
;
_computing_data_reduction
;
CrysAlis Pro (Agilent, 2013)
;
_computing_molecular_graphics    '(K. Brandenburg, Diamond 3.1, 2009)'
_computing_publication_material  '(K. Brandenburg, Diamond 3.1, 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean 16.1954
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0154
_diffrn_reflns_av_sigmaI/netI    0.0437
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            7453
_diffrn_reflns_theta_full        27.56
_diffrn_reflns_theta_max         27.56
_diffrn_reflns_theta_min         3.43
_exptl_absorpt_coefficient_mu    0.253
_exptl_absorpt_correction_T_max  0.9631
_exptl_absorpt_correction_T_min  0.9465
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
CrysAlis Pro (Agilent, 2013)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.361
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             538
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.407
_refine_diff_density_min         -0.775
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     330
_refine_ls_number_reflns         5697
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0728
_refine_ls_R_factor_gt           0.0538
_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)+(0.0698P)²+0.7940P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1404
_refine_ls_wR_factor_ref         0.1560
_reflns_number_gt                4365
_reflns_number_total             5697
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ra12338g2.cif
_cod_data_source_block           12
_cod_original_cell_volume        1246.36(17)
_cod_database_code               7218849
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
S1 S 0.40841(7) 0.64947(5) 0.33475(4) 0.02717(16) Uani 1 1 d .
S2 S 0.94038(10) 0.68073(7) 0.47214(7) 0.0517(2) Uani 1 1 d .
O1 O 0.4836(2) 0.75378(14) 0.43035(13) 0.0349(4) Uani 1 1 d .
O2 O 0.4499(2) 0.54589(15) 0.36996(15) 0.0416(5) Uani 1 1 d .
O3 O 0.2405(2) 0.64440(19) 0.28224(15) 0.0466(5) Uani 1 1 d .
O4 O 0.6539(3) 0.85107(17) 0.32730(17) 0.0531(6) Uani 1 1 d D
H4O H 0.610(4) 0.838(3) 0.375(3) 0.080 Uiso 1 1 d D
O5 O 0.8882(3) 0.61856(19) 0.5461(2) 0.0562(6) Uani 1 1 d .
N1 N 0.6588(2) 0.68325(16) 0.63215(15) 0.0250(4) Uani 1 1 d D
H1N1 H 0.7379(18) 0.667(2) 0.609(2) 0.037 Uiso 1 1 d D
H1N2 H 0.5891(19) 0.701(2) 0.5781(16) 0.037 Uiso 1 1 d D
H1N3 H 0.618(2) 0.6214(14) 0.643(2) 0.037 Uiso 1 1 d D
C1 C 0.7124(3) 0.78412(19) 0.73877(18) 0.0242(4) Uani 1 1 d .
C2 C 0.8351(3) 0.7521(2) 0.83646(18) 0.0261(5) Uani 1 1 d .
C3 C 0.8962(3) 0.8346(2) 0.9430(2) 0.0366(6) Uani 1 1 d .
H3A H 0.8630 0.9067 0.9522 0.044 Uiso 1 1 calc R
C4 C 1.0049(3) 0.8107(3) 1.0345(2) 0.0455(7) Uani 1 1 d .
H4A H 1.0453 0.8667 1.1047 0.055 Uiso 1 1 calc R
C5 C 1.0541(3) 0.7033(3) 1.0221(2) 0.0502(7) Uani 1 1 d .
H5A H 1.1268 0.6866 1.0840 0.060 Uiso 1 1 calc R
C6 C 0.9957(3) 0.6216(3) 0.9184(3) 0.0457(7) Uani 1 1 d .
H6A H 1.0289 0.5495 0.9102 0.055 Uiso 1 1 calc R
C7 C 0.8870(3) 0.6453(2) 0.8250(2) 0.0338(5) Uani 1 1 d .
H7A H 0.8491 0.5894 0.7547 0.041 Uiso 1 1 calc R
C8 C 0.7858(3) 0.88309(19) 0.70271(19) 0.0278(5) Uani 1 1 d .
C9 C 0.9474(3) 0.8983(2) 0.7191(2) 0.0346(5) Uani 1 1 d .
H9A H 1.0112 0.8534 0.7583 0.042 Uiso 1 1 calc R
C10 C 1.0154(4) 0.9792(2) 0.6779(2) 0.0443(7) Uani 1 1 d .
H10A H 1.1238 0.9876 0.6887 0.053 Uiso 1 1 calc R
C11 C 0.9230(4) 1.0469(2) 0.6213(3) 0.0523(8) Uani 1 1 d .
H11A H 0.9688 1.1025 0.5952 0.063 Uiso 1 1 calc R
C12 C 0.7623(4) 1.0321(2) 0.6032(3) 0.0504(7) Uani 1 1 d .
H12A H 0.6994 1.0777 0.5643 0.061 Uiso 1 1 calc R
C13 C 0.6935(3) 0.9500(2) 0.6423(2) 0.0383(6) Uani 1 1 d .
H13A H 0.5842 0.9395 0.6279 0.046 Uiso 1 1 calc R
C14 C 0.5684(3) 0.8065(2) 0.77773(19) 0.0305(5) Uani 1 1 d .
C15 C 0.5403(4) 0.9175(3) 0.8196(2) 0.0451(7) Uani 1 1 d .
H15A H 0.6030 0.9821 0.8173 0.054 Uiso 1 1 calc R
C16 C 0.4181(4) 0.9322(3) 0.8653(3) 0.0592(9) Uani 1 1 d .
H16A H 0.3975 1.0068 0.8907 0.071 Uiso 1 1 calc R
C17 C 0.3275(4) 0.8384(4) 0.8733(3) 0.0604(10) Uani 1 1 d .
H17A H 0.2486 0.8495 0.9064 0.073 Uiso 1 1 calc R
C18 C 0.3544(3) 0.7283(3) 0.8324(3) 0.0535(8) Uani 1 1 d .
H18A H 0.2929 0.6642 0.8369 0.064 Uiso 1 1 calc R
C19 C 0.4732(3) 0.7125(3) 0.7842(2) 0.0403(6) Uani 1 1 d .
H19A H 0.4895 0.6374 0.7557 0.048 Uiso 1 1 calc R
C20 C 0.4979(3) 0.65766(19) 0.23023(18) 0.0258(5) Uani 1 1 d .
C21 C 0.6070(3) 0.7520(2) 0.2396(2) 0.0341(5) Uani 1 1 d .
C22 C 0.6744(4) 0.7449(2) 0.1539(2) 0.0447(7) Uani 1 1 d .
H22A H 0.7479 0.8071 0.1586 0.054 Uiso 1 1 calc R
C23 C 0.6346(3) 0.6476(2) 0.0624(2) 0.0404(6) Uani 1 1 d .
H23A H 0.6836 0.6450 0.0074 0.048 Uiso 1 1 calc R
C24 C 0.5225(3) 0.5525(2) 0.04966(18) 0.0289(5) Uani 1 1 d .
C25 C 0.4558(3) 0.5610(2) 0.13554(18) 0.0284(5) Uani 1 1 d .
H25A H 0.3800 0.4998 0.1297 0.034 Uiso 1 1 calc R
C26 C 0.9045(4) 0.5768(3) 0.3409(3) 0.0589(8) Uani 1 1 d .
H26A H 0.9548 0.5112 0.3545 0.088 Uiso 1 1 calc R
H26B H 0.9472 0.6108 0.2928 0.088 Uiso 1 1 calc R
H26C H 0.7919 0.5515 0.3039 0.088 Uiso 1 1 calc R
C27 C 1.1503(4) 0.6964(3) 0.5232(3) 0.0558(8) Uani 1 1 d .
H27A H 1.1909 0.7464 0.5999 0.084 Uiso 1 1 calc R
H27B H 1.1928 0.7300 0.4747 0.084 Uiso 1 1 calc R
H27C H 1.1812 0.6214 0.5227 0.084 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'
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_3
O3 S1 O2 113.71(12) .
O3 S1 O1 113.39(11) .
O2 S1 O1 110.09(10) .
O3 S1 C20 107.26(11) .
O2 S1 C20 105.73(11) .
O1 S1 C20 106.03(10) .
O5 S2 C26 106.28(16) .
O5 S2 C27 104.56(15) .
C26 S2 C27 98.17(16) .
C21 O4 H4O 105(3) .
C1 N1 H1N1 110.8(17) .
C1 N1 H1N2 109.8(17) .
H1N1 N1 H1N2 108.1(14) .
C1 N1 H1N3 112.1(17) .
H1N1 N1 H1N3 107.5(14) .
H1N2 N1 H1N3 108.5(14) .
N1 C1 C8 103.93(17) .
N1 C1 C2 110.04(17) .
C8 C1 C2 111.71(18) .
N1 C1 C14 108.53(17) .
C8 C1 C14 116.03(19) .
C2 C1 C14 106.52(17) .
C7 C2 C3 118.3(2) .
C7 C2 C1 123.6(2) .
C3 C2 C1 118.1(2) .
C4 C3 C2 121.0(3) .
C4 C3 H3A 119.5 .
C2 C3 H3A 119.5 .
C3 C4 C5 120.0(3) .
C3 C4 H4A 120.0 .
C5 C4 H4A 120.0 .
C6 C5 C4 119.7(3) .
C6 C5 H5A 120.1 .
C4 C5 H5A 120.1 .
C5 C6 C7 120.7(3) .
C5 C6 H6A 119.6 .
C7 C6 H6A 119.6 .
C2 C7 C6 120.2(2) .
C2 C7 H7A 119.9 .
C6 C7 H7A 119.9 .
C9 C8 C13 118.1(2) .
C9 C8 C1 119.3(2) .
C13 C8 C1 122.2(2) .
C10 C9 C8 121.1(2) .
C10 C9 H9A 119.5 .
C8 C9 H9A 119.5 .
C11 C10 C9 120.0(3) .
C11 C10 H10A 120.0 .
C9 C10 H10A 120.0 .
C10 C11 C12 119.7(3) .
C10 C11 H11A 120.1 .
C12 C11 H11A 120.1 .
C11 C12 C13 120.5(3) .
C11 C12 H12A 119.8 .
C13 C12 H12A 119.8 .
C12 C13 C8 120.7(3) .
C12 C13 H13A 119.7 .
C8 C13 H13A 119.7 .
C15 C14 C19 118.1(2) .
C15 C14 C1 122.8(2) .
C19 C14 C1 118.7(2) .
C14 C15 C16 120.0(3) .
C14 C15 H15A 120.0 .
C16 C15 H15A 120.0 .
C17 C16 C15 121.0(3) .
C17 C16 H16A 119.5 .
C15 C16 H16A 119.5 .
C18 C17 C16 119.4(3) .
C18 C17 H17A 120.3 .
C16 C17 H17A 120.3 .
C17 C18 C19 120.0(3) .
C17 C18 H18A 120.0 .
C19 C18 H18A 120.0 .
C18 C19 C14 121.4(3) .
C18 C19 H19A 119.3 .
C14 C19 H19A 119.3 .
C21 C20 C25 120.0(2) .
C21 C20 S1 123.86(17) .
C25 C20 S1 116.15(17) .
O4 C21 C20 124.6(2) .
O4 C21 C22 117.4(2) .
C20 C21 C22 118.0(2) .
C23 C22 C21 121.3(2) .
C23 C22 H22A 119.4 .
C21 C22 H22A 119.4 .
C22 C23 C24 121.8(2) .
C22 C23 H23A 119.1 .
C24 C23 H23A 119.1 .
C25 C24 C23 116.2(2) .
C25 C24 C24 121.6(3) 2_665
C23 C24 C24 122.2(3) 2_665
C24 C25 C20 122.6(2) .
C24 C25 H25A 118.7 .
C20 C25 H25A 118.7 .
S2 C26 H26A 109.5 .
S2 C26 H26B 109.5 .
H26A C26 H26B 109.5 .
S2 C26 H26C 109.5 .
H26A C26 H26C 109.5 .
H26B C26 H26C 109.5 .
S2 C27 H27A 109.5 .
S2 C27 H27B 109.5 .
H27A C27 H27B 109.5 .
S2 C27 H27C 109.5 .
H27A C27 H27C 109.5 .
H27B C27 H27C 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 O3 1.4346(19) .
S1 O2 1.4521(18) .
S1 O1 1.4664(17) .
S1 C20 1.768(2) .
S2 O5 1.482(2) .
S2 C26 1.757(3) .
S2 C27 1.767(3) .
O4 C21 1.360(3) .
O4 H4O 0.85(3) .
N1 C1 1.510(3) .
N1 H1N1 0.86(3) .
N1 H1N2 0.86(3) .
N1 H1N3 0.86(3) .
C1 C8 1.535(3) .
C1 C2 1.535(3) .
C1 C14 1.537(3) .
C2 C7 1.386(3) .
C2 C3 1.397(3) .
C3 C4 1.376(4) .
C3 H3A 0.9300 .
C4 C5 1.383(4) .
C4 H4A 0.9300 .
C5 C6 1.366(4) .
C5 H5A 0.9300 .
C6 C7 1.391(4) .
C6 H6A 0.9300 .
C7 H7A 0.9300 .
C8 C9 1.386(3) .
C8 C13 1.386(3) .
C9 C10 1.385(4) .
C9 H9A 0.9300 .
C10 C11 1.370(4) .
C10 H10A 0.9300 .
C11 C12 1.373(5) .
C11 H11A 0.9300 .
C12 C13 1.382(4) .
C12 H12A 0.9300 .
C13 H13A 0.9300 .
C14 C15 1.387(4) .
C14 C19 1.388(4) .
C15 C16 1.392(4) .
C15 H15A 0.9300 .
C16 C17 1.371(5) .
C16 H16A 0.9300 .
C17 C18 1.370(5) .
C17 H17A 0.9300 .
C18 C19 1.386(4) .
C18 H18A 0.9300 .
C19 H19A 0.9300 .
C20 C21 1.388(3) .
C20 C25 1.392(3) .
C21 C22 1.389(3) .
C22 C23 1.375(4) .
C22 H22A 0.9300 .
C23 C24 1.398(3) .
C23 H23A 0.9300 .
C24 C25 1.386(3) .
C24 C24 1.487(4) 2_665
C25 H25A 0.9300 .
C26 H26A 0.9600 .
C26 H26B 0.9600 .
C26 H26C 0.9600 .
C27 H27A 0.9600 .
C27 H27B 0.9600 .
C27 H27C 0.9600 .
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
O4 H4O O1 0.85(3) 1.853(18) 2.654(3) 156(4) .
N1 H1N1 O5 0.86(3) 1.836(10) 2.695(3) 173(2) .
N1 H1N2 O1 0.86(3) 2.097(11) 2.923(3) 161.4(19) .
N1 H1N3 O2 0.86(3) 1.997(13) 2.825(3) 162(2) 2_666
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_4
N1 C1 C2 C7 0.4(3) . .
C8 C1 C2 C7 -114.5(2) . .
C14 C1 C2 C7 117.8(2) . .
N1 C1 C2 C3 -178.87(19) . .
C8 C1 C2 C3 66.2(3) . .
C14 C1 C2 C3 -61.4(3) . .
C7 C2 C3 C4 -0.2(4) . .
C1 C2 C3 C4 179.1(2) . .
C2 C3 C4 C5 -0.6(4) . .
C3 C4 C5 C6 0.7(4) . .
C4 C5 C6 C7 0.0(5) . .
C3 C2 C7 C6 0.9(4) . .
C1 C2 C7 C6 -178.4(2) . .
C5 C6 C7 C2 -0.8(4) . .
N1 C1 C8 C9 -91.6(2) . .
C2 C1 C8 C9 27.0(3) . .
C14 C1 C8 C9 149.3(2) . .
N1 C1 C8 C13 80.8(3) . .
C2 C1 C8 C13 -160.6(2) . .
C14 C1 C8 C13 -38.2(3) . .
C13 C8 C9 C10 1.0(4) . .
C1 C8 C9 C10 173.8(2) . .
C8 C9 C10 C11 0.9(4) . .
C9 C10 C11 C12 -1.6(4) . .
C10 C11 C12 C13 0.4(5) . .
C11 C12 C13 C8 1.5(4) . .
C9 C8 C13 C12 -2.2(4) . .
C1 C8 C13 C12 -174.7(2) . .
N1 C1 C14 C15 -140.1(2) . .
C8 C1 C14 C15 -23.6(3) . .
C2 C1 C14 C15 101.5(3) . .
N1 C1 C14 C19 47.8(3) . .
C8 C1 C14 C19 164.3(2) . .
C2 C1 C14 C19 -70.6(3) . .
C19 C14 C15 C16 -0.8(4) . .
C1 C14 C15 C16 -172.9(2) . .
C14 C15 C16 C17 2.3(5) . .
C15 C16 C17 C18 -2.2(5) . .
C16 C17 C18 C19 0.6(5) . .
C17 C18 C19 C14 0.9(4) . .
C15 C14 C19 C18 -0.8(4) . .
C1 C14 C19 C18 171.7(2) . .
O3 S1 C20 C21 116.7(2) . .
O2 S1 C20 C21 -121.6(2) . .
O1 S1 C20 C21 -4.7(2) . .
O3 S1 C20 C25 -64.7(2) . .
O2 S1 C20 C25 56.9(2) . .
O1 S1 C20 C25 173.82(18) . .
C25 C20 C21 O4 178.8(2) . .
S1 C20 C21 O4 -2.7(4) . .
C25 C20 C21 C22 -1.7(4) . .
S1 C20 C21 C22 176.8(2) . .
O4 C21 C22 C23 179.6(3) . .
C20 C21 C22 C23 0.1(4) . .
C21 C22 C23 C24 1.3(5) . .
C22 C23 C24 C25 -1.1(4) . .
C22 C23 C24 C24 179.4(3) . 2_665
C23 C24 C25 C20 -0.6(4) . .
C24 C24 C25 C20 178.9(3) 2_665 .
C21 C20 C25 C24 2.0(4) . .
S1 C20 C25 C24 -176.63(19) . .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139199526
