#------------------------------------------------------------------------------
#$Date: 2019-11-23 15:02:08 +0200 (Sat, 23 Nov 2019) $
#$Revision: 233750 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/59/7235913.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_7235913
loop_
_publ_author_name
'Li, Ya-Nan'
'Huo, Li-Hua'
'Deng, Zhao-Peng'
'Xie, Xin-Yu'
'Zhu, Zhi-Biao'
'Gao, Shan'
_publ_section_title
;
 Nature of reactant and influence of water on the supramolecular patterns
 and luminescent properties of organic salts comprising
 (1,1′-biphenyl)-4,4′-disulfonate and triphenylmethanaminium
;
_journal_issue                   52
_journal_name_full               'RSC Advances'
_journal_page_first              41692
_journal_paper_doi               10.1039/C5RA04497A
_journal_volume                  5
_journal_year                    2015
_chemical_formula_moiety         'C12 H8 O6 S2, 2(C19 H18 N), C4 H8 O2'
_chemical_formula_sum            'C54 H52 N2 O8 S2'
_chemical_formula_weight         921.10
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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
;
2015-01-22 deposited with the CCDC.
2015-04-22 downloaded from the CCDC.
;
_cell_angle_alpha                81.195(9)
_cell_angle_beta                 74.204(8)
_cell_angle_gamma                69.673(11)
_cell_formula_units_Z            1
_cell_length_a                   10.2797(10)
_cell_length_b                   10.6209(14)
_cell_length_c                   12.2253(9)
_cell_measurement_reflns_used    1661
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      3.46
_cell_volume                     1201.8(2)
_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 0.987
_diffrn_measured_fraction_theta_max 0.987
_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  0.0170
_diffrn_reflns_av_sigmaI/netI    0.0491
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7157
_diffrn_reflns_theta_full        27.57
_diffrn_reflns_theta_max         27.57
_diffrn_reflns_theta_min         3.47
_exptl_absorpt_coefficient_mu    0.168
_exptl_absorpt_correction_T_max  0.9736
_exptl_absorpt_correction_T_min  0.9640
_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    1.273
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             486
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.409
_refine_diff_density_min         -0.458
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         5493
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.1050
_refine_ls_R_factor_gt           0.0652
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0714P)²+0.4367P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1549
_refine_ls_wR_factor_ref         0.1797
_reflns_number_gt                3466
_reflns_number_total             5493
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ra04497a2.cif
_cod_data_source_block           9
_cod_database_code               7235913
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 0.07736(7) 0.86004(6) 1.15632(5) 0.0488(2) Uani 1 1 d .
O1 O -0.0392(3) 0.8910(3) 1.1044(2) 0.1133(11) Uani 1 1 d .
O2 O 0.2107(2) 0.7953(2) 1.08250(15) 0.0784(7) Uani 1 1 d .
O3 O 0.0757(4) 0.9750(2) 1.20284(19) 0.1220(13) Uani 1 1 d .
O4 O 0.0259(3) 0.6029(3) 0.9176(2) 0.0946(8) Uani 1 1 d .
N1 N 0.1809(2) 0.7940(2) 0.86319(18) 0.0541(6) Uani 1 1 d D
H1N1 H 0.199(3) 0.792(3) 0.9287(15) 0.081 Uiso 1 1 d D
H1N2 H 0.134(3) 0.740(2) 0.869(2) 0.081 Uiso 1 1 d D
H1N3 H 0.126(3) 0.8742(13) 0.850(2) 0.081 Uiso 1 1 d D
C1 C 0.3189(3) 0.7540(2) 0.7710(2) 0.0470(6) Uani 1 1 d .
C2 C 0.3756(3) 0.5999(3) 0.7756(2) 0.0481(6) Uani 1 1 d .
C3 C 0.4154(3) 0.5300(3) 0.6788(3) 0.0690(9) Uani 1 1 d .
H3A H 0.4028 0.5767 0.6096 0.083 Uiso 1 1 calc R
C4 C 0.4735(4) 0.3921(3) 0.6839(4) 0.0924(12) Uani 1 1 d .
H4A H 0.4987 0.3463 0.6184 0.111 Uiso 1 1 calc R
C5 C 0.4946(4) 0.3221(3) 0.7838(4) 0.0892(12) Uani 1 1 d .
H5A H 0.5363 0.2291 0.7859 0.107 Uiso 1 1 calc R
C6 C 0.4546(3) 0.3884(3) 0.8820(3) 0.0703(9) Uani 1 1 d .
H6A H 0.4675 0.3404 0.9507 0.084 Uiso 1 1 calc R
C7 C 0.3946(3) 0.5279(3) 0.8776(2) 0.0541(7) Uani 1 1 d .
H7A H 0.3671 0.5730 0.9438 0.065 Uiso 1 1 calc R
C8 C 0.4242(3) 0.8093(3) 0.7979(2) 0.0507(7) Uani 1 1 d .
C9 C 0.3785(4) 0.9319(3) 0.8460(2) 0.0691(9) Uani 1 1 d .
H9A H 0.2816 0.9803 0.8645 0.083 Uiso 1 1 calc R
C10 C 0.4742(6) 0.9821(4) 0.8664(3) 0.0909(12) Uani 1 1 d .
H10A H 0.4414 1.0636 0.9002 0.109 Uiso 1 1 calc R
C11 C 0.6166(6) 0.9154(5) 0.8383(3) 0.0901(13) Uani 1 1 d .
H11A H 0.6805 0.9515 0.8524 0.108 Uiso 1 1 calc R
C12 C 0.6661(4) 0.7943(4) 0.7890(3) 0.0863(11) Uani 1 1 d .
H12A H 0.7636 0.7487 0.7686 0.104 Uiso 1 1 calc R
C13 C 0.5691(3) 0.7407(3) 0.7701(3) 0.0682(9) Uani 1 1 d .
H13A H 0.6020 0.6578 0.7385 0.082 Uiso 1 1 calc R
C14 C 0.2827(3) 0.8136(3) 0.6564(2) 0.0548(7) Uani 1 1 d .
C15 C 0.1678(4) 0.7994(4) 0.6291(3) 0.0792(10) Uani 1 1 d .
H15A H 0.1103 0.7562 0.6817 0.095 Uiso 1 1 calc R
C16 C 0.1360(4) 0.8487(4) 0.5239(3) 0.0914(12) Uani 1 1 d .
H16A H 0.0579 0.8379 0.5067 0.110 Uiso 1 1 calc R
C17 C 0.2192(5) 0.9128(4) 0.4457(3) 0.0915(13) Uani 1 1 d .
H17A H 0.1976 0.9463 0.3757 0.110 Uiso 1 1 calc R
C18 C 0.3322(6) 0.9270(4) 0.4710(3) 0.0903(13) Uani 1 1 d .
H18A H 0.3896 0.9696 0.4175 0.108 Uiso 1 1 calc R
C19 C 0.3649(4) 0.8790(3) 0.5763(2) 0.0723(9) Uani 1 1 d .
H19A H 0.4428 0.8912 0.5927 0.087 Uiso 1 1 calc R
C20 C 0.0515(3) 0.7406(2) 1.2721(2) 0.0447(6) Uani 1 1 d .
C21 C 0.1615(3) 0.6336(3) 1.2926(3) 0.0744(11) Uani 1 1 d .
H21A H 0.2524 0.6216 1.2459 0.089 Uiso 1 1 calc R
C22 C 0.1401(3) 0.5411(3) 1.3830(3) 0.0807(12) Uani 1 1 d .
H22A H 0.2185 0.4692 1.3965 0.097 Uiso 1 1 calc R
C23 C 0.0105(3) 0.5508(2) 1.4523(2) 0.0504(7) Uani 1 1 d .
C24 C -0.1005(3) 0.6605(4) 1.4296(3) 0.1141(18) Uani 1 1 d .
H24A H -0.1920 0.6713 1.4749 0.137 Uiso 1 1 calc R
C25 C -0.0802(3) 0.7553(4) 1.3412(3) 0.1069(17) Uani 1 1 d .
H25A H -0.1573 0.8296 1.3292 0.128 Uiso 1 1 calc R
C26 C -0.0942(4) 0.6303(5) 1.0124(4) 0.1030(14) Uani 1 1 d .
H26A H -0.1761 0.6244 0.9913 0.124 Uiso 1 1 calc R
H26B H -0.1171 0.7210 1.0342 0.124 Uiso 1 1 calc R
C27 C 0.0635(5) 0.4676(6) 0.8892(4) 0.1068(15) Uani 1 1 d .
H27A H 0.1470 0.4483 0.8261 0.128 Uiso 1 1 calc R
H27B H -0.0143 0.4570 0.8649 0.128 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'
N N 0.0061 0.0033 '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
O3 S1 O1 111.0(2) . .
O3 S1 O2 113.45(19) . .
O1 S1 O2 112.46(17) . .
O3 S1 C20 107.07(13) . .
O1 S1 C20 106.55(13) . .
O2 S1 C20 105.80(12) . .
C26 O4 C27 109.4(3) . .
C1 N1 H1N1 111(2) . .
C1 N1 H1N2 111(2) . .
H1N1 N1 H1N2 107.4(14) . .
C1 N1 H1N3 113(2) . .
H1N1 N1 H1N3 107.0(14) . .
H1N2 N1 H1N3 107.8(14) . .
C8 C1 N1 108.0(2) . .
C8 C1 C2 110.5(2) . .
N1 C1 C2 107.11(18) . .
C8 C1 C14 111.8(2) . .
N1 C1 C14 107.5(2) . .
C2 C1 C14 111.6(2) . .
C3 C2 C7 118.5(3) . .
C3 C2 C1 121.6(2) . .
C7 C2 C1 119.8(2) . .
C4 C3 C2 120.6(3) . .
C4 C3 H3A 119.7 . .
C2 C3 H3A 119.7 . .
C5 C4 C3 120.6(4) . .
C5 C4 H4A 119.7 . .
C3 C4 H4A 119.7 . .
C4 C5 C6 120.2(3) . .
C4 C5 H5A 119.9 . .
C6 C5 H5A 119.9 . .
C5 C6 C7 119.4(3) . .
C5 C6 H6A 120.3 . .
C7 C6 H6A 120.3 . .
C2 C7 C6 120.6(3) . .
C2 C7 H7A 119.7 . .
C6 C7 H7A 119.7 . .
C13 C8 C9 118.2(3) . .
C13 C8 C1 120.5(2) . .
C9 C8 C1 121.2(3) . .
C10 C9 C8 120.6(4) . .
C10 C9 H9A 119.7 . .
C8 C9 H9A 119.7 . .
C11 C10 C9 121.2(4) . .
C11 C10 H10A 119.4 . .
C9 C10 H10A 119.4 . .
C10 C11 C12 119.8(4) . .
C10 C11 H11A 120.1 . .
C12 C11 H11A 120.1 . .
C11 C12 C13 119.4(4) . .
C11 C12 H12A 120.3 . .
C13 C12 H12A 120.3 . .
C8 C13 C12 120.7(3) . .
C8 C13 H13A 119.7 . .
C12 C13 H13A 119.7 . .
C15 C14 C19 117.7(3) . .
C15 C14 C1 120.1(3) . .
C19 C14 C1 122.2(3) . .
C14 C15 C16 121.0(4) . .
C14 C15 H15A 119.5 . .
C16 C15 H15A 119.5 . .
C17 C16 C15 120.2(4) . .
C17 C16 H16A 119.9 . .
C15 C16 H16A 119.9 . .
C18 C17 C16 119.4(4) . .
C18 C17 H17A 120.3 . .
C16 C17 H17A 120.3 . .
C17 C18 C19 121.0(4) . .
C17 C18 H18A 119.5 . .
C19 C18 H18A 119.5 . .
C14 C19 C18 120.5(4) . .
C14 C19 H19A 119.7 . .
C18 C19 H19A 119.7 . .
C21 C20 C25 118.6(2) . .
C21 C20 S1 120.86(19) . .
C25 C20 S1 120.5(2) . .
C20 C21 C22 120.4(2) . .
C20 C21 H21A 119.8 . .
C22 C21 H21A 119.8 . .
C23 C22 C21 122.8(3) . .
C23 C22 H22A 118.6 . .
C21 C22 H22A 118.6 . .
C22 C23 C24 115.9(2) . .
C22 C23 C23 121.9(3) . 2_568
C24 C23 C23 122.2(3) . 2_568
C23 C24 C25 121.9(3) . .
C23 C24 H24A 119.0 . .
C25 C24 H24A 119.0 . .
C20 C25 C24 120.4(3) . .
C20 C25 H25A 119.8 . .
C24 C25 H25A 119.8 . .
O4 C26 C27 110.5(4) . 2_567
O4 C26 H26A 109.5 . .
C27 C26 H26A 109.5 2_567 .
O4 C26 H26B 109.5 . .
C27 C26 H26B 109.5 2_567 .
H26A C26 H26B 108.1 . .
O4 C27 C26 111.8(4) . 2_567
O4 C27 H27A 109.3 . .
C26 C27 H27A 109.3 2_567 .
O4 C27 H27B 109.3 . .
C26 C27 H27B 109.3 2_567 .
H27A C27 H27B 107.9 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 O3 1.417(2) .
S1 O1 1.422(3) .
S1 O2 1.424(2) .
S1 C20 1.778(2) .
O4 C26 1.424(4) .
O4 C27 1.424(5) .
N1 C1 1.524(3) .
N1 H1N1 0.86(3) .
N1 H1N2 0.86(3) .
N1 H1N3 0.86(3) .
C1 C8 1.523(4) .
C1 C2 1.532(3) .
C1 C14 1.533(4) .
C2 C3 1.383(4) .
C2 C7 1.384(4) .
C3 C4 1.375(4) .
C3 H3A 0.9300 .
C4 C5 1.358(5) .
C4 H4A 0.9300 .
C5 C6 1.376(5) .
C5 H5A 0.9300 .
C6 C7 1.391(4) .
C6 H6A 0.9300 .
C7 H7A 0.9300 .
C8 C13 1.383(4) .
C8 C9 1.386(4) .
C9 C10 1.361(5) .
C9 H9A 0.9300 .
C10 C11 1.358(6) .
C10 H10A 0.9300 .
C11 C12 1.375(6) .
C11 H11A 0.9300 .
C12 C13 1.390(5) .
C12 H12A 0.9300 .
C13 H13A 0.9300 .
C14 C15 1.373(5) .
C14 C19 1.379(4) .
C15 C16 1.393(5) .
C15 H15A 0.9300 .
C16 C17 1.367(6) .
C16 H16A 0.9300 .
C17 C18 1.341(6) .
C17 H17A 0.9300 .
C18 C19 1.396(5) .
C18 H18A 0.9300 .
C19 H19A 0.9300 .
C20 C21 1.344(4) .
C20 C25 1.358(4) .
C21 C22 1.385(3) .
C21 H21A 0.9300 .
C22 C23 1.350(3) .
C22 H22A 0.9300 .
C23 C24 1.373(4) .
C23 C23 1.487(4) 2_568
C24 C25 1.384(4) .
C24 H24A 0.9300 .
C25 H25A 0.9300 .
C26 C27 1.490(6) 2_567
C26 H26A 0.9700 .
C26 H26B 0.9700 .
C27 C26 1.490(6) 2_567
C27 H27A 0.9700 .
C27 H27B 0.9700 .
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
N1 H1N1 O2 0.86(3) 1.923(11) 2.783(3) 172(3) .
N1 H1N2 O4 0.86(3) 2.044(12) 2.891(4) 168(2) .
N1 H1N3 O3 0.86(3) 2.320(15) 3.112(4) 153(2) 2_577
N1 H1N3 O1 0.86(3) 2.435(16) 3.190(4) 147(2) 2_577
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
C8 C1 C2 C3 -112.6(3) . .
N1 C1 C2 C3 130.0(3) . .
C14 C1 C2 C3 12.5(4) . .
C8 C1 C2 C7 64.0(3) . .
N1 C1 C2 C7 -53.4(3) . .
C14 C1 C2 C7 -170.8(2) . .
C7 C2 C3 C4 -0.4(5) . .
C1 C2 C3 C4 176.3(3) . .
C2 C3 C4 C5 -0.9(6) . .
C3 C4 C5 C6 1.6(6) . .
C4 C5 C6 C7 -1.1(5) . .
C3 C2 C7 C6 1.0(4) . .
C1 C2 C7 C6 -175.8(2) . .
C5 C6 C7 C2 -0.2(4) . .
N1 C1 C8 C13 147.5(2) . .
C2 C1 C8 C13 30.6(3) . .
C14 C1 C8 C13 -94.4(3) . .
N1 C1 C8 C9 -35.3(3) . .
C2 C1 C8 C9 -152.2(2) . .
C14 C1 C8 C9 82.8(3) . .
C13 C8 C9 C10 -0.7(4) . .
C1 C8 C9 C10 -178.0(3) . .
C8 C9 C10 C11 1.3(5) . .
C9 C10 C11 C12 -0.5(6) . .
C10 C11 C12 C13 -0.9(5) . .
C9 C8 C13 C12 -0.7(4) . .
C1 C8 C13 C12 176.6(3) . .
C11 C12 C13 C8 1.5(5) . .
C8 C1 C14 C15 -165.7(3) . .
N1 C1 C14 C15 -47.3(3) . .
C2 C1 C14 C15 69.9(3) . .
C8 C1 C14 C19 16.3(3) . .
N1 C1 C14 C19 134.7(3) . .
C2 C1 C14 C19 -108.1(3) . .
C19 C14 C15 C16 0.3(5) . .
C1 C14 C15 C16 -177.7(3) . .
C14 C15 C16 C17 -0.2(6) . .
C15 C16 C17 C18 0.5(6) . .
C16 C17 C18 C19 -0.9(6) . .
C15 C14 C19 C18 -0.8(5) . .
C1 C14 C19 C18 177.3(3) . .
C17 C18 C19 C14 1.1(5) . .
O3 S1 C20 C21 -103.6(3) . .
O1 S1 C20 C21 137.5(3) . .
O2 S1 C20 C21 17.7(3) . .
O3 S1 C20 C25 76.7(4) . .
O1 S1 C20 C25 -42.1(4) . .
O2 S1 C20 C25 -162.0(3) . .
C25 C20 C21 C22 -0.3(6) . .
S1 C20 C21 C22 -180.0(3) . .
C20 C21 C22 C23 1.6(6) . .
C21 C22 C23 C24 -1.3(6) . .
C21 C22 C23 C23 179.1(4) . 2_568
C22 C23 C24 C25 -0.2(7) . .
C23 C23 C24 C25 179.4(4) 2_568 .
C21 C20 C25 C24 -1.2(7) . .
S1 C20 C25 C24 178.5(4) . .
C23 C24 C25 C20 1.5(8) . .
C27 O4 C26 C27 56.5(5) . 2_567
C26 O4 C27 C26 -57.2(5) . 2_567
