#------------------------------------------------------------------------------
#$Date: 2016-03-26 17:13:36 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180382 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/51/7205189.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_7205189
loop_
_publ_author_name
'Gutov, Oleksii V.'
'Rusanov, Eduard B.'
'Kudryavtsev, Alexey A.'
'Garasevych, Sergey G.'
'Slobodyanyuk, Olexandr V.'
'Yashchuk, Valerii M.'
'Chernega, Alexander N.'
_publ_section_title
;
 Luminescence induced by strong cation--anion π--π interactions in
 crystals of viologen analogues
;
_journal_issue                   5
_journal_name_full               CrystEngComm
_journal_page_first              1373
_journal_paper_doi               10.1039/c0ce00191k
_journal_volume                  13
_journal_year                    2011
_chemical_formula_sum            'C38 H48 N2 O10 S2'
_chemical_formula_weight         756.9
_chemical_name_common
;
1,4-bis(2-(1-ethyl-pyridinium-4-yl)vinyl)benzene di-4-
methylbenzenesulphonate tetrahydrate
;
_chemical_name_systematic
;
1,4-bis(2-[1-ethyl-pyridinium-4-yl]vinyl)benzene
di-4-methylbenzenesulphonate tetrahydrate
;
_space_group_IT_number           2
_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_date             2009-08-14T14:47:01-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                102.463(18)
_cell_angle_beta                 91.268(19)
_cell_angle_gamma                113.860(16)
_cell_formula_units_Z            1
_cell_length_a                   9.191(2)
_cell_length_b                   9.3575(19)
_cell_length_c                   12.722(3)
_cell_measurement_temperature    296(2)
_cell_volume                     969.7(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.978
_diffrn_measured_fraction_theta_max 0.978
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0764
_diffrn_reflns_av_unetI/netI     0.108
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10889
_diffrn_reflns_theta_full        26.5
_diffrn_reflns_theta_max         26.5
_diffrn_reflns_theta_min         1.65
_exptl_absorpt_coefficient_mu    0.195
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             402
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.462
_refine_diff_density_min         -0.321
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       0.0084(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.179
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     305
_refine_ls_number_reflns         3944
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.179
_refine_ls_R_factor_all          0.1421
_refine_ls_R_factor_gt           0.0653
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1022
_refine_ls_wR_factor_ref         0.1227
_reflns_number_gt                1979
_reflns_number_total             3944
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0CE00191K.TXT
_cod_data_source_block           gut17
_cod_database_code               7205189
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
C1 C 0.6181(4) 0.2473(4) 0.4920(3) 0.0424(9) Uani 1 1 d . . .
C2 C 0.6103(5) 0.2097(4) 0.5907(3) 0.0459(9) Uani 1 1 d . . .
C3 C 0.4629(4) 0.1469(4) 0.6290(2) 0.0409(8) Uani 1 1 d . . .
C4 C 0.3296(5) 0.1260(4) 0.5656(3) 0.0456(9) Uani 1 1 d . . .
C5 C 0.3427(4) 0.1658(4) 0.4685(3) 0.0438(9) Uani 1 1 d . . .
C6 C 0.4377(6) 0.0986(4) 0.7332(3) 0.0563(10) Uani 1 1 d . . .
C7 C 0.5484(6) 0.1030(4) 0.7996(3) 0.0541(10) Uani 1 1 d . . .
C8 C 0.5193(5) 0.0483(4) 0.9024(3) 0.0459(9) Uani 1 1 d . . .
C9 C 0.6497(6) 0.0762(5) 0.9719(3) 0.0570(10) Uani 1 1 d . . .
C10 C 0.3689(6) -0.0288(5) 0.9318(3) 0.0568(11) Uani 1 1 d . . .
C11 C 0.4979(5) 0.2722(4) 0.3266(3) 0.0462(9) Uani 1 1 d . . .
C12 C 0.5227(6) 0.4450(5) 0.3432(4) 0.0505(10) Uani 1 1 d . . .
C13 C 0.0894(4) 0.3063(4) 0.1839(2) 0.0443(8) Uani 1 1 d . . .
C14 C 0.1043(7) 0.4469(5) 0.1643(3) 0.1098(19) Uani 1 1 d . . .
H14 H 0.0709 0.5143 0.2124 0.132 Uiso 1 1 calc R . .
C15 C 0.1686(8) 0.4918(5) 0.0734(4) 0.136(2) Uani 1 1 d . . .
H15 H 0.1775 0.5896 0.0617 0.163 Uiso 1 1 calc R . .
C16 C 0.2194(5) 0.3981(6) 0.0003(3) 0.0814(14) Uani 1 1 d . . .
C17 C 0.1950(8) 0.2575(8) 0.0195(4) 0.133(2) Uani 1 1 d . . .
H17 H 0.2199 0.1857 -0.0313 0.16 Uiso 1 1 calc R . .
C18 C 0.1341(6) 0.2114(5) 0.1113(3) 0.1058(18) Uani 1 1 d . . .
H18 H 0.1244 0.113 0.1223 0.127 Uiso 1 1 calc R . .
C19 C 0.2900(6) 0.4506(6) -0.0996(3) 0.1207(19) Uani 1 1 d . . .
H19A H 0.398 0.5313 -0.0789 0.181 Uiso 1 1 calc R . .
H19B H 0.2266 0.4942 -0.1313 0.181 Uiso 1 1 calc R . .
H19C H 0.2897 0.3592 -0.1515 0.181 Uiso 1 1 calc R . .
H1 H 0.710(3) 0.283(3) 0.460(2) 0.037(8) Uiso 1 1 d . . .
H2 H 0.706(4) 0.227(4) 0.630(3) 0.066(12) Uiso 1 1 d . . .
H4 H 0.225(4) 0.081(4) 0.591(2) 0.065(11) Uiso 1 1 d . . .
H5 H 0.261(4) 0.162(4) 0.423(2) 0.053(11) Uiso 1 1 d . . .
H6 H 0.328(4) 0.059(4) 0.759(3) 0.078(12) Uiso 1 1 d . . .
H7 H 0.664(4) 0.148(4) 0.777(3) 0.087(13) Uiso 1 1 d . . .
H9 H 0.747(4) 0.119(3) 0.949(2) 0.041(9) Uiso 1 1 d . . .
H10 H 0.279(5) -0.045(5) 0.892(3) 0.107(17) Uiso 1 1 d . . .
H11A H 0.591(4) 0.249(4) 0.294(3) 0.074(11) Uiso 1 1 d . . .
H12A H 0.432(4) 0.452(4) 0.374(2) 0.065(11) Uiso 1 1 d . . .
H11B H 0.397(4) 0.205(3) 0.285(2) 0.041(10) Uiso 1 1 d . . .
H12B H 0.625(5) 0.518(4) 0.391(3) 0.077(13) Uiso 1 1 d . . .
H12C H 0.523(4) 0.473(4) 0.275(3) 0.069(11) Uiso 1 1 d . . .
H1O4 H 0.063(5) 0.351(5) 0.542(4) 0.11(2) Uiso 1 1 d . . .
H1O5 H 0.034(5) 0.784(5) 0.317(3) 0.085(15) Uiso 1 1 d . . .
H2O4 H 0.055(5) 0.472(5) 0.617(3) 0.093(16) Uiso 1 1 d . . .
H2O5 H 0.045(5) 0.916(5) 0.262(3) 0.105(18) Uiso 1 1 d . . .
N1 N 0.4861(3) 0.2255(3) 0.43177(19) 0.0373(7) Uani 1 1 d . . .
O1 O 0.1392(3) 0.3399(3) 0.39037(17) 0.0590(7) Uani 1 1 d . . .
O2 O -0.0415(3) 0.0771(3) 0.2796(2) 0.0674(8) Uani 1 1 d . . .
O3 O -0.1232(2) 0.2968(2) 0.31431(16) 0.0487(6) Uani 1 1 d . . .
O4 O 0.0361(4) 0.3676(4) 0.5986(3) 0.0733(9) Uani 1 1 d . . .
O5 O 0.0892(3) 0.8504(4) 0.2726(3) 0.0740(9) Uani 1 1 d . . .
S1 S 0.00966(11) 0.25066(11) 0.30098(7) 0.0462(3) Uani 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 0 '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 0.006 '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
N1 C1 C2 121.3(3) . . ?
N1 C1 H1 114.3(17) . . ?
C2 C1 H1 124.3(17) . . ?
C1 C2 C3 119.7(4) . . ?
C1 C2 H2 118(2) . . ?
C3 C2 H2 122(2) . . ?
C4 C3 C2 117.8(3) . . ?
C4 C3 C6 117.2(3) . . ?
C2 C3 C6 125.0(4) . . ?
C5 C4 C3 120.7(3) . . ?
C5 C4 H4 120.6(18) . . ?
C3 C4 H4 118.7(18) . . ?
N1 C5 C4 121.0(4) . . ?
N1 C5 H5 112(2) . . ?
C4 C5 H5 126(2) . . ?
C7 C6 C3 125.1(4) . . ?
C7 C6 H6 113.2(19) . . ?
C3 C6 H6 121.7(19) . . ?
C6 C7 C8 124.2(4) . . ?
C6 C7 H7 115.2(19) . . ?
C8 C7 H7 120.6(19) . . ?
C9 C8 C10 117.9(4) . . ?
C9 C8 C7 118.3(4) . . ?
C10 C8 C7 123.8(4) . . ?
C8 C9 C10 121.2(4) . 2_657 ?
C8 C9 H9 117.0(18) . . ?
C10 C9 H9 121.6(19) 2_657 . ?
C8 C10 C9 121.0(4) . 2_657 ?
C8 C10 H10 122(3) . . ?
C9 C10 H10 116(3) 2_657 . ?
N1 C11 C12 110.7(3) . . ?
N1 C11 H11A 105.5(18) . . ?
C12 C11 H11A 113.9(18) . . ?
N1 C11 H11B 105.2(18) . . ?
C12 C11 H11B 108.7(17) . . ?
H11A C11 H11B 113(2) . . ?
C11 C12 H12A 106.4(19) . . ?
C11 C12 H12B 111(2) . . ?
H12A C12 H12B 112(3) . . ?
C11 C12 H12C 111.1(19) . . ?
H12A C12 H12C 107(3) . . ?
H12B C12 H12C 110(3) . . ?
C18 C13 C14 117.7(4) . . ?
C18 C13 S1 121.9(3) . . ?
C14 C13 S1 120.4(3) . . ?
C13 C14 C15 120.5(4) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C16 C15 C14 122.3(4) . . ?
C16 C15 H15 118.8 . . ?
C14 C15 H15 118.8 . . ?
C17 C16 C15 115.2(4) . . ?
C17 C16 C19 123.4(5) . . ?
C15 C16 C19 121.3(5) . . ?
C16 C17 C18 123.3(4) . . ?
C16 C17 H17 118.3 . . ?
C18 C17 H17 118.3 . . ?
C13 C18 C17 120.7(4) . . ?
C13 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C16 C19 H19A 109.5 . . ?
C16 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C16 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C1 N1 C5 119.6(3) . . ?
C1 N1 C11 120.4(3) . . ?
C5 N1 C11 120.0(3) . . ?
H1O4 O4 H2O4 107(4) . . ?
H1O5 O5 H2O5 112(4) . . ?
O3 S1 O2 112.63(14) . . ?
O3 S1 O1 112.30(13) . . ?
O2 S1 O1 112.67(15) . . ?
O3 S1 C13 106.27(14) . . ?
O2 S1 C13 106.00(15) . . ?
O1 S1 C13 106.34(15) . . ?
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
C1 N1 1.338(4) . ?
C1 C2 1.371(4) . ?
C1 H1 0.91(3) . ?
C2 C3 1.388(4) . ?
C2 H2 0.93(3) . ?
C3 C4 1.373(4) . ?
C3 C6 1.483(5) . ?
C4 C5 1.359(4) . ?
C4 H4 0.97(3) . ?
C5 N1 1.347(4) . ?
C5 H5 0.92(3) . ?
C6 C7 1.290(5) . ?
C6 H6 1.01(3) . ?
C7 C8 1.495(5) . ?
C7 H7 1.04(4) . ?
C8 C9 1.373(5) . ?
C8 C10 1.380(5) . ?
C9 C10 1.382(5) 2_657 ?
C9 H9 0.90(3) . ?
C10 C9 1.382(5) 2_657 ?
C10 H10 0.90(4) . ?
C11 N1 1.488(4) . ?
C11 C12 1.504(5) . ?
C11 H11A 1.04(3) . ?
C11 H11B 0.95(3) . ?
C12 H12A 0.95(3) . ?
C12 H12B 1.00(4) . ?
C12 H12C 0.96(3) . ?
C13 C18 1.330(4) . ?
C13 C14 1.345(5) . ?
C13 S1 1.761(3) . ?
C14 C15 1.379(5) . ?
C14 H14 0.93 . ?
C15 C16 1.360(6) . ?
C15 H15 0.93 . ?
C16 C17 1.321(6) . ?
C16 C19 1.525(5) . ?
C17 C18 1.383(5) . ?
C17 H17 0.93 . ?
C18 H18 0.93 . ?
C19 H19A 0.96 . ?
C19 H19B 0.96 . ?
C19 H19C 0.96 . ?
O1 S1 1.461(2) . ?
O2 S1 1.455(2) . ?
O3 S1 1.4525(19) . ?
O4 H1O4 0.77(4) . ?
O4 H2O4 0.89(4) . ?
O5 H1O5 0.93(4) . ?
O5 H2O5 0.90(4) . ?
