#------------------------------------------------------------------------------
#$Date: 2017-10-14 21:27:35 +0200 (Sat 14 de Oct de 2017) $
#$Revision: 202017 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/51/7205193.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_7205193
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            'C36 H36 N2 O6 S2'
_chemical_formula_weight         656.79
_chemical_name_common
;1,4-bis(2-(1-methyl-pyridinium-4-yl)vinyl)benzene di-4-
methylbenzenesulphonate
;
_chemical_name_systematic
;
?
;
_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             2010-02-22T16:09:51-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                90.359(9)
_cell_angle_beta                 93.936(8)
_cell_angle_gamma                114.693(7)
_cell_formula_units_Z            2
_cell_length_a                   10.806(2)
_cell_length_b                   12.627(3)
_cell_length_c                   13.592(3)
_cell_measurement_temperature    296(2)
_cell_volume                     1679.8(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.922
_diffrn_measured_fraction_theta_max 0.922
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_av_unetI/netI     0.0767
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            22599
_diffrn_reflns_theta_full        26.7
_diffrn_reflns_theta_max         26.7
_diffrn_reflns_theta_min         1.78
_exptl_absorpt_coefficient_mu    0.207
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.298
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             692
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.371
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     511
_refine_ls_number_reflns         6555
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.024
_refine_ls_R_factor_all          0.1411
_refine_ls_R_factor_gt           0.0598
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0808P)²+0.2786P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1415
_refine_ls_wR_factor_ref         0.1765
_reflns_number_gt                3311
_reflns_number_total             6555
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0CE00191K.TXT
_cod_data_source_block           gut21
_cod_original_cell_volume        1679.8(7)
_cod_database_code               7205193
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
S1 S 0.21921(8) 0.31296(7) 1.03605(6) 0.0524(3) Uani 1 1 d . . .
S2 S 0.63430(8) 1.07372(8) 0.76669(7) 0.0607(3) Uani 1 1 d . . .
C11 C 0.9482(3) 0.1703(3) 0.4852(2) 0.0515(8) Uani 1 1 d . . .
C12 C 1.0368(4) 0.2005(3) 0.4107(3) 0.0589(10) Uani 1 1 d . . .
C23 C 0.6165(3) 0.9477(3) 0.6994(2) 0.0441(8) Uani 1 1 d . . .
C15 C 1.0903(4) 0.1177(3) 0.6099(3) 0.0569(9) Uani 1 1 d . . .
C18 C 1.1187(3) 0.0769(3) 0.7045(2) 0.0495(8) Uani 1 1 d . . .
C8 C 0.8817(3) 0.2437(3) 0.3018(2) 0.0514(8) Uani 1 1 d . . .
C35 C 0.0857(4) 0.3196(3) 0.8593(3) 0.0553(10) Uani 1 1 d . . .
C17 C 1.2448(4) 0.0760(3) 0.7282(3) 0.0606(10) Uani 1 1 d . . .
C30 C 0.2086(3) 0.3627(2) 0.9162(2) 0.0451(8) Uani 1 1 d . . .
C7 C 0.8511(4) 0.2780(3) 0.2040(3) 0.0573(9) Uani 1 1 d . . .
C3 C 0.7095(4) 0.2982(3) 0.0628(3) 0.0559(9) Uani 1 1 d . . .
C14 C 0.9781(4) 0.1304(3) 0.5801(3) 0.0578(9) Uani 1 1 d . . .
C31 C 0.3224(4) 0.4441(3) 0.8755(3) 0.0573(9) Uani 1 1 d . . .
C33 C 0.1879(4) 0.4368(3) 0.7235(3) 0.0627(10) Uani 1 1 d . . .
C6 C 0.7325(4) 0.2658(3) 0.1633(3) 0.0605(10) Uani 1 1 d . . .
C16 C 1.2720(4) 0.0357(3) 0.8158(3) 0.0619(10) Uani 1 1 d . . .
C19 C 1.0239(4) 0.0351(3) 0.7755(3) 0.0557(9) Uani 1 1 d . . .
C28 C 0.5747(3) 0.9328(4) 0.6009(3) 0.0595(10) Uani 1 1 d . . .
C24 C 0.6455(3) 0.8627(3) 0.7452(3) 0.0567(9) Uani 1 1 d . . .
C9 C 0.7909(4) 0.2136(3) 0.3761(3) 0.0614(10) Uani 1 1 d . . .
C13 C 1.0061(4) 0.2384(3) 0.3228(3) 0.0595(10) Uani 1 1 d . . .
C4 C 0.8128(4) 0.3504(3) 0.0007(3) 0.0639(10) Uani 1 1 d . . .
C34 C 0.0756(4) 0.3565(3) 0.7658(3) 0.0622(10) Uani 1 1 d . . .
C10 C 0.8254(4) 0.1797(3) 0.4654(3) 0.0639(10) Uani 1 1 d . . .
C22 C 1.2110(4) -0.0463(3) 0.9760(3) 0.0741(11) Uani 1 1 d . . .
H22A H 1.1325 -0.0722 1.0139 0.111 Uiso 1 1 calc R . .
H22B H 1.286 0.0162 1.0118 0.111 Uiso 1 1 calc R . .
H22C H 1.2356 -0.1099 0.9644 0.111 Uiso 1 1 calc R . .
C5 C 0.7838(5) 0.3793(4) -0.0912(4) 0.0729(12) Uani 1 1 d . . .
C20 C 1.0550(4) -0.0062(3) 0.8602(3) 0.0581(10) Uani 1 1 d . . .
C32 C 0.3109(4) 0.4797(3) 0.7816(3) 0.0707(11) Uani 1 1 d . . .
C27 C 0.5626(4) 0.8345(5) 0.5492(4) 0.0805(14) Uani 1 1 d . . .
C26 C 0.5901(4) 0.7497(4) 0.5935(4) 0.0790(13) Uani 1 1 d . . .
C2 C 0.5783(4) 0.2749(4) 0.0242(4) 0.0715(11) Uani 1 1 d . . .
C25 C 0.6323(4) 0.7648(4) 0.6927(4) 0.0763(12) Uani 1 1 d . . .
C1 C 0.5554(5) 0.3064(4) -0.0674(4) 0.0775(12) Uani 1 1 d . . .
C21 C 0.6298(5) 0.3929(4) -0.2253(3) 0.1023(15) Uani 1 1 d . . .
H21A H 0.7143 0.4284 -0.256 0.153 Uiso 1 1 calc R . .
H21B H 0.59 0.4478 -0.2206 0.153 Uiso 1 1 calc R . .
H21C H 0.5681 0.3254 -0.2642 0.153 Uiso 1 1 calc R . .
C36 C 0.1762(5) 0.4770(4) 0.6201(3) 0.0964(14) Uani 1 1 d . . .
H36A H 0.0834 0.4378 0.5926 0.145 Uiso 1 1 calc R . .
H36B H 0.235 0.459 0.5798 0.145 Uiso 1 1 calc R . .
H36C H 0.2028 0.5597 0.6223 0.145 Uiso 1 1 calc R . .
C29 C 0.5739(5) 0.6410(4) 0.5364(5) 0.147(2) Uani 1 1 d . . .
H29A H 0.5983 0.5917 0.5795 0.22 Uiso 1 1 calc R . .
H29B H 0.6324 0.6624 0.483 0.22 Uiso 1 1 calc R . .
H29C H 0.4806 0.6 0.5104 0.22 Uiso 1 1 calc R . .
N2 N 1.1788(3) -0.0048(2) 0.8811(2) 0.0521(7) Uani 1 1 d . . .
N1 N 0.6561(4) 0.3578(3) -0.1255(2) 0.0687(9) Uani 1 1 d . . .
O2 O 0.7782(2) 1.1368(2) 0.7899(2) 0.0966(10) Uani 1 1 d . . .
O1 O 0.5611(2) 1.0312(2) 0.85386(18) 0.0791(8) Uani 1 1 d . . .
O4 O 0.3488(3) 0.3921(2) 1.0832(2) 0.0902(9) Uani 1 1 d . . .
O5 O 0.2142(3) 0.1989(2) 1.0227(2) 0.0963(9) Uani 1 1 d . . .
O3 O 0.5718(3) 1.1316(2) 0.7033(2) 0.0884(8) Uani 1 1 d . . .
O6 O 0.1073(3) 0.3161(3) 1.0822(2) 0.1091(11) Uani 1 1 d . . .
H2 H 0.504(4) 0.247(3) 0.062(3) 0.094(14) Uiso 1 1 d . . .
H5 H 0.844(4) 0.411(3) -0.134(3) 0.068(12) Uiso 1 1 d . . .
H4 H 0.903(4) 0.374(3) 0.019(3) 0.074(12) Uiso 1 1 d . . .
H7 H 0.931(3) 0.311(3) 0.165(2) 0.067(10) Uiso 1 1 d . . .
H6 H 0.653(4) 0.230(3) 0.199(3) 0.087(13) Uiso 1 1 d . . .
H10 H 0.769(3) 0.163(2) 0.515(2) 0.049(9) Uiso 1 1 d . . .
H9 H 0.705(4) 0.214(3) 0.360(2) 0.075(11) Uiso 1 1 d . . .
H12 H 1.117(3) 0.193(3) 0.424(2) 0.057(10) Uiso 1 1 d . . .
H13 H 1.066(3) 0.260(3) 0.273(3) 0.072(11) Uiso 1 1 d . . .
H15 H 1.160(3) 0.136(3) 0.566(2) 0.063(10) Uiso 1 1 d . . .
H17 H 1.306(4) 0.100(3) 0.677(3) 0.080(12) Uiso 1 1 d . . .
H14 H 0.910(3) 0.112(3) 0.629(3) 0.075(11) Uiso 1 1 d . . .
H16 H 1.356(4) 0.040(3) 0.835(3) 0.093(14) Uiso 1 1 d . . .
H20 H 0.998(3) -0.040(3) 0.908(3) 0.066(11) Uiso 1 1 d . . .
H19 H 0.938(4) 0.033(3) 0.761(2) 0.076(12) Uiso 1 1 d . . .
H28 H 0.554(3) 0.992(3) 0.574(2) 0.060(11) Uiso 1 1 d . . .
H31 H 0.410(4) 0.474(3) 0.916(2) 0.071(11) Uiso 1 1 d . . .
H32 H 0.387(4) 0.540(3) 0.757(2) 0.076(11) Uiso 1 1 d . . .
H35 H 0.015(3) 0.270(3) 0.883(2) 0.048(10) Uiso 1 1 d . . .
H1 H 0.466(4) 0.295(3) -0.091(3) 0.098(14) Uiso 1 1 d . . .
H24 H 0.673(3) 0.873(3) 0.812(2) 0.051(10) Uiso 1 1 d . . .
H25 H 0.651(3) 0.709(3) 0.725(3) 0.079(13) Uiso 1 1 d . . .
H27 H 0.532(4) 0.834(3) 0.487(3) 0.084(14) Uiso 1 1 d . . .
H34 H -0.012(3) 0.326(3) 0.726(2) 0.066(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 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
O6 S1 O5 114.5(2) . . ?
O6 S1 O4 112.59(19) . . ?
O5 S1 O4 111.08(18) . . ?
O6 S1 C30 105.62(15) . . ?
O5 S1 C30 105.65(15) . . ?
O4 S1 C30 106.67(15) . . ?
O2 S2 O3 115.30(18) . . ?
O2 S2 O1 112.30(17) . . ?
O3 S2 O1 112.23(16) . . ?
O2 S2 C23 104.89(14) . . ?
O3 S2 C23 105.83(16) . . ?
O1 S2 C23 105.25(16) . . ?
C12 C11 C10 116.6(3) . . ?
C12 C11 C14 123.4(3) . . ?
C10 C11 C14 120.0(3) . . ?
C13 C12 C11 121.9(4) . . ?
C28 C23 C24 118.9(3) . . ?
C28 C23 S2 120.8(3) . . ?
C24 C23 S2 120.3(3) . . ?
C14 C15 C18 126.6(4) . . ?
C17 C18 C19 116.1(3) . . ?
C17 C18 C15 120.1(3) . . ?
C19 C18 C15 123.8(3) . . ?
C13 C8 C9 117.4(3) . . ?
C13 C8 C7 118.9(3) . . ?
C9 C8 C7 123.6(3) . . ?
C34 C35 C30 121.4(4) . . ?
C16 C17 C18 120.9(4) . . ?
C35 C30 C31 117.9(3) . . ?
C35 C30 S1 120.5(3) . . ?
C31 C30 S1 121.6(3) . . ?
C6 C7 C8 128.0(4) . . ?
C4 C3 C2 116.2(4) . . ?
C4 C3 C6 123.6(3) . . ?
C2 C3 C6 120.2(4) . . ?
C15 C14 C11 127.0(4) . . ?
C32 C31 C30 120.0(4) . . ?
C34 C33 C32 116.4(4) . . ?
C34 C33 C36 121.4(4) . . ?
C32 C33 C36 122.1(4) . . ?
C7 C6 C3 124.6(4) . . ?
N2 C16 C17 121.4(4) . . ?
C20 C19 C18 120.7(4) . . ?
C23 C28 C27 120.1(4) . . ?
C25 C24 C23 120.3(4) . . ?
C10 C9 C8 120.4(4) . . ?
C12 C13 C8 121.4(4) . . ?
C5 C4 C3 120.3(4) . . ?
C35 C34 C33 121.6(4) . . ?
C9 C10 C11 122.2(4) . . ?
N1 C5 C4 121.9(4) . . ?
N2 C20 C19 121.5(4) . . ?
C31 C32 C33 122.6(4) . . ?
C26 C27 C28 121.7(5) . . ?
C27 C26 C25 118.1(4) . . ?
C27 C26 C29 121.2(5) . . ?
C25 C26 C29 120.6(5) . . ?
C1 C2 C3 121.0(5) . . ?
C24 C25 C26 120.9(4) . . ?
N1 C1 C2 121.9(4) . . ?
C16 N2 C20 119.3(3) . . ?
C16 N2 C22 120.6(3) . . ?
C20 N2 C22 120.1(3) . . ?
C1 N1 C5 118.6(4) . . ?
C1 N1 C21 121.4(4) . . ?
C5 N1 C21 120.0(4) . . ?
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 O6 1.414(3) . ?
S1 O5 1.428(3) . ?
S1 O4 1.439(2) . ?
S1 C30 1.763(3) . ?
S2 O2 1.430(2) . ?
S2 O3 1.440(3) . ?
S2 O1 1.449(3) . ?
S2 C23 1.763(3) . ?
C11 C12 1.385(5) . ?
C11 C10 1.389(5) . ?
C11 C14 1.452(5) . ?
C12 C13 1.361(5) . ?
C23 C28 1.369(5) . ?
C23 C24 1.378(5) . ?
C15 C14 1.326(5) . ?
C15 C18 1.448(5) . ?
C18 C17 1.383(4) . ?
C18 C19 1.396(4) . ?
C8 C13 1.384(5) . ?
C8 C9 1.398(5) . ?
C8 C7 1.459(5) . ?
C35 C34 1.369(5) . ?
C35 C30 1.382(4) . ?
C17 C16 1.360(5) . ?
C30 C31 1.385(4) . ?
C7 C6 1.308(5) . ?
C3 C4 1.384(5) . ?
C3 C2 1.385(5) . ?
C3 C6 1.462(5) . ?
C31 C32 1.371(5) . ?
C33 C34 1.381(5) . ?
C33 C32 1.390(5) . ?
C33 C36 1.512(5) . ?
C16 N2 1.327(4) . ?
C19 C20 1.347(5) . ?
C28 C27 1.375(6) . ?
C24 C25 1.373(6) . ?
C9 C10 1.368(5) . ?
C4 C5 1.356(5) . ?
C22 N2 1.469(4) . ?
C5 N1 1.339(5) . ?
C20 N2 1.342(4) . ?
C27 C26 1.360(7) . ?
C26 C25 1.378(6) . ?
C26 C29 1.510(6) . ?
C2 C1 1.348(6) . ?
C1 N1 1.328(5) . ?
C21 N1 1.475(5) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30653724
