Received 22 February 2011
In the title compound, C17H20NO3+·C7H7O4S-·H2O, the cation exists in an E configuration with respect to the C=C bond and is twisted with a dihedral angle of 17.81 (8)° between the pyridinium and benzene rings. The benzene ring of the anion is almost parallel to the pyridinium ring [dihedral angle = 3.45 (9)°], whereas it is inclined to the benzene ring of the cation [dihedral angle = 17.62 (8)°]. The crystal structure is stabilized by O-HO hydrogen bonds and weak C-HO interactions which link the cations, anions and water molecules into chains along the a axis. - interactions with centroid-centroid distances of 3.7751 (9) and 3.7920 (11) Å are also observed.
For bond-length data, see: Allen et al. (1987). For background to the non-linear optical properties and applications of pyridinium and quinolinium derivatives, see: Chanawanno et al. (2010), Chantrapromma et al. (2010); Fun et al. (2009); Ruanwas et al. (2010); Williams (1984). For related structures, see, Chantrapromma et al. (2007); Mueangkeaw et al. (2010). For the stability of the temperature controller used in the data collection, see Cosier & Glazer, (1986).
Data collection: APEX2 (Bruker, 2005); cell refinement: SAINT (Bruker, 2005); data reduction: SAINT; program(s) used to solve structure: SHELXTL (Sheldrick, 2008); program(s) used to refine structure: SHELXTL; molecular graphics: SHELXTL; software used to prepare material for publication: SHELXTL and PLATON (Spek, 2009).
Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: RZ2563 ).
CM thanks the Development and Promotion of Science and Technology Talents Project (DPST) for a study grant. Financial support from the Prince of Songkla University is acknowledged. The authors also thank Universiti Sains Malaysia for the Research University Grant No. 1001/PFIZIK/811160.
Allen, F. H., Kennard, O., Watson, D. G., Brammer, L., Orpen, A. G. & Taylor, R. (1987). J. Chem. Soc. Perkin Trans. 2, pp. S1-19.
Bruker (2005). APEX2, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Chanawanno, K., Chantrapromma, S., Anantapong, T., Kanjana-Opas, A. & Fun, H.-K. (2010). Eur. J. Med. Chem. 45, 4199-4208.
Chantrapromma, S., Chanawanno, K. & Fun, H.-K. (2010). Acta Cryst. E66, o1975-o1976.
Chantrapromma, S., Jindawong, B., Fun, H.-K. & Patil, P. S. (2007). Anal. Sci. 23, x81-x82.
Cosier, J. & Glazer, A. M. (1986). J. Appl. Cryst. 19, 105-107.
Fun, H.-K., Chanawanno, K. & Chantrapromma, S. (2009). Acta Cryst. E65, o1934-o1935.
Mueangkeaw, C., Chantrapromma, S., Ruanwas, P. & Fun, H.-K. (2010). Acta Cryst. E66, o3098-o3099.
Ruanwas, P., Kobkeatthawin, T., Chantrapromma, S., Fun, H.-K., Philip, R., Smijesh, N., Padaki, M. & Isloor, A. M. (2010). Synth. Met. 160, 819-824.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.
Spek, A. L. (2009). Acta Cryst. D65, 148-155.
Williams, D. J. (1984). Angew. Chem. Int. Ed. Engl. 23, 690-703.