2005
DOI: 10.1107/s1600536805017769
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4-(4′-Hydroxy-3′-methoxystyryl)-1-methylpyridinium 4-chlorobenzenesulfonate

Abstract: The title compound, C15H16NO2+·C6H4ClO3S−, is isomorphous with the 4‐bromo­benzene­sulfonate derivative. The cation is almost planar and the benzene ring of the anion makes dihedral angles of 82.79 (1) and 76.39 (1)° with the mean planes through the benzene ring of the cation and the pyridinium ring, respectively. The cations and anions are packed as alternate layers parallel to the ac plane. These layers are inter­connected through O—H⋯O, C—H⋯O and C—H⋯π inter­actions to form a three‐dimensional network.

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Cited by 21 publications
(33 citation statements)
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References 7 publications
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“…1). The bond distances and angles (Table 1) in both the cation and the anion have normal values (Allen et al, 1987) and are comparable to those in related structures (Rahman et al, 2003;Jindawong, Chantrapromma, Fun, Yu & Karalai, 2005;Chantrapromma et al, 2005). The cation is almost planar, the dihedral angle between the benzene and quinolinium rings being 2.8 (1) .…”
Section: Commentsupporting
confidence: 58%
See 1 more Smart Citation
“…1). The bond distances and angles (Table 1) in both the cation and the anion have normal values (Allen et al, 1987) and are comparable to those in related structures (Rahman et al, 2003;Jindawong, Chantrapromma, Fun, Yu & Karalai, 2005;Chantrapromma et al, 2005). The cation is almost planar, the dihedral angle between the benzene and quinolinium rings being 2.8 (1) .…”
Section: Commentsupporting
confidence: 58%
“…Benzenesulfonate is most frequently used to co-crystallize with cations to form compounds which are expected to have second-order non-linear optical properties. Our continuing research on NLO materials (Rahman et al, 2003;Jindawong, Chantrapromma, Fun, Yu & Karalai, 2005;Chantrapromma et al, 2005) has led us to synthesize the title compound, (I).…”
Section: Commentmentioning
confidence: 99%
“…Oudar & LePerson (1975) have also reported the effect of conjugation length, using stilbene instead of a benzene -system. In our continuing research on NLO materials (Rahman et al, 2003;Jindawong et al, 2005;Chantrapromma et al, 2005), we expected that the two rings of quinoline, with the ethylenic C C lying in the same molecular plane, would change the molecular packing from centrosymmetric, as in our previous report (Rahman et al, 2003), to noncentrosymmetric. For this reason, the title compound, (I), was designed and synthesized.…”
Section: Commentmentioning
confidence: 75%
“…For related literature on nonlinear optical materials, see: Chantrapromma et al (2005Chantrapromma et al ( , 2006; Fun et al (2006) ; ;. For bondlength data, see: Allen et al (1987).…”
Section: Related Literaturementioning
confidence: 99%
“…In continuation of our research on nonlinear optical (NLO) materials (Chantrapromma et al, 2005Fun et al, 2006; ;, the crystal structure determination of the title compound, (I), was undertaken in order to obtain detailed information on its three-dimensional structure and crystal packing. Since the title compound crystallizes in a non-centrosymmetric space group, it should exhibit second-order nonlinear optical properties.…”
Section: S1 Commentmentioning
confidence: 99%