1-Methyl-2-[(E)-2-(2-thienyl)ethenyl]quinolinium iodide

Abstract

In the title compound, C16H14NS+·I−, the cation has an E configuration about the C=C double bond of the ethyl­ene unit. The dihedral angle between the thio­phene ring and the quinolinium ring system is 11.67 (11)°. A weak C—H⋯S intra­molecular inter­action involving the thio­phene ring generates an S(5) ring motif. In the crystal structure, the iodide ion, located between the cations arranged in an anti­parallel manner, forms weak C—H⋯I inter­actions. The crystal structure is further stabilized by a π–π inter­action between the thio­phene and pyridine rings; the centroid–centroid distance is 3.6818 (13) Å.

1-Methyl-2-[(E)-2-(2-thienyl)ethenyl]quinolinium 4-bromobenzenesulfonate

“…The relative arrangement of cation and anion is shown by the angles between the mean plane of the 4-bromophenyl ring and those of the quinolinium and thiophene rings which are 75.43 (8)° and 72.03 (11)°, respectively. The bond lengths are normal (Allen et al, 1987) and are comparable with those in related structures (Chantrapromma et al, 2006;Ruanwas et al, 2008).…”

“…For background to non-linear optical materials research, see: Chantrapromma et al (2009a,b), Fun et al (2009); Raimundo et al (2002). For related structures, see: Chantrapromma et al (2006); Ruanwas et al (2008). For the stability of the temperature controller used in the data collection, see Cosier & Glazer, (1986).…”

1-Methyl-4-[(E)-2-(2-thienyl)ethenyl]pyridinium 4-methylbenzenesulfonate

“…The ethenyl unit is nearly coplanar with the pyridinium and thiophene rings with the torsion angles C4-C5-C6-C7 = 3.0 (3)° and C6-C7-C8-S1 = -3.7 3 interactions, forming S(5) ring motifs (Bernstein et al, 1995). The bond lengths and angles are normal (Allen et al, 1987) and are comparable with closely related structures Chantrapromma, Jindawong, Fun & Patil, 2007;Chantrapromma et al, 2008;Ruanwas et al, 2008). (Table 1); Cg 1 is the centroid of the C13-C18 benzene ring.…”

“…For related literature on hydrogen-bond motifs, see: Bernstein et al (1995). For related structures, see, for example: ; Chantrapromma, Jindawong, Fun & Patil (2007); Chantrapromma et al (2008); Lakshmanaperumal et al (2002Lakshmanaperumal et al ( , 2004; Rahman et al (2003); Ruanwas et al (2008); Usman et al (2000Usman et al ( , 2001.…”

“…Pyridinium derivatives have been found to have nonlinear optical properties (Lakshmanaperumal et al, 2002(Lakshmanaperumal et al, , 2004Usman et al, 2000Usman et al, , 2001. We have previously synthesized and crystallized several compounds of pyridinium and quinolinium derivatives to study their non-linear optical properties Chantrapromma, Jindawong, Fun & Patil, 2007;Chantrapromma et al, 2008;Ruanwas et al, 2008). As part of our research on nonlinear optic materials, the title compound was synthesized.…”