3-Acetyl-6-chloro-2-methyl-4-phenylquinolinium perchlorate

In the title molecular salt, C18H15ClNO+·ClO4 −, the quinolinium ring system is approximately planar, with a maximum deviation of 0.027 (1) Å. The dihedral angle formed between the mean planes of the quinolinium ring system and the benzene ring is 78.46 (3)°. In the crystal structure, intermolecular N—H⋯O and C—H⋯O hydrogen bonds link the cations and anions into a three-dimensional network. The crystal structure is further consolidated by C—H⋯π interactions.


Comment
Quinolines and their derivatives are very important compounds because of their wide occurrence in natural products (Morimoto et al., 1991;Michael, 1997), and biologically active compounds (Markees et al., 1970 ;Campbell et al., 1988). A large variety of quinolines have interesting physiological activities and found attractive applications as pharmaceuticals, agrochemicals and as synthetic building blocks, due to their great importance, the synthesis of new derivatives of quinoline remains an active research area (Katritzky & Arend, 1998;Jiang & Si, 2002).

Experimental
A mixture of 3-acetyl-6-chloro-2-methyl-4-phenylquinoline and a catalytic amount of nickel chloride in acid medium was refluxed for about an hour and resultant compound was recrystallized from 3:1 ethanol water to yield colourless blocks of (I).
Geometry. All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes.
Refinement. Refinement of F 2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F 2 , conventional R-factors R are based on F, with F set to zero for negative F 2 . The threshold expression of F 2 > σ(F 2 ) is used only for calculating Rfactors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F 2 are statistically about twice as large as those based on F, and R-factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å 2 )
x y z U iso */U eq  (7)