4-Butylanilinium perchlorate

In the crystal structure of the title salt, C10H16N+·ClO4 −, the 4-butylanilinium cation is mirror symmetric, the butyl C atoms and anilinium N atom and 1,4-position C atoms of the benzene ring being located on the mirror plane; the perchlorate anion is also mirror symmetric, with two O atoms and one Cl atom lying on the mirror plane. Trifurcated N—H⋯O hydrogen bonding is observed between the cation and anion in the crystal structure.

In the crystal structure of the title salt, C 10 H 16 N + ÁClO 4 À , the 4butylanilinium cation is mirror symmetric, the butyl C atoms and anilinium N atom and 1,4-position C atoms of the benzene ring being located on the mirror plane; the perchlorate anion is also mirror symmetric, with two O atoms and one Cl atom lying on the mirror plane. Trifurcated N-HÁ Á ÁO hydrogen bonding is observed between the cation and anion in the crystal structure.

Comment
The amino derivatives have found wide range of applications in material science, such as molecular recognition, fluorescence and dielectric behavior (Fender et al., 2002;Kryatova et al., 2004). And there has been an increased interest in the preparation of salts of amide (Aminabhavi et al., 1986;Fu et al. 2010). We report here the crystal structure of the title compound, 4-butylanilinium monoperchlorate.
In the title compound ( Fig. 1), the asymmetric unit is composed of half ClO 4 anion and half C 10 H 16 N + organic cation.
The N atom of the amine group is protonated. The butyl group is approximately perpendicular to the benzene plane, the torsion angle C3-C4-C5-C6 = 88.5 (6)°.
In the crystal structure, the trifurcated N-H···O hydrogen bonding is observed between the cation and anion (Table 1).
Experimental 4-Butylanilinium perchlorate was obtained commercially from Alfa Aesar. Colourless block-shaped crystals suitable for X-ray analysis were obtained by slow evaporation of an ethanol/water (2:1 v/v) solution.

Refinement
All H atoms attached to C atoms were fixed geometrically and treated as riding with C-H = 0.93 Å (aromatic), C-H = 0.96 Å (methyl) and C-H = 0.97 Å (methylene), with U iso (H) = 1.5U eq (C) for methyl H atoms and 1.2U eq (C) for the others.
All NH 3 + hydrogen atoms were calculated geometrically and were refined using a riding model with N-H = 0.86 Å and U iso (H) = 1.5U eq (N). Fig. 1. A view of the asymmetric unit with the atomic numbering scheme. The displacement ellipsoids were drawn at the 30% probability level.

Special details
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 > 2sigma(F 2 ) is used only for calculating R-factors(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 )