2,6-Dibromo-4-butylanilinium chloride

In the crystal structure of the title salt, C10H14Br2N+·Cl−, the organic cations and chloride anions are linked into one-dimensional chains parallel to the a axis by N—H⋯Cl and N—H⋯Br hydrogen bonds.

In the crystal structure of the title salt, C 10 H 14 Br 2 N + ÁCl À , the organic cations and chloride anions are linked into onedimensional chains parallel to the a axis by N-HÁ Á ÁCl and N-HÁ Á ÁBr hydrogen bonds.

Comment
In recent years there has been a rapidly increasing interest in the construction of various kinds of supramolecular systems for understanding molecular self-assembly principles and for designing molecular recognition. A supramolecular system generally refers to an assembly of molecules which are not covalently connected but assembled by other weak intermolecular interactions, such as hydrogen bonds (Lehn, 1995;Scheiner, 1997). We report here the crystal structure of the title compound, 2,6-dibromo-4-butylanilinium chloride.
Bond lengths and angles lie within normal ranges. In the crystal structure, the organic cations and Clanions are linked by N-H···Cl and N-H···Br hydrogen bonds (Table 1) to form one-dimensional chains along the a axis (Fig. 2).

Experimental
The title compound was purchased from ALFA AESAR. The compound (3 mmol) was dissolved in ethanol (20 ml) and the solution allowed to evaporate to obtain colourless block-shaped crystals of the title compound suitable for X-ray analysis.

Refinement
All H atoms were fixed geometrically and treated as riding, with C-H = 0.93-0.97 Å, N-H = 0.89 Å, and with U iso (H) = 1.2 U iso (C) or 1.5 U iso (C, N) for methyl and protonated amine H atoms. Restraints (SIMU and DELU) were applied to the U ij parameters of atoms C9 and C10. Fig. 1. A view of the title compound with the atomic numbering scheme. Displacement ellipsoids are 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 )
x y z U iso */U eq