2,6-Dibromo-4-methylaniline

The molecules of the title compound are linked by weak N—H⋯N hydrogen bonds into [100] chains.

In the title compound, C 7 H 7 Br 2 N, the C-C-C bond angles of the benzene ring are notably distorted and two short intamolecular N-HÁ Á ÁBr contacts occur. In the crystal, the molecules are linked by N-HÁ Á ÁN hydrogen bonds to generate C(2) chains propagating in the [100] direction.
In the crystal, the molecules are linked by weak N1-H1BÁ Á ÁN1 hydrogen bonds (Table 1) with NÁ Á ÁN = 3.120 (7) Å to generate [100] C(2) chains with adjacent molecules related by the 2 1 screw axis. A similar hydrogen bond was observed in diaminomesithylene (Brihi et al., 2016). The packing is illustrated in Fig. 2, which shows the topology of the chain is a zigzag, with an angle of inclination of the benzene ring to the a axis of 53.73 (14) .

data reports Synthesis and crystallization
The title compound is commercially available (Lancaster Synthesis). It was purified by recrystallization from a solution of 80% ethanol and 20% distilled water. The colorless single crystals obtained are in the form of needles, which grow along the a axis.

Figure 1
The molecular structure of the title compound showing displacement ellipsoids at the 50% probability level. Special details Geometry. Bond distances, angles etc. have been calculated using the rounded fractional coordinates. All su's are estimated from the variances of the (full) variance-covariance matrix. The cell esds are taken into account in the estimation of distances, angles and torsion angles 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 )