4-(4-Bromo-phen-yl)-6-(4-chloro-phen-yl)-pyrimidin-2-ylamine

Abstract

The title compound, C(16)H(11)BrClN(3), contains pairs of mol-ecules lying about inversion centers linked by amino-pyrimidine N-H⋯N hydrogen bonds. The eight-membered rings thus formed are represented by the R(2) (2)(8) motif in graph-set notation. The second H atom of the amine group shows a rather weak inter-action with two Br atoms, resulting in bifurcated N-H⋯(Br,Br) hydrogen bonds. The dihedral angles between the mean planes of the benzene rings and the mean plane of the heterocyclic ring are 8.98 (15) and 35.58 (10)°. The Br and Cl atoms show substitutional disorder, with site-occupancy factors of 0.599 (2) and 0.401 (2), respectively.

Fig. 1.

ORTEP-3 (Farrugia, 1997) drawing of (I) with displacement ellipsoids plotted at 50% probability level. Hollow bonds represent smaller fractions of the disordered Br and Cl atoms (Br1 and Cl1, respectively).

Fig. 2.

Unit cell packing of (I) showing hydrogen bonds with dashed lines; H-atoms not involved in H-bonds have been omitted.