2-(4-Bromo-phen-yl)-N-[3-(1H-imidazol-1-yl)prop-yl]quinazolin-4-amine

Abstract

In the title compound, C(20)H(18)BrN(5), the bromo-phenyl-substituted quinazoline unit is essentially planar [maximum deviation = 0.098 (3) Å] and makes a dihedral angle of 56.04 (14)° with the imidazole ring. In the crystal, mol-ecules are associated by pairs of N-H⋯N hydrogen bonds to form inversion dimers. All the quinazoline planar systems are oriented almost perpendicular to the [110] direction, making π-π inter-actions possible between adjacent dimers [centroid-centroid distances = 3.7674 (16) and 3.7612 (17) Å]. There are also a number of C-H⋯π inter-actions present. The crystal is a nonmerohedral twin, with a minor twin fraction of 0.47.

Fig. 1.

A view of the molecular structure of the title molecule with the atom numbering. The displacement ellipsoids are drawn at the 50% probability level.

Fig. 2.

A partial view perpendicular to (110) of the crystal packing of the title compound, showing the N-H···N hydrogen bonded (blue dashed lines; Table 1) inversion dimers and the overlap of the inversion related bromophenyl substituted quinazoline units.

Fig. 3.

A view along the c axis of the crystal packing of the title compound. Hydrogen bonds are shown as blue dashed lines (see Table 1 for details).