2,6-Dichloroaniline–4-(2,6-dichloroanilino)pent-3-en-2-one (1/2)

Abstract

The asymmetric unit of the title compound, C6H5Cl2N·2C11H11Cl2NO, is composed of one mol­ecule of an enamino–ketone [i.e. –(2,6-dichloro­phenyl­amino)­pent-3-en-2-one] and half a mol­ecule of 2,6-dichloro­aniline, the whole mol­ecule of the latter component being generated by twofold rotational symmetry. In this latter mol­ecule, there are two intra­molecular N—H⋯Cl contacts. In the enamino–ketone mol­ecule, there is an N—H⋯O hydrogen bond of moderate strength, and the dihedral angle between the benzene ring and penta­none fragment [C—C(—N)=C—C(=O)—C; planar within 0.005 (1) Å] is 81.85 (7)°. In the crystal, two mol­ecules of the enamino–ketone are bridged by a mol­ecule of 2,6-dichloro­aniline via N—H⋯O hydrogen bonds of moderate strength. There are also π–π inter­actions present, involving the benzene rings of inversion-related enamino–ketone mol­ecules [centroid–centroid distance = 3.724 (4) Å].