Two polymorphs of N,N'-diphenyl-2-[1-(propyl-amino)-ethyl-idene]propanedi-amide.

Abstract

Two polymorphs of the title compound, C20H23N3O2, have been isolated. Polymorph (I) crystallizes in the monoclinic space group P2 1/n and polymorph (II) in the tetra-gonal space group I4 1/a. The main difference between the two polymorphs on the mol-ecular level is the orientation of the n-propyl group. This group is anti-periplanar in (I) and synclinal in (II). The core of the mol-ecule consists of two carbamoyl units bound to an enamine unit. The most prominent features are intra-molecular N-H⋯O hydrogen bonds in both polymorphs. Both polymorphs form dimers with graph set R 2 2(12) via inter-molecular N-H⋯O hydrogen bonds. Adjacent dimers of (I) are connected via a weak C-H⋯O inter-action, resulting in a chain parallel to the crystallographic a-axis. The dimers of (II) are connected by weak C-H⋯π inter-actions, forming inter-molecular chains along the c-axis direction.