organic compounds
N,N′-Diphenylethylenediamine, C14H16N2, forms monoclinic crystals, with a centre of symmetry at the mid-point of the central C—C bond. In the crystal structure, the intermolecular interactions are primarily of N—Hπ and C—Hπ character, without any contribution from N—HN hydrogen bonding. The N—Hπ and C—Hπ interactions, when considered separately, give rise to two sets of layers that, on superposition, generate a network structure.
metal-organic compounds
In the search for ketone complexes suitable for absolute asymmetric synthesis, that is, complexes crystallizing in Sohncke space groups, we have studied complexes between copper(I) halides and acetylpyridines. The structure of polymeric [CuCl(3-acpy)]n (3-acpy is 3-acetylpyridine, C7H7NO), a compound which was found to form achiral chains crystallizing in a centrosymmetric space group, is reported here. The complex forms ladder-type chains, in which the CuI atom is coordinated by one N atom and three Cl atoms in a tetrahedral geometry. In the crystal structure, the chains are interconnected through C—HCl and C—HO intermolecular contacts.
organic compounds
The centrosymmetric title compound, C16H20N2, was synthesized by deprotonation of N,N′-diphenylethylenediamine with n-BuLi in tetrahydrofuran. The coordination geometry around the N atoms is trigonal planar and the conformation about the ethane bond is staggered. The crystal structure displays intermolecular C—Hπ interactions which give rise to infinite pleated layers extended in the bc plane. The possibility of obtaining an amine that can undergo crystallization-induced asymmetric transformation is discussed. This would enable the preparation of the pure enantiomers by absolute asymmetric synthesis.