Crystal structure of N-butyl-2,3-bis-(di-cyclo-hexyl-amino)-cyclo-propeniminium chloride benzene monosolvate

Abstract

N-Butyl-2,3-bis-(di-cyclo-hexyl-amino)-cyclo-propenimine (1) crystallizes from benzene and hexa-nes in the presence of HCl as a mono-benzene solvate of the hydro-chloride salt, [1H]Cl·C₆H₆ or C₃₁H₅₄N₃ ⁺·Cl^-·C₆H₆, in the P2₁/n space group. The protonation of 1 results in the generation of an aromatic structure based upon the delocalization of the cyclo-propene double bond around the cyclo-propene ring, giving three inter-mediate C-C bond lengths of ∼1.41 Å, and the delocalization of the imine-type C-N double bond, giving three inter-mediate C-N bond lengths of ∼1.32 Å. Ion-ion and ion-benzene packing inter-actions are described and illustrated.

Keywords: aromaticity; crystal structure; cyclo­propene; superbases.