N,N-bis(2-quinolinylmethyl)benzylamine

Abstract

N,N-bis(2-quinolinylmethyl)benzylamine (1) was synthesized under basic conditions from a pseudo-three-component reaction between benzylamine and two molecules of 2-(quinolinylmethyl)chloride, resulting in the formation of two N–C bonds in a single step. Compound (1) crystallizes in the triclinic system of the P-1 space group. The unit cell comprises a dimer of 1, in which the monomers are linked by two complementary hydrogen bonds between N1 and H′1–C′1 of another molecule. The dimers form chains along the a-axis through intermolecular interactions between the N′2 acceptor atoms and C″17 donors from molecules in the nearest neighboring dimer. These interactions form extended sheets of the dimers of 1, along the ab plane. The quinolinylmeth-2-yl groups of 1 lie in almost orthogonal planes and their N1/2(q) donor atoms are away from the apical amino N3 atom.