Quaternary tryptammonium salts: N,N-dimethyl-N-n-propyltryptammonium (DMPT) iodide and N-allyl-N,N-dimethyltryptammonium (DMALT) iodide

Abstract

The solid-state structures of two quaternary trytpammonium salts, namely, N,N-dimethyl-N-n-propyltryptammonium (DMPT) iodide [systematic name: 2-(1H-indol-3-yl)-N,N-dimethyl-N-propylazanium iodide], C15H23N2+·I-, and N-allyl-N,N-dimethyltryptammonium (DMALT) iodide, [systematic name: 2-(1H-indol-3-yl)-N,N-dimethyl-N-(prop-2-en-1-yl)azanium iodide], C15H21N2+·I-, are reported. Both salts possess a trialkyltryptammonium cation and an iodide anion in the asymmetric unit, which are joined together through N-H..I interactions. The DMALT structure was refined as an inversion twin, and the allyl group is disordered over two orientations with a 0.70 (4):0.30 (4) ratio.