'Foxtrot' fumarate: a water-soluble salt of N, N-di-allyl-5-methoxytryptamine (5-MeO-DALT)

Acta Crystallogr E Crystallogr Commun. 2021 Mar 19;77(Pt 4):416-419. doi: 10.1107/S2056989021002838. eCollection 2021 Apr 1.

Abstract

The title compound, bis-(N,N-diallyl-5-meth-oxy-tryptammonium) (5-MeO-DALT) fumarate (systematic name: bis-{N-[2-(5-meth-oxy-1H-indol-3-yl)eth-yl]- N-(prop-2-en-1-yl)prop-2-en-1-aminium} (E)-but-2-enedioate), 2C17H23N2O+·C4H2O4 2-, has a single tryptammonium cation and half of a fumarate dianion in the asymmetric unit. The tryptammonium and fumarate ions are held together in one-dimensional chains by a series of N-H⋯O hydrogen bonds. These chains are combinations of R 4 4(22) rings, and C 2 2(14) and C 4 4(28) parallel chains along [111].

Keywords: crystal structure; hydrogen bonding; indoles; tryptamines.

Grants and funding

This work was funded by National Science Foundation, Directorate for Mathematical and Physical Sciences grant CHE-1429086.