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The crystal structure of baeocystin

Marilyn Naeem, Alexander M. Sherwood, Andrew R Chadeayne, James A. Golen, David R. Manke

Acta Crystallographica Section E Crystallographic Communications May 6, 2022 DOI: 10.1107/s2056989022004467 (opens in new tab)

Study at a glance

AI-extracted from the abstract
Characteristics Crystallographic study Peer reviewed
Keywords Crystal structure Crystallography Alkaloids
Citations 5
Key points Baeocystin crystallizes as a zwitterion with an intramolecular N—H...O hydrogen bond and forms a three-dimensional hydrogen-bonded network in the crystal.

Abstract

The title compound, baeocystin or 4-phosphoryloxy- N -methyltryptamine {systematic name: 3-[2-(methylazaniumyl)ethyl]-1 H -indol-4-yl hydrogen phosphate}, C 11 H 15 N 2 O 4 P, has a single zwitterionic molecule in the asymmetric unit. The molecule has an intramolecular N—H...O hydrogen bond between the ammonium cation and the hydrophosphate anion. In the crystal, the molecules are linked by N—H...O and O—H...O hydrogen bonds into a three-dimensional network.