Bis(4-acet-oxy- N, N-di-methyl-tryptammonium) fumarate: a new crystalline form of psilacetin, an alternative to psilocybin as a psilocin prodrug

The title compound (systematic name: bis-{2-[4-(acet-yloxy)-1H-indol-3-yl]ethan-1-aminium} but-2-enedioate), 2C₁₄H₁₉N₂O₂ ⁺·C₄H₂O₄ ^2-, has a single protonated psilacetin cation and one half of a fumarate dianion in the asymmetric unit. There are N-H⋯O hydrogen bonds between the ammonium H atoms and the fumarate O atoms, as well as N-H⋯O hydrogen bonds between the indole H atoms and the fumarate O atoms. The hydrogen bonds hold the ions together in infinite one-dimensional chains along [111].