Bufotenidinium iodide

Abstract

The title compound, 5-hy-droxy-N,N,N-tri-methyl-tryptammonium (5-HTQ) iodide {systematic name: [2-(5-hy-droxy-1H-indol-3-yl)eth-yl]tri-methyl-aza-nium iodide}, C₁₃H₁₉N₂O⁺·I^-, has a single tryptammonium cation and one iodide anion in the asymmetric unit. The ions are held together by N-H⋯I and O-H⋯I hydrogen bonds in infinite chains along [100].

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

Figure 1

The mol­ecular structure of 5-hy­droxy-N,N,N-tri­methyl­tryptammonium (5-HTQ) iodide, showing the atom labeling. Displacement ellipsoids are drawn at the 50% probability level. A hydrogen bond is shown as a dashed line.

Figure 2

The crystal packing of 5-hy­droxy-N,N,N-tri­methyl­tryptammonium (5-HTQ) iodide, viewed along the a axis. The hydrogen bonds (Table 1 ▸) are shown as dashed lines. Displacement ellipsoids are drawn at the 50% probability level. Hydrogen atoms not involved in hydrogen bonds are omitted for clarity.