Abstract
The solid-state structures of two solvated forms of 4-glutarato-N,N-diisopropyltryptamine were determined by single-crystal X-ray diffraction, namely, 5-[(3-{2-[bis(propan-2-yl)azaniumyl]ethyl}-1H-indol-4-yl)oxy]-5-oxopentano ate methanol monosolvate, C21H30N2O4 center dot CH3OH, and the analogous ethanol monosolvate, C21H30N2O4 center dot CH2H6O. In both compounds, the 4-glutarato-N,N-diisopropyltryptamine exists as a zwitterion with a protonated tertiary ammonium and a deprotonated glutarato carboxylate. The tryptamine zwitterions and alcohol solvates in both structures combine to produce near identical hydrogen-bonding networks, with N-H center dot center dot center dot O and O-H center dot center dot center dot O hydrogen bonds joining the molecules together in two-dimensional networks parallel to the (100) plane.