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The methanol and ethanol solvates of 4-glutarato- N , N -diiso-propyl-tryptamine

The solid-state structures of two solvated forms of 4-glutarato- , -diiso-propyl-tryptamine were determined by single-crystal X-ray diffraction, namely, 5-[(3-{2-[bis(propan-2-yl)azaniumyl]ethyl}-1 -indol-4-yl)oxy]-5-oxopentanoate meth-anol monosolvate, C H N O ·CH OH, and the analogous ethanol mono...

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Bibliographic Details
Published in:Acta crystallographica. Section E, Crystallographic communications Crystallographic communications, 2022-10, Vol.78 (Pt 10), p.1034-1038
Main Authors: Naeem, Marilyn, Bauer, Barbara E, Chadeayne, Andrew R, Golen, James A, Manke, David R
Format: Article
Language:English
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Summary:The solid-state structures of two solvated forms of 4-glutarato- , -diiso-propyl-tryptamine were determined by single-crystal X-ray diffraction, namely, 5-[(3-{2-[bis(propan-2-yl)azaniumyl]ethyl}-1 -indol-4-yl)oxy]-5-oxopentanoate meth-anol monosolvate, C H N O ·CH OH, and the analogous ethanol monosolvate, C H N O ·C H O. In both compounds, the 4-glutarato- , -di-iso--pro-pyl-tryptamine exists as a zwitterion with a protonated tertiary ammonium and a deprotonated glutarato carboxyl-ate. The tryptamine zwitterions and alcohol solvates in both structures combine to produce near identical hydrogen-bonding networks, with N-H⋯O and O-H⋯O hydrogen bonds joining the mol-ecules together in two-dimensional networks parallel to the (100) plane.
ISSN:2056-9890
2056-9890
DOI:10.1107/S2056989022009094