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The methanol and ethanol solvates of 4-glutarato-N,N-diiso­propyl­tryptamine

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-oxopentanoate meth­anol monosolvate, C(21)H(30)N(2)O(4)·CH(3)OH, and the analogous...

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Autores principales: Naeem, Marilyn, Bauer, Barbara E., Chadeayne, Andrew R., Golen, James A., Manke, David R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9535823/
https://www.ncbi.nlm.nih.gov/pubmed/36250122
http://dx.doi.org/10.1107/S2056989022009094
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author Naeem, Marilyn
Bauer, Barbara E.
Chadeayne, Andrew R.
Golen, James A.
Manke, David R.
author_facet Naeem, Marilyn
Bauer, Barbara E.
Chadeayne, Andrew R.
Golen, James A.
Manke, David R.
author_sort Naeem, Marilyn
collection PubMed
description 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-oxopentanoate meth­anol monosolvate, C(21)H(30)N(2)O(4)·CH(3)OH, and the analogous ethanol monosolvate, C(21)H(30)N(2)O(4)·C(2)H(6)O. 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⋯O and O—H⋯O hydrogen bonds joining the mol­ecules together in two-dimensional networks parallel to the (100) plane.
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spelling pubmed-95358232022-10-13 The methanol and ethanol solvates of 4-glutarato-N,N-diiso­propyl­tryptamine Naeem, Marilyn Bauer, Barbara E. Chadeayne, Andrew R. Golen, James A. Manke, David R. Acta Crystallogr E Crystallogr Commun Research Communications 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-oxopentanoate meth­anol monosolvate, C(21)H(30)N(2)O(4)·CH(3)OH, and the analogous ethanol monosolvate, C(21)H(30)N(2)O(4)·C(2)H(6)O. 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⋯O and O—H⋯O hydrogen bonds joining the mol­ecules together in two-dimensional networks parallel to the (100) plane. International Union of Crystallography 2022-09-22 /pmc/articles/PMC9535823/ /pubmed/36250122 http://dx.doi.org/10.1107/S2056989022009094 Text en © Naeem et al. 2022 https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution (CC-BY) Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Research Communications
Naeem, Marilyn
Bauer, Barbara E.
Chadeayne, Andrew R.
Golen, James A.
Manke, David R.
The methanol and ethanol solvates of 4-glutarato-N,N-diiso­propyl­tryptamine
title The methanol and ethanol solvates of 4-glutarato-N,N-diiso­propyl­tryptamine
title_full The methanol and ethanol solvates of 4-glutarato-N,N-diiso­propyl­tryptamine
title_fullStr The methanol and ethanol solvates of 4-glutarato-N,N-diiso­propyl­tryptamine
title_full_unstemmed The methanol and ethanol solvates of 4-glutarato-N,N-diiso­propyl­tryptamine
title_short The methanol and ethanol solvates of 4-glutarato-N,N-diiso­propyl­tryptamine
title_sort methanol and ethanol solvates of 4-glutarato-n,n-diiso­propyl­tryptamine
topic Research Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9535823/
https://www.ncbi.nlm.nih.gov/pubmed/36250122
http://dx.doi.org/10.1107/S2056989022009094
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