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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...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2022
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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. |
format | Online Article Text |
id | pubmed-9535823 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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