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Crystal structure of morpholin-4-ium cinnamate
In the anhydrous salt formed from the reaction of morpholine with cinnamic acid, C(4)H(10)NO(+)·C(9)H(7)O(2) (−), the acid side chain in the trans-cinnamate anion is significantly rotated out of the benzene plane [C—C—C— C torsion angle = 158.54 (17)°]. In the crystal, one of the the aminium H atoms...
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Formato: | Online Artículo Texto |
Lenguaje: | English |
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International Union of Crystallography
2015
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4645001/ https://www.ncbi.nlm.nih.gov/pubmed/26594560 http://dx.doi.org/10.1107/S2056989015019179 |
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author | Smith, Graham |
author_facet | Smith, Graham |
author_sort | Smith, Graham |
collection | PubMed |
description | In the anhydrous salt formed from the reaction of morpholine with cinnamic acid, C(4)H(10)NO(+)·C(9)H(7)O(2) (−), the acid side chain in the trans-cinnamate anion is significantly rotated out of the benzene plane [C—C—C— C torsion angle = 158.54 (17)°]. In the crystal, one of the the aminium H atoms is involved in an asymmetric three-centre cation–anion N—H⋯(O,O′) R (1) (2)(4) hydrogen-bonding interaction with the two carboxylate O-atom acceptors of the anion. The second aminium-H atom forms an inter-species N—H⋯O(carboxylate) hydrogen bond. The result of the hydrogen bonding is the formation of a chain structure extending along [100]. Chains are linked by C—H⋯O interactions, forming a supramolecular layer parallel to (01-1). |
format | Online Article Text |
id | pubmed-4645001 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-46450012015-11-20 Crystal structure of morpholin-4-ium cinnamate Smith, Graham Acta Crystallogr E Crystallogr Commun Data Reports In the anhydrous salt formed from the reaction of morpholine with cinnamic acid, C(4)H(10)NO(+)·C(9)H(7)O(2) (−), the acid side chain in the trans-cinnamate anion is significantly rotated out of the benzene plane [C—C—C— C torsion angle = 158.54 (17)°]. In the crystal, one of the the aminium H atoms is involved in an asymmetric three-centre cation–anion N—H⋯(O,O′) R (1) (2)(4) hydrogen-bonding interaction with the two carboxylate O-atom acceptors of the anion. The second aminium-H atom forms an inter-species N—H⋯O(carboxylate) hydrogen bond. The result of the hydrogen bonding is the formation of a chain structure extending along [100]. Chains are linked by C—H⋯O interactions, forming a supramolecular layer parallel to (01-1). International Union of Crystallography 2015-10-17 /pmc/articles/PMC4645001/ /pubmed/26594560 http://dx.doi.org/10.1107/S2056989015019179 Text en © Graham Smith 2015 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited. |
spellingShingle | Data Reports Smith, Graham Crystal structure of morpholin-4-ium cinnamate |
title | Crystal structure of morpholin-4-ium cinnamate |
title_full | Crystal structure of morpholin-4-ium cinnamate |
title_fullStr | Crystal structure of morpholin-4-ium cinnamate |
title_full_unstemmed | Crystal structure of morpholin-4-ium cinnamate |
title_short | Crystal structure of morpholin-4-ium cinnamate |
title_sort | crystal structure of morpholin-4-ium cinnamate |
topic | Data Reports |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4645001/ https://www.ncbi.nlm.nih.gov/pubmed/26594560 http://dx.doi.org/10.1107/S2056989015019179 |
work_keys_str_mv | AT smithgraham crystalstructureofmorpholin4iumcinnamate |