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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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Autor principal: Smith, Graham
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
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
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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).
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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
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