2-[(E)-(2-Morpholinoeth­yl)iminiometh­yl]-4-nitro-1-oxocyclo­hexa­dienide

The mol­ecule of the title compound, C(13)H(17)N(3)O(4), exists as a zwitterion, with the H atom of the phenol group being transferred to the imine N atom. The C=O, C(Ar)—C(Ar) and C—N bond lengths are in agreement with the oxocyclo­hexa­dienide–iminium zwitterionic form. A strong intra­molecular N(...

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Detalles Bibliográficos
Autores principales: Bingöl Alpaslan, Yelda, Tanak, Hasan, Ağar, Erbil, Erşahin, Ferda
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2009
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977119/
https://www.ncbi.nlm.nih.gov/pubmed/21583542
http://dx.doi.org/10.1107/S1600536809026191
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author Bingöl Alpaslan, Yelda
Tanak, Hasan
Ağar, Erbil
Erşahin, Ferda
author_facet Bingöl Alpaslan, Yelda
Tanak, Hasan
Ağar, Erbil
Erşahin, Ferda
author_sort Bingöl Alpaslan, Yelda
collection PubMed
description The mol­ecule of the title compound, C(13)H(17)N(3)O(4), exists as a zwitterion, with the H atom of the phenol group being transferred to the imine N atom. The C=O, C(Ar)—C(Ar) and C—N bond lengths are in agreement with the oxocyclo­hexa­dienide–iminium zwitterionic form. A strong intra­molecular N(+)—H⋯O hydrogen bond generates an S(6) ring motif. The morpholine ring adopts a chair conformation. In the crystal, mol­ecules are linked into centrosymmetric dimers by inter­molecular N—H⋯O hydrogen bonds. In addition, C—H⋯O hydrogen bonds and very weak C—H⋯π inter­actions are observed.
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spelling pubmed-29771192010-12-30 2-[(E)-(2-Morpholinoeth­yl)iminiometh­yl]-4-nitro-1-oxocyclo­hexa­dienide Bingöl Alpaslan, Yelda Tanak, Hasan Ağar, Erbil Erşahin, Ferda Acta Crystallogr Sect E Struct Rep Online Organic Papers The mol­ecule of the title compound, C(13)H(17)N(3)O(4), exists as a zwitterion, with the H atom of the phenol group being transferred to the imine N atom. The C=O, C(Ar)—C(Ar) and C—N bond lengths are in agreement with the oxocyclo­hexa­dienide–iminium zwitterionic form. A strong intra­molecular N(+)—H⋯O hydrogen bond generates an S(6) ring motif. The morpholine ring adopts a chair conformation. In the crystal, mol­ecules are linked into centrosymmetric dimers by inter­molecular N—H⋯O hydrogen bonds. In addition, C—H⋯O hydrogen bonds and very weak C—H⋯π inter­actions are observed. International Union of Crystallography 2009-07-11 /pmc/articles/PMC2977119/ /pubmed/21583542 http://dx.doi.org/10.1107/S1600536809026191 Text en © Bingöl Alpaslan et al. 2009 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 Organic Papers
Bingöl Alpaslan, Yelda
Tanak, Hasan
Ağar, Erbil
Erşahin, Ferda
2-[(E)-(2-Morpholinoeth­yl)iminiometh­yl]-4-nitro-1-oxocyclo­hexa­dienide
title 2-[(E)-(2-Morpholinoeth­yl)iminiometh­yl]-4-nitro-1-oxocyclo­hexa­dienide
title_full 2-[(E)-(2-Morpholinoeth­yl)iminiometh­yl]-4-nitro-1-oxocyclo­hexa­dienide
title_fullStr 2-[(E)-(2-Morpholinoeth­yl)iminiometh­yl]-4-nitro-1-oxocyclo­hexa­dienide
title_full_unstemmed 2-[(E)-(2-Morpholinoeth­yl)iminiometh­yl]-4-nitro-1-oxocyclo­hexa­dienide
title_short 2-[(E)-(2-Morpholinoeth­yl)iminiometh­yl]-4-nitro-1-oxocyclo­hexa­dienide
title_sort 2-[(e)-(2-morpholinoeth­yl)iminiometh­yl]-4-nitro-1-oxocyclo­hexa­dienide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2977119/
https://www.ncbi.nlm.nih.gov/pubmed/21583542
http://dx.doi.org/10.1107/S1600536809026191
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