2-[(E)-(2,4-Dihy­droxy­benzyl­idene)aza­nium­yl]-3-phenyl­propano­ate

The title compound, C(16)H(15)NO(4), exists as a zwitterion in the solid state, with the carb­oxy­lic acid group being deprotonated and the imine N atom being protonated. The mol­ecule adopts an E configuration about the C=N double bond. The dihedral angle between the benzene rings is 46.34 (4)°. An...

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Autores principales: Bahron, Hadariah, Fadzel, Fatimatuzzahraa Mohd, Kassim, Karimah, Hemamalini, Madhukar, Fun, Hoong-Kun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3120434/
https://www.ncbi.nlm.nih.gov/pubmed/21754728
http://dx.doi.org/10.1107/S1600536811016655
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author Bahron, Hadariah
Fadzel, Fatimatuzzahraa Mohd
Kassim, Karimah
Hemamalini, Madhukar
Fun, Hoong-Kun
author_facet Bahron, Hadariah
Fadzel, Fatimatuzzahraa Mohd
Kassim, Karimah
Hemamalini, Madhukar
Fun, Hoong-Kun
author_sort Bahron, Hadariah
collection PubMed
description The title compound, C(16)H(15)NO(4), exists as a zwitterion in the solid state, with the carb­oxy­lic acid group being deprotonated and the imine N atom being protonated. The mol­ecule adopts an E configuration about the C=N double bond. The dihedral angle between the benzene rings is 46.34 (4)°. An intra­molecular N—H⋯O hydrogen bond generates an S(6) ring motif. In the crystal, adjacent mol­ecules are connected by inter­molecular O—H⋯O and C—H⋯O hydrogen bonds, forming supra­molecular ribbons along the a axis.
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spelling pubmed-31204342011-07-13 2-[(E)-(2,4-Dihy­droxy­benzyl­idene)aza­nium­yl]-3-phenyl­propano­ate Bahron, Hadariah Fadzel, Fatimatuzzahraa Mohd Kassim, Karimah Hemamalini, Madhukar Fun, Hoong-Kun Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(16)H(15)NO(4), exists as a zwitterion in the solid state, with the carb­oxy­lic acid group being deprotonated and the imine N atom being protonated. The mol­ecule adopts an E configuration about the C=N double bond. The dihedral angle between the benzene rings is 46.34 (4)°. An intra­molecular N—H⋯O hydrogen bond generates an S(6) ring motif. In the crystal, adjacent mol­ecules are connected by inter­molecular O—H⋯O and C—H⋯O hydrogen bonds, forming supra­molecular ribbons along the a axis. International Union of Crystallography 2011-05-07 /pmc/articles/PMC3120434/ /pubmed/21754728 http://dx.doi.org/10.1107/S1600536811016655 Text en © Bahron et al. 2011 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
Bahron, Hadariah
Fadzel, Fatimatuzzahraa Mohd
Kassim, Karimah
Hemamalini, Madhukar
Fun, Hoong-Kun
2-[(E)-(2,4-Dihy­droxy­benzyl­idene)aza­nium­yl]-3-phenyl­propano­ate
title 2-[(E)-(2,4-Dihy­droxy­benzyl­idene)aza­nium­yl]-3-phenyl­propano­ate
title_full 2-[(E)-(2,4-Dihy­droxy­benzyl­idene)aza­nium­yl]-3-phenyl­propano­ate
title_fullStr 2-[(E)-(2,4-Dihy­droxy­benzyl­idene)aza­nium­yl]-3-phenyl­propano­ate
title_full_unstemmed 2-[(E)-(2,4-Dihy­droxy­benzyl­idene)aza­nium­yl]-3-phenyl­propano­ate
title_short 2-[(E)-(2,4-Dihy­droxy­benzyl­idene)aza­nium­yl]-3-phenyl­propano­ate
title_sort 2-[(e)-(2,4-dihy­droxy­benzyl­idene)aza­nium­yl]-3-phenyl­propano­ate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3120434/
https://www.ncbi.nlm.nih.gov/pubmed/21754728
http://dx.doi.org/10.1107/S1600536811016655
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