2-[(E)-(3-Carb­oxy-4-hy­droxy­phen­yl)iminiometh­yl]-4-chloro­phenolate

The title Schiff base compound, C(14)H(10)ClNO(4), has been synthesized by the reaction of 5-amino-2-hy­droxy­benzoic acid and 5-chloro-2-hy­droxy­benzaldehyde. The mol­ecule is a zwitterion in the crystal, with the phenolic hy­droxy group deprotonated and the imine N atom protonated. It adopts an E...

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Autores principales: Farag, Abeer Mohamed, Guan, Teoh Siang, Osman, Hasnah, Hemamalini, Madhukar, Fun, Hoong-Kun
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007861/
https://www.ncbi.nlm.nih.gov/pubmed/21588784
http://dx.doi.org/10.1107/S1600536810033362
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author Farag, Abeer Mohamed
Guan, Teoh Siang
Osman, Hasnah
Hemamalini, Madhukar
Fun, Hoong-Kun
author_facet Farag, Abeer Mohamed
Guan, Teoh Siang
Osman, Hasnah
Hemamalini, Madhukar
Fun, Hoong-Kun
author_sort Farag, Abeer Mohamed
collection PubMed
description The title Schiff base compound, C(14)H(10)ClNO(4), has been synthesized by the reaction of 5-amino-2-hy­droxy­benzoic acid and 5-chloro-2-hy­droxy­benzaldehyde. The mol­ecule is a zwitterion in the crystal, with the phenolic hy­droxy group deprotonated and the imine N atom protonated. It adopts an E configuration about the central C=N double bond. The dihedral angle between the two benzene rings is 3.83 (7)°. Intra­molecular N—H⋯O and O—H⋯O hydrogen bonding generates S(6) ring motifs. In the crystal, mol­ecules are connected by inter­molecular O—H⋯O and C—H⋯Cl hydrogen bonds, forming a supra­molecular chain.
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spelling pubmed-30078612010-12-30 2-[(E)-(3-Carb­oxy-4-hy­droxy­phen­yl)iminiometh­yl]-4-chloro­phenolate Farag, Abeer Mohamed Guan, Teoh Siang Osman, Hasnah Hemamalini, Madhukar Fun, Hoong-Kun Acta Crystallogr Sect E Struct Rep Online Organic Papers The title Schiff base compound, C(14)H(10)ClNO(4), has been synthesized by the reaction of 5-amino-2-hy­droxy­benzoic acid and 5-chloro-2-hy­droxy­benzaldehyde. The mol­ecule is a zwitterion in the crystal, with the phenolic hy­droxy group deprotonated and the imine N atom protonated. It adopts an E configuration about the central C=N double bond. The dihedral angle between the two benzene rings is 3.83 (7)°. Intra­molecular N—H⋯O and O—H⋯O hydrogen bonding generates S(6) ring motifs. In the crystal, mol­ecules are connected by inter­molecular O—H⋯O and C—H⋯Cl hydrogen bonds, forming a supra­molecular chain. International Union of Crystallography 2010-08-28 /pmc/articles/PMC3007861/ /pubmed/21588784 http://dx.doi.org/10.1107/S1600536810033362 Text en © Farag et al. 2010 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
Farag, Abeer Mohamed
Guan, Teoh Siang
Osman, Hasnah
Hemamalini, Madhukar
Fun, Hoong-Kun
2-[(E)-(3-Carb­oxy-4-hy­droxy­phen­yl)iminiometh­yl]-4-chloro­phenolate
title 2-[(E)-(3-Carb­oxy-4-hy­droxy­phen­yl)iminiometh­yl]-4-chloro­phenolate
title_full 2-[(E)-(3-Carb­oxy-4-hy­droxy­phen­yl)iminiometh­yl]-4-chloro­phenolate
title_fullStr 2-[(E)-(3-Carb­oxy-4-hy­droxy­phen­yl)iminiometh­yl]-4-chloro­phenolate
title_full_unstemmed 2-[(E)-(3-Carb­oxy-4-hy­droxy­phen­yl)iminiometh­yl]-4-chloro­phenolate
title_short 2-[(E)-(3-Carb­oxy-4-hy­droxy­phen­yl)iminiometh­yl]-4-chloro­phenolate
title_sort 2-[(e)-(3-carb­oxy-4-hy­droxy­phen­yl)iminiometh­yl]-4-chloro­phenolate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3007861/
https://www.ncbi.nlm.nih.gov/pubmed/21588784
http://dx.doi.org/10.1107/S1600536810033362
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AT guanteohsiang 2e3carboxy4hydroxyphenyliminiomethyl4chlorophenolate
AT osmanhasnah 2e3carboxy4hydroxyphenyliminiomethyl4chlorophenolate
AT hemamalinimadhukar 2e3carboxy4hydroxyphenyliminiomethyl4chlorophenolate
AT funhoongkun 2e3carboxy4hydroxyphenyliminiomethyl4chlorophenolate

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