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4-[(2,4-Dihydroxybenzylidene)ammonio]benzenesulfonate trihydrate
The title Schiff base compound, C(13)H(11)NO(5)S·3H(2)O, formed from sulfanilic acid and 2,4-dihydroxybenzaldehyde, crystallized out as a zwitterion with the N atom protonated. The asymmetric unit consists of one 4-[(2,4-dihydroxybenzylidene)ammonio]benzenesulfonate and three water molecules. T...
Autores principales: | , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2010
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983714/ https://www.ncbi.nlm.nih.gov/pubmed/21580347 http://dx.doi.org/10.1107/S1600536810004526 |
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author | Yeap, Chin Sing Hemamalini, Madhukar Fun, Hoong-Kun |
author_facet | Yeap, Chin Sing Hemamalini, Madhukar Fun, Hoong-Kun |
author_sort | Yeap, Chin Sing |
collection | PubMed |
description | The title Schiff base compound, C(13)H(11)NO(5)S·3H(2)O, formed from sulfanilic acid and 2,4-dihydroxybenzaldehyde, crystallized out as a zwitterion with the N atom protonated. The asymmetric unit consists of one 4-[(2,4-dihydroxybenzylidene)ammonio]benzenesulfonate and three water molecules. The zwitterion exists in an E configuration with respect to the central C=N double bond. The two benzene rings of the molecule are oriented at a dihedral angle of 27.33 (8)°. An intramolecular N–H⋯O hydrogen bond stabilizes the molecular structure. In the crystal, the zwitterions are linked into chains along [101] by intermolecular O—H⋯O and N—H⋯O hydrogen bonds. The three water molecules link these chains into a three-dimensional framework by additional intermolecular O—H⋯O hydrogen bonds. A π⋯π interaction [3.5485 (9) Å] further stabilizes the crystal structure. |
format | Text |
id | pubmed-2983714 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29837142010-12-30 4-[(2,4-Dihydroxybenzylidene)ammonio]benzenesulfonate trihydrate Yeap, Chin Sing Hemamalini, Madhukar Fun, Hoong-Kun Acta Crystallogr Sect E Struct Rep Online Organic Papers The title Schiff base compound, C(13)H(11)NO(5)S·3H(2)O, formed from sulfanilic acid and 2,4-dihydroxybenzaldehyde, crystallized out as a zwitterion with the N atom protonated. The asymmetric unit consists of one 4-[(2,4-dihydroxybenzylidene)ammonio]benzenesulfonate and three water molecules. The zwitterion exists in an E configuration with respect to the central C=N double bond. The two benzene rings of the molecule are oriented at a dihedral angle of 27.33 (8)°. An intramolecular N–H⋯O hydrogen bond stabilizes the molecular structure. In the crystal, the zwitterions are linked into chains along [101] by intermolecular O—H⋯O and N—H⋯O hydrogen bonds. The three water molecules link these chains into a three-dimensional framework by additional intermolecular O—H⋯O hydrogen bonds. A π⋯π interaction [3.5485 (9) Å] further stabilizes the crystal structure. International Union of Crystallography 2010-02-10 /pmc/articles/PMC2983714/ /pubmed/21580347 http://dx.doi.org/10.1107/S1600536810004526 Text en © Yeap 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 Yeap, Chin Sing Hemamalini, Madhukar Fun, Hoong-Kun 4-[(2,4-Dihydroxybenzylidene)ammonio]benzenesulfonate trihydrate |
title | 4-[(2,4-Dihydroxybenzylidene)ammonio]benzenesulfonate trihydrate |
title_full | 4-[(2,4-Dihydroxybenzylidene)ammonio]benzenesulfonate trihydrate |
title_fullStr | 4-[(2,4-Dihydroxybenzylidene)ammonio]benzenesulfonate trihydrate |
title_full_unstemmed | 4-[(2,4-Dihydroxybenzylidene)ammonio]benzenesulfonate trihydrate |
title_short | 4-[(2,4-Dihydroxybenzylidene)ammonio]benzenesulfonate trihydrate |
title_sort | 4-[(2,4-dihydroxybenzylidene)ammonio]benzenesulfonate trihydrate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983714/ https://www.ncbi.nlm.nih.gov/pubmed/21580347 http://dx.doi.org/10.1107/S1600536810004526 |
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