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(E)-N′-(2,3,4-Trihydroxybenzylidene)isonicotinohydrazide dihydrate
In the title isoniazid derivative, C(13)H(11)N(3)O(4)·2H(2)O, the Schiff base molecule exists in an E configuration with respect to the acyclic C=N bond. An intramolecular O—H⋯N hydrogen bond forms a six-membered ring, producing an S(6) ring motif. The essentially planar pyridine ring [maximum dev...
Autores principales: | , , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2010
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3009032/ https://www.ncbi.nlm.nih.gov/pubmed/21589176 http://dx.doi.org/10.1107/S1600536810043965 |
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author | Naveenkumar, H. S. Sadikun, Amirin Ibrahim, Pazilah Goh, Jia Hao Fun, Hoong-Kun |
author_facet | Naveenkumar, H. S. Sadikun, Amirin Ibrahim, Pazilah Goh, Jia Hao Fun, Hoong-Kun |
author_sort | Naveenkumar, H. S. |
collection | PubMed |
description | In the title isoniazid derivative, C(13)H(11)N(3)O(4)·2H(2)O, the Schiff base molecule exists in an E configuration with respect to the acyclic C=N bond. An intramolecular O—H⋯N hydrogen bond forms a six-membered ring, producing an S(6) ring motif. The essentially planar pyridine ring [maximum deviation = 0.0119 (8) Å] is inclined at a dihedral angle of 7.30 (4)° with respect to the benzene ring. In the crystal, intermolecular O—H⋯N, O—H⋯O, N—H⋯O and C—H⋯O hydrogen bonds link the molecules into two-dimensional arrays lying parallel to the (10[Image: see text]) plane. These arrays are further interconnected into a three-dimensional extended network via O—H⋯O and C—H⋯O hydrogen bonds. A weak intermolecular π–π interaction [centroid-to-centroid distance = 3.5627 (5) Å] is also observed. |
format | Text |
id | pubmed-3009032 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2010 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-30090322010-12-30 (E)-N′-(2,3,4-Trihydroxybenzylidene)isonicotinohydrazide dihydrate Naveenkumar, H. S. Sadikun, Amirin Ibrahim, Pazilah Goh, Jia Hao Fun, Hoong-Kun Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title isoniazid derivative, C(13)H(11)N(3)O(4)·2H(2)O, the Schiff base molecule exists in an E configuration with respect to the acyclic C=N bond. An intramolecular O—H⋯N hydrogen bond forms a six-membered ring, producing an S(6) ring motif. The essentially planar pyridine ring [maximum deviation = 0.0119 (8) Å] is inclined at a dihedral angle of 7.30 (4)° with respect to the benzene ring. In the crystal, intermolecular O—H⋯N, O—H⋯O, N—H⋯O and C—H⋯O hydrogen bonds link the molecules into two-dimensional arrays lying parallel to the (10[Image: see text]) plane. These arrays are further interconnected into a three-dimensional extended network via O—H⋯O and C—H⋯O hydrogen bonds. A weak intermolecular π–π interaction [centroid-to-centroid distance = 3.5627 (5) Å] is also observed. International Union of Crystallography 2010-10-31 /pmc/articles/PMC3009032/ /pubmed/21589176 http://dx.doi.org/10.1107/S1600536810043965 Text en © Naveenkumar 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 Naveenkumar, H. S. Sadikun, Amirin Ibrahim, Pazilah Goh, Jia Hao Fun, Hoong-Kun (E)-N′-(2,3,4-Trihydroxybenzylidene)isonicotinohydrazide dihydrate |
title | (E)-N′-(2,3,4-Trihydroxybenzylidene)isonicotinohydrazide dihydrate |
title_full | (E)-N′-(2,3,4-Trihydroxybenzylidene)isonicotinohydrazide dihydrate |
title_fullStr | (E)-N′-(2,3,4-Trihydroxybenzylidene)isonicotinohydrazide dihydrate |
title_full_unstemmed | (E)-N′-(2,3,4-Trihydroxybenzylidene)isonicotinohydrazide dihydrate |
title_short | (E)-N′-(2,3,4-Trihydroxybenzylidene)isonicotinohydrazide dihydrate |
title_sort | (e)-n′-(2,3,4-trihydroxybenzylidene)isonicotinohydrazide dihydrate |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3009032/ https://www.ncbi.nlm.nih.gov/pubmed/21589176 http://dx.doi.org/10.1107/S1600536810043965 |
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