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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...

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Autores principales: Naveenkumar, H. S., Sadikun, Amirin, Ibrahim, Pazilah, Goh, Jia Hao, Fun, Hoong-Kun
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2010
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.
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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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