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Crystal structure of (E)-4-hy­droxy-N′-(3-hy­droxy­benzyl­idene)benzohydrazide monohydrate

In the title benzohydrazide hydrate, C(14)H(12)N(2)O(3)·H(2)O, the dihedral angle between the aromatic rings is 58.11 (6)° and the C=O and N—H groups adopt an anti orientation. The main twist in the mol­ecule occurs about the C(=O)—C(ar) (ar = aromatic) bond, with an N—C(=O)—C(ar)—C(ar) torsion angl...

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Autores principales: Harrison, William T. A., Low, John Nicolson, Wardell, James L.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4186143/
https://www.ncbi.nlm.nih.gov/pubmed/25309238
http://dx.doi.org/10.1107/S1600536814011908
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author Harrison, William T. A.
Low, John Nicolson
Wardell, James L.
author_facet Harrison, William T. A.
Low, John Nicolson
Wardell, James L.
author_sort Harrison, William T. A.
collection PubMed
description In the title benzohydrazide hydrate, C(14)H(12)N(2)O(3)·H(2)O, the dihedral angle between the aromatic rings is 58.11 (6)° and the C=O and N—H groups adopt an anti orientation. The main twist in the mol­ecule occurs about the C(=O)—C(ar) (ar = aromatic) bond, with an N—C(=O)—C(ar)—C(ar) torsion angle of −43.5 (2)°. In the crystal, the components are linked by N—H⋯O, O—H⋯N and O—H⋯O hydrogen bonds. These inter­actions generate [10-1] chains, with adjacent organic mol­ecules linked by inversion symmetry generating either pairs of N—H⋯O links [R (2) (2)(16) loops] or pairs of O—H⋯O links [R (2) (2)(20) loops]. Pairs of water mol­ecules are located in the R (2) (2)(20) loops and form their own O—H⋯O and O—H⋯N hydrogen bonds to adjacent organic mol­ecules in the chain. Finally, an inter­chain O—H⋯O hydrogen-bond link from the 4-hy­droxy group generates (010) sheets.
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spelling pubmed-41861432014-10-12 Crystal structure of (E)-4-hy­droxy-N′-(3-hy­droxy­benzyl­idene)benzohydrazide monohydrate Harrison, William T. A. Low, John Nicolson Wardell, James L. Acta Crystallogr Sect E Struct Rep Online Data Reports In the title benzohydrazide hydrate, C(14)H(12)N(2)O(3)·H(2)O, the dihedral angle between the aromatic rings is 58.11 (6)° and the C=O and N—H groups adopt an anti orientation. The main twist in the mol­ecule occurs about the C(=O)—C(ar) (ar = aromatic) bond, with an N—C(=O)—C(ar)—C(ar) torsion angle of −43.5 (2)°. In the crystal, the components are linked by N—H⋯O, O—H⋯N and O—H⋯O hydrogen bonds. These inter­actions generate [10-1] chains, with adjacent organic mol­ecules linked by inversion symmetry generating either pairs of N—H⋯O links [R (2) (2)(16) loops] or pairs of O—H⋯O links [R (2) (2)(20) loops]. Pairs of water mol­ecules are located in the R (2) (2)(20) loops and form their own O—H⋯O and O—H⋯N hydrogen bonds to adjacent organic mol­ecules in the chain. Finally, an inter­chain O—H⋯O hydrogen-bond link from the 4-hy­droxy group generates (010) sheets. International Union of Crystallography 2014-08-01 /pmc/articles/PMC4186143/ /pubmed/25309238 http://dx.doi.org/10.1107/S1600536814011908 Text en © Harrison et al. 2014 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 Data Reports
Harrison, William T. A.
Low, John Nicolson
Wardell, James L.
Crystal structure of (E)-4-hy­droxy-N′-(3-hy­droxy­benzyl­idene)benzohydrazide monohydrate
title Crystal structure of (E)-4-hy­droxy-N′-(3-hy­droxy­benzyl­idene)benzohydrazide monohydrate
title_full Crystal structure of (E)-4-hy­droxy-N′-(3-hy­droxy­benzyl­idene)benzohydrazide monohydrate
title_fullStr Crystal structure of (E)-4-hy­droxy-N′-(3-hy­droxy­benzyl­idene)benzohydrazide monohydrate
title_full_unstemmed Crystal structure of (E)-4-hy­droxy-N′-(3-hy­droxy­benzyl­idene)benzohydrazide monohydrate
title_short Crystal structure of (E)-4-hy­droxy-N′-(3-hy­droxy­benzyl­idene)benzohydrazide monohydrate
title_sort crystal structure of (e)-4-hy­droxy-n′-(3-hy­droxy­benzyl­idene)benzohydrazide monohydrate
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4186143/
https://www.ncbi.nlm.nih.gov/pubmed/25309238
http://dx.doi.org/10.1107/S1600536814011908
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