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Crystal structure of 2′-hy­droxy­aceto­phenone 4-methyl­thio­semicarbazide

In the organic mol­ecule of the title hydrate, C(11)H(15)N(3)OS·H(2)O, {systematic name: 3-ethyl-1-{(E)-[1-(2-hy­droxy­phen­yl)ethyl­idene]amino}­thio­urea monohydrate}, a dihedral angle of 5.39 (2)° is formed between the hy­droxy­benzene ring and the non-H atoms comprising the side chain (r.m.s. de...

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Autores principales: Jamsari, Junita, Abas, Nur Fatihah, Ravoof, Thahira Begum S. A., Tiekink, Edward R. T.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4438807/
https://www.ncbi.nlm.nih.gov/pubmed/26029436
http://dx.doi.org/10.1107/S2056989015004958
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author Jamsari, Junita
Abas, Nur Fatihah
Ravoof, Thahira Begum S. A.
Tiekink, Edward R. T.
author_facet Jamsari, Junita
Abas, Nur Fatihah
Ravoof, Thahira Begum S. A.
Tiekink, Edward R. T.
author_sort Jamsari, Junita
collection PubMed
description In the organic mol­ecule of the title hydrate, C(11)H(15)N(3)OS·H(2)O, {systematic name: 3-ethyl-1-{(E)-[1-(2-hy­droxy­phen­yl)ethyl­idene]amino}­thio­urea monohydrate}, a dihedral angle of 5.39 (2)° is formed between the hy­droxy­benzene ring and the non-H atoms comprising the side chain (r.m.s. deviation = 0.0625 Å), with the major deviation from planarity noted for the terminal ethyl group [the C—N—C—C torsion angle = −172.17 (13)°]. The N—H H atoms are syn and an intra­molecular hy­droxy–imine O—H⋯N hydrogen bond is noted. In the crystal, the N-bonded H atoms form hydrogen bonds to symmetry-related water mol­ecules, and the latter form donor inter­actions with the hy­droxy O atom and with a hy­droxy­benzene ring, forming a O—H⋯π inter­action. The hydrogen bonding leads to supra­molecular tubes aligned along the b axis. The tubes are connected into layers via C—H⋯O inter­actions, and these stack along the c axis with no directional inter­actions between them.
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spelling pubmed-44388072015-05-30 Crystal structure of 2′-hy­droxy­aceto­phenone 4-methyl­thio­semicarbazide Jamsari, Junita Abas, Nur Fatihah Ravoof, Thahira Begum S. A. Tiekink, Edward R. T. Acta Crystallogr E Crystallogr Commun Data Reports In the organic mol­ecule of the title hydrate, C(11)H(15)N(3)OS·H(2)O, {systematic name: 3-ethyl-1-{(E)-[1-(2-hy­droxy­phen­yl)ethyl­idene]amino}­thio­urea monohydrate}, a dihedral angle of 5.39 (2)° is formed between the hy­droxy­benzene ring and the non-H atoms comprising the side chain (r.m.s. deviation = 0.0625 Å), with the major deviation from planarity noted for the terminal ethyl group [the C—N—C—C torsion angle = −172.17 (13)°]. The N—H H atoms are syn and an intra­molecular hy­droxy–imine O—H⋯N hydrogen bond is noted. In the crystal, the N-bonded H atoms form hydrogen bonds to symmetry-related water mol­ecules, and the latter form donor inter­actions with the hy­droxy O atom and with a hy­droxy­benzene ring, forming a O—H⋯π inter­action. The hydrogen bonding leads to supra­molecular tubes aligned along the b axis. The tubes are connected into layers via C—H⋯O inter­actions, and these stack along the c axis with no directional inter­actions between them. International Union of Crystallography 2015-03-18 /pmc/articles/PMC4438807/ /pubmed/26029436 http://dx.doi.org/10.1107/S2056989015004958 Text en © Jamsari et al. 2015 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
Jamsari, Junita
Abas, Nur Fatihah
Ravoof, Thahira Begum S. A.
Tiekink, Edward R. T.
Crystal structure of 2′-hy­droxy­aceto­phenone 4-methyl­thio­semicarbazide
title Crystal structure of 2′-hy­droxy­aceto­phenone 4-methyl­thio­semicarbazide
title_full Crystal structure of 2′-hy­droxy­aceto­phenone 4-methyl­thio­semicarbazide
title_fullStr Crystal structure of 2′-hy­droxy­aceto­phenone 4-methyl­thio­semicarbazide
title_full_unstemmed Crystal structure of 2′-hy­droxy­aceto­phenone 4-methyl­thio­semicarbazide
title_short Crystal structure of 2′-hy­droxy­aceto­phenone 4-methyl­thio­semicarbazide
title_sort crystal structure of 2′-hy­droxy­aceto­phenone 4-methyl­thio­semicarbazide
topic Data Reports
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4438807/
https://www.ncbi.nlm.nih.gov/pubmed/26029436
http://dx.doi.org/10.1107/S2056989015004958
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