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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...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2015
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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. |
format | Online Article Text |
id | pubmed-4438807 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2015 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
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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