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(E)-3,4-Dihydroxybenzaldehyde 4-ethylthiosemicarbazone
The title compound, C(10)H(13)N(3)O(2)S, was prepared by condensation of 3,4-dihydroxybenzaldehyde with 4-ethyl-3-thiosemicarbazide. The molecule adopts an E configuration with respect to the C=N bond. One of the OH substituents on the dihydroxybenzene ring is disordered over the two possible 3-...
Autores principales: | , , , |
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Formato: | Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2008
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961087/ https://www.ncbi.nlm.nih.gov/pubmed/21202314 http://dx.doi.org/10.1107/S1600536808009148 |
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author | Kayed, Safa’a Fares Farina, Yang Baba, Ibrahim Simpson, Jim |
author_facet | Kayed, Safa’a Fares Farina, Yang Baba, Ibrahim Simpson, Jim |
author_sort | Kayed, Safa’a Fares |
collection | PubMed |
description | The title compound, C(10)H(13)N(3)O(2)S, was prepared by condensation of 3,4-dihydroxybenzaldehyde with 4-ethyl-3-thiosemicarbazide. The molecule adopts an E configuration with respect to the C=N bond. One of the OH substituents on the dihydroxybenzene ring is disordered over the two possible 3-positions on either side of the ordered 4-hydroxy group. The occupancy of the major disorder component refined to 0.633 (7). The molecule is essentially planar, with an r.m.s. deviation through all non-H atoms of 0.0862 Å. An intramolecular N—H⋯N hydrogen bond forms between the outer amine residue and the imine N atom, generating an S(5) ring motif and contributing to the planarity of the molecule. In the crystal structure, an extensive network of classical O—H⋯O, O—H⋯S and N—H⋯S hydrogen bonds and weak C—H⋯O and S⋯O [3.301 (3) Å] interactions link molecules into sheets running approximately parallel to the ab plane. |
format | Text |
id | pubmed-2961087 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2008 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29610872010-12-30 (E)-3,4-Dihydroxybenzaldehyde 4-ethylthiosemicarbazone Kayed, Safa’a Fares Farina, Yang Baba, Ibrahim Simpson, Jim Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(10)H(13)N(3)O(2)S, was prepared by condensation of 3,4-dihydroxybenzaldehyde with 4-ethyl-3-thiosemicarbazide. The molecule adopts an E configuration with respect to the C=N bond. One of the OH substituents on the dihydroxybenzene ring is disordered over the two possible 3-positions on either side of the ordered 4-hydroxy group. The occupancy of the major disorder component refined to 0.633 (7). The molecule is essentially planar, with an r.m.s. deviation through all non-H atoms of 0.0862 Å. An intramolecular N—H⋯N hydrogen bond forms between the outer amine residue and the imine N atom, generating an S(5) ring motif and contributing to the planarity of the molecule. In the crystal structure, an extensive network of classical O—H⋯O, O—H⋯S and N—H⋯S hydrogen bonds and weak C—H⋯O and S⋯O [3.301 (3) Å] interactions link molecules into sheets running approximately parallel to the ab plane. International Union of Crystallography 2008-04-10 /pmc/articles/PMC2961087/ /pubmed/21202314 http://dx.doi.org/10.1107/S1600536808009148 Text en © Kayed et al. 2008 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 Kayed, Safa’a Fares Farina, Yang Baba, Ibrahim Simpson, Jim (E)-3,4-Dihydroxybenzaldehyde 4-ethylthiosemicarbazone |
title | (E)-3,4-Dihydroxybenzaldehyde 4-ethylthiosemicarbazone |
title_full | (E)-3,4-Dihydroxybenzaldehyde 4-ethylthiosemicarbazone |
title_fullStr | (E)-3,4-Dihydroxybenzaldehyde 4-ethylthiosemicarbazone |
title_full_unstemmed | (E)-3,4-Dihydroxybenzaldehyde 4-ethylthiosemicarbazone |
title_short | (E)-3,4-Dihydroxybenzaldehyde 4-ethylthiosemicarbazone |
title_sort | (e)-3,4-dihydroxybenzaldehyde 4-ethylthiosemicarbazone |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961087/ https://www.ncbi.nlm.nih.gov/pubmed/21202314 http://dx.doi.org/10.1107/S1600536808009148 |
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