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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-...

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Autores principales: Kayed, Safa’a Fares, Farina, Yang, Baba, Ibrahim, Simpson, Jim
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
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.
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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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