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1-Furfuryl-3-furoylthiourea
The title compound, C(11)H(10)N(2)O(3)S, was synthesized from furoyl isothiocyanate and furfurylamine in dry acetone. The thiourea group is in the thioamide form. The trans–cis geometry of the thiourea group is stabilized by intramolecular hydrogen bonding between the carbonyl and cis-thioamid...
Autores principales: | , , , |
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Formato: | Texto |
Lenguaje: | English |
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International Union of Crystallography
2008
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961436/ https://www.ncbi.nlm.nih.gov/pubmed/21202665 http://dx.doi.org/10.1107/S1600536808015250 |
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author | Estévez-Hernández, O. Duque, J. Ellena, J. Corrêa, Rodrigo S. |
author_facet | Estévez-Hernández, O. Duque, J. Ellena, J. Corrêa, Rodrigo S. |
author_sort | Estévez-Hernández, O. |
collection | PubMed |
description | The title compound, C(11)H(10)N(2)O(3)S, was synthesized from furoyl isothiocyanate and furfurylamine in dry acetone. The thiourea group is in the thioamide form. The trans–cis geometry of the thiourea group is stabilized by intramolecular hydrogen bonding between the carbonyl and cis-thioamide and results in a pseudo-S(6) planar ring which makes dihedral angles of 2.5 (3) and 88.1 (2)° with the furoyl and furfuryl groups, respectively. There is also an intramolecular hydrogen bond between the furan O atom and the other thioamide H atom. In the crystal structure, molecules are linked by two intermolecular N—H⋯O hydrogen bonds, forming dimers. These dimers are stacked within the crystal structure along the [010] direction. |
format | Text |
id | pubmed-2961436 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2008 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-29614362010-12-30 1-Furfuryl-3-furoylthiourea Estévez-Hernández, O. Duque, J. Ellena, J. Corrêa, Rodrigo S. Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(11)H(10)N(2)O(3)S, was synthesized from furoyl isothiocyanate and furfurylamine in dry acetone. The thiourea group is in the thioamide form. The trans–cis geometry of the thiourea group is stabilized by intramolecular hydrogen bonding between the carbonyl and cis-thioamide and results in a pseudo-S(6) planar ring which makes dihedral angles of 2.5 (3) and 88.1 (2)° with the furoyl and furfuryl groups, respectively. There is also an intramolecular hydrogen bond between the furan O atom and the other thioamide H atom. In the crystal structure, molecules are linked by two intermolecular N—H⋯O hydrogen bonds, forming dimers. These dimers are stacked within the crystal structure along the [010] direction. International Union of Crystallography 2008-05-24 /pmc/articles/PMC2961436/ /pubmed/21202665 http://dx.doi.org/10.1107/S1600536808015250 Text en © Estévez-Hernández 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 Estévez-Hernández, O. Duque, J. Ellena, J. Corrêa, Rodrigo S. 1-Furfuryl-3-furoylthiourea |
title | 1-Furfuryl-3-furoylthiourea |
title_full | 1-Furfuryl-3-furoylthiourea |
title_fullStr | 1-Furfuryl-3-furoylthiourea |
title_full_unstemmed | 1-Furfuryl-3-furoylthiourea |
title_short | 1-Furfuryl-3-furoylthiourea |
title_sort | 1-furfuryl-3-furoylthiourea |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961436/ https://www.ncbi.nlm.nih.gov/pubmed/21202665 http://dx.doi.org/10.1107/S1600536808015250 |
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