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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...

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Detalles Bibliográficos
Autores principales: Estévez-Hernández, O., Duque, J., Ellena, J., Corrêa, Rodrigo S.
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
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.
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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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