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(+)-(S,S)-1,3-Bis[(tetra­hydro­furan-2-yl)­meth­yl]thio­urea

The title compound, C(11)H(20)N(2)O(2)S, is an enanti­omerically pure heterocycle-substituted thio­urea synthesized under solvent-free conditions. The thio­urea unit adopts a ZZ conformation, with the HN—(C=S)—NH core almost planar and the tetra­hydro­furfuryl groups placed below and above this plan...

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Detalles Bibliográficos
Autores principales: Peña, Úlises, Bernès, Sylvain, Gutiérrez, René
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968003/
https://www.ncbi.nlm.nih.gov/pubmed/21581734
http://dx.doi.org/10.1107/S1600536808040373
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author Peña, Úlises
Bernès, Sylvain
Gutiérrez, René
author_facet Peña, Úlises
Bernès, Sylvain
Gutiérrez, René
author_sort Peña, Úlises
collection PubMed
description The title compound, C(11)H(20)N(2)O(2)S, is an enanti­omerically pure heterocycle-substituted thio­urea synthesized under solvent-free conditions. The thio­urea unit adopts a ZZ conformation, with the HN—(C=S)—NH core almost planar and the tetra­hydro­furfuryl groups placed below and above this plane. The whole mol­ecule thus approximates to noncrystallographic C (2) symmetry. Unexpectedly, the C=S group is not involved in inter­molecular hydrogen bonding, as generally observed in homodisubstituted thioureas. Instead, mol­ecules form a one-dimensional network based on weak N—H⋯O(heterocycle) hydrogen bonding, resulting in a zigzag ribbon-like structure around the crystallographic 2(1) screw axis along [100].
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spelling pubmed-29680032010-12-30 (+)-(S,S)-1,3-Bis[(tetra­hydro­furan-2-yl)­meth­yl]thio­urea Peña, Úlises Bernès, Sylvain Gutiérrez, René Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(11)H(20)N(2)O(2)S, is an enanti­omerically pure heterocycle-substituted thio­urea synthesized under solvent-free conditions. The thio­urea unit adopts a ZZ conformation, with the HN—(C=S)—NH core almost planar and the tetra­hydro­furfuryl groups placed below and above this plane. The whole mol­ecule thus approximates to noncrystallographic C (2) symmetry. Unexpectedly, the C=S group is not involved in inter­molecular hydrogen bonding, as generally observed in homodisubstituted thioureas. Instead, mol­ecules form a one-dimensional network based on weak N—H⋯O(heterocycle) hydrogen bonding, resulting in a zigzag ribbon-like structure around the crystallographic 2(1) screw axis along [100]. International Union of Crystallography 2008-12-13 /pmc/articles/PMC2968003/ /pubmed/21581734 http://dx.doi.org/10.1107/S1600536808040373 Text en © Peña et al. 2009 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
Peña, Úlises
Bernès, Sylvain
Gutiérrez, René
(+)-(S,S)-1,3-Bis[(tetra­hydro­furan-2-yl)­meth­yl]thio­urea
title (+)-(S,S)-1,3-Bis[(tetra­hydro­furan-2-yl)­meth­yl]thio­urea
title_full (+)-(S,S)-1,3-Bis[(tetra­hydro­furan-2-yl)­meth­yl]thio­urea
title_fullStr (+)-(S,S)-1,3-Bis[(tetra­hydro­furan-2-yl)­meth­yl]thio­urea
title_full_unstemmed (+)-(S,S)-1,3-Bis[(tetra­hydro­furan-2-yl)­meth­yl]thio­urea
title_short (+)-(S,S)-1,3-Bis[(tetra­hydro­furan-2-yl)­meth­yl]thio­urea
title_sort (+)-(s,s)-1,3-bis[(tetra­hydro­furan-2-yl)­meth­yl]thio­urea
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2968003/
https://www.ncbi.nlm.nih.gov/pubmed/21581734
http://dx.doi.org/10.1107/S1600536808040373
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AT gutierrezrene ss13bistetrahydrofuran2ylmethylthiourea