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

The title compound, C11H20N2O2S, is an enantiomerically pure heterocycle-substituted thiourea synthesized under solventfree 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 m...

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Bibliographic Details
Main Authors: Peña, Úlises, Bernès, Sylvain, Gutiérrez, René
Format: Article
Language:English
Published: International Union of Crystallography 2009
Online Access:http://eprints.uanl.mx/30114/7/30114.pdf
Description
Summary:The title compound, C11H20N2O2S, is an enantiomerically pure heterocycle-substituted thiourea synthesized under solventfree 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 C2 symmetry. Unexpectedly, the C S group is not involved in intermolecular hydrogen bonding, as generally observed in homodisubstituted thioureas. Instead, molecules form a onedimensional network based on weak N—H...O(heterocycle) hydrogen bonding, resulting in a zigzag ribbon-like structure around the crystallographic 21 screw axis along [100].