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Four bis(1-chloro-2,2,4,4-tetramethyl-3-oxocyclobutan-1-yl)oligosulfanes


Linden, Anthony; Majchrzak, Agnieszka; Cavegn, Jovita; Mloston, Grzegorz; Heimgartner, Heinz (2002). Four bis(1-chloro-2,2,4,4-tetramethyl-3-oxocyclobutan-1-yl)oligosulfanes. Acta Crystallographica. Section C: Crystal Structure Communications, 58:o480-o484.

Abstract

The four oligosulfanes, bis(1-chloro-2,2,4,4-tetramethyl-3-oxocyclobutan-1-yl)disulfane, C16H24Cl2O2S2, (III), 1,3-bis(1-chloro-2,2,4,4-tetramethyl-3-oxocyclobutan-1-yl)trisulfane, C16H24Cl2O2S3, (V), 1,4-bis(1-chloro-2,2,4,4-tetramethyl-3-oxocyclobutan-1-yl)tetrasulfane, C16H24Cl2O2S4, (VII), and 1,6-bis-(1-chloro-2,2,4,4-tetramethyl-3-oxocyclobutan-1-yl)hexasulfane, C16H24Cl2O2S6, (VIII), all have similar geometric parameters, with the C-C bond lengths involving the chloro-substituted cyclobutanyl C atom being elongated to about 1.59 A . There are two molecules in the asymmetric units of the tri- and tetrasulfanes, and the molecules in the latter compound have local C2 symmetry. The molecule of the hexasulfane has crystallographic C2 symmetry. Most of the cyclobutanyl rings are not perfectly planar and have slight but varying degrees of distortion towards a flattened tetrahedron. The polysulfane chain in each structure has a helical conformation, with each additional S atom in the chain adding approximately one quarter of a turn to the helix.

The four oligosulfanes, bis(1-chloro-2,2,4,4-tetramethyl-3-oxocyclobutan-1-yl)disulfane, C16H24Cl2O2S2, (III), 1,3-bis(1-chloro-2,2,4,4-tetramethyl-3-oxocyclobutan-1-yl)trisulfane, C16H24Cl2O2S3, (V), 1,4-bis(1-chloro-2,2,4,4-tetramethyl-3-oxocyclobutan-1-yl)tetrasulfane, C16H24Cl2O2S4, (VII), and 1,6-bis-(1-chloro-2,2,4,4-tetramethyl-3-oxocyclobutan-1-yl)hexasulfane, C16H24Cl2O2S6, (VIII), all have similar geometric parameters, with the C-C bond lengths involving the chloro-substituted cyclobutanyl C atom being elongated to about 1.59 A . There are two molecules in the asymmetric units of the tri- and tetrasulfanes, and the molecules in the latter compound have local C2 symmetry. The molecule of the hexasulfane has crystallographic C2 symmetry. Most of the cyclobutanyl rings are not perfectly planar and have slight but varying degrees of distortion towards a flattened tetrahedron. The polysulfane chain in each structure has a helical conformation, with each additional S atom in the chain adding approximately one quarter of a turn to the helix.

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Additional indexing

Item Type:Journal Article, refereed, original work
Communities & Collections:07 Faculty of Science > Department of Chemistry
Dewey Decimal Classification:540 Chemistry
Language:English
Date:2002
Deposited On:09 Oct 2013 14:23
Last Modified:05 Apr 2016 17:01
Publisher:Wiley-Blackwell
ISSN:0108-2701
Funders:Swiss National Science Foundation, F. Hoffmann-La Roche AG, Basel, Rector of the University of Lodz
Permanent URL: https://doi.org/10.5167/uzh-81645

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