(4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-dicarbonitrile

Alan H. Haines; David L. Hughes

doi:10.1107/S1600536813015973

(4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-dicarbonitrile

Alan H. Haines, David L. Hughes

School of Chemistry

Research output: Contribution to journal › Article › peer-review

1 Citation (Scopus)

Abstract

The title compound, C₇H₈N₂O₂, formed by dehydration of the corresponding dicarboxamide, crystallizes as rectangular prisms. The molecules have a C₂ axis of symmetry through the C atom bearing the methyl groups and the mid-point of the ring C-C bond, and the 1,3-dioxolane ring adopts the extreme twist conformation of the two possible with this symmetry. This brings the two nitrile groups nearest to a linear arrangement when the molecule is viewed along the ring C-C bond. The correct absolute configuration of the molecule was defined by that of the original starting material, (2R,3R)-tartaric acid. The packing is largely controlled by a number of C-HN interactions.

Original language	English
Pages (from-to)	o1104
Number of pages	1
Journal	Acta Crystallographica Section E: Structure Reports Online
Volume	69
Issue number	7
DOIs	https://doi.org/10.1107/S1600536813015973
Publication status	Published - 15 Jul 2013

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10.1107/S1600536813015973

Cite this

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title = "(4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-dicarbonitrile",

abstract = "The title compound, C7H8N2O2, formed by dehydration of the corresponding dicarboxamide, crystallizes as rectangular prisms. The molecules have a C2 axis of symmetry through the C atom bearing the methyl groups and the mid-point of the ring C-C bond, and the 1,3-dioxolane ring adopts the extreme twist conformation of the two possible with this symmetry. This brings the two nitrile groups nearest to a linear arrangement when the molecule is viewed along the ring C-C bond. The correct absolute configuration of the molecule was defined by that of the original starting material, (2R,3R)-tartaric acid. The packing is largely controlled by a number of C-HN interactions.",

author = "Haines, {Alan H.} and Hughes, {David L.}",

note = "Published in an open access journal with a licence identical to a Creative Commons Attribution Licence; see http://journals.iucr.org/services/oa/oalicenceshort.html",

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publisher = "International Union of Crystallography",

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TY - JOUR

T1 - (4S,5S)-2,2-Dimethyl-1,3-dioxolane-4,5-dicarbonitrile

AU - Haines, Alan H.

AU - Hughes, David L.

N1 - Published in an open access journal with a licence identical to a Creative Commons Attribution Licence; see http://journals.iucr.org/services/oa/oalicenceshort.html

PY - 2013/7/15

Y1 - 2013/7/15

N2 - The title compound, C7H8N2O2, formed by dehydration of the corresponding dicarboxamide, crystallizes as rectangular prisms. The molecules have a C2 axis of symmetry through the C atom bearing the methyl groups and the mid-point of the ring C-C bond, and the 1,3-dioxolane ring adopts the extreme twist conformation of the two possible with this symmetry. This brings the two nitrile groups nearest to a linear arrangement when the molecule is viewed along the ring C-C bond. The correct absolute configuration of the molecule was defined by that of the original starting material, (2R,3R)-tartaric acid. The packing is largely controlled by a number of C-HN interactions.

AB - The title compound, C7H8N2O2, formed by dehydration of the corresponding dicarboxamide, crystallizes as rectangular prisms. The molecules have a C2 axis of symmetry through the C atom bearing the methyl groups and the mid-point of the ring C-C bond, and the 1,3-dioxolane ring adopts the extreme twist conformation of the two possible with this symmetry. This brings the two nitrile groups nearest to a linear arrangement when the molecule is viewed along the ring C-C bond. The correct absolute configuration of the molecule was defined by that of the original starting material, (2R,3R)-tartaric acid. The packing is largely controlled by a number of C-HN interactions.

U2 - 10.1107/S1600536813015973

DO - 10.1107/S1600536813015973

M3 - Article

VL - 69

SP - o1104

JO - Acta Crystallographica Section E: Structure Reports Online

JF - Acta Crystallographica Section E: Structure Reports Online

SN - 1600-5368

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