Note. Evidence for through-space interactions between sulphur and nitrogen lone pairs in 2,2a,4,4a,6,6a-hexahydro-1,3,5-trithia-7-azacyclopenta[cd]-pentalene

C. A. Stein, A. David Baker, Nita Lewis, Peter S. White

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

The X-ray crystal structure determination of the title compound has revealed a general flattening of the molecule with the nitrogen atom being pulled slightly into the plane defined by the three sulphur atoms. The crystals are rhombohedral, space group R3c, with a = 7.721 (2) Å, α = 105.14(2)°, and Z = 2. The structure was solved by direct methods and refined to a final R = 0.024 (R′ = 0.041) for 649 unique reflections. Ab initio molecular orbital calculations show that the sulphur and nitrogen lone pairs interact to produce four highest occupied π-type molecular orbitals. The photoelectron spectrum shows only a single broad peak at -1.38 × 10-18 J. This is consistent with the molecular orbital calculations which indicate that there should be three closely spaced transitions in this region from the highest occupied molecular orbitals.

Original languageEnglish
Pages (from-to)2073-2075
Number of pages3
JournalJournal of the Chemical Society, Dalton Transactions
Issue number9
DOIs
StatePublished - Dec 1 1984
Externally publishedYes

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Molecular orbitals
Sulfur
Nitrogen
Orbital calculations
Atoms
Photoelectrons
Crystal structure
X rays
Crystals
Molecules

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

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title = "Note. Evidence for through-space interactions between sulphur and nitrogen lone pairs in 2,2a,4,4a,6,6a-hexahydro-1,3,5-trithia-7-azacyclopenta[cd]-pentalene",
abstract = "The X-ray crystal structure determination of the title compound has revealed a general flattening of the molecule with the nitrogen atom being pulled slightly into the plane defined by the three sulphur atoms. The crystals are rhombohedral, space group R3c, with a = 7.721 (2) {\AA}, α = 105.14(2)°, and Z = 2. The structure was solved by direct methods and refined to a final R = 0.024 (R′ = 0.041) for 649 unique reflections. Ab initio molecular orbital calculations show that the sulphur and nitrogen lone pairs interact to produce four highest occupied π-type molecular orbitals. The photoelectron spectrum shows only a single broad peak at -1.38 × 10-18 J. This is consistent with the molecular orbital calculations which indicate that there should be three closely spaced transitions in this region from the highest occupied molecular orbitals.",
author = "Stein, {C. A.} and Baker, {A. David} and Nita Lewis and White, {Peter S.}",
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T1 - Note. Evidence for through-space interactions between sulphur and nitrogen lone pairs in 2,2a,4,4a,6,6a-hexahydro-1,3,5-trithia-7-azacyclopenta[cd]-pentalene

AU - Stein, C. A.

AU - Baker, A. David

AU - Lewis, Nita

AU - White, Peter S.

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N2 - The X-ray crystal structure determination of the title compound has revealed a general flattening of the molecule with the nitrogen atom being pulled slightly into the plane defined by the three sulphur atoms. The crystals are rhombohedral, space group R3c, with a = 7.721 (2) Å, α = 105.14(2)°, and Z = 2. The structure was solved by direct methods and refined to a final R = 0.024 (R′ = 0.041) for 649 unique reflections. Ab initio molecular orbital calculations show that the sulphur and nitrogen lone pairs interact to produce four highest occupied π-type molecular orbitals. The photoelectron spectrum shows only a single broad peak at -1.38 × 10-18 J. This is consistent with the molecular orbital calculations which indicate that there should be three closely spaced transitions in this region from the highest occupied molecular orbitals.

AB - The X-ray crystal structure determination of the title compound has revealed a general flattening of the molecule with the nitrogen atom being pulled slightly into the plane defined by the three sulphur atoms. The crystals are rhombohedral, space group R3c, with a = 7.721 (2) Å, α = 105.14(2)°, and Z = 2. The structure was solved by direct methods and refined to a final R = 0.024 (R′ = 0.041) for 649 unique reflections. Ab initio molecular orbital calculations show that the sulphur and nitrogen lone pairs interact to produce four highest occupied π-type molecular orbitals. The photoelectron spectrum shows only a single broad peak at -1.38 × 10-18 J. This is consistent with the molecular orbital calculations which indicate that there should be three closely spaced transitions in this region from the highest occupied molecular orbitals.

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