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Structural Chemistry

, Volume 4, Issue 1, pp 53–57 | Cite as

The structure of 7,14-dicarbonylethoxyacenaphth[l,2-k]-fluoranthene and its tetracyanoquinodimethane charge transfer complex

  • Benjamin F. Plummer
  • W. Gregory Reese
  • William H. Watson
  • Mariusz Krawiec
Article

Abstract

A molecular mechanics simulation of the structure of 7,14-dicarbonylethoxyacenaphth[l,2-k]fluoranthene,1, indicated a preferred geometry for the hindered substituents in which the carbonyl groups were constrained to an anti conformation because of the steric hindrance associated with the in-plane buttressing hydrogen atoms. X-ray crystallographic analysis of1 verifies the correctness of the computation. Compound1 and tetracyanoquinodimethane,2, form a charge transfer complex, and a crystal structure analysis shows a slightly offset, nearly parallel arrangement of the acceptor with the π cloud of the donor. The interplanar distance of 3.45 Å between acceptor and donor lies within the statistical limits of the interplanar distance of π complexes formed between2 and a variety of PAH donors. The steric hindrance caused by the substituents in1 appears to offer only minimal interference to the formation of the π complex.

Key words

Molecular mechanics simulation crystal structure analysis charge transfer 

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Copyright information

© Plenum Publishing Corporation 1993

Authors and Affiliations

  • Benjamin F. Plummer
    • 1
  • W. Gregory Reese
    • 1
  • William H. Watson
    • 2
  • Mariusz Krawiec
    • 2
  1. 1.Department of ChemistryTrinity UniversitySan Antonio
  2. 2.Department of ChemistryTexas Christian UniversityFort Worth

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