Structural Chemistry

, Volume 5, Issue 3, pp 183–188 | Cite as

Solid-state structure and conformation of (Z)-2-(phenylbenzylidene)-3-quinuclidinone, an intermediate in the synthesis of quinuclidine derivatives

  • Antonello Santini
  • Carlo Pedone
  • Ettore Benedetti
  • Carlo Silipo
  • Antonio Vittoria
  • Giuseppe Caliendo
  • Giovanni Greco
Article

Abstract

(Z)-2-(2-phenylbenzylidene)-3-quinuclidinone, C20H19NO,M r =300.47D crystallizes in the monoclinicP21/c space group witha = 6.9809(2) Å,b=19.0523(2) Å,c = 11.7733(1) Å,β=100.92(2)°,V=1537.5(3) Å3,Z=4,D c = 1.298 g/cm3,D x =1.29 g/cm3 (flotation). Diffractometric data, using CuKα radiation,λ=1.54178 Å, were collected on plate-like crystals. The structure, solved by direct methods was refined to a final R value of 0.037 for the 2645 observed reflections withF o >3.0σ(F o ). The molecule shows a trans conformation around the double bond. The quinuclidine and the diphenyl moieties present deformations in their geometric and conformational parameters due to the need of releasing intramolecular strains and/or nonbonded interactions.

Key words

Solid-state structure quinuclidine X-ray diffraction conformation 

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Copyright information

© Plenum Publishing Corporation 1994

Authors and Affiliations

  • Antonello Santini
    • 1
  • Carlo Pedone
    • 2
  • Ettore Benedetti
    • 2
  • Carlo Silipo
    • 3
  • Antonio Vittoria
    • 3
  • Giuseppe Caliendo
    • 3
  • Giovanni Greco
    • 3
  1. 1.Istituto di Industrie AgrarieUniversità di Napoli “Federico II”Portici (Napoli)Italia
  2. 2.Centro di Biocristallografia C.N.R., C.I.R.P.E.B., Dipartimento di ChimicaUniversità di Napoli “Federico II”NapoliItalia
  3. 3.Dipartimento di Chimica FarmaceuticaUniversità di Napoli “Federico II”NapoliItalia

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