Rac-(Z)-Methyl 1-benzyl-3-[(3-hydroxyquinuclidin-2-ylidene)methyl]-1H- indole-6-carboxylate

Narsimha Reddy Penthala, Purushotham Rao Ponugoti, Sean Parkin, Peter A. Crooks

Research output: Contribution to journalArticlepeer-review

1 Scopus citations

Abstract

In the title compound, C25H26N2O 3, the double bond connecting the aza-bicyclic and indole units has Z geometry. The compound was obtained as a racemate, and since the crystal is centrosymmetric it contains equal amounts of the S and R enantiomers. However, the structure is disordered such that the asymmetric unit contains both enantiomers in unequal amounts [refined occupancies 0.904(2) and 0.096(2)]. The dihedral angle between the benzene ring of the benzyl group and the mean plane of the indole ring is 76.07(3)°. In the crystal, molecules are linked by O-H⋯Ocarbonyl hydrogen bonds into chains propagating in [110].

Original languageEnglish
Pages (from-to)o3111
JournalActa Crystallographica Section E: Structure Reports Online
Volume68
Issue number11
DOIs
StatePublished - Nov 2012

Keywords

  • R factor = 0.039
  • T = 90 K
  • data-to-parameter ratio = 14.7
  • disorder in main residue
  • mean ̄(C-C) = 0.002 Å
  • single-crystal X-ray study
  • wR factor = 0.102

ASJC Scopus subject areas

  • General Chemistry
  • General Materials Science
  • Condensed Matter Physics

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