Acta Crystallographica Section E (Jan 2010)

2,4-Bis(2-fluorophenyl)-1-methyl-3-azabicyclo[3.3.1]nonan-9-one

  • P. Parthiban,
  • V. Ramkumar,
  • Yeon Tae Jeong

DOI
https://doi.org/10.1107/S1600536809053677
Journal volume & issue
Vol. 66, no. 1
pp. o194 – o195

Abstract

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The crystal structure of the title compound, C21H21F2NO, shows that the compound exists in a twin-chair conformation with an equatorial orientation of the ortho-fluorophenyl groups on either side of the secondary amino group. The title compound is a 1-methylated analog of 2,4-bis(2-fluorophenyl)-3-azabicyclo[3.3.1]nonan-9-one; the two compound both exhibit the same stereochemistry but the orientation of the ortho-fluorophenyl rings differs slightly. In the title compound, the rings are orientated at a dihedral angle of 36.70 (3)° with respect to one another, whereas in the non-methyl analog, the angle is 25.68 (4)°. The crystal structure of the title compound is stabilized by an intermolecular N—H...π interaction and a weak C—H...F interaction.