pi-Stacked hydrogen-bonded chains of rings in 2,4-difluorobenzaldehyde isonicotinoylhydrazone and hydrogen-bonded sheets in 2,3-dichlorobenzaldehyde isonicotinoylhydrazone

Acta Crystallogr C. 2005 Oct;61(Pt 10):o617-20. doi: 10.1107/S0108270105029136. Epub 2005 Sep 30.

Abstract

The difluorinated ring in 2,4-difluorobenzaldehyde isonicotinoylhydrazone, C13H9F2N3O, (I), is disordered over two sets of sites with unequal occupancy. The molecules of (I) are linked by a combination of N-H...O and C-H...O hydrogen bonds into chains of rings, which are linked into sheets by a single pi-pi stacking interaction. In 2,3-dichlorobenzaldehyde isonicotinoylhydrazone, C13H9Cl2N3O, (II), the molecules are linked by a combination of N-H...N, C-H...N and C-H...O hydrogen bonds into sheets of R(4)(4)(14) and R(4)(4)(26) rings.

MeSH terms

  • Antitubercular Agents / chemistry
  • Hydrazones / chemistry*
  • Hydrogen Bonding
  • Isonicotinic Acids / chemistry*
  • Models, Molecular
  • Molecular Conformation
  • X-Ray Diffraction

Substances

  • 2,3-dichlorobenzaldehyde isonicotinoylhydrazone
  • 2,4-difluorobenzaldehyde isonicotinoylhydrazone
  • Antitubercular Agents
  • Hydrazones
  • Isonicotinic Acids