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Mechanochemical synthesis of N-salicylidene-aniline: thermosalient effect of polymorphic crystals.

Sudhir MittapalliD Sravanakumar PerumallaAshwini K Nangia
Published in: IUCrJ (2017)
Polymorphs of the dichloro derivative of N-salicylideneaniline exhibit mechanical responses such as jumping (Forms I and III) and exploding (Form II) in its three polymorphs. The molecules are connected via the amide N-H⋯O dimer synthon and C-Cl⋯O halogen bond in the three crystal structures. A fourth high-temperature Form IV was confirmed by variable-temperature single-crystal X-ray diffraction at 180°C. The behaviour of jumping exhibited by the polymorphic crystals of Forms I and III is due to the layered sheet morphology and the transmission of thermal stress in a single direction, compared with the corrugated sheet structure of Form II such that heat dissipation is more isotropic causing blasting. The role of weak C-Cl⋯O interactions in the thermal response of molecular crystals is discussed.
Keyphrases
  • high temperature
  • room temperature
  • high resolution
  • transition metal
  • magnetic resonance
  • water soluble
  • single molecule
  • stress induced