Reversible single-crystal-to-single-crystal phase transition of chiral salicylidenephenylethylamine

Akifumi Takanabe, Takuro Katsufuji, Kohei Johmoto, Hidehiro Uekusa, Motoo Shiro, Hideko Koshima*, Toru Asahi

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

8 Citations (Scopus)


The chiral crystal of enantiomeric (S)-N-3,5-di-tert-butylsalicylidene-1-phenylethylamine in the enol form [enol-(S)-1] undergoes a reversible single-crystal-to-single-crystal (SCSC) phase transition at Tc ≈ 3 °C from the room temperature α-form in orthorhombic space group P212121 (Zʹ = 1) to the low temperature β-form in the monoclinic space group P21 (Zʹ = 2) with a thermal hysteresis of approximately 1.7 °C. A detailed comparison of the crystal structures of the α-and β-forms revealed that the 5-tert-butyl group of one molecule in the asymmetric unit of the β-form rotated by ca. 60°, and the dihedral angle between the phenyl and salicyl planes increased slightly in the β-form crystal. However, the changes in the molecular conformation and packing arrangement are small, which leads to the reversible SCSC phase transition with no destruction of the crystal lattice. The dielectric constant along the b-axis was small, probably due to the weak intermolecular interactions in the crystals.

Original languageEnglish
Article number7
Issue number1
Publication statusPublished - 2017 Jan


  • Dielectric properties
  • Enantiomeric (S)-salicylidenephenylethylamine
  • Reversible single-crystal-to-single-crystal phase transition

ASJC Scopus subject areas

  • Chemical Engineering(all)
  • Materials Science(all)
  • Condensed Matter Physics
  • Inorganic Chemistry


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