TY - JOUR
T1 - Reversible single-crystal-to-single-crystal phase transition of chiral salicylidenephenylethylamine
AU - Takanabe, Akifumi
AU - Katsufuji, Takuro
AU - Johmoto, Kohei
AU - Uekusa, Hidehiro
AU - Shiro, Motoo
AU - Koshima, Hideko
AU - Asahi, Toru
N1 - Funding Information:
This work was supported by the JSPS Scientific Research in the Challenging Exploratory Research, and the grant-in-aid from Mitsubishi Materials Corporation (Tokyo, Japan).We acknowledge Hiroaki Ikeda at Waseda University for his useful suggestions. Akifumi Takanabe acknowledges the Leading Graduate Program in Science and Engineering, Waseda University from MEXT, Japan.
Publisher Copyright:
© 2016 by the author; licensee MDPI, Basel, Switzerland.
PY - 2017/1
Y1 - 2017/1
N2 - 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.
AB - 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.
KW - Dielectric properties
KW - Enantiomeric (S)-salicylidenephenylethylamine
KW - Reversible single-crystal-to-single-crystal phase transition
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U2 - 10.3390/cryst7010007
DO - 10.3390/cryst7010007
M3 - Article
AN - SCOPUS:85008233259
SN - 2073-4352
VL - 7
JO - Crystals
JF - Crystals
IS - 1
M1 - 7
ER -