Reversible Single-Crystal-to-Single-Crystal Phase Transition of Chiral Salicylidenephenylethylamine
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 (Z′ = 1) to the lo...
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MDPI AG
2016-12-01
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| Series: | Crystals |
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| Online Access: | http://www.mdpi.com/2073-4352/7/1/7 |
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| author | Akifumi Takanabe Takuro Katsufuji Kohei Johmoto Hidehiro Uekusa Motoo Shiro Hideko Koshima Toru Asahi |
| author_facet | Akifumi Takanabe Takuro Katsufuji Kohei Johmoto Hidehiro Uekusa Motoo Shiro Hideko Koshima Toru Asahi |
| author_sort | Akifumi Takanabe |
| collection | DOAJ |
| description | 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 (Z′ = 1) to the low temperature β-form in the monoclinic space group P21 (Z′ = 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. |
| first_indexed | 2024-04-14T02:21:24Z |
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| id | doaj.art-bfcb239f9b6d47b88030580195d5ebe0 |
| institution | Directory Open Access Journal |
| issn | 2073-4352 |
| language | English |
| last_indexed | 2024-04-14T02:21:24Z |
| publishDate | 2016-12-01 |
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| series | Crystals |
| spelling | doaj.art-bfcb239f9b6d47b88030580195d5ebe02022-12-22T02:18:01ZengMDPI AGCrystals2073-43522016-12-0171710.3390/cryst7010007cryst7010007Reversible Single-Crystal-to-Single-Crystal Phase Transition of Chiral SalicylidenephenylethylamineAkifumi Takanabe0Takuro Katsufuji1Kohei Johmoto2Hidehiro Uekusa3Motoo Shiro4Hideko Koshima5Toru Asahi6Department of Advanced Science and Engineering, Graduate School of Advanced Science and Engineering, Waseda University, 3-4-1 Okubo, Shinjuku-ku, Tokyo 169-8555, JapanDepartment of Advanced Science and Engineering, Graduate School of Advanced Science and Engineering, Waseda University, 3-4-1 Okubo, Shinjuku-ku, Tokyo 169-8555, JapanDepartment of Chemistry and Materials Science, Graduate School of Science and Engineering, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro-ku, Tokyo 152-8551, JapanDepartment of Chemistry and Materials Science, Graduate School of Science and Engineering, Tokyo Institute of Technology, 2-12-1 Ookayama, Meguro-ku, Tokyo 152-8551, JapanResearh Organization for Nano & Life Innovation, Waseda University, 513 Wasedatsurumaki-cho, Shinjuku-ku, Tokyo 162-0041, JapanResearh Organization for Nano & Life Innovation, Waseda University, 513 Wasedatsurumaki-cho, Shinjuku-ku, Tokyo 162-0041, JapanDepartment of Advanced Science and Engineering, Graduate School of Advanced Science and Engineering, Waseda University, 3-4-1 Okubo, Shinjuku-ku, Tokyo 169-8555, JapanThe 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 (Z′ = 1) to the low temperature β-form in the monoclinic space group P21 (Z′ = 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.http://www.mdpi.com/2073-4352/7/1/7reversible single-crystal-to-single-crystal phase transitionenantiomeric (S)-salicylidenephenylethylaminedielectric properties |
| spellingShingle | Akifumi Takanabe Takuro Katsufuji Kohei Johmoto Hidehiro Uekusa Motoo Shiro Hideko Koshima Toru Asahi Reversible Single-Crystal-to-Single-Crystal Phase Transition of Chiral Salicylidenephenylethylamine Crystals reversible single-crystal-to-single-crystal phase transition enantiomeric (S)-salicylidenephenylethylamine dielectric properties |
| title | Reversible Single-Crystal-to-Single-Crystal Phase Transition of Chiral Salicylidenephenylethylamine |
| title_full | Reversible Single-Crystal-to-Single-Crystal Phase Transition of Chiral Salicylidenephenylethylamine |
| title_fullStr | Reversible Single-Crystal-to-Single-Crystal Phase Transition of Chiral Salicylidenephenylethylamine |
| title_full_unstemmed | Reversible Single-Crystal-to-Single-Crystal Phase Transition of Chiral Salicylidenephenylethylamine |
| title_short | Reversible Single-Crystal-to-Single-Crystal Phase Transition of Chiral Salicylidenephenylethylamine |
| title_sort | reversible single crystal to single crystal phase transition of chiral salicylidenephenylethylamine |
| topic | reversible single-crystal-to-single-crystal phase transition enantiomeric (S)-salicylidenephenylethylamine dielectric properties |
| url | http://www.mdpi.com/2073-4352/7/1/7 |
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