Polymorphic crystals of oxacalix[4]arene with 1,3-alternate conformations of S                         4                          and C                         2                          symmetry

Akiko Hori; Erina Betsugi; Yoshinori Ikumura; Kenji Yoza

doi:10.1107/S2053229619001517

Polymorphic crystals of oxacalix[4]arene with 1,3-alternate conformations of S ₄ and C ₂ symmetry

Akiko Hori, Erina Betsugi, Yoshinori Ikumura, Kenji Yoza

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

Calix[4]arene and oxacalix[4]arene derivatives have eight possible conformations in the up and down directions of their four aromatic rings from the mean plane of a bridged central ring, the conformations of which determine the functionality of the host frameworks. Despite being a known compound for five decades, oxacalix[4]arene, C ₂₄ H ₁₆ O ₄ , has not been characterized previously by crystallographic methods. It crystallizes from hexane/CH ₂ Cl ₂ solution to give two polymorphs, i.e. prismatic and block-shaped crystals as twisted 1,3-alternate structures with S ₄ and C ₂ symmetry, respectively. These were previously suggested as the prefered stable conformations by density functional theory (DFT) calculations.

Original language	English
Journal	Acta Crystallographica Section C: Structural Chemistry
DOIs	https://doi.org/10.1107/S2053229619001517
Publication status	Published - 2019 Jan 1

Keywords

calix[4]arene
crystal structure
DFT
oxacalix[4]arene
polymorphs

ASJC Scopus subject areas

Condensed Matter Physics
Physical and Theoretical Chemistry
Inorganic Chemistry
Materials Chemistry

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10.1107/S2053229619001517

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Hori, A., Betsugi, E., Ikumura, Y., & Yoza, K. (2019). Polymorphic crystals of oxacalix[4]arene with 1,3-alternate conformations of S ₄ and C ₂ symmetry Acta Crystallographica Section C: Structural Chemistry. https://doi.org/10.1107/S2053229619001517

Polymorphic crystals of oxacalix[4]arene with 1,3-alternate conformations of S ₄ and C ₂ symmetry . / Hori, Akiko; Betsugi, Erina; Ikumura, Yoshinori; Yoza, Kenji.

In: Acta Crystallographica Section C: Structural Chemistry, 01.01.2019.

Research output: Contribution to journal › Article › peer-review

Hori, A, Betsugi, E, Ikumura, Y & Yoza, K 2019, ' Polymorphic crystals of oxacalix[4]arene with 1,3-alternate conformations of S ₄ and C ₂ symmetry ', Acta Crystallographica Section C: Structural Chemistry. https://doi.org/10.1107/S2053229619001517

Hori A, Betsugi E, Ikumura Y, Yoza K. Polymorphic crystals of oxacalix[4]arene with 1,3-alternate conformations of S ₄ and C ₂ symmetry Acta Crystallographica Section C: Structural Chemistry. 2019 Jan 1. https://doi.org/10.1107/S2053229619001517

Hori, Akiko ; Betsugi, Erina ; Ikumura, Yoshinori ; Yoza, Kenji. / Polymorphic crystals of oxacalix[4]arene with 1,3-alternate conformations of S ₄ and C ₂ symmetry In: Acta Crystallographica Section C: Structural Chemistry. 2019.

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title = " Polymorphic crystals of oxacalix[4]arene with 1,3-alternate conformations of S 4 and C 2 symmetry ",

abstract = " Calix[4]arene and oxacalix[4]arene derivatives have eight possible conformations in the up and down directions of their four aromatic rings from the mean plane of a bridged central ring, the conformations of which determine the functionality of the host frameworks. Despite being a known compound for five decades, oxacalix[4]arene, C 24 H 16 O 4 , has not been characterized previously by crystallographic methods. It crystallizes from hexane/CH 2 Cl 2 solution to give two polymorphs, i.e. prismatic and block-shaped crystals as twisted 1,3-alternate structures with S 4 and C 2 symmetry, respectively. These were previously suggested as the prefered stable conformations by density functional theory (DFT) calculations. ",

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AB - Calix[4]arene and oxacalix[4]arene derivatives have eight possible conformations in the up and down directions of their four aromatic rings from the mean plane of a bridged central ring, the conformations of which determine the functionality of the host frameworks. Despite being a known compound for five decades, oxacalix[4]arene, C 24 H 16 O 4 , has not been characterized previously by crystallographic methods. It crystallizes from hexane/CH 2 Cl 2 solution to give two polymorphs, i.e. prismatic and block-shaped crystals as twisted 1,3-alternate structures with S 4 and C 2 symmetry, respectively. These were previously suggested as the prefered stable conformations by density functional theory (DFT) calculations.

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