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

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

Fingerprint

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

Cite this

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

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.

@article{43e81764a2054120a3ef022123f2aabe,

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.",

keywords = "calix[4]arene, crystal structure, DFT, oxacalix[4]arene, polymorphs",

author = "Akiko Hori and Erina Betsugi and Yoshinori Ikumura and Kenji Yoza",

year = "2019",

month = "1",

day = "1",

doi = "10.1107/S2053229619001517",

language = "English",

journal = "Acta crystallographica. Section C, Structural chemistry",

issn = "2053-2296",

publisher = "John Wiley and Sons Inc.",

}

TY - JOUR

T1 - Polymorphic crystals of oxacalix[4]arene with 1,3-alternate conformations of S 4 and C 2 symmetry

AU - Hori, Akiko

AU - Betsugi, Erina

AU - Ikumura, Yoshinori

AU - Yoza, Kenji

PY - 2019/1/1

Y1 - 2019/1/1

N2 - 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.

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.

KW - calix[4]arene

KW - crystal structure

KW - DFT

KW - oxacalix[4]arene

KW - polymorphs

UR - http://www.scopus.com/inward/record.url?scp=85061494747&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85061494747&partnerID=8YFLogxK

U2 - 10.1107/S2053229619001517

DO - 10.1107/S2053229619001517

M3 - Article

C2 - 30833520

AN - SCOPUS:85061494747

JO - Acta crystallographica. Section C, Structural chemistry

JF - Acta crystallographica. Section C, Structural chemistry

SN - 2053-2296

ER -

Access to Document

10.1107/S2053229619001517