Syntheses and structures of dihydrocalix[4]arenes bearing O-benzonitrile and O-acetonyl substituents

Jeffrey C. Bryan; Nancy L. Engle; Richard A. Sachleben

doi:10.1023/A:1015692205903

Syntheses and structures of dihydrocalix[4]arenes bearing O-benzonitrile and O-acetonyl substituents

Jeffrey C. Bryan, Nancy L. Engle, Richard A. Sachleben

Plant Systems Biology

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

Abstract

Three 25,27-dihydrocalix[4]arene derivatives, bearing benzonitrile and acetone groups on the oxygens, were prepared and structurally characterized. All three structures crystallize in P1̄, with cell dimensions: bis(benzonitrile)calix[4]arene·toluene, a = 11.530(2) A,̊ b = 12.013(2) Å, c = 14.089(4) Å, α = 103.555(18)°, β = 94.341(18)°, γ = 104.704(16)°, and V = 1815.9(7) Å ³; anti-bis-acetone-calix[4]arene, a = 7.5847(8) Å, b = 12.0948(17) Å, c = 15.3375(16) Å, α = 78.982(10)°, β = 76.932(9)°, γ = 73.129(10)°, and V = 1299.6(3) Å ³; syn-bis-acetone-calix[4]arene, a = 9.080(3)° Å, b = 10.391(3) Å, c = 14.816(3) Å, α = 96.998(19)°, β = 100.02(2)°, γ = 103.93(3)°, and V = 1299.6(3) Å³.

Original language	English
Pages (from-to)	33-38
Number of pages	6
Journal	Journal of Chemical Crystallography
Volume	32
Issue number	1-2
DOIs	https://doi.org/10.1023/A:1015692205903
State	Published - 2002

Funding

This research was sponsored by the Environmental Management Science Program of the Offices of Science and Environmental Management, U.S. Department of Energy, under contract number DE-AC05-00OR22725 with Oak Ridge National Laboratory, managed and operated by UT-Battelle, LLC.

Keywords

Calixarene
Conformation
Crystal structure
Synthesis

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10.1023/A:1015692205903

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@article{579f07a02569456982bec9151793d00d,

title = "Syntheses and structures of dihydrocalix[4]arenes bearing O-benzonitrile and O-acetonyl substituents",

abstract = "Three 25,27-dihydrocalix[4]arene derivatives, bearing benzonitrile and acetone groups on the oxygens, were prepared and structurally characterized. All three structures crystallize in P{\=1}, with cell dimensions: bis(benzonitrile)calix[4]arene·toluene, a = 11.530(2) A,̊ b = 12.013(2) {\AA}, c = 14.089(4) {\AA}, α = 103.555(18)°, β = 94.341(18)°, γ = 104.704(16)°, and V = 1815.9(7) {\AA} 3; anti-bis-acetone-calix[4]arene, a = 7.5847(8) {\AA}, b = 12.0948(17) {\AA}, c = 15.3375(16) {\AA}, α = 78.982(10)°, β = 76.932(9)°, γ = 73.129(10)°, and V = 1299.6(3) {\AA} 3; syn-bis-acetone-calix[4]arene, a = 9.080(3)° {\AA}, b = 10.391(3) {\AA}, c = 14.816(3) {\AA}, α = 96.998(19)°, β = 100.02(2)°, γ = 103.93(3)°, and V = 1299.6(3) {\AA}3.",

keywords = "Calixarene, Conformation, Crystal structure, Synthesis",

author = "Bryan, {Jeffrey C.} and Engle, {Nancy L.} and Sachleben, {Richard A.}",

year = "2002",

doi = "10.1023/A:1015692205903",

language = "English",

volume = "32",

pages = "33--38",

journal = "Journal of Chemical Crystallography",

issn = "1074-1542",

publisher = "Springer",

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T1 - Syntheses and structures of dihydrocalix[4]arenes bearing O-benzonitrile and O-acetonyl substituents

AU - Bryan, Jeffrey C.

AU - Engle, Nancy L.

AU - Sachleben, Richard A.

PY - 2002

Y1 - 2002

N2 - Three 25,27-dihydrocalix[4]arene derivatives, bearing benzonitrile and acetone groups on the oxygens, were prepared and structurally characterized. All three structures crystallize in P1̄, with cell dimensions: bis(benzonitrile)calix[4]arene·toluene, a = 11.530(2) A,̊ b = 12.013(2) Å, c = 14.089(4) Å, α = 103.555(18)°, β = 94.341(18)°, γ = 104.704(16)°, and V = 1815.9(7) Å 3; anti-bis-acetone-calix[4]arene, a = 7.5847(8) Å, b = 12.0948(17) Å, c = 15.3375(16) Å, α = 78.982(10)°, β = 76.932(9)°, γ = 73.129(10)°, and V = 1299.6(3) Å 3; syn-bis-acetone-calix[4]arene, a = 9.080(3)° Å, b = 10.391(3) Å, c = 14.816(3) Å, α = 96.998(19)°, β = 100.02(2)°, γ = 103.93(3)°, and V = 1299.6(3) Å3.

AB - Three 25,27-dihydrocalix[4]arene derivatives, bearing benzonitrile and acetone groups on the oxygens, were prepared and structurally characterized. All three structures crystallize in P1̄, with cell dimensions: bis(benzonitrile)calix[4]arene·toluene, a = 11.530(2) A,̊ b = 12.013(2) Å, c = 14.089(4) Å, α = 103.555(18)°, β = 94.341(18)°, γ = 104.704(16)°, and V = 1815.9(7) Å 3; anti-bis-acetone-calix[4]arene, a = 7.5847(8) Å, b = 12.0948(17) Å, c = 15.3375(16) Å, α = 78.982(10)°, β = 76.932(9)°, γ = 73.129(10)°, and V = 1299.6(3) Å 3; syn-bis-acetone-calix[4]arene, a = 9.080(3)° Å, b = 10.391(3) Å, c = 14.816(3) Å, α = 96.998(19)°, β = 100.02(2)°, γ = 103.93(3)°, and V = 1299.6(3) Å3.

KW - Calixarene

KW - Conformation

KW - Crystal structure

KW - Synthesis

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DO - 10.1023/A:1015692205903

M3 - Article

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VL - 32

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JO - Journal of Chemical Crystallography

JF - Journal of Chemical Crystallography

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ER -

Syntheses and structures of dihydrocalix[4]arenes bearing O-benzonitrile and O-acetonyl substituents

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Keywords

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