Crystal structure of 2,8,14,20-tetranaphthylpyrogallol[4]arene

Cesar H. Zambrano; Jorden P. Kass; Eric Efrain Dueno; Yanxiong Ke; Hong Cai Zhou

doi:10.1007/s10870-005-9028-6

Crystal structure of 2,8,14,20-tetranaphthylpyrogallol[4]arene

Cesar H. Zambrano
, Jorden P. Kass
, Eric Efrain Dueno^*
, Yanxiong Ke
, Hong Cai Zhou

^*Corresponding author for this work

Eastern Kentucky University
Miami University

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

3 Scopus citations

Abstract

The aromatic derivative 2,8,14,20-tetranaphthylpyrogallol[4]arene was synthesized by the acid catalyzed condensation of 2-naphthaldehyde and pyrogallol in refluxing aqueous ethanol. Single crystal X-ray analysis revealed that the molecule crystallizes in a triclinic space group P1(bar) No. 2, with a=11.3396(7) Å, b=15.9942(10) Å, c=26.3653(17) Å, α=94.309(2)°, β=91.765(2)°, γ=93.892(2)°, D _calc=1.298 g/m ³ for Z=1. Within the unit cell, six methanol molecules of crystallization plus one molecule of pyrazine were found to accompany the pyrogallol macrocycle. In the solid state, the macrocycle is found to adopt the chair conformation.

Original language	English
Pages (from-to)	67-70
Number of pages	4
Journal	Journal of Chemical Crystallography
Volume	36
Issue number	1
DOIs	https://doi.org/10.1007/s10870-005-9028-6
State	Published - Jan 2006
Externally published	Yes

Keywords

Chair conformation
Crystal structure
Naphthyl
Pyrogallol[4]arene

Access to Document

10.1007/s10870-005-9028-6

Cite this

@article{50642c74ab834167a68f9ba88b0a6d66,

title = "Crystal structure of 2,8,14,20-tetranaphthylpyrogallol[4]arene",

abstract = "The aromatic derivative 2,8,14,20-tetranaphthylpyrogallol[4]arene was synthesized by the acid catalyzed condensation of 2-naphthaldehyde and pyrogallol in refluxing aqueous ethanol. Single crystal X-ray analysis revealed that the molecule crystallizes in a triclinic space group P1(bar) No. 2, with a=11.3396(7) {\AA}, b=15.9942(10) {\AA}, c=26.3653(17) {\AA}, α=94.309(2)°, β=91.765(2)°, γ=93.892(2)°, D calc=1.298 g/m 3 for Z=1. Within the unit cell, six methanol molecules of crystallization plus one molecule of pyrazine were found to accompany the pyrogallol macrocycle. In the solid state, the macrocycle is found to adopt the chair conformation.",

keywords = "Chair conformation, Crystal structure, Naphthyl, Pyrogallol[4]arene",

author = "Zambrano, \{Cesar H.\} and Kass, \{Jorden P.\} and Dueno, \{Eric Efrain\} and Yanxiong Ke and Zhou, \{Hong Cai\}",

note = "Funding Information: The authors wish to thank Dr. Debra Bautista from Eastern Kentucky University for her help with the MOE calculations. Financial support for this work was obtained through the University Research Committee at Eastern Kentucky University (Grant No. 401062).",

year = "2006",

month = jan,

doi = "10.1007/s10870-005-9028-6",

language = "Ingl{\'e}s",

volume = "36",

pages = "67--70",

journal = "Journal of Chemical Crystallography",

issn = "1074-1542",

publisher = "Springer",

number = "1",

}

TY - JOUR

T1 - Crystal structure of 2,8,14,20-tetranaphthylpyrogallol[4]arene

AU - Zambrano, Cesar H.

AU - Kass, Jorden P.

AU - Dueno, Eric Efrain

AU - Ke, Yanxiong

AU - Zhou, Hong Cai

N1 - Funding Information: The authors wish to thank Dr. Debra Bautista from Eastern Kentucky University for her help with the MOE calculations. Financial support for this work was obtained through the University Research Committee at Eastern Kentucky University (Grant No. 401062).

PY - 2006/1

Y1 - 2006/1

N2 - The aromatic derivative 2,8,14,20-tetranaphthylpyrogallol[4]arene was synthesized by the acid catalyzed condensation of 2-naphthaldehyde and pyrogallol in refluxing aqueous ethanol. Single crystal X-ray analysis revealed that the molecule crystallizes in a triclinic space group P1(bar) No. 2, with a=11.3396(7) Å, b=15.9942(10) Å, c=26.3653(17) Å, α=94.309(2)°, β=91.765(2)°, γ=93.892(2)°, D calc=1.298 g/m 3 for Z=1. Within the unit cell, six methanol molecules of crystallization plus one molecule of pyrazine were found to accompany the pyrogallol macrocycle. In the solid state, the macrocycle is found to adopt the chair conformation.

AB - The aromatic derivative 2,8,14,20-tetranaphthylpyrogallol[4]arene was synthesized by the acid catalyzed condensation of 2-naphthaldehyde and pyrogallol in refluxing aqueous ethanol. Single crystal X-ray analysis revealed that the molecule crystallizes in a triclinic space group P1(bar) No. 2, with a=11.3396(7) Å, b=15.9942(10) Å, c=26.3653(17) Å, α=94.309(2)°, β=91.765(2)°, γ=93.892(2)°, D calc=1.298 g/m 3 for Z=1. Within the unit cell, six methanol molecules of crystallization plus one molecule of pyrazine were found to accompany the pyrogallol macrocycle. In the solid state, the macrocycle is found to adopt the chair conformation.

KW - Chair conformation

KW - Crystal structure

KW - Naphthyl

KW - Pyrogallol[4]arene

UR - https://www.scopus.com/pages/publications/33745670663

U2 - 10.1007/s10870-005-9028-6

DO - 10.1007/s10870-005-9028-6

M3 - Artículo

AN - SCOPUS:33745670663

SN - 1074-1542

VL - 36

SP - 67

EP - 70

JO - Journal of Chemical Crystallography

JF - Journal of Chemical Crystallography

IS - 1

ER -

Crystal structure of 2,8,14,20-tetranaphthylpyrogallol[4]arene

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this