Clathrate Engineering of Piedfort Hosts. Crystal Structures and Molecular Modeling of the para-mono- and meta-di-methyl/t-butyl Substituted Derivatives of 2,4,6-tris (alkylphenoxy)-1,3,5-triazine

László Fábián, P. Bombicz, M. Czugler, A. Kálmán, Edwin Weber, Manfred Hecker

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

X-ray crystal structure analyses of four related 2,4,6-tris-(alkylphenoxy)-1,3,5-triazine host candidates were planned to clarify conditions of the Piedfort pair based inclusion formation. The 3,5-di-t-butylphenoxy substituted compound yields inclusion and exhibits dimorphism as well. Contrasting the inclusion, no Piedfort pairing was observed in the dimorphs. Other para- and meta-t-butyl/methyl substituted molecules did not give clathrates. Homomolecular columns of polymeric Piedfort stacks were formed instead. The stacking distances between triazine rings in the polymeric columns vary smoothly with the size and position of the substituents. We conclude that bulky substituents must impede parallel to the expected direction of favorable Piedfort stacking to form inclusion supramolecules.

Original languageEnglish
Pages (from-to)151-167
Number of pages17
JournalSupramolecular Chemistry
Volume11
Issue number2
Publication statusPublished - 1999

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Triazines
Molecular modeling
Crystal structure
Derivatives
X rays
Molecules

Keywords

  • Crystal structures
  • Inclusion compounds
  • Molecular modeling
  • Polymeric Piedfort complex

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

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title = "Clathrate Engineering of Piedfort Hosts. Crystal Structures and Molecular Modeling of the para-mono- and meta-di-methyl/t-butyl Substituted Derivatives of 2,4,6-tris (alkylphenoxy)-1,3,5-triazine",
abstract = "X-ray crystal structure analyses of four related 2,4,6-tris-(alkylphenoxy)-1,3,5-triazine host candidates were planned to clarify conditions of the Piedfort pair based inclusion formation. The 3,5-di-t-butylphenoxy substituted compound yields inclusion and exhibits dimorphism as well. Contrasting the inclusion, no Piedfort pairing was observed in the dimorphs. Other para- and meta-t-butyl/methyl substituted molecules did not give clathrates. Homomolecular columns of polymeric Piedfort stacks were formed instead. The stacking distances between triazine rings in the polymeric columns vary smoothly with the size and position of the substituents. We conclude that bulky substituents must impede parallel to the expected direction of favorable Piedfort stacking to form inclusion supramolecules.",
keywords = "Crystal structures, Inclusion compounds, Molecular modeling, Polymeric Piedfort complex",
author = "L{\'a}szl{\'o} F{\'a}bi{\'a}n and P. Bombicz and M. Czugler and A. K{\'a}lm{\'a}n and Edwin Weber and Manfred Hecker",
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T1 - Clathrate Engineering of Piedfort Hosts. Crystal Structures and Molecular Modeling of the para-mono- and meta-di-methyl/t-butyl Substituted Derivatives of 2,4,6-tris (alkylphenoxy)-1,3,5-triazine

AU - Fábián, László

AU - Bombicz, P.

AU - Czugler, M.

AU - Kálmán, A.

AU - Weber, Edwin

AU - Hecker, Manfred

PY - 1999

Y1 - 1999

N2 - X-ray crystal structure analyses of four related 2,4,6-tris-(alkylphenoxy)-1,3,5-triazine host candidates were planned to clarify conditions of the Piedfort pair based inclusion formation. The 3,5-di-t-butylphenoxy substituted compound yields inclusion and exhibits dimorphism as well. Contrasting the inclusion, no Piedfort pairing was observed in the dimorphs. Other para- and meta-t-butyl/methyl substituted molecules did not give clathrates. Homomolecular columns of polymeric Piedfort stacks were formed instead. The stacking distances between triazine rings in the polymeric columns vary smoothly with the size and position of the substituents. We conclude that bulky substituents must impede parallel to the expected direction of favorable Piedfort stacking to form inclusion supramolecules.

AB - X-ray crystal structure analyses of four related 2,4,6-tris-(alkylphenoxy)-1,3,5-triazine host candidates were planned to clarify conditions of the Piedfort pair based inclusion formation. The 3,5-di-t-butylphenoxy substituted compound yields inclusion and exhibits dimorphism as well. Contrasting the inclusion, no Piedfort pairing was observed in the dimorphs. Other para- and meta-t-butyl/methyl substituted molecules did not give clathrates. Homomolecular columns of polymeric Piedfort stacks were formed instead. The stacking distances between triazine rings in the polymeric columns vary smoothly with the size and position of the substituents. We conclude that bulky substituents must impede parallel to the expected direction of favorable Piedfort stacking to form inclusion supramolecules.

KW - Crystal structures

KW - Inclusion compounds

KW - Molecular modeling

KW - Polymeric Piedfort complex

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