Hydrogen bonding networks in E- or Z-2-(3′-pyridyl)-3-phenylpropenoic (α-pyridylcinnamic) acid assemblies - A molecular modeling study

Balázs Jójárt, I. Pálinkó

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

The aggregation properties of the stereoisomeric 2-(3′-pyridyl)-3-phenylpropenoic acids (PY3E, PY3Z, α-pyridylcinnamic acids) were studied by the PM3 semiempirical quantum chemical method. Calculations revealed that (REomatic)C-H...N hydrogen bonds made possible the attachment of dimer units. Thus, virtually infinite chains can be built out of PY3E and PY3Z. Three different energy minimized structures were identified: (i) zig-zag, (ii) ladder and (iii) helical configurations.

Original languageEnglish
Pages (from-to)408-412
Number of pages5
JournalJournal of Molecular Modeling
Volume7
Issue number11
DOIs
Publication statusPublished - 2001

Fingerprint

Molecular modeling
Hydrogen Bonding
assemblies
Hydrogen bonds
acids
Acids
Ladders
hydrogen
ladders
Dimers
attachment
Hydrogen
Agglomeration
dimers
hydrogen bonds
configurations
energy

Keywords

  • α-pyridylcinnamic acids
  • Intermolecular hydrogen-bonded network
  • Molecular modeling
  • Semiempirical method

ASJC Scopus subject areas

  • Chemistry(all)
  • Biochemistry, Genetics and Molecular Biology(all)
  • Biochemistry
  • Biophysics
  • Computer Science Applications
  • Computational Theory and Mathematics

Cite this

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abstract = "The aggregation properties of the stereoisomeric 2-(3′-pyridyl)-3-phenylpropenoic acids (PY3E, PY3Z, α-pyridylcinnamic acids) were studied by the PM3 semiempirical quantum chemical method. Calculations revealed that (REomatic)C-H...N hydrogen bonds made possible the attachment of dimer units. Thus, virtually infinite chains can be built out of PY3E and PY3Z. Three different energy minimized structures were identified: (i) zig-zag, (ii) ladder and (iii) helical configurations.",
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AB - The aggregation properties of the stereoisomeric 2-(3′-pyridyl)-3-phenylpropenoic acids (PY3E, PY3Z, α-pyridylcinnamic acids) were studied by the PM3 semiempirical quantum chemical method. Calculations revealed that (REomatic)C-H...N hydrogen bonds made possible the attachment of dimer units. Thus, virtually infinite chains can be built out of PY3E and PY3Z. Three different energy minimized structures were identified: (i) zig-zag, (ii) ladder and (iii) helical configurations.

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