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2Ch-2N square and hexagon interactions: a combined crystallographic data analysis and computational study.

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Chalcogen bonding (ChB) interactions, specifically 2Ch-2N square and hexagon motifs, were analyzed. Electron-withdrawing substituents significantly influence these interactions, enabling predictive models for materials science and biochemistry applications.

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Area of Science:

  • Supramolecular Chemistry
  • Chemical Physics

Background:

  • Chalcogen bonding (ChB) is a σ-hole interaction with design potential.
  • Crystal structures reveal prevalent 2Ch-2N square and hexagon motifs.

Purpose of the Study:

  • To investigate 2Ch-2N square and hexagon ChB interactions in specific molecular dimers.
  • To examine the impact of substituent effects on these interactions.
  • To establish predictive models for ChB interactions.

Main Methods:

  • Cambridge Structural Database (CSD) analysis to identify interaction motifs.
  • Computational studies to analyze substituent effects and interaction contributions.
  • Correlation analysis between binding energies and electrostatic potentials.

Main Results:

  • First-time study of 2Ch-2N square and hexagon interactions in specific dimers.
  • Electron-withdrawing substituents (NO2, CN, CF3, C6F5) were found to enhance ChB interactions.
  • A linear correlation was established between binding energies and electrostatic potential (ESP) values.

Conclusions:

  • Electrostatics and orbital contributions are key to bidentate ChB interactions.
  • Substituent choice can tune the strength of square and hexagon ChB interactions.
  • Developed models provide guidance for designing materials and biochemical applications utilizing 2Ch-2N cyclic motifs.