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Ethidium hepta-fluoro-butyrate.

Runa Shimazaki1, Masaaki Sadakiyo1

  • 1Department of Applied Chemistry, Faculty of Science Division I, Tokyo University of Science, 1-3 Kagurazaka, Shinjuku-ku, Tokyo, 162-8601, Japan.

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|November 7, 2022
PubMed
Summary
This summary is machine-generated.

Positively charged ethidium ions form dimers through π-π interactions. These dimers are further stabilized by heptafluorobutyrate anions via hydrogen bonding, revealing unique molecular assembly in this compound.

Keywords:
crystal structureethidium salthepta­fluoro­butyrate

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Area of Science:

  • Crystallography and Molecular Structure
  • Supramolecular Chemistry

Background:

  • Ethidium derivatives are widely used as fluorescent intercalators in molecular biology.
  • Understanding the self-assembly and intermolecular interactions of ethidium-based compounds is crucial for designing novel functional materials.

Purpose of the Study:

  • To elucidate the crystal structure and intermolecular interactions of 3,8-diamino-5-ethyl-6-phenylphenanthridin-5-ium heptafluorobutyrate.
  • To investigate the role of π-π stacking and hydrogen bonding in the self-assembly of ethidium cations and their counterions.

Main Methods:

  • Single-crystal X-ray diffraction analysis was performed to determine the three-dimensional structure.
  • Analysis of non-covalent interactions, including π-π stacking and hydrogen bonding, was conducted.

Main Results:

  • The crystal structure reveals the formation of ethidium cation dimers stabilized by π-π interactions, despite their positive charges.
  • Heptafluorobutyrate anions bridge these cation dimers through hydrogen bonding interactions with the amino groups of the ethidium ions.

Conclusions:

  • The study demonstrates an unusual dimerization of positively charged ethidium ions driven by π-π stacking.
  • Hydrogen bonding plays a significant role in organizing the crystal lattice, linking cation dimers via the counterions.