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Pimobendan B from powder diffraction data.

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Acta Crystallographica. Section E, Structure Reports Online
|February 15, 2014
PubMed
Summary

This study details the crystal structure of a novel molecule, (RS)-6-[2-(4-methoxy-phenyl)-1H-benzimidazol-5-yl]-5-methyl-4,5-dihydro-pyridazin-3(2H)-one}. The compound forms a 2D supramolecular network through hydrogen bonding and C-H interactions.

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Area of Science:

  • Crystallography
  • Supramolecular Chemistry
  • Organic Chemistry

Background:

  • Understanding molecular conformation and intermolecular interactions is crucial for predicting material properties.
  • Benzimidazole and pyridazinone scaffolds are prevalent in medicinal chemistry and materials science.

Purpose of the Study:

  • To elucidate the crystal structure and supramolecular assembly of a novel organic molecule.
  • To characterize the intermolecular interactions driving the formation of the crystal lattice.

Main Methods:

  • Single-crystal X-ray diffraction analysis.
  • Analysis of dihedral angles to describe molecular conformation.
  • Identification and analysis of hydrogen bonding and C-H···π interactions.

Main Results:

  • The title molecule, C19H18N4O2, adopts an extended conformation with specific dihedral angles between its core and pendant groups.
  • N-H⋯N hydrogen bonds form [001] chains of imidazole groups.
  • N-H⋯O hydrogen bonds create pyridazinone dimers, leading to a 2D supramolecular structure parallel to the (010) plane, further stabilized by C-H⋯π interactions.

Conclusions:

  • The crystal structure reveals a defined extended conformation for the molecule.
  • The identified hydrogen bonding and C-H⋯π interactions dictate the formation of a robust two-dimensional supramolecular architecture.
  • This structural understanding provides insights into the solid-state behavior of related benzimidazole-pyridazinone derivatives.