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2-{3-[1-(3,4-Dichloro-phen-yl)eth-yl]-1,3-thia-zolidin-2-yl-idene}malononitrile.

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Acta Crystallographica. Section E, Structure Reports Online
|May 19, 2011
PubMed
Summary

The crystal structure of a novel thiazole compound (C14H11Cl2N3S) was determined, revealing an envelope conformation of the thiazole ring. Intermolecular hydrogen bonds involving chlorine and nitrogen atoms stabilize the crystal lattice.

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Area of Science:

  • Crystallography
  • Organic Chemistry
  • Chemical Physics

Background:

  • Understanding the three-dimensional arrangement of atoms in organic molecules is crucial for predicting their properties and reactivity.
  • Thiazole derivatives are a significant class of heterocyclic compounds with diverse applications in medicinal chemistry and materials science.

Purpose of the Study:

  • To elucidate the precise molecular and crystal structure of the title compound, C14H11Cl2N3S.
  • To investigate the conformational preferences of the thiazole ring within the solid state.
  • To identify and characterize the intermolecular interactions responsible for crystal packing.

Main Methods:

  • Single-crystal X-ray diffraction was employed to collect diffraction data.
  • The crystal structure was solved and refined using standard crystallographic software.
  • Analysis of bond lengths, bond angles, and intermolecular contacts was performed.

Main Results:

  • The title compound, C14H11Cl2N3S, was successfully synthesized and characterized.
  • The thiazole ring adopts an envelope conformation, with the methylene (-CH2-) group attached to the sulfur atom deviating significantly from the ring plane.
  • Weak intermolecular interactions, specifically C-H⋯Cl and C-H⋯N hydrogen bonds, were identified as the primary stabilizing forces in the crystal structure.

Conclusions:

  • The study provides a detailed structural description of the C14H11Cl2N3S compound.
  • The observed envelope conformation highlights the flexibility of the thiazole ring system.
  • The identified hydrogen bonding network offers insights into the supramolecular assembly and potential solid-state properties.