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Crystal structure and Hirshfeld surface analysis of (2

T N Sanjeeva Murthy1, Zeliha Atioğlu2, Mehmet Akkurt3

  • 1Department of Chemistry, Sri Siddhartha Academy of Higher Education, Tumkur 572 107, Karnataka, India.

Acta Crystallographica. Section E, Crystallographic Communications
|September 19, 2018
PubMed
Summary
This summary is machine-generated.

This study details the molecular structure of a novel compound featuring dichloro-thiophene and dichlorophenyl rings. Crystal analysis reveals specific intermolecular interactions, including pi-stacking and various atom-pair contacts, influencing its solid-state arrangement.

Keywords:
2,4-di­chloro­phenyl ring2,5-di­chloro­thio­phene ringE configurationHirshfeld surface analysiscrystal structure

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Area of Science:

  • Crystallography
  • Materials Science
  • Organic Chemistry

Background:

  • Understanding molecular structure and intermolecular interactions is crucial for predicting material properties.
  • Halogenated organic compounds often exhibit unique electronic and structural characteristics.

Purpose of the Study:

  • To elucidate the detailed molecular structure of the title compound (C13H6Cl4OS).
  • To analyze the intermolecular interactions and crystal packing of the compound.
  • To investigate the conformational preferences and stabilizing forces within the molecule.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the molecular structure.
  • Hirshfield surface analysis was utilized to quantify intermolecular interactions.
  • Conformational analysis was performed to identify stabilizing motifs.

Main Results:

  • The molecular structure comprises 2,5-dichloro-thiophene and 2,4-dichlorophenyl rings linked by a prop-2-en-1-one spacer.
  • A small dihedral angle (12.24°) between the aromatic rings and an E configuration about the C=C bond were observed.
  • Intramolecular C-H⋯Cl contacts stabilize the molecular conformation, forming S(6) and S(5) ring motifs.
  • Crystal packing is characterized by face-to-face π-stacking and significant intermolecular contacts, notably Cl⋯H/H⋯Cl and Cl⋯Cl.

Conclusions:

  • The study provides a comprehensive structural characterization of the title compound.
  • Intermolecular interactions, particularly π-stacking and halogen bonding, play a significant role in the crystal architecture.
  • The findings contribute to the understanding of structure-property relationships in halogenated organic molecules.