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O-Isopropyl N-(2-furoyl)thiocarbamate

Morales1, Novoa De Armas H, Blaton

  • 1Quimica Analitica, Centro de Investigaciones del Petroleo, Washington No. 169 Esquina a Churruca, Cerro, Codigo Postal 12000, Apartado Postal 167, Ciudad de la Habana, Cuba.

Acta Crystallographica. Section C, Crystal Structure Communications
|August 16, 2000
PubMed
Summary

This study details the crystallographic structure of a novel thiocarbamate compound, C(9)H(11)NO(3)S. The research reveals its unique molecular conformation and intramolecular hydrogen bonding, crucial for understanding its chemical properties.

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Area of Science:

  • Crystallography
  • Organic Chemistry
  • Molecular Structure

Background:

  • Understanding the three-dimensional structure of organic compounds is fundamental in chemistry.
  • Thiocarbamates represent a class of compounds with diverse applications, necessitating detailed structural analysis.

Purpose of the Study:

  • To elucidate the crystallographic structure and molecular conformation of the title compound, C(9)H(11)NO(3)S.
  • To identify and characterize intramolecular hydrogen bonding interactions within the molecule.
  • To investigate the intermolecular forces governing crystal packing.

Main Methods:

  • Single-crystal X-ray diffraction was employed to determine the precise atomic arrangement.
  • Analysis of bond lengths, bond angles, and torsion angles defined the molecular geometry.

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  • Intermolecular interactions, including van der Waals forces, were inferred from the crystal packing.
  • Main Results:

    • The compound C(9)H(11)NO(3)S exhibits crystallographic mirror symmetry.
    • The molecule adopts a thiocarbamate form stabilized in an s-cisoid,s-transoid conformation.
    • Two significant intramolecular hydrogen bonds were identified: N-H···O (furan) and C-H···S.

    Conclusions:

    • The determined structure provides critical insights into the stability and reactivity of this thiocarbamate.
    • The identified hydrogen bonds play a key role in stabilizing the observed molecular conformation.
    • Van der Waals interactions are presumed to be the primary drivers of the observed crystal packing.