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The concept of prochirality leads to the nomenclature of the individual faces of a molecule and plays a crucial role in the enantioselective reaction. It is a concept where two or more achiral molecules react to produce chiral products. A typical process is the reaction of an achiral ketone to generate a chiral alcohol. Here, the achiral reactant reacts with an achiral reducing agent, sodium borohydride, to generate an equimolar mixture of the chiral enantiomers of the product. For example, an...
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3-(3-Nitro-phen-yl)-1-[4-(prop-2-yn-yloxy)phen-yl]prop-2-en-1-one.

Vinaya1, Yeriyur B Basavaraju1, Holalagudu A Nagma Banu2

  • 1Department of Studies in Chemistry, University of Mysore, Manasagangotri, Mysore-570 006, India.

Iucrdata
|November 21, 2022
PubMed
Summary

This study reveals the near-planar structure of a C18H13NO4 molecule, with phenyl rings angled at 19.22 degrees. Molecules self-assemble into sheets via C-H⋯O interactions.

Keywords:
alkynechalconecrystal structurenitro­benzenephenyl ring

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Area of Science:

  • Crystal engineering
  • Supramolecular chemistry
  • Organic chemistry

Background:

  • Understanding molecular arrangement is crucial for designing new materials.
  • Intermolecular forces dictate crystal packing and material properties.

Purpose of the Study:

  • To elucidate the crystal structure of the title compound (C18H13NO4).
  • To investigate the intermolecular interactions driving crystal formation.

Main Methods:

  • Single-crystal X-ray diffraction analysis.
  • Analysis of molecular geometry and intermolecular contacts.

Main Results:

  • The compound exhibits a nearly planar molecular conformation.
  • A dihedral angle of 19.22(5)° was observed between the two phenyl rings.
  • Molecules are interconnected by C-H⋯O interactions, forming (21) sheets.

Conclusions:

  • The crystal structure is stabilized by specific C-H⋯O hydrogen bonds.
  • The observed packing arrangement influences the bulk properties of the material.