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Two quinazolinones: a ring conformational study.

G Y S K Swamy1, B Sridhar, K Ravikumar

  • 1Laboratory of X-ray Crystallography, Indian Institute of Chemical Technology, Hyderabad 500 007, India. swamy@iict.res.in

Acta Crystallographica. Section C, Crystal Structure Communications
|February 7, 2008
PubMed
Summary
This summary is machine-generated.

This study analyzes the crystal structures of two dihydroquinazolinone molecules. Both compounds exhibit T-shaped molecular structures and form extended sheets through hydrogen bonding and C-H...pi interactions.

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Area of Science:

  • Crystallography
  • Organic Chemistry
  • Supramolecular Chemistry

Background:

  • Dihydroquinazolinone derivatives are recognized for their diverse biological activities.
  • Understanding the solid-state structure of these compounds is crucial for structure-activity relationship studies.
  • Previous research has explored various synthetic routes and pharmacological profiles of related molecules.

Purpose of the Study:

  • To elucidate the crystal structures of two novel dihydroquinazolinone derivatives.
  • To investigate the intermolecular interactions governing their solid-state packing.
  • To characterize the conformational preferences of the tetrahydropyrimidine ring.

Main Methods:

  • Single-crystal X-ray diffraction analysis was employed to determine the molecular and crystal structures.
  • Analysis of hydrogen bonding networks (N-H...O, C-H...O) and C-H...pi interactions.
  • Conformational analysis of the dihydroquinazolinone core and substituent groups.

Main Results:

  • Both molecules adopt a T-shaped conformation in the crystal lattice.
  • The tetrahydropyrimidine ring adopts a sofa conformation in both structures.
  • Extensive intermolecular hydrogen bonds and C-H...pi interactions organize the molecules into layered structures.

Conclusions:

  • The crystal structures reveal specific packing motifs driven by non-covalent interactions.
  • The observed conformations and interactions provide insights into the solid-state behavior of dihydroquinazolinones.
  • This structural information can aid in the design of new derivatives with tailored properties.