Catalysis

Crystal (programming language)

Neuroscience

Reactivity (psychology)

Biology

Electrophile

Density functional theory

Crystal structure

Economics

Molecule

Computer science

Fukui function

Intermolecular force

Surface (topology)

Stereochemistry

Alternative medicine

Phenytoin

Organic chemistry

Natural bond orbital

Epilepsy

Mathematics

HOMO/LUMO

Substituent

Molecular geometry

Mulliken population analysis

Computational chemistry

Geometry

Financial economics

Molecular orbital

Crystallography

Medicine

Chemistry

Programming language

Derivative (finance)

Atoms in molecules

Pathology

Journal of Molecular Structure

Hydantoin compounds are important heterocyclic scaffolds and a class of well-known bioactive molecules with a broad spectrum of pharmacological properties. Consequently, considerable efforts have been devoted to the design and synthesis of a broad range of hydantoin derivatives. In this context, the compound 3-allyl-5,5-diphenylimidazolidine-2,4-dione, C18H16N2O2 (3ADID) was synthesized and its structure was determined by X-ray structure analysis. Further, the molecular structure was examined using Hirshfeld topology analysis and Density Functional Theory (DFT)-B3LYP calculations with the basis set 6–311++G (d,p). In the title molecule, C18H16N2O2, the imidazolidine ring is planar with the allyl substituent oriented nearly perpendicular to it. In the crystal, hydrogen bonded chains of molecules are arranged in sets of three about the 32 axes by C–H···π (ring) interactions. Hirshfeld surface map and 2D fingerprint plots were used to explore intermolecular interactions. The optimized geometry, global reactivity descriptors, and HOMO-LUMO orbitals of the molecule were computed by DFT and discussed. To evaluate the chemical reactivity and charge distribution on the molecule, molecular electrostatic potential (MEP) and atomic charges, computed by Mulliken population analysis and NBO theory were determined. The local reactivity was examined by determining the Fukui functions and dual descriptor indices. DFT calculations at the same level of theory, with the POPNBO keyword, were used to evaluate charge delocalization and hyperconjugative interactions through Natural Bond orbital analysis.

Synthesis of a novel phenytoin derivative: Crystal structure, Hirshfeld surface analysis and DFT calculations