Crystal structure, Hirshfeld surface analysis, calculations of crystal voids, interaction energy and energy frameworks as well as density functional theory (DFT) calculations of 3-[2-(morpholin-4-yl)-ethyl]-5,5-diphenylimidazolidine-2,4-dione

Lamssane H., Haoudi A., Kartah B. E., Mazzah A., Mague J. T., HÖKELEK T., ...Daha Fazla

Acta Crystallographica Section E: Crystallographic Communications, cilt.80, sa.Pt 4, ss.423-429, 2024 (ESCI) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 80 Sayı: Pt 4
  • Basım Tarihi: 2024
  • Doi Numarası: 10.1107/s2056989024002445
  • Dergi Adı: Acta Crystallographica Section E: Crystallographic Communications
  • Derginin Tarandığı İndeksler: Emerging Sources Citation Index (ESCI), Scopus
  • Sayfa Sayıları: ss.423-429
  • Anahtar Kelimeler: crystal structure, C—H (ring) interaction, hydrogen bond, imidazolidinedione
  • Hacettepe Üniversitesi Adresli: Evet

Özet

In the title molecule, C21H23N3O3, the imidazolidine ring slightly deviates from planarity and the morpholine ring exhibits the chair conformation. In the crystal, N—H O and C—H O hydrogen bonds form helical chains of molecules extending parallel to the c axis that are connected by C—H (ring) interactions. A Hirshfeld surface analysis reveals that the most important contributions for the crystal packing are from H H (55.2%), H C/C H (22.6%) and H O/O H (20.5%) interactions. The volume of the crystal voids and the percentage of free space were calculated to be 236.78 A 3 and 12.71%, respectively. Evaluation of the electrostatic, dispersion and total energy frameworks indicates that the stabilization is dominated by the nearly equal electrostatic and dispersion energy contributions. The DFT-optimized molecular structure at the B3LYP/6-311 G(d,p) level is compared with the experimentally determined molecular structure in the solid state. Moreover, the HOMO–LUMO behaviour was elucidated to determine the energy gap.