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

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... π (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   Å 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.

Source: Acta Crystallographica Section E - March 26, 2024 Category: Chemistry Authors: Lamssane, H. Haoudi, A. Kartah, B.E. Mazzah, A. Mague, J.T. H ö kelek, T. Kandri Rodi, Y. Sebbar, N.K. Tags: crystal structure imidazolidinedione hydrogen bond — H... π (ring) interaction research communications Source Type: research