Crystal structure, Hirshfeld surface analysis, interaction energy, and DFT studies of cholesteryl heptanoate

Creative Commons License

Akduran N., KARAKURT T., HÖKELEK T.

ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, vol.77, pp.686-701, 2021 (ESCI) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 77
  • Publication Date: 2021
  • Doi Number: 10.1107/s2056989021005661
  • Journal Name: ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS
  • Journal Indexes: Emerging Sources Citation Index (ESCI), Scopus
  • Page Numbers: pp.686-701
  • Keywords: crystal structure, cholesteryl, cholesterol, ELECTRON-SPIN-RESONANCE, IRRADIATED SINGLE-CRYSTAL, INTERMOLECULAR INTERACTIONS, RADIATION-DAMAGE, QUANTITATIVE-ANALYSIS, MODEL ENERGIES, RADICALS, ENDOR
  • Hacettepe University Affiliated: Yes

Abstract

The title compound, C34H58O2, consists of cholesteryl and heptanoate units, in which the six-membered rings adopt chair and twisted-boat conformations while the five-membered ring adopts an envelope conformation. In the crystal, the molecules are aligned along the a-axis direction and stacked along the b-axis direction. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H center dot center dot center dot H (92.4%) and H center dot center dot center dot O/O center dot center dot center dot H (6.1%) interactions. van der Waals interactions are the dominant interactions in the crystal packing. Density functional theory (DFT) optimized structures at the B3LYP/ 6-31 G(d) level are compared with the experimentally determined molecular structure in the solid state. The HOMO-LUMO behaviour was elucidated to determine the energy gap, and the molecular electrostatic potential (MEP) of the compound was investigated.