Crystal structure, Hirshfeld surface analysis and DFT studies of 2-(2,3-dihydro-1H-perimidin-2-yl)phenol
| Autor: | Niameke Jean Baptiste Kangah, Ballo Daouda, Tuncer Hökelek, Nanou Tiéba Tuo, El Mokhtar Essassi, Charles Guillaume Kodjo, Pascal Retailleau |
|---|---|
| Rok vydání: | 2020 |
| Předmět: |
crystal structure
hirshfeld surface Band gap perimidine Crystal structure 010402 general chemistry 010403 inorganic & nuclear chemistry Ring (chemistry) 01 natural sciences Research Communications Crystal symbols.namesake chemistry.chemical_compound phenol General Materials Science Naphthalene Crystallography Chemistry Hydrogen bond General Chemistry Condensed Matter Physics 0104 chemical sciences QD901-999 symbols Density functional theory van der Waals force |
| Zdroj: | Acta Crystallographica Section E: Crystallographic Communications, Vol 76, Iss 6, Pp 798-802 (2020) Acta Crystallographica Section E: Crystallographic Communications |
| ISSN: | 2056-9890 |
| DOI: | 10.1107/s2056989020005939 |
| Popis: | The asymmetric unit of the title compound contains two independent molecules, consisting of perimidine and phenol units, which are linked through an N—H⋯O hydrogen bond. Intramolecular O—H⋯N hydrogen bonds are observed in both independent molecules. The asymmetric unit of the title compound, C17H14N2O, contains two independent molecules each consisting of perimidine and phenol units. The tricyclic perimidine units contain naphthalene ring systems and non-planar C4N2 rings adopting envelope conformations with the C atoms of the NCN groups hinged by 44.11 (7) and 48.50 (6)° with respect to the best planes of the other five atoms. Intramolecular O—H⋯N hydrogen bonds may help to consolidate the molecular conformations. The two independent molecules are linked through an N—H⋯O hydrogen bond. The Hirshfeld surface analysis of the crystal structure indicates that the most important contributions for the crystal packing are from H⋯H (52.9%) and H⋯C/C⋯H (39.5%) interactions. Hydrogen bonding and van der Waals interactions are the dominant interactions in the crystal packing. Density functional theory (DFT) optimized structures at the B3LYP/ 6–311 G(d,p) level are compared with the experimentally determined molecular structure in the solid state. The HOMO–LUMO behaviour was elucidated to determine the energy gap. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|