Crystal structure, Hirshfeld surface and frontier molecular orbital analysis of 9-(3-bromo-4-hydroxy-5-methoxyphenyl)-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione
| Autor: | N. Suresh Babu, D. Praveenkumar, V. Sughanya, M.L. Sundararajan |
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| Jazyk: | angličtina |
| Rok vydání: | 2021 |
| Předmět: |
Xanthene
crystal structure Crystallography Chemistry Hydrogen bond Cyclohexane conformation pyran ring Substituent General Chemistry Crystal structure Dihedral angle Condensed Matter Physics Ring (chemistry) Research Communications xanthene chemistry.chemical_compound Pyran QD901-999 xanthenedione General Materials Science dimedone |
| Zdroj: | Acta Crystallographica Section E: Crystallographic Communications, Vol 77, Iss 11, Pp 1170-1174 (2021) Acta Crystallographica Section E: Crystallographic Communications |
| ISSN: | 2056-9890 |
| Popis: | In the xanthene moiety of the title compound, the central ring adopts a flattened-boat conformation whereas the cyclohexenone rings adopt envelope conformations. In the crystal, molecules are linked by pairs of O—H⋯O hydrogen bonds, forming inversion dimers with an (20) ring motif. In the fused ring system of the title compound, C24H27BrO5, the mean plane and maximum deviations of the central pyran ring are 0.0384 (2) and 0.0733 (2) Å, respectively. The cyclohexenone rings both adopt envelope conformations with the tetra-substituted C atoms as flap atoms, whereas the central pyran ring adopts a flattened boat conformation. The central pyran and phenyl substituent rings are almost perpendicular to each other, making a dihedral angle of 89.71 (2)°. In the crystal, pairs of molecules are linked via O—H⋯O hydrogen bonds, forming inversion dimers with an R 2 2(20) ring motif. A Hirshfeld surface analysis indicates that the most important contributions to the crystal packing are from H⋯H (50.6%), O⋯H/H⋯O (22.9%) and C⋯H/H⋯C (11.1%) contacts. Quantum chemical calculations for the frontier molecular orbitals were undertaken to determine the chemical reactivity of the title compound. |
| Databáze: | OpenAIRE |
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