- Gazi University Journal of Science
- Vol: 29 Issue: 4
- Synthesis, Crystal Structure and Theoretical Characterization of (3R, 4R, 6S)-3,6-Dihydroxy-1- Menth...
Synthesis, Crystal Structure and Theoretical Characterization of (3R, 4R, 6S)-3,6-Dihydroxy-1- Menthene Isolated from Echinophora Tenuifolia
Authors : Ismail Çelik, Cem Cüneyt Ersanli, Mehmet Akkurt, Hüseyin Akşit, Ramazan Erenler
Pages : 953-957
View : 19 | Download : 6
Publication Date : 2016-12-19
Article Type : Research
Abstract :In the title compound, C 10 H 18 O 2 , the cyclohexene ring adopts a half-chair conformation. In the crystal strcuture, weak intermolecular O—H . . . O hydrogen bonds connect the adjacent molecules, forming edge-fused R 2 3 (8) ring motifs, into the hollow columns parallel to the b-axis direction. The crystal packing is governed only by van der Waals interactions. There is further no exist C—H···π and π-π interactions. The H atom in the one of two hydroxyl groups was found to be disordered over two site. The occupancy factors of the two sites were refined to 0.52 (2) and 0.48 (2). Semi-empirical PM3 quantum chemical calculations are in satisfactory agreement with the results of the X-ray structure analysis.Keywords : crystal structure, cyclohexene ring, 2-methyl-5-(propan-2-yl)cyclohex-2-ene-1, 4-diol, semi-empirical PM3 quantum chemical calculations, HOMO and LUMO energy levels.