Synthesis, Crystal Structure and Theoretical Characterization of (3R, 4R, 6S)-3,6-Dihydroxy-1- Menthene Isolated from Echinophora Tenuifolia

Year 2016, Volume: 29 Issue: 4, 953 - 957, 19.12.2016

İsmail Çelik , Cem Cüneyt Ersanlı Mehmet Akkurt Hüseyin Akşit Ramazan Erenler

https://izlik.org/JA52RG66GG

Abstract

In the title compound, C₁₀H₁₈O₂, 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 R₂³(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.

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