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Updated: Aug 8, 2026

Construction and Systematical Symmetric Studies of a Series of Supramolecular Clusters with Binary or Ternary Ammonium Triphenylacetates
Published on: February 15, 2016
Crystal structure, Hirshfeld surface analysis and DFT study of 2-(2-isopropyl-5-methyl-cyclo-hex-yloxy)-2-oxoethyl
Zulfiya Khalmuratova1, Ugilay Abdurakhmanova2, Alimjan Matchanov3
1Karakalpak Scientific Research Institute of Natural Sciences, Karakalpak Branch of the Academy of Sciences of the Republic of Uzbekistan, 41 Berdakh Avenue, Nukus 230100, Republic of Karakalpakstan, Uzbekistan.
Abstract:
The title menthol-derived ester, C19H26O4, was synthesized by chloro-acetyl-ation of menthol followed by reaction with sodium benzoate. It crystallizes in the Sohncke space group P21 with one mol-ecule in the asymmetric unit. The cyclo-hexane ring adopts a chair conformation, and the benzoate fragment is essentially planar. The oxoethyl bridge shows a gauche conformation about the O-CH2 bond and an anti conformation about the CH2-C bond. In the crystal, the packing is mainly consolidated by a weak C-H⋯O contact linking mol-ecules into chains parallel to [100]. Hirshfeld surface analysis indicates that H⋯H contacts make the largest contribution to the crystal cohesion, followed by O⋯H/H⋯O and C⋯H/H⋯C contacts, consistent with the hydro-phobic menthyl entity. DFT calculations show reasonable agreement between the refined and optimized structures. Frontier-orbital and electrostatic-potential analyses identify the benzoate ester and carbonyl oxygen atoms as the main electronically active regions.
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