Synthesis, crystal structure, Hirshfeld surface analysis and DFT study of the 1,1 ′ -(buta-1,3-diyne-1,4-diyl)bis(cyclohexan-1-ol)

The title compound, C16H22O2, was synthesized in order to obtain its guest-free form because `wheel-and-axle'-shaped molecules tend to crystallize from solutions as solvates or host – guest molecules. It crystallizes in the monoclinic space group P2/c with two crystallographically non-equivalent molecules, one situated on an inversion center and the other on a twofold axis. The rod-like 1,3-diyne fragments have the usual linear geometry. In the crystal, O — H ... O bonds form eight-membered rings of the R44(8) type, linking molecules into layers. The Hirshfeld surface analysis indicates that the largest contributions are from intermolecular H...H (ca 71%) and H...C/C...H (ca 19%) contacts. The energies of the frontier molecular orbitals were determined by DFT calculations at the B3LYP/def2-TZVP level of theory.

Source: Acta Crystallographica Section E - June 2, 2023 Category: Chemistry Authors: Tirkasheva, S.I. Ziyadullaev, O.E. Eshimbetov, A.G. Ibragimov, B.T. Ashurov, J.M. Tags: synthesis 1,1 ′ -(buta-1,3-diyne-1,4-diyl)bis(cyclohexan-1-ol) crystal structure hydrogen bond Hirshfeld surface analysis DFT study. research communications Source Type: research