An exploration of O-H⋯O and C-H⋯π inter-actions in a long-chain-ester-substituted phenyl-phenol: methyl 10-[4-(4-hydroxyphenyl)phenoxy]decanoate

Acta Crystallographica. Section E, Crystallographic Communications
David K GeigerDominic L Morell

Abstract

An understanding of the driving forces resulting in crystallization vs organogel formation is essential to the development of modern soft materials. In the mol-ecular structure of the title compound, methyl 10-[4-(4-hydroxyphenyl)phen-oxy]decanoate (MBO10Me), C23H30O4, the aromatic rings of the biphenyl group are canted by 6.6 (2)° and the long-chain ester group has an extended conformation. In the crystal, mol-ecules are linked by O-H⋯O hydrogen bonds, forming chains along [10[Formula: see text]]. The chains are linked by C-H⋯O hydrogen bonds, forming layers parallel to the ac plane. The layers are linked by C-H⋯π inter-actions, forming a three-dimensional supra-molecular structure. The extended structure exhibits a lamellar sheet arrangement of mol-ecules stacking along the b-axis direction. Each mol-ecule has six nearest neighbors and the seven-mol-ecule bundles stack to form a columnar superstructure. Inter-action energies within the bundles are dominated by dispersion forces, whereas inter-columnar inter-actions have a greater electrostatic component.

References

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Citations

Feb 26, 2019·Acta Crystallographica. Section E, Crystallographic Communications·David K GeigerShawn M Moore
Jun 1, 2018·Acta Crystallographica. Section E, Crystallographic Communications·Andrei S Batsanov

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Methods Mentioned

BETA
X-ray
NMR
neutron diffraction

Software Mentioned

CrystalExplorer17

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