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Synthesis, crystal structure and Hirshfeld surface analysis of 2-(perfluoro-phen-yl)acetamide in comparison with some related compounds.

ABSTRACT: The mol-ecular and crystal structures of the title compound, C₈H₄F₅NO, were examined by single-crystal X-ray diffraction and Hirshfeld surface analysis. The title compound was synthesized by a new method at the interface of aqueous solutions of LiOH and penta-fluoro-phenyl-aceto-nitrile. In the crystal, hydrogen bonds and π-halogen inter-actions connect the mol-ecules into double layers. Analysis of the Hirshfeld surface showed that the most important contributions to the crystal packing are made by F⋯F (30.4%), C⋯F/F⋯C (22.9%), O⋯H/H⋯O (14.9%), H⋯F/F⋯H (14.0%) and H⋯H (10.2%) contacts. The Hirshfeld surfaces of analogues of the title compound were compared and the effect of perfluorination on the crystal packing was shown.

SUBMITTER: Novikov AP

PROVIDER: S-EPMC8739205 | biostudies-literature | 2022 Jan

REPOSITORIES: biostudies-literature

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Synthesis, crystal structure and Hirshfeld surface analysis of 2-(perfluoro-phen-yl)acetamide in comparison with some related compounds.

Novikov Anton P AP Bezdomnikov Alexey A AA Grigoriev Mikhail S MS German Konstantin E KE

Acta crystallographica. Section E, Crystallographic communications 20220101 Pt 1

The mol-ecular and crystal structures of the title compound, C8H4F5NO, were examined by single-crystal X-ray diffraction and Hirshfeld surface analysis. The title compound was synthesized by a new method at the interface of aqueous solutions of LiOH and penta-fluoro-phenyl-aceto-nitrile. In the crystal, hydrogen bonds and π-halogen inter-actions connect the mol-ecules into double layers. Analysis of the Hirshfeld surface showed that the most important contributio ...[more]

PMID: 35079430

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