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Syntheses, crystal structures and Hirshfeld surface analyses of (3aR,4S,7R,7aS)-2-(perfluoro-pyridin-4-yl)-3a,4,7,7a-tetra-hydro-4,7-methano-iso-indole-1,3-dione and (3aR,4S,7R,7aS)-2-[(perfluoro-pyridin-4-yl)-oxy]-3a,4,7,7a-tetra-hydro-4,7-methano-iso-indole-1,3-dione.

ABSTRACT: The syntheses and crystal structures of the title compounds, C₁₄H₈F₄N₂O₂ and C₁₄H₈F₄N₂O₃, are reported. In each crystal, the packing is driven by C-H?F inter-tactions, along with a variety of C-H?O, C-O??, and C-F?? contacts. Hirshfeld surface analysis was conducted to aid in the visualization of these various influences on the packing: they showed that the largest contributions to the surface contacts arise from H?F/F?H inter-actions, followed by H?H and O?H/H?O.

SUBMITTER: Peloquin AJ

PROVIDER: S-EPMC6690472 | biostudies-literature | 2019 Aug

REPOSITORIES: biostudies-literature

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Syntheses, crystal structures and Hirshfeld surface analyses of (3aR,4S,7R,7aS)-2-(perfluoro-pyridin-4-yl)-3a,4,7,7a-tetra-hydro-4,7-methano-iso-indole-1,3-dione and (3aR,4S,7R,7aS)-2-[(perfluoro-pyridin-4-yl)-oxy]-3a,4,7,7a-tetra-hydro-4,7-methano-iso-indole-1,3-dione.

Peloquin Andrew J AJ Balaich Gary J GJ Iacono Scott T ST

Acta crystallographica. Section E, Crystallographic communications 20190712 Pt 8

The syntheses and crystal structures of the title compounds, C14H8F4N2O2 and C14H8F4N2O3, are reported. In each crystal, the packing is driven by C-H⋯F inter-tactions, along with a variety of C-H⋯O, C-O⋯π, and C-F⋯π contacts. Hirshfeld surface analysis was conducted to aid in the visualization of these various influences on the packing: they showed that the largest contributions to the s ...[more]

PMID: 31417783

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