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The title compound comprises a 2-iminopyridine ring fused with a cyclooctane ring, which adopts a twist boat–chair conformation. Intermolecular C—H
N interactions form 
(14) ring motifs and molecules are further connected by weak C—Hπ interactions.
N interactions form 
(14) ring motifs and molecules are further connected by weak C—Hπ interactions.research communicationsOpen access
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Two isotypic title compounds comprise a 2-iminopyridine ring fused with a cyclooctane ring. In one compound, the cyclooctane ring adopts a twisted chair–chair conformation, while in the second, this ring adopts a twisted boat–chair conformation.
organic compoundsOpen access
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In the title compound, C20H22N2O2, the central pyridine ring forms a dihedral angle of 76.32 (8)° with the pseudo-axial benzene ring. The cyclooctane ring adopts a twisted boat chair conformation. In the crystal, weak intermolecular C—Hπ interactions between inversion-related molecules result in the formation of linear double chains along the b-axis direction.
π interactions between inversion-related molecules result in the formation of linear double chains along the b-axis direction.organic compoundsOpen access
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In the title compound, C19H19FN2O, the cyclooctene ring adopts a twisted boat-chair conformation. The dihedral angle between the plane of the fluorophenyl substituent and that of the pyridine ring is 76.39 (8)°. The F and ortho-H atoms of the fluorobenzene ring are disordered, with occupancy factors of 0.226 (5) and 0.774 (5). In the crystal, no significant interactions are observed between the molecules beyond van der Waals contacts.
