Abstract

The title compound, C 13 H 19 NO 2 , is the cyclized ringchain tautomer of the corresponding angularly substituted Δ 1(9) -2-octalone and exists in two crystalline polymorphs, (I) and (II), displaying fundamentally different intermolecular hydrogen-bonding patterns, neither of which involves the ketone. In (I), amide groups are paired by hydrogen bonding in non-centrosymmetric dimers (space group C2/c). In (II), hydrogen bonding proceeds from the NH of each molecule to the amide C=O of a screw-related neighbor, generating parallel, centrosymmetrically related, counterdirectional chains passing through the cell in the b direction (space group P2 1 /c). Several intermolecular C=O...H-C close contacts were found for both (I) and (II).

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