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Crystal Structure of a Schiff Base, 2-Hydroxynaphthylidene-(8-aminoquinoline) - In Search of Two Tautomeric Forms

Lipkowski J., Fita P., Grabowska A.

Polish Journal of Chemistry

2008

Vol. 82, nr 10

2009-2016

Crystal structure of a Schiff base, 2-hydroxynaphthylidene-(8-aminoquinoline) (HNAQ) has been determined at 4 different temperaturs in the range of 100-400 K. While spectral studies would indicate the coexistence of two different tautomeric forms in thermal equilibrium, no statistically significant structural effects have been observed as the pre umed evidence for the presence of the enol form in the solid. HNAQ crystallizes in the monoclinic space group Pc with unit cell parameters a = 10.3400(7) Capital A, b = 5.8870(19) Capital A, c = 14.2960(21) Capital A, beta = 125.844(10) graduate, V = 705.41(27) Capital A 3 and Z = 2 (at 100 K). Crystallographic data for HNAQ have been compared to previously known structures of its metalo-organic complexes. This showed only minor changes due to complexation. In all the cases the mol e cules in the crys tal are al most pla nar and the presence of the metal atom affects only the bonds in the chelate ring.