STRUCTURAL CHARACTERISTICS OF 8-I-IYDROXYQUINOLINES
García-Rodríguez, E.; Gómez-Beltrán, F.; García-Granda, S.; Aguirre, A.; Pérez-Carreòo, E.
Departamento de Química Física y Analítica. Universidad de Oviedo C/ Julián Clavería, 8 33006 Oviedo. Asturias. Spain
8-hydroxyquinoline derivatives are used due to their biological activities as antifungicide and antibacterial properties. These properties are closely related with their capability for quelating metallic ions. Structure and properties studies have been reported in the past.l-2
Existence of hydrogen bonding intra- and intermolecular interactions type O-H ..... N and their different forces, provide to this compounds characteristic forms, adopting ring structures of quelate type and dimer forms.3
In this work we report the 3-dimensional structures of a series of 8-hydroxyquinoline derivatives syntetized in our laboratory, together with the information of the spectroscopic experiments (IR) in solution4. The knowledge of the solid state packing allows us to discuss the different hydrogen bonding interactions and the influence of the different substitution on the presence or absence of weak interactions and on bonding distances. These results correlate with the spectroscopic properties of IR spectra in solution.
A revision of the structures in the CCDC (CSD) allowed us to compare the different structural parameters, and to include and classify the new compounds within the series. This study led us to a rational characterisation of the behaviour of 8-hydroxyquinoline and their derivatives in solid state, according to the 3-dimensional networking of hydrogen bonding.