Author/Authors :
Daoui, Said Laboratory of Applied Chemistry and Environment (LCAE) - Faculty of Sciences - Mohamed I University, Morocco , Baydere, Cemile Department of Physics - Faculty of Arts and Sciences - Ondokuz Mayıs University, Turkey , Chelfi, Tarik Laboratory of Applied Chemistry and Environment (LCAE) - Faculty of Sciences - Mohamed I University, Morocco , Kalai, Fouad El Laboratory of Applied Chemistry and Environment (LCAE) - Faculty of Sciences - Mohamed I University, Morocco , Dege, Necmi Department of Physics - Faculty of Arts and Sciences - Ondokuz Mayıs University, Turkey , Karrouchi, Khalid Laboratory of Medicinal Chemistry - Faculty of Medicine and Pharmacy, University - Mohammed V, Rabat, Morocco , Benchat, Noureddine Laboratory of Applied Chemistry and Environment (LCAE) - Faculty of Sciences - Mohamed I University, Morocco
Abstract :
Two polymorphs of the title compound, C19H16N2O3, were obtained from ethanolic (polymorph I) and methanolic solutions (polymorph II), respectively. Both polymorphs crystallize in the monoclinic system with four formula units per cell and a complete molecule in the asymmetric unit. The main difference between the molecules of (I) and (II) is the reversed position of the hydroxy group of the carboxylic function. All other conformational features are found to be similar in the two molecules. The different orientation of the OH group results in different hydrogen-bonding schemes in the crystal structures of (I) and (II). Whereas in (I) intermolecular O—H⋯O hydrogen bonds with the pyridazinone carbonyl O atom as acceptor generate chains with a C(7) motif extending parallel to the b-axis direction, in the crystal of (II) pairs of inversion-related O—H⋯O hydrogen bonds with an R22(8) ring motif between two carboxylic functions are found. The intermolecular interactions in both crystal structures were analysed using Hirshfeld surface analysis and two-dimensional fingerprint plots.
