Abstract Two novel quinoline derivatives e.g. 2-(3-(hydroxymethyl)-7-methylquinolin-2-yl)phenol (1) and 2-(3-(hydroxymethyl)-6-methoxyquinolin-2-yl)phenol (2) were synthesized. These compounds were characterized by IR, 1H NMR and mass spectroscopy. Thermal analyses (DSC and TGA) and PXRD patterns were collected for the supporting data. Finally the crystal structures were solved by single crystal X-ray diffraction data and the structures were analyzed in terms of supramolecular interactions. Compound 1 consists of two symmetry independent molecules in the asymmetric unit. These two molecules are conformational isomers (A and B) and form different hydrogen bonding in the crystal structure. The Hirshfeld surfaces and associated 2D fingerprint plots were analyzed to differentiate the two conformers (A and B). Compound 2 form a helical structure with O–H⋯O and O–H⋯N hydrogen bond synthons along the c-axis.