Two new Schiff base ligands (1) and (2), have been synthesized from a reaction between 4-aminomethylpyridine with 3,4- and 2,4-dihydroxybenzaldehyde, respectively. These have been characterized by various spectroscopic techniques and single crystal X-ray diffraction studies. The compound (2) crystallizes in a noncentrosymmetric (NCS), chiral space group P2(1)2(1)2(1) although the molecule itself is not chiral. The intra-molecular H-bonding between the -OH group at C-2 with the N of the imine group seems to be responsible for providing a twisted conformation to the molecule which packs ultimately in a chiral space group producing corrugated chains. [Supplemental materials are available for this article. Go to the publisher's online edition of Molecular Crystals and Liquid Crystals to view the free supplemental file: Characterization of Schiff bases by spectroscopic techniques such as NMR, IR, Mass, tables of crystallographic studies and powder pattern comparison for 1 and 2.]