2-[(1,3-Benzothiazol-2-yl)iminomethyl]-6-methoxyphenol: A new monoclinic polymorph

• Main Authors: Md. Abu, Affan, G. Jessop, Philip, Md. Abdus, Salam, Siti Nadiah, Binti Abdul Halim, R. T. Tiekinkc, Edward
• Format: E-Article
• Language: English
• Published: International Union of Crystallography 2013
• Subjects: QA Mathematics; QD Chemistry
• Online Access: http://ir.unimas.my/id/eprint/15958/1/A%20new%20monoclinic%20polymorph%20%28abstrak%29.pdf; http://ir.unimas.my/id/eprint/15958/; https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3793768/
• Institution: Universiti Malaysia Sarawak

The title compound, C15H12N2O2S, is a P21/c polymorph of a previously reported P21/n polymorph [Büyükgüngör et al. (2004). Acta Cryst. E60, o1414-o1416]. The dihedral angle between the benzothiazole (r.m.s. deviation = 0.010 Å) and the benzene ring of 7.86 (6)° compares with 10.76 (10)° in the literature structure. The methoxy substituent is almost coplanar with the benzene ring to which it is attached [C - O - C - C torsion angle = 178.31 (14)°] and the conformation about the imine bond [1.287 (2) Å] is E. There is an intramolecular O - H⋯N hydrogen bond and the hydroxy O and thioether S atoms are syn. In the crystal, columns are formed along the b axis as centrosymmetric dimeric aggregates, mediated by C - H⋯O interactions and linked by π-π interactions between the thiazole and benzene rings [centroid-to-centroid distance = 3.8256 (10) Å].