(E)-2-[(2,4,6-Trimethoxybenzylidene)amino]phenol

Abstract

Key indicators: single-crystal X-ray study; T = 100 K; mean (C-C) = 0.002 Å; R factor = 0.052; wR factor = 0.148; data-to-parameter ratio = 20.7.There are two independent molecules in the asymmetric unit of the title compound, C 16 H 17 NO 4 , with similar conformations but some differences in their bond angles. Each molecule adopts a trans configuration with respect to the methylidene C N bond and is twisted with a dihedral angle between the two substituted benzene rings of 80.52 (7) in one molecule and 83.53 (7) in the other. All methoxy groups are approximately coplanar with the attached benzene rings, with C methyl -O-C-C torsion angles ranging from À6.7 (2) to 5.07 (19) . In the crystal, independent molecules are linked together by O-HÁ Á ÁN and O-HÁ Á ÁO hydrogen bonds and a -interaction [centroid-centroid distance of 3.6030 (9) Å ], forming a dimer. The dimers are further linked by weak C-HÁ Á ÁO interactions and another -interaction [centroidcentroid distance of 3.9452 (9) Å ] into layers lying parallel to the ab plane. Related literature

Crystal structure of (E)-2-hydroxy-4′-methoxyazastilbene

“…1 and Table 1) that generates an S(5) ring motif. The bond lengths are comparable with those found for some closely related structures (Habibi et al, 2013;Aslam et al, 2012a;Kaewmanee et al, 2013Kaewmanee et al, , 2014Sun et al, 2011).…”

“…Pd II and Ru III complexes of azastilbenes have been synthesized and some have shown potent antibacterial activity (Briel et al, 1998;Prabhakaran et al, 2008;Puthilibai et al, 2009). The interesting biological activities of azastilbenes have attracted us to synthesis a series of azastilbenes, including the title compound, and to study their antibacterial and antioxidant activities (Kaewmanee et al, 2013(Kaewmanee et al, , 2014. The antibacterial assay for the title compound indicated that it possesses moderate to weak antibacterial activity against B. subtilis, S. aureus, P. aeruginosa, S. typhi and S. sonnei with the MIC values in the range of 37.5 to 150 mg/ml.…”