2-Amino-N-(2-hydroxy-3-methoxybenzylidene)aniline

Abstract

In the title compound, C14H14N2O2, the dihedral angle between the two benzene rings is 9.67 (10)°. Two intra­molecular O—H⋯N and N—H⋯N hydrogen bonds involving the hydr­oxy and amino groups generate S(6) and S(5) ring motifs, respectively. In the crystal structure, N—H⋯O hydrogen bonds link neighboring mol­ecules. Mol­ecules are also stacked in a head-to-tail fashion along the c axis through π–π inter­actions [centroid–centroid separation of 3.7357 (12) Å] and are further linked by weak inter­molecular C—H⋯π inter­actions, giving a zigzag arrangement along the b axis.

Unusual Effects of Intramolecular Hydrogen Bonds and Dipole Interaction on FTIR and NMR of Some Imines

“…In this work, we have reported some imines that have strong effects on intramolecular hydrogen bonding and dipole interaction which leads to the unexpected FTIR absorptions and the unusual values of chemical shifts in 1 HNMR.…”

Diaminobenzene schiff base, a novel class of DNA minor groove binder

“…3-[4,5-dimethylthiazol-2-yl]-2,5-diphenyltetrazolium bromide (MTT) was purchased from PhytoTechnology Laboratories (KS, USA). 2MJ and 2MH were synthesized in our laboratory according to previous published methods (18)(19)(20).…”

“…X-ray crystallographic structure between Hoechst 33258 and a synthetic B-DNA dodecamer of sequence C-G-C-G-A-A-T-T-C-G-C-G (pdb: 8BNA) was used as a model (29). The ligand within the DNA was substituted with 2MJ and 2MH crystal structure data (15)(16)(17)(18)(19). All the water molecules and heteroatoms were removed from the DNA pdb file.…”

“…We have synthesized two bis-Schiff base compounds (2MJ) and (2MH) and solved their crystal structures ( Fig. 1A and B) (15)(16)(17)(18)(19). The rigid C=N structure, the flat aromatic moiety and the presence of imine moieties in both compounds allow a wide variety of structural analogues to be prepared.…”