(E)-4-[(4-Methoxyphenyl)iminomethyl]-N,N-dimethylaniline

Abstract

The title compound, C16H18N2O, an N-benzyl­ideneaniline derivative with substituents on both aromatic rings, crystallizes with two independent mol­ecules (A and B) in the asymmetric unit. Both mol­ecules exist in the E configuration. The dihedral angle between the two aromatic rings is 8.20 (5)° for mol­ecule A and 12.52 (6)° for mol­ecule B, and the imino C—N torsion angle (τ) is 7.1 (2)° for mol­ecule A and −14.7 (2)° for mol­ecule B. In the crystal structure, mol­ecules are arranged in stacks which propagate along the a-axis direction. The crystal structure is stabilized by a number of weak C—H⋯π inter­actions.

Raman and Infrared Spectral Analysis, Normal Coordinate Analysis, DFT calculations of Novel Schiff Base Containing di-imine moieties.

“…66 No. 9 (2023) with earlier computational and vibrational outcomes [48][49][50][51][52] as well as X-ray structural parameters [53,54] and Electron Diffraction [50].…”

“…The computed and experimental [53] CNC bond angles were deviated by less than 3%. Nevertheless, the HCH bend angle of methyl and methylene groups were not reported by X-ray and ED studies [50,52,55,58].…”

“…Aided with the published X-ray data [53] of (N 1 Z, N 4 E)-N 1 , N 4 -bis (4 (dimethyl amino) benzylidene) and the available electron diffraction data (ED) of butane 1,4-diamine [55] which contains quartet methylene groups, we were able to compare our theoretical SPs (Table 1) to those obtained experimentally [53], for atom numbering refer to Figure 3C. The estimated (1.091-1.102) and experimental (0.980) values in Å for the C-HMe bond length were in good agreement with variations of 10-11%.…”

“… X-ray [53]  X-ray [54]  Electron diffraction [50]  Structural Parameters a X-ray [53]  X-ray [54] Electron diffraction [50]  a Bond distances (r) in angstroms, bond () and dihedral angles (τ) in degrees.…”

“…Structural Parameters a X-ray [53] X-ray [54] Electron diffraction [50] B3LYP  Spectroscopic analysis and calculated structural characteristics pronounce that both aromatic rings retain their aromaticity.…”