Diethyl 2-Benzimidazol-1-ylsuccinate–Picric Acid (1/1) – An Inclusion Molecular Complex

Abstract

The crystal structure of the diethyl 2-benzimidazol-1ylsuccinate-picric acid (1 / 1) molecular complex has been determined by X-ray diffraction analysis. Diethyl 2benzimidazol-l-ylsuccinate molecules form channels along the a axis, in which the picric acid molecules are located. The benzimidazole moiety and the phenol group are held together by hydrogen bonding between the hydrogen of the phenol and the N3 atom of benzimidazole. Additionally, this hydrogen forms an intramolecular hydrogen bond with one O atom of the ortho-nitro group, thus producing a bifurcated hydrogen bond. I H NMR spectra in DMSO-d6 solution and CP/MAS solid 13C NMR studies of this 2-benzimidazol-1-ylsuccinate-picric acid (1/1) molecular complex, as well as those of dimethyl, diethyl, di-n-butyl and 1-n-butyl-4-ethyl 2imidazol-1-ylsuccinates, diethyl 2-pyrazol-1-ylsuccinate, ethyl imidazol-1-ylacetate, ethyl pyrazol-1-ylacetate and ethyl pyrazol-l-ylsuccinate, suggest that the picric acid linkage depends on the nature of the azole. Actual proton transfer is deduced for the imidazole derivatives, but only weak hydrogen bonding could be inferred for pyrazole derivatives.

Synthesis, crystal growth and characterization of a new organic NLO material: Caffeinium picrate (CAFP)—A charge transfer molecular complex salt

“…The strength and nature of the electron donor-acceptor type bonding in the picric acid complexes are dictated by the nature of the partners involved in the bond-formation process. The linkage encompasses electrostatic interactions as well as the formation of the molecular complexes [15].…”

Vibrational spectroscopic and molecular docking study of (2 E )- N -(4-chloro-2-oxo-1,2-dihydroquinolin-3-yl)-3-phenylprop-2-enamide

“…Quinolines are reported to be a promising candidate for the use as PhOLEDs (Phosphorescent Organic Light Emitting diodes) [13] with good nonlinear optical properties [14,15]. There has been growing interest in using organic materials for nonlinear optical devices, functioning as second harmonic generators, frequency converters, electrooptical modulators, etc.…”

Theoretical studies on molecular structure and vibrational spectra of 8-hydroxyquinolinium picrate

“…8-Hydroxyquinoline (8-HQ) and its derivatives are well known for their antifungal, antibacterial and antiamoebic activities [2]. It is known that 8-HQ and picric acid have got good non-linear optical (NLO) properties [3,4]. Nonlinear optics (NLO) deals with the interactions of applied electromagnetic fields in various materials to generate new electromagnetic fields, altered in frequency, phase, or other physical properties.…”