A detailed exploration of intermolecular interactions in 4-(4-dimethylaminobenzylideneamino)-N-(5-methyl-3-isoxazolyl) benzenesulfonamide and related Schiff bases: Crystal structure, spectral studies, DFT methods, Pixel energies and Hirshfeld surface analysis

The Schiff base of the title has been synthesized and its crystal structure determined by single-crystal X-ray diffraction. The compound was characterized by IR, Raman, 1H NMR, 13C NMR and electronic absorption spectra. DFT calculations provide the quantumchemical basis for the observed molecular co...

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Autores principales: Gil, Diego M., Salomón, Fernando F., Echeverría, Gustavo Alberto, Piro, Oscar Enrique, Pérez, Hiram, Ben Altabef, Aida
Formato: Articulo
Lenguaje:Inglés
Publicado: 2017
Materias:
Física
Sulfa drugs
Schiff bases
Intermolecular interactions
Hirshfeld surfaces
Crystal structure
IR and Raman spectroscopy
Electronic spectra
Acceso en línea:http://sedici.unlp.edu.ar/handle/10915/117228
Aporte de:
SEDICI (UNLP) de Universidad Nacional de La Plata
id I19-R120-10915-117228
record_format dspace
institution Universidad Nacional de La Plata
institution_str I-19
repository_str R-120
collection SEDICI (UNLP)
language Inglés
topic Física
Sulfa drugs
Schiff bases
Intermolecular interactions
Hirshfeld surfaces
Crystal structure
IR and Raman spectroscopy
Electronic spectra
spellingShingle Física
Sulfa drugs
Schiff bases
Intermolecular interactions
Hirshfeld surfaces
Crystal structure
IR and Raman spectroscopy
Electronic spectra
Gil, Diego M.
Salomón, Fernando F.
Echeverría, Gustavo Alberto
Piro, Oscar Enrique
Pérez, Hiram
Ben Altabef, Aida
A detailed exploration of intermolecular interactions in 4-(4-dimethylaminobenzylideneamino)-N-(5-methyl-3-isoxazolyl) benzenesulfonamide and related Schiff bases: Crystal structure, spectral studies, DFT methods, Pixel energies and Hirshfeld surface analysis
topic_facet Física
Sulfa drugs
Schiff bases
Intermolecular interactions
Hirshfeld surfaces
Crystal structure
IR and Raman spectroscopy
Electronic spectra
description The Schiff base of the title has been synthesized and its crystal structure determined by single-crystal X-ray diffraction. The compound was characterized by IR, Raman, 1H NMR, 13C NMR and electronic absorption spectra. DFT calculations provide the quantumchemical basis for the observed molecular conformation. A study of intermolecular interactions of the title compound is comparedwith seven other closely related structures and reveals that molecules in most of the compounds are linked by a cooperative effect of strong and weak hydrogen bonds, C\\H…π, and π…π stacking interactions, and also lp…π contacts. Lattice energy calculations indicate that the dispersion component is the major contribution, with the coulombic term playing a significant role in the total energy. Interaction energies for molecular pairs involving N\\H···N bonds indicate a dominant contribution to packing stabilization coming from coulomb component. Hirshfeld surfaces and 2D–fingerprint plots allowed us to visualize different intermolecular contacts and its relative contributions to total surface in each compound. The analysis of electrostatic potential (ESP) maps correlates well with the computed energies providing evidences on the dominant electrostatic nature of N\\H···N and N\\H···O interactions.
format Articulo
Articulo
author Gil, Diego M.
Salomón, Fernando F.
Echeverría, Gustavo Alberto
Piro, Oscar Enrique
Pérez, Hiram
Ben Altabef, Aida
author_facet Gil, Diego M.
Salomón, Fernando F.
Echeverría, Gustavo Alberto
Piro, Oscar Enrique
Pérez, Hiram
Ben Altabef, Aida
author_sort Gil, Diego M.
title A detailed exploration of intermolecular interactions in 4-(4-dimethylaminobenzylideneamino)-N-(5-methyl-3-isoxazolyl) benzenesulfonamide and related Schiff bases: Crystal structure, spectral studies, DFT methods, Pixel energies and Hirshfeld surface analysis
title_short A detailed exploration of intermolecular interactions in 4-(4-dimethylaminobenzylideneamino)-N-(5-methyl-3-isoxazolyl) benzenesulfonamide and related Schiff bases: Crystal structure, spectral studies, DFT methods, Pixel energies and Hirshfeld surface analysis
title_full A detailed exploration of intermolecular interactions in 4-(4-dimethylaminobenzylideneamino)-N-(5-methyl-3-isoxazolyl) benzenesulfonamide and related Schiff bases: Crystal structure, spectral studies, DFT methods, Pixel energies and Hirshfeld surface analysis
title_fullStr A detailed exploration of intermolecular interactions in 4-(4-dimethylaminobenzylideneamino)-N-(5-methyl-3-isoxazolyl) benzenesulfonamide and related Schiff bases: Crystal structure, spectral studies, DFT methods, Pixel energies and Hirshfeld surface analysis
title_full_unstemmed A detailed exploration of intermolecular interactions in 4-(4-dimethylaminobenzylideneamino)-N-(5-methyl-3-isoxazolyl) benzenesulfonamide and related Schiff bases: Crystal structure, spectral studies, DFT methods, Pixel energies and Hirshfeld surface analysis
title_sort detailed exploration of intermolecular interactions in 4-(4-dimethylaminobenzylideneamino)-n-(5-methyl-3-isoxazolyl) benzenesulfonamide and related schiff bases: crystal structure, spectral studies, dft methods, pixel energies and hirshfeld surface analysis
publishDate 2017
url http://sedici.unlp.edu.ar/handle/10915/117228
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