Artículo

Rocha, M.; Di Santo, A.; Echeverría, G.A.; Piro, O.E.; Cukiernik, F.D.; Ulic, S.E.; Gil, D.M."Supramolecular self-assembly of a new multi-conformational Schiff base through hydrogen bonds: Crystal structure, spectroscopic and theoretical investigation" (2017) Journal of Molecular Structure. 1133:24-36
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Abstract:

The compound 4-(4-dimethylaminobenzylidene)aminoacetophenone was synthesized by condensation of 4-aminoacetophenone and 4-(dimethylamino) benzaldehyde in ethanol. This compound was characterized by CG-MS, infrared, Raman, UV–Vis, 1H and 13C NMR spectroscopy. The crystal structure was solved by single-crystal X-ray diffraction methods. The crystallographic data reveals that there are four independent molecules per asymmetric unit, that mainly differ from one another in rotations around the σ-bond of the azomethine N-atom with the phenyl ring. A detailed analysis of the intermolecular interactions in the four conformers of the compound has been performed using Hirshfeld surfaces and their associated two-dimensional fingerprint plots. The optimized geometrical parameters and calculated spectroscopic features obtained by quantum chemical calculations at B3LYP method show a very good agreement with the experimental data. Moreover, Natural Bond Orbital (NBO) analysis confirms the strong hyper-conjugative LP N(n1)→ σ* C(n9)[sbnd]H interaction between the lone pair located in the N-atom of the azomethine group and the C[sbnd]H bond. Liquid crystalline properties of the Schiff base were studied by differential scanning calorimetry (DSC), polarizing optical microscopy (POM) and Powder X-ray diffraction techniques. Mesomorphic behaviour was observed in this unsymmetrical azomethine. Based on POM and DSC measurements, the hexatic Smetic B phase was detected. © 2016 Elsevier B.V.

Registro:

Documento: Artículo
Título:Supramolecular self-assembly of a new multi-conformational Schiff base through hydrogen bonds: Crystal structure, spectroscopic and theoretical investigation
Autor:Rocha, M.; Di Santo, A.; Echeverría, G.A.; Piro, O.E.; Cukiernik, F.D.; Ulic, S.E.; Gil, D.M.
Filiación:INQUINOA (CONICET-UNT), Instituto de Química Física, Facultad de Bioquímica, Química y Farmacia, Universidad Nacional de Tucumán, San Lorenzo 456, Tucumán, T4000CAN, Argentina
Departamento de Física, Facultad de Ciencias Exactas, Universidad Nacional de La Plata e IFLP, CONICET, CCT- La Plata, C.C. 67, La Plata, 1900, Argentina
DQIAQF/INQUIMAE, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón II, Ciudad Universitaria, Núñez, CABA, C1428EHA, Argentina
CEQUINOR (CONICET-UNLP), Facultad de Ciencias Exactas, Universidad Nacional de La Plata, 47 and 115, La Plata, 1900, Argentina
Departamento de Ciencias Básicas, Universidad Nacional de Luján, Rutas 5 y 7, Luján, Buenos Aires 6700, Argentina
Palabras clave:Crystal structure; Hirshfeld surface analysis; IR and Raman spectroscopy; Mesomorphic properties; Quantum chemical calculations; Schiff bases; Chemical analysis; Chemical bonds; Differential scanning calorimetry; Geometry; Hydrogen bonds; Nuclear magnetic resonance spectroscopy; Quantum chemistry; Self assembly; Single crystals; Surface analysis; X ray diffraction; Hirshfeld surfaces; IR and Raman spectroscopy; Mesomorphic property; Quantum chemical calculations; Schiff basis; Crystal structure
Año:2017
Volumen:1133
Página de inicio:24
Página de fin:36
DOI: http://dx.doi.org/10.1016/j.molstruc.2016.11.071
Handle:http://hdl.handle.net/20.500.12110/paper_00222860_v1133_n_p24_Rocha
Título revista:Journal of Molecular Structure
Título revista abreviado:J. Mol. Struct.
ISSN:00222860
CODEN:JMOSB
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00222860_v1133_n_p24_Rocha

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Citas:

---------- APA ----------
Rocha, M., Di Santo, A., Echeverría, G.A., Piro, O.E., Cukiernik, F.D., Ulic, S.E. & Gil, D.M. (2017) . Supramolecular self-assembly of a new multi-conformational Schiff base through hydrogen bonds: Crystal structure, spectroscopic and theoretical investigation. Journal of Molecular Structure, 1133, 24-36.
http://dx.doi.org/10.1016/j.molstruc.2016.11.071
---------- CHICAGO ----------
Rocha, M., Di Santo, A., Echeverría, G.A., Piro, O.E., Cukiernik, F.D., Ulic, S.E., et al. "Supramolecular self-assembly of a new multi-conformational Schiff base through hydrogen bonds: Crystal structure, spectroscopic and theoretical investigation" . Journal of Molecular Structure 1133 (2017) : 24-36.
http://dx.doi.org/10.1016/j.molstruc.2016.11.071
---------- MLA ----------
Rocha, M., Di Santo, A., Echeverría, G.A., Piro, O.E., Cukiernik, F.D., Ulic, S.E., et al. "Supramolecular self-assembly of a new multi-conformational Schiff base through hydrogen bonds: Crystal structure, spectroscopic and theoretical investigation" . Journal of Molecular Structure, vol. 1133, 2017, pp. 24-36.
http://dx.doi.org/10.1016/j.molstruc.2016.11.071
---------- VANCOUVER ----------
Rocha, M., Di Santo, A., Echeverría, G.A., Piro, O.E., Cukiernik, F.D., Ulic, S.E., et al. Supramolecular self-assembly of a new multi-conformational Schiff base through hydrogen bonds: Crystal structure, spectroscopic and theoretical investigation. J. Mol. Struct. 2017;1133:24-36.
http://dx.doi.org/10.1016/j.molstruc.2016.11.071