A combined experimental and theoretical study of the tautomeric and conformational properties of (5-phenyl-tetrazol-2-yl)-acetic acid methyl ester

The tautomeric and conformational properties of a new tetrazole derivative are studied in a combined approach that includes the analysis of the experimental vibrational data together with theoretical calculation methods, especially in terms of natural bond orbital (NBO) population analysis. Moreover...

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Autores principales: Saeed, Aamer, Qasim, Muhammad, Hussain, Majid, Flörke, Ulrich, Erben, Mauricio Federico
Formato: Articulo
Lenguaje:Inglés
Publicado: 2015
Materias:
Química
Tetrazole
Vibrational spectroscopy
Quantum chemical calculations
Crystal structure
Conformational analysis
Tautomerism
Acceso en línea:http://sedici.unlp.edu.ar/handle/10915/107627
Aporte de:
SEDICI (UNLP) de Universidad Nacional de La Plata
id I19-R120-10915-107627
record_format dspace
institution Universidad Nacional de La Plata
institution_str I-19
repository_str R-120
collection SEDICI (UNLP)
language Inglés
topic Química
Tetrazole
Vibrational spectroscopy
Quantum chemical calculations
Crystal structure
Conformational analysis
Tautomerism
spellingShingle Química
Tetrazole
Vibrational spectroscopy
Quantum chemical calculations
Crystal structure
Conformational analysis
Tautomerism
Saeed, Aamer
Qasim, Muhammad
Hussain, Majid
Flörke, Ulrich
Erben, Mauricio Federico
A combined experimental and theoretical study of the tautomeric and conformational properties of (5-phenyl-tetrazol-2-yl)-acetic acid methyl ester
topic_facet Química
Tetrazole
Vibrational spectroscopy
Quantum chemical calculations
Crystal structure
Conformational analysis
Tautomerism
description The tautomeric and conformational properties of a new tetrazole derivative are studied in a combined approach that includes the analysis of the experimental vibrational data together with theoretical calculation methods, especially in terms of natural bond orbital (NBO) population analysis. Moreover, the molecular and crystal structure was determined by single crystal X-ray diffraction. The compound crystallized as the 2-tautomeric form, monoclinic space group P21/c with Z = 4, a = 10.0630(14), b = 8.2879(11), c = 12.8375(18) Å, b = 105.546(3) , V = 1031.5(2) Å3. The tetrazole and phenyl rings are coplanar with the acetate group oriented perpendicular to the plane. The NBO analysis showed that delocalizing interactions of the lpp(N2) lone pair orbital contributes to a strong resonance interactions with both adjacent p⁄(N3@N4) and p⁄(N1@C5) antibonding orbitals of the tetrazole group.
format Articulo
Articulo
author Saeed, Aamer
Qasim, Muhammad
Hussain, Majid
Flörke, Ulrich
Erben, Mauricio Federico
author_facet Saeed, Aamer
Qasim, Muhammad
Hussain, Majid
Flörke, Ulrich
Erben, Mauricio Federico
author_sort Saeed, Aamer
title A combined experimental and theoretical study of the tautomeric and conformational properties of (5-phenyl-tetrazol-2-yl)-acetic acid methyl ester
title_short A combined experimental and theoretical study of the tautomeric and conformational properties of (5-phenyl-tetrazol-2-yl)-acetic acid methyl ester
title_full A combined experimental and theoretical study of the tautomeric and conformational properties of (5-phenyl-tetrazol-2-yl)-acetic acid methyl ester
title_fullStr A combined experimental and theoretical study of the tautomeric and conformational properties of (5-phenyl-tetrazol-2-yl)-acetic acid methyl ester
title_full_unstemmed A combined experimental and theoretical study of the tautomeric and conformational properties of (5-phenyl-tetrazol-2-yl)-acetic acid methyl ester
title_sort combined experimental and theoretical study of the tautomeric and conformational properties of (5-phenyl-tetrazol-2-yl)-acetic acid methyl ester
publishDate 2015
url http://sedici.unlp.edu.ar/handle/10915/107627
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