Por favor, use este identificador para citar o enlazar a este item: http://hdl.handle.net/10261/133040
COMPARTIR / EXPORTAR:
logo share SHARE logo core CORE BASE
Visualizar otros formatos: MARC | Dublin Core | RDF | ORE | MODS | METS | DIDL | DATACITE

Invitar a revisión por pares abierta
Título

The structure and properties of 5,6-dinitro-1H-benzotriazole

AutorSanta María, Dolores; Claramunt, Rosa M.; Torralba, M. Carmen; Torres, M. Rosario; Alkorta, Ibon CSIC ORCID ; Elguero, José CSIC ORCID
Palabras claveX-ray structure
CPMAS NMR
GIAO/DFT calculations
Pseudopolymorphism
Benzotriazole
Tautomerism
Fecha de publicación2016
EditorElsevier
CitaciónJournal of Molecular Structure 1113: 153-161 (2016)
Resumen5,6-Dinitro-1H-benzotriazole crystallizes in the monoclinic system, space group P2/c. The asymmetric unit contains the planar 1H-tautomer together with a water molecule of crystallization. Each water molecule is hydrogen bonded to three adjacent 5,6-dinitrobenzotriazoles forming a tape along the b-axis of the crystal. These tapes stack along the c-axis through hydrogen bonds involving the water molecules and one of the nitro groups leading to a bidimensional structure. Solid-state C and N CPMAS NMR allow to confirm that the tautomer present is the 1H one. In DMSO-d solution the results are quite different and, based on GIAO/B3LYP/6-311++G(d,p) calculations, lead us to conclude that the major tautomer is the 5,6-dinitro-2H-benzotriazole, a surprising result that contradicts the rule that the major tautomer in solution coincides with the one present in the crystal. An anhydrous pseudopolymorph of 5,6-dinitro-1H-benzotriazole has been obtained as a non-crystalline form and from solid-state NMR and theoretical calculations, we conclude that it is an 1H-tautomer.
Versión del editorhttp://dx.doi.org/10.1016/j.molstruc.2016.02.020
URIhttp://hdl.handle.net/10261/133040
DOI10.1016/j.molstruc.2016.02.020
Identificadoresdoi: 10.1016/j.molstruc.2016.02.020
issn: 0022-2860
Aparece en las colecciones: (IQM) Artículos




Ficheros en este ítem:
Fichero Descripción Tamaño Formato
accesoRestringido.pdf15,38 kBAdobe PDFVista previa
Visualizar/Abrir
Mostrar el registro completo

CORE Recommender

SCOPUSTM   
Citations

7
checked on 15-mar-2024

WEB OF SCIENCETM
Citations

7
checked on 26-feb-2024

Page view(s)

202
checked on 19-mar-2024

Download(s)

87
checked on 19-mar-2024

Google ScholarTM

Check

Altmetric

Altmetric


NOTA: Los ítems de Digital.CSIC están protegidos por copyright, con todos los derechos reservados, a menos que se indique lo contrario.