Structures of Two (E)-3-Substituted Cinnamoylbenzotriazole 1-Oxides

Authors: Howie, R. A.; De Souza, M.V.N.; Lima, C.H.S.; Wardell, J.L.; Wardell, S.M.S.V.


Abstract

The molecule of (E)-3-(3-MeOC6H4CH=CHCO)-benzotriazole 1-oxide, 2, has a very near planar structure, while the 2-nitrophenyl ring is rotated out of the plane of the remaining atoms in (E)-3-(2-O2NC6H4CH=CHCO)-benzotriazole 1-oxide, 1. The nitrogen oxide bond lengths in 1 and 2 are 1.258 (6) and 1.2683 (15) Å, respectively, and are in the region found for related compounds. There are no strong intermolecular hydrogen-bonds in either compound, instead there are weak C–H···O intermolecular hydrogen-bonds and π···π stacking interactions in 1, and C–H···O, C–H···π, and π···π stacking interactions in 2. Different three-dimensional arrays are generated in each case. Compound 1 crystallises in the orthorhombic space group Pna21, with a = 25.061 (2) Å, b = 3.6997 (2) Å, c = 14.2623 (12) Å and Z = 4. Compound 2 crystallises in the triclinic space group P-1, with a = 5.7297 (3) Å, b = 10.8440 (6) Å, c = 11.4965 (6) Å, α = 89.689 (3)°, β = 76.019 (3)°, γ = 75.047 (3)°, Z = 2.
Keywords: Benzotriazole 1-oxides Hydrogen-bonds π···π Stacking interactions Supramolecular arrangementsDocument Type: Research ArticleDOI: http://dx.doi.org/10.1007/s10870-011-0260-yPublication date: 7 de Fevereiro de 2012

Compartilhar publicação

Facebook
Twitter
Email
LinkedIn
WhatsApp

Deixe seu comentário

Compartilhar

Sobre a SSCDT

Nosso grupo de pesquisa está situado em Farmanguinhos e atualmente é o maior laboratório farmacêutico oficial vinculado ao Ministério da Saúde. Farmanguinhos produz mais de um bilhão de medicamentos por ano para os programas estratégicos do Governo Federal, além de atender demandas emergenciais no Brasil e no exterior.

posts Recentes