Artigo Acesso aberto

2-Bromo-3-phenyl-1-(3-phenylsydnon-4-yl)prop-2-en-1-one

2010; International Union of Crystallography; Volume: 66; Issue: 5 Linguagem: Inglês

10.1107/s1600536810015205

ISSN

1600-5368

Autores

Jia Hao Goh, Hoong‐Kun Fun, Nithinchandra, Balakrishna Kalluraya,

Tópico(s)

Crystal structures of chemical compounds

Resumo

The title sydnone derivative [systematic name: 2-bromo-1-(5-oxido-3-phenyl-1,2,3-oxadiazo­lium-4-yl)-3-phenyl­prop-2-en-1-one], C17H11BrN2O3, exists in a Z configuration with respect to the acyclic C=C bond. An intra­molecular C—H⋯Br hydrogen bond generates a six-membered ring, producing an S(6) ring motif. The 1,2,3-oxadiazole ring in the sydnone unit is essentially planar [maximum deviation = 0.011 (2) Å] and forms dihedral angles of 55.39 (13) and 57.12 (12)° with the two benzene rings. In the crystal structure, inter­molecular C—H⋯O hydrogen bonds link mol­ecules into two-mol­ecule-thick arrays parallel to the bc plane. The crystal structure also features a short inter­molecular N⋯C contacts [3.030 (3) Å] as well as C—H⋯π and π–π inter­actions [centroid–centroid distances = 3.3798 (11) and 3.2403 (12) Å].

Referência(s)