Acta Crystallographica Section E (Jul 2012)

4-Bromoacetyl-3-phenylsydnone

  • Hoong-Kun Fun,
  • Tze Shyang Chia,
  • Nithinchandra,
  • Balakrishna Kalluraya,
  • Shobhitha Shetty

DOI
https://doi.org/10.1107/S1600536812026049
Journal volume & issue
Vol. 68, no. 7
pp. o2103 – o2103

Abstract

Read online

In the title compound (systematic name: 4-bromoacetyl-1,2,3-oxadiazol-3-ylium-5-olate), C10H7BrN2O3, the 1,2,3-oxadiazole ring and bromoacetyl group are essentially planar [maximum deviation = 0.010 (4) and 0.013 (3) Å respectively] and form dihedral angles of 59.31 (19) and 67.96 (11)°, respectively, with the phenyl ring. The 1,2,3-oxadiazole ring is twisted slightly from the mean plane of the bromoacetyl group, forming a dihedral angle of 9.16 (24)°. In the crystal, molecules are linked by pairs of weak C—H...O hydrogen bonds into inversion dimers with R22(12) ring motifs. The dimers are further connected by weak C—H...O hydrogen bonds into an infinite tape parallel to the b axis. In addition, π–π stacking interactions [centroid–centroid distance = 3.6569 (19) Å] and short intermolecular contacts [O...O = 2.827 (3) and C...C = 3.088 (5) Å] are observed.