Crystal structure of fluroxypyr

Abstract

In the title pyridine herbicide {systematic name: 2-[(4-amino-3,5-dichloro-6-fluoropyridin-2-yl)oxy]acetic acid}, C7H5Cl2FN2O3, the mean plane of the carboxylic acid substituent and the pyridyl ring plane subtend a dihedral angle of 77.5 (1)°. In the crystal, pairs of O—H...O hydrogen bonds form inversion dimers with R22(8) ring motifs. These are extended into chains along [011] by N—H...F hydrogen bonds. In addition, intermolecular N—H...O hydrogen bonds and weak π–π interactions [ring centroid separation = 3.4602 (9) Å] connect these chains into a three-dimensional network.

Keywords

• crystal structure
• fluroxypyr
• herbicide
• pyridine
• hydrogen bonds