A second triclinic polymorph of azimsulfuron.

ABSTRACT: The title compound, C₁₃H₁₆N₁₀O₅S (systematic name: 1-(4,6-di-meth-oxypyrimidin-2-yl)-3-{[1-methyl-4-(2-methyl-2H-tetra-zol-5-yl)pyrazol-5-yl]sulfonyl}urea), is a second triclinic polymorph of this crystal [for the other, see: Jeon et al., (2015 ?). Acta Cryst. E71, o470-o471]. There are two mol-ecules, A and B, in the asymmetric unit; the dihedral angles between the pyrazole ring and the tetra-zole and di-meth-oxy-pyrimidine ring planes are 72.84?(10) and 37.24?(14)°, respectively (mol-ecule A) and 84.38?(9) and 26.09?(15)°, respectively (mol-ecule B). Each mol-ecule features an intra-molecular N-H?N hydrogen bond. In the crystal, aromatic ?-? stacking inter-actions [centroid-centroid separations = 3.9871?(16), 3.4487?(14) and 3.5455?(16)?Å] link the mol-ecules into [001] chains. In addition, N-H?N, N-H?O, C-H?O and C-H?N hydrogen bonds occur, forming a three-dimensional architecture. We propose that the dimorphism results from differences in conformations and packing owing to different inter-molecular inter-actions, especially aromatic ?-? stacking.

SUBMITTER: Kwon E 

PROVIDER: S-EPMC5050778 | biostudies-literature | 2016 Oct

REPOSITORIES: biostudies-literature