title: 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: Jeonet al., (2015 ▸).Acta Cryst. E71, o470-o471]. There are two mol-ecules,AandB, 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-eculeA) and 84.38 (9) and 26.09 (15)°, respectively (mol-eculeB). Each mol-ecule features an intra-molecular N-H⋯N hydrogen bond. In the crystal, aromatic π-π 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 π-π stacking.
authors.affiliation: Department of Chemistry (BK21 plus) and Research Institute of Natural Sciences, Gyeongsang National University, Jinju 52828, Republic of Korea.
authors.forename: Eunjin
authors.initials: E
authors.lastname: Kwon
authors.affiliation: Department of Chemistry (BK21 plus) and Research Institute of Natural Sciences, Gyeongsang National University, Jinju 52828, Republic of Korea.
authors.forename: Jineun
authors.initials: J
authors.lastname: Kim
authors.affiliation: Department of Chemistry (BK21 plus) and Research Institute of Natural Sciences, Gyeongsang National University, Jinju 52828, Republic of Korea.
authors.forename: Hyunjin
authors.initials: H
authors.lastname: Park
authors.affiliation: Department of Chemistry (BK21 plus) and Research Institute of Natural Sciences, Gyeongsang National University, Jinju 52828, Republic of Korea.
authors.forename: Tae Ho
authors.initials: TH
authors.lastname: Kim
keywords: azimsulfuron; crystal structure; dimorphism; sulfonyl­urea herbicide