Crystal structure and Hirshfeld surface analysis of 1-(2,4-di­chloro­benz­yl)-5-methyl-N-(thio­phene-2-sulfon­yl)-1H-pyrazole-3-carboxamide

摘要

In the title compound, C16H13Cl2N3O3S2, the thio­phene ring is disordered in a 0.762 (3):0.238 (3) ratio by an approximate 180° rotation of the ring around the S—C bond linking the ring to the sulfonyl unit. The di­chloro­benzene group is also disordered over two sets of sites with the same occupancy ratio. The mol­ecular conformation is stabilized by intra­molecular C—H⋯Cl and C—H⋯N hydrogen bonds, forming rings with graph-set notation S(5). In the crystal, pairs of mol­ecules are linked by N—H⋯O and C—H⋯O hydrogen bonds, forming inversion dimers with graph-set notation R22(8) and R12(11), which are connected by C—H⋯O hydrogen-bonding inter­actions into ribbons parallel to (100). The ribbons are further connected into a three-dimensional network by C—H⋯π inter­actions and π–π stacking inter­actions between benzene and thio­phene rings, with centroid-to-centroid distances of 3.865 (2), 3.867 (7) and 3.853 (2) Å. Hirshfeld surface analysis has been used to confirm and qu­antify the supra­molecular inter­actions.