Aydin, Abdullah, Akkurt, Mehmet, Gur, Zehra Tugce, Banoğlu, ErdenAydin A., Akkurt M., Gur Z.T., Banoǧlu E.Aydin, A, Akkurt, M, Gur, ZT, Banoglu, E2023-05-092023-05-092018-05-012018-01-012018.01.012056-9890https://hdl.handle.net/20.500.12597/13329In the title compound, CHClNOS, the thio-phene 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 di-chloro-benzene group is also disordered over two sets of sites with the same occupancy ratio. The mol-ecular conformation is stabilized by intra-molecular C-H⋯Cl and C-H⋯N hydrogen bonds, forming rings with graph-set notation (5). In the crystal, pairs of mol-ecules are linked by N-H⋯O and C-H⋯O hydrogen bonds, forming inversion dimers with graph-set notation (8) and (11), which are connected by C-H⋯O hydrogen-bonding inter-actions into ribbons parallel to (100). The ribbons are further connected into a three-dimensional network by C-H⋯π inter-actions and π-π stacking inter-actions between benzene and thio-phene 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 qu-antify the supra-molecular inter-actions.In the title compound, C16 H13 Cl2 N3 O3 S2, 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 R 2 2 (8) and R 1 2 (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.true1H-pyrazole ringcrystal structuredimerdisorderhydrogen-bonding patternsthiophene ring1 H -pyrazole ring | crystal structure | dimer | disorder | hydrogen-bonding patterns | thiophene ringCrystal structure and Hirshfeld surface analysis of 1-(2,4-di-chloro-benz-yl)-5-methyl--(thio-phene-2-sulfon-yl)-1-pyrazole-3-carboxamide.Crystal structure and Hirshfeld surface analysis of 1-(2,4-dichlorobenzyl)-5-methyl- N -(thiophene-2-sulfonyl)-1 H -pyrazole-3-carboxamideCrystal structure and Hirshfeld surface analysis of 1-(2,4-dichlorobenzyl)-5-methyl-N-(thiophene-2-sulfonyl)-1H-pyrazole-3-carboxamideJournal Article10.1107/S205698901800624210.1107/S20569890180062422-s2.0-85046765165WOS:00043125470003729850105747+74