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In the title compound, C13H9ClN2O5S, the dihedral angle between the benzene rings is 74.86 (11)°. The mol­ecule is twisted at the S atom, with a dihedral angle of 82.53 (13)° between the sulfonyl benzene ring and the S—N—C=O segment. In the crystal, mol­ecules are linked into inversion dimers through pairs of N—H...O hydrogen bonds, thereby forming R22(8) loops. Mol­ecules are linked into C(7) [010] chains by weak C—H...O hydrogen bonds, and C—H...π inter­actions are also observed.

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In the title compound, C14H12ClNO4S, the dihedral angle between the chloro- and meth­oxy-substituted benzene rings is 87.40 (1)°. In the crystal, adjacent mol­ecules form inversion-related dimers through strong N—H...O hydrogen bonds, generating R22(8) loops. The dimers are further connected through two C—H...O inter­actions that form C(11) chains and R22(14) loops. Aromatic π–π stacking inter­actions [centroid–centroid separation = 3.8574 (1) Å] are also observed.
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