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In the title compound, C11H15ClN2O3S, the 3-chloro-2,2-dimethyl­propanamide and sulfonamide substituents are arranged on opposite sides of the benzene ring plane. In the crystal, mol­ecules are linked by N—H...O and C—H...O hydrogen bonds, forming a three-dimensional network.

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The mol­ecular conformation of the title compound, C11H15ClN2O3S, is stabilized by a C—H...O hydrogen bond, forming an S(6) ring motif. In the crystal, mol­ecules are linked by two pairs of inversion-related N—H...O hydrogen bonds, generating R22(8) and R22(20) ring motifs, resulting in chains running along [0-11]. These chains are connected by N—H...O hydrogen bonds along [100], forming layers parallel to (011). There are also C—H...π inter­actions between the layers, which consolidate the three-dimensional structure.

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In the title compound, C15H23N3O3S·H2O, the piperidine ring has a chair conformation. In the crystal, the sulfonamide mol­ecules are linked by N—H...O hydrogen bonds, forming a layer parallel to (10-1). The layers are inter­connected via N—H...Ow, Ow—H...N and Ow—H...O (w = water) hydrogen bonds, forming a three-dimensional network.
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