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In the title structure, C22H18ClN3O, the dihedral angle between the benzene rings of the bi­phenyl system is 41.6 (1)°; they are approximately perpendicular to the planar imidazole ring. The crystal structure is stabilized by C—H...Cl, C—H...O and C—H...N hydrogen bonds and C—H...π interactions.

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Valdecoxib [systematic name: 4-(5-methyl-3-phenyl­isoxazol-4-yl)benzene­sulfonamide], C16H14N2O3S, a diaryl-substituted isoxazole, is a non-steroidal anti-inflammatory drug (NSAID) that is used for the treatment of rheumatoid arthritis, osteoarthritis and dysmenorrhea pain. The planar isoxazole ring is oriented at angles of 22.2 (1) and 54.3 (1)° with respect to the phenyl and benzene­sulfonamide groups, respectively. N—H...O and C—H...O hydrogen bonds and N—H...π, C—H...π and π–π interactions stabilize the crystal packing.

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In the title compound, C22H19NO2S, the two phenyl rings adopt a trans conformation with respect to the indole moiety. The indole system deviates slightly from planarity. The aromatic ring of the phenyl­sulfonyl group is almost perpendicular to the indole ring, while the benzyl ring is oriented at an angle of 77.01 (1)°. A zigzag C—H...O intermolecular hydrogen bond along the b axis and C—H...π interactions stabilize the crystal packing.

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In the title mol­ecule, C35H27NO3S2, the indole system is approximately planar. The phenyl rings of the phenyl­sulfonyl and phenyl­sulfanyl groups are oriented at angles of 74.69 (7) and 88.35 (9)°, respectively, to the indole ring system. The dihedral angle between the two phenyl rings of the di­phenyl­propanone moiety is 74.25 (10)°. Inversion-related mol­ecules form C—H...π interactions and C—H...O hydrogen bonds. The C—H...O intermolecular hydrogen bonds form a closed ring pattern in the crystal stucture.

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In the title compound, C15H11Cl2NO2, the aromatic rings are twisted by 62.2 (1)° and the chloro­acet­amide moiety adopts an extended conformation. Intramolecular N—H...O and N—H...Cl interactions stabilize the structure and networks of intermolecular C—H...O hydrogen bonds stabilize the crystal packing in addition to C—H...π and halogen–halogen interactions.

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In the title compound, C15H14O2, the aromatic rings are twisted by 67.18 (8)° with respect to each other. Intermol­ecular C—H...O hydrogen bonds form C(7) chains along the b axis.

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The title compound, C14H16N2, adopts a trans-planar conformation. However, the mol­ecule, which possesses Ci point group symmetry, crystallizes in the non-centrosymmetric space group P212121. In the crystal structure, the mol­ecular symmetry is only approximately retained. The crystal packing is predominantly stabilized by N—H...N hydrogen bonds. Weak C—H...π inter­actions also contribute to the stability.
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