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The crystal structure of the title compound, C29H16F6N2S2·0.5CHCl3, consists of mol­ecules with disordered perfluoro­cyclo­pentene rings [occupancy ratio 0.685 (3):0.315 (3)] and close F...F contacts (in the range 2.45–2.73 Å) between mol­ecules. The short contacts are associated with the disorder. The dihedral angle between thiophene rings is 57.44 (8)°. The 5-(4-cyano­phen­yl)-3-methyl-2-thienyl groups of adjacent mol­ecules are parallel, leading to zigzag chains of mol­ecules along [101]. The dihedral angles between each thiophene ring and its adjacent cyanobenzene ring are 8.9 (2) and 7.15 (10)°.

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In the title compound, C19H21ClN2O2, the aromatic rings are approximately perpendicular to each other, subtending a dihedral angle of 87.7 (1)°. In the crystal, the 4-nitro­phenyl groups of pairs of neighbouring mol­ecules are parallel and oriented head-to-tail with a ring centroid–centroid distance of 3.9247 (12) Å, leading to a π–π inter­action between the pair. The faces of each phenyl ring of the 2,6-diiso­propyl­phenyl group inter­act with two different groups, viz. a chloro group of an adjacent mol­ecule on one side and the edge of the 4-nitro­phenyl ring of a second mol­ecule on the other side.

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In the title structure, C8H6BrNS, the molecules are planar with the exception of the methyl H atoms. In the crystal, molecules are linked by intermolecular C—H...N interactions to form ribbons parallel to the b axis. Groups of ribbons are arranged in a herringbone pattern to form a layered structure parallel to the ab plane.
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