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In the title compound, C15H21ClN2OS, the central chromophore moiety (C2N2OS) is approximately planar, with a maximum deviation of −0.027 (1) Å, and is oriented at a dihedral angle of 86.7 (1)° with respect to the chloro­phenyl ring. An intra­molecular N—H...O hydrogen bond stabilizes the mol­ecular conformation. In the crystal, mol­ecules associate via N—H...S hydrogen bonds, forming inversion dimers with motif R22(8). These dimers are further connected by N—H...O hydrogen bonds, forming R22(12) dimers. As a result, hydrogen-bonded chains running along [110] are formed. C—H...S inter­actions also occur. The terminal two C atoms of the butyl chain are disordered over two positions with an occupancy ratio of 0.54:0.46.

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Refluxing a mixture of 1,10-phenanthroline, (4-fluoro­phen­yl)thio­urea and cadmium(II) chloride did not produce the expected mixed-ligand complex but formed a co-crystal of the two ligands, C12H8N2·C7H7FN2S. The asymmetric unit consists of two pairs of the co-crystal mol­ecules. In each (4-fluoro­phen­yl)thio­urea mol­ecule, the planes of the N2CS thio­urea units are almost perpendicular to the corresponding fluoro­benzene rings, subtending angles of 76.53 (7) and 85.25 (7)°. In the crystal, N—H...N and N—H...S hydrogen bonds form inversion dimers from the co-crystal pairs. A weak π–π inter­action between the phenanthroline rings [centroid–centroid distance = 3.7430 (15)Å] is also observed.

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In the title compound C13H10ClN3O3S, the benzoyl group maintains its trans conformation against the thiono group about the C—N bond and the intra­molecular hydrogen bond between the benzoyl O atom and thio­amide H atom. In the crystal, N—H...O and C—H...O hydrogen bonds link the mol­ecules, forming chains along the b-axis direction. In addition, C—H...π inter­actions occur between a phenyl H atom and the furan ring.

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In the title compound, C10H10Cl2N2OS, the mol­ecule adopts a trans–cis conformation with respect to the position of the carbonyl group and the chloro­phenyl groups relative to the thiono group across the C—N bonds. The mol­ecule is stabilized by an N—H...O hydrogen bond. In the crystal, mol­ecules are linked by N—H...S and C—H...O hydrogen bonds, forming zigzag chains along the b-axis direction. C—H...π inter­actions are also present.
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