1-(3-Chloro­benzo­yl)-3-(2,3-dimethyl­phen­yl)thio­urea

The title mol­ecule, C16H15ClN2OS, exists in the solid state in its thione form with typical thio­urea C—S and C—O bonds lengths, as well as shortened C—N bonds. An intra­molecular N—H⋯O hydrogen bond stabilizes the mol­ecular conformation and inter­molecular N—H⋯S hydrogen bonds link the mol­ecules into centrosymmetric dimers. The dihedral angle between the aromatic rings is 50.18 (5)°

1-(4-Chloro­benzo­yl)-3-(2,4,6-trichloro­phen­yl)thio­urea hemihydrate

The asymmetric unit of the title compound, C14H8Cl4N2OS·0.5H2O, contains two independent mol­ecules with different conformations with respect to the aromatic ring planes, and one water mol­ecule. The bond lengths and angles are typical of thio­urea compounds of this class. The mol­ecule exists in the solid state in its thione form with typical thio­urea C—S and C—O bonds lengths, as well as shortened C—N bonds. The dihedral angles between the two aromatic planes are 66.93 (8) and 60.44 (9)° in the two independent mol­ecules. An intra­molecular N—H⋯O hydrogen bond stabilizes the mol­ecular conformation and the crystal packing is characterized by N—H⋯O, O—H⋯S and O—H⋯Cl hydrogen bonds

1-(3-Chloro­phen­yl)-3-(2,6-dichloro­benzo­yl)thio­urea

The structure of the title compound, C14H9Cl3N2OS, is composed of discrete mol­ecules with bond lengths and angles quite typical for thio­urea compounds of this class. The plane containing the thio­carbonyl and carbonyl groups subtends dihedral angles of 48.19 (3) and 87.51 (3)° with the planes formed by the 3-chloro and 2,6-dichloro­phenyl rings, respectively; the dihedral angle between the two benzene ring planes is 45.32 (3)°. An intra­molecular N—H⋯O hydrogen bond stabilizes the mol­ecular conformation and the mol­ecules form inter­molecular N—H⋯S and N—H⋯O hydrogen bonds, generating a sheet along the a axis

1-(2,6-Dichloro­benzo­yl)-3-(2,3,5,6-tetra­chloro­phen­yl)thio­urea trichloro­methane hemisolvate

The title compound, C14H6Cl6N2OS·0.5CHCl3, crystallizes with four 1-(2,6-dichloro­benzo­yl)-3-(2,3,5,6-tetra­chloro­phen­yl)thio­urea mol­ecules and two trichloro­methane mol­ecules in the asymmetric unit. The thiourea molecules exist in the solid state in their thione forms with typical thio­urea C—S and C—O bonds lengths, as well as shortened C—N bonds. The —NH—C(=S)—NH—C(=O)— plane is almost perpen­dicular to the benzene ring in each thiourea molecule. Intra­molecular N—H⋯O hydrogen bonds stabilize the mol­ecular conformation and inter­molecular N—H⋯S hydrogen bonds stabilize the packing arrangement

1-(4-Chloro­phen­yl)-3-(2,4-dichloro­benzo­yl)thio­urea

The title compound, C14H9Cl3N2OS, has bond lengths and angles which are quite typical for thio­urea compounds of this class. The mol­ecule exists in the solid state in its thione form with typical thio­urea C=S and C=O bond lengths, as well as shortened C—N bonds. An intra­molecular N—H⋯O hydrogen bond stabilizes the mol­ecular conformation. Inter­molecular N—H⋯S hydrogen bonds link the mol­ecules to form centrosymmetric dimers

1-(2,6-Dichloro­benzo­yl)-3-(3,5-dichloro­phen­yl)thio­urea

The crystal structure of the title compound, C14H8Cl4N2OS, is composed of discrete mol­ecules with bond lengths and angles quite typical for thio­urea compounds of this class. The plane containing the central SONNCC atom set subtends a dihedral angle of 31.47 (3)° with the benzene ring. An intra­molecular N—H⋯O hydrogen bond stabilizes the mol­ecular conformation and the mol­ecules form centrosymmetric dimers via inter­molecular N—H⋯S hydrogen bonds

1-(2,6-Dichlorobenzoyl)-3-(3-methoxyphenyl)thiourea

The two aromatic rings in the title compound, C15H12Cl2N2O2S, enclose a dihedral angle of 37.49 (6)°. The molecule exists in the solid state in its thione form with typical thiourea C-S and C-O bonds lengths, as well as shortened C-N bonds. An intramolecular N-H...O hydrogen bond stabilizes the molecular conformation. In the crystal, molecules are connected by N-H...O and N-H...S hydrogen bonds, forming chains running along the alpha axis. Key indicators: single-crystal X-ray study; T = 173 K; mean σ (C–C) = 0.002 Å; disorder in main residue; R factor = 0.035; wR factor = 0.087; data-to-parameter ratio = 18.9

1-Benzoyl-3-(2,4,5-trichloro­phen­yl)thio­urea

The benzene and phenyl rings in the title compound, C14H9Cl3N2OS, form a dihedral angle of 40.98 (6)°. The mol­ecule exists in the thione form with typical thio­urea C—S [1.666 (2) Å] and C—O [1.227 (3) Å] bond lengths as well as shortened C—N bonds [1.345 (3) and 1.386 (2) Å]. An intra­molecular N—H⋯O hydrogen bond stabilizes the mol­ecular conformation. In the crystal, pairs of N—H⋯S hydrogen bonds link the mol­ecules into centrosymmetric dimers

2-(4-Bromo­phen­oxy)propanohydrazide

The title compound, C9H11BrN2O2, is an important inter­mediate for the synthesis of heterocyclic compounds such as azoles, 2,5-disubstituted-1,3,4-oxadiazo­les and 5-substituted 2-mercapto-1,3,4-oxadiazo­les. The bromo­phen­oxy group subtends a dihedral angle of 82.81 (7)° with the plane passing through the propanohydrazide moiety. The crystal structure is stabilized by inter­molecular N—H⋯O hydrogen bonds that form columns extending along the b axis

5-[1-(3,4-Dichloro­phen­oxy)eth­yl]-1,3,4-oxadiazole-2(3H)-thione hemihydrate

In the title compound, C10H8Cl2N2O2S·0.5H2O, the atoms in the oxadiazole ring are essentially coplanar (r.m.s. deviation 0.010 Å). The crystal structure is stabilized by inter­molecular N—H⋯O hydrogen bonds involving the water mol­ecule, which is situated on an a twofold rotation axis, and two organic mol­ecules, leading to a thione tautomer in the solid state. The C atom attached to the oxadiazole ring adopts a typical sp3 hybridization. The dihedral angle between the mean plane of the benzene ring of the dichloro­phenyl group and the mean plane of the oxadiazole ring is 74.18 (4)°. The crystal structure is stabilized by intermolecular N—H⋯O and O—H⋯S hydrogen bonds