1,1-Diethyl-3-(4-meth­oxy­benzo­yl)thio­urea

In the title compound, C13H18N2O2S, the 4-meth­oxy­benzoyl fragment is approximately planar [maximum deviation = 0.057 (2) Å] and twisted relative to the thio­amide fragment, forming a dihedral angle of 86.62 (6)°. The two Csp 2—Nsp 2 bonds in the thio­urea unit differ significantly in length [1.327 (2) and 1.431 (2) Å]. In the crystal, N—H⋯O hydrogen bonds link the mol­ecules into chains parallel to [010]

N-(Pyrrolidin-1-ylcarbothio­yl)benzamide

In the title compound, C12H14N2OS, the pyrrolidine ring adopts an envelope conformation with the C atom at the 3-position as the flap and makes a dihedral angle of 65.80 (9)° with the benzene ring. In the crystal, N—H⋯O hydrogen bonds join c-glide related mol­ecules into chains extended along [001] that are further connected into (100) layers via C—H⋯O inter­actions

1-Benzoyl-3-ethyl-3-phenyl­thio­urea

In the title compound, C16H16N2OS, the conformation at the two partially double C—N bonds of the thio­urea unit is E. The amide group is twisted relative to the thio­urea fragment, forming a dihedral angle of 62.44 (16)°, and the two phenyl rings form a dihedral angle 75.93 (18)°. In the crystal, mol­ecules are linked by N—H⋯S hydrogen bonds, forming centrosymmetric dimers

1-Ethyl-1-methyl-3-(2-nitro­benzo­yl)thio­urea

In the title compound, C11H13N3O3S, the benzene ring is twisted relative to the amidic fragment, forming a dihedral angle of 27.26 (9)°. The thiono and carbonyl groups are trans with respect to the C—N bond. Inter­molecular N—H⋯S and C—H⋯O hydrogen bonds link the mol­ecules in the crystal structure

1-(4-Chloro­benzo­yl)-3-cyclo­hexyl-3-methyl­thio­urea

In the title compound, C15H19ClN2OS, the dihedral angle between the amide and thio­urea fragments is 58.07 (17)°. The cyclo­hexane group adopts a chair conformation and is twisted relative to the thio­urea fragment, forming a dihedral angle of 87.32 (18)°. In the crystal, N—H⋯S hydrogen bond links the mol­ecules into chains running parallel to the a-axis direction

N-[(Piperidin-1-yl)carbothioyl]benz­amide

In the title compound, C13H16N2OS, the piperidine ring exhibit a classical chair conformation. In the crystal, the mol­ecules are linked by N—H⋯O hydrogen bonds, forming zigzag chains running parallel to the c axis

Synthesis, structure and spectroscopic properties of oxovanadium tris(3,5-dimethylpyrazolyl)borate aroylthiourea complexes

Aroylthiourea ligands, 1-aroyl-3-cyclohexyl-3-methylthiourea (HL1), 1-(2-chloroaroyl)-3-cyclohexyl-3-methylthiourea (HL2), 1-(3-chloroaroyl)-3-cyclohexyl-3-methylthiourea (HL3) and 1-(4-chloroaroyl)-3-cyclohexyl-3-methylthiourea (HL4) were synthesized through a condensation reaction of methylcyclohexylamine and aroylisothiocyanate with a general formula (X-Ph)(CO)NH(CS)N(C6H5)(CH3) where X = H, o-Cl, m-Cl and p-Cl, fully characterized by CHNS micro elemental analysis, infrared spectroscopy, UV-visible, nuclear magnetic resonance (1H, 13C) and X-ray crystallography. 1-(3-chloroaroyl)-3-cyclohexyl-3-methylthiourea (HL3) crystallized in the monoclinic system, a=14.504(3), b=4.9599(11), c=22.325(5) Å, β=98.461(7)°, Z= 4 and V=1588.5(6) Å with space group P21/c. The IR spectra of the ligands exhibits the characteristic v(CO) and v(N-H) at range 1701-1640 cm-1 and 3317-3144 cm-1, respectively. Whereas the 1H and 13C NMR spectra shows the resonances for N-H and -CO groups at range 8.3-8.5 and 160-163 ppm, respectively. A one-pot reaction involving the aroylthiourea ligand, oxovanadium(IV) ion and potassium hydrotris(3,5-dimethylpyrazolyl)borate (KTp*) complex gave the desired [oxovanadium(IV)(tris(pyrazolyl)borate)(aroylthiourea)] complexes namely Tp*VOL1, Tp*VOL2, Tp*VOL3 and Tp*VOL4 and all complexes were characterized accordingly. X-ray study showed that Tp*VOL1 adopted a monoclinic crystal, a=3.415(2), b=19.463(3), c=14.22(3) Å, β=107.411(4)°, Z= 4 and V=3542.7(11) Å with P21/c space group. The VO2+ center adopted a pseudo-octahedral geometry O2N3S, with the oxovanadium(IV) coordinated to the bidentate ligand (X-Ph)(CO)NH(CS)N(C6H5)(CH3) and tridentate Tp* ligands. The results showed that aroylthiourea ligands behave as bidentate chelate through O and S atom and the Tp* C3v symmetry adds stabilization to the VO2+ through its protective tripodal geometry

1-Benzoyl-3-(4-hy­droxy­phen­yl)thio­urea

In the title compound, C14H12N2O2S, the amino­phenol and the benzoyl groups adopt a syn–anti configuration with respect to the thiono C=S group across the thio­urea C—N. The dihedral angle between the mean planes of the benzoyl and hy­droxy­phenyl rings is 36.77 (8)°. The mol­ecules are stabilized by intra­molecular N—H⋯O hydrogen bonds. In the crystal, weak inter­molecular C—H⋯O, O—H⋯S and N—H⋯O hydrogen bonds link the mol­ecules into a chain along the c axis

Synthesis, structure and spectroscopic properties of cobalt(III) complexes with 1-benzoyl-(3,3-disubstituted)thiourea

Reactions of Co(II) acetate with 1-benzoyl-(3-methyl-3-R)thiourea (R = ethyl, propyl, cyclohexyl and phenyl) and 1-benzoyl-(3-ethyl-3-benzyl)thiourea ligands, herein refer to as 1-benzoyl-(3,3-disubstituted)thiourea, derived from secondary alkyl- and arylamines gave [tris(1-benzoyl-(3,3-disubstituted)thiourea)cobalt(III)] complexes. The neutral cobalt(III) complexes were afforded through a one-pot reaction between a deprotonated 1-benzoyl-(3,3-disubstituted)thiourea ligands with cobalt(II) acetate with a 1:3 ratio in methanol. These complexes were characterized on the basis of elemental analysis, mass spectrometry, magnetic susceptibility measurement, X-ray crystallography and spectroscopic techniques namely infrared, UV–Vis and nuclear magnetic resonance. Based on the magnetic susceptibility and spectroscopic data as well as X-ray crystallographic structure of the octahedron [tris(1-benzoyl-(3-methyl-3-phenyl)thiourea)cobalt(III)] complex, it can be concluded that the ligands behave as bidentate O,S chelate