M. Khawar Rauf

5-(4-Fluoro­phen­yl)-5-methyl­imidazolidine-2,4-dione

In the title compound, C10H9FN2O2, the dihedral angle between the hydantoin unit and the benzene ring is 65.55 (5)°. The atoms in the hydantoin ring are coplanar, with a mean deviation of 0.015 Å and a maximum deviation of 0.075 (2) Å for one carbonyl O atom. N—H⋯O hydrogen bonds link the molecules into one-dimensional chains, with one carbonyl group acting as a bifurcated acceptor and the other accepting no 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.

(E)-4-(4-Fluoro­styr­yl)benzoic acid

The title compound, C15H11FO2, is an important intermediate in the synthesis of side-chain ligands for polymeric liquid crystals. The vinyl group is almost coplanar with both the aromatic rings. The crystal structure is stabilized by intermolecular O—H⋯O hydrogen bonding.

[4-(Methoxy-carbon-yl)benz-yl]triphenyl-phospho-nium bromide hemihydrate.

In the crystal structure of the title compound, C27H24O2P+·Br−·0.5H2O, there are intermolecular O—H⋯Br hydrogen bonds between the H atoms of the water of crystallization and the bromide anions. The three phenyl rings of the triphenylphosphonium moiety are at angles of 59.73 (15), 79.15 (14) and 82.81 (17)° with the C/P/C planes.

N-Benzoyl-N',N''-diphenyl-guanidinium chloride.

In the title compound, C20H18N3O+·Cl−, the orientation of the aromatic rings around the planar CN3 + unit produces steric hindrance. As a consequence of this particular orientation of the guanidinium cation, hydrogen bonding is restricted to N—H⋯Cl and intramolecular N—H⋯O hydrogen bonds within the discrete unit. The guanidinium and carbonyl groups are coplanar as a result of the six-membered ring formed by the N—H⋯O intramolecular hydrogen bond. The dihedral angles between the guanidinium plane and the two phenyl rings are 62.31 (8) and 64.24 (8)°.

Isopropyl 2-[2-(2,6-dichloro­anilino)phen­yl]acetate

In the title compound, C17H17Cl2NO2, the NH group exhibits an intramolecular hydrogen bond to the carbonyl O atom and no intermolecular hydrogen bonding, in contrast with previous studies. The dihedral angle between the two benzene rings is 58.57 (5)°. The ester group is planar, the greatest deviation from planarity being 0.0135 (11) Å for the ether O atom.

1-(2,4-Dichlorobenzoyl)-3-phenylthiourea

Comment N,N0-Disubstituted thiourea derivatives are very useful building blocks for the synthesis of a wide range of aliphatic macromolecular and heterocyclic compounds. Thioureas are efficient guanylating agents (Maryanoff et al., 1986). N,Ndialkyl-N-aroylthioureas have been efficiently used for the extraction of nickel, palladium and platinum (Koch, 2001). Aliphatic and acylthioureas are well known for their fungicidal, antiviral, pesticidal and plant-growth regulating activities (Upadlgaya & Srivastava, 1982; Wegner et al., 1986). Symmetrical and unsymmetrical thioureas have shown antifungal activity against the plant pathogens Pyricularia oryzae and Drechslera oryzae (Krishnamurthy et al., 1999). We became interested in the synthesis of these thioureas as intermediates in the synthesis of novel guanidines and heterocyclic compounds for the systematic study of bioactivity and complexation behaviour.

(R)-1-(4-Bromo-benzo-yl)-4-(1-phenyl-prop-yl)thio-semicarbazide.

The title compound, C17H18BrN3OS, is an important intermediate for the synthesis of biologically active heterocyclic compounds. The thiourea group is approximately planar. The crystal structure is stabilized by intermolecular N—H⋯O hydrogen-bonding interactions.

Dicyclo­hexyl­ammonium thio­cyanate

In the crystal structure of the title compound, C12H24N+·NCS−, the anions and cations are linked through N—H⋯N and N—H⋯S hydrogen bonds, resulting in a chain along the a axis.