In the title compound, C(15)H(15)N(3)OS, the thio-urea group is stabilized by an intra-molecular hydrogen bond between the carbonyl O atom and the thio-amide group. A C-H⋯N intramolecular hydrogen bond is also present. Mol-ecules are linked by inter-molecular N-H⋯O and C-H⋯S hydrogen bonds.

The strength of the low-barrier hydrogen bond in hydrogen maleate in the gas phase was investigated by low-temperature photoelectron spectroscopy and ab initio calculations. Photoelectron spectra of maleic and fumaric acid monoanions (cis-/trans-HO(2)CCH=CHCO(2)(-)) were obtained at low temperatures and at 193 nm photon energy. Vibrational structure was observed for trans-HO(2)CCH=CHCO(2)(-) du...

A series of conformationally restricted triol and tetrol systems containing intramolecular hydrogen bond arrays has been prepared and characterized by X-ray crystallography and NMR spectroscopy. NMR isotopic perturbation measurements in DMSO-d6 and CD2Cl2 reveal that this methodology can be used to detect the spatial proximity of up to four contiguous hydroxyl groups sharing a 1,3-, 1,4-, or 1,...

The Gibbs free energy, enthalpy and entropy of partitioning of 45 simple aromatic compounds (phenols, benzoic acids and acetanilides) from water to octanol and from water to cyclohexane have been determined using the filter-probe method. This involved the measurement of partition coefficients over the temperature range 20-45C. The aim of the work was to explore the effects of intramolecular hyd...

In this paper, ab initio calculations were performed on the ternary complex formed by HB(CO)2, XCN (X = Cl, Br) and YF (Y = Li, H, Cl). In these complexes boron act as a non-classical electron donor to form a unconventional halogen bond. The cooperative effect between the B•••X halogen bond and lithium/hydrogen/halogen bond was investigated. The calculated results show that the B•••X and N•••Y ...

The structures of the mono- and the dihalogenated N-unsubstituted 2-aminobenzamides were characterized by means of the spectroscopic (¹H-NMR, UV-Vis, FT-IR, and FT-Raman) and X-ray crystallographic techniques complemented with a density functional theory (DFT) method. The hindered rotation of the C(O)-NH₂ single bond resulted in non-equivalence of the amide protons and therefore two distinct re...

In the title mol-ecule, C(16)H(16)O(3), the ring system is planar and an intramolecular hydrogen bond is present. The mol-ecular packing is dominated by an inter-molecular hydrogen bond and by π-stacking inter-actions [inter-planar separation 3.8012 Å].

Chiral diamine-derived hydrogen-bond donors were evaluated for their ability to effect stereocontrol in an intramolecular hetero-Diels-Alder (HDA) reaction hypothesized in the biosynthesis of brevianamides A and B. Collectively, these results provide proof of principle that small-molecule hydrogen-bond catalysis, if even based on a hypothetical biosynthesis construct, holds significant potentia...

The title compound, C23H24N4OS, contains a highly asymmetric bifurcated intramolecular hydrogen bond between the hydroxy group and two pyrazole N atoms. The compound associates into centrosymmetric dimers in the crystal through two unique C-H...pi interactions, which are in turn linked into a (6,3)-network through an additional intermolecular C-H...N hydrogen bond.

The synthesis and physicochemical properties of a range of 2- and 6-amido-3-hydroxypyridin-4-ones are described. All the amido-substituted 3-hydroxypyridin-4-ones have lower pK(a) values than 1,2-dimethyl-3-hydroxypyridin-4-one (deferiprone). This is due to the inductive effect of the amido group. Furthermore, the pK(a) values of the 3-hydroxy group in 1-nonsubstituted pyridinones are dramatica...