5-Phenyl-2-(benzalhydrazonyl)-1,3,4-thiadiazoles, potential trypanocidal agents: consistent dimer formation via N–H · · · N intermolecular hydrogen bonds
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Samir A. Carvalho
Abstract
The molecular and crystal structures of a series of 5-Ph-2-(arylCH=NNH)-1,3,4-thiadiazoles [2: aryl = 4-XC6H4 (X = H [2a], 4-Cl [2b], 4-Br [2c], 4-F3CO [2d], 2-HO [2e], 2-HO-3-MeO [2f] as well as [5-Ph-2-(4-HOC6H4CH=NNH)-1,3,4-thiadiazole]3(H2O)2] [(2g)3 · 2 (H2O)] are reported. The compounds were prepared as part of a study on typanocide reagents as possible treatments for Chagas‘ disease. The asymmetric unit of [(2g)3 · 2 (H2O)] consists of three independent molecules and two water molecules, in contrast to the single molecules comprising the asymmetric units of 2a–2f. In all cases, N–H · · · N intermolecular hydrogen bonding results in the formation of dimers linked by R22(8) rings. As well as the hydrogen-bonded dimers, the molecules of 2a–2f are also linked by other weak interactions including aromatic π–π stacking and C–H · · · X bonds.
© by Oldenbourg Wissenschaftsverlag, München, Germany
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Articles in the same Issue
- Hydroxocentered [(OH)Tl3]2+ triangle as a building unit in thallium compounds: synthesis and crystal structure of Tl4(OH)2CO3
- LaSe1.85, CeSe1.83, NdSe1.83 and SmSe1.84 – four new rare earth metal polyselenides with incommensurate site occupancy and displacive modulation
- In search of the crystal structure of low quartz
- Crystal structure determination of N,N′-1,4-phenylene-bis(3-oxobutanamide) from laboratory powder diffraction data
- 5-Phenyl-2-(benzalhydrazonyl)-1,3,4-thiadiazoles, potential trypanocidal agents: consistent dimer formation via N–H · · · N intermolecular hydrogen bonds
- Chirality, a never-ending source of confusion
