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In the title compound, C17H15N3O5S, the 2,3-dihydroxybenzaldehyde unit is oriented at a dihedral angles of 16.83 (10) and 78.87 (6)° with the anilinic and 5-methyl-1,2-oxazol-3-amine groups, respectively. An S(6) loop exists due to intramolecular O—H
N hydrogen bonding. In the crystal, inversion dimers with R22(8) rings are formed due to N—HN hydrogen bonding between the 5-methyl-1,2-oxazol-3-amine groups. These dimers are interlinked by O—HO hydrogen bonds, forming chains along [101] and resulting in R22(26) rings. π–π interactions occur between the central benzene rings with a centroid–centroid distance of 3.7928 (16) Å.
N hydrogen bonding. In the crystal, inversion dimers with R22(8) rings are formed due to N—HN hydrogen bonding between the 5-methyl-1,2-oxazol-3-amine groups. These dimers are interlinked by O—HO hydrogen bonds, forming chains along [101] and resulting in R22(26) rings. π–π interactions occur between the central benzene rings with a centroid–centroid distance of 3.7928 (16) Å.organic compoundsOpen access
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The title compound, C19H18N4O4S, exists as a zwitterion in the solid state, with nominal proton transfer from a phenol group to the imine N atom. The 2,3-dihydroxybenzaldehyde fragment is oriented at a dihedral angle of 35.51 (11)° to the adajacent aniline group and makes a dihedral angle of 76.99 (6)° with the 4,6-dimethylpyrimidin-2-amine group. Intramolecular O—HO and N—HO hydrogen bonds close S(5) and S(6) rings, respectively; the same O atom accepts both bonds. In the crystal, polymeric chains along [001] are formed from molecules joined end-to-end by N—HO and O—HN hydrogen bonds; these feature R23(6) loops. The polymeric chains are linked by C—HO interactions and there are π–π interactions between the pyrimidine rings with a centroid–centroid distance of 3.446 (2) Å.
O and N—HO hydrogen bonds close S(5) and S(6) rings, respectively; the same O atom accepts both bonds. In the crystal, polymeric chains along [001] are formed from molecules joined end-to-end by N—HO and O—HN hydrogen bonds; these feature R23(6) loops. The polymeric chains are linked by C—HO interactions and there are π–π interactions between the pyrimidine rings with a centroid–centroid distance of 3.446 (2) Å.organic compoundsOpen access
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In the title compound, C16H13ClN4OS, the isatin ring system is oriented at dihedral angles of 10.60 (7) and 72.60 (3)° with respect to the thiosemicarbazide and 2-chlorobenzyl groups, respectively. The near planarity of the isatin and thiosemicarbazide groups [r.m.s. deviations of 0.0420 and 0.0163 Å, respectively] is reinforced by intramolecular N—HO and N—HN hydrogen bonds, which generate S(6) and S(5) rings, respectively. In the crystal, inversion dimers linked by pairs of N—HO hydrogen bonds generate R22(8) loops. Aromatic π–π stacking interactions between the centroids of heterocyclic five-membered and benzene rings [distance = 3.6866 (11) Å] are also observed.
O and N—HN hydrogen bonds, which generate S(6) and S(5) rings, respectively. In the crystal, inversion dimers linked by pairs of N—HO hydrogen bonds generate R22(8) loops. Aromatic π–π stacking interactions between the centroids of heterocyclic five-membered and benzene rings [distance = 3.6866 (11) Å] are also observed.
