The asymmetric unit of the title compound, [Ni(C6H12N4OS)2]Cl2, contains two independent NiII complex cations and four chloride anions. Each NiII ion is six-coordinated in a distorted octahedral geometry by four N atoms from the two imine and two oxime groups and two S atoms from the thione group. In the crystal, the cations and anions are linked through N—H⋯Cl and O—H⋯Cl hydrogen bonds into infinite chains propagating along . Weak intermolecular C—H⋯O and C—H⋯Cl hydrogen bonds are also observed.
In the title compound, C10H9ClN4OS, an intramolecular N—H⋯O hydrogen-bonding interaction and an N—H⋯N interaction generate ring motifs [graph sets S(6) and S(5), respectively]. In the crystal, molecules form a chain through N—H⋯O hydrogen bonds, and these are extended by N—H⋯S hydrogen-bonding interactions into an infinite three-dimensional network. The crystal structure also exhibits weak C—H⋯π interactions.
In the crystal structure of the title compound, C11H15N3O2S, molecules are linked by pairs of N—H⋯O and O—H⋯S hydrogen, forming inversion dimers. These dimers are linked by N—H⋯S hydrogen bonds, forming double-stranded chains propagating along the b-axis direction. The two C atoms of the end chain of the molecule are disordered over two sets os sites [occupancy ratio 0.574 (9):0.426 (9)].
In the title compound, C11H15N3O2S·C2H3N, the dihedral angle between the benzene ring and the mean plane of the hydrazinecarbothioamide group is 75.1 (2)°. In the crystal, the main molecule is linked to the solvent molecule by a weak N—H⋯N hydrogen bond while O—H⋯S hydrogen bonds link the molecules into columns along .
In the title complex, [Ni(C7H14N4OS)2]Cl2, the NiII ion is six-coordinated in a distorted octahedral geometry by four N atoms from the two imine and two oxime groups, and two S atoms from the thione groups. Two chloride ions complete the asymmetric unit. In the crystal, molecules are linked through N—H⋯Cl and O—H⋯Cl hydrogen bonds into an infinite chain propagating along .
In the crystal structure of the title compound, C7H14N4OS, molecules are linked through N—H⋯S and O—H⋯N hydrogen bonds and C—H⋯S interactions, forming chains propagating along [21-1].
In the title compound, C16H14N4OS, the dihedral angle between the nine-membered 5-methylindolin-2-one ring system and the benzene ring is 10.21 (7)°. Intramolecular cyclic N—H⋯O and C—H⋯S hydrogen-bonding interactions [graph set S(6)] are present within the N—N—C—N chain between the ring systems. In the crystal, molecules form centrosymmetric cyclic dimers through pairs of N—H⋯O hydrogen bonds [graph set R
The molecule of the title compound, C16H17N3O2S, adopts an E conformation with respect to the azomethine C=N bond. The hydrazinecarbothioamide fragment is close to planar, with a largest deviation from the least-squares plane of 0.079 (2) Å for the hydrazide N atom. This fragment forms a dihedral angle of 9.43 (9)° with the central benzene ring. The benzene rings are inclined to one another by 67.55 (12)°. The molecular conformation is stabilized by an intramolecular O—H⋯N hydrogen bond involving the azomethine N atom. In the crystal, molecules are linked through weak N—H⋯S and N—H⋯O hydrogen bonds into double ribbons along . The crystal packing also features C—H⋯π interactions.
In the title compound, C11H15N3O2S, the dihedral angle between the mean planes of the benzene ring and hydrazinecarbothioamide group is 9.2 (1)°. An intramolecular O—H⋯N hydrogen bond is observed, serving to maintain an approximately planar conformation for the molecule. In the crystal, inversion dimers linked by C—H⋯O interactions occur. Further C—H⋯O contacts link dimers into (010) chains.
In the title compound, C11H12N4OS, an intramolecular N—H⋯O hydrogen bond generates an S(6) ring motif. In the crystal, the molecules form a helical chain along the a axis through an N—H⋯O hydrogen bond. These chains are extended by an N—H⋯S hydrogen bond and a C—H⋯π interaction into a three-dimensional network.
In the title compound, C15H11ClN4OS, the dihedral angle between the nine-membered 5-chloroindolin-2-one ring system and the benzene ring is 10.00 (6)°. Intramolecular cyclic N—H⋯O and C—H⋯S hydrogen-bonding interactions [graph set S(6)] are present in the N—N—C—N chain between the ring systems. In the crystal, molecules form centrosymmetric cyclic dimers through intermolecular N—H⋯O hydrogen bonds [graph-set R
2(8)] and are extended by C—H⋯Cl interactions into infinite chains which propagate along .
In the title compound, C10H9N5O3S, an intramolecular N—H⋯O hydrogen bond generates an S(6) ring motif. In the crystal, molecules are linked via N—H⋯S hydrogen bonds into a zigzag chain along the b axis. C—H⋯O interactions are observed between the chains.
The title compound, C15H11FN4OS, crystallizes with three independent molecules (A, B and C) in the asymmetric unit. The dihedral angles between the nine-membered 5-fluoroindolin-2-one ring system and the benzene ring are 22.14 (11), 12.56 (11) and 3.70 (11)° in molecules A, B and C, respectively. In all three molecules, intramolecular cyclic N—H⋯O and C—H⋯S hydrogen-bonding interactions [graph set S(6)] are present in the N—N—C—N chain between the ring systems. In the crystal, the A molecules form centrosymmetric cyclic dimers through intermolecular N—H⋯O hydrogen bonds, which are linked into a supramolecular chain along  via C—H⋯F interactions; each type of hydrogen bond has graph set graph set R
2(8). A similar chain stabilised by similar interactions and also along  but, comprising alternating molecules of B and C is found. The latter chains are connected via C—H⋯S interactions, forming a layer with a zigzag topology parallel to (001).
In the title compound, C11H11FN4OS, an intramolecular N—H⋯O hydrogen bond generates an S(6) ring. In the crystal, molecules form chains through N—H⋯O hydrogen bonds, which are extended by N—H⋯S hydrogen bonds into an infinite three-dimensional network.
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—H⋯O and N—H⋯N hydrogen bonds, which generate S(6) and S(5) rings, respectively. In the crystal, inversion dimers linked by pairs of N—H⋯O hydrogen bonds generate R
2(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.
The title compound, C16H19N3O4S, is almost planar, with a dihedral angle of 2.88 (9)° between the mean planes of the benzene and thiazole rings. The molecule adopts an E conformation about the two C=N bonds, with a C—N—N—C torsion angle of −177.01 (11)°. An intramolecular C—H⋯O hydrogen bond exists between a thiazole methyl group and the formic acid ethyl ester carbonyl O atom. In the crystal, molecules are linked by O—-H⋯O hydrogen bonds, forming chains propagating along [2-10]. The chains are linked via C—H⋯O hydrogen bonds with R
2(12) ring motifs, forming sheets lying parallel to (12-2). The sheets are further linked through out-of-plane C—H⋯N hydrogen bonds with R
2(12) ring motifs and C—H⋯π interactions, forming an interesting three-dimensional supramolecular architecture.
The molecular structure of the title compound, C11H13N3S, is not planar: the maximum deviation from the mean plane of the non-H atoms is 0.521 (2) Å for an aliphatic C atom, which corresponds to an envelope conformation for the non-aromatic ring. The hydrazinecarbothioamide substituent and the benzene ring have maximum deviations from the mean planes through the non-H atoms of 0.0288 (16) and 0.0124 (27) Å, respectively, and the dihedral angle between the two planes is 8.84 (13)°. In the crystal, molecules are linked into chains along  by pairs of N—H⋯S hydrogen bonds between molecules related by centres of symmetry.
The asymmetric unit of the title compound, 2C20H22N3O3
2−·H2O, contains four cations, two sulfate anions and two lattice water molecules. One of the four cations shows a different conformation of the hydroxyethyl group; the remaining three are all essentially superimposable. Two cations exhibit two-site orientational disorder [ratios = 0.524 (5):0.476 (5) and 0.616 (6):0.384 (6)] of the last two atoms of their hydroxyethyl groups, and one water molecule is disordered over two positions in a 0.634 (13):0.366 (13) ratio. Each imine H atom is intramolecularly in contact with the adjacent carboxyl O atom, forming an S(6) motif, while all the carboxylic acid H atoms are hydrogen bonded to O atoms of the sulfate anions. Other notable hydrogen-bond interactions involve (methylene, phenyl and imine chain) C—H⋯O (sulfate and carboxyl) and O—H⋯O(water) contacts, making up a comprehensive three-dimensional network involving D
2(n), with n = 4–6 and 15–16, and C
2(17) classical hydrogen-bond motifs. The crystal investigated was twinned by pseudomerohedry with a twin component ratio of 0.4745 (12):0.5255 (12).
The asymmetric unit of the title compound, C18H16Br4N2O2, comprises half the molecule, which is located adjacent to an inversion centre at the mid-point of the central C—C bond of the butane-1,4-diamine segment. There are two intramolecular O—H⋯N hydrogen bonds making S(6) ring motifs. In the crystal, molecules are linked by pairs of weak C—H⋯Br interactions into chains along , which include R
2(8) ring motifs. These chains are further linked by C—H⋯O hydrogen bonds, forming a three-dimensional network.
In the title compound, [Cu2(C11H13N3O3S)2(C2H6OS)2], the CuII cation is N,N′,O-chelated by a deprotonated hydroxyimino-tosylhydrazone ligand and coordinated by a dimethyl sulfoxide molecule. One O atom from the adjacent hydroxyimino-tosylhydrazone ligand bridges the CuII cation, forming the centrosymmetric dimeric complex. The cation is in an overall distorted N2O3 square-pyramidal coordination environment. The methylbenzene ring is twisted with respect to the hydrazine fragment, with a dihedral angle of 89.54 (9)° between the planes. An intramolecular C—H⋯O hydrogen bond occurs. In the crystal, molecules are linked by weak C—H⋯O and C—H⋯S interactions. Weak π–π stacking is also observed between parallel benzene rings of adjacent molecules, the centroid–centroid distance being 3.9592 (17) Å.
crystal structure; hydroxyimino-tosylhydrazone derivative; CuII dimer; π–π stacking
The asymmetric unit of the title compound, C11H11N3S2·0.5CH4O, contains four thiosemicarbazone molecules and two methanol solvent molecules. Each hydrazinecarbothioamide molecule adopts an E configuration with respect to the C=N double bond and is stabilized by an intramolecular N—H⋯N hydrogen bond, resulting in an S(5) ring motif. In the crystal structure, an extensive network of N—H⋯O, N—H⋯N, O—H⋯S and N—H⋯S hydrogen bonds and weak C—H⋯O, C—H⋯N and C—H⋯S contacts together with an S⋯S [3.5958 (14) Å] and a C—H⋯π interaction form a three-dimensional network.
The title compound, C21H19N3O2S, exists in the thione form. The configuration about the C=N bond is E. The hydrazinecarbothioamide unit adopts an almost planar arrangement, with maximum deviations of 0.016 (3) and −0.016 (2) Å for the two thiourea N atoms. An intramolecular O—H⋯N hydrogen bond occurs. Weak intermolecular N—H⋯S, C—H⋯O and C—H⋯π interactions are observed in the crystal structure.
The molecule of the title compound is approximately planar with the planes of the two pyridine rings inclined to one another by 5.51 (7)°. In the crystal, molecules are linked by bifurcated O—H⋯(O,N) hydrogen bonds, forming inversion dimers, which are in turn linked via C—H⋯O and C—H⋯N hydrogen bonds, forming sheets lying parallel to (502).
The molecule of the title compound, C14H13N5O2, is approximately planar (r.m.s deviation for all non-H atoms = 0.093 Å), with the planes of the two pyridine rings inclined to one another by 5.51 (7)°. The oxime group is syn to the amide group, probably due to the formation of an intramolecular N—H⋯N hydrogen bond that forms an S(6) ring motif. In the crystal, molecules are linked by pairs of bifurcated O—H⋯(O,N) hydrogen bonds, forming inversion dimers. The latter are linked via C—H⋯O and C—H⋯N hydrogen bonds, forming sheets lying parallel to (502). The sheets are linked via π–π stacking interactions [inter-centroid distance = 3.7588 (9) Å], involving the pyridine rings of inversion-related molecules, forming a three-dimensional structure.
crystal structure; hydroxyimino; acetohydrazide; pyridylethylidene; hydrogen bonding; π–π stacking interactions
In the title compound, C12H17N3O2S, the dihedral angle between the mean planes of the hydrazinecarbothioamide group and the benzene ring is 86.8 (4)°. In the crystal, intermolecular O—H⋯S hydrogen bonds link the molecules into chains along . The crystal studied was an inversion twin, the refined ratio of the twin components being 0.98021 (3):0.01978 (7).
The asymmetric unit of the title compound, C18H16Cl4N2O2, comprises half of a potentially tetradentate Schiff base ligand. It is located about a twofold rotation axis that bisects the central C—C bond of the butane-1,4-diamine group. There are two intramolecular O—H⋯N hydrogen bonds making S(6) ring motifs. In the crystal, molecules are linked by pairs of weak C—H⋯Cl interactions, forming inversion dimers, which are further connected by C—H⋯O hydrogen bonds into two-dimensional frameworks that lie parallel to (001).