In the title thiosemicarbazone derivative, C9H10N4OS·H2O, intramolecular N—H⋯N hydrogen bonds result in the formation of two nearly coplanar five- and six-membered rings, which are also almost coplanar with the adjacent phenyl ring. The oxime group has an E configuration and is involved in intermolecular O—H⋯O hydrogen bonding as a donor. In the crystal structure, intramolecular O—H⋯S and N—H⋯N and intermolecular O—H⋯O and N—H⋯S hydrogen bonds generate edge-fused R
2(8) and R
1(11) ring motifs. The hydrogen-bonded motifs are linked to each other to form a three-dimensional supramolecular network.
In the molecule of the title compound, C18H16N4O, the intramolecular N—H⋯N hydrogen bond results in the formation of a planar five-membered ring, which is also co-planar with the adjacent five-membered ring, being oriented at a dihedral angle of 1.23 (3)°. The dihedral angles formed by the planar pyrazole ring with the adjacent phenyl ring and the other phenyl ring are 7.29 and 11.21°, respectively. The dihedral angle between the two phenyl rings is 18.07°. In the crystal structure, intermolecular N—H⋯O hydrogen bonds link the molecules.
The molecule of the title compound, C10H11N3O3, adopts an all-trans conformation and is approxomately planar, the largest deviation from the least-squares plane through all non-H atoms being 0.261 (1) Å. An intramolecular O—H⋯N hydrogen bond occurs. In the crystal, the molecules are packed into layers lying parallel to the ab plane by π-stacking interactions between the benzene ring of one molecule and the C—N bond of the oxime group of another molecule; the shortest intermolecular C⋯C separation within the layer is 3.412 (1) Å. The layers are connected by O—H⋯O and N—H⋯O hydrogen bonds.
In the crystal structure of the title compound, C18H12N2OS, centrosymmetric dimers are stabilized both by van der Waals interactions and by two types of intermolecular O—H⋯N hydrogen bonds. In addition, an intramolecular C—H⋯S hydrogen bond is observed. The dihedral angles between the central ring and the two pendant phenyl rings are 7.4 (1) and 45.06 (9)°.
In the title compound, C15H13BrN2O2, he oxime unit adopts an E conformation with respect to the O—H group. A classical intramolecular O—H⋯N hydrogen bond results in the formation of a six-membered ring. The crystal structure is stabilized by intermolecular O—H⋯N hydrogen bonds between the hydroxy groups and the oxime N atoms. In addition, the crystal structure also features short intermolecular Br⋯Br short contacts with a distance of 3.8768 (5) Å.
In the title molecule, C16H13NO, the indoline-2-one ring system is nearly planar [maximum atomic deviation = 0.082 (2) Å] and is oriented at a dihedral angle of 66.60 (12)° with respect to the phenyl ring. In the crystal, intermolecular N—H⋯O hydrogen bonds link the molecules into supramolecular dimers.
In the title compound, C16H16N2O3·H2O, the benzene rings are nearly coplanar with each other, forming a dihedral angle of 4.46 (3)°. There is a strong intramolecular O—H⋯N hydrogen bond which results in a six-membered ring. In the crystal, the molecules are connected into a three-dimensional network via O—H⋯O and O—H⋯N intermolecular hydrogen bonds, forming a centrosymmetric ring along the b axis with graph-set motif R
4(10). In addition, the short distances between the centroids of six-membered rings [3.555 (1) Å], indicate the existence of π–π stacking interactions, which may stabilize the crystal structure.
In the title compound, C14H11BrN2O2, the mean planes of the two benzene rings are almost parallel to each other, making a dihedral angle of 4.09 (1)°. An intramolecular O—H⋯N hydrogen bond occurs. In the crystal, intermolecular O—H⋯N and C—H⋯O hydrogen bonds link the molecules into a chain-like supramolecular structure.
In the neutral, mononuclear title complex, [Ni(C4H6NO3)2(H2O)2], the Ni atom lies on a crystallographic inversion centre within a distorted octahedral N2O4 environment. Two trans-disposed anions of 3-hydroxyiminobutanoic acid occupy four equatorial sites, coordinated by the deprotonated carboxylate and protonated oxime groups and forming six-membered chelate rings, while the two axial positions are occupied by the water O atoms. The O atom of the oxime group forms an intramolecular hydrogen bond with the coordinated carboxylate O atom. The complex molecules are linked into chains along b by hydrogen bonds between the water O atom and the carboxylate O of a neighbouring molecule. The chains are linked by further hydrogen bonds into a layer structure.
The title compound, C10H12N4O2, features an intramolecular N—H⋯N hydrogen bond formed between the imine NH and oxime N atoms. The oxime group and the amide C=O bond are anti to each other. In the crystal, molecules are connected by O—H⋯O hydrogen bonds into supramolecular zigzag chains along the c axis.
In the title compound, C9H11N3O·CH4O, the semicarbazone moiety is nearly planar [maximum deviation = 0.017 (2) Å] and is twisted by a dihedral angle of 29.40 (13)° with respect to the phenyl ring. The semicarbazone moiety and phenyl ring are located on opposite sides of the C=N bond, showing the E configuration. An intermolecular O—H⋯O and N—H⋯O hydrogen-bonding network occurs in the crystal structure.
Two independent molecules are present in the asymmetric unit of the title compound, C12H11ClN4, (Z′ = 2): the dihedral angles between the phenyl and pyridizine rings are 8.35 (10) and 37.64 (6)°. In the crystal, the two molecules form inversion dimers with R
2(8) ring motifs through intermolecular N—H⋯N hydrogen bonds. The crystal structure is stabilized by π–π interactions between the pyridazine rings of symmetry-related molecules. In one of the independent molecules, the centroid–centroid separations are 3.6927 (13) and 3.7961 (13) Å, whereas in the other, the separations are 3.6909 (13) and 3.9059 (13) Å.
In the title compound, C20H21NO4, the two benzene rings are almost perpendicular to each other, making a dihedral angle of 86.1 (7)°. The hydroxyethanimine group is essentially coplanar with the benzene ring, the largest deviation from the mean plane of the hydroxyethanimine [C=N—OH] group being 0.011 (1) Å for the O atom. An intramolecular C—H⋯O hydrogen bond occurs. The molecules are linked into cyclic centrosymmetric R
2(6) dimers via O—H⋯N hydrogen bonds. Intermolecular C—H⋯O hydrogen bonds link the molecules, forming a C(8) chain along the a axis. The crystal packing is further stabilized by C—H⋯π interactions.
The Ni atom of the title complex, [Ni(C8H8NO3)2]·2C3H7NO, lies on a center of inversion in a square-planar N2O2 coordination environment. An intramolecular O—H⋯O hydrogen bond exists between the oximic hydroxy group of one ligand and the metal-coordinated O atom of the symmetry-related ligand. The dimethylformamide solvent molecules are connected to the phenolate groups of the complex via O—H⋯O hydrogen bonds.
The title compound, C15H13ClN2O2, adopts an E conformation with respect to the azomethine C=N bond. The aniline and phenol rings are almost coplanar, making a dihedral angle of 3.33 (2)°. In the crystal, the molecules lie about inversion centers, forming dimers that are connected by intermolecular O—H⋯N hydrogen bonds, resulting in six-membered rings with graph-set motif R
2(6). In addition, there is a strong intermolecular O—H⋯N hydrogen-bonding interaction, resulting in an S(6) ring motif. Weak π–π interactions between the benzene rings [centroid–centroid distance = 3.809 (1) Å] further stabilize the crystal structure.
The title compound, C13H16N2O3, adopts an E configuration with respect to the C=N bond and an intramolecular N—H⋯N hydrogen bond results in the formation of a six-membered ring. In the crystal, intermolecular O—H⋯O hydrogen bonds link the molecules into a chain propagating along the b axis. Very weak π–π stacking interactions [centroid–centroid distance = 4.18 (2) Å] may further consolidate the packing, forming a two-dimensional supramolecular network.
In the title compound, C6H12N4OS, an intramolecular N—H⋯N hydrogen-bond is present giving rise to an S(5) ring motif. In the crystal, double-stranded chains propagating along  are formed via pairs of O—H⋯S and N—H⋯S hydrogen bonds. The chains are further stabilized by C—H⋯S interactions.
The title compound, C8H7ClN2O2, is an intermediate in the synthesis of 5-chloroisatin, which can be further transformed to 5-chloro-2-indolinone via a Wolff–Kishne reduction. The C2N acetamide plane forms a dihedral angle of 6.3 (3)° with the benzene ring. An intramolecular C—H⋯O interaction results in the formation of a six-membered ring. In the crystal, intermolecular N—H⋯O, N—H⋯N and O—H⋯O hydrogen bonds link the molecules into multimers, forming sheets.
The molecule of the title compound, C5H9NO3, is essentially planar [the maximum deviation for a non-H atom from the mean plane is 0.021 (3) Å] due to the π-conjugation of the hydroxyimino and carbonyl groups, which are trans to each other; ab initio calculations in vacuo at the DFT (B3LYP/6–311G**++) level of theory confirmed that E conformer is indeed the lowest in energy. The packing in crystal structure is influenced by strong intermolecular O—H⋯N hydrogen-bonding interactions between oxime groups and also by π-stacking of the molecules due to the carbonyl and oxime group orbital overlap [interplanar distance between adjacent molecules = 3.143 (4) Å]. Jointly, these factors afford infinite 6.32 Å thick molecular sheets, where the plane of each molecule is perpendicular to the plane of the sheet. Seen from above, the molecules within the sheet are arranged in a herringbone pattern. Such sheets form a stack due to weak van der Waals interactions; the gap between adjacent sheets is 2.07 Å.
The title centrosymmetric mononuclear complex, [Ni(C4H6NO3)2(H2O)2], is a polymorph of the previously reported complex [Dudarenko et al. (2010 ▶). Acta Cryst. E66, m277–m278]. The NiII atom, lying on an inversion center, is six-coordinated by two carboxylate O atoms and two oxime N atoms from two trans-disposed chelating 3-hydroxyiminobutanoate ligands and two axial water molecules in a distorted octahedral geometry. The hydroxy group forms an intramolecular hydrogen bond with the coordinated carboxylate O atom. The complex molecules are linked in stacks along  by a hydrogen bond between the water O atom and the carboxylate O atom of a neighboring molecule. The stacks are further linked by O—H⋯O hydrogen bonds into a layer parallel to (001).
In the molecule of the title compound, C18H18N2O5S·H2O, the heterocyclic ring adopts a twisted conformation, while the aromatic rings are oriented at a dihedral angle of 45.46 (3)°. Intramolecular C—H⋯O and N—H⋯O interactions result in the formations of planar five- and six-membered rings. In the crystal structure, N—H⋯O hydrogen bonds link the NH2 and SO2 groups through R
2(8) ring motifs, while C—H⋯O and N—H⋯O hydrogen bonds result in the formation of R
1(7) ring motifs. N—H⋯O and O—H⋯O hydrogen bonds link the uncoordinated water molecules, forming a polymeric network. A weak C—H⋯π interaction is also present.
The title compound, C16H13Cl2F3N2, exists in an E conformation with respect to the C=N bond [1.2952 (11) Å] and the C—N—N=C torsion angle is 175.65 (8)°. The dihedral angle between the benzene rings is 42.09 (4)°. An intramolecular C—H⋯F hydrogen bond generates an S(6) ring. In the crystal, the molecules are linked into  chains by C—H⋯F hydrogen bonds.
In the title compound, [Cu(C6H9N2O2)2], the CuII atom is located on an inversion center and has a square-planar environment. Two 2-(hydroxyimino)cyclohexan-1-one oximate monoanions chelate to the CuII atom and the Cu—N distances are 1.920 (3) and 1.930 (3) Å. There are two short intramolecular O—H⋯O hydrogen bonds between the ligands. The complex molecules stack into columns extended along the c axis, with a Cu⋯Cu distance between adjacent molecules of 3.3060 (3) Å.
The title compound, C14H16N6O2, is a second monoclinic polymorph of 2-[1-(3,5-dimethyl)pyrazolyl]-2-hydroxyimino-N′-[1-(2-pyridyl)ethylidene] acetohydrazide, with two crystallographically independent molecules per asymmetric unit. The non-planar molecules are chemically equal having similar geometric parameters. The previously reported polymorph [Plutenko et al. (2012 ▶). Acta Cryst. E68, o3281] was described in space group Cc (Z = 4). The oxime group and the O atom of the amide group are anti with respect to the C—C bond. In the crystal, molecules are connected by N—H⋯N hydrogen bonds into zigzag chains extending along the b axis.
In the title compound, C14H9NO2, a static disorder exists between the keto–oxime and hydroxy–nitroso tautomers, in an approximate ratio of 4.6:1, based on refined occupancies for disordered parts. No intermolecular hydrogen bonding is present in the crystal structure. Instead, both tautomers exhibit similar intramolecular O—H⋯O hydrogen bonds.