The title compound, C20H23BrN2O2, containing an ibuprofen core, crystallizes with three independent molecules of similar conformation in the asymmetric unit. In these three molecules, the two benzene rings make dihedral angles of 82.7 (2), 71.2 (2) and 78.0 (3)° with respect to each other. The atoms of the isobutyl groups in two of the molecules are disordered over two positions, with site-occupancy ratios of 0.516 (8):0.484 (8) and 0.580 (8):0.420 (8). In the crystal, molecules are linked by N—H⋯O, C—H⋯O and O—H⋯N hydrogen bonds. Furthermore, C—H⋯π interactions are also observed.
The title hydrazide compound, C20H24N2O2, exists in a trans configuration with respect to the acyclic C=N bond and an intramolecular O—H⋯N hydrogen bond generates an S(6) ring motif. The mean plane through the formohydrazide unit is essentially planar [maximum deviation = 0.025 (2) Å], and forms dihedral angles of 24.45 (16) and 87.14 (16)° with the two benzene rings. In the crystal structure, intermolecular N—H⋯O and C—H⋯O hydrogen bonds link neighbouring molecules into extended chains along the c axis, which incorporate R
2(16) ring motifs. An intermolecular C—H⋯π interaction is also observed.
In the title compound, C9H10N4O2, the pyridine ring is twisted by 16.5 (1)° from the mean plane defined by the remaining non-H atoms. An intramolecular N—H⋯N interaction is present. In the crystal, intermolecular O—H⋯N and N—H⋯O hydrogen bonds link molecules into layers parallel to the bc plane. The crystal packing exhibits π–π interactions indicated by the short distance of 3.649 (1) Å between the centroids of the pyridine rings of neighbouring molecules.
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.
The title compound, [ZnCl2(C10H12N4O2)]·0.5H2O, was readily prepared by the reaction between ZnCl2 and 2-hydroxyimino-N′-[1-(2-pyridyl)ethylidene]propanohydrazide. The Zn atom has a distorted trigonal–bipyramidal geometry with two Cl atoms and one azomethine N atom in the equatorial plane and one pyridine N atom and one amide O atom in the axial positions. In the crystal structure, complex molecules are connected in pairs by N—H⋯Cl hydrogen bonds, formed between the amide NH of one molecule and the Cl atom of a neighboring one. Molecular pairs are connected by hydrogen bonds involving the uncoordinated water molecule, which lies on a twofold axis.
The title molecule, C16H12Cl4N2O2, lies about an inversion center. The symmetry-unique part of the molecule contains an intramolecular O—H⋯N hydrogen bond. In the crystal, molecules are arranged in corrugated layers parallel to (-101). Weak π–π stacking interactions, with a centroid–centroid diatance of 3.7923 (13) Å, are present.
The Schiff base molecule in the title compound, C14H11BrN2O4·H2O, is almost planar with an r.m.s. deviation for the non-H atoms of 0.16 Å. In the crystal structure, the Schiff base molecules and the water molecules are linked together by intermolecular N—H⋯O and O—H⋯O hydrogen bonds, leading to layers parallel to the bc plane. An intramolecular O—H⋯N hydrogen bond involving the imine N atom and a hydroxy substituent is also observed.
The title compound, C14H11ClN2O2, was prepared by the reaction of 4-hydroxybenzaldehyde with 3-chlorobenzohydrazide in methanol. The dihedral angle between the two benzene rings is 38.2 (2)°. In the crystal, molecules are linked through intermolecular N—H⋯O, O—H⋯N and O—H⋯O hydrogen bonds, forming layers lying parallel to the bc plane.
In the title compound, C16H15ClN2O3·H2O, the water molecule is linked to the Schiff base molecule via an O—H⋯O hydrogen bond. In the Schiff base molecule, an intramolecular O—H⋯N hydrogen bond occurs and the dihedral angle between the two benzene rings is 20.5 (5)°. In the crystal, the Schiff base and water molecules are linked by intermolecular N—H⋯O and O—H⋯O hydrogen bonds, forming layers in the ab plane.
In the title molecule, C15H13BrN2O2, an intramolecular O—H⋯N hydrogen bond influences the molecular conformation; the two benzene rings form a dihedral angle of 13.6 (3)°. In the crystal, intermolecular N—H⋯O hydrogen bonds link the molecules into chains along the a axis and weak intermolecular C—H⋯O hydrogen bonds further link these chains into layers parallel to the ac plane.
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.
In the title compound, C19H18Cl4N2O2, a potential tetradentate Schiff base ligand, the dihedral angle between the two benzene rings is 48.01 (10)°. The configuration about the two C=N bonds is E and two intramolecular O—H⋯N hydrogen bonds make S(6) ring motifs. In the crystal, molecules are linked along the b axis via intermolecular C—H⋯Cl interactions. The crystal structure is further stabilized by an intermolecular π–π interaction [centroid–centroid distance = 3.5744 (12) Å].
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.
The title compound, C21H17N3O5·C3H7NO, exists in an E conformation with respect to the azomethine double bond of the hydrazide molecule. This molecule contains an intramolecular O—H⋯N hydrogen bond, while an intermolecular N—H⋯O hydrogen bond links the hydrazide to the formamide molecule of solvation. Nonclassical C—H⋯O intermolecular hydrogen bonds build up a supramolecular architecture, together with two C—H⋯π interactions and a weak π–π interaction, with a centroid–centroid distance of 3.650 (13) Å.
The asymmetric unit of the title compound, C28H22Br2N2O2S2, comprises half of a Schiff base ligand, the whole molecule being generated by a crystallographic inversion center located at the mid-point of the C—C bond of the central methylene segment. Intramolecular O—H⋯N and O—H⋯S hydrogen bonds make S(6) and S(5) ring motifs, respectively. In the crystal, there are no significant intermolecular interactions.
The title compound, C14H11N3O4, was prepared by the reaction of 4-nitrobenzohydrazide with 4-hydroxybenzaldehyde. The whole molecule of the compound is approximately planar, with a mean deviation from the least-squares plane through all the non-H atoms of 0.050 (2) Å; the dihedral angle between the two benzene rings is 2.0 (2)°. In the crystal, the benzohydrazide molecules are linked through intermolecular O—H⋯O and N—H⋯O hydrogen bonds, forming layers in the bc plane.
The title molecule, C14H11N3O4, is approximately planar, with an interplanar angle between the two benzene rings of 5.8 (2)°. In the crystal, four molecules are linked by an R
4(12) motif with pairs of strong O—H⋯O and N—H⋯O hydrogen bonds. The motif is situated about the crystallographic centres of symmetry and it is composed of two pairs of parallel molecules. This quadruplet of molecules is further extended by symmetry-equivalent hydrogen bonds to form layers parallel to the (10) plane. In addition to the hydrogen bonds, there is also a weak π–π interaction between the benzene rings.
In the title compound, C14H10BrN3O4·CH4O, the benzohydrazide molecule is nearly planar [maximum deviation = 0.110 (2) Å]. The mean planes of the two benzene rings make a dihedral angle of 8.4 (3)°. In the benzohydrazide molecule, there is an intramolecular O—H⋯N hydrogen bond and the NH group is hydrogen bonded to the methanol solvent molecule. In the crystal, intermolecular O—H⋯O hydrogen bonds involving the methanol solvent molecule link the benzohydrazide molecules to form chains which propagate along the a axis.
The molecule of the title compound, C18H19N3O5, adopts a curved arrangement with the terminal benzene rings lying to the same side. The hydroxylbenzene ring is close to coplanar with the adjacent hydrazine residue [dihedral angle = 11.14 (12)°], an observation which correlates with the presence of an intramolecular O—H⋯N hydrogen bond. The benzyl ring forms a dihedral angle of 50.84 (13)° with the adjacent carbamate group. A twist in the molecule, at the chiral C atom, is reflected in the dihedral angle of 80.21 (12)° formed between the amide residues. In the crystal, two-dimensional arrays in the ac plane are mediated by O—H⋯O and N—H⋯O hydrogen bonds.
The title compound, C25H29NO3, is a Schiff base derivative of coumarin 120. There are two structurally similar but crystallographically independent molecules in the asymmetric unit. Both molecules exist in E configurations with respect to the C=N double bonds. The dihedral angles between the coumarin and 3,5-di-tert-butyl-2-hydroxybenzylidene ring planes are 4.62 (7) and 14.62 (7)° for the two molecules. Intramolecular O—H⋯N hydrogen bonding involving the O—H groups and the azomethine N atoms generate S(6) rings. In the crystal structure, independent molecules are linked by C—H⋯π interactions, with groups of four molecules stacked along the c axis.
The title compound, C15H14N2O2, was obtained from the reaction of 3-hydroxybenzaldhyde and 4-methylbenzohydrazide in methanol. In the molecule, the benzene rings form a dihedral angle of 2.9 (3)°. In the crystal, N—H⋯O and O—H⋯O hydrogen bonds link the molecules into layers parallel to (101). The crystal packing also exhibits π–π interactions between the aromatic rings [centroid–centroid distance = 3.686 (4) Å].
The title compound, C14H9Br2N3O4·CH4O, was obtained as the product of the reaction of 3,5-dibromosalicylaldehyde with 4-nitrobenzohydrazide in methanol. The benzohydrazide molecule is nearly planar, with a maximum deviation of 0.126 (2) Å. The mean planes of the two benzene rings make a dihedral angle of 9.3 (3)°. Intramolecular O—H⋯N and O—H⋯Br interactions are observed in the benzohydrazide molecule. In the crystal, pairs of adjacent benzohydrazide molecules are linked by two methanol molecules through intermolecular O—H⋯O and N—H⋯O hydrogen bonds, forming a dimer.
The title compound, C17H18N2O4, crystallizes with two independent molecules in the asymmetric unit. The two benzene rings in each molecule make dihedral angles of 7.6 (3) and 3.9 (3)°. Intramolecular O—H⋯N and O—H⋯O hydrogen bonds are present in each molecule. In the crystal, N—H⋯O hydrogen bonds link the molecules into chains propagating in . The are also a number of C—H⋯O and π–π interactions present [centroid–centroid distances = 3.874 (4) and 3.904 (3) Å], that result in the formation of a three-dimensional network.
Two molecules make up the asymmetric unit of the title compound, C12H18N4O2, and both feature an intramolecular O—H⋯N hydrogen bond, which generates an S(6) ring. The diethylamino group of one of the molecules is disordered over two sets of sites in a 0.59 (2):0.41 (2) ratio. In the crystal, N—H⋯O hydrogen bonds link the molecules into sheets lying parallel to the ac plane and C—H⋯π interactions are also observed.
In the title hydrazide Schiff base compound, C14H12ClN3O2, the conformation around the C=N double bond is E. The dihedral angle between the benzene rings is 41.57 (14) Å. An intramolecular O—H⋯N hydrogen bond makes an S(6) ring motif. In the crystal, molecules are linked by N—H⋯O (bifurcated acceptor) and N—H⋯N hydrogen bonds, forming chains along the a axis. The interesting feature of the crystal structure is the short intermolecular C⋯O [3.216 (3), 3.170 (3), and 2.992 (3) Å] contacts, one of which is significantly shorter than the sum of the van der Waals radii of these atoms [3.22 Å].