In the title compound, C20H21NO5, the dihedral angle between the mean planes through the two rings is 47.1 (8)°. The enoate group assumes an extended conformation. The hydroxyethanimine group is essentially coplanar with the benzene ring, the largest deviation from the mean plane being 0.061 (1) Å for the O atom. In the crystal, molecules are linked into cyclic centrosymmetric dimers with an R
2(6) motif via pairs of O—H⋯N hydrogen bonds. Intermolecular C—H⋯O hydrogen bonds form a C(8) chain along the b axis. The crystal packing is further stabilized by C—H⋯π interactions.
The title Schiff base compound, C27H19ClN4O, features two intramolecular O—H⋯N and N—H⋯N hydrogen bonds involving the hydroxy and amino groups to generate S(6) and S(5) ring motifs, respectively. In the crystal structure, weak intermolecular N—H⋯O and C—H⋯N interactions, together with π–π contacts [centroid–centroid distances = 3.6294 (11)–3.6881 (11) Å], link neighboring molecules.
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 mononuclear cobalt(III) compound, [Co(C9H8ClNO2)(C9H9ClNO2)], the CoII atom is six-coordinated by two imine N atoms, two phenolate O atoms, and one hydroxy and one oxide O atom from two Schiff base ligands, forming an octahedral geometry. In the crystal structure, adjacent molecules are linked through intermolecular O—H⋯O hydrogen bonds. The 2-oxidoethyl group is disordered over two positions in a 0.638 (3):0.362 (3) ratio.
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.
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, C22H22N4, the centroid of the benzene ring is located on an inversion centre. The dihedral angle between the benzene and pyridine rings is 10.94 (5)°. The crystal structure displays weak intermolecular C—H⋯N hydrogen bonding and C—H⋯π interactions.
The title compound, C19H24N2O2, adopts the phenol–imine tautomeric form. An intramolecular O—H⋯N hydrogen bond results in the formation of a six-membered ring. The aromatic rings are oriented at a dihedral angle of 17.33 (16)°. Intermolecular C—H⋯π interactions occur in the crystal.
The title compound, C13H9Cl2NO, was crystallized from a methanol solution of 5-chlorosalicylaldehyde and o-chloroaniline. The molecule displays a trans configuration with respect to the imine C=N double bond. The N atom is involved in an intramolecular O—H⋯N hydrogen bond. The two aromatic rings are essentially coplanar, the dihedral angle between them being 7.1 (1)°. A C—H⋯π interaction is present in the crystal.
In the asymmetric unit of the title compound, C17H19NO3, there are three independent molecules, which are align nearly parallel to each other and adopt the phenol-imine tautomeric form. In each molecule, an intramolecular O—H⋯N hydrogen bond results in the formation of an S(6) ring motif. The dihedral angles between the aromatic rings in the three independent molecules are 13.55 (2), 21.24 (2) and 46.26 (1)°. C—H⋯π interactions are also observed in 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 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 compound, C17H18BrClN2O, the dihedral angle between the aromatic rings is 3.0 (1)°. The methylethanamine group assumes an extended conformation. An intramolecular O—H⋯N hydrogen bond generates an S(6) ring motif. The crystal packing is stabilized by C—H⋯π and π–π [centroid–centroid distances = 3.691 (1) and 3.632 (1) Å] interactions.
In the title compound, C13H9BrClNO, the dihedral angle between the substituted benzene rings is 43.90 (11)°. Strong intramolecular O—H⋯N hydrogen bonds generate S(6) ring motifs. The crystal structure features short intemolecular Br⋯Br [3.554 (2) Å] and Cl⋯Cl [3.412 (2) Å] contacts. The crystal packing is further stabilized by intermolecular C—H⋯O and C—H⋯π interactions.
The title compound, C14H14N2O, exists as the enol–imine tautomer. A strong intramolecular hydrogen bond between O and N atoms forms a six-membered ring with an S(6) graph-set motif, which is approximately coplanar with the phenol ring, the interplanar angle being 3.4 (3)°. In the crystal, intermolecular C—H⋯O hydrogen bonds and N—H⋯π interactions link the molecules into infinite chains along .
The title compound, C13H8BrCl2NO, was obtained by reaction of 3-bromo-5-chlorosalicylaldehyde and 2-chlorobenzenamine in methanol. The molecule displays an E configuration with respect to the imine C=N double bond. The dihedral angle between the two benzene rings is 4.57 (11)°. The molecular conformation is stabilized by an intramolecular O—H⋯N hydrogen bond. In the crystal structure, molecules are linked by intermolecular C—H⋯O hydrogen-bonding interactions into zigzag chains running parallel to the b axis. Intermolecular Br⋯Cl [3.5289 (11) Å] and Cl⋯Cl [3.5042 (12) Å] interactions are present.
The title Schiff base compound, C14H12BrClN2O, exists in an E configuration with respect to the central C=N double bond. The amino group adopts a pyramidal configuration. The dihedral angle between the two benzene rings is 76.88 (10)° and an intramolecular O—H⋯N hydrogen bond forms a six-membered ring, generating an S(6) ring motif. In the crystal structure, molecules are linked into chains along  via N—H⋯O hydrogen bonds. The presence of π–π interactions [centroid–centroid distance = 3.6244 (12) Å] further stabilizes the crystal structure.
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.
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.
The title compound, C27H19BrN4O, is a mono-anil Schiff base ligand. Three intramolecular O—H⋯N and N—H⋯N hydrogen bonds involving the hydroxy and amino groups generate S(6) and S(5) ring motifs, respectively. In the crystal structure, weak intermolecular N—H⋯O and C—H⋯O hydrogen bonds together with π–π interactions [centroid–centroid distances = 3.628 (3)–3.729 (3) Å] link neighboring molecules.
In the title Schiff base molecule, C13H9ClFNO, the benzene rings are twisted slightly with respect to each other, making a dihedral angle of 7.92 (2)°. An intramolecular O—H⋯N hydrogen bond occurs. In the crystal, an infinite chain is formed along the c-axis direction by π–π stacking interactions between the phenyl rings and the six-membered hydrogen-bonded ring of neighboring Schiff base ligands [centroid–centroid distances of 3.698 (2) and 3.660 (3) Å]. Neighboring chains are linked into a three-dimensional supramolecular structure by C—H⋯O and C—H⋯F hydrogen bonds.
In the title compound, C21H18N2O, the dihedral angle between the phenol ring and the carbazole system is 39.34 (2)°. Intermolecular O—H⋯N hydrogen bonds and C—H⋯π and π–π interactions [centroid–centroid distances = 3.426 (2) and 3.768 (2) Å] stabilize the crystal structure.
In the crystal of the centrosymmetric title compound, C20H20N2S2, molecules are linked by head-to-tail C—H⋯N hydrogen bonds, resulting in chains extending along the a axis. Three additional C—H⋯π intermolecular interactions give rise to a herringbone packing motif which extends along the c axis. The C—H⋯N interactions provide links between the sheets.
The asymmetric unit of the title compound, C13H8ClI2NO, contains half of the molecule situated on a mirror plane. The hydroxy group is involved in the formation of an intramolecular O—H⋯N hydrogen bond. π–π interactions between the benzene rings of neighbouring molecules [centroid–centroid distance = 3.629 (3) Å] form stacks along the b axis. In the crystal, weak C—H⋯O and C—H⋯Cl interactions are observed.
The title mononuclear nickel(II) complex, [Ni(C9H9ClNO2)2]·H2O, was obtained by the reaction of 5-chlorosalicylaldehyde, 2-aminoethanol and nickel nitrate in methanol. The Ni atom is six-coordinated by two phenolate O, two imine N and two hydroxy O atoms from two crystallographically different Schiff base ligands, forming an octahedral geometry. In the crystal, molecules are linked through intermolecular O—H⋯O and O—H⋯Cl hydrogen bonds.