Erratum: -1-(Benzyl-amino)-glyoxime. Corrigendum.

[This corrects the article DOI: 10.1107/S1600536804004799.].

Synthesis, anticonvulsant and antimicrobial activities of some new [1-(2-naphthyl)-2-(pyrazol-1-yl)ethanone]oxime ethers.

In this study, 12 new oxime ether derivatives, which were expected to show anticonvulsant and antimicrobial activities, were synthesized. Oxime ether derivatives were synthesized by the reaction of various alkyl halides with 1-(2- naphthyl)-2-(pyrazol-1-yl)ethanone oxime. Anticonvulsant activity of the compounds was determined by maximal electroshock (MES) and subcutaneous metrazol (ScM) seizure tests, while neurological disorders were evaluated using rotorod toxicity test according to the ASP of NIH.

Synthesis, structural characterization and comparison of experimental and theoretical results by DFT level of molecular structure of 4-(4-methoxyphenethyl)-3,5-dimethyl-4H-1,2,4-triazole.

4-(4-Methoxyphenethyl)-3,5-dimethyl-4H-1,2,4-triazole (3) was synthesized from the reaction of ethyl N'-acetylacetohydrazonate (1) with 2-(4-methoxyphenyl)ethanamine (2). The structure of the title compound 3 has been inferred through IR, (1)H/(13)C NMR, mass spectrometry, elemental analyses and combination of X-ray crystallography and theoretical methods. In addition to the molecular geometry from X-ray determination, the molecular geometry and vibrational frequencies of the title compound 3 in the ground state, were calculated using the density functional method (B3LYP) with the 6-31G(d) basis set.

(E)-(2,5-Difluoro-benz-yl)[(2-eth-oxy-naphthalen-1-yl)methyl-idene]amine.

In the title mol-ecule, C20H17F2NO, which adopts an E conformation with respect to the imine C=N double bond, the mean planes of the naphthalene ring system and the difluoro-phenyl ring form a dihedral angle of 85.82 (7)°. An intra-molecular C-H⋯N hydrogen bond occurs.

2-Methyl-3-nitro-N-{(E)-[5-(4-nitro-phen-yl)furan-2-yl]methyl-idene}aniline.

In the title Schiff-base type compound, C(18)H(13)N(3)O(5), the central furan ring makes dihedral angles of 12.80 (7) and 51.43 (4)° with the terminal benzene rings.

(Z)-2-[(E)-2-(1-Benzothio-phen-3-yl-methyl-idene)hydrazin-1-yl-idene]-1,2-diphenyl-ethanone.

The title compound, C(23)H(16)N(2)OS, is not planar, the phenyl ring of the benzoyl group making a dihedral of 77.61 (7)° with the benzothio-phene system ring. The benzothio-phene system and the remaining phenyl ring make an angle of 12.

2-{(E)-[(3-Iodo-4-methyl-phen-yl)imino]-meth-yl}-4-(trifluoro-meth-oxy)phenol.

The title compound, C(15)H(11)F(3)INO(2), adopts the enol-imine tautomeric form. The mol-ecule displays an E conformation with respect to the imine C=N double bond. The dihedral angle between the two benzene rings is 12.

2-[(E)-(Naphthalen-2-yl-imino)-meth-yl]-4-(trifluoro-meth-oxy)phenol.

In the title compound, C(18)H(12)F(3)NO(2), the planes of the benzene ring and the naphthalene system form a dihedral angle of 47.21 (3)°. The hy-droxy group is involved in an intra-molecular O-H⋯N hydrogen bond.

2-Chloro-4-{(E)-[(4-chloro-phen-yl)imino]-meth-yl}phenol.

In the title Schiff base compound, C(13)H(9)Cl(2)NO, the dihedral angle between the mean planes of the benzene rings is 10.20 (10)°. The crystal structure is stabilized by O-H⋯N hydrogen bonds and weak π-π stacking inter-actions [centroid-centroid distance = 3.

3-Chloro-4-(4-chloro-phen-oxy)-N-[(Z)-(5-nitro-thio-phen-2-yl)methyl-idene]aniline.

In the title compound, C(17)H(10)Cl(2)N(2)O(3)S, the thio-phene ring and the central benzene ring are almost coplanar [dihedral angle = 8.44 (3)°], while the dihedral angle between the two benzene rings rings is 77.49 (9)°.

3-Meth-oxy-2-[(E)-(4-meth-oxy-phen-yl)imino-meth-yl]phenol.

The title compound, C(15)H(15)NO(3), adopts the enol-imine tautomeric form. The two rings are twisted with respect to each other, making a dihedral angle of 44.08 (5)°.

Structural properties of trans-cyclohexane-1,2-diamine complexes of copper(II) and zinc(II) acesulfamates.

The title compounds, trans-bis(trans-cyclohexane-1,2-diamine)bis(6-methyl-2,2,4-trioxo-3,4-dihydro-1,2,3-oxathiazin-3-ido)copper(II), [Cu(C(4)H(4)NO(4)S)(2)(C(6)H(14)N(2))(2)], (I), and trans-diaquabis(cyclohexane-1,2-diamine)zinc(II) 6-methyl-2,2,4-trioxo-3,4-dihydro-1,2,3-oxathiazin-3-ide dihydrate, [Zn(C(6)H(14)N(2))(2)(H(2)O)(2)](C(4)H(4)NO(4)S)(2)·2H(2)O, (II), are two-dimensional hydrogen-bonded supramolecular complexes. In (I), the Cu(II) ion resides on a centre of symmetry in a neutral complex, in a tetragonally distorted octahedral coordination environment comprising four amine N atoms from cyclohexane-1,2-diamine ligands and two N atoms of two acesulfamate ligands. Intermolecular N-H.

Synthesis, anticonvulsant and antimicrobial activities of some new 2-acetylnaphthalene derivatives.

In this study, as a continuation of our research for new (arylalkyl)imidazole anticonvulsant compounds, the design, synthesis and anticonvulsant/antimicrobial activity evaluation of a series of 2-acetylnaphthalene derivatives have been described. Molecular design of the compounds has been based on the modification of nafimidone [1-(2-naphthyl)-2-(imidazol-1-yl)ethanone], which is a representative of the (arylalkyl)imidazole anticonvulsant compounds as well as its active metabolite, nafimidone alcohol (3, 4). In general, these compounds were variously substituted at the alkyl chain between naphthalene and imidazole rings and subjected to some other modifications to evaluate additional structure-activity relationships.

1-[(E)-(2-Methyl-3-nitro-phen-yl)imino-meth-yl]-2-naphthol.

The title Schiff base compound, C(18)H(14)N(2)O(3), has an inter-mediate state between NH and OH tautomers. The mol-ecular structure is stabilized by an O-H⋯N hydrogen bond. The dihedral angle between the naphthalene ring system and the benzene ring is 37.

4-(4-Meth-oxy-pheneth-yl)-3-methyl-1H-1,2,4-triazol-5(4H)-one.

The dihedral angle between the two rings in the title compound, C(12)H(15)N(3)O(2), is 49.03 (1)°. The crystal structure is stabilized by inter-molecular N-H⋯O and C-H⋯O hydrogen bonds and π-π stacking inter-actions between the triazole rings with a centroid-centroid distance of 3.

(E)-2-[(4-Iodo-phen-yl)imino-meth-yl]-6-methyl-phenol.

The title compound, C(14)H(12)INO, adopts the phenol-imine tautomeric form. The dihedral angle between the aromatic rings is 20.6 (3)°.

2,5-Dihexyl-3,6-diphenyl-pyrrolo-[3,4-c]pyrrole-1,4(2H,5H)-dione.

The asymmetric unit of the title compound, C(30)H(36)N(2)O(2), contains one half-mol-ecule, the other half being generated by a crystallographic inversion centre. The crystal structure is devoid of any classical hydrogen bonds however, non-classical C-H⋯O inter-actions link the mol-ecules into chains propagating in [001] and a C-H⋯π inter-action leads to the formation of a two-dimensional network in (011).

(E)-2-[(3-Fluoro-phen-yl)imino-meth-yl]-4-(trifluoro-meth-oxy)phenol.

The title compound, C(14)H(9)F(4)NO(2), is a Schiff base which adopts the phenol-imine tautomeric form in the solid state. The H atom is located on the hydr-oxy O atom rather than on the N atom. This H atom is involved in a strong intra-molecular O-H⋯N hydrogen bond.

Ethyl 4-(3-ethyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-4-yl)benzoate.

In the title compound, C(13)H(15)N(3)O(3), the dihedral angle between the two aromatic ring is 51.06 (1)°. In the crystal, mol-ecules are connected by pairs of N-H⋯O hydrogen bonds into centrosymmetric dimers.

Di-mu-acesulfamato-kappa3N,O:O;kappa3O:N,O-bis[(acesulfamato-kappa2N,O)bis(3-methylpyridine)cadmium(II)].

In the structure of the title compound, [Cd(2)(C(4)H(4)NO(4)S)(2)(C(6)H(7)N)(2)], the dinuclear Cd(II) complex is located on a twofold axis with two Cd(2+) ions bridged by two oxide O atoms. Each Cd(2+) ion is additionally coordinated in an equatorial plane by two N and three O atoms of the acesulfamate ligands and axially by two N atoms of the 3-methylpyridine ligands, resulting in a distorted pentagonal bipyramidal coordination. We present here an example of a supramolecular assembly based on hydrogen bonds in a mixed-ligand metal complex; intermolecular C-H.

Synthesis and molecular modeling of some novel hexahydroindazole derivatives as potent monoamine oxidase inhibitors.

A novel series of 2-thiocarbamoyl-2,3,4,5,6,7-hexahydro-1H-indazole and 2-substituted thiocarbamoyl-3,3a,4,5,6,7-hexahydro-2H-indazoles derivatives were synthesized and investigated for the ability to inhibit the activity of the A and B isoforms of monoamine oxidase (MAO). The target molecules were identified on the basis of satisfactory analytical and spectra data (IR, (1)H NMR, (13)C NMR, (2)D NMR, DEPT, EI-MASS techniques and elemental analysis). Synthesized compounds showed high activity against both the MAO-A (compounds 1d, 1e, 2c, 2d, 2e) and the MAO-B (compounds 1a, 1b, 1c, 2a, 2b) isoforms.

Theoretical modeling and experimental studies on N-n-decyl-2-oxo-5-nitro-1-benzylidene-methylamine.

The Schiff base compound, N-n-Decyl-2-oxo-5-nitro-1-benzylidene-methylamine, has been -synthesized and characterized by IR, electronic spectroscopy, and X-ray single-crystal determination. Molecular geometry from X-ray experiment of the title compound in the ground state have been compared using the Hartree-Fock (HF) and density functional method (B3LYP) with 6-31G(d) basis set. Calculated results show that density functional theory (DFT) at B3LYP/6-31G(d) level can well reproduce the structure of the title compound.

3-[(2,4-Dichloro-phen-yl)imino-meth-yl]-2-hydr-oxy-5-methyl-benzaldehyde.

The title compound, C(15)H(11)Cl(2)NO(2), is a Schiff base which adopts the phenol-imine tautomeric form in the solid state, being stabilized by a strong intra-molecular O-H⋯N hydrogen bond. The mol-ecule is almost planar (r.m.

2-[(4-Bromo-phen-yl)imino-meth-yl]-3,5-dimethoxy-phenol.

There are two independent mol-ecules in the asymmetric unit of the title compound, C(15)H(14)BrNO(3), with very similar geometrical parameters. Each mol-ecule adopts the phenol-imine tautomeric form, with strong intra-molecular O-H⋯N hydrogen bonds. The two mol-ecules are non-planar, the dihedral angles between the two aromatic rings being are 24.

(E)-2-[(2,4-Dichloro-phen-yl)imino-methyl]-6-methyl-phenol.

The title compound, C(14)H(11)Cl(2)NO, is a Schiff base which adopts the phenol-imine tautomeric form in the solid state. There are two mol-ecules in the asymmetric unit. Head-to-tail π-π inter-actions [centroid-to-centroid distances of 3.