Zarife Sibel Şahin

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...O and C-H...O hydrogen bonds produce R(2)(2)(12) motif rings which lead to two-dimensional polymeric networks. In contrast, the Zn(II) ion in (II) resides on a centre of symmetry in a complex dication with a less distorted octahedral coordination environment comprising four amine N atoms from cyclohexane-1,2-diamine ligands and two O atoms from aqua ligands. In (II), an extensive two-dimensional network of N-H...O, O-H...O and C-H...O hydrogen bonds includes R(2)(1)(6) and R(4)(4)(16) motif rings.

(E)-2-[(2,4-Dichloro­phen­yl)imino­meth­yl]benzene-1,4-diol monohydrate

The title compound, C13H9Cl2NO2·H2O, represents a Schiff base which adopts the phenol–imine tautomeric form in the solid state. The molecule is approximately planar (r.m.s. deviation 0.0818 Å), and the dihedral angle between the two aromatic rings is 7.46 (12)°. An O—H⋯N interaction generates an S(6) ring. In the crystal, molecules are linked by intermolecular O—H⋯O hydrogen bonds involving the solvent water molecule, forming chains.

2-[(2,4-Dimethyl­phen­yl)imino­meth­yl]-3,5-dimethoxy­phenol

The title compound, C(17)H(19)NO(3), adopts the phenol-imine tautomeric form, with a resonance-assisted O-H⋯N intra-molecular hydrogen bond [O⋯N = 2.551 (3) Å]. The dihedral angle between the two benzene rings is 45.42 (7)°. The two meth-oxy groups are coplanar with the attached benzene ring [C-O-C-C torsion angles = -1.1 (5) and 3.2 (4)°].

Di-μ-acesulfamato-κ3N,O:O;κ3O:N,O-bis[(acesulfamato-κ2N,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...O hydrogen bonds give rise to R(4)(4)(40) rings, which lead to one-dimensional chains.

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

In the title Schiff base compound, C13H9Cl2NO, 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 interactions [centroid–centroid distance = 3.757 (1) Å].

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

The title compound, C14H11Cl2NO, is a Schiff base which adopts the phenol–imine tautomeric form in the solid state. There are two molecules in the asymmetric unit. Head-to-tail π–π interactions [centroid-to-centroid distances of 3.682 (2), 3.708 (2), 3.904 (2) and 3.910 (2) Å] between adjacent molecules produce two symmetry-independent infinite chains running along the b axis.

(E)-2-[3-(Trifluoro­meth­yl)phenyl­imino­meth­yl]benzene-1,4-diol

In the title compound, C14H10F3NO2, the two benzene rings are oriented at a dihedral angle of 31.94 (14)°. An intramolecular O—H⋯N hydrogen bond helps to stabilize the molecular structure. In the crystal, intermolecular O—H⋯O hydrogen bonding links the molecules, forming chains running along the crystallographic a axis. The F atoms of the trifluoromethyl group are disordered over two positions with refined site occupancies of 0.488 (5) and 0.512 (5).

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

In the title compound, C18H12F3NO2, the planes of the benzene ring and the naphthalene system form a dihedral angle of 47.21 (3)°. The hydroxy group is involved in an intramolecular O—H⋯N hydrogen bond. In the crystal, weak C—H⋯O and C—H⋯F interactions link the molecules related by translations along the c and a axes, respectively, into sheets.

3,5-Dimeth­oxy-2-[(4-propyl­phen­yl)imino­meth­yl]phenol

The title compound, C18H21NO3, crystallizes in the phenol–imine tautomeric form, with the H atom attached to oxygen rather than on nitrogen. This H atom is involved in a strong intramolecular O—H⋯N hydrogen bond. A C—H⋯π interaction is also present. The dihedral angle between the aromatic rings is 12.23 (7)°.

2-[(4-Ethoxy­phen­yl)imino­meth­yl]-5-methoxy­phenol

The title compound, C16H17NO3, a Schiff base, is stabilized in the solid state in the phenol–imine tautomeric form, with the H atom located on the hydroxy O atom rather than on the N atom. This H atom is involved in a strong intramolecular O—H⋯N hydrogen bond. The molecule is almost planar, the angle between the benzene rings being 4.43 (13)°. C—H⋯π interactions are also present.