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Bis{1-[(E)-(2-chloro-phen-yl)diazen-yl]naphthalen-2-olato}copper(II).

ABSTRACT: The Cu(II) atom in the title compound, [Cu(C16H10ClN2O)2], is located on an inversion center and is tetra-coordinated by two N and two O atoms from two bidentate 1-[(E)-(2-chloro-phen-yl)diazen-yl]naphthalen-2-olate ligands, forming a square-planar complex. In the crystal, mol-ecules are linked via weak C-H?O and C-H?Cl hydrogen bonds, forming chains propagating along [010]. There are also ?-? inter-actions present involving adjacent naphthalene rings [centroid-centroid distance = 3.661?(13)?Å].

SUBMITTER: Benaouida MA

PROVIDER: S-EPMC3772433 | biostudies-literature | 2013

REPOSITORIES: biostudies-literature

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Bis{1-[(E)-(2-chloro-phen-yl)diazen-yl]naphthalen-2-olato}copper(II).

Benaouida Mohamed Amine MA Benosmane Ali A Bouguerria Hassiba H Bouaoud Salah Eddine SE Merazig Hocine H

Acta crystallographica. Section E, Structure reports online 20130622 Pt 7

The Cu(II) atom in the title compound, [Cu(C16H10ClN2O)2], is located on an inversion center and is tetra-coordinated by two N and two O atoms from two bidentate 1-[(E)-(2-chloro-phen-yl)diazen-yl]naphthalen-2-olate ligands, forming a square-planar complex. In the crystal, mol-ecules are linked via weak C-H⋯O and C-H⋯Cl hydrogen bonds, forming chains propagating along [010]. There are also π-π inter-actions present involving adjacent naphthalene rings [centroid-centroid distance = 3.661 (13) Å]. ...[more]

PMID: 24046576

Similar Datasets

Crystal structure, characterization and Hirshfeld analysis of bis-{(<i>E</i>)-1-[(2,4,6-tri-bromo-phen-yl)diazen-yl]naphthalen-2-olato}copper(II) dimethyl sulfoxide monosolvate.

Project description:In the title compound, [Cu(C16H8Br3N2O)2]·C2H6OS, the CuII atom is tetra-coordinated in a square-planar coordination, being surrounded by two N atoms and two O atoms from two N,O-bidentate (E)-1-[(2,4,6-tri-bromo-phen-yl)diazen-yl]naphthalen-2-olate ligands. The two N atoms and two O atoms around the metal center are trans to each other, with an O-Cu-O bond angle of 177.90 (16)° and a N-Cu-N bond angle of 177.8 (2)°. The average distances between the CuII atom and the coordinated O and N atoms are 1.892 (4) and 1.976 (4) Å, respectively. In the crystal, complexes are linked by C-H⋯O hydrogen bonds and by π-π inter-actions involving adjacent naphthalene ring systems [centroid-centroid distance = 3.679 (4) Å]. The disordered DMSO mol-ecules inter-act weakly with the complex mol-ecules, being positioned in the voids left by the packing arrangement of the square-planar complexes. The DMSO solvent mol-ecule is disordered over two positions with occupancies of 0.70 and 0.30.

| S-EPMC7057387 | biostudies-literature

Crystal structure of bis-{?-1-[(E)-(3-meth-oxy-phen-yl)diazen-yl]naphthalen-2-olato-?(3) N (2),O:O}bis-({1-[(E)-(3-meth-oxy-phen-yl)diazen-yl]naphthalen-2-olato-?(2) N (2),O}copper(II)).

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| S-EPMC4719838 | biostudies-other

Crystal structure of bis-{1-[(E)-(2-meth-oxy-phen-yl)diazen-yl]naphthalen-2-olato-?(3) O,N (2),O'}copper(II) containing an unknown solvate.

Project description:The title complex, [Cu(C17H13N2O2)2], crystallizes with two independent mol-ecules in the asymmetric unit. Each Cu(II) atom has a distorted ocahedral coordination environment defined by two N atoms and four O atoms from two tridentate 1-[(E)-(2-meth-oxy-phen-yl)diazen-yl]naphthalen-2-olate ligands. In the crystal, the two mol-ecules are linked via weak C-H?O hydrogen bonds which in turn stack parallel to [010]. A region of disordered electron density, most probably disordered methanol solvent molecules, was corrected for using the SQUEEZE routine in PLATON [Spek (2015). Acta Cryst. C71, 9-18]. Their formula mass and unit-cell characteristics were not taken into account during refinement.

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Chloro-bis-(naphthalen-1-yl)phosphane.

Project description:In the title compound, C(20)H(14)ClP, the dihedral angle between the naphthyl rings is 81.77 (6)°. The crystal packing suggests weak π-π stacking inter-actions between the naphthyl rings in adjacent units [minimum ring centroid separation 3.7625 (13) Å].

| S-EPMC3200679 | biostudies-literature

(E)-1-[(2,4,6-Tri-bromo-phen-yl)diazen-yl]naphthalen-2-ol.

Project description:The title azo mol-ecule, C16H9Br3N2O, adopts a trans conformation with respect to the azo N=N double bond. An intra-molecular O-H⋯N hydrogen bond forms an S(6) ring motif. The dihedral angle between the naphthalene ring system and the benzene ring is 33.80 (16)°. In the crystal, mol-ecules are stacked in columns along the a axis by π-π inter-actions [centroid-centroid distances = 3.815 (3) and 3.990 (3) Å].

| S-EPMC3793751 | biostudies-literature

Bis{1-[(E)-(2-methyl-phen-yl)diazen-yl]-2-naphtho-lato}palladium(II).

Project description:In the title compound, [Pd(C(17)H(13)N(2)O)(2)], the Pd(II) atom is tetra-coordinated by two N atoms and two O atoms from two bidentate methylphenyl-diazenylnaphtolate ligands, forming a square-planar complex. The two N atoms and two O atoms around the Pd(II) atom are trans to each other (as the Pd(II) atom lies on a crystallographic inversion centre) with O-Pd-N bond angles of 89.60?(11) and 90.40?(11)°. The distances between the Pd(II) atom and the coordinated O and N atoms are 1.966?(3) and 2.009?(3)?Å, respectively.

| S-EPMC3007315 | biostudies-literature

Bis{1-[3-(diethyl-ammonio)-propyl-imino-meth-yl]naphthalen-2-olato}nickel(II) dinitrate.

Project description:The asymmetric unit of the title compound, [Ni(C(18)H(24)N(2)O)(2)](NO(3))(2), consists of one half of the centrosymmetric nickel(II) complex cation and a nitrate anion. The Ni(II) atom, lying on an inversion center, is four-coordinated by the phenolate O atoms and imine N atoms of two Schiff base ligands, forming a square-planar geometry. The O- and N-donor atoms are mutually trans. In the crystal structure, the nitrate anions are linked to the complex cations by inter-molecular N-H?O hydrogen bonds.

| S-EPMC3007399 | biostudies-literature

Crystal structures of a copper(II) and the isotypic nickel(II) and palladium(II) complexes of the ligand (E)-1-[(2,4,6-tri-bromo-phen-yl)diazen-yl]naphthalen-2-ol.

Project description:In the copper(II) complex, bis-{(E)-1-[(2,4,6-tri-bromo-phen-yl)diazen-yl]naph-thalen-2-olato}copper(II), [Cu(C16H8Br3N2O)2], (I), the metal cation is coord-inated by two N atoms and two O atoms from two bidentate (E)-1-[(2,4,6-tri-bromo-phen-yl)diazen-yl]naphthalen-2-olate ligands, forming a slightly distorted square-planar environment. In one of the ligands, the tri-bromo-benzene ring is inclined to the naphthalene ring system by 37.4 (5)°, creating a weak intra-molecular Cu⋯Br inter-action [3.134 (2) Å], while in the other ligand, the tri-bromo-benzene ring is inclined to the naphthalene ring system by 72.1 (6)°. In the isotypic nickel(II) and palladium(II) complexes, namely bis-{(E)-1-[(2,4,6-tri-bromo-phen-yl)diazen-yl]naphthalen-2-olato}nickel(II), [Ni(C16H8Br3N2O)2], (II), and bis-{(E)-1-[(2,4,6-tri-bromo-phen-yl)diazen-yl]naphthalen-2-olato}palladium(II), [Pd(C16H8Br3N2O)2], (III), respectively, the metal atoms are located on centres of inversion, hence the metal coordination spheres have perfect square-planar geometries. The tri-bromo-benzene rings are inclined to the naphthalene ring systems by 80.79 (18)° in (II) and by 80.8 (3)° in (III). In the crystal of (I), mol-ecules are linked by C-H⋯Br hydrogen bonds, forming chains along [010]. The chains are linked by C-H⋯π inter-actions, forming sheets parallel to (011). In the crystals of (II) and (III), mol-ecules are linked by C-H⋯π inter-actions, forming slabs parallel to (10-1). For the copper(II) complex (I), a region of disordered electron density was corrected for using the SQUEEZE routine in PLATON [Spek (2015 ▸). Acta Cryst. C71, 9-18]. The formula mass and unit-cell characteristics of the disordered solvent mol-ecules were not taken into account during refinement.

| S-EPMC4971848 | biostudies-literature

Bis{1-[(E)-o-tolyl-diazen-yl]-2-naphtho-l-ato}copper(II).

Project description:In the title complex, [Cu(C(17)H(13)N(2)O)(2)], the Cu(II) atom is tetra-coordinated by two N atoms and two O atoms from two bidentate 1-[(E)-o-tolyl-diazen-yl]-2-naphtho-late ligands, forming a slightly distorted square-planar environment. The two N atoms and two O atoms around the Cu(II) atom are trans to each other, with an O-Cu-O bond angle of 177.00 (9)° and an N-Cu-N bond angle of 165.63 (10)°. The average distances between the Cu(II) atom and the coordinated O and N atoms are 1.905 (2) and 1.995 (2)Å, respectively.

| S-EPMC2983183 | biostudies-literature

4-[(4-Chloro-phen-yl)diazen-yl]-3-meth-oxy-aniline.

Project description:The title compound, C(13)H(12)ClN(3)O, exhibits a trans geometry about the N=N double bond in the solid state. The dihedral angle between the rings is 22.20?(8)°. Inter-molecular N-H?O hydrogen bonds between the amine and meth-oxy groups lead to the formation of a chain-like polymer along the c axis with a C(6) graph set. There is also weak non-classical C-H?N hydrogen bonds involving an aromatic C-H group and a diazenyl N atom, which connect the chains into a two-dimensional framework.

| S-EPMC3152038 | biostudies-literature

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