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N,N'-Bis[1-(pyridin-2-yl)-ethyl-idene]benzene-1,4-diamine.

ABSTRACT: In the title compound, C(20)H(18)N(4), the benzene ring lies about an inversion center. The central benzene-1,4-diamine unit is connected to two pyridine rings by the C=N imine bonds. The dihedral angle between the benzene and pyridine rings is 82.9?(1)°.

SUBMITTER: Zhou W

PROVIDER: S-EPMC3393902 | biostudies-other | 2012 Jul

REPOSITORIES: biostudies-other

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N,N'-Bis[1-(pyridin-2-yl)-ethyl-idene]benzene-1,4-diamine.

Zhou Wei W Fan Rui-Qing RQ Wang Ping P Yang Yu-Lin YL

Acta crystallographica. Section E, Structure reports online 20120613 Pt 7

In the title compound, C(20)H(18)N(4), the benzene ring lies about an inversion center. The central benzene-1,4-diamine unit is connected to two pyridine rings by the C=N imine bonds. The dihedral angle between the benzene and pyridine rings is 82.9 (1)°. ...[more]

PMID: 22798767

Similar Datasets

A centrosymmetric monoclinic polymorph of N,N-bis-(pyridin-3-yl-methyl-idene)benzene-1,4-diamine.

Project description:The complete molecule of the title compound, C(18)H(14)N(4), is generated by the application of a centre of inversion. The dihedral angle between the central benzene ring and the pyridine ring is 31.88 (7)°. In the crystal, mol-ecules are stacked in columns along the c axis and several inter-molecular π-π inter-actions are present between the six-membered rings, the shortest centroid-centroid distance being 3.937 (2) Å. The structure reported herein represents a centrosymmetric polymorph of the previously reported non-centrosymmetric (P2(1)) form [Kim et al. (2005 ▶). Bull. Korean Chem. Soc.26, 892-898].

| S-EPMC3200937 | biostudies-literature

Tetra-aqua-bis-[N,N'-bis-(pyridin-3-yl-methyl-idene)benzene-1,4-diamine]-zinc dinitrate 1.49-hydrate.

Project description:In the title compound, [Zn(C(18)H(14)N(4))(2)(H(2)O)(4)](NO(3))(2)·1.49H(2)O, the Zn(II) atom, lying on an inversion center, is coordinated by two N atoms from two N,N'-bis-(pyridin-3-yl-methyl-idene)benzene-1,4-diamine ligands and four water mol-ecules in a distorted octa-hedral geometry. The nitrate anion is disordered over two sets of sites, with an occupancy ratio of 0.744?(4):0.256?(4). The uncoordinated water mol-ecule is also disordered with an occupancy factor of 0.744?(4). O-H?O and O-H?N hydrogen bonds link the complex cations, nitrate anions and uncoordinated water mol-ecules into a supra-molecular layer parallel to (102).

| S-EPMC3238659 | biostudies-literature

N,N'-Bis(pyridin-2-yl)benzene-1,4-diamine-quinoxaline (2/1).

Project description:The asymmetric unit of the title compound, 2C(16)H(14)N(4)·C(8)H(6)N(2), consits of one mol-ecule of N,N'-bis-(pyridin-2-yl)benzene-1,4-diamine (PDAB) and one half-mol-ecule of quinoxaline (QX) that is located around an inversion centre and disordered over two overlapping positions. The PDAB mol-ecule adopts a non-planar conformation with an E configuration at the two partially double exo C N bonds of the 2-pyridyl-amine units. In the crystal, these self-complementary units are N-H⋯N hydrogen bonded via a cyclic R(2) (2)(8) motif, creating tapes of PDAB mol-ecules extending along [010]. Inversion-related tapes are arranged into pairs through π-π stacking inter-actions between the benzene rings [centroid-centroid distance = 3.818 (1) Å] and the two symmetry-independent pyridine groups [centroid-centroid distance = 3.760 (1) Å]. The QX mol-ecules are enclosed in a cavity formed between six PDAB tapes.

| S-EPMC3238910 | biostudies-literature

N,N'-Bis(pyridin-2-yl)benzene-1,4-diamine-naphthalene (2/1).

Project description:The asymmetric unit of the title compound, C(10)H(8)·2C(16)H(14)N(4), consists of one mol-ecule of N,N'-bis-(pyridin-2-yl)benzene-1,4-diamine (PDAB) and one half of the centrosymmetric naphthalene mol-ecule. The PDAB mol-ecule adopts a non-planar conformation with an E configuration at the two partially double exo C N bonds of the 2-pyridyl-amine units. In the crystal, N-H⋯N hydrogen bonds between the PDAB mol-ecules generate a cyclic R(2) (2)(8) motif, leading to the formation of PDAB tapes extending along [100]. The tapes are arranged into (010) layers and the naphthalene mol-ecules are enclosed in cavities formed between the PDAB layers.

| S-EPMC3238953 | biostudies-literature

A third polymorph of N,N'-bis-(pyridin-2-yl)benzene-1,4-diamine.

Project description:A third polymorph of the title compound, C(16)H(14)N(4), has been obtained. The mol-ecule adopts a non-planar conformation with an E configuration at the two partially double exo C N bonds of the 2-pyridyl-amine units. Like in the triclinic form [Bensemann et al. (2002 ?). New J. Chem.26, 448-456], the recognition process between 2-pyridyl-amine units takes place through formation of a cyclic R(2) (2)(8) hydrogen-bond motif, leading to the creation of tapes parallel to [001].

| S-EPMC3247481 | biostudies-literature

Bis{N-methyl-N'-[1-(pyridin-2-yl)ethyl-idene]ethane-1,2-diamine}-zinc bis-(perchlorate).

Project description:The title mononuclear zinc(II) complex, [Zn(C(10)H(15)N(3))(2)](ClO(4))(2), was obtained by the reaction of 2-acetyl-pyridine, N-methyl-ethane-1,2-diamine and zinc perchlorate in methanol. The asymmetric unit of the complex contains two independent [Zn(C(10)H(15)N(3))(2)](2+) cations and four perchlorate anions. The Zn(II) atom in each complex cation is six-coordinated by two pyridine N, two imine N and two amine N atoms from two N-methyl-N'-[1-(pyridin-2-yl)ethyl-idene]ethane-1,2-diamine Schiff base ligands in a distorted octa-hedral geometry. The pyridine rings in each of the complex cations are approximately perpendicular to each other, making dihedral angles of 88.4?(3) and 87.9?(3)°. The perchlorate anions are linked to the complex cations through N-H?O hydrogen bonds.

| S-EPMC3212129 | biostudies-literature

N,N'-Bis(4-methyl-benzyl-idene)benzene-1,4-diamine.

Project description:The centrosymmetric title compound, C(22)H(20)N(2), crystallizes with one half-mol-ecule in the asymmetric unit. The dihedral angle between the central and outer benzene rings is 46.2?(2)°.

| S-EPMC3247361 | biostudies-literature

N,N'-Bis(pyridin-2-yl)benzene-1,4-dicarboxamide.

Project description:Mol-ecules of the title compound, C(18)H(14)N(4)O(2), are located around an inversion center and connected into chains in the crystal via inter-molecular N-H?N hydrogen bonds generating an R(2) (2)(8) motif.

| S-EPMC3050221 | biostudies-literature

{N,N'-Bis[1-(pyridin-2-yl)ethyl-idene]-propane-1,3-diamine}-(thio-cyanato-?N)copper(II) tetra-fluoridoborate.

Project description:In the title compound, [Cu(NCS)(C(17)H(20)N(4))]BF(4), the Cu(II) ion is five-coordinated by the four N atoms of the tetra-dentate Schiff base ligand and one N atom of a thio-cyanate ligand, thereby forming a square-pyramidal CuN(5) ccoordination geometry. The dihedral angle between the pyridine rings of the Schiff base is 55.58?(14)°. The F atoms of the tetra-fluoridoborate anion are disordered over two sets of sites with occupancies of 0.614?(3) and 0.386?(3). In the crystal, the components are linked by C-H?F inter-actions.

| S-EPMC3152035 | biostudies-literature

{N-Methyl-N'-[1-(pyridin-2-yl)ethyl-idene]ethane-1,2-diamine-?N,N',N''}-bis(thio-cyanato-?N)zinc(II).

Project description:In the title compound, [Zn(NCS)(2)(C(10)H(15)N(3))], the Zn atom is five-coordinated by the three N-donor atoms of the Schiff base ligand and by two N atoms from two thio-cyanate anions, forming a distorted ZnN(5) trigonal-bipyramidal coordination geometry for the metal ion. The side chain of the ligand is disordered over two sets of sites in a 0.655?(12):0.345?(12) ratio. In the crystal, mol-ecules are linked by N-H?S hydrogen bonds, generating [100] chains.

| S-EPMC3151752 | biostudies-literature

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