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N,N-Diethyl-4-[(E)-(pyridin-3-yl)diazen-yl]aniline.

ABSTRACT: The mol-ecule of the title compound, C15H18N4, adopts a trans conformation with respect to the diazo N=N bond. The dihedral angle between the benzene and pyridine rings in the mol-ecule is 8.03?(5)°. In the crystal, a weak C-H?? inter-action arranges the mol-ecules into a corrugated ribbon, with an anti-parallel orientation of neighboring mol-ecules propagating in the [100] direction.

SUBMITTER: Draguta S

PROVIDER: S-EPMC3793775 | biostudies-literature |

REPOSITORIES: biostudies-literature

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Dichloridobis{N,N-diethyl-4-[(pyridin-2-yl-?N)diazen-yl]aniline}zinc.

Project description:In the title complex, [ZnCl(2)(C(15)H(18)N(4))(2)], the Zn(II) cation is coordinated by two N atoms from the pyridine rings of two unidentate N,N-diethyl-4-[(pyridin-2-yl)diazen-yl]aniline ligands and two Cl atoms, resulting in a distorted tetra-hedral geometry. The ligands are mutually transoid with respect to the metal atom. Weak inter-molecular C-H?Cl hydrogen bonds and ?-? inter-actions, with centroid-centroid distances of 3.8452?(14) and 3.9932?(14)?Å, are found in the crystal packing.

| S-EPMC3151768 | biostudies-literature

Crystal structure of 2-[2-(pyridin-3-yl)diazen-1-yl]aniline.

Project description:The crystal structure of the title compound, C11H10N4, comprises mol-ecules in a trans conformation for which all the atoms are located in general positions. The six-membered rings are coplanar and this arrangement might be stabilized by intra-molecular N-H?N hydrogen bonding. In the crystal, the mol-ecules are linked into helical chains parallel to the b axis via N-H?N hydrogen bonding. The mol-ecular packing shows a herringbone-like pattern along the a axis. Comparison of the X-ray powder diffraction with that calculated from single crystal data proves that a pure crystalline phase was obtained and UV-Vis measurements reveal that only the trans isomer is present.

| S-EPMC6038623 | biostudies-literature

4-[(2-Chloro-4-nitro-phen-yl)diazen-yl]-N,N-diethyl-aniline.

Project description:In the title compound, C(16)H(17)ClN(4)O(2), the aromatic ring is twisted slightly with respect to the plane of the diazene group [N-N-C-C torsion angle = -3.9 (4)°]. The NO(2) group is twisted by 16.2 (4)° relative to the aromatic ring. The two ethyl chains are positioned such that one ethyl chain lies above and the other below the ring.

| S-EPMC3052010 | biostudies-literature

N,N-Dimethyl-4-[(2-pyrid-yl)diazen-yl]aniline.

Project description:The title compound, C(13)H(14)N(4), adopts a trans configuration about the azo bond. There is a dihedral angle of 12.18?(7)° between the pyridine and benzene rings and the mean plane of the dimethyl-amino substituent is twisted by 6.1?(2)° relative to the benzene ring. In the crystal, weak inter-molecular C-H?N hydrogen bonds result in a zigzag arrangement along [010].

| S-EPMC3007196 | biostudies-literature

2,4,6-Trinitro-N-[4-(phenyl-diazen-yl)phen-yl]aniline.

Project description:The title compound, C(18)H(12)N(6)O(6), was prepared from the reaction of 4-(phenyl-diazen-yl)aniline (aniline yellow) with picryl-sulfonic acid. The dihedral angle formed by the two benzene rings of the diphenyl-diazenyl ring system is 6.55?(13)° and that formed by the rings of the picrate-aniline ring system is 48.76?(12)°. The mol-ecule contains an intra-molecular aniline-nitro N-H?O hydrogen bond.

| S-EPMC3099790 | biostudies-literature

Syntheses and crystal structure of 4-[(pyridin-3-yl)diazen-yl]morpholine and 1-[(pyridin-3-yl)diazen-yl]-1,2,3,4-tetra-hydro-quinoline.

Project description:Two new heterocyclic 1,2,3-triazenes were synthesized by diazo-tation of 3-amino-pyridine following respectively by coupling with morpholine or 1,2,3,4-tetra-hydro-quinoline. 4-[(Pyridin-3-yl)diazen-yl]morpholine (I), C9H12N4O, has monoclinic P21/c symmetry at 100 K, while 1-[(pyridin-3-yl)diazen-yl]-1,2,3,4-tetra-hydro-quinoline (II), C14H14N4, has monoclinic P21/n symmetry at 100 K. These 1,2,3-triazene derivatives were synthesized by the organic medium method by coupling reactions of 3-amino-pyridine with morpholine and 1,2,3,4-tetra-hydro-quinoline, respectively, and characterized by 1H NMR, 13C NMR, IR, mass spectrometry, and single-crystal X-ray diffraction. The mol-ecule of compound I consists of pyridine and morpholine rings connected by an azo moiety (-N=N-). In the mol-ecule of II, the pyridine ring and the 1,2,3,4-tetra-hydro-quinoline unit are also connected by an azo moiety. The double- and single-bond distances in the triazene chain are comparable for the two compounds. In both crystal structures, the mol-ecules are connected by C-H⋯N inter-actions, forming infinite chains for I and layers parallel to the bc plane for II.

| S-EPMC9912458 | 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

4-[(4-Bromo-phen-yl)diazen-yl]-2-eth-oxy-aniline.

Project description:The title compound, C(14)H(14)BrN(3)O, exhibits a trans geometry about the -N=N- double bond. The dihedral angle between the benzene rings is 24.01 (5)°. An intra-molecular N-H⋯O hydrogen bond occurs. In the crystal, inter-molecular N-H⋯N hydrogen bonds between the amine groups lead to the formation of a C(8) polymeric chain along [101].

| S-EPMC3239036 | biostudies-literature

N,N-Diethyl-4-[1-phenyl-3-(pyridin-2-yl)-4,5-di-hydro-1H-pyrazol-5-yl]aniline.

Project description:In the title mol-ecule, C24H26N4, the pyrazoline ring assumes an envelope conformation with the aniline-bearing C atom at the flap position. The benzene ring and the pyridine ring form with the pyrazoline ring dihedral angles of 4.53?(1) and 6.26?(1)°, respectively. In turn, the aniline group is nearly perpendicular to the pyrazoline ring [dihedral angle = 79.96?(1)°]. The ethyl groups of the di-ethyl-amine substituent are disordered over two sets of sites, with an occupancy ratio of 0.624?(8):0.376?(8).

| S-EPMC3793803 | biostudies-other

2-[(2,6-Diethyl-phen-yl)imino-meth-yl]-N-(2-methoxy-phen-yl)aniline.

Project description:The title anilide-imine compound, C(24)H(26)N(2)O, features an intra-molecular N-H?N hydrogen bond involving the imine and anilide groups to generate an S(6) ring motif. The mol-ecule displays an E configuration about the imine C=N double bond, with the dihedral angle between the two benzene rings being 86.5°. The packing is stabilized by three different C-H?? inter-actions.

| S-EPMC2970353 | biostudies-literature

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