Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

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

ABSTRACT: 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.

SUBMITTER: Peters MK

PROVIDER: S-EPMC6038623 | biostudies-literature | 2018 Jul

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

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

Peters Morten K MK Näther Christian C Herges Rainer R

Acta crystallographica. Section E, Crystallographic communications 20180626 Pt 7

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 ...[more]

PMID: 30002906

Similar Datasets

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

Project description: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.

| S-EPMC3793775 | 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

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 4-nitro-N-[(pyridin-2-yl)methyl-idene]aniline.

Project description:The title compound, C12H9N3O2, adopts an E conformation at the imine double bond. The pyridyl ring makes a dihedral angle of 47.78 (5)° with the benzene ring, indicating the mol-ecule is twisted. In the crystal, mol-ecules are π-π stacked into columns parallel to [100], with an inter-planar separation of 3.8537 (8) Å, corresponding to the length of the a axis. The chains are further linked via weak C-H⋯O and C-H⋯N hydrogen bonds, forming two-dimensional sheets parallel to (010). The sheets interact by van der Waals inter-actions.

| S-EPMC4647417 | biostudies-literature

Crystal structure of 3-meth-oxy-4-[2-(thia-zol-2-yl)diazen-1-yl]aniline monohydrate.

Project description:In the title hydrated azo dye, C10H10N4OS·H2O, the benzene and thia-zole, are nearly coplanar, with a dihedral angle between their mean planes of 4.69 (17)°. The aromatic rings on the -N=N- moiety exhibit a trans configuration. The crystal structure features many types of inter-molecular inter-actions involving all the functional groups - strong hydrogen bonds (N⋯H and O⋯H), weak hydrogen bonds (C-H⋯O and C-H⋯N), C-H⋯π and π-π inter-actions - resulting in the formation of a three-dimensional framework.

| S-EPMC6399690 | 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

Crystal structure and Hirshfeld surface analysis of 4-{2,2-di-chloro-1-[(E)-(4-fluoro-phen-yl)diazen-yl]ethen-yl}-N,N-di-methyl-aniline.

Project description:In the title compound, C16H14Cl2FN3, the dihedral angle between the two aromatic rings is 64.12?(14)°. The crystal structure is stabilized by a short Cl?H contact, C-Cl?? and van der Waals inter-actions. The Hirshfeld surface analysis and two-dimensional fingerprint plots show that H?H (33.3%), Cl?H/H?Cl (22.9%) and C?H/H?C (15.5%) inter-actions are the most important contributors towards the crystal packing.

| S-EPMC7274008 | 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

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data