Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

2,5-Bis[4-(dimethyl-amino)-phen-yl]-3,6-dimethyl-pyrazine.

ABSTRACT: The title compound, C(22)H(26)N(4), was prepared from p-dimethyl-amino-propiophenone in six steps. The mol-ecule has no crystallographic symmetry. The dihedral angles between the pyrazine ring and the phenyl rings are 35.81?(6) and 37.11?(8)°. The dimethyl-amino groups are essentially planar (sum of the bond angles at N = 359.3 and 359.9°) and nearly coplanar with the adjacent aromatic ring [dihedral angles = 5.54?(11) and 7.40?(3)°]. This effect and the short aniline C-N bonds can be rationalised in terms of charge transfer from the amino groups to the central pyrazine ring.

SUBMITTER: Moschel S

PROVIDER: S-EPMC3120404 | biostudies-other | 2011 Jun

REPOSITORIES: biostudies-other

ACCESS DATA

Json Xml

Publications

2,5-Bis[4-(dimethyl-amino)-phen-yl]-3,6-dimethyl-pyrazine.

Moschel Sebastian S Schollmeyer Dieter D Detert Heiner H

Acta crystallographica. Section E, Structure reports online 20110514 Pt 6

The title compound, C(22)H(26)N(4), was prepared from p-dimethyl-amino-propiophenone in six steps. The mol-ecule has no crystallographic symmetry. The dihedral angles between the pyrazine ring and the phenyl rings are 35.81 (6) and 37.11 (8)°. The dimethyl-amino groups are essentially planar (sum of the bond angles at N = 359.3 and 359.9°) and nearly coplanar with the adjacent aromatic ring [dihedral angles = 5.54 (11) and 7.40 (3)°]. This effect and the short aniline C-N bonds can be rationalis ...[more]

PMID: 21754805

Similar Datasets

Monoclinic polymorph of 2,5-bis[4-(dimethyl-amino)-styr-yl]-3,6-dimethyl-pyrazine.

Project description:The title compound, C(26)H(30)N(4), was prepared by condensation of tetra-methyl-pyrazine and dimethyl-amino-benzaldehyde and crystallizes from chloro-form/methanol in two different forms. Block-shaped crystals belong to the monoclinic crystal system and plates to the triclinic system. The two crystal forms differ in the arrangement of the centrosymmetric mol-ecules, which have nearly identical geometries. In the monoclinic crystals reported here, planar mol-ecules [maximum deviation = 0.062?(2)?Å], with a transoid arrangement of the (E)-styryl units and completely planarized dimethylamino groups [sum of the C-N bond angles = 359.9?(2)°], form layers connected via H-?-stacking. The dihedral angle between the central and pendant rings is 1.30?(8)°. The triclinic polymorph contains two half molecules, both completed by crystallographic inversion symmetry.

| S-EPMC3099850 | biostudies-other

2,5-Bis(pyridinium-2-yl)-3,6-bis-(2-pyrid-yl)pyrazine bis-[tetra-chlorido-aurate(III)].

Project description:In the title compound, (C(24)H(18)N(6))[AuCl(4)](2), the cation is located on an inversion center. Each of the two independent Au(III) ions lies on an inversion center and has a distorted square-planar geometry. In the crystal, inter-molecular C-H⋯Cl hydrogen bonds, π-π inter-actions [centroid-centroid distances = 3.5548 (16) and 3.7507 (16) Å] and Au⋯π inter-actions [Au⋯centroid distance = 3.6424 (10) Å] are effective in the stabilization of the structure, resulting in the formation of a supra-molecular structure. Intra-molecular N-H⋯N hydrogen bonds are present in the cation.

| S-EPMC3201553 | biostudies-literature

2,5-Bis[(<i>E</i>)-2-phenyl-ethen-yl]-3,6-bis-(pyridin-2-yl)pyrazine.

Project description:The mol-ecule of the title compound, C30H22N4, exhibits inversion symmetry adopting the shape of a St Andrew's Cross. It shows dihedral angles between adjacent aryl units of around 50° whereas torsion angles of ca 10° are found along the aryl-ene vinyl-ene path.

| S-EPMC9462200 | biostudies-literature

2,5-Dimethyl-hexane-2,5-diyl bis-(4-nitro-phen-yl) dicarbonate.

Project description:The title structure, C(22)H(24)N(2)O(10), contains two independent centrosymmetric mol-ecules. The only significant difference between the mol-ecules is the dihedral angle between the unique carbonate group (-O-CO(2)-) and the benzene ring, the values being 77.35 (8) and 66.42 (8)°. The crystal structure is stabilized by weak inter-molecular C-H⋯O hydrogen bonds.

| S-EPMC2960943 | biostudies-literature

{2-[(Dimethyl-amino)-meth-yl]phen-yl}bis-(4-methyl-phen-yl)bis-muthane.

Project description:The title compound, [Bi(C(7)H(7))(2)(C(9)H(12)N)], was obtained by treating chlorodi(p-tol-yl)bis-muthane with o-lithio-N,N-dimethyl-benzyl-amine. An intra-molecular Bi?N nonbonding inter-action is observed in the distorted trigonal triaryl-bis-muth coordination of the title compound.

| S-EPMC3050329 | biostudies-literature

Diethyl trans-2,5-bis-(4-methoxy-benzyl-sulfan-yl)-1,4-dimethyl-3,6-dioxopiperazine-2,5-carboxyl-ate.

Project description:The title compound, C(28)H(34)N(2)O(8)S(2), was synthesized as part of a project to develop synthetic routes to analogues of sporidesmins, a class of secondary metabolite produced by the filamentous fungi Chaetomium and Pithomyces sp. The complete molecule is generated by crystallographic inversion symmetry: the methoxy group is essentially coplanar with the benzene ring to which it is bonded, a mean plane fitted through the non-H atoms of the aromatic ring and the meth-oxy group having an r.m.s. deviation of 0.0140?Å. Similarly, the ester group is also essentially planar (r.m.s. deviation of a plane fitted through all non-H atoms is 0.0101?Å). There is only one independent C-H?O inter-action, which links together adjacent mol-ecules into a two-dimensional sheet in the bc plane.

| S-EPMC2969498 | biostudies-literature

Bis[4-(dimethyl-amino)phen-yl]diazene oxide.

Project description:The asymmetric unit of the title compound, C(16)H(20)N(4)O, contains six independent approximately planar mol-ecules and is best described as a commensurate modulation of a P2(1)/c parent. Two sets of disordered mol-ecules share almost the same locations (related by an in-plane translation), ensuring that the c-glide plane condition is not attained. C-H⋯O inter-actions provide structural cohesion. The site occupancy factors of the disordered molecules are ca 0.72/0.28 and 0.67/0.33.

| S-EPMC2961315 | biostudies-literature

Dimethyl 2,5-bis-(5-hexyl-thio-phen-2-yl)benzene-1,4-dioate.

Project description:In the title compound, C(30)H(38)O(4)S(2), the centroid of the benzene ring lies on a center of inversion. The thio-phene ring is aligned at 49.8?(1)° with respect to the benzene ring. The alkyl chain adopts an extended zigzag conformation.

| S-EPMC3089346 | biostudies-literature

[2,6-Bis(dimethyl-amino-meth-yl)phen-yl]selenium bromide monohydrate.

Project description:In the title hydrated molecular salt, C(12)H(19)N(2)Se(+)·Br(-)·H(2)O, the two independent bromide anions lie on a twofold rotation axis. Strong intra-molecular N→Se inter-actions [2.185 (3) and 2.181 (3) Å] are established by both N atoms of the organic group in the cation, in trans positions to each other, with an N-Se-N angle of 161.6 (1)°, resulting in a T-shaped (C,N,N')Se core. In the crystal, dimeric associations are formed by Br⋯Se [3.662 (2) Å] and Br⋯H inter-actions [2.56 (6) and 2.63 (7) Å] involving two bromide anions, two cations and two water mol-ecules.

| S-EPMC2983970 | biostudies-literature

[2,5-Bis(di-propyl-amino)-4-(hy-droxy-meth-yl)phen-yl]methanol.

Project description:The centrosymmetric title compound, C22H36N2O2, was prepared in five steps from diethyl succinate. The di-propyl-amino groups are almost orthogonal to the central phenyl-enedi-methanol ring [dihedral angle = 87.62 (9)°]. In the crystal, the mol-ecules are connected by O-H⋯N hydrogen bonds, forming (101) layers separated by the propyl chains.

| S-EPMC9462325 | 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