Browse
Submit Data
Databases
API
Help

Dataset Information

22 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

(Z)-4-(2,5-Di-tert-butyl-anilino)pent-3-en-2-one.

ABSTRACT: In the crystal structure of the title ketoamine, C(19)H(29)NO, the bond lengths from the N atom through the alkene group to the ketone O atom show the presence of an extensively delocalized ?-system. The dihedral angle between the plane of the phenyl ring and that of the alkene component is 63.45?(7)° due to steric hindrance exerted by the tert-butyl groups. The mol-ecule has a Z-configured alkene function, which is facilitated by an intra-molecular N-H?O hydrogen bond between the amine and ketone groups. The mol-ecules are linked into extended chains, which run parallel to the [010] direction, by a very weak C-H?O inter-action between the methyl substituent of the alkene group and the ketone O atom of a neighbouring mol-ecule.

SUBMITTER: Pastran J

PROVIDER: S-EPMC3120447 | biostudies-literature | 2011 Jun

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

(Z)-4-(2,5-Di-tert-butyl-anilino)pent-3-en-2-one.

Pastrán Jesús J Ramírez Andrea A Agrifoglio Giuseppe G Linden Anthony A Dorta Romano R

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

In the crystal structure of the title ketoamine, C(19)H(29)NO, the bond lengths from the N atom through the alkene group to the ketone O atom show the presence of an extensively delocalized π-system. The dihedral angle between the plane of the phenyl ring and that of the alkene component is 63.45 (7)° due to steric hindrance exerted by the tert-butyl groups. The mol-ecule has a Z-configured alkene function, which is facilitated by an intra-molecular N-H⋯O hydrogen bond between the amine and keto ...[more]

PMID: 21754790

Similar Datasets

4-(2,3-Dimethyl-anilino)pent-3-en-2-one.

Project description:In the title compound, C(13)H(17)NO, the dihedral angle between the aryl ring and the amino-acryl-aldehyde mean plane [N-C=C-C=O; maximum deviation = 0.0144?(9)?Å] is 53.43?(4)°. There is an intra-molecular N-H?O hydrogen bond involving the amine and carbonyl groups. In the crystal, mol-ecules are linked by C-H?O hydrogen bonds, forming chains propagating along [001].

| S-EPMC3470305 | biostudies-literature

4-(2-Methyl-anilino)pent-3-en-2-one.

Project description:The title enamino ketone, C(12)H(15)NO, a derivative of 4-(phenyl-amino)-pent-3-en-2-one, presents a roughly planar [greatest displacement of an atom from the pentenone plane is 0.033 (2) Å] pentenone backbone, enhanced by an intra-molecular N-H⋯O hydrogen bond; the asymmetry in C-C distances in the group suggests the presence of unsaturated bonds. The overall geometry in the free ligand differs significantly from that in other reported compounds, in which it is coordinated to rhodium; this is reflected in the bond distances [the N⋯O distance is significantly increased (0.2 Å) upon coordination to the metal] and the dihedral angle between the benzene ring and the pentenone backbone [49.53 (5)°]. All of the methyl goups are rotationally disordered over two orientations of equal occupancy.

| S-EPMC3006949 | biostudies-literature

2,4-Di-tert-butyl-6-[(2,5-difluorophenyl)iminomethyl]phenol.

Project description:In the title Schiff base, C(21)H(25)F(2)NO, the dihedral angle between the aromatic rings is 27.90(5)° and an intramolecular O-H⋯N hydrogen bond occurs. In the crystal, the molecules are linked by C-H⋯O, C-H⋯N and C-H⋯F interactions.

| S-EPMC2970961 | biostudies-literature

(Z)-4-(2-Hy-droxy-anilino)pent-3-en-2-one.

Project description:In the title compound, C(11)H(13)NO(2), the dihedral angle between the planes defined by the 2-hy-droxy-phenyl-amino group and the pent-3-en-2-one mean plane [maximum deviations = 0.0275 (19) and 0.054 (2) Å, respectively] is 31.01 (10)°. There are intra-molecular bifurcated N-H⋯(O,O) hydrogen bonds involving the amine NH group and the adjacent carbonyl and hy-droxy O atoms. In the crystal, mol-ecules are linked via O-H⋯O hydrogen bonds, forming chains propagating along [100].

| S-EPMC3393989 | biostudies-literature

2,6-Di-tert-butyl-4-[(N-methyl-anilino)meth-yl]phenol.

Project description:The title compound, C(22)H(31)NO, has been synthesized from 4-bromo-methyl-2,6-di-tert-butyl-phenol and N-methyl-aniline. There are two independent mol-ecules in the asymmetric unit. The aniline ring in each of the independent mol-ecules was found to be disordered, with site occupation factors 0.621?(10)/0.379?(10) and 0.605?(10)/0.395?(10).

| S-EPMC2960411 | biostudies-literature

Di-tert-butyl N,N'-(octa-hydro-penta-lene-2,5-di-yl)dicarbamate.

Project description:In the molecule of the title compound, C(18)H(32)N(2)O(4), the central bicyclo-[3.3.0]octane (octa-hydro-penta-lene) has a rigid ring junction. Both rings of the bicyclo-[3.3.0]octane unit adopt an envelope conformation, and the flexible tert-butyl-carbamoyl side chains each have an extended conformation. Such a constrained bicyclo-[3.3.0]octane aliphatic template is of inter-est with respect to the design of novel self-assembling motifs. Mol-ecules related by c-glide symmetry are linked via inter-molecular N-H?O hydrogen bonds, forming a two-dimensional layer structure. Neighboring layers are weakly associated along the a axis due to the close approach of the tert-butyl-carbamoyl groups (2.55?Å).

| S-EPMC2961559 | biostudies-literature

2,6-Dichloro-aniline-4-(2,6-dichloro-anilino)-pent-3-en-2-one (1/2).

Project description:The asymmetric unit of the title compound, C6H5Cl2N·2C11H11Cl2NO, is composed of one mol-ecule of an enamino-ketone [i.e. -(2,6-dichloro-phenyl-amino)-pent-3-en-2-one] and half a mol-ecule of 2,6-dichloro-aniline, the whole mol-ecule of the latter component being generated by twofold rotational symmetry. In this latter mol-ecule, there are two intra-molecular N-H?Cl contacts. In the enamino-ketone mol-ecule, there is an N-H?O hydrogen bond of moderate strength, and the dihedral angle between the benzene ring and penta-none fragment [C-C(-N)=C-C(=O)-C; planar within 0.005?(1)?Å] is 81.85?(7)°. In the crystal, two mol-ecules of the enamino-ketone are bridged by a mol-ecule of 2,6-dichloro-aniline via N-H?O hydrogen bonds of moderate strength. There are also ?-? inter-actions present, involving the benzene rings of inversion-related enamino-ketone mol-ecules [centroid-centroid distance = 3.724?(4)?Å].

| S-EPMC3588339 | biostudies-literature

3-(4-Chloro-anilino)-2,5-dimethyl-cyclo-hex-2-en-1-one.

Project description:In the title compound, C(14)H(16)ClNO, the dihedral angle between the benzene ring and the conjugated part of the cyclo-hexene ring is 61.7?(2)°. Part of the cyclo-hexene ring and one of the attached methyl groups are disordered over two orientations with occupancies of 0.602?(7) and 0.398?(7). In addition, the crystal studied was a racemic twin [Flack parameter = 0.58?(4)]. In the crystal, the mol-ecules are linked into chains in the b-axis direction by inter-molecular N-H?O hydrogen bonds. C-H?O and C-H?Cl inter-actions are also observed.

| S-EPMC3089366 | biostudies-literature

(E)-1,5-Di-phenyl-pent-2-en-4-yn-1-one.

Project description:The title compound, C17H12O, has an E conformation about the C=C bond. The C-C C-C torsion angle is 7.7?(2)°, and the mean planes of the phenyl-ethyl-enone [r.m.s. deviation = 0.059?(1)?Å] and phenyl-acetyl-ene [r.m.s. deviation = 0.023?(1)?Å] fragments form a dihedral angle of 14.16?(7)°. In the crystal, weak C-H?O inter-actions link the mol-ecules into zigzag chains propagated in [010].

| S-EPMC3685064 | biostudies-literature

4-(2,6-Dibromo-4-fluoro-anilino)pent-3-en-2-one.

Project description:The title enamino-ketone, C(11)H(10)Br(2)FNO, has a roughly planar pentenone chain; the maximum displacement of an atom from the pentenone plane is 0.071?(4)?Å. The dihedral angle between the benzene ring and the pentenone unit is 77.2?(1)°. Inter-molecular C-H?Br and C-H?O inter-actions, as well as an intra-molecular N-H?O inter-action, are observed. In both methyl groups, each H atom is disordered equally over two sites.

| S-EPMC3247479 | biostudies-other

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

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