Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

(3E,5E)-3,5-Bis(2-chloro-benzyl-idene)-1-propyl-piperidin-4-one.

ABSTRACT: The title compound, C22H21Cl2NO, is a derivative of mono-carbonyl analogues of curcumin (MACs). The mol-ecule has an E conformation for each of the olefinic bonds. The 1-propyl-piperidin-4-one ring has a distorted chair conformation with the ring N and the C and O atoms of the carbonyl group deviating from the mean plane of the remaining four ring C atoms by 0.682?(2), -0.134?(3) and -0.340?(4)?Å, respectively. The dihedral angle between the benzene rings is 26.5?(1)°. In the crystal, mol-ecules are connected by weak C-H?O and C-H?? inter-actions.

SUBMITTER: Yang Q

PROVIDER: S-EPMC3588387 | biostudies-literature | 2013 Jan

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

(3E,5E)-3,5-Bis(2-chloro-benzyl-idene)-1-propyl-piperidin-4-one.

Yang Quanzhi Q Chen Lingzi L Weng Bixia B Fan Lei L Wu Xiaoping X

Acta crystallographica. Section E, Structure reports online 20121208 Pt 1

The title compound, C22H21Cl2NO, is a derivative of mono-carbonyl analogues of curcumin (MACs). The mol-ecule has an E conformation for each of the olefinic bonds. The 1-propyl-piperidin-4-one ring has a distorted chair conformation with the ring N and the C and O atoms of the carbonyl group deviating from the mean plane of the remaining four ring C atoms by 0.682 (2), -0.134 (3) and -0.340 (4) Å, respectively. The dihedral angle between the benzene rings is 26.5 (1)°. In the crystal, mol-ecules ...[more]

PMID: 23476444

Similar Datasets

(3E,5E)-1-Acryloyl-3,5-bis-(2-chloro-benzyl-idene)piperidin-4-one.

Project description:In the title compound, C(22)H(17)Cl(2)NO(2), the asymmetric unit consists of two crystallographically independent mol-ecules and each piperidinone ring adopts an envelope conformation. The dihedral angles between the two chloro-benzene rings are 24.81?(10) and 19.15?(8)° in the two mol-ecules. In the crystal, mol-ecules are connected via weak inter-molecular C-H?O hydrogen bonds forming layers perpendicular to the a axis.

| S-EPMC3089119 | biostudies-literature

(3E,5E)-1-Benzyl-3,5-bis-(2-fluoro-benzyl-idene)piperidin-4-one.

Project description:The inversion-related mol-ecules of the title compound, C(26)H(21)F(2)NO, associate into closed dimeric subunits via co-operative C-H⋯π inter-actions. Two non-classical C-H⋯O and one C-H⋯N intra-molecular hydrogen bonds are also found in the crystal structure. The piperidin-4-one ring adopts a sofa conforamtion with the 1-benzyl group in the equatorial position, and the equiplanar fluoro-phenyl substituents in the 3- and 5-positions stretched out on either side. The 1-benzyl group is disposed towards the substituent in the 6th position of the piperidin-4-one ring. The 3,5-diene units possess E configurations.

| S-EPMC2970975 | biostudies-literature

(3E,5E)-1-Acryloyl-3,5-bis-(2,4-dichloro-benzyl-idene)piperidin-4-one hemihydrate.

Project description:The asymmetric unit of the title compound, C(22)H(15)Cl(4)NO(2)·0.5H(2)O, consists of a (3E,5E)-1-acryloyl-3,5-bis-(2,4-dichloro-benzyl-idene)piperidin-4-one mol-ecule and a half-mol-ecule of water (the O atom of the water mol-ecule lies on a twofold axis). The piperidin-4-one ring adopts an envelope conformation. The dihedral angle between the two terminal benzene rings is 8.84?(11)°. In the crystal, mol-ecules are connected by C-H?O hydrogen bonds forming supra-molecular chains along the c axis. Furthermore, adjacent chains are inter-connected by the water mol-ecules via O-H?O hydrogen bonds.

| S-EPMC3120482 | biostudies-literature

(3E,5E)-1-Allyl-3,5-bis(4-meth-oxy-benzyl-idene)-piperidin-4-one.

Project description:The piperidine ring in the title compound, C24H25NO3, adopts an envelope conformation with the N atom being the flap atom, and each C=C double bond exhibits an E conformation. In the crystal, C-H⋯O hydrogen bonds link the mol-ecules, forming supramolecular layers that stack along the a axis.

| S-EPMC3770353 | biostudies-literature

(3E,5E)-3,5-Bis(4-methyl-benzyl-idene)-1-[3-(piperidin-1-yl)propano-yl]piperidin-4-one.

Project description:In the title compound, C(29)H(34)N(2)O(2), the central piperidine ring adopts a half-chair conformation, whereas the terminal one adopts a chair conformation. The mean plane of the central piperidine ring [maximum deviation = 0.384 (2) Å] makes dihedral angles of 64.82 (13) and 17.55 (13)° with the benzene rings. In the crystal, mol-ecules are linked into a tape along the b axis via C-H⋯O inter-actions, generating R(2) (2)(20) and R(2) (1)(6) graph-set motifs. C-H⋯π inter-actions are observed between the tapes.

| S-EPMC3414948 | biostudies-literature

(3E,5E)-3,5-Bis(4-allyl-oxybenzyl-idene)-1-benzyl-piperidin-4-one.

Project description:In the title compound C(32)H(31)NO(3), the all-yloxy groups on either side of the piperidin-4-one ring are conformationally disordered. The contribution of major and minor components of the allyloxy group at the 3rd position of the ring are 0.576?(4) and 0.424?(4), respectively, and those at the 5th position are 0.885?(3) and 0.115?(3), respectively. The six-membered piperidin-4-one ring adopts a sofa conformation with the benzyl group occupying an equatorial position and the olefinic double bonds possessing an E configuration. Flanking phenyl substituents are stretched out on either side of the six-membered ring. ?-? inter-actions with a centroid-centroid distance of 3.885?(1)?Å give rise to mol-ecular dimers and short C-H?? contacts lead to chains along the c axis.

| S-EPMC2971870 | biostudies-other

(3E,5E)-3,5-Bis(4-hy-droxy-benzyl-idene)oxan-4-one.

Project description:In the title compound, C(19)H(16)O(4), there are two 4-hy-droxy-benzyl substituents on the oxan-4-one (tetra-hydro-pyran-4-one) ring, which exhibits an envelope conformation. The dihedral angles between pyran-one ring and the two benzene rings are 26.69?(9) and 36.01?(9)° while the benzene rings make a dihedral angle of 20.88?(10)°. In the crystal, mol-ecules are linked by inter-molecular O-H?O hydrogen bonds into a supra-molecular three-dimensional twofold inter-penetrating hydrogen-bonded network.

| S-EPMC3050132 | biostudies-literature

1-Benzyl-3,5-bis-(4-chloro-benzyl-idene)piperidin-4-one.

Project description:The title compound, C(26)H(21)Cl(2)NO, crystallizes with two symmetry-independent mol-ecules (A and B) in the asymmetric unit. In both mol-ecules, the central heterocyclic ring adopts a sofa conformation. The dihedral angles between the planar part of this central heterocyclic ring [maximum deviations of 0.011?(1) and 0.036?(1)?Å in mol-ecules A and B, respectively] and the two almost planar [maximum deviations of 0.020?(1) and 0.008?(1)?Å in A and 0.007?(1) and 0.011?(1) in B] side-chain fragments that include the aromatic ring and bridging atoms are 20.1?(1) and 31.2?(1)° in mol-ecule A, and 26.4?(1) and 19.6?(1)° in mol-ecule B. The dihedral angles between the planar part of the heterocyclic ring and the benzyl substituent are 79.7?(1) and 53.2?(1)° in mol-ecules A and B, respectively. In the crystal, weak inter-molecular C-H?O hydrogen bonds link the two independent mol-ecules into dimers.

| S-EPMC3120573 | biostudies-literature

(3E,5E)-3,5-Bis(4-hy-droxy-3,5-di-methoxy-benzyl-idene)oxan-4-one monohydrate.

Project description:In the title compound, C(23)H(24)O(8)·H(2)O, the six-membered ring of the oxan-4-one (tetra-hydro-pyran-4-one) ring displays an envelope conformation with the heterocyclic O atom at the flap position. The dihedral angles between the terminal benzene rings is 37.23?(10)°. Classical intermolecular O-H?O and weak C-H?O hydrogen bonds are present in the crystal structure.

| S-EPMC3011648 | biostudies-literature

(3E,5E)-3,5-Bis(naphthalen-1-yl-methyl-idene)piperidin-4-one.

Project description:In the title compound, C(27)H(21)NO, the piperidine ring adopts a chair conformation. The mean plane through the piperidine ring makes dihedral angles of 49.27?(5) and 63.07?(5)° with the naphthalene ring systems. In the crystal, mol-ecules are linked into dimers via pairs of inter-molecular C-H?O inter-actions, generating ten-membered R(2) (2)(10) ring motifs. C-H?? inter-actions further stabilize the crystal structure.

| S-EPMC3297868 | biostudies-other

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