Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

(E)-1-(2,5-Dichloro-3-thien-yl)-3-[4-(dimethyl-amino)phen-yl]prop-2-en-1-one.

ABSTRACT: In the title compound, C(15)H(13)Cl(2)NOS, the benzene and thio-phene rings make a dihedral angle of 10.8?(1)°. The dimethyl-amino substituent and the ?,?-unsaturated carbonyl group are almost coplanar with respect to the aromatic ring, forming dihedral angles of 4.73?(3)° and 5.0?(2)°, respectively. In the crystal structure, mol-ecules are connected into two-dimensional layers by weak C-H?Cl hydrogen bonds and C-Cl?O [Cl?O = 3.073?(2)?Å] inter-actions. These layers are stacked with short C(meth-yl)-H?? contacts betweeen the layers.

SUBMITTER: Dutkiewicz G

PROVIDER: S-EPMC2979294 | biostudies-literature | 2010 Apr

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

(E)-1-(2,5-Dichloro-3-thien-yl)-3-[4-(dimethyl-amino)phen-yl]prop-2-en-1-one.

Dutkiewicz Grzegorz G Chidan Kumar C S CS Yathirajan H S HS Narayana B B Kubicki Maciej M

Acta crystallographica. Section E, Structure reports online 20100424 Pt 5

In the title compound, C(15)H(13)Cl(2)NOS, the benzene and thio-phene rings make a dihedral angle of 10.8 (1)°. The dimethyl-amino substituent and the α,β-unsaturated carbonyl group are almost coplanar with respect to the aromatic ring, forming dihedral angles of 4.73 (3)° and 5.0 (2)°, respectively. In the crystal structure, mol-ecules are connected into two-dimensional layers by weak C-H⋯Cl hydrogen bonds and C-Cl⋯O [Cl⋯O = 3.073 (2) Å] inter-actions. These layers are stacked with short C(meth ...[more]

PMID: 21579187

Similar Datasets

(2E)-3-[4-(Dimethyl-amino)-phen-yl]-1-(2,5-dimethyl-3-thien-yl)prop-2-en-1-one.

Project description:The asymmetric unit of the title compound, C(17)H(19)NOS, contains two independent mol-ecules which differ in the dihedral angles between the five- and six-membered rings [12.52?(10) and 4.63?(11)°]. Weak inter-molecular C-H?O hydrogen bonds link the two independent mol-ecules into pseudocentrosymmetric dimers. In one mol-ecule, the O atom of the carbonyl group is disordered over two positions in a 0.699?(4):0.301?(4) ratio.

| S-EPMC3008074 | biostudies-literature

(E)-1-(2,5-Dichloro-3-thien-yl)-3-(3,4-dimeth-oxy-phen-yl)prop-2-en-1-one.

Project description:In the title compound, C(15)H(12)Cl(2)O(3)S, the prop-2-en-1-one (enone) fragment is almost planar [C-C-C-O = 2.2?(4)°] and it subtends dihedral angles of 11.9?(2) and 11.0?(2)° with the thio-phene and benzene rings, respectively. The dihedral angle between the aromatic rings is 3.47?(16)°. In the crystal, weak C-H?O and C-H?Cl inter-actions link the mol-ecules, leading to R(2) (2)(14), R(2) (2)(24) and C(11) supra-molecular motifs occurring within the three-dimensional network. Weak aromatic ?-? stacking [centroid-centroid separations = 3.6823?(15) and 3.8722?(15)?Å] may also help to consolidate the packing.

| S-EPMC2983303 | biostudies-literature

(E)-1-(2,5-Dimethyl-3-thien-yl)-3-(2,4,5-trimeth-oxy-phen-yl)prop-2-en-1-one.

Project description:In the title compound, C(18)H(20)O(4)S, the thio-phene and benzene rings are oriented at a dihedral angle of 10.83?(11)°. The central chain makes dihedral angles of 1.86?(13) and 9.25?(12)° with the benzene and thio-phene rings, respectively. In the crystal, mol-ecules are linked through weak inter-molecular C-H?O inter-actions. ?-? inter-actions are also observed between the benzene rings with a centroid-centroid distance of 3.6832?(12)?Å. The slippage between the benzene rings is 0.956?Å.

| S-EPMC3007317 | biostudies-literature

(E)-1-(2,5-Dimethyl-3-thien-yl)-3-(2-hy-droxy-phen-yl)prop-2-en-1-one.

Project description:In the title compound, C(15)H(14)O(2)S, the dihedral angle between the aromatic rings is 8.46 -(8)°. The central enone group is planar (r.m.s. deviation = 0.0267 Å) and is oriented at a dihedral angle of 1.20 (9)° with respect to the benzene ring and at 8.27 (9)° with respect to the thio-phene group. In the crystal, the mol-ecules are linked into polymeric chains extending along the b axis due to inter-molecular O-H⋯O hydrogen bonding. An S(6) ring motif is formed due to a short intra-molecular C-H⋯O contact. C-H⋯π inter-actions involving a methyl group of the 2,5-dimethyl-thienyl group and the benzene ring are present. π-π inter-actions between the centroids of the benzene and heterocyclic rings [3.7691 (9) Å] also occur.

| S-EPMC3007990 | biostudies-literature

(E)-3-Dimethyl-amino-1-(2,5-dimethyl-thio-phen-3-yl)prop-2-en-1-one.

Project description:In the title compound, C(11)H(15)NOS, the 3-(dimethyl-amino)-prop-2-en-1-one unit is approximately planar [maximum deviation = 0.0975?(14)?Å] and its mean plane of seven non-H atoms makes a dihedral angle of 6.96?(10)° with the thio-phene ring. In the crystal, mol-ecules are linked by pairs of C-H?O hydrogen bonds into inversion dimers with R(2) (2)(14) ring motifs. The dimers are stacked along the c axis through C-H?? inter-actions. The two methyl groups, attached to the thio-phene ring and the amino N atom, are each disordered over two orientations, with site-occupancy ratios of 0.59?(4):0.41?(4) and 0.74?(4):0.26?(4), respectively.

| S-EPMC3379305 | biostudies-literature

(E)-3-(2,4-Dichloro-phen-yl)-1-(2-thien-yl)prop-2-en-1-one.

Project description:In the title chalcone derivative, C(13)H(8)Cl(2)OS, the prop-2-en-1-one unit and the thio-phene and 2,4-dichloro-phenyl rings are each essentially planar. The inter-planar angle between the thio-phene and 2,4-dichloro-phenyl rings is 19.87 (6)°. Weak intra-molecular C-H⋯O and C-H⋯Cl inter-actions involving the prop-2-en-1-one unit generate an S(5)S(5) ring motif. In the crystal structure, mol-ecules are linked into head-to-tail zigzag chains along the a axis and adjacent chains are cross-linked. These cross-linked chains are arranged into sheets parallel to the ab plane. The crystal structure is stabilized by weak C-H⋯O, C-H⋯Cl and C-H⋯π inter-actions. A π-π inter-action was also observed with a centroid-centroid distance of 3.6845 (6) Å.

| S-EPMC2960483 | biostudies-literature

(E)-3-Dimethyl-amino-1-(2-thien-yl)prop-2-en-1-one.

Project description:The mol-ecular skeleton of the title mol-ecule, C(9)H(11)NOS, is essentially planar: the thio-phene ring is inclined to the mean plane of the rest non-H atoms by 2.92?(3)°. The crystal packing exhibits no significantly short inter-molecular contacts.

| S-EPMC2977183 | biostudies-literature

(2E)-1-(2,5-Dichloro-3-thien-yl)-3-(6-meth-oxy-2-naphth-yl)prop-2-en-1-one.

Project description:In the title compound, C(18)H(12)Cl(2)O(2)S, the dihedral angle between the thio-phene ring and the naphthalene ring system is 2.13?(4)°. In the crystal, pairs of weak inter-molecular C-H?O hydrogen bonds form centrosymmetric dimers.

| S-EPMC3006779 | biostudies-literature

(2E)-1-(4-Amino-phen-yl)-3-(2,4-dichloro-phen-yl)prop-2-en-1-one.

Project description:The title compound, C(15)H(11)Cl(2)NO, is approximately planar (r.m.s. deviation = 0.062?Å) and contains a single C=C double bond in a trans (E) configuration. The crystal packing is stabilized by intermolecular N-H?N and N-H?O inter-molecular hydrogen bonding.

| S-EPMC3152147 | biostudies-literature

(2E)-1-(2,5-Dimethyl-3-thien-yl)-3-(2-meth-oxy-phen-yl)prop-2-en-1-one.

Project description:In the title compound, C(16)H(16)O(2)S, the central propenone group is almost planar (r.m.s. deviation = 0.009?Å) and subtends dihedral angles of 8.55?(8) and 16.22?(8)° to the 2-meth-oxy-phenyl and 2,5-dimethyl-thio-phene residues, respectively. The dihedral angle between the ring systems is 23.47?(5)°. In the crystal, mol-ecules are linked by weak C-H?? inter-actions and aromatic ?-? stacking [phenyl ring centroid-centroid separation = 3.6418?(11)?Å; thio-phene-thio-phene ring separation = 3.8727?(9)?Å].

| S-EPMC3008090 | 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