Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

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

ABSTRACT: The mol-ecule of the title chalcone derivative, C(19)H(15)NO, exists in a trans configuration with respect to the C=C double bond. The mol-ecule is slightly twisted with a dihedral angle of 6.12?(12)° between the benzene ring and the naphthalene ring system. The prop-2-en-1-one bridge is nearly planar, with an r.m.s. deviation of 0.0194?(2), and makes dihedral angles of 8.05?(19) and 11.47?(18)° with the benzene ring and the naphthalene ring system, respectively. In the crystal, mol-ecules are linked by N-H?O hydrogen bonds into chains along the b axis. Weak N-H?? and C-H?? inter-actions and a short N?O contact [2.974?(4)?Å] are also observed.

SUBMITTER: Kobkeatthawin T

PROVIDER: S-EPMC3089117 | biostudies-literature | 2011 May

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

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

Kobkeatthawin Thawanrat T Chantrapromma Suchada S Saewan Nisakorn N Fun Hoong-Kun HK

Acta crystallographica. Section E, Structure reports online 20110422 Pt 5

The mol-ecule of the title chalcone derivative, C(19)H(15)NO, exists in a trans configuration with respect to the C=C double bond. The mol-ecule is slightly twisted with a dihedral angle of 6.12 (12)° between the benzene ring and the naphthalene ring system. The prop-2-en-1-one bridge is nearly planar, with an r.m.s. deviation of 0.0194 (2), and makes dihedral angles of 8.05 (19) and 11.47 (18)° with the benzene ring and the naphthalene ring system, respectively. In the crystal, mol-ecules are l ...[more]

PMID: 21754504

Similar Datasets

3-[4-(Dimethyl-amino)-phen-yl]-1-(4a,8-dimethyl-1,2,3,4,4a,5,6,8a-octa-hydro-naphthalen-2-yl)prop-2-en-1-one.

Project description:The title compound, C(23)H(31)NO, was semisynthesized from isocostic acid, isolated from the aerial part of Inula Viscosa- (L) Aiton [or Dittrichia Viscosa- (L) Greuter]. The cyclo-hexene ring has a half-chair conformation, whereas the cyclo-hexane ring displays a chair conformation. The dihedral angle between the latter ring and its substituent is 83.6?(7)°.

| S-EPMC3050138 | biostudies-literature

1-(4-Amino-phen-yl)-3-[2-(trifluoro-meth-yl)phen-yl]prop-2-en-1-one.

Project description:The title compound, C(16)H(12)F(3)NO, a derivative of biologically active chalcones, comprises two benzene rings and a central -CH=CH-C(=O)- unit. The dihedral angle between the two rings is 10.9?(1)° and the mol-ecule adopts an E configuration about the central olefinic bond. The crystal structure is stabilized by inter-molecular N-H?O and N-H?N hydrogen bonds.

| S-EPMC2979023 | 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

(E)-1-(2-Amino-phen-yl)-3-(thio-phen-2-yl)prop-2-en-1-one.

Project description:The mol-ecule of the title heteroaryl chalcone derivative, C13H11NOS, exists in a trans-configuaration and is almost planar with a dihedral angle of 3.73?(8)° between the phenyl and thio-phene rings. An intra-molecular N-H?O hydrogen bond generates an S(6) ring motif. In the crystal, two adjacent mol-ecules are linked into a dimer in an anti-parallel face-to-face manner by a pair of C-H?O inter-actions. Neighboring dimers are further linked into chains along the c-axis direction by N-H?N hydrogen bonds.

| S-EPMC3772449 | biostudies-literature

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

Project description:The title compound, C(15)H(12)ClNO, a substituted chalcone, adopts an E configuration with respect to the C=C bond of the enone unit. The mol-ecule is not planar, as can be seen from the dihedral angle of 28.9?(2)° between the two rings which are twisted from each other. The enone segment of the mol-ecule is not coplanar with the chloro-phenyl ring, making a dihedral angle of 23.4?(3)° with it. The amino group is also not coplanar with the ring to which it is bound, making a dihedral angle of 35?(4)°. In the crystal structure, adjacent mol-ecules are linked by N-H?O inter-actions into one-dimensional infinite chains along the c axis, and are further stacked as one-dimensional zigzag chains down the b axis, forming two-dimensional extended networks parallel to the bc plane.

| S-EPMC2959457 | biostudies-literature

(E)-3-[4-(Dimethyl-amino)phen-yl]-1-(4-methyl-phen-yl)prop-2-en-1-one.

Project description:In the title compound, C(18)H(19)NO, the dihedral angle between 4-methyl-phenyl and 4-(dimethyl-amino)phenyl rings is 45.5?(3)°. The C-C=C-C torsion angle of 173.8?(3)° indicates that the mol-ecule adopts an E configuration. The dimethyl-amino group is nearly coplanar with the attached benzene ring, making a dihedral angle of 2.7?(3)°. Weak inter-molecular C-H?? inter-actions are observed in the crystal structure.

| S-EPMC2980133 | biostudies-literature

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

Project description:Mol-ecules of the title amino-chalcone, C(18)H(19)NO(4), are twisted, with a dihedral angle of 11.26?(6)° between the 4-amino-phenyl and 2,4,5-trimeth-oxy-phenyl rings. The conformations of the three meth-oxy groups with respect to the benzene ring are slightly different. Two meth-oxy groups are almost coplanar with the attached benzene ring [C-O-C-C torsion angles of -1.45?(19) and 1.5?(2)°], while the third is (-)-synclinal with the attached benzene ring [C-O-C-C = -81.36?(17)°]. In the crystal structure, mol-ecules are stacked into columns along the b axis and mol-ecules in adjacent columns are linked by N-H?O hydrogen bonds into V-shaped double columns. Weak ?-? inter-actions are also observed, with a centroid-centroid distance of 3.7532?(8)?Å.

| S-EPMC3007376 | biostudies-literature

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

Project description:In the asymmetric unit of the title chalcone derivative, C(18)H(19)NO(4), there are three crystallographically independent mol-ecules (mol-ecules A, B and C). In mol-ecule A, the dihedral angle between two benzene rings is 12.22 (10)° and the plane of the central prop-2-en-1-one unit makes dihedral angles of 11.02 (13) and 2.64 (12)° with the two adjacent benzene rings. The corresponding angles in mol-ecule B are 12.35 (10), 18.78 (12) and 7.29 (12)°, respectively, and those in mol-ecule C are 15.40 (10), 15.62 (3) and 3.19 (13)°. In each mol-ecule, an intra-molecular N-H⋯O hydrogen bond generates an S(6) ring motif. In the crystal structure, the mol-ecules B are linked by inter-molecular N-H⋯O hydrogen bonds into a zigzag chain along the c axis, while the mol-ecules A and C are linked together via an N-H⋯O hydrogen bond into a dimer. Adjacent dimers are further connected by N-H⋯N hydrogen bonds into a three-dimensional network. Weak C-H⋯O and C-H⋯π inter-actions are also observed.

| S-EPMC3200924 | biostudies-literature

(E)-1-(4-Chloro-phen-yl)-3-[4-(dimethyl-amino)phen-yl]prop-2-en-1-one.

Project description:The title compound, C(17)H(16)ClNO, was synthesized using a solvent-free method by reaction of 4-(dimethyl-amino)benzaldehyde with 4-chloro-acetophenone and NaOH. The chloro-phenyl ring makes a dihedral angle of 18.1 (3)° with the central propenone unit, while the (dimethyl-amino)phenyl group is disordered over two orientations of equal occupancies, which make dihedral angles with the central propenone unit of 32.9 (3) and 57.4 (3)°, respectively.

| S-EPMC2968919 | biostudies-literature

(2E)-3-[4-(Dimethyl-amino)-phen-yl]-1-(4-fluoro-phen-yl)prop-2-en-1-one.

Project description:The mean planes of the two benzene rings in the title compound, C(17)H(16)FNO, are twisted slightly, making a dihedral angle of 7.8 (1)°. The prop-2-en-1-one group is also twisted slightly with a C-C-C-O torsion angle of -11.6 (3)°. In the crystal, weak inter-molecular C-H⋯O inter-actions link pairs of mol-ecules, forming centrosymmetric dimers.

| S-EPMC3051752 | 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