Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

(2Z)-3-(4-Fluoro-anilino)-1-(5-hy-droxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)but-2-en-1-one.

ABSTRACT: The central carbonyl group in the title compound, C(20)H(18)FN(3)O(2), forms amine-hy-droxy N-H?O and hy-droxy-hy-droxy O-H?O hydrogen bonds, leading to two S(6) rings. The N-bound phenyl ring is coplanar with the five-membered ring to which it is attached [dihedral angle = 6.27?(10)°], but an overall twist in the mol-ecule is evident, the dihedral angle between the terminal phenyl and benzene rings being 27.30?(10)°. Mol-ecules aggregate into a three-dimensional architecture via C-H?F, C-H?O and C-H?? inter-actions.

SUBMITTER: Asiri AM

PROVIDER: S-EPMC3295528 | biostudies-literature | 2012 Mar

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

(2Z)-3-(4-Fluoro-anilino)-1-(5-hy-droxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)but-2-en-1-one.

Asiri Abdullah M AM Faidallah Hassan M HM Ng Seik Weng SW Tiekink Edward R T ER

Acta crystallographica. Section E, Structure reports online 20120217 Pt 3

The central carbonyl group in the title compound, C(20)H(18)FN(3)O(2), forms amine-hy-droxy N-H⋯O and hy-droxy-hy-droxy O-H⋯O hydrogen bonds, leading to two S(6) rings. The N-bound phenyl ring is coplanar with the five-membered ring to which it is attached [dihedral angle = 6.27 (10)°], but an overall twist in the mol-ecule is evident, the dihedral angle between the terminal phenyl and benzene rings being 27.30 (10)°. Mol-ecules aggregate into a three-dimensional architecture via C-H⋯F, C-H⋯O an ...[more]

PMID: 22412639

Similar Datasets

(2Z)-3-(4-Chloro-anilino)-1-(5-hy-droxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)but-2-en-1-one.

Project description:With the exception of the terminal benzene rings, the atoms in the title compound, C(20)H(18)ClN(3)O(2), are approximately coplanar (r.m.s. deviation = 0.0495?Å). The benzene/chloro-benzene rings form dihedral angles of 3.02?(4) and 41.59?(5)°, respectively, with this plane. The hy-droxy, amino and carbonyl groups all lie to the same side of the mol-ecule, enabling the formation of intra-molecular O-H?O and N-H?O hydrogen bonds that close S(6) rings. The configuration about the 2-butene bond is Z. Supra-molecular chains mediated by C-H?Cl inter-actions and aligned along the c axis are found in the crystal packing. These assemble into layers that are connected by weak ?-? inter-actions between centrosymmetrically related chloro-benzene rings [3.8156?(9)?Å].

| S-EPMC3213593 | biostudies-literature

(2Z)-1-(5-Hy-droxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-3-(4-meth-oxy-anilino)but-2-en-1-one.

Project description:The central residue in the title compound, C(21)H(21)N(3)O(3), is close to planar (r.m.s. deviation = 0.0753?Å for all non-H atoms from OH to NH inclusive): the hy-droxy, amino and carbonyl groups all lie to the same side of the mol-ecule (the conformation about the ethene bond is Z), facilitating the formation of intra-molecular O-H?O and N-H?O hydrogen bonds that close S(6) rings. However, overall the mol-ecule is twisted as the terminal aromatic rings are not coplanar with the central plane [dihedral angles = 20.55?(5) and 80.90?(4)° for the N-bound phenyl ring and the meth-oxy-benzene ring, respectively]. The dihedral angle between the rings is 82.14?(7)°. Supra-molecular layers in the ac plane mediated by C-H?? inter-actions are found in the crystal.

| S-EPMC3200693 | biostudies-literature

(2Z)-1-(5-Hy-droxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)-3-(4-methyl-anilino)-but-2-en-1-one.

Project description:A twist is evident in the title compound, C(21)H(21)N(3)O(2), the dihedral angle between the terminal six-membered rings being 29.46?(10)°; the linked five- and six-membered rings are coplanar [1.30?(11)°]. The carbonyl O atom accepts intra-molecular hydrogen bonds from the adjacent hy-droxy and amine groups. The three-dimensional crystal packing is achieved through C-H?? inter-actions.

| S-EPMC3297862 | biostudies-other

(2Z)-3-(3-Bromo-anilino)-1-(5-hy-droxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)but-2-en-1-one.

Project description:In the title compound, C(20)H(18)BrN(3)O(2), the central carbonyl group forms amine-N-H?O and hy-droxy-O-H?O hydrogen bonds, which lead to two fused S(6) rings. The N-bound phenyl ring is coplanar with the five-membered ring to which it is attached [dihedral angle = 5.22?(18)°], but the dihedral angle [33.87?(17)°] between the terminal phenyl and bromo-benzene rings indicates an overall twist in the mol-ecule. In the crystal packing, mol-ecules assemble into dimeric aggregates via C-H?? inter-actions.

| S-EPMC3297875 | biostudies-other

4-{(4Z)-4-[(2Z)-3-(4-Fluoro-anilino)-1-hy-droxy-but-2-en-1-yl-idene]-3-methyl-5-oxo-4,5-dihydro-1H-pyrazol-1-yl}-benzene-sulfonamide.

Project description:In the title compound, C(20)H(19)FN(4)O(4)S, the pyrazole and benzene-sulfonamide rings are coplanar [dihedral angle = 5.02?(15)°] but this planarity does not extend over the entire mol-ecule, the dihedral angle between the terminal six-membered rings being 33.24?(14)°. Intra-molecular hy-droxy-hy-droxy O-H?O and amine-hy-droxy N-H?O hydrogen bonds, as a well as a tight C-H?O(carbon-yl) inter-action, lead to a sequence of three fused S(6) rings. Supra-molecular chains along the a axis feature in the crystal packing; these chains are stabilized by amine-sulfonamide N-H?O and amine-pyrazole N-H?N hydrogen bonds.

| S-EPMC3295527 | biostudies-other

4-[(3-Hy-droxy-anil-ino)-(phenyl)-methyl-idene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one.

Project description:In the title compound, C(23)H(19)N(3)O(2), the dihedral angles formed by the pyrazolone ring with the three benzene rings are 30.91?(6), 60.96?(4) and 57.01?(4)°. The ligand is in the enamine-keto form and its structure is stabilized by an intra-molecular N-H?O hydrogen bond. In the crystal, O-H?N hydrogen bonds link mol-ecules into chains parallel to [01-1].

| S-EPMC3379466 | biostudies-literature

1-[(4-Hy-droxy-anilino)methyl-idene]naphthalen-2(1H)-one.

Project description:The title Schiff base, C17H13NO2, crystallizes in the zwitterionic form and an N-H⋯O hydrogen bond closes an S(6) ring. The dihedral angle between the aromatic ring systems is 15.62 (9)°. In the crystal, O-H⋯O hydrogen bonds link the mol-ecules into C(11) chains propagating in [010].

| S-EPMC3998278 | biostudies-literature

(5-Hy-droxy-3-methyl-5-phenyl-4,5-dihydro-1H-pyrazol-1-yl)(pyridin-4-yl)methanone monohydrate.

Project description:In the title compound, C(16)H(15)N(3)O(2)·H(2)O, the mean plane of the approximately planar pyrazole ring [maximum deviation = 0.0474?(18)?Å] makes dihedral angles of 86.32?(11) and 45.04?(10)° with the phenyl and pyridine rings, respectively. The dihedral angle between the phenyl and pyridine rings is 69.62?(11)°. In the crystal, inter-molecular O-H?O and O-H?N hydrogen bonds connect the components into chains along [010]. The crystal structure is further stabilized by ?-? stacking inter-actions with centroid-centroid distances of 3.7730?(12)?Å.

| S-EPMC3050153 | biostudies-literature

Crystal structure of 4-[(2,4-di-chloro-phen-yl)(5-hy-droxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)meth-yl]-5-methyl-2-phenyl-2,3-di-hydro-1H-pyrazol-3-one.

Project description:In the title compound C27H22Cl2N4O2, the pyrazol-5-ol ring makes a dihedral angle of 34.80 (11)° with the phenyl ring to which it is bound, while the pyrazolone ring is inclined at 34.34 (12)° to its attached phenyl ring. In the crystal, N-H⋯O and C-H⋯Cl hydrogen bonds link the mol-ecules into chains along [010]. Inter-molecular π-π inter-actions are observed between the pyrazolone ring and the phenyl ring bound to the pyrazol-5-ol ring system [centroid-centroid separation = 3.916 (2) Å].

| S-EPMC4647350 | biostudies-literature

4-[(1-Hy-droxy-2-naphth-yl)methyl-ene-amino]-1,5-dimethyl-2-phenyl-1H-pyrazol-3(2H)-one.

Project description:The title anti-pyrine derivative, C(22)H(19)N(3)O(2), was synthesized by the reaction of 4-amino-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one and 1-hy-droxy-naphthalene-2-carbaldehyde in methanol solution. As expected, the compound adopts a trans configuration about the central C=N bond. The N atom is involved in an intra-molecular O-H?N bond which stabilizes the mol-ecular configuration. In the crystal structure, adjacent mol-ecules stack with no short contacts.

| S-EPMC3007374 | 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