Browse
Submit Data
Databases
API
Help

Dataset Information

6 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

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

ABSTRACT: 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.

SUBMITTER: Asiri AM

PROVIDER: S-EPMC3297862 | biostudies-other | 2012 Mar

REPOSITORIES: biostudies-other

ACCESS DATA

Json Xml

Publications

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

Asiri Abdullah M AM Al-Youbi Abdulrahman O AO Ng Seik Weng SW Tiekink Edward R T ER

Acta crystallographica. Section E, Structure reports online 20120224 Pt 3

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⋯π inter-actions. ...[more]

PMID: 22412665

Similar Datasets

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

Project description: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.

| S-EPMC3295528 | biostudies-literature

(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)-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-[(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

4-Hy-droxy-1-methyl-3-phenyl-quinolin-2(1H)-one.

Project description:In the title compound, C(16)H(13)NO(2), the quinoline system is approximately planar with a maximum deviation from the least-squares plane of 0.059?(1)?Å for the N atom. The phenyl ring is rotated by 62.16?(4)° with respect to the plane of the quinoline system. In the crystal, O-H?O hydrogen bonds link mol-ecules into infinite chains running along the b-axis direction.

| S-EPMC3569765 | 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

(Z)-4-{1-[(2-Hy-droxy-ethyl)-amino]-ethyl-idene}-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one.

Project description:In the title compound C(14)H(17)N(3)O(2), the dihedral angle between the rings is 16.68?(13)°. Although the compound crystallizes in the keto form, the possibility of keto-enamine-enol-imine tautomerism is explained by a strong intra-molecular N-H?O hydrogen bond.

| S-EPMC3051635 | biostudies-literature

(Z)-4-[(2-Amino-4,5-dichloro-anilino)(phenyl)methyl-idene]-3-methyl-1-phenyl-1H-pyrazol-5(4H)-one.

Project description:The mol-ecule of the title compound, C(23)H(18)Cl(2)N(4)O, assumes a non-planar conformation in which the pyrazolone ring forms dihedral angles of 32.61?(19), 76.73?(14) and 52.57?(19)° with the three benzene rings. The secondary amino group is involved in an intra-molecular N-H?O hydrogen bond. In the crystal, mol-ecules are linked by pairs of N-H?O hydrogen bonds, forming inversion dimers. An offset stacking inter-action is observed between the chloro-substituted benzene rings protruding on both sides of these dimers [centroid-centroid distance = 3.862?(1)?Å].

| S-EPMC3515247 | biostudies-literature

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