Browse
Submit Data
Databases
API
Help

Dataset Information

18 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

4-Nitro-6-[(8-quinolyl-amino)-methyl-idene]cyclo-hexa-2,4-dien-1-one.

ABSTRACT: The mol-ecule of the title compound, C(16)H(11)N(3)O(3), exists in the keto form and the C=O and N-H bonds are mutually cis in the crystal structure. There are two crystallographically independent mol-ecules per asymmetric unit with broadly similar structural data. The only noticeable difference between the two is the dihedral angles between the benzene and the quinoline rings: 1.04?(4) and 3.07?(4)°. In the structure, intra-molecular N-H?O(carbon-yl) and N-H?N(pyridine) hydrogen bonds exist but there is no evidence of formal inter-molecular hydrogen-bonding associations.

SUBMITTER: Shibahara T

PROVIDER: S-EPMC3007437 | biostudies-literature | 2010 Jul

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

4-Nitro-6-[(8-quinolyl-amino)-methyl-idene]cyclo-hexa-2,4-dien-1-one.

Shibahara Takashi T Takano Kentaro K Takahashi Masayuki M Yamasaki Mikio M

Acta crystallographica. Section E, Structure reports online 20100703 Pt 8

The mol-ecule of the title compound, C(16)H(11)N(3)O(3), exists in the keto form and the C=O and N-H bonds are mutually cis in the crystal structure. There are two crystallographically independent mol-ecules per asymmetric unit with broadly similar structural data. The only noticeable difference between the two is the dihedral angles between the benzene and the quinoline rings: 1.04 (4) and 3.07 (4)°. In the structure, intra-molecular N-H⋯O(carbon-yl) and N-H⋯N(pyridine) hydrogen bonds exist but ...[more]

PMID: 21588227

Similar Datasets

2,4-Dibromo-6-[(quinolin-8-yl-amino)-methyl-idene]cyclo-hexa-2,4-dien-1-one monohydrate.

Project description:In the title compound, C(16)H(10)Br(2)N(2)O·H(2)O, bifurcated intra-molecular N-H?(N,O) hydrogen bonding defines the essential planarity of the main mol-ecule: the dihedral angle between the quinoline and benzene rings is 7.53?(8)°. Inter-molecular O-H?O and weak C-H?O hydrogen bonds consolidate the crystal packing, which exhibits ?-? inter-actions with a distance of 3.588?(1)?Å between the centroids of the aromatic rings and short Br?Br contacts of 3.5757?(6)?Å.

| S-EPMC3239023 | biostudies-literature

(6Z)-4-Bromo-6-{[(2-hy-droxy-eth-yl)amino]-methyl-idene}cyclo-hexa-2,4-dien-1-one.

Project description:The title mol-ecule, C(9)H(10)BrNO(2), excluding methyl-ene H atoms and the C-OH group, is essentially planar, with a maximum deviation of 0.037 (2) Å for the N atom. The N-C-C-O torsion angle is -63.1 (3)°. The mol-ecular structure is stabilized by a weak intra-molecular N-H⋯O(carbonyl) hydrogen bond, forming an S(6) motif. In the crystal, mol-ecules are linked by O-H⋯O and C-H⋯O hydrogen bonds, forming a three-dimensional network.

| S-EPMC3343984 | biostudies-literature

6-(2-Hydroxy-anilinomethyl-ene)-4-nitro-cyclo-hexa-2,4-dien-1-one.

Project description:The molecule of the title compound, C(13)H(10)N(2)O(4), is nearly planar with a dihedral angle between the two aromatic rings of 2.24?(9)°. The NH group forms an intramolecular hydrogen bond with the carbonyl O atom. The mol-ecules form dimers about inversion centers in the crystal structure via inter-molecular O-H?O hydrogen bonds.

| S-EPMC2915241 | biostudies-literature

Crystal structure and Hirshfeld surface analysis of (<i>Z</i>)-6-[(2-hy-droxy-5-nitro-anilino)methyl-idene]-4-methyl-cyclo-hexa-2,4-dien-1-one.

Project description:The title compound, C14H12N2O4, is a Schiff base that exists in the keto-enamine tautomeric form and adopts a Z configuration. The mol-ecule is almost planar, the rings making a dihedral angle of 4.99 (7)°. The mol-ecular structure is stabilized by an intra-molecular N-H⋯O hydrogen bond forming an S(6) ring motif. In the crystal, inversion-related mol-ecules are linked by pairs of O-H⋯O hydrogen bonds, forming dimers with an R 2 2(18) ring motif. The dimers are linked by pairs of C-H⋯O contacts with an R 2 2(10) ring motif, forming ribbons extended along the [20] direction. Hirshfeld surface analysis, two-dimensional fingerprint plots and the mol-ecular electrostatic potential surfaces were used to analyse the inter-molecular inter-actions present in the crystal, indicating that the most important contributions for the crystal packing are from H⋯H (33.9%), O⋯H/H⋯O (29.8%) and C⋯H/H⋯C (17.3%) inter-actions.

| S-EPMC6658968 | biostudies-literature

Crystal structure of (Z)-3-benz-yloxy-6-[(2-hy-droxy-anilino)methyl-idene]cyclo-hexa-2,4-dien-1-one.

Project description:In the title compound, C20H17NO3, the methyl-idene-cyclo-hexa-2,4-dienone moiety is approximately planar [maximum deviation = 0.0615?(10)?Å] and is oriented at diherdral angles of 69.60?(7) and 1.69?(9)° to the phenyl and hy-droxy-benzene rings, respectively. The amino group links with the carbonyl O atom via an intra-molecular N-H?O hydrogen bond, forming an S(6) ring motif. In the crystal, the mol-ecules are linked by O-H?O hydrogen bonds and weak C-H?O and C-H?? inter-actions, forming a three-dimensional supra-molecular architecture.

| S-EPMC4257387 | biostudies-literature

3-[(Z)-(4-Diethyl-amino-6-oxocyclo-hexa-2,4-dien-1-yl-idene)methyl-amino]benzoic acid.

Project description:The title compound, C(18)H(20)N(2)O(3), crystallizes as the keto tautomer, unlike the vast majority of similar structures that have been reported that contain the hydr-oxy tautomer. There are two strong hydrogen bonds in the crystal structure, both accepted by the same carbonyl group: one intra-molecular N-H?O and one inter-molecular O-H?O. As a result, the carbonyl C=O distance is long, at 1.310?(2)?Å, which may suggest the mol-ecule has a significant zwitterionic character. The dihedral angle between the benzene ring planes is 15.05?(7)°. As a result of the intramolecular hydrogen bond, the bridging C-C=N-C group is almost coplanar with the benzene ring that has the diethylamino substituent [dihedral angle 2.35?(15)°].

| S-EPMC2915231 | biostudies-literature

Crystal structure and Hirshfeld surface analysis of (<i>Z</i>)-6-[(2-hy-droxy-4-methyl-anilino)-methyl-idene]-4-methyl-cyclo-hexa-2,4-dien-1-one.

Project description:The title compound, C15H15NO2, is a Schiff base that exists in the keto-enamine tautomeric form and adopts a Z configuration. The mol-ecule is almost planar, with the two phenyl rings twisted relative to each other by 9.60 (18)°. There is an intra-molecular N-H⋯O hydrogen bond present forming an S(6) ring motif. In the crystal, pairs of O-H⋯O hydrogen bonds link adjacent mol-ecules into inversion dimers with an R 2 2(18) ring motif. The dimers are linked by very weak π-π inter-actions, forming layers parallel to (01). Hirshfeld surface analysis, two-dimensional fingerprint plots and the mol-ecular electrostatic potential surfaces were used to analyse the inter-molecular inter-actions, indicating that the most important contributions for the crystal packing are from H⋯H (55.2%), C⋯H/H⋯C (22.3%) and O⋯H/H⋯O (13.6%) inter-actions.

| S-EPMC6658948 | biostudies-literature

6-[(2,4-Di-methyl-anilino)methyl-idene]-2-hy-droxy-cyclo-hexa-2,4-dienone.

Project description:In the title compound, C15H15NO2, the dihedral angle between the aromatic rings is 5.86?(6)°, and an intra-molecular N-H?O hydrogen bond generates an S(6) motif, which helps to stabilize the enamine-keto tautomer. An intra-molecular O-H?O hydrogen bond also occurs. In the crystal, inversion dimers linked by pairs of O-H?O hydrogen bonds generate R 2 (2)(10) loops. A C-H?O inter-action links the dimers into [010] chains and aromatic ?-? stacking [centroid-centroid separation = 3.6131?(9)?Å] also occurs.

| S-EPMC3685031 | biostudies-literature

2,4-Dichloro-6-(8-quinolylamino-methyl-ene)cyclo-hexa-2,4-dien-1-one methanol solvate.

Project description:The main mol-ecule of the title methanol solvate, C(16)H(10)Cl(2)N(2)O·CH(3)OH, exists in the keto form and the C=O and N-H bonds are mutually cis in the crystal structure. The dihedral angle between the quinoline and benzene rings is 11.17?(3)°. A bifurcated intra-molecular N-H?(O,N) hydrogen bond is present as well as an O-H?O hydrogen bond. In the crystal, C-H?O inter-actions link the 3,5-dichloro-salicyl-idene-8-amino-quinoline and methanol mol-ecules.

| S-EPMC2979828 | biostudies-other

2,3-Dibromo-6-meth-oxy-4-[(phenethyl-amino)-methyl-idene]cyclo-hexa-2,5-dien-1-one methanol monosolvate.

Project description:In the title compound, C(16)H(15)Br(2)NO(2)·CH(4)O, the mean planes of the substituted cyclo-hexa-2,5-dien-1-one and phenyl rings are almost parallel [dihedral angle = 7.84?(4)°]. The crystal packing is stabilized by N-H?O hydrogen bonds generating infinite [101] chains. The methanol solvent mol-ecules are connected with the main species by O-H?O inter-actions.

| S-EPMC3254464 | biostudies-other

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