Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

2-(9H-Fluoren-9-yl)-4-(4-fluoro-anilino)-4-oxo-butanoic acid.

ABSTRACT: In the title compound, C23H18FNO3, the tricyclic 9-fluorenyl system is approximately planar (r.m.s. deviation = 0.0279?Å). The N-C(=O) bond length is comparatively short [1.359?(3)?Å], which is typical for such conjugated systems. The N atom has a planar configuration [sum of bond angles= 359.8°] due to conjugation of its lone pair with the ?-system of the carbonyl group. In the crystal, a three-dimensional network is formed through N-H?O and O-H?O hydrogen bonds between the amide and carb-oxy-lic acid groups and carbonyl O-atom acceptors.

SUBMITTER: Matviiuk T

PROVIDER: S-EPMC3685102 | biostudies-literature | 2013 Jun

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

2-(9H-Fluoren-9-yl)-4-(4-fluoro-anilino)-4-oxo-butanoic acid.

Matviiuk Tetiana T Baltas Michel M Voitenko Zoia Z Gorichko Marian M Lherbet Christian C

Acta crystallographica. Section E, Structure reports online 20130525 Pt 6

In the title compound, C23H18FNO3, the tricyclic 9-fluorenyl system is approximately planar (r.m.s. deviation = 0.0279 Å). The N-C(=O) bond length is comparatively short [1.359 (3) Å], which is typical for such conjugated systems. The N atom has a planar configuration [sum of bond angles= 359.8°] due to conjugation of its lone pair with the π-system of the carbonyl group. In the crystal, a three-dimensional network is formed through N-H⋯O and O-H⋯O hydrogen bonds between the amide and carb-oxy-l ...[more]

PMID: 23795121

Similar Datasets

4-(3-Fluoro-4-methyl-anilino)-2-methyl-idene-4-oxo-butanoic acid.

Project description:The title compound, C12H12FNO3, crystallizes with two independent mol-ecules (A and B) in the asymmetric unit. The dihedral angle between the mean planes of the 3-fluoro-4-methyl-phenyl ring and the oxo-amine group is 25.7?(7)° in mol-ecule A and 71.3?(7)° in mol-ecule B, while the mean plane of the 2-methyl-idene-4-oxo-butanoic acid group is twisted by 76.2?(1)° from that of the oxo-amine group in mol-ecule A and by 76.2?(4)° in mol-ecule B. In the crystal, N-H?O and O-H?O hydrogen bonds [the latter forming an R 2 (2)(8) graph-set motif] link the mol-ecules into a two-dimensional network parallel to the ac plane.

| S-EPMC3885031 | biostudies-literature

4-[(2-Fluoro-phen-yl)amino]-4-oxo-butanoic acid.

Project description:The crystal structure of the title compound, C(10)H(10)FNO(3), contains dimers of the asymmetric unit, with R(2) (2)(8) rings arising from inter-molecular O-H?O hydrogen bonding through the carboxyl-ate groups. Adjacent dimeric units are connected to each other through one N-H?O and two C-H?O inter-molecular hydrogen bonds. C-H?O hydrogen bonds involving the aromatic ring and the O atoms of two carboxyl-ate groups form an R(3) (3)(7) ring. The crystal structure is further stabilized by C-H?F inter-actions, giving rise to a three-dimensional network.

| S-EPMC2960699 | biostudies-literature

(9H-Fluoren-9-yl)(phen-yl)phosphinic acid.

Project description:The crystal structure of the title compound, C19H15O2P, features pairs of mol-ecules joined by O-H?O hydrogen bonds across crystallographic inversion centers. In addition, ?-? inter-actions, with a centroid-centroid distance of 3.6273?(9)?Å between the fluorene ring systems, connect the dimers into chains along [01-1]. The three rings make dihedral angles of 1.34?(9), 1.52?(10) and 1.51?(7)° with each other.

| S-EPMC3588309 | biostudies-literature

4-(4-Iodo-anilino)-2-methyl-ene-4-oxo-butanoic acid.

Project description:In the title compound, C11H10INO3, an addition product of itaconic acid anhydride and 4-iodo-aniline, the least-squares planes defined by the atoms of the aromatic moiety and the non-H atoms of the carb-oxy-lic acid group enclose an angle of 74.82?(11)°. In the crystal, classical O-H?O hydrogen bonds formed by carb-oxy-lic groups, as well as N-H?O hydrogen bonds formed by amide groups, are present along with C-H?O contacts. Together, these connect the mol-ecules into dimeric chains along the b-axis direction.

| S-EPMC3588263 | biostudies-literature

9-Chloro-methyl-9-[(9H-fluoren-9-yl)meth-yl]-9H-fluorene.

Project description:In the title compound, C(28)H(21)Cl, the dihedral angle between the two fluorene ring systems is 71.97?(4)°. There is an intra-molecular C-H?Cl hydrogen bond. In the crystal structure, the centroid-to-centroid distance between stacked fluorene ring systems is ca 4.22?Å, which indicates that there are no ?-? stacking inter-actions between them.

| S-EPMC2961556 | biostudies-literature

2-(9H-Fluoren-9-ylidenemeth-yl)thio-phene.

Project description:The title compound, C(18)H(12)S, contains a thio-phene ring which is disordered by rotation of 180° about the linking C-C bond. The site occupancies of the major and minor components of the disordered ring are 0.900?(3) and 0.100?(3), respectively. In one of these disordered components, the mol-ecule is stabilized by an intra-molecular C-H?S hydrogen bond. The compound was synthesized in good yield (80%) by a modified phase-transfer-catalysed condensation of fluorene with thio-phene-2-carbaldehyde.

| S-EPMC2915328 | biostudies-literature

5-[(9H-Fluoren-9-yl-idene)meth-yl]furan-2-carbonitrile.

Project description:The title compound, C(19)H(11)NO, is stabilized by one intra-molecular C-H?O hydrogen bond. The compound can be synthesized in good yield (49%), by transformation of functional groups [starting with 5-(fluoren-9-ylidenemeth-yl)furan-2-carbaldehyde]. The flourene and furan ring systems are nearly coplanar, with a dihedral angle of 6.36?(7)°.

| S-EPMC2947777 | biostudies-literature

N-(9H-Fluoren-9-yl-idene)-4-methyl-aniline.

Project description:In the title compound, C(20)H(15)N, the fluorene unit is essentially planar [r.m.s. deviation 0.0334?Å] and the benzene ring bound to the imine N atom bears a methyl group which is nearly coplanar [dihedral angle 0.5?(1)°]. The dihedral angle between the substituent benzene ring and the 9H-fluoren-9-imine unit is 71.1?(3)°. Inter-molecular ?-? inter-actions between the benzene rings of adjacent fluorene units [centroid-centroid distance 3.8081?(13)?Å] are present in the crystal structure, resulting in a one-dimensional supra-molecular architecture.

| S-EPMC2969441 | biostudies-literature

2-(9,9-Diethyl-9H-fluoren-2-yl)-1-benzofuran.

Project description:In the title compound, C(25)H(22)O, the dihedral angle between the benzofuran and fluorene ring systems is 9.06 (6)°, and that between the two benzene rings of the fluorene system is 1.78 (12)°. Weak inter-molecular C-H⋯π inter-actions help to stabilize the crystal structure.

| S-EPMC3052132 | biostudies-literature

4-[(4-Acetyl-phen-yl)amino]-2-methyl-idene-4-oxo-butanoic acid.

Project description:In the title compound, C13H13NO4, the N-C(=O) bond length of 1.354?(2)?Å is indicative of amide-type resonance. The dihedral angle between the mean planes of the benzene ring and oxo-amine group is 36.4?(3)°, while the mean plane of the 2-methyl-idene group is inclined by 84.2?(01)° from that of the oxo-amine group. In the crystal, classical O-H?O hydrogen bonds formed by the carb-oxy-lic acid groups and weak N-H?O weak inter-actions formed by the amide groups and supported by weak C-H?O inter-actions between the 2-methyl-idene, phenyl and acetyl groups with the carb-oxy-lic acid, oxo-amine and acetyl O atoms, together link the mol-ecules into dimeric chains along [010]. The O-H?O hydrogen bonds form R 2 (2)(8) graph-set motifs.

| S-EPMC4120591 | 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