Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

2-Carb-oxy-6-(quinolin-1-ium-8-yl-oxy)benzoate.

ABSTRACT: In the zwitterionic title compound, C(17)H(11)NO(5), the dihedral angle between the two aromatic rings is 76.90 (7)°. The dihedral angles between the carboxyl groups and the benzene ring are 64.02 (9) and 21.67 (9)°, the larger angle being associated with an intra-molecular N-H⋯O(carbox-yl) hydrogen bond, resulting from proton transfer from the carb-oxy-lic acid group to the quinoline N atom and giving an S(9) ring motif. In the crystal, mol-ecules are connected by O-H⋯O hydrogen bonds into chains extending along the b-axis direction. An overall two-dimensional network structure is formed through π-π inter-actions between the quinoline rings [minimum ring-centroid separation = 3.6068 (6) Å].

SUBMITTER: Cai LM

PROVIDER: S-EPMC3344484 | biostudies-literature | 2012 May

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

2-Carb-oxy-6-(quinolin-1-ium-8-yl-oxy)benzoate.

Cai Li-Mao LM Fang Xin X Lin Mei-Jin MJ Xie Jin J Wang Jun-Dong JD

Acta crystallographica. Section E, Structure reports online 20120413 Pt 5

In the zwitterionic title compound, C(17)H(11)NO(5), the dihedral angle between the two aromatic rings is 76.90 (7)°. The dihedral angles between the carboxyl groups and the benzene ring are 64.02 (9) and 21.67 (9)°, the larger angle being associated with an intra-molecular N-H⋯O(carbox-yl) hydrogen bond, resulting from proton transfer from the carb-oxy-lic acid group to the quinoline N atom and giving an S(9) ring motif. In the crystal, mol-ecules are connected by O-H⋯O hydrogen bonds into chai ...[more]

PMID: 22590246

Similar Datasets

4-Carb-oxy-pyridin-1-ium 2,4,5-tri-carb-oxy-benzoate monohydrate.

Project description:The title hydrated salt, C6H6NO2 (+)·C10H5O8 (-)·H2O, was isolated from the 1:1 cocrystallization of benzene-1,2,4,5-tetra-carb-oxy-lic acid and isonicotinic acid in ethanol solution. In the crystal, the cation is close to planar [r.m.s. deviation = 0.085 Å for the nine fitted atoms; the C-C-C-O(carbon-yl) torsion angle = -8.7 (4)°], but twists are evident in the anion, with all but the carb-oxy-lic acid group diagonally opposite the carboxyl-ate group being significantly twisted out of the plane of the benzene ring [C-C-C-O(carbon-yl) torsion angles = -118.1 (2), -157.6 (2), 4.3 (3) and 77.3 (3)°]. In the crystal, the ions and water mol-ecules are consolidated into a three-dimensional architecture by O-H⋯O and N-H⋯O hydrogen bonding along with C-H⋯O inter-actions.

| S-EPMC3770392 | biostudies-literature

3-Carb-oxy-quinolin-1-ium-2-carboxyl-ate monohydrate.

Project description:The title compound, C(11)H(7)NO(4)·H(2)O, contains a 3-carb-oxy-quinolin-1-ium-2-carboxyl-ate (qda) zwitterion and one water mol-ecule. In the crystal, pairs of N-H⋯O hydrogen bonds link the mol-ecules into inversion dimers, and these dimers are further connected by O-H⋯O hydrogen bonds into a three-dimensional supra-molecular architecture. In addition, π-π inter-actions occur between pyridine and benzene rings from different qda ligands [centroid-centroid distance = 3.749 (1) Å] and the dihedral angles of the -CO(2)H and -CO(2) groups to the quinoline system are 8.47 (3) and 88.16 (6)°, respectively.

| S-EPMC3297889 | biostudies-literature

Crystal structure of (RS)-4-(3-carb-oxy-1-ethyl-6,8-di-fluoro-4-oxo-1,4-di-hydro-quinolin-7-yl)-2-methyl-piperazin-1-ium 3-carb-oxy-5-fluoro-benzoate.

Project description:In the title organic salt, C17H20F2N3O3 +·C8H4FO4 -, proton transfer leads to one protonated lomefloxacin mol-ecule (HLf+) and one 3-carb-oxy-5-fluoro-benzoate (5-F-Hip-) anion in the asymmetric unit. The HLf+ cation is bent, with a dihedral angle of 38.3 (1)° between the quinoline ring and the piperazinium moiety. In the crystal, two kinds of N-H⋯O and O-H⋯O hydrogen-bonded chains cross-link each other to produce a three-dimensional network structure that is additionally stabilized by weak C-H⋯O and C-H⋯F hydrogen bonds, as well as π-π inter-actions. The methyl group attached to the piperazinium ring is disordered over two sets of sites [refined ratio: 0.645 (5):0.335 (5)], indicating the presence of both enanti-omers of the cation in the structure.

| S-EPMC6323884 | biostudies-literature

(E)-2-[2-(4-Carb-oxy-phen-yl)ethen-yl]-8-hydroxy-quinolin-1-ium chloride ethanol monosolvate.

Project description:In the title compound, C18H14NO3 (+)·Cl(-)·CH3CH2OH, the dihedral angle formed by the mean planes of the quinolinium and benzene rings is 3.4 (1)°, while the carb-oxy substituent is tilted at an angle of 4.8 (1)° with respect to the benzene ring. There is a short N-H⋯O contact in the cation. In the crystal, due to the planar mol-ecular geometry, two-dimensional aggregates are formed parallel to (221) via C-H⋯O, C-H⋯Cl, O-H⋯Cl and N-H⋯Cl hydrogen bonds. Inter-layer association is accomplished by O-Hethanol⋯Cl and O-H⋯Oethanol hydrogen bonds and π-π stacking inter-actions [centroid-centroid distances vary from 3.6477 (12) to 3.8381 (11) Å]. A supra-molecular three-dimensional architecture results from a stacked arrangement of layers comprising the ionic and hydrogen-bonded components.

| S-EPMC3885045 | biostudies-literature

1,10-Phenanthrolin-1-ium 2-carb-oxy-4,5-dichloro-benzoate.

Project description:In the structure of the 1:1 proton-transfer compound of 1,10-phenanthroline with 4,5-dichloro-phthalic acid, C(12)H(9)N(2) (+)·C(8)H(3)Cl(2)O(4) (-), determined at 130 K, the 1,10-phenanthrolinium cation and the hydrogen 4,5-dichloro-phthalate anion associate through a single N-H⋯O(carbox-yl) hydrogen bond giving discrete units which have no extension except through a number of weak cation C-H⋯O(anion) associations and weak cation-anion aromatic ring π-π inter-actions [minimum centroid-centroid separation = 3.6815 (12) Å]. The anions are essentially planar "[maximum deviation 0.214 (1) Å (a carboxyl O)] with the syn-related H atom of the carboxyl group, forming a short intra-molecular O-H⋯O(carbox-yl) hydrogen bond.

| S-EPMC2970357 | biostudies-literature

1,1'-(p-Phenyl-enedimethyl-idene)diimidazol-3-ium bis-{2-[(2-carb-oxy-phen-yl)disulfan-yl]benzoate} dihydrate.

Project description:The title salt, C(14)H(16)N(4) (2+)·2C(14)H(9)O(4)S(2) (-)·2H(2)O, was obtained by the co-crystalization of 2,2'-dithio-dibenzoic acid with 1,4-bis-(imidazol-1-ylmeth-yl)benzene. It consists of 2-[(2-carb-oxy-phen-yl)disulfan-yl]benzoate anions, centrosymmetric 1,1'-(p-phenyl-enedimethyl-idene)diimidazol-3-ium cations and water mol-ecules. O-H⋯O, O-H⋯S and N-H⋯O hydrogen-bonding inter-actions among the components lead to the formation of a three-dimensional network.

| S-EPMC3011651 | biostudies-literature

5-Amino-6-methyl-quinolin-1-ium 3-carb-oxy-propano-ate.

Project description:The asymmetric unit of the title salt, C10H11N2 (+)·C4H5O4 (-), consists of two independent 5-amino-6-methyl-quinolin-1-ium cations and two 3-carb-oxy-propano-ate anions. Both cations are protonated at the pyridine N atoms and are essentially planar, with maximum deviations of 0.026 (3) and 0.016 (2) Å. In the crystal, the cations and anions are linked via N-H⋯O and O-H⋯O hydrogen bonds, forming a layer parallel to the ab plane. In the layer, weak C-H⋯O hydrogen bonds and π-π stacking inter-actions, with centroid-to-centroid distances of 3.7283 (15) and 3.8467 (15) Å, are observed. The crystal structure also features weak C-H⋯O hydrogen bonds between the layers.

| S-EPMC3629592 | biostudies-literature

2,9-Dimethyl-1,10-phenanthrolin-1-ium 2,4,5-tri-carb-oxy-benzoate monohydrate.

Project description:In the preparation of the title hydrated salt, C14H13N2 (+)·C10H5O8 (-)·H2O, a proton has been transfered to the 2,9-dimethyl-1,10-phenanthrolinium cation, forming a 2,4,5-tri-carb-oxy-benzoate anion. In the anion, the mean planes of the protonated carboxyl-ate groups form dihedral angles of 11.0 (5), 4.4 (5) and 80.3 (4)° with the benzene ring to which they are attached. The mean plane of the deprotonated carboxyl-ate group forms a dihedral angle of 10.6 (5)° with the benzene ring. In the crystal, the anions are involved in carb-oxy-lic acid O-H⋯Ocarbox-yl hydrogen bonds, generating a two-dimensional network parallel to (001) containing R 4 (4)(28) and R 4 (4)(32) motifs. The 2,9-dimethyl-1,10-phenanthrolinium cations and water mol-ecules reside between the anion layers and are connected to the anions via N-H⋯Owater and Owater-H⋯Ocarbox-yl hydrogen bonds. An intra-molecular O-H⋯O hydrogen bond is also observed in the anion.

| S-EPMC3885051 | biostudies-literature

Dieth-yl(hy-droxy)ammonium 3-carb-oxy-benzoate.

Project description:In the title molecular compound, C(4)H(12)NO(+)·C(8)H(5)O(4) (-), the N,N-dieth-yl(hy-droxy)ammonium cation (DTHA) is linked to the 3-carb-oxy-benzoate anion (HBDL) by O-H⋯O and N-H⋯O hydrogen bonds with a graph-set motif R(2) (2)(7). In the crystal, helical chains are formed by O-H⋯O hydrogen bonds, propagating along [010]. The crystal structure is further stabilized by π-π inter-actions between inversion-related HBDL benzene rings [centroid-centroid distance = 3.900 (4) Å] and C-H⋯O inter-actions.

| S-EPMC3007967 | biostudies-literature

4-(3-Carb-oxy-1-ethyl-6-fluoro-4-oxo-1,4-dihydroquinolin-7-yl)piperazin-1-ium 4-carb-oxy-benzoate-benzene-1,4-dicarb-oxy-lic acid (2/1).

Project description:In the title compound, C(16)H(19)FN(3)O(3) (+)·C(8)H(5)O(4) (-)·0.5C(8)H(6)O(4), the benzene-1,4-dicarb-oxy-lic acid mol-ecule is located on a centre of symmetry. In the crystal, the mol-ecules and ions are connected by inter-molecular C-H⋯O and O-H⋯O hydrogen bonds and π-π stacking inter-actions [with a centroid-centroid distance of 3.402 (2) Å], generating a three-dimensional supra-molecular structure.

| S-EPMC3099834 | 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