Browse
Submit Data
Databases
API
Help

Dataset Information

15 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Crystal structure of 4-benzamido-2-hy-droxy-benzoic acid.

ABSTRACT: In the title compound, C14H11NO4, the dihedral angle between the mean planes of the aromatic rings is 3.96?(12)° and an intra-molecular O-H?O hydrogen bond closes an S(6) ring. A short intra-molecular C-H?O contact is also seen. In the crystal, carb-oxy-lic acid inversion dimers linked by pairs of O-H?O hydrogen bonds generate R 2 (2)(8) loops. Conversely, the N-H group does not form a hydrogen bond. Aromatic ?-? inter-actions exist at a centroid-centroid distance of 3.8423?(15)?Å between the benzene rings. An extremely weak C-H?? inter-action also is present.

SUBMITTER: Shahid M

PROVIDER: S-EPMC4459298 | biostudies-literature | 2015 Jun

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Crystal structure of 4-benzamido-2-hy-droxy-benzoic acid.

Shahid Muhammad M Choudhary Muhammad Aziz MA Butt Arshad Farooq AF Tahir Muhammad Nawaz MN Salim Muhammad M

Acta crystallographica. Section E, Crystallographic communications 20150520 Pt 6

In the title compound, C14H11NO4, the dihedral angle between the mean planes of the aromatic rings is 3.96 (12)° and an intra-molecular O-H⋯O hydrogen bond closes an S(6) ring. A short intra-molecular C-H⋯O contact is also seen. In the crystal, carb-oxy-lic acid inversion dimers linked by pairs of O-H⋯O hydrogen bonds generate R 2 (2)(8) loops. Conversely, the N-H group does not form a hydrogen bond. Aromatic π-π inter-actions exist at a centroid-centroid distance of 3.8423 (15) Å between the be ...[more]

PMID: 26090194

Similar Datasets

Crystal structure of 3-bromo-2-hy-droxy-benzoic acid.

Project description:Mutual carbox-yl-carboxyl O-H?O hydrogen bonds link the mol-ecules of the title compound, C7H5BrO3, into centrosymmetric dimers which display a central R 2 (2)(8) ring motif. In addition, there is an intra-molecular hydrox-yl-carboxyl O-H?O inter-action present. A comparison with the crystal structures of 59 other substituted derivatives of salicylic acid shows that both the centrosymmetric carbox-yl-carboxyl O-H?O dimer and the stacking mode of mol-ecules along the short a axis observed in the title structure are frequent packing motifs in this set.

| S-EPMC4420063 | biostudies-literature

Crystal structure of 2-(4-chloro-benzamido)-benzoic acid.

Project description:In the title mol-ecule, C14H10ClNO3, the amide C=O bond is anti to the o-carb-oxy substituent in the adjacent benzene ring, a conformation that facilitates the formation of an intra-molecular amide-N-H?O(carbon-yl) hydrogen bond that closes an S(6) loop. The central amide segment is twisted away from the carb-oxy- and chloro-substituted benzene rings by 13.93?(17) and 15.26?(15)°, respectively. The most prominent supra-molecular inter-actions in the crystal packing are carb-oxy-lic acid-H?O(carbox-yl) hydrogen bonds that lead to centrosymmetric dimeric aggregates connected by eight-membered {?HOC=O}2 synthons.

| S-EPMC4645063 | biostudies-literature

Crystal structure of 4-[(2-hy-droxy-3-meth-oxy-benz-yl)amino]-benzoic acid hemihydrate.

Project description:In the crystal of the title vanilline derivative, 2C15H15NO4·H2O, the secondary amine mol-ecule is accompanied by half equivalent of water. The mol-ecule is non-planar, with torsion angle Car-yl-CH2-NH-Car-yl of -83.9?(2)°. In the crystal, the system of O-H?O hydrogen bonds, including bridging water mol-ecules residing on crystallographic twofold axes, results in a two-dimensional layered structure. Within the layers, there are also weak N-H?? inter-actions involving the vanilline benzene ring.

| S-EPMC6362667 | biostudies-literature

Crystal structure of 4-(3-carb-oxy-pro-pan-amido)-2-hy-droxy-benzoic acid mono-hydrate.

Project description:In the title hydrate, C11H11NO6·H2O, the organic mol-ecule is approximately planar (r.m.s. deviation for the non-H atoms = 0.129?Å) and an intra-molecular O-H?O hydrogen bond closes an S(6) ring. In the crystal, the benzoic acid group participates in an O-H?O hydrogen bond to the water mol-ecule and accepts a similar bond from another water mol-ecule. The other -CO2H group forms a carb-oxy-lic acid inversion dimer, thereby forming an R 2 (2)(8) loop. These bonds, along with N-H?O and C-H?O inter-actions, generate a three-dimensional network.

| S-EPMC4257440 | biostudies-literature

5-Chloro-2-hy-droxy-benzoic acid.

Project description:The asymmetric unit of the title compound, C(7)H(5)ClO(3), contains two mol-ecules; both feature an intra-molecular O-H⋯O hydrogen bond, which generates an S(6) ring. In the crystal, both mol-ecules form inversion dimers linked by pairs of O-H⋯O hydrogen bonds with R(2) (2)(8) ring motifs. The dimers are inter-linked by C-H⋯O inter-actions.

| S-EPMC3008994 | biostudies-literature

Crystal structure of 4-[1-(2-hy-droxy-prop-yl)-4,5-diphenyl-1H-imidazol-2-yl]benzoic acid.

Project description:In the title compound, C25H22N2O3, the central imidazole ring makes dihedral angles of 48.43?(10), 20.23?(10) and 75.38?(11)° with the benzene ring and the two phenyl rings, respectively. The phenyl ring adjacent to the N-bonded 2-hy-droxy-propyl group shows the greatest twist, presumably to minimize steric inter-actions. In the crystal, mol-ecules are linked by O-H?N, O-H?O and C-H?O hydrogen bonds, forming a three-dimensional network. In addition, C-H?? inter-actions are also observed.

| S-EPMC4384621 | biostudies-literature

3,4-Di-fluoro-2-hy-droxy-benzoic acid.

Project description:In the title compound, C7H4F2O3, an intra-molecular O-H?O hydrogen bond is observed. In the crystal, inversion dimers linked by pairs of O-H?O hydrogen bonds generate R 2 (2)(8) ring motifs. These dimers are linked by C-H?O and C-H?F hydrogen bonds, forming sheets lying parallel to (30-1). The sheets are linked by aromatic ?-? stacking inter-actions [inter-centroid distance = 3.7817?(9)?Å], forming a three-dimensional structure.

| S-EPMC4011294 | biostudies-literature

Crystal structure of 4-(2-hy-droxy-3-meth-oxy-benzyl-amino)-benzoic acid di-methyl-formamide monosolvate monohydrate.

Project description:The title compound, C15H15NO4·C3H7NO·H2O, a secondary amine mol-ecule, is accompanied by one equivalent of water and one equivalent of di-methyl-formamide (DMF) as solvents. The mol-ecule is non-planar, with a Car-yl-CH2-NH-Car-yl torsion angle of -66.3?(3)°. In the crystal, O-H?O and N-H?O hydrogen-bonding inter-actions between the amine mol-ecules and the two types of solvent mol-ecule result in the formation of a layered structure extending parallel to (010).

| S-EPMC6505596 | biostudies-literature

1H-Benzotriazole-4-hy-droxy-benzoic acid (1/1).

Project description:The asymmetric unit of the title compound, C6H5N3·C7H6O3, comprises independent benzotriazole and 4-hydroxybenzoic acid molecules. The dihedral angle between the benzene ring and the benzotriazole ring system is 15.18?(7)°. The mean plane of the carb-oxyl group is twisted at an angle of 18.55?(1)° with respect to the benzene ring. The crystal structure is stabilized by weak inter-molecular N-H?N, O-H?N, O-H?O and C-H?O inter-actions, forming a three-dimensional network.

| S-EPMC3884281 | biostudies-literature

2-Hy-droxy-6-isopropyl-3-methyl-benzoic acid.

Project description:The title compound, C(11)H(14)O(3), is a multiple-substituted derivative of benzoic acid. Intra-cyclic C-C-C angles span a range of 117.16?(19)-122.32?(19)°. Apart from intra-molecular hydrogen bonds between hydroxyl and carboxyl groups, inter-molecular hydrogen bonds are present in the crystal structure, the latter ones giving rise to centrosymmetric carb-oxy-lic acid dimers.

| S-EPMC3089340 | 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