Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

2-[N-(4-Meth-oxy-phen-yl)acetamido]-1,3-thia-zol-4-yl acetate.

ABSTRACT: The structural analysis of the title compound, C14H14N2O4S, particularly the presence of an acetyl group at the exocyclic N atom and the C(H)-C(O2CMe)-N acet-oxy group in the thia-zole ring, may indicate that one of the starting materials, i.e. 2-(4-meth-oxy-anilino)-1,3-thia-zol-4(5H)-one, exists in the reaction mixture, at least partially, as a tautomer with an exocyclic amine N atom and an enol group. The acet-oxy and acetyl groups deviate from the thia-zole plane by 69.17?(6) and 7.25?(19)°, respectively. The thia-zole and benzene rings form a dihedral angle of 73.50?(4)°. In the crystal, centrosymmetrically related mol-ecules are connected into dimeric aggregates via C-H?O inter-actions.

SUBMITTER: Horishny V

PROVIDER: S-EPMC3588441 | biostudies-other | 2013 Mar

REPOSITORIES: biostudies-other

ACCESS DATA

Json Xml

Publications

2-[N-(4-Meth-oxy-phen-yl)acetamido]-1,3-thia-zol-4-yl acetate.

Horishny Volodymyr V Lesyk Roman R Gzella Andrzej K AK

Acta crystallographica. Section E, Structure reports online 20130216 Pt 3

The structural analysis of the title compound, C14H14N2O4S, particularly the presence of an acetyl group at the exocyclic N atom and the C(H)-C(O2CMe)-N acet-oxy group in the thia-zole ring, may indicate that one of the starting materials, i.e. 2-(4-meth-oxy-anilino)-1,3-thia-zol-4(5H)-one, exists in the reaction mixture, at least partially, as a tautomer with an exocyclic amine N atom and an enol group. The acet-oxy and acetyl groups deviate from the thia-zole plane by 69.17 (6) and 7.25 (19)°, ...[more]

PMID: 23476576

Similar Datasets

2-[N-(2,4-Dimeth-oxy-phen-yl)acetamido]-1,3-thia-zol-4-yl acetate.

Project description:The title compound, C15H16N2O5S, is a product of the reaction of 2-(2,4-dimeth-oxy-phenyl-amino)-1,3-thia-zol-4(5H)-one with acetic anhydride. The presence of the acetyl and acet-oxy groups in the mol-ecule indicates that the starting thia-zole exists as a tautomer in the reaction mixture with exocyclic amino and enol moieties. The acetyl group is tilted slightly from the heterocyclic ring plane [dihedral angle = 4.46?(11)°], while the acet-oxy group is almost perpendicular to this ring [dihedral angle = 88.14?(12)°]. An intra-molecular acet-yl-meth-oxy C-H?O inter-action is noted. In the crystal, mol-ecules are connected into a three-dimensional architecture by C-H?O inter-actions.

| S-EPMC3588517 | biostudies-other

{2-[(1,3-Benzo-thia-zol-2-yl)meth-oxy]-5-bromo-phen-yl}(phen-yl)methanone.

Project description:In the title compound, C21H14BrNO2S, the dihedral angle between the planes of the benzo-thia-zole and phenyl-methanone groups is 63.4 (2)°. In the crystal, pairs of C-H⋯N hydrogen bonds link the mol-ecules to form inversion dimers, which are further linked by C-H⋯O inter-actions into chains along the c axis. C-H⋯π and π-π inter-actions [centroid-centroid distance = 3.863 (1) Å] further stabilize the mol-ecular assembly.

| S-EPMC3685117 | biostudies-literature

N-(4-Meth-oxy-phen-yl)-N'-(5-nitro-1,3-thia-zol-2-yl)urea.

Project description:The title compound, C(11)H(10)N(4)O(4)S, is a derivative of N-(4-meth-oxy-benz-yl)-N'-(5-nitro-1,3-thia-zol-2-yl)urea (AR-A014418), a known glycogen synthase kinase 3β (GSK-3β) inhibitor. All non-H atoms in the mol-ecule are essentially coplanar, with an r.m.s. deviation of 0.045 Å and a maximum deviation of 0.115 (2) Å for the carbonyl O atom. In the crystal structure, mol-ecules are linked via N-H⋯O hydrogen bonds into one-dimensional chains along [101].

| S-EPMC3008116 | biostudies-literature

{2-[(1,3-Benzo-thia-zol-2-yl)meth-oxy]-5-fluoro-phen-yl}(4-chloro-phen-yl)methanone.

Project description:The asymmetric unit of the title compound, C21H13ClFNO2S, contains two independent mol-ecules with similar conformations. In the mol-ecules, the thia-zole ring is essentially planar [maximum atomic deviations = 0.014 (4) and 0.023 (5) Å] and is oriented with respect to the fluoro-phenyl ring and chloro-phenyl rings at 9.96 (18) and 70.39 (18)° in one mol-ecule and at 7.50 (18) and 68.43 (18)° in the other; the dihedral angles between the fluoro-phenyl and chloro-phenyl rings are 64.9 (2) and 64.6 (2)°, respectively. Inter-molecular C-H⋯O and C-H⋯F hydrogen bonds stabilize the three-dimensional supra-molecular architecture. Weak C-H⋯π and π-π inter-actions [centroid-centroid distance = 3.877 (3) Å] lead to a criss-cross mol-ecular packing along the c axis.

| S-EPMC3772451 | biostudies-literature

{2-[(1,3-Benzo-thia-zol-2-yl)meth-oxy]-5-chloro-phen-yl}(4-chloro-phen-yl)methan-one.

Project description:In the title compound, C21H13Cl2NO2S, the benzo-thia-zole ring makes dihedral angles of 0.94 (1) and 70.65 (5)° with the 4-chloro-phenyl-methanone unit and the 5-chloro-phenyl ring, respectively. The dihedral angle between the 4-chloro-phenyl-methanone unit and the 5-chloro-phenyl ring is 66.20 (5)°. The crystal structure consists of dimeric units generated by C-H⋯N hydrogen bonds, further linked by C-H⋯O and C-H⋯π inter-actions, leading to a three-dimensional network.

| S-EPMC3770393 | biostudies-literature

[4-(4-Meth-oxy-phen-yl)-2-(pyridin-3-yl)-1,3-thia-zol-5-yl][4-(tri-fluoro-meth-yl)phen-yl]methanone.

Project description:In the title compound, C23H15F3N2O2S, the thia-zole ring makes dihedral angles of 12.98?(13), 49.30?(11) and 49.83?(12)° with the pyridine ring, the meth-oxy-phenyl ring and the (tri-fluoro-meth-yl)phenyl ring, respectively. In the crystal, mol-ecules are connected via C-H?O hydrogen bonds, forming chains along [010]. There are also C-H?? and C-F?? inter-actions present, forming a three-dimensional structure.

| S-EPMC3884424 | biostudies-literature

3-(4-Meth-oxy-phen-yl)-1,3-selenazolo[2,3-b][1,3]benzo-thia-zol-4-ium hydrogen sulfate.

Project description:The title compound, C16H12NOSSe(+)·HSO4 (-), was obtained from a mixture of 3-(4-meth-oxy-phen-yl)[1,3]selenazolo[2,3-b][1,3]benzo-thia-zol-4-ium chloride and potassium hydrogen sulfate. In the cation, the benzene ring is twisted by 71.62?(7)° from the tricycle mean plane. In the crystal, O-H?O hydrogen bonds link the anions into chains along [100]. The anions in adjacent chains are linked via weak C-H?O hydrogen bonds. The crystal packing exhibits short inter-molecular contacts between the chalcogen unit and the O atoms: Se?O(anion) 2.713?(3), Se?O(cation) 2.987?(3) and S?O(anion) 2.958?(3)?Å.

| S-EPMC3648238 | biostudies-literature

N-(3-Meth-oxy-phen-yl)-4-{4-methyl-2-[(meth-yl)(4-methyl-phen-yl)amino]-1,3-thia-zol-5-yl}pyrimidin-2-amine.

Project description:The asymmetric unit of the title compound, C(23)H(23)N(5)OS, contains two independent mol-ecules. In one mol-ecule, the thia-zole and pyrimidine rings are almost co-planar, making a dihedral angle of 2.48?(8)°. In the other mol-ecule, the corresponding dihedral angle is 12.82?(8)°. The crystal structure is stabilized by weak inter-molecular N-H?N and C-H?O inter-actions that extend along the b axis.

| S-EPMC3051738 | biostudies-literature

(2-(Benzo[d]thia-zol-2yl-meth-oxy)-5-chloro-phen-yl)(phen-yl)methanone.

Project description:In the title compound, C(21)H(14)ClNO(2)S, the dihedral angle between the benzothia-zole and diphenyl methanone groups is 68.6?(2)°. The crystal structure consists of dimeric units generated by C-H?N bonds, further linked by C-H?O bonds and C-H?? and ?-? inter-actions [centroid-centroiddistance = 3.856?(2)?Å], which lead to a criss-cross assembly parallel to (001).

| S-EPMC3515230 | biostudies-literature

2-(Adamantan-1-yl)-N-(6-meth-oxy-1,3-benzo-thia-zol-2-yl)acetamide.

Project description:The asymmetric unit of the title compound, C20H24N2O2S, contains two independent mol-ecules having very similar geometries. The main N-(6-meth-oxy-1,3-benzo-thia-zol-2-yl)acetamide moiety adopts an almost planar structure (r.m.s. deviations of 0.091 and 0.051 Å for the two independent molecules). The adamantyl substituent occupies the gauche position relative to the C-N bond of the acetamide moiety [the corresponding N-C-C-C dihedral angles are -100.3 (3) and -96.5 (3)° for the two independent mol-ecules]. In the crystal, the two independent mol-ecules form a dimer via a pair of N-H⋯N hydrogen bonds. The dimers are further linked by C-H⋯O hydrogen bonds and attractive S⋯S [3.622 (2) Å] inter-actions into ribbons along [100].

| S-EPMC3884489 | 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