Browse
Submit Data
Databases
API
Help

Dataset Information

31 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

3-Bromo-2-[4-(methyl-sulfan-yl)phen-yl]-5,6,7,8-tetra-hydro-1,3-benzo-thia-zolo[3,2-a]imidazole.

ABSTRACT: In the title mol-ecule, C16H15BrN2S2, the central imidazo[2,1-b]thia-zole fragment is almost planar (r.m.s. deviation = 0.012?Å), and the fused 5,6,7,8-tetra-hydro-benzene ring adopts an unsymmetrical half-chair conformation. The dihedral angle between the imidazo[2,1-b]thia-zole and benzene planes is 18.25?(4)°. The terminal methyl-sulfanyl substituent lies practically within the benzene plane [the dihedral angle between the corresponding planes is 7.20?(10)°] and is turned toward the C-Br bond. In the crystal, mol-ecules form infinite chains along [100] via secondary Br?N inter-actions [3.1861?(16)?Å]. The chains are arranged at van der Waals distances.

SUBMITTER: Bunev AS

PROVIDER: S-EPMC4011264 | biostudies-literature | 2014 May

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

3-Bromo-2-[4-(methyl-sulfan-yl)phen-yl]-5,6,7,8-tetra-hydro-1,3-benzo-thia-zolo[3,2-a]imidazole.

Bunev Alexander S AS Sukhonosova Elena V EV Statsyuk Vladimir E VE Ostapenko Gennady I GI Khrustalev Victor N VN

Acta crystallographica. Section E, Structure reports online 20140426 Pt 5

In the title mol-ecule, C16H15BrN2S2, the central imidazo[2,1-b]thia-zole fragment is almost planar (r.m.s. deviation = 0.012 Å), and the fused 5,6,7,8-tetra-hydro-benzene ring adopts an unsymmetrical half-chair conformation. The dihedral angle between the imidazo[2,1-b]thia-zole and benzene planes is 18.25 (4)°. The terminal methyl-sulfanyl substituent lies practically within the benzene plane [the dihedral angle between the corresponding planes is 7.20 (10)°] and is turned toward the C-Br bond ...[more]

PMID: 24860393

Similar Datasets

3-(2-Bromo-phen-yl)thia-zolo[3,2-a]benzimidazole.

Project description:The title compound, C(15)H(9)BrN(2)S, was prepared by the reaction of 1-bromo-2-(2,2-dibromo-vin-yl)benzene with 1H-benzo[d]imidazole-2(3H)-thione. The thia-zolo[3,2-a]benz-imidazole fused-ring system is nearly planar, the maximum atomic deviation being 0.049?(4)?Å. This mean plane is oriented at a dihedral angle of 71.55?(17)° with respect ot the bromo-phenyl ring. ?-? stacking is observed in the crystal structure, the centroid-centroid distance between the thia-zole and imidazole rings of adjacent mol-ecules being 3.582?(2)?Å.

| S-EPMC3200872 | biostudies-other

3-(3-Meth-oxy-phen-yl)benzo[d]thia-zolo[3,2-a]imidazol-9-ium hydrogen sulfate.

Project description:In the title mol-ecular salt, C(16)H(13)N(2)OS(+)·HSO(4) (-), the thia-zolo[3,2-a]benzimidazolium ring system is roughly planar [maximum deviation = 0.046?(3)?Å] and makes a dihedral angle of 58.22?(11)° with the benzene ring. The meth-oxy group is almost coplanar with its attached benzene ring [C(meth-yl)-O-C-C = -1.6?(5)°]. In the crystal, the cation is linked to the anion by a bifurcated N-H?(O,O) hydrogen bond, generating an R(1) (2)(4) ring motif. The ion pairs are then connected by a C-H?O hydrogen bond into inversion dimers and these dimers are further linked by O-H?O hydrogen bonds into an infinite tape along [100]. A ?-? stacking inter-action [centroid-to-centroid distance = 3.5738?(18)?Å] and a short inter-molecular contact [S?O = 2.830?(3)?Å] are also observed.

| S-EPMC3414329 | biostudies-literature

(S)-(-)-6-(4-Bromo-phen-yl)-2,3,5,6-tetra-hydro-thia-zolo[2,3-b]imidazolium hydrogen oxalate.

Project description:The structure of the title compound, C(11)H(12)BrN(2)S(+)·C(2)HO(4) (-) (common name 6-bromo-levamisole hydrogen oxalate), is stabilized mainly by hydrogen bonds. Hydrogen oxalate anions form parallel coplanar chains via O-H?O hydrogen bonds, while there are N-H?O hydrogen-bonding inter-actions between the 6-bromo-levamisole cations and oxalate anions. Both five-membered rings from the 6-bromo-levamisole mol-ecule have a twist conformation. The mol-ecule has an extended conformation, with the 4-bromo-phenyl substituent positioned equatorially with N-C-C-C and C-C-C-C torsion angles of 39.8?(3) and 100.4?(3)°, respectively.

| S-EPMC2959238 | biostudies-literature

Crystal structure of (2-methyl-4-phenyl-4H-benzo[4,5]thia-zolo[3,2-a]pyrimidin-3-yl)(phen-yl)methanone.

Project description:In the title compound, C24H18N2OS, the pyrimidine ring has a flat envelope conformation with the methine C atom as the flap. The attached phenyl and benzoyl rings are inclined to the mean plane of the pyrimidine ring by 84.87?(8) and 75.33?(9)°, respectively. The benzo-thia-zolo group is planar (r.m.s. deviation = 0.009?Å) and inclined to the mean plane of the pyrimidine ring by 3.27?(6)°. In the crystal, mol-ecules are linked by pairs of C-H?N hydrogen bonds, forming inversion dimers.

| S-EPMC4420141 | biostudies-literature

Crystal structures of two 6-(2-hy-droxy-benzo-yl)-5H-thia-zolo[3,2-a]pyrimidin-5-ones.

Project description:The title compounds, 6-(2-hy-droxy-benz-yl)-5H-thia-zolo[3,2-a]pyrimidin-5-one, C13H8N2O3S, (1), and 6-(2-hy-droxy-benz-yl)-3-methyl-5H-thia-zolo[3,2-a]pyrimidin-5-one, C14H10N2O3S, (2), were synthesized when a chromone-3-carb-oxy-lic acid, activated with (benzotriazol-1-yl-oxy)tripyrrolidinyl-phospho-nium hexa-fluorido-phosphate (PyBOP), was reacted with a primary heteromamine. Instead of the expected amidation, the unusual title thia-zolo-pyrimidine-5-one derivatives were obtained serendipitously and a mechanism of formation is proposed. Both compounds present an intra-molecular O-H⋯O hydrogen bond, which generates an S(6) ring. The dihedral angles between the heterocyclic moiety and the 2-hydroxybenzoyl ring are 55.22 (5) and 46.83 (6)° for (1) and (2), respectively. In the crystals, the mol-ecules are linked by weak C-H⋯O hydrogen bonds and π-π stacking inter-actions.

| S-EPMC4518966 | biostudies-literature

4-(4-Bromo-phen-yl)-2,3,3a,4,5,11c-hexa-hydro-benzo[f]furo[3,2-c]quinoline.

Project description:In the title compound, C(21)H(18)BrNO, both heterocyclic rings, viz. the hydro-pyridine ring and the adjacent hydro-furan ring, adopt envelope conformations. These two heterocycles make a dihedral angle of 37.3 (1)°. The dihedral angle between the hydro-pyridine and benzene rings is 69.6 (1)°. In the crystal, adjacent mol-ecules are linked by pairs of inter-molecular C-H⋯O hydrogen bonds, forming centrosymmetric dimers.

| S-EPMC3200627 | biostudies-literature

2-Phenyl-5,6,7,8-tetra-hydro-imidazo[2,1-b][1,3]benzo-thia-zole.

Project description:The title compound, C15H14N2S, crystallizes with two independent mol-ecules in the asymmetric unit. The central imidazo[2,1-b][1,3]benzo-thia-zole unit is planar (r.m.s. deviations of 0.010 and 0.008?Å for the two independent mol-ecules). The fused tetra-hydro-hexane ring adopts a half-chair conformation. The phenyl substituent is twisted by 16.96?(13) and 22.89?(12)° relative to the central imidazo[2,1-b][1,3]benzo-thia-zole unit in the two mol-ecules. In the crystal, there are no significant intermolecular interactions present.

| S-EPMC4051062 | biostudies-literature

Methyl 5-(4-acet-oxy-phen-yl)-2-(2-bromo-benzyl-idine)-7-methyl-3-oxo-2,3-di-hydro-5H-1,3-thia-zolo[3,2-a]pyrimidine-6-carboxyl-ate.

Project description:In the title mol-ecule, C24H19BrN2O5S, the pyrimidine ring is in a flattened half-chair conformation and the 4-acet-oxy-phenyl group is substituted axially to this ring. The thia-zole ring is essentially planar [with a maximum deviation of 0.012?(2)?Å for the N atom] and forms dihedral angles of 17.65?(13) and 88.95?(11)° with the bromo- and acet-oxy-substituted benzene rings, respectively. The dihedral angle between the benzene rings is 81.84?(13)?Å. In the crystal, pairs of weak C-H?O hydrogen bonds lead to the formation of inversion dimers. A weak C-H?? inter-action and ?-? stacking inter-actions with centroid-centroid distances of 3.5903?(14)?Å are observed.

| S-EPMC3793759 | biostudies-literature

(Z)-2-(4-Chloro-benzyl-idene)benzo[d]thia-zolo[3,2-a]imidazol-3(2H)-one.

Project description:The mol-ecule of the title compound, C(16)H(9)ClN(2)OS, is approximately planar, the dihedral angle between the thia-zolo[3,2-a]benzimidazole ring system and the 4-chloro-phenyl ring being 2.10 (5)°. An intra-molecular C-H⋯S inter-action generates an S(6) ring motif. In the crystal, mol-ecules are stacked into columns along the b axis by π-π inter-actions with centroid-centroid distances of 3.6495 (7)-3.9546 (8) Å.

| S-EPMC3344520 | biostudies-literature

Crystal structure of ethyl 4-(2,4-di-chloro-phen-yl)-2-methyl-4H-benzo[4,5]thia-zolo[3,2-a]pyrimidine-3-carboxyl-ate.

Project description:In the title compound, C20H16Cl2N2O2S, the pyrimidine ring has a screw-boat conformation. The attached di-chloro-phenyl ring is twisted at an angle of 89.29 (13)° with respect to the pyrimidine ring mean plane. The benzo-thia-zole group is approximately planar (r.m.s. deviation = 0.008 Å) and inclined to the pyrimidine ring mean plane by 3.04 (10)°. The carboxyl-ate group assumes an extended conformation with respect to the pyrimidine ring, which can be seen from the O=C-O-C torsion angle of 3.2 (4) °. In the crystal, mol-ecules are linked via C-H⋯O and C-H⋯N hydrogen bonds, forming slabs lying parallel to (100).

| S-EPMC4420040 | 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