Browse
Submit Data
Databases
API
Help

Dataset Information

16 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

{?-2-[4-(Benzothia-zol-2-yl)benz-yl]-2-aza-propane-1,3-dithiol-ato-1:2?S,S':S,S'}bis-[tricarbonyl-iron(I)].

ABSTRACT: The title compound, [Fe(2)(C(16)H(14)N(2)S(3))(CO)(6)], was prepared as the biomimetic model for the active site of iron-only hydrogenase. The structure is similar to the diiron subsite of the iron-only hydrogenase active site, and contains a diiron-aza-dithiol-ate moiety in which a boat six-membered ring is fused with a chair six-membered ring. The substituted benzyl group attached to the bridging N atom resides in an equatorial position. The sum of the C-N-C angles around this N atom [331.9?(12)°] indicates sp(3) hybridization.

SUBMITTER: Gao S

PROVIDER: S-EPMC3297265 | biostudies-literature | 2012 Mar

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

{μ-2-[4-(Benzothia-zol-2-yl)benz-yl]-2-aza-propane-1,3-dithiol-ato-1:2κS,S':S,S'}bis-[tricarbonyl-iron(I)].

Gao Shang S Duan Qian Q Jiang Da-Yong DY

Acta crystallographica. Section E, Structure reports online 20120224 Pt 3

The title compound, [Fe(2)(C(16)H(14)N(2)S(3))(CO)(6)], was prepared as the biomimetic model for the active site of iron-only hydrogenase. The structure is similar to the diiron subsite of the iron-only hydrogenase active site, and contains a diiron-aza-dithiol-ate moiety in which a boat six-membered ring is fused with a chair six-membered ring. The substituted benzyl group attached to the bridging N atom resides in an equatorial position. The sum of the C-N-C angles around this N atom [331.9 (1 ...[more]

PMID: 22412455

Similar Datasets

{?-2-[4-(1,3-Benzothia-zol-2-yl)phen-yl]-2-aza-propane-1,3-dithiol-ato-?S,S':S,S'}bis-[tricarbonyl-iron(I)].

Project description:The title compound, [Fe(2)(C(15)H(12)N(2)S(3))(CO)(6)], was prepared as an aza-dithiol-atodiiron model for the active site of [FeFe]-hydrogenase. The Fe(2)S(2) core adopts a butterfly shape, with each metal having a pseudo square-pyramidal geometry. The N-substituted aza-dithiol-ate is ?(2)-?(4)S,S':S,S'-coordinated to the Fe(CO)(3) moieties to form two fused six-membered rings with different conformations. The sum of the C-N-C angles around the N atom [356.85?(15)°] indicates a flattening of the trigonal-pyramidal geometry about the N atom and an increase in the degree of sp(2)-hybridization.

| S-EPMC3297217 | biostudies-literature

Diethyl [4-(1,3-benzothia-zol-2-yl)benz-yl]phospho-nate.

Project description:In the title mol-ecule, C(18)H(20)NO(3)PS, the benzene ring and the benzothia-zole mean plane are almost coplanar, forming a dihedral angle of 2.29?(2)°. The two ethyl groups are each disordered over two conformations in ratios that refined to 0.59?(1):0.41?(1) and 0.56?(1):0.44?(1). In the crystal, weak inter-molecular C-H?O hydrogen bonds link the mol-ecules into layers parallel to the bc plane.

| S-EPMC3011668 | biostudies-literature

Bis{?-[4-(1,3-benzothia-zol-2-yl)phen-yl]methane-thiol-ato-?S,S':S,S'}bis-[tricarbonyl-iron(I)](Fe-Fe).

Project description:The title compound, [Fe(2)(C(14)H(10)NS(2))(2)(CO)(6)], was synthesized as a structural and biochemical model for the active site of [FeFe]-hydrogenase. The bond lengths (Fe-Fe, Fe-S and Fe-C) and angles (C-Fe-Fe and Fe-S-Fe) are within expected ranges. The S?S distance [2.9069?(12)?Å] and the dihedral angle between two Fe-S-Fe planes [78.5?(3)°] of the butterfly-shaped Fe(2)S(2) core are enlarged compared with related bridged dithiol-ate diiron analogues. The calculated 4-benzothia-zolebenzyl best planes are almost parallel [dihedral angle = 3.7?(7)°].

| S-EPMC3297275 | biostudies-literature

2-(3H-1,3-Benzothia-zol-2-yl-idene)-propane-dial.

Project description:In the title compound, C(10)H(7)NO(2)S, the dihedral angle between the benzimidazole and malonaldehyde group is 1.41?(2)°. An intra-molecular hydrogen bond is formed between the NH group and one of the adjacent carbonyl O atoms. In addition, the NH group forms an inter-molecular hydrogen bond to a symmetry equivalent of this carbonyl O atom, connecting the mol-ecules into centrosymmetric dimers. The structure also contains C-H?O inter-molecular inter-actions.

| S-EPMC3200844 | biostudies-other

1-(2-Fluoro-benz-yl)quinolinium bis-(2-sulfanylidene-1,3-dithiole-4,5-dithiol-ato-?S,S')nickelate(III).

Project description:The crystal structure of the title compound, (C(16)H(13)FN)[Ni(C(3)S(5))(2)], consists of Ni(III) complex anions and 1-(2-fluoro-benz-yl)quinolinium (fbq) cations. In the complex anion, the Ni(III) cation is chelated by two 2-sulfanylidene-1,3-dithiole-4,5-dithiol-ate (dmit) dianions in a distorted square-planar geometry; the two dmit mean planes are twisted with respect to each other at a dihedral angle of 8.44?(3)°. In the fbq cation, the dihedral angle between the benzene ring and the quinoline ring system is 80.57?(14)°. The centroid-centroid distance of 3.860?(5)?Å between benzene rings indicates ?-? stacking between adjacent fbq cations. The distance of 3.4958?(18)?Å between the S atom and the centroid of the pyridine ring suggests the existence of a lone-pair-aromatic inter-action between the anion and the cation. A short S?S contact [3.387?(2)?Å] is also observed in the crystal structure.

| S-EPMC3089345 | biostudies-literature

Bis[2-(1,3-benzothia-zol-2-ylsulfan-yl)eth-yl] ether.

Project description:The complete molecule of title compound, C(18)H(16)N(2)OS(4), is generated by crystallographic twofold symmetry, with the O atom lying on the rotation axis. The dihedral angle between the ring systems is 80.91?(2)°. In the crystal, adjacent mol-ecules are connected through ?-? stacking inter-actions [centroid-centroid distance = 3.882?(2)?Å], forming a three-dimensional network.

| S-EPMC2980199 | biostudies-literature

3-(2-Thioxo-1,3-dithiol-4-ylsulfan-yl)-propane-nitrile.

Project description:The title compound, C(6)H(5)NS(4), consists of a planar 2-thioxo-1,3-dithiol-4-ylsulfanyl unit [maximum deviation from the ring plane = 0.0325?(2)?Å], with a cyano-ethyl-sulfanyl substituent in the 4-position. In the crystal structure, weak inter-molecular C-H?S hydrogen bonds together with S?N inter-actions [3.260?(5)?Å] form two-dimensional layers in the bc plane.

| S-EPMC2959697 | biostudies-literature

3-[2-(1,3-Benzothia-zol-2-ylsulfan-yl)eth-yl]-1,3-oxazolidin-2-one.

Project description:The title compound, C(12)H(12)N(2)S(2)O(2), consists of a benzothia-zole group and a oxazolidin-1-one linked via a flexible ethane-1,2-diyl spacer. The benzothiazole group and the oxazolidine ring are each almost planar [with maximum deviations of 0.007?(2) and 0.044?(3)?Å, respectively] and make a dihedral angle of 9.35?(10)°. In the crystal structure, adjacent mol-ecules were connected through C-H?O and C-H?N hydrogen bonds, and further extended into a three-dimensional network structure through inter-molecular aromatic ?-? stacking inter-actions in which the centroid-centroid distance is 3.590?(1)?Å.

| S-EPMC2983132 | biostudies-literature

μ-Propane-1,3-dithiol-ato-κS,S':S,S'-bis-[dicarbon-yl(triphenyl-phosphane-κP)iron(II)](Fe-Fe).

Project description:The title compound, [Fe(2)(C(3)H(6)S(2))(C(18)H(15)P)(2)(CO)(4)], which might serve as an active-site model of [FeFe]-hydrogenase, contains two fused Fe/S/C/C/C/S six-membered rings, one of which has a chair conformation and the other a boat conformation. Each Fe atom is coordinated by two carbonyl ligands, a triphenyl-phosphane ligand and a bis-bidentate dithiol-ate ligand, and also forms an Fe-Fe bond [2.5167 (16) Å]. Together, the six bonded atoms form a very distorted octa-hedral arrangement.

| S-EPMC3246933 | biostudies-literature

2-(1,3-Benzothia-zol-2-yl)guanidin-2-ium acetate.

Project description:In the title compound, C(8)H(9)N(4)S(-)·C(2)H(3)O(2) (-), the cation is essentially planar (r.m.s deviation = 0.037?Å) with the guanidine unit bent out of the plane of the fused-ring system by 4.6?(3)°. In the asymmetric unit, the cations and anions are linked into R(2) (2)(8) motifs. In the crystal, further N-H?O and N-H?N hydrogen bonds link the components into a two-dimensional network.

| S-EPMC3247334 | 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