Browse
Submit Data
Databases
API
Help

Dataset Information

39 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Benzo[1,2-b:4,5-b']dithio-phene-4,8-dione.

ABSTRACT: The title mol-ecule, C(10)H(4)O(2)S(2), is situated on a crystallographic center of inversion. In the crystal, weak hydrogen bonding contributes to the packing of the mol-ecules.

SUBMITTER: Ramirez AL

PROVIDER: S-EPMC3344548 | biostudies-literature | 2012 May

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Benzo[1,2-b:4,5-b']dithio-phene-4,8-dione.

Ramirez Amanda L AL Chan Benny C BC de Lill Daniel T DT

Acta crystallographica. Section E, Structure reports online 20120418 Pt 5

The title mol-ecule, C(10)H(4)O(2)S(2), is situated on a crystallographic center of inversion. In the crystal, weak hydrogen bonding contributes to the packing of the mol-ecules. ...[more]

PMID: 22590310

Similar Datasets

Chlorinated Benzo[1,2-b:4,5-c']dithiophene-4,8-dione Polymer Donor: A Small Atom Makes a Big Difference.

Project description:The position of a chlorine atom in a charge carrier of polymer solar cells (PSCs) is important to boost their photovoltaic performance. Herein, two chlorinated D-A conjugated polymers PBBD-Cl-? and PBBD-Cl-? are synthesized based on two new building blocks (TTO-Cl-? and TTO-Cl-?) respectively by introducing the chlorine atom into ? or ? position of the upper thiophene of the highly electron-deficient benzo[1,2-b:4,5-c']dithiophene-4,8-dione moiety. Single-crystal analysis demonstrates that the chlorine-free TTO shows a ?-? stacking distance (d ?-?) of 3.55 Å. When H atom at the ? position of thiophene of TTO is replaced by Cl, both ?-? stacking distance (d ?-? = 3.48 Å) and Cl···S distance (d Cl-S = 4.4 Å) are simultaneously reduced for TTO-Cl-? compared with TTO. TTO-Cl-? then showed the Cl···S non-covalent interaction can further shorten the intermolecular ?-? stacking separation to 3.23 Å, much smaller than that of TTO-Cl-? and TTO. After blending with BTP-eC9, PBBD-Cl-?:BTP-eC9-based PSCs achieved an outstanding power conversion efficiency (PCE) of 16.20%, much higher than PBBD:BTP-eC9 (10.06%) and PBBD-Cl-?:BTP-eC9 (13.35%) based devices. These results provide an effective strategy for design and synthesis of highly efficient donor polymers by precise positioning of the chlorine substitution.

| S-EPMC7887605 | biostudies-literature

Palladium-Catalyzed Direct (Het)arylation Reactions of Benzo[1,2-d:4,5-d']bis([1,2,3]thiadiazole and 4,8-Dibromobenzo[1,2-d:4,5-d']bis([1,2,3]thiadiazole).

Project description:Palladium-catalyzed direct (het)arylation reactions of strongly electron-withdrawing tricyclic benzo[1,2-d:4,5-d']bis([1,2,3]thiadiazole) and its 4,8-dibromo derivative were studied; the conditions for the selective formation of mono- and bis-aryl derivatives were found. The reaction of 4,8-dibromobenzo[1,2-d:4,5-d']bis([1,2,3]thiadiazole) with thiophenes in the presence of palladium acetate as a catalyst and potassium pivalate as a base, depending on the conditions used, selectively gave both mono- and bis-thienylated benzo-bis-thiadiazoles in low to moderate yields; arenes were found to be inactive in these reactions. It was discovered that direct C-H arylation of benzo[1,2-d:4,5-d']bis([1,2,3]thiadiazole with bromo(iodo)arenes and -thiophenes in the presence of Pd(OAc)2 and di-tert-butyl(methyl)phosphonium tetrafluoroborate salt is a powerful tool for the selective formation of 4-mono- and 4,8-di(het)arylated benzo-bis-thiadiazoles. Oxidative double C-H hetarylation of benzo[1,2-d:4,5-d']bis([1,2,3]thiadiazole with thiophenes in the presence of Pd(OAc)2 and silver (I) oxide in DMSO was successfully employed to prepare bis-thienylbenzo-bis-thiadiazoles in moderate yields.

| S-EPMC10180130 | biostudies-literature

1,3-Dimethyl-5,6,7,8-tetra-hydro-4H-cyclo-hepta-[c]thio-phene-4,8-dione.

Project description:In the title compound, C(11)H(12)O(2)S, the C and S atoms of the central thio-phene and the methyl groups, and the two carbonyl groups of the cyclo-hepta-nedione are almost coplanar [maximum deviation from the mean plane = 0.221?(2)?Å]. The packing is stabilized by ?-? inter-actions between the conjugated thio-phenes, the shortest centroid-centroid distance between thio-phene rings being 3.9759?(10)?Å.

| S-EPMC3011565 | biostudies-literature

3,9-Dimethyl-2,3-dihydro-phenanthro[1,2-b]furan-4,5-dione.

Project description:The title compound, C(18)H(14)O(3), consists of a four-ring system which contains three six-membered rings forming a phenanthrene-dione system and a five-membered 1,2-dihydro-methyl-furan ring. A three-dimensional supra-molecular framework is formed via non-classical inter-molecular C-H⋯O hydrogen bonds.

| S-EPMC2971911 | biostudies-literature

12-(4-Meth-oxy-benzo-yl)-2-methyl-benzo[f]pyrido[1,2-a]indole-6,11-dione.

Project description:In the title compound, C(25)H(17)NO(4), the indolizine fused naphthaquinone unit is approximately planar [r.m.s deviation = 0.0678 Å] and makes a dihedral angle of 57.82 (5)° with the benzene ring of the meth-oxy-benzene group. The naphtho-quinone O atoms deviate, in the same sense, from the mean plane of the fused six-membered rings by 0.2001 (14) and 0.0516 (14) Å. In the crystal there is π-π stacking of inversion-related pairs of mol-ecules [inter-planar spacing = 3.514 (2) Å].

| S-EPMC3470392 | biostudies-literature

6,7,15,16-Tetra-hydro-5,14-dibutyl-benzo[1,2-c:4,5-c']diacridine.

Project description:The unit cell of the title compound, C(36)H(36)N(2), contains two independent mol-ecules which are located about inversion centers. In each molecule the quinoline rings are almost planar, with mean deviations of 0.0302 (1) and 0.0173 (1) Å. In the crystal, mol-ecules are linked by C-H⋯π inter-actions into a three-dimensional network.

| S-EPMC3393907 | biostudies-literature

2-Tri-fluoro-methyl-10H-benzo[4,5]imidazo[1,2-a]pyrimidin-4-one.

Project description:In the mol-ecule of the title compound, C11H6F3N3O, the three fused rings of the benzo[4,5]imidazo[1,2-a]pyrimidine unit are essentially coplanar, the maximum deviation from the mean plane being 0.096 (2) Å. In the crystal, N-H⋯O hydrogen bonds link the mol-ecules into chains running along the b-axis direction.

| S-EPMC3790404 | biostudies-literature

rac-4,8-Divinyl-bicyclo-[3.3.1]nonane-2,6-dione.

Project description:The title compound, C(13)H(16)O(2), is a chiral bicyclic structure composed of two fused cyclo-hexa-ne rings possessing both boat and chair conformations. The mol-ecules are packed in enantio-pure columns which are pairwise linked forming an overall racemic solid; within the column pairs the packing is governed by weak dipole-dipole inter-actions stemming from stacked carbonyl functionalities (CO(centroid)-CO(centroid) distance = 3.290 Å).

| S-EPMC2969760 | biostudies-literature

1,3-Dimethyl-benzo[b]dibenzothio-phene.

Project description:The molecule of the title compound, C(18)H(14)S, is approximately planar (r.m.s. deviation = 0.029?Å). The crystal packing is stabilized by weak inter-molecular C-H?? inter-actions.

| S-EPMC2968210 | biostudies-literature

2,2'-[2,5-Bis(hex-yloxy)-1,4-phenyl-ene]dithio-phene.

Project description:The asymmetric unit of the title compound, C(26)H(34)O(2)S(2), comprises one half-mol-ecule located on an inversion centre. The thio-phene groups are twisted relative to the benzene ring, making a dihedral angle of 5.30?(7)°, and the n-hexyl groups are in a fully extended conformation. In the crystal, there are short C-H?? contacts involving the thio-phene groups.

| S-EPMC3393253 | 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