Browse
Submit Data
Databases
API
Help

Dataset Information

18 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

1,4-Di-aza-bicyclo-[2.2.2]octane-1,4-diium bis-(3-chloro-benzoate).

ABSTRACT: In the title salt C6H14N2 (2+)·2C7H4ClO2 (-), two 3-chloro-benzoate (3CBA) anions are bridged by one diprotonated 1,4-di-aza-bicyclo-[2.2.2]octane-1,4-diium (H2DABCO(2+)) dication through N-H?O hydrogen bonds. In this way, a trimeric unit is generated, in which the mean planes of the two 3CBA anions are twisted with respect to each other by a dihedral angle of 59.87?(9)°. The trimeric units are linked into a three-dimensional network via weak C-H?O inter-actions.

SUBMITTER: Yao ZS

PROVIDER: S-EPMC3998315 | biostudies-literature | 2014 Feb

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

1,4-Di-aza-bicyclo-[2.2.2]octane-1,4-diium bis-(3-chloro-benzoate).

Yao Zi-Shuo ZS Sato Osamu O

Acta crystallographica. Section E, Structure reports online 20140118 Pt 2

In the title salt C6H14N2 (2+)·2C7H4ClO2 (-), two 3-chloro-benzoate (3CBA) anions are bridged by one diprotonated 1,4-di-aza-bicyclo-[2.2.2]octane-1,4-diium (H2DABCO(2+)) dication through N-H⋯O hydrogen bonds. In this way, a trimeric unit is generated, in which the mean planes of the two 3CBA anions are twisted with respect to each other by a dihedral angle of 59.87 (9)°. The trimeric units are linked into a three-dimensional network via weak C-H⋯O inter-actions. ...[more]

PMID: 24764876

Similar Datasets

Crystal structures of 1,4-di-aza-bicyclo-[2.2.2]octan-1-ium 4-nitro-benzoate dihydrate and 1,4-di-aza-bicyclo-[2.2.2]octane-1,4-diium bis-(4-nitro-benzoate): the influence of solvent upon the stoichiometry of the formed salt.

Project description:The 1:1 co-crystallization of 1,4-di-aza-bicyclo-[2.2.2]octane (DABCO) with 4-nitro-benzoic acid in ethanol-water (3/1) gave the salt dihydrate C6H13N2 (+)·C7H4NO4 (-)·2H2O, (1), whereas from methanol, the salt C6H14N2 (2+)·2C7H4NO4 (-), (2), was isolated. In (1), the cation and anion are linked by a strong N-H?O hydrogen bond, and the carboxyl-ate anion is close to planar [dihedral angle between terminal residues = 6.83?(9)°]. In (2), a three-ion aggregate is assembled by two N-H?O hydrogen bonds, and the carboxyl-ate anions are again close to planar [dihedral angles between terminal residues = 1.7?(3) and 5.9?(3)°]. Through the inter-vention of solvent water mol-ecules, which self-assemble into helical supra-molecular chains along the b axis, the three-dimensional architecture in (1) is stabilized by water-DABCO O-H?N and water-carboxyl-ate O-H?O hydrogen bonds, with additional stability afforded by C-H?O inter-actions. The global crystal structure comprises alternating layers of water mol-ecules and ion pairs stacked along the c axis. In the crystal of (2), the three-ion aggregates are assembled into a three-dimensional architecture by a large number of methyl-ene-carboxyl-ate/nitro C-H?O inter-actions as well as ?-? contacts between inversion-related benzene rings [inter-centroid distances = 3.5644?(16) and 3.6527?(16)?Å]. The cations and anions assemble into alternating layers along the c axis.

| S-EPMC4120614 | biostudies-literature

1,4-Diazo-niabicyclo-[2.2.2]octane bis-(2-chloro-benzoate).

Project description:The title compound, C(6)H(14)N(2) (2+)·2C(7)H(4)ClO(2) (-), contains trimeric units linked by N-H⋯O hydrogen bonds. The carboxyl-ate groups of the 2-chloro-benzoate anions form dihedral angles of 66.1 (1) and 76.1 (1)° with the respective chloro-benzene rings to which they are bound. The hydrogen-bonded trimers are arranged in layers in the (200) planes and the chloro-benzoate anions form edge-to-face inter-actions between layers, with dihedral angles of 61.9 (1) and 49.8 (1)° and centroid-centroid distances of 4.85 (1) and 4.65 (1) Å, respectively, for two crystallographically distinct inter-actions.

| S-EPMC2962050 | biostudies-literature

Crystal structure of bis-(1,4-di-aza-bicyclo-[2.2.2]octan-1-ium) thio-sulfate dihydrate.

Project description:The crystal structure of the hydrated title salt, 2C6H13N2 (+)·S2O3 (2-)·2H2O, contains a centrosymmetric cyclic motif of eight hydrogen-bonded mol-ecular subunits. Two DABCOH(+) cations (DABCO = 1,4-di-aza-bicyclo-[2.2.2]octa-ne) are linked to two water mol-ecules and two thio-sulfate anions via O-H⋯N and O-H⋯O hydrogen bonds, respectively. Two other water mol-ecules close the cyclic motif through O-H⋯O contacts to the first two water mol-ecules and to the two thio-sulfate anions. A second pair of DABCOH(+) cations is N-H⋯O hydrogen bonded to the two anions and is pendant to the ring. Adjacent cyclic motifs are bridged into a block-like arrangement extending along [100] through O-H⋯O inter-actions involving the second pair of water mol-ecules and neighbouring thio-sulfate anions.

| S-EPMC4778808 | biostudies-literature

1-Chloro-methyl-1,4-diazo-niabicyclo-[2.2.2]octane bis-(hexa-fluoro-phosphate).

Project description:In the crystal structure of the title compound, C(7)H(15)ClN(2) (2+)·2PF(6) (-), the cations and anions are linked by inter-molecular N-H⋯F hydrogen bonds.

| S-EPMC3051799 | biostudies-literature

4-Amino-N-(4,6-di-methyl-pyrimidin-2-yl)benzene-sulfonamide-1,4-di-aza-bicyclo-[2.2.2]octane (2/1).

Project description:The asymmetric unit of the title co-crystal, C12H14N4O2S·0.5C6H12N2, comprises the sulfonamide mol-ecule and half a mol-ecule of 1,4-di-aza-bicyclo-[2.2.2]octane (DABCO), the latter being disposed about a crystallographic twofold rotation axis. In the sulfonamide mol-ecule, the aromatic rings are almost perpendicular to one another [dihedral angle = 75.01?(8)°]. In the crystal, mol-ecules are connected into a three-mol-ecule aggregate via amide-DABCO N-H?N hydrogen bonds, and these are connected into a three-dimensional architecture via amino-DABCO N-H?O and amino-pyrimidine N-H?N hydrogen bonds.

| S-EPMC3884290 | biostudies-other

Asymmetric 1,4-bis(ethynyl)bicyclo[2.2.2]octane rotators via monocarbinol functionalization. Ready access to polyrotors.

Project description:Asymmetric rotators with a 1,4-bis(ethynyl)bicyclo[2.2.2]octane (BCO) core are needed for engineering crystalline arrays of functional molecular rotors. Their synthesis uses carbinol, 2-methyl-3-butyn-2-ol, as a protecting group because of its polar character and its ability to sustain orthogonal functionalization with the further advantage of being readily removed. The synthesis in good yields of unprecedented asymmetric rotors and polyrotors demonstrates the efficiency of this strategy.

| S-EPMC4660993 | biostudies-literature

Benzene-1,3-diol-1,4-diaza-bicyclo-[2.2.2]octane (1/1).

Project description:There are two independent but virtually identical mol-ecules of each component in the asymmetric unit of the title 1:1 adduct, C(6)H(12)N(2)·C(6)H(6)O(2). In the crystal, the constituents are connected into a supra-molecular chain along the b axis by O-H?N hydrogen bonds. Weak C-H?O bonds cross-link the chains.

| S-EPMC3007329 | biostudies-literature

Piperazine-1,4-diium bis-(3,5-dicarboxy-benzoate).

Project description:The asymmetric unit of the title salt, C(4)H(12)N(2) (2+)·2C(9)H(5)O(6) (-), comprises one half of the piperazine-1,4-diium dication lying on an inversion centre and one 3,5-dicarboxy-benzoate anion. In the crystal, the ions are linked into a two-dimensional framework parallel to (101) by N-H?O and O-H?O hydrogen bonds.

| S-EPMC2979046 | biostudies-literature

catena-Poly[[chloridomercury(II)]-μ-1,4-diaza-bicyclo-[2.2.2]octane-κN:N'-[chlorido-mercury(II)]-di-μ-chlorido].

Project description:In the title coordination polymer, [Hg(2)Cl(4)(C(6)H(12)N(2))](n), each Hg(II) center within the chain is four-coordinated by one terminal Cl atom, two bridging μ(2)-Cl atoms, and one N-atom donor from a μ(2)-1,4-diaza-bicyclo-[2.2.2]octane (μ(2)-daco) ligand in a distorted tetra-hedral geometry. The daco ligand acts as an end-to-end bridging ligand and bridges adjacent Hg(II) centers, forming a chain running along [001]. Weak C-H⋯Cl hydrogen-bonding inter-actions link the chains into a three-dimensional network. Comparison of the structural differences with previous findings suggests that the space between the two N donors, as well as the skeletal rigidity in N-heterocyclic linear ligands, may play an important role in the construction of such supra-molecular networks.

| S-EPMC2971285 | biostudies-literature

1,4-Diazo-niabicyclo-[2.2.2]octane bis-(2,4,6-trinitro-phenolate).

Project description:In the title compound, C(6)H(14)N(2) (2+)·2C(6)H(2)N(3)O(7) (-), the cation possesses crystallographically imposed twofold rotation symmetry. In the crystal structure, the cation and anions are linked into a trimeric aggregate by inter-molecular N-H⋯O hydrogen bonds. The trimeric units are further connected by π-π inter-actions [centroid-centroid distances = 3.507 (2)-3.660 (3) Å], forming layers parallel to the bc plane.

| S-EPMC3006919 | 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