Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

(R)-3,4,5-Tride-oxy-5,6-didehydro-1,2-O-(2,2,2-trichloro-ethyl-idene)-?-d-gluco-furan-ose-6,3-carbolactone: a new derivative of ?-chloralose.

ABSTRACT: THE TITLE COMPOUND [SYSTEMATIC NAME: (R)-2-trichloro-methyl-3a,3b,7a,8a-tetra-hydro-5H-pyrano[2',3':4,5]furano[2,3-d][1,3]dioxol-5-one], C(9)H(7)Cl(3)O(5), a triyclic system that contains a central ?-d-furan-ose ring cis-fused with a dioxolane ring as well as a ?-lactone ring, exhibits a twisted conformation. The CCl(3) group has an axial orientation. The furan-ose ring approximates an envelope conformation due to the ?,?-unsaturated lactone functionality. The asymmetric unit contains two independent mol-ecules with almost identical geometries.

SUBMITTER: Aburto-Luna V

PROVIDER: S-EPMC2960566 | biostudies-literature | 2008 Aug

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

(R)-3,4,5-Tride-oxy-5,6-didehydro-1,2-O-(2,2,2-trichloro-ethyl-idene)-α-d-gluco-furan-ose-6,3-carbolactone: a new derivative of α-chloralose.

Aburto-Luna Violeta V Meza-León Rosa-Luisa RL Bernès Sylvain S

Acta crystallographica. Section E, Structure reports online 20080820 Pt 9

THE TITLE COMPOUND [SYSTEMATIC NAME: (R)-2-trichloro-methyl-3a,3b,7a,8a-tetra-hydro-5H-pyrano[2',3':4,5]furano[2,3-d][1,3]dioxol-5-one], C(9)H(7)Cl(3)O(5), a triyclic system that contains a central α-d-furan-ose ring cis-fused with a dioxolane ring as well as a δ-lactone ring, exhibits a twisted conformation. The CCl(3) group has an axial orientation. The furan-ose ring approximates an envelope conformation due to the α,β-unsaturated lactone functionality. The asymmetric unit contains two indepe ...[more]

PMID: 21201764

Similar Datasets

3,6-Didehydro-5-hy-droxy-1,2-O-iso-propyl-idene-5-C-nitro-meth-yl-?-d-gluco-furan-ose.

Project description:The title compound, C(10)H(15)NO(7), consists of one methyl-enedi-oxy ring and two fused tetra-hydro-furan rings. The three fused rings exhibit cis arrangements at the ring junctions. One O atom of a tetra-hydro-furan ring and the H atoms bound to the neighboring C atoms are disordered over two orientations with site-occupancy factors of 0.69?(1) and 0.31?(1). intra-molecular O-H?O and C-H?O inter-actions stabilize the mol-ecular conformation. In the crystal structure, inter-molecular O-H?O and C-H?O inter-actions link the mol-ecules into a three-dimensional network.

| S-EPMC3151982 | biostudies-literature

1,2:5,6-Di-O-iso-propyl-idene-3-C-methyl-?-d-allo-furan-ose.

Project description:The title carbohydrate, C13H22O6, is a derivative of d-glycose, in which the furan-osidic and iso-propyl-idene rings are in twisted conformations. The mean plane of the furan-osidic ring makes a dihedral angle of 70.32?(18)° with the mean plane of the fused iso-propyl-idene ring. The methyl groups in the other iso-propyl-idene ring are disordered over two sets of sites, with an occupancy ratio of 0.74?(6):0.26?(6). In the crystal, mol-ecules are linked by O-H?O hydrogen bonds into chains with graph-set notation C(5) along [100]. Weak C-H?O interactions also occur.

| S-EPMC3790382 | biostudies-literature

[N-(1-Aza-nidyl-2,2,2-trichloro-ethyl-idene)-2,2,2-trichloro-ethanimidamide]-copper(II).

Project description:The title compound, [Cu(C(4)H(2)Cl(6)N(3))(2)], was obtained by the reaction of CCl(3)CN with ammonia in presence of CuCl. The Cu(II) atom is located about an inversion centre. The mol-ecule consists of three planar units (one central square CuN(4) and two C(2)N(3) fragments), adopting a staircase-like structure. The six-membered metallocycles have a sofa conformation with the Cu atom out of the plane of the 1,3,5-triaza-penta-dienyl ligands by 0.246 (5) Å. The ipso-C atoms of the CCl(3) substituents are slightly out of the 1,3,5-triaza-penta-dienyl planes by 0.149 (6) and -0.106 (6) Å. The CCl(3) groups of each 1,3,5-triaza-penta-dienyl ligand are practically in the energetic-ally favourable mutually eclipsed conformation. In the crystal, the mol-ecules are packed in stacks along the a axis. The mol-ecules in the stacks are held together by two additional axial Cu⋯Cl inter-actions of 3.354 (2) Å. Taking the axial Cu⋯Cl inter-actions into account, the Cu(II) atom exhibits a distorted [4 + 2]-octa-hedral coordination environment. The stacks are bound to each other by weak inter-molecular attractive Cl⋯Cl [3.505 (2)-3.592 (3) Å] inter-actions.

| S-EPMC3435628 | biostudies-literature

3,4',5-Trichloro-biphenyl-4-yl 2,2,2-trichloro-ethyl sulfate.

Project description:Crystals of the title compound, C14H8Cl6O4S, are twinned by inversion, with unequal components [0.85 (3):0.15 (3)]. The asymmetric unit contains two independent mol-ecules that are related by a pseudo-inversion center. The Car-O [1.393 (9) and 1.397 (9) Å] and ester S-O bond lengths [1.600 (5) and 1.590 (5) Å] of both mol-ecules are comparable to the structurally related 2,3,5,5-trichloro-biphenyl-4-yl 2,2,2-trichloro-ethyl sulfate. The dihedral angles between the benzene rings in the two mol-ecules are 37.8 (2) and 35.0 (2)°.

| S-EPMC3629655 | biostudies-literature

(Z)-2,2,2-Trichloro-N-cyano-acetamidine.

Project description:The title compound, C(3)H(2)Cl(3)N(3), crystallizes as the Z isomer with respect to the C=N bond. The -C(NH(2))=NCN functional group is effectively planar (r.m.s. deviation = 0.016?Å), with only the three Cl atoms out of the mol-ecular plane. A strong network of N-H?N hydrogen bonds forms dimers which are associated into ribbons in the crystal structure. Hydrogen bonding is suspected to be the cause of the near-equivalence of the formal C-N and C=N bonds (?(CN) = 0.008?Å).

| S-EPMC2970111 | biostudies-literature

Crystal structure of 6-azido-6-de-oxy-1,2-<i>O</i>-iso-propyl-idene-α-d-gluco-furan-ose.

Project description:Short syntheses to high Fsp 3 index natural-product analogues such as imino-sugars are of paramount importance in the investigation of their biological activities and reducing the use of protecting groups is an advantageous synthetic strategy. An iso-propyl-idene group was employed towards the synthesis of seven-membered ring imino-sugars and the title compound, C9H15N3O5, was crystallized as an inter-mediate, in which the THF ring is twisted and the dioxolane ring adopts an envelope conformation: the dihedral angle between the rings is 67.50 (13)°. In the crystal, the hydroxyl groups participate in O-H⋯(O,O) and O-H⋯N hydrogen-bonding inter-actions, which generate chains of mol-ecules propagating parallel to the a-axis direction. There is a notable non-classical C-H⋯O hydrogen bond, which cross-links the [100] chains into (001) sheets.

| S-EPMC7534240 | biostudies-literature

4-Carbamoylpyridin-1-ium 2,2,2-trichloro-acetate.

Project description:In the asymmetric unit of the title salt, C(6)H(7)N(2)O(+)·C(2)Cl(3)O(2) (-), there are two crystallographic independent ion pairs. The amide groups of the 4-carbamoylpyridin-1-ium ions are slightly twisted out of the plane of the aromatic ring with C-C-C-N torsion angles of 8.8 (9)° and 4.6 (8)°. In the crystal, the 4-carbamoylpyridin-1-ium ion is N-H⋯O hydrogen bonded to the trichloro-acetate ion via the pyridinium unit and amide group. Layers parallel to the ac plane are formed due to the N-H⋯O hydrogen bonding of the adjacent amide groups of 4-carbamoylpyridin-1-ium ions. Weak C-H⋯O inter-actions also occur.

| S-EPMC3435745 | biostudies-literature

N-[Bis(dimethyl-amino)phosphinoyl]-2,2,2-trichloro-acetamide.

Project description:In the title compound, C(6)H(13)Cl(3)N(3)O(2)P or CCl(3)C(O)NHP(O)(N(CH(3))(2)), the phosphinoyl group is synclinal to the carbonyl group and acts as an acceptor for an inter-molecular N-H?O hydrogen bond from the amide group as the donor.

| S-EPMC2979112 | biostudies-literature

2,2,2-Trichloro-N-(3,4-dimethyl-phen-yl)acetamide.

Project description:The conformation of the N-H bond in the title compound, C(10)H(10)Cl(3)NO, is anti to the C=O bond. The amide H atom exhibits both intra-molecular N-H⋯Cl and inter-molecular N-H⋯O hydrogen bonding. The latter inter-actions link the mol-ecules into infinite chains.

| S-EPMC2977724 | biostudies-literature

2,2,2-Trichloro-N-(2,5-dimethyl-phen-yl)acetamide.

Project description:The N-H bond in the title compound, C(10)H(10)Cl(3)NO, is syn to the 2-methyl and anti to the 5-methyl substituent of the aromatic ring. Adjacent mol-ecules are linked into chains through N-H⋯O hydrogen bonding. Two Cl atoms are each disordered equally over two sites.

| S-EPMC2961108 | 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