Browse
Submit Data
Databases
API
Help

Dataset Information

19 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

(1S,3S,8S,10S)-10-Fluoro-15-oxa-tetra-cyclo-[6.6.1.0.0]penta-deca-5,12-dien-3-ol.

ABSTRACT: The title compound, C(14)H(17)FO(2), was obtained from anti-4a,9a:8a,10a-diep-oxy-1,4,4a,5,8,8a,9,9a,10,10a-deca-hydro-anthra-cene via tandem hydrogen-fluoride-mediated epoxide ring-opening and transannular oxacyclization. With the two cyclo-hexene rings folded towards the oxygen bridge, the title tetra-cyclic fluoro-alcohol mol-ecule displays a conformation remin-iscent of a pagoda. The crystal packing is effected via inter-molecular O-H?O hydrogen bonds, which link the mol-ecules into a zigzag chain along the b axis.

SUBMITTER: Mehta G

PROVIDER: S-EPMC3213441 | biostudies-literature | 2011 Aug

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

(1S,3S,8S,10S)-10-Fluoro-15-oxa-tetra-cyclo-[6.6.1.0.0]penta-deca-5,12-dien-3-ol.

Mehta Goverdhan G Sen Saikat S

Acta crystallographica. Section E, Structure reports online 20110709 Pt 8

The title compound, C(14)H(17)FO(2), was obtained from anti-4a,9a:8a,10a-diep-oxy-1,4,4a,5,8,8a,9,9a,10,10a-deca-hydro-anthra-cene via tandem hydrogen-fluoride-mediated epoxide ring-opening and transannular oxacyclization. With the two cyclo-hexene rings folded towards the oxygen bridge, the title tetra-cyclic fluoro-alcohol mol-ecule displays a conformation remin-iscent of a pagoda. The crystal packing is effected via inter-molecular O-H⋯O hydrogen bonds, which link the mol-ecules into a zigzag ...[more]

PMID: 22091020

Similar Datasets

(+)-(1S,5R,10S)-11,11-Dimeth-yl-4-oxa-tricyclo-[8.4.0.0]tetra-deca-ne-3,12-dione.

Project description:The title compound, C(15)H(22)O(3), was prepared via amino-acid-promoted Robinson annulation followed by tandem Pd/C-mediated hydrogenation and oxidative cyclization. This product was instrumental in determining the feasibility of a stereocontrolled hydrogenation in which the directing hydroxyl group is adjacent to the 6-7-ring network and its olefinic component. The asymmetric unit consists of a single mol-ecule with normal geometric parameters. The absolute configuration was assigned based on the known enanti-omeric prescursor. Inter-molecular C-H?O inter-actions link each mol-ecule with four neighboring mol-ecules.

| S-EPMC2915339 | biostudies-literature

<i>rac</i>-11-Selena-12,13-di-aza-bicyclo-[10.3.0]penta-deca-10a(13a),12-dien-1-ol.

Project description:The title compound, C12H20N2OSe, crystallizes in strands of enanti-omeric mol-ecules connected via O-H⋯N hydrogen bonds. There are only slight deviations from an ideal gauche conformation in the deca-methyl-ene chain, indicating just a little strain.

| S-EPMC9462266 | biostudies-literature

(1S,3R,8S,9R,10S)-2,2-Dichloro-3,7,7,10-tetra-methyl-9,10-ep-oxy-tricyclo-[6.4.0.0]dodeca-ne.

Project description:The title compound, C(16)H(24)Cl(2)O, was synthesized from ?-himachalene (3,5,5,9-tetra-methyl-2,4a,5,6,7,8-hexa-hydro-1H-benzocyclo-heptene), which was isolated from the essential oil of the Atlas cedar (cedrus atlantica). The mol-ecule forms an extended sheet of two fused rings which exhibit different conformations. The six-membered ring has a half-chair conformation, while the seven-membered ring displays a chair conformation; the dihedral angle between the two rings is 38.2?(1)°.

| S-EPMC3011603 | biostudies-literature

(2R*,4R*,7S*,10R*,12R*)-3,11,13,15-Tetra-oxa-penta-cyclo-[5.5.3.0(1,7).0(2,4).0(10,12)]penta-deca-5,8-dien-14-one.

Project description:The title compound, C11H8O5, features a 'skipped' diene, an anti-bis-(epoxide) and a cyclic carbonate, all embedded in a densely functionalized [4.4.3]propellane scaffold. The crystal packing of this diepoxide is effected primarily by C-H?O hydrogen bonds, which link the mol-ecules into tapes along the b axis. Inter-tape connectivity is brought about by centrosymmetrically disposed pairs of C?O contacts [3.183?(4)?Å] between the C(?+)=O(?-) dipoles of neighbouring carbonate moieties.

| S-EPMC3790378 | biostudies-other

4-Tosyl-1-oxa-4-aza-spiro-[4.5]deca-6,9-dien-8-one.

Project description:In the mol-ecule of the title compound, C(15)H(15)NO(4)S, the two six-membered rings are almost parallel to each other [dihedral angle = 1.87?(9)°] and perpendicular to the mean plane through the five-membered ring [dihedral angles of 89.98?(10) and 89.04?(10)°]. The crystal structure is stabilized by inter-molecular C-H?O hydrogen-bonding inter-actions.

| S-EPMC2968445 | biostudies-literature

(1S,2R,3S,6S,7R)-3,7,11,11-Tetra-methyl-6,7-epoxybi-cyclo-[5.4.0]undecane-2-ol.

Project description:The title compound, C15H26O2, was synthesized from β-himachalene (3,5,5,9-tetra-methyl-2,4a,5,6,7,8-hexa-hydro-1H-benzo-cyclo-heptene), which was isolated from the Atlas cedar (cedrus atlantica). The mol-ecule is built up from a seven-membered ring to which a six- and a three-membered ring are fused. The seven- and six-membered rings each have a twist-boat conformation. In the crystal, O-H⋯O hydrogen bonds link the mol-ecules into zigzag chains running along the b-axis direction.

| S-EPMC4011231 | biostudies-literature

(1R,2R,5R,6R,9S,10S,13S,14S)-1,6,7,8,9,14,15,16,17,17-Decachloro-penta-cyclo-[12.2.1.1.0.0]octa-deca-7,15-diene.

Project description:The title compound, C(18)H(14)Cl(10), is a decachlorinated commercial flame retardant. The structure determination confirms the relative stereochemistry. The central eight-membered ring is in a chair-type conformation. In the crystal structure, there are no significant inter-molecular inter-actions and mol-ecules are separated by normal van der Waals distances.

| S-EPMC2961698 | biostudies-literature

Crystal structure of (1S,2R,6R,7R,8S,12S)-4,10,17-triphenyl-15-thia-4,10-diaza-penta-cyclo[5.5.5.0(1,16).0(2,6).0(8,12)]hepta-deca-13,16-diene-3,5,9,11-tetrone p-xylene hemisolvate.

Project description:The title tetrone compound, C32H22N2O4S· 0.5C8H10, is the major product (50% yield) of an attempted Diels-Alder reaction of 2-(?-styr-yl)thio-phene with N-phenyl-male-imide (2 equivalents) in toluene. Recrystallization of the resulting powder from p-xylene gave the title hemisolvate; the p-xylene mol-ecule is located about an inversion center. In the crystal, the primary tetrone contacts are between a carbonyl O atom and the four flagpole H atoms of the bi-cyclo-[2.2.2]octene core, forming chains along [001].

| S-EPMC4257460 | biostudies-literature

(1S,3S,8R,10R,11R)-3,7,7,10-Tetra-methyl-tri-cyclo-[6.4.0.0(1,3)]dodecan-11-ol.

Project description:The title compound, C16H28O, was synthesized by three steps from ?-himachalene (3,5,5,9-tetra-methyl-2,4a,5,6,7,8-hexa-hydro-1H-benzo-cyclo-heptene), which was isolated from the essential oil of the Atlas cedar (Cedrus atlantica). The mol-ecule is built up from fused six- and seven-membered rings and an appended three-membered ring. The six-membered ring has twist-boat conformation, whereas the seven-membered ring displays a chair conformation. In the crystal, mol-ecules are linked into chains propagating along the a-axis direction by O-H?O hydrogen bonds.

| S-EPMC3793829 | biostudies-other

16-Oxa-penta-cyclo-[6.6.5.0(1,18).0(2,7).0(9,14)]nona-deca-2,4,6,9,11,13,18-heptaen-15-one.

Project description:In the title compound, C18H12O2, the benzene rings are inclined to one another by 66.79 (7)°. The five-membered ring is almost planar with a maximum deviation of 0.014 (1) Å. In the crystal, the mol-ecules are linked by pairs of weak C-H⋯O interactions into centrosymmetric dimers. These dimers are linked by C-H⋯π interactions, forming a three-dimensional structure.

| S-EPMC3998282 | biostudies-literature