olympiadane

Olympiadane is a mechanically interlocked molecule composed of five interlocking macrocycles that resembles the Olympic rings. The molecule is a linear pentacatenane or a [5]catenane. It was synthesized and named by Fraser Stoddart and coworkers in 1994. The molecule was designed without any practical use in mind, although other catenanes may have possible application to the construction of a molecular computer.

Chemical data

Formula: C216H228F72N12O30P12
Molecular weight: 5212 g/mol
IUPAC name: bis(6,9,12,15,18,29,32,35,38,41,52,55,58,61,64-pentadecaoxaheptacyclo[63.4.0.05,69.019,24.023,28.042,47.046,51]nonahexaconta-1(69),2,4,19,21,23,25,27,42,44,46,48,50,65,67-pentadecaene);tris(5,12,19,26-tetrazoniaheptacyclo[24.2.2.22,5.27,10.212,15.216,19.221,24]tetraconta-1(29),2(40),3,5(39),7,9,12,14,16(34),17,19(33),21(32),22,24(31),26(30),27,35,37-octadecaene);dodecahexafluorophosphate
SMILES: C1COCCOC2=CC=CC3=C2C=CC=C3OCCOCCOCCOCCOC4=CC=CC5=C4C=CC=C5OCCOCCOCCOCCOC6=CC=CC7=C6C=CC=C7OCCOCCO1.C1COCCOC2=CC=CC3=C2C=CC=C3OCCOCCOCCOCCOC4=CC=CC5=C4C=CC=C5OCCOCCOCCOCCOC6=CC=CC7=C6C=CC=C7OCCOCCO1.C1C2=CC=C(C[N+]3=CC=C(C=C3)C4=CC=[N+](CC5=CC=C(C[N+]6=CC=C(C=C6)C7=CC=[N+]1C=C7)C=C5)C=C4)C=C2.C1C2=CC=C(C[N+]3=CC=C(C=C3)C4=CC=[N+](CC5=CC=C(C[N+]6=CC=C(C=C6)C7=CC=[N+]1C=C7)C=C5)C=C4)C=C2.C1C2=CC=C(C[N+]3=CC=C(C=C3)C4=CC=[N+](CC5=CC=C(C[N+]6=CC=C(C=C6)C7=CC=[N+]1C=C7)C=C5)C=C4)C=C2.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F
InChIKey: ROLRJLKBOAVDIY-UHFFFAOYSA-N
Polar surface area: 323 Å²
H-bond donors: 0
H-bond acceptors: 114
Formal charge: 0

via PubChem

Wikidata facts

Subclass of: chemical compound
Has part: oxygen
Named after: Olympic rings
Mass: 5209.238605296003

Show 3 more facts

Commons category: Olympiadane
canonical SMILES: F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.F[P-](F)(F)(F)(F)F.c1cc2c3cccc(c3c1)OCCOCCOCCOCCOc1cccc3c(cccc13)OCCOCCOCCOCCOc1cccc3c(cccc13)OCCOCCOCCOCCO2.c1cc2c3cccc(c3c1)OCCOCCOCCOCCOc1cccc3c(cccc13)OCCOCCOCCOCCOc1cccc3c(cccc13)OCCOCCOCCOCCO2.c1cc2ccc1C[n+]1ccc(cc1)-c1cc[n+](cc1)Cc1ccc(cc1)C[n+]1ccc(cc1)-c1cc[n+](cc1)C2.c1cc2ccc1C[n+]1ccc(cc1)-c1cc[n+](cc1)Cc1ccc(cc1)C[n+]1ccc(cc1)-c1cc[n+](cc1)C2.c1cc2ccc1C[n+]1ccc(cc1)-c1cc[n+](cc1)Cc1ccc(cc1)C[n+]1ccc(cc1)-c1cc[n+](cc1)C2
chemical formula: C₂₁₆H₂₂₈F₇₂N₁₂O₃₀P₁₂

Sources (1)