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(E)-3,3',4,4',7,7',8,8'-Octa-methyl-2H,2'H-1,1'-bi(cyclo-penta-[fg]acenaphthyl-enyl-idene)-2,2',5,5',6,6'-hexa-one dichloro-methane monosolvate.

McCandless GT, Sygula A, Rabideau PW, Watkins SF, Fronczek FR - Acta Crystallogr Sect E Struct Rep Online (2012)

Bottom Line: There are notably long Csp(2)-Csp(2) bonds associated with the carbonyl groups, the longest being 1.601 (3) Å between two carbonyl C atoms.This compound is of inter-est with respect to the synthesis of fullerene fragments, such as corannulene and semibuckminsterfullerene derivatives (or 'buckybowls'), and is a side product of the previously reported oxidation reaction.Structural details, such as planarity analysis of fused rings, out-of-plane deviation of substituents, inter-molecular inter-actions, and longer than typical bond lengths, will be discussed as well as comparisons to structurally related compounds.

View Article: PubMed Central - HTML - PubMed

Affiliation: Department of Chemistry, Louisiana State University, Baton Rouge, LA 70803, USA.

ABSTRACT
The title compound, C(36)H(24)O(6)·CH(2)Cl(2), is a dimer of two essentially planar (r.m.s., deviations of fitted plane of 14 pyracene C atoms = 0.0539 and 0.0543 Å) tetra-cyclic pyracene frameworks (each with four methyl groups and three carbonyl groups on the peripheral carbon atoms) twisted along a central C=C bond with an angle of 50.78 (3)° at 90 K. There are notably long Csp(2)-Csp(2) bonds associated with the carbonyl groups, the longest being 1.601 (3) Å between two carbonyl C atoms. There are also intermolecular carbonyl⋯carbonyl interactions of both parallel and antiparallel types, with C⋯O distances in the range 3.041 (3) to 3.431 (2) Å. This compound is of inter-est with respect to the synthesis of fullerene fragments, such as corannulene and semibuckminsterfullerene derivatives (or 'buckybowls'), and is a side product of the previously reported oxidation reaction. Structural details, such as planarity analysis of fused rings, out-of-plane deviation of substituents, inter-molecular inter-actions, and longer than typical bond lengths, will be discussed as well as comparisons to structurally related compounds.

No MeSH data available.


Side profile ORTEP representation showing dihedral angle between the two halves of the title molecule connected by the central C═C bond with 50% probability level atomic displacement ellipsoids at T = 90 K.
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Fap3: Side profile ORTEP representation showing dihedral angle between the two halves of the title molecule connected by the central C═C bond with 50% probability level atomic displacement ellipsoids at T = 90 K.


(E)-3,3',4,4',7,7',8,8'-Octa-methyl-2H,2'H-1,1'-bi(cyclo-penta-[fg]acenaphthyl-enyl-idene)-2,2',5,5',6,6'-hexa-one dichloro-methane monosolvate.

McCandless GT, Sygula A, Rabideau PW, Watkins SF, Fronczek FR - Acta Crystallogr Sect E Struct Rep Online (2012)

Side profile ORTEP representation showing dihedral angle between the two halves of the title molecule connected by the central C═C bond with 50% probability level atomic displacement ellipsoids at T = 90 K.
© Copyright Policy - open-access
Related In: Results  -  Collection

License
Show All Figures
getmorefigures.php?uid=PMC3344573&req=5

Fap3: Side profile ORTEP representation showing dihedral angle between the two halves of the title molecule connected by the central C═C bond with 50% probability level atomic displacement ellipsoids at T = 90 K.
Bottom Line: There are notably long Csp(2)-Csp(2) bonds associated with the carbonyl groups, the longest being 1.601 (3) Å between two carbonyl C atoms.This compound is of inter-est with respect to the synthesis of fullerene fragments, such as corannulene and semibuckminsterfullerene derivatives (or 'buckybowls'), and is a side product of the previously reported oxidation reaction.Structural details, such as planarity analysis of fused rings, out-of-plane deviation of substituents, inter-molecular inter-actions, and longer than typical bond lengths, will be discussed as well as comparisons to structurally related compounds.

View Article: PubMed Central - HTML - PubMed

Affiliation: Department of Chemistry, Louisiana State University, Baton Rouge, LA 70803, USA.

ABSTRACT
The title compound, C(36)H(24)O(6)·CH(2)Cl(2), is a dimer of two essentially planar (r.m.s., deviations of fitted plane of 14 pyracene C atoms = 0.0539 and 0.0543 Å) tetra-cyclic pyracene frameworks (each with four methyl groups and three carbonyl groups on the peripheral carbon atoms) twisted along a central C=C bond with an angle of 50.78 (3)° at 90 K. There are notably long Csp(2)-Csp(2) bonds associated with the carbonyl groups, the longest being 1.601 (3) Å between two carbonyl C atoms. There are also intermolecular carbonyl⋯carbonyl interactions of both parallel and antiparallel types, with C⋯O distances in the range 3.041 (3) to 3.431 (2) Å. This compound is of inter-est with respect to the synthesis of fullerene fragments, such as corannulene and semibuckminsterfullerene derivatives (or 'buckybowls'), and is a side product of the previously reported oxidation reaction. Structural details, such as planarity analysis of fused rings, out-of-plane deviation of substituents, inter-molecular inter-actions, and longer than typical bond lengths, will be discussed as well as comparisons to structurally related compounds.

No MeSH data available.