5,11-Methanodibenzo[a,e]cyclooctene-6,12(5H,11H)-dione, (5R)-

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CAS: 59147-66-9
MF: C17H12O2
MW: 248.27598
Synonyms: 5,11-Methanodibenzo[a,e]cyclooctene-6,12(5H,11H)-dione, (5R)-

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Zhenhua Gu

University of Science and Technology of China
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Mark R. J. Elsegood

Loughborough University
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Co-reporter: Natasha H. Slater, Benjamin R. Buckley, Mark R. J. Elsegood, Simon J. Teat, and Marc C. Kimber
pp: 3846-3852
Publication Date(Web):May 17, 2016
DOI: 10.1021/acs.cgd.6b00388
By way of appending the C2-symmetric carbocyclic cleft diol with thiocarbamates with varying substituents, significant control of the hydrogen bonded network can be achieved. Smaller alkyl substituents lead to the formation of stacked columns of components with the apex of one molecule suitably aligned in the cleft of a second. Aryl substituents, however, lead to the formation of ribbons via an H-bonding network. Additionally, the packing of these ribbons into networks is considerably different between the enantiopure and racemic clefts, with the latter giving rise to channels within the crystal structure.

Marc C. Kimber

Loughborough University
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Co-reporter: Natasha H. Slater, Benjamin R. Buckley, Mark R. J. Elsegood, Simon J. Teat, and Marc C. Kimber
pp: 3846-3852
Publication Date(Web):May 17, 2016
DOI: 10.1021/acs.cgd.6b00388
By way of appending the C2-symmetric carbocyclic cleft diol with thiocarbamates with varying substituents, significant control of the hydrogen bonded network can be achieved. Smaller alkyl substituents lead to the formation of stacked columns of components with the apex of one molecule suitably aligned in the cleft of a second. Aryl substituents, however, lead to the formation of ribbons via an H-bonding network. Additionally, the packing of these ribbons into networks is considerably different between the enantiopure and racemic clefts, with the latter giving rise to channels within the crystal structure.