Kuduva, Srinivasan S.; Blaser, Dieter; Boese, Roland; Desiraju, Gautam R.:
Crystal Structures and Packing of 4-Cyanocubanecarboxylic Acid, Its Methyl Ester, and the Solid Solution of 1,4-Dicyanocubane and 1,4-Dibromocubane
In: Structural Chemistry, Vol. 12 (2001), No. 3/4, pp. 259 - 266
2001article/chapter in journalOpen Access
Chemistry
Related: 1 publication(s)
Title in English:
Crystal Structures and Packing of 4-Cyanocubanecarboxylic Acid, Its Methyl Ester, and the Solid Solution of 1,4-Dicyanocubane and 1,4-Dibromocubane
Author:
Kuduva, Srinivasan S.;Blaser, Dieter;Boese, RolandUDE
LSF ID
10873
Other
connected with university
;
Desiraju, Gautam R.
Year of publication:
2001
Open Access?:
Open Access
Language of text:
English

Abstract:

The crystal structure of 4-cyanocubanecarboxylic acid contains the same syn-anti carboxyl group catemer that is found in other cubane monocarboxylic acids. The cyano groups are arranged according to the type-II geometry, in that they are 21 screw-axis related. Curiously, there is a 5% orientational disorder of the cyano and anti carboxyl groups. The ester of the title acid packs isostructurally with the corresponding chloro and fluoro analogs because of the importance of the C-H...O hydrogen bond patterns. 1,4-Dicyanocubane forms solid solns. with 1,4-dibromocubane, but, interestingly, the crystal structure of the solid soln. is distinct from that of either component. The formation of these solid solns. seems to be governed by shape and size factors.