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The influence of substituents on the geometry of the cyclopropane ring VIII. The molecular and crystal structures of azocyclopropane N,N′-dioxide and 1,1′-dimethylazocyclopropane N,N′-dioxide by J. S. A. M. de Boer; H. Schenk is a Chemistry article available to read on EtoBox.

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## Abstract Crystals of azocyclopropane __N,N__′‐dioxide, (C~3~H~5~NO)~2~, (1) are monoclinic, space group C2/c, __a__ = 8.708(2), __b__ = 8.321(1), __c__ = 9.836(2) Å, β = 95.437(3)° (243K). Z = 4. The final __R__ for 479 independent observed reflections is 0.035. The molecules are centrosymmetric and have the bisecting (__s‐cis__) conformation for the NO group. Crystals of 1,1′‐dimethylazocyclopropane __N,N__′‐dioxide, (C~4~H~7~NO)~2~, (2) are monoclinic, space group __P__2~1~/__n, a__ = 10.727(5), __b__ = 7.181(3), __c__ = 5.969(2) Å, β = 90.52 (2)° (223K), __Z__ = 2. The final __R__ for 773 independent observed reflections is 0.046. The molecules are also centrosymmetric but steric interference by the methyl group at C1 prevents them from assuming the bisecting conformation. The effect of the N(O)N(R) group on the geometry of the cyclopropane ring is small to negligeable.

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Author

J. S. A. M. de Boer; H. Schenk

Publisher

Elsevier Science; Wiley (John Wiley & Sons); Royal Netherlands Chemical Society; Wiley (ISSN 0165-0513)

Published

2010

Language

EN

Field

Chemistry (Physical Sciences)