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The crystal and molecular structure of 9‐( p ‐lodophenyl)‐9‐azatetracyclo[5.3.1.0 2,6 .0 8,10 ] undec‐4‐ene
Author(s) -
Brown J. N.,
Towns R. L. R.,
Trefonas L. M.
Publication year - 1970
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570070614
Subject(s) - chemistry , ring (chemistry) , crystallography , crystal structure , aziridine , crystal (programming language) , ene reaction , nitrogen atom , unit (ring theory) , double bond , stereochemistry , polymer chemistry , mathematics education , mathematics , organic chemistry , computer science , programming language
The crystal and molecular structure of 9‐( p ‐iodophenyl)‐9‐azatetracyclo[5.3.1.0 2,6 .0 8,10 ]‐undec‐4‐ene (C 16 H 16 IN) has been determined by single crystal x‐ray diffraction methods. The compound crystallizes in space group P2 1 , (no. 4) with unit cell constants: a = 11.269 (1), b = 7.607 (1), c = 16.714 (1) Å, β = 104.73 (1)°. The structure was solved by the heavy‐atom method and refined by block‐diagonal least‐squares to a final R‐value of 0.054 for the 1546 independently measured, statistically significant reflections. The aziridine ring is fused to the norbornyl rather than to the five‐membered ring as previously assumed. The nitrogen to phenyl‐carbon distance is 1.40 6 Å and indicates a significant amount of double bond character.