Paper
Two 3-substituted 5-nitroindoles
Published Feb 15, 1999 · J. G. Garcia, D. Billodeaux, F. Fronczek
Acta Crystallographica Section C-crystal Structure Communications
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Abstract
The structures of 3-(3-bromopropyl)-5-nitro-1 H -indole, C 11 H 11 N 2 O 2 Br, and 3-(3-hydroxypropyl)-5-nitro-1 H -indole, C 11 H 12 N 2 O 3 , have the nitro groups rotated out of the plane of the indole backbone by 6.6 (3)° for the bromo compound and 5.4 (2)° for the OH compound. The propyl subunits adopt the synclinal–synclinal conformation along the internal C sp 3 carbons consistently in both structures. Bond distances to the terminal substituent on the propyl group are: Br—C 1.955 (2) and O—C 1.428 (2) Å.
The 3-substituted 5-nitroindoles show varying degrees of nitro group rotation, with the bromo compound showing 6.6 (3)° and the OH compound 5.4 (2)°.
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