Journal of Chemical Crystallography

, Volume 27, Issue 9, pp 499–505 | Cite as

Structural investigation of 1-amino-2,4,6-trinitrobenzenes in the solid state and in solution

  • Ricardo Baggio
  • M. Virginia Remedi
  • María Teresa Garland
  • Elba I. Buján


The crystal structure of 1-pyrrolidino-2,4,6-trinitrobenzene3, 1-morpholino-2,4,6-trinitrobenzene4 and 1-piperidino-2,4,6-trinitrobenzene5 have been determined by single-crystal X-ray diffraction data and the structure in solution was investigated by UV-visible spectrophotometry and13C nmr. The three compounds are monoclinic, space groupP2i/n. Unit cell dimensions area=6.6660(1),b=8.612(1),c=20.696(3) Å, β=90.73(1)o, andDc=1.58 g cm−3 for compound3;a=7.090(2),b=21.493(9),c=8.298(3) Å, β=101.27(1)o, andDc 1.60 g cm−3 for compound4 anda=10.426(1),b=10.038(1),c=12.291(1) Å, β=90.04(1)o withDc=1.53 g cm−3 for compound5 forZ=4. In the solid state, differences regarding the planarity of the aromatic ring in the three substrates were found. Rotation of theortho-nitro groups and of the amino group out of the aromatic plane was observed both in the solid state and in the solution. Greater coplanarity of the two rings was found in3 than in4 and5.

Key words

1-Amino-2,4,6-trinitrobenzenes structural determination spectroscopic study 


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Copyright information

© Plenum Publishing Corporation 1997

Authors and Affiliations

  • Ricardo Baggio
    • 1
  • M. Virginia Remedi
    • 2
  • María Teresa Garland
    • 3
  • Elba I. Buján
    • 2
  1. 1.Departamento de FísicaComisión Nacional de Energía AtómicaBuenos AiresArgentina
  2. 2.Instituto de Investigaciones en Fisicoquimica de Córdoba, INFIQC, Departamento de Química Orgánica, Facultad de Ciencias QuímicasUniversidad Nacional de CórdobaCórdobaArgentina
  3. 3.Departamento de Física, Facultad de Ciencias Físicas y MatemáticasUniversidad de ChileSantiagoChile

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