Halogenotrinitromethanes: A Combined Study in the Crystalline and Gaseous Phase and Using Quantum Chemical Methods

Klapoetke TM, Krumm B, Moll R, Rest SF, Vishnevskiy Y, Reuter C, Stammler H-G, Mitzel NW (2014)
Chemistry - A European Journal 20(40): 12962-12973.

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Zeitschriftenaufsatz | Veröffentlicht | Englisch
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Abstract / Bemerkung
The halogenotrinitromethanes FC(NO2)(3) (1), BrC(NO2)(3) (2), and IC(NO2)(3) (3) were synthesized and fully characterized. The molecular structures of 1-3 were determined in the crystalline state by X-ray diffraction, and gasphase structures of 1 and 2 were determined by electron diffraction. The Hal C bond lengths in F, Cl, and Br C(NO2)(3) in the crystalline state are similar to those in the gas phase. The obtained experimental data are interpreted in terms of Natural Bond Orbitals (NBO), Atoms in Molecules (AIM), and Interacting Quantum Atoms (IQA) theories. All halogenotrinitromethanes show various intra- and intermolecular non-bonded interactions. Intramolecular N...O and Hal...O (Hal = F (1), Br (2), I (3)) interactions, both competitors in terms of the orientation of the nitro groups by rotation about the C N bonds, lead to a propeller-type twisting of these groups favoring the mentioned interactions. The origin of the unusually short Hal C bonds is discussed in detail. The results of this study are compared to the molecular structure of CIC (NO2)(3)and the respective interactions therein.
Erscheinungsjahr
Zeitschriftentitel
Chemistry - A European Journal
Band
20
Zeitschriftennummer
40
Seite
12962-12973
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Klapoetke TM, Krumm B, Moll R, et al. Halogenotrinitromethanes: A Combined Study in the Crystalline and Gaseous Phase and Using Quantum Chemical Methods. Chemistry - A European Journal. 2014;20(40):12962-12973.
Klapoetke, T. M., Krumm, B., Moll, R., Rest, S. F., Vishnevskiy, Y., Reuter, C., Stammler, H. - G., et al. (2014). Halogenotrinitromethanes: A Combined Study in the Crystalline and Gaseous Phase and Using Quantum Chemical Methods. Chemistry - A European Journal, 20(40), 12962-12973. doi:10.1002/chem.201402798
Klapoetke, T. M., Krumm, B., Moll, R., Rest, S. F., Vishnevskiy, Y., Reuter, C., Stammler, H. - G., and Mitzel, N. W. (2014). Halogenotrinitromethanes: A Combined Study in the Crystalline and Gaseous Phase and Using Quantum Chemical Methods. Chemistry - A European Journal 20, 12962-12973.
Klapoetke, T.M., et al., 2014. Halogenotrinitromethanes: A Combined Study in the Crystalline and Gaseous Phase and Using Quantum Chemical Methods. Chemistry - A European Journal, 20(40), p 12962-12973.
T.M. Klapoetke, et al., “Halogenotrinitromethanes: A Combined Study in the Crystalline and Gaseous Phase and Using Quantum Chemical Methods”, Chemistry - A European Journal, vol. 20, 2014, pp. 12962-12973.
Klapoetke, T.M., Krumm, B., Moll, R., Rest, S.F., Vishnevskiy, Y., Reuter, C., Stammler, H.-G., Mitzel, N.W.: Halogenotrinitromethanes: A Combined Study in the Crystalline and Gaseous Phase and Using Quantum Chemical Methods. Chemistry - A European Journal. 20, 12962-12973 (2014).
Klapoetke, Thomas M., Krumm, Burkhard, Moll, Richard, Rest, Sebastian F., Vishnevskiy, Yury, Reuter, Christian, Stammler, Hans-Georg, and Mitzel, Norbert W. “Halogenotrinitromethanes: A Combined Study in the Crystalline and Gaseous Phase and Using Quantum Chemical Methods”. Chemistry - A European Journal 20.40 (2014): 12962-12973.

2 Zitationen in Europe PMC

Daten bereitgestellt von Europe PubMed Central.

Tetranitromethane: A Nightmare of Molecular Flexibility in the Gaseous and Solid States.
Vishnevskiy YV, Tikhonov DS, Schwabedissen J, Stammler HG, Moll R, Krumm B, Klapötke TM, Mitzel NW., Angew Chem Int Ed Engl 56(32), 2017
PMID: 28557111
Convenient synthesis of energetic polynitro materials including (NO2)3CCH2CH2NH3-salts via Michael addition of trinitromethane.
Axthammer QJ, Klapötke TM, Krumm B, Scharf R, Unger CC., Dalton Trans 45(47), 2016
PMID: 27812558

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