Structure of the molecule of 1,2-Bis(1-ethyl-1H-1,2,3-triazol-4-yl)diazene 1-oxide in the crystal and in solutions
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Abstract
Reduction of 4-nitro-1-ethyl-1H-1,2,3-triazole with aluminum in alkaline medium resulted in a syn-isomer of 1,2-bis(1-ethyl-1H-1,2,3-triazol-4-yl)diazene 1-oxide. The latter according to the data of X-ray diffraction analysis existed in the crystal as the most stable s-cis,s-trans-conformer, and in solution, as showed NMR data, as a mixture of s-cis,s-trans- and s-trans,s-trans-conformers. The data of quantum-chemical calculations are in agreement with the results of the structural studies.
Keywords
Triazole Intramolecular Hydrogen Bond Polar Environment Triazole Ring Yellow Substance
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References
- 1.Meshcheryakov, V.I. and Shainyan, B.A., Zh. Org. Khim., 2004, vol. 40, p. 418.Google Scholar
- 2.Sheldrick, G.M., SHELXS-97. Program for Crystal Structure Solution, Guttingen, 1997.Google Scholar
- 3.Sheldrick, G.M., SHELXS-97. Program for Crystal Structure Refinement, Guttingen, 1997.Google Scholar
- 4.Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., Zakrzewski, V.G., Montgomery, J.A., Stratmann, R.E., Burant, J.C., Dapprich, S., Millam, J.M., Daniels, A.D., Kudin, K.N., Strain, M.C., Farkas, O., Tomasi, J., Barone, V., Cossi, M., Cammi, R., Mennucci, B., Pomelli, C., Adamo, C., Clifford, S., Ochterski, J., Petersson, G.A., Ayala, P.Y., Cui, Q., Morokuma, K., Malick, D.K., Rabuck, A.D., Raghavachari, K., Foresman, J.B., Cioslowski, J., Ortiz, J.V., Stefanov, B.B., Liu, G., Liashenko, A., Piskorz, P., Komaromi, I., Gomperts, R., Martin, R.L., Fox, D.J., Keith, T., Al-Laham, M.A., Peng, C.Y., Nana-yakkara, A., Gonzalez, C., Challacombe, M., Gill, P.M.W., Johnson, B., Chen, W., Wong, M.W., Andres, J.L., Gonzalez, C., Head-Gordon, M., Replogle, E.S., and Pople, J.A., GAUSSIAN-98, Revision A.6, Gaussian Inc., Pittsburgh PA, 1998.Google Scholar
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© Pleiades Publishing, Ltd. 2008