In the title compound C(13)H(19)N(5)O(4), which belongs to the insecticidally active neonicotinoid group of compounds, the triazane ring exhibits a half-chair conformation. The large discrepancy between the two nitro O-N-N bond angles [116.1 (2) and 123.98 (19)°] may be attributed to intra-molecular N-H⋯O hydrogen bonding involving one of the nitro O atoms as the acceptor. The delocalization of the electrons extends as far as the nitro group, forming coplanar π-electron networks. In the crystal, inversion dimers lined by pairs of N-H⋯O hydrogen bonds occur.
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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC2983308 | PMC |
http://dx.doi.org/10.1107/S1600536810036561 | DOI Listing |
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