Given below is the resonance hybrid of $\ce{HN3}$(Hydrazoic acid)

And these are the resonance structures below:

If the second resonance structure had contributed more, then the two bond lengths would be equal in resonance hybrid, but it is not so. It implies that the first resonance structure contributes more towards real structure based on bond lengths and 109-degree bond angle (i.e. sp3 N) data.

How can we tell which resonance structure among the two will contribute more towards the real structure (i.e. the resonance hybrid) without any experimental data?


  1. https://en.wikipedia.org/wiki/Hydrazoic_acid

  2. Singh K. 1954The structure of hydrazoic acidProc. R. Soc. Lond. A225519–534. DOI:https://doi.org/10.1098/rspa.1954.0220

  3. JD Lee adapted version (JEE Mains and Advanced) By Sudarshan Guha



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