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The structure of nitrocubane: the last in the series of nitrocubanes

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Abstract

The structure of nitrocubane, C8H7NO2, 1, reported herein, is the last to be reported in a series of nitrocubanes, ranging from mono- to octanitrocubane. Compound 1 crystallizes in the orthorhombic space group Pnma with cell dimensions a = 17.507(5), b = 6.584(2), and c = 5.832(2) Å and Z = 4. Thus the nitrocubane molecule possesses a crystallographically imposed mirror plane. Since the nitro group is in the mirror plane, it is coplanar with the C1–C6 bond in the cubane skeleton. As has been found previously, the C1–C6 bond in the cubane skeleton that is coplanar to its attached nitro groups is shortened (1.533(4) compared to an average value of 1.543(2) Å for all other cubane C–C bonds). In addition the single substitution of the nitro group into the cubane skeleton causes a tetrahedral distortion which is exhibited by alternating C–C–C angles which are greater than and less than 90°.

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Authors and Affiliations

  1. Laboratory for the Structure of Matter, Naval Research Laboratory, Washington, District of Columbia

    Richard Gilardi

  2. Department of Chemistry, Howard University, 525 College Street, N. W., Washington, District of Columbia

    Ray J. Butcher

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  1. Richard Gilardi
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  2. Ray J. Butcher
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Correspondence to Richard Gilardi.

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Gilardi, R., Butcher, R.J. The structure of nitrocubane: the last in the series of nitrocubanes. Journal of Chemical Crystallography 33, 281–285 (2003). https://doi.org/10.1023/A:1024081128163

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  • DOI: https://doi.org/10.1023/A:1024081128163

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