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  • (2,4,6-Trinitrophenyl)guanidine

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    Author(s)
    Smith, Graham
    Wermuth, Urs D
    White, Jonathan M
    Griffith University Author(s)
    Wermuth, Urs D.
    Year published
    2007
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    Abstract
    (2,4,6-Trinitrophenyl)guanidine (picrylguanidine), C7H6N6O6, from the reaction of picrylsulfonic acid with guanidine carbonate, forms a three-dimensional framework structure through extensive hydrogen-bonding interactions, extending the centrosymmetric cyclic R22(16) dimer association which includes duplex R22(8) guanidine N-H...Onitro interactions. The guanidine substituent chain has an endo [Ph-N=C(NH2)2] bond sequence rather than the less sterically encumbered exo [Ph-NH-C=NH(NH2)] sequence of the tautomeric form. As a result, there is significant bond-angle distortion about C(-N=) of the aromatic ring.(2,4,6-Trinitrophenyl)guanidine (picrylguanidine), C7H6N6O6, from the reaction of picrylsulfonic acid with guanidine carbonate, forms a three-dimensional framework structure through extensive hydrogen-bonding interactions, extending the centrosymmetric cyclic R22(16) dimer association which includes duplex R22(8) guanidine N-H...Onitro interactions. The guanidine substituent chain has an endo [Ph-N=C(NH2)2] bond sequence rather than the less sterically encumbered exo [Ph-NH-C=NH(NH2)] sequence of the tautomeric form. As a result, there is significant bond-angle distortion about C(-N=) of the aromatic ring.
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    Journal Title
    Acta Crystallographica Section E, Structure Reports Online
    Volume
    E63
    Issue
    9
    Publisher URI
    https://doi.org/10.1107/S1600536807038068
    DOI
    https://doi.org/10.1107/S1600536807038068
    Copyright Statement
    © The Author(s) 2007. For information about this journal please refer to the journal's website. All articles published in Acta Crystallographica Section E are open access and distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. See http://creativecommons.org/licenses/by/2.0/uk/legalcode
    Subject
    Chemical Sciences
    Publication URI
    http://hdl.handle.net/10072/17598
    Collection
    • Journal articles

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