(2,4,6-Trinitrophenyl)guanidine

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Author(s)
Smith, Graham
Wermuth, Urs D
White, Jonathan M
Griffith University Author(s)
Year published
2007
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Show full item recordAbstract
(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
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