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(2,4,6-Trinitrophenyl)guanidine

Smith, Graham, Wermuth, Urs D., & White, Jonathan M. (2007) (2,4,6-Trinitrophenyl)guanidine. Acta Crystallographica. Section E: Structure Reports Online, E63, o3759.

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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 framewok structure through extensive hydrogen-bonding interactions, extending the centrosymmetric cyclic R2/2(6) dimer association which includes duplex R2/2(8) guanidine N-H...O 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 the C(-N=) of the aromatic ring.

Impact and interest:

2 citations in Scopus
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2 citations in Web of Science®

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130 since deposited on 16 Aug 2007
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ID Code: 8992
Item Type: Journal Article
Keywords: crystal structure, guanidine, picrylsulfonic acid
DOI: 10.1107/S1600536807038068
ISSN: 1600-5368
Subjects: Australian and New Zealand Standard Research Classification > CHEMICAL SCIENCE (030000) > PHYSICAL CHEMISTRY (INCL. STRUCTURAL) (030600) > Structural Chemistry and Spectroscopy (030606)
Divisions: Past > QUT Faculties & Divisions > Faculty of Science and Technology
Copyright Owner: Copyright 2007 IUCr
Copyright Statement: The definitive version is available at www.blackwell-synergy.com
Deposited On: 16 Aug 2007
Last Modified: 29 Feb 2012 23:38

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