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Updated: Aug 23, 2025
Preparation and In Vivo Use of an Activity-based Probe for N-acylethanolamine Acid Amidase
Published on: November 23, 2016
Tetra-methyl-ammonium (Z)-N'-cyano-carbamimidate
Ray J Butcher1, Andrew P Purdy2
1Department of Chemistry, Howard University, 525 College Street NW, Washington DC 20059, USA.
Abstract:
In the structure of the tetra-methyl ammonium salt of cyano-urea, C4H12N+·C2H2N3O-, the N-C and O-C bond distances in the cyano and keto groups are in the normal range for such a moieties at 1.1641 (18) and 1.2550 (16) Å. However, the bonds about the central C and N atoms are much shorter than would be expected for single bonds and indicate that there is considerable electron delocalization in the anion as was also found in the silver salt. The NH2 group is coplanar with the central N2CO core, in contrast with the nitrile group where the dihedral angle between the N-C-N and N2CO planes is 36.5 (3)°. The packing of the cations and anions in the unit cell involves N-H⋯O hydrogen bonds between anions characterized by an R 2 2(8) motif, as well as N-H⋯O hydrogen bonds between anions and C-H⋯O inter-actions between both cations and anions, forming an R 3 3(14) pattern.
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