Collect. Czech. Chem. Commun.
1990, 55, 479-484
https://doi.org/10.1135/cccc19900479
Structure determination of N,N'-diphenylacetamidinium oxalate
Bohumil Kratochvíla, Jiří Novotnýa, Svatava Smrčkováb and Jiří Krechlb
a Department of Solid State Chemistry, Prague Institute of Chemical Technology, 166 28 Prague 6
b Department of Organic Chemistry, Prague Institute of Chemical Technology, 166 28 Prague 6
Abstract
The structure of N,N'-diphenylacetamidinium oxalate was solved by direct methods and refined anisotropically to R = 0.036 for 1 551 unique observed reflections. The compound (C16H16N2O4) crystallizes in the P21/c space group with the lattice parameters a = 17.672(2), b = 8.263(3), c = 10.771(2) Å, β = 104.64(1)°, Z = 4. Intra- and intermolecular hydrogen bonds between amidinium nitrogens and oxalate oxygens of the N-H···O and O-H···O types form infinite chains parallel to the [010] direction in the structure. Mutual interactions between the chains are mediated by the van der Waals forces. Planes of the phenyl rings bisect at the dihedral angle of 55.8(1)°. In contrast to similar model structures benzamidinium pyruvate, benzamidinium bromoacetate and p-methylbenzamidinium formate monohydrate, the structure of N,N'-diphenylacetamidinium oxalate does not exhibit the amidine-carboxyl interaction through two parallel intramolecular N-H···O bonds.
