Dl-Piperidinium-2-carboxyl-ate bis-(hydrogen peroxide): unusual hydrogen-bonded peroxide chains.

Mger A Navasardyan,Andrei V Churakov,Dmitry A Grishanov,Petr V Prikhodchenko

doi:10.1107/s205698902000972x

Mger A Navasardyan, Andrei V Churakov + Show 2 more

Open Access

https://doi.org/10.1107/s205698902000972x

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Abstract

The title compound, C6H11NO2·2H2O2, is the richest (by molar ratio) in hydrogen peroxide among the peroxosolvates of aliphatic α-amino acids. The asymmetric unit contains a zwitterionic pipecolinic acid mol-ecule and two hydrogen peroxide mol-ecules. The two crystallographically independent hydrogen peroxide mol-ecules form a different number of hydrogen bonds: one forms two as donor and two as acceptor ([2,2] mode) and the other forms two as donor and one as acceptor ([2,1] mode). The latter hydrogen peroxide mol-ecule forms infinite hydrogen-bonded hydro-peroxo chains running along the c-axis direction, which is unusual for aliphatic α-amino acid peroxosolvates.

Highlights

The title compound, C6H11NO2Á2H2O2, is the richest in hydrogen peroxide among the peroxosolvates of aliphatic -amino acids
The latter hydrogen peroxide molecule forms infinite hydrogen-bonded hydroperoxo chains running along the c-axis direction, which is unusual for aliphatic -amino acid peroxosolvates
It is well known that peroxide molecules always form at least two donor hydrogen bonds in the structures of organic peroxosolvates (Chernyshov et al, 2017) and

Summary

Chemical context

Peroxosolvates are crystalline adducts of hydrogen peroxide with various organic or inorganic compounds. Since they are convenient solid sources of active oxygen, some of them have become widely used commercial bleaching, disinfection and oxidation reagents (Jakob et al, 2012; Cronin et al, 2017). It is well known that their stability is strongly dependent on the hydrogen-bonded motifs formed by hydrogen peroxide (Chernyshov et al, 2017). Several structures of organic peroxosolvates with peroxide hydrogen-bonded 1D-aggregates have been reported (Chernyshov et al, 2017; Navasardyan et al, 2017, 2018). Symmetry codes: (i) Àx þ 1; Ày þ 1; Àz; (ii) x; Ày þ 32; z þ 12; (iii) x À 1; y; z; (iv) Àx þ 1; Ày þ 1; Àz þ 1

Structural commentary

Supramolecular features

Database survey

Synthesis and crystallization