Literature DB >> 29973425

Supramolecular architectures of succinates of 1-hydroxypropan-2-aminium derivatives.

Ewa Żesławska1, Wojciech Nitek2, Henryk Marona3, Anna M Waszkielewicz3.   

Abstract

Aminoalkanol and aroxyalkyl derivatives are known as potential anticonvulsants. Two new salts, namely bis{(R,S)-N-[2-(2,6-dimethylphenoxy)ethyl]-1-hydroxypropan-2-aminium} succinate (1s), C13H22NO2+·0.5C4H4O42-, and bis{(S)-(+)-N-[2-(2,6-dimethylphenoxy)ethyl]-1-hydroxypropan-2-aminium} succinate (2s), C13H22NO2+·0.5C4H4O42-, have been prepared and characterized by single-crystal X-ray diffraction. The N atoms are protonated by proton transfer from succinic acid. Salt 1s crystallizes in the space group P21/n with one cation and half an anion in the asymmetric unit across an inversion centre, while (2s) crystallizes in the space group P21 with four cations and two anions in the asymmetric unit. The hydroxy group of the cation of 1s is observed in two R/S disorder positions. The crystals of these two salts display similar supramolecular architectures (i.e. two-dimensional networks), built mainly by intermolecular N+-H...Oδ- and O-H...Oδ- hydrogen bonds, where `δ-' represents a partial charge. The succinate anions are engaged in hydrogen bonds, not only with protonated N atoms, but also with hydroxy groups.

Entities:  

Keywords:  aminoalkanol; anticonvulsant activity; aroxyalkyl derivative; crystal structure; hydrogen bonding; succinic acid

Year:  2018        PMID: 29973425     DOI: 10.1107/S2053229618008574

Source DB:  PubMed          Journal:  Acta Crystallogr C Struct Chem        ISSN: 2053-2296            Impact factor:   1.172


  1 in total

1.  Synthesis and anticonvulsant activity of phenoxyacetyl derivatives of amines, including aminoalkanols and amino acids.

Authors:  Katarzyna Pańczyk; Dorota Żelaszczyk; Paulina Koczurkiewicz; Karolina Słoczyńska; Elżbieta Pękala; Ewa Żesławska; Wojciech Nitek; Paweł Żmudzki; Henryk Marona; Anna Waszkielewicz
Journal:  Medchemcomm       Date:  2018-10-19       Impact factor: 3.597

  1 in total

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