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Supramolecular architectures of succinates of 1‐hydroxypropan‐2‐aminium derivatives
Author(s) -
Żesławska Ewa,
Nitek Wojciech,
Marona Henryk,
Waszkielewicz Anna M.
Publication year - 2018
Publication title -
acta crystallographica section c
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.304
H-Index - 17
ISSN - 2053-2296
DOI - 10.1107/s2053229618008574
Subject(s) - chemistry , protonation , supramolecular chemistry , hydrogen bond , crystallography , succinic acid , ion , crystal structure , salt (chemistry) , carboxylate , intermolecular force , stereochemistry , medicinal chemistry , molecule , organic chemistry
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 ), C 13 H 22 NO 2 + ·0.5C 4 H 4 O 4 2− , and bis{( S )‐(+)‐ N ‐[2‐(2,6‐dimethylphenoxy)ethyl]‐1‐hydroxypropan‐2‐aminium} succinate ( 2s ), C 13 H 22 NO 2 + ·0.5C 4 H 4 O 4 2− , 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 P 2 1 / n with one cation and half an anion in the asymmetric unit across an inversion centre, while ( 2s ) crystallizes in the space group P 2 1 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…O δ− and O—H…O δ− 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.