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Supramolecular hydrogen‐bonding patterns of co‐crystals containing the active pharmaceutical ingredient (API) phloroglucinol and N ‐heterocycles
Author(s) -
Cvetkovski Aleksandar,
Bertolasi Valerio,
Ferretti Valeria
Publication year - 2016
Publication title -
acta crystallographica section b
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.604
H-Index - 33
ISSN - 2052-5206
DOI - 10.1107/s2052520616004406
Subject(s) - phloroglucinol , supramolecular chemistry , intermolecular force , hydrogen bond , molecule , crystal engineering , active ingredient , crystallography , crystal structure , chemistry , adduct , materials science , stereochemistry , organic chemistry , bioinformatics , biology
The active pharmaceutical ingredient phloroglucinol (PHL) has been taken as an illustrative molecule to explore the intermolecular interactions which can be established with other molecular entities to build PHL pharmaceutical co‐crystals. The crystal structures of five newly synthesized co‐crystals are reported, where PHL is crystallized with N ‐heterocycles, namely 2‐hydroxy‐6‐methylpyridine (1), 2,4‐dimethyl‐6‐hydroxypyrimidine (2), 4‐phenylpyridine (3), 2‐hydroxypyridine (4) and 2,3,5,6‐tetramethylpyrazine (5). The structural characteristics of these co‐crystals, as far as the hydrogen‐bonding networks and the crystalline architectures are concerned, are strongly dependent on the chemical features of the coformer molecules, as well as on their size and shape. A detailed analysis of the intermolecular interactions established in all the PHL co‐crystals of known structures has allowed the recognition of some regularities in the packing modes that can be useful in the design of new supramolecular adducts forming predictable structural motifs.