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Co‐crystals of an organic triselenocyanate with ditopic Lewis bases: recurrent chalcogen bond interactions motifs
Author(s) -
Riel Asia Marie S.,
Jeannin Olivier,
Berryman Orion B.,
Fourmigué Marc
Publication year - 2019
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/s2052520618017778
Subject(s) - chalcogen , chemistry , lewis acids and bases , lone pair , acceptor , adduct , medicinal chemistry , stereochemistry , crystallography , organic chemistry , molecule , catalysis , physics , condensed matter physics
Organic selenocyanates R –Se–CN can act as an amphoteric chalcogen bond (ChB) donor (through the Se atom) and acceptor (through the N atom lone pair). Co‐crystallization of tri‐substituted 1,3,5‐tris(selenocyanatomethyl)‐2,4,6‐trimethylbenzene (1) is investigated with different ditopic Lewis bases acting as chalcogen bond (ChB) acceptors to investigate the outcome of the competition, as ChB acceptor, between the nitrogen lone pair of the SeCN group and other Lewis bases involving pyridinyl or carbonyl functions. In the presence of tetramethylpyrazine (TMP), benzoquinone (BQ) and para ‐dinitrobenzene ( p DNB) as ditopic Lewis bases, a recurrent oligomeric motif stabilized by six ChB interactions is observed, involving six SeCN groups and the ChB acceptor sites of TMP, BQ and p DNB in the 2:1 adducts (1) 2 ·TMP, (1) 2 ·BQ and (1) 2 · p DNB.