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Experimental investigation of halogen‐bond hard–soft acid–base complementarity
Author(s) -
Riel Asia Marie S.,
Jessop Morly J.,
Decato Daniel A.,
Massena Casey J.,
Nascimento Vinicius R.,
Berryman Orion B.
Publication year - 2017
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/s2052520617001809
Subject(s) - complementarity (molecular biology) , chemistry , lewis acids and bases , hydrogen bond , halogen , halogen bond , computational chemistry , stereochemistry , organic chemistry , molecule , catalysis , genetics , alkyl , biology
The halogen bond (XB) is a topical noncovalent interaction of rapidly increasing importance. The XB employs a `soft' donor atom in comparison to the `hard' proton of the hydrogen bond (HB). This difference has led to the hypothesis that XBs can form more favorable interactions with `soft' bases than HBs. While computational studies have supported this suggestion, solution and solid‐state data are lacking. Here, XB soft–soft complementarity is investigated with a bidentate receptor that shows similar associations with neutral carbonyls and heavy chalcogen analogs. The solution speciation and XB soft–soft complementarity is supported by four crystal structures containing neutral and anionic soft Lewis bases.