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A Combined Experimental and Theoretical Study of Anion–π Interactions in N 6 ‐ and N 9 ‐Decyladenine Salts
Author(s) -
GarciaRaso Angel,
Albertí Francisca M.,
Fiol Juan J.,
Lagos Yolanda,
Torres Marta,
Molins Elies,
Mata Ignasi,
Estarellas Carolina,
Frontera Antonio,
Quiñonero David,
Deyà Pere M.
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201000436
Subject(s) - chemistry , ion , hydrogen bond , crystal structure , crystallography , characterization (materials science) , hydrochloride , computational chemistry , inorganic chemistry , molecule , organic chemistry , nanotechnology , materials science
We report the synthesis and X‐ray characterization of N 9 ‐ and N 6 ‐decyladenine hydrochloride salts. The latter exhibits interesting anion–π interactions, which are responsible for crystal packing. In contrast, the former does not present any anion–π interactions; the anion is stabilized by hydrogen‐bonding interactions. Finally, a theoretical study of the different binding modes observed in the solid state is useful to explain the experimental findings.