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Heterotapes: A Persistent, Dual‐Synthon Hydrogen‐Bonding Motif
Author(s) -
Turner David R.,
Pek Sze Nee,
Batten Stuart R.
Publication year - 2007
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.200700208
Subject(s) - synthon , cyclam , hydrogen bond , chemistry , supramolecular chemistry , amide , dimer , imidazole , diamine , stereochemistry , octahedron , amine gas treating , crystallography , polymer chemistry , crystal structure , metal , molecule , organic chemistry
The small dinitrile anion carbamoyldicyanomethanide, [C(CN) 2 ‐(CONH 2 )] − (cdm), reproducibly forms a hydrogen‐bonded tape containing two different supramolecular synthons: a “heterotape”. The tape incorporates both an amide dimer and a nitrile‐containing ring. The robustness of the motif is confirmed by its persistence from an isolated tape in a separated ion‐pair structure, [K(15c5) 2 ](cdm)⋅ H 2 O, to its incorporation into coordination complexes of octahedral metals, thus facilitating the formation of 2D sheets. Complexes containing coligands that occupy the equatorial coordination sites, [Cu(2,2′‐py 2 NH) 2 (cdm) 2 ]⋅ 2MeOH, [Ni(cyclam)(cdm) 2 ], and [Cu(cyclam)(cdm) 2 ]⋅2MeOH (cyclam=1,4,8,11‐tetraazacyclotetradecane, 2,2′‐py 2 NH=di(2‐pyridyl)amine), show retention of the heterotape motif, whilst the ethylene diamine complex [Cu‐(en) 2 (cdm) 2 ] (en=ethylene diamine) displays an alternative hydrogen‐bonding motif due to interference from the diamine ligands.