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X‐ray and vibrational studies of 8‐aminoquinoline. Evidence for a three‐center hydrogen bond
Author(s) -
Van Meervelt L.,
Goethals M.,
Leroux N.,
ZeegersHuyskens Th.
Publication year - 1997
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/(sici)1099-1395(199709)10:9<680::aid-poc902>3.0.co;2-y
Subject(s) - chemistry , hydrogen bond , intramolecular force , intermolecular force , raman spectroscopy , low barrier hydrogen bond , triple bond , hydrogen , crystallography , stereochemistry , computational chemistry , molecule , polymer chemistry , double bond , organic chemistry , physics , optics
Abstract The x‐ray structure of 8‐aminoquinoline indicates that one of the NH bonds of the NH 2 group forms a three‐center hydrogen bond, the major component being the intramolecular hydrogen bond and the minor component the intermolecular hydrogen bond. The IR and Raman spectra of 8‐aminoquinoline and of its N ‐deuterated counterpart reflect the non‐equivalence of the two NH(D) bonds and the weakness of the hydrogen bridge. © 1997 John Wiley & Sons, Ltd.