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Characterization of the NH···ON and NH···NO H‐bonds in nitrosamine dimers
Author(s) -
Roohi H.,
Gholipour Y.
Publication year - 2007
Publication title -
international journal of quantum chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.484
H-Index - 105
eISSN - 1097-461X
pISSN - 0020-7608
DOI - 10.1002/qua.21512
Subject(s) - chemistry , dimer , hydrogen bond , intermolecular force , ab initio , crystallography , natural bond orbital , molecule , molecular orbital , atoms in molecules , computational chemistry , density functional theory , organic chemistry
Ab initio molecular orbital and DFT calculations have been carried out for three most stable dimers of parent nitrosamine (NA) in order to elucidate the structures and energetics of the dimers. The structures were optimized using HF, B3LYP, and MP2 methods with 6‐311+G(d,p) and 6‐311++G(2d,2p) basis sets. At the optimized geometries obtained at MP2/6‐311++G(2d,2p) level of theory, the energies were evaluated at QCISD/aug‐cc‐pVDZ and CCSD/aug‐cc‐pVDZ levels. The most stable dimer has two NH···ON hydrogen bonds and the least stable dimer has two NH···NO hydrogen bonds. The natural bond orbital analysis showed that the lpO(N) → BD*(NN) and lpO(N) → BD*(NH b ) interactions play a decisive role in the stabilization of the NH···O(N) hydrogen bonds in dimers. The atoms in molecules results reveal that the intermolecular NH···O(N) H‐bonds in dimers have electrostatic character. © 2007 Wiley Periodicals, Inc. Int J Quantum Chem, 2008