CRYSTALLOGRAPHIC AND THEORETICAL STUDIES OF 1-(1-NAPTHYL)-2-THIOUREA WITH INTERMOLECULAR N-H...S HETEROATOM INTERACTION AND N-H...ПЂ INTERACTION
M.A. AlDamen1, M. Sinnokrot2
1The University of Jordan, Amman, Jordan
maldamen@ju.edu.jo
2The Petroleum Institute, Abu Dhabi 2533 UAE
Ключевые слова: 1-(1-naphthyl)-2-thiourea, S…H-N hydrogen bond, interaction energy, ab initio, RIMP2, B3LYP
Страницы: 58-65
Подраздел: ИССЛЕДОВАНИЕ СТРОЕНИЯ МОЛЕКУЛ ФИЗИЧЕСКИМИ МЕТОДАМИ
Аннотация
A single crystal X-ray diffraction study of 1-(1-naphthyl)-2-thiourea (1) C11H10N2S indicates crystallization in the monoclinic space group C2/c, Z = 8, with unit cell parameters a = 15.3864(14) Å, b = 7.6090(7) Å, c = 17.0836(16) Å, β = 91.7420(30)°. In the crystal structure, two components of 1 are connected via intermolecular NH…S hydrogen bonds (the N…S distance of 3.371 Å). In 1 there is an NH…π interaction (with the N…π distance of 3.804 Å and a possible N-H…π distance of 3.196 Å). The calculations of 1 at the B3LYP/cc-pVTZ, RHF/cc-pVTZ, RIMP2/cc-pVDZ, and RIMP2/cc-pVTZ levels of theory can almost reproduce the X-ray geometry. In addition, the binding energies of a dimer of 1 calculated by RIMP2 using the cc-pVDZ and cc-pVTZ corrected BSSE basis sets are -36.1 kJ/mol and -41.7 kJ/mol. The results suggest that complex 1 is significantly important for the attractive intermolecular interaction in 1.
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