A short C-H...N hydrogen bond with a very strong IR spectroscopic effect

被引：13

作者：

Boryczka, S

Rozenberg, MS

Schreurs, AMM

Kroon, J

Starikov, EB

Steiner, T ^{[1
]}

机构：

[1] Free Univ Berlin, Inst Chem Kristallog, Takustr 6, D-14195 Berlin, Germany

[2] Silesian Sch Med, Dept Organ Chem, PL-41200 Sosnowiec, Poland

[3] Hebrew Univ Jerusalem, Inst Inorgan & Analyt Chem, IL-91904 Jerusalem, Israel

[4] Univ Utrecht, Dept Crystal & Struct Chem, Bijvoet Ctr Biomol Res, NL-3584 CH Utrecht, Netherlands

来源：

NEW JOURNAL OF CHEMISTRY | 2001年 / 25卷 / 09期

关键词：

D O I：

10.1039/b102727c

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The crystal structure of 3-methylthio-4-propargylselenoquinoline contains a very short C=C-H . . .N hydrogen bond with H . . .N and C . . .N distances of 2.17 and 3.225(4) Angstrom, respectively. The bathochromic shift of the infrared acetylenic. C-H stretching vibration v(CH) is 176 cm(-1). The geometry as well as the spectral effects come close to the shortest well-studied C-H . . .N hydrogen bond, which occurs in solid HCN (C . . .N = 3.18 Angstrom, bathochromic shift 180 cm(-1)). The hydrogen bond energy is calculated as -3.4 kcal mol(-1). A correlation of v(CH), bathochromic shift against C . . .N distance is established for C=C-H . . .N hydrogen bonds.

引用

页码：1111 / 1113

页数：3

共 25 条

[1] First neutron diffraction analysis of an O-H center dot center dot center dot pi hydrogen bond: 2-Ethynyladamantan-2-ol [J].