Strength and linearity of C–H ⋯ O bonds in molecular crystals: a database study of some terminal alkynes
DOI: 10.1039/C39900000454
关键词: Alkyne 、 Linearity 、 Terminal (electronics) 、 Database study 、 Chemistry 、 Crystallography 、 Alkene 、 Stereochemistry
摘要: An analysis of 105 and 622 C–H ⋯ O bond geometries retrieved from 69 alkyne 131 alkene structures in the Cambridge Structural Database shows that more acidic groups tend to form stronger bonds but even weak have pronounced linearity.
rsc.org
sci-hub.se 参考文章(13)
R. D. Green, Hydrogen bonding by C-H groups Macmillan. ,(1974) , 10.1007/978-1-349-02172-7
J. Kroon, J.A. Kanters, J.G.C.M. van Duijneveldt-van De Rijdt, F.B. van Duijneveldt, J.A. Vliegenthart, O-H · O Hydrogen bonds in molecular crystals a statistical and quantum-chemical analysis Journal of Molecular Structure. ,vol. 24, pp. 109- 129 ,(1975) , 10.1016/0022-2860(75)85069-1
Robin Taylor, Olga Kennard, Crystallographic evidence for the existence of CH.cntdot..cntdot..cntdot.O, CH.cntdot..cntdot..cntdot.N and CH.cntdot..cntdot..cntdot.Cl hydrogen bonds Journal of the American Chemical Society. ,vol. 104, pp. 5063- 5070 ,(1982) , 10.1021/JA00383A012
Jagarlapudi A. R. P. Sarma, Gautam R. Desiraju, The role of Cl.cntdot..cntdot..cntdot.Cl and C-H.cntdot..cntdot..cntdot.O interactions in the crystal engineering of 4-.ANG. short-axis structures Accounts of Chemical Research. ,vol. 19, pp. 222- 228 ,(1986) , 10.1021/AR00127A005
Gautam R. Desiraju, K. V. Radha Kishan, Crystal chemistry of some (alkoxyphenyl)propiolic acids. The role of oxygen and hydrogen atoms in determining stack structures of planar aromatic compounds Journal of the American Chemical Society. ,vol. 111, pp. 4838- 4843 ,(1989) , 10.1021/JA00195A040
Gautam R. Desiraju, B.Narasimha Murty, Correlation between crystallographic and spectroscopic properties for C-H|O bonds in terminal acetylenes Chemical Physics Letters. ,vol. 139, pp. 360- 361 ,(1987) , 10.1016/0009-2614(87)80572-9
F. H. Allen, S. Bellard, M. D. Brice, B. A. Cartwright, A. Doubleday, H. Higgs, T. Hummelink, B. G. Hummelink-Peters, O. Kennard, W. D. S. Motherwell, J. R. Rodgers, D. G. Watson, The Cambridge Crystallographic Data Centre: computer-based search, retrieval, analysis and display of information Acta Crystallographica Section B Structural Crystallography and Crystal Chemistry. ,vol. 35, pp. 2331- 2339 ,(1979) , 10.1107/S0567740879009249
Gautam R. Desiraju, Distance dependence of C–H ⋯ O interactions in some chloroalkyl compounds Journal of The Chemical Society, Chemical Communications. pp. 179- 180 ,(1989) , 10.1039/C39890000179
Robin Taylor, Olga Kennard, Hydrogen-bond geometry in organic crystals Accounts of Chemical Research. ,vol. 16, pp. 320- 326 ,(1984) , 10.1021/AR00105A004
Z. Berkovitch-Yellin, L. Leiserowitz, The Role Played by C-H...O and C-H-..N Interactions in Determining Molecular Packing and Conformation Acta Crystallographica Section B-structural Science. ,vol. 40, pp. 159- 165 ,(1984) , 10.1107/S0108768184001919