2-Ethynyladamantan-2-ol: a model compound with distinct OH ··· π and CH ··· O hydrogen bonds

Steinwender, E.; Lutz, E.T.G.; Maas, J.H. van der; Kanters, J. A.

doi:10.1016/0924-2031(93)87041-q

Cited by 32 publications

(15 citation statements)

References 28 publications

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“…It is well known that this feature is one of the main manifestations of hydrogen bonding in the IR spectra. 19 This observation is in agreement with the x-ray study which shows that there is only one type of C-HÐ Ð ÐO hydrogen bond and the two other hydrogen atoms do not form such bonds. The H atom that forms hydrogen bonds has a much longer C-H distance than the remaining H atoms (see Table 3) and, therefore, the respective stretching mode is observed at a lower wavenumber than the other two.…”

Section: -H· · ·O Bondingsupporting

confidence: 81%

Crystal structure and polarized vibrational spectra of 2‐bromo‐4‐nitropyridine N‐oxide single crystal

Hanuza

Michalski

Mączka

et al. 2002

J Raman Spectroscopy

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2-Bromo-4-nitropyridine N-oxide is orthorhombic, space group Pbca, with eight molecules per unit cell of dimensions a = 5.979.1/, b = 9.899.1/, c = 23.249.5/Å. The Br ion is nearly coplanar with the pyridine ring, while the two oxygen atoms of the nitro group are displaced above and below the ring by (−0.214Å) and (+0.053Å). The hydrogen bond of the type C -H· · ·O links the molecules into pairs around centers of symmetry. These dimers, arranged into layers related by glide planes, are held together solely by contacts of the van der Waals type. The polarized Fourier transform IR and Raman spectra, measured in the regions 30-3500 and 80-3500 cm −1 , respectively, are correlated with x-ray structural data. Comparison of the spectrum of the dissolved sample with the spectra obtained from the polycrystalline sample and single crystals shows the attractive character of the intermolecular C -H· · ·O contacts for these molecules. The temperature-dependent IR spectra suggest the presence of orientational disorder at higher temperatures.

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Section: -H· · ·O Bondingsupporting

confidence: 81%

Crystal structure and polarized vibrational spectra of 2‐bromo‐4‐nitropyridine N‐oxide single crystal

Hanuza

Michalski

Mączka

et al. 2002

J Raman Spectroscopy

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“…Therefore, the strongly shifted band is assigned to residue A, and the weakly shifted band to residue B; the difference is interpreted as a direct consequence of the cooperative effect. ¶ This is compatible with spectroscopic investigations on 2-ethynyladamantan-2-ol, 5 where an unusually large n •C-H red shift was found for a O-H…”

supporting

confidence: 90%

Spectroscopic evidence for cooperativity effects involving C–H...O hydrogen bonds: crystalline mestranol

Steiner¹,

Lutz²,

Maas³

et al. 1997

Chem. Commun.

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“…The distance is equal to 2.37 (3) Å, respectively. The distance is equal to 3.315 (3) Å, showing that those hydrogen bonds are very weak [29]. The angle is equal to 154 (2).…”

Section: O-h O mentioning

confidence: 94%

Crystal Structure, Thermal Behaviour and Vibrational Spectra of Tetraethylammonium Dihydrogenmonophosphate Bis Phosphoric Acid

Dhouib¹,

Al-Juaid²,

Mhiri³

et al. 2013

CSTA

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Single crystals of the tetraethylammonium dihydrogenmonophosphate bis trihydrogenmonophosphate       3 2 2 4 3 4 4 CH CH N H PO H PO TEP    2, were grown by slow evaporation solution technique at room temperature.The compound was characterised by IR, Raman, differential thermal analysis (TG-DTA) and single crystal X-ray diffraction. It crystallizes in the monoclinic system (space group 1 2 P c) with the following unit cell dimensions: a = 7.765 (2) Å, b = 16.531 (4) Å, c = 14.843 (2) Å, β = 100.99 (2)˚, 4 Z  , 3

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2-Ethynyladamantan-2-ol: a model compound with distinct OH ··· π and CH ··· O hydrogen bonds

Cited by 32 publications

References 28 publications

Crystal structure and polarized vibrational spectra of 2‐bromo‐4‐nitropyridine N‐oxide single crystal

Crystal structure and polarized vibrational spectra of 2‐bromo‐4‐nitropyridine N‐oxide single crystal

Spectroscopic evidence for cooperativity effects involving C–H...O hydrogen bonds: crystalline mestranol

Crystal Structure, Thermal Behaviour and Vibrational Spectra of Tetraethylammonium Dihydrogenmonophosphate Bis Phosphoric Acid

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