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Adamantylazoles. 5 . The molecular structure of 1‐(1‐adamantyl)pyrazoles
Author(s) -
Cabildo P.,
Claramunt R. M.,
Sanz D.,
FocesFoces M. C.,
Cano F. Hernández,
Fayet J. P.,
Vertut M. C.,
Elguero J.
Publication year - 1986
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570230416
Subject(s) - chemistry , dipole , crystallography , solid state , crystal structure , chemical shift , stereochemistry , computational chemistry , organic chemistry
The crystal structures of 1‐(1‐adamantyl)‐3,5‐dimethylpyrazole 1 and 1‐(1‐adamantyl)‐3,4,5‐trimethylpyrazole 2 were studied by X‐ray analysis. The space groups and cell parameters are: 1 , Cc, 13.4452(4), 14.9407(4), 7.1119(2) Å, 90, 111.944(2), 90°, with Z = 4. 2, P2 1 /c, 6.7466(1), 21.2565(7), 10.1462(2) Å, 90, 106.368(2), 90°, with Z = 4. The final disagreement factors were 0.069 and 0.061, for 721 [2σ(I)] and 1950 [2σ(I)] observed reflexions, respectively. Compound 1 presents the adamantyl residue disordered between the two usual conformations. The experimental dipole moments and the carbon‐13 chemical shifts (both in hexadeuteriodi‐methylsulfoxide and in the solid state) were measured and discussed in connection with the structure of these compounds.