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Die Kristallstruktur der 1, 6‐Methano‐cyclodecapentaen‐2‐carbonsäure
Author(s) -
Dobler M.,
Dunitz J. D.
Publication year - 1965
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19650480702
Subject(s) - chemistry , crystallography , monoclinic crystal system , crystal structure , diffractometer , hydrogen bond , bond length , methylene , group (periodic table) , crystal (programming language) , molecule , stereochemistry , medicinal chemistry , organic chemistry , computer science , programming language
The crystal structure of 1, 6‐methano‐cyclodecapentaene‐2‐carboxylic acid has been determined by X‐ray analysis of three‐dimensional diffractometer intensity data. The crystals are monoclinic, a = 7.59, b = 8.75, c = 15.02 Å, γ = 108° 5′, Z = 4, space group P 2 1 / b . The structure was established by direct methods and refined by full‐matrix least‐squares analysis, using anisotropic temperature factors. The perimeter is non‐planar, with bond lengths in the range 1.38–1.42 Å, but showing small, systematic variations. The methylene bridge has CC = 1.477 Å, ∢ CCC = 99.6°; these values are discussed in terms of a simple strain energy scheme. Hydrogen bonds (2.62 Å) between pairs of carboxyl groups lead to the formation of dimers in the crystal. The arrangement of CO and COH bonds appears to be disordered.