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X‐Ray Crystal Structure of the 2‐Phenyladamant‐2‐yl Cation
Author(s) -
Laube Thomas,
Hollenstein Sandro
Publication year - 1994
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.19940770709
Subject(s) - chemistry , hyperconjugation , delocalized electron , crystallography , crystal structure , counterion , bond length , stereochemistry , ion , molecule , organic chemistry
The crystal structure of the Sb 2 F 11 salt of the 2‐phenyladamant‐2‐yl cation, 1 · Sb 2 F 11 , was determined at 183 K ( P 2 1 / c , R 1 = 0.0652, σ(CC) = 0.02 Å), because earlier published results indicated a charge delocalization from the cationic C(2) into the σ framework (CC hyperconjugation) and a bending of the C(2) bridge. In the structure of 1 , a displacement of the C(2) bridge by 7.8(12)° from the symmetrical position and CC bond‐length deviations from expectation values were found which are in agreement with preferential CC hyperconjugation on one face of C(2). The interactions of 1 with two Sb 2 F 11 counterions nearest to C(2) also indicate different behaviour of the two faces of C(2). The benzylic resonance in 1 is confirmed.