Structure of a functionalized tetrahydrobenzothiophene.
(+-)-4-(tert-Butyldimethylsiloxy)-3a,4,7,7a-tetrahydrobenzo[b] thiophen -3(2H)-one 1,1-dioxide, C14H24O4SSi, Mr = 316.49, monoclinic, P2(1)/n, a = 7.1431 (7), b = 19.643 (2), c = 12.528 (1) A, beta = 104.810 (8) degrees, V = 1699.4-(3) A3, Z = 4, Dx = 1.24 g cm-3, Mo K alpha radiation, lambda = 0.71073 A, mu = 2.597 cm-1, F(000) = 680, T = 298 K, R = 0.0566 for 2733 reflections [Fo greater than or equal to 4o-(fo)]. The two rings are cisfused with the cyclohexene ring in the half-chair conformation while the thiophene moiety has the envelope conformation. The endocyclic bond angles of the cyclohexene ring are enlarged, especially at the bridgehead C atoms, C3a and C7a, which have angles 116.0 (2) and 116.8 (2)o, respectively. There are several close intramolecular contacts: C3...O11 2.614 (3), O10...O11 3.137 (3), O10...C7 3.073 (4) A. Adjacent molecules related by 1-x, 1-y, 2-z stack so that the carbonyl O and C atoms of one molecule lie directly over the carbonyl C and O atoms of the second molecule. The C...O distance is 3.023 (3) A in this intermolecular interaction.
Lynch
V M
VM
Department of Chemistry, University of Texas, Austin 78712.
Daniel
D
D
Martin
S F
SF
Davis
B E
BE
D017646:Organosilicon Compounds; D013876:Thiophenes; D014961:X-Ray Diffraction
D017646:Organosilicon Compounds; D013876:Thiophenes; C064027:4-(tert-butyldimethylsiloxy)-3a,4,7,7a-tetrahydrobenzo(b)thiphen-3(2H)-one