The structure of (4R*,7R*)-4,10,11,11-tetramethyl-5- oxobicyclo[5.3.1]undec-1(10)-en-4-carbaldehyde.
C16H24O2, Mr = 248.36, orthorhombic, P2(1)2(1)2(1), a = 9.0745 (9), b = 12.1499 (15), c = 12.8820 (10) A, V = 1420.3 (3) A3, Z = 4, Dx = 1.16 g cm-3, mu = 0.6946 cm-1, Mo K alpha, lambda = 0.7107 A, F(000) = 544, T = 298 K, R = 0.0624 for 1238 reflections where Fo greater than or equal to 4[sigma (Fo)]. The cyclooctane ring is in the usual boat-chair conformation. The bridgehead atom of the alkene group, C7, has one short [C7--C6 1.485 (6) A] and one long [C7--C11, 1.541 (6) A] Csp2--Csp3 bond. The alkene group is presumably distorted due to ring strain. The six C atoms comprising the group are non-planar [max. dev. 0.114 (7) A for C9]. The two nearly planar fragments (C6, C7, C8, C11 and C7, C8, C9, C18) are twisted by 8.9 (3) degrees.
Lynch
V M
VM
Department of Chemistry, University of Texas, Austin 78712.
Assercq
J M
JM
Martin
S F
SF
Davis
B E
BE
D000447:Aldehydes / Q000737:chemistry*; D001643:Bridged Bicyclo Compounds / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D014961:X-Ray Diffraction / Q000379:methods
D000447:Aldehydes; D001643:Bridged Bicyclo Compounds; C068439:4,10,11,11-tetramethyl-5-oxobicyclo(5.3.1)undec-1(10)-en-4-carbaldehyde