TY - JOUR
T1 - Bimanes. 19. Characteristics of the molecular structures of 1,5‐diazabicyclo[3.3.0]octadienediones (9,10‐dioxabimanes) determined by x‐ray crystallography
AU - Goldberg, Israel
AU - Bernstein, Joel
AU - Kosower, Edward M.
AU - Goldstein, Ehud
AU - Pazhenchevsky, Barak
PY - 1983
Y1 - 1983
N2 - The molecular structures of a variety of 1, 5‐diazabicyclo[3.3.0]octadienediones (9, 10‐dioxabimanes), including three 9, 10‐dioxa‐syn‐bimanes, three 4, 6‐bridged 9, 10‐dioxa‐syn‐bimanes, and three 9, 10‐dioxa‐anti‐bimanes, as determined by x‐ray crystallography, are analyzed and compared with respect to planarity, bond distances, bond angles and intermolecular packing. “Planarity” may be the resultant of two non‐planar equilibrium forms, a conclusion based on the anisotropic thermal motion parameters of the central N‐N bond. “Amide”‐type conjugation (N‐C=O) is important in all planar bimanes; peripheral conjugation (N‐C=C‐C = O) is more significant in planar syn‐bimanes and decreased conjugation is evident in the bent bridged syn‐bimanes. Weak CH…O bonds contribute significantly to the crystal packing arrangements.
AB - The molecular structures of a variety of 1, 5‐diazabicyclo[3.3.0]octadienediones (9, 10‐dioxabimanes), including three 9, 10‐dioxa‐syn‐bimanes, three 4, 6‐bridged 9, 10‐dioxa‐syn‐bimanes, and three 9, 10‐dioxa‐anti‐bimanes, as determined by x‐ray crystallography, are analyzed and compared with respect to planarity, bond distances, bond angles and intermolecular packing. “Planarity” may be the resultant of two non‐planar equilibrium forms, a conclusion based on the anisotropic thermal motion parameters of the central N‐N bond. “Amide”‐type conjugation (N‐C=O) is important in all planar bimanes; peripheral conjugation (N‐C=C‐C = O) is more significant in planar syn‐bimanes and decreased conjugation is evident in the bent bridged syn‐bimanes. Weak CH…O bonds contribute significantly to the crystal packing arrangements.
UR - http://www.scopus.com/inward/record.url?scp=84986465402&partnerID=8YFLogxK
U2 - 10.1002/jhet.5570200412
DO - 10.1002/jhet.5570200412
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AN - SCOPUS:84986465402
SN - 0022-152X
VL - 20
SP - 903
EP - 912
JO - Journal of Heterocyclic Chemistry
JF - Journal of Heterocyclic Chemistry
IS - 4
ER -