Synthesis and Crystal Structure of Octahydro-5H,12H-4,11-methano-1H,7H-bis[1,2,5]oxadiazolo[3,4-d:3 ',4 '-j][1,7,3,9]dioxadiazacyclododecine

Authors

Rodney L. Willer, University of Southern MississippiFollow
Robson F. Storey, University of Southern MississippiFollow
William L. Jarrett, University of Southern MississippiFollow
Damon Parrish, Laboratory for the Structure of Matter, Naval Research LaboratoryFollow

Document Type

Article

Publication Date

5-1-2012

School

Polymer Science and Engineering

Abstract

The unusual 12-membered ring compound, octahydro-5H,12H-4,11-methano-1H,7H-bis[1,2,5]oxadiazolo[3,4-d:3′,4′-j][1,7,3,9]dioxadiazacyclododecine is obtained from the acid catalyzed reaction of 3-amino-4-hydroxymethylfurazan with formaldehyde instead of the expected methylene-bridged compound, 4,4′-methylenebis[4,5-dihydro-7H-[1,2,5]oxadiazolo[3,4-d][1,3]oxazine]. The compound crystallizes in Tetragonal, P4₃2₁2, a = 6.4141(4) Å, b = 6.4141(4) Å, c = 26.525(3) Å, α = 90°, β = 90°, γ = 90°, V = 1091.27(16) ų, Z = 4, dcalc = 1.614 Mg/m³.

Publication Title

Journal of Heterocyclic Chemistry

Volume

49

Issue

3

First Page

705

Last Page

709

Recommended Citation

Willer, R. L., Storey, R. F., Jarrett, W. L., Parrish, D. (2012). Synthesis and Crystal Structure of Octahydro-5H,12H-4,11-methano-1H,7H-bis[1,2,5]oxadiazolo[3,4-d:3 ',4 '-j][1,7,3,9]dioxadiazacyclododecine. Journal of Heterocyclic Chemistry, 49(3), 705-709.
Available at: https://aquila.usm.edu/fac_pubs/253