TY - JOUR
T1 - Conformational analysis of mesocyclic polythioethers. Crystal and molecular structures of 1,4-dithiacycloheptane, 1,5-dithiacyclononane and 1,6-dithiacyclodecane
AU - Setzer, William N.
AU - Wilson, George S.
AU - Glass, Richard S.
N1 - Funding Information:
Achnowledgemenfs-The authors gratefully acknowledge support of this work by the National Institutes of Health (Grant No. HL l5104), and thank the University of Arizona Computer Center for a generous allotment of computer time. We also thank Drs. John H. Enemark and Charles P. Marabella for many helpful discussions and technical assistance. We also thank the National Science Foundation for funds for the diffractometer (Grant No. CHE-76-05481).
PY - 1981
Y1 - 1981
N2 - The crystal and molecular structures of 1,4-dithiacycloheptane (1,4-DTCH), 1,5-dithiacyclononane (1,5-DTCN), and 1,6-dithiacyclodecane (1,6-DTCD) have been determined by single crystal X-ray studies. These compounds crystallize in the space groups P212121 (No. 19), P21/c (No. 14), and P21/n, respectively with a = 5.409(1), b = 10.883(2), c = 11.390(2) Å, Z = 4; a = 9.600(4), b = 12.378(8), c = 7.904(3) Å, /gb = 113.31(3)°, Z = 4; and a = 5.290(1), b = 12.853(3), c = 6.850(2) Å, β = 93.39(2)°, Z = 2, respectively. The nonhydrogen atoms were located using direct methods and the hydrogen atoms were found by Fourier difference maps. Full-matrix least-squares refinement led to conventional R factors of 0.0459, 0.0558 and 0.0314, respectively. The conformations adopted by 1,4-DTCH, 1,5-DTCN and 1,6-DTCD, in the crystalline slate, are twist chair (C2 symmetry), twist boat chair (C2 symmetry), and boat chair boat (C2k symmetry), respectively. The transannular S-S distances are 3.583, 4.108 and 4.864 Å, respectively.
AB - The crystal and molecular structures of 1,4-dithiacycloheptane (1,4-DTCH), 1,5-dithiacyclononane (1,5-DTCN), and 1,6-dithiacyclodecane (1,6-DTCD) have been determined by single crystal X-ray studies. These compounds crystallize in the space groups P212121 (No. 19), P21/c (No. 14), and P21/n, respectively with a = 5.409(1), b = 10.883(2), c = 11.390(2) Å, Z = 4; a = 9.600(4), b = 12.378(8), c = 7.904(3) Å, /gb = 113.31(3)°, Z = 4; and a = 5.290(1), b = 12.853(3), c = 6.850(2) Å, β = 93.39(2)°, Z = 2, respectively. The nonhydrogen atoms were located using direct methods and the hydrogen atoms were found by Fourier difference maps. Full-matrix least-squares refinement led to conventional R factors of 0.0459, 0.0558 and 0.0314, respectively. The conformations adopted by 1,4-DTCH, 1,5-DTCN and 1,6-DTCD, in the crystalline slate, are twist chair (C2 symmetry), twist boat chair (C2 symmetry), and boat chair boat (C2k symmetry), respectively. The transannular S-S distances are 3.583, 4.108 and 4.864 Å, respectively.
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U2 - 10.1016/S0040-4020(01)92339-7
DO - 10.1016/S0040-4020(01)92339-7
M3 - Article
AN - SCOPUS:0011937654
SN - 0040-4020
VL - 37
SP - 2735
EP - 2742
JO - Tetrahedron
JF - Tetrahedron
IS - 16
ER -