Structure of 1,2,3,4,9,9-hexachloro-6,7-tetrahydro-l,4-methano-naphthalene: a facially differentiated, annulated 1,3-cyclohexadiene |
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Authors: | A. Alan Pinkerton Pannee M. Burckel Alan P. Marchand Eric Zhiming Dong |
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Affiliation: | (1) Department of Chemistry, University of Toledo, Toledo, Ohio, 43606;(2) Department of Chemistry, University of North Texas, Denton, Texas, 76203-5070 |
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Abstract: | The X-ray crystal structure of the title compound is reported. Crystal data: T = 100 K, monoclinic, P21/n, a = 8.2990(17), b = 13.2300(26), c = 12.0350(24) Å, = 93.676(30)°, V = 1318.7 (5) Å3, and R = 0.0368. The methylene carbon atoms in the cyclohexadiene ring are disordered over two positions above and below the ring plane. The chlorine substituted endocyclic double bond deviates from planarity with an angle of 8.10(13)° toward the endo-face. The facially differentiated 1,3-cyclohexadiene moiety is only slightly pyramidalized, deviating 1.75(20)° also toward the endo-face of the tricyclic system. |
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Keywords: | X-ray structure pyramidalized sp2 carbon facial differentiation stereoselectivity |
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