Syntheses and crystal structures of the anhydride 4-oxatetracyclo[5.3.2.0 2,6 .0 8,10 ]dodec-11-ene-3,5-dione and the related imide 4-(4-bromophenyl)-4-azatetracyclo[5.3.2.0 2,6 .0 8,10 ]dodec-11-ene-3,5-dione
Syntheses and crystal structures of the anhydride 4-oxatetracyclo[5.3.2.0 2,6 .0 8,10 ]dodec-11-ene-3,5-dione and the related imide 4-(4-bromophenyl)-4-azatetracyclo[5.3.2.0 2,6 .0 8,10 ]dodec-11-ene-3,5-dione
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酸酐 4-oxatetracyclo[5.3.2.0 2,6 .0 8,10 ]dodec-11-ene-3,5-dione 和相关酰亚胺 4-(4-bromoryl)-4-azatetracyclo[ 的合成和晶体结构]
DOI：
10.1107/s2056989020009512
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发表时间：
2020
期刊：
影响因子：
--
通讯作者：
Winchester, William R.
中科院分区：
文献类型：
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作者：
Hulsman, Andrew;Lorenzana, Isabel;Schultz, Theodore;Squires, Breezy;Stenfors, Brock A.;Tolonen, Mason;Staples, Richard J.;Biros, Shannon M.;Winchester, William R.
本文报道了两种标题化合物C11H10O3 (I)和C17H14BrNO2 （II）的合成和晶体结构，这两种化合物都含有双环[2.2.2]辛烯环体系[I的结构先前已报道：White & Goh(2014)]。私有通信（重新编码HOKRIK）。CCDC，剑桥，英国]。两种结构的双环[2.2.2]辛烯环体系的键长和键角相似。II的亚胺官能团羰基C=O键长分别为1.209(2)和1.210 (2)Å， C - n键长分别为1.393(2)和1.397 (2)Å。五元亚胺环几乎是平面的，它相对于双环[2.2.2]辛烯环体系的烯烃桥头堡碳原子位于外。II晶体结构中存在的非共价相互作用包括许多C-H⋯O相互作用。II的扩展结构还具有C-H⋯O氢键以及C-H⋯π和孤对-π相互作用，它们结合在一起形成超分子片。
The syntheses and crystal structures of the two title compounds, C11H10O3 (I) and C17H14BrNO2 (II), both containing the bicyclo[2.2.2]octene ring system, are reported here [the structure of I has been reported previously: White & Goh (2014). Private Communication (refcode HOKRIK). CCDC, Cambridge, England]. The bond lengths and angles of the bicyclo[2.2.2]octene ring system are similar for both structures. The imide functional group of II features carbonyl C=O bond lengths of 1.209 (2) and 1.210 (2) Å, with C—N bond lengths of 1.393 (2) and 1.397 (2) Å. The five-membered imide ring is nearly planar, and it is positioned exo relative to the alkene bridgehead carbon atoms of the bicyclo[2.2.2]octene ring system. Non-covalent interactions present in the crystal structure of II include a number of C—H⋯O interactions. The extended structure of II also features C—H⋯O hydrogen bonds as well as C—H⋯π and lone pair–π interactions, which combine together to create supramolecular sheets.