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Success or Failure of Chiral Crystallization of Similar Heterocyclic Compounds
Authors:Cyprian M Chunkang  Iris E Ikome  Emmanuel N Nfor  Yuta Mitani  Natsuki Katsuumi  Tomoyuki Haraguchi  Takashiro Akitsu
Institution:1.Department of Chemistry, Faculty of Science, University of Buea, Buea P.O. Box 63, Cameroon; (C.M.C.); (I.E.I.); (E.N.N.);2.Department of Chemistry, Faculty of Science, Tokyo University of Science, 1-3 Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan; (Y.M.); (N.K.); (T.H.)
Abstract:Single crystals of two achiral and planar heterocyclic compounds, C9H8H3O(CA1) and C8H5NO2 (CA4), recrystallized from ethanol, were characterized by single crystal X-ray analysis, respectively, and chiral crystallization was observed only for CA1 as P212121 (# 19), whereas it was not observed for CA4 P21/c (# 14). In CA1, as a monohydrate, the hydrogen bonds were pronounced around the water of crystallization (O4), and the planar cyclic sites were arranged in parallel to slightly tilted positions. On the other hand, an anhydride CA4 formed a dimer by hydrogen bonds between adjacent molecules in the crystal, which were aggregated by van der Waals forces and placed in parallel planar cyclic sites.
Keywords:heterocycle compound  chiral crystallization  crystal structure  space group  hydrogen bonds
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