Title of article :
Crystal structure of (+)-methyl (E)-3-[(2S,4S,5R)-2-amino-5-hy­dr­oxy­meth­yl-2-tri­chloro­methyl-1,3-dioxolan-4-yl]-2-methyl­prop-2-enoate
Author/Authors :
Oishi, Takeshi School of Medicine, Keio University, Japan , Yasushima, Daichi Department of Applied Chemistry - Faculty of Science and Technology - Keio University, Japan , Yuasa, Kihiro Department of Applied Chemistry - Faculty of Science and Technology - Keio University, Japan , Chida , Noritaka Department of Applied Chemistry - Faculty of Science and Technology - Keio University, Japan
Pages :
10
From page :
1
To page :
10
Abstract :
In the title compound, C10H14Cl3NO5, the five-membered dioxolane ring adopts an envelope conformation. The C atom at the flap, which is bonded to the hy­droxy­methyl substituent, deviates from the mean plane of other ring atoms by 0.357 (5) Å. There are two intra­molecular hydrogen bonds (O—H⋯N and N—H⋯O) between the hy­droxy and amino groups, so that O- and N-bound H atoms involved in these hydrogen bonds are each disordered with equal occupancies of 0.50. The methyl 2-methyl­prop-2-enoate substituent also shows a disordered structure over two sets of sites with refined occupancies of 0.482 (5) and 0.518 (5). In the crystal, mol­ecules are connected into a dimer by an O—H⋯O hydrogen bond. The dimers are further linked by N—H⋯O, C—H⋯N and C—H⋯O inter­actions, extending a sheet structure parallel to (-101).
Keywords :
disorder , crystal structure , amino group , hy­droxy group , hydrogen bonding , dioxolane , ortho­amide ding
Journal title :
Acta Crystallographica Section E: Crystallographic Communications
Serial Year :
2016
Full Text URL :
Record number :
2617385
Link To Document :
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