Budow Simone, Eickmeier Henning, Reuter Hans, Seela Frank
Laboratory of Bioorganic Chemistry and Chemical Biology, Center for Nanotechnology, Heisenbergstrasse 11, 48149 Münster, Germany.
Acta Crystallogr C. 2009 Dec;65(Pt 12):o645-8. doi: 10.1107/S0108270109044850. Epub 2009 Nov 21.
The title compound, 1-(2-deoxy-beta-D-erythro-pentofuranosyl)-5-(prop-1-ynyl)pyrimidin-2,4(1H,3H)-dione, C(12)H(14)N(2)O(5), shows two conformations in the crystalline state: conformer 1 adopts a C2'-endo (close to (2)E; S-type) sugar pucker and an anti nucleobase orientation [chi = -134.04 (19) degrees], while conformer 2 shows an S sugar pucker (twisted C2'-endo-C3'-exo), which is accompanied by a different anti base orientation [chi = -162.79 (17) degrees]. Both molecules show a +sc (gauche, gauche) conformation at the exocyclic C4'-C5' bond and a coplanar orientation of the propynyl group with respect to the pyrimidine ring. The extended structure is a three-dimensional hydrogen-bond network involving intermolecular N-H...O and O-H...O hydrogen bonds. Only O atoms function as H-atom acceptor sites.
标题化合物1-(2-脱氧-β-D-赤藓糖基)-5-(丙-1-炔基)嘧啶-2,4(1H,3H)-二酮，化学式为C(12)H(14)N(2)O(5)，在晶体状态下呈现两种构象：构象体1采用C2'-内型（接近(2)E；S型）糖环构象和反式碱基取向[χ = -134.04 (19)°]，而构象体2呈现S型糖环构象（扭曲的C2'-内型-C3'-外型），同时伴有不同的反式碱基取向[χ = -162.79 (17)°]。两个分子在外环C4'-C5'键处均呈现+sc（gauche，gauche）构象，且丙炔基相对于嘧啶环呈共平面取向。扩展结构是一个三维氢键网络，涉及分子间的N-H...O和O-H...O氢键。只有O原子作为H原子受体位点。
