固态糖内酯的构象与结构研究。第一部分。L-鼠李糖-1,4-内酯和L-甘露糖-1,4-内酯的分子结构。

Conformations and structure studies of sugar lactones in the solid state. Part I. The molecular structure of L-rhamnono- and L-mannono-1,4-lactones.

作者信息

Shalaby M A, Fronczek F R, Younathan E S

机构信息

Department of Biochemistry, Louisiana State University, Baton Rouge 70803.

出版信息

Carbohydr Res. 1994 Nov 15;264(2):181-90. doi: 10.1016/s0008-6215(05)80004-7.

DOI:10.1016/s0008-6215(05)80004-7

PMID:7805059

Abstract

The crystal structures of L-rhamnono-1,4-lactone (1) and L-mannono-1,4-lactone (2) have been determined by single-crystal X-ray diffraction. Pertinent crystal data are as follows: for 1, orthorhombic, space group P2(1)2(1)2(1), a = 4.8829(2), b = 10.9088(8), c = 13.9758(9) A, V = 734.7(1) A3, Dc = 1.610 g cm-3, Z = 4, R = 0.028 and Rw = 0.035 for 1586 reflections. The lactone ring of 1 adopts an envelope conformation, E3, slightly distorted toward 2T3, with psi = 103.1(7) degrees and q = 0.38(3) A, whereas the lactone ring of 2 adopts a perfect envelope E3 conformation, with psi = 106.6(4) degrees and q = 0.42(4) A. Molecules of 1 and 2 are linked in their crystals through a three dimensional network of O-H ... H hydrogen-bonding interactions that involves all hydroxyl groups as well as the carbonyl oxygen atom.

摘要

已通过单晶X射线衍射确定了L-鼠李糖-1,4-内酯（1）和L-甘露糖-1,4-内酯（2）的晶体结构。相关晶体数据如下：对于1，正交晶系，空间群P2(1)2(1)2(1)，a = 4.8829(2)，b = 10.9088(8)，c = 13.9758(9) Å，V = 734.7(1) Å³，Dc = 1.610 g cm⁻³，Z = 4，对于1586个反射，R = 0.028且Rw = 0.035。1的内酯环呈信封式构象，E3，略微向2T3扭曲，ψ = 103.1(7)°且q = 0.38(3) Å，而2的内酯环呈完美的信封式E3构象，ψ = 106.6(4)°且q = 0.42(4) Å。1和2的分子在其晶体中通过O-H...H氢键相互作用的三维网络相连，该网络涉及所有羟基以及羰基氧原子。