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The design of 'awkward' molecules expected to yield multiple crystal forms

机译:“笨拙”分子的设计有望产生多种晶体形式

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The very simple alicyclic compounds 3,7-dimethylbicyclo[3.3.0]octane-endo- 3,endo-7-diol 3 and 2,6-dimethylbicyclo[3.3.0]octane-endo-2,endo-6-diol 5 were selected for study in the knowledge that these are awkwardly shaped molecules that are likely to pack in the solid state with some difficulty. The design philosophy behind the choice of these particular test molecules is explained. We expected that these isomeric diols would probably yield more than one crystal form if crystallized from a range of different solvents. Dialcohol 3 was found to give three (benzene clathrate, hemihydrate, and hydrate), and dialcohol 5 to give two (racemic and kryptoracemate/false conglomerate), crystal forms. The X-ray structures of these five very different crystalline solids (formed by two very similar model compounds) are described and contrasted. Our findings demonstrate that awkward molecules can be identified and indicate that the formation of alternative crystal forms is likely to be a comparatively frequent occurrence under ambient conditions.
机译:非常简单的脂环族化合物3,7-二甲基双环[3.3.0]辛烷-内-3,endo-7-二醇3和2,6-二甲基双环[3.3.0]辛烷-内-2,endo-6-二醇5选择这些化合物是为了研究,因为它们是笨拙的分子,可能很难以固态堆积。解释了选择这些特定测试分子背后的设计原理。我们预计,如果从多种不同的溶剂中结晶,这些异构二醇可能会产生一种以上的晶型。发现二元醇3给出三种(晶格形式的苯甲酸盐,半水合物和水合物),而二元醇5给出两种晶型(外消旋和隐金刚烷/假聚集体)。描述并对比了这五个非常不同的结晶固体(由两个非常相似的模型化合物形成)的X射线结构。我们的发现表明,可以识别尴尬的分子,并表明在环境条件下,其他晶型的形成可能是相对频繁的现象。

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