Crystal structures of (±)-(1SR,5SR,6SR,7SR,10SR,11SR,13RS,14SR,15SR,16RS)-13-acet-oxy-16-benzyloxy-15-hy-droxy-7-meth-oxy-meth-oxy-3-oxo-11,15,18,18-tetra-methyl-2,4-dioxa-tetra-cyclo[12.3.1.01,5.06,11]octa-decan-10-yl benzoate and its 13-epimer.

Takeshi Oishi, Keisuke Fukaya, Takaaki Sato, Noritaka Chida
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引用次数: 0

Abstract

The title compounds, C38H48O11 (A and B), are tetra-cyclic benzoates composed of a taxane ring with a fused dioxolane ring as the core skeleton. In compound A, the five-membered dioxolane ring is essentially planar while the two cyclo-hexane rings and the cyclo-octane ring adopt chair and chair-chair forms, respectively, and there are three intra-molecular H⋯H short contacts. The corresponding ring conformations in B are similar; however, one intra-molecular C-H⋯O inter-action and two H⋯H short contacts are observed, and the benzoyl and meth-oxy-methyl groups show orientational disorder. In the crystal of A, a pair of inter-molecular O-H⋯O hydrogen bonds link two mol-ecules into an inversion dimer, and weak inter-molecular C-H⋯O inter-actions connect the dimers, forming a three-dimensional network. In the crystal of B, an inversion dimer is similarly generated by a pair of inter-molecular O-H⋯O hydrogen bonds, and weak inter-molecular C-H⋯O and C-H⋯π inter-actions connect the dimers into a three-dimensional architecture.

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(±)-(1SR,5SR,6SR,7SR,10SR,11SR,13RS,14SR,15SR,16RS)-13-乙酰-氧-16-苄基氧-15-羟基-7-甲-氧-甲-氧-3-氧-11,15,18,18-四甲基-2,4-二氧-四环[12.3.1.01,5.06,11]八癸-10-苯甲酸酯及其13-外映体的晶体结构
标题化合物C38H48O11 (A和B)是由一个紫杉烷环和一个融合的二恶烷环为核心骨架组成的四环苯甲酸酯。在化合物A中,五元二恶烷环基本上是平面的,而两个环己烷环和环辛烷环分别采用椅子和椅子-椅子形式,并且存在三个分子内H⋯H短触点。B中相应的环构象相似;然而,观察到一个分子内C-H⋯O相互作用和两个H⋯H短接触,并且苯甲酰和甲氧甲基表现出取向紊乱。在A的晶体中,一对分子间的O- h⋯O氢键将两个分子连接成倒置二聚体,而弱分子间的C-H⋯O相互作用将二聚体连接起来,形成三维网络。在B的晶体中,倒置二聚体同样由一对分子间的O- h⋯O氢键产生,而弱的分子间C-H⋯O和C-H⋯π相互作用将二聚体连接成三维结构。
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来源期刊
CiteScore
1.90
自引率
0.00%
发文量
351
审稿时长
3 weeks
期刊介绍: Acta Crystallographica Section E: Crystallographic Communications is the IUCr''s open-access structural communications journal. It provides a fast, simple and easily accessible publication mechanism for crystal structure determinations of inorganic, metal-organic and organic compounds. The electronic submission, validation, refereeing and publication facilities of the journal ensure rapid and high-quality publication of fully validated structures. The primary article category is Research Communications; these are peer-reviewed articles describing one or more structure determinations with appropriate discussion of the science.
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