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17-脱氧雌酮[estra-1,3,5(10)-三烯-3-醇]-甲醇(3/1)

17-Deoxoestrone [estra-1,3,5(10)-trien-3-ol]-methanol (3/1).

作者信息

Ketuly Kamal Aziz, Hadi A Hamid A, Ng Seik Weng, Tiekink Edward R T

机构信息

Department of Chemistry, University of Malaya, 50603 Kuala Lumpur, Malaysia.

出版信息

Acta Crystallogr Sect E Struct Rep Online. 2011 May 1;67(Pt 5):o1160-1. doi: 10.1107/S1600536811013651. Epub 2011 Apr 16.

Abstract

Three independent mol-ecules of the title estrone derivative and a mol-ecule of methanol comprise the asymmetric unit of the title compound [systematic name: 13-methyl-6,7,8,9,11,12,13,14,15,16-deca-hydro-cyclo-penta-[a]phenanthren-3-ol-meth-an-ol (3/1)], 3C(18)H(24)O·CH(3)OH. Two of the estrone mol-ecules exhibit 50:50 disorder (one displays whole-mol-ecule disorder and the other partial disorder in the fused five- and six-membered rings) so that five (partial) mol-ecular conformations are discernable. The conformation of the six-membered ring abutting the aromatic ring is close to a half-chair in all five components. The conformation of the six-membered ring fused to the five-membered ring is based on a chair with varying degrees of distortion ranging from minor to significant. Two distinct conformations are found for the five-membered ring: in four mol-ecules, the five-membered ring is twisted about the bond linking it to the six-membered ring, and in the other, the five-membered ring is an envelope with the quaternary C atom being the flap atom. The crystal packing features O-H⋯O hydrogen bonding whereby the four mol-ecules comprising the asymmetric unit are linked into a supra-molecular chain along the b axis.

摘要

标题雌激素衍生物的三个独立分子和一个甲醇分子构成了标题化合物[系统名称:13-甲基-6,7,8,9,11,12,13,14,15,16-十氢-环戊并[a]菲-3-醇-甲醇(3/1)],3C(18)H(24)O·CH(3)OH的不对称单元。其中两个雌激素分子呈现50:50的无序状态(一个呈现全分子无序,另一个在稠合的五元环和六元环中呈现部分无序),因此可以分辨出五种(部分)分子构象。在所有五个组分中,与芳环相邻的六元环的构象接近半椅式。与五元环稠合的六元环的构象基于椅式,扭曲程度从轻微到显著不等。五元环发现有两种不同的构象:在四个分子中,五元环围绕连接它与六元环的键扭曲,在另一个分子中,五元环是一个信封式构象,季碳原子为折边原子。晶体堆积具有O-H⋯O氢键,由此构成不对称单元的四个分子沿着b轴连接成一个超分子链。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/96dc/3089339/f9f2aefc6619/e-67-o1160-fig1.jpg

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