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(1RS,21SR,22RS,24SR)-28-氧代-24-丙基-8,11,14-三氧杂-24,27-二氮杂五环[19.5.1.1(22,26).0(2,7).0(15,20)]二十八碳-2,4,6,15(20),16,18-六烯乙酸单溶剂合物的晶体结构

Crystal structure of (1RS,21SR,22RS,24SR)-28-oxo-24-propyl-8,11,14-trioxa-24,27-di-aza-penta-cyclo[19.5.1.1(22,26).0(2,7).0(15,20)]octa-cosa-2,4,6,15(20),16,18-hexa-ene acetic acid monosolvate.

作者信息

Hieu Truong Hong, Anh Le Tuan, Soldatenkov Anatoly T, Tuyen Nguyen Van, Khrustalev Victor N

机构信息

Institute of Chemistry, Vietnam Academy of Science and Technology, 18 Hoang Quoc Viet, Hanoi, Vietnam.

Department of Chemistry, Vietnam National University, 144 Xuan Thuy, Cau Giay, Hanoi, Vietnam.

出版信息

Acta Crystallogr E Crystallogr Commun. 2016 May 20;72(Pt 6):829-32. doi: 10.1107/S2056989016007556. eCollection 2016 Jun 1.

Abstract

The title compound, C26H32N2O4(M)·C2H4O2, (I), is the product of the Petrenko-Kritchenko condensation of N-propyl-piperidinone with 1,5-bis-(2-formyl-phen-oxy)-3-oxa-pentane and ammonium acetate. In M, the aza-14-crown-3-ether ring adopts a bowl conformation, with the configuration of the C-O-C-C -O-C-C-O-C polyether chain being t-g ((-))-t-t-g ((+))-t (t = trans, 180°; g = gauche, ±60°). The dihedral angle between the planes of the benzene rings fused to the aza-14-crown-4-ether moiety is 62.75 (5)°. The central piperidinone ring has a boat conformation, whereas the terminal piperidinone ring adopts a chair conformation. The boat conformation of the central piperidinone ring is supported by the bifurcated intra-molecular N-H⋯O hydrogen bond. In the crystal, each solvent mol-ecule is linked to mol-ecule M via strong O-H⋯N hydrogen bonding, forming hydrogen-bonded pairs of mol-ecules, which further inter-act through weak C-H⋯O hydrogen bonds, forming layers parallel to the ac plane.

摘要

标题化合物C26H32N2O4(M)·C2H4O2,(I),是N-丙基哌啶酮与1,5-双-(2-甲酰基苯氧基)-3-氧杂戊烷和醋酸铵发生彼得连科-克里琴科缩合反应的产物。在M中,氮杂-14-冠-3-醚环呈碗状构象,C-O-C-C -O-C-C-O-C聚醚链的构型为t-g ((-))-t-t-g ((+))-t(t = 反式,180°;g = 顺式,±60°)。与氮杂-14-冠-4-醚部分稠合的苯环平面之间的二面角为62.75 (5)°。中心哌啶酮环呈船式构象,而末端哌啶酮环呈椅式构象。中心哌啶酮环的船式构象由分叉的分子内N-H⋯O氢键支撑。在晶体中,每个溶剂分子通过强O-H⋯N氢键与分子M相连,形成氢键结合的分子对,这些分子对进一步通过弱C-H⋯O氢键相互作用,形成平行于ac平面的层。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d505/4908554/766844d6a1b5/e-72-00829-fig1.jpg

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