Literature DB >> 26594571

Crystal structure of (2E,4E)-5-[bis-(2-hy-droxy-eth-yl)amino]-1-(4-chloro-phen-yl)-5-phenyl-penta-2,4-dien-1-one.

Alexander A Golovanov1, Anna V Vologzhanina2, Ivan S Odin1, Tat'yana P Tret'yakova3, Sergey V Naumov3.   

Abstract

In the title compound, C21H22ClNO3, the penta-diene unit is nearly planar [maximum deviation = 0.023 (1) Å], but the carbonyl O atom deviates significantly [by 0.304 (1) Å] from its mean plane, which is twisted with respect to the phenyl and chloro-benzene rings by 71.34 (13) and 46.40 (13)°, respectively. In the crystal, inversion-related molecules are linked by two pairs of O-H⋯O hydrogen bonds, forming chains propagating along [01-1], enclosing R (2) 2(16) and R (2) 2(22) ring motifs. The chains are linked via C-H⋯O hydrogen bonds and C-H⋯π inter-actions into a three-dimensional supra-molecular architecture.

Entities:  

Keywords:  C—H⋯π inter­actions; crystal structure; dienes; enamines; hydrogen bonding

Year:  2015        PMID: 26594571      PMCID: PMC4645000          DOI: 10.1107/S2056989015019568

Source DB:  PubMed          Journal:  Acta Crystallogr E Crystallogr Commun


  5 in total

1.  Evaluation and discovery of novel synthetic chalcone derivatives as anti-inflammatory agents.

Authors:  Jianzhang Wu; Jianling Li; Yuepiao Cai; Yong Pan; Faqing Ye; Yali Zhang; Yunjie Zhao; Shulin Yang; Xiaokun Li; Guang Liang
Journal:  J Med Chem       Date:  2011-11-04       Impact factor: 7.446

2.  Cationic chalcone antibiotics. Design, synthesis, and mechanism of action.

Authors:  Simon F Nielsen; Mogens Larsen; Thomas Boesen; Kristian Schønning; Hasse Kromann
Journal:  J Med Chem       Date:  2005-04-07       Impact factor: 7.446

3.  A short history of SHELX.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr A       Date:  2007-12-21       Impact factor: 2.290

4.  (2E,4E)-1-(2-Hy-droxy-phen-yl)-5-phenyl-penta-2,4-dien-1-one.

Authors:  W A Silva; C C Gatto; G R Oliveira
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-08-02

5.  (E,Z)-1-(4-Chloro-phen-yl)-5-phenyl-5-(phenyl-sulfan-yl)penta-2,4-dien-1-one.

Authors:  Anna V Vologzhanina; Dmitry M Gusev; Alexander A Golovanov; Valentina S Pisareva
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2013-08-31
  5 in total

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