Literature DB >> 26396823

Crystal structure of (E)-1-(1-hy-droxy-naphthalen-2-yl)-3-(2,3,4-tri-meth-oxy-phen-yl)prop-2-en-1-one.

J Srividya1, D Reuben Jonathan2, B K Revathi1, G Anbalagan3.   

Abstract

The title compound, C22H20O5, is composed of a hy-droxy-naphthyl ring and a tri-meth-oxy-phenyl ring [the planes of which are inclined to one another by 21.61 (10)°] bridged by an unsaturated prop-2-en-1-one group. The mean plane of the prop-2-en-1-one group [-C(=O)-C=C-] is inclined to that of the naphthyl system and benzene rings by 3.77 (14) and 18.01 (16)°, respectively. There is an intra-molecular O-H⋯O hydrogen bond present forming an S(6) ring motif. In the crystal, inversion-related mol-ecules are linked by a slipped-parallel π-π inter-action [inter-centroid distance = 3.8942 (13) Å, inter-planar distance = 3.478 (9) Å and slippage = 1.751 Å], and stack along the [101] direction. There are no other significant inter-molecular inter-actions present.

Entities:  

Keywords:  O—H⋯O hydrogen bond; S(6) ring motif; chalcones; crystal structure; hy­droxy­naphthalene; π–π slipped parallel inter­action

Year:  2015        PMID: 26396823      PMCID: PMC4571423          DOI: 10.1107/S2056989015013870

Source DB:  PubMed          Journal:  Acta Crystallogr E Crystallogr Commun


  7 in total

1.  Synthetic and biological activity evaluation studies on novel 1,3-diarylpropenones.

Authors:  S Mukherjee; V Kumar; A K Prasad; H G Raj; M E Bracke; C E Olsen; S C Jain; V S Parmar
Journal:  Bioorg Med Chem       Date:  2001-02       Impact factor: 3.641

Review 2.  The role of chalcones in suppression of NF-κB-mediated inflammation and cancer.

Authors:  Vivek R Yadav; Sahdeo Prasad; Bokyung Sung; Bharat B Aggarwal
Journal:  Int Immunopharmacol       Date:  2010-12-22       Impact factor: 4.932

3.  Synthesis and biological evaluation of chalcones and their derived pyrazoles as potential cytotoxic agents.

Authors:  B A Bhat; K L Dhar; S C Puri; A K Saxena; M Shanmugavel; G N Qazi
Journal:  Bioorg Med Chem Lett       Date:  2005-06-15       Impact factor: 2.823

4.  Synthesis and anti-inflammatory activity of novel biscoumarin-chalcone hybrids.

Authors:  Koneni V Sashidhara; Manoj Kumar; Ram K Modukuri; Ravi Sonkar; Gitika Bhatia; A K Khanna; Shivika Rai; Rakesh Shukla
Journal:  Bioorg Med Chem Lett       Date:  2011-06-12       Impact factor: 2.823

5.  Immunomodulatory proanthocyanidins from Ecdysanthera utilis.

Authors:  Lie-Chwen Lin; Yuh-Chi Kuo; Cheng-Jen Chou
Journal:  J Nat Prod       Date:  2002-04       Impact factor: 4.050

6.  Crystal structure refinement with SHELXL.

Authors:  George M Sheldrick
Journal:  Acta Crystallogr C Struct Chem       Date:  2015-01-01       Impact factor: 1.172

7.  Structure validation in chemical crystallography.

Authors:  Anthony L Spek
Journal:  Acta Crystallogr D Biol Crystallogr       Date:  2009-01-20
  7 in total

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