Literature DB >> 31636996

Crystal structures of two 4H-chromene derivatives: 2-amino-3-cyano-4-(3,4-di-chloro-phen-yl)-7-hy-droxy-4H-benzo[1,2-b]pyran 1,4-dioxane monosolvate and 2-amino-3-cyano-4-(2,6-di-chloro-phen-yl)-7-hy-droxy-4H-benzo[1,2-b]pyran.

S Silambarasan1, A Jamal Abdul Nasser1, T Mohandas2.   

Abstract

In the title compounds, C16H9Cl2N2O2·C4H8O2 and C16H9Cl2N2O2, the bicyclic 4H-chromene cores are nearly planar with maximum deviations of 0.081 (2) and 0.087 (2) Å. In both structures, the chromene derivative mol-ecules are linked into centrosymmetric dimers by pairs of N-HO hydrogen bonds, forming R2 2 (16) motifs. These dimers are further linked in the 3,4-di-chloro-phenyl derivative by N-HN hydrogen bonds into double layers parallel to (100) and in the 2,6-di-chloro-phenyl derivative by O-H⋯N hydrogen bonds into ribbons along the [10] direction. In the 3,4-di-chloro-phenyl derivative, the 1,4-dioxane solvent mol-ecules are connected to the chromene mol-ecules via O-H⋯O hydrogen bonds. © Silambarasan et al. 2019.

Entities:  

Keywords:  4H-chromene; crystal structure; hydrogen bond; solvate; π-conjugation

Year:  2019        PMID: 31636996      PMCID: PMC6775756          DOI: 10.1107/S2056989019013197

Source DB:  PubMed          Journal:  Acta Crystallogr E Crystallogr Commun


  20 in total

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Journal:  Eur J Med Chem       Date:  2011-06-23       Impact factor: 6.514

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Journal:  Eur J Med Chem       Date:  2010-12-21       Impact factor: 6.514

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Journal:  J Med Chem       Date:  1994-07-08       Impact factor: 7.446

8.  Synthesis and cytotoxicity evaluation of highly functionalized pyranochromenes and pyranopyrans.

Authors:  Narender Reddy Emmadi; Krishnaiah Atmakur; Ganesh Kumar Chityal; Sujitha Pombala; Jagadeesh Babu Nanubolu
Journal:  Bioorg Med Chem Lett       Date:  2012-09-23       Impact factor: 2.823

9.  [Synthesis of CNS-activity of pyran derivatives: 6,8-dioxabicyclo(3,2,1)octane].

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Journal:  Arch Pharm (Weinheim)       Date:  1991-06       Impact factor: 3.751

10.  Structure validation in chemical crystallography.

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