Literature DB >> 24427023

(4S*)-2-Methyl-amino-3-nitro-4-(4-nitro-phen-yl)-5,6,7,8-tetra-hydro-4H-chromen-5-one.

P Narayanan1, Jayabal Kamalraja2, Paramasivam T Perumal2, K Sethusankar1.   

Abstract

The title compound, C16H15N3O6, is asymmetric with a chiral centre located in the pyran ring and crystallizes as a racemate. The six-membered carbocyclic ring adopts an envelope conformation with the central CH2 C atom as the flap. The amine N atom deviates from the mean plane of the pyran ring by 0.1365 (15) Å. The nitro-phenyl ring is almost orthogonal to the pyran ring and the mean plane of the six-membered carbocyclic ring, the dihedral angle between their mean planes being 88.30 (7) and 87.61 (8)°, respectively. The mol-ecular structure is stabilized by an intra-molecular N-H⋯O hydrogen bond, which generates an S(6) ring motif. In the crystal, mol-ecules are linked via C-H⋯O hydrogen bonds, forming infinite bands lying parallel to (-110) and composed of alternate R 2 (2)(24) and R 2 (4)(12) graph-set ring motifs. The crystal structure is further stabilized by C-H⋯π inter-actions, forming a three-dimensional structure.

Entities:  

Year:  2013        PMID: 24427023      PMCID: PMC3884480          DOI: 10.1107/S1600536813021181

Source DB:  PubMed          Journal:  Acta Crystallogr Sect E Struct Rep Online        ISSN: 1600-5368


  6 in total

1.  A short history of SHELX.

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

2.  3-Formylchromones: potential antiinflammatory agents.

Authors:  Khalid M Khan; Nida Ambreen; Uzma Rasool Mughal; Saima Jalil; Shahnaz Perveen; M Iqbal Choudhary
Journal:  Eur J Med Chem       Date:  2010-06-08       Impact factor: 6.514

3.  Cytotoxic activity of 3-(5-phenyl-3H-[1,2,4]dithiazol-3-yl)chromen-4-ones and 4-oxo-4H-chromene-3-carbothioic acid N-phenylamides.

Authors:  Tilak Raj; Richa Kaur Bhatia; Ashish Kapur; Madhunika Sharma; A K Saxena; M P S Ishar
Journal:  Eur J Med Chem       Date:  2009-11-06       Impact factor: 6.514

4.  4-(4-Bromo-phen-yl)-2-methyl-amino-3-nitro-5,6,7,8-tetra-hydro-4H-chromen-5-one.

Authors:  P Narayanan; Jayabal Kamalraja; Paramasivam T Perumal; K Sethusankar
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2013-05-22

5.  rac-4-(4-Chloro-phen-yl)-2-methyl-amino-3-nitro-5,6,7,8-tetra-hydro-4H-chromen-5-one.

Authors:  P Narayanan; Jayabal Kamalraja; Paramasivam T Perumal; K Sethusankar
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2013-06-08

6.  Structure validation in chemical crystallography.

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

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