Literature DB >> 26090204

Crystal structure of (E)-2-benzyl-idene-4-[(3-phenyl-4,5-di-hydro-isoxazol-5-yl)meth-yl]-2H-benzo[b][1,4]thia-zin-3(4H)-one.

Nada Kheira Sebbar1, Mohamed Ellouz1, El Mokhtar Essassi2, Mohamed Saadi3, Lahcen El Ammari3.   

Abstract

In the title compound, C25H20N2O2S, the di-hydro-isoxazole ring exhibits an envelope conformation with the methine atom being the flap, while the 1,4-thia-zine ring displays a screw-boat conformation. The six-membered ring fused to the 1,4-thia-zine ring makes dihedral angles of 63.04 (2) and 54.7 (2)° with the mean planes through the five-membered heterocycle and the attached phenyl ring, respectively. The phenyl group connected to the 1,4-thia-zine ring is disordered over two sites [major component = 0.57 (2)]. The most prominent inter-actions in the crystal structure are C-H⋯O hydrogen bonds that link mol-ecules, forming inversion dimers, and C-H⋯N hydrogen bonds that link the dimers into columns parallel to the b axis.

Entities:  

Keywords:  C—H⋯O,N hydrogen bonding; benzo­thia­zine; crystal structure; di­hydro­isoxazole

Year:  2015        PMID: 26090204      PMCID: PMC4459330          DOI: 10.1107/S2056989015009755

Source DB:  PubMed          Journal:  Acta Crystallogr E Crystallogr Commun


  10 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.  Design and synthesis of pyrimido[4,5-b][1,4]benzothiazine derivatives, as potent 15-lipoxygenase inhibitors.

Authors:  M Bakavoli; M Nikpour; M Rahimizadeh; M R Saberi; H Sadeghian
Journal:  Bioorg Med Chem       Date:  2006-12-14       Impact factor: 3.641

3.  Azole derivatives of 1,4-benzothiazine as antifungal agents.

Authors:  R Fringuelli; F Schiaffella; F Bistoni; L Pitzurra; A Vecchiarelli
Journal:  Bioorg Med Chem       Date:  1998-01       Impact factor: 3.641

4.  Synthesis of 7-chloro-5-trifluoromethyl/7-fluoro/7-trifluoromethyl-4H-1,4-benzothiazines as antimicrobial agents.

Authors:  Bhawani Singh Rathore; M Kumar
Journal:  Bioorg Med Chem       Date:  2006-05-02       Impact factor: 3.641

5.  2-(3-Oxo-3,4-dihydro-2H-1,4-benzothia-zin-4-yl)acetohydrazide.

Authors:  Azher Saeed; Zaid Mahmood; Shiyao Yang; Saeed Ahmad; Muhammad Salim
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2010-08-11

6.  Synthesis, antimalarial activity, structure-activity relationship analysis of thieno-[3,2-b]benzothiazine S,S-dioxide analogs.

Authors:  Arthur Barazarte; José Camacho; José Domínguez; Gricela Lobo; Neira Gamboa; Juan Rodrigues; Mario V Capparelli; Angel Alvarez-Larena; Sebastian Andujar; Daniel Enriz; Jaime Charris
Journal:  Bioorg Med Chem       Date:  2008-02-08       Impact factor: 3.641

7.  3-Allyl-1-{[3-(4-nitro-phen-yl)-4,5-dihydro-1,3-oxazol-5-yl]meth-yl}-1H-anthra[1,2-d]imidazole-2,6,11(3H)-trione.

Authors:  Zahra Afrakssou; Amal Haoudi; Frédéric Capet; Christian Rolando; Lahcen El Ammari
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-05-07

8.  (2Z)-2-Benzyl-idene-4-(prop-2-yn-1-yl)-2H-1,4-benzo-thia-zin-3(4H)-one.

Authors:  Nada Kheira Sebbar; Abdelfettah Zerzouf; El Mokhtar Essassi; Mohamed Saadi; Lahcen El Ammari
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2014-04-26

9.  Structure validation in chemical crystallography.

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

10.  (2Z)-2-Benzyl-idene-4-n-butyl-3,4-di-hydro-2H-1,4-benzo-thia-zin-3-one.

Authors:  Nada Kheira Sebbar; Mohammed El Fal; El Mokhtar Essassi; Mohamed Saadi; Lahcen El Ammari
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2014-05-21
  10 in total
  4 in total

1.  Crystal structure of 4-benzyl-2H-benzo[b][1,4]thia-zin-3(4H)-one.

Authors:  N K Sebbar; M Ellouz; E M Essassi; Y Ouzidan; J T Mague
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2015-11-28

2.  Crystal structure, Hirshfeld surface analysis and inter-action energy and DFT studies of 3-{(2Z)-2-[(2,4-di-chloro-phen-yl)methyl-idene]-3-oxo-3,4-di-hydro-2H-1,4-benzo-thia-zin-4-yl}propane-nitrile.

Authors:  Nada Kheira Sebbar; Brahim Hni; Tuncer Hökelek; Abdelhakim Jaouhar; Mohamed Labd Taha; Joel T Mague; El Mokhtar Essassi
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2019-05-03

3.  Crystal structure, Hirshfeld surface analysis and inter-action energy and DFT studies of (2Z)-4-benzyl-2-(2,4-di-chloro-benzyl-idene)-2H-1,4-benzo-thia-zin-3(4H)-one.

Authors:  Nada Kheira Sebbar; Brahim Hni; Tuncer Hökelek; Mohamed Labd Taha; Joel T Mague; Lhoussaine El Ghayati; El Mokhtar Essassi
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2019-10-22

4.  Crystal structure, Hirshfeld surface analysis and inter-action energy, DFT and anti-bacterial activity studies of ethyl 2-[(2Z)-2-(2-chloro-benzyl-idene)-3-oxo-3,4-di-hydro-2H-1,4-benzo-thia-zin-4-yl]acetate.

Authors:  Ghizlane Sebbar; Ellouz Mohamed; Tuncer Hökelek; Joel T Mague; Nada Kheira Sebbar; El Mokhtar Essassi; Bouchra Belkadi
Journal:  Acta Crystallogr E Crystallogr Commun       Date:  2020-04-07
  4 in total

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