Literature DB >> 23634047

Dimethyl 1-(4-methyl-phen-yl)-8-(thio-phen-2-yl)-11-oxatricyclo-[6.2.1.0(2,7)]undeca-2,4,6,9-tetra-ene-9,10-dicarboxy-late.

B Balakrishnan1, Meganathan Nandakumar, Pandamangalam R Seshadri, Arasambattu K Mohanakrishnan.   

Abstract

The title compound, C25H20O5S, is the product of a Diels-Alder reaction. The mol-ecule consists of a fused tricyclic system containing two five-membered rings and one six-membered ring. The five-membered rings both show an envelope conformation with the O atom at the flap, whereas the six-membered ring adopts a boat conformation. The thio-phene ring is disordered over two sets of sites with an occupancy ratio of 0.53 (1):0.47 (1). The dihedral angles between the 4-methyl-phenyl ring and the major and minor components of the thio-phene ring are 66.3 (1) and 67.9 (1)°, respectively, while the dihedral angle between the disordered thio-phenyl components is 3.1 (1)°. The mean plane of the tricyclic ring system makes dihedral angles of 35.8 (1), 30.8 (1) and 32.8 (1)°, respectively, with the 4-methyl-phenyl ring and the major and minor components of the thio-phenyl ring. In the crystal, inversion dimers are formed through pairs of C-H⋯π inter-actions. In addition, C-H⋯O inter-actions are observed.

Entities:  

Year:  2013        PMID: 23634047      PMCID: PMC3629529          DOI: 10.1107/S1600536813005308

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


  8 in total

1.  Tandem [4+2]/[3+2] Cycloadditions of Nitroalkenes.

Authors:  Scott E. Denmark; Atli Thorarensen
Journal:  Chem Rev       Date:  1996-02-01       Impact factor: 60.622

2.  A short history of SHELX.

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

3.  Diethyl 1,8-diphenyl-11-oxatricyclo-[6.2.1.0(2,7)]undeca-2,4,6-triene-9,10-dicarboxyl-ate.

Authors:  B Balakrishnan; Meganathan Nandakumar; P R Seshadri; Arasambattu K Mohanakrishnan
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2013-02-02

4.  Dimethyl 11,13-dimethyl-16-[1,2-bis-(methoxy-carbon-yl)ethen-yl]-12-oxo-16,17-dioxa-18-aza-hexa-cyclo-[7.5.1.1.1.1.0]octa-deca-2,7-diene-2,3-dicarboxyl-ate.

Authors:  Atash V Gurbanov; Eugeniya V Nikitina; Elena A Sorokina; Fedor I Zubkov; Victor N Khrustalev
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2009-11-28

5.  Structural features of aliphatic N-nitrosamines of 7-azabicyclo[2.2.1]heptanes that facilitate N-NO bond cleavage.

Authors:  T Ohwada; M Miura; H Tanaka; S Sakamoto; K Yamaguchi; H Ikeda; S Inagaki
Journal:  J Am Chem Soc       Date:  2001-10-24       Impact factor: 15.419

6.  Crystal structure of Diels-Alder cycloadduct formed from 1-(1,2,3-1H-benzotriazol-1-yl)-2-(4-methylphenyl)-2H-isoindole and dimethyl acetylenedicarboxylate.

Authors:  Ichiro Takahashi; Mikio Tsuzuki; Hidehiko Kitajima; Minoru Hatanaka; Shiro Maeda; Akihito Yamano; Tomihisa Ohta; Shinzo Hosoi
Journal:  Anal Sci       Date:  2003-06       Impact factor: 2.081

7.  3-(4-Bromo-phen-yl)-5-[4-(dimethyl-amino)-phen-yl]-4,5-dihydro-1H-pyrazole-1-carbothio-amide.

Authors:  Hoong-Kun Fun; Thitipone Suwunwong; Suchada Chantrapromma
Journal:  Acta Crystallogr Sect E Struct Rep Online       Date:  2011-02-23

8.  Structure validation in chemical crystallography.

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

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