Crystal structure of meso -3,3′-(1,4-phenylene)bis(2-phenyl-2,3,5,6-tetrahydro-4 H -1,3-thiazin-4-one)

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Abstract

The crystal structure of the title compound - meso-C 26 H 24 N 2 O 2 S 2 with two stereocenters - has half the molecule in the asymmetric unit with the other half generated by a crystallographic center of inversion. The thiazine ring is in a conformation that is between half-chair and envelope [θ = 52.51 (17)°]. The phenyl ring on the 2-carbon atom of the thiazine ring is pseudo-axial. The central phenyl ring of the molecule is close to orthogonal to the phenyl rings on either side with an angle of 76.85 (11)° between those planes. In the crystal, pairwise, weak C - H⋯O hydrogen bonds between the central phenyl ring and the oxygen atoms of neighboring molecules result in continuous strips propagating along the a-axis direction. Hydrophobic interactions of the C - H⋯π type are also observed.

Original languageEnglish (US)
Pages (from-to)1497-1499
Number of pages3
JournalActa Crystallographica Section E: Crystallographic Communications
Volume74
DOIs
StatePublished - Jan 1 2018

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Thiazines
Crystal structure
crystal structure
Molecules
rings
thiazine (trademark)
Atoms
Conformations
Hydrogen bonds
Carbon
Oxygen
molecules
Crystals
seats
oxygen atoms
strip
envelopes
inversions
hydrogen bonds
carbon

All Science Journal Classification (ASJC) codes

  • Chemistry(all)
  • Materials Science(all)
  • Condensed Matter Physics

Cite this

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title = "Crystal structure of meso -3,3′-(1,4-phenylene)bis(2-phenyl-2,3,5,6-tetrahydro-4 H -1,3-thiazin-4-one)",
abstract = "The crystal structure of the title compound - meso-C 26 H 24 N 2 O 2 S 2 with two stereocenters - has half the molecule in the asymmetric unit with the other half generated by a crystallographic center of inversion. The thiazine ring is in a conformation that is between half-chair and envelope [θ = 52.51 (17)°]. The phenyl ring on the 2-carbon atom of the thiazine ring is pseudo-axial. The central phenyl ring of the molecule is close to orthogonal to the phenyl rings on either side with an angle of 76.85 (11)° between those planes. In the crystal, pairwise, weak C - H⋯O hydrogen bonds between the central phenyl ring and the oxygen atoms of neighboring molecules result in continuous strips propagating along the a-axis direction. Hydrophobic interactions of the C - H⋯π type are also observed.",
author = "Yennawar, {Hemant P.} and Moyer, {Quentin J.} and Silverberg, {Lee J.}",
year = "2018",
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doi = "10.1107/S2056989018013397",
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journal = "Acta Crystallographica Section E: Crystallographic Communications",
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TY - JOUR

T1 - Crystal structure of meso -3,3′-(1,4-phenylene)bis(2-phenyl-2,3,5,6-tetrahydro-4 H -1,3-thiazin-4-one)

AU - Yennawar, Hemant P.

AU - Moyer, Quentin J.

AU - Silverberg, Lee J.

PY - 2018/1/1

Y1 - 2018/1/1

N2 - The crystal structure of the title compound - meso-C 26 H 24 N 2 O 2 S 2 with two stereocenters - has half the molecule in the asymmetric unit with the other half generated by a crystallographic center of inversion. The thiazine ring is in a conformation that is between half-chair and envelope [θ = 52.51 (17)°]. The phenyl ring on the 2-carbon atom of the thiazine ring is pseudo-axial. The central phenyl ring of the molecule is close to orthogonal to the phenyl rings on either side with an angle of 76.85 (11)° between those planes. In the crystal, pairwise, weak C - H⋯O hydrogen bonds between the central phenyl ring and the oxygen atoms of neighboring molecules result in continuous strips propagating along the a-axis direction. Hydrophobic interactions of the C - H⋯π type are also observed.

AB - The crystal structure of the title compound - meso-C 26 H 24 N 2 O 2 S 2 with two stereocenters - has half the molecule in the asymmetric unit with the other half generated by a crystallographic center of inversion. The thiazine ring is in a conformation that is between half-chair and envelope [θ = 52.51 (17)°]. The phenyl ring on the 2-carbon atom of the thiazine ring is pseudo-axial. The central phenyl ring of the molecule is close to orthogonal to the phenyl rings on either side with an angle of 76.85 (11)° between those planes. In the crystal, pairwise, weak C - H⋯O hydrogen bonds between the central phenyl ring and the oxygen atoms of neighboring molecules result in continuous strips propagating along the a-axis direction. Hydrophobic interactions of the C - H⋯π type are also observed.

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