3-Chloro-4-[2-(4-chlorobenzylidene)hydrazinylidene]-1-methyl-3, 4-dihydro-1H-2λ6,1-benzothiazine-2,2-dione

Saeed Ahmad, Muhammad Shafiq*, M. Nawaz Tahir, William T. A. Harrison, Islam Ullah Khan

*Corresponding author for this work

Research output: Contribution to journalArticle

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Abstract

In the title compound, C16H13Cl2N3O2S, the dihedral angle between the aromatic rings is 6.62 (2)° and the C=N - N=C torsion angle is 176.2 (4)°. The thiazine ring shows an envelope conformation, with the S atom displaced by 0.633 (6) Å from the mean plane of the other five atoms (r.m.s. deviation = 0.037 Å). The Cl atom is an an axial conformation and is displaced by 2.015 (6) Å from the thiazine ring plane. In the crystal, molecules are linked by C - H⋯O interactions, generating a three-dimensional network. Very weak aromatic π-π stacking interactions [centroid-centroid separations = 3.928 (2) Å] are also observed.

Original languageEnglish
Pages (from-to)o422-o423
Number of pages2
JournalActa Crystallographica Section E: Structure Reports Online
Volume69
Issue number3
Early online date23 Feb 2013
DOIs
Publication statusPublished - 1 Mar 2013

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Dione
Thiazines
thiazine (trademark)
Atoms
centroids
Conformations
rings
atoms
Dihedral angle
Torsional stress
torsion
dihedral angle
envelopes
interactions
deviation
Crystals
Molecules
crystals
molecules

ASJC Scopus subject areas

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

Cite this

3-Chloro-4-[2-(4-chlorobenzylidene)hydrazinylidene]-1-methyl-3, 4-dihydro-1H-2λ6,1-benzothiazine-2,2-dione. / Ahmad, Saeed; Shafiq, Muhammad; Tahir, M. Nawaz; Harrison, William T. A.; Khan, Islam Ullah.

In: Acta Crystallographica Section E: Structure Reports Online, Vol. 69, No. 3, 01.03.2013, p. o422-o423.

Research output: Contribution to journalArticle

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title = "3-Chloro-4-[2-(4-chlorobenzylidene)hydrazinylidene]-1-methyl-3, 4-dihydro-1H-2λ6,1-benzothiazine-2,2-dione",
abstract = "In the title compound, C16H13Cl2N3O2S, the dihedral angle between the aromatic rings is 6.62 (2)° and the C=N - N=C torsion angle is 176.2 (4)°. The thiazine ring shows an envelope conformation, with the S atom displaced by 0.633 (6) {\AA} from the mean plane of the other five atoms (r.m.s. deviation = 0.037 {\AA}). The Cl atom is an an axial conformation and is displaced by 2.015 (6) {\AA} from the thiazine ring plane. In the crystal, molecules are linked by C - H⋯O interactions, generating a three-dimensional network. Very weak aromatic π-π stacking interactions [centroid-centroid separations = 3.928 (2) {\AA}] are also observed.",
author = "Saeed Ahmad and Muhammad Shafiq and Tahir, {M. Nawaz} and Harrison, {William T. A.} and Khan, {Islam Ullah}",
note = "Acknowledgements MS acknowledges the HEC Pakistan for providing a PhD fellowship and the UOS, Sargodha, for X-ray diffraction facility.",
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T1 - 3-Chloro-4-[2-(4-chlorobenzylidene)hydrazinylidene]-1-methyl-3, 4-dihydro-1H-2λ6,1-benzothiazine-2,2-dione

AU - Ahmad, Saeed

AU - Shafiq, Muhammad

AU - Tahir, M. Nawaz

AU - Harrison, William T. A.

AU - Khan, Islam Ullah

N1 - Acknowledgements MS acknowledges the HEC Pakistan for providing a PhD fellowship and the UOS, Sargodha, for X-ray diffraction facility.

PY - 2013/3/1

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N2 - In the title compound, C16H13Cl2N3O2S, the dihedral angle between the aromatic rings is 6.62 (2)° and the C=N - N=C torsion angle is 176.2 (4)°. The thiazine ring shows an envelope conformation, with the S atom displaced by 0.633 (6) Å from the mean plane of the other five atoms (r.m.s. deviation = 0.037 Å). The Cl atom is an an axial conformation and is displaced by 2.015 (6) Å from the thiazine ring plane. In the crystal, molecules are linked by C - H⋯O interactions, generating a three-dimensional network. Very weak aromatic π-π stacking interactions [centroid-centroid separations = 3.928 (2) Å] are also observed.

AB - In the title compound, C16H13Cl2N3O2S, the dihedral angle between the aromatic rings is 6.62 (2)° and the C=N - N=C torsion angle is 176.2 (4)°. The thiazine ring shows an envelope conformation, with the S atom displaced by 0.633 (6) Å from the mean plane of the other five atoms (r.m.s. deviation = 0.037 Å). The Cl atom is an an axial conformation and is displaced by 2.015 (6) Å from the thiazine ring plane. In the crystal, molecules are linked by C - H⋯O interactions, generating a three-dimensional network. Very weak aromatic π-π stacking interactions [centroid-centroid separations = 3.928 (2) Å] are also observed.

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DO - 10.1107/S1600536813004443

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JF - Acta Crystallographica Section E: Structure Reports Online

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