(E)-1-(3-Nitrophenyl)-2-({5-[(1E)-2-(3-nitrophenyl)hydrazin-1-ylidenemethyl]-2-thienyl}methylidene)hydrazine

Geraldo M. de Lima, William T. A. Harrison, Edward R. T. Tiekink, James L. Wardell, Solange M. S. V. Wardell

Research output: Contribution to journalArticle

1 Citation (Scopus)

Abstract

The title molecule, C18H14N6O4S, adopts a U-shape with the aromatic groups lying syn and oriented in the same direction as the thiophene S atom. Twists away from planarity are evident with the maximum deviation being found for a terminal nitro group: C/C/N/O = 19.0 (3)degrees. The conformation about each of the C=N bonds is E. In the crystal, centrosymmetrically related molecules are connected via N-H center dot center dot center dot O-nitro hydrogen bonds, forming 14-membered {center dot center dot center dot HNC3NO}(2) synthons. These are linked into layers via C-H center dot center dot center dot O-nitro interactions with the primary interactions between layers being of the type C-H center dot center dot center dot pi, where the pi-system is the thiophene ring.

Original languageEnglish
Pages (from-to)o457-o458
Number of pages2
JournalActa Crystallographica Section E: Structure Reports Online
Volume66
DOIs
Publication statusPublished - Feb 2010

Keywords

  • thiophene
  • hydrazones
  • series

Cite this

(E)-1-(3-Nitrophenyl)-2-({5-[(1E)-2-(3-nitrophenyl)hydrazin-1-ylidenemethyl]-2-thienyl}methylidene)hydrazine. / de Lima, Geraldo M.; Harrison, William T. A.; Tiekink, Edward R. T.; Wardell, James L.; Wardell, Solange M. S. V.

In: Acta Crystallographica Section E: Structure Reports Online, Vol. 66, 02.2010, p. o457-o458.

Research output: Contribution to journalArticle

de Lima, Geraldo M. ; Harrison, William T. A. ; Tiekink, Edward R. T. ; Wardell, James L. ; Wardell, Solange M. S. V. / (E)-1-(3-Nitrophenyl)-2-({5-[(1E)-2-(3-nitrophenyl)hydrazin-1-ylidenemethyl]-2-thienyl}methylidene)hydrazine. In: Acta Crystallographica Section E: Structure Reports Online. 2010 ; Vol. 66. pp. o457-o458.
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abstract = "The title molecule, C18H14N6O4S, adopts a U-shape with the aromatic groups lying syn and oriented in the same direction as the thiophene S atom. Twists away from planarity are evident with the maximum deviation being found for a terminal nitro group: C/C/N/O = 19.0 (3)degrees. The conformation about each of the C=N bonds is E. In the crystal, centrosymmetrically related molecules are connected via N-H center dot center dot center dot O-nitro hydrogen bonds, forming 14-membered {center dot center dot center dot HNC3NO}(2) synthons. These are linked into layers via C-H center dot center dot center dot O-nitro interactions with the primary interactions between layers being of the type C-H center dot center dot center dot pi, where the pi-system is the thiophene ring.",
keywords = "thiophene, hydrazones, series",
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T1 - (E)-1-(3-Nitrophenyl)-2-({5-[(1E)-2-(3-nitrophenyl)hydrazin-1-ylidenemethyl]-2-thienyl}methylidene)hydrazine

AU - de Lima, Geraldo M.

AU - Harrison, William T. A.

AU - Tiekink, Edward R. T.

AU - Wardell, James L.

AU - Wardell, Solange M. S. V.

PY - 2010/2

Y1 - 2010/2

N2 - The title molecule, C18H14N6O4S, adopts a U-shape with the aromatic groups lying syn and oriented in the same direction as the thiophene S atom. Twists away from planarity are evident with the maximum deviation being found for a terminal nitro group: C/C/N/O = 19.0 (3)degrees. The conformation about each of the C=N bonds is E. In the crystal, centrosymmetrically related molecules are connected via N-H center dot center dot center dot O-nitro hydrogen bonds, forming 14-membered {center dot center dot center dot HNC3NO}(2) synthons. These are linked into layers via C-H center dot center dot center dot O-nitro interactions with the primary interactions between layers being of the type C-H center dot center dot center dot pi, where the pi-system is the thiophene ring.

AB - The title molecule, C18H14N6O4S, adopts a U-shape with the aromatic groups lying syn and oriented in the same direction as the thiophene S atom. Twists away from planarity are evident with the maximum deviation being found for a terminal nitro group: C/C/N/O = 19.0 (3)degrees. The conformation about each of the C=N bonds is E. In the crystal, centrosymmetrically related molecules are connected via N-H center dot center dot center dot O-nitro hydrogen bonds, forming 14-membered {center dot center dot center dot HNC3NO}(2) synthons. These are linked into layers via C-H center dot center dot center dot O-nitro interactions with the primary interactions between layers being of the type C-H center dot center dot center dot pi, where the pi-system is the thiophene ring.

KW - thiophene

KW - hydrazones

KW - series

U2 - 10.1107/S1600536810002771

DO - 10.1107/S1600536810002771

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VL - 66

SP - o457-o458

JO - Acta Crystallographica Section E: Structure Reports Online

JF - Acta Crystallographica Section E: Structure Reports Online

SN - 1600-5368

ER -