Research Article: (Z)-1-(2,5-Dichloro-3-thien­yl)ethanone semicarbazone

Date Published: August 01, 2009

Publisher: International Union of Crystallography

Author(s): Hoong-Kun Fun, Ching Kheng Quah, A. M. Vijesh, Chitrakar Hegde, Arun M. Isloor.

http://doi.org/10.1107/S1600536809026567

Abstract

The title mol­ecule, C7H7Cl2N3OS, is approximately planar [maximum deviation = 0.062 (1) Å]. Short inter­molecular distances between the centroids of the five-membered rings [3.5340 (8) Å] indicate the existence of π–π inter­actions. An inter­esting feature of the crystal structure is the presence of short intra­molecular Cl⋯N inter­actions [3.0015 (11) Å]. Mol­ecules are linked via pairs of inter­molecular N—H⋯O hydrogen bonds, generating R22(8) ring motifs. Furthermore, N—H⋯O hydrogen bonds form R21(7) ring motifs with C—H⋯O contacts, further consolidating the crystal structure. In the crystal, mol­ecules are linked by these inter­molecular inter­actions, forming chains along [001].

Partial Text

For the synthetic utility and applications of semicarbazone derivatives, see: Warren et al. (1977 ▶); Chandra & Gupta (2005 ▶); Jain et al. (2002 ▶); Pilgram (1978 ▶); Yogeeswari et al. (2004 ▶). For related structures, see: Fun et al. (2009a ▶,b ▶). For the preparation, see: Furniss et al. (1978 ▶). For hydrogen-bond motifs, see: Bernstein et al. (1995 ▶). For the stability of the temperature controller used for the data collection, see: Cosier & Glazer (1986 ▶).

 

Source:

http://doi.org/10.1107/S1600536809026567

 

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