Research Article: 3-Methyl-1-benzofuran-2-carbohydrazide

Date Published: April 01, 2012

Publisher: International Union of Crystallography

Author(s): Hatem A. Abdel-Aziz, Hazem A. Ghabbour, Suchada Chantrapromma, Hoong-Kun Fun.


In the asymmetric unit of the title benzofuran derivative, C10H10N2O2, there are three crystallograpically independent mol­ecules, which are slightly twisted; the dihedral angle between the benzofuran ring system and the plane of the carbohydrazide unit is 8.64 (11)° in one mol­ecule, whereas the dihedral angles are 9.58 (11) and 6.89 (10)° in the other two mol­ecules. In the crystal, the three independent mol­ecules are linked to each other through N—H⋯N hydrogen bonds, forming a trimer. The trimers are further linked by weak N—H⋯O and C—H⋯O hydrogen bonds into a three-dimensional network. π–π inter­actions with centroid–centroid distances in the range 3.4928 (11)–3.8561 (10) Å are also observed.

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For bond-length data, see: Allen et al. (1987 ▶). For background to and the bioactivity of benzofuran derivatives, see: Abdel-Aziz & Mekawey (2009 ▶); Abdel-Aziz, Mekawey & Dawood (2009 ▶); Abdel-Wahab et al. (2009 ▶); Dawood et al. (2005 ▶); Hu et al. (2011 ▶); Ryu et al. (2010 ▶); Ungwitayatorn et al. (2001 ▶). For related structures, see: Ma et al. (2010 ▶); Wang et al. (2011 ▶).