Crystal structures and Hirshfeld surfaces of differently substituted (E)-N'-benzyl-idene-N-methyl-2-(thio-phen-2-yl)acetohydrazides.

ABSTRACT: The syntheses and crystal structures of (E)-N'-(3-cyano-benzyl-idene)-N-methyl-2-(thio-phen-2-yl)acetohydrazide, C₁₅H₁₃N₃OS, (I), and (E)-N'-(4-meth-oxy-benzyl-idene)-N-methyl-2-(thio-phen-2-yl)acetohydrazide, C₁₅H₁₆N₂O₂S, (II), with different substituents in the meta and para position of the benzene ring are described. Compounds (I) and (II) both crystallize with two mol-ecules in the asymmetric unit, with generally similar conformations [r.m.s. overlay fits for (I) and (II) of 0.334 and 0.280?Å, respectively] that approximate to L-shapes. The thio-phene rings in (I) are well ordered, whereas those in (II) exhibit 'flip' rotational disorder [occupancies 0.662?(2) and 0.338?(2) for mol-ecule 1, and 0.549?(3) and 0.451?(3) for mol-ecule 2]. The packing for (I) features short C-H?O inter-actions arising from the C-H grouping adjacent to the cyanide group and C-H?N_c (c = cyanide) links arising from the methine groups to generate [110] double chains. Weak C-H?? inter-actions inter-link the chains into a three-dimensional network. The packing for (II) features numerous C-H?O and C-H?? inter-actions arising from different donor groups to generate a three-dimensional network. Hirshfeld fingerprint plots indicate significant differences in the percentage contact surfaces for (I) and (II).

SUBMITTER: Cardoso LNF 

PROVIDER: S-EPMC5683480 | biostudies-literature | 2017 Nov

REPOSITORIES: biostudies-literature