Crystal structures and Hirshfeld surface analyses of methyl (2Z)-(4-bromo-phen-yl)[2-(4-methyl-phen-yl)hydrazinyl-idene]acetate, methyl (2Z)-(4-bromophen-yl)[2-(3,5-di-methyl-phen-yl)hydrazinyl-idene]acetate, methyl (2Z)-[2-(4-meth-oxy-phen-yl)hydrazinyl-idene](3-nitro-phen-yl)acetate, methyl (2E)-(4-chlorophen-yl)(2-phenyl-hydrazinyl-idene)acetate and methyl (2Z)-[2-(4-bromo-phen-yl)hydrazinylidene](4-chloro-phen-yl)acetate.

Mol-ecules of the title compounds, methyl (Z)-2-(4-bromo-phen-yl)-2-[2-(4-methyl-phen-yl)hydrazin-1-yl-idene]acetate, C(16)H(15)BrN(2)O (2) , (1), methyl (Z)-2-(4-bromo-phen-yl)-2-[2-(3,5-di-methyl-phen-yl)hydrazin-1-yl-idene]acetate, C(17)H(17)BrN(2)O(2), (2), methyl (Z)-2-[2-(4-meth-oxy-phen-yl)hydrazin-1-yl-idene]-2-(3-nitro-phen-yl)acetate, C(16)H(15)N(3)O(5), (3), and methyl (Z)-2-[2-(4-bromo-phen-yl)hydrazin-1-yl-idene]-2-(4-chloro-phen-yl)acetate, C(15)H(12)BrClN(2)O(2), (5), adopt a Z configuration with respect to the central C=N bond, while methyl (E)-2-(4-chloro-phen-yl)-2-(2-phenyl-hydrazin-1-yl-idene)acetate, C(15)H(13)ClN(2)O(2), (4), adopts an E configuration. The atoms of the phenyl ring of the bromo-phenyl group of (1) are disordered over two sets of sites with equal occupancies. In the crystal structure of (1), mol-ecules connected by C-H⋯N hydrogen bonds are further linked by C-H⋯π inter-actions, forming ribbons parallel to [010]. In (2), pairs of mol-ecules are linked by C-H⋯π inter-actions parallel to [100]. In (3), C-H⋯O hydrogen bonds form ribbons parallel to [010], while in (4), the mol-ecules are bonded together by C-H⋯N, C-H⋯Cl, C-H⋯O and C-H⋯π inter-actions parallel to [010]. In (5), C-H⋯Br, C-H⋯O and C-H⋯Cl inter-actions lead to the formation of layers parallel to (002). C-H⋯π inter-actions also occur between these planes. Hirshfeld surface analyses were performed to investigate and qu-antify the inter-molecular inter-actions between the mol-ecules of all compounds.