Crystal structures of two dis-symmetric di-Schiff base compounds: 2-({(E)-2-[(E)-2,6-di­chloro­benzyl­idene]hydrazin-1-yl­idene}meth­yl)-6-meth­oxy­phenol and 4-bromo-2-({(E)-2-[(E)-2,6-di­chloro­benzyl­idene]hydrazin-1-yl­idene}meth­yl)phenol

Each of the title dis-symmetric di-Schiff base compounds, C15H12Cl2N2O2 (I) and C14H9BrCl2N2O (II), features a central azo-N—N bond connecting two imine groups, each with an E-configuration. One imine bond in each mol­ecule connects to a 2,6-di­chloro­benzene substituent while the other links a 2-hydroxyl-3-meth­oxy-substituted benzene ring in (I) or a 2-hydroxyl-4-bromo benzene ring in (II). Each mol­ecule features an intra­molecular hydroxyl-O—H⋯N(imine) hydrogen bond. The C—N—N—C torsion angles of −151.0 (3)° for (I) and 177.8 (6)° (II) indicates a significant twist in the former. The common feature of the mol­ecular packing is the formation of supra­molecular chains. In (I), the linear chains are aligned along the a-axis direction and the mol­ecules are linked by meth­oxy-C—H⋯O(meth­oxy) and chloro­benzene-C—Cl⋯π(chlorobenzene) inter­actions. The chain in (II) is also aligned along the a axis but, has a zigzag topology and is sustained by Br⋯O [3.132 (4) Å] secondary bonding inter­actions. In each crystal, the chains pack without directional inter­actions between them. The non-covalent inter­actions are delineated in the study of the calculated Hirshfeld surfaces. Dispersion forces make the most significant contributions to the identified inter­molecular inter­actions in each of (I) and (II).