Abstract
In the title compound, C23H20BrNO4, the pyran ring has a flattened boat conformation with the O and methine C atoms lying to one side of the plane [0.160 (5) and 0.256 (6)angstrom, respectively] defined by the remaining atoms. Nevertheless, the 4H-benzo[h] chromene ring system approximates a plane (r.m.s. deviation = 0.116 angstrom) with the bromobenzene ring almost perpendicular [dihedral angle = 83.27 (16)degrees] and the ester group coplanar [C-C-C-O = 3.4 (5)degrees]; the methoxy substituent is also coplanar [C-O-C-C = 174.5 (3)degrees]. In addition to an intramolecular N-H center dot center dot center dot O(ester carbonyl) hydrogen bond, the ester carbonyl O atom also forms an intermolecular N-H center dot center dot center dot O hydrogen bond with the second amine H atom, generating a zigzag supramolecular chain along the c axis in the crystal packing. The chains are linked into layers in the bc plane by N-H center dot center dot center dot Br hydrogen bonds, and these layers are consolidated into a three-dimensional architecture by C- H center dot center dot center dot pi interactions.