Ethyl 2-amino-4-(4-bromo-phen-yl)-6-meth-oxy-4H-benzo[h]chromene-3-carboxyl-ate

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) Å, respectively] defined by the remaining atoms. Nevertheless, the 4H-benzo[h]chromene ring system approximates a plane (r.m.s. deviation = 0.116 Å) with the bromo-benzene ring almost perpendicular [dihedral angle = 83.27 (16)°] and the ester group coplanar [C-C-C-O = 3.4 (5)°]; the meth-oxy substituent is also coplanar [C-O-C-C = 174.5 (3)°]. In addition to an intra-molecular N-H⋯O(ester carbon-yl) hydrogen bond, the ester carbonyl O atom also forms an inter-molecular N-H⋯O hydrogen bond with the second amine H atom, generating a zigzag supra-molecular chain along the c axis in the crystal packing. The chains are linked into layers in the bc plane by N-H⋯Br hydrogen bonds, and these layers are consolidated into a three-dimensional architecture by C-H⋯π inter-actions.