Bis(4-hy-droxy-N-isopropyl-N-methyl-trypt-ammo-nium) fumarate: a new crystalline form of miprocin.

The title compound, bis-(4-hy-droxy-N-isopropyl-N-methyl-tryptammonium) (4-HO-MiPT) fumarate (systematic name: bis-{[2-(4-hy-droxy-1H-indol-3-yl)eth-yl](meth-yl)propan-2-yl-aza-nium} but-2-enedioate), 2C(14)H(21)N(2)O(+)·C(4)H(2)O(4) (2-), has a singly protonated tryptammonium cation and one half of a fumarate dianion in the asymmetric unit. The tryptammonium and fumarate ions are held together in one-dimensional chains by N-H⋯O and O-H⋯O hydrogen bonds. These chains are a combination of R (4) (2)(20) rings, and C (2) (2)(15) and C (4) (4)(30) parallel chains along (110). They are further consolidated by N-H⋯π inter-actions. There are two two-component types of disorder impacting the tryptammonium fragment with a 0.753†(7):0.247†(7) occupancy ratio and one of the fumarate oxygen atoms with a 0.73†(8):0.27†(8) ratio.