University of Massachusetts Dartmouth, 285 Old Westport Road, North Dartmouth, MA 02747, USA
Nathan B. Sackett
University of Washington, Department of Psychiatry & Behavioral Sciences, Center for Novel Therapeutics in Addiction Psychiatry, 1959 NE Pacific Street, Box 356560, Seattle, WA 98195, USA
Andrew R. Chadeayne
CaaMTech, Inc., 58 East Sunset Way, Suite 209, Issaquah, WA 98027, USA
James A. Golen
University of Massachusetts Dartmouth, 285 Old Westport Road, North Dartmouth, MA 02747, USA
David R. Manke
University of Massachusetts Dartmouth, 285 Old Westport Road, North Dartmouth, MA 02747, USA
The solid-state structure of the title salt/adduct (systemic name: bis{[2-(4-acetyloxy-1H-indol-3-yl)ethyl](ethyl)propylazanium} but-2-enedioate–(E)-butenedioic acid (1/1)), 2C17H25N2O2+·C4H2O42−·C4H4O4, was determined by single-crystal X-ray diffraction. The asymmetric unit consists of a singly protonated tryptammonium cation, one half of a fumarate dianion and one half of a fumaric acid molecule. In the crystal, the ions and molecules are linked together in infinite chains propagating along [001] through a series of N—H...O and O—H...O hydrogen bonds.