Abstract
The solid-state structures of N-cyclohexyltryptamine (I) {systematic name: N-[2-(1H-indol-3-yl)ethyl]cyclohexanamine}, C16H22N2, and two of its salts, N-cyclohexyltryptammonium bromide (II) {systematic name: N-[2-(1H-indol-3-yl)ethyl]cyclohexanaminium bromide}, C16H23N2
+·Br−, and N-cyclohexyltryptammonium fumarate (III) (systematic name: bis{N-[2-(1H-indol-3-yl)ethyl]cyclohexanaminium} (2E)-but-2-enedioate), 2C16H23N2
+·C4H2O4
2−, were determined by single-crystal X-ray diffraction. The freebase compound forms infinite chains along [010] through N—H...N hydrogen bonds. The bromide salt is held together by N—H...Br interactions in two-dimensional sheets along (001). The fumarate salt is held together in infinite three-dimensional frameworks by N—H...O hydrogen bonds.
Funder
National Science Foundation, Directorate for Mathematical and Physical Sciences
Publisher
International Union of Crystallography (IUCr)
Subject
Condensed Matter Physics,General Materials Science,General Chemistry
Reference39 articles.
1. SOME PHARMACOLOGICAL EFFECTS OF A SERIES OF TRYPTAMINE DERIVATIVES
2. Bruker (2021). APEX4 and SAINT. Bruker AXS Inc., Madison, Wisconsin, USA.
3. Bis(4-acetoxy-N,N-dimethyltryptammonium) fumarate: a new crystalline form of psilacetin, an alternative to psilocybin as a psilocin prodrug
4. Chadeayne, A. R., Golen, J. A. & Manke, D. R. (2019b). IUCrData, 4, x190962.
5. Chadeayne, A. R., Pham, D. N. K., Golen, J. A. & Manke, D. R. (2019). IUCrData, 4, x191469.