Beckett, Joseph OS; Olmstead, Marilyn M; Fettinger, James C; Gray, David A; Manabe, Shuhei; Mascal, Mark

doi:10.1107/s2056989016016042

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Crystal structure determination as part of an undergraduate laboratory experiment: 1′,3′,3′-trimethylspiro[chromene-2,2′-indoline] and 1′,3′,3′-trimethyl-4-[(E)-(1,3,3-trimethylindolin-2-ylidene)methyl]spiro[chroman-2,2′-indoline]

2016

Published Web Location

https://doi.org/10.1107/s2056989016016042

Abstract

The crystal structures of the title compounds, C₁₉H₁₉NO and C₃₁H₃₄N₂O, were determined as part of an experiment in an undergraduate teaching laboratory that demonstrates the relationship between mol-ecular structure and function. 1',3',3'-Tri-methyl-spiro-[chromene-2,2'-indoline] is both a photoswitch and thermochromic mol-ecule. Students synthesized it and a bis-indoline adduct and compared the crystallographically determined structures to computed gas-phase models.

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UC Davis

Crystal structure determination as part of an undergraduate laboratory experiment: 1′,3′,3′-tri­methyl­spiro­[chromene-2,2′-indoline] and 1′,3′,3′-trimethyl-4-[(E)-(1,3,3-tri­methyl­indolin-2-yl­idene)meth­yl]spiro­[chroman-2,2′-indoline]

Published Web Location

Crystal structure determination as part of an undergraduate laboratory experiment: 1′,3′,3′-trimethylspiro[chromene-2,2′-indoline] and 1′,3′,3′-trimethyl-4-[(E)-(1,3,3-trimethylindolin-2-ylidene)methyl]spiro[chroman-2,2′-indoline]