Structure of 7-methoxy-2-(2-methoxyphenyl)-4H-1-benzopyran-4-one (2',7-dimethoxyflavone)

Use of π–π forces to steer the assembly of chromone derivatives into hydrogen bonded supramolecular layers: crystal structures and Hirshfeld surface analyses

“…The relative contribution of the different interactions to the Hirshfeld surface was calculated for the title compounds as well as a number of substituted chromones (Fig. 8) available in the CSD (ref-codes GIRWAG, 39 REBHEM 40 for 5, 7-substitution and GODJUF, 41 SIMNAE, 42 TAJSAY, 43 VOKVIA, 44 XAHPUR, 45 YAXDUW 46 for 2,7substitution) which offers some insight into the effect of different substituents on the chromone backbone. With different substituents at the 5,7-and 2,7-position, the contribution of H/H interactions to the Hirshfeld Surface increases steadily up to well over 52% in 2 with a corresponding decrease in the contribution to 35% in GIRWAG.…”

“…37 Therefore, the chromone moieties in one single molecule give the possibility of achieving novel bioactive compounds. A search of the Cambridge Structural Database (version 5.31, November CSD 2009 release) 38 with both benzopyran ring moiety unsubstituted and different substitution yielded 343 hits (excluding duplicate structure determinations), 335 had different substitutions but only 2 (CSD ref-codes GIRWAG, 39 REBHEM 40 ) of which had 5,7-substitution, with the remaining 6 (CSD ref-codes GODJUF, 41 SIMNAE, 42 TAJSAY, 43 VOK-VIA, 44 XAHPUR, 45 YAXDUW 46 ) containing different substituent groups at the 2,7-positions. A symmetrical substitution at the 5,7-and 2,7-positions is, however, yet to be reported.…”