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Interactive Data table: Calculated properties for (S)-Streptorubin and (R,R)-Roseophilin
Load moleculeaΔΔGbORP, [α]589cECDdNMR and VCDe
(S)-Streptorubin, HCl salt, Lower energy atropisomer, anti (crystal structureh)0.0 +4741 sw5, sw6Δε463 +ve (Δε540 +ve)hwtn, wtpsw7
(S)-Streptorubin, Lower energy atropisomer, gauche 0.7 +4517 4nsΔε463 +ve (Δε540 +ve)h4pd4nr
(S)-Streptorubin, HCl salt, Higher energy atropisomer2.0 -4044, sxbΔε459 -ve (Δε540 +ve)hwtqt2g, sw8, sw9
(S)-Streptorubin, BF4 salt, lower energy atropisomer0.0+4746, sxfΔε466 +ve, wvnwt6
(R,R)-Roseophilin.HCl0.0+4432 ( +5500)f wt7Δε455 +ve (Δε533 +ve)g xfdwvb, wt8,
(S)-Streptorubin, free-base Dimer1, Load directlyi [HCl salti]j0.0 [0.0 ] -12,389, wvc [-12,076, xbw]jMO: 211, 212, 213, 214, ww2, wwz [xdg]jwvd [xbr]j
(S)-Streptorubin free-base Dimer2, Load directlyi [HCl salti]j+1.1 [-0.4 ]j +4490, wvf [+7879, xbx]jMO: 211, 212, 213, 214, wxd,wxf [xdh]jwvg [xbs]j
(S)-Streptorubin free-base Dimer3, Load directlyi [HCl salti]j+1.6 [2.0 ]j +888, wvh [-14,049, xbz]jMO: 211, 212, 213, 214, xb3 [xdw]jwvj [xbt]j
(S)-Streptorubin free-base Dimer4, Load directlyi [HCl salti]j+0.3 [0.9 ]j +9795, wvk [+7032, xb2]jMO: 211, 212, 213, 214, xb4 [xdj]jwvm [xbv]j
aSelect hyperlink to load 3D coordinates for molecule based on a calculation using the following model: Mn12L/TZVP/SCRF=methanol or ethanol continuum solvent. bRelative calculated free energy ΔG298, kcal mol-1. cCalculated optical rotatory power (ORP) at 589nm. The hyperlink refers to the DOI (digital object identifier, specified as a shortDOI) for a digital repository where calculated rotations at other wavelengths (ORP) can be found. dCalculated electronic circular dichroism (ECD). The hyperlink refers to the shortDOI for a digital repository containing output files from which the full ECD spectrum can be plotted using appropriate software such as Gaussview 5.09, including application of any baseline shifts as appropriate. eThe hyperlink refers to the shortDOI for a digital repository containing output files from which the full calculated vibrational circular dichroism (VCD) spectrum can be plotted using appropriate software such as Gaussview 5.09. Also included is the predicted NMR chemical shieldings for all nuclei, which can be displayed relative to TMS using appropriate software such as Gaussview 5.09. fMeasured literature value for the (R,R) isomer as reported in D. L. Roger and J. Hong, J. Am. Chem. Soc., 2001, 123, 8515-8519, doi:10.1021/ja011271s gMeasured literature value for the ECD spectrum as reported in D. L. Roger and J. Hong, J. Am. Chem. Soc., 2001, 123, 8515-8519, doi:10.1021/ja011271s hMeasured literature value for the ECD spectrum as reported in D. X. Hu, M. D. Clift, K. E. Lazarski and R. J. Thomson, J. Am. Chem. Soc., 2011, 133, 1799-1804, doi:10.1021/ja109165f iLoad the molecule directly from the digital repository, as described in M. J. Harvey, N. J. Mason and H. S. Rzepa, J. Chem. Inf. Mod., 2014, 54, 2627–2635. doi:10.1021/ci500302p jAs HCl salt. kThis data table has shortdoi:wvq.