9,10 dimethoxy[7]helicene

the goodman group
university of cambridge

Notes

Literature

Efficient Phenanthrene, Helicene, and Azahelicene Syntheses
D. C. Harrowven, I. L. Guy and L. Nanson Angew. Chem. Int. Ed. 2006, 45, 2242-2245.

SMILES

COC1=C(OC)C2=C(C3=[C@@](C=CC=C4)[C@@]4=CC=C3C=C2)C5=C1C=CC6=CC=C7C(C=CC=C7)=C56

Canonical SMILES

InChI
InChI=1/C32H22O2/c1-33-31-25-17-15-21-13-11-19-7-3-5-9-23(19)27(21)29(25)30-26(32(31)34-2)18-16-22-14-12-20-8-4-6-10-24(20)28(22)30/h3-18H,1-2H3
AuxInfo=1/0/N:21,22,34,28,32,30,33,27,31,29,13,7,14,8,24,26,23,25,18,12,15,9,17,11,6,3,16,10,1,2,5,4,19,20/E:(1,2)(3,4)(5,6)(7,8)(9,10)(11,12)(13,14)(15,16)(17,18)(19,20)(21,22)(23,24)(25,26)(27,28)(29,30)(31,32)(33,34)/rA:56cCCCCCCCCCCCCCCCCCCOOCCCCCCCCCCCCCCHHHHHHHHHHHHHHHHHHHHHH/rB:s1;d2;s3;d4;d1s5;;d7;s8;s2d9;s10;s7s11;;d13;s14;s1d15;s16;s13s17;s5;s4;s19;s20;s6;s15d23;s3;s9d25;d12;s27;d11;d28s29;d17;s31;d18;d32s33;s7;s8;s13;s14;s21;s21;s21;s22;s22;s22;s23;s24;s25;s26;s27;s28;s29;s30;s31;s32;s33;s34;/rC:.4858,-.2752,.1928;-.3133,.9266,-.0059;-1.7266,.8017,.1493;-2.3408,-.491,.1173;-1.5767,-1.6098,-.1233;-.149,-1.5285,-.059;1.1785,4.905,-.6948;-.0745,4.6951,-.2045;-.6071,3.3725,-.0718;.1989,2.2393,-.3656;1.4417,2.4748,-1.0896;1.9438,3.8097,-1.2053;4.6797,-.4262,1.1478;4.0482,-1.485,.5692;2.6339,-1.4732,.3452;1.8685,-.3128,.6412;2.5047,.7165,1.4535;3.9201,.6728,1.6587;-2.1419,-2.8514,-.313;-3.7132,-.5531,.215;-2.9364,-2.9748,-1.5013;-4.2026,-1.2927,1.3429;.6325,-2.7068,-.2465;1.9928,-2.6501,-.1421;-2.5361,1.9613,.3351;-1.9674,3.2026,.3211;3.1582,4.0501,-1.8954;3.8366,3.0256,-2.522;2.132,1.4598,-1.8019;3.2958,1.7239,-2.498;1.7779,1.7071,2.1638;2.4127,2.654,2.9441;4.5522,1.6761,2.435;3.8177,2.6627,3.0591;1.5877,5.909,-.7714;-.7001,5.5308,.0985;5.7567,-.4297,1.2938;4.6068,-2.3657,.2628;-2.3307,-2.772,-2.3925;-3.2849,-4.0092,-1.527;-3.7915,-2.2931,-1.4789;-5.2915,-1.226,1.2999;-3.8906,-2.3399,1.2958;-3.8467,-.8472,2.2794;.1196,-3.6288,-.4928;2.6024,-3.525,-.352;-3.5969,1.8242,.507;-2.562,4.0878,.5312;3.5311,5.0702,-1.9448;4.7617,3.2236,-3.0558;1.726,.458,-1.8238;3.7903,.9207,-3.0368;.6978,1.7081,2.1161;1.8199,3.391,3.4784;5.6323,1.6345,2.5524;4.3126,3.4208,3.6594;

MInChI v0.9
MInChIxe1 C32H22O2 c1xh33xh31xh 25xh17xh15xh 21xh13xh11xh 19xh7xh3xh5x h9xh23xl19xr 27xl21xr29xl 25xr30xh26xl 32xl31xr34xh 2xr18xh16xh2 2xh14xh12xh2 0xh8xh4xh6xh 10xh24xl20xr 28xl22xr30xs h3xh18Hxc1xh 2H3

Structure files

MOL file ; PDB file

Conformation
B3LYP/6-31G** optimisation

Updated: 4 August 2006