Organic _publ_contact_author_name Department of Chemistry & NUS MedChem Program of the Office of Life Sciences National University of Singapor 3 Science Drive 3 Singapore 117543 Division of Materials Science 50 Nanyang Avenue Nanyang Technological University Singapore 639798 Division of Chemistry & Biological Chemistry 21 Nanyang Link Nanyang Technological University Singapore 637371 CHMZH@NUS.EDU.SG Helical Organization in Foldable Aromatic Oligoamides SHELXL-97 Triclinic 223(2) 4649 2.19 22.75 BLOCK COLOURLESS 0.40 0.30 0.10 Not Measured 1.389 not measured 844 0.105 Multi-scan 0.9591 0.9896 Sadabs, (Sheldrick 2001) 223(2) 0.71073 MoK\a fine-focus sealed tube graphite CCD area detector phi and omega scans 25481 0.0370 0.0429 -15 15 -17 17 -17 17 1.66 27.50 8844 6079 >2sigma(I) Bruker SMART Bruker SMART Bruker SAINT SHELXS-97 (Sheldrick, 1990) SHELXL-97 (Sheldrick, 1997) Bruker SHELXTL Bruker SHELXTL Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Fsqd full calc calc w=1/[\s^2^(Fo^2^)+(0.0672P)^2^+0.3960P] where P=(Fo^2^+2Fc^2^)/3 direct difmap mixed none 8844 555 25 0.0915 0.0603 0.1523 0.1375 1.047 1.046 0.000 0.000 All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. 0.998 27.50 0.998 0.349 -0.282 0.044 |Yan Yan|Bo Qin|Yingying Shu|Xiuying chen|Yeow Kwan Yip|Dawei Zhang|Haibin Su|Huaqiang Zeng| |N2|N3|N4|N5| |H2N|H3N|H4N|H5N| |O3|O5|O7|O9| |0.87|0.87|0.87|0.87| |2.15|1.99|2.06|1.98| |2.743(2)|2.709(2)|2.723(2)|2.721(2)| |125.2|139.4|132.4|142.4| |.|.|.|.| 807.76 geom |C|H|N|O| |C|H|N|O| |0.0033|0.0000|0.0061|0.0106| |0.0016|0.0000|0.0033|0.0060| |International Tables Vol C Tables 4.2.6.8 and 6.1.1.4|International Tables Vol C Tables 4.2.6.8 and 6.1.1.4|International Tables Vol C Tables 4.2.6.8 and 6.1.1.4|International Tables Vol C Tables 4.2.6.8 and 6.1.1.4| 12.1198 13.1343 13.7022 107.878 108.158 95.126 1.0 0.0 0.0 0.0 0.0 1.0 0.0 0.0 0.0 0.0 1.0 0.0 0.0 0.0 0.0 1.0 -1.0 0.0 0.0 0.0 0.0 -1.0 0.0 0.0 0.0 0.0 -1.0 0.0 0.0 0.0 0.0 1.0 0.0824 Uani O1 . 0.0703 Uani O2 . 0.046 Uani O3 . 0.0619 Uani O4 . 0.0473 Uani O5 . 0.0674 Uani O6 . 0.0447 Uani O7 . 0.0697 Uani O8 . 0.0416 Uani O9 . 0.0646 Uani O10 . 0.0585 Uani O11 . 0.0591 Uani O12 PDU 0.0975 Uani O13 PDU 0.0571 Uani N1 . 0.0473 Uani N2 . 0.057 Uiso calc H2N R 0.0472 Uani N3 . 0.057 Uiso calc H3N R 0.046 Uani N4 . 0.055 Uiso calc H4N R 0.0461 Uani N5 . 0.055 Uiso calc H5N R 0.0421 Uani C1 . 0.0478 Uani C2 . 0.0561 Uani C3 . 0.067 Uiso calc H3 R 0.0587 Uani C4 . 0.07 Uiso calc H4 R 0.0523 Uani C5 . 0.063 Uiso calc H5 R 0.0436 Uani C6 . 0.0616 Uani C7 . 0.092 Uiso calc H7A R 0.092 Uiso calc H7B R 0.092 Uiso calc H7C R 0.0443 Uani C8 . 0.0415 Uani C9 . 0.0448 Uani C10 . 0.0517 Uani C11 . 0.062 Uiso calc H11 R 0.0537 Uani C12 . 0.064 Uiso calc H12 R 0.0506 Uani C13 . 0.061 Uiso calc H13 R 0.0433 Uani C14 . 0.0637 Uani C15 . 0.096 Uiso calc H15A R 0.096 Uiso calc H15B R 0.096 Uiso calc H15C R 0.0481 Uani C16 . 0.0401 Uani C17 . 0.0425 Uani C18 . 0.0497 Uani C19 . 0.06 Uiso calc H19 R 0.0525 Uani C20 . 0.063 Uiso calc H20 R 0.0489 Uani C21 . 0.059 Uiso calc H21 R 0.0433 Uani C22 . 0.0466 Uani C23 . 0.0388 Uani C24 . 0.0419 Uani C25 . 0.0497 Uani C26 . 0.06 Uiso calc H26 R 0.0531 Uani C27 . 0.064 Uiso calc H27 R 0.0487 Uani C28 . 0.058 Uiso calc H28 R 0.0414 Uani C29 . 0.0454 Uani C30 . 0.0483 Uani C31 . 0.0465 Uani C32 . 0.0545 Uani C33 . 0.065 Uiso calc H33 R 0.062 Uani C34 . 0.074 Uiso calc H34 R 0.06 Uani C35 . 0.072 Uiso calc H35 R 0.0534 Uani C36 D 0.0498 Uani C37 PDU 0.0619 Uani C38 PD 0.093 Uiso calc H38A PR 0.093 Uiso calc H38B PR 0.093 Uiso calc H38C PR 0.0839 Uani C44 . 0.126 Uiso calc H44A R 0.126 Uiso calc H44B R 0.126 Uiso calc H44C R 0.0544 Uani C45 . 0.082 Uiso calc H45A R 0.082 Uiso calc H45B R 0.082 Uiso calc H45C R 0.0599 Uani C46 . 0.09 Uiso calc H46A R 0.09 Uiso calc H46B R 0.09 Uiso calc H46C R |O1|O2|O3|O4|O5|O6|O7|O8|O9|O10|O11|O12|O13|N1|N2|N3|N4|N5|C1|C2|C3|C4|C5|C6|C7|C8|C9|C10|C11|C12|C13|C14|C15|C16|C17|C18|C19|C20|C21|C22|C23|C24|C25|C26|C27|C28|C29|C30|C31|C32|C33|C34|C35|C36|C37|C38|C44|C45|C46| |0.0704(12)|0.0918(13)|0.0512(8)|0.0574(10)|0.0503(8)|0.0870(12)|0.0554(8)|0.0918(13)|0.0421(7)|0.0651(10)|0.0734(11)|0.0512(16)|0.125(3)|0.0646(13)|0.0437(9)|0.0561(11)|0.0520(10)|0.0498(10)|0.0443(11)|0.0517(12)|0.0678(15)|0.0793(17)|0.0598(14)|0.0435(11)|0.0787(17)|0.0422(11)|0.0405(11)|0.0411(11)|0.0412(11)|0.0429(12)|0.0499(12)|0.0445(11)|0.0430(13)|0.0503(12)|0.0461(11)|0.0454(11)|0.0503(12)|0.0564(13)|0.0549(13)|0.0485(12)|0.0535(13)|0.0342(10)|0.0404(11)|0.0518(12)|0.0525(13)|0.0418(11)|0.0329(10)|0.0426(11)|0.0577(13)|0.0484(12)|0.0579(14)|0.0719(16)|0.0683(16)|0.0638(14)|0.080(4)|0.071(4)|0.0727(19)|0.0614(14)|0.0632(15)| |0.0699(12)|0.0665(11)|0.0415(8)|0.0606(10)|0.0409(8)|0.0454(9)|0.0298(7)|0.0512(10)|0.0431(8)|0.0591(10)|0.0400(9)|0.0647(18)|0.079(2)|0.0482(11)|0.0467(10)|0.0330(9)|0.0400(10)|0.0382(9)|0.0435(11)|0.0460(12)|0.0416(13)|0.0499(14)|0.0575(14)|0.0488(12)|0.0540(14)|0.0506(12)|0.0464(12)|0.0509(12)|0.0636(15)|0.0648(15)|0.0508(13)|0.0443(12)|0.0665(16)|0.0443(12)|0.0299(10)|0.0342(11)|0.0374(12)|0.0300(11)|0.0384(12)|0.0375(11)|0.0400(12)|0.0435(11)|0.0440(12)|0.0495(13)|0.0654(15)|0.0571(14)|0.0478(12)|0.0486(12)|0.0363(11)|0.0424(12)|0.0478(13)|0.0418(13)|0.0405(13)|0.0458(13)|0.031(2)|0.061(4)|0.0713(19)|0.0557(14)|0.0431(13)| |0.1078(15)|0.0663(12)|0.0530(9)|0.0792(11)|0.0626(9)|0.0889(13)|0.0556(9)|0.0673(11)|0.0441(8)|0.0687(11)|0.0686(10)|0.0443(16)|0.0685(19)|0.0732(15)|0.0664(12)|0.0606(11)|0.0476(10)|0.0528(10)|0.0422(11)|0.0502(12)|0.0574(14)|0.0526(14)|0.0468(12)|0.0405(11)|0.0476(13)|0.0423(11)|0.0440(11)|0.0483(12)|0.0621(14)|0.0599(14)|0.0506(12)|0.0424(11)|0.0747(17)|0.0514(12)|0.0414(11)|0.0464(11)|0.0612(14)|0.0599(14)|0.0471(12)|0.0397(11)|0.0445(12)|0.0440(11)|0.0484(12)|0.0541(13)|0.0560(14)|0.0570(13)|0.0474(11)|0.0480(12)|0.0519(13)|0.0477(12)|0.0600(14)|0.0710(16)|0.0619(15)|0.0506(13)|0.049(3)|0.044(3)|0.123(3)|0.0467(12)|0.0870(18)| |0.0323(11)|0.0296(10)|0.0192(7)|0.0240(9)|0.0234(7)|0.0368(9)|0.0153(6)|0.0024(8)|0.0154(6)|0.0186(8)|0.0206(8)|-0.0010(14)|-0.0110(16)|0.0341(11)|0.0300(9)|0.0216(8)|0.0097(8)|0.0170(8)|0.0195(9)|0.0233(10)|0.0211(11)|0.0194(11)|0.0207(11)|0.0192(10)|0.0118(11)|0.0182(10)|0.0240(9)|0.0264(10)|0.0333(12)|0.0321(12)|0.0243(10)|0.0210(9)|0.0143(13)|0.0257(10)|0.0119(8)|0.0169(9)|0.0232(10)|0.0136(10)|0.0106(10)|0.0118(9)|0.0095(10)|0.0193(9)|0.0189(9)|0.0162(10)|0.0247(12)|0.0270(11)|0.0226(10)|0.0223(10)|0.0194(10)|0.0197(10)|0.0249(11)|0.0223(12)|0.0129(11)|0.0195(11)|0.0159(16)|0.000(3)|0.0361(18)|0.0214(11)|0.0359(13)| |0.0375(12)|0.0427(11)|0.0263(7)|0.0407(9)|0.0327(8)|0.0459(11)|0.0294(7)|0.0505(10)|0.0217(6)|0.0332(9)|0.0347(9)|0.0150(14)|0.062(2)|0.0315(11)|0.0296(9)|0.0282(9)|0.0269(8)|0.0225(9)|0.0154(9)|0.0182(10)|0.0172(12)|0.0276(13)|0.0244(11)|0.0137(9)|0.0243(13)|0.0170(9)|0.0179(9)|0.0163(9)|0.0238(11)|0.0210(11)|0.0158(10)|0.0142(9)|0.0272(12)|0.0148(10)|0.0135(9)|0.0130(9)|0.0153(11)|0.0094(11)|0.0140(10)|0.0130(9)|0.0201(10)|0.0162(9)|0.0211(9)|0.0276(11)|0.0333(11)|0.0238(10)|0.0138(9)|0.0158(10)|0.0184(11)|0.0134(10)|0.0207(12)|0.0251(14)|0.0178(13)|0.0186(11)|0.033(3)|0.026(3)|0.0562(19)|0.0188(11)|0.0308(13)| |-0.0052(10)|0.0084(10)|0.0100(7)|0.0105(8)|0.0023(6)|0.0071(8)|0.0053(6)|0.0053(9)|0.0070(6)|-0.0115(8)|0.0047(8)|0.0097(14)|-0.041(2)|0.0127(10)|0.0093(8)|0.0036(8)|0.0059(8)|0.0026(8)|0.0112(9)|0.0104(10)|0.0096(11)|0.0222(12)|0.0198(11)|0.0112(9)|0.0074(13)|0.0078(9)|0.0009(9)|0.0053(9)|0.0094(10)|-0.0030(11)|-0.0073(10)|-0.0005(9)|-0.0061(11)|-0.0020(10)|0.0039(8)|0.0042(9)|0.0039(9)|0.0047(10)|0.0115(10)|0.0062(9)|0.0111(10)|0.0121(8)|0.0145(9)|0.0170(10)|0.0208(11)|0.0100(10)|0.0090(9)|0.0064(9)|0.0050(10)|0.0046(9)|0.0019(11)|-0.0017(11)|0.0044(11)|0.0096(11)|0.013(2)|0.014(3)|0.0029(15)|0.0051(11)|0.0153(11)| |O1|O2|O3|O3|O4|O5|O5|O6|O7|O7|O8|O9|O9|O10|O11|O11|O12|O12|O13|N1|N2|N2|N3|N3|N4|N4|N5|N5|C1|C1|C2|C3|C4|C5|C6|C9|C9|C10|C11|C12|C13|C14|C17|C17|C18|C19|C20|C21|C22|C24|C24|C25|C26|C27|C28|C29|C31|C31|C32|C33|C34|C35|C36|C36|O12A|O12A|O13A| |N1|N1|C1|C7|C8|C9|C15|C16|C17|C46|C23|C24|C45|C30|C31|C44|C37|C38|C37|C2|C8|C10|C16|C18|C23|C25|C30|C32|C2|C6|C3|C4|C5|C6|C8|C14|C10|C11|C12|C13|C14|C16|C22|C18|C19|C20|C21|C22|C23|C29|C25|C26|C27|C28|C29|C30|C36|C32|C33|C34|C35|C36|C37A|C37|C37A|C38A|C37A| |1.214(3)|1.220(3)|1.377(2)|1.449(3)|1.216(2)|1.397(2)|1.442(3)|1.226(2)|1.391(2)|1.440(3)|1.208(2)|1.391(2)|1.449(3)|1.221(2)|1.378(2)|1.431(3)|1.318(5)|1.443(5)|1.202(6)|1.471(3)|1.350(3)|1.404(3)|1.354(3)|1.401(3)|1.360(3)|1.409(3)|1.353(3)|1.402(3)|1.392(3)|1.396(3)|1.372(3)|1.374(3)|1.373(3)|1.394(3)|1.505(3)|1.394(3)|1.397(3)|1.395(3)|1.372(3)|1.370(3)|1.404(3)|1.494(3)|1.386(3)|1.406(3)|1.385(3)|1.374(3)|1.377(3)|1.400(3)|1.505(3)|1.398(3)|1.402(3)|1.386(3)|1.377(3)|1.373(3)|1.396(3)|1.503(3)|1.387(3)|1.404(3)|1.388(3)|1.375(3)|1.365(3)|1.407(3)|1.339(13)|1.547(6)|1.335(9)|1.442(9)|1.203(9)| |C1|C9|C17|C24|C31|C37|O1|O1|O2|C8|C16|C23|C30|O3|O3|C2|C3|C3|C1|C2|C5|C4|C5|C5|C1|O4|O4|N2|C14|C14|C10|C11|C11|C9|C12|C13|C12|C9|C9|C13|O6|O6|N3|C22|C22|O7|C19|C19|N3|C20|C19|C20|C17|C17|C21|O8|O8|N4|O9|O9|C29|C26|C26|C24|C27|C28|C27|C28|C28|C24|O10|O10|N5|O11|O11|C36|C33|C33|N5|C34|C35|C34|C37A|C37A|C31|C37A|C31|C35|O13|O13|O12|C37A|O13A|O13A|O12A| |O3|O5|O7|O9|O11|O12|N1|N1|N1|N2|N3|N4|N5|C1|C1|C1|C2|C2|C2|C3|C4|C5|C6|C6|C6|C8|C8|C8|C9|C9|C9|C10|C10|C10|C11|C12|C13|C14|C14|C14|C16|C16|C16|C17|C17|C17|C18|C18|C18|C19|C20|C21|C22|C22|C22|C23|C23|C23|C24|C24|C24|C25|C25|C25|C26|C27|C28|C29|C29|C29|C30|C30|C30|C31|C31|C31|C32|C32|C32|C33|C34|C35|C36|C36|C36|C36|C36|C36|C37|C37|C37|O12A|C37A|C37A|C37A| |C7|C15|C46|C45|C44|C38|O2|C2|C2|C10|C18|C25|C32|C2|C6|C6|C1|N1|N1|C4|C3|C6|C1|C8|C8|N2|C6|C6|C10|O5|O5|C9|N2|N2|C10|C11|C14|C13|C16|C16|N3|C14|C14|O7|C18|C18|N3|C17|C17|C18|C21|C22|C21|C23|C23|N4|C22|C22|C29|C25|C25|C24|N4|N4|C25|C26|C29|C24|C30|C30|N5|C29|C29|C36|C32|C32|N5|C31|C31|C32|C33|C36|C31|C35|C35|C37|C37|C37|O12|C36|C36|C38A|O12A|C36|C36| |114.42(17)|113.54(16)|114.75(16)|113.77(15)|116.79(19)|114.8(5)|124.3(2)|117.5(2)|118.20(19)|128.58(17)|129.21(17)|128.71(18)|128.58(18)|119.35(18)|122.51(18)|118.03(19)|122.9(2)|118.07(19)|119.02(19)|118.5(2)|120.1(2)|121.6(2)|118.7(2)|116.02(19)|125.33(19)|123.9(2)|120.5(2)|115.62(17)|121.92(18)|121.45(19)|116.57(17)|118.8(2)|124.8(2)|116.36(17)|119.4(2)|121.7(2)|120.6(2)|117.4(2)|125.99(18)|116.51(18)|122.8(2)|120.91(19)|116.26(17)|122.32(17)|121.24(18)|116.36(17)|124.76(19)|119.0(2)|116.23(17)|119.8(2)|121.4(2)|120.2(2)|118.34(19)|125.53(18)|116.08(19)|124.0(2)|121.15(19)|114.77(18)|121.94(18)|117.09(16)|120.84(18)|119.93(19)|124.04(19)|116.03(17)|119.1(2)|121.2(2)|121.3(2)|117.6(2)|115.73(18)|126.70(19)|123.4(2)|120.2(2)|116.42(17)|122.4(2)|116.67(19)|120.83(19)|124.3(2)|119.3(2)|116.41(18)|119.6(2)|121.7(2)|120.2(2)|124.2(5)|116.4(5)|118.4(2)|12.2(8)|121.7(2)|119.8(2)|123.2(5)|127.0(4)|109.8(4)|120.2(13)|118.6(11)|128.1(9)|113.4(8)| organic