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 A 1 O12 PDU 0.0975 Uani A 1 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 A 1 C37 PDU 0.0619 Uani A 1 C38 PD 0.093 Uiso calc A 1 H38A PR 0.093 Uiso calc A 1 H38B PR 0.093 Uiso calc A 1 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 0.0605 Uiso A 2 O12A PD 0.0897 Uiso A 2 O13A PD 0.075 Uiso A 2 C37A PD 0.089 Uiso A 2 C38A PD 0.134 Uiso calc A 2 H38D PR 0.134 Uiso calc A 2 H38E PR 0.134 Uiso calc A 2 H38F PR |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)|