Zeitschrift für Kristallographie - New Crystal Structures 2 1 3 , 2 9 7 - 2 9 8
297
© by R. Oldenbourg Verlag, München 1998
Crystal structure of (2Ä*,3S*,45*,55*,6/?*)-5,6-diacetoxy-3-acetoxyme- thyl-2,3,4,5-tetrahydro-4-hydroxy-2,4-heptanofuran,
С11Н1б0(0С0СНз)2(СН20С0СНз)0Н
к. Peters, Е.-М. Peters
Max-Planck-Institut für Festkörperforschung, Heisenbergstraße 1, D-70506 Stuttgart, Germany
R. Krebber and W. Tochtermann
Christian-Albrechts-Universität Kiel, Insütut für Organische Chemie, Olshausenstraße 40, D-24098 Kiel, Germany Received August 14, 1997, CSD-No. 409075
Source of material: The corresponding 4,5-dihydroxy derivative (see ref. 1 ) was acetylated with acetic anhydride in pyridine to give the tetraacetoxy derivative. Subsequent reaction with hydrogen bromide in acetic and hydroysis led to the title compound (see ref.
2). Suitable crystals were obtained by slow crystallization from dichloromethane at 2 7 4 К (mp 4 0 9 К - 411 К).
CigH2808, orthorhombic, Pna2\ (No. 33), a =6.706(1) Â, b =33.100(7) A, с =8.577(2) Â, V = 1 9 0 3 . 8 Â ^ Z = 4 , R(F) =0.071,
=0.064.
Table 1. Parameters used for the X-ray data collection
Crystal: colorless plate, size 0.4 χ 0.75 χ 0.15 nmi Wavelength: Mo Ka radiation (0.71073 Â)
μ: 1.00 cm"' Diffhictometer: Siemens P4 Scan mode: ω Trntasur^n^t. 293 К
20™,: 55°
2626 Criterion for Fo. Fo > 3 a(Fo)
^Ирагат)гфиа·. 236
Program: SHELXTL-plus
Table 2. Final atomic coordinates and displacement parameters (in Â^)
Atom Site X У ζ Uiso
H(2) 4a 0.3803(7) 0.6305(1) 0.0280(8) 0.08 H(3) 4<i 0.7735(7) 0.6458(2) 0.0837(9) 0.08 H(4) Aa 0.7035 0.5438 -0.0139 0.14(3) H(5) 4a 0.5508(8) 0.5659(1) 0.3455(9) 0.08 H(6) 4a 0.3084(8) 0.6796(1) 0.2128(9) 0.08 H(7A) 4a 0.699(1) 0.7032(2) 0.1865(9) 0.08 H(7B) 4a 0.530(1) 0.7343(2) 0.2254(9) 0.08 H(8A) 4a 0.529(1) 0.6691(2) 0.423(1) 0.08 H(8B) 4a 0.511(1) 0.7149(2) 0.467(1) 0.08 H(9A) 4a 0.7938(9) 0.6886(2) 0.584(1) 0.08 H(9B) 4a 0.8595(9) 0.7207(2) 0.460(1) 0.08 H(IOA) 4a 0.9329(8) 0.6691(2) 0.286(1) 0.08 H(IOB) 4a 1.0624(8) 0.6659(2) 0.438(1) 0.08 H(llA) 4a 0.7240(9) 0.6195(2) 0.439(1) 0.08 H(llB) 4a 0.9351(9) 0.6086(2) 0.505(1) 0.08 H(12A) 4a 1.0158(8) 0.6013(2) 0.228(1) 0.08 H(12B) 4a 0.9249(8) 0.5653(2) 0.323(1) 0.08 H(13A) 4a 0.832(1) 0.6137(2) -0.1382(9) 0.08 H(13B) 4a 0.664(1) 0.6460(2) -0.1608(9) 0.08 H(15A) 4a 0.173(1) 0.5725(2) -0.361(1) 0.08 H(15B) 4a 0.233(1) 0.5535(2) -0.201(1) 0.08 H(15C) 4<i 0.360(1) 0.5442(2) -0.350(1) 0.08 H(17A) 4a 0.0862(9) 0.7232(2) -0.263(1) 0.08 H(17B) 4a 0.3097(9) 0.7110(2) -0.289(1) 0.08 H(17C) 4a 0.2575(9) 0.7506(2) -0.198(1) 0.08 H(19A) 4a 0.1511(9) 0.4713(2) 0.161(1) 0.08 H(19B) 4a 0.2955(9) 0.4841(2) 0.026(1) 0.08 H(19C) 4a 0.1064(9) 0.5102(2) 0.063(1) 0.08
298
CI 1Н1б0(0С0СНз)2(СН20С0СНз)0Н Table 3. Final atomic coordinates and displacement parameters (in À")Atom Site X У ζ и и U22 t/зз Un Un Uli
CKD 4a 0.4330(5) 0.6140(1) 0.2566 0.035(2) 0.053(2) 0.053(3) -0.007(2) 0.005(2) 0.005(2)
C(2) 4a 0.4670(7) 0.6366(1) 0.1139(8) 0.032(2) 0.053(3) 0.044(4) -0.006(2) 0.008(3) 0.002(3) C(3) 4a 0.6792(7) 0.6248(2) 0.0612(9) 0.032(3) 0.052(3) 0.048(3) -0.010(2) 0.006(3) -0.002(3) C(4) 4a 0.7325(8) 0.5864(1) 0.153(1) 0.036(3) 0.048(3) 0.063(4) -0.001(2) -0.008(3) -0.015(3) 0(4) 4a 0.7969(5) 0.5529(1) 0.0664(8) 0.045(2) 0.064(2) 0.084(3) 0.011(2) -0.018(3) -0.022(3) C(5) 4a 0.5299(8) 0.5775(1) 0.2443(9) 0.044(3) 0.043(2) 0.060(4) -0.007(2) -0.002(3) 0.002(3) 0 ( 5 ) 4a 0.4134(5) 0.5502(1) 0.1480(7) 0.050(2) 0.057(2) 0.072(3) -0.014(2) -0.017(3) 0.008(2) C(6) 4a 0.4224(8) 0.6809(1) 0.1453(9) 0.042(3) 0.051(3) 0.053(4) -0.001(2) 0.008(3) 0.007(3) 0 ( 6 ) 4a 0.3989(5) 0.7003(1) -0.0055(7) 0.038(2) 0.069(2) 0.064(3) 0.005(2) 0.003(2) 0.019(2) C(7) 4a 0.570(1) 0.7065(2) 0.2335(9) 0.069(4) 0.046(3) 0.057(4) -0.000(3) 0.007(4) -0.002(3) C(8) 4a 0.586(1) 0.6954(2) 0.409(1) 0.075(4) 0.055(3) 0.055(4) 0.008(3) 0.002(4) -0.008(4) C(9) 4a 0.8004(9) 0.6945(2) 0.475(1) 0.081(4) 0.067(3) 0.055(5) -0.016(4) -0.011(4) -0.011(4) C(IO) 4a 0.9303(8) 0.6633(2) 0.396(1) 0.054(3) 0.082(4) 0.060(4) -0.021(3) -0.015(4) -0.003(4) C ( l l ) 4a 0.8645(9) 0.6194(2) 0.417(1) 0.054(4) 0.068(3) 0.070(4) 0.003(3) -0.022(4) 0.003(4) C(12) 4a 0.8990(8) 0.5916(2) 0.280(1) 0.036(3) 0.063(3) 0.074(5) 0.005(2) -0.009(3) -0.007(4) C(13) 4a 0.697(1) 0.6207(2) -0.1126(9) 0.056(4) 0.069(4) 0.061(5) -0.003(3) 0.016(4) -0.004(3) 0{13) 4a 0.5649(6) 0.5893(1) -0.1710(7) 0.062(2) 0.068(2) 0.065(3) 0.003(2) -0.006(3) -0.012(2) C(I4) 4a 0.408(1) 0.5996(2) -0.262(1) 0.069(4) 0.087(4) 0.047(4) 0.022(4) -0.011(4) 0.001(4) 0 ( I 4 ) 4a 0.3786(8) 0.6332(2) -0.3002(9) 0.111(4) 0.106(3) 0.100(5) 0.015(3) -0.036(4) 0.021(4) C{I5) 4a 0.283(1) 0.5644(2) -0.297(1) 0.085(5) 0.110(5) 0.132(9) 0.006(4) -0.055(6) -0.031(6) C(I6) 4a 0.2152(9) 0.7010(2) -0.075(1) 0.050(3) 0.062(3) 0.070(5) -0.000(3) -0.004(4) 0.018(4) 0 ( 1 6 ) 4a 0.0752(6) 0.6851(2) -0.0131(9) 0.048(2) 0.134(4) 0.086(4) -0.021(3) -0.006(3) 0.033(4) C(17) 4a 0.2173(9) 0.7233(2) -0.218(1) 0.052(4) 0.098(4) 0.082(6) 0.000(3) -0.013(4) 0.029(5) C(18) 4a 0.3281(9) 0.5181(2) 0.219(1) 0.049(3) 0.038(3) 0.079(6) -0.001(2) 0.007(4) 0.000(4) 0 ( I 8 ) 4a 0.3511(9) 0.5111(1) 0.3528(9) 0.120(4) 0.082(3) 0.082(5) -0.042(3) 0.006(4) 0.012(3) C(19) 4a 0.2098(9) 0.4938(2) 0.107(1) 0.057(4) 0.052(3) 0.115(7) -0.008(3) 0.007(5) -0.020(4)
References
1. Kasch, M.: Racemische und optisch aktive überbrückte Furanoside als Bausteine zur Synthese modifizierter Nucleoside. Dissertation, Universi- tät Kiel, Germany 1996.
2. Krebber, R.: Unpublished results.
3. Sheldrick, G. M.: Program Package SHELXTL-plus. Release 4.1.
Siemens Analytical X-Ray Instruments Inc., Madison (WI53719), USA 1990.
