+++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ + SHELXL-97 - CRYSTAL STRUCTURE REFINEMENT - WinGX VERSION + + Copyright(C) George M. Sheldrick 1993-7 Release 97-2 + + s92 started at 16:47:42 on 03-Aug-2004 + +++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ TITL 01SOT039 in P2(1)2(1)2(1) CELL 0.71073 7.5556 8.0446 22.9549 90.000 90.000 90.000 ZERR 4.00 0.0003 0.0003 0.0008 0.000 0.000 0.000 LATT -1 SYMM 1/2 - X, - Y, 1/2 + Z SYMM - X, 1/2 + Y, 1/2 - Z SYMM 1/2 + X, 1/2 - Y, - Z SFAC C H O UNIT 60 80 16 V = 1395.24 F(000) = 568.0 Mu = 0.09 mm-1 Cell Wt = 1057.24 Rho = 1.258 SHEL 7 0.9 TEMP -123 SIZE 0.25 0.1 0.08 EQIV $1 -x+1, y+1/2, -z+1/2 HTAB O2 O4_$1 HTAB O4 O3 HTAB O4 O1 HTAB O4 O2 HTAB FMAP 2 PLAN 20 BOND L.S. 4 WGHT 0.095900 EXTI 0.016288 FVAR 3.87315 C1 1 0.273610 0.691295 0.104266 11.00000 0.02925 0.04614 = 0.03565 -0.00204 0.00147 -0.00002 C2 1 0.175468 0.641138 0.055346 11.00000 0.03590 0.05445 = 0.04092 -0.00370 -0.00197 -0.00312 AFIX 43 H2 2 0.145904 0.527252 0.050334 11.00000 -1.20000 AFIX 0 C3 1 0.121831 0.756610 0.014544 11.00000 0.04351 0.06940 = 0.04101 -0.00211 -0.00640 0.00072 AFIX 43 H3 2 0.054919 0.721762 -0.018298 11.00000 -1.20000 AFIX 0 C4 1 0.164491 0.921668 0.021062 11.00000 0.04446 0.06073 = 0.04299 0.00740 -0.00020 0.00634 AFIX 43 H4 2 0.128966 1.000022 -0.007609 11.00000 -1.20000 AFIX 0 C5 1 0.259277 0.973963 0.069412 11.00000 0.03827 0.04860 = 0.04940 0.00036 0.00245 0.00371 AFIX 43 H5 2 0.287226 1.088307 0.074140 11.00000 -1.20000 AFIX 0 C6 1 0.313058 0.859796 0.110701 11.00000 0.03555 0.04664 = 0.03658 -0.00231 -0.00065 0.00424 AFIX 43 H6 2 0.377586 0.896327 0.143833 11.00000 -1.20000 AFIX 0 C7 1 0.333565 0.561480 0.145890 11.00000 0.03002 0.04126 = 0.04122 -0.00295 0.00627 0.00094 C8 1 0.467758 0.606412 0.192835 11.00000 0.04188 0.04049 = 0.03082 -0.00400 -0.00096 0.00533 AFIX 13 H8 2 0.436244 0.716744 0.210015 11.00000 -1.20000 AFIX 0 C9 1 0.650960 0.618144 0.163621 11.00000 0.03831 0.03915 = 0.03942 0.00057 -0.00476 -0.00353 AFIX 13 H9 2 0.657609 0.723519 0.140616 11.00000 -1.20000 AFIX 0 C10 1 0.807017 0.611941 0.206425 11.00000 0.04113 0.04392 = 0.05279 0.00050 -0.01453 -0.00307 AFIX 23 H10A 2 0.906933 0.681147 0.192633 11.00000 -1.20000 H10B 2 0.771073 0.649659 0.245736 11.00000 -1.20000 AFIX 0 C11 1 0.855579 0.428008 0.206491 11.00000 0.03618 0.04571 = 0.05054 0.00314 -0.00979 -0.00420 AFIX 23 H11A 2 0.982339 0.411950 0.215848 11.00000 -1.20000 H11B 2 0.783009 0.365582 0.234966 11.00000 -1.20000 AFIX 0 C12 1 0.815275 0.373475 0.144721 11.00000 0.02904 0.04365 = 0.04392 0.00500 0.00349 0.00243 AFIX 13 H12 2 0.921924 0.394747 0.120024 11.00000 -1.20000 AFIX 0 C13 1 0.757215 0.195876 0.135757 11.00000 0.04076 0.04419 = 0.03499 0.00232 0.00458 -0.00086 C14 1 0.890392 0.076053 0.163104 11.00000 0.04962 0.04535 = 0.06037 0.00283 0.00503 0.00602 AFIX 33 H14A 2 0.850871 -0.038614 0.156895 11.00000 -1.50000 H14B 2 0.899117 0.098072 0.204995 11.00000 -1.50000 H14C 2 1.006583 0.091868 0.144958 11.00000 -1.50000 AFIX 0 C15 1 0.730767 0.156897 0.071081 11.00000 0.06550 0.05208 = 0.04384 -0.00531 0.00785 -0.00259 AFIX 33 H15A 2 0.692913 0.041064 0.066662 11.00000 -1.50000 H15B 2 0.842450 0.173892 0.050205 11.00000 -1.50000 H15C 2 0.640002 0.230775 0.054964 11.00000 -1.50000 AFIX 0 O1 3 0.282667 0.417336 0.141960 11.00000 0.04155 0.04833 = 0.05776 0.00505 -0.00715 -0.00597 O2 3 0.466007 0.484355 0.237082 11.00000 0.05695 0.04820 = 0.03387 0.00156 0.00419 0.00830 AFIX 147 H2A 2 0.448407 0.530083 0.269466 11.00000 -1.50000 AFIX 0 O3 3 0.673558 0.479157 0.124922 11.00000 0.03542 0.04443 = 0.03592 0.00023 -0.00112 0.00332 O4 3 0.591343 0.166269 0.165465 11.00000 0.03791 0.04278 = 0.04113 0.00240 0.00317 -0.00516 AFIX 147 H4A 2 0.526176 0.250357 0.162212 11.00000 -1.50000 HKLF 4 Covalent radii and connectivity table for 01SOT039 in P2(1)2(1)2(1) C 0.770 H 0.320 O 0.660 C1 - C6 C2 C7 C2 - C3 C1 C3 - C4 C2 C4 - C3 C5 C5 - C6 C4 C6 - C5 C1 C7 - O1 C1 C8 C8 - O2 C7 C9 C9 - O3 C10 C8 C10 - C11 C9 C11 - C12 C10 C12 - O3 C13 C11 C13 - O4 C12 C14 C15 C14 - C13 C15 - C13 O1 - C7 O2 - C8 O3 - C9 C12 O4 - C13 Operators for generating equivalent atoms: $1 -x+1, y+1/2, -z+1/2 4772 Reflections read, of which 899 rejected -7 =< h =< 8, -8 =< k =< 7, -25 =< l =< 22, Max. 2-theta = 46.51 0 Systematic absence violations Inconsistent equivalents etc. h k l Fo^2 Sigma(Fo^2) N Esd of mean(Fo^2) 1 3 10 2271.28 69.99 3 355.01 2 0 14 17587.64 619.00 2 3197.95 2 Inconsistent equivalents 1860 Unique reflections, of which 0 suppressed R(int) = 0.0609 R(sigma) = 0.0650 Friedel opposites not merged Maximum memory for data reduction = 1986 / 18732 Default effective X-H distances for T = -123.0 C AFIX m = 1 2 3 4 4[N] 3[N] 15[B] 8[O] 9 9[N] 16 d(X-H) = 1.00 0.99 0.98 0.95 0.88 0.91 1.12 0.84 0.95 0.88 0.95 Note that these distances are chosen to give the best fit to the X-ray data and so avoid the introduction of systematic error. The true internuclear distances are longer and do not vary with temperature ! The apparent variation with temperature is caused by libration. Least-squares cycle 1 Maximum vector length = 511 Memory required = 2509 / 216573 wR2 = 0.1368 before cycle 1 for 1860 data and 175 / 175 parameters GooF = S = 1.033; Restrained GooF = 1.033 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0959 * P )^2 + 0.00 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 3.87314 0.01796 0.000 OSF 2 0.01629 0.00919 0.000 EXTI Mean shift/esd = 0.001 Maximum = 0.005 for U13 O3 Max. shift = 0.000 A for C10 Max. dU = 0.000 for C2 Least-squares cycle 2 Maximum vector length = 511 Memory required = 2509 / 216573 wR2 = 0.1368 before cycle 2 for 1860 data and 175 / 175 parameters GooF = S = 1.033; Restrained GooF = 1.033 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0959 * P )^2 + 0.00 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 3.87315 0.01796 0.000 OSF 2 0.01629 0.00919 0.000 EXTI Mean shift/esd = 0.000 Maximum = 0.001 for U13 O3 Max. shift = 0.000 A for H4A Max. dU = 0.000 for C2 Least-squares cycle 3 Maximum vector length = 511 Memory required = 2509 / 216573 wR2 = 0.1368 before cycle 3 for 1860 data and 175 / 175 parameters GooF = S = 1.033; Restrained GooF = 1.033 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0959 * P )^2 + 0.00 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 3.87315 0.01796 0.000 OSF 2 0.01629 0.00919 0.000 EXTI Mean shift/esd = 0.000 Maximum = 0.000 for x O1 Max. shift = 0.000 A for H4A Max. dU = 0.000 for C5 Least-squares cycle 4 Maximum vector length = 511 Memory required = 2509 / 216573 wR2 = 0.1368 before cycle 4 for 1860 data and 175 / 175 parameters GooF = S = 1.033; Restrained GooF = 1.033 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0959 * P )^2 + 0.00 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 3.87315 0.01796 0.000 OSF 2 0.01629 0.00919 0.000 EXTI Mean shift/esd = 0.000 Maximum = 0.000 for OSF Max. shift = 0.000 A for H4A Max. dU = 0.000 for C7 Largest correlation matrix elements 0.528 EXTI / OSF Idealized hydrogen atom generation before cycle 5 Name x y z AFIX d(X-H) shift Bonded to Conformation determined by H2 0.1459 0.5273 0.0503 43 0.950 0.000 C2 C3 C1 H3 0.0549 0.7218 -0.0183 43 0.950 0.000 C3 C4 C2 H4 0.1290 1.0000 -0.0076 43 0.950 0.000 C4 C3 C5 H5 0.2872 1.0883 0.0741 43 0.950 0.000 C5 C6 C4 H6 0.3776 0.8963 0.1438 43 0.950 0.000 C6 C5 C1 H8 0.4362 0.7167 0.2100 13 1.000 0.000 C8 O2 C7 C9 H9 0.6576 0.7235 0.1406 13 1.000 0.000 C9 O3 C10 C8 H10A 0.9069 0.6811 0.1926 23 0.990 0.000 C10 C11 C9 H10B 0.7711 0.6497 0.2457 23 0.990 0.000 C10 C11 C9 H11A 0.9823 0.4120 0.2158 23 0.990 0.000 C11 C12 C10 H11B 0.7830 0.3656 0.2350 23 0.990 0.000 C11 C12 C10 H12 0.9219 0.3947 0.1200 13 1.000 0.000 C12 O3 C13 C11 H14A 0.8509 -0.0386 0.1569 33 0.980 0.000 C14 C13 H14A H14B 0.8991 0.0981 0.2050 33 0.980 0.000 C14 C13 H14A H14C 1.0066 0.0919 0.1450 33 0.980 0.000 C14 C13 H14A H15A 0.6929 0.0411 0.0667 33 0.980 0.000 C15 C13 H15A H15B 0.8425 0.1739 0.0502 33 0.980 0.000 C15 C13 H15A H15C 0.6400 0.2308 0.0550 33 0.980 0.000 C15 C13 H15A H2A 0.4484 0.5301 0.2695 147 0.840 0.000 O2 C8 H2A H4A 0.5262 0.2504 0.1622 147 0.840 0.000 O4 C13 H4A 01SOT039 in P2(1)2(1)2(1) ATOM x y z sof U11 U22 U33 U23 U13 U12 Ueq C1 0.27361 0.69130 0.10427 1.00000 0.02925 0.04614 0.03565 -0.00204 0.00147 -0.00002 0.03701 0.00480 0.00035 0.00037 0.00012 0.00000 0.00138 0.00161 0.00149 0.00118 0.00101 0.00122 0.00067 C2 0.17547 0.64114 0.05535 1.00000 0.03590 0.05445 0.04092 -0.00370 -0.00197 -0.00312 0.04376 0.00492 0.00036 0.00040 0.00012 0.00000 0.00135 0.00173 0.00157 0.00146 0.00123 0.00148 0.00070 H2 0.14590 0.52725 0.05033 1.00000 0.05251 0.00000 0.00000 C3 0.12183 0.75661 0.01454 1.00000 0.04351 0.06940 0.04101 -0.00211 -0.00640 0.00072 0.05130 0.00561 0.00038 0.00047 0.00013 0.00000 0.00180 0.00219 0.00176 0.00167 0.00131 0.00169 0.00085 H3 0.05492 0.72176 -0.01830 1.00000 0.06156 0.00000 0.00000 C4 0.16449 0.92167 0.02106 1.00000 0.04446 0.06073 0.04299 0.00740 -0.00020 0.00634 0.04939 0.00579 0.00040 0.00045 0.00013 0.00000 0.00156 0.00197 0.00159 0.00153 0.00139 0.00163 0.00078 H4 0.12897 1.00002 -0.00761 1.00000 0.05927 0.00000 0.00000 C5 0.25928 0.97396 0.06941 1.00000 0.03827 0.04860 0.04940 0.00036 0.00245 0.00371 0.04543 0.00531 0.00038 0.00041 0.00012 0.00000 0.00151 0.00174 0.00156 0.00142 0.00131 0.00137 0.00073 H5 0.28723 1.08831 0.07414 1.00000 0.05451 0.00000 0.00000 C6 0.31306 0.85980 0.11070 1.00000 0.03555 0.04664 0.03658 -0.00231 -0.00065 0.00424 0.03959 0.00497 0.00037 0.00037 0.00012 0.00000 0.00145 0.00163 0.00152 0.00127 0.00112 0.00134 0.00070 H6 0.37759 0.89633 0.14383 1.00000 0.04751 0.00000 0.00000 C7 0.33357 0.56148 0.14589 1.00000 0.03002 0.04126 0.04122 -0.00296 0.00627 0.00094 0.03750 0.00499 0.00035 0.00037 0.00012 0.00000 0.00133 0.00156 0.00154 0.00123 0.00115 0.00130 0.00065 C8 0.46776 0.60641 0.19284 1.00000 0.04188 0.04049 0.03082 -0.00400 -0.00096 0.00533 0.03773 0.00466 0.00036 0.00035 0.00011 0.00000 0.00151 0.00162 0.00136 0.00121 0.00112 0.00130 0.00070 H8 0.43624 0.71674 0.21002 1.00000 0.04528 0.00000 0.00000 C9 0.65096 0.61814 0.16362 1.00000 0.03831 0.03915 0.03942 0.00057 -0.00476 -0.00353 0.03896 0.00481 0.00038 0.00035 0.00012 0.00000 0.00142 0.00151 0.00153 0.00127 0.00116 0.00129 0.00068 H9 0.65761 0.72352 0.14062 1.00000 0.04675 0.00000 0.00000 C10 0.80702 0.61194 0.20643 1.00000 0.04113 0.04392 0.05279 0.00050 -0.01453 -0.00307 0.04595 0.00505 0.00040 0.00037 0.00014 0.00000 0.00165 0.00170 0.00176 0.00140 0.00132 0.00136 0.00076 H10A 0.90693 0.68115 0.19263 1.00000 0.05513 0.00000 0.00000 H10B 0.77107 0.64966 0.24574 1.00000 0.05513 0.00000 0.00000 C11 0.85558 0.42801 0.20649 1.00000 0.03618 0.04571 0.05054 0.00314 -0.00979 -0.00420 0.04414 0.00499 0.00039 0.00038 0.00013 0.00000 0.00155 0.00163 0.00169 0.00140 0.00123 0.00134 0.00073 H11A 0.98234 0.41195 0.21585 1.00000 0.05297 0.00000 0.00000 H11B 0.78301 0.36558 0.23497 1.00000 0.05297 0.00000 0.00000 C12 0.81527 0.37347 0.14472 1.00000 0.02904 0.04365 0.04392 0.00500 0.00349 0.00243 0.03887 0.00510 0.00035 0.00036 0.00012 0.00000 0.00130 0.00155 0.00154 0.00126 0.00111 0.00125 0.00068 H12 0.92192 0.39475 0.12002 1.00000 0.04664 0.00000 0.00000 C13 0.75721 0.19588 0.13576 1.00000 0.04076 0.04419 0.03499 0.00232 0.00458 -0.00086 0.03998 0.00496 0.00038 0.00036 0.00011 0.00000 0.00146 0.00156 0.00145 0.00125 0.00129 0.00134 0.00069 C14 0.89039 0.07605 0.16310 1.00000 0.04962 0.04535 0.06037 0.00283 0.00503 0.00602 0.05178 0.00598 0.00041 0.00040 0.00015 0.00000 0.00176 0.00174 0.00202 0.00159 0.00143 0.00152 0.00083 H14A 0.85087 -0.03861 0.15690 1.00000 0.07767 0.00000 0.00000 H14B 0.89912 0.09807 0.20500 1.00000 0.07767 0.00000 0.00000 H14C 1.00658 0.09187 0.14496 1.00000 0.07767 0.00000 0.00000 C15 0.73077 0.15690 0.07108 1.00000 0.06550 0.05208 0.04384 -0.00531 0.00785 -0.00259 0.05381 0.00579 0.00048 0.00043 0.00013 0.00000 0.00191 0.00186 0.00167 0.00148 0.00150 0.00164 0.00082 H15A 0.69291 0.04106 0.06666 1.00000 0.08071 0.00000 0.00000 H15B 0.84245 0.17389 0.05020 1.00000 0.08071 0.00000 0.00000 H15C 0.64000 0.23078 0.05496 1.00000 0.08071 0.00000 0.00000 O1 0.28267 0.41734 0.14196 1.00000 0.04155 0.04833 0.05776 0.00505 -0.00715 -0.00597 0.04921 0.00360 0.00025 0.00028 0.00009 0.00000 0.00116 0.00131 0.00128 0.00103 0.00096 0.00099 0.00059 O2 0.46601 0.48435 0.23708 1.00000 0.05695 0.04820 0.03387 0.00156 0.00419 0.00830 0.04634 0.00350 0.00028 0.00025 0.00008 0.00000 0.00130 0.00120 0.00097 0.00092 0.00092 0.00107 0.00058 H2A 0.44841 0.53008 0.26947 1.00000 0.06951 0.00000 0.00000 O3 0.67356 0.47916 0.12492 1.00000 0.03542 0.04443 0.03592 0.00023 -0.00112 0.00332 0.03859 0.00313 0.00024 0.00024 0.00008 0.00000 0.00101 0.00110 0.00093 0.00085 0.00074 0.00091 0.00051 O4 0.59134 0.16627 0.16547 1.00000 0.03791 0.04278 0.04113 0.00240 0.00317 -0.00516 0.04061 0.00327 0.00024 0.00026 0.00008 0.00000 0.00104 0.00114 0.00103 0.00095 0.00080 0.00087 0.00054 H4A 0.52618 0.25036 0.16221 1.00000 0.06091 0.00000 0.00000 Final Structure Factor Calculation for 01SOT039 in P2(1)2(1)2(1) Total number of l.s. parameters = 175 Maximum vector length = 511 Memory required = 2336 / 24024 wR2 = 0.1368 before cycle 5 for 1860 data and 2 / 175 parameters GooF = S = 1.033; Restrained GooF = 1.033 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0959 * P )^2 + 0.00 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 R1 = 0.0507 for 1668 Fo > 4sig(Fo) and 0.0565 for all 1860 data wR2 = 0.1368, GooF = S = 1.033, Restrained GooF = 1.033 for all data Flack x parameter = 1.8937 with esd 1.7103 Expected values are 0 (within 3 esd's) for correct and +1 for inverted absolute structure. Note that this rough estimate ignores correlation with other parameters; if the above value differs significantly from zero, it is ESSENTIAL to test the inverted structure or refine x as a full-matrix parameter using TWIN and BASF Absolute structure cannot be determined reliably Occupancy sum of asymmetric unit = 19.00 for non-hydrogen and 20.00 for hydrogen atoms Principal mean square atomic displacements U 0.0465 0.0356 0.0289 C1 0.0557 0.0412 0.0343 C2 0.0696 0.0486 0.0357 C3 0.0651 0.0441 0.0390 C4 0.0509 0.0487 0.0367 C5 0.0486 0.0361 0.0341 C6 0.0454 0.0402 0.0269 C7 0.0473 0.0366 0.0293 C8 0.0451 0.0387 0.0331 C9 0.0629 0.0441 0.0309 C10 0.0574 0.0442 0.0308 C11 0.0496 0.0388 0.0281 C12 0.0448 0.0432 0.0320 C13 0.0637 0.0505 0.0411 C14 0.0691 0.0526 0.0397 C15 0.0636 0.0467 0.0373 O1 0.0626 0.0433 0.0331 O2 0.0455 0.0365 0.0337 O3 0.0461 0.0430 0.0328 O4 Analysis of variance for reflections employed in refinement K = Mean[Fo^2] / Mean[Fc^2] for group Fc/Fc(max) 0.000 0.028 0.043 0.059 0.075 0.091 0.111 0.137 0.173 0.240 1.000 Number in group 193. 181. 187. 190. 188. 187. 176. 185. 187. 186. GooF 0.983 1.010 0.965 1.002 1.086 1.085 1.074 0.994 1.078 1.045 K 0.858 0.934 0.995 1.001 1.001 1.003 1.012 1.041 1.042 1.007 Resolution(A) 0.90 0.93 0.97 1.02 1.07 1.14 1.22 1.34 1.52 1.89 inf Number in group 186. 196. 182. 182. 184. 187. 190. 182. 185. 186. GooF 1.044 1.038 0.914 1.108 0.977 1.042 1.063 0.943 1.091 1.087 K 1.058 1.028 1.031 1.042 1.021 1.046 1.024 1.040 1.023 0.996 R1 0.111 0.094 0.065 0.068 0.059 0.054 0.051 0.045 0.046 0.045 Recommended weighting scheme: WGHT 0.0969 0.0000 Note that in most cases convergence will be faster if fixed weights (e.g. the default WGHT 0.1) are retained until the refinement is virtually complete, and only then should the above recommended values be used. Most Disagreeable Reflections (* if suppressed or used for Rfree) h k l Fo^2 Fc^2 Delta(F^2)/esd Fc/Fc(max) Resolution(A) 1 5 4 66.09 110.72 4.08 0.122 1.52 0 3 20 5.53 13.31 3.75 0.042 1.06 0 4 0 902.11 1378.13 3.73 0.432 2.01 -2 3 3 208.13 314.37 3.67 0.206 2.10 -4 3 13 39.35 67.26 3.59 0.095 1.16 -4 7 8 67.13 41.15 3.43 0.075 0.93 0 6 3 71.23 105.18 3.41 0.119 1.32 0 2 2 1626.31 2301.37 3.17 0.558 3.80 0 1 18 37.26 57.04 3.15 0.088 1.26 -7 1 11 0.00 6.54 3.01 0.030 0.95 -2 2 11 35.28 48.90 2.88 0.081 1.66 1 5 13 -1.98 3.35 2.72 0.021 1.17 -1 2 20 82.83 116.36 2.70 0.125 1.09 -1 1 15 85.46 64.94 2.61 0.094 1.47 8 1 0 30.75 46.33 2.61 0.079 0.94 3 3 4 186.61 134.09 2.60 0.135 1.75 0 3 2 430.48 560.92 2.56 0.275 2.61 1 5 2 47.41 68.95 2.55 0.097 1.56 -2 5 10 247.38 178.51 2.55 0.155 1.24 -2 7 12 50.51 35.53 2.50 0.069 0.95 0 3 4 90.68 118.26 2.50 0.126 2.43 0 6 5 258.26 336.79 2.47 0.213 1.29 4 7 6 8.10 2.47 2.46 0.018 0.95 3 2 8 272.60 214.87 2.44 0.170 1.71 -6 2 3 14.71 21.63 2.42 0.054 1.19 -4 7 9 45.64 29.51 2.41 0.063 0.92 -5 7 1 64.23 43.46 2.40 0.077 0.91 3 5 15 209.34 160.60 2.40 0.147 1.01 -1 5 1 8.28 13.87 2.40 0.043 1.57 -2 2 13 382.05 494.73 2.39 0.259 1.49 1 3 15 74.29 99.51 2.36 0.116 1.31 -3 3 12 58.43 79.83 2.36 0.104 1.32 -6 1 15 17.81 12.09 2.34 0.040 0.97 0 4 19 21.70 32.20 2.34 0.066 1.04 -5 2 13 137.05 178.38 2.32 0.155 1.10 -5 1 20 1.57 5.81 2.32 0.028 0.91 -3 2 14 47.35 62.80 2.31 0.092 1.30 2 0 24 41.36 30.77 2.30 0.064 0.93 -8 2 4 0.00 6.73 2.26 0.030 0.91 2 7 5 1.67 5.48 2.26 0.027 1.07 -2 1 10 427.06 337.71 2.26 0.214 1.91 6 1 17 3.06 7.13 2.24 0.031 0.91 -4 6 3 4.33 9.93 2.22 0.037 1.08 -2 7 11 134.04 100.24 2.21 0.116 0.97 4 1 6 745.89 602.45 2.21 0.285 1.66 -2 7 10 60.16 42.71 2.20 0.076 0.99 -1 1 14 162.49 130.34 2.19 0.133 1.57 -1 3 17 88.78 114.09 2.19 0.124 1.19 -7 1 10 39.45 53.88 2.18 0.085 0.97 -6 3 9 46.50 60.94 2.17 0.091 1.04 Bond lengths and angles C1 - Distance Angles C6 1.3957 (0.0043) C2 1.4049 (0.0039) 118.44 (0.28) C7 1.4862 (0.0040) 123.32 (0.25) 118.23 (0.27) C1 - C6 C2 C2 - Distance Angles C3 1.3800 (0.0046) C1 1.4049 (0.0039) 120.28 (0.30) C2 - C3 C3 - Distance Angles C4 1.3746 (0.0051) C2 1.3800 (0.0046) 120.50 (0.28) C3 - C4 C4 - Distance Angles C3 1.3746 (0.0051) C5 1.3862 (0.0045) 120.10 (0.31) C4 - C3 C5 - Distance Angles C6 1.3809 (0.0042) C4 1.3862 (0.0044) 119.98 (0.31) C5 - C6 C6 - Distance Angles C5 1.3809 (0.0042) C1 1.3957 (0.0043) 120.69 (0.27) C6 - C5 C7 - Distance Angles O1 1.2250 (0.0038) C1 1.4862 (0.0040) 121.47 (0.26) C8 1.5231 (0.0039) 119.06 (0.27) 119.41 (0.25) C7 - O1 C1 C8 - Distance Angles O2 1.4128 (0.0032) C7 1.5231 (0.0038) 109.72 (0.23) C9 1.5410 (0.0041) 111.34 (0.22) 107.73 (0.21) C8 - O2 C7 C9 - Distance Angles O3 1.4382 (0.0033) C10 1.5356 (0.0039) 106.19 (0.22) C8 1.5410 (0.0041) 109.14 (0.22) 114.16 (0.24) C9 - O3 C10 C10 - Distance Angles C11 1.5245 (0.0043) C9 1.5356 (0.0039) 102.53 (0.23) C10 - C11 C11 - Distance Angles C12 1.5152 (0.0044) C10 1.5245 (0.0043) 103.40 (0.24) C11 - C12 C12 - Distance Angles O3 1.4408 (0.0034) C13 1.5086 (0.0042) 107.44 (0.22) C11 1.5152 (0.0044) 105.89 (0.23) 117.40 (0.24) C12 - O3 C13 C13 - Distance Angles O4 1.4465 (0.0034) C12 1.5086 (0.0042) 110.09 (0.22) C14 1.5283 (0.0043) 105.84 (0.22) 110.48 (0.24) C15 1.5305 (0.0041) 108.09 (0.24) 111.36 (0.24) 110.80 (0.26) C13 - O4 C12 C14 C14 - Distance Angles C13 1.5283 (0.0043) C14 - C15 - Distance Angles C13 1.5305 (0.0041) C15 - O1 - Distance Angles C7 1.2250 (0.0038) O1 - O2 - Distance Angles C8 1.4128 (0.0032) O2 - O3 - Distance Angles C9 1.4382 (0.0033) C12 1.4408 (0.0034) 110.62 (0.20) O3 - C9 O4 - Distance Angles C13 1.4465 (0.0034) O4 - Specified hydrogen bonds (with esds except fixed and riding H) D-H H...A D...A <(DHA) 0.84 1.88 2.708(3) 170.2 O2-H2A...O4_$1 0.84 2.32 2.755(3) 113.0 O4-H4A...O3 0.84 2.32 3.132(3) 161.2 O4-H4A...O1 0.84 2.59 3.185(3) 129.0 O4-H4A...O2 Hydrogen bonds with H..A < r(A) + 2.000 Angstroms and 110 deg. D-H d(D-H) d(H..A)