+++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ + SHELXL-97 - CRYSTAL STRUCTURE REFINEMENT - WinGX VERSION + + Copyright(C) George M. Sheldrick 1993-7 Release 97-2 + + shelxl started at 18:21:29 on 22-Nov-2010 + +++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ TITL 2008lsh087 in P2(1)/c CELL 0.71073 14.0052 9.3488 7.8095 90.000 90.711 90.000 ZERR 4.00 0.0004 0.0003 0.0002 0.000 0.002 0.000 LATT 1 SYMM - X, 1/2 + Y, 1/2 - Z SFAC C H N O UNIT 44 60 4 4 V = 1022.43 F(000) = 384.0 Mu = 0.07 mm-1 Cell Wt = 708.96 Rho = 1.151 MERG 2 OMIT -3.00 55.00 OMIT 2 0 2 OMIT 0 1 1 OMIT 2 0 0 DFIX 0.88 0.02 N1 H1N FMAP 2 PLAN 5 ACTA EQIV $1 -x+1, y+1/2, -z+1/2 HTAB N1 O1_$1 HTAB SIZE 1.0 0.9 0.06 BOND $H L.S. 6 TEMP -153.00 WGHT 0.0436 0.3015 EXTI 0.025627 FVAR 1.14062 C1 1 0.642186 0.950579 0.111365 11.00000 0.02237 0.01614 = 0.02325 0.00126 -0.00173 0.00214 C2 1 0.659270 0.839137 -0.002942 11.00000 0.02577 0.01618 = 0.02507 -0.00084 -0.00284 -0.00109 AFIX 43 H2 2 0.613569 0.764912 -0.017615 11.00000 -1.20000 AFIX 0 C3 1 0.743425 0.837146 -0.095269 11.00000 0.02701 0.01889 = 0.02498 -0.00397 -0.00131 0.00090 AFIX 43 H3 2 0.754356 0.760450 -0.172382 11.00000 -1.20000 AFIX 0 C4 1 0.812268 0.943849 -0.078505 11.00000 0.02142 0.02158 = 0.03082 -0.00107 -0.00163 0.00220 C5 1 0.795220 1.051842 0.040175 11.00000 0.02486 0.02275 = 0.04542 -0.00906 -0.00058 -0.00483 AFIX 43 H5 2 0.841667 1.124714 0.057041 11.00000 -1.20000 AFIX 0 C6 1 0.711973 1.055257 0.134153 11.00000 0.02724 0.02010 = 0.03735 -0.00998 0.00113 -0.00102 AFIX 43 H6 2 0.702402 1.129721 0.214916 11.00000 -1.20000 AFIX 0 C7 1 0.485758 0.870393 0.226528 11.00000 0.02491 0.01640 = 0.02096 0.00437 -0.00309 0.00104 C8 1 0.402690 0.921176 0.329732 11.00000 0.02805 0.02077 = 0.02877 0.00356 0.00325 0.00049 AFIX 137 H8A 2 0.344076 0.914830 0.260296 11.00000 -1.50000 H8B 2 0.413277 1.020715 0.364438 11.00000 -1.50000 H8C 2 0.396468 0.861150 0.431864 11.00000 -1.50000 AFIX 0 C9 1 0.898557 0.950251 -0.194559 11.00000 0.02274 0.02682 = 0.04105 -0.00512 0.00314 -0.00249 AFIX 13 H9 2 0.944877 1.020152 -0.143576 11.00000 -1.20000 AFIX 0 C10 1 0.949878 0.806981 -0.211916 11.00000 0.03047 0.03770 = 0.03936 -0.00115 0.00543 0.00854 AFIX 137 H10A 2 0.968025 0.771506 -0.098001 11.00000 -1.50000 H10B 2 1.007302 0.819621 -0.280742 11.00000 -1.50000 H10C 2 0.907244 0.737861 -0.268147 11.00000 -1.50000 AFIX 0 C11 1 0.867817 1.007026 -0.370519 11.00000 0.03466 0.03865 = 0.04977 0.01292 0.01303 0.00231 AFIX 137 H11A 2 0.821443 0.941177 -0.422718 11.00000 -1.50000 H11B 2 0.923792 1.014725 -0.444021 11.00000 -1.50000 H11C 2 0.838525 1.101543 -0.357531 11.00000 -1.50000 AFIX 0 N1 3 0.556531 0.966842 0.203896 11.00000 0.02496 0.01383 = 0.02680 -0.00231 0.00103 0.00085 O1 4 0.488373 0.747608 0.167978 11.00000 0.03278 0.01571 = 0.03316 -0.00075 0.00304 -0.00312 H1N 2 0.547434 1.050659 0.247837 11.00000 0.03153 HKLF 4 1.0 0.00 0.00 1.00 0.00 -1.00 0.00 1.00 0.00 0.00 Covalent radii and connectivity table for 2008lsh087 in P2(1)/c C 0.770 H 0.320 N 0.700 O 0.660 C1 - C6 C2 N1 C2 - C3 C1 C3 - C2 C4 C4 - C3 C5 C9 C5 - C6 C4 C6 - C5 C1 C7 - O1 N1 C8 C8 - C7 C9 - C4 C10 C11 C10 - C9 C11 - C9 N1 - C7 C1 O1 - C7 Operators for generating equivalent atoms: $1 -x+1, y+1/2, -z+1/2 h k l Fo^2 Sigma Why rejected 1 0 1 6.41 1.34 observed but should be systematically absent 1 0 1 4.17 0.67 observed but should be systematically absent 1 0 1 5.03 0.94 observed but should be systematically absent 4 0 1 13.10 1.86 observed but should be systematically absent 16220 Reflections read, of which 539 rejected -18 =< h =< 17, -12 =< k =< 12, -10 =< l =< 9, Max. 2-theta = 54.99 4 Systematic absence violations 0 Inconsistent equivalents 2335 Unique reflections, of which 0 suppressed R(int) = 0.0382 R(sigma) = 0.0254 Friedel opposites merged Maximum memory for data reduction = 1573 / 23583 Default effective X-H distances for T = -153.0 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 = 1936 / 160020 wR2 = 0.0990 before cycle 1 for 2335 data and 126 / 126 parameters Summary of restraints applied in cycle 1 ANTIBUMP DFIX DANG SAME/SADI CHIV/Z CHIV/NZ FLAT DELU SIMU ISOR SUMP Number 0. 1. 0. 0. 0. 0. 0. 0. 0. 0. 0. rms sigma 0.000 0.020 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 rms deviation 0.000 0.015 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 GooF = S = 1.019; Restrained GooF = 1.019 for 1 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0436 * P )^2 + 0.30 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 1.14075 0.00287 0.046 OSF 2 0.02570 0.00473 0.016 EXTI Mean shift/esd = 0.017 Maximum = -0.049 for x C5 Max. shift = 0.001 A for H1N Max. dU = 0.000 for H1N Least-squares cycle 2 Maximum vector length = 511 Memory required = 1936 / 160020 wR2 = 0.0990 before cycle 2 for 2335 data and 126 / 126 parameters Summary of restraints applied in cycle 2 ANTIBUMP DFIX DANG SAME/SADI CHIV/Z CHIV/NZ FLAT DELU SIMU ISOR SUMP Number 0. 1. 0. 0. 0. 0. 0. 0. 0. 0. 0. rms sigma 0.000 0.020 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 rms deviation 0.000 0.014 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 GooF = S = 1.019; Restrained GooF = 1.019 for 1 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0436 * P )^2 + 0.30 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 1.14073 0.00287 -0.007 OSF 2 0.02572 0.00473 0.005 EXTI Mean shift/esd = 0.006 Maximum = -0.019 for U13 C7 Max. shift = 0.000 A for H1N Max. dU = 0.000 for H1N Least-squares cycle 3 Maximum vector length = 511 Memory required = 1936 / 160020 wR2 = 0.0990 before cycle 3 for 2335 data and 126 / 126 parameters Summary of restraints applied in cycle 3 ANTIBUMP DFIX DANG SAME/SADI CHIV/Z CHIV/NZ FLAT DELU SIMU ISOR SUMP Number 0. 1. 0. 0. 0. 0. 0. 0. 0. 0. 0. rms sigma 0.000 0.020 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 rms deviation 0.000 0.014 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 GooF = S = 1.019; Restrained GooF = 1.019 for 1 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0436 * P )^2 + 0.30 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 1.14073 0.00287 -0.001 OSF 2 0.02572 0.00473 0.000 EXTI Mean shift/esd = 0.000 Maximum = 0.003 for tors H8A Max. shift = 0.000 A for H1N Max. dU = 0.000 for H1N Least-squares cycle 4 Maximum vector length = 511 Memory required = 1936 / 160020 wR2 = 0.0990 before cycle 4 for 2335 data and 126 / 126 parameters Summary of restraints applied in cycle 4 ANTIBUMP DFIX DANG SAME/SADI CHIV/Z CHIV/NZ FLAT DELU SIMU ISOR SUMP Number 0. 1. 0. 0. 0. 0. 0. 0. 0. 0. 0. rms sigma 0.000 0.020 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 rms deviation 0.000 0.014 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 GooF = S = 1.019; Restrained GooF = 1.019 for 1 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0436 * P )^2 + 0.30 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 1.14073 0.00287 0.000 OSF 2 0.02572 0.00473 0.000 EXTI Mean shift/esd = 0.000 Maximum = -0.001 for x C6 Max. shift = 0.000 A for H1N Max. dU = 0.000 for H1N Least-squares cycle 5 Maximum vector length = 511 Memory required = 1936 / 160020 wR2 = 0.0990 before cycle 5 for 2335 data and 126 / 126 parameters Summary of restraints applied in cycle 5 ANTIBUMP DFIX DANG SAME/SADI CHIV/Z CHIV/NZ FLAT DELU SIMU ISOR SUMP Number 0. 1. 0. 0. 0. 0. 0. 0. 0. 0. 0. rms sigma 0.000 0.020 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 rms deviation 0.000 0.014 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 GooF = S = 1.019; Restrained GooF = 1.019 for 1 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0436 * P )^2 + 0.30 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 1.14073 0.00287 0.000 OSF 2 0.02572 0.00473 0.000 EXTI Mean shift/esd = 0.000 Maximum = 0.000 for x C1 Max. shift = 0.000 A for H1N Max. dU = 0.000 for H1N Least-squares cycle 6 Maximum vector length = 511 Memory required = 1936 / 160020 wR2 = 0.0990 before cycle 6 for 2335 data and 126 / 126 parameters Summary of restraints applied in cycle 6 ANTIBUMP DFIX DANG SAME/SADI CHIV/Z CHIV/NZ FLAT DELU SIMU ISOR SUMP Number 0. 1. 0. 0. 0. 0. 0. 0. 0. 0. 0. rms sigma 0.000 0.020 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 rms deviation 0.000 0.014 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 GooF = S = 1.019; Restrained GooF = 1.019 for 1 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0436 * P )^2 + 0.30 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 1.14073 0.00287 0.000 OSF 2 0.02572 0.00473 0.000 EXTI Mean shift/esd = 0.000 Maximum = 0.000 for x C1 Max. shift = 0.000 A for C1 Max. dU = 0.000 for H1N Largest correlation matrix elements 0.520 EXTI / OSF Idealized hydrogen atom generation before cycle 7 Name x y z AFIX d(X-H) shift Bonded to Conformation determined by H2 0.6136 0.7649 -0.0176 43 0.950 0.000 C2 C3 C1 H3 0.7544 0.7604 -0.1724 43 0.950 0.000 C3 C2 C4 H5 0.8417 1.1247 0.0570 43 0.950 0.000 C5 C6 C4 H6 0.7024 1.1297 0.2149 43 0.950 0.000 C6 C5 C1 H8A 0.3441 0.9148 0.2603 137 0.980 0.000 C8 C7 H8A H8B 0.4133 1.0207 0.3644 137 0.980 0.000 C8 C7 H8A H8C 0.3965 0.8612 0.4319 137 0.980 0.000 C8 C7 H8A H9 0.9449 1.0202 -0.1436 13 1.000 0.000 C9 C4 C10 C11 H10A 0.9681 0.7715 -0.0980 137 0.980 0.000 C10 C9 H10A H10B 1.0073 0.8196 -0.2808 137 0.980 0.000 C10 C9 H10A H10C 0.9072 0.7379 -0.2681 137 0.980 0.000 C10 C9 H10A H11A 0.8214 0.9412 -0.4227 137 0.980 0.000 C11 C9 H11A H11B 0.9238 1.0147 -0.4440 137 0.980 0.000 C11 C9 H11A H11C 0.8385 1.1015 -0.3575 137 0.980 0.000 C11 C9 H11A 2008lsh087 in P2(1)/c ATOM x y z sof U11 U22 U33 U23 U13 U12 Ueq C1 0.64219 0.95058 0.11137 1.00000 0.02235 0.01614 0.02323 0.00126 -0.00173 0.00214 0.02059 0.00175 0.00007 0.00011 0.00013 0.00000 0.00050 0.00050 0.00051 0.00037 0.00038 0.00038 0.00023 C2 0.65927 0.83914 -0.00294 1.00000 0.02577 0.01616 0.02506 -0.00084 -0.00284 -0.00110 0.02236 0.00179 0.00008 0.00011 0.00013 0.00000 0.00052 0.00049 0.00051 0.00039 0.00040 0.00039 0.00024 H2 0.61357 0.76491 -0.01761 1.00000 0.02683 0.00000 0.00000 C3 0.74342 0.83714 -0.09526 1.00000 0.02702 0.01886 0.02496 -0.00397 -0.00132 0.00090 0.02363 0.00181 0.00008 0.00011 0.00014 0.00000 0.00053 0.00052 0.00052 0.00040 0.00040 0.00041 0.00024 H3 0.75435 0.76044 -0.17237 1.00000 0.02835 0.00000 0.00000 C4 0.81227 0.94385 -0.07851 1.00000 0.02140 0.02156 0.03082 -0.00106 -0.00163 0.00219 0.02461 0.00186 0.00007 0.00012 0.00014 0.00000 0.00051 0.00055 0.00057 0.00042 0.00041 0.00040 0.00025 C5 0.79521 1.05184 0.04018 1.00000 0.02485 0.02273 0.04542 -0.00905 -0.00059 -0.00481 0.03101 0.00195 0.00008 0.00012 0.00016 0.00000 0.00056 0.00059 0.00070 0.00048 0.00048 0.00044 0.00028 H5 0.84166 1.12471 0.05704 1.00000 0.03721 0.00000 0.00000 C6 0.71197 1.05526 0.13415 1.00000 0.02724 0.02008 0.03733 -0.01000 0.00113 -0.00102 0.02821 0.00189 0.00008 0.00012 0.00015 0.00000 0.00056 0.00056 0.00064 0.00045 0.00046 0.00042 0.00027 H6 0.70240 1.12972 0.21491 1.00000 0.03385 0.00000 0.00000 C7 0.48576 0.87040 0.22653 1.00000 0.02493 0.01641 0.02096 0.00438 -0.00312 0.00105 0.02080 0.00175 0.00007 0.00011 0.00013 0.00000 0.00052 0.00050 0.00049 0.00038 0.00038 0.00039 0.00023 C8 0.40269 0.92117 0.32973 1.00000 0.02805 0.02079 0.02875 0.00356 0.00324 0.00047 0.02584 0.00198 0.00008 0.00012 0.00014 0.00000 0.00056 0.00053 0.00056 0.00043 0.00043 0.00042 0.00025 H8A 0.34407 0.91478 0.26031 1.00000 0.03876 0.00000 0.00000 H8B 0.41326 1.02072 0.36439 1.00000 0.03876 0.00000 0.00000 H8C 0.39649 0.86117 0.43189 1.00000 0.03876 0.00000 0.00000 C9 0.89855 0.95025 -0.19455 1.00000 0.02274 0.02681 0.04102 -0.00510 0.00313 -0.00248 0.03017 0.00203 0.00008 0.00012 0.00016 0.00000 0.00054 0.00062 0.00067 0.00048 0.00046 0.00044 0.00028 H9 0.94487 1.02016 -0.14357 1.00000 0.03620 0.00000 0.00000 C10 0.94988 0.80698 -0.21192 1.00000 0.03048 0.03770 0.03936 -0.00115 0.00541 0.00855 0.03581 0.00237 0.00009 0.00014 0.00017 0.00000 0.00061 0.00072 0.00068 0.00053 0.00050 0.00052 0.00030 H10A 0.96805 0.77153 -0.09801 1.00000 0.05371 0.00000 0.00000 H10B 1.00728 0.81962 -0.28079 1.00000 0.05371 0.00000 0.00000 H10C 0.90723 0.73785 -0.26810 1.00000 0.05371 0.00000 0.00000 C11 0.86782 1.00702 -0.37052 1.00000 0.03465 0.03865 0.04977 0.01292 0.01302 0.00234 0.04092 0.00266 0.00009 0.00015 0.00018 0.00000 0.00067 0.00075 0.00080 0.00061 0.00056 0.00056 0.00033 H11A 0.82144 0.94117 -0.42272 1.00000 0.06138 0.00000 0.00000 H11B 0.92379 1.01472 -0.44402 1.00000 0.06138 0.00000 0.00000 H11C 0.83853 1.10154 -0.35754 1.00000 0.06138 0.00000 0.00000 N1 0.55653 0.96684 0.20390 1.00000 0.02495 0.01385 0.02678 -0.00232 0.00102 0.00083 0.02186 0.00155 0.00006 0.00010 0.00012 0.00000 0.00046 0.00044 0.00047 0.00034 0.00035 0.00034 0.00022 O1 0.48837 0.74761 0.16798 1.00000 0.03278 0.01568 0.03315 -0.00075 0.00304 -0.00310 0.02718 0.00131 0.00006 0.00008 0.00010 0.00000 0.00043 0.00039 0.00044 0.00031 0.00032 0.00030 0.00021 H1N 0.54746 1.05072 0.24777 1.00000 0.03135 0.02191 0.00094 0.00132 0.00165 0.00000 0.00349 Final Structure Factor Calculation for 2008lsh087 in P2(1)/c Total number of l.s. parameters = 126 Maximum vector length = 511 Memory required = 1810 / 22995 wR2 = 0.0990 before cycle 7 for 2335 data and 0 / 126 parameters Summary of restraints applied in cycle 7 ANTIBUMP DFIX DANG SAME/SADI CHIV/Z CHIV/NZ FLAT DELU SIMU ISOR SUMP Number 0. 1. 0. 0. 0. 0. 0. 0. 0. 0. 0. rms sigma 0.000 0.020 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 rms deviation 0.000 0.014 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 GooF = S = 1.019; Restrained GooF = 1.019 for 1 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0436 * P )^2 + 0.30 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 R1 = 0.0391 for 1980 Fo > 4sig(Fo) and 0.0476 for all 2335 data wR2 = 0.0990, GooF = S = 1.019, Restrained GooF = 1.019 for all data Occupancy sum of asymmetric unit = 13.00 for non-hydrogen and 15.00 for hydrogen atoms Principal mean square atomic displacements U 0.0249 0.0218 0.0151 C1 0.0286 0.0226 0.0159 C2 0.0289 0.0251 0.0169 C3 0.0315 0.0231 0.0193 C4 0.0486 0.0277 0.0167 C5 0.0420 0.0272 0.0155 C6 0.0271 0.0221 0.0132 C7 0.0321 0.0260 0.0194 C8 0.0432 0.0258 0.0216 C9 0.0442 0.0399 0.0233 C10 0.0631 0.0345 0.0252 C11 0.0273 0.0249 0.0134 N1 0.0359 0.0305 0.0151 O1 Analysis of variance for reflections employed in refinement K = Mean[Fo^2] / Mean[Fc^2] for group Fc/Fc(max) 0.000 0.009 0.019 0.030 0.041 0.053 0.069 0.090 0.118 0.171 1.000 Number in group 237. 252. 229. 232. 221. 229. 234. 239. 229. 233. GooF 1.030 0.992 1.011 1.000 1.064 1.062 0.999 0.989 1.045 1.002 K 2.806 1.236 0.997 1.011 1.005 1.002 0.992 0.999 1.003 1.014 Resolution(A) 0.77 0.80 0.83 0.87 0.92 0.97 1.04 1.15 1.31 1.64 inf Number in group 234. 237. 229. 243. 232. 227. 231. 234. 233. 235. GooF 0.886 0.956 1.001 0.926 0.936 0.934 1.089 0.972 1.156 1.272 K 1.037 1.038 1.018 1.020 0.998 0.998 1.010 1.015 1.016 1.007 R1 0.094 0.096 0.076 0.066 0.054 0.043 0.041 0.033 0.036 0.029 Recommended weighting scheme: WGHT 0.0433 0.3038 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) -11 0 4 139.62 200.09 5.22 0.154 1.07 1 4 1 20.68 11.38 4.06 0.037 2.21 -11 2 4 5.05 1.04 3.75 0.011 1.05 9 9 0 53.65 35.81 3.64 0.065 0.86 3 5 3 34.14 22.70 3.61 0.052 1.44 2 1 0 148.89 186.67 3.53 0.149 5.60 -3 8 3 11.69 20.62 3.46 0.050 1.04 5 3 0 187.59 152.36 3.44 0.135 2.08 -13 4 5 88.03 63.86 3.42 0.087 0.83 -12 9 1 14.30 1.09 3.20 0.011 0.77 -1 6 5 3.67 0.67 3.19 0.009 1.10 -10 1 4 7.65 3.42 3.14 0.020 1.14 -1 2 1 596.44 694.08 3.04 0.287 3.86 -12 1 3 27.49 38.73 3.03 0.068 1.06 7 2 8 4.77 0.06 2.99 0.003 0.86 9 8 0 6.84 13.54 2.97 0.040 0.93 -16 2 3 39.77 27.37 2.96 0.057 0.82 0 3 5 5.68 2.45 2.93 0.017 1.40 5 5 0 110.96 90.05 2.93 0.103 1.56 7 3 2 29.08 20.27 2.89 0.049 1.54 3 1 3 60.11 76.26 2.88 0.095 2.20 0 3 3 121.38 99.98 2.88 0.109 2.00 -2 1 1 83.85 103.82 2.87 0.111 4.57 8 5 1 77.05 61.15 2.84 0.085 1.26 3 0 0 1320.39 1542.16 2.83 0.428 4.67 -2 4 1 717.99 626.30 2.82 0.273 2.13 -7 6 1 105.14 128.09 2.80 0.123 1.22 11 8 2 34.98 23.91 2.79 0.053 0.84 -5 9 1 1.35 4.94 2.75 0.024 0.97 15 1 3 797.70 680.62 2.74 0.284 0.87 8 0 2 49.14 63.62 2.70 0.087 1.59 8 7 0 130.79 157.16 2.70 0.137 1.06 -7 4 1 2.10 5.34 2.70 0.025 1.49 -3 7 5 9.45 15.55 2.69 0.043 0.99 1 3 0 146.59 173.90 2.68 0.144 3.04 -10 0 4 8.30 4.24 2.68 0.022 1.14 -4 3 4 8.96 5.07 2.65 0.025 1.50 -7 0 2 1.64 0.12 2.65 0.004 1.79 -6 0 4 4.31 1.65 2.59 0.014 1.51 8 10 3 3.11 9.59 2.57 0.034 0.78 -11 0 6 1.61 7.26 2.54 0.029 0.92 8 10 2 24.83 15.50 2.47 0.043 0.81 4 4 1 194.91 168.31 2.47 0.141 1.88 -2 0 4 8.20 12.98 2.41 0.039 1.89 -7 9 2 6.50 2.13 2.39 0.016 0.90 -8 2 8 38.24 58.69 2.39 0.084 0.84 -14 3 3 24.22 16.73 2.37 0.045 0.90 -3 9 1 2.24 0.05 2.35 0.002 1.01 1 11 0 12.34 18.79 2.35 0.047 0.85 1 1 1 618.13 696.94 2.35 0.288 5.49 Bond lengths and angles C1 - Distance Angles C6 1.3929 (0.0015) C2 1.3946 (0.0014) 118.75 (0.10) N1 1.4163 (0.0013) 117.18 (0.09) 124.05 (0.09) C1 - C6 C2 C2 - Distance Angles C3 1.3893 (0.0015) C1 1.3946 (0.0014) 119.71 (0.10) H2 0.9500 120.15 120.15 C2 - C3 C1 C3 - Distance Angles C2 1.3893 (0.0015) C4 1.3924 (0.0015) 122.17 (0.10) H3 0.9500 118.91 118.91 C3 - C2 C4 C4 - Distance Angles C3 1.3924 (0.0015) C5 1.3931 (0.0016) 117.23 (0.10) C9 1.5207 (0.0015) 121.78 (0.10) 120.80 (0.10) C4 - C3 C5 C5 - Distance Angles C6 1.3857 (0.0016) C4 1.3931 (0.0016) 121.42 (0.10) H5 0.9500 119.29 119.29 C5 - C6 C4 C6 - Distance Angles C5 1.3857 (0.0016) C1 1.3929 (0.0015) 120.65 (0.10) H6 0.9500 119.68 119.68 C6 - C5 C1 C7 - Distance Angles O1 1.2364 (0.0013) N1 1.3532 (0.0014) 123.04 (0.10) C8 1.5005 (0.0015) 121.27 (0.10) 115.69 (0.09) C7 - O1 N1 C8 - Distance Angles C7 1.5005 (0.0015) H8A 0.9800 109.47 H8B 0.9800 109.47 109.47 H8C 0.9800 109.47 109.47 109.47 C8 - C7 H8A H8B C9 - Distance Angles C4 1.5207 (0.0015) C10 1.5269 (0.0017) 113.38 (0.10) C11 1.5300 (0.0018) 109.40 (0.09) 110.61 (0.10) H9 1.0000 107.75 107.75 107.75 C9 - C4 C10 C11 C10 - Distance Angles C9 1.5269 (0.0017) H10A 0.9800 109.47 H10B 0.9800 109.47 109.47 H10C 0.9800 109.47 109.47 109.47 C10 - C9 H10A H10B C11 - Distance Angles C9 1.5300 (0.0018) H11A 0.9800 109.47 H11B 0.9800 109.47 109.47 H11C 0.9800 109.47 109.47 109.47 C11 - C9 H11A H11B N1 - Distance Angles C7 1.3532 (0.0014) C1 1.4163 (0.0013) 128.43 (0.09) H1N 0.8658 (0.0116) 116.13 (0.89) 115.38 (0.89) N1 - C7 C1 O1 - Distance Angles C7 1.2364 (0.0013) O1 - Specified hydrogen bonds (with esds except fixed and riding H) D-H H...A D...A <(DHA) 0.866(12) 2.020(12) 2.8813(12) 173.0(13) N1-H1N...O1_$1 Hydrogen bonds with H..A < r(A) + 2.000 Angstroms and 110 deg. D-H d(D-H) d(H..A)