+++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ + SHELXL-97 - CRYSTAL STRUCTURE REFINEMENT - WinGX VERSION + + Copyright(C) George M. Sheldrick 1993-7 Release 97-2 + + shelxl started at 15:32:02 on 17-Nov-2010 + +++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ TITL 2008lsh002 in P2(1)/c CELL 0.71073 16.4165 9.6159 7.1985 90.000 97.315 90.000 ZERR 4.00 0.0006 0.0003 0.0003 0.000 0.002 0.000 LATT 1 SYMM - X, 1/2 + Y, 1/2 - Z SFAC C H N O UNIT 48 68 4 4 V = 1127.10 F(000) = 416.0 Mu = 0.07 mm-1 Cell Wt = 765.06 Rho = 1.127 MERG 2 OMIT -3.00 55.00 DFIX 0.88 0.02 N1 H1N EQIV $1 -x+1, y+1/2, -z+1/2 HTAB N1 O1_$1 FMAP 2 PLAN 5 SIZE 0.02 0.12 0.16 ACTA HTAB 2.00000 BOND $H WGHT 0.03240 1.35820 L.S. 6 TEMP -153.00 FVAR 0.63552 C1 1 0.373899 0.079698 0.098599 11.00000 0.02219 0.02130 = 0.02136 -0.00174 0.00191 0.00024 C2 1 0.340302 0.178255 -0.030404 11.00000 0.02422 0.01834 = 0.02436 -0.00106 0.00369 -0.00191 AFIX 43 H2 2 0.369822 0.261247 -0.047669 11.00000 -1.20000 AFIX 0 C3 1 0.264518 0.156861 -0.133699 11.00000 0.02485 0.02171 = 0.02597 0.00129 0.00178 0.00179 AFIX 43 H3 2 0.242653 0.225881 -0.220484 11.00000 -1.20000 AFIX 0 C4 1 0.219141 0.035514 -0.113292 11.00000 0.02260 0.02529 = 0.02603 -0.00181 0.00134 -0.00161 C5 1 0.252599 -0.059530 0.020341 11.00000 0.02523 0.02198 = 0.03270 0.00279 0.00303 -0.00606 AFIX 43 H5 2 0.222422 -0.141266 0.040491 11.00000 -1.20000 AFIX 0 C6 1 0.329043 -0.039206 0.126162 11.00000 0.02627 0.02284 = 0.02639 0.00412 0.00241 -0.00074 AFIX 43 H6 2 0.350211 -0.106347 0.216452 11.00000 -1.20000 AFIX 0 C7 1 0.509471 0.015444 0.271577 11.00000 0.02325 0.02125 = 0.02206 -0.00174 0.00472 0.00270 C8 1 0.591641 0.077032 0.342987 11.00000 0.02364 0.02558 = 0.02709 -0.00134 0.00162 0.00032 AFIX 137 H8A 2 0.620245 0.015890 0.438911 11.00000 -1.50000 H8B 2 0.583789 0.168707 0.397466 11.00000 -1.50000 H8C 2 0.624477 0.086663 0.239156 11.00000 -1.50000 AFIX 0 C9 1 0.138501 0.011302 -0.240971 11.00000 0.02374 0.03001 = 0.04084 -0.00023 -0.00527 -0.00439 C10 1 0.157538 0.002815 -0.445502 11.00000 0.04269 0.04807 = 0.04089 -0.00222 -0.00930 -0.00872 AFIX 137 H10A 2 0.106369 -0.011494 -0.529442 11.00000 -1.50000 H10B 2 0.194919 -0.075108 -0.458085 11.00000 -1.50000 H10C 2 0.183394 0.089666 -0.478654 11.00000 -1.50000 AFIX 0 C11 1 0.080088 0.132661 -0.225375 11.00000 0.02898 0.04921 = 0.07488 -0.01039 -0.01229 0.00634 AFIX 137 H11A 2 0.067372 0.139507 -0.096316 11.00000 -1.50000 H11B 2 0.029270 0.117410 -0.310172 11.00000 -1.50000 H11C 2 0.106050 0.219126 -0.259606 11.00000 -1.50000 AFIX 0 C12 1 0.096501 -0.124352 -0.197939 11.00000 0.03347 0.05173 = 0.06018 0.00812 -0.00991 -0.01330 AFIX 137 H12A 2 0.082501 -0.121458 -0.069655 11.00000 -1.50000 H12B 2 0.133723 -0.202485 -0.210616 11.00000 -1.50000 H12C 2 0.046298 -0.136256 -0.285903 11.00000 -1.50000 AFIX 0 N1 3 0.453082 0.108041 0.194534 11.00000 0.02139 0.01598 = 0.02495 0.00028 -0.00036 -0.00042 O1 4 0.495315 -0.109892 0.280435 11.00000 0.02806 0.01860 = 0.04113 0.00315 0.00321 0.00247 H1N 2 0.468799 0.194365 0.188697 11.00000 0.02376 HKLF 4 Covalent radii and connectivity table for 2008lsh002 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 - C5 C3 C9 C5 - C4 C6 C6 - C1 C5 C7 - O1 N1 C8 C8 - C7 C9 - C11 C12 C4 C10 C10 - C9 C11 - C9 C12 - C9 N1 - C7 C1 O1 - C7 Operators for generating equivalent atoms: $1 -x+1, y+1/2, -z+1/2 12597 Reflections read, of which 427 rejected -21 =< h =< 21, -12 =< k =< 12, -9 =< l =< 9, Max. 2-theta = 55.00 0 Systematic absence violations 0 Inconsistent equivalents 2593 Unique reflections, of which 0 suppressed R(int) = 0.0498 R(sigma) = 0.0464 Friedel opposites merged Maximum memory for data reduction = 1691 / 25926 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 = 2096 / 170415 wR2 = 0.1512 before cycle 1 for 2593 data and 135 / 135 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 0.008 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 GooF = S = 1.072; Restrained GooF = 1.072 for 1 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0324 * P )^2 + 1.36 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.63536 0.00178 -0.093 OSF Mean shift/esd = 0.016 Maximum = -0.093 for OSF Max. shift = 0.001 A for H1N Max. dU = 0.000 for H1N Least-squares cycle 2 Maximum vector length = 511 Memory required = 2096 / 170415 wR2 = 0.1512 before cycle 2 for 2593 data and 135 / 135 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 0.008 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 GooF = S = 1.072; Restrained GooF = 1.072 for 1 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0324 * P )^2 + 1.36 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.63530 0.00178 -0.030 OSF Mean shift/esd = 0.006 Maximum = -0.030 for OSF Max. shift = 0.000 A for H1N Max. dU = 0.000 for H1N Least-squares cycle 3 Maximum vector length = 511 Memory required = 2096 / 170415 wR2 = 0.1512 before cycle 3 for 2593 data and 135 / 135 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 0.008 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 GooF = S = 1.072; Restrained GooF = 1.072 for 1 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0324 * P )^2 + 1.36 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.63530 0.00178 0.000 OSF Mean shift/esd = 0.000 Maximum = 0.003 for y H1N Max. shift = 0.000 A for H1N Max. dU = 0.000 for H1N Least-squares cycle 4 Maximum vector length = 511 Memory required = 2096 / 170415 wR2 = 0.1512 before cycle 4 for 2593 data and 135 / 135 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 0.008 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 GooF = S = 1.072; Restrained GooF = 1.072 for 1 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0324 * P )^2 + 1.36 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.63530 0.00178 0.001 OSF Mean shift/esd = 0.000 Maximum = 0.001 for U11 H1N Max. shift = 0.000 A for H1N Max. dU = 0.000 for H1N Least-squares cycle 5 Maximum vector length = 511 Memory required = 2096 / 170415 wR2 = 0.1512 before cycle 5 for 2593 data and 135 / 135 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 0.008 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 GooF = S = 1.072; Restrained GooF = 1.072 for 1 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0324 * P )^2 + 1.36 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.63530 0.00178 0.000 OSF Mean shift/esd = 0.000 Maximum = 0.000 for OSF Max. shift = 0.000 A for H8C Max. dU = 0.000 for H1N Least-squares cycle 6 Maximum vector length = 511 Memory required = 2096 / 170415 wR2 = 0.1512 before cycle 6 for 2593 data and 135 / 135 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 0.008 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 GooF = S = 1.072; Restrained GooF = 1.072 for 1 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0324 * P )^2 + 1.36 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.63530 0.00178 0.000 OSF Mean shift/esd = 0.000 Maximum = 0.000 for x C8 Max. shift = 0.000 A for H1N Max. dU = 0.000 for H1N No correlation matrix elements larger than 0.500 Idealized hydrogen atom generation before cycle 7 Name x y z AFIX d(X-H) shift Bonded to Conformation determined by H2 0.3698 0.2613 -0.0477 43 0.950 0.000 C2 C3 C1 H3 0.2427 0.2259 -0.2205 43 0.950 0.000 C3 C2 C4 H5 0.2224 -0.1413 0.0405 43 0.950 0.000 C5 C4 C6 H6 0.3502 -0.1063 0.2164 43 0.950 0.000 C6 C1 C5 H8A 0.6203 0.0159 0.4389 137 0.980 0.000 C8 C7 H8A H8B 0.5838 0.1687 0.3975 137 0.980 0.000 C8 C7 H8A H8C 0.6245 0.0867 0.2391 137 0.980 0.000 C8 C7 H8A H10A 0.1064 -0.0115 -0.5294 137 0.980 0.000 C10 C9 H10A H10B 0.1949 -0.0751 -0.4581 137 0.980 0.000 C10 C9 H10A H10C 0.1834 0.0897 -0.4787 137 0.980 0.000 C10 C9 H10A H11A 0.0674 0.1395 -0.0963 137 0.980 0.000 C11 C9 H11A H11B 0.0293 0.1174 -0.3102 137 0.980 0.000 C11 C9 H11A H11C 0.1061 0.2191 -0.2596 137 0.980 0.000 C11 C9 H11A H12A 0.0825 -0.1214 -0.0696 137 0.980 0.000 C12 C9 H12A H12B 0.1337 -0.2025 -0.2106 137 0.980 0.000 C12 C9 H12A H12C 0.0463 -0.1363 -0.2859 137 0.980 0.000 C12 C9 H12A 2008lsh002 in P2(1)/c ATOM x y z sof U11 U22 U33 U23 U13 U12 Ueq C1 0.37390 0.07970 0.09860 1.00000 0.02212 0.02127 0.02135 -0.00175 0.00192 0.00024 0.02165 0.00350 0.00012 0.00020 0.00028 0.00000 0.00093 0.00097 0.00098 0.00078 0.00078 0.00081 0.00043 C2 0.34030 0.17826 -0.03040 1.00000 0.02417 0.01831 0.02434 -0.00105 0.00370 -0.00191 0.02222 0.00361 0.00012 0.00020 0.00028 0.00000 0.00096 0.00094 0.00103 0.00078 0.00080 0.00079 0.00043 H2 0.36982 0.26126 -0.04765 1.00000 0.02666 0.00000 0.00000 C3 0.26452 0.15686 -0.13370 1.00000 0.02481 0.02170 0.02593 0.00127 0.00177 0.00179 0.02427 0.00372 0.00012 0.00021 0.00029 0.00000 0.00098 0.00100 0.00106 0.00083 0.00082 0.00084 0.00045 H3 0.24265 0.22587 -0.22050 1.00000 0.02913 0.00000 0.00000 C4 0.21914 0.03552 -0.11328 1.00000 0.02257 0.02525 0.02599 -0.00182 0.00136 -0.00161 0.02475 0.00366 0.00012 0.00022 0.00029 0.00000 0.00096 0.00105 0.00106 0.00085 0.00081 0.00085 0.00045 C5 0.25260 -0.05952 0.02035 1.00000 0.02519 0.02193 0.03269 0.00277 0.00303 -0.00605 0.02666 0.00380 0.00013 0.00022 0.00030 0.00000 0.00102 0.00101 0.00115 0.00088 0.00087 0.00085 0.00047 H5 0.22242 -0.14125 0.04051 1.00000 0.03199 0.00000 0.00000 C6 0.32904 -0.03920 0.12616 1.00000 0.02624 0.02279 0.02636 0.00412 0.00240 -0.00075 0.02521 0.00377 0.00012 0.00022 0.00029 0.00000 0.00100 0.00101 0.00106 0.00085 0.00083 0.00086 0.00045 H6 0.35021 -0.10635 0.21645 1.00000 0.03025 0.00000 0.00000 C7 0.50947 0.01544 0.27157 1.00000 0.02326 0.02124 0.02200 -0.00174 0.00472 0.00271 0.02201 0.00362 0.00012 0.00021 0.00028 0.00000 0.00097 0.00101 0.00099 0.00079 0.00078 0.00081 0.00043 C8 0.59165 0.07703 0.34299 1.00000 0.02359 0.02556 0.02706 -0.00134 0.00162 0.00033 0.02554 0.00367 0.00012 0.00022 0.00030 0.00000 0.00098 0.00106 0.00108 0.00086 0.00082 0.00084 0.00046 H8A 0.62027 0.01587 0.43887 1.00000 0.03831 0.00000 0.00000 H8B 0.58380 0.16869 0.39751 1.00000 0.03831 0.00000 0.00000 H8C 0.62448 0.08670 0.23915 1.00000 0.03831 0.00000 0.00000 C9 0.13850 0.01130 -0.24098 1.00000 0.02370 0.02998 0.04082 -0.00021 -0.00523 -0.00438 0.03231 0.00399 0.00013 0.00024 0.00035 0.00000 0.00104 0.00118 0.00131 0.00100 0.00093 0.00091 0.00052 C10 0.15754 0.00282 -0.44550 1.00000 0.04273 0.04807 0.04087 -0.00224 -0.00931 -0.00872 0.04515 0.00454 0.00016 0.00030 0.00037 0.00000 0.00144 0.00155 0.00145 0.00122 0.00114 0.00125 0.00066 H10A 0.10637 -0.01149 -0.52944 1.00000 0.06773 0.00000 0.00000 H10B 0.19492 -0.07510 -0.45808 1.00000 0.06773 0.00000 0.00000 H10C 0.18339 0.08967 -0.47865 1.00000 0.06773 0.00000 0.00000 C11 0.08009 0.13267 -0.22537 1.00000 0.02900 0.04917 0.07495 -0.01042 -0.01232 0.00638 0.05267 0.00498 0.00016 0.00030 0.00047 0.00000 0.00124 0.00165 0.00208 0.00150 0.00129 0.00121 0.00078 H11A 0.06736 0.13950 -0.09632 1.00000 0.07901 0.00000 0.00000 H11B 0.02927 0.11743 -0.31018 1.00000 0.07901 0.00000 0.00000 H11C 0.10605 0.21913 -0.25958 1.00000 0.07901 0.00000 0.00000 C12 0.09650 -0.12435 -0.19792 1.00000 0.03348 0.05170 0.06023 0.00814 -0.00998 -0.01336 0.04984 0.00480 0.00016 0.00030 0.00044 0.00000 0.00131 0.00166 0.00182 0.00141 0.00124 0.00125 0.00073 H12A 0.08251 -0.12144 -0.06963 1.00000 0.07477 0.00000 0.00000 H12B 0.13373 -0.20248 -0.21059 1.00000 0.07477 0.00000 0.00000 H12C 0.04630 -0.13626 -0.28587 1.00000 0.07477 0.00000 0.00000 N1 0.45308 0.10804 0.19454 1.00000 0.02138 0.01596 0.02492 0.00028 -0.00038 -0.00042 0.02104 0.00301 0.00010 0.00017 0.00024 0.00000 0.00080 0.00081 0.00088 0.00067 0.00067 0.00069 0.00037 O1 0.49532 -0.10990 0.28044 1.00000 0.02802 0.01855 0.04109 0.00313 0.00318 0.00247 0.02932 0.00278 0.00009 0.00015 0.00022 0.00000 0.00075 0.00074 0.00094 0.00064 0.00066 0.00062 0.00038 H1N 0.46880 0.19442 0.18885 1.00000 0.02401 0.03585 0.00134 0.00176 0.00315 0.00000 0.00591 Final Structure Factor Calculation for 2008lsh002 in P2(1)/c Total number of l.s. parameters = 135 Maximum vector length = 511 Memory required = 1961 / 22995 wR2 = 0.1512 before cycle 7 for 2593 data and 0 / 135 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 0.008 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 GooF = S = 1.072; Restrained GooF = 1.072 for 1 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0324 * P )^2 + 1.36 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 R1 = 0.0663 for 1962 Fo > 4sig(Fo) and 0.0956 for all 2593 data wR2 = 0.1512, GooF = S = 1.072, Restrained GooF = 1.072 for all data Occupancy sum of asymmetric unit = 14.00 for non-hydrogen and 17.00 for hydrogen atoms Principal mean square atomic displacements U 0.0237 0.0217 0.0195 C1 0.0254 0.0236 0.0177 C2 0.0271 0.0252 0.0205 C3 0.0276 0.0256 0.0210 C4 0.0344 0.0287 0.0168 C5 0.0298 0.0258 0.0200 C6 0.0252 0.0234 0.0175 C7 0.0286 0.0249 0.0231 C8 0.0465 0.0313 0.0192 C9 0.0609 0.0482 0.0263 C10 0.0886 0.0455 0.0239 C11 0.0780 0.0470 0.0244 C12 0.0274 0.0198 0.0159 N1 0.0418 0.0286 0.0176 O1 Analysis of variance for reflections employed in refinement K = Mean[Fo^2] / Mean[Fc^2] for group Fc/Fc(max) 0.000 0.006 0.012 0.018 0.024 0.033 0.041 0.052 0.069 0.102 1.000 Number in group 274. 249. 267. 247. 279. 243. 257. 263. 257. 257. GooF 1.093 1.131 1.125 1.136 1.067 1.113 0.974 1.010 0.978 1.082 K 5.625 1.840 1.025 1.064 1.023 0.999 1.015 0.995 1.017 0.995 Resolution(A) 0.77 0.80 0.83 0.87 0.91 0.97 1.04 1.15 1.31 1.66 inf Number in group 267. 254. 258. 259. 264. 255. 260. 257. 261. 258. GooF 1.142 1.193 1.180 1.086 0.925 0.847 0.953 0.931 0.955 1.391 K 1.087 1.106 1.055 1.027 0.997 1.003 0.994 1.013 1.022 0.988 R1 0.254 0.214 0.175 0.173 0.100 0.082 0.061 0.056 0.053 0.042 Recommended weighting scheme: WGHT 0.0320 1.3759 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) 7 0 2 150.43 87.56 4.51 0.059 1.84 0 3 1 678.77 855.23 3.91 0.184 2.92 3 4 2 5.60 23.88 3.46 0.031 1.83 2 4 2 81.36 47.46 3.44 0.043 1.91 1 6 7 19.52 0.58 3.34 0.005 0.85 -5 0 2 944.09 1144.95 3.31 0.213 2.57 1 3 3 56.57 30.27 3.26 0.035 1.88 -5 1 3 187.69 133.85 3.24 0.073 2.00 -6 0 2 22.80 6.50 3.23 0.016 2.31 -12 4 7 6.53 31.08 3.23 0.035 0.82 0 3 3 9.82 0.11 3.21 0.002 1.91 -7 0 2 930.94 1114.51 3.13 0.210 2.07 -6 2 2 1145.98 968.76 3.08 0.196 2.08 17 7 0 -1.53 17.14 3.03 0.026 0.79 -19 2 5 5.40 35.77 3.03 0.038 0.77 5 3 3 7.06 23.12 2.98 0.030 1.58 11 5 6 77.69 38.55 2.95 0.039 0.80 15 2 5 20.77 1.91 2.94 0.009 0.80 10 6 2 0.42 14.55 2.93 0.024 1.06 6 0 0 -2.00 6.15 2.88 0.016 2.71 -12 9 1 -2.25 15.11 2.87 0.024 0.84 2 11 0 -1.27 12.07 2.82 0.022 0.87 2 4 8 52.55 24.17 2.75 0.031 0.82 6 5 0 187.68 141.50 2.75 0.075 1.57 3 2 0 2181.55 2488.73 2.75 0.314 3.60 11 5 5 135.48 88.94 2.73 0.059 0.86 -7 10 5 33.54 10.07 2.72 0.020 0.77 7 1 8 31.91 10.44 2.67 0.020 0.80 -8 10 2 6.40 28.25 2.64 0.033 0.86 13 2 2 0.83 9.50 2.63 0.019 1.11 2 12 0 39.22 1.09 2.63 0.007 0.80 -1 1 1 3039.02 3411.69 2.60 0.367 5.59 11 7 4 22.99 1.12 2.58 0.007 0.85 1 2 1 44.37 25.28 2.55 0.032 3.81 6 5 2 8.16 0.00 2.53 0.000 1.40 10 1 7 33.41 10.57 2.52 0.020 0.82 1 3 1 125.64 166.01 2.49 0.081 2.85 10 9 3 20.81 45.05 2.49 0.042 0.82 -10 4 7 -1.58 9.65 2.49 0.020 0.86 -4 7 6 76.64 47.82 2.47 0.043 0.90 11 7 3 32.72 12.19 2.47 0.022 0.90 1 10 1 8.50 24.63 2.47 0.031 0.95 16 1 3 10.55 2.30 2.47 0.010 0.89 10 8 4 57.65 27.99 2.47 0.033 0.82 -9 7 2 49.46 76.26 2.45 0.055 1.07 11 2 3 2.98 13.12 2.45 0.023 1.16 -10 6 6 45.13 75.97 2.45 0.055 0.86 15 3 2 17.35 7.01 2.45 0.017 0.96 -2 5 2 10.14 2.46 2.43 0.010 1.68 12 2 3 61.46 39.98 2.42 0.040 1.09 Bond lengths and angles C1 - Distance Angles C6 1.3878 (0.0028) C2 1.3908 (0.0028) 118.97 (0.18) N1 1.4185 (0.0025) 123.96 (0.18) 117.07 (0.18) C1 - C6 C2 C2 - Distance Angles C3 1.3811 (0.0028) C1 1.3908 (0.0028) 120.76 (0.19) H2 0.9500 119.62 119.62 C2 - C3 C1 C3 - Distance Angles C2 1.3811 (0.0028) C4 1.4020 (0.0029) 121.45 (0.19) H3 0.9500 119.28 119.28 C3 - C2 C4 C4 - Distance Angles C5 1.3884 (0.0030) C3 1.4020 (0.0029) 116.86 (0.18) C9 1.5304 (0.0028) 123.48 (0.19) 119.62 (0.19) C4 - C5 C3 C5 - Distance Angles C4 1.3884 (0.0030) C6 1.3963 (0.0029) 122.32 (0.19) H5 0.9500 118.84 118.84 C5 - C4 C6 C6 - Distance Angles C1 1.3878 (0.0028) C5 1.3963 (0.0029) 119.58 (0.19) H6 0.9500 120.21 120.21 C6 - C1 C5 C7 - Distance Angles O1 1.2306 (0.0024) N1 1.3516 (0.0026) 122.85 (0.19) C8 1.5029 (0.0028) 122.38 (0.18) 114.76 (0.17) C7 - O1 N1 C8 - Distance Angles C7 1.5029 (0.0028) 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 C11 1.5236 (0.0035) C12 1.5255 (0.0034) 109.57 (0.21) C4 1.5304 (0.0028) 110.10 (0.19) 112.76 (0.19) C10 1.5457 (0.0037) 108.43 (0.22) 107.45 (0.21) 108.41 (0.18) C9 - C11 C12 C4 C10 - Distance Angles C9 1.5457 (0.0037) 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 1.5236 (0.0035) 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 C12 - Distance Angles C9 1.5255 (0.0034) H12A 0.9800 109.47 H12B 0.9800 109.47 109.47 H12C 0.9800 109.47 109.47 109.47 C12 - C9 H12A H12B N1 - Distance Angles C7 1.3516 (0.0026) C1 1.4185 (0.0025) 127.62 (0.17) H1N 0.8723 (0.0157) 117.08 (1.50) 114.73 (1.49) N1 - C7 C1 O1 - Distance Angles C7 1.2306 (0.0024) O1 - Specified hydrogen bonds (with esds except fixed and riding H) D-H H...A D...A <(DHA) 0.872(16) 1.976(16) 2.840(2) 171(2) 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)