+++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ + SHELXL-97 - CRYSTAL STRUCTURE REFINEMENT - DOS/WIN95/NT VERSION + + Copyright(C) George M. Sheldrick 1993-7 Release 97-2 + + S92 started at 11:25:23 on 16-Sep-2002 + +++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ TITL 02SOT097 in P2(1)/n CELL 0.71073 8.8334 15.6053 19.0971 90.000 102.447 90.000 ZERR 4.00 0.0002 0.0004 0.0007 0.000 0.001 0.000 LATT 1 SYMM 1/2 - X, 1/2 + Y, 1/2 - Z SFAC C H N O UNIT 128 100 12 12 V = 2570.62 F(000) = 1048.0 Mu = 0.08 mm-1 Cell Wt = 1998.20 Rho = 1.291 MERG 2 SHEL 7 0.84 OMIT 1 2 0 FMAP 2 PLAN 20 SIZE 0.07 0.07 0.20 EQIV $1 -X+1, -Y+1, -Z EQIV $2 -X+2, -Y+1, -Z HTAB N2 O1_$1 HTAB N1 O3_$2 ACTA HTAB 2.00000 BOND L.S. 4 TEMP -153.00 WGHT 0.060200 FVAR 0.20137 MOLE 1 N1 3 0.603116 0.618966 0.040760 11.00000 0.02224 0.02418 = 0.02441 0.00218 0.00872 0.00605 AFIX 43 H1 2 0.678537 0.607903 0.018595 11.00000 -1.20000 AFIX 0 N2 3 0.887348 0.408052 -0.061327 11.00000 0.01902 0.02770 = 0.02177 -0.00004 0.00709 0.00479 AFIX 43 H2 2 0.793191 0.429303 -0.067089 11.00000 -1.20000 AFIX 0 O1 4 0.453501 0.555902 0.110920 11.00000 0.02155 0.02766 = 0.02861 0.00093 0.00944 0.00440 O2 4 0.759573 0.474732 0.039098 11.00000 0.02076 0.02246 = 0.02081 0.00193 0.00701 0.00503 O3 4 1.089194 0.356258 0.024527 11.00000 0.02060 0.03200 = 0.02899 0.00335 0.00810 0.00758 C1 1 0.441386 0.736049 0.071818 11.00000 0.02887 0.02477 = 0.03425 0.00171 0.01043 0.00258 AFIX 43 H1A 2 0.415635 0.703252 0.109514 11.00000 -1.20000 AFIX 0 C2 1 0.385517 0.819310 0.058564 11.00000 0.02907 0.02885 = 0.04524 -0.00197 0.01059 0.00583 AFIX 43 H2A 2 0.320218 0.842902 0.087168 11.00000 -1.20000 AFIX 0 C3 1 0.423509 0.868000 0.004587 11.00000 0.02849 0.02446 = 0.04607 0.00391 0.00112 0.00531 AFIX 43 H3 2 0.384478 0.924638 -0.003975 11.00000 -1.20000 AFIX 0 C4 1 0.518956 0.833753 -0.037047 11.00000 0.03225 0.03021 = 0.03260 0.00947 0.00095 -0.00058 AFIX 43 H4 2 0.546856 0.867304 -0.073815 11.00000 -1.20000 AFIX 0 C5 1 0.573922 0.750598 -0.025205 11.00000 0.02729 0.02813 = 0.02747 0.00259 0.00630 0.00260 AFIX 43 H5 2 0.638159 0.727059 -0.054336 11.00000 -1.20000 AFIX 0 C6 1 0.535300 0.701626 0.029144 11.00000 0.01941 0.02123 = 0.02798 -0.00021 0.00158 0.00271 C7 1 0.565370 0.554937 0.082033 11.00000 0.01756 0.02405 = 0.02036 -0.00229 0.00284 0.00029 C8 1 0.673136 0.481091 0.090631 11.00000 0.01844 0.02275 = 0.01894 -0.00260 0.00724 0.00120 C9 1 0.718293 0.420416 0.142636 11.00000 0.01640 0.02160 = 0.02089 -0.00246 0.00379 -0.00144 C10 1 0.843523 0.373790 0.122261 11.00000 0.01639 0.01828 = 0.02239 -0.00137 0.00438 -0.00087 C11 1 0.863413 0.408832 0.059493 11.00000 0.01582 0.01812 = 0.02494 -0.00020 0.00274 0.00440 C12 1 0.958805 0.387770 0.006548 11.00000 0.02230 0.01795 = 0.02380 0.00034 0.00782 -0.00082 C13 1 0.946323 0.399097 -0.124273 11.00000 0.01647 0.02553 = 0.02161 -0.00389 0.00602 -0.00376 C14 1 0.891322 0.456296 -0.179766 11.00000 0.02031 0.02292 = 0.02516 -0.00176 0.00508 -0.00157 AFIX 43 H14 2 0.820986 0.500204 -0.173437 11.00000 -1.20000 AFIX 0 C15 1 0.938274 0.449696 -0.244027 11.00000 0.02561 0.02985 = 0.02335 0.00289 0.00423 -0.00401 AFIX 43 H15 2 0.899230 0.488406 -0.282023 11.00000 -1.20000 AFIX 0 C16 1 1.042447 0.386447 -0.252830 11.00000 0.02457 0.04059 = 0.02431 -0.00396 0.00998 -0.00309 AFIX 43 H16 2 1.076285 0.382181 -0.296668 11.00000 -1.20000 AFIX 0 C17 1 1.097108 0.329568 -0.197819 11.00000 0.02355 0.03501 = 0.02980 -0.00573 0.00833 0.00334 AFIX 43 H17 2 1.168733 0.286325 -0.204070 11.00000 -1.20000 AFIX 0 C18 1 1.048781 0.334821 -0.133699 11.00000 0.02091 0.02784 = 0.02673 0.00013 0.00537 0.00160 AFIX 43 H18 2 1.085394 0.294781 -0.096423 11.00000 -1.20000 AFIX 0 C19 1 0.663548 0.409765 0.210367 11.00000 0.02356 0.01744 = 0.02221 -0.00072 0.00728 0.00146 C20 1 0.506252 0.407119 0.211494 11.00000 0.02421 0.02621 = 0.02560 0.00287 0.00637 0.00309 AFIX 43 H20 2 0.430983 0.408605 0.167695 11.00000 -1.20000 AFIX 0 C21 1 0.458884 0.402335 0.276070 11.00000 0.02689 0.03051 = 0.03392 0.00720 0.01483 0.00572 AFIX 43 H21 2 0.351496 0.400839 0.276337 11.00000 -1.20000 AFIX 0 C22 1 0.567273 0.399747 0.339829 11.00000 0.04216 0.03594 = 0.02826 0.00482 0.01867 0.00742 AFIX 43 H22 2 0.534338 0.398038 0.383994 11.00000 -1.20000 AFIX 0 C23 1 0.724195 0.399629 0.339795 11.00000 0.03664 0.03605 = 0.02248 0.00178 0.00486 0.00399 AFIX 43 H23 2 0.798720 0.396379 0.383756 11.00000 -1.20000 AFIX 0 C24 1 0.771834 0.404269 0.275415 11.00000 0.02310 0.02658 = 0.02688 0.00106 0.00694 0.00163 AFIX 43 H24 2 0.879395 0.403709 0.275458 11.00000 -1.20000 AFIX 0 C25 1 0.924317 0.298714 0.160691 11.00000 0.02240 0.02148 = 0.01713 -0.00044 0.00680 0.00232 C26 1 0.837994 0.229187 0.176083 11.00000 0.02069 0.02920 = 0.03434 0.00348 0.00930 0.00426 AFIX 43 H26 2 0.728130 0.230516 0.161818 11.00000 -1.20000 AFIX 0 C27 1 0.910487 0.158174 0.211934 11.00000 0.02828 0.02778 = 0.04570 0.01001 0.01502 0.00344 AFIX 43 H27 2 0.850539 0.110650 0.221232 11.00000 -1.20000 AFIX 0 C28 1 1.069002 0.156473 0.234034 11.00000 0.03097 0.02843 = 0.03229 0.00975 0.00760 0.01052 AFIX 43 H28 2 1.118373 0.108002 0.259168 11.00000 -1.20000 AFIX 0 C29 1 1.157290 0.225049 0.219875 11.00000 0.02201 0.03236 = 0.03644 0.00388 0.00231 0.00535 AFIX 43 H29 2 1.266914 0.223664 0.235459 11.00000 -1.20000 AFIX 0 C30 1 1.085643 0.295722 0.182950 11.00000 0.02339 0.02651 = 0.02957 0.00222 0.00569 -0.00027 AFIX 43 H30 2 1.146541 0.342362 0.172727 11.00000 -1.20000 AFIX 0 MOLE 2 C32 1 0.028377 0.140835 0.039140 11.00000 0.06108 0.03671 = 0.03198 -0.00625 0.00949 0.01097 AFIX 137 H32A 2 -0.054470 0.125658 -0.001973 11.00000 -1.50000 H32B 2 0.091512 0.186959 0.025444 11.00000 -1.50000 H32C 2 -0.017295 0.160158 0.078841 11.00000 -1.50000 AFIX 0 C33 1 0.125155 0.066426 0.061500 11.00000 0.03791 0.02976 = 0.03328 -0.00779 0.01374 -0.00492 N3 3 0.200388 0.007589 0.078862 11.00000 0.04833 0.04029 = 0.05554 -0.00377 0.01425 0.00200 HKLF 4 Covalent radii and connectivity table for 02SOT097 in P2(1)/n C 0.770 H 0.320 N 0.700 O 0.660 N1 - C7 C6 N2 - C12 C13 O1 - C7 O2 - C8 C11 O3 - C12 C1 - C6 C2 C2 - C3 C1 C3 - C2 C4 C4 - C3 C5 C5 - C4 C6 C6 - C5 C1 N1 C7 - O1 N1 C8 C8 - C9 O2 C7 C9 - C8 C10 C19 C10 - C11 C9 C25 C11 - C10 O2 C12 C12 - O3 N2 C11 C13 - C18 C14 N2 C14 - C15 C13 C15 - C14 C16 C16 - C17 C15 C17 - C16 C18 C18 - C17 C13 C19 - C20 C24 C9 C20 - C21 C19 C21 - C22 C20 C22 - C21 C23 C23 - C24 C22 C24 - C23 C19 C25 - C26 C30 C10 C26 - C27 C25 C27 - C28 C26 C28 - C27 C29 C29 - C28 C30 C30 - C29 C25 C32 - C33 C33 - N3 C32 N3 - C33 Operators for generating equivalent atoms: $1 -x+1, -y+1, -z $2 -x+2, -y+1, -z 11239 Reflections read, of which 2542 rejected -10 =< h =< 10, -18 =< k =< 18, -22 =< l =< 22, Max. 2-theta = 50.05 0 Systematic absence violations Inconsistent equivalents etc. h k l Fo^2 Sigma(Fo^2) N Esd of mean(Fo^2) 6 2 0 0.08 0.10 2 0.55 4 7 0 0.54 0.10 2 0.80 6 13 0 0.23 0.10 2 1.10 3 Inconsistent equivalents 4541 Unique reflections, of which 0 suppressed R(int) = 0.0390 R(sigma) = 0.0669 Friedel opposites merged Maximum memory for data reduction = 3003 / 45200 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 = 3950 / 434591 wR2 = 0.1130 before cycle 1 for 4541 data and 344 / 344 parameters GooF = S = 0.970; Restrained GooF = 0.970 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0602 * P )^2 + 0.00 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.20011 0.00036 -3.463 OSF Mean shift/esd = 0.144 Maximum = -3.463 for OSF Max. shift = 0.001 A for H32A Max. dU = 0.000 for O3 Least-squares cycle 2 Maximum vector length = 511 Memory required = 3950 / 434591 wR2 = 0.1127 before cycle 2 for 4541 data and 344 / 344 parameters GooF = S = 0.965; Restrained GooF = 0.965 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0602 * P )^2 + 0.00 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.19983 0.00036 -0.776 OSF Mean shift/esd = 0.051 Maximum = -0.776 for OSF Max. shift = 0.001 A for H32A Max. dU = 0.000 for C32 Least-squares cycle 3 Maximum vector length = 511 Memory required = 3950 / 434591 wR2 = 0.1127 before cycle 3 for 4541 data and 344 / 344 parameters GooF = S = 0.965; Restrained GooF = 0.965 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0602 * P )^2 + 0.00 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.19982 0.00036 -0.031 OSF Mean shift/esd = 0.003 Maximum = -0.043 for tors H32A Max. shift = 0.001 A for H32A Max. dU = 0.000 for C32 Least-squares cycle 4 Maximum vector length = 511 Memory required = 3950 / 434591 wR2 = 0.1127 before cycle 4 for 4541 data and 344 / 344 parameters GooF = S = 0.965; Restrained GooF = 0.965 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0602 * P )^2 + 0.00 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.19982 0.00036 -0.002 OSF Mean shift/esd = 0.001 Maximum = -0.028 for tors H32A Max. shift = 0.000 A for H32A Max. dU = 0.000 for C32 No correlation matrix elements larger than 0.500 Idealized hydrogen atom generation before cycle 5 Name x y z AFIX d(X-H) shift Bonded to Conformation determined by H1 0.6785 0.6079 0.0186 43 0.880 0.000 N1 C7 C6 H2 0.7932 0.4293 -0.0671 43 0.880 0.000 N2 C12 C13 H1A 0.4156 0.7033 0.1095 43 0.950 0.000 C1 C6 C2 H2A 0.3202 0.8429 0.0872 43 0.950 0.000 C2 C3 C1 H3 0.3845 0.9246 -0.0040 43 0.950 0.000 C3 C2 C4 H4 0.5469 0.8673 -0.0738 43 0.950 0.000 C4 C3 C5 H5 0.6381 0.7271 -0.0544 43 0.950 0.000 C5 C4 C6 H14 0.8210 0.5002 -0.1734 43 0.950 0.000 C14 C15 C13 H15 0.8992 0.4884 -0.2820 43 0.950 0.000 C15 C14 C16 H16 1.0763 0.3822 -0.2967 43 0.950 0.000 C16 C17 C15 H17 1.1687 0.2863 -0.2041 43 0.950 0.000 C17 C16 C18 H18 1.0854 0.2948 -0.0964 43 0.950 0.000 C18 C17 C13 H20 0.4310 0.4086 0.1677 43 0.950 0.000 C20 C21 C19 H21 0.3515 0.4008 0.2763 43 0.950 0.000 C21 C22 C20 H22 0.5343 0.3980 0.3840 43 0.950 0.000 C22 C21 C23 H23 0.7988 0.3964 0.3838 43 0.950 0.000 C23 C24 C22 H24 0.8794 0.4037 0.2754 43 0.950 0.000 C24 C23 C19 H26 0.7281 0.2305 0.1618 43 0.950 0.000 C26 C27 C25 H27 0.8505 0.1106 0.2212 43 0.950 0.000 C27 C28 C26 H28 1.1184 0.1080 0.2592 43 0.950 0.000 C28 C27 C29 H29 1.2669 0.2236 0.2355 43 0.950 0.000 C29 C28 C30 H30 1.1466 0.3424 0.1727 43 0.950 0.000 C30 C29 C25 H32A -0.0543 0.1257 -0.0021 137 0.980 0.000 C32 C33 H32A H32B 0.0916 0.1870 0.0256 137 0.980 0.000 C32 C33 H32A H32C -0.0176 0.1601 0.0788 137 0.980 0.000 C32 C33 H32A 02SOT097 in P2(1)/n ATOM x y z sof U11 U22 U33 U23 U13 U12 Ueq N1 0.60314 0.61896 0.04076 1.00000 0.02181 0.02364 0.02396 0.00217 0.00863 0.00605 0.02258 0.00278 0.00016 0.00009 0.00008 0.00000 0.00076 0.00086 0.00097 0.00073 0.00066 0.00064 0.00037 H1 0.67855 0.60790 0.01858 1.00000 0.02710 0.00000 0.00000 N2 0.88733 0.40806 -0.06134 1.00000 0.01862 0.02726 0.02129 -0.00004 0.00698 0.00477 0.02198 0.00274 0.00016 0.00009 0.00008 0.00000 0.00074 0.00089 0.00099 0.00071 0.00067 0.00064 0.00037 H2 0.79318 0.42932 -0.06711 1.00000 0.02638 0.00000 0.00000 O1 0.45349 0.55590 0.11092 1.00000 0.02110 0.02715 0.02807 0.00090 0.00934 0.00439 0.02483 0.00234 0.00013 0.00008 0.00007 0.00000 0.00064 0.00074 0.00084 0.00060 0.00057 0.00054 0.00033 O2 0.75958 0.47474 0.03910 1.00000 0.02035 0.02195 0.02034 0.00191 0.00694 0.00498 0.02050 0.00220 0.00012 0.00007 0.00007 0.00000 0.00061 0.00069 0.00077 0.00056 0.00053 0.00052 0.00031 O3 1.08921 0.35626 0.02453 1.00000 0.02008 0.03148 0.02848 0.00334 0.00794 0.00751 0.02627 0.00231 0.00013 0.00008 0.00007 0.00000 0.00065 0.00077 0.00084 0.00062 0.00056 0.00057 0.00033 C1 0.44137 0.73605 0.07184 1.00000 0.02844 0.02430 0.03384 0.00165 0.01044 0.00259 0.02830 0.00361 0.00020 0.00012 0.00011 0.00000 0.00100 0.00108 0.00132 0.00093 0.00090 0.00082 0.00048 H1A 0.41563 0.70326 0.10954 1.00000 0.03396 0.00000 0.00000 C2 0.38552 0.81930 0.05858 1.00000 0.02865 0.02842 0.04481 -0.00193 0.01055 0.00591 0.03356 0.00380 0.00021 0.00013 0.00012 0.00000 0.00103 0.00115 0.00148 0.00105 0.00094 0.00087 0.00052 H2A 0.32022 0.84290 0.08718 1.00000 0.04027 0.00000 0.00000 C3 0.42350 0.86800 0.00459 1.00000 0.02803 0.02406 0.04556 0.00390 0.00106 0.00531 0.03359 0.00373 0.00021 0.00013 0.00012 0.00000 0.00104 0.00111 0.00150 0.00104 0.00096 0.00086 0.00052 H3 0.38447 0.92464 -0.00397 1.00000 0.04031 0.00000 0.00000 C4 0.51896 0.83375 -0.03705 1.00000 0.03181 0.02970 0.03217 0.00945 0.00080 -0.00059 0.03215 0.00367 0.00021 0.00013 0.00012 0.00000 0.00105 0.00117 0.00133 0.00097 0.00090 0.00089 0.00051 H4 0.54687 0.86730 -0.07381 1.00000 0.03857 0.00000 0.00000 C5 0.57392 0.75061 -0.02522 1.00000 0.02689 0.02775 0.02701 0.00266 0.00626 0.00262 0.02715 0.00359 0.00020 0.00012 0.00011 0.00000 0.00098 0.00110 0.00124 0.00091 0.00087 0.00082 0.00047 H5 0.63814 0.72707 -0.05436 1.00000 0.03258 0.00000 0.00000 C6 0.53529 0.70163 0.02915 1.00000 0.01899 0.02083 0.02767 -0.00022 0.00153 0.00270 0.02303 0.00334 0.00019 0.00011 0.00010 0.00000 0.00088 0.00099 0.00120 0.00089 0.00077 0.00075 0.00044 C7 0.56537 0.55492 0.08204 1.00000 0.01720 0.02359 0.01990 -0.00231 0.00263 0.00031 0.02044 0.00324 0.00018 0.00011 0.00010 0.00000 0.00089 0.00102 0.00113 0.00084 0.00078 0.00076 0.00042 C8 0.67314 0.48110 0.09063 1.00000 0.01805 0.02235 0.01858 -0.00259 0.00718 0.00120 0.01917 0.00325 0.00018 0.00011 0.00010 0.00000 0.00085 0.00101 0.00110 0.00084 0.00076 0.00073 0.00041 C9 0.71826 0.42042 0.14264 1.00000 0.01592 0.02113 0.02052 -0.00244 0.00370 -0.00142 0.01923 0.00320 0.00018 0.00011 0.00010 0.00000 0.00085 0.00098 0.00114 0.00084 0.00075 0.00073 0.00042 C10 0.84354 0.37379 0.12226 1.00000 0.01599 0.01784 0.02197 -0.00144 0.00428 -0.00083 0.01857 0.00316 0.00018 0.00011 0.00010 0.00000 0.00082 0.00094 0.00113 0.00082 0.00073 0.00071 0.00041 C11 0.86343 0.40884 0.05951 1.00000 0.01541 0.01772 0.02442 -0.00020 0.00262 0.00438 0.01943 0.00327 0.00018 0.00011 0.00010 0.00000 0.00086 0.00096 0.00117 0.00082 0.00075 0.00071 0.00043 C12 0.95881 0.38777 0.00656 1.00000 0.02196 0.01749 0.02345 0.00024 0.00780 -0.00087 0.02053 0.00332 0.00019 0.00011 0.00010 0.00000 0.00094 0.00094 0.00118 0.00083 0.00081 0.00077 0.00042 C13 0.94631 0.39910 -0.12427 1.00000 0.01609 0.02507 0.02110 -0.00383 0.00596 -0.00371 0.02046 0.00325 0.00018 0.00011 0.00010 0.00000 0.00084 0.00104 0.00112 0.00086 0.00075 0.00075 0.00043 C14 0.89131 0.45630 -0.17975 1.00000 0.01995 0.02251 0.02476 -0.00175 0.00501 -0.00151 0.02238 0.00329 0.00019 0.00011 0.00010 0.00000 0.00090 0.00104 0.00120 0.00087 0.00079 0.00077 0.00044 H14 0.82099 0.50021 -0.17341 1.00000 0.02685 0.00000 0.00000 C15 0.93826 0.44970 -0.24404 1.00000 0.02518 0.02952 0.02291 0.00291 0.00413 -0.00392 0.02603 0.00343 0.00020 0.00012 0.00011 0.00000 0.00095 0.00111 0.00122 0.00090 0.00083 0.00085 0.00046 H15 0.89920 0.48841 -0.28203 1.00000 0.03124 0.00000 0.00000 C16 1.04245 0.38644 -0.25285 1.00000 0.02415 0.04017 0.02391 -0.00395 0.00990 -0.00314 0.02870 0.00351 0.00020 0.00013 0.00011 0.00000 0.00096 0.00121 0.00123 0.00099 0.00085 0.00090 0.00048 H16 1.07629 0.38218 -0.29669 1.00000 0.03444 0.00000 0.00000 C17 1.09711 0.32953 -0.19782 1.00000 0.02315 0.03450 0.02942 -0.00572 0.00826 0.00334 0.02863 0.00353 0.00020 0.00013 0.00011 0.00000 0.00093 0.00117 0.00128 0.00099 0.00085 0.00086 0.00048 H17 1.16872 0.28628 -0.20407 1.00000 0.03436 0.00000 0.00000 C18 1.04879 0.33479 -0.13369 1.00000 0.02056 0.02740 0.02617 0.00013 0.00527 0.00160 0.02468 0.00336 0.00018 0.00012 0.00011 0.00000 0.00091 0.00107 0.00121 0.00089 0.00081 0.00079 0.00045 H18 1.08540 0.29476 -0.09641 1.00000 0.02961 0.00000 0.00000 C19 0.66355 0.40976 0.21036 1.00000 0.02309 0.01703 0.02177 -0.00069 0.00721 0.00151 0.02027 0.00331 0.00019 0.00011 0.00010 0.00000 0.00092 0.00097 0.00118 0.00081 0.00081 0.00074 0.00043 C20 0.50624 0.40712 0.21148 1.00000 0.02378 0.02582 0.02520 0.00290 0.00625 0.00309 0.02479 0.00357 0.00020 0.00011 0.00011 0.00000 0.00096 0.00105 0.00121 0.00089 0.00082 0.00080 0.00045 H20 0.43097 0.40860 0.16768 1.00000 0.02974 0.00000 0.00000 C21 0.45888 0.40234 0.27607 1.00000 0.02646 0.03007 0.03345 0.00717 0.01474 0.00573 0.02875 0.00390 0.00022 0.00012 0.00011 0.00000 0.00099 0.00114 0.00133 0.00096 0.00091 0.00085 0.00048 H21 0.35149 0.40084 0.27633 1.00000 0.03450 0.00000 0.00000 C22 0.56723 0.39975 0.33984 1.00000 0.04159 0.03549 0.02787 0.00481 0.01852 0.00742 0.03332 0.00398 0.00022 0.00013 0.00012 0.00000 0.00121 0.00125 0.00131 0.00100 0.00101 0.00094 0.00052 H22 0.53428 0.39804 0.38401 1.00000 0.03999 0.00000 0.00000 C23 0.72424 0.39963 0.33980 1.00000 0.03621 0.03558 0.02209 0.00179 0.00477 0.00390 0.03152 0.00387 0.00022 0.00013 0.00011 0.00000 0.00111 0.00121 0.00123 0.00096 0.00090 0.00090 0.00049 H23 0.79878 0.39639 0.38376 1.00000 0.03783 0.00000 0.00000 C24 0.77185 0.40426 0.27541 1.00000 0.02268 0.02619 0.02642 0.00101 0.00682 0.00158 0.02487 0.00353 0.00020 0.00012 0.00011 0.00000 0.00094 0.00108 0.00121 0.00089 0.00083 0.00079 0.00045 H24 0.87941 0.40368 0.27544 1.00000 0.02984 0.00000 0.00000 C25 0.92432 0.29872 0.16070 1.00000 0.02199 0.02102 0.01669 -0.00040 0.00667 0.00238 0.01952 0.00326 0.00018 0.00011 0.00010 0.00000 0.00089 0.00100 0.00107 0.00081 0.00075 0.00075 0.00041 C26 0.83795 0.22920 0.17608 1.00000 0.02030 0.02866 0.03397 0.00344 0.00927 0.00422 0.02713 0.00372 0.00020 0.00012 0.00011 0.00000 0.00091 0.00110 0.00130 0.00093 0.00084 0.00081 0.00047 H26 0.72809 0.23054 0.16182 1.00000 0.03256 0.00000 0.00000 C27 0.91047 0.15816 0.21193 1.00000 0.02788 0.02738 0.04512 0.01007 0.01483 0.00349 0.03241 0.00396 0.00021 0.00013 0.00012 0.00000 0.00101 0.00112 0.00147 0.00101 0.00094 0.00087 0.00052 H27 0.85053 0.11063 0.22122 1.00000 0.03889 0.00000 0.00000 C28 1.06901 0.15647 0.23404 1.00000 0.03050 0.02799 0.03178 0.00975 0.00750 0.01043 0.02997 0.00376 0.00021 0.00013 0.00011 0.00000 0.00104 0.00111 0.00129 0.00094 0.00089 0.00086 0.00049 H28 1.11838 0.10801 0.25919 1.00000 0.03596 0.00000 0.00000 C29 1.15731 0.22504 0.21988 1.00000 0.02156 0.03193 0.03609 0.00390 0.00228 0.00540 0.03045 0.00374 0.00021 0.00012 0.00011 0.00000 0.00094 0.00118 0.00135 0.00098 0.00086 0.00085 0.00050 H29 1.26693 0.22365 0.23545 1.00000 0.03654 0.00000 0.00000 C30 1.08567 0.29574 0.18295 1.00000 0.02297 0.02616 0.02910 0.00223 0.00559 -0.00031 0.02608 0.00353 0.00019 0.00012 0.00011 0.00000 0.00093 0.00108 0.00124 0.00092 0.00080 0.00082 0.00045 H30 1.14657 0.34238 0.17273 1.00000 0.03130 0.00000 0.00000 C32 0.02837 0.14085 0.03913 1.00000 0.06055 0.03623 0.03143 -0.00611 0.00928 0.01102 0.04283 0.00425 0.00025 0.00013 0.00012 0.00000 0.00141 0.00133 0.00142 0.00108 0.00110 0.00108 0.00058 H32A -0.05428 0.12572 -0.00208 1.00000 0.06425 0.00000 0.00000 H32B 0.09158 0.18702 0.02557 1.00000 0.06425 0.00000 0.00000 H32C -0.01757 0.16007 0.07878 1.00000 0.06425 0.00000 0.00000 C33 0.12515 0.06641 0.06150 1.00000 0.03751 0.02933 0.03291 -0.00779 0.01370 -0.00491 0.03233 0.00374 0.00023 0.00014 0.00012 0.00000 0.00116 0.00123 0.00140 0.00102 0.00098 0.00098 0.00051 N3 0.20039 0.00759 0.07888 1.00000 0.04793 0.03979 0.05511 -0.00377 0.01421 0.00200 0.04714 0.00361 0.00021 0.00013 0.00011 0.00000 0.00112 0.00119 0.00147 0.00104 0.00100 0.00097 0.00052 Final Structure Factor Calculation for 02SOT097 in P2(1)/n Total number of l.s. parameters = 344 Maximum vector length = 511 Memory required = 3606 / 22995 wR2 = 0.1127 before cycle 5 for 4541 data and 0 / 344 parameters GooF = S = 0.965; Restrained GooF = 0.965 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0602 * P )^2 + 0.00 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 R1 = 0.0435 for 3130 Fo > 4sig(Fo) and 0.0763 for all 4541 data wR2 = 0.1127, GooF = S = 0.965, Restrained GooF = 0.965 for all data Occupancy sum of asymmetric unit = 38.00 for non-hydrogen and 25.00 for hydrogen atoms Principal mean square atomic displacements U 0.0303 0.0219 0.0156 N1 0.0294 0.0220 0.0146 N2 0.0310 0.0268 0.0167 O1 0.0269 0.0191 0.0155 O2 0.0364 0.0267 0.0158 O3 0.0356 0.0264 0.0229 C1 0.0450 0.0344 0.0213 C2 0.0500 0.0314 0.0194 C3 0.0447 0.0307 0.0210 C4 0.0309 0.0264 0.0241 C5 0.0301 0.0221 0.0168 C6 0.0250 0.0195 0.0168 C7 0.0237 0.0207 0.0132 C8 0.0233 0.0188 0.0155 C9 0.0224 0.0176 0.0157 C10 0.0256 0.0207 0.0120 C11 0.0252 0.0194 0.0170 C12 0.0282 0.0188 0.0144 C13 0.0257 0.0221 0.0192 C14 0.0334 0.0233 0.0214 C15 0.0417 0.0264 0.0180 C16 0.0387 0.0282 0.0189 C17 0.0278 0.0262 0.0201 C18 0.0246 0.0202 0.0161 C19 0.0294 0.0235 0.0215 C20 0.0429 0.0247 0.0187 C21 0.0502 0.0310 0.0187 C22 0.0400 0.0328 0.0218 C23 0.0279 0.0253 0.0214 C24 0.0240 0.0199 0.0146 C25 0.0363 0.0275 0.0176 C26 0.0508 0.0242 0.0222 C27 0.0430 0.0302 0.0168 C28 0.0390 0.0337 0.0187 C29 0.0304 0.0250 0.0228 C30 0.0662 0.0378 0.0245 C32 0.0446 0.0295 0.0228 C33 0.0563 0.0475 0.0376 N3 Analysis of variance for reflections employed in refinement K = Mean[Fo^2] / Mean[Fc^2] for group Fc/Fc(max) 0.000 0.011 0.021 0.032 0.044 0.058 0.073 0.092 0.120 0.169 1.000 Number in group 472. 441. 464. 466. 441. 463. 445. 443. 456. 450. GooF 0.790 0.862 0.983 1.005 1.055 1.059 1.034 0.973 0.855 1.002 K 1.730 0.967 0.993 0.986 0.992 0.998 0.996 1.002 1.015 0.983 Resolution(A) 0.84 0.87 0.90 0.95 0.99 1.06 1.14 1.25 1.43 1.79 inf Number in group 469. 444. 455. 455. 448. 457. 448. 457. 450. 458. GooF 0.873 0.881 0.868 0.955 0.866 0.931 0.855 0.923 1.149 1.261 K 1.032 1.019 1.009 1.001 1.007 1.012 1.018 1.016 1.048 0.959 R1 0.206 0.181 0.128 0.101 0.069 0.059 0.046 0.051 0.047 0.037 Recommended weighting scheme: WGHT 0.0492 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) 9 0 1 -17.53 75.35 5.63 0.048 0.95 -2 2 1 5.01 15.20 4.67 0.021 3.84 3 3 7 202.24 138.16 4.66 0.064 1.68 1 14 4 52.70 4.17 3.95 0.011 1.07 -9 0 1 -2.50 33.94 3.89 0.032 0.97 -5 3 5 79.03 53.92 3.82 0.040 1.63 0 3 1 102.19 142.83 3.74 0.066 5.01 -6 3 4 88.80 131.22 3.73 0.063 1.41 -2 1 2 71.40 53.98 3.72 0.040 4.13 5 5 0 94.12 140.51 3.66 0.065 1.51 -1 1 2 769.92 1371.08 3.65 0.203 6.50 6 11 6 97.67 132.06 3.55 0.063 0.92 -3 7 4 377.16 302.31 3.50 0.095 1.73 -3 2 5 218.92 277.38 3.45 0.091 2.43 -2 8 9 151.78 108.66 3.42 0.057 1.41 -4 5 3 120.95 87.71 3.40 0.051 1.79 -2 0 8 217.89 291.08 3.32 0.094 2.27 -8 2 6 200.82 260.93 3.30 0.089 1.08 -4 1 6 459.58 369.89 3.30 0.105 1.97 1 6 2 127.78 159.50 3.28 0.069 2.37 2 13 7 -13.84 27.95 3.24 0.029 1.04 -2 4 7 53.27 29.29 3.18 0.030 2.12 -3 14 1 151.07 96.10 3.15 0.054 1.04 2 2 5 60.11 42.49 3.13 0.036 2.43 7 10 5 140.25 240.51 3.10 0.085 0.90 -7 1 16 293.09 400.67 3.03 0.110 0.95 -2 4 1 166.06 209.04 3.00 0.079 2.92 -3 1 3 173.14 139.74 3.00 0.065 2.81 2 8 0 612.34 512.71 2.94 0.124 1.78 2 5 1 186.02 154.08 2.94 0.068 2.46 -6 13 2 32.34 66.27 2.92 0.045 0.93 3 2 7 11.81 28.49 2.92 0.029 1.73 7 11 6 12.52 134.99 2.91 0.064 0.85 1 11 16 444.65 329.97 2.90 0.100 0.88 -1 0 3 13989.82 16851.18 2.86 0.712 5.65 6 13 1 110.51 28.97 2.85 0.030 0.91 2 7 1 1094.20 928.03 2.83 0.167 1.95 -2 0 2 1147.03 1383.72 2.82 0.204 4.28 -2 6 21 197.87 89.59 2.80 0.052 0.86 0 9 1 554.74 466.83 2.80 0.118 1.73 -3 4 3 20.35 10.92 2.79 0.018 2.30 -2 2 22 147.74 48.74 2.78 0.038 0.86 -5 13 6 342.39 438.99 2.76 0.115 0.97 -2 3 10 331.97 269.99 2.76 0.090 1.75 -5 12 1 112.10 148.86 2.76 0.067 1.04 -4 12 4 123.02 161.34 2.76 0.070 1.11 4 10 3 24.33 8.81 2.76 0.016 1.21 -5 1 14 285.42 359.17 2.73 0.104 1.18 8 11 2 32.56 154.11 2.73 0.068 0.84 -1 3 7 87.29 114.62 2.70 0.059 2.41 Bond lengths and angles N1 - Distance Angles C7 1.3583 (0.0023) C6 1.4196 (0.0022) 127.66 (0.15) N1 - C7 N2 - Distance Angles C12 1.3518 (0.0023) C13 1.4161 (0.0023) 127.57 (0.15) N2 - C12 O1 - Distance Angles C7 1.2312 (0.0020) O1 - O2 - Distance Angles C8 1.3731 (0.0020) C11 1.3772 (0.0020) 106.89 (0.14) O2 - C8 O3 - Distance Angles C12 1.2312 (0.0020) O3 - C1 - Distance Angles C6 1.3903 (0.0025) C2 1.3933 (0.0026) 119.10 (0.19) C1 - C6 C2 - Distance Angles C3 1.3791 (0.0029) C1 1.3933 (0.0026) 121.07 (0.19) C2 - C3 C3 - Distance Angles C2 1.3791 (0.0029) C4 1.3850 (0.0029) 119.52 (0.18) C3 - C2 C4 - Distance Angles C3 1.3850 (0.0028) C5 1.3865 (0.0026) 120.18 (0.20) C4 - C3 C5 - Distance Angles C4 1.3865 (0.0026) C6 1.3899 (0.0026) 120.17 (0.18) C5 - C4 C6 - Distance Angles C5 1.3899 (0.0026) C1 1.3903 (0.0025) 119.94 (0.17) N1 1.4196 (0.0022) 116.94 (0.16) 123.01 (0.17) C6 - C5 C1 C7 - Distance Angles O1 1.2312 (0.0020) N1 1.3583 (0.0023) 124.90 (0.16) C8 1.4809 (0.0023) 121.26 (0.16) 113.84 (0.15) C7 - O1 N1 C8 - Distance Angles C9 1.3680 (0.0025) O2 1.3731 (0.0020) 110.51 (0.14) C7 1.4809 (0.0023) 134.32 (0.17) 114.86 (0.15) C8 - C9 O2 C9 - Distance Angles C8 1.3680 (0.0025) C10 1.4461 (0.0023) 105.84 (0.16) C19 1.4843 (0.0025) 127.70 (0.16) 126.15 (0.16) C9 - C8 C10 C10 - Distance Angles C11 1.3626 (0.0025) C9 1.4461 (0.0023) 106.61 (0.15) C25 1.4814 (0.0024) 127.85 (0.15) 125.40 (0.16) C10 - C11 C9 C11 - Distance Angles C10 1.3626 (0.0025) O2 1.3772 (0.0020) 110.14 (0.15) C12 1.4859 (0.0024) 135.17 (0.16) 114.42 (0.15) C11 - C10 O2 C12 - Distance Angles O3 1.2312 (0.0020) N2 1.3518 (0.0023) 125.20 (0.17) C11 1.4859 (0.0024) 122.16 (0.17) 112.63 (0.15) C12 - O3 N2 C13 - Distance Angles C18 1.3889 (0.0024) C14 1.3905 (0.0026) 119.71 (0.17) N2 1.4161 (0.0023) 123.40 (0.17) 116.82 (0.16) C13 - C18 C14 C14 - Distance Angles C15 1.3818 (0.0027) C13 1.3905 (0.0026) 120.44 (0.17) C14 - C15 C15 - Distance Angles C14 1.3818 (0.0027) C16 1.3845 (0.0026) 119.73 (0.19) C15 - C14 C16 - Distance Angles C17 1.3812 (0.0028) C15 1.3845 (0.0026) 119.90 (0.19) C16 - C17 C17 - Distance Angles C16 1.3812 (0.0028) C18 1.3835 (0.0027) 120.76 (0.18) C17 - C16 C18 - Distance Angles C17 1.3835 (0.0027) C13 1.3889 (0.0024) 119.44 (0.18) C18 - C17 C19 - Distance Angles C20 1.3949 (0.0023) C24 1.3977 (0.0026) 118.54 (0.17) C9 1.4843 (0.0025) 121.95 (0.17) 119.49 (0.15) C19 - C20 C24 C20 - Distance Angles C21 1.3873 (0.0027) C19 1.3949 (0.0023) 120.50 (0.18) C20 - C21 C21 - Distance Angles C22 1.3778 (0.0029) C20 1.3873 (0.0027) 120.15 (0.18) C21 - C22 C22 - Distance Angles C21 1.3778 (0.0029) C23 1.3871 (0.0026) 120.24 (0.19) C22 - C21 C23 - Distance Angles C24 1.3847 (0.0027) C22 1.3871 (0.0026) 119.70 (0.19) C23 - C24 C24 - Distance Angles C23 1.3847 (0.0027) C19 1.3977 (0.0026) 120.79 (0.17) C24 - C23 C25 - Distance Angles C26 1.3935 (0.0025) C30 1.3975 (0.0023) 118.61 (0.16) C10 1.4814 (0.0024) 119.54 (0.14) 121.85 (0.16) C25 - C26 C30 C26 - Distance Angles C27 1.3853 (0.0026) C25 1.3935 (0.0025) 120.75 (0.16) C26 - C27 C27 - Distance Angles C28 1.3731 (0.0026) C26 1.3853 (0.0026) 119.98 (0.18) C27 - C28 C28 - Distance Angles C27 1.3731 (0.0026) C29 1.3847 (0.0026) 120.34 (0.17) C28 - C27 C29 - Distance Angles C28 1.3847 (0.0026) C30 1.3865 (0.0026) 119.98 (0.16) C29 - C28 C30 - Distance Angles C29 1.3865 (0.0026) C25 1.3975 (0.0023) 120.33 (0.17) C30 - C29 C32 - Distance Angles C33 1.4509 (0.0030) C32 - C33 - Distance Angles N3 1.1399 (0.0026) C32 1.4509 (0.0029) 179.54 (0.26) C33 - N3 N3 - Distance Angles C33 1.1399 (0.0026) N3 - Specified hydrogen bonds (with esds except fixed and riding H) D-H H...A D...A <(DHA) 0.88 2.17 3.0079(18) 158.6 N2-H2...O1_$1 0.88 2.43 3.2481(19) 153.9 N1-H1...O3_$2 Hydrogen bonds with H..A < r(A) + 2.000 Angstroms and 110 deg. D-H d(D-H) d(H..A)