+++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ + SHELXL-97 - CRYSTAL STRUCTURE REFINEMENT - WinGX VERSION + + Copyright(C) George M. Sheldrick 1993-7 Release 97-2 + + 07skc0017p-1 started at 11:31:45 on 13-Sep-2007 + +++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ TITL 07skc0017p-1 in P-1 CELL 0.71073 5.0677 5.5917 7.2473 91.984 103.960 99.504 ZERR 1.00 0.0003 0.0004 0.0004 0.003 0.004 0.003 LATT 1 SFAC C H N O UNIT 6 12 2 4 V = 195.97 F(000) = 94.0 Mu = 0.13 mm-1 Cell Wt = 176.18 Rho = 1.493 MERG 2 OMIT -3.00 55.00 OMIT 0 1 1 SHEL 7 0.77 EQIV_$1 -x+1, -y+2, -z+1 HTAB N21 O1B_$1 EQIV_$2 -x+1, -y+1, -z+1 HTAB N21 O1A_$2 HTAB N21 O1B_$2 EQIV_$3 -x, -y+1, -z+1 HTAB N21 O1A_$3 EQIV_$4 x, y, z+1 HTAB N21 O1A_$4 FMAP 2 PLAN 10 SIZE 0.04 0.07 0.08 ACTA BOND $H EQIV_$5 -x, -y+2, -z MPLA C1 O1A O1B MPLA C1_$5 O1A_$5 O1B_$5 WGHT 0.03440 0.10640 L.S. 4 TEMP -153.00 FVAR 3.20918 MOLE 1 C1 1 0.326142 0.906806 0.163745 11.00000 0.01306 0.01513 = 0.01426 0.00183 0.00398 0.00220 C2 1 0.114891 1.049654 0.064293 11.00000 0.01480 0.01242 = 0.01839 0.00204 0.00473 0.00341 AFIX 43 H2 2 0.147492 1.220253 0.095080 11.00000 -1.20000 AFIX 0 O1A 4 0.264512 0.676176 0.144768 11.00000 0.01541 0.01246 = 0.02207 0.00237 0.00207 0.00263 O1B 4 0.554847 1.022842 0.258027 11.00000 0.01423 0.01657 = 0.02312 0.00162 -0.00075 0.00039 MOLE 2 C22 1 0.103385 0.418625 0.538427 11.00000 0.01704 0.01630 = 0.01686 -0.00061 -0.00006 0.00461 AFIX 23 H22A 2 0.007427 0.247446 0.526148 11.00000 -1.20000 H22B 2 0.244097 0.429760 0.463659 11.00000 -1.20000 AFIX 0 N21 3 0.239218 0.495316 0.741433 11.00000 0.01455 0.01383 = 0.01734 0.00155 0.00126 0.00321 AFIX 137 H21A 2 0.305912 0.658027 0.754263 11.00000 0.02185 H21B 2 0.381028 0.413566 0.782197 11.00000 0.03214 H21C 2 0.114192 0.461487 0.812602 11.00000 0.03022 AFIX 0 HKLF 4 Covalent radii and connectivity table for 07skc0017p-1 in P-1 C 0.770 H 0.320 N 0.700 O 0.660 C1 - O1B O1A C2 C2 - C2_$5 C1 O1A - C1 O1B - C1 C22 - N21 C22_$3 N21 - C22 Operators for generating equivalent atoms: $1 -x+1, -y+2, -z+1 $2 -x+1, -y+1, -z+1 $3 -x, -y+1, -z+1 $4 x, y, z+1 $5 -x, -y+2, -z 3187 Reflections read, of which 16 rejected -6 =< h =< 6, -7 =< k =< 7, -9 =< l =< 9, Max. 2-theta = 54.96 0 Systematic absence violations 0 Inconsistent equivalents 891 Unique reflections, of which 0 suppressed R(int) = 0.0460 R(sigma) = 0.0372 Friedel opposites merged Maximum memory for data reduction = 1175 / 8993 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 = 1339 / 85181 wR2 = 0.0943 before cycle 1 for 891 data and 59 / 59 parameters GooF = S = 1.047; Restrained GooF = 1.047 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0344 * P )^2 + 0.11 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 3.20918 0.01062 0.000 OSF Mean shift/esd = 0.003 Maximum = 0.011 for U12 O1A Max. shift = 0.000 A for H21B Max. dU = 0.000 for H21B Least-squares cycle 2 Maximum vector length = 511 Memory required = 1339 / 85181 wR2 = 0.0943 before cycle 2 for 891 data and 59 / 59 parameters GooF = S = 1.047; Restrained GooF = 1.047 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0344 * P )^2 + 0.11 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 3.20917 0.01062 0.000 OSF Mean shift/esd = 0.001 Maximum = -0.004 for U23 O1B Max. shift = 0.000 A for H2 Max. dU = 0.000 for H21C Least-squares cycle 3 Maximum vector length = 511 Memory required = 1339 / 85181 wR2 = 0.0943 before cycle 3 for 891 data and 59 / 59 parameters GooF = S = 1.047; Restrained GooF = 1.047 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0344 * P )^2 + 0.11 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 3.20917 0.01062 0.000 OSF Mean shift/esd = 0.000 Maximum = 0.000 for y O1B Max. shift = 0.000 A for H21B Max. dU = 0.000 for H21C Least-squares cycle 4 Maximum vector length = 511 Memory required = 1339 / 85181 wR2 = 0.0943 before cycle 4 for 891 data and 59 / 59 parameters GooF = S = 1.047; Restrained GooF = 1.047 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0344 * P )^2 + 0.11 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 3.20918 0.01062 0.000 OSF Mean shift/esd = 0.000 Maximum = 0.000 for y O1B Max. shift = 0.000 A for H21B Max. dU = 0.000 for H21C 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 H2 0.1475 1.2203 0.0951 43 0.950 0.000 C2 C2_$5 C1 H22A 0.0074 0.2474 0.5261 23 0.990 0.000 C22 N21 C22_$3 H22B 0.2441 0.4298 0.4637 23 0.990 0.000 C22 N21 C22_$3 H21A 0.3059 0.6580 0.7543 137 0.910 0.000 N21 C22 H21A H21B 0.3810 0.4136 0.7822 137 0.910 0.000 N21 C22 H21A H21C 0.1142 0.4615 0.8126 137 0.910 0.000 N21 C22 H21A 07skc0017p-1 in P-1 ATOM x y z sof U11 U22 U33 U23 U13 U12 Ueq C1 0.32614 0.90681 0.16374 1.00000 0.01306 0.01513 0.01426 0.00183 0.00398 0.00220 0.01407 0.00248 0.00024 0.00022 0.00017 0.00000 0.00057 0.00058 0.00058 0.00043 0.00045 0.00045 0.00028 C2 0.11489 1.04965 0.06429 1.00000 0.01480 0.01242 0.01839 0.00204 0.00473 0.00341 0.01497 0.00250 0.00025 0.00022 0.00018 0.00000 0.00059 0.00058 0.00061 0.00045 0.00048 0.00046 0.00029 H2 0.14749 1.22025 0.09508 1.00000 0.01796 0.00000 0.00000 O1A 0.26451 0.67618 0.14477 1.00000 0.01541 0.01246 0.02207 0.00237 0.00207 0.00263 0.01706 0.00181 0.00018 0.00015 0.00013 0.00000 0.00046 0.00047 0.00050 0.00034 0.00036 0.00034 0.00025 O1B 0.55485 1.02284 0.25803 1.00000 0.01423 0.01657 0.02312 0.00162 -0.00075 0.00039 0.01919 0.00182 0.00018 0.00016 0.00013 0.00000 0.00046 0.00049 0.00050 0.00036 0.00036 0.00035 0.00026 C22 0.10338 0.41862 0.53843 1.00000 0.01704 0.01630 0.01686 -0.00061 -0.00006 0.00461 0.01734 0.00257 0.00026 0.00023 0.00018 0.00000 0.00062 0.00063 0.00063 0.00047 0.00050 0.00049 0.00030 H22A 0.00743 0.24745 0.52615 1.00000 0.02080 0.00000 0.00000 H22B 0.24410 0.42976 0.46366 1.00000 0.02080 0.00000 0.00000 N21 0.23922 0.49532 0.74143 1.00000 0.01455 0.01383 0.01734 0.00155 0.00126 0.00321 0.01563 0.00213 0.00021 0.00019 0.00015 0.00000 0.00051 0.00052 0.00056 0.00040 0.00041 0.00039 0.00027 H21A 0.30591 0.65803 0.75426 1.00000 0.02185 0.00000 0.00406 H21B 0.38103 0.41357 0.78220 1.00000 0.03214 0.00000 0.00473 H21C 0.11419 0.46149 0.81260 1.00000 0.03022 0.00000 0.00464 Final Structure Factor Calculation for 07skc0017p-1 in P-1 Total number of l.s. parameters = 59 Maximum vector length = 511 Memory required = 1280 / 22995 wR2 = 0.0943 before cycle 5 for 891 data and 0 / 59 parameters GooF = S = 1.047; Restrained GooF = 1.047 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0344 * P )^2 + 0.11 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 R1 = 0.0361 for 800 Fo > 4sig(Fo) and 0.0403 for all 891 data wR2 = 0.0943, GooF = S = 1.047, Restrained GooF = 1.047 for all data Occupancy sum of asymmetric unit = 6.00 for non-hydrogen and 6.00 for hydrogen atoms Principal mean square atomic displacements U 0.0155 0.0141 0.0126 C1 0.0185 0.0146 0.0118 C2 0.0240 0.0150 0.0121 O1A 0.0279 0.0174 0.0123 O1B 0.0235 0.0151 0.0134 C22 0.0199 0.0144 0.0126 N21 Analysis of variance for reflections employed in refinement K = Mean[Fo^2] / Mean[Fc^2] for group Fc/Fc(max) 0.000 0.018 0.038 0.056 0.078 0.100 0.131 0.167 0.213 0.313 1.000 Number in group 93. 87. 88. 90. 89. 88. 90. 88. 90. 88. GooF 1.005 1.088 1.099 1.028 0.947 1.108 1.002 1.176 1.012 0.992 K 1.820 1.046 1.016 0.956 0.979 0.992 1.007 1.011 1.006 0.998 Resolution(A) 0.77 0.80 0.83 0.87 0.92 0.97 1.05 1.15 1.31 1.63 inf Number in group 94. 86. 89. 89. 90. 88. 90. 88. 88. 89. GooF 0.993 0.885 0.904 0.934 0.969 0.818 1.024 1.041 1.020 1.649 K 1.008 1.017 1.044 0.998 1.008 1.008 0.991 0.993 1.020 0.986 R1 0.068 0.058 0.056 0.055 0.044 0.033 0.034 0.034 0.026 0.034 Recommended weighting scheme: WGHT 0.0344 0.1064 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 0 1 5.53 11.17 5.29 0.101 4.55 1 1 1 52.18 37.58 5.12 0.185 2.79 4 -3 1 4.27 7.65 3.74 0.084 1.06 1 -1 1 88.68 106.64 3.51 0.312 3.27 0 3 1 69.29 56.09 3.49 0.226 1.74 -1 1 1 150.70 178.22 3.45 0.403 3.73 -4 -3 7 7.95 13.02 3.30 0.109 0.78 -3 -1 2 1.46 0.40 3.18 0.019 1.50 1 0 0 1.85 0.74 3.12 0.026 4.84 0 4 0 31.62 25.19 2.91 0.152 1.37 -1 4 2 4.48 2.65 2.89 0.049 1.29 0 1 2 37.04 44.45 2.72 0.201 2.86 -1 2 0 10.76 14.29 2.70 0.114 2.60 -1 -1 1 913.38 1095.25 2.58 1.000 3.32 -4 4 0 4.47 2.46 2.57 0.047 1.00 0 -3 1 47.56 40.25 2.56 0.192 1.81 -4 0 7 6.64 9.47 2.50 0.093 0.89 -1 -4 1 16.63 21.00 2.50 0.138 1.27 -2 -3 3 25.55 20.10 2.49 0.135 1.28 -4 0 6 -0.32 0.44 2.45 0.020 0.97 0 -1 1 29.71 35.45 2.42 0.180 4.50 -4 -1 8 1.54 0.43 2.34 0.020 0.80 1 4 0 54.52 46.71 2.33 0.207 1.26 -2 -2 2 3.06 1.79 2.32 0.040 1.66 -2 -6 2 1.25 2.45 2.21 0.047 0.82 0 1 7 1.51 0.35 2.19 0.018 0.97 -2 2 2 5.76 4.12 2.18 0.061 1.86 3 -2 2 16.50 19.99 2.14 0.135 1.30 -2 -4 5 1.01 0.23 2.12 0.014 0.96 -1 -2 5 0.46 0.02 2.12 0.005 1.30 0 1 4 121.88 109.44 2.11 0.316 1.63 3 -3 3 55.13 63.04 2.10 0.240 1.09 4 -5 1 11.13 8.54 2.08 0.088 0.88 0 1 0 -0.09 0.17 2.06 0.012 5.50 -1 1 3 132.01 119.33 2.04 0.330 2.17 1 6 0 20.18 24.27 2.04 0.149 0.87 1 2 1 35.43 30.67 2.03 0.167 2.02 2 4 0 3.92 5.54 2.01 0.071 1.11 4 1 3 1.08 0.03 1.99 0.005 0.94 1 2 6 0.29 0.92 1.95 0.029 0.97 -2 2 4 1.10 0.51 1.94 0.022 1.43 -5 -1 5 2.21 3.46 1.93 0.056 0.88 -6 2 5 0.54 0.01 1.90 0.003 0.79 -1 -4 2 0.35 0.95 1.89 0.029 1.24 -3 3 0 3.37 2.26 1.88 0.045 1.33 -4 5 2 4.78 3.40 1.87 0.056 0.90 0 5 0 10.18 12.60 1.87 0.107 1.10 0 3 5 18.70 15.54 1.84 0.119 1.07 2 5 3 2.86 4.45 1.84 0.064 0.83 0 2 5 45.62 40.39 1.83 0.192 1.21 Bond lengths and angles C1 - Distance Angles O1B 1.2530 (0.0015) O1A 1.2703 (0.0015) 123.95 (0.11) C2 1.5012 (0.0017) 117.82 (0.11) 118.22 (0.11) C1 - O1B O1A C2 - Distance Angles C2_$5 1.3266 (0.0024) C1 1.5012 (0.0017) 123.49 (0.14) H2 0.9500 118.25 118.25 C2 - C2_$5 C1 O1A - Distance Angles C1 1.2703 (0.0015) O1A - O1B - Distance Angles C1 1.2530 (0.0015) O1B - C22 - Distance Angles N21 1.4807 (0.0016) C22_$3 1.5182 (0.0023) 109.58 (0.13) H22A 0.9900 109.75 109.75 H22B 0.9900 109.75 109.75 108.22 C22 - N21 C22_$3 H22A N21 - Distance Angles C22 1.4807 (0.0016) H21A 0.9100 109.47 H21B 0.9100 109.47 109.47 H21C 0.9100 109.47 109.47 109.47 N21 - C22 H21A H21B Specified hydrogen bonds (with esds except fixed and riding H) D-H H...A D...A <(DHA) 0.91 1.82 2.7235(14) 171.0 N21-H21A...O1B_$1 0.91 1.90 2.7884(13) 164.3 N21-H21B...O1A_$2 0.91 2.53 3.2375(14) 134.9 N21-H21B...O1B_$2 0.91 2.05 2.8946(14) 154.6 N21-H21C...O1A_$3 0.91 2.54 3.0258(14) 114.3 N21-H21C...O1A_$4 Least-squares planes (x,y,z in crystal coordinates) and deviations from them (* indicates atom used to define plane) - 2.9007 (0.0084) x + 0.2183 (0.0089) y + 6.7677 (0.0053) z = 0.3601 (0.0043) * 0.0000 (0.0000) C1 * 0.0000 (0.0000) O1A * 0.0000 (0.0000) O1B Rms deviation of fitted atoms = 0.0000 - 2.9007 (0.0084) x + 0.2183 (0.0089) y + 6.7677 (0.0053) z = 0.0765 (0.0141) Angle to previous plane (with approximate esd) = 0.00 ( 0.23 ) * 0.0000 (0.0000) C1_$5 * 0.0000 (0.0000) O1A_$5 * 0.0000 (0.0000) O1B_$5 Rms deviation of fitted atoms = 0.0000 FMAP and GRID set by program FMAP 2 1 15 GRID -4.167 -2 -2 4.167 2 2 R1 = 0.0403 for 891 unique reflections after merging for Fourier Electron density synthesis with coefficients Fo-Fc Highest peak 0.31 at 0.0000 0.5000 0.5000 [ 0.76 A from C22 ] Deepest hole -0.24 at -0.0022 0.6144 0.5665 [ 0.80 A from C22 ] Mean = 0.00, Rms deviation from mean = 0.05 e/A^3, Highest memory used = 1349 / 11733 Fourier peaks appended to .res file x y z sof U Peak Distances to nearest atoms (including symmetry equivalents) Q1 1 0.0000 0.5000 0.5000 0.50000 0.05 0.31 0.76 C22 1.44 H22A 1.44 H22B 1.44 H22A Q2 1 0.2244 0.9706 0.1079 1.00000 0.05 0.27 0.73 C1 0.78 C2 1.51 H2 1.71 O1A Q3 1 -0.0383 1.0219 0.0430 1.00000 0.05 0.17 0.74 C2 0.83 C2 1.31 H2 1.59 H2 Q4 1 0.1792 0.4577 0.1659 1.00000 0.05 0.16 1.25 O1A 1.38 H2 1.66 H21C 2.12 H22B Q5 1 0.4622 0.7957 0.7995 1.00000 0.05 0.14 0.99 H21A 1.12 O1B 1.80 C1 1.84 N21 Q6 1 0.6929 0.9374 0.3078 1.00000 0.05 0.13 0.92 O1B 1.88 C1 1.99 H21B 2.13 H22A Q7 1 0.2782 0.5398 0.4815 1.00000 0.05 0.13 0.61 H22B 1.19 C22 1.96 C22 1.96 N21 Q8 1 0.2489 1.3096 0.0765 1.00000 0.05 0.13 0.70 H2 1.49 C2 2.08 O1A 2.13 H21C Q9 1 0.1166 0.6166 0.1068 1.00000 0.05 0.13 0.75 O1A 1.44 H21C 1.76 C1 2.08 H2 Q10 1 0.2616 0.6004 0.2973 1.00000 0.05 0.12 1.20 O1A 1.57 H22B 1.85 H21C 2.02 C1 Shortest distances between peaks (including symmetry equivalents) 3 3 0.86 4 9 1.06 4 10 1.17 4 8 1.18 2 3 1.27 7 10 1.37 2 3 1.38 9 10 1.41 1 7 1.43 5 8 1.73 2 5 1.85 5 6 1.90 2 8 1.90 3 8 1.95 2 9 1.96 8 9 1.97 9 9 1.99 3 8 2.03 8 9 2.11 4 9 2.15 8 10 2.22 1 10 2.23 4 7 2.23 7 7 2.32 3 9 2.37 4 5 2.45 2 6 2.50 2 2 2.51 2 10 2.53 3 4 2.54 3 9 2.54 5 7 2.55 3 6 2.62 6 10 2.62 2 8 2.66 7 9 2.71 7 10 2.74 4 4 2.75 3 5 2.78 2 4 2.80 1 4 2.80 3 4 2.93 4 8 2.96 5 10 2.96 3 5 2.96 2 5 2.99 1 5 2.99 Time profile in seconds ----------------------- 0.08: Read and process instructions 0.00: Fit rigid groups 0.00: Interpret restraints etc. 0.00: Generate connectivity array 0.02: Analyse DFIX/DANG restraints 0.00: Analyse SAME/SADI restraints 0.00: Generate CHIV restraints 0.00: Check if bonds in residues restrained 0.00: Generate DELU restraints 0.00: Generate SIMU restraints 0.00: Generate ISOR restraints 0.00: Generate NCSY restraints 0.00: Analyse other restraints etc. 0.20: Read intensity data, sort/merge etc. 0.00: Set up constraints 0.00: OSF, H-atoms from difference map 0.00: Set up l.s. refinement 0.00: Generate idealized H-atoms 0.05: Structure factors and derivatives 0.05: Sum l.s. matrices 0.00: Generate and apply antibumping restraints 0.00: Apply other restraints 0.03: Solve l.s. equations 0.00: Generate HTAB table 0.00: Other dependent quantities, CIF, tables 0.02: Analysis of variance 0.02: Merge reflections for Fourier and .fcf 0.02: Fourier summations 0.00: Peaksearch 0.00: Analyse peaklist +++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ + 07skc0017p-1 finished at 11:31:46 Total CPU time: 0.5 secs + +++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++