+++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ + SHELXL-97 - CRYSTAL STRUCTURE REFINEMENT - WinGX VERSION + + Copyright(C) George M. Sheldrick 1993-7 Release 97-2 + + 06skc0003p212121 started at 13:22:46 on 21-Jan-2008 + +++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ TITL 06skc0003p212121 in P2(1)2(1)2(1) CELL 0.71073 6.0084 8.1526 9.6903 90.000 90.000 90.000 ZERR 4.00 0.0008 0.0013 0.0013 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 N UNIT 16 24 8 V = 474.67 F(000) = 176.0 Mu = 0.07 mm-1 Cell Wt = 328.43 Rho = 1.149 MERG 4 OMIT -3.00 55.00 SHEL 7 0.77 EQIV_$1 -x+1/2, -y+1, z+1/2 HTAB N2 N5_$1 FMAP 2 PLAN 5 SIZE 0.02 0.04 0.10 ACTA BOND $H WGHT 0.06990 L.S. 8 TEMP -153.00 FVAR 1.54244 MOLE 1 C1 1 0.207244 0.516750 0.413983 11.00000 0.03750 0.02867 = 0.02544 0.00050 -0.00224 -0.00494 C3 1 0.484593 0.364946 0.486451 11.00000 0.03420 0.03722 = 0.02576 0.00265 -0.00151 0.00373 AFIX 43 H3 2 0.591137 0.312289 0.543760 11.00000 -1.20000 AFIX 0 C4 1 0.465898 0.352083 0.347261 11.00000 0.04170 0.04464 = 0.02827 -0.00036 0.00466 0.00721 AFIX 43 H4 2 0.558421 0.286508 0.290021 11.00000 -1.20000 AFIX 0 C6 1 0.014463 0.630226 0.418039 11.00000 0.04569 0.04405 = 0.03528 -0.00064 0.00034 0.00947 AFIX 137 H6A 2 -0.000710 0.684976 0.328498 11.00000 -1.50000 H6B 2 0.038075 0.712598 0.490225 11.00000 -1.50000 H6C 2 -0.121377 0.568097 0.438074 11.00000 -1.50000 AFIX 0 N2 3 0.319736 0.468571 0.527185 11.00000 0.03848 0.03032 = 0.01967 -0.00061 0.00038 0.00075 AFIX 43 H2 2 0.291513 0.498842 0.612578 11.00000 0.06719 AFIX 0 N5 3 0.292375 0.448536 0.301434 11.00000 0.03960 0.03994 = 0.02121 0.00270 0.00110 0.00236 HKLF 4 Covalent radii and connectivity table for 06skc0003p212121 in P2(1)2(1)2(1) C 0.770 H 0.320 N 0.700 C1 - N5 N2 C6 C3 - C4 N2 C4 - C3 N5 C6 - C1 N2 - C1 C3 N5 - C1 C4 Operators for generating equivalent atoms: $1 -x+1/2, -y+1, z+1/2 5340 Reflections read, of which 59 rejected -7 =< h =< 7, -10 =< k =< 10, -12 =< l =< 12, Max. 2-theta = 54.89 0 Systematic absence violations Inconsistent equivalents etc. h k l Fo^2 Sigma(Fo^2) N Esd of mean(Fo^2) 5 0 7 43.28 4.51 5 27.28 1 Inconsistent equivalents 659 Unique reflections, of which 0 suppressed R(int) = 0.0794 R(sigma) = 0.0460 Friedel opposites merged Maximum memory for data reduction = 880 / 6353 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 = 1045 / 81994 wR2 = 0.1335 before cycle 1 for 659 data and 57 / 57 parameters GooF = S = 1.197; Restrained GooF = 1.197 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0699 * P )^2 + 0.00 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 1.53927 0.00901 -0.351 OSF Mean shift/esd = 0.158 Maximum = -0.553 for U22 C3 Max. shift = 0.003 A for H6A Max. dU = 0.000 for C3 Least-squares cycle 2 Maximum vector length = 511 Memory required = 1045 / 81994 wR2 = 0.1332 before cycle 2 for 659 data and 57 / 57 parameters GooF = S = 1.196; Restrained GooF = 1.196 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0699 * P )^2 + 0.00 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 1.53752 0.00897 -0.196 OSF Mean shift/esd = 0.066 Maximum = -0.204 for U22 C3 Max. shift = 0.003 A for H6A Max. dU = 0.000 for C3 Least-squares cycle 3 Maximum vector length = 511 Memory required = 1045 / 81994 wR2 = 0.1332 before cycle 3 for 659 data and 57 / 57 parameters GooF = S = 1.196; Restrained GooF = 1.196 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0699 * P )^2 + 0.00 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 1.53745 0.00896 -0.008 OSF Mean shift/esd = 0.010 Maximum = 0.100 for tors H6A Max. shift = 0.002 A for H6B Max. dU = 0.000 for H2 Least-squares cycle 4 Maximum vector length = 511 Memory required = 1045 / 81994 wR2 = 0.1332 before cycle 4 for 659 data and 57 / 57 parameters GooF = S = 1.196; Restrained GooF = 1.196 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0699 * P )^2 + 0.00 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 1.53743 0.00896 -0.002 OSF Mean shift/esd = 0.005 Maximum = 0.076 for tors H6A Max. shift = 0.001 A for H6B Max. dU = 0.000 for H2 Least-squares cycle 5 Maximum vector length = 511 Memory required = 1045 / 81994 wR2 = 0.1332 before cycle 5 for 659 data and 57 / 57 parameters GooF = S = 1.196; Restrained GooF = 1.196 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0699 * P )^2 + 0.00 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 1.53742 0.00896 -0.001 OSF Mean shift/esd = 0.004 Maximum = 0.057 for tors H6A Max. shift = 0.001 A for H6B Max. dU = 0.000 for C3 Least-squares cycle 6 Maximum vector length = 511 Memory required = 1045 / 81994 wR2 = 0.1332 before cycle 6 for 659 data and 57 / 57 parameters GooF = S = 1.196; Restrained GooF = 1.196 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0699 * P )^2 + 0.00 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 1.53741 0.00896 -0.001 OSF Mean shift/esd = 0.003 Maximum = 0.043 for tors H6A Max. shift = 0.001 A for H6B Max. dU = 0.000 for H2 Least-squares cycle 7 Maximum vector length = 511 Memory required = 1045 / 81994 wR2 = 0.1332 before cycle 7 for 659 data and 57 / 57 parameters GooF = S = 1.196; Restrained GooF = 1.196 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0699 * P )^2 + 0.00 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 1.53740 0.00896 -0.001 OSF Mean shift/esd = 0.002 Maximum = 0.033 for tors H6A Max. shift = 0.001 A for H6B Max. dU = 0.000 for H2 Least-squares cycle 8 Maximum vector length = 511 Memory required = 1045 / 81994 wR2 = 0.1332 before cycle 8 for 659 data and 57 / 57 parameters GooF = S = 1.196; Restrained GooF = 1.196 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0699 * P )^2 + 0.00 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 1.53739 0.00896 -0.001 OSF Mean shift/esd = 0.002 Maximum = 0.025 for tors H6A Max. shift = 0.000 A for H6B Max. dU = 0.000 for H2 No correlation matrix elements larger than 0.500 Idealized hydrogen atom generation before cycle 9 Name x y z AFIX d(X-H) shift Bonded to Conformation determined by H3 0.5914 0.3125 0.5437 43 0.950 0.000 C3 C4 N2 H4 0.5582 0.2864 0.2901 43 0.950 0.000 C4 C3 N5 H6A -0.0019 0.6840 0.3280 137 0.980 0.000 C6 C1 H6A H6B 0.0388 0.7135 0.4894 137 0.980 0.000 C6 C1 H6A H6C -0.1212 0.5684 0.4391 137 0.980 0.000 C6 C1 H6A H2 0.2916 0.4990 0.6126 43 0.880 0.000 N2 C1 C3 06skc0003p212121 in P2(1)2(1)2(1) ATOM x y z sof U11 U22 U33 U23 U13 U12 Ueq C1 0.20723 0.51669 0.41395 1.00000 0.03683 0.02860 0.02528 0.00047 -0.00179 -0.00483 0.03024 0.00427 0.00042 0.00029 0.00025 0.00000 0.00135 0.00125 0.00107 0.00120 0.00114 0.00114 0.00059 C3 0.48475 0.36501 0.48643 1.00000 0.03359 0.03606 0.02597 0.00257 -0.00153 0.00347 0.03187 0.00453 0.00045 0.00033 0.00026 0.00000 0.00137 0.00145 0.00130 0.00108 0.00110 0.00131 0.00066 H3 0.59144 0.31246 0.54370 1.00000 0.03825 0.00000 0.00000 C4 0.46582 0.35203 0.34733 1.00000 0.04108 0.04472 0.02776 -0.00039 0.00436 0.00777 0.03786 0.00493 0.00046 0.00035 0.00028 0.00000 0.00160 0.00168 0.00142 0.00123 0.00123 0.00159 0.00075 H4 0.55821 0.28635 0.29009 1.00000 0.04543 0.00000 0.00000 C6 0.01434 0.63026 0.41795 1.00000 0.04537 0.04420 0.03504 -0.00006 0.00014 0.00949 0.04154 0.00507 0.00045 0.00034 0.00031 0.00000 0.00153 0.00155 0.00134 0.00136 0.00147 0.00140 0.00071 H6A -0.00190 0.68398 0.32804 1.00000 0.06231 0.00000 0.00000 H6B 0.03878 0.71347 0.48936 1.00000 0.06231 0.00000 0.00000 H6C -0.12124 0.56836 0.43911 1.00000 0.06231 0.00000 0.00000 N2 0.31980 0.46865 0.52719 1.00000 0.03804 0.02956 0.01945 -0.00054 -0.00002 0.00075 0.02902 0.00349 0.00036 0.00025 0.00019 0.00000 0.00120 0.00115 0.00102 0.00092 0.00086 0.00107 0.00058 H2 0.29161 0.49897 0.61257 1.00000 0.06703 0.00000 0.01031 N5 0.29230 0.44850 0.30150 1.00000 0.03963 0.04000 0.02067 0.00222 0.00133 0.00180 0.03343 0.00367 0.00038 0.00027 0.00019 0.00000 0.00132 0.00122 0.00097 0.00089 0.00093 0.00116 0.00062 Final Structure Factor Calculation for 06skc0003p212121 in P2(1)2(1)2(1) Total number of l.s. parameters = 57 Maximum vector length = 511 Memory required = 990 / 24024 wR2 = 0.1332 before cycle 9 for 659 data and 2 / 57 parameters GooF = S = 1.196; Restrained GooF = 1.196 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0699 * P )^2 + 0.00 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 R1 = 0.0534 for 526 Fo > 4sig(Fo) and 0.0728 for all 659 data wR2 = 0.1332, GooF = S = 1.196, Restrained GooF = 1.196 for all data Absolute structure cannot be determined reliably Occupancy sum of asymmetric unit = 6.00 for non-hydrogen and 6.00 for hydrogen atoms Principal mean square atomic displacements U 0.0393 0.0265 0.0250 C1 0.0386 0.0323 0.0247 C3 0.0511 0.0364 0.0260 C4 0.0543 0.0353 0.0350 C6 0.0381 0.0295 0.0194 N2 0.0419 0.0380 0.0204 N5 Analysis of variance for reflections employed in refinement K = Mean[Fo^2] / Mean[Fc^2] for group Fc/Fc(max) 0.000 0.016 0.025 0.034 0.043 0.051 0.064 0.082 0.107 0.164 1.000 Number in group 69. 65. 65. 69. 66. 62. 66. 65. 67. 65. GooF 1.383 1.133 1.243 1.072 1.296 1.120 1.158 1.225 1.162 1.126 K 2.818 1.623 1.277 1.016 1.058 1.010 1.016 1.003 0.998 0.976 Resolution(A) 0.77 0.80 0.83 0.87 0.92 0.99 1.07 1.18 1.37 1.77 inf Number in group 69. 66. 65. 65. 66. 65. 65. 66. 66. 66. GooF 1.074 0.992 1.146 0.950 1.053 1.177 1.130 1.289 1.466 1.540 K 1.053 1.221 1.137 1.050 1.013 0.977 1.002 1.005 1.066 0.955 R1 0.288 0.216 0.148 0.086 0.061 0.062 0.041 0.039 0.044 0.040 Recommended weighting scheme: WGHT 0.0766 0.0459 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) 2 0 7 41.13 28.37 4.06 0.080 1.26 5 3 2 27.68 37.84 3.37 0.092 1.07 0 2 6 5.49 9.07 3.32 0.045 1.50 3 3 6 3.62 0.40 3.17 0.010 1.14 1 3 6 7.82 4.81 3.09 0.033 1.35 1 4 3 2.66 0.54 2.99 0.011 1.66 3 0 8 42.93 70.28 2.95 0.126 1.04 2 2 4 20.79 26.97 2.87 0.078 1.71 6 4 3 11.69 2.36 2.75 0.023 0.87 0 4 1 11.13 15.09 2.70 0.058 1.99 4 0 8 4.41 0.23 2.68 0.007 0.94 1 0 7 53.67 42.78 2.67 0.098 1.35 2 3 0 178.01 223.86 2.67 0.224 2.02 0 4 0 9.06 5.20 2.67 0.034 2.04 2 0 5 294.33 238.49 2.55 0.231 1.63 3 7 1 9.36 13.23 2.51 0.054 1.00 4 6 7 4.97 0.92 2.46 0.014 0.81 2 1 0 113.71 140.72 2.46 0.178 2.82 4 1 4 15.06 11.50 2.44 0.051 1.26 3 0 7 29.03 36.74 2.43 0.091 1.14 4 1 1 5.62 4.21 2.35 0.031 1.46 0 3 6 7.65 3.42 2.31 0.028 1.39 5 0 9 11.37 2.36 2.30 0.023 0.80 0 3 3 2.27 0.11 2.29 0.005 2.08 0 9 1 25.49 11.34 2.25 0.050 0.90 0 0 6 84.57 69.13 2.22 0.125 1.62 0 2 4 35.92 29.39 2.21 0.081 2.08 2 5 9 4.88 0.76 2.21 0.013 0.86 3 0 1 1.29 0.03 2.17 0.003 1.96 0 8 4 12.65 2.80 2.17 0.025 0.94 0 2 2 115.67 139.64 2.17 0.177 3.12 2 3 4 15.62 12.63 2.16 0.053 1.55 3 2 1 5.22 3.49 2.14 0.028 1.77 0 1 4 113.38 95.15 2.13 0.146 2.32 1 10 3 10.12 5.06 2.11 0.034 0.78 1 1 11 7.33 3.31 2.10 0.027 0.87 5 3 5 5.80 7.71 2.01 0.042 0.96 3 6 3 13.74 10.74 2.01 0.049 1.06 3 5 8 12.61 8.83 2.01 0.045 0.87 2 2 1 100.35 118.56 1.98 0.163 2.35 3 1 8 27.18 33.17 1.98 0.086 1.03 2 1 5 120.79 102.88 1.97 0.152 1.60 4 7 3 8.46 5.20 1.94 0.034 0.89 7 2 1 12.30 6.05 1.92 0.037 0.84 5 0 5 37.78 31.22 1.92 0.084 1.02 0 4 6 31.51 26.00 1.92 0.076 1.27 1 1 0 3785.69 4454.40 1.91 1.000 4.84 3 1 11 7.05 2.40 1.91 0.023 0.80 1 7 9 3.55 7.77 1.90 0.042 0.78 2 3 9 13.21 18.07 1.90 0.064 0.95 Bond lengths and angles C1 - Distance Angles N5 1.3257 (0.0031) N2 1.3472 (0.0031) 110.73 (0.21) C6 1.4839 (0.0035) 125.75 (0.23) 123.52 (0.23) C1 - N5 N2 C3 - Distance Angles C4 1.3568 (0.0035) N2 1.3610 (0.0035) 106.00 (0.24) H3 0.9500 127.00 127.00 C3 - C4 N2 C4 - Distance Angles C3 1.3568 (0.0035) N5 1.3794 (0.0034) 109.80 (0.25) H4 0.9500 125.10 125.10 C4 - C3 N5 C6 - Distance Angles C1 1.4839 (0.0035) H6A 0.9800 109.47 H6B 0.9800 109.47 109.47 H6C 0.9800 109.47 109.47 109.47 C6 - C1 H6A H6B N2 - Distance Angles C1 1.3472 (0.0031) C3 1.3610 (0.0035) 108.04 (0.20) H2 0.8800 125.98 125.98 N2 - C1 C3 N5 - Distance Angles C1 1.3257 (0.0031) C4 1.3794 (0.0034) 105.42 (0.20) N5 - C1 Specified hydrogen bonds (with esds except fixed and riding H) D-H H...A D...A <(DHA) 0.88 1.95 2.824(3) 174.8 N2-H2...N5_$1 FMAP and GRID set by program FMAP 2 1 10 GRID -3.571 -2 -2 3.571 2 2 R1 = 0.0728 for 659 unique reflections after merging for Fourier Electron density synthesis with coefficients Fo-Fc Highest peak 0.16 at 0.1443 0.0675 0.1517 [ 0.89 A from H6C ] Deepest hole -0.21 at 0.1134 0.5577 0.9171 [ 1.09 A from C3 ] Mean = 0.00, Rms deviation from mean = 0.05 e/A^3, Highest memory used = 1177 / 12723 Fourier peaks appended to .res file x y z sof U Peak Distances to nearest atoms (including symmetry equivalents) Q1 1 -0.1443 0.5675 0.3483 1.00000 0.05 0.16 0.89 H6C 1.27 C6 1.29 H6A 2.12 H6B Q2 1 0.4924 0.2641 0.2950 1.00000 0.05 0.15 0.44 H4 0.89 C4 1.93 N5 2.03 C3 Q3 1 0.0471 0.8269 0.4101 1.00000 0.05 0.14 1.20 H6B 1.44 H6A 1.62 C6 2.10 H2 Q4 1 0.5026 0.5759 0.2959 1.00000 0.05 0.14 1.64 N5 1.90 C4 1.94 H4 2.17 C1 Q5 1 -0.2631 0.4567 0.3191 1.00000 0.05 0.14 1.71 H6C 1.78 H4 1.86 C4 2.34 C3 Shortest distances between peaks (including symmetry equivalents) 1 5 1.19 4 5 1.73 2 4 1.77 2 5 2.16 1 4 2.18 1 3 2.48 2 4 2.54 3 5 2.78 3 4 2.97 1 2 2.98 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 0.00: 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. 0.33: 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 0.09: Structure factors and derivatives 0.08: Sum l.s. matrices 0.00: Generate and apply antibumping restraints 0.02: Apply other restraints 0.05: Solve l.s. equations 0.00: Generate HTAB table 0.05: Other dependent quantities, CIF, tables 0.00: Analysis of variance 0.02: Merge reflections for Fourier and .fcf 0.02: Fourier summations 0.00: Peaksearch 0.00: Analyse peaklist +++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ + 06skc0003p212121 finished at 13:22:47 Total CPU time: 0.7 secs + +++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++