+++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ + SHELXL-97 - CRYSTAL STRUCTURE REFINEMENT - WinGX VERSION + + Copyright(C) George M. Sheldrick 1993-7 Release 97-2 + + 2006sjc0030 started at 15:38:37 on 23-Jun-2006 + +++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ TITL 2006sjc0030 in C2/c CELL 0.71073 3.8278 18.9050 10.8874 90.000 95.649 90.000 ZERR 4.00 0.0002 0.0012 0.0006 0.000 0.004 0.000 LATT 7 SYMM - X, Y, 1/2 - Z SFAC C H N CL UNIT 32 16 8 8 V = 784.04 F(000) = 400.0 Mu = 0.76 mm-1 Cell Wt = 796.13 Rho = 1.686 MERG 2 OMIT -3.00 55.00 OMIT 0 8 4 OMIT 0 0 4 FMAP 2 PLAN 20 SIZE 0.02 0.05 0.12 ACTA BOND WGHT 0.02960 0.87700 L.S. 4 TEMP -153.00 FVAR 1.00280 CL1 4 0.272666 0.308522 0.119414 11.00000 0.03316 0.01807 = 0.02487 -0.00483 -0.00177 -0.00398 N1 3 0.296493 0.445635 0.135330 11.00000 0.01721 0.01970 = 0.01615 -0.00108 0.00036 -0.00048 C3 1 0.294893 0.572846 0.134529 11.00000 0.01796 0.02277 = 0.01797 0.00274 0.00056 0.00219 AFIX 43 H3 2 0.157682 0.573360 0.056922 11.00000 -1.20000 AFIX 0 C1 1 0.396867 0.387686 0.191436 11.00000 0.01852 0.01793 = 0.01702 -0.00304 0.00160 -0.00247 C2 1 0.396997 0.508112 0.191913 11.00000 0.01465 0.01842 = 0.01531 -0.00054 0.00130 0.00024 C4 1 0.396550 0.634928 0.192383 11.00000 0.02269 0.01745 = 0.02569 0.00387 0.00289 0.00193 AFIX 43 H4 2 0.327122 0.678677 0.154587 11.00000 -1.20000 AFIX 0 HKLF 4 Covalent radii and connectivity table for 2006sjc0030 in C2/c C 0.770 H 0.320 N 0.700 CL 0.990 Cl1 - C1 N1 - C1 C2 C3 - C4 C2 C1 - N1 C1_$1 Cl1 C2 - N1 C3 C2_$1 C4 - C3 C4_$1 Operators for generating equivalent atoms: $1 -x+1, y, -z+1/2 5870 Reflections read, of which 105 rejected -4 =< h =< 4, -24 =< k =< 24, -14 =< l =< 14, Max. 2-theta = 55.00 0 Systematic absence violations 0 Inconsistent equivalents 899 Unique reflections, of which 0 suppressed R(int) = 0.0366 R(sigma) = 0.0243 Friedel opposites merged Maximum memory for data reduction = 739 / 10365 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 = 872 / 80855 wR2 = 0.0717 before cycle 1 for 899 data and 55 / 55 parameters GooF = S = 1.098; Restrained GooF = 1.098 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0296 * P )^2 + 0.88 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 1.00281 0.00260 0.004 OSF Mean shift/esd = 0.026 Maximum = -0.080 for U22 N1 Max. shift = 0.000 A for C3 Max. dU = 0.000 for C3 Least-squares cycle 2 Maximum vector length = 511 Memory required = 872 / 80855 wR2 = 0.0717 before cycle 2 for 899 data and 55 / 55 parameters GooF = S = 1.098; Restrained GooF = 1.098 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0296 * P )^2 + 0.88 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 1.00275 0.00260 -0.023 OSF Mean shift/esd = 0.010 Maximum = -0.028 for U22 N1 Max. shift = 0.000 A for C3 Max. dU = 0.000 for C3 Least-squares cycle 3 Maximum vector length = 511 Memory required = 872 / 80855 wR2 = 0.0717 before cycle 3 for 899 data and 55 / 55 parameters GooF = S = 1.098; Restrained GooF = 1.098 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0296 * P )^2 + 0.88 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 1.00275 0.00260 0.000 OSF Mean shift/esd = 0.000 Maximum = -0.002 for U13 C2 Max. shift = 0.000 A for C3 Max. dU = 0.000 for C2 Least-squares cycle 4 Maximum vector length = 511 Memory required = 872 / 80855 wR2 = 0.0717 before cycle 4 for 899 data and 55 / 55 parameters GooF = S = 1.098; Restrained GooF = 1.098 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0296 * P )^2 + 0.88 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 1.00275 0.00260 0.000 OSF Mean shift/esd = 0.000 Maximum = 0.000 for x C3 Max. shift = 0.000 A for C4 Max. dU = 0.000 for N1 Largest correlation matrix elements 0.568 U33 Cl1 / OSF 0.557 U11 Cl1 / OSF 0.557 U22 Cl1 / OSF Idealized hydrogen atom generation before cycle 5 Name x y z AFIX d(X-H) shift Bonded to Conformation determined by H3 0.1577 0.5734 0.0569 43 0.950 0.000 C3 C4 C2 H4 0.3271 0.6787 0.1546 43 0.950 0.000 C4 C3 C4_$1 2006sjc0030 in C2/c ATOM x y z sof U11 U22 U33 U23 U13 U12 Ueq Cl1 0.27267 0.30852 0.11941 1.00000 0.03315 0.01806 0.02485 -0.00483 -0.00177 -0.00398 0.02566 0.00063 0.00010 0.00002 0.00003 0.00000 0.00025 0.00022 0.00023 0.00013 0.00015 0.00013 0.00015 N1 0.29649 0.44563 0.13533 1.00000 0.01720 0.01963 0.01611 -0.00109 0.00038 -0.00047 0.01773 0.00214 0.00031 0.00007 0.00011 0.00000 0.00059 0.00062 0.00057 0.00044 0.00044 0.00043 0.00027 C3 0.29490 0.57284 0.13453 1.00000 0.01794 0.02273 0.01791 0.00274 0.00057 0.00220 0.01961 0.00272 0.00037 0.00008 0.00013 0.00000 0.00069 0.00073 0.00067 0.00053 0.00052 0.00054 0.00031 H3 0.15770 0.57335 0.05692 1.00000 0.02353 0.00000 0.00000 C1 0.39687 0.38768 0.19144 1.00000 0.01848 0.01792 0.01698 -0.00305 0.00159 -0.00246 0.01780 0.00246 0.00037 0.00008 0.00013 0.00000 0.00067 0.00067 0.00068 0.00051 0.00053 0.00051 0.00030 C2 0.39698 0.50811 0.19191 1.00000 0.01460 0.01840 0.01526 -0.00054 0.00128 0.00024 0.01610 0.00244 0.00036 0.00008 0.00012 0.00000 0.00063 0.00068 0.00065 0.00050 0.00051 0.00050 0.00029 C4 0.39654 0.63493 0.19238 1.00000 0.02264 0.01743 0.02566 0.00388 0.00289 0.00193 0.02187 0.00275 0.00039 0.00008 0.00014 0.00000 0.00073 0.00071 0.00076 0.00056 0.00059 0.00055 0.00033 H4 0.32711 0.67868 0.15458 1.00000 0.02625 0.00000 0.00000 Final Structure Factor Calculation for 2006sjc0030 in C2/c Total number of l.s. parameters = 55 Maximum vector length = 511 Memory required = 817 / 22995 wR2 = 0.0717 before cycle 5 for 899 data and 0 / 55 parameters GooF = S = 1.098; Restrained GooF = 1.098 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0296 * P )^2 + 0.88 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 R1 = 0.0279 for 829 Fo > 4sig(Fo) and 0.0311 for all 899 data wR2 = 0.0717, GooF = S = 1.098, Restrained GooF = 1.098 for all data Occupancy sum of asymmetric unit = 6.00 for non-hydrogen and 2.00 for hydrogen atoms Principal mean square atomic displacements U 0.0359 0.0269 0.0142 Cl1 0.0199 0.0181 0.0151 N1 0.0243 0.0192 0.0153 C3 0.0215 0.0181 0.0139 C1 0.0185 0.0152 0.0146 C2 0.0274 0.0226 0.0156 C4 Analysis of variance for reflections employed in refinement K = Mean[Fo^2] / Mean[Fc^2] for group Fc/Fc(max) 0.000 0.025 0.058 0.085 0.118 0.154 0.199 0.247 0.305 0.435 1.000 Number in group 91. 92. 89. 89. 91. 87. 90. 90. 90. 90. GooF 1.239 1.109 1.246 1.016 1.094 0.927 1.021 0.960 1.175 1.135 K 2.110 1.009 0.927 0.976 0.978 1.003 1.006 1.011 0.999 1.010 Resolution(A) 0.77 0.80 0.83 0.87 0.91 0.97 1.04 1.15 1.31 1.64 inf Number in group 91. 91. 90. 89. 94. 85. 89. 91. 90. 89. GooF 1.073 1.084 0.889 0.969 0.766 1.113 0.837 0.939 1.377 1.653 K 1.006 0.991 1.011 1.010 1.004 1.015 1.010 1.016 1.001 1.002 R1 0.064 0.051 0.039 0.040 0.023 0.030 0.019 0.020 0.025 0.028 Recommended weighting scheme: WGHT 0.0290 0.8820 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 2 4 46.06 12.60 5.70 0.038 1.61 0 0 6 1593.63 1295.46 4.45 0.380 1.81 -4 2 8 8.68 44.49 4.07 0.070 0.81 -3 9 6 12.65 0.59 3.63 0.008 0.97 0 8 2 2519.14 2178.04 3.58 0.493 2.17 0 10 2 89.23 56.93 3.52 0.080 1.78 0 8 3 351.94 273.77 3.46 0.175 1.98 -3 3 6 525.32 402.73 3.43 0.212 1.07 0 16 5 35.07 62.69 3.40 0.084 1.04 1 9 0 623.45 506.96 3.38 0.238 1.84 -2 8 2 8.80 0.63 3.12 0.008 1.46 1 3 1 991.45 1153.40 3.04 0.359 3.05 1 15 5 237.98 187.38 2.94 0.145 1.03 2 0 10 62.85 94.11 2.86 0.103 0.90 1 1 6 78.38 108.56 2.83 0.110 1.57 1 9 2 2862.39 2561.30 2.78 0.535 1.72 0 6 4 138.43 176.60 2.69 0.140 2.05 1 7 4 5.65 0.01 2.68 0.001 1.66 3 9 6 9.44 1.45 2.62 0.013 0.90 1 1 4 2973.96 2690.11 2.62 0.548 2.10 2 0 6 24.49 41.02 2.58 0.068 1.25 2 8 1 6.34 0.45 2.55 0.007 1.45 1 1 8 79.61 105.92 2.49 0.109 1.24 -3 19 2 132.50 172.63 2.49 0.139 0.78 -1 5 2 2370.24 2623.55 2.46 0.541 2.47 -3 1 12 14.11 35.02 2.46 0.063 0.77 0 24 3 40.73 18.83 2.42 0.046 0.77 2 16 3 372.31 439.44 2.37 0.222 0.95 -1 9 4 924.01 825.75 2.35 0.304 1.56 -2 2 2 180.58 147.46 2.35 0.128 1.82 -2 8 1 252.07 210.98 2.34 0.154 1.48 3 3 0 140.57 107.71 2.33 0.110 1.24 1 23 1 744.08 634.85 2.29 0.266 0.80 1 7 0 535.42 471.28 2.27 0.229 2.20 -2 0 8 4006.96 3656.72 2.26 0.639 1.16 3 7 9 26.27 45.61 2.24 0.071 0.80 0 10 4 922.86 1031.19 2.24 0.339 1.55 1 17 4 38.14 55.23 2.23 0.079 0.98 3 9 8 114.38 156.47 2.14 0.132 0.81 -1 1 4 892.89 806.92 2.11 0.300 2.30 2 16 2 322.43 374.68 2.08 0.205 0.98 1 1 12 6.70 20.00 2.06 0.047 0.86 0 12 5 567.27 634.28 2.05 0.266 1.27 -1 9 6 1121.47 1020.41 2.05 0.338 1.32 0 18 9 23.31 1.16 2.05 0.011 0.79 2 0 4 1241.48 1365.97 2.04 0.391 1.49 1 3 5 510.97 572.11 2.04 0.253 1.74 -1 3 2 4941.14 5336.23 2.03 0.772 2.90 1 11 11 170.46 207.09 2.03 0.152 0.82 -2 14 4 6.74 0.56 2.01 0.008 1.04 Bond lengths and angles Cl1 - Distance Angles C1 1.7340 (0.0014) Cl1 - N1 - Distance Angles C1 1.2942 (0.0019) C2 1.3697 (0.0018) 117.42 (0.12) N1 - C1 C3 - Distance Angles C4 1.3702 (0.0021) C2 1.4114 (0.0019) 119.05 (0.13) C3 - C4 C1 - Distance Angles N1 1.2942 (0.0019) C1_$1 1.4322 (0.0028) 122.16 (0.08) Cl1 1.7340 (0.0014) 117.49 (0.11) 120.34 (0.05) C1 - N1 C1_$1 C2 - Distance Angles N1 1.3697 (0.0018) C3 1.4114 (0.0019) 119.69 (0.13) C2_$1 1.4233 (0.0027) 120.41 (0.08) 119.89 (0.08) C2 - N1 C3 C4 - Distance Angles C3 1.3702 (0.0021) C4_$1 1.4163 (0.0031) 121.06 (0.09) C4 - C3 FMAP and GRID set by program FMAP 2 1 8 GRID -5.000 -1 -2 5.000 1 2 R1 = 0.0309 for 899 unique reflections after merging for Fourier Electron density synthesis with coefficients Fo-Fc Highest peak 0.28 at 0.1099 0.0405 0.3450 [ 0.73 A from C2 ] Deepest hole -0.21 at 0.2502 0.2157 0.9342 [ 0.74 A from CL1 ] Mean = 0.00, Rms deviation from mean = 0.05 e/A^3, Highest memory used = 1478 / 17059 Fourier peaks appended to .res file x y z sof U Peak Distances to nearest atoms (including symmetry equivalents) Q1 1 0.3901 0.5405 0.1550 1.00000 0.05 0.28 0.73 C2 0.74 C3 1.46 H3 1.83 C4 Q2 1 0.5000 0.5101 0.2500 0.50000 0.05 0.28 0.71 C2 1.85 C3 1.86 N1 2.42 C1 Q3 1 0.4489 0.3862 0.2548 1.00000 0.05 0.22 0.70 C1 0.79 C1 1.77 N1 1.85 N1 Q4 1 0.3370 0.6010 0.1736 1.00000 0.05 0.21 0.69 C3 0.70 C4 1.48 H3 1.48 H4 Q5 1 0.0143 0.2997 0.1623 1.00000 0.05 0.20 1.15 CL1 2.22 C1 2.40 H4 2.72 CL1 Q6 1 0.3977 0.4785 0.1618 1.00000 0.05 0.20 0.65 C2 0.77 N1 1.75 C1 1.79 C2 Q7 1 0.5000 0.6372 0.2500 0.50000 0.05 0.20 0.71 C4 1.41 H4 1.87 C3 2.54 C2 Q8 1 0.2712 0.4455 0.0989 1.00000 0.05 0.20 0.40 N1 1.53 C1 1.60 C2 2.27 H3 Q9 1 0.4057 0.4211 0.1583 1.00000 0.05 0.19 0.66 N1 0.73 C1 1.69 C2 1.85 C1 Q10 1 0.4366 0.3103 0.0623 1.00000 0.05 0.16 0.93 CL1 2.04 C1 2.62 H4 2.75 N1 Q11 1 0.2419 0.4390 0.0497 1.00000 0.05 0.15 0.94 N1 1.84 H3 1.87 C1 2.07 C2 Q12 1 0.0293 0.3122 0.0215 1.00000 0.05 0.14 1.35 CL1 2.25 H4 2.41 H3 2.63 C1 Q13 1 0.3733 0.3664 0.1786 1.00000 0.05 0.14 0.43 C1 1.31 CL1 1.59 N1 1.64 C1 Q14 1 0.1468 0.5600 0.0074 1.00000 0.05 0.14 0.59 H3 1.46 C3 2.19 N1 2.35 C2 Q15 1 -0.0443 0.6447 0.1245 1.00000 0.05 0.13 1.56 H4 1.75 H3 1.78 C4 1.88 C3 Q16 1 -0.0125 0.6690 0.1994 1.00000 0.05 0.12 1.44 H4 1.70 C4 2.07 C4 2.10 H4 Q17 1 0.1508 0.2668 0.2022 1.00000 0.05 0.12 1.32 CL1 2.11 H4 2.28 H4 2.48 C1 Q18 1 0.2360 0.4898 0.0217 1.00000 0.05 0.12 1.49 N1 1.66 H3 1.93 C2 1.99 C3 Q19 1 0.2966 0.7188 0.2767 1.00000 0.05 0.12 1.55 H4 1.73 H4 1.89 C4 1.98 C4 Q20 1 0.2601 0.6895 -0.0220 1.00000 0.05 0.11 1.92 H4 2.17 CL1 2.40 H3 2.56 C4 Shortest distances between peaks (including symmetry equivalents) 3 3 0.41 8 11 0.55 5 17 0.90 8 9 0.91 3 13 0.93 15 16 0.93 17 19 0.95 11 18 1.01 6 8 1.01 3 13 1.01 9 13 1.07 6 9 1.08 16 16 1.10 12 20 1.11 2 6 1.16 1 6 1.17 1 4 1.18 8 18 1.18 4 7 1.20 1 2 1.22 3 9 1.24 3 9 1.24 10 20 1.28 9 11 1.33 14 18 1.37 16 19 1.48 6 11 1.50 11 14 1.55 5 12 1.56 10 12 1.58 6 18 1.60 17 17 1.63 16 19 1.67 10 13 1.69 19 19 1.71 4 15 1.72 14 18 1.74 13 13 1.75 8 13 1.75 7 19 1.76 5 17 1.77 5 20 1.78 1 18 1.79 5 19 1.79 12 15 1.79 1 14 1.81 5 13 1.86 18 18 1.86 17 19 1.88 8 14 1.88 4 16 1.90 5 5 1.92 1 8 1.94 15 16 1.96 2 9 1.97 4 4 1.98 2 4 1.98 11 13 1.99 6 6 2.00 3 6 2.02 3 6 2.03 9 18 2.03 4 14 2.04 5 10 2.05 9 9 2.06 15 19 2.06 7 16 2.09 3 8 2.09 13 17 2.09 1 7 2.12 10 17 2.13 6 13 2.13 3 8 2.14 1 1 2.15 12 17 2.15 9 13 2.15 2 8 2.16 5 19 2.19 14 15 2.22 15 20 2.23 16 17 2.26 1 9 2.26 1 11 2.28 12 13 2.29 6 9 2.30 7 15 2.32 4 6 2.33 4 16 2.33 20 20 2.34 11 18 2.34 1 4 2.34 9 10 2.35 2 3 2.35 11 14 2.35 1 6 2.39 2 7 2.40 6 14 2.41 8 14 2.41 12 16 2.43 15 19 2.45 3 10 2.46 3 5 2.48 16 17 2.49 10 12 2.50 3 11 2.50 4 19 2.50 14 20 2.51 12 14 2.52 11 15 2.53 17 20 2.53 14 14 2.53 3 11 2.54 3 10 2.54 11 12 2.54 13 20 2.54 10 11 2.54 10 15 2.55 12 20 2.56 3 17 2.57 1 18 2.57 1 15 2.58 7 17 2.58 2 18 2.62 6 18 2.62 9 14 2.63 3 5 2.64 4 19 2.66 2 11 2.67 8 10 2.67 10 19 2.68 4 18 2.68 4 15 2.69 8 18 2.70 4 20 2.70 5 13 2.70 15 15 2.72 3 17 2.74 5 9 2.74 16 20 2.75 6 14 2.76 15 17 2.76 1 11 2.78 8 12 2.79 10 20 2.79 6 13 2.82 13 17 2.84 8 9 2.84 12 19 2.85 9 12 2.85 6 8 2.85 2 13 2.85 13 18 2.91 13 19 2.92 4 12 2.93 9 20 2.93 1 16 2.94 10 10 2.95 12 12 2.96 3 20 2.97 5 20 2.99 10 17 2.99 2 14 3.00 Time profile in seconds ----------------------- 0.14: 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 0.02: Analyse other restraints etc. 1.50: Read intensity data, sort/merge etc. 0.00: Set up constraints 0.00: OSF, H-atoms from difference map 0.02: Set up l.s. refinement 0.00: Generate idealized H-atoms 0.05: Structure factors and derivatives 0.13: Sum l.s. matrices 0.00: Generate and apply antibumping restraints 0.00: Apply other restraints 0.11: 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 0.05: Fourier summations 0.00: Peaksearch 0.00: Analyse peaklist +++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ + 2006sjc0030 finished at 15:38:41 Total CPU time: 2.0 secs + +++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++