+++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ + SHELXL-97 - CRYSTAL STRUCTURE REFINEMENT - WinGX VERSION + + Copyright(C) George M. Sheldrick 1993-7 Release 97-2 + + shelxl started at 17:34:45 on 12-Jan-2009 + +++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ TITL 2009sjc0001 in P2(1)/c CELL 0.71073 3.7477 10.0209 12.8933 90.000 91.718 90.000 ZERR 2.00 0.0001 0.0003 0.0003 0.000 0.002 0.000 LATT 1 SYMM - X, 1/2 + Y, 1/2 - Z SFAC C H N UNIT 24 12 8 V = 483.99 F(000) = 212.0 Mu = 0.09 mm-1 Cell Wt = 412.42 Rho = 1.415 MERG 2 OMIT -3.00 55.00 FMAP 2 PLAN 5 SIZE 0.02 0.04 0.50 ACTA BOND EXTI WGHT 0.09140 0.09230 L.S. 4 TEMP -153.00 FVAR 1.85438 C1 1 0.024638 0.441204 0.465433 11.00000 0.01486 0.01773 = 0.01593 0.00092 -0.00039 0.00080 C2 1 -0.070087 0.312493 0.496644 11.00000 0.02024 0.01900 = 0.01846 0.00131 0.00033 -0.00120 AFIX 43 H2 2 -0.164724 0.297941 0.563236 11.00000 -1.20000 AFIX 0 C3 1 -0.024155 0.206566 0.429239 11.00000 0.02512 0.01651 = 0.02333 0.00085 -0.00072 -0.00126 AFIX 43 H3 2 -0.088833 0.118608 0.448738 11.00000 -1.20000 AFIX 0 C4 1 0.117960 0.230884 0.332660 11.00000 0.02332 0.01858 = 0.02061 -0.00246 -0.00100 0.00162 AFIX 43 H4 2 0.152147 0.160762 0.284378 11.00000 -1.20000 AFIX 0 C5 1 0.208186 0.362163 0.309537 11.00000 0.01770 0.01972 = 0.01618 -0.00023 0.00019 0.00235 C6 1 0.367841 0.393396 0.211186 11.00000 0.02071 0.01851 = 0.01945 -0.00209 -0.00008 0.00281 N1 3 0.163531 0.467148 0.372637 11.00000 0.01657 0.01816 = 0.01646 -0.00020 0.00065 0.00092 N2 3 0.501501 0.417281 0.134356 11.00000 0.02930 0.02464 = 0.02197 -0.00115 0.00460 0.00327 HKLF 4 Covalent radii and connectivity table for 2009sjc0001 in P2(1)/c C 0.770 H 0.320 N 0.700 C1 - N1 C2 C1_$1 C2 - C3 C1 C3 - C2 C4 C4 - C3 C5 C5 - N1 C4 C6 C6 - N2 C5 N1 - C5 C1 N2 - C6 Operators for generating equivalent atoms: $1 -x, -y+1, -z+1 12485 Reflections read, of which 459 rejected -4 =< h =< 4, -13 =< k =< 13, -16 =< l =< 16, Max. 2-theta = 54.98 0 Systematic absence violations Inconsistent equivalents etc. h k l Fo^2 Sigma(Fo^2) N Esd of mean(Fo^2) 0 10 5 1.25 0.41 12 2.25 1 Inconsistent equivalents 1106 Unique reflections, of which 0 suppressed R(int) = 0.0378 R(sigma) = 0.0244 Friedel opposites merged Maximum memory for data reduction = 792 / 10752 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 = 980 / 100524 wR2 = 0.1479 before cycle 1 for 1106 data and 74 / 74 parameters GooF = S = 1.205; Restrained GooF = 1.205 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0914 * P )^2 + 0.09 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 Shifts scaled down to reduce maximum shift/esd from 16.60 to 15.00 N value esd shift/esd parameter 1 1.89703 0.01053 4.051 OSF 2 0.12480 0.01109 11.250 EXTI Mean shift/esd = 0.743 Maximum = 11.250 for EXTI Max. shift = 0.000 A for C1 Max. dU = 0.001 for N1 Least-squares cycle 2 Maximum vector length = 511 Memory required = 980 / 100524 wR2 = 0.1400 before cycle 2 for 1106 data and 74 / 74 parameters GooF = S = 1.136; Restrained GooF = 1.136 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0914 * P )^2 + 0.09 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 1.93768 0.01054 3.855 OSF 2 0.35695 0.02167 10.711 EXTI Mean shift/esd = 0.675 Maximum = 10.711 for EXTI Max. shift = 0.000 A for C1 Max. dU = 0.001 for C2 Least-squares cycle 3 Maximum vector length = 511 Memory required = 980 / 100524 wR2 = 0.1359 before cycle 3 for 1106 data and 74 / 74 parameters GooF = S = 1.098; Restrained GooF = 1.098 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0914 * P )^2 + 0.09 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 1.94656 0.01110 0.800 OSF 2 0.51935 0.04043 4.017 EXTI Mean shift/esd = 0.149 Maximum = 4.017 for EXTI Max. shift = 0.000 A for C4 Max. dU = 0.000 for C2 Least-squares cycle 4 Maximum vector length = 511 Memory required = 980 / 100524 wR2 = 0.1361 before cycle 4 for 1106 data and 74 / 74 parameters GooF = S = 1.098; Restrained GooF = 1.098 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0914 * P )^2 + 0.09 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 1.94450 0.01160 -0.178 OSF 2 0.51139 0.05339 -0.149 EXTI Mean shift/esd = 0.030 Maximum = -0.178 for OSF Max. shift = 0.000 A for H2 Max. dU = 0.000 for C2 Largest correlation matrix elements 0.589 EXTI / OSF Idealized hydrogen atom generation before cycle 5 Name x y z AFIX d(X-H) shift Bonded to Conformation determined by H2 -0.1645 0.2979 0.5633 43 0.950 0.000 C2 C3 C1 H3 -0.0890 0.1187 0.4488 43 0.950 0.000 C3 C2 C4 H4 0.1520 0.1607 0.2844 43 0.950 0.000 C4 C3 C5 2009sjc0001 in P2(1)/c ATOM x y z sof U11 U22 U33 U23 U13 U12 Ueq C1 0.02459 0.44124 0.46540 1.00000 0.01661 0.01958 0.01785 0.00080 -0.00036 0.00081 0.01803 0.00189 0.00029 0.00011 0.00008 0.00000 0.00058 0.00063 0.00061 0.00043 0.00043 0.00040 0.00034 C2 -0.07000 0.31250 0.49665 1.00000 0.02212 0.02097 0.02041 0.00145 0.00038 -0.00113 0.02117 0.00197 0.00031 0.00011 0.00009 0.00000 0.00062 0.00063 0.00059 0.00042 0.00044 0.00042 0.00035 H2 -0.16446 0.29795 0.56326 1.00000 0.02541 0.00000 0.00000 C3 -0.02419 0.20661 0.42926 1.00000 0.02696 0.01850 0.02530 0.00092 -0.00071 -0.00128 0.02362 0.00203 0.00032 0.00012 0.00009 0.00000 0.00066 0.00062 0.00065 0.00043 0.00048 0.00044 0.00036 H3 -0.08895 0.11867 0.44877 1.00000 0.02834 0.00000 0.00000 C4 0.11791 0.23086 0.33266 1.00000 0.02509 0.02052 0.02243 -0.00246 -0.00098 0.00172 0.02271 0.00207 0.00032 0.00012 0.00009 0.00000 0.00064 0.00062 0.00062 0.00043 0.00046 0.00043 0.00035 H4 0.15201 0.16073 0.28438 1.00000 0.02725 0.00000 0.00000 C5 0.20826 0.36218 0.30954 1.00000 0.01945 0.02168 0.01809 -0.00019 0.00007 0.00232 0.01975 0.00199 0.00030 0.00012 0.00009 0.00000 0.00059 0.00064 0.00058 0.00041 0.00041 0.00042 0.00034 C6 0.36788 0.39340 0.21120 1.00000 0.02250 0.02037 0.02134 -0.00217 -0.00012 0.00281 0.02142 0.00200 0.00030 0.00012 0.00009 0.00000 0.00064 0.00059 0.00064 0.00042 0.00046 0.00044 0.00035 N1 0.16350 0.46710 0.37264 1.00000 0.01845 0.02022 0.01833 -0.00022 0.00064 0.00100 0.01900 0.00165 0.00024 0.00009 0.00007 0.00000 0.00055 0.00056 0.00056 0.00034 0.00039 0.00036 0.00033 N2 0.50144 0.41730 0.13434 1.00000 0.03130 0.02653 0.02382 -0.00113 0.00467 0.00310 0.02714 0.00192 0.00029 0.00011 0.00008 0.00000 0.00064 0.00062 0.00057 0.00041 0.00043 0.00043 0.00035 Final Structure Factor Calculation for 2009sjc0001 in P2(1)/c Total number of l.s. parameters = 74 Maximum vector length = 511 Memory required = 906 / 21973 wR2 = 0.1361 before cycle 5 for 1106 data and 0 / 74 parameters GooF = S = 1.098; Restrained GooF = 1.098 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0914 * P )^2 + 0.09 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 R1 = 0.0583 for 1025 Fo > 4sig(Fo) and 0.0612 for all 1106 data wR2 = 0.1361, GooF = S = 1.098, Restrained GooF = 1.098 for all data Occupancy sum of asymmetric unit = 8.00 for non-hydrogen and 3.00 for hydrogen atoms Principal mean square atomic displacements U 0.0199 0.0183 0.0159 C1 0.0232 0.0212 0.0191 C2 0.0282 0.0245 0.0182 C3 0.0271 0.0223 0.0188 C4 0.0232 0.0183 0.0177 C5 0.0254 0.0210 0.0178 C6 0.0207 0.0184 0.0179 N1 0.0337 0.0267 0.0210 N2 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 0.031 0.042 0.054 0.070 0.091 0.122 0.180 1.000 Number in group 120. 101. 115. 112. 107. 116. 104. 109. 111. 111. GooF 1.255 1.079 0.955 1.109 1.134 0.964 0.907 0.972 0.732 1.617 K 1.957 1.086 0.983 0.984 0.975 0.988 0.998 0.998 1.025 0.963 Resolution(A) 0.77 0.80 0.83 0.87 0.91 0.97 1.05 1.15 1.31 1.64 inf Number in group 113. 108. 114. 107. 111. 111. 111. 111. 111. 109. GooF 0.987 0.951 0.886 0.959 0.931 1.146 0.874 0.867 1.222 1.818 K 1.081 1.066 1.047 0.991 1.028 1.010 1.027 1.020 1.061 0.916 R1 0.079 0.075 0.051 0.057 0.046 0.046 0.033 0.032 0.046 0.105 Recommended weighting scheme: WGHT 0.0799 0.0969 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 1 2 2345.54 5231.76 6.46 0.954 3.05 0 0 2 22.87 52.23 5.52 0.095 6.44 1 1 1 2024.33 4592.84 4.88 0.894 3.36 1 0 2 3149.18 5743.86 4.69 1.000 3.20 1 0 0 4368.17 2734.21 4.63 0.690 3.75 0 2 1 1330.02 2390.46 4.51 0.645 4.67 2 0 2 3826.32 2578.39 4.13 0.670 1.78 1 3 6 1.10 0.14 3.58 0.005 1.61 -2 2 5 2.15 0.71 3.46 0.011 1.47 -1 1 8 11.33 17.99 3.31 0.056 1.48 -1 9 3 -0.04 1.13 3.31 0.014 1.04 0 11 7 13.12 7.50 3.27 0.036 0.82 0 2 0 10.43 16.38 3.17 0.053 5.01 -2 2 11 4.81 8.67 3.12 0.039 0.99 -1 8 7 4.29 7.60 3.07 0.036 1.00 0 1 2 1598.95 1213.98 2.87 0.460 5.42 1 0 8 3.10 1.52 2.81 0.016 1.46 0 11 8 2.43 0.11 2.77 0.004 0.79 -1 2 13 3.44 1.42 2.74 0.016 0.95 0 8 4 9.20 13.71 2.70 0.049 1.17 -1 8 8 3.61 6.18 2.64 0.033 0.96 0 4 5 2.63 4.66 2.63 0.028 1.80 -1 8 3 11.00 15.94 2.62 0.053 1.15 0 1 9 0.45 0.01 2.57 0.001 1.42 0 7 8 11.38 7.98 2.47 0.037 1.07 2 2 6 0.46 0.00 2.44 0.001 1.34 0 12 5 37.03 27.69 2.43 0.069 0.79 1 1 5 0.64 0.13 2.42 0.005 2.05 2 1 3 1694.01 1348.36 2.40 0.485 1.67 -1 2 5 6.50 4.36 2.37 0.028 1.98 -1 0 4 1283.31 1021.42 2.36 0.422 2.48 -2 1 11 1.60 0.59 2.36 0.010 1.00 2 4 0 17.36 12.95 2.33 0.047 1.50 0 7 9 23.97 31.81 2.33 0.074 1.01 -1 1 12 26.67 35.22 2.33 0.078 1.04 -1 9 5 12.12 16.70 2.29 0.054 0.99 -1 5 12 -0.33 0.58 2.28 0.010 0.92 -2 5 2 8.57 6.13 2.19 0.033 1.34 0 3 14 10.01 13.79 2.15 0.049 0.89 0 2 7 52.30 41.75 2.13 0.085 1.73 -1 3 4 1.05 0.41 2.13 0.008 1.99 -1 9 7 3.77 5.74 2.12 0.032 0.93 -1 4 9 2.47 1.33 2.11 0.015 1.19 1 8 7 0.64 0.03 2.09 0.002 0.99 1 5 7 6.69 4.73 2.05 0.029 1.27 -1 10 6 0.72 0.03 2.02 0.002 0.89 0 8 6 0.63 0.13 2.01 0.005 1.08 -3 1 8 0.79 0.15 1.97 0.005 1.00 -1 10 8 4.23 2.66 1.97 0.022 0.83 0 4 1 1618.84 1342.23 1.96 0.483 2.46 Bond lengths and angles C1 - Distance Angles N1 1.3439 (0.0015) C2 1.4003 (0.0016) 122.81 (0.10) C1_$1 1.4922 (0.0022) 115.98 (0.12) 121.21 (0.12) C1 - N1 C2 C2 - Distance Angles C3 1.3854 (0.0017) C1 1.4003 (0.0016) 119.21 (0.11) C2 - C3 C3 - Distance Angles C2 1.3854 (0.0017) C4 1.3906 (0.0017) 119.07 (0.11) C3 - C2 C4 - Distance Angles C3 1.3906 (0.0017) C5 1.3932 (0.0017) 117.31 (0.11) C4 - C3 C5 - Distance Angles N1 1.3431 (0.0015) C4 1.3932 (0.0017) 125.05 (0.11) C6 1.4522 (0.0016) 114.99 (0.10) 119.96 (0.11) C5 - N1 C4 C6 - Distance Angles N2 1.1488 (0.0016) C5 1.4522 (0.0016) 178.48 (0.12) C6 - N2 N1 - Distance Angles C5 1.3431 (0.0015) C1 1.3439 (0.0015) 116.54 (0.10) N1 - C5 N2 - Distance Angles C6 1.1488 (0.0016) N2 - FMAP and GRID set by program FMAP 2 1 12 GRID -5.556 -2 -1 5.556 2 1 R1 = 0.0612 for 1106 unique reflections after merging for Fourier Electron density synthesis with coefficients Fo-Fc Highest peak 0.40 at 0.1114 0.0089 0.2891 [ 1.53 A from H4 ] Deepest hole -0.53 at 0.4882 0.8311 0.3699 [ 0.87 A from N2 ] Mean = 0.00, Rms deviation from mean = 0.19 e/A^3, Highest memory used = 1239 / 16404 Fourier peaks appended to .res file x y z sof U Peak Distances to nearest atoms (including symmetry equivalents) Q1 1 0.1114 0.0089 0.2891 1.00000 0.05 0.40 1.53 H4 1.96 N2 2.14 C6 2.26 C5 Q2 1 -0.1105 0.2578 0.2351 1.00000 0.05 0.38 1.51 H4 1.52 C4 1.84 C5 2.28 C6 Q3 1 0.9407 0.4667 0.1476 1.00000 0.05 0.38 1.72 N2 1.92 C6 2.05 H3 2.17 H4 Q4 1 -0.0513 0.1423 0.2085 1.00000 0.05 0.38 1.24 H4 1.92 C4 2.00 H2 2.08 N1 Q5 1 -0.0304 0.3017 0.6766 1.00000 0.05 0.37 1.53 H2 1.58 H4 2.10 C4 2.32 C2 Shortest distances between peaks (including symmetry equivalents) 4 5 0.70 1 3 0.94 2 5 1.01 2 4 1.23 1 4 1.79 2 3 2.39 1 5 2.44 1 2 2.54 3 4 2.58 1 2 2.71 3 5 2.72 Time profile in seconds ----------------------- 0.13: Read and process instructions 0.00: Fit rigid groups 0.00: Interpret restraints etc. 0.02: Generate connectivity array 0.03: 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 0.05: Analyse other restraints etc. 17.42: Read intensity data, sort/merge etc. 0.00: Set up constraints 0.02: OSF, H-atoms from difference map 0.02: Set up l.s. refinement 0.00: Generate idealized H-atoms 0.31: Structure factors and derivatives 0.88: Sum l.s. matrices 0.00: Generate and apply antibumping restraints 0.08: Apply other restraints 0.86: Solve l.s. equations 0.00: Generate HTAB table 0.03: Other dependent quantities, CIF, tables 0.05: Analysis of variance 0.02: Merge reflections for Fourier and .fcf 0.28: Fourier summations 0.03: Peaksearch 0.00: Analyse peaklist +++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ + shelxl finished at 17:35:06 Total CPU time: 20.2 secs + +++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++