+++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ + SHELXL-97 - CRYSTAL STRUCTURE REFINEMENT - WinGX VERSION + + Copyright(C) George M. Sheldrick 1993-7 Release 97-2 + + s92 started at 10:31:52 on 03-Aug-2004 + +++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ TITL s92 in Pbcn CELL 0.71069 22.689 10.283 6.571 90.00 90.00 90.00 ZERR 8 0 0 0 0 0 0 LATT 1 SYMM 0.5-X, 0.5-Y, 0.5+Z SYMM -X, Y, 0.5-Z SYMM 0.5+X, 0.5-Y, -Z SFAC C H N O CL UNIT 64 64 8 8 8 V = 1533.09 F(000) = 704.0 Mu = 0.43 mm-1 Cell Wt = 1356.83 Rho = 1.470 L.S. 4 CONF FMAP 2 PLAN 10 WGHT 0.0293 0.0000 FVAR 1.78368 CL1 5 0.42695 0.31801 0.12123 11.00000 0.03037 0.03440 = 0.02941 0.00321 0.00456 0.00335 O1 4 0.30168 0.44884 0.41959 11.00000 0.03018 0.01720 = 0.04796 0.00359 0.01208 0.00859 AFIX 147 H1 2 0.27422 0.44018 0.49956 11.00000 -1.50000 AFIX 0 N1 3 0.28539 0.16379 0.19024 11.00000 0.03186 0.03491 = 0.03103 -0.00528 0.00180 -0.00344 C1 1 0.40053 0.36735 0.36210 11.00000 0.02547 0.01992 = 0.02375 0.00202 -0.00021 -0.00263 AFIX 13 H1A 2 0.40775 0.46064 0.37975 11.00000 -1.20000 AFIX 0 C2 1 0.42344 0.29278 0.55302 11.00000 0.02382 0.01940 = 0.02759 0.00115 -0.00323 -0.00248 AFIX 13 H2 2 0.45052 0.34241 0.63942 11.00000 -1.20000 AFIX 0 C3 1 0.35802 0.28759 0.63174 11.00000 0.03197 0.01752 = 0.01995 -0.00449 -0.00020 -0.00146 AFIX 13 H3 2 0.35005 0.34886 0.74262 11.00000 -1.20000 AFIX 0 C4 1 0.33635 0.33642 0.42103 11.00000 0.02475 0.01712 = 0.02536 -0.00236 0.00023 -0.00043 C5 1 0.30790 0.23803 0.29108 11.00000 0.02555 0.02410 = 0.02559 0.00562 -0.00000 0.00524 C6 1 0.34558 0.14693 0.68804 11.00000 0.03500 0.02348 = 0.03163 0.00412 -0.00050 -0.00357 AFIX 23 H6A 2 0.34351 0.13587 0.83446 11.00000 -1.20000 H6B 2 0.30903 0.11690 0.62753 11.00000 -1.20000 AFIX 0 C7 1 0.39748 0.07677 0.60068 11.00000 0.03997 0.02227 = 0.02595 0.00337 -0.00762 0.00273 AFIX 43 H7 2 0.40052 -0.01340 0.59749 11.00000 -1.20000 AFIX 0 C8 1 0.43867 0.15530 0.52835 11.00000 0.03424 0.03034 = 0.01937 0.00152 0.00149 0.00302 AFIX 43 H8 2 0.47343 0.12638 0.46852 11.00000 -1.20000 HKLF 4 Covalent radii and connectivity table for s92 in Pbcn C 0.770 H 0.320 N 0.700 O 0.660 CL 0.990 Cl1 - C1 O1 - C4 N1 - C5 C1 - C4 C2 Cl1 C2 - C8 C1 C3 C3 - C6 C4 C2 C4 - O1 C5 C1 C3 C5 - N1 C4 C6 - C7 C3 C7 - C8 C6 C8 - C7 C2 1166 Reflections read, of which 0 rejected 0 =< h =< 24, 0 =< k =< 11, 0 =< l =< 7, Max. 2-theta = 50.14 0 Systematic absence violations 0 Inconsistent equivalents 1166 Unique reflections, of which 0 suppressed R(int) = 0.0000 R(sigma) = 0.1770 Friedel opposites merged Maximum memory for data reduction = 1213 / 11483 Default effective X-H distances for T = 20.0 C AFIX m = 1 2 3 4 4[N] 3[N] 15[B] 8[O] 9 9[N] 16 d(X-H) = 0.98 0.97 0.96 0.93 0.86 0.89 1.10 0.82 0.93 0.86 0.93 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 = 1494 / 132592 wR2 = 0.1052 before cycle 1 for 1166 data and 101 / 101 parameters GooF = S = 0.646; Restrained GooF = 0.646 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0293 * P )^2 + 0.00 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 1.80539 0.00462 4.699 OSF Mean shift/esd = 0.416 Maximum = 4.699 for OSF Max. shift = 0.049 A for H1 Max. dU = 0.001 for O1 Least-squares cycle 2 Maximum vector length = 511 Memory required = 1494 / 132592 wR2 = 0.1030 before cycle 2 for 1166 data and 101 / 101 parameters GooF = S = 0.641; Restrained GooF = 0.641 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0293 * P )^2 + 0.00 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 1.80760 0.00454 0.488 OSF Mean shift/esd = 0.128 Maximum = 0.605 for U33 Cl1 Max. shift = 0.013 A for H1 Max. dU = 0.001 for O1 Least-squares cycle 3 Maximum vector length = 511 Memory required = 1494 / 132592 wR2 = 0.1028 before cycle 3 for 1166 data and 101 / 101 parameters GooF = S = 0.640; Restrained GooF = 0.640 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0293 * P )^2 + 0.00 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 1.80785 0.00454 0.054 OSF Mean shift/esd = 0.011 Maximum = -0.067 for U13 O1 Max. shift = 0.000 A for H1 Max. dU = 0.000 for C4 Least-squares cycle 4 Maximum vector length = 511 Memory required = 1494 / 132592 wR2 = 0.1028 before cycle 4 for 1166 data and 101 / 101 parameters GooF = S = 0.640; Restrained GooF = 0.640 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0293 * P )^2 + 0.00 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 1.80787 0.00454 0.005 OSF Mean shift/esd = 0.003 Maximum = 0.017 for U33 C2 Max. shift = 0.000 A for H1 Max. dU = 0.000 for C2 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 0.2728 0.4379 0.4924 147 0.820 0.000 O1 C4 H1 H1A 0.4074 0.4603 0.3783 13 0.980 0.000 C1 C4 C2 Cl1 H2 0.4504 0.3427 0.6398 13 0.980 0.000 C2 C8 C1 C3 H3 0.3501 0.3491 0.7415 13 0.980 0.000 C3 C6 C4 C2 H6A 0.3440 0.1367 0.8353 23 0.970 0.000 C6 C7 C3 H6B 0.3091 0.1170 0.6292 23 0.970 0.000 C6 C7 C3 H7 0.4006 -0.0129 0.5975 43 0.930 0.000 C7 C8 C6 H8 0.4733 0.1270 0.4678 43 0.930 0.000 C8 C7 C2 s92 in Pbcn ATOM x y z sof U11 U22 U33 U23 U13 U12 Ueq Cl1 0.42688 0.31803 0.12118 1.00000 0.03048 0.03512 0.03091 0.00365 0.00419 0.00320 0.03217 0.00233 0.00006 0.00014 0.00018 0.00000 0.00076 0.00082 0.00075 0.00069 0.00064 0.00071 0.00037 O1 0.30168 0.44853 0.41912 1.00000 0.02901 0.01929 0.05314 0.00389 0.01207 0.00738 0.03381 0.00681 0.00015 0.00032 0.00055 0.00000 0.00245 0.00221 0.00276 0.00195 0.00187 0.00169 0.00099 H1 0.27282 0.43790 0.49238 1.00000 0.05072 0.00000 0.00000 N1 0.28539 0.16385 0.18980 1.00000 0.03231 0.03446 0.03269 -0.00492 0.00195 -0.00309 0.03315 0.00759 0.00018 0.00046 0.00062 0.00000 0.00295 0.00322 0.00323 0.00238 0.00204 0.00255 0.00124 C1 0.40036 0.36699 0.36097 1.00000 0.02474 0.01927 0.02675 0.00110 -0.00034 -0.00505 0.02359 0.00804 0.00020 0.00046 0.00070 0.00000 0.00300 0.00294 0.00302 0.00255 0.00249 0.00231 0.00121 H1A 0.40745 0.46035 0.37828 1.00000 0.02830 0.00000 0.00000 C2 0.42339 0.29290 0.55352 1.00000 0.02366 0.02072 0.02390 0.00264 -0.00198 -0.00144 0.02276 0.00827 0.00022 0.00047 0.00063 0.00000 0.00310 0.00331 0.00285 0.00214 0.00234 0.00264 0.00126 H2 0.45044 0.34271 0.63981 1.00000 0.02731 0.00000 0.00000 C3 0.35812 0.28759 0.63102 1.00000 0.03168 0.01920 0.01765 -0.00552 -0.00073 -0.00103 0.02284 0.00787 0.00020 0.00044 0.00070 0.00000 0.00298 0.00319 0.00272 0.00242 0.00244 0.00241 0.00121 H3 0.35011 0.34908 0.74155 1.00000 0.02741 0.00000 0.00000 C4 0.33648 0.33601 0.42152 1.00000 0.02438 0.01548 0.03146 -0.00489 0.00185 0.00068 0.02377 0.00831 0.00021 0.00049 0.00073 0.00000 0.00294 0.00304 0.00328 0.00249 0.00231 0.00257 0.00124 C5 0.30779 0.23799 0.29154 1.00000 0.02505 0.02388 0.02916 0.00460 -0.00062 0.00609 0.02603 0.00958 0.00023 0.00054 0.00075 0.00000 0.00331 0.00345 0.00338 0.00263 0.00237 0.00271 0.00133 C6 0.34575 0.14726 0.68878 1.00000 0.03343 0.02266 0.03290 0.00330 -0.00019 -0.00494 0.02966 0.00910 0.00022 0.00049 0.00074 0.00000 0.00367 0.00348 0.00354 0.00240 0.00243 0.00275 0.00143 H6A 0.34395 0.13665 0.83533 1.00000 0.03560 0.00000 0.00000 H6B 0.30913 0.11695 0.62920 1.00000 0.03560 0.00000 0.00000 C7 0.39755 0.07724 0.60083 1.00000 0.03940 0.02109 0.02816 0.00245 -0.00731 0.00200 0.02955 0.00853 0.00022 0.00049 0.00074 0.00000 0.00347 0.00312 0.00328 0.00268 0.00273 0.00291 0.00132 H7 0.40061 -0.01293 0.59749 1.00000 0.03546 0.00000 0.00000 C8 0.43862 0.15581 0.52820 1.00000 0.03467 0.03101 0.01883 0.00149 0.00190 0.00348 0.02817 0.00837 0.00023 0.00049 0.00066 0.00000 0.00377 0.00374 0.00292 0.00242 0.00226 0.00290 0.00140 H8 0.47332 0.12702 0.46778 1.00000 0.03380 0.00000 0.00000 Final Structure Factor Calculation for s92 in Pbcn Total number of l.s. parameters = 101 Maximum vector length = 511 Memory required = 1393 / 24017 wR2 = 0.1029 before cycle 5 for 1166 data and 0 / 101 parameters GooF = S = 0.640; Restrained GooF = 0.640 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0293 * P )^2 + 0.00 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 R1 = 0.0474 for 509 Fo > 4sig(Fo) and 0.1023 for all 1166 data wR2 = 0.1029, GooF = S = 0.640, Restrained GooF = 0.640 for all data Occupancy sum of asymmetric unit = 11.00 for non-hydrogen and 8.00 for hydrogen atoms Principal mean square atomic displacements U 0.0399 0.0302 0.0265 Cl1 0.0592 0.0271 0.0151 O1 0.0402 0.0307 0.0285 N1 0.0283 0.0263 0.0162 C1 0.0271 0.0220 0.0192 C2 0.0318 0.0240 0.0128 C3 0.0331 0.0242 0.0140 C4 0.0330 0.0280 0.0171 C5 0.0361 0.0329 0.0200 C6 0.0430 0.0264 0.0193 C7 0.0371 0.0289 0.0185 C8 Analysis of variance for reflections employed in refinement K = Mean[Fo^2] / Mean[Fc^2] for group Fc/Fc(max) 0.000 0.013 0.024 0.038 0.053 0.071 0.092 0.115 0.151 0.216 1.000 Number in group 123. 112. 116. 121. 112. 119. 113. 116. 117. 117. GooF 0.375 0.351 0.294 0.337 0.493 0.622 0.697 0.739 0.660 1.241 K 17.380 3.187 1.309 1.009 0.866 0.905 0.948 0.976 1.014 1.039 Resolution(A) 0.84 0.90 0.94 0.98 1.04 1.10 1.19 1.30 1.49 1.90 inf Number in group 118. 120. 114. 114. 122. 112. 117. 116. 116. 117. GooF 0.464 0.520 0.480 0.476 0.462 0.559 0.602 0.604 0.829 1.101 K 0.993 1.106 1.026 1.023 1.034 1.040 1.046 1.015 1.028 1.019 R1 0.216 0.200 0.162 0.140 0.151 0.107 0.087 0.087 0.055 0.047 Recommended weighting scheme: WGHT 0.0227 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) 3 0 4 4561.90 3479.98 6.22 0.324 1.61 0 2 3 9959.68 11426.49 6.13 0.588 2.02 1 1 1 2221.29 2585.18 5.40 0.280 5.38 12 3 6 2344.28 1584.26 4.48 0.219 0.91 11 0 2 9447.50 8401.40 4.31 0.504 1.75 4 0 0 28203.29 26000.27 4.30 0.887 5.67 0 2 0 35797.58 33053.85 4.17 1.000 5.14 7 1 1 20194.73 18516.19 4.16 0.748 2.80 4 7 5 2471.26 1902.18 3.93 0.240 0.97 5 3 0 27187.80 25136.33 3.81 0.872 2.74 0 2 7 928.90 386.21 3.81 0.108 0.92 2 3 4 326.16 461.36 3.59 0.118 1.47 9 0 4 601.83 831.79 3.52 0.159 1.38 11 2 1 1790.49 2086.24 3.40 0.251 1.84 0 2 2 980.00 1150.33 3.37 0.187 2.77 7 1 5 4078.78 3462.91 3.31 0.324 1.21 2 5 2 7409.79 6643.76 3.31 0.448 1.72 2 1 2 3403.83 3736.07 3.30 0.336 3.02 5 1 5 1854.13 1432.78 3.13 0.208 1.25 2 2 4 403.26 507.17 3.09 0.124 1.55 2 3 2 1913.79 2195.42 3.08 0.258 2.32 2 0 0 119.02 161.72 3.07 0.070 11.34 5 3 2 75.27 180.96 3.04 0.074 2.10 6 0 4 3026.27 2584.59 3.00 0.280 1.51 14 6 0 3944.77 3319.78 2.96 0.317 1.18 13 3 6 701.57 404.07 2.92 0.111 0.90 17 4 5 962.25 660.14 2.79 0.141 0.88 3 2 3 402.95 511.35 2.70 0.124 1.95 6 1 1 374.19 485.42 2.64 0.121 3.12 7 1 3 59.66 105.69 2.61 0.057 1.79 4 2 2 139.82 211.83 2.60 0.080 2.49 3 6 5 899.22 663.87 2.52 0.142 1.03 9 2 1 111.37 195.16 2.46 0.077 2.14 6 0 0 10064.63 9500.45 2.46 0.536 3.78 12 2 0 2874.21 2508.06 2.44 0.275 1.77 0 4 0 5480.70 5047.47 2.43 0.391 2.57 10 2 5 35.80 123.19 2.40 0.061 1.11 13 5 0 4422.07 3877.59 2.39 0.343 1.33 2 2 2 3637.89 3901.64 2.34 0.344 2.69 4 11 2 294.64 483.19 2.30 0.121 0.89 4 1 1 1522.77 1675.72 2.28 0.225 3.96 11 1 5 151.76 244.98 2.26 0.086 1.10 0 4 5 655.98 499.53 2.24 0.123 1.17 0 2 4 526.87 618.31 2.22 0.137 1.56 13 1 4 187.86 287.01 2.21 0.093 1.19 13 9 0 223.35 17.23 2.21 0.023 0.96 7 3 0 305.96 421.27 2.20 0.113 2.36 5 2 4 232.84 314.35 2.19 0.098 1.48 4 2 4 245.99 315.11 2.18 0.098 1.51 10 1 2 466.29 585.98 2.15 0.133 1.84 Selected torsion angles 93.25 ( 0.48) C4 - C1 - C2 - C8 -31.03 ( 0.59) Cl1 - C1 - C2 - C8 -10.45 ( 0.36) C4 - C1 - C2 - C3 -134.73 ( 0.35) Cl1 - C1 - C2 - C3 12.42 ( 0.48) C8 - C2 - C3 - C6 129.83 ( 0.39) C1 - C2 - C3 - C6 -107.01 ( 0.39) C8 - C2 - C3 - C4 10.40 ( 0.36) C1 - C2 - C3 - C4 129.75 ( 0.39) C2 - C1 - C4 - O1 -107.34 ( 0.43) Cl1 - C1 - C4 - O1 -107.93 ( 0.44) C2 - C1 - C4 - C5 14.98 ( 0.58) Cl1 - C1 - C4 - C5 10.60 ( 0.36) C2 - C1 - C4 - C3 133.52 ( 0.36) Cl1 - C1 - C4 - C3 126.68 ( 0.48) C6 - C3 - C4 - O1 -124.22 ( 0.44) C2 - C3 - C4 - O1 -2.74 ( 0.64) C6 - C3 - C4 - C5 106.36 ( 0.45) C2 - C3 - C4 - C5 -119.70 ( 0.45) C6 - C3 - C4 - C1 -10.60 ( 0.37) C2 - C3 - C4 - C1 30.82 (37.97) O1 - C4 - C5 - N1 -93.09 (37.83) C1 - C4 - C5 - N1 164.50 (99.99) C3 - C4 - C5 - N1 87.27 ( 0.51) C4 - C3 - C6 - C7 -11.96 ( 0.51) C2 - C3 - C6 - C7 7.60 ( 0.61) C3 - C6 - C7 - C8 0.49 ( 0.65) C6 - C7 - C8 - C2 -102.60 ( 0.51) C1 - C2 - C8 - C7 -8.12 ( 0.55) C3 - C2 - C8 - C7 FMAP and GRID set by program FMAP 2 3 10 GRID -3.571 24 -2 3.571 1 2 R1 = 0.1015 for 1166 unique reflections after merging for Fourier Electron density synthesis with coefficients Fo-Fc Highest peak 0.38 at 0.5743 0.3123 0.2074 [ 0.92 A from C1 ] Deepest hole -0.24 at 0.4514 0.3012 0.0424 [ 0.78 A from CL1 ] Mean = 0.00, Rms deviation from mean = 0.07 e/A^3, Highest memory used = 1811 / 17444 Fourier peaks appended to .res file x y z sof U Peak Distances to nearest atoms (including symmetry equivalents) Q1 1 0.4257 0.3123 0.2926 1.00000 0.05 0.38 0.92 C1 1.13 CL1 1.68 H1A 1.73 C2 Q2 1 0.3974 0.4550 0.1191 1.00000 0.05 0.35 1.56 CL1 1.72 H1A 1.82 H1A 1.83 C1 Q3 1 0.4524 0.4551 0.0975 1.00000 0.05 0.31 1.53 CL1 1.97 H1A 2.10 H2 2.11 H1A Q4 1 0.4378 0.1650 0.3714 1.00000 0.05 0.31 1.03 C8 1.10 H8 1.81 C2 1.98 C7 Q5 1 0.4234 0.3063 0.6917 1.00000 0.05 0.28 0.80 H2 0.92 C2 1.55 C3 1.75 H3 Q6 1 0.3052 0.2236 0.4559 1.00000 0.05 0.25 1.09 C5 1.37 C4 1.58 H6B 1.79 C3 Q7 1 0.4298 -0.0390 0.6129 1.00000 0.05 0.24 0.72 H7 1.40 C7 2.09 C8 2.19 H8 Q8 1 0.4237 0.3082 -0.0629 1.00000 0.05 0.24 1.22 CL1 2.08 H2 2.15 H3 2.44 H1A Q9 1 0.3820 0.1742 0.7921 1.00000 0.05 0.21 0.99 H6A 1.10 C6 1.64 C7 1.67 C3 Q10 1 0.4310 0.4574 0.5239 1.00000 0.05 0.21 1.10 H1A 1.47 H2 1.58 C1 1.71 C2 Shortest distances between peaks (including symmetry equivalents) 3 10 1.13 2 3 1.26 2 10 1.33 5 8 1.61 1 4 1.62 5 9 1.78 5 10 1.91 8 9 1.93 3 8 1.95 1 2 1.97 2 8 2.02 1 3 2.04 1 10 2.13 4 7 2.14 1 8 2.34 8 10 2.48 2 5 2.57 4 5 2.58 3 5 2.61 1 5 2.62 4 7 2.64 3 3 2.67 7 9 2.71 7 9 2.75 3 10 2.76 2 10 2.77 3 10 2.84 6 9 2.86 3 3 2.95 1 10 2.96 Time profile in seconds ----------------------- 0.19: 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. 0.17: 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 0.30: Structure factors and derivatives 0.14: Sum l.s. matrices 0.00: Generate and apply antibumping restraints 0.03: Apply other restraints 0.08: Solve l.s. equations 0.00: Generate HTAB table 0.03: 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 +++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ + s92 finished at 10:31:53 Total CPU time: 1.0 secs + +++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++