+++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ + SHELXL-97 - CRYSTAL STRUCTURE REFINEMENT - WinGX VERSION + + Copyright(C) George M. Sheldrick 1993-7 Release 97-2 + + shelxl started at 11:30:50 on 19-Nov-2010 + +++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ TITL 2008lsh013 in Pbca CELL 0.71073 9.1172 7.4950 24.6628 90.000 90.000 90.000 ZERR 8.00 0.0002 0.0002 0.0005 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 O UNIT 72 88 8 16 V = 1685.29 F(000) = 704.0 Mu = 0.09 mm-1 Cell Wt = 1321.50 Rho = 1.302 MERG 2 OMIT -3.00 55.00 OMIT 0 0 4 OMIT 2 1 1 OMIT 2 1 0 OMIT 2 2 0 OMIT 0 2 1 OMIT 0 2 2 DFIX 0.88 0.02 N1 H1N FMAP 2 PLAN 5 SIZE 0.10 0.26 0.60 ACTA EQIV $1 x+1/2, -y+1/2, -z+1 HTAB N1 O1_$1 HTAB BOND $H L.S. 6 TEMP -153.00 WGHT 0.0467 0.5463 FVAR 0.33691 C1 1 0.936989 0.148020 0.582120 11.00000 0.01689 0.01815 = 0.02125 0.00039 0.00060 0.00274 C2 1 0.823964 0.031091 0.596214 11.00000 0.02059 0.01903 = 0.02362 -0.00118 -0.00209 0.00005 AFIX 43 H2 2 0.762111 -0.017436 0.568948 11.00000 -1.20000 AFIX 0 C3 1 0.802392 -0.013896 0.650186 11.00000 0.02040 0.01945 = 0.02704 0.00211 0.00090 -0.00170 AFIX 43 H3 2 0.725517 -0.093593 0.659649 11.00000 -1.20000 AFIX 0 C4 1 0.891887 0.056173 0.690687 11.00000 0.02529 0.01960 = 0.02163 0.00317 -0.00006 0.00402 C5 1 1.008743 0.165738 0.676676 11.00000 0.02235 0.02399 = 0.02470 -0.00071 -0.00595 0.00118 AFIX 43 H5 2 1.073386 0.209489 0.703804 11.00000 -1.20000 AFIX 0 C6 1 1.030224 0.210800 0.622541 11.00000 0.01674 0.02124 = 0.02644 0.00046 -0.00111 -0.00129 AFIX 43 H6 2 1.110080 0.285884 0.612969 11.00000 -1.20000 AFIX 0 C7 1 0.870161 0.204466 0.486006 11.00000 0.01799 0.01776 = 0.02348 -0.00243 0.00013 0.00358 C8 1 0.924541 0.291379 0.434802 11.00000 0.02373 0.02661 = 0.02265 0.00109 0.00041 0.00227 AFIX 137 H8A 2 0.917388 0.206545 0.404681 11.00000 -1.50000 H8B 2 1.027045 0.327493 0.439556 11.00000 -1.50000 H8C 2 0.864600 0.396694 0.426828 11.00000 -1.50000 AFIX 0 C9 1 0.919843 0.116194 0.785148 11.00000 0.04804 0.03494 = 0.02245 -0.00073 -0.00381 -0.00261 AFIX 137 H9A 2 1.025931 0.095391 0.786122 11.00000 -1.50000 H9B 2 0.876783 0.082929 0.820124 11.00000 -1.50000 H9C 2 0.900786 0.242713 0.778007 11.00000 -1.50000 AFIX 0 N1 3 0.964196 0.206408 0.528331 11.00000 0.01498 0.02337 = 0.02163 0.00036 0.00081 -0.00163 O1 4 0.746319 0.137991 0.488436 11.00000 0.01771 0.02868 = 0.02819 0.00245 -0.00378 -0.00150 O2 4 0.855636 0.010397 0.743079 11.00000 0.03710 0.02945 = 0.02113 0.00377 -0.00031 -0.00359 H1N 2 1.048307 0.255617 0.522308 11.00000 0.02631 HKLF 4 Covalent radii and connectivity table for 2008lsh013 in Pbca C 0.770 H 0.320 N 0.700 O 0.660 C1 - C6 C2 N1 C2 - C3 C1 C3 - C2 C4 C4 - O2 C5 C3 C5 - C4 C6 C6 - C5 C1 C7 - O1 N1 C8 C8 - C7 C9 - O2 N1 - C7 C1 O1 - C7 O2 - C4 C9 Operators for generating equivalent atoms: $1 x+1/2, -y+1/2, -z+1 15636 Reflections read, of which 1583 rejected -11 =< h =< 11, -7 =< k =< 9, -32 =< l =< 31, Max. 2-theta = 54.97 0 Systematic absence violations 0 Inconsistent equivalents 1921 Unique reflections, of which 0 suppressed R(int) = 0.0538 R(sigma) = 0.0367 Friedel opposites merged Maximum memory for data reduction = 1397 / 19209 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 = 1704 / 147425 wR2 = 0.1044 before cycle 1 for 1921 data and 115 / 115 parameters Summary of restraints applied in cycle 1 ANTIBUMP DFIX DANG SAME/SADI CHIV/Z CHIV/NZ FLAT DELU SIMU ISOR SUMP Number 0. 1. 0. 0. 0. 0. 0. 0. 0. 0. 0. rms sigma 0.000 0.020 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 rms deviation 0.000 0.016 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 GooF = S = 1.060; Restrained GooF = 1.060 for 1 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0467 * P )^2 + 0.55 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.33683 0.00086 -0.092 OSF Mean shift/esd = 0.026 Maximum = -0.092 for OSF Max. shift = 0.001 A for H1N Max. dU = 0.000 for H1N Least-squares cycle 2 Maximum vector length = 511 Memory required = 1704 / 147425 wR2 = 0.1044 before cycle 2 for 1921 data and 115 / 115 parameters Summary of restraints applied in cycle 2 ANTIBUMP DFIX DANG SAME/SADI CHIV/Z CHIV/NZ FLAT DELU SIMU ISOR SUMP Number 0. 1. 0. 0. 0. 0. 0. 0. 0. 0. 0. rms sigma 0.000 0.020 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 rms deviation 0.000 0.017 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 GooF = S = 1.060; Restrained GooF = 1.060 for 1 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0467 * P )^2 + 0.55 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.33680 0.00086 -0.033 OSF Mean shift/esd = 0.009 Maximum = -0.033 for OSF Max. shift = 0.000 A for H1N Max. dU = 0.000 for H1N Least-squares cycle 3 Maximum vector length = 511 Memory required = 1704 / 147425 wR2 = 0.1044 before cycle 3 for 1921 data and 115 / 115 parameters Summary of restraints applied in cycle 3 ANTIBUMP DFIX DANG SAME/SADI CHIV/Z CHIV/NZ FLAT DELU SIMU ISOR SUMP Number 0. 1. 0. 0. 0. 0. 0. 0. 0. 0. 0. rms sigma 0.000 0.020 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 rms deviation 0.000 0.017 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 GooF = S = 1.060; Restrained GooF = 1.060 for 1 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0467 * P )^2 + 0.55 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.33680 0.00086 0.000 OSF Mean shift/esd = 0.000 Maximum = 0.002 for y H1N Max. shift = 0.000 A for H1N Max. dU = 0.000 for C7 Least-squares cycle 4 Maximum vector length = 511 Memory required = 1704 / 147425 wR2 = 0.1044 before cycle 4 for 1921 data and 115 / 115 parameters Summary of restraints applied in cycle 4 ANTIBUMP DFIX DANG SAME/SADI CHIV/Z CHIV/NZ FLAT DELU SIMU ISOR SUMP Number 0. 1. 0. 0. 0. 0. 0. 0. 0. 0. 0. rms sigma 0.000 0.020 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 rms deviation 0.000 0.017 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 GooF = S = 1.060; Restrained GooF = 1.060 for 1 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0467 * P )^2 + 0.55 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.33680 0.00086 0.000 OSF Mean shift/esd = 0.000 Maximum = -0.001 for z C6 Max. shift = 0.000 A for H1N Max. dU = 0.000 for H1N Least-squares cycle 5 Maximum vector length = 511 Memory required = 1704 / 147425 wR2 = 0.1044 before cycle 5 for 1921 data and 115 / 115 parameters Summary of restraints applied in cycle 5 ANTIBUMP DFIX DANG SAME/SADI CHIV/Z CHIV/NZ FLAT DELU SIMU ISOR SUMP Number 0. 1. 0. 0. 0. 0. 0. 0. 0. 0. 0. rms sigma 0.000 0.020 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 rms deviation 0.000 0.017 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 GooF = S = 1.060; Restrained GooF = 1.060 for 1 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0467 * P )^2 + 0.55 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.33680 0.00086 0.000 OSF Mean shift/esd = 0.000 Maximum = 0.000 for z C1 Max. shift = 0.000 A for H1N Max. dU = 0.000 for H1N Least-squares cycle 6 Maximum vector length = 511 Memory required = 1704 / 147425 wR2 = 0.1044 before cycle 6 for 1921 data and 115 / 115 parameters Summary of restraints applied in cycle 6 ANTIBUMP DFIX DANG SAME/SADI CHIV/Z CHIV/NZ FLAT DELU SIMU ISOR SUMP Number 0. 1. 0. 0. 0. 0. 0. 0. 0. 0. 0. rms sigma 0.000 0.020 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 rms deviation 0.000 0.017 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 GooF = S = 1.060; Restrained GooF = 1.060 for 1 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0467 * P )^2 + 0.55 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.33680 0.00086 0.000 OSF Mean shift/esd = 0.000 Maximum = 0.001 for z N1 Max. shift = 0.000 A for H1N Max. dU = 0.000 for C2 No correlation matrix elements larger than 0.500 Idealized hydrogen atom generation before cycle 7 Name x y z AFIX d(X-H) shift Bonded to Conformation determined by H2 0.7621 -0.0174 0.5690 43 0.950 0.000 C2 C3 C1 H3 0.7255 -0.0936 0.6597 43 0.950 0.000 C3 C2 C4 H5 1.0734 0.2095 0.7038 43 0.950 0.000 C5 C4 C6 H6 1.1101 0.2859 0.6130 43 0.950 0.000 C6 C5 C1 H8A 0.9174 0.2065 0.4047 137 0.980 0.000 C8 C7 H8A H8B 1.0271 0.3275 0.4396 137 0.980 0.000 C8 C7 H8A H8C 0.8646 0.3967 0.4268 137 0.980 0.000 C8 C7 H8A H9A 1.0259 0.0954 0.7861 137 0.980 0.000 C9 O2 H9A H9B 0.8768 0.0829 0.8201 137 0.980 0.000 C9 O2 H9A H9C 0.9008 0.2427 0.7780 137 0.980 0.000 C9 O2 H9A 2008lsh013 in Pbca ATOM x y z sof U11 U22 U33 U23 U13 U12 Ueq C1 0.93699 0.14802 0.58212 1.00000 0.01686 0.01813 0.02124 0.00039 0.00062 0.00275 0.01874 0.00197 0.00012 0.00015 0.00005 0.00000 0.00057 0.00054 0.00054 0.00041 0.00042 0.00043 0.00025 C2 0.82396 0.03109 0.59622 1.00000 0.02057 0.01901 0.02361 -0.00118 -0.00210 0.00007 0.02106 0.00200 0.00013 0.00015 0.00005 0.00000 0.00058 0.00054 0.00056 0.00043 0.00044 0.00045 0.00026 H2 0.76211 -0.01744 0.56895 1.00000 0.02528 0.00000 0.00000 C3 0.80240 -0.01389 0.65019 1.00000 0.02035 0.01941 0.02705 0.00210 0.00090 -0.00169 0.02227 0.00207 0.00013 0.00015 0.00005 0.00000 0.00058 0.00056 0.00060 0.00044 0.00045 0.00045 0.00027 H3 0.72553 -0.09359 0.65965 1.00000 0.02672 0.00000 0.00000 C4 0.89188 0.05617 0.69069 1.00000 0.02527 0.01956 0.02162 0.00318 -0.00005 0.00404 0.02215 0.00210 0.00013 0.00016 0.00005 0.00000 0.00064 0.00055 0.00054 0.00043 0.00045 0.00047 0.00027 C5 1.00874 0.16574 0.67668 1.00000 0.02232 0.02397 0.02468 -0.00074 -0.00597 0.00119 0.02366 0.00207 0.00014 0.00016 0.00005 0.00000 0.00060 0.00057 0.00059 0.00046 0.00047 0.00047 0.00027 H5 1.07339 0.20949 0.70380 1.00000 0.02839 0.00000 0.00000 C6 1.03022 0.21080 0.62254 1.00000 0.01671 0.02121 0.02643 0.00046 -0.00108 -0.00128 0.02145 0.00202 0.00013 0.00016 0.00005 0.00000 0.00058 0.00056 0.00058 0.00044 0.00043 0.00045 0.00026 H6 1.11007 0.28589 0.61297 1.00000 0.02574 0.00000 0.00000 C7 0.87017 0.20447 0.48601 1.00000 0.01794 0.01774 0.02349 -0.00245 0.00014 0.00357 0.01972 0.00198 0.00013 0.00015 0.00005 0.00000 0.00057 0.00054 0.00056 0.00042 0.00043 0.00043 0.00026 C8 0.92454 0.29138 0.43480 1.00000 0.02370 0.02661 0.02262 0.00108 0.00040 0.00226 0.02431 0.00220 0.00014 0.00017 0.00005 0.00000 0.00062 0.00063 0.00055 0.00045 0.00046 0.00050 0.00028 H8A 0.91738 0.20654 0.40468 1.00000 0.03647 0.00000 0.00000 H8B 1.02705 0.32748 0.43955 1.00000 0.03647 0.00000 0.00000 H8C 0.86461 0.39670 0.42683 1.00000 0.03647 0.00000 0.00000 C9 0.91984 0.11618 0.78515 1.00000 0.04804 0.03499 0.02240 -0.00069 -0.00383 -0.00261 0.03514 0.00236 0.00018 0.00019 0.00005 0.00000 0.00087 0.00074 0.00061 0.00052 0.00058 0.00065 0.00034 H9A 1.02593 0.09541 0.78612 1.00000 0.05271 0.00000 0.00000 H9B 0.87680 0.08289 0.82013 1.00000 0.05271 0.00000 0.00000 H9C 0.90076 0.24270 0.77801 1.00000 0.05271 0.00000 0.00000 N1 0.96419 0.20641 0.52833 1.00000 0.01497 0.02334 0.02162 0.00036 0.00083 -0.00165 0.01998 0.00172 0.00011 0.00013 0.00004 0.00000 0.00050 0.00050 0.00048 0.00038 0.00037 0.00039 0.00023 O1 0.74631 0.13799 0.48844 1.00000 0.01768 0.02867 0.02816 0.00244 -0.00378 -0.00149 0.02484 0.00144 0.00009 0.00012 0.00003 0.00000 0.00044 0.00047 0.00044 0.00034 0.00034 0.00035 0.00023 O2 0.85564 0.01038 0.74308 1.00000 0.03707 0.02942 0.02112 0.00376 -0.00030 -0.00358 0.02920 0.00155 0.00011 0.00011 0.00003 0.00000 0.00055 0.00047 0.00044 0.00035 0.00036 0.00039 0.00024 H1N 1.04825 0.25566 0.52234 1.00000 0.02645 0.02379 0.00149 0.00195 0.00056 0.00000 0.00362 Final Structure Factor Calculation for 2008lsh013 in Pbca Total number of l.s. parameters = 115 Maximum vector length = 511 Memory required = 1589 / 22995 wR2 = 0.1044 before cycle 7 for 1921 data and 0 / 115 parameters Summary of restraints applied in cycle 7 ANTIBUMP DFIX DANG SAME/SADI CHIV/Z CHIV/NZ FLAT DELU SIMU ISOR SUMP Number 0. 1. 0. 0. 0. 0. 0. 0. 0. 0. 0. rms sigma 0.000 0.020 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 rms deviation 0.000 0.017 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 GooF = S = 1.060; Restrained GooF = 1.060 for 1 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0467 * P )^2 + 0.55 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 R1 = 0.0384 for 1630 Fo > 4sig(Fo) and 0.0459 for all 1921 data wR2 = 0.1044, GooF = S = 1.060, Restrained GooF = 1.060 for all data Occupancy sum of asymmetric unit = 12.00 for non-hydrogen and 11.00 for hydrogen atoms Principal mean square atomic displacements U 0.0216 0.0200 0.0147 C1 0.0249 0.0197 0.0186 C2 0.0276 0.0216 0.0176 C3 0.0277 0.0227 0.0160 C4 0.0299 0.0237 0.0174 C5 0.0266 0.0214 0.0163 C6 0.0246 0.0206 0.0139 C7 0.0281 0.0226 0.0223 C8 0.0490 0.0346 0.0218 C9 0.0237 0.0217 0.0145 N1 0.0318 0.0262 0.0164 O1 0.0387 0.0294 0.0196 O2 Analysis of variance for reflections employed in refinement K = Mean[Fo^2] / Mean[Fc^2] for group Fc/Fc(max) 0.000 0.015 0.029 0.047 0.064 0.083 0.106 0.140 0.184 0.270 1.000 Number in group 196. 197. 189. 194. 185. 191. 196. 189. 192. 192. GooF 0.902 1.047 1.191 1.001 1.110 1.173 0.946 1.189 1.008 1.001 K 1.293 0.989 1.005 0.978 1.004 1.010 1.005 1.016 1.001 0.998 Resolution(A) 0.77 0.80 0.83 0.87 0.91 0.97 1.04 1.15 1.30 1.64 inf Number in group 198. 186. 192. 192. 192. 192. 195. 192. 189. 193. GooF 1.012 0.980 0.966 0.916 0.951 0.980 1.126 0.861 1.319 1.367 K 0.980 1.031 1.032 1.044 1.034 1.005 0.990 0.984 1.009 0.995 R1 0.106 0.086 0.081 0.059 0.055 0.044 0.038 0.030 0.034 0.029 Recommended weighting scheme: WGHT 0.0465 0.5502 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) 7 3 4 108.50 190.13 5.12 0.145 1.14 5 2 2 17.00 4.25 4.92 0.022 1.63 2 1 15 29.51 12.72 4.52 0.038 1.51 1 0 14 64.59 37.23 4.34 0.064 1.73 0 2 16 37.54 63.43 3.97 0.084 1.43 3 2 11 178.19 130.59 3.88 0.121 1.63 8 1 2 224.12 357.74 3.71 0.200 1.12 5 1 7 128.29 91.87 3.68 0.101 1.58 4 0 14 16.81 5.90 3.42 0.026 1.39 0 6 11 114.71 212.21 3.30 0.154 1.09 2 0 10 17.59 8.64 3.22 0.031 2.17 0 0 14 6.24 0.34 3.22 0.006 1.76 5 1 16 10.54 3.45 3.17 0.020 1.16 3 1 5 61.79 42.60 3.17 0.069 2.45 5 0 6 98.83 70.44 3.10 0.089 1.67 0 2 0 774.38 937.02 3.08 0.323 3.75 6 0 16 95.51 65.71 3.07 0.086 1.08 2 3 5 123.68 95.47 2.94 0.103 2.00 2 5 16 143.99 193.05 2.93 0.147 1.05 1 3 14 21.99 12.68 2.85 0.038 1.42 11 2 8 3.37 14.52 2.84 0.040 0.78 3 2 7 254.03 207.96 2.81 0.152 1.96 2 3 0 769.34 909.41 2.80 0.318 2.19 1 5 2 28.68 17.66 2.75 0.044 1.47 3 2 22 124.93 158.84 2.75 0.133 1.01 0 2 5 581.21 687.10 2.73 0.277 2.98 1 3 21 425.01 507.09 2.73 0.238 1.06 5 1 8 238.04 193.94 2.72 0.147 1.54 1 1 1 3986.59 4759.44 2.71 0.728 5.64 4 9 1 10.67 25.31 2.71 0.053 0.78 0 8 7 107.44 79.59 2.69 0.094 0.91 0 2 3 239.22 196.36 2.69 0.148 3.41 6 0 4 1038.07 857.03 2.68 0.309 1.48 4 0 0 7.76 2.50 2.67 0.017 2.28 6 5 14 31.92 19.53 2.61 0.047 0.91 2 5 0 386.32 322.72 2.61 0.190 1.42 0 4 12 5.74 0.48 2.56 0.007 1.38 6 2 2 32.10 20.84 2.53 0.048 1.40 4 3 0 2.65 8.19 2.52 0.030 1.68 4 2 9 53.08 39.11 2.43 0.066 1.59 4 1 2 1140.94 982.05 2.43 0.331 2.15 7 6 15 318.04 254.57 2.42 0.168 0.79 2 6 24 25.81 39.72 2.37 0.066 0.78 3 3 28 4.08 12.03 2.37 0.037 0.80 4 2 4 175.53 210.36 2.34 0.153 1.86 11 3 3 16.96 30.92 2.33 0.059 0.78 2 1 29 1.62 9.63 2.32 0.033 0.83 3 4 17 452.58 525.41 2.31 0.242 1.07 6 4 2 22.07 33.08 2.30 0.061 1.17 3 3 18 44.49 59.37 2.29 0.081 1.12 Bond lengths and angles C1 - Distance Angles C6 1.3919 (0.0016) C2 1.3967 (0.0016) 118.97 (0.10) N1 1.4189 (0.0014) 117.30 (0.10) 123.72 (0.10) C1 - C6 C2 C2 - Distance Angles C3 1.3871 (0.0016) C1 1.3967 (0.0016) 119.73 (0.11) H2 0.9500 120.14 120.14 C2 - C3 C1 C3 - Distance Angles C2 1.3871 (0.0016) C4 1.3924 (0.0017) 120.91 (0.11) H3 0.9500 119.55 119.55 C3 - C2 C4 C4 - Distance Angles O2 1.3771 (0.0014) C5 1.3888 (0.0018) 124.39 (0.11) C3 1.3924 (0.0017) 116.00 (0.11) 119.60 (0.11) C4 - O2 C5 C5 - Distance Angles C4 1.3888 (0.0018) C6 1.3910 (0.0017) 119.36 (0.11) H5 0.9500 120.32 120.32 C5 - C4 C6 C6 - Distance Angles C5 1.3910 (0.0017) C1 1.3919 (0.0016) 121.29 (0.11) H6 0.9500 119.36 119.36 C6 - C5 C1 C7 - Distance Angles O1 1.2357 (0.0015) N1 1.3507 (0.0015) 123.15 (0.11) C8 1.5050 (0.0016) 121.08 (0.11) 115.77 (0.11) C7 - O1 N1 C8 - Distance Angles C7 1.5050 (0.0016) H8A 0.9800 109.47 H8B 0.9800 109.47 109.47 H8C 0.9800 109.47 109.47 109.47 C8 - C7 H8A H8B C9 - Distance Angles O2 1.4311 (0.0016) H9A 0.9800 109.47 H9B 0.9800 109.47 109.47 H9C 0.9800 109.47 109.47 109.47 C9 - O2 H9A H9B N1 - Distance Angles C7 1.3507 (0.0015) C1 1.4189 (0.0014) 127.47 (0.10) H1N 0.8634 (0.0130) 115.82 (0.95) 116.56 (0.95) N1 - C7 C1 O1 - Distance Angles C7 1.2357 (0.0015) O1 - O2 - Distance Angles C4 1.3771 (0.0014) C9 1.4311 (0.0016) 116.36 (0.10) O2 - C4 Specified hydrogen bonds (with esds except fixed and riding H) D-H H...A D...A <(DHA) 0.863(13) 1.992(13) 2.8543(13) 177.1(14) N1-H1N...O1_$1 Hydrogen bonds with H..A < r(A) + 2.000 Angstroms and 110 deg. D-H d(D-H) d(H..A)