+++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ + SHELXL-97 - CRYSTAL STRUCTURE REFINEMENT - WinGX VERSION + + Copyright(C) George M. Sheldrick 1993-7 Release 97-2 + + shelxl started at 15:28:49 on 15-Nov-2010 + +++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ TITL 2008lsh082 in P2(1)/c CELL 0.71073 8.9722 6.8630 15.3273 90.000 90.092 90.000 ZERR 4.00 0.0006 0.0005 0.0008 0.000 0.005 0.000 LATT 1 SYMM - X, 1/2 + Y, 1/2 - Z SFAC C H N O UNIT 40 48 8 8 V = 943.80 F(000) = 408.0 Mu = 0.10 mm-1 Cell Wt = 768.86 Rho = 1.353 MERG 2 OMIT -3.00 50.00 OMIT 1 0 4 DFIX 0.88 N1 H1N N2 H2N FMAP 2 PLAN 5 ACTA SIZE 0.2 0.06 0.02 EQIV $1 -x, y+1/2, -z+1/2 EQIV $2 -x, -y+1, -z HTAB N1 O2_$1 HTAB N2 O1_$2 HTAB BOND $H L.S. 6 TEMP -153.00 WGHT 0.1338 0.8516 FVAR 0.19426 C1 1 -0.107690 0.603826 0.174221 11.00000 0.01897 0.02641 = 0.01294 -0.00303 -0.00158 0.00075 C2 1 0.005948 0.500501 0.134807 11.00000 0.02141 0.02410 = 0.01779 0.00258 -0.00216 0.00058 AFIX 43 H2 2 0.014208 0.363813 0.143320 11.00000 -1.20000 AFIX 0 C3 1 0.108786 0.598901 0.082236 11.00000 0.01991 0.02821 = 0.01010 -0.00114 -0.00453 0.00252 C4 1 0.096771 0.798743 0.071493 11.00000 0.02612 0.03437 = 0.02279 0.00103 0.00169 -0.00236 AFIX 43 H4 2 0.166805 0.866358 0.036284 11.00000 -1.20000 AFIX 0 C5 1 -0.017082 0.899844 0.111983 11.00000 0.03530 0.02053 = 0.02978 -0.00083 0.00371 0.00281 AFIX 43 H5 2 -0.025359 1.036653 0.103874 11.00000 -1.20000 AFIX 0 C6 1 -0.118986 0.803881 0.164141 11.00000 0.02547 0.03678 = 0.02374 -0.00843 0.00204 0.00125 AFIX 43 H6 2 -0.195866 0.874305 0.192739 11.00000 -1.20000 AFIX 0 C7 1 -0.295089 0.346056 0.199224 11.00000 0.01965 0.02535 = 0.02126 0.00294 -0.00017 0.00133 C8 1 -0.400588 0.260186 0.264566 11.00000 0.02358 0.02971 = 0.02021 0.00264 0.00257 -0.00312 AFIX 137 H8A 2 -0.499467 0.246202 0.238040 11.00000 -1.50000 H8B 2 -0.407179 0.346259 0.315431 11.00000 -1.50000 H8C 2 -0.364056 0.131988 0.282923 11.00000 -1.50000 AFIX 0 C9 1 0.291910 0.332618 0.056366 11.00000 0.02310 0.02381 = 0.02162 0.00179 -0.00220 -0.00183 C10 1 0.402997 0.255728 -0.009067 11.00000 0.02384 0.02227 = 0.01988 0.00280 0.00182 0.00295 AFIX 137 H10A 2 0.498338 0.230953 0.020182 11.00000 -1.50000 H10B 2 0.417358 0.352184 -0.055444 11.00000 -1.50000 H10C 2 0.365379 0.134154 -0.034398 11.00000 -1.50000 AFIX 0 N1 3 -0.215853 0.503578 0.226101 11.00000 0.02472 0.02609 = 0.01873 -0.00327 0.00457 0.00078 N2 3 0.222288 0.500606 0.034810 11.00000 0.02190 0.02452 = 0.01710 0.00437 0.00122 0.00027 O1 4 -0.282780 0.275545 0.124816 11.00000 0.02659 0.02858 = 0.01576 -0.00303 0.00285 -0.00671 O2 4 0.269423 0.243679 0.125329 11.00000 0.03020 0.03036 = 0.02298 0.01349 0.00530 0.00705 H1N 2 -0.232209 0.555174 0.276968 11.00000 0.03978 H2N 2 0.244878 0.552100 -0.016706 11.00000 0.05329 HKLF 4 Covalent radii and connectivity table for 2008lsh082 in P2(1)/c C 0.770 H 0.320 N 0.700 O 0.660 C1 - C2 C6 N1 C2 - C1 C3 C3 - C4 C2 N2 C4 - C5 C3 C5 - C6 C4 C6 - C5 C1 C7 - O1 N1 C8 C8 - C7 C9 - O2 N2 C10 C10 - C9 N1 - C7 C1 N2 - C9 C3 O1 - C7 O2 - C9 Operators for generating equivalent atoms: $1 -x, y+1/2, -z+1/2 $2 -x, -y+1, -z 14056 Reflections read, of which 2327 rejected -10 =< h =< 10, -8 =< k =< 8, -18 =< l =< 18, Max. 2-theta = 50.00 0 Systematic absence violations Inconsistent equivalents etc. h k l Fo^2 Sigma(Fo^2) N Esd of mean(Fo^2) -8 1 8 0.96 0.39 5 1.97 0 3 8 0.16 0.02 8 0.12 3 3 8 0.36 0.09 9 0.64 3 Inconsistent equivalents 1662 Unique reflections, of which 0 suppressed R(int) = 0.0945 R(sigma) = 0.0607 Friedel opposites merged Maximum memory for data reduction = 1537 / 16731 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 = 1911 / 172736 wR2 = 0.2412 before cycle 1 for 1662 data and 137 / 137 parameters Summary of restraints applied in cycle 1 ANTIBUMP DFIX DANG SAME/SADI CHIV/Z CHIV/NZ FLAT DELU SIMU ISOR SUMP Number 0. 2. 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 0.010 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 GooF = S = 1.071; Restrained GooF = 1.070 for 2 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.1338 * P )^2 + 0.85 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.19424 0.00141 -0.015 OSF Mean shift/esd = 0.004 Maximum = -0.015 for OSF Max. shift = 0.000 A for H1N Max. dU = 0.000 for H2N Least-squares cycle 2 Maximum vector length = 511 Memory required = 1911 / 172736 wR2 = 0.2412 before cycle 2 for 1662 data and 137 / 137 parameters Summary of restraints applied in cycle 2 ANTIBUMP DFIX DANG SAME/SADI CHIV/Z CHIV/NZ FLAT DELU SIMU ISOR SUMP Number 0. 2. 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 0.010 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 GooF = S = 1.070; Restrained GooF = 1.070 for 2 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.1338 * P )^2 + 0.85 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.19424 0.00141 0.001 OSF Mean shift/esd = 0.002 Maximum = 0.005 for U22 C10 Max. shift = 0.000 A for H1N Max. dU = 0.000 for H1N Least-squares cycle 3 Maximum vector length = 511 Memory required = 1911 / 172736 wR2 = 0.2412 before cycle 3 for 1662 data and 137 / 137 parameters Summary of restraints applied in cycle 3 ANTIBUMP DFIX DANG SAME/SADI CHIV/Z CHIV/NZ FLAT DELU SIMU ISOR SUMP Number 0. 2. 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 0.010 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 GooF = S = 1.071; Restrained GooF = 1.070 for 2 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.1338 * P )^2 + 0.85 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.19424 0.00141 0.000 OSF Mean shift/esd = 0.000 Maximum = 0.001 for tors H10A Max. shift = 0.000 A for H10C Max. dU = 0.000 for H1N Least-squares cycle 4 Maximum vector length = 511 Memory required = 1911 / 172736 wR2 = 0.2412 before cycle 4 for 1662 data and 137 / 137 parameters Summary of restraints applied in cycle 4 ANTIBUMP DFIX DANG SAME/SADI CHIV/Z CHIV/NZ FLAT DELU SIMU ISOR SUMP Number 0. 2. 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 0.010 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 GooF = S = 1.071; Restrained GooF = 1.070 for 2 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.1338 * P )^2 + 0.85 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.19424 0.00141 0.000 OSF Mean shift/esd = 0.000 Maximum = 0.000 for x C10 Max. shift = 0.000 A for H1N Max. dU = 0.000 for H2N Least-squares cycle 5 Maximum vector length = 511 Memory required = 1911 / 172736 wR2 = 0.2412 before cycle 5 for 1662 data and 137 / 137 parameters Summary of restraints applied in cycle 5 ANTIBUMP DFIX DANG SAME/SADI CHIV/Z CHIV/NZ FLAT DELU SIMU ISOR SUMP Number 0. 2. 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 0.010 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 GooF = S = 1.070; Restrained GooF = 1.070 for 2 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.1338 * P )^2 + 0.85 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.19424 0.00141 0.000 OSF Mean shift/esd = 0.000 Maximum = 0.000 for U22 C10 Max. shift = 0.000 A for H2N Max. dU = 0.000 for H2N Least-squares cycle 6 Maximum vector length = 511 Memory required = 1911 / 172736 wR2 = 0.2412 before cycle 6 for 1662 data and 137 / 137 parameters Summary of restraints applied in cycle 6 ANTIBUMP DFIX DANG SAME/SADI CHIV/Z CHIV/NZ FLAT DELU SIMU ISOR SUMP Number 0. 2. 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 0.010 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 GooF = S = 1.070; Restrained GooF = 1.070 for 2 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.1338 * P )^2 + 0.85 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.19424 0.00141 0.000 OSF Mean shift/esd = 0.000 Maximum = 0.000 for y N2 Max. shift = 0.000 A for H1N Max. dU = 0.000 for H2N Largest correlation matrix elements 0.533 z H2N / y H2N -0.530 z H1N / y H1N Idealized hydrogen atom generation before cycle 7 Name x y z AFIX d(X-H) shift Bonded to Conformation determined by H2 0.0142 0.3638 0.1433 43 0.950 0.000 C2 C1 C3 H4 0.1668 0.8664 0.0363 43 0.950 0.000 C4 C5 C3 H5 -0.0254 1.0367 0.1039 43 0.950 0.000 C5 C6 C4 H6 -0.1959 0.8743 0.1927 43 0.950 0.000 C6 C5 C1 H8A -0.4995 0.2462 0.2380 137 0.980 0.000 C8 C7 H8A H8B -0.4072 0.3463 0.3154 137 0.980 0.000 C8 C7 H8A H8C -0.3640 0.1320 0.2829 137 0.980 0.000 C8 C7 H8A H10A 0.4983 0.2309 0.0202 137 0.980 0.000 C10 C9 H10A H10B 0.4174 0.3522 -0.0554 137 0.980 0.000 C10 C9 H10A H10C 0.3654 0.1342 -0.0344 137 0.980 0.000 C10 C9 H10A 2008lsh082 in P2(1)/c ATOM x y z sof U11 U22 U33 U23 U13 U12 Ueq C1 -0.10769 0.60382 0.17422 1.00000 0.01898 0.02639 0.01292 -0.00302 -0.00159 0.00075 0.01943 0.00557 0.00036 0.00053 0.00020 0.00000 0.00182 0.00207 0.00158 0.00135 0.00134 0.00144 0.00084 C2 0.00595 0.50051 0.13481 1.00000 0.02141 0.02411 0.01780 0.00258 -0.00217 0.00058 0.02111 0.00548 0.00036 0.00051 0.00020 0.00000 0.00186 0.00195 0.00179 0.00139 0.00142 0.00151 0.00085 H2 0.01421 0.36382 0.14332 1.00000 0.02533 0.00000 0.00000 C3 0.10879 0.59890 0.08224 1.00000 0.01989 0.02819 0.01011 -0.00114 -0.00452 0.00253 0.01940 0.00552 0.00037 0.00052 0.00019 0.00000 0.00182 0.00204 0.00151 0.00135 0.00133 0.00143 0.00084 C4 0.09677 0.79875 0.07149 1.00000 0.02614 0.03437 0.02277 0.00102 0.00169 -0.00236 0.02776 0.00651 0.00042 0.00061 0.00023 0.00000 0.00210 0.00220 0.00184 0.00158 0.00155 0.00170 0.00091 H4 0.16680 0.86637 0.03628 1.00000 0.03331 0.00000 0.00000 C5 -0.01709 0.89984 0.11198 1.00000 0.03529 0.02054 0.02978 -0.00082 0.00371 0.00280 0.02853 0.00643 0.00042 0.00056 0.00023 0.00000 0.00224 0.00195 0.00191 0.00157 0.00166 0.00167 0.00094 H5 -0.02537 1.03665 0.10388 1.00000 0.03424 0.00000 0.00000 C6 -0.11899 0.80388 0.16414 1.00000 0.02546 0.03679 0.02375 -0.00844 0.00203 0.00126 0.02867 0.00629 0.00042 0.00061 0.00023 0.00000 0.00209 0.00235 0.00187 0.00169 0.00155 0.00175 0.00093 H6 -0.19587 0.87430 0.19274 1.00000 0.03440 0.00000 0.00000 C7 -0.29509 0.34606 0.19922 1.00000 0.01965 0.02535 0.02127 0.00293 -0.00017 0.00135 0.02209 0.00596 0.00038 0.00053 0.00022 0.00000 0.00189 0.00203 0.00181 0.00147 0.00139 0.00150 0.00088 C8 -0.40058 0.26018 0.26457 1.00000 0.02356 0.02969 0.02022 0.00265 0.00257 -0.00312 0.02449 0.00620 0.00041 0.00054 0.00022 0.00000 0.00203 0.00216 0.00180 0.00147 0.00149 0.00151 0.00091 H8A -0.49946 0.24619 0.23804 1.00000 0.03673 0.00000 0.00000 H8B -0.40718 0.34626 0.31543 1.00000 0.03673 0.00000 0.00000 H8C -0.36404 0.13199 0.28292 1.00000 0.03673 0.00000 0.00000 C9 0.29190 0.33262 0.05637 1.00000 0.02310 0.02382 0.02163 0.00180 -0.00221 -0.00183 0.02285 0.00583 0.00039 0.00052 0.00021 0.00000 0.00191 0.00205 0.00185 0.00150 0.00142 0.00155 0.00088 C10 0.40300 0.25573 -0.00906 1.00000 0.02381 0.02230 0.01988 0.00279 0.00182 0.00295 0.02200 0.00608 0.00040 0.00050 0.00022 0.00000 0.00200 0.00201 0.00174 0.00137 0.00149 0.00143 0.00088 H10A 0.49834 0.23095 0.02019 1.00000 0.03300 0.00000 0.00000 H10B 0.41737 0.35219 -0.05544 1.00000 0.03300 0.00000 0.00000 H10C 0.36538 0.13416 -0.03440 1.00000 0.03300 0.00000 0.00000 N1 -0.21585 0.50358 0.22610 1.00000 0.02473 0.02609 0.01872 -0.00327 0.00457 0.00076 0.02318 0.00506 0.00033 0.00044 0.00019 0.00000 0.00170 0.00175 0.00156 0.00124 0.00127 0.00130 0.00078 N2 0.22229 0.50061 0.03481 1.00000 0.02193 0.02451 0.01711 0.00437 0.00123 0.00027 0.02118 0.00488 0.00032 0.00043 0.00018 0.00000 0.00162 0.00167 0.00151 0.00119 0.00122 0.00126 0.00076 O1 -0.28278 0.27555 0.12482 1.00000 0.02658 0.02858 0.01576 -0.00303 0.00285 -0.00671 0.02364 0.00391 0.00028 0.00036 0.00014 0.00000 0.00148 0.00146 0.00131 0.00101 0.00101 0.00108 0.00069 O2 0.26942 0.24368 0.12533 1.00000 0.03021 0.03037 0.02299 0.01350 0.00529 0.00705 0.02785 0.00457 0.00030 0.00036 0.00015 0.00000 0.00156 0.00157 0.00142 0.00107 0.00111 0.00109 0.00074 H1N -0.23226 0.55511 0.27697 1.00000 0.03982 0.06137 0.00474 0.00610 0.00167 0.00000 0.01201 H2N 0.24486 0.55203 -0.01672 1.00000 0.05327 0.08022 0.00512 0.00665 0.00179 0.00000 0.01397 Final Structure Factor Calculation for 2008lsh082 in P2(1)/c Total number of l.s. parameters = 137 Maximum vector length = 511 Memory required = 1774 / 22995 wR2 = 0.2412 before cycle 7 for 1662 data and 0 / 137 parameters Summary of restraints applied in cycle 7 ANTIBUMP DFIX DANG SAME/SADI CHIV/Z CHIV/NZ FLAT DELU SIMU ISOR SUMP Number 0. 2. 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 0.010 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 0.000 GooF = S = 1.070; Restrained GooF = 1.070 for 2 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.1338 * P )^2 + 0.85 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 R1 = 0.0856 for 1118 Fo > 4sig(Fo) and 0.1262 for all 1662 data wR2 = 0.2412, GooF = S = 1.070, Restrained GooF = 1.070 for all data Occupancy sum of asymmetric unit = 14.00 for non-hydrogen and 12.00 for hydrogen atoms Principal mean square atomic displacements U 0.0272 0.0191 0.0120 C1 0.0250 0.0223 0.0159 C2 0.0292 0.0207 0.0083 C3 0.0350 0.0264 0.0218 C4 0.0374 0.0284 0.0198 C5 0.0409 0.0263 0.0188 C6 0.0270 0.0204 0.0188 C7 0.0312 0.0246 0.0176 C8 0.0269 0.0217 0.0199 C9 0.0274 0.0205 0.0180 C10 0.0280 0.0263 0.0153 N1 0.0267 0.0219 0.0150 N2 0.0352 0.0208 0.0149 O1 0.0457 0.0252 0.0127 O2 Analysis of variance for reflections employed in refinement K = Mean[Fo^2] / Mean[Fc^2] for group Fc/Fc(max) 0.000 0.006 0.013 0.019 0.026 0.035 0.045 0.061 0.085 0.130 1.000 Number in group 172. 184. 158. 153. 169. 169. 169. 155. 166. 167. GooF 1.074 1.085 1.020 1.196 1.103 0.958 1.090 1.004 0.980 1.171 K 29.666 2.271 1.205 1.164 0.997 0.999 1.071 0.981 1.014 1.085 Resolution(A) 0.84 0.87 0.91 0.95 1.00 1.06 1.13 1.25 1.43 1.80 inf Number in group 167. 178. 158. 163. 166. 166. 167. 164. 166. 167. GooF 1.101 1.107 1.024 1.082 1.090 1.034 1.034 0.914 1.031 1.248 K 1.176 1.087 1.202 1.058 1.031 1.083 1.073 1.105 1.104 1.042 R1 0.283 0.192 0.196 0.131 0.133 0.107 0.088 0.095 0.082 0.087 Recommended weighting scheme: WGHT 0.1341 0.8458 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 15 21.08 0.75 4.22 0.006 1.00 4 5 9 53.19 16.52 3.83 0.026 0.96 1 2 5 7.32 27.42 3.56 0.033 2.21 2 0 8 95.09 48.94 3.56 0.045 1.76 -1 0 2 -8.35 13.47 3.36 0.023 5.83 9 2 3 -9.51 14.47 3.30 0.024 0.94 5 1 6 51.77 25.67 3.09 0.032 1.43 -4 5 9 29.36 7.11 2.95 0.017 0.97 1 5 14 103.18 47.81 2.93 0.044 0.85 3 7 2 2.48 18.71 2.88 0.028 0.92 -3 2 4 1026.06 694.77 2.85 0.169 1.94 -3 6 4 358.27 232.89 2.80 0.098 1.03 -6 3 9 47.35 88.97 2.76 0.060 1.01 -10 1 1 25.13 73.90 2.75 0.055 0.89 -6 0 14 -16.70 15.94 2.74 0.026 0.88 -3 4 8 17.42 1.66 2.67 0.008 1.18 2 6 1 -2.79 8.85 2.67 0.019 1.11 7 2 9 18.12 1.25 2.66 0.007 0.98 -8 4 8 194.91 121.78 2.65 0.071 0.84 -7 2 4 142.09 90.87 2.58 0.061 1.15 -5 4 7 6.10 22.85 2.56 0.031 1.08 9 3 2 10.05 34.57 2.55 0.038 0.91 1 1 1 1058.36 1559.60 2.53 0.253 5.13 2 1 5 122.70 189.62 2.52 0.088 2.37 -1 6 12 62.09 17.19 2.51 0.027 0.85 5 5 0 20.25 3.45 2.46 0.012 1.09 -6 0 12 30.26 1.04 2.45 0.007 0.97 -4 5 7 13.81 0.06 2.42 0.002 1.03 4 2 0 989.15 713.46 2.39 0.171 1.88 -6 5 8 20.04 1.68 2.38 0.008 0.89 -3 7 5 26.34 3.15 2.33 0.011 0.89 9 0 4 77.51 39.15 2.27 0.040 0.96 -4 4 7 26.57 50.61 2.27 0.045 1.16 4 5 3 10.14 0.01 2.26 0.001 1.14 -5 6 6 26.61 2.11 2.25 0.009 0.90 2 3 9 9.58 24.14 2.24 0.031 1.31 0 1 2 46.00 23.99 2.24 0.031 5.11 4 5 8 24.73 6.43 2.24 0.016 1.00 4 0 0 998.48 727.98 2.23 0.173 2.24 -8 5 4 27.38 1.69 2.23 0.008 0.85 -3 1 16 29.34 12.37 2.23 0.022 0.90 9 1 2 1190.48 869.82 2.23 0.189 0.98 0 1 8 6.88 0.22 2.21 0.003 1.85 1 1 5 12.96 25.42 2.19 0.032 2.67 1 2 6 -6.04 3.97 2.18 0.013 2.00 -1 1 1 324.53 458.18 2.18 0.137 5.14 -2 6 8 210.25 147.37 2.17 0.078 0.96 4 3 2 89.31 59.98 2.14 0.050 1.57 0 0 4 1166.34 866.37 2.13 0.188 3.83 -5 6 8 98.62 55.84 2.13 0.048 0.86 Bond lengths and angles C1 - Distance Angles C2 1.3818 (0.0048) C6 1.3853 (0.0054) 120.91 (0.33) N1 1.4317 (0.0044) 119.84 (0.32) 119.25 (0.31) C1 - C2 C6 C2 - Distance Angles C1 1.3818 (0.0048) C3 1.3996 (0.0048) 119.45 (0.33) H2 0.9500 120.27 120.27 C2 - C1 C3 C3 - Distance Angles C4 1.3856 (0.0053) C2 1.3996 (0.0048) 119.65 (0.33) N2 1.4223 (0.0044) 117.67 (0.32) 122.59 (0.32) C3 - C4 C2 C4 - Distance Angles C5 1.3828 (0.0054) C3 1.3856 (0.0053) 120.05 (0.36) H4 0.9500 119.98 119.98 C4 - C5 C3 C5 - Distance Angles C6 1.3824 (0.0054) C4 1.3828 (0.0054) 120.68 (0.36) H5 0.9500 119.66 119.66 C5 - C6 C4 C6 - Distance Angles C5 1.3824 (0.0054) C1 1.3853 (0.0054) 119.23 (0.35) H6 0.9500 120.38 120.38 C6 - C5 C1 C7 - Distance Angles O1 1.2440 (0.0041) N1 1.3575 (0.0046) 122.73 (0.32) C8 1.4997 (0.0048) 121.09 (0.32) 116.17 (0.30) C7 - O1 N1 C8 - Distance Angles C7 1.4997 (0.0048) 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 1.2374 (0.0041) N2 1.3520 (0.0045) 123.61 (0.33) C10 1.5103 (0.0049) 120.23 (0.32) 116.16 (0.29) C9 - O2 N2 C10 - Distance Angles C9 1.5103 (0.0049) H10A 0.9800 109.47 H10B 0.9800 109.47 109.47 H10C 0.9800 109.47 109.47 109.47 C10 - C9 H10A H10B N1 - Distance Angles C7 1.3575 (0.0046) C1 1.4317 (0.0044) 124.70 (0.28) H1N 0.8689 (0.0188) 120.46 (3.02) 114.75 (3.02) N1 - C7 C1 N2 - Distance Angles C9 1.3520 (0.0045) C3 1.4223 (0.0044) 127.62 (0.28) H2N 0.8888 (0.0192) 116.74 (3.22) 115.48 (3.20) N2 - C9 C3 O1 - Distance Angles C7 1.2440 (0.0041) O1 - O2 - Distance Angles C9 1.2374 (0.0041) O2 - Specified hydrogen bonds (with esds except fixed and riding H) D-H H...A D...A <(DHA) 0.869(19) 2.01(2) 2.852(4) 164(4) N1-H1N...O2_$1 0.889(19) 2.06(2) 2.940(4) 168(5) N2-H2N...O1_$2 Hydrogen bonds with H..A < r(A) + 2.000 Angstroms and 110 deg. D-H d(D-H) d(H..A)