++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ + SHELXTL XLMP CRYSTAL STRUCTURE REFINEMENT - MULTI-CPU VERSION + + Copyright(c) Bruker AXS Inc. 1993-2013 Version 2013/2 + + marc started at 17:11:37 on 10-Jul-2013 + ++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++++ Command line parameters: marc -a50000 -b3000 -c624 -t4 -a sets the approximate maximum number of atoms including hydrogens. -b sets the maximum number of full-matrix parameters (leave unchanged for CGLS). For example -b9000 allows refinement of 1000 anisotropic atoms or 3000 with BLOC 1. For a 32-bit version, -b times the square root of the number of threads should not exceed about 65500. -c sets the reflection buffer size. This depends on the CPU cache size but will rarely need changing. -t sets the number of threads, otherwise the multi-CPU version sets this equal to the number of available CPUs. For optimal performance on systems with hyperthreading, usually the hyperthreading should be switched off or -t used to halve the number of threads; e.g. -t4 rather than -t8 for an Intel i7 processor. Running 4 threads on 4 processors TITL marc in C2/c CELL 0.71073 24.4446 7.2407 17.6572 90.000 101.424 90.000 ZERR 8.00 0.0074 0.0023 0.0054 0.000 0.004 0.000 LATT 7 SYMM -x, y, -z+1/2 SFAC C H O UNIT 136 160 32 V = 3063.34 F(000) = 1232.0 Mu = 0.09 mm-1 Cell Wt = 2306.63 Rho = 1.250 L.S. 10 ACTA 50 BOND $H FMAP 2 PLAN -4 OMIT 2 0 0 OMIT -9 1 2 SIZE 0.440 0.557 0.600 HTAB EQIV $1 -x, -y+1, -z+2 HTAB O4 O3_$1 CONF TEMP -73.000 WGHT 0.070600 1.502100 FVAR 0.15655 O1 3 0.203089 0.558741 0.915318 11.00000 0.02235 0.03864 = 0.05117 -0.00473 0.00917 0.00576 O2 3 0.114873 0.556560 0.848076 11.00000 0.02553 0.02765 = 0.02465 -0.00341 0.00772 0.00037 O3 3 0.064890 0.515418 1.000765 11.00000 0.02650 0.02898 = 0.04486 0.01267 0.01436 -0.00133 O4 3 -0.022554 0.770459 0.927592 11.00000 0.01754 0.03401 = 0.03783 0.00959 0.00684 -0.00056 AFIX 83 H4A 2 -0.028337 0.676840 0.952983 11.00000 -1.50000 AFIX 0 C1 1 0.121210 0.934103 0.931370 11.00000 0.02148 0.02038 = 0.01946 0.00113 0.00571 -0.00133 C2 1 0.132227 0.729225 0.964655 11.00000 0.01717 0.02252 = 0.02002 0.00321 0.00461 -0.00111 C3 1 0.074098 0.659723 0.969448 11.00000 0.02053 0.02373 = 0.02026 -0.00037 0.00709 -0.00206 C4 1 0.033139 0.794577 0.933804 11.00000 0.01757 0.02662 = 0.02032 0.00011 0.00570 0.00056 C5 1 0.057749 0.944529 0.910779 11.00000 0.02210 0.02495 = 0.01972 0.00009 0.00708 0.00217 C6 1 0.119392 0.935609 0.785931 11.00000 0.03508 0.02753 = 0.02633 0.00281 0.01005 0.00028 AFIX 43 H6A 2 0.081375 0.898717 0.777647 11.00000 -1.20000 AFIX 0 C7 1 0.144985 0.957305 0.722848 11.00000 0.05394 0.04096 = 0.02535 0.00687 0.01459 0.00853 AFIX 43 H7A 2 0.124502 0.934633 0.672113 11.00000 -1.20000 AFIX 0 C8 1 0.200154 1.011778 0.733826 11.00000 0.04968 0.05320 = 0.03897 0.02062 0.02939 0.01730 AFIX 43 H8A 2 0.217724 1.027238 0.690831 11.00000 -1.20000 AFIX 0 C9 1 0.229539 1.043565 0.807954 11.00000 0.02972 0.05722 = 0.04656 0.02155 0.01957 0.00883 AFIX 43 H9A 2 0.267543 1.080444 0.815822 11.00000 -1.20000 AFIX 0 C10 1 0.204019 1.022092 0.871159 11.00000 0.02471 0.03805 = 0.03418 0.01203 0.01035 0.00379 AFIX 43 H10 2 0.224704 1.045273 0.921736 11.00000 -1.20000 AFIX 0 C11 1 0.148401 0.966909 0.861070 11.00000 0.02551 0.01993 = 0.02468 0.00492 0.01070 0.00289 C12 1 0.141005 1.081703 0.993728 11.00000 0.03428 0.02827 = 0.02988 -0.00699 0.00903 -0.00587 AFIX 137 H12A 2 0.134460 1.204938 0.970774 11.00000 -1.50000 H12B 2 0.180953 1.065472 1.014559 11.00000 -1.50000 H12C 2 0.120183 1.068506 1.035482 11.00000 -1.50000 AFIX 0 C13 1 0.155110 0.605495 0.907705 11.00000 0.02092 0.01897 = 0.02779 0.00456 0.00717 -0.00170 C14 1 0.133029 0.462585 0.784372 11.00000 0.04657 0.03105 = 0.03180 -0.00565 0.01773 0.00352 AFIX 23 H14A 2 0.147586 0.338273 0.800804 11.00000 -1.20000 H14B 2 0.163075 0.533888 0.767584 11.00000 -1.20000 AFIX 0 C15 1 0.083540 0.447039 0.719479 11.00000 0.06443 0.04407 = 0.02950 -0.00768 0.00885 -0.00286 AFIX 137 H15A 2 0.054167 0.375737 0.736658 11.00000 -1.50000 H15B 2 0.094535 0.384410 0.675608 11.00000 -1.50000 H15C 2 0.069514 0.570792 0.703679 11.00000 -1.50000 AFIX 0 C16 1 0.170655 0.712094 1.044046 11.00000 0.02678 0.03775 = 0.02490 0.00603 -0.00156 -0.00289 AFIX 137 H16A 2 0.155319 0.784338 1.081908 11.00000 -1.50000 H16B 2 0.207829 0.758868 1.041278 11.00000 -1.50000 H16C 2 0.173431 0.582104 1.059801 11.00000 -1.50000 AFIX 0 C17 1 0.026821 1.112982 0.876242 11.00000 0.03260 0.02898 = 0.03769 0.00783 0.00951 0.00724 AFIX 137 H17A 2 -0.012921 1.083690 0.860065 11.00000 -1.50000 H17B 2 0.041678 1.153241 0.831312 11.00000 -1.50000 H17C 2 0.031492 1.212107 0.914778 11.00000 -1.50000 AFIX 0 HKLF 4 1 1 0 0 0 1 0 0 0 1 Covalent radii and connectivity table for marc in C2/c C 0.770 H 0.320 O 0.660 O1 - C13 O2 - C13 C14 O3 - C3 O4 - C4 C1 - C5 C11 C12 C2 C2 - C3 C16 C13 C1 C3 - O3 C4 C2 C4 - C5 O4 C3 C5 - C4 C17 C1 C6 - C7 C11 C7 - C8 C6 C8 - C7 C9 C9 - C8 C10 C10 - C9 C11 C11 - C6 C10 C1 C12 - C1 C13 - O1 O2 C2 C14 - O2 C15 C15 - C14 C16 - C2 C17 - C5 Operators for generating equivalent atoms: $1 -x, -y+1, -z+2 10106 Reflections read, of which 396 rejected -29 =< h =< 31, -9 =< k =< 9, -22 =< l =< 23, Max. 2-theta = 55.30 0 Systematic absence violations 0 Inconsistent equivalents 3528 Unique reflections, of which 0 suppressed R(int) = 0.0254 R(sigma) = 0.0296 Friedel opposites merged Maximum memory for data reduction = 2686 / 42242 Number of data for d > 0.766A (CIF: max) and d > 0.841A (CIF: full) (ignoring systematic absences): Unique reflections found (point group) 3528 2690 Unique reflections possible (point group) 3579 2709 Unique reflections found (Laue group) 3528 2690 Unique reflections possible (Laue group) 3579 2709 Default effective X-H and X-D distances for T = -73.0C 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 = 623 Memory required = 3246 / 287816 wR2 = 0.1283 before cycle 1 for 3528 data and 194 / 194 parameters GooF = S = 1.039; Restrained GooF = 1.039 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0706 * P )^2 + 1.50 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.15655 0.00036 0.013 OSF Mean shift/esd = 0.003 Maximum = 0.013 for OSF Max. shift = 0.000 A for H17C Max. dU = 0.000 for C5 Least-squares cycle 2 Maximum vector length = 623 Memory required = 3246 / 287816 wR2 = 0.1283 before cycle 2 for 3528 data and 194 / 194 parameters GooF = S = 1.039; Restrained GooF = 1.039 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0706 * P )^2 + 1.50 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.15655 0.00036 0.000 OSF Mean shift/esd = 0.001 Maximum = -0.011 for tors H17A Max. shift = 0.000 A for H17C Max. dU = 0.000 for C5 Least-squares cycle 3 Maximum vector length = 623 Memory required = 3246 / 287816 wR2 = 0.1283 before cycle 3 for 3528 data and 194 / 194 parameters GooF = S = 1.039; Restrained GooF = 1.039 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0706 * P )^2 + 1.50 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.15655 0.00036 0.000 OSF Mean shift/esd = 0.000 Maximum = -0.010 for tors H17A Max. shift = 0.000 A for H17A Max. dU = 0.000 for C8 Least-squares cycle 4 Maximum vector length = 623 Memory required = 3246 / 287816 wR2 = 0.1283 before cycle 4 for 3528 data and 194 / 194 parameters GooF = S = 1.039; Restrained GooF = 1.039 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0706 * P )^2 + 1.50 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.15655 0.00036 0.000 OSF Mean shift/esd = 0.000 Maximum = -0.009 for tors H17A Max. shift = 0.000 A for H17B Max. dU = 0.000 for C7 Least-squares cycle 5 Maximum vector length = 623 Memory required = 3246 / 287816 wR2 = 0.1283 before cycle 5 for 3528 data and 194 / 194 parameters GooF = S = 1.039; Restrained GooF = 1.039 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0706 * P )^2 + 1.50 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.15655 0.00036 0.000 OSF Mean shift/esd = 0.000 Maximum = -0.008 for tors H17A Max. shift = 0.000 A for H17B Max. dU = 0.000 for C8 Least-squares cycle 6 Maximum vector length = 623 Memory required = 3246 / 287816 wR2 = 0.1283 before cycle 6 for 3528 data and 194 / 194 parameters GooF = S = 1.039; Restrained GooF = 1.039 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0706 * P )^2 + 1.50 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.15655 0.00036 0.000 OSF Mean shift/esd = 0.000 Maximum = -0.007 for tors H17A Max. shift = 0.000 A for H17A Max. dU = 0.000 for C8 Least-squares cycle 7 Maximum vector length = 623 Memory required = 3246 / 287816 wR2 = 0.1283 before cycle 7 for 3528 data and 194 / 194 parameters GooF = S = 1.039; Restrained GooF = 1.039 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0706 * P )^2 + 1.50 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.15655 0.00036 0.000 OSF Mean shift/esd = 0.000 Maximum = -0.007 for tors H17A Max. shift = 0.000 A for H17A Max. dU = 0.000 for C8 Least-squares cycle 8 Maximum vector length = 623 Memory required = 3246 / 287816 wR2 = 0.1283 before cycle 8 for 3528 data and 194 / 194 parameters GooF = S = 1.039; Restrained GooF = 1.039 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0706 * P )^2 + 1.50 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.15655 0.00036 0.000 OSF Mean shift/esd = 0.000 Maximum = -0.006 for tors H17A Max. shift = 0.000 A for H17A Max. dU = 0.000 for C8 Least-squares cycle 9 Maximum vector length = 623 Memory required = 3246 / 287816 wR2 = 0.1283 before cycle 9 for 3528 data and 194 / 194 parameters GooF = S = 1.039; Restrained GooF = 1.039 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0706 * P )^2 + 1.50 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.15655 0.00036 0.000 OSF Mean shift/esd = 0.000 Maximum = -0.005 for tors H17A Max. shift = 0.000 A for H17B Max. dU = 0.000 for C8 Least-squares cycle 10 Maximum vector length = 623 Memory required = 3246 / 287816 wR2 = 0.1283 before cycle 10 for 3528 data and 194 / 194 parameters GooF = S = 1.039; Restrained GooF = 1.039 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0706 * P )^2 + 1.50 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 N value esd shift/esd parameter 1 0.15655 0.00036 0.000 OSF Mean shift/esd = 0.000 Maximum = -0.005 for tors H17A Max. shift = 0.000 A for H17B Max. dU = 0.000 for C8 No correlation matrix elements larger than 0.500 Idealized hydrogen atom generation before cycle 11 Name x y z AFIX d(X-H) shift Bonded to Conformation determined by H4A -0.0283 0.6768 0.9530 83 0.840 0.000 O4 C4 H4A H6A 0.0814 0.8987 0.7776 43 0.950 0.000 C6 C7 C11 H7A 0.1245 0.9346 0.6721 43 0.950 0.000 C7 C8 C6 H8A 0.2177 1.0272 0.6908 43 0.950 0.000 C8 C7 C9 H9A 0.2675 1.0804 0.8158 43 0.950 0.000 C9 C8 C10 H10 0.2247 1.0453 0.9217 43 0.950 0.000 C10 C9 C11 H12A 0.1345 1.2049 0.9708 137 0.980 0.000 C12 C1 H12A H12B 0.1810 1.0655 1.0146 137 0.980 0.000 C12 C1 H12A H12C 0.1202 1.0685 1.0355 137 0.980 0.000 C12 C1 H12A H14A 0.1476 0.3383 0.8008 23 0.990 0.000 C14 O2 C15 H14B 0.1631 0.5339 0.7676 23 0.990 0.000 C14 O2 C15 H15A 0.0542 0.3757 0.7367 137 0.980 0.000 C15 C14 H15A H15B 0.0945 0.3844 0.6756 137 0.980 0.000 C15 C14 H15A H15C 0.0695 0.5708 0.7037 137 0.980 0.000 C15 C14 H15A H16A 0.1553 0.7843 1.0819 137 0.980 0.000 C16 C2 H16A H16B 0.2078 0.7589 1.0413 137 0.980 0.000 C16 C2 H16A H16C 0.1734 0.5821 1.0598 137 0.980 0.000 C16 C2 H16A H17A -0.0129 1.0837 0.8600 137 0.980 0.000 C17 C5 H17A H17B 0.0417 1.1533 0.8313 137 0.980 0.000 C17 C5 H17A H17C 0.0315 1.2121 0.9148 137 0.980 0.000 C17 C5 H17A marc in C2/c ATOM x y z sof U11 U22 U33 U23 U13 U12 Ueq O1 0.20309 0.55874 0.91532 1.00000 0.02235 0.03864 0.05117 -0.00473 0.00917 0.00576 0.03713 0.00207 0.00004 0.00015 0.00007 0.00000 0.00051 0.00061 0.00072 0.00050 0.00047 0.00042 0.00028 O2 0.11487 0.55656 0.84808 1.00000 0.02553 0.02765 0.02465 -0.00341 0.00772 0.00038 0.02557 0.00175 0.00004 0.00013 0.00005 0.00000 0.00049 0.00050 0.00051 0.00038 0.00039 0.00037 0.00023 O3 0.06489 0.51542 1.00077 1.00000 0.02650 0.02898 0.04486 0.01267 0.01436 -0.00133 0.03244 0.00203 0.00004 0.00014 0.00006 0.00000 0.00051 0.00052 0.00065 0.00046 0.00047 0.00040 0.00026 O4 -0.02255 0.77046 0.92759 1.00000 0.01754 0.03401 0.03783 0.00959 0.00684 -0.00056 0.02961 0.00185 0.00004 0.00014 0.00006 0.00000 0.00046 0.00054 0.00060 0.00044 0.00041 0.00038 0.00025 H4A -0.02834 0.67684 0.95298 1.00000 0.04441 0.00000 0.00000 C1 0.12121 0.93410 0.93137 1.00000 0.02148 0.02038 0.01946 0.00113 0.00571 -0.00133 0.02021 0.00234 0.00005 0.00017 0.00007 0.00000 0.00061 0.00060 0.00063 0.00048 0.00049 0.00046 0.00027 C2 0.13223 0.72922 0.96465 1.00000 0.01717 0.02252 0.02002 0.00321 0.00461 -0.00111 0.01977 0.00231 0.00005 0.00017 0.00007 0.00000 0.00057 0.00059 0.00063 0.00048 0.00047 0.00045 0.00027 C3 0.07410 0.65972 0.96945 1.00000 0.02053 0.02373 0.02026 -0.00037 0.00709 -0.00206 0.02109 0.00235 0.00005 0.00018 0.00007 0.00000 0.00060 0.00061 0.00063 0.00049 0.00049 0.00047 0.00027 C4 0.03314 0.79458 0.93380 1.00000 0.01757 0.02661 0.02032 0.00011 0.00570 0.00056 0.02123 0.00237 0.00005 0.00018 0.00007 0.00000 0.00057 0.00063 0.00063 0.00050 0.00048 0.00047 0.00027 C5 0.05775 0.94453 0.91078 1.00000 0.02210 0.02494 0.01971 0.00009 0.00708 0.00217 0.02185 0.00246 0.00005 0.00018 0.00008 0.00000 0.00062 0.00063 0.00063 0.00049 0.00050 0.00048 0.00028 C6 0.11939 0.93561 0.78593 1.00000 0.03508 0.02753 0.02633 0.00281 0.01005 0.00028 0.02910 0.00280 0.00006 0.00019 0.00008 0.00000 0.00077 0.00070 0.00074 0.00055 0.00061 0.00056 0.00032 H6A 0.08138 0.89872 0.77765 1.00000 0.03492 0.00000 0.00000 C7 0.14499 0.95730 0.72285 1.00000 0.05394 0.04096 0.02535 0.00687 0.01459 0.00853 0.03916 0.00350 0.00008 0.00023 0.00010 0.00000 0.00102 0.00087 0.00076 0.00065 0.00071 0.00074 0.00039 H7A 0.12450 0.93463 0.67211 1.00000 0.04699 0.00000 0.00000 C8 0.20015 1.01178 0.73383 1.00000 0.04968 0.05320 0.03897 0.02062 0.02939 0.01730 0.04445 0.00393 0.00008 0.00026 0.00010 0.00000 0.00102 0.00102 0.00094 0.00079 0.00083 0.00081 0.00045 H8A 0.21772 1.02724 0.69083 1.00000 0.05334 0.00000 0.00000 C9 0.22954 1.04356 0.80795 1.00000 0.02972 0.05722 0.04656 0.02155 0.01957 0.00883 0.04285 0.00379 0.00007 0.00026 0.00011 0.00000 0.00078 0.00105 0.00101 0.00081 0.00073 0.00070 0.00043 H9A 0.26754 1.08044 0.81582 1.00000 0.05142 0.00000 0.00000 C10 0.20402 1.02209 0.87116 1.00000 0.02471 0.03805 0.03418 0.01203 0.01035 0.00379 0.03169 0.00311 0.00006 0.00022 0.00009 0.00000 0.00070 0.00079 0.00081 0.00064 0.00061 0.00058 0.00034 H10 0.22470 1.04527 0.92174 1.00000 0.03803 0.00000 0.00000 C11 0.14840 0.96691 0.86107 1.00000 0.02551 0.01993 0.02468 0.00492 0.01070 0.00289 0.02259 0.00260 0.00006 0.00017 0.00008 0.00000 0.00065 0.00059 0.00067 0.00050 0.00054 0.00048 0.00028 C12 0.14100 1.08170 0.99373 1.00000 0.03428 0.02827 0.02988 -0.00699 0.00903 -0.00587 0.03044 0.00261 0.00006 0.00020 0.00009 0.00000 0.00076 0.00070 0.00077 0.00058 0.00062 0.00058 0.00033 H12A 0.13446 1.20494 0.97077 1.00000 0.04566 0.00000 0.00000 H12B 0.18095 1.06547 1.01456 1.00000 0.04566 0.00000 0.00000 H12C 0.12018 1.06850 1.03548 1.00000 0.04566 0.00000 0.00000 C13 0.15511 0.60549 0.90770 1.00000 0.02092 0.01897 0.02779 0.00456 0.00717 -0.00170 0.02224 0.00246 0.00005 0.00017 0.00008 0.00000 0.00060 0.00057 0.00069 0.00051 0.00052 0.00046 0.00028 C14 0.13303 0.46259 0.78437 1.00000 0.04657 0.03105 0.03180 -0.00565 0.01773 0.00352 0.03510 0.00306 0.00007 0.00022 0.00009 0.00000 0.00090 0.00076 0.00082 0.00061 0.00070 0.00064 0.00036 H14A 0.14759 0.33827 0.80080 1.00000 0.04212 0.00000 0.00000 H14B 0.16308 0.53389 0.76758 1.00000 0.04212 0.00000 0.00000 C15 0.08354 0.44704 0.71948 1.00000 0.06443 0.04407 0.02950 -0.00768 0.00886 -0.00286 0.04606 0.00329 0.00009 0.00025 0.00010 0.00000 0.00119 0.00096 0.00086 0.00071 0.00081 0.00082 0.00044 H15A 0.05417 0.37574 0.73666 1.00000 0.06909 0.00000 0.00000 H15B 0.09453 0.38441 0.67561 1.00000 0.06909 0.00000 0.00000 H15C 0.06951 0.57079 0.70368 1.00000 0.06909 0.00000 0.00000 C16 0.17066 0.71209 1.04405 1.00000 0.02678 0.03775 0.02490 0.00603 -0.00156 -0.00289 0.03073 0.00266 0.00006 0.00022 0.00008 0.00000 0.00069 0.00078 0.00073 0.00059 0.00056 0.00058 0.00033 H16A 0.15532 0.78434 1.08191 1.00000 0.04609 0.00000 0.00000 H16B 0.20783 0.75887 1.04128 1.00000 0.04609 0.00000 0.00000 H16C 0.17343 0.58210 1.05980 1.00000 0.04609 0.00000 0.00000 C17 0.02682 1.11298 0.87624 1.00000 0.03260 0.02898 0.03769 0.00783 0.00951 0.00724 0.03274 0.00308 0.00006 0.00021 0.00009 0.00000 0.00075 0.00072 0.00085 0.00062 0.00064 0.00059 0.00034 H17A -0.01292 1.08366 0.86002 1.00000 0.04911 0.00000 0.00000 H17B 0.04170 1.15331 0.83134 1.00000 0.04911 0.00000 0.00000 H17C 0.03146 1.21207 0.91479 1.00000 0.04911 0.00000 0.00000 Final Structure Factor Calculation for marc in C2/c Total number of l.s. parameters = 194 Maximum vector length = 623 Memory required = 3052 / 26789 wR2 = 0.1283 before cycle 11 for 3528 data and 0 / 194 parameters GooF = S = 1.039; Restrained GooF = 1.039 for 0 restraints Weight = 1 / [ sigma^2(Fo^2) + ( 0.0706 * P )^2 + 1.50 * P ] where P = ( Max ( Fo^2, 0 ) + 2 * Fc^2 ) / 3 R1 = 0.0451 for 2872 Fo > 4sig(Fo) and 0.0551 for all 3528 data wR2 = 0.1283, GooF = S = 1.039, Restrained GooF = 1.039 for all data Occupancy sum of asymmetric unit = 21.00 for non-hydrogen and 20.00 for H and D atoms Principal mean square atomic displacements U 0.0531 0.0391 0.0192 O1 0.0300 0.0265 0.0202 O2 0.0522 0.0287 0.0164 O3 0.0459 0.0264 0.0166 O4 0.0225 0.0211 0.0171 C1 0.0249 0.0189 0.0156 C2 0.0251 0.0218 0.0163 C3 0.0267 0.0210 0.0161 C4 0.0263 0.0225 0.0168 C5 0.0361 0.0288 0.0224 C6 0.0591 0.0373 0.0211 C7 0.0823 0.0344 0.0166 C8 0.0761 0.0326 0.0198 C9 0.0488 0.0251 0.0212 C10 0.0320 0.0195 0.0162 C11 0.0403 0.0292 0.0219 C12 0.0298 0.0219 0.0151 C13 0.0500 0.0357 0.0196 C14 0.0651 0.0470 0.0261 C15 0.0433 0.0291 0.0198 C16 0.0442 0.0316 0.0224 C17 0 atoms may be split and 0 atoms NPD Analysis of variance for reflections employed in refinement K = Mean[Fo^2] / Mean[Fc^2] for group Fc/Fc(max) 0.000 0.012 0.024 0.037 0.051 0.066 0.086 0.109 0.143 0.209 1.000 Number in group 358. 357. 352. 351. 349. 350. 353. 356. 349. 353. GooF 0.838 1.010 1.020 1.106 1.115 1.096 1.110 1.019 1.110 0.930 K 1.262 1.112 0.990 1.027 1.016 1.017 1.015 1.013 0.997 1.026 Resolution(A) 0.77 0.79 0.83 0.87 0.91 0.97 1.04 1.15 1.32 1.64 inf Number in group 356. 362. 348. 352. 352. 349. 359. 344. 353. 353. GooF 0.956 0.894 0.859 0.850 0.893 0.907 0.977 1.100 1.234 1.521 K 1.105 1.059 1.042 1.015 0.983 0.972 0.973 0.978 1.017 1.042 R1 0.116 0.102 0.083 0.072 0.066 0.051 0.041 0.043 0.041 0.040 Recommended weighting scheme: WGHT 0.0668 1.6567 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) -11 1 5 155.94 72.44 5.41 0.043 1.96 -8 0 8 2581.10 1743.64 5.22 0.212 1.95 -10 0 8 475.52 284.47 5.19 0.085 1.79 -9 1 8 1550.49 1067.56 4.83 0.166 1.81 -8 0 4 48.00 12.14 4.64 0.018 2.73 4 2 8 213.09 129.88 4.05 0.058 1.69 -3 3 2 125.78 66.72 4.00 0.041 2.26 10 0 6 540.49 369.35 3.96 0.097 1.69 -11 3 1 82.34 150.30 3.94 0.062 1.63 4 2 4 223.54 349.10 3.94 0.095 2.41 2 2 6 235.78 349.27 3.56 0.095 2.16 -6 0 6 32.24 9.37 3.51 0.016 2.59 9 1 8 169.90 260.53 3.44 0.082 1.50 -5 1 7 821.27 615.21 3.44 0.126 2.28 11 3 0 83.38 41.76 3.39 0.033 1.62 -19 1 1 48.12 91.19 3.25 0.048 1.26 8 2 1 237.70 338.80 3.21 0.093 2.24 -12 0 22 510.01 318.24 3.14 0.090 0.79 3 1 10 17.99 48.84 3.12 0.035 1.59 -7 5 7 634.03 843.53 3.11 0.147 1.21 23 3 10 356.86 227.72 3.11 0.076 0.78 -9 1 9 88.53 141.72 3.09 0.060 1.68 -13 1 3 680.50 519.87 3.09 0.116 1.81 -9 1 5 19.74 45.35 3.08 0.034 2.23 -17 1 7 179.72 120.11 3.07 0.056 1.32 -12 0 10 48.19 19.83 3.02 0.023 1.46 -29 1 2 43.28 7.56 3.01 0.014 0.83 -20 0 6 186.84 274.82 3.00 0.084 1.19 -3 3 5 340.38 248.94 2.99 0.080 1.97 -15 1 14 93.12 149.05 2.96 0.062 1.08 8 2 9 77.67 43.64 2.93 0.033 1.38 8 0 14 849.48 1134.94 2.92 0.171 1.07 -5 1 14 472.82 347.41 2.91 0.094 1.24 -2 2 4 1492.33 1191.84 2.89 0.175 2.78 -3 3 8 31.64 12.23 2.87 0.018 1.63 -17 1 1 193.53 135.49 2.80 0.059 1.40 15 1 0 211.54 292.06 2.79 0.087 1.56 -5 3 9 1043.46 830.48 2.79 0.146 1.50 2 4 1 1205.11 1514.84 2.75 0.197 1.77 -6 2 11 56.23 30.72 2.72 0.028 1.44 1 1 2 95.74 141.27 2.70 0.060 5.26 -3 1 7 1033.53 1298.71 2.68 0.183 2.37 -13 1 5 263.81 352.20 2.68 0.095 1.73 -5 5 3 408.55 312.22 2.68 0.090 1.37 -12 2 4 104.66 65.60 2.67 0.041 1.73 -13 3 10 90.91 53.04 2.66 0.037 1.22 -14 8 1 403.19 547.79 2.65 0.119 0.80 -10 2 1 416.73 321.44 2.65 0.091 2.02 -20 0 4 289.26 388.43 2.63 0.100 1.22 -11 3 15 70.99 130.69 2.62 0.058 1.01 Bond lengths and angles O1 - Distance Angles C13 1.2024 (0.0017) O1 - O2 - Distance Angles C13 1.3384 (0.0016) C14 1.4571 (0.0018) 116.24 (0.11) O2 - C13 O3 - Distance Angles C3 1.2237 (0.0017) O3 - O4 - Distance Angles C4 1.3553 (0.0016) H4A 0.8400 109.47 O4 - C4 C1 - Distance Angles C5 1.5235 (0.0018) C11 1.5381 (0.0018) 112.46 (0.11) C12 1.5419 (0.0019) 107.26 (0.11) 110.16 (0.11) C2 1.5987 (0.0018) 102.89 (0.10) 111.82 (0.10) 111.99 (0.11) C1 - C5 C11 C12 C2 - Distance Angles C3 1.5255 (0.0017) C16 1.5301 (0.0018) 109.39 (0.11) C13 1.5328 (0.0019) 107.97 (0.10) 108.43 (0.11) C1 1.5987 (0.0018) 103.62 (0.10) 116.11 (0.11) 110.98 (0.10) C2 - C3 C16 C13 C3 - Distance Angles O3 1.2237 (0.0016) C4 1.4500 (0.0018) 126.74 (0.12) C2 1.5255 (0.0017) 124.30 (0.12) 108.93 (0.11) C3 - O3 C4 C4 - Distance Angles C5 1.3427 (0.0018) O4 1.3553 (0.0016) 125.65 (0.12) C3 1.4500 (0.0018) 111.33 (0.11) 122.99 (0.12) C4 - C5 O4 C5 - Distance Angles C4 1.3427 (0.0018) C17 1.4995 (0.0019) 124.11 (0.12) C1 1.5235 (0.0018) 112.57 (0.11) 123.02 (0.12) C5 - C4 C17 C6 - Distance Angles C7 1.3903 (0.0022) C11 1.3935 (0.0021) 121.30 (0.15) H6A 0.9500 119.35 119.35 C6 - C7 C11 C7 - Distance Angles C8 1.3814 (0.0027) C6 1.3903 (0.0022) 120.10 (0.16) H7A 0.9500 119.95 119.95 C7 - C8 C6 C8 - Distance Angles C7 1.3814 (0.0027) C9 1.3819 (0.0027) 119.36 (0.15) H8A 0.9500 120.32 120.32 C8 - C7 C9 C9 - Distance Angles C8 1.3819 (0.0027) C10 1.3909 (0.0022) 120.65 (0.16) H9A 0.9500 119.68 119.68 C9 - C8 C10 C10 - Distance Angles C9 1.3909 (0.0022) C11 1.3942 (0.0020) 120.70 (0.15) H10 0.9500 119.65 119.65 C10 - C9 C11 C11 - Distance Angles C6 1.3935 (0.0021) C10 1.3942 (0.0020) 117.89 (0.13) C1 1.5381 (0.0018) 121.57 (0.12) 120.50 (0.12) C11 - C6 C10 C12 - Distance Angles C1 1.5419 (0.0019) H12A 0.9800 109.47 H12B 0.9800 109.47 109.47 H12C 0.9800 109.47 109.47 109.47 C12 - C1 H12A H12B C13 - Distance Angles O1 1.2024 (0.0017) O2 1.3384 (0.0016) 124.19 (0.13) C2 1.5328 (0.0019) 124.46 (0.13) 111.35 (0.11) C13 - O1 O2 C14 - Distance Angles O2 1.4571 (0.0018) C15 1.4966 (0.0025) 107.61 (0.14) H14A 0.9900 110.19 110.19 H14B 0.9900 110.19 110.19 108.48 C14 - O2 C15 H14A C15 - Distance Angles C14 1.4966 (0.0025) H15A 0.9800 109.47 H15B 0.9800 109.47 109.47 H15C 0.9800 109.47 109.47 109.47 C15 - C14 H15A H15B C16 - Distance Angles C2 1.5301 (0.0018) H16A 0.9800 109.47 H16B 0.9800 109.47 109.47 H16C 0.9800 109.47 109.47 109.47 C16 - C2 H16A H16B C17 - Distance Angles C5 1.4995 (0.0019) H17A 0.9800 109.47 H17B 0.9800 109.47 109.47 H17C 0.9800 109.47 109.47 109.47 C17 - C5 H17A H17B Selected torsion angles -7.79 ( 0.12) C5 - C1 - C2 - C3 -128.72 ( 0.11) C11 - C1 - C2 - C3 107.09 ( 0.12) C12 - C1 - C2 - C3 -127.74 ( 0.12) C5 - C1 - C2 - C16 111.33 ( 0.13) C11 - C1 - C2 - C16 -12.86 ( 0.15) C12 - C1 - C2 - C16 107.86 ( 0.11) C5 - C1 - C2 - C13 -13.06 ( 0.14) C11 - C1 - C2 - C13 -137.26 ( 0.11) C12 - C1 - C2 - C13 -46.57 ( 0.18) C16 - C2 - C3 - O3 71.24 ( 0.16) C13 - C2 - C3 - O3 -171.00 ( 0.13) C1 - C2 - C3 - O3 131.43 ( 0.12) C16 - C2 - C3 - C4 -110.77 ( 0.12) C13 - C2 - C3 - C4 7.00 ( 0.13) C1 - C2 - C3 - C4 174.64 ( 0.13) O3 - C3 - C4 - C5 -3.29 ( 0.15) C2 - C3 - C4 - C5 -3.48 ( 0.22) O3 - C3 - C4 - O4 178.59 ( 0.11) C2 - C3 - C4 - O4 1.90 ( 0.22) O4 - C4 - C5 - C17 -176.16 ( 0.13) C3 - C4 - C5 - C17 175.74 ( 0.12) O4 - C4 - C5 - C1 -2.32 ( 0.16) C3 - C4 - C5 - C1 127.01 ( 0.12) C11 - C1 - C5 - C4 -111.72 ( 0.13) C12 - C1 - C5 - C4 6.53 ( 0.14) C2 - C1 - C5 - C4 -59.06 ( 0.16) C11 - C1 - C5 - C17 62.20 ( 0.16) C12 - C1 - C5 - C17 -179.55 ( 0.12) C2 - C1 - C5 - C17 -0.33 ( 0.23) C11 - C6 - C7 - C8 0.27 ( 0.25) C6 - C7 - C8 - C9 -0.32 ( 0.27) C7 - C8 - C9 - C10 0.42 ( 0.26) C8 - C9 - C10 - C11 0.42 ( 0.21) C7 - C6 - C11 - C10 -176.99 ( 0.13) C7 - C6 - C11 - C1 -0.47 ( 0.22) C9 - C10 - C11 - C6 176.97 ( 0.14) C9 - C10 - C11 - C1 -23.64 ( 0.17) C5 - C1 - C11 - C6 -143.24 ( 0.13) C12 - C1 - C11 - C6 91.55 ( 0.14) C2 - C1 - C11 - C6 159.01 ( 0.12) C5 - C1 - C11 - C10 39.42 ( 0.17) C12 - C1 - C11 - C10 -85.79 ( 0.15) C2 - C1 - C11 - C10 -8.78 ( 0.19) C14 - O2 - C13 - O1 170.95 ( 0.11) C14 - O2 - C13 - C2 -142.83 ( 0.13) C3 - C2 - C13 - O1 -24.41 ( 0.17) C16 - C2 - C13 - O1 104.24 ( 0.15) C1 - C2 - C13 - O1 37.44 ( 0.14) C3 - C2 - C13 - O2 155.86 ( 0.11) C16 - C2 - C13 - O2 -75.49 ( 0.13) C1 - C2 - C13 - O2 -171.29 ( 0.12) C13 - O2 - C14 - C15 Specified hydrogen bonds (with esds except fixed and riding H) D-H H...A D...A <(DHA) 0.84 1.92 2.7340(15) 162.4 O4-H4A...O3_$1 Hydrogen bonds with H..A < r(A) + 2.000 Angstroms and 110 deg. Appropriate HTAB instructions appended to .res file for future use. D-H d(D-H) d(H..A)