#------------------------------------------------------------------------------ #$Date: 2017-12-22 04:11:01 +0200 (Fri, 22 Dec 2017) $ #$Revision: 204468 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/54/85/1548533.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_1548533 loop_ _publ_author_name 'Joost, Maximilian' 'Transue, Wesley J.' 'Cummins, Christopher' _publ_section_title ; Diazomethane umpolung atop anthracene: An electrophilic methylene transfer reagent ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/C7SC04506A _journal_year 2017 _chemical_formula_sum 'C27 H41 O2 W0.5' _chemical_formula_weight 489.52 _chemical_properties_physical Air-sensitive,Moisture-sensitive,Oxygen-sensitive _space_group_crystal_system orthorhombic _space_group_IT_number 18 _space_group_name_Hall 'P 2 2ab' _space_group_name_H-M_alt 'P 21 21 2' _symmetry_space_group_name_Hall 'P 2 2ab' _symmetry_space_group_name_H-M 'P 21 21 2' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-2014/7 _audit_update_record ; 2017-10-16 deposited with the CCDC. 2017-12-21 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 15.0937(12) _cell_length_b 17.6924(14) _cell_length_c 9.6626(8) _cell_measurement_reflns_used 9834 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 28.90 _cell_measurement_theta_min 2.30 _cell_volume 2580.3(4) _computing_cell_refinement 'SAINT 7.46A (Bruker-AXS, 2011)' _computing_data_collection 'APEX2 v2011.4.0 (Bruker-AXS, 2011)' _computing_data_reduction 'SAINT 7.46A (Bruker-AXS, 2011)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _diffrn_ambient_temperature 296(2) _diffrn_detector_area_resol_mean 8.3 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type 'Bruker Smart APEX2 CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0463 _diffrn_reflns_av_unetI/netI 0.0266 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.999 _diffrn_reflns_limit_h_max 23 _diffrn_reflns_limit_h_min -23 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_number 114424 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.999 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 33.191 _diffrn_reflns_theta_min 1.773 _diffrn_source 'I\mS micro-focus sealed tube, multilayer optics' _exptl_absorpt_coefficient_mu 2.279 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Sheldrick, 2009)' _exptl_crystal_colour orange _exptl_crystal_density_diffrn 1.260 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 1024 _exptl_crystal_size_max 0.312 _exptl_crystal_size_mid 0.169 _exptl_crystal_size_min 0.069 _exptl_transmission_factor_max 0.5658 _exptl_transmission_factor_min 0.4565 _refine_diff_density_max 0.686 _refine_diff_density_min -0.696 _refine_diff_density_rms 0.058 _refine_ls_abs_structure_details ; Refined as an inversion twin. ; _refine_ls_abs_structure_Flack 0.240(8) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.060 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 546 _refine_ls_number_reflns 9878 _refine_ls_number_restraints 1343 _refine_ls_restrained_S_all 1.039 _refine_ls_R_factor_all 0.0311 _refine_ls_R_factor_gt 0.0234 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0169P)^2^+0.8674P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0487 _refine_ls_wR_factor_ref 0.0511 _reflns_Friedel_coverage 0.806 _reflns_Friedel_fraction_full 1.000 _reflns_Friedel_fraction_max 0.999 _reflns_number_gt 8748 _reflns_number_total 9878 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c7sc04506a2.cif _cod_data_source_block X8_17012 _cod_original_formula_sum 'C27 H41 O2 W0.50' _cod_database_code 1548533 _shelx_shelxl_version_number 2014/7 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.537 _shelx_estimated_absorpt_t_max 0.859 _shelx_res_file ; X8_17012.res created by SHELXL-2014/7 TITL X8_17012.res in P2(1)2(1)2 REM SHELXT solution in P2(1)2(1)2 REM R1 0.197, Rweak 0.035, Alpha 0.125, Orientation as input REM Flack x = 0.414 ( 0.006 ) from Parsons' quotients REM Formula found by SHELXT: C72 O9 W CELL 0.71073 15.0937 17.6924 9.6626 90.000 90.000 90.000 ZERR 4.000 0.0012 0.0014 0.0008 0.000 0.000 0.000 LATT -1 SYMM -X, -Y, Z SYMM 1/2-X, 1/2+Y, -Z SYMM 1/2+X, 1/2-Y, -Z SFAC C H O W UNIT 108 164 8 2 TEMP 23.000 SIZE 0.069 0.169 0.312 OMIT -9 6 3 ! outlier OMIT -5 1 4 ! outlier OMIT 9 6 3 ! outlier L.S. 20 BOND $H LIST 4 FMAP 2 PLAN 20 ACTA SIMU RIGU eadp c1 c2 bind -1 -2 bind -1 -3 bind w1 o1 bind w2 o1 bind w1 o2 bind w2 o2 bind w1 o3 bind w2 o3 bind w1 o4 bind w2 o4 sadi w1 o1 w1 o3 w2 o2 w2 o4 sadi w1 o2 w1 o4 w2 o1 w2 o3 sadi w1 c1 w2 c2 TWIN WGHT 0.016900 0.867400 BASF 0.23975 FVAR 0.44566 0.85400 part -2 W1 4 0.505648 0.502751 0.683125 20.50000 0.01924 0.01643 = 0.02862 0.00094 -0.00146 -0.00648 C1 1 0.510200 0.503581 0.875830 20.50000 0.01446 0.01955 = 0.02388 0.00163 -0.00235 -0.00423 AFIX 93 H1A 2 0.528165 0.546979 0.922326 20.50000 -1.20000 H1B 2 0.494506 0.460598 0.925514 20.50000 -1.20000 AFIX 0 part -3 W2 4 0.503776 0.503369 0.585026 -20.50000 0.02846 0.02002 = 0.01898 -0.00338 -0.00209 -0.01681 C2 1 0.509025 0.495791 0.394477 -20.50000 0.01446 0.01955 = 0.02388 0.00163 -0.00235 -0.00423 AFIX 93 H2A 2 0.459202 0.506562 0.341396 -20.50000 -1.20000 H2B 2 0.561490 0.481206 0.351653 -20.50000 -1.20000 AFIX 0 part -1 sadi w1 o1 w1 o3 sadi w1 o2 w1 o4 sadi c12 c121 c16 c161 c22 c221 c26 c261 = C32 C321 C36 C361 C42 C421 C46 C461 sadi c121 c122 c121 c123 c161 c162 c161 c163 = C221 C222 C221 C223 C261 C262 C261 C263 = C321 C322 C321 C323 C361 C362 C361 C363 = C421 C422 C421 C423 C461 C462 C461 C463 sadi 0.04 c122 c123 c162 c163 c222 c223 c262 c263 = C322 C323 C362 C363 C422 C423 C462 C463 sadi 0.04 c12 c122 c12 c123 c16 c162 c16 c163 = C22 C222 C22 C223 C26 C262 C26 C263 = C32 C322 C32 C323 C36 C362 C36 C363 = C42 C422 C42 C423 C46 C462 C46 C463 O1 3 0.448884 0.410564 0.666364 10.50000 0.02935 0.01175 = 0.04380 0.00151 -0.00266 0.00032 same c16 < c11 C11 1 0.406327 0.339621 0.634997 10.50000 0.02828 0.01759 = 0.04261 0.00519 -0.00948 -0.00406 C12 1 0.337135 0.319182 0.724201 10.50000 0.04354 0.02434 = 0.04804 0.00904 -0.00590 -0.00527 C13 1 0.292538 0.251292 0.693276 10.50000 0.06372 0.03295 = 0.05104 0.01299 -0.01340 -0.02426 AFIX 43 H13 2 0.246138 0.235067 0.749201 10.50000 -1.20000 AFIX 0 C14 1 0.317467 0.209190 0.580943 10.50000 0.07394 0.03821 = 0.05902 -0.00245 -0.01465 -0.02464 AFIX 43 H14 2 0.287262 0.164594 0.561719 10.50000 -1.20000 AFIX 0 C15 1 0.385533 0.230794 0.496090 10.50000 0.05299 0.03345 = 0.06390 -0.00748 -0.01186 -0.00628 AFIX 43 H15 2 0.400208 0.201078 0.420079 10.50000 -1.20000 AFIX 0 C16 1 0.432695 0.296209 0.521997 10.50000 0.03060 0.02318 = 0.04538 -0.01023 -0.01090 0.00368 C121 1 0.311517 0.364693 0.848664 10.50000 0.04005 0.03526 = 0.04010 0.01545 0.00251 -0.02232 AFIX 13 H121 2 0.330909 0.416536 0.829742 10.50000 -1.20000 AFIX 0 C122 1 0.361579 0.339693 0.978013 10.50000 0.06054 0.04438 = 0.03128 0.01781 -0.00991 -0.02405 AFIX 33 H12A 2 0.343418 0.370075 1.055287 10.50000 -1.50000 H12B 2 0.348728 0.287551 0.996796 10.50000 -1.50000 H12C 2 0.424084 0.345725 0.963328 10.50000 -1.50000 AFIX 0 C123 1 0.212231 0.369485 0.878598 10.50000 0.04609 0.07568 = 0.05953 0.01277 0.00354 -0.02216 AFIX 33 H12D 2 0.202641 0.399652 0.959810 10.50000 -1.50000 H12E 2 0.182552 0.392223 0.801215 10.50000 -1.50000 H12F 2 0.189147 0.319590 0.893569 10.50000 -1.50000 AFIX 0 C161 1 0.507058 0.321510 0.430562 10.50000 0.03295 0.04931 = 0.05671 -0.02791 0.00314 0.00179 AFIX 13 H161 2 0.554406 0.341500 0.489524 10.50000 -1.20000 AFIX 0 C162 1 0.478953 0.384366 0.328420 10.50000 0.05007 0.11777 = 0.04741 -0.01110 0.00739 -0.00940 AFIX 33 H16A 2 0.528764 0.398559 0.272373 10.50000 -1.50000 H16B 2 0.432170 0.366019 0.270094 10.50000 -1.50000 H16C 2 0.458473 0.427547 0.379374 10.50000 -1.50000 AFIX 0 C163 1 0.547458 0.260654 0.334903 10.50000 0.09973 0.11935 = 0.11895 -0.07718 0.02445 0.01099 AFIX 33 H16D 2 0.594294 0.282601 0.281020 10.50000 -1.50000 H16E 2 0.570754 0.220120 0.390024 10.50000 -1.50000 H16F 2 0.502438 0.241414 0.274205 10.50000 -1.50000 AFIX 0 O2 3 0.387870 0.533414 0.613429 10.50000 0.03351 0.01458 = 0.03847 0.00665 0.00117 -0.00214 same c11 > c16 same c26 < c21 C21 1 0.301869 0.541854 0.637125 10.50000 0.03259 0.02100 = 0.02869 0.00627 -0.00007 0.00630 C22 1 0.266027 0.583626 0.744659 10.50000 0.04229 0.03052 = 0.03233 0.00580 -0.00718 0.00504 C23 1 0.173784 0.584205 0.763000 10.50000 0.04187 0.04186 = 0.04447 0.00507 0.00329 0.01223 AFIX 43 H23 2 0.148861 0.611739 0.835154 10.50000 -1.20000 AFIX 0 C24 1 0.120462 0.544248 0.674703 10.50000 0.02974 0.04676 = 0.05727 0.01753 -0.00482 -0.00122 AFIX 43 H24 2 0.059454 0.543650 0.688135 10.50000 -1.20000 AFIX 0 C25 1 0.157182 0.505113 0.566432 10.50000 0.03630 0.03595 = 0.04968 0.01519 -0.01176 0.00192 AFIX 43 H25 2 0.119955 0.479707 0.505457 10.50000 -1.20000 AFIX 0 C26 1 0.247710 0.502154 0.544860 10.50000 0.03315 0.02456 = 0.03517 0.00902 -0.00885 -0.00269 C221 1 0.323803 0.630164 0.836242 10.50000 0.06624 0.03656 = 0.04722 -0.00628 -0.01667 0.00995 AFIX 13 H221 2 0.385150 0.617477 0.812501 10.50000 -1.20000 AFIX 0 C222 1 0.312798 0.613787 0.991880 10.50000 0.10138 0.12371 = 0.04577 -0.01946 -0.01263 0.01573 AFIX 33 H22A 2 0.351957 0.645767 1.043844 10.50000 -1.50000 H22B 2 0.252678 0.623587 1.018889 10.50000 -1.50000 H22C 2 0.326900 0.561800 1.009897 10.50000 -1.50000 AFIX 0 C223 1 0.312570 0.714367 0.808112 10.50000 0.23787 0.04232 = 0.15885 0.00289 -0.11467 -0.01050 AFIX 33 H22D 2 0.350611 0.742596 0.868678 10.50000 -1.50000 H22E 2 0.327951 0.724951 0.713676 10.50000 -1.50000 H22F 2 0.252072 0.728602 0.824260 10.50000 -1.50000 AFIX 0 C261 1 0.289717 0.463126 0.423799 10.50000 0.05151 0.02491 = 0.03224 0.00224 -0.00806 0.00274 AFIX 13 H261 2 0.347333 0.443839 0.454449 10.50000 -1.20000 AFIX 0 C262 1 0.306930 0.519855 0.307485 10.50000 0.09067 0.03134 = 0.03649 0.00872 -0.00501 0.00508 AFIX 33 H26A 2 0.333813 0.494376 0.230473 10.50000 -1.50000 H26B 2 0.251855 0.541994 0.278741 10.50000 -1.50000 H26C 2 0.345930 0.558813 0.340214 10.50000 -1.50000 AFIX 0 C263 1 0.236494 0.396210 0.370617 10.50000 0.09257 0.03622 = 0.05567 -0.00083 -0.03128 -0.00191 AFIX 33 H26D 2 0.266739 0.373761 0.293486 10.50000 -1.50000 H26E 2 0.230165 0.359475 0.443066 10.50000 -1.50000 H26F 2 0.178968 0.413137 0.341716 10.50000 -1.50000 AFIX 0 O3 3 0.543766 0.601191 0.668519 10.50000 0.03895 0.00708 = 0.03231 0.00001 0.00711 0.00057 same c11 > c16 same c36 < c31 C31 1 0.602048 0.657444 0.655247 10.50000 0.03447 0.02060 = 0.02846 -0.00093 0.00486 -0.00156 C32 1 0.674015 0.664616 0.745239 10.50000 0.03607 0.02672 = 0.03114 -0.00996 -0.00130 0.00944 C33 1 0.729091 0.725995 0.722827 10.50000 0.03881 0.03518 = 0.05219 -0.01515 -0.01090 0.00385 AFIX 43 H33 2 0.777261 0.733155 0.781393 10.50000 -1.20000 AFIX 0 C34 1 0.715245 0.776849 0.617092 10.50000 0.03692 0.03179 = 0.06620 -0.00934 -0.00814 -0.01141 AFIX 43 H34 2 0.754846 0.816459 0.603798 10.50000 -1.20000 AFIX 0 C35 1 0.643593 0.769423 0.531550 10.50000 0.03817 0.02565 = 0.04468 0.00295 -0.00337 -0.00645 AFIX 43 H35 2 0.633868 0.804587 0.461640 10.50000 -1.20000 AFIX 0 C36 1 0.585147 0.709216 0.549045 10.50000 0.02538 0.02998 = 0.02941 -0.00312 -0.00495 -0.00205 C321 1 0.683906 0.613241 0.868538 10.50000 0.08466 0.03770 = 0.02601 -0.00289 -0.00667 0.02028 AFIX 13 H321 2 0.659562 0.563647 0.844164 10.50000 -1.20000 AFIX 0 C322 1 0.629349 0.645416 0.990973 10.50000 0.17129 0.11694 = 0.04070 0.00942 0.02155 0.09002 AFIX 33 H32A 2 0.635501 0.612797 1.069785 10.50000 -1.50000 H32B 2 0.650701 0.694968 1.013915 10.50000 -1.50000 H32C 2 0.568048 0.648414 0.965062 10.50000 -1.50000 AFIX 0 C323 1 0.781326 0.602523 0.912017 10.50000 0.11167 0.07360 = 0.05616 -0.02549 -0.04207 0.03595 AFIX 33 H32D 2 0.784159 0.569471 0.990685 10.50000 -1.50000 H32E 2 0.814035 0.580777 0.836686 10.50000 -1.50000 H32F 2 0.806475 0.650645 0.935767 10.50000 -1.50000 AFIX 0 C361 1 0.502427 0.704312 0.461899 10.50000 0.05514 0.04126 = 0.05286 -0.00360 -0.02830 -0.00070 AFIX 13 H361 2 0.462564 0.666668 0.502617 10.50000 -1.20000 AFIX 0 C362 1 0.521587 0.682305 0.312886 10.50000 0.11130 0.10754 = 0.06101 -0.02379 -0.04175 0.01808 AFIX 33 H36A 2 0.467035 0.679969 0.261982 10.50000 -1.50000 H36B 2 0.559901 0.719298 0.271644 10.50000 -1.50000 H36C 2 0.549931 0.633742 0.310878 10.50000 -1.50000 AFIX 0 C363 1 0.453243 0.781444 0.453899 10.50000 0.06706 0.06721 = 0.10263 -0.00247 -0.03759 0.02261 AFIX 33 H36D 2 0.401128 0.776136 0.397782 10.50000 -1.50000 H36E 2 0.436559 0.797145 0.545360 10.50000 -1.50000 H36F 2 0.491686 0.818654 0.413619 10.50000 -1.50000 AFIX 0 O4 3 0.610459 0.451611 0.613023 10.50000 0.02617 0.00851 = 0.02664 -0.00242 -0.00519 0.00094 same c11 > c16 same c46 < c41 C41 1 0.701204 0.451802 0.649103 10.50000 0.02690 0.02632 = 0.03338 -0.00400 -0.00295 -0.00058 C42 1 0.724240 0.404827 0.759907 10.50000 0.03215 0.02588 = 0.02809 -0.00044 -0.00462 0.00591 C43 1 0.813703 0.400877 0.792776 10.50000 0.03283 0.03927 = 0.03254 0.00073 -0.00433 0.00531 AFIX 43 H43 2 0.831678 0.370434 0.866042 10.50000 -1.20000 AFIX 0 C44 1 0.875952 0.440511 0.720356 10.50000 0.03691 0.03935 = 0.04238 0.00156 -0.00408 0.00491 AFIX 43 H44 2 0.935089 0.437301 0.746731 10.50000 -1.20000 AFIX 0 C45 1 0.853065 0.485305 0.608706 10.50000 0.03462 0.03139 = 0.04402 0.00047 0.00008 -0.00204 AFIX 43 H45 2 0.896540 0.511197 0.559677 10.50000 -1.20000 AFIX 0 C46 1 0.764247 0.491391 0.570097 10.50000 0.03941 0.01986 = 0.03923 -0.00004 -0.00141 -0.00025 C421 1 0.657760 0.354265 0.830809 10.50000 0.03666 0.03196 = 0.03101 0.00495 0.00164 -0.00035 AFIX 13 H421 2 0.597915 0.369297 0.802703 10.50000 -1.20000 AFIX 0 C422 1 0.665882 0.361583 0.987598 10.50000 0.06094 0.04816 = 0.03430 0.00201 -0.00407 0.00307 AFIX 33 H42A 2 0.623277 0.329168 1.031402 10.50000 -1.50000 H42B 2 0.724483 0.347167 1.015793 10.50000 -1.50000 H42C 2 0.654999 0.413021 1.014270 10.50000 -1.50000 AFIX 0 C423 1 0.674458 0.271892 0.784590 10.50000 0.07082 0.02442 = 0.05030 -0.00410 -0.00143 -0.00098 AFIX 33 H42D 2 0.632531 0.239094 0.829034 10.50000 -1.50000 H42E 2 0.667741 0.268223 0.686022 10.50000 -1.50000 H42F 2 0.733476 0.257173 0.809996 10.50000 -1.50000 AFIX 0 C461 1 0.736883 0.536689 0.444695 10.50000 0.03359 0.02814 = 0.05042 -0.00153 0.00223 0.00320 AFIX 13 H461 2 0.678165 0.557513 0.465185 10.50000 -1.20000 AFIX 0 C462 1 0.725779 0.485511 0.318006 10.50000 0.06968 0.02894 = 0.05265 0.00201 -0.01291 0.00982 AFIX 33 H46A 2 0.708412 0.515457 0.239722 10.50000 -1.50000 H46B 2 0.780931 0.460704 0.298368 10.50000 -1.50000 H46C 2 0.681036 0.448299 0.336532 10.50000 -1.50000 AFIX 0 C463 1 0.796645 0.604022 0.409696 10.50000 0.05988 0.03893 = 0.06706 0.00902 0.01207 -0.01178 AFIX 33 H46D 2 0.774223 0.629258 0.329016 10.50000 -1.50000 H46E 2 0.797454 0.638624 0.486215 10.50000 -1.50000 H46F 2 0.855704 0.586377 0.391925 10.50000 -1.50000 AFIX 0 REM pentane part -1 same c5s < c1s C1S 1 0.484947 0.128538 0.889343 10.50000 0.03995 0.14887 = 0.10173 -0.03490 0.01333 0.00468 AFIX 33 H1S1 2 0.450153 0.165486 0.840970 10.50000 -1.50000 H1S2 2 0.469842 0.129308 0.985843 10.50000 -1.50000 H1S3 2 0.546707 0.140081 0.878527 10.50000 -1.50000 AFIX 0 C2S 1 0.466747 0.052954 0.832097 10.50000 0.05083 0.14712 = 0.12642 -0.03018 -0.02495 -0.00358 AFIX 23 H2S1 2 0.403681 0.043555 0.840830 10.50000 -1.20000 H2S2 2 0.480219 0.054282 0.733970 10.50000 -1.20000 AFIX 0 C3S 1 0.513534 -0.011470 0.892183 10.50000 0.03304 0.14040 = 0.07907 -0.04066 0.00095 0.01095 AFIX 23 H3S1 2 0.497489 -0.014877 0.989191 10.50000 -1.20000 H3S2 2 0.576610 -0.001236 0.887895 10.50000 -1.20000 AFIX 0 C4S 1 0.497057 -0.086587 0.826865 10.50000 0.05384 0.14240 = 0.07507 -0.03287 -0.01630 0.00858 AFIX 23 H4S1 2 0.434005 -0.096942 0.831016 10.50000 -1.20000 H4S2 2 0.513321 -0.083384 0.729923 10.50000 -1.20000 AFIX 0 C5S 1 0.544481 -0.150944 0.888720 10.50000 0.05650 0.13930 = 0.09944 -0.03318 -0.03128 0.01888 AFIX 33 H5S1 2 0.529546 -0.196386 0.839697 10.50000 -1.50000 H5S2 2 0.607176 -0.142415 0.882729 10.50000 -1.50000 H5S3 2 0.527655 -0.156008 0.984083 10.50000 -1.50000 part 0 AFIX 0 HKLF 4 REM X8_17012.res in P2(1)2(1)2 REM R1 = 0.0234 for 8748 Fo > 4sig(Fo) and 0.0311 for all 9878 data REM 546 parameters refined using 1343 restraints END WGHT 0.0169 0.8673 REM Highest difference peak 0.686, deepest hole -0.696, 1-sigma level 0.058 Q1 1 0.5000 0.5000 1.0404 10.50000 0.05 0.69 Q2 1 0.4996 0.7106 0.3027 11.00000 0.05 0.46 Q3 1 0.5000 0.5000 0.8172 10.50000 0.05 0.42 Q4 1 0.5595 0.5042 0.7578 11.00000 0.05 0.42 Q5 1 0.5583 0.5008 0.6055 11.00000 0.05 0.41 Q6 1 0.5396 0.5223 0.7734 11.00000 0.05 0.36 Q7 1 0.5155 0.4964 1.1210 11.00000 0.05 0.35 Q8 1 0.5426 0.4759 0.7770 11.00000 0.05 0.34 Q9 1 0.5000 0.5000 0.6329 10.50000 0.05 0.34 Q10 1 0.4230 0.5003 0.6506 11.00000 0.05 0.33 Q11 1 0.4210 0.7357 0.5034 11.00000 0.05 0.32 Q12 1 0.4980 0.6604 0.3356 11.00000 0.05 0.26 Q13 1 0.5219 0.5018 0.4349 11.00000 0.05 0.26 Q14 1 0.5000 0.5000 0.3586 10.50000 0.05 0.26 Q15 1 0.5067 0.4616 0.9765 11.00000 0.05 0.26 Q16 1 0.5580 0.4993 0.9733 11.00000 0.05 0.26 Q17 1 0.5014 0.6156 0.6587 11.00000 0.05 0.26 Q18 1 0.5313 0.4693 0.9800 11.00000 0.05 0.26 Q19 1 0.5946 0.2910 0.4857 11.00000 0.05 0.25 Q20 1 0.5032 0.5454 0.5970 11.00000 0.05 0.24 ; _shelx_res_checksum 80555 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, z' '-x+1/2, y+1/2, -z' 'x+1/2, -y+1/2, -z' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group W1 W 0.5056(2) 0.5028(3) 0.68313(2) 0.0214(3) Uani 0.4270(3) 1 d D U P A -2 C1 C 0.5102(9) 0.5036(15) 0.8758(4) 0.019(2) Uani 0.4270(3) 1 d D U P A -2 H1A H 0.5282 0.5470 0.9223 0.023 Uiso 0.4270(3) 1 calc R U P A -2 H1B H 0.4945 0.4606 0.9255 0.023 Uiso 0.4270(3) 1 calc R U P A -2 W2 W 0.5038(10) 0.5034(10) 0.58503(10) 0.0225(11) Uani 0.0730(3) 1 d D U P A -3 C2 C 0.509(2) 0.496(3) 0.3945(16) 0.019(2) Uani 0.0730(3) 1 d D U P A -3 H2A H 0.4592 0.5066 0.3414 0.023 Uiso 0.0730(3) 1 calc R U P A -3 H2B H 0.5615 0.4812 0.3517 0.023 Uiso 0.0730(3) 1 calc R U P A -3 O1 O 0.4489(13) 0.4106(6) 0.666(2) 0.028(2) Uani 0.5 1 d D U P A -1 C11 C 0.4063(13) 0.3396(11) 0.635(2) 0.029(2) Uani 0.5 1 d D U P A -1 C12 C 0.3371(8) 0.3192(6) 0.7242(13) 0.039(2) Uani 0.5 1 d D U P A -1 C13 C 0.2925(7) 0.2513(5) 0.6933(11) 0.049(2) Uani 0.5 1 d D U P A -1 H13 H 0.2461 0.2351 0.7492 0.059 Uiso 0.5 1 calc R U P A -1 C14 C 0.3175(8) 0.2092(5) 0.5809(11) 0.057(2) Uani 0.5 1 d D U P A -1 H14 H 0.2873 0.1646 0.5617 0.068 Uiso 0.5 1 calc R U P A -1 C15 C 0.3855(7) 0.2308(5) 0.4961(12) 0.050(2) Uani 0.5 1 d D U P A -1 H15 H 0.4002 0.2011 0.4201 0.060 Uiso 0.5 1 calc R U P A -1 C16 C 0.4327(7) 0.2962(6) 0.5220(11) 0.0331(19) Uani 0.5 1 d D U P A -1 C121 C 0.3115(7) 0.3647(6) 0.8487(12) 0.038(2) Uani 0.5 1 d D U P A -1 H121 H 0.3309 0.4165 0.8297 0.046 Uiso 0.5 1 calc R U P A -1 C122 C 0.3616(8) 0.3397(7) 0.9780(12) 0.045(3) Uani 0.5 1 d D U P A -1 H12A H 0.3434 0.3701 1.0553 0.068 Uiso 0.5 1 calc R U P A -1 H12B H 0.3487 0.2876 0.9968 0.068 Uiso 0.5 1 calc R U P A -1 H12C H 0.4241 0.3457 0.9633 0.068 Uiso 0.5 1 calc R U P A -1 C123 C 0.2122(6) 0.3695(7) 0.8786(15) 0.060(3) Uani 0.5 1 d D U P A -1 H12D H 0.2026 0.3997 0.9598 0.091 Uiso 0.5 1 calc R U P A -1 H12E H 0.1826 0.3922 0.8012 0.091 Uiso 0.5 1 calc R U P A -1 H12F H 0.1891 0.3196 0.8936 0.091 Uiso 0.5 1 calc R U P A -1 C161 C 0.5071(8) 0.3215(4) 0.4306(8) 0.0463(19) Uani 0.5 1 d D U P A -1 H161 H 0.5544 0.3415 0.4895 0.056 Uiso 0.5 1 calc R U P A -1 C162 C 0.4790(5) 0.3844(6) 0.3284(8) 0.072(2) Uani 0.5 1 d D U P A -1 H16A H 0.5288 0.3986 0.2724 0.108 Uiso 0.5 1 calc R U P A -1 H16B H 0.4322 0.3660 0.2701 0.108 Uiso 0.5 1 calc R U P A -1 H16C H 0.4585 0.4275 0.3794 0.108 Uiso 0.5 1 calc R U P A -1 C163 C 0.5475(8) 0.2607(7) 0.3349(15) 0.113(5) Uani 0.5 1 d D U P A -1 H16D H 0.5943 0.2826 0.2810 0.169 Uiso 0.5 1 calc R U P A -1 H16E H 0.5708 0.2201 0.3900 0.169 Uiso 0.5 1 calc R U P A -1 H16F H 0.5024 0.2414 0.2742 0.169 Uiso 0.5 1 calc R U P A -1 O2 O 0.3879(8) 0.5334(7) 0.613(2) 0.029(2) Uani 0.5 1 d D U P A -1 C21 C 0.3019(11) 0.5419(15) 0.637(2) 0.027(3) Uani 0.5 1 d D U P A -1 C22 C 0.2660(9) 0.5836(10) 0.7447(17) 0.035(2) Uani 0.5 1 d D U P A -1 C23 C 0.1738(8) 0.5842(8) 0.7630(14) 0.043(3) Uani 0.5 1 d D U P A -1 H23 H 0.1489 0.6117 0.8352 0.051 Uiso 0.5 1 calc R U P A -1 C24 C 0.1205(7) 0.5442(7) 0.6747(11) 0.045(2) Uani 0.5 1 d D U P A -1 H24 H 0.0595 0.5436 0.6881 0.054 Uiso 0.5 1 calc R U P A -1 C25 C 0.1572(7) 0.5051(9) 0.5664(10) 0.0406(19) Uani 0.5 1 d D U P A -1 H25 H 0.1200 0.4797 0.5055 0.049 Uiso 0.5 1 calc R U P A -1 C26 C 0.2477(7) 0.5022(11) 0.5449(12) 0.0310(18) Uani 0.5 1 d D U P A -1 C221 C 0.3238(11) 0.6302(7) 0.8362(17) 0.050(4) Uani 0.5 1 d D U P A -1 H221 H 0.3852 0.6175 0.8125 0.060 Uiso 0.5 1 calc R U P A -1 C222 C 0.3128(13) 0.6138(9) 0.9919(15) 0.090(5) Uani 0.5 1 d D U P A -1 H22A H 0.3520 0.6458 1.0438 0.135 Uiso 0.5 1 calc R U P A -1 H22B H 0.2527 0.6236 1.0189 0.135 Uiso 0.5 1 calc R U P A -1 H22C H 0.3269 0.5618 1.0099 0.135 Uiso 0.5 1 calc R U P A -1 C223 C 0.3126(17) 0.7144(8) 0.808(2) 0.146(9) Uani 0.5 1 d D U P A -1 H22D H 0.3506 0.7426 0.8687 0.220 Uiso 0.5 1 calc R U P A -1 H22E H 0.3280 0.7250 0.7137 0.220 Uiso 0.5 1 calc R U P A -1 H22F H 0.2521 0.7286 0.8243 0.220 Uiso 0.5 1 calc R U P A -1 C261 C 0.2897(7) 0.4631(6) 0.4238(10) 0.036(2) Uani 0.5 1 d D U P A -1 H261 H 0.3473 0.4438 0.4544 0.043 Uiso 0.5 1 calc R U P A -1 C262 C 0.3069(8) 0.5199(7) 0.3075(13) 0.053(3) Uani 0.5 1 d D U P A -1 H26A H 0.3338 0.4944 0.2305 0.079 Uiso 0.5 1 calc R U P A -1 H26B H 0.2519 0.5420 0.2787 0.079 Uiso 0.5 1 calc R U P A -1 H26C H 0.3459 0.5588 0.3402 0.079 Uiso 0.5 1 calc R U P A -1 C263 C 0.2365(8) 0.3962(6) 0.3706(13) 0.061(3) Uani 0.5 1 d D U P A -1 H26D H 0.2667 0.3738 0.2935 0.092 Uiso 0.5 1 calc R U P A -1 H26E H 0.2302 0.3595 0.4431 0.092 Uiso 0.5 1 calc R U P A -1 H26F H 0.1790 0.4131 0.3417 0.092 Uiso 0.5 1 calc R U P A -1 O3 O 0.5438(13) 0.6012(6) 0.669(2) 0.026(2) Uani 0.5 1 d D U P A -1 C31 C 0.6020(14) 0.6574(11) 0.655(2) 0.028(2) Uani 0.5 1 d D U P A -1 C32 C 0.6740(7) 0.6646(6) 0.7452(11) 0.0313(18) Uani 0.5 1 d D U P A -1 C33 C 0.7291(6) 0.7260(5) 0.7228(11) 0.0421(19) Uani 0.5 1 d D U P A -1 H33 H 0.7773 0.7332 0.7814 0.050 Uiso 0.5 1 calc R U P A -1 C34 C 0.7152(5) 0.7768(5) 0.6171(11) 0.0450(19) Uani 0.5 1 d D U P A -1 H34 H 0.7548 0.8165 0.6038 0.054 Uiso 0.5 1 calc R U P A -1 C35 C 0.6436(6) 0.7694(5) 0.5315(10) 0.0362(17) Uani 0.5 1 d D U P A -1 H35 H 0.6339 0.8046 0.4616 0.043 Uiso 0.5 1 calc R U P A -1 C36 C 0.5851(7) 0.7092(6) 0.5490(11) 0.0283(16) Uani 0.5 1 d D U P A -1 C321 C 0.6839(9) 0.6132(6) 0.8685(11) 0.049(3) Uani 0.5 1 d D U P A -1 H321 H 0.6596 0.5636 0.8442 0.059 Uiso 0.5 1 calc R U P A -1 C322 C 0.6293(12) 0.6454(10) 0.9910(16) 0.110(6) Uani 0.5 1 d D U P A -1 H32A H 0.6355 0.6128 1.0698 0.164 Uiso 0.5 1 calc R U P A -1 H32B H 0.6507 0.6950 1.0139 0.164 Uiso 0.5 1 calc R U P A -1 H32C H 0.5680 0.6484 0.9651 0.164 Uiso 0.5 1 calc R U P A -1 C323 C 0.7813(9) 0.6025(8) 0.9120(14) 0.080(4) Uani 0.5 1 d D U P A -1 H32D H 0.7842 0.5695 0.9907 0.121 Uiso 0.5 1 calc R U P A -1 H32E H 0.8140 0.5808 0.8367 0.121 Uiso 0.5 1 calc R U P A -1 H32F H 0.8065 0.6506 0.9358 0.121 Uiso 0.5 1 calc R U P A -1 C361 C 0.5024(8) 0.7043(4) 0.4619(9) 0.050(2) Uani 0.5 1 d D U P A -1 H361 H 0.4626 0.6667 0.5026 0.060 Uiso 0.5 1 calc R U P A -1 C362 C 0.5216(8) 0.6823(7) 0.3129(10) 0.093(4) Uani 0.5 1 d D U P A -1 H36A H 0.4670 0.6800 0.2620 0.140 Uiso 0.5 1 calc R U P A -1 H36B H 0.5599 0.7193 0.2716 0.140 Uiso 0.5 1 calc R U P A -1 H36C H 0.5499 0.6337 0.3109 0.140 Uiso 0.5 1 calc R U P A -1 C363 C 0.4532(6) 0.7814(5) 0.4539(13) 0.079(3) Uani 0.5 1 d D U P A -1 H36D H 0.4011 0.7761 0.3978 0.118 Uiso 0.5 1 calc R U P A -1 H36E H 0.4366 0.7971 0.5454 0.118 Uiso 0.5 1 calc R U P A -1 H36F H 0.4917 0.8187 0.4136 0.118 Uiso 0.5 1 calc R U P A -1 O4 O 0.6105(7) 0.4516(6) 0.6130(17) 0.0204(14) Uani 0.5 1 d D U P A -1 C41 C 0.7012(11) 0.4518(16) 0.649(2) 0.029(3) Uani 0.5 1 d D U P A -1 C42 C 0.7242(8) 0.4048(9) 0.7599(16) 0.0287(19) Uani 0.5 1 d D U P A -1 C43 C 0.8137(7) 0.4009(8) 0.7928(13) 0.035(2) Uani 0.5 1 d D U P A -1 H43 H 0.8317 0.3704 0.8660 0.042 Uiso 0.5 1 calc R U P A -1 C44 C 0.8760(8) 0.4405(7) 0.7204(11) 0.040(2) Uani 0.5 1 d D U P A -1 H44 H 0.9351 0.4373 0.7467 0.047 Uiso 0.5 1 calc R U P A -1 C45 C 0.8531(7) 0.4853(8) 0.6087(10) 0.037(2) Uani 0.5 1 d D U P A -1 H45 H 0.8965 0.5112 0.5597 0.044 Uiso 0.5 1 calc R U P A -1 C46 C 0.7642(9) 0.4914(10) 0.5701(14) 0.033(2) Uani 0.5 1 d D U P A -1 C421 C 0.6578(9) 0.3543(7) 0.8308(14) 0.033(2) Uani 0.5 1 d D U P A -1 H421 H 0.5979 0.3693 0.8027 0.040 Uiso 0.5 1 calc R U P A -1 C422 C 0.6659(10) 0.3616(7) 0.9876(13) 0.048(3) Uani 0.5 1 d D U P A -1 H42A H 0.6233 0.3292 1.0314 0.072 Uiso 0.5 1 calc R U P A -1 H42B H 0.7245 0.3472 1.0158 0.072 Uiso 0.5 1 calc R U P A -1 H42C H 0.6550 0.4130 1.0143 0.072 Uiso 0.5 1 calc R U P A -1 C423 C 0.6745(9) 0.2719(6) 0.7846(13) 0.049(2) Uani 0.5 1 d D U P A -1 H42D H 0.6325 0.2391 0.8290 0.073 Uiso 0.5 1 calc R U P A -1 H42E H 0.6677 0.2682 0.6860 0.073 Uiso 0.5 1 calc R U P A -1 H42F H 0.7335 0.2572 0.8100 0.073 Uiso 0.5 1 calc R U P A -1 C461 C 0.7369(6) 0.5367(7) 0.4447(13) 0.037(2) Uani 0.5 1 d D U P A -1 H461 H 0.6782 0.5575 0.4652 0.045 Uiso 0.5 1 calc R U P A -1 C462 C 0.7258(8) 0.4855(7) 0.3180(15) 0.050(3) Uani 0.5 1 d D U P A -1 H46A H 0.7084 0.5155 0.2397 0.076 Uiso 0.5 1 calc R U P A -1 H46B H 0.7809 0.4607 0.2984 0.076 Uiso 0.5 1 calc R U P A -1 H46C H 0.6810 0.4483 0.3365 0.076 Uiso 0.5 1 calc R U P A -1 C463 C 0.7966(8) 0.6040(7) 0.4097(14) 0.055(3) Uani 0.5 1 d D U P A -1 H46D H 0.7742 0.6293 0.3290 0.083 Uiso 0.5 1 calc R U P A -1 H46E H 0.7975 0.6386 0.4862 0.083 Uiso 0.5 1 calc R U P A -1 H46F H 0.8557 0.5864 0.3919 0.083 Uiso 0.5 1 calc R U P A -1 C1S C 0.4849(8) 0.1285(9) 0.8893(19) 0.097(5) Uani 0.5 1 d D U P B -1 H1S1 H 0.4502 0.1655 0.8410 0.145 Uiso 0.5 1 calc R U P B -1 H1S2 H 0.4698 0.1293 0.9858 0.145 Uiso 0.5 1 calc R U P B -1 H1S3 H 0.5467 0.1401 0.8785 0.145 Uiso 0.5 1 calc R U P B -1 C2S C 0.4667(9) 0.0530(9) 0.8321(18) 0.108(5) Uani 0.5 1 d D U P B -1 H2S1 H 0.4037 0.0436 0.8408 0.130 Uiso 0.5 1 calc R U P B -1 H2S2 H 0.4802 0.0543 0.7340 0.130 Uiso 0.5 1 calc R U P B -1 C3S C 0.5135(6) -0.0115(7) 0.8922(9) 0.084(3) Uani 0.5 1 d D U P B -1 H3S1 H 0.4975 -0.0149 0.9892 0.101 Uiso 0.5 1 calc R U P B -1 H3S2 H 0.5766 -0.0012 0.8879 0.101 Uiso 0.5 1 calc R U P B -1 C4S C 0.4971(10) -0.0866(8) 0.8269(13) 0.090(3) Uani 0.5 1 d D U P B -1 H4S1 H 0.4340 -0.0969 0.8310 0.109 Uiso 0.5 1 calc R U P B -1 H4S2 H 0.5133 -0.0834 0.7299 0.109 Uiso 0.5 1 calc R U P B -1 C5S C 0.5445(9) -0.1509(9) 0.8887(19) 0.098(5) Uani 0.5 1 d D U P B -1 H5S1 H 0.5295 -0.1964 0.8397 0.148 Uiso 0.5 1 calc R U P B -1 H5S2 H 0.6072 -0.1424 0.8827 0.148 Uiso 0.5 1 calc R U P B -1 H5S3 H 0.5277 -0.1560 0.9841 0.148 Uiso 0.5 1 calc R U P B -1 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 W1 0.0192(7) 0.0164(5) 0.02862(9) 0.0009(2) -0.00146(16) -0.0065(4) C1 0.014(6) 0.020(4) 0.0239(14) 0.002(3) -0.0024(16) -0.004(4) W2 0.028(2) 0.020(2) 0.0190(5) -0.0034(13) -0.0021(12) -0.0168(19) C2 0.014(6) 0.020(4) 0.0239(14) 0.002(3) -0.0024(16) -0.004(4) O1 0.029(3) 0.012(3) 0.044(4) 0.002(3) -0.003(2) 0.000(3) C11 0.028(4) 0.018(3) 0.043(7) 0.005(3) -0.009(4) -0.004(3) C12 0.044(5) 0.024(4) 0.048(5) 0.009(3) -0.006(3) -0.005(3) C13 0.064(6) 0.033(4) 0.051(5) 0.013(3) -0.013(4) -0.024(4) C14 0.074(6) 0.038(4) 0.059(5) -0.002(3) -0.015(4) -0.025(4) C15 0.053(6) 0.033(3) 0.064(6) -0.007(4) -0.012(4) -0.006(4) C16 0.031(4) 0.023(3) 0.045(5) -0.010(3) -0.011(3) 0.004(3) C121 0.040(4) 0.035(5) 0.040(5) 0.015(3) 0.003(3) -0.022(4) C122 0.061(5) 0.044(4) 0.031(5) 0.018(4) -0.010(4) -0.024(5) C123 0.046(4) 0.076(8) 0.060(7) 0.013(5) 0.004(4) -0.022(4) C161 0.033(4) 0.049(4) 0.057(5) -0.028(3) 0.003(4) 0.002(4) C162 0.050(5) 0.118(7) 0.047(4) -0.011(4) 0.007(3) -0.009(4) C163 0.100(8) 0.119(9) 0.119(10) -0.077(8) 0.024(7) 0.011(7) O2 0.034(2) 0.015(4) 0.038(3) 0.007(4) 0.001(2) -0.002(2) C21 0.033(4) 0.021(4) 0.029(5) 0.006(3) 0.000(3) 0.006(3) C22 0.042(4) 0.031(5) 0.032(4) 0.006(3) -0.007(3) 0.005(3) C23 0.042(5) 0.042(6) 0.044(6) 0.005(4) 0.003(4) 0.012(4) C24 0.030(3) 0.047(6) 0.057(7) 0.018(4) -0.005(4) -0.001(3) C25 0.036(3) 0.036(4) 0.050(5) 0.015(6) -0.012(3) 0.002(4) C26 0.033(3) 0.025(4) 0.035(4) 0.009(4) -0.009(3) -0.003(4) C221 0.066(9) 0.037(6) 0.047(6) -0.006(5) -0.017(6) 0.010(5) C222 0.101(12) 0.124(13) 0.046(6) -0.019(7) -0.013(6) 0.016(9) C223 0.24(2) 0.042(6) 0.159(16) 0.003(7) -0.115(15) -0.011(8) C261 0.052(6) 0.025(3) 0.032(4) 0.002(2) -0.008(4) 0.003(4) C262 0.091(9) 0.031(4) 0.036(4) 0.009(3) -0.005(5) 0.005(5) C263 0.093(9) 0.036(4) 0.056(6) -0.001(4) -0.031(6) -0.002(5) O3 0.039(4) 0.007(3) 0.032(3) 0.000(3) 0.007(3) 0.001(3) C31 0.034(5) 0.021(3) 0.028(4) -0.001(3) 0.005(3) -0.002(3) C32 0.036(3) 0.027(4) 0.031(4) -0.010(3) -0.001(3) 0.009(3) C33 0.039(4) 0.035(4) 0.052(5) -0.015(3) -0.011(3) 0.004(3) C34 0.037(4) 0.032(4) 0.066(5) -0.009(3) -0.008(3) -0.011(3) C35 0.038(4) 0.026(3) 0.045(4) 0.003(3) -0.003(3) -0.006(3) C36 0.025(4) 0.030(3) 0.029(3) -0.003(2) -0.005(2) -0.002(2) C321 0.085(7) 0.038(5) 0.026(4) -0.003(3) -0.007(4) 0.020(4) C322 0.171(14) 0.117(12) 0.041(6) 0.009(6) 0.022(7) 0.090(10) C323 0.112(8) 0.074(8) 0.056(7) -0.025(6) -0.042(6) 0.036(7) C361 0.055(4) 0.041(4) 0.053(4) -0.004(3) -0.028(5) -0.001(5) C362 0.111(11) 0.108(8) 0.061(5) -0.024(5) -0.042(5) 0.018(6) C363 0.067(5) 0.067(5) 0.103(8) -0.002(5) -0.038(5) 0.023(4) O4 0.026(2) 0.009(4) 0.027(3) -0.002(3) -0.0052(17) 0.001(2) C41 0.027(4) 0.026(6) 0.033(5) -0.004(4) -0.003(3) -0.001(3) C42 0.032(4) 0.026(4) 0.028(4) 0.000(3) -0.005(3) 0.006(3) C43 0.033(4) 0.039(5) 0.033(5) 0.001(3) -0.004(3) 0.005(3) C44 0.037(4) 0.039(4) 0.042(5) 0.002(3) -0.004(4) 0.005(3) C45 0.035(3) 0.031(5) 0.044(5) 0.000(3) 0.000(3) -0.002(3) C46 0.039(4) 0.020(4) 0.039(4) 0.000(3) -0.001(3) 0.000(3) C421 0.037(4) 0.032(4) 0.031(4) 0.005(3) 0.002(3) 0.000(3) C422 0.061(7) 0.048(5) 0.034(4) 0.002(4) -0.004(4) 0.003(4) C423 0.071(5) 0.024(3) 0.050(5) -0.004(3) -0.001(4) -0.001(3) C461 0.034(4) 0.028(3) 0.050(5) -0.002(3) 0.002(3) 0.003(3) C462 0.070(6) 0.029(5) 0.053(4) 0.002(3) -0.013(4) 0.010(4) C463 0.060(6) 0.039(4) 0.067(8) 0.009(4) 0.012(4) -0.012(4) C1S 0.040(10) 0.149(11) 0.102(9) -0.035(8) 0.013(7) 0.005(6) C2S 0.051(7) 0.147(11) 0.126(12) -0.030(8) -0.025(8) -0.004(6) C3S 0.033(8) 0.140(10) 0.079(5) -0.041(6) 0.001(3) 0.011(5) C4S 0.054(6) 0.142(10) 0.075(6) -0.033(6) -0.016(10) 0.009(7) C5S 0.056(8) 0.139(10) 0.099(9) -0.033(7) -0.031(7) 0.019(6) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' W W -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle O3 W1 O1 166.7(9) O3 W1 O4 99.2(7) O1 W1 O4 86.3(8) O3 W1 O2 89.7(8) O1 W1 O2 78.2(7) O4 W1 O2 137.8(2) W1 C1 H1A 120.0 W1 C1 H1B 120.0 H1A C1 H1B 120.0 O2 W2 O4 158.9(8) O2 W2 O1 77.6(9) O4 W2 O1 84.1(10) O2 W2 O3 88.7(10) O4 W2 O3 96.0(9) O1 W2 O3 132.5(3) W2 C2 H2A 120.0 W2 C2 H2B 120.0 H2A C2 H2B 120.0 C16 C11 C12 123.6(11) C16 C11 O1 121.2(13) C12 C11 O1 115.3(13) C11 C12 C13 116.5(9) C11 C12 C121 123.2(9) C13 C12 C121 120.3(9) C14 C13 C12 120.0(8) C14 C13 H13 120.0 C12 C13 H13 120.0 C15 C14 C13 122.0(8) C15 C14 H14 119.0 C13 C14 H14 119.0 C14 C15 C16 120.8(8) C14 C15 H15 119.6 C16 C15 H15 119.6 C15 C16 C11 117.2(9) C15 C16 C161 122.0(8) C11 C16 C161 120.8(8) C12 C121 C122 112.0(10) C12 C121 C123 115.8(9) C122 C121 C123 110.3(9) C12 C121 H121 106.0 C122 C121 H121 106.0 C123 C121 H121 106.0 C121 C122 H12A 109.5 C121 C122 H12B 109.5 H12A C122 H12B 109.5 C121 C122 H12C 109.5 H12A C122 H12C 109.5 H12B C122 H12C 109.5 C121 C123 H12D 109.5 C121 C123 H12E 109.5 H12D C123 H12E 109.5 C121 C123 H12F 109.5 H12D C123 H12F 109.5 H12E C123 H12F 109.5 C16 C161 C163 116.2(8) C16 C161 C162 112.7(9) C163 C161 C162 103.2(8) C16 C161 H161 108.2 C163 C161 H161 108.2 C162 C161 H161 108.2 C161 C162 H16A 109.5 C161 C162 H16B 109.5 H16A C162 H16B 109.5 C161 C162 H16C 109.5 H16A C162 H16C 109.5 H16B C162 H16C 109.5 C161 C163 H16D 109.5 C161 C163 H16E 109.5 H16D C163 H16E 109.5 C161 C163 H16F 109.5 H16D C163 H16F 109.5 H16E C163 H16F 109.5 O2 C21 C22 124.9(15) O2 C21 C26 113.9(14) C22 C21 C26 121.2(12) C21 C22 C23 119.1(11) C21 C22 C221 120.8(13) C23 C22 C221 120.1(11) C24 C23 C22 120.0(10) C24 C23 H23 120.0 C22 C23 H23 120.0 C23 C24 C25 119.9(9) C23 C24 H24 120.1 C25 C24 H24 120.1 C24 C25 C26 122.2(10) C24 C25 H25 118.9 C26 C25 H25 118.9 C25 C26 C21 117.5(11) C25 C26 C261 123.6(9) C21 C26 C261 118.8(10) C22 C221 C223 111.7(13) C22 C221 C222 114.4(12) C223 C221 C222 110.2(13) C22 C221 H221 106.7 C223 C221 H221 106.7 C222 C221 H221 106.7 C221 C222 H22A 109.5 C221 C222 H22B 109.5 H22A C222 H22B 109.5 C221 C222 H22C 109.5 H22A C222 H22C 109.5 H22B C222 H22C 109.5 C221 C223 H22D 109.5 C221 C223 H22E 109.5 H22D C223 H22E 109.5 C221 C223 H22F 109.5 H22D C223 H22F 109.5 H22E C223 H22F 109.5 C26 C261 C263 113.5(9) C26 C261 C262 110.1(10) C263 C261 C262 110.6(9) C26 C261 H261 107.5 C263 C261 H261 107.5 C262 C261 H261 107.5 C261 C262 H26A 109.5 C261 C262 H26B 109.5 H26A C262 H26B 109.5 C261 C262 H26C 109.5 H26A C262 H26C 109.5 H26B C262 H26C 109.5 C261 C263 H26D 109.5 C261 C263 H26E 109.5 H26D C263 H26E 109.5 C261 C263 H26F 109.5 H26D C263 H26F 109.5 H26E C263 H26F 109.5 O3 C31 C32 121.4(14) O3 C31 C36 116.0(14) C32 C31 C36 122.6(11) C33 C32 C31 116.1(9) C33 C32 C321 122.5(9) C31 C32 C321 121.0(10) C34 C33 C32 122.5(7) C34 C33 H33 118.8 C32 C33 H33 118.8 C35 C34 C33 120.4(7) C35 C34 H34 119.8 C33 C34 H34 119.8 C34 C35 C36 120.1(7) C34 C35 H35 120.0 C36 C35 H35 120.0 C35 C36 C31 118.3(8) C35 C36 C361 120.0(9) C31 C36 C361 121.5(10) C32 C321 C323 112.6(9) C32 C321 C322 109.2(10) C323 C321 C322 110.1(11) C32 C321 H321 108.2 C323 C321 H321 108.2 C322 C321 H321 108.2 C321 C322 H32A 109.5 C321 C322 H32B 109.5 H32A C322 H32B 109.5 C321 C322 H32C 109.5 H32A C322 H32C 109.5 H32B C322 H32C 109.5 C321 C323 H32D 109.5 C321 C323 H32E 109.5 H32D C323 H32E 109.5 C321 C323 H32F 109.5 H32D C323 H32F 109.5 H32E C323 H32F 109.5 C36 C361 C362 112.7(10) C36 C361 C363 111.9(7) C362 C361 C363 105.6(8) C36 C361 H361 108.9 C362 C361 H361 108.9 C363 C361 H361 108.9 C361 C362 H36A 109.5 C361 C362 H36B 109.5 H36A C362 H36B 109.5 C361 C362 H36C 109.5 H36A C362 H36C 109.5 H36B C362 H36C 109.5 C361 C363 H36D 109.5 C361 C363 H36E 109.5 H36D C363 H36E 109.5 C361 C363 H36F 109.5 H36D C363 H36F 109.5 H36E C363 H36F 109.5 C42 C41 C46 122.9(12) C42 C41 O4 115.3(13) C46 C41 O4 121.5(13) C43 C42 C41 116.5(10) C43 C42 C421 120.9(9) C41 C42 C421 122.3(11) C44 C43 C42 121.7(9) C44 C43 H43 119.1 C42 C43 H43 119.1 C43 C44 C45 121.5(9) C43 C44 H44 119.3 C45 C44 H44 119.3 C44 C45 C46 119.5(9) C44 C45 H45 120.2 C46 C45 H45 120.2 C45 C46 C41 117.8(10) C45 C46 C461 121.2(10) C41 C46 C461 121.0(11) C42 C421 C422 110.3(10) C42 C421 C423 108.6(11) C422 C421 C423 110.7(9) C42 C421 H421 109.0 C422 C421 H421 109.0 C423 C421 H421 109.0 C421 C422 H42A 109.5 C421 C422 H42B 109.5 H42A C422 H42B 109.5 C421 C422 H42C 109.5 H42A C422 H42C 109.5 H42B C422 H42C 109.5 C421 C423 H42D 109.5 C421 C423 H42E 109.5 H42D C423 H42E 109.5 C421 C423 H42F 109.5 H42D C423 H42F 109.5 H42E C423 H42F 109.5 C46 C461 C462 110.9(10) C46 C461 C463 115.4(8) C462 C461 C463 110.3(10) C46 C461 H461 106.5 C462 C461 H461 106.5 C463 C461 H461 106.5 C461 C462 H46A 109.5 C461 C462 H46B 109.5 H46A C462 H46B 109.5 C461 C462 H46C 109.5 H46A C462 H46C 109.5 H46B C462 H46C 109.5 C461 C463 H46D 109.5 C461 C463 H46E 109.5 H46D C463 H46E 109.5 C461 C463 H46F 109.5 H46D C463 H46F 109.5 H46E C463 H46F 109.5 C2S C1S H1S1 109.5 C2S C1S H1S2 109.5 H1S1 C1S H1S2 109.5 C2S C1S H1S3 109.5 H1S1 C1S H1S3 109.5 H1S2 C1S H1S3 109.5 C3S C2S C1S 118.0(12) C3S C2S H2S1 107.8 C1S C2S H2S1 107.8 C3S C2S H2S2 107.8 C1S C2S H2S2 107.8 H2S1 C2S H2S2 107.2 C2S C3S C4S 116.5(10) C2S C3S H3S1 108.2 C4S C3S H3S1 108.2 C2S C3S H3S2 108.2 C4S C3S H3S2 108.2 H3S1 C3S H3S2 107.3 C5S C4S C3S 115.9(11) C5S C4S H4S1 108.3 C3S C4S H4S1 108.3 C5S C4S H4S2 108.3 C3S C4S H4S2 108.3 H4S1 C4S H4S2 107.4 C4S C5S H5S1 109.5 C4S C5S H5S2 109.5 H5S1 C5S H5S2 109.5 C4S C5S H5S3 109.5 H5S1 C5S H5S3 109.5 H5S2 C5S H5S3 109.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance W1 O3 1.840(10) W1 O1 1.849(11) W1 C1 1.863(4) W1 O4 1.944(10) W1 O2 1.977(12) C1 H1A 0.9300 C1 H1B 0.9300 W2 C2 1.848(16) W2 O2 1.849(14) W2 O4 1.872(14) W2 O1 2.000(13) W2 O3 2.003(13) C2 H2A 0.9300 C2 H2B 0.9300 O1 C11 1.442(19) C11 C16 1.393(12) C11 C12 1.402(12) C12 C13 1.409(10) C12 C121 1.498(12) C13 C14 1.369(12) C13 H13 0.9300 C14 C15 1.369(11) C14 H14 0.9300 C15 C16 1.382(10) C15 H15 0.9300 C16 C161 1.497(11) C121 C122 1.526(12) C121 C123 1.529(11) C121 H121 0.9800 C122 H12A 0.9600 C122 H12B 0.9600 C122 H12C 0.9600 C123 H12D 0.9600 C123 H12E 0.9600 C123 H12F 0.9600 C161 C163 1.544(10) C161 C162 1.546(11) C161 H161 0.9800 C162 H16A 0.9600 C162 H16B 0.9600 C162 H16C 0.9600 C163 H16D 0.9600 C163 H16E 0.9600 C163 H16F 0.9600 O2 C21 1.33(2) C21 C22 1.385(13) C21 C26 1.399(13) C22 C23 1.404(13) C22 C221 1.490(12) C23 C24 1.369(11) C23 H23 0.9300 C24 C25 1.372(12) C24 H24 0.9300 C25 C26 1.383(11) C25 H25 0.9300 C26 C261 1.499(11) C221 C223 1.524(14) C221 C222 1.541(14) C221 H221 0.9800 C222 H22A 0.9600 C222 H22B 0.9600 C222 H22C 0.9600 C223 H22D 0.9600 C223 H22E 0.9600 C223 H22F 0.9600 C261 C263 1.520(11) C261 C262 1.529(11) C261 H261 0.9800 C262 H26A 0.9600 C262 H26B 0.9600 C262 H26C 0.9600 C263 H26D 0.9600 C263 H26E 0.9600 C263 H26F 0.9600 O3 C31 1.33(2) C31 C32 1.397(12) C31 C36 1.399(12) C32 C33 1.385(11) C32 C321 1.506(11) C33 C34 1.377(11) C33 H33 0.9300 C34 C35 1.368(9) C34 H34 0.9300 C35 C36 1.393(10) C35 H35 0.9300 C36 C361 1.508(11) C321 C323 1.541(13) C321 C322 1.550(13) C321 H321 0.9800 C322 H32A 0.9600 C322 H32B 0.9600 C322 H32C 0.9600 C323 H32D 0.9600 C323 H32E 0.9600 C323 H32F 0.9600 C361 C362 1.519(11) C361 C363 1.555(10) C361 H361 0.9800 C362 H36A 0.9600 C362 H36B 0.9600 C362 H36C 0.9600 C363 H36D 0.9600 C363 H36E 0.9600 C363 H36F 0.9600 O4 C41 1.41(2) C41 C42 1.399(13) C41 C46 1.407(13) C42 C43 1.389(11) C42 C421 1.509(11) C43 C44 1.365(10) C43 H43 0.9300 C44 C45 1.382(10) C44 H44 0.9300 C45 C46 1.396(11) C45 H45 0.9300 C46 C461 1.510(11) C421 C422 1.525(12) C421 C423 1.545(12) C421 H421 0.9800 C422 H42A 0.9600 C422 H42B 0.9600 C422 H42C 0.9600 C423 H42D 0.9600 C423 H42E 0.9600 C423 H42F 0.9600 C461 C462 1.532(12) C461 C463 1.532(11) C461 H461 0.9800 C462 H46A 0.9600 C462 H46B 0.9600 C462 H46C 0.9600 C463 H46D 0.9600 C463 H46E 0.9600 C463 H46F 0.9600 C1S C2S 1.473(15) C1S H1S1 0.9600 C1S H1S2 0.9600 C1S H1S3 0.9600 C2S C3S 1.461(16) C2S H2S1 0.9700 C2S H2S2 0.9700 C3S C4S 1.492(14) C3S H3S1 0.9700 C3S H3S2 0.9700 C4S C5S 1.472(15) C4S H4S1 0.9700 C4S H4S2 0.9700 C5S H5S1 0.9600 C5S H5S2 0.9600 C5S H5S3 0.9600