#------------------------------------------------------------------------------ #$Date: 2019-11-17 07:48:04 +0200 (Sun, 17 Nov 2019) $ #$Revision: 228737 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/54/85/1548534.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_1548534 loop_ _publ_author_name 'Joost, Maximilian' 'Transue, Wesley J.' 'Cummins, Christopher C.' _publ_section_title ; Diazomethane umpolung atop anthracene: an electrophilic methylene transfer reagent. ; _journal_issue 6 _journal_name_full 'Chemical science' _journal_page_first 1540 _journal_page_last 1543 _journal_paper_doi 10.1039/c7sc04506a _journal_volume 9 _journal_year 2018 _chemical_formula_sum 'C68 H87 O4 P W' _chemical_formula_weight 1183.19 _chemical_properties_physical Air-sensitive,Moisture-sensitive,Oxygen-sensitive _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens mixed _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 106.468(2) _cell_angle_beta 110.976(2) _cell_angle_gamma 96.554(2) _cell_formula_units_Z 2 _cell_length_a 13.4644(6) _cell_length_b 13.7709(6) _cell_length_c 18.7517(8) _cell_measurement_reflns_used 9450 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 33.34 _cell_measurement_theta_min 2.36 _cell_volume 3021.7(2) _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 100(2) _diffrn_detector_area_resol_mean 8.3 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.980 _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 0.0449 _diffrn_reflns_av_unetI/netI 0.0272 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.980 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_k_max 23 _diffrn_reflns_limit_k_min -23 _diffrn_reflns_limit_l_max 31 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_number 344550 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.980 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 37.166 _diffrn_reflns_theta_min 1.241 _diffrn_source 'I\mS micro-focus sealed tube, multilayer optics' _exptl_absorpt_coefficient_mu 1.984 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Sheldrick, 2009)' _exptl_crystal_colour orange _exptl_crystal_density_diffrn 1.300 _exptl_crystal_density_method 'not measured' _exptl_crystal_description block _exptl_crystal_F_000 1232 _exptl_crystal_size_max 0.218 _exptl_crystal_size_mid 0.126 _exptl_crystal_size_min 0.079 _exptl_transmission_factor_max 0.5681 _exptl_transmission_factor_min 0.4774 _refine_diff_density_max 1.784 _refine_diff_density_min -1.812 _refine_diff_density_rms 0.096 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.049 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 709 _refine_ls_number_reflns 30460 _refine_ls_number_restraints 44 _refine_ls_restrained_S_all 1.049 _refine_ls_R_factor_all 0.0337 _refine_ls_R_factor_gt 0.0257 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0309P)^2^+1.2009P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0588 _refine_ls_wR_factor_ref 0.0616 _reflns_Friedel_coverage 0.000 _reflns_number_gt 26858 _reflns_number_total 30460 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c7sc04506a2.cif _cod_data_source_block X8_16249 _cod_depositor_comments 'Adding full bibliography for 1548532--1548534.cif.' _cod_database_code 1548534 _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 0.672 _shelx_estimated_absorpt_t_max 0.859 _shelx_res_file ; X8_16249.res created by SHELXL-2014/7 TITL X8_16249.res in P-1 REM SHELXT solution in P-1 REM R1 0.056, Rweak 0.010, Alpha 0.030, Orientation as input REM Formula found by SHELXT: C68 O4 P W CELL 0.71073 13.4644 13.7709 18.7517 106.468 110.976 96.554 ZERR 2.000 0.0006 0.0006 0.0008 0.002 0.002 0.002 LATT 1 SFAC C H O P W UNIT 136 174 8 2 2 TEMP -173.150 SIZE 0.079 0.126 0.218 OMIT -6 -6 9 ! outlier OMIT -3 3 6 ! outlier L.S. 10 BOND $H LIST 4 FMAP 2 PLAN 20 ACTA WGHT 0.030900 1.200900 FVAR 0.27066 0.81988 W1 5 0.480831 0.531838 0.753648 11.00000 0.01016 0.01394 = 0.01320 0.00516 0.00411 0.00370 dfix 0.95 c1 h1 C1 1 0.455654 0.483686 0.650332 11.00000 0.01742 0.01772 = 0.01566 0.00487 0.00612 0.00473 H1 2 0.444922 0.458827 0.596884 11.00000 0.02141 REM 2,6-diisopropylphenoxide arms sadi c37 c371 c37 c372 c37 c373 c37 c374 sadi 0.04 c371 c372 c373 c374 simu c37 > c373 rigu c37 > c373 O1 3 0.379681 0.625640 0.758679 11.00000 0.01122 0.01802 = 0.01600 0.00545 0.00399 0.00615 C11 1 0.271175 0.611884 0.715057 11.00000 0.01228 0.01418 = 0.01639 0.00483 0.00473 0.00489 C12 1 0.231443 0.619173 0.636146 11.00000 0.01684 0.01731 = 0.01659 0.00634 0.00553 0.00679 C13 1 0.118717 0.600893 0.593006 11.00000 0.01815 0.02268 = 0.01791 0.00666 0.00358 0.00902 AFIX 43 H13 2 0.091344 0.603204 0.539411 11.00000 -1.20000 AFIX 0 C14 1 0.045095 0.579370 0.626060 11.00000 0.01377 0.02466 = 0.02222 0.00478 0.00276 0.00571 AFIX 43 H14 2 -0.031575 0.565301 0.594971 11.00000 -1.20000 AFIX 0 C15 1 0.085207 0.578731 0.705126 11.00000 0.01300 0.02298 = 0.02391 0.00633 0.00674 0.00464 AFIX 43 H15 2 0.035323 0.566932 0.728743 11.00000 -1.20000 AFIX 0 C16 1 0.197531 0.595090 0.750817 11.00000 0.01377 0.01717 = 0.01763 0.00655 0.00593 0.00528 C17 1 0.238424 0.598106 0.838054 11.00000 0.01615 0.02308 = 0.01967 0.00819 0.00865 0.00610 AFIX 13 H17 2 0.320171 0.611742 0.860780 11.00000 -1.20000 AFIX 0 C171 1 0.207343 0.686998 0.890165 11.00000 0.03040 0.02722 = 0.02268 0.00658 0.01346 0.01019 AFIX 137 H17A 2 0.127372 0.675109 0.868765 11.00000 -1.50000 H17B 2 0.238690 0.753583 0.888308 11.00000 -1.50000 H17C 2 0.236140 0.689009 0.946665 11.00000 -1.50000 AFIX 0 C172 1 0.193657 0.494523 0.843065 11.00000 0.02755 0.02885 = 0.03146 0.01680 0.01737 0.01160 AFIX 137 H17D 2 0.113735 0.481334 0.823446 11.00000 -1.50000 H17E 2 0.225437 0.497589 0.899776 11.00000 -1.50000 H17F 2 0.213042 0.438104 0.809193 11.00000 -1.50000 AFIX 0 C18 1 0.309610 0.653798 0.601916 11.00000 0.02033 0.02769 = 0.02099 0.01376 0.00890 0.00898 AFIX 13 H18 2 0.380345 0.635926 0.628582 11.00000 -1.20000 AFIX 0 C181 1 0.269099 0.599973 0.510190 11.00000 0.03592 0.06291 = 0.02464 0.00789 0.01639 0.00322 AFIX 137 H18A 2 0.250616 0.524185 0.496551 11.00000 -1.50000 H18B 2 0.326745 0.619112 0.492842 11.00000 -1.50000 H18C 2 0.203862 0.621981 0.482141 11.00000 -1.50000 AFIX 0 C182 1 0.332754 0.772277 0.624228 11.00000 0.03985 0.03133 = 0.05144 0.02264 0.02206 0.00621 AFIX 137 H18D 2 0.263980 0.792432 0.601338 11.00000 -1.50000 H18E 2 0.383370 0.794449 0.601966 11.00000 -1.50000 H18F 2 0.365747 0.805890 0.683681 11.00000 -1.50000 AFIX 0 O2 3 0.379071 0.434081 0.769362 11.00000 0.01462 0.01784 = 0.01781 0.00636 0.00559 0.00156 C21 1 0.339700 0.330507 0.746841 11.00000 0.01296 0.01875 = 0.01910 0.00883 0.00640 0.00414 C22 1 0.260982 0.271066 0.667258 11.00000 0.01628 0.01789 = 0.01864 0.00694 0.00762 0.00493 C23 1 0.225001 0.163780 0.647965 11.00000 0.02299 0.01803 = 0.02519 0.00573 0.01027 0.00372 AFIX 43 H23 2 0.172959 0.122689 0.594442 11.00000 -1.20000 AFIX 0 C24 1 0.263302 0.115585 0.704971 11.00000 0.02683 0.01856 = 0.03657 0.01255 0.01526 0.00750 AFIX 43 H24 2 0.239481 0.042280 0.690179 11.00000 -1.20000 AFIX 0 C25 1 0.336864 0.176245 0.783804 11.00000 0.02226 0.02762 = 0.03608 0.02071 0.00976 0.00772 AFIX 43 H25 2 0.361596 0.143831 0.823267 11.00000 -1.20000 AFIX 0 C26 1 0.375414 0.283683 0.806551 11.00000 0.01722 0.02718 = 0.02594 0.01577 0.00421 0.00335 C27 1 0.452511 0.350220 0.894447 11.00000 0.02833 0.03517 = 0.02668 0.01945 -0.00589 -0.00688 AFIX 13 H27 2 0.465726 0.424355 0.897080 11.00000 -1.20000 AFIX 0 C271 1 0.400181 0.344292 0.953832 11.00000 0.04328 0.04367 = 0.02933 0.00549 0.00653 0.00996 AFIX 137 H27A 2 0.387867 0.272898 0.954106 11.00000 -1.50000 H27B 2 0.329997 0.363984 0.936641 11.00000 -1.50000 H27C 2 0.449177 0.392201 1.008767 11.00000 -1.50000 AFIX 0 C272 1 0.561861 0.324172 0.920798 11.00000 0.02755 0.10023 = 0.03959 0.02827 0.00072 0.01242 AFIX 137 H27D 2 0.552168 0.251629 0.918661 11.00000 -1.50000 H27E 2 0.608751 0.370649 0.976690 11.00000 -1.50000 H27F 2 0.596252 0.333184 0.884292 11.00000 -1.50000 AFIX 0 C28 1 0.214260 0.321678 0.604444 11.00000 0.01793 0.02045 = 0.01644 0.00719 0.00345 0.00114 AFIX 13 H28 2 0.253535 0.397123 0.629111 11.00000 -1.20000 AFIX 0 C281 1 0.232990 0.273929 0.527576 11.00000 0.03092 0.03797 = 0.01925 0.00858 0.01042 0.00420 AFIX 137 H28A 2 0.311850 0.284490 0.541682 11.00000 -1.50000 H28B 2 0.200764 0.307634 0.488177 11.00000 -1.50000 H28C 2 0.198369 0.199036 0.503564 11.00000 -1.50000 AFIX 0 C282 1 0.092118 0.315489 0.582240 11.00000 0.02076 0.03259 = 0.02994 0.01610 0.00676 0.00811 AFIX 137 H28D 2 0.050688 0.242596 0.553080 11.00000 -1.50000 H28E 2 0.066939 0.356648 0.547317 11.00000 -1.50000 H28F 2 0.080525 0.343262 0.632107 11.00000 -1.50000 AFIX 0 O3 3 0.597567 0.465474 0.802439 11.00000 0.01339 0.02099 = 0.02232 0.01025 0.00652 0.00716 C31 1 0.682712 0.444848 0.783141 11.00000 0.01328 0.01889 = 0.02201 0.01089 0.00611 0.00622 C32 1 0.667126 0.357792 0.715095 11.00000 0.01659 0.01870 = 0.02490 0.00916 0.00811 0.00736 C33 1 0.756726 0.343049 0.695875 11.00000 0.02070 0.02654 = 0.02993 0.01101 0.01209 0.01082 AFIX 43 H33 2 0.747103 0.285768 0.649491 11.00000 -1.20000 AFIX 0 C34 1 0.859577 0.410549 0.743296 11.00000 0.01734 0.03310 = 0.03655 0.01514 0.01417 0.01044 AFIX 43 H34 2 0.919070 0.400716 0.728350 11.00000 -1.20000 AFIX 0 C35 1 0.875032 0.492239 0.812450 11.00000 0.01451 0.02974 = 0.03231 0.01260 0.00714 0.00483 AFIX 43 H35 2 0.946203 0.536490 0.845849 11.00000 -1.20000 AFIX 0 C36 1 0.788196 0.510889 0.834084 11.00000 0.01456 0.02474 = 0.02333 0.00990 0.00477 0.00521 C37 1 0.807375 0.596589 0.912848 11.00000 0.01544 0.02900 = 0.02601 0.00474 0.00347 0.00343 AFIX 13 H37 2 0.733888 0.601260 0.913029 11.00000 -1.20000 AFIX 0 part 1 C371 1 0.870850 0.565520 0.986493 21.00000 0.04448 0.04169 = 0.02177 0.01001 0.00979 0.01067 AFIX 137 H37A 2 0.943821 0.560853 0.988479 21.00000 -1.50000 H37B 2 0.830776 0.497711 0.980699 21.00000 -1.50000 H37C 2 0.878158 0.618316 1.036946 21.00000 -1.50000 AFIX 0 C372 1 0.865265 0.704009 0.923358 21.00000 0.02750 0.02776 = 0.03015 0.00488 0.00571 0.00378 AFIX 137 H37D 2 0.937662 0.702146 0.923061 21.00000 -1.50000 H37E 2 0.873732 0.754173 0.975317 21.00000 -1.50000 H37F 2 0.821841 0.725180 0.878495 21.00000 -1.50000 AFIX 0 part 2 C373 1 0.809287 0.546432 0.971036 -21.00000 0.03111 0.05702 = 0.02520 0.01269 0.00950 0.00897 AFIX 137 H37G 2 0.867153 0.508237 0.977981 -21.00000 -1.50000 H37H 2 0.738282 0.497667 0.951174 -21.00000 -1.50000 H37I 2 0.823726 0.599308 1.023499 -21.00000 -1.50000 AFIX 0 C374 1 0.912433 0.679398 0.935820 -21.00000 0.02548 0.05372 = 0.02448 -0.00507 0.00326 -0.00627 AFIX 137 H37J 2 0.913556 0.745242 0.974255 -21.00000 -1.50000 H37K 2 0.912990 0.690371 0.886548 -21.00000 -1.50000 H37L 2 0.977158 0.654922 0.961176 -21.00000 -1.50000 AFIX 0 part 0 C38 1 0.557538 0.279186 0.665829 11.00000 0.01716 0.01841 = 0.03285 0.00532 0.00948 0.00625 AFIX 13 H38 2 0.500052 0.314267 0.675371 11.00000 -1.20000 AFIX 0 C381 1 0.528173 0.241665 0.574415 11.00000 0.02578 0.02910 = 0.03240 0.00095 0.00542 0.00803 AFIX 137 H38A 2 0.533425 0.302022 0.556958 11.00000 -1.50000 H38B 2 0.453163 0.197993 0.544986 11.00000 -1.50000 H38C 2 0.579069 0.200879 0.562581 11.00000 -1.50000 AFIX 0 C382 1 0.555975 0.186764 0.695818 11.00000 0.03233 0.02536 = 0.05277 0.01511 0.02284 0.00583 AFIX 137 H38D 2 0.612559 0.151531 0.688094 11.00000 -1.50000 H38E 2 0.483941 0.137602 0.664730 11.00000 -1.50000 H38F 2 0.570422 0.212009 0.753821 11.00000 -1.50000 AFIX 0 O4 3 0.595967 0.661991 0.801950 11.00000 0.01304 0.01623 = 0.01577 0.00630 0.00526 0.00287 C41 1 0.605231 0.749590 0.782809 11.00000 0.01381 0.01708 = 0.01648 0.00548 0.00483 0.00236 C42 1 0.642531 0.754112 0.722237 11.00000 0.01851 0.02105 = 0.01986 0.00732 0.00819 0.00277 C43 1 0.646525 0.845524 0.703535 11.00000 0.03177 0.02836 = 0.03159 0.01647 0.01631 0.00489 AFIX 43 H43 2 0.669641 0.849320 0.661901 11.00000 -1.20000 AFIX 0 C44 1 0.617510 0.930745 0.744381 11.00000 0.03914 0.02368 = 0.04448 0.01952 0.02059 0.00810 AFIX 43 H44 2 0.619109 0.991461 0.729879 11.00000 -1.20000 AFIX 0 C45 1 0.586149 0.926636 0.806551 11.00000 0.03126 0.01832 = 0.03696 0.00982 0.01615 0.00789 AFIX 43 H45 2 0.568240 0.985757 0.835424 11.00000 -1.20000 AFIX 0 C46 1 0.580435 0.837524 0.827407 11.00000 0.01833 0.01731 = 0.02226 0.00536 0.00758 0.00391 C47 1 0.552343 0.835832 0.898502 11.00000 0.02192 0.01993 = 0.02064 0.00199 0.00990 0.00465 AFIX 13 H47 2 0.537663 0.761801 0.895927 11.00000 -1.20000 AFIX 0 C471 1 0.650833 0.898665 0.978754 11.00000 0.02679 0.04044 = 0.02374 0.00572 0.00757 0.00248 AFIX 137 H47A 2 0.714462 0.869661 0.980439 11.00000 -1.50000 H47B 2 0.633588 0.894951 1.024591 11.00000 -1.50000 H47C 2 0.667506 0.971611 0.982614 11.00000 -1.50000 AFIX 0 C472 1 0.450764 0.875574 0.896201 11.00000 0.02681 0.03921 = 0.03335 0.00478 0.01505 0.01165 AFIX 137 H47D 2 0.464078 0.949081 0.900987 11.00000 -1.50000 H47E 2 0.434183 0.868774 0.941616 11.00000 -1.50000 H47F 2 0.388590 0.834470 0.844518 11.00000 -1.50000 AFIX 0 C48 1 0.677876 0.663358 0.678151 11.00000 0.02227 0.02626 = 0.02090 0.00622 0.01253 0.00393 AFIX 13 H48 2 0.665840 0.604876 0.698132 11.00000 -1.20000 AFIX 0 C481 1 0.608589 0.624882 0.586146 11.00000 0.02992 0.03739 = 0.02131 0.00510 0.01310 0.00163 AFIX 137 H48A 2 0.530836 0.606416 0.575401 11.00000 -1.50000 H48B 2 0.629171 0.563370 0.559229 11.00000 -1.50000 H48C 2 0.621410 0.680230 0.564917 11.00000 -1.50000 AFIX 0 C482 1 0.799808 0.693020 0.696152 11.00000 0.02295 0.04478 = 0.03515 0.01221 0.01564 0.00682 AFIX 137 H48D 2 0.813382 0.750211 0.676866 11.00000 -1.50000 H48E 2 0.820586 0.632476 0.668076 11.00000 -1.50000 H48F 2 0.843435 0.715343 0.755025 11.00000 -1.50000 AFIX 0 REM methyltriphenylphosphonium cation P1 4 -0.024088 0.114848 0.756056 11.00000 0.01534 0.01572 = 0.01965 0.00528 0.00631 0.00466 C5 1 0.075591 0.234156 0.790151 11.00000 0.02125 0.01707 = 0.03134 0.00432 0.00975 0.00245 AFIX 137 H5A 2 0.039909 0.292449 0.793915 11.00000 -1.50000 H5B 2 0.109298 0.230854 0.751331 11.00000 -1.50000 H5C 2 0.132207 0.244567 0.843894 11.00000 -1.50000 AFIX 0 C61 1 -0.126744 0.094445 0.657465 11.00000 0.01752 0.01822 = 0.02257 0.00863 0.00643 0.00657 C62 1 -0.096204 0.119929 0.600292 11.00000 0.02303 0.04679 = 0.03225 0.02370 0.00925 0.00647 AFIX 43 H62 2 -0.022235 0.152803 0.615009 11.00000 -1.20000 AFIX 0 C63 1 -0.174120 0.097173 0.521744 11.00000 0.03500 0.05966 = 0.03120 0.02769 0.01085 0.01174 AFIX 43 H63 2 -0.153550 0.114960 0.482748 11.00000 -1.20000 AFIX 0 C64 1 -0.281371 0.048786 0.500165 11.00000 0.02981 0.03493 = 0.02604 0.01001 0.00281 0.01225 AFIX 43 H64 2 -0.334507 0.033474 0.446356 11.00000 -1.20000 AFIX 0 C65 1 -0.311813 0.022501 0.556527 11.00000 0.02071 0.02296 = 0.03050 0.00453 0.00390 0.00540 AFIX 43 H65 2 -0.385738 -0.011166 0.541189 11.00000 -1.20000 AFIX 0 C66 1 -0.234570 0.045137 0.635840 11.00000 0.01959 0.01900 = 0.02572 0.00580 0.00759 0.00406 AFIX 43 H66 2 -0.255451 0.027050 0.674605 11.00000 -1.20000 AFIX 0 C71 1 -0.084749 0.120622 0.827326 11.00000 0.01955 0.02273 = 0.01949 0.00494 0.00828 0.00625 C72 1 -0.129661 0.205434 0.849297 11.00000 0.03002 0.02656 = 0.02669 0.00690 0.01380 0.01051 AFIX 43 H72 2 -0.128529 0.258413 0.826156 11.00000 -1.20000 AFIX 0 C73 1 -0.175751 0.210970 0.905243 11.00000 0.03433 0.03447 = 0.03240 0.00403 0.01871 0.01080 AFIX 43 H73 2 -0.206527 0.268029 0.920472 11.00000 -1.20000 AFIX 0 C74 1 -0.177154 0.133901 0.938976 11.00000 0.03857 0.03869 = 0.03002 0.00513 0.02126 0.00343 AFIX 43 H74 2 -0.208099 0.138849 0.977760 11.00000 -1.20000 AFIX 0 C75 1 -0.133975 0.049827 0.916781 11.00000 0.04279 0.03661 = 0.03637 0.01591 0.02310 0.00873 AFIX 43 H75 2 -0.135803 -0.002983 0.940014 11.00000 -1.20000 AFIX 0 C76 1 -0.087853 0.042267 0.860545 11.00000 0.03167 0.02811 = 0.03258 0.01277 0.01734 0.00875 AFIX 43 H76 2 -0.058658 -0.015837 0.844850 11.00000 -1.20000 AFIX 0 C81 1 0.041630 0.009032 0.748255 11.00000 0.01686 0.01667 = 0.01918 0.00515 0.00524 0.00488 C82 1 0.133347 0.012995 0.815285 11.00000 0.02285 0.02271 = 0.01993 0.00466 0.00328 0.00885 AFIX 43 H82 2 0.159992 0.070928 0.864754 11.00000 -1.20000 AFIX 0 C83 1 0.185284 -0.068216 0.809156 11.00000 0.02391 0.02560 = 0.02462 0.00768 0.00223 0.01088 AFIX 43 H83 2 0.247417 -0.066335 0.854778 11.00000 -1.20000 AFIX 0 C84 1 0.147046 -0.152188 0.736800 11.00000 0.02593 0.02221 = 0.02973 0.00750 0.00581 0.01180 AFIX 43 H84 2 0.183251 -0.207532 0.732968 11.00000 -1.20000 AFIX 0 C85 1 0.056241 -0.155925 0.669943 11.00000 0.03034 0.02104 = 0.02463 0.00199 0.00206 0.01146 AFIX 43 H85 2 0.030666 -0.213495 0.620342 11.00000 -1.20000 AFIX 0 C86 1 0.002653 -0.075543 0.675451 11.00000 0.02263 0.02074 = 0.02086 0.00369 0.00154 0.00783 AFIX 43 H86 2 -0.060092 -0.078178 0.629945 11.00000 -1.20000 AFIX 0 HKLF 4 REM X8_16249.res in P-1 REM R1 = 0.0257 for 26858 Fo > 4sig(Fo) and 0.0337 for all 30460 data REM 709 parameters refined using 44 restraints END WGHT 0.0309 1.2009 REM Highest difference peak 1.784, deepest hole -1.812, 1-sigma level 0.096 Q1 1 0.4798 0.5541 0.7953 11.00000 0.05 1.78 Q2 1 0.4855 0.4949 0.7092 11.00000 0.05 1.60 Q3 1 0.4372 0.4823 0.7480 11.00000 0.05 1.19 Q4 1 0.5253 0.6016 0.7762 11.00000 0.05 1.16 Q5 1 0.4210 0.3834 0.9394 11.00000 0.05 1.03 Q6 1 0.4646 0.3050 0.8682 11.00000 0.05 0.88 Q7 1 -0.0559 0.1180 0.7927 11.00000 0.05 0.75 Q8 1 0.4245 0.4741 0.7046 11.00000 0.05 0.75 Q9 1 0.3669 0.2306 0.7876 11.00000 0.05 0.66 Q10 1 0.6725 0.4008 0.7547 11.00000 0.05 0.63 Q11 1 0.3190 0.1438 0.7449 11.00000 0.05 0.60 Q12 1 0.2222 0.5896 0.7189 11.00000 0.05 0.59 Q13 1 0.5583 0.8377 0.8572 11.00000 0.05 0.57 Q14 1 0.6193 0.7547 0.7521 11.00000 0.05 0.56 Q15 1 0.6063 0.3194 0.6924 11.00000 0.05 0.56 Q16 1 0.0179 0.1777 0.7705 11.00000 0.05 0.55 Q17 1 0.2758 0.6328 0.6214 11.00000 0.05 0.55 Q18 1 0.2585 0.6159 0.6772 11.00000 0.05 0.55 Q19 1 0.5822 0.9164 0.7680 11.00000 0.05 0.53 Q20 1 0.0379 -0.0230 0.7140 11.00000 0.05 0.53 ; _shelx_res_checksum 80637 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -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 0.48083(2) 0.53184(2) 0.75365(2) 0.01247(1) Uani 1 1 d . . . . . C1 C 0.45565(11) 0.48369(10) 0.65033(8) 0.0173(2) Uani 1 1 d D . . . . H1 H 0.4449(16) 0.4588(15) 0.5969(9) 0.021(5) Uiso 1 1 d D . . . . O1 O 0.37968(7) 0.62564(7) 0.75868(6) 0.01543(15) Uani 1 1 d . . . . . C11 C 0.27118(10) 0.61188(9) 0.71506(7) 0.01459(19) Uani 1 1 d . . . . . C12 C 0.23144(11) 0.61917(10) 0.63615(8) 0.0170(2) Uani 1 1 d . . . . . C13 C 0.11872(11) 0.60089(11) 0.59301(8) 0.0205(2) Uani 1 1 d . . . . . H13 H 0.0913 0.6032 0.5394 0.025 Uiso 1 1 calc R U . . . C14 C 0.04510(11) 0.57937(12) 0.62606(9) 0.0223(2) Uani 1 1 d . . . . . H14 H -0.0316 0.5653 0.5950 0.027 Uiso 1 1 calc R U . . . C15 C 0.08521(11) 0.57873(11) 0.70513(9) 0.0206(2) Uani 1 1 d . . . . . H15 H 0.0353 0.5669 0.7287 0.025 Uiso 1 1 calc R U . . . C16 C 0.19753(10) 0.59509(10) 0.75082(8) 0.0161(2) Uani 1 1 d . . . . . C17 C 0.23842(11) 0.59811(11) 0.83805(8) 0.0189(2) Uani 1 1 d . . . . . H17 H 0.3202 0.6117 0.8608 0.023 Uiso 1 1 calc R U . . . C171 C 0.20734(14) 0.68700(13) 0.89016(9) 0.0262(3) Uani 1 1 d . . . . . H17A H 0.1274 0.6751 0.8688 0.039 Uiso 1 1 calc R U . . . H17B H 0.2387 0.7536 0.8883 0.039 Uiso 1 1 calc R U . . . H17C H 0.2361 0.6890 0.9467 0.039 Uiso 1 1 calc R U . . . C172 C 0.19366(13) 0.49452(13) 0.84307(10) 0.0258(3) Uani 1 1 d . . . . . H17D H 0.1137 0.4813 0.8234 0.039 Uiso 1 1 calc R U . . . H17E H 0.2254 0.4976 0.8998 0.039 Uiso 1 1 calc R U . . . H17F H 0.2130 0.4381 0.8092 0.039 Uiso 1 1 calc R U . . . C18 C 0.30961(12) 0.65380(12) 0.60192(9) 0.0214(2) Uani 1 1 d . . . . . H18 H 0.3803 0.6359 0.6286 0.026 Uiso 1 1 calc R U . . . C181 C 0.26910(17) 0.59997(19) 0.51019(11) 0.0425(5) Uani 1 1 d . . . . . H18A H 0.2506 0.5242 0.4966 0.064 Uiso 1 1 calc R U . . . H18B H 0.3267 0.6191 0.4928 0.064 Uiso 1 1 calc R U . . . H18C H 0.2039 0.6220 0.4821 0.064 Uiso 1 1 calc R U . . . C182 C 0.33275(17) 0.77228(15) 0.62423(14) 0.0382(4) Uani 1 1 d . . . . . H18D H 0.2640 0.7924 0.6013 0.057 Uiso 1 1 calc R U . . . H18E H 0.3834 0.7944 0.6020 0.057 Uiso 1 1 calc R U . . . H18F H 0.3657 0.8059 0.6837 0.057 Uiso 1 1 calc R U . . . O2 O 0.37907(8) 0.43408(7) 0.76936(6) 0.01726(16) Uani 1 1 d . . . . . C21 C 0.33970(10) 0.33051(10) 0.74684(8) 0.0164(2) Uani 1 1 d . . . . . C22 C 0.26098(11) 0.27107(10) 0.66726(8) 0.0173(2) Uani 1 1 d . . . . . C23 C 0.22500(12) 0.16378(11) 0.64797(9) 0.0225(2) Uani 1 1 d . . . . . H23 H 0.1730 0.1227 0.5944 0.027 Uiso 1 1 calc R U . . . C24 C 0.26330(13) 0.11558(12) 0.70497(10) 0.0258(3) Uani 1 1 d . . . . . H24 H 0.2395 0.0423 0.6902 0.031 Uiso 1 1 calc R U . . . C25 C 0.33686(13) 0.17624(13) 0.78380(11) 0.0269(3) Uani 1 1 d . . . . . H25 H 0.3616 0.1438 0.8233 0.032 Uiso 1 1 calc R U . . . C26 C 0.37541(12) 0.28368(12) 0.80655(9) 0.0235(3) Uani 1 1 d . . . . . C27 C 0.45251(14) 0.35022(15) 0.89445(10) 0.0345(4) Uani 1 1 d . . . . . H27 H 0.4657 0.4244 0.8971 0.041 Uiso 1 1 calc R U . . . C271 C 0.40018(18) 0.34429(18) 0.95383(12) 0.0430(5) Uani 1 1 d . . . . . H27A H 0.3879 0.2729 0.9541 0.065 Uiso 1 1 calc R U . . . H27B H 0.3300 0.3640 0.9366 0.065 Uiso 1 1 calc R U . . . H27C H 0.4492 0.3922 1.0088 0.065 Uiso 1 1 calc R U . . . C272 C 0.56186(18) 0.3242(3) 0.92080(15) 0.0591(7) Uani 1 1 d . . . . . H27D H 0.5522 0.2516 0.9187 0.089 Uiso 1 1 calc R U . . . H27E H 0.6088 0.3706 0.9767 0.089 Uiso 1 1 calc R U . . . H27F H 0.5963 0.3332 0.8843 0.089 Uiso 1 1 calc R U . . . C28 C 0.21426(11) 0.32168(11) 0.60444(8) 0.0195(2) Uani 1 1 d . . . . . H28 H 0.2535 0.3971 0.6291 0.023 Uiso 1 1 calc R U . . . C281 C 0.23299(14) 0.27393(14) 0.52758(9) 0.0300(3) Uani 1 1 d . . . . . H28A H 0.3119 0.2845 0.5417 0.045 Uiso 1 1 calc R U . . . H28B H 0.2008 0.3076 0.4882 0.045 Uiso 1 1 calc R U . . . H28C H 0.1984 0.1990 0.5036 0.045 Uiso 1 1 calc R U . . . C282 C 0.09212(13) 0.31549(14) 0.58224(10) 0.0275(3) Uani 1 1 d . . . . . H28D H 0.0507 0.2426 0.5531 0.041 Uiso 1 1 calc R U . . . H28E H 0.0669 0.3566 0.5473 0.041 Uiso 1 1 calc R U . . . H28F H 0.0805 0.3433 0.6321 0.041 Uiso 1 1 calc R U . . . O3 O 0.59757(8) 0.46547(8) 0.80244(6) 0.01825(17) Uani 1 1 d . . . . . C31 C 0.68271(10) 0.44485(10) 0.78314(8) 0.0173(2) Uani 1 1 d . . . . . C32 C 0.66713(11) 0.35779(11) 0.71510(9) 0.0195(2) Uani 1 1 d . . . . . C33 C 0.75673(12) 0.34305(12) 0.69587(10) 0.0245(3) Uani 1 1 d . . . . . H33 H 0.7471 0.2858 0.6495 0.029 Uiso 1 1 calc R U . . . C34 C 0.85958(12) 0.41055(13) 0.74330(11) 0.0270(3) Uani 1 1 d . . . . . H34 H 0.9191 0.4007 0.7284 0.032 Uiso 1 1 calc R U . . . C35 C 0.87503(12) 0.49224(13) 0.81245(10) 0.0259(3) Uani 1 1 d . . . . . H35 H 0.9462 0.5365 0.8458 0.031 Uiso 1 1 calc R U . . . C36 C 0.78820(11) 0.51089(12) 0.83408(9) 0.0214(2) Uani 1 1 d . . . . . C37 C 0.80738(12) 0.59659(13) 0.91285(10) 0.0263(3) Uani 1 1 d D U . . . H37 H 0.7339 0.6013 0.9130 0.032 Uiso 1 1 calc R U . A 1 C371 C 0.8709(3) 0.5655(2) 0.98649(14) 0.0373(7) Uani 0.820(8) 1 d D U P B 1 H37A H 0.9438 0.5609 0.9885 0.056 Uiso 0.820(8) 1 calc R U P B 1 H37B H 0.8308 0.4977 0.9807 0.056 Uiso 0.820(8) 1 calc R U P B 1 H37C H 0.8782 0.6183 1.0369 0.056 Uiso 0.820(8) 1 calc R U P B 1 C372 C 0.8653(2) 0.70401(17) 0.92336(15) 0.0318(5) Uani 0.820(8) 1 d D U P B 1 H37D H 0.9377 0.7021 0.9231 0.048 Uiso 0.820(8) 1 calc R U P B 1 H37E H 0.8737 0.7542 0.9753 0.048 Uiso 0.820(8) 1 calc R U P B 1 H37F H 0.8218 0.7252 0.8785 0.048 Uiso 0.820(8) 1 calc R U P B 1 C373 C 0.8093(12) 0.5464(10) 0.9710(7) 0.039(3) Uani 0.180(8) 1 d D U P B 2 H37G H 0.8672 0.5082 0.9780 0.058 Uiso 0.180(8) 1 calc R U P B 2 H37H H 0.7383 0.4977 0.9512 0.058 Uiso 0.180(8) 1 calc R U P B 2 H37I H 0.8237 0.5993 1.0235 0.058 Uiso 0.180(8) 1 calc R U P B 2 C374 C 0.9124(10) 0.6794(11) 0.9358(7) 0.042(4) Uani 0.180(8) 1 d D . P B 2 H37J H 0.9136 0.7452 0.9743 0.064 Uiso 0.180(8) 1 calc R U P B 2 H37K H 0.9130 0.6904 0.8865 0.064 Uiso 0.180(8) 1 calc R U P B 2 H37L H 0.9772 0.6549 0.9612 0.064 Uiso 0.180(8) 1 calc R U P B 2 C38 C 0.55754(12) 0.27919(11) 0.66583(10) 0.0237(3) Uani 1 1 d . . . . . H38 H 0.5001 0.3143 0.6754 0.028 Uiso 1 1 calc R U . . . C381 C 0.52817(14) 0.24167(14) 0.57442(11) 0.0332(4) Uani 1 1 d . . . . . H38A H 0.5334 0.3020 0.5570 0.050 Uiso 1 1 calc R U . . . H38B H 0.4532 0.1980 0.5450 0.050 Uiso 1 1 calc R U . . . H38C H 0.5791 0.2009 0.5626 0.050 Uiso 1 1 calc R U . . . C382 C 0.55597(15) 0.18676(14) 0.69582(13) 0.0350(4) Uani 1 1 d . . . . . H38D H 0.6126 0.1515 0.6881 0.052 Uiso 1 1 calc R U . . . H38E H 0.4839 0.1376 0.6647 0.052 Uiso 1 1 calc R U . . . H38F H 0.5704 0.2120 0.7538 0.052 Uiso 1 1 calc R U . . . O4 O 0.59597(7) 0.66199(7) 0.80195(5) 0.01510(15) Uani 1 1 d . . . . . C41 C 0.60523(10) 0.74959(10) 0.78281(8) 0.0164(2) Uani 1 1 d . . . . . C42 C 0.64253(11) 0.75411(11) 0.72224(8) 0.0198(2) Uani 1 1 d . . . . . C43 C 0.64652(14) 0.84552(13) 0.70353(10) 0.0284(3) Uani 1 1 d . . . . . H43 H 0.6696 0.8493 0.6619 0.034 Uiso 1 1 calc R U . . . C44 C 0.61751(16) 0.93075(13) 0.74438(12) 0.0329(3) Uani 1 1 d . . . . . H44 H 0.6191 0.9915 0.7299 0.039 Uiso 1 1 calc R U . . . C45 C 0.58615(14) 0.92664(12) 0.80655(11) 0.0280(3) Uani 1 1 d . . . . . H45 H 0.5682 0.9858 0.8354 0.034 Uiso 1 1 calc R U . . . C46 C 0.58043(11) 0.83752(10) 0.82741(9) 0.0199(2) Uani 1 1 d . . . . . C47 C 0.55234(12) 0.83583(11) 0.89850(9) 0.0217(2) Uani 1 1 d . . . . . H47 H 0.5377 0.7618 0.8959 0.026 Uiso 1 1 calc R U . . . C471 C 0.65083(14) 0.89866(15) 0.97875(10) 0.0329(3) Uani 1 1 d . . . . . H47A H 0.7145 0.8697 0.9804 0.049 Uiso 1 1 calc R U . . . H47B H 0.6336 0.8950 1.0246 0.049 Uiso 1 1 calc R U . . . H47C H 0.6675 0.9716 0.9826 0.049 Uiso 1 1 calc R U . . . C472 C 0.45076(14) 0.87557(15) 0.89620(11) 0.0338(4) Uani 1 1 d . . . . . H47D H 0.4641 0.9491 0.9010 0.051 Uiso 1 1 calc R U . . . H47E H 0.4342 0.8688 0.9416 0.051 Uiso 1 1 calc R U . . . H47F H 0.3886 0.8345 0.8445 0.051 Uiso 1 1 calc R U . . . C48 C 0.67788(12) 0.66336(12) 0.67815(9) 0.0227(2) Uani 1 1 d . . . . . H48 H 0.6658 0.6049 0.6981 0.027 Uiso 1 1 calc R U . . . C481 C 0.60859(14) 0.62488(15) 0.58615(10) 0.0305(3) Uani 1 1 d . . . . . H48A H 0.5308 0.6064 0.5754 0.046 Uiso 1 1 calc R U . . . H48B H 0.6292 0.5634 0.5592 0.046 Uiso 1 1 calc R U . . . H48C H 0.6214 0.6802 0.5649 0.046 Uiso 1 1 calc R U . . . C482 C 0.79981(14) 0.69302(16) 0.69615(11) 0.0337(4) Uani 1 1 d . . . . . H48D H 0.8134 0.7502 0.6769 0.051 Uiso 1 1 calc R U . . . H48E H 0.8206 0.6325 0.6681 0.051 Uiso 1 1 calc R U . . . H48F H 0.8434 0.7153 0.7550 0.051 Uiso 1 1 calc R U . . . P1 P -0.02409(3) 0.11485(3) 0.75606(2) 0.01729(6) Uani 1 1 d . . . . . C5 C 0.07559(12) 0.23416(11) 0.79015(10) 0.0247(3) Uani 1 1 d . . . . . H5A H 0.0399 0.2924 0.7939 0.037 Uiso 1 1 calc R U . . . H5B H 0.1093 0.2309 0.7513 0.037 Uiso 1 1 calc R U . . . H5C H 0.1322 0.2446 0.8439 0.037 Uiso 1 1 calc R U . . . C61 C -0.12674(11) 0.09444(10) 0.65747(8) 0.0194(2) Uani 1 1 d . . . . . C62 C -0.09620(14) 0.11993(16) 0.60029(11) 0.0325(3) Uani 1 1 d . . . . . H62 H -0.0222 0.1528 0.6150 0.039 Uiso 1 1 calc R U . . . C63 C -0.17412(16) 0.09717(18) 0.52174(12) 0.0400(4) Uani 1 1 d . . . . . H63 H -0.1535 0.1150 0.4827 0.048 Uiso 1 1 calc R U . . . C64 C -0.28137(15) 0.04879(14) 0.50016(10) 0.0326(3) Uani 1 1 d . . . . . H64 H -0.3345 0.0335 0.4464 0.039 Uiso 1 1 calc R U . . . C65 C -0.31181(13) 0.02250(12) 0.55653(10) 0.0278(3) Uani 1 1 d . . . . . H65 H -0.3857 -0.0112 0.5412 0.033 Uiso 1 1 calc R U . . . C66 C -0.23457(12) 0.04514(11) 0.63584(9) 0.0225(2) Uani 1 1 d . . . . . H66 H -0.2555 0.0271 0.6746 0.027 Uiso 1 1 calc R U . . . C71 C -0.08475(12) 0.12062(11) 0.82733(8) 0.0210(2) Uani 1 1 d . . . . . C72 C -0.12966(14) 0.20543(13) 0.84930(10) 0.0273(3) Uani 1 1 d . . . . . H72 H -0.1285 0.2584 0.8262 0.033 Uiso 1 1 calc R U . . . C73 C -0.17575(15) 0.21097(15) 0.90524(11) 0.0338(4) Uani 1 1 d . . . . . H73 H -0.2065 0.2680 0.9205 0.041 Uiso 1 1 calc R U . . . C74 C -0.17715(16) 0.13390(15) 0.93898(11) 0.0357(4) Uani 1 1 d . . . . . H74 H -0.2081 0.1388 0.9778 0.043 Uiso 1 1 calc R U . . . C75 C -0.13398(17) 0.04983(15) 0.91678(12) 0.0359(4) Uani 1 1 d . . . . . H75 H -0.1358 -0.0030 0.9400 0.043 Uiso 1 1 calc R U . . . C76 C -0.08785(14) 0.04227(13) 0.86055(11) 0.0289(3) Uani 1 1 d . . . . . H76 H -0.0587 -0.0158 0.8448 0.035 Uiso 1 1 calc R U . . . C81 C 0.04163(11) 0.00903(10) 0.74825(8) 0.0184(2) Uani 1 1 d . . . . . C82 C 0.13335(12) 0.01299(12) 0.81529(9) 0.0238(3) Uani 1 1 d . . . . . H82 H 0.1600 0.0709 0.8648 0.029 Uiso 1 1 calc R U . . . C83 C 0.18528(13) -0.06822(12) 0.80916(10) 0.0268(3) Uani 1 1 d . . . . . H83 H 0.2474 -0.0663 0.8548 0.032 Uiso 1 1 calc R U . . . C84 C 0.14705(13) -0.15219(12) 0.73680(10) 0.0275(3) Uani 1 1 d . . . . . H84 H 0.1833 -0.2075 0.7330 0.033 Uiso 1 1 calc R U . . . C85 C 0.05624(14) -0.15592(12) 0.66994(10) 0.0290(3) Uani 1 1 d . . . . . H85 H 0.0307 -0.2135 0.6203 0.035 Uiso 1 1 calc R U . . . C86 C 0.00265(12) -0.07554(11) 0.67545(9) 0.0242(3) Uani 1 1 d . . . . . H86 H -0.0601 -0.0782 0.6299 0.029 Uiso 1 1 calc R U . . . 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 0.01016(2) 0.01394(2) 0.01320(2) 0.00516(1) 0.00411(1) 0.00370(1) C1 0.0174(5) 0.0177(5) 0.0157(5) 0.0049(4) 0.0061(4) 0.0047(4) O1 0.0112(4) 0.0180(4) 0.0160(4) 0.0055(3) 0.0040(3) 0.0061(3) C11 0.0123(5) 0.0142(5) 0.0164(5) 0.0048(4) 0.0047(4) 0.0049(4) C12 0.0168(5) 0.0173(5) 0.0166(5) 0.0063(4) 0.0055(4) 0.0068(4) C13 0.0181(5) 0.0227(6) 0.0179(5) 0.0067(4) 0.0036(4) 0.0090(5) C14 0.0138(5) 0.0247(6) 0.0222(6) 0.0048(5) 0.0028(4) 0.0057(4) C15 0.0130(5) 0.0230(6) 0.0239(6) 0.0063(5) 0.0067(4) 0.0046(4) C16 0.0138(5) 0.0172(5) 0.0176(5) 0.0065(4) 0.0059(4) 0.0053(4) C17 0.0161(5) 0.0231(6) 0.0197(5) 0.0082(5) 0.0087(4) 0.0061(4) C171 0.0304(7) 0.0272(7) 0.0227(6) 0.0066(5) 0.0135(6) 0.0102(6) C172 0.0276(7) 0.0288(7) 0.0315(7) 0.0168(6) 0.0174(6) 0.0116(6) C18 0.0203(6) 0.0277(6) 0.0210(6) 0.0138(5) 0.0089(5) 0.0090(5) C181 0.0359(9) 0.0629(13) 0.0246(7) 0.0079(8) 0.0164(7) 0.0032(9) C182 0.0398(10) 0.0313(8) 0.0514(11) 0.0226(8) 0.0221(9) 0.0062(7) O2 0.0146(4) 0.0178(4) 0.0178(4) 0.0064(3) 0.0056(3) 0.0016(3) C21 0.0130(5) 0.0188(5) 0.0191(5) 0.0088(4) 0.0064(4) 0.0041(4) C22 0.0163(5) 0.0179(5) 0.0186(5) 0.0069(4) 0.0076(4) 0.0049(4) C23 0.0230(6) 0.0180(6) 0.0252(6) 0.0057(5) 0.0103(5) 0.0037(5) C24 0.0268(7) 0.0186(6) 0.0366(8) 0.0125(6) 0.0153(6) 0.0075(5) C25 0.0223(6) 0.0276(7) 0.0361(8) 0.0207(6) 0.0098(6) 0.0077(5) C26 0.0172(6) 0.0272(7) 0.0259(6) 0.0158(5) 0.0042(5) 0.0034(5) C27 0.0283(8) 0.0352(8) 0.0267(7) 0.0195(6) -0.0059(6) -0.0069(6) C271 0.0433(11) 0.0437(11) 0.0293(8) 0.0055(8) 0.0065(8) 0.0100(9) C272 0.0276(9) 0.100(2) 0.0396(11) 0.0283(13) 0.0007(8) 0.0124(11) C28 0.0179(5) 0.0204(6) 0.0164(5) 0.0072(4) 0.0035(4) 0.0011(4) C281 0.0309(8) 0.0380(8) 0.0192(6) 0.0086(6) 0.0104(6) 0.0042(6) C282 0.0208(6) 0.0326(8) 0.0299(7) 0.0161(6) 0.0068(5) 0.0081(6) O3 0.0134(4) 0.0210(4) 0.0223(4) 0.0102(4) 0.0065(3) 0.0072(3) C31 0.0133(5) 0.0189(5) 0.0220(5) 0.0109(4) 0.0061(4) 0.0062(4) C32 0.0166(5) 0.0187(5) 0.0249(6) 0.0092(5) 0.0081(5) 0.0074(4) C33 0.0207(6) 0.0265(7) 0.0299(7) 0.0110(5) 0.0121(5) 0.0108(5) C34 0.0173(6) 0.0331(8) 0.0365(8) 0.0151(6) 0.0142(6) 0.0104(5) C35 0.0145(5) 0.0297(7) 0.0323(7) 0.0126(6) 0.0071(5) 0.0048(5) C36 0.0146(5) 0.0247(6) 0.0233(6) 0.0099(5) 0.0048(4) 0.0052(4) C37 0.0154(6) 0.0290(7) 0.0260(6) 0.0047(5) 0.0035(5) 0.0034(5) C371 0.0445(18) 0.0417(13) 0.0218(9) 0.0100(8) 0.0098(10) 0.0107(11) C372 0.0275(12) 0.0278(10) 0.0301(10) 0.0049(8) 0.0057(9) 0.0038(8) C373 0.031(6) 0.057(7) 0.025(4) 0.013(4) 0.010(4) 0.009(5) C374 0.025(6) 0.054(7) 0.024(4) -0.005(4) 0.003(4) -0.006(5) C38 0.0172(6) 0.0184(6) 0.0328(7) 0.0053(5) 0.0095(5) 0.0063(4) C381 0.0258(7) 0.0291(8) 0.0324(8) 0.0010(6) 0.0054(6) 0.0080(6) C382 0.0323(8) 0.0254(7) 0.0528(11) 0.0151(7) 0.0228(8) 0.0058(6) O4 0.0130(4) 0.0162(4) 0.0158(4) 0.0063(3) 0.0053(3) 0.0029(3) C41 0.0138(5) 0.0171(5) 0.0165(5) 0.0055(4) 0.0048(4) 0.0024(4) C42 0.0185(5) 0.0210(6) 0.0199(5) 0.0073(5) 0.0082(5) 0.0028(4) C43 0.0318(8) 0.0284(7) 0.0316(7) 0.0165(6) 0.0163(6) 0.0049(6) C44 0.0391(9) 0.0237(7) 0.0445(9) 0.0195(7) 0.0206(8) 0.0081(6) C45 0.0313(8) 0.0183(6) 0.0370(8) 0.0098(6) 0.0161(6) 0.0079(5) C46 0.0183(5) 0.0173(5) 0.0223(6) 0.0054(4) 0.0076(5) 0.0039(4) C47 0.0219(6) 0.0199(6) 0.0206(6) 0.0020(5) 0.0099(5) 0.0046(5) C471 0.0268(7) 0.0404(9) 0.0237(7) 0.0057(6) 0.0076(6) 0.0025(7) C472 0.0268(8) 0.0392(9) 0.0334(8) 0.0048(7) 0.0150(7) 0.0117(7) C48 0.0223(6) 0.0263(6) 0.0209(6) 0.0062(5) 0.0125(5) 0.0039(5) C481 0.0299(8) 0.0374(8) 0.0213(6) 0.0051(6) 0.0131(6) 0.0016(6) C482 0.0229(7) 0.0448(10) 0.0351(8) 0.0122(7) 0.0156(6) 0.0068(7) P1 0.01534(13) 0.01572(13) 0.01965(14) 0.00528(11) 0.00631(11) 0.00466(11) C5 0.0212(6) 0.0171(6) 0.0313(7) 0.0043(5) 0.0098(5) 0.0024(5) C61 0.0175(5) 0.0182(5) 0.0226(6) 0.0086(4) 0.0064(4) 0.0066(4) C62 0.0230(7) 0.0468(10) 0.0323(8) 0.0237(7) 0.0092(6) 0.0065(7) C63 0.0350(9) 0.0597(13) 0.0312(8) 0.0277(9) 0.0109(7) 0.0117(9) C64 0.0298(8) 0.0349(8) 0.0260(7) 0.0100(6) 0.0028(6) 0.0122(7) C65 0.0207(6) 0.0230(6) 0.0305(7) 0.0045(5) 0.0039(5) 0.0054(5) C66 0.0196(6) 0.0190(6) 0.0257(6) 0.0058(5) 0.0076(5) 0.0041(5) C71 0.0196(6) 0.0227(6) 0.0195(5) 0.0049(5) 0.0083(5) 0.0062(5) C72 0.0300(7) 0.0266(7) 0.0267(7) 0.0069(6) 0.0138(6) 0.0105(6) C73 0.0343(9) 0.0345(8) 0.0324(8) 0.0040(7) 0.0187(7) 0.0108(7) C74 0.0386(9) 0.0387(9) 0.0300(8) 0.0051(7) 0.0213(7) 0.0034(7) C75 0.0428(10) 0.0366(9) 0.0364(9) 0.0159(7) 0.0231(8) 0.0087(8) C76 0.0317(8) 0.0281(7) 0.0326(8) 0.0128(6) 0.0173(6) 0.0087(6) C81 0.0169(5) 0.0167(5) 0.0192(5) 0.0051(4) 0.0052(4) 0.0049(4) C82 0.0228(6) 0.0227(6) 0.0199(6) 0.0047(5) 0.0033(5) 0.0089(5) C83 0.0239(7) 0.0256(7) 0.0246(6) 0.0077(5) 0.0022(5) 0.0109(5) C84 0.0259(7) 0.0222(6) 0.0297(7) 0.0075(5) 0.0058(6) 0.0118(5) C85 0.0303(7) 0.0210(6) 0.0246(7) 0.0020(5) 0.0021(6) 0.0115(6) C86 0.0226(6) 0.0207(6) 0.0209(6) 0.0037(5) 0.0015(5) 0.0078(5) 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' P P 0.1023 0.0942 '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 C1 W1 O2 106.34(5) C1 W1 O4 105.89(5) O2 W1 O4 147.74(4) C1 W1 O3 102.43(5) O2 W1 O3 87.74(4) O4 W1 O3 86.76(4) C1 W1 O1 103.92(5) O2 W1 O1 86.11(4) O4 W1 O1 84.89(4) O3 W1 O1 153.63(4) W1 C1 H1 178.1(12) C11 O1 W1 132.20(8) O1 C11 C16 118.96(11) O1 C11 C12 121.05(11) C16 C11 C12 119.91(11) C13 C12 C11 118.53(12) C13 C12 C18 120.38(12) C11 C12 C18 120.94(11) C14 C13 C12 121.94(13) C14 C13 H13 119.0 C12 C13 H13 119.0 C15 C14 C13 119.03(12) C15 C14 H14 120.5 C13 C14 H14 120.5 C14 C15 C16 121.42(13) C14 C15 H15 119.3 C16 C15 H15 119.3 C15 C16 C11 118.96(12) C15 C16 C17 119.82(12) C11 C16 C17 121.20(11) C16 C17 C172 111.59(12) C16 C17 C171 110.57(11) C172 C17 C171 109.92(12) C16 C17 H17 108.2 C172 C17 H17 108.2 C171 C17 H17 108.2 C17 C171 H17A 109.5 C17 C171 H17B 109.5 H17A C171 H17B 109.5 C17 C171 H17C 109.5 H17A C171 H17C 109.5 H17B C171 H17C 109.5 C17 C172 H17D 109.5 C17 C172 H17E 109.5 H17D C172 H17E 109.5 C17 C172 H17F 109.5 H17D C172 H17F 109.5 H17E C172 H17F 109.5 C12 C18 C181 113.41(13) C12 C18 C182 109.67(13) C181 C18 C182 110.47(15) C12 C18 H18 107.7 C181 C18 H18 107.7 C182 C18 H18 107.7 C18 C181 H18A 109.5 C18 C181 H18B 109.5 H18A C181 H18B 109.5 C18 C181 H18C 109.5 H18A C181 H18C 109.5 H18B C181 H18C 109.5 C18 C182 H18D 109.5 C18 C182 H18E 109.5 H18D C182 H18E 109.5 C18 C182 H18F 109.5 H18D C182 H18F 109.5 H18E C182 H18F 109.5 C21 O2 W1 139.72(9) O2 C21 C26 117.91(12) O2 C21 C22 121.38(11) C26 C21 C22 120.63(12) C23 C22 C21 118.19(12) C23 C22 C28 120.39(12) C21 C22 C28 121.41(12) C24 C23 C22 121.83(14) C24 C23 H23 119.1 C22 C23 H23 119.1 C25 C24 C23 118.98(14) C25 C24 H24 120.5 C23 C24 H24 120.5 C24 C25 C26 121.65(14) C24 C25 H25 119.2 C26 C25 H25 119.2 C25 C26 C21 118.57(14) C25 C26 C27 121.07(13) C21 C26 C27 120.34(13) C272 C27 C26 112.88(19) C272 C27 C271 110.72(16) C26 C27 C271 111.66(14) C272 C27 H27 107.1 C26 C27 H27 107.1 C271 C27 H27 107.1 C27 C271 H27A 109.5 C27 C271 H27B 109.5 H27A C271 H27B 109.5 C27 C271 H27C 109.5 H27A C271 H27C 109.5 H27B C271 H27C 109.5 C27 C272 H27D 109.5 C27 C272 H27E 109.5 H27D C272 H27E 109.5 C27 C272 H27F 109.5 H27D C272 H27F 109.5 H27E C272 H27F 109.5 C22 C28 C281 111.78(12) C22 C28 C282 111.64(12) C281 C28 C282 110.08(12) C22 C28 H28 107.7 C281 C28 H28 107.7 C282 C28 H28 107.7 C28 C281 H28A 109.5 C28 C281 H28B 109.5 H28A C281 H28B 109.5 C28 C281 H28C 109.5 H28A C281 H28C 109.5 H28B C281 H28C 109.5 C28 C282 H28D 109.5 C28 C282 H28E 109.5 H28D C282 H28E 109.5 C28 C282 H28F 109.5 H28D C282 H28F 109.5 H28E C282 H28F 109.5 C31 O3 W1 129.56(8) O3 C31 C32 120.88(12) O3 C31 C36 118.46(12) C32 C31 C36 120.64(12) C33 C32 C31 118.41(13) C33 C32 C38 120.29(13) C31 C32 C38 121.25(12) C34 C33 C32 121.24(14) C34 C33 H33 119.4 C32 C33 H33 119.4 C35 C34 C33 119.71(14) C35 C34 H34 120.1 C33 C34 H34 120.1 C34 C35 C36 121.33(14) C34 C35 H35 119.3 C36 C35 H35 119.3 C35 C36 C31 118.48(14) C35 C36 C37 120.86(13) C31 C36 C37 120.59(13) C373 C37 C36 106.7(5) C372 C37 C36 115.02(15) C372 C37 C371 109.99(17) C36 C37 C371 109.64(15) C373 C37 C374 116.5(7) C36 C37 C374 107.6(5) C372 C37 H37 107.3 C36 C37 H37 107.3 C371 C37 H37 107.3 C37 C371 H37A 109.5 C37 C371 H37B 109.5 H37A C371 H37B 109.5 C37 C371 H37C 109.5 H37A C371 H37C 109.5 H37B C371 H37C 109.5 C37 C372 H37D 109.5 C37 C372 H37E 109.5 H37D C372 H37E 109.5 C37 C372 H37F 109.5 H37D C372 H37F 109.5 H37E C372 H37F 109.5 C37 C373 H37G 109.5 C37 C373 H37H 109.5 H37G C373 H37H 109.5 C37 C373 H37I 109.5 H37G C373 H37I 109.5 H37H C373 H37I 109.5 C37 C374 H37J 109.5 C37 C374 H37K 109.5 H37J C374 H37K 109.5 C37 C374 H37L 109.5 H37J C374 H37L 109.5 H37K C374 H37L 109.5 C32 C38 C381 112.73(13) C32 C38 C382 110.22(13) C381 C38 C382 110.71(14) C32 C38 H38 107.7 C381 C38 H38 107.7 C382 C38 H38 107.7 C38 C381 H38A 109.5 C38 C381 H38B 109.5 H38A C381 H38B 109.5 C38 C381 H38C 109.5 H38A C381 H38C 109.5 H38B C381 H38C 109.5 C38 C382 H38D 109.5 C38 C382 H38E 109.5 H38D C382 H38E 109.5 C38 C382 H38F 109.5 H38D C382 H38F 109.5 H38E C382 H38F 109.5 C41 O4 W1 133.00(8) O4 C41 C42 120.99(12) O4 C41 C46 118.15(12) C42 C41 C46 120.82(12) C43 C42 C41 118.04(13) C43 C42 C48 120.31(13) C41 C42 C48 121.65(12) C44 C43 C42 121.55(15) C44 C43 H43 119.2 C42 C43 H43 119.2 C45 C44 C43 119.52(15) C45 C44 H44 120.2 C43 C44 H44 120.2 C44 C45 C46 121.23(15) C44 C45 H45 119.4 C46 C45 H45 119.4 C45 C46 C41 118.66(13) C45 C46 C47 120.85(13) C41 C46 C47 120.44(12) C46 C47 C472 113.16(13) C46 C47 C471 109.62(13) C472 C47 C471 110.58(13) C46 C47 H47 107.8 C472 C47 H47 107.8 C471 C47 H47 107.8 C47 C471 H47A 109.5 C47 C471 H47B 109.5 H47A C471 H47B 109.5 C47 C471 H47C 109.5 H47A C471 H47C 109.5 H47B C471 H47C 109.5 C47 C472 H47D 109.5 C47 C472 H47E 109.5 H47D C472 H47E 109.5 C47 C472 H47F 109.5 H47D C472 H47F 109.5 H47E C472 H47F 109.5 C42 C48 C481 110.73(13) C42 C48 C482 111.37(13) C481 C48 C482 110.21(13) C42 C48 H48 108.1 C481 C48 H48 108.1 C482 C48 H48 108.1 C48 C481 H48A 109.5 C48 C481 H48B 109.5 H48A C481 H48B 109.5 C48 C481 H48C 109.5 H48A C481 H48C 109.5 H48B C481 H48C 109.5 C48 C482 H48D 109.5 C48 C482 H48E 109.5 H48D C482 H48E 109.5 C48 C482 H48F 109.5 H48D C482 H48F 109.5 H48E C482 H48F 109.5 C81 P1 C61 108.37(6) C81 P1 C71 109.92(7) C61 P1 C71 110.31(7) C81 P1 C5 109.05(7) C61 P1 C5 109.75(7) C71 P1 C5 109.41(7) P1 C5 H5A 109.5 P1 C5 H5B 109.5 H5A C5 H5B 109.5 P1 C5 H5C 109.5 H5A C5 H5C 109.5 H5B C5 H5C 109.5 C66 C61 C62 120.24(14) C66 C61 P1 120.06(11) C62 C61 P1 119.46(11) C63 C62 C61 119.80(16) C63 C62 H62 120.1 C61 C62 H62 120.1 C64 C63 C62 120.14(17) C64 C63 H63 119.9 C62 C63 H63 119.9 C63 C64 C65 120.24(16) C63 C64 H64 119.9 C65 C64 H64 119.9 C64 C65 C66 120.36(15) C64 C65 H65 119.8 C66 C65 H65 119.8 C61 C66 C65 119.22(15) C61 C66 H66 120.4 C65 C66 H66 120.4 C76 C71 C72 120.31(14) C76 C71 P1 120.84(11) C72 C71 P1 118.86(12) C73 C72 C71 119.14(16) C73 C72 H72 120.4 C71 C72 H72 120.4 C74 C73 C72 120.36(16) C74 C73 H73 119.8 C72 C73 H73 119.8 C75 C74 C73 120.56(16) C75 C74 H74 119.7 C73 C74 H74 119.7 C74 C75 C76 120.15(17) C74 C75 H75 119.9 C76 C75 H75 119.9 C75 C76 C71 119.48(16) C75 C76 H76 120.3 C71 C76 H76 120.3 C86 C81 C82 120.46(13) C86 C81 P1 120.28(10) C82 C81 P1 119.26(10) C83 C82 C81 119.43(13) C83 C82 H82 120.3 C81 C82 H82 120.3 C82 C83 C84 120.27(14) C82 C83 H83 119.9 C84 C83 H83 119.9 C83 C84 C85 120.36(14) C83 C84 H84 119.8 C85 C84 H84 119.8 C84 C85 C86 120.01(14) C84 C85 H85 120.0 C86 C85 H85 120.0 C85 C86 C81 119.47(13) C85 C86 H86 120.3 C81 C86 H86 120.3 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance W1 C1 1.7487(13) W1 O2 1.9670(9) W1 O4 1.9688(9) W1 O3 1.9787(9) W1 O1 1.9892(9) C1 H1 0.913(14) O1 C11 1.3538(15) C11 C16 1.4135(18) C11 C12 1.4197(18) C12 C13 1.3927(18) C12 C18 1.513(2) C13 C14 1.390(2) C13 H13 0.9500 C14 C15 1.387(2) C14 H14 0.9500 C15 C16 1.3990(18) C15 H15 0.9500 C16 C17 1.5140(18) C17 C172 1.525(2) C17 C171 1.536(2) C17 H17 1.0000 C171 H17A 0.9800 C171 H17B 0.9800 C171 H17C 0.9800 C172 H17D 0.9800 C172 H17E 0.9800 C172 H17F 0.9800 C18 C181 1.523(2) C18 C182 1.529(2) C18 H18 1.0000 C181 H18A 0.9800 C181 H18B 0.9800 C181 H18C 0.9800 C182 H18D 0.9800 C182 H18E 0.9800 C182 H18F 0.9800 O2 C21 1.3488(16) C21 C26 1.4125(19) C21 C22 1.4133(18) C22 C23 1.3987(19) C22 C28 1.5179(19) C23 C24 1.391(2) C23 H23 0.9500 C24 C25 1.388(2) C24 H24 0.9500 C25 C26 1.396(2) C25 H25 0.9500 C26 C27 1.528(2) C27 C272 1.497(3) C27 C271 1.531(3) C27 H27 1.0000 C271 H27A 0.9800 C271 H27B 0.9800 C271 H27C 0.9800 C272 H27D 0.9800 C272 H27E 0.9800 C272 H27F 0.9800 C28 C281 1.528(2) C28 C282 1.531(2) C28 H28 1.0000 C281 H28A 0.9800 C281 H28B 0.9800 C281 H28C 0.9800 C282 H28D 0.9800 C282 H28E 0.9800 C282 H28F 0.9800 O3 C31 1.3561(16) C31 C32 1.412(2) C31 C36 1.4135(19) C32 C33 1.397(2) C32 C38 1.515(2) C33 C34 1.389(2) C33 H33 0.9500 C34 C35 1.384(2) C34 H34 0.9500 C35 C36 1.395(2) C35 H35 0.9500 C36 C37 1.520(2) C37 C373 1.442(9) C37 C372 1.515(3) C37 C371 1.547(3) C37 C374 1.550(9) C37 H37 1.0000 C371 H37A 0.9800 C371 H37B 0.9800 C371 H37C 0.9800 C372 H37D 0.9800 C372 H37E 0.9800 C372 H37F 0.9800 C373 H37G 0.9800 C373 H37H 0.9800 C373 H37I 0.9800 C374 H37J 0.9800 C374 H37K 0.9800 C374 H37L 0.9800 C38 C381 1.526(2) C38 C382 1.531(2) C38 H38 1.0000 C381 H38A 0.9800 C381 H38B 0.9800 C381 H38C 0.9800 C382 H38D 0.9800 C382 H38E 0.9800 C382 H38F 0.9800 O4 C41 1.3575(16) C41 C42 1.4098(19) C41 C46 1.4125(19) C42 C43 1.400(2) C42 C48 1.518(2) C43 C44 1.388(3) C43 H43 0.9500 C44 C45 1.387(2) C44 H44 0.9500 C45 C46 1.392(2) C45 H45 0.9500 C46 C47 1.516(2) C47 C472 1.521(2) C47 C471 1.531(2) C47 H47 1.0000 C471 H47A 0.9800 C471 H47B 0.9800 C471 H47C 0.9800 C472 H47D 0.9800 C472 H47E 0.9800 C472 H47F 0.9800 C48 C481 1.531(2) C48 C482 1.532(2) C48 H48 1.0000 C481 H48A 0.9800 C481 H48B 0.9800 C481 H48C 0.9800 C482 H48D 0.9800 C482 H48E 0.9800 C482 H48F 0.9800 P1 C81 1.7871(14) P1 C61 1.7874(14) P1 C71 1.7876(15) P1 C5 1.7878(15) C5 H5A 0.9800 C5 H5B 0.9800 C5 H5C 0.9800 C61 C66 1.389(2) C61 C62 1.392(2) C62 C63 1.388(2) C62 H62 0.9500 C63 C64 1.379(3) C63 H63 0.9500 C64 C65 1.382(3) C64 H64 0.9500 C65 C66 1.395(2) C65 H65 0.9500 C66 H66 0.9500 C71 C76 1.394(2) C71 C72 1.402(2) C72 C73 1.387(2) C72 H72 0.9500 C73 C74 1.383(3) C73 H73 0.9500 C74 C75 1.380(3) C74 H74 0.9500 C75 C76 1.389(2) C75 H75 0.9500 C76 H76 0.9500 C81 C86 1.3934(19) C81 C82 1.3937(19) C82 C83 1.384(2) C82 H82 0.9500 C83 C84 1.385(2) C83 H83 0.9500 C84 C85 1.386(2) C84 H84 0.9500 C85 C86 1.388(2) C85 H85 0.9500 C86 H86 0.9500