#------------------------------------------------------------------------------ #$Date: 2020-03-05 01:30:58 +0200 (Thu, 05 Mar 2020) $ #$Revision: 248798 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/12/56/7125682.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_7125682 loop_ _publ_author_name 'Shoji, Taku' 'Sugiyama, Shuhei' 'Kobayashi, Yoshiaki' 'Yamazaki, Akari' 'Ariga, Yukino' 'Katoh, Ryuzi' 'Wakui, Hiroki' 'Yasunami, Masafumi' 'Ito, Shunji' _publ_section_title ; Direct synthesis of 2-arylazulenes by [8+2] cycloaddition of 2H-cyclohepta[b]furan-2-ones with silyl enol ethers. ; _journal_issue 10 _journal_name_full 'Chemical communications (Cambridge, England)' _journal_page_first 1485 _journal_page_last 1488 _journal_paper_doi 10.1039/c9cc09376a _journal_volume 56 _journal_year 2020 _chemical_formula_moiety 'C27 H24 O2' _chemical_formula_sum 'C27 H24 O2' _chemical_formula_weight 380.46 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2018-12-07 deposited with the CCDC. 2019-12-20 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 97.4542(19) _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 9.9833(2) _cell_length_b 11.7354(2) _cell_length_c 34.8372(7) _cell_measurement_reflns_used 37664 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 31.30 _cell_measurement_theta_min 2.02 _cell_volume 4046.96(14) _computing_cell_refinement 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_data_collection 'CrystalClear (Rigaku Inc., 2008)' _computing_data_reduction 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)' _computing_molecular_graphics 'CrystalStructure 4.3.1 (Rigaku, 2018)' _computing_publication_material 'CrystalStructure 4.3.1 (Rigaku, 2018)' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 100(2) _diffrn_detector_area_resol_mean 7.111 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'Rigaku Varimax with Saturn' _diffrn_measurement_method '\w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0603 _diffrn_reflns_av_unetI/netI 0.0367 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 1.000 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 46 _diffrn_reflns_limit_l_min -46 _diffrn_reflns_number 68205 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 1.000 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.996 _diffrn_reflns_theta_min 1.833 _diffrn_source 'rotating anode X-ray generator' _exptl_absorpt_coefficient_mu 0.077 _exptl_absorpt_correction_T_max 0.998 _exptl_absorpt_correction_T_min 0.922 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour purple _exptl_crystal_density_diffrn 1.249 _exptl_crystal_density_method 'not measured' _exptl_crystal_description plate _exptl_crystal_F_000 1616 _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.060 _exptl_crystal_size_min 0.030 _refine_diff_density_max 0.291 _refine_diff_density_min -0.318 _refine_diff_density_rms 0.050 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.025 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 529 _refine_ls_number_reflns 9788 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.025 _refine_ls_R_factor_all 0.0650 _refine_ls_R_factor_gt 0.0480 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0479P)^2^+1.8408P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1054 _refine_ls_wR_factor_ref 0.1133 _reflns_Friedel_coverage 0.000 _reflns_number_gt 7792 _reflns_number_total 9788 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c9cc09376a2.cif _cod_data_source_block shelxl _cod_depositor_comments 'Adding full bibliography for 7125682--7125685.cif.' _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 7125682 _shelx_shelxl_version_number 2018/3 _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 0.985 _shelx_estimated_absorpt_t_max 0.998 _shelx_res_file ; TITL xcalibur shelxl.res created by SHELXL-2018/3 at 18:02:22 on 04-Dec-2018 CELL 0.71073 9.98330 11.73540 34.83720 90.00000 97.45420 90.00000 ZERR 8 0.00020 0.00020 0.00070 0.00000 0.00190 0.00000 LATT 1 SYMM .50-X, .50+Y, .50-Z SFAC C H O UNIT 216 192 16 SHEL 99999.000000 0.756947 L.S. 10 FMAP 2 PLAN 3 WPDB -2 HTAB BOND $H CONF LIST 4 TEMP -173.0 ACTA SIZE 0.200 0.060 0.030 WGHT 0.047900 1.840800 FVAR 0.26262 O1 3 0.437852 0.384261 0.677851 11.00000 0.02041 0.02264 = 0.02144 -0.00586 -0.00441 0.00540 O2 3 0.373423 0.273390 0.626328 11.00000 0.02595 0.01481 = 0.01763 -0.00233 -0.00141 0.00820 O3 3 0.852796 0.291636 0.677318 11.00000 0.05969 0.03675 = 0.01792 0.01123 0.01237 0.02610 O4 3 0.904803 0.281993 0.617032 11.00000 0.02269 0.02288 = 0.01669 0.00258 0.00332 0.01049 C1 1 0.256397 0.444099 0.630459 11.00000 0.01549 0.01131 = 0.01478 -0.00076 0.00282 -0.00112 C2 1 0.174945 0.432331 0.593578 11.00000 0.01500 0.01076 = 0.01563 -0.00008 0.00364 -0.00213 C3 1 0.065946 0.507114 0.592256 11.00000 0.01517 0.01424 = 0.01560 0.00081 0.00053 -0.00026 AFIX 43 H3 2 -0.003389 0.515312 0.571028 11.00000 -1.20000 AFIX 0 C4 1 0.074262 0.568441 0.627068 11.00000 0.01489 0.01103 = 0.01631 0.00209 0.00217 -0.00133 C5 1 -0.021606 0.645225 0.636671 11.00000 0.01456 0.01489 = 0.01766 0.00234 0.00240 0.00000 AFIX 43 H5 2 -0.097958 0.655878 0.617705 11.00000 -1.20000 AFIX 0 C6 1 -0.020652 0.708780 0.670471 11.00000 0.01726 0.01524 = 0.02144 0.00074 0.00645 0.00351 AFIX 43 H6 2 -0.099275 0.753102 0.672197 11.00000 -1.20000 AFIX 0 C7 1 0.079633 0.716229 0.702031 11.00000 0.02247 0.01470 = 0.01735 -0.00286 0.00769 0.00001 AFIX 43 H7 2 0.060385 0.767733 0.721631 11.00000 -1.20000 AFIX 0 C8 1 0.204207 0.660542 0.709759 11.00000 0.01894 0.01342 = 0.01431 0.00043 0.00426 -0.00188 C9 1 0.253355 0.575235 0.687232 11.00000 0.01620 0.01259 = 0.01595 0.00134 0.00294 0.00032 AFIX 43 H9 2 0.336861 0.542441 0.697990 11.00000 -1.20000 AFIX 0 C10 1 0.198843 0.530872 0.651453 11.00000 0.01428 0.01166 = 0.01561 0.00239 0.00358 -0.00157 C11 1 0.365374 0.369100 0.647692 11.00000 0.01461 0.01217 = 0.01535 0.00063 0.00435 -0.00079 C12 1 0.481592 0.196557 0.639603 11.00000 0.02046 0.01604 = 0.02186 0.00247 0.00550 0.00770 AFIX 137 H12A 2 0.456282 0.150584 0.661018 11.00000 -1.20000 H12B 2 0.563322 0.240325 0.648527 11.00000 -1.20000 H12C 2 0.498968 0.146343 0.618321 11.00000 -1.20000 AFIX 0 C13 1 0.198351 0.360092 0.560222 11.00000 0.01761 0.01085 = 0.01190 0.00064 0.00050 0.00195 C14 1 0.325998 0.349881 0.548085 11.00000 0.01608 0.01183 = 0.01410 0.00081 -0.00083 -0.00097 AFIX 43 H14 2 0.401358 0.386647 0.562363 11.00000 -1.20000 AFIX 0 C15 1 0.343948 0.286887 0.515533 11.00000 0.01432 0.01449 = 0.01469 0.00196 0.00246 0.00142 AFIX 43 H15 2 0.431350 0.281875 0.507647 11.00000 -1.20000 AFIX 0 C16 1 0.235201 0.230266 0.493968 11.00000 0.01775 0.01023 = 0.01150 0.00183 0.00147 0.00265 C17 1 0.107846 0.241100 0.506163 11.00000 0.01510 0.01492 = 0.01636 -0.00211 -0.00065 -0.00078 AFIX 43 H17 2 0.032647 0.203572 0.492087 11.00000 -1.20000 AFIX 0 C18 1 0.089055 0.305590 0.538427 11.00000 0.01360 0.01611 = 0.01678 0.00008 0.00253 0.00137 AFIX 43 H18 2 0.001122 0.312840 0.545806 11.00000 -1.20000 AFIX 0 C19 1 0.254917 0.161329 0.459269 11.00000 0.01757 0.00999 = 0.01493 -0.00005 0.00370 -0.00030 C20 1 0.380917 0.114015 0.455082 11.00000 0.01774 0.01436 = 0.01670 -0.00069 0.00197 -0.00149 AFIX 43 H20 2 0.454913 0.125899 0.474731 11.00000 -1.20000 AFIX 0 C21 1 0.399540 0.049809 0.422580 11.00000 0.02140 0.01540 = 0.02193 -0.00056 0.00771 0.00058 AFIX 43 H21 2 0.485877 0.018686 0.420143 11.00000 -1.20000 AFIX 0 C22 1 0.292514 0.031256 0.393824 11.00000 0.03045 0.01447 = 0.01540 -0.00279 0.00723 0.00129 AFIX 43 H22 2 0.304972 -0.012807 0.371687 11.00000 -1.20000 AFIX 0 C23 1 0.167012 0.077377 0.397527 11.00000 0.02608 0.01748 = 0.01430 -0.00153 -0.00106 0.00042 AFIX 43 H23 2 0.093387 0.064840 0.377815 11.00000 -1.20000 AFIX 0 C24 1 0.148067 0.141811 0.429852 11.00000 0.01938 0.01608 = 0.01709 0.00055 0.00108 0.00250 AFIX 43 H24 2 0.061529 0.172975 0.432000 11.00000 -1.20000 AFIX 0 C25 1 0.293688 0.691765 0.747276 11.00000 0.01946 0.01945 = 0.01776 -0.00373 0.00293 0.00075 AFIX 13 H25 2 0.381683 0.651031 0.747307 11.00000 -1.20000 AFIX 0 C26 1 0.230699 0.650864 0.782514 11.00000 0.03544 0.03673 = 0.01508 -0.00273 0.00129 -0.00597 AFIX 137 H26A 2 0.145439 0.691257 0.783736 11.00000 -1.20000 H26B 2 0.292872 0.666320 0.806089 11.00000 -1.20000 H26C 2 0.213372 0.568773 0.780327 11.00000 -1.20000 AFIX 0 C27 1 0.324142 0.819734 0.750433 11.00000 0.02573 0.02240 = 0.03115 -0.01005 0.00332 -0.00330 AFIX 137 H27A 2 0.391909 0.833901 0.772897 11.00000 -1.20000 H27B 2 0.241124 0.861349 0.753542 11.00000 -1.20000 H27C 2 0.358855 0.845742 0.726878 11.00000 -1.20000 AFIX 0 C28 1 0.744464 0.416746 0.628716 11.00000 0.01593 0.01230 = 0.01369 -0.00011 0.00327 -0.00106 C29 1 0.700577 0.442947 0.589096 11.00000 0.01324 0.01375 = 0.01569 -0.00086 0.00231 -0.00221 C30 1 0.633085 0.548100 0.587417 11.00000 0.01677 0.01604 = 0.01566 0.00135 0.00061 0.00081 AFIX 43 H30 2 0.594656 0.585161 0.564342 11.00000 -1.20000 AFIX 0 C31 1 0.631091 0.590020 0.624999 11.00000 0.01347 0.01403 = 0.01742 0.00080 0.00303 -0.00180 C32 1 0.577556 0.694435 0.634333 11.00000 0.01863 0.01561 = 0.02213 0.00148 0.00270 0.00111 AFIX 43 H32 2 0.538471 0.739153 0.613046 11.00000 -1.20000 AFIX 0 C33 1 0.573875 0.741741 0.670756 11.00000 0.02145 0.01399 = 0.02791 -0.00336 0.00692 0.00229 AFIX 43 H33 2 0.535399 0.815754 0.670904 11.00000 -1.20000 AFIX 0 C34 1 0.618546 0.696112 0.707059 11.00000 0.02190 0.01694 = 0.02250 -0.00551 0.00962 -0.00379 AFIX 43 H34 2 0.604484 0.743593 0.728259 11.00000 -1.20000 AFIX 0 C35 1 0.680637 0.591963 0.717397 11.00000 0.01950 0.01628 = 0.01883 -0.00152 0.00668 -0.00584 C36 1 0.718359 0.509062 0.692114 11.00000 0.01809 0.01444 = 0.01763 0.00167 0.00339 -0.00210 AFIX 43 H36 2 0.763718 0.444989 0.704367 11.00000 -1.20000 AFIX 0 C37 1 0.700179 0.505265 0.651899 11.00000 0.01417 0.01170 = 0.01706 0.00013 0.00319 -0.00220 C38 1 0.836080 0.325179 0.644234 11.00000 0.01999 0.01331 = 0.01484 -0.00057 0.00304 -0.00123 C39 1 0.998185 0.191454 0.627994 11.00000 0.02068 0.01861 = 0.02742 0.00296 0.00256 0.00731 AFIX 137 H39A 2 0.971411 0.151405 0.650482 11.00000 -1.20000 H39B 2 1.089119 0.223030 0.634624 11.00000 -1.20000 H39C 2 0.997916 0.137979 0.606378 11.00000 -1.20000 AFIX 0 C40 1 0.713780 0.373327 0.554511 11.00000 0.01125 0.01587 = 0.01402 0.00028 -0.00015 0.00152 C41 1 0.697352 0.254843 0.554511 11.00000 0.01609 0.01611 = 0.01227 0.00156 0.00143 -0.00123 AFIX 43 H41 2 0.677952 0.217874 0.577415 11.00000 -1.20000 AFIX 0 C42 1 0.708811 0.190573 0.521823 11.00000 0.01727 0.01147 = 0.01754 0.00082 0.00148 -0.00104 AFIX 43 H42 2 0.697245 0.110307 0.522712 11.00000 -1.20000 AFIX 0 C43 1 0.737183 0.241650 0.487387 11.00000 0.01229 0.01470 = 0.01333 -0.00003 0.00037 0.00173 C44 1 0.751846 0.360213 0.487308 11.00000 0.02065 0.01525 = 0.01305 0.00282 0.00223 0.00081 AFIX 43 H44 2 0.770312 0.397360 0.464341 11.00000 -1.20000 AFIX 0 C45 1 0.739980 0.424595 0.520062 11.00000 0.02036 0.01247 = 0.01640 0.00169 0.00092 0.00096 AFIX 43 H45 2 0.749841 0.505016 0.519066 11.00000 -1.20000 AFIX 0 C46 1 0.750524 0.171546 0.452370 11.00000 0.01113 0.01638 = 0.01448 -0.00065 0.00143 0.00021 C47 1 0.773425 0.053731 0.455211 11.00000 0.02268 0.01605 = 0.01670 0.00224 0.00327 0.00302 AFIX 43 H47 2 0.783158 0.018514 0.479970 11.00000 -1.20000 AFIX 0 C48 1 0.782157 -0.012421 0.422646 11.00000 0.02550 0.01604 = 0.02327 -0.00185 0.00539 0.00443 AFIX 43 H48 2 0.795762 -0.092325 0.425194 11.00000 -1.20000 AFIX 0 C49 1 0.771025 0.038061 0.386290 11.00000 0.02033 0.02252 = 0.01808 -0.00573 0.00443 0.00168 AFIX 43 H49 2 0.777014 -0.007029 0.363929 11.00000 -1.20000 AFIX 0 C50 1 0.751061 0.155039 0.382891 11.00000 0.02019 0.02259 = 0.01336 0.00050 0.00218 -0.00126 AFIX 43 H50 2 0.745206 0.190219 0.358170 11.00000 -1.20000 AFIX 0 C51 1 0.739630 0.220740 0.415476 11.00000 0.01709 0.01555 = 0.01616 0.00100 0.00136 -0.00067 AFIX 43 H51 2 0.724166 0.300362 0.412684 11.00000 -1.20000 AFIX 0 C52 1 0.710360 0.565076 0.760630 11.00000 0.03435 0.01923 = 0.01531 -0.00407 0.00754 -0.00437 AFIX 13 H52 2 0.683319 0.632965 0.775179 11.00000 -1.20000 AFIX 0 C53 1 0.626358 0.463583 0.771335 11.00000 0.02926 0.02712 = 0.02309 0.00550 0.00667 -0.00323 AFIX 137 H53A 2 0.642308 0.451391 0.799386 11.00000 -1.20000 H53B 2 0.652678 0.395162 0.758025 11.00000 -1.20000 H53C 2 0.530298 0.479205 0.763450 11.00000 -1.20000 AFIX 0 C54 1 0.860666 0.544086 0.773115 11.00000 0.03550 0.04885 = 0.01847 0.00036 -0.00194 -0.01828 AFIX 137 H54A 2 0.876060 0.529061 0.801011 11.00000 -1.20000 H54B 2 0.912202 0.611533 0.767242 11.00000 -1.20000 H54C 2 0.890190 0.478193 0.759104 11.00000 -1.20000 AFIX 0 HKLF 4 REM xcalibur REM wR2 = 0.1133, GooF = S = 1.025, Restrained GooF = 1.025 for all data REM R1 = 0.0480 for 7792 Fo > 4sig(Fo) and 0.0650 for all 9788 data REM 529 parameters refined using 0 restraints END WGHT 0.0480 1.8418 REM No hydrogen bonds found for HTAB generation REM Highest difference peak 0.291, deepest hole -0.318, 1-sigma level 0.050 Q1 1 0.1222 0.5454 0.6440 11.00000 0.05 0.29 Q2 1 0.6702 0.5568 0.6412 11.00000 0.05 0.28 Q3 1 0.2488 0.6741 0.7289 11.00000 0.05 0.27 ; _shelx_res_checksum 82356 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' 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 O1 O 0.43785(10) 0.38426(9) 0.67785(3) 0.0221(2) Uani 1 1 d . . O2 O 0.37342(10) 0.27339(8) 0.62633(3) 0.0198(2) Uani 1 1 d . . O3 O 0.85280(14) 0.29164(11) 0.67732(3) 0.0375(3) Uani 1 1 d . . O4 O 0.90480(10) 0.28199(9) 0.61703(3) 0.0207(2) Uani 1 1 d . . C1 C 0.25640(13) 0.44410(11) 0.63046(4) 0.0138(3) Uani 1 1 d . . C2 C 0.17494(13) 0.43233(11) 0.59358(4) 0.0137(3) Uani 1 1 d . . C3 C 0.06595(13) 0.50711(11) 0.59226(4) 0.0151(3) Uani 1 1 d . . H3 H -0.003389 0.515312 0.571028 0.018 Uiso 1 1 calc R U C4 C 0.07426(13) 0.56844(11) 0.62707(4) 0.0141(3) Uani 1 1 d . . C5 C -0.02161(14) 0.64522(11) 0.63667(4) 0.0157(3) Uani 1 1 d . . H5 H -0.097958 0.655878 0.617705 0.019 Uiso 1 1 calc R U C6 C -0.02065(14) 0.70878(12) 0.67047(4) 0.0176(3) Uani 1 1 d . . H6 H -0.099275 0.753102 0.672197 0.021 Uiso 1 1 calc R U C7 C 0.07963(14) 0.71623(12) 0.70203(4) 0.0177(3) Uani 1 1 d . . H7 H 0.060385 0.767733 0.721631 0.021 Uiso 1 1 calc R U C8 C 0.20421(14) 0.66054(11) 0.70976(4) 0.0154(3) Uani 1 1 d . . C9 C 0.25336(14) 0.57523(11) 0.68723(4) 0.0148(3) Uani 1 1 d . . H9 H 0.336861 0.542441 0.697990 0.018 Uiso 1 1 calc R U C10 C 0.19884(13) 0.53087(11) 0.65145(4) 0.0137(3) Uani 1 1 d . . C11 C 0.36537(13) 0.36910(11) 0.64769(4) 0.0138(3) Uani 1 1 d . . C12 C 0.48159(15) 0.19656(12) 0.63960(4) 0.0192(3) Uani 1 1 d . . H12A H 0.456282 0.150584 0.661018 0.023 Uiso 1 1 calc R U H12B H 0.563322 0.240325 0.648527 0.023 Uiso 1 1 calc R U H12C H 0.498968 0.146343 0.618321 0.023 Uiso 1 1 calc R U C13 C 0.19835(13) 0.36009(11) 0.56022(4) 0.0136(3) Uani 1 1 d . . C14 C 0.32600(14) 0.34988(11) 0.54808(4) 0.0142(3) Uani 1 1 d . . H14 H 0.401358 0.386647 0.562363 0.017 Uiso 1 1 calc R U C15 C 0.34395(14) 0.28689(11) 0.51553(4) 0.0144(3) Uani 1 1 d . . H15 H 0.431350 0.281875 0.507647 0.017 Uiso 1 1 calc R U C16 C 0.23520(13) 0.23027(11) 0.49397(4) 0.0132(3) Uani 1 1 d . . C17 C 0.10785(14) 0.24110(12) 0.50616(4) 0.0157(3) Uani 1 1 d . . H17 H 0.032647 0.203572 0.492087 0.019 Uiso 1 1 calc R U C18 C 0.08905(14) 0.30559(12) 0.53843(4) 0.0154(3) Uani 1 1 d . . H18 H 0.001122 0.312840 0.545806 0.019 Uiso 1 1 calc R U C19 C 0.25492(14) 0.16133(11) 0.45927(4) 0.0140(3) Uani 1 1 d . . C20 C 0.38092(14) 0.11401(12) 0.45508(4) 0.0163(3) Uani 1 1 d . . H20 H 0.454913 0.125899 0.474731 0.020 Uiso 1 1 calc R U C21 C 0.39954(15) 0.04981(12) 0.42258(4) 0.0191(3) Uani 1 1 d . . H21 H 0.485877 0.018686 0.420143 0.023 Uiso 1 1 calc R U C22 C 0.29251(15) 0.03126(12) 0.39382(4) 0.0197(3) Uani 1 1 d . . H22 H 0.304972 -0.012807 0.371687 0.024 Uiso 1 1 calc R U C23 C 0.16701(15) 0.07738(12) 0.39753(4) 0.0196(3) Uani 1 1 d . . H23 H 0.093387 0.064840 0.377815 0.024 Uiso 1 1 calc R U C24 C 0.14807(14) 0.14181(12) 0.42985(4) 0.0176(3) Uani 1 1 d . . H24 H 0.061529 0.172975 0.432000 0.021 Uiso 1 1 calc R U C25 C 0.29369(15) 0.69176(12) 0.74728(4) 0.0188(3) Uani 1 1 d . . H25 H 0.381683 0.651031 0.747307 0.023 Uiso 1 1 calc R U C26 C 0.23070(17) 0.65086(15) 0.78251(4) 0.0293(4) Uani 1 1 d . . H26A H 0.145439 0.691257 0.783736 0.035 Uiso 1 1 calc R U H26B H 0.292872 0.666320 0.806089 0.035 Uiso 1 1 calc R U H26C H 0.213372 0.568773 0.780327 0.035 Uiso 1 1 calc R U C27 C 0.32414(16) 0.81973(13) 0.75043(5) 0.0265(3) Uani 1 1 d . . H27A H 0.391909 0.833901 0.772897 0.032 Uiso 1 1 calc R U H27B H 0.241124 0.861349 0.753542 0.032 Uiso 1 1 calc R U H27C H 0.358855 0.845742 0.726878 0.032 Uiso 1 1 calc R U C28 C 0.74446(13) 0.41675(11) 0.62872(4) 0.0139(3) Uani 1 1 d . . C29 C 0.70058(13) 0.44295(11) 0.58910(4) 0.0142(3) Uani 1 1 d . . C30 C 0.63309(14) 0.54810(12) 0.58742(4) 0.0163(3) Uani 1 1 d . . H30 H 0.594656 0.585161 0.564342 0.020 Uiso 1 1 calc R U C31 C 0.63109(13) 0.59002(11) 0.62500(4) 0.0149(3) Uani 1 1 d . . C32 C 0.57756(14) 0.69443(12) 0.63433(4) 0.0188(3) Uani 1 1 d . . H32 H 0.538471 0.739153 0.613046 0.023 Uiso 1 1 calc R U C33 C 0.57388(15) 0.74174(12) 0.67076(4) 0.0208(3) Uani 1 1 d . . H33 H 0.535399 0.815754 0.670904 0.025 Uiso 1 1 calc R U C34 C 0.61855(15) 0.69611(12) 0.70706(4) 0.0199(3) Uani 1 1 d . . H34 H 0.604484 0.743593 0.728259 0.024 Uiso 1 1 calc R U C35 C 0.68064(14) 0.59196(12) 0.71740(4) 0.0178(3) Uani 1 1 d . . C36 C 0.71836(14) 0.50906(12) 0.69211(4) 0.0166(3) Uani 1 1 d . . H36 H 0.763718 0.444989 0.704367 0.020 Uiso 1 1 calc R U C37 C 0.70018(13) 0.50526(11) 0.65190(4) 0.0142(3) Uani 1 1 d . . C38 C 0.83608(14) 0.32518(12) 0.64423(4) 0.0160(3) Uani 1 1 d . . C39 C 0.99818(15) 0.19145(13) 0.62799(4) 0.0223(3) Uani 1 1 d . . H39A H 0.971411 0.151405 0.650482 0.027 Uiso 1 1 calc R U H39B H 1.089119 0.223030 0.634624 0.027 Uiso 1 1 calc R U H39C H 0.997916 0.137979 0.606378 0.027 Uiso 1 1 calc R U C40 C 0.71378(13) 0.37333(11) 0.55451(4) 0.0139(3) Uani 1 1 d . . C41 C 0.69735(13) 0.25484(12) 0.55451(4) 0.0149(3) Uani 1 1 d . . H41 H 0.677952 0.217874 0.577415 0.018 Uiso 1 1 calc R U C42 C 0.70881(13) 0.19057(12) 0.52182(4) 0.0155(3) Uani 1 1 d . . H42 H 0.697245 0.110307 0.522712 0.019 Uiso 1 1 calc R U C43 C 0.73718(13) 0.24165(11) 0.48739(4) 0.0136(3) Uani 1 1 d . . C44 C 0.75185(14) 0.36021(12) 0.48731(4) 0.0163(3) Uani 1 1 d . . H44 H 0.770312 0.397360 0.464341 0.020 Uiso 1 1 calc R U C45 C 0.73998(14) 0.42459(12) 0.52006(4) 0.0165(3) Uani 1 1 d . . H45 H 0.749841 0.505016 0.519066 0.020 Uiso 1 1 calc R U C46 C 0.75052(13) 0.17155(12) 0.45237(4) 0.0140(3) Uani 1 1 d . . C47 C 0.77342(14) 0.05373(12) 0.45521(4) 0.0184(3) Uani 1 1 d . . H47 H 0.783158 0.018514 0.479970 0.022 Uiso 1 1 calc R U C48 C 0.78216(15) -0.01242(13) 0.42265(4) 0.0214(3) Uani 1 1 d . . H48 H 0.795762 -0.092325 0.425194 0.026 Uiso 1 1 calc R U C49 C 0.77103(14) 0.03806(13) 0.38629(4) 0.0201(3) Uani 1 1 d . . H49 H 0.777014 -0.007029 0.363929 0.024 Uiso 1 1 calc R U C50 C 0.75106(14) 0.15504(13) 0.38289(4) 0.0187(3) Uani 1 1 d . . H50 H 0.745206 0.190219 0.358170 0.022 Uiso 1 1 calc R U C51 C 0.73963(14) 0.22074(12) 0.41548(4) 0.0163(3) Uani 1 1 d . . H51 H 0.724166 0.300362 0.412684 0.020 Uiso 1 1 calc R U C52 C 0.71036(16) 0.56508(13) 0.76063(4) 0.0226(3) Uani 1 1 d . . H52 H 0.683319 0.632965 0.775179 0.027 Uiso 1 1 calc R U C53 C 0.62636(16) 0.46358(14) 0.77134(5) 0.0262(3) Uani 1 1 d . . H53A H 0.642308 0.451391 0.799386 0.031 Uiso 1 1 calc R U H53B H 0.652678 0.395162 0.758025 0.031 Uiso 1 1 calc R U H53C H 0.530298 0.479205 0.763450 0.031 Uiso 1 1 calc R U C54 C 0.86067(18) 0.54409(17) 0.77312(5) 0.0348(4) Uani 1 1 d . . H54A H 0.876060 0.529061 0.801011 0.042 Uiso 1 1 calc R U H54B H 0.912202 0.611533 0.767242 0.042 Uiso 1 1 calc R U H54C H 0.890190 0.478193 0.759104 0.042 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 O1 0.0204(5) 0.0226(5) 0.0214(5) -0.0059(4) -0.0044(4) 0.0054(4) O2 0.0259(5) 0.0148(5) 0.0176(5) -0.0023(4) -0.0014(4) 0.0082(4) O3 0.0597(8) 0.0368(7) 0.0179(6) 0.0112(5) 0.0124(5) 0.0261(6) O4 0.0227(5) 0.0229(5) 0.0167(5) 0.0026(4) 0.0033(4) 0.0105(4) C1 0.0155(6) 0.0113(6) 0.0148(6) -0.0008(5) 0.0028(5) -0.0011(5) C2 0.0150(6) 0.0108(6) 0.0156(6) -0.0001(5) 0.0036(5) -0.0021(5) C3 0.0152(6) 0.0142(6) 0.0156(6) 0.0008(5) 0.0005(5) -0.0003(5) C4 0.0149(6) 0.0110(6) 0.0163(6) 0.0021(5) 0.0022(5) -0.0013(5) C5 0.0146(6) 0.0149(6) 0.0177(7) 0.0023(5) 0.0024(5) 0.0000(5) C6 0.0173(7) 0.0152(7) 0.0214(7) 0.0007(5) 0.0065(6) 0.0035(5) C7 0.0225(7) 0.0147(7) 0.0174(7) -0.0029(5) 0.0077(6) 0.0000(6) C8 0.0189(7) 0.0134(6) 0.0143(6) 0.0004(5) 0.0043(5) -0.0019(5) C9 0.0162(6) 0.0126(6) 0.0159(6) 0.0013(5) 0.0029(5) 0.0003(5) C10 0.0143(6) 0.0117(6) 0.0156(6) 0.0024(5) 0.0036(5) -0.0016(5) C11 0.0146(6) 0.0122(6) 0.0153(6) 0.0006(5) 0.0043(5) -0.0008(5) C12 0.0205(7) 0.0160(7) 0.0219(7) 0.0025(6) 0.0055(6) 0.0077(6) C13 0.0176(7) 0.0108(6) 0.0119(6) 0.0006(5) 0.0005(5) 0.0020(5) C14 0.0161(7) 0.0118(6) 0.0141(6) 0.0008(5) -0.0008(5) -0.0010(5) C15 0.0143(6) 0.0145(6) 0.0147(6) 0.0020(5) 0.0025(5) 0.0014(5) C16 0.0178(7) 0.0102(6) 0.0115(6) 0.0018(5) 0.0015(5) 0.0027(5) C17 0.0151(7) 0.0149(6) 0.0164(7) -0.0021(5) -0.0006(5) -0.0008(5) C18 0.0136(6) 0.0161(7) 0.0168(7) 0.0001(5) 0.0025(5) 0.0014(5) C19 0.0176(7) 0.0100(6) 0.0149(6) 0.0000(5) 0.0037(5) -0.0003(5) C20 0.0177(7) 0.0144(6) 0.0167(7) -0.0007(5) 0.0020(5) -0.0015(5) C21 0.0214(7) 0.0154(7) 0.0219(7) -0.0006(6) 0.0077(6) 0.0006(6) C22 0.0305(8) 0.0145(7) 0.0154(7) -0.0028(5) 0.0072(6) 0.0013(6) C23 0.0261(8) 0.0175(7) 0.0143(7) -0.0015(5) -0.0011(6) 0.0004(6) C24 0.0194(7) 0.0161(7) 0.0171(7) 0.0005(5) 0.0011(5) 0.0025(5) C25 0.0195(7) 0.0194(7) 0.0178(7) -0.0037(6) 0.0029(6) 0.0008(6) C26 0.0354(9) 0.0367(9) 0.0151(7) -0.0027(7) 0.0013(6) -0.0060(7) C27 0.0257(8) 0.0224(8) 0.0312(8) -0.0100(7) 0.0033(7) -0.0033(6) C28 0.0159(6) 0.0123(6) 0.0137(6) -0.0001(5) 0.0033(5) -0.0011(5) C29 0.0132(6) 0.0138(6) 0.0157(6) -0.0009(5) 0.0023(5) -0.0022(5) C30 0.0168(7) 0.0160(7) 0.0157(7) 0.0013(5) 0.0006(5) 0.0008(5) C31 0.0135(6) 0.0140(6) 0.0174(7) 0.0008(5) 0.0030(5) -0.0018(5) C32 0.0186(7) 0.0156(7) 0.0221(7) 0.0015(6) 0.0027(6) 0.0011(5) C33 0.0215(7) 0.0140(7) 0.0279(8) -0.0034(6) 0.0069(6) 0.0023(6) C34 0.0219(7) 0.0169(7) 0.0225(7) -0.0055(6) 0.0096(6) -0.0038(6) C35 0.0195(7) 0.0163(7) 0.0188(7) -0.0015(5) 0.0067(5) -0.0058(5) C36 0.0181(7) 0.0144(6) 0.0176(7) 0.0017(5) 0.0034(5) -0.0021(5) C37 0.0142(6) 0.0117(6) 0.0171(7) 0.0001(5) 0.0032(5) -0.0022(5) C38 0.0200(7) 0.0133(6) 0.0148(6) -0.0006(5) 0.0030(5) -0.0012(5) C39 0.0207(7) 0.0186(7) 0.0274(8) 0.0030(6) 0.0026(6) 0.0073(6) C40 0.0113(6) 0.0159(6) 0.0140(6) 0.0003(5) -0.0002(5) 0.0015(5) C41 0.0161(7) 0.0161(7) 0.0123(6) 0.0016(5) 0.0014(5) -0.0012(5) C42 0.0173(7) 0.0115(6) 0.0175(7) 0.0008(5) 0.0015(5) -0.0010(5) C43 0.0123(6) 0.0147(6) 0.0133(6) 0.0000(5) 0.0004(5) 0.0017(5) C44 0.0206(7) 0.0153(7) 0.0131(6) 0.0028(5) 0.0022(5) 0.0008(5) C45 0.0204(7) 0.0125(6) 0.0164(7) 0.0017(5) 0.0009(5) 0.0010(5) C46 0.0111(6) 0.0164(6) 0.0145(6) -0.0006(5) 0.0014(5) 0.0002(5) C47 0.0227(7) 0.0161(7) 0.0167(7) 0.0022(5) 0.0033(6) 0.0030(6) C48 0.0255(8) 0.0160(7) 0.0233(7) -0.0019(6) 0.0054(6) 0.0044(6) C49 0.0203(7) 0.0225(7) 0.0181(7) -0.0057(6) 0.0044(6) 0.0017(6) C50 0.0202(7) 0.0226(7) 0.0134(6) 0.0005(6) 0.0022(5) -0.0013(6) C51 0.0171(7) 0.0155(7) 0.0162(7) 0.0010(5) 0.0014(5) -0.0007(5) C52 0.0343(9) 0.0192(7) 0.0153(7) -0.0041(6) 0.0075(6) -0.0044(6) C53 0.0293(8) 0.0271(8) 0.0231(8) 0.0055(6) 0.0067(6) -0.0032(7) C54 0.0355(10) 0.0489(11) 0.0185(8) 0.0004(7) -0.0019(7) -0.0183(8) 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' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C11 O2 C12 116.04(11) C38 O4 C39 117.87(11) C10 C1 C2 108.08(12) C10 C1 C11 123.28(12) C2 C1 C11 127.80(12) C3 C2 C1 108.55(12) C3 C2 C13 122.43(12) C1 C2 C13 128.95(12) C2 C3 C4 109.63(12) C2 C3 H3 125.2 C4 C3 H3 125.2 C5 C4 C3 125.20(12) C5 C4 C10 127.61(12) C3 C4 C10 107.13(11) C4 C5 C6 128.51(13) C4 C5 H5 115.7 C6 C5 H5 115.7 C7 C6 C5 128.86(13) C7 C6 H6 115.6 C5 C6 H6 115.6 C6 C7 C8 130.80(13) C6 C7 H7 114.6 C8 C7 H7 114.6 C9 C8 C7 126.40(13) C9 C8 C25 116.25(12) C7 C8 C25 117.29(12) C10 C9 C8 130.07(13) C10 C9 H9 115.0 C8 C9 H9 115.0 C9 C10 C1 126.28(12) C9 C10 C4 127.12(12) C1 C10 C4 106.53(11) O1 C11 O2 121.85(12) O1 C11 C1 126.60(13) O2 C11 C1 111.49(11) O2 C12 H12A 109.5 O2 C12 H12B 109.5 H12A C12 H12B 109.5 O2 C12 H12C 109.5 H12A C12 H12C 109.5 H12B C12 H12C 109.5 C14 C13 C18 118.25(12) C14 C13 C2 121.92(12) C18 C13 C2 119.71(12) C15 C14 C13 120.87(12) C15 C14 H14 119.6 C13 C14 H14 119.6 C14 C15 C16 121.16(12) C14 C15 H15 119.4 C16 C15 H15 119.4 C17 C16 C15 117.70(12) C17 C16 C19 121.17(12) C15 C16 C19 121.13(12) C18 C17 C16 121.31(12) C18 C17 H17 119.3 C16 C17 H17 119.3 C17 C18 C13 120.70(13) C17 C18 H18 119.7 C13 C18 H18 119.7 C24 C19 C20 117.96(12) C24 C19 C16 121.01(12) C20 C19 C16 121.03(12) C21 C20 C19 121.06(13) C21 C20 H20 119.5 C19 C20 H20 119.5 C22 C21 C20 120.12(13) C22 C21 H21 119.9 C20 C21 H21 119.9 C21 C22 C23 119.57(13) C21 C22 H22 120.2 C23 C22 H22 120.2 C22 C23 C24 120.50(13) C22 C23 H23 119.7 C24 C23 H23 119.7 C23 C24 C19 120.78(13) C23 C24 H24 119.6 C19 C24 H24 119.6 C26 C25 C8 110.85(12) C26 C25 C27 110.40(13) C8 C25 C27 112.61(12) C26 C25 H25 107.6 C8 C25 H25 107.6 C27 C25 H25 107.6 C25 C26 H26A 109.5 C25 C26 H26B 109.5 H26A C26 H26B 109.5 C25 C26 H26C 109.5 H26A C26 H26C 109.5 H26B C26 H26C 109.5 C25 C27 H27A 109.5 C25 C27 H27B 109.5 H27A C27 H27B 109.5 C25 C27 H27C 109.5 H27A C27 H27C 109.5 H27B C27 H27C 109.5 C37 C28 C29 108.25(12) C37 C28 C38 123.41(12) C29 C28 C38 127.78(12) C30 C29 C28 108.38(12) C30 C29 C40 123.09(12) C28 C29 C40 128.46(12) C31 C30 C29 109.55(12) C31 C30 H30 125.2 C29 C30 H30 125.2 C32 C31 C30 125.43(13) C32 C31 C37 127.39(13) C30 C31 C37 107.14(12) C33 C32 C31 128.41(14) C33 C32 H32 115.8 C31 C32 H32 115.8 C32 C33 C34 129.22(14) C32 C33 H33 115.4 C34 C33 H33 115.4 C33 C34 C35 130.54(13) C33 C34 H34 114.7 C35 C34 H34 114.7 C34 C35 C36 126.45(13) C34 C35 C52 117.22(13) C36 C35 C52 116.33(13) C37 C36 C35 130.35(13) C37 C36 H36 114.8 C35 C36 H36 114.8 C36 C37 C28 125.93(13) C36 C37 C31 127.44(12) C28 C37 C31 106.63(11) O3 C38 O4 122.09(13) O3 C38 C28 126.29(13) O4 C38 C28 111.61(11) O4 C39 H39A 109.5 O4 C39 H39B 109.5 H39A C39 H39B 109.5 O4 C39 H39C 109.5 H39A C39 H39C 109.5 H39B C39 H39C 109.5 C45 C40 C41 117.56(12) C45 C40 C29 120.62(12) C41 C40 C29 121.80(12) C42 C41 C40 121.29(12) C42 C41 H41 119.4 C40 C41 H41 119.4 C41 C42 C43 121.25(13) C41 C42 H42 119.4 C43 C42 H42 119.4 C44 C43 C42 117.36(12) C44 C43 C46 121.77(12) C42 C43 C46 120.88(12) C45 C44 C43 121.35(13) C45 C44 H44 119.3 C43 C44 H44 119.3 C44 C45 C40 121.18(13) C44 C45 H45 119.4 C40 C45 H45 119.4 C51 C46 C47 117.62(12) C51 C46 C43 121.25(12) C47 C46 C43 121.13(12) C48 C47 C46 121.40(13) C48 C47 H47 119.3 C46 C47 H47 119.3 C47 C48 C49 120.06(13) C47 C48 H48 120.0 C49 C48 H48 120.0 C48 C49 C50 119.49(13) C48 C49 H49 120.3 C50 C49 H49 120.3 C51 C50 C49 120.31(13) C51 C50 H50 119.8 C49 C50 H50 119.8 C50 C51 C46 121.09(13) C50 C51 H51 119.5 C46 C51 H51 119.5 C54 C52 C35 111.81(12) C54 C52 C53 110.75(14) C35 C52 C53 110.98(12) C54 C52 H52 107.7 C35 C52 H52 107.7 C53 C52 H52 107.7 C52 C53 H53A 109.5 C52 C53 H53B 109.5 H53A C53 H53B 109.5 C52 C53 H53C 109.5 H53A C53 H53C 109.5 H53B C53 H53C 109.5 C52 C54 H54A 109.5 C52 C54 H54B 109.5 H54A C54 H54B 109.5 C52 C54 H54C 109.5 H54A C54 H54C 109.5 H54B C54 H54C 109.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance O1 C11 1.2091(16) O2 C11 1.3555(16) O2 C12 1.4365(16) O3 C38 1.2088(17) O4 C38 1.3395(17) O4 C39 1.4323(17) C1 C10 1.4181(18) C1 C2 1.4353(18) C1 C11 1.4660(19) C2 C3 1.3941(19) C2 C13 1.4812(18) C3 C4 1.4034(18) C3 H3 0.9500 C4 C5 1.3867(19) C4 C10 1.4794(18) C5 C6 1.3928(19) C5 H5 0.9500 C6 C7 1.390(2) C6 H6 0.9500 C7 C8 1.400(2) C7 H7 0.9500 C8 C9 1.3996(19) C8 C25 1.5289(19) C9 C10 1.3946(18) C9 H9 0.9500 C12 H12A 0.9800 C12 H12B 0.9800 C12 H12C 0.9800 C13 C14 1.3989(19) C13 C18 1.4004(19) C14 C15 1.3847(19) C14 H14 0.9500 C15 C16 1.4046(19) C15 H15 0.9500 C16 C17 1.3976(19) C16 C19 1.4887(18) C17 C18 1.3878(19) C17 H17 0.9500 C18 H18 0.9500 C19 C24 1.3989(19) C19 C20 1.3998(19) C20 C21 1.3925(19) C20 H20 0.9500 C21 C22 1.384(2) C21 H21 0.9500 C22 C23 1.386(2) C22 H22 0.9500 C23 C24 1.3896(19) C23 H23 0.9500 C24 H24 0.9500 C25 C26 1.527(2) C25 C27 1.533(2) C25 H25 1.0000 C26 H26A 0.9800 C26 H26B 0.9800 C26 H26C 0.9800 C27 H27A 0.9800 C27 H27B 0.9800 C27 H27C 0.9800 C28 C37 1.4211(18) C28 C29 1.4264(18) C28 C38 1.4681(19) C29 C30 1.4036(19) C29 C40 1.4757(18) C30 C31 1.4012(19) C30 H30 0.9500 C31 C32 1.3921(19) C31 C37 1.4750(18) C32 C33 1.390(2) C32 H32 0.9500 C33 C34 1.392(2) C33 H33 0.9500 C34 C35 1.396(2) C34 H34 0.9500 C35 C36 1.3965(19) C35 C52 1.530(2) C36 C37 1.3898(19) C36 H36 0.9500 C39 H39A 0.9800 C39 H39B 0.9800 C39 H39C 0.9800 C40 C45 1.3972(19) C40 C41 1.4001(19) C41 C42 1.3829(19) C41 H41 0.9500 C42 C43 1.4025(18) C42 H42 0.9500 C43 C44 1.3991(19) C43 C46 1.4916(18) C44 C45 1.3864(19) C44 H44 0.9500 C45 H45 0.9500 C46 C51 1.4003(18) C46 C47 1.4028(19) C47 C48 1.387(2) C47 H47 0.9500 C48 C49 1.390(2) C48 H48 0.9500 C49 C50 1.390(2) C49 H49 0.9500 C50 C51 1.3891(19) C50 H50 0.9500 C51 H51 0.9500 C52 C54 1.527(2) C52 C53 1.530(2) C52 H52 1.0000 C53 H53A 0.9800 C53 H53B 0.9800 C53 H53C 0.9800 C54 H54A 0.9800 C54 H54B 0.9800 C54 H54C 0.9800 loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion C10 C1 C2 C3 -2.27(15) C11 C1 C2 C3 167.42(13) C10 C1 C2 C13 174.73(13) C11 C1 C2 C13 -15.6(2) C1 C2 C3 C4 0.58(15) C13 C2 C3 C4 -176.65(12) C2 C3 C4 C5 -175.89(13) C2 C3 C4 C10 1.26(15) C3 C4 C5 C6 179.85(14) C10 C4 C5 C6 3.3(2) C4 C5 C6 C7 4.1(2) C5 C6 C7 C8 -2.6(3) C6 C7 C8 C9 -4.7(3) C6 C7 C8 C25 178.07(14) C7 C8 C9 C10 5.1(2) C25 C8 C9 C10 -177.66(13) C8 C9 C10 C1 179.67(14) C8 C9 C10 C4 3.0(2) C2 C1 C10 C9 -174.24(13) C11 C1 C10 C9 15.5(2) C2 C1 C10 C4 2.96(14) C11 C1 C10 C4 -167.30(12) C5 C4 C10 C9 -8.4(2) C3 C4 C10 C9 174.56(13) C5 C4 C10 C1 174.44(13) C3 C4 C10 C1 -2.62(14) C12 O2 C11 O1 -5.93(19) C12 O2 C11 C1 176.91(11) C10 C1 C11 O1 -16.3(2) C2 C1 C11 O1 175.41(14) C10 C1 C11 O2 160.66(12) C2 C1 C11 O2 -7.60(19) C3 C2 C13 C14 134.06(14) C1 C2 C13 C14 -42.6(2) C3 C2 C13 C18 -41.84(19) C1 C2 C13 C18 141.53(14) C18 C13 C14 C15 -0.44(19) C2 C13 C14 C15 -176.40(12) C13 C14 C15 C16 -0.8(2) C14 C15 C16 C17 0.94(19) C14 C15 C16 C19 -179.20(12) C15 C16 C17 C18 0.1(2) C19 C16 C17 C18 -179.80(12) C16 C17 C18 C13 -1.3(2) C14 C13 C18 C17 1.4(2) C2 C13 C18 C17 177.48(12) C17 C16 C19 C24 24.67(19) C15 C16 C19 C24 -155.19(13) C17 C16 C19 C20 -155.31(13) C15 C16 C19 C20 24.83(19) C24 C19 C20 C21 0.2(2) C16 C19 C20 C21 -179.81(12) C19 C20 C21 C22 -0.4(2) C20 C21 C22 C23 0.3(2) C21 C22 C23 C24 -0.1(2) C22 C23 C24 C19 -0.1(2) C20 C19 C24 C23 0.0(2) C16 C19 C24 C23 -179.99(13) C9 C8 C25 C26 -109.46(15) C7 C8 C25 C26 68.08(17) C9 C8 C25 C27 126.29(14) C7 C8 C25 C27 -56.17(17) C37 C28 C29 C30 1.66(15) C38 C28 C29 C30 -169.92(13) C37 C28 C29 C40 -175.36(13) C38 C28 C29 C40 13.1(2) C28 C29 C30 C31 -0.57(16) C40 C29 C30 C31 176.65(12) C29 C30 C31 C32 177.20(13) C29 C30 C31 C37 -0.70(15) C30 C31 C32 C33 -179.04(14) C37 C31 C32 C33 -1.6(2) C31 C32 C33 C34 -2.2(3) C32 C33 C34 C35 0.9(3) C33 C34 C35 C36 3.1(3) C33 C34 C35 C52 -176.71(15) C34 C35 C36 C37 -3.1(2) C52 C35 C36 C37 176.77(14) C35 C36 C37 C28 179.09(14) C35 C36 C37 C31 -1.6(2) C29 C28 C37 C36 177.40(13) C38 C28 C37 C36 -10.6(2) C29 C28 C37 C31 -2.04(15) C38 C28 C37 C31 169.98(12) C32 C31 C37 C36 4.4(2) C30 C31 C37 C36 -177.74(13) C32 C31 C37 C28 -176.14(13) C30 C31 C37 C28 1.69(15) C39 O4 C38 O3 1.5(2) C39 O4 C38 C28 -179.86(12) C37 C28 C38 O3 23.9(2) C29 C28 C38 O3 -165.68(15) C37 C28 C38 O4 -154.68(13) C29 C28 C38 O4 15.7(2) C30 C29 C40 C45 40.26(19) C28 C29 C40 C45 -143.11(14) C30 C29 C40 C41 -138.08(14) C28 C29 C40 C41 38.5(2) C45 C40 C41 C42 1.0(2) C29 C40 C41 C42 179.44(12) C40 C41 C42 C43 -0.1(2) C41 C42 C43 C44 -0.72(19) C41 C42 C43 C46 179.47(12) C42 C43 C44 C45 0.5(2) C46 C43 C44 C45 -179.65(12) C43 C44 C45 C40 0.4(2) C41 C40 C45 C44 -1.2(2) C29 C40 C45 C44 -179.63(12) C44 C43 C46 C51 -18.5(2) C42 C43 C46 C51 161.27(13) C44 C43 C46 C47 161.97(13) C42 C43 C46 C47 -18.2(2) C51 C46 C47 C48 -1.4(2) C43 C46 C47 C48 178.17(13) C46 C47 C48 C49 1.4(2) C47 C48 C49 C50 0.0(2) C48 C49 C50 C51 -1.3(2) C49 C50 C51 C46 1.3(2) C47 C46 C51 C50 0.0(2) C43 C46 C51 C50 -179.49(12) C34 C35 C52 C54 -121.52(15) C36 C35 C52 C54 58.64(17) C34 C35 C52 C53 114.27(15) C36 C35 C52 C53 -65.57(17)