#------------------------------------------------------------------------------ #$Date: 2026-05-29 03:50:58 +0100 (Fri, 29 May 2026) $ #$Revision: 306119 $ #$URL: svn://www.crystallography.net/cod/cif/7/06/44/7064424.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_7064424 loop_ _publ_author_name 'Zhang, Mengqi' 'Yan, Pengze' 'LI, Dan' 'Miao, Jin-Ling' 'Liu, Guang-Ning' 'Jiang, Xuchuan' 'Nie, Yong' _publ_section_title ; Synthesis, Photoluminescence and Stimuli-Responsive Properties of Multifluorinated Tetraphenylethylene-based Dialdehydes ; _journal_name_full 'New Journal of Chemistry' _journal_paper_doi 10.1039/D6NJ01486K _journal_year 2026 _chemical_formula_moiety 'C28 H18 F2 O2' _chemical_formula_sum 'C28 H18 F2 O2' _chemical_formula_weight 424.42 _space_group_crystal_system orthorhombic _space_group_IT_number 33 _space_group_name_Hall 'P 2c -2n' _space_group_name_H-M_alt 'P n a 21' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2024-05-21 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2024-07-09 deposited with the CCDC. 2026-05-21 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 14.3102(12) _cell_length_b 9.3070(10) _cell_length_c 32.754(3) _cell_measurement_reflns_used 2786 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 20.149 _cell_measurement_theta_min 2.292 _cell_volume 4362.3(7) _computing_cell_refinement 'SAINT V8.40B (?, 2016)' _computing_data_reduction 'SAINT V8.40B (?, 2016)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'XL (Sheldrick, 2008)' _computing_structure_solution 'ShelXT (Sheldrick, 2015)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 0.999 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71076 _diffrn_reflns_av_R_equivalents 0.0912 _diffrn_reflns_av_unetI/netI 0.0906 _diffrn_reflns_Laue_measured_fraction_full 0.999 _diffrn_reflns_Laue_measured_fraction_max 0.999 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 38 _diffrn_reflns_limit_l_min -38 _diffrn_reflns_number 36114 _diffrn_reflns_point_group_measured_fraction_full 0.999 _diffrn_reflns_point_group_measured_fraction_max 0.999 _diffrn_reflns_theta_full 25.044 _diffrn_reflns_theta_max 25.044 _diffrn_reflns_theta_min 2.275 _exptl_absorpt_coefficient_mu 0.092 _exptl_absorpt_correction_T_max 0.7452 _exptl_absorpt_correction_T_min 0.6638 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0775 before and 0.0688 after correction. The Ratio of minimum to maximum transmission is 0.8908. The \l/2 correction factor is Not present. ; _exptl_crystal_colour 'clear light colourless' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.292 _exptl_crystal_description plate _exptl_crystal_F_000 1760 _exptl_crystal_size_max 0.2 _exptl_crystal_size_mid 0.2 _exptl_crystal_size_min 0.2 _refine_diff_density_max 0.146 _refine_diff_density_min -0.163 _refine_diff_density_rms 0.037 _refine_ls_abs_structure_details ; Refined as an inversion twin. ; _refine_ls_abs_structure_Flack 1.3(18) _refine_ls_extinction_coef 0.0061(7) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_method 'SHELXL-2014/7 (Sheldrick 2014' _refine_ls_goodness_of_fit_ref 1.008 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 579 _refine_ls_number_reflns 7551 _refine_ls_number_restraints 1 _refine_ls_restrained_S_all 1.008 _refine_ls_R_factor_all 0.1514 _refine_ls_R_factor_gt 0.0551 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0488P)^2^+0.4510P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0989 _refine_ls_wR_factor_ref 0.1315 _reflns_Friedel_coverage 0.962 _reflns_Friedel_fraction_full 0.999 _reflns_Friedel_fraction_max 0.999 _reflns_number_gt 3875 _reflns_number_total 7551 _reflns_threshold_expression 'I > 2\s(I)' _iucr_refine_instructions_details ; 0512_4190_1_0m.res created by SHELXL-2014/7 TITL 0512_4190_P 1m R = 0.13 New: Pna21 CELL 0.71076 14.3102 9.307 32.754 90 90 90 ZERR 8 0.0012 0.001 0.003 0 0 0 LATT -1 SYMM -X,-Y,0.5+Z SYMM 0.5-X,0.5+Y,0.5+Z SYMM 0.5+X,0.5-Y,+Z SFAC C H F O UNIT 224 144 16 16 L.S. 10 PLAN -20 TEMP 20 CONF fmap 2 acta TWIN -1 0 0 0 -1 0 0 0 -1 2 REM REM REM WGHT 0.048800 0.451000 EXTI 0.006132 BASF 1.26358 FVAR 0.50396 F1 3 -0.186690 -0.737417 -0.332853 11.00000 0.05806 0.13029 = 0.09715 0.01914 0.00824 0.03702 F2 3 -0.619220 0.003089 -0.272047 11.00000 0.11738 0.09221 = 0.10422 -0.04227 -0.00092 0.03441 O1 4 -0.358548 0.007423 -0.315590 11.00000 0.10446 0.07925 = 0.16456 -0.02731 0.00386 -0.02318 O4 4 -0.375017 -0.690263 -0.244393 11.00000 0.07882 0.11213 = 0.06186 0.01808 0.00303 0.00220 C1 1 -0.316629 -0.693550 -0.270656 11.00000 0.06018 0.07030 = 0.07295 0.00572 -0.00550 -0.00026 AFIX 43 H1 2 -0.258213 -0.730441 -0.263951 11.00000 -1.20000 AFIX 0 C2 1 -0.331114 -0.643383 -0.312580 11.00000 0.05122 0.04631 = 0.05832 0.00309 -0.00002 -0.00263 C3 1 -0.265881 -0.665862 -0.342594 11.00000 0.04514 0.07317 = 0.06982 0.01044 -0.00251 0.00839 C4 1 -0.278178 -0.623163 -0.381852 11.00000 0.04314 0.08555 = 0.07126 0.00214 0.01479 0.00965 AFIX 43 H4 2 -0.232622 -0.640365 -0.401503 11.00000 -1.20000 AFIX 0 C5 1 -0.360448 -0.553297 -0.391797 11.00000 0.05382 0.06894 = 0.05345 0.00804 0.00727 -0.00707 AFIX 43 H5 2 -0.370031 -0.523191 -0.418545 11.00000 -1.20000 AFIX 0 C6 1 -0.429250 -0.527043 -0.362635 11.00000 0.04714 0.03888 = 0.04724 -0.00079 0.00285 -0.00308 C7 1 -0.412797 -0.571391 -0.323049 11.00000 0.04671 0.04404 = 0.05042 -0.00376 0.00243 0.00083 AFIX 43 H7 2 -0.457208 -0.552742 -0.303009 11.00000 -1.20000 AFIX 0 C8 1 -0.518328 -0.454169 -0.374159 11.00000 0.04467 0.04212 = 0.05458 0.00458 0.00716 0.00150 C9 1 -0.571963 -0.498508 -0.405739 11.00000 0.04504 0.03945 = 0.05507 0.00105 0.00142 -0.00371 C10 1 -0.556565 -0.636100 -0.427748 11.00000 0.04096 0.05067 = 0.05187 -0.00891 0.00467 -0.00377 C11 1 -0.538968 -0.763714 -0.407546 11.00000 0.04983 0.05478 = 0.07211 -0.00085 0.00836 0.00202 AFIX 43 H11 2 -0.533651 -0.763078 -0.379249 11.00000 -1.20000 AFIX 0 C12 1 -0.529155 -0.891021 -0.428073 11.00000 0.06153 0.04791 = 0.08546 0.00321 0.01384 0.00623 AFIX 43 H12 2 -0.518421 -0.975293 -0.413554 11.00000 -1.20000 AFIX 0 C13 1 -0.535031 -0.895350 -0.469937 11.00000 0.06234 0.06731 = 0.09014 -0.02850 0.00856 0.00830 AFIX 43 H13 2 -0.525845 -0.981116 -0.483943 11.00000 -1.20000 AFIX 0 C14 1 -0.554498 -0.772124 -0.490512 11.00000 0.08119 0.08225 = 0.06388 -0.01974 -0.01117 0.00799 AFIX 43 H14 2 -0.560840 -0.774862 -0.518759 11.00000 -1.20000 AFIX 0 C15 1 -0.565032 -0.643086 -0.470322 11.00000 0.07046 0.06311 = 0.06414 -0.00009 0.00121 0.01176 AFIX 43 H15 2 -0.577858 -0.560040 -0.485085 11.00000 -1.20000 AFIX 0 C16 1 -0.650989 -0.409825 -0.421161 11.00000 0.04435 0.03995 = 0.05645 -0.00631 -0.00091 -0.00306 C17 1 -0.739927 -0.463186 -0.422397 11.00000 0.06429 0.04903 = 0.09871 0.00246 -0.01058 -0.00281 AFIX 43 H17 2 -0.751761 -0.555185 -0.412595 11.00000 -1.20000 AFIX 0 C18 1 -0.812540 -0.382041 -0.438046 11.00000 0.04843 0.07912 = 0.11152 -0.01574 -0.00463 -0.00657 AFIX 43 H18 2 -0.872611 -0.420114 -0.438636 11.00000 -1.20000 AFIX 0 C19 1 -0.797284 -0.248571 -0.452437 11.00000 0.06928 0.05074 = 0.09670 -0.00649 -0.02088 0.01801 AFIX 43 H19 2 -0.846527 -0.194974 -0.462991 11.00000 -1.20000 AFIX 0 C20 1 -0.709131 -0.192192 -0.451469 11.00000 0.08431 0.06282 = 0.08833 0.00999 -0.01295 0.00791 AFIX 43 H20 2 -0.697878 -0.099993 -0.461250 11.00000 -1.20000 AFIX 0 C21 1 -0.637009 -0.273751 -0.435798 11.00000 0.05933 0.05270 = 0.07172 0.00576 -0.00324 0.00045 AFIX 43 H21 2 -0.577099 -0.235089 -0.435164 11.00000 -1.20000 AFIX 0 C22 1 -0.545403 -0.330205 -0.347843 11.00000 0.04462 0.04185 = 0.05145 -0.00151 -0.00762 0.00880 C23 1 -0.634549 -0.321759 -0.330608 11.00000 0.05312 0.06596 = 0.06671 -0.00327 -0.00100 0.00022 AFIX 43 H23 2 -0.677685 -0.394363 -0.335650 11.00000 -1.20000 AFIX 0 C24 1 -0.659400 -0.207265 -0.306238 11.00000 0.06144 0.08713 = 0.07476 -0.00970 0.01115 0.01970 AFIX 43 H24 2 -0.719625 -0.199927 -0.295774 11.00000 -1.20000 AFIX 0 C25 1 -0.594520 -0.105708 -0.297819 11.00000 0.08190 0.06324 = 0.06554 -0.01751 -0.00865 0.02117 C26 1 -0.505981 -0.107392 -0.313806 11.00000 0.06713 0.04468 = 0.06046 -0.00608 -0.00833 0.00594 C27 1 -0.481468 -0.223205 -0.338568 11.00000 0.05685 0.05120 = 0.05785 -0.00099 -0.00873 0.00062 AFIX 43 H27 2 -0.421177 -0.228781 -0.349048 11.00000 -1.20000 AFIX 0 C28 1 -0.437204 0.005023 -0.303750 11.00000 0.09172 0.05950 = 0.12530 -0.02879 -0.01373 -0.00031 AFIX 43 H28 2 -0.456689 0.079660 -0.286899 11.00000 -1.20000 AFIX 0 F3 3 -0.050188 -0.236261 -0.168123 11.00000 0.06405 0.12426 = 0.08681 -0.01513 0.00264 -0.03611 F4 3 0.382006 0.505869 -0.228496 11.00000 0.11371 0.10115 = 0.11803 0.05789 -0.01054 -0.03593 O2 4 0.121296 0.512750 -0.184999 11.00000 0.10330 0.07821 = 0.17471 0.02652 0.00823 0.02843 O3 4 0.139188 -0.184885 -0.256455 11.00000 0.07257 0.10825 = 0.06026 -0.01073 0.00687 -0.00121 C29 1 0.029931 -0.162580 -0.157990 11.00000 0.04431 0.06446 = 0.07347 -0.00342 -0.00030 -0.01576 C30 1 0.040310 -0.119862 -0.118321 11.00000 0.05302 0.08507 = 0.06110 -0.00339 0.01154 -0.00489 AFIX 43 H30 2 -0.005730 -0.136859 -0.098872 11.00000 -1.20000 AFIX 0 C31 1 0.122523 -0.050229 -0.108549 11.00000 0.05557 0.06256 = 0.05364 -0.00931 0.00087 -0.00099 AFIX 43 H31 2 0.131817 -0.019947 -0.081797 11.00000 -1.20000 AFIX 0 C32 1 0.192183 -0.023691 -0.137420 11.00000 0.04477 0.04009 = 0.05249 0.00616 0.00674 0.00657 C33 1 0.174471 -0.066655 -0.177034 11.00000 0.04988 0.04881 = 0.05160 0.00645 0.00871 0.00804 AFIX 43 H33 2 0.218419 -0.045748 -0.197090 11.00000 -1.20000 AFIX 0 C34 1 0.094036 -0.139547 -0.188148 11.00000 0.04179 0.05226 = 0.05164 -0.00373 -0.00305 -0.00113 C35 1 0.080472 -0.191883 -0.230039 11.00000 0.05962 0.07147 = 0.06290 -0.00991 -0.01446 0.00200 AFIX 43 H35 2 0.023166 -0.232919 -0.236625 11.00000 -1.20000 AFIX 0 C36 1 0.280373 0.050875 -0.125847 11.00000 0.04522 0.03724 = 0.05416 -0.00104 0.00442 0.00297 C37 1 0.332539 0.007690 -0.094107 11.00000 0.04533 0.04746 = 0.04994 0.00237 0.00289 0.00246 C38 1 0.316234 -0.130449 -0.071894 11.00000 0.04230 0.04678 = 0.06258 0.00474 0.00309 -0.00317 C39 1 0.304136 -0.257739 -0.093053 11.00000 0.05563 0.04721 = 0.06008 0.00596 0.01103 0.00101 AFIX 43 H39 2 0.302545 -0.256730 -0.121436 11.00000 -1.20000 AFIX 0 C40 1 0.294376 -0.386615 -0.072378 11.00000 0.07224 0.04576 = 0.11086 0.02237 0.01060 0.00834 AFIX 43 H40 2 0.287576 -0.472081 -0.086787 11.00000 -1.20000 AFIX 0 C41 1 0.294799 -0.387391 -0.030922 11.00000 0.07122 0.07394 = 0.11396 0.03796 0.00904 -0.00547 AFIX 43 H41 2 0.288053 -0.474088 -0.017115 11.00000 -1.20000 AFIX 0 C42 1 0.304931 -0.263420 -0.009135 11.00000 0.09073 0.09821 = 0.06953 0.02911 0.00827 -0.01685 AFIX 43 H42 2 0.303665 -0.265050 0.019249 11.00000 -1.20000 AFIX 0 C43 1 0.317252 -0.133817 -0.030091 11.00000 0.07654 0.06727 = 0.06136 0.01357 -0.00154 -0.00223 AFIX 43 H43 2 0.326214 -0.049195 -0.015507 11.00000 -1.20000 AFIX 0 C44 1 0.412828 0.093764 -0.078511 11.00000 0.04790 0.04474 = 0.05031 0.00778 -0.00236 -0.00167 C45 1 0.503239 0.040613 -0.079024 11.00000 0.05650 0.05764 = 0.08354 0.00549 -0.00391 0.00725 AFIX 43 H45 2 0.514820 -0.049617 -0.090126 11.00000 -1.20000 AFIX 0 C46 1 0.576059 0.119547 -0.063332 11.00000 0.05344 0.08723 = 0.10405 0.02044 -0.02063 -0.00154 AFIX 43 H46 2 0.636684 0.083886 -0.064728 11.00000 -1.20000 AFIX 0 C47 1 0.559638 0.250807 -0.045608 11.00000 0.08359 0.09390 = 0.06687 0.01897 -0.02383 -0.02885 AFIX 43 H47 2 0.608447 0.302797 -0.034067 11.00000 -1.20000 AFIX 0 C48 1 0.471538 0.303587 -0.045143 11.00000 0.07843 0.06906 = 0.08295 -0.01261 -0.01263 -0.00602 AFIX 43 H48 2 0.460373 0.393103 -0.033507 11.00000 -1.20000 AFIX 0 C49 1 0.398504 0.227874 -0.061457 11.00000 0.05141 0.05657 = 0.08022 -0.00839 -0.00755 -0.00511 AFIX 43 H49 2 0.338712 0.267002 -0.061066 11.00000 -1.20000 AFIX 0 C50 1 0.307459 0.174091 -0.152328 11.00000 0.05462 0.04977 = 0.04782 0.00102 -0.00030 -0.00304 C51 1 0.395894 0.181894 -0.169500 11.00000 0.05233 0.07897 = 0.05842 0.01404 0.00439 -0.00147 AFIX 43 H51 2 0.439032 0.110422 -0.163293 11.00000 -1.20000 AFIX 0 C52 1 0.422376 0.290906 -0.195309 11.00000 0.05866 0.09420 = 0.07081 0.02629 0.00444 -0.00770 AFIX 43 H52 2 0.481289 0.293284 -0.207277 11.00000 -1.20000 AFIX 0 C53 1 0.357347 0.395868 -0.202459 11.00000 0.08564 0.06920 = 0.05890 0.02659 -0.01497 -0.02663 C54 1 0.267534 0.396147 -0.187221 11.00000 0.07029 0.04689 = 0.06925 0.00320 -0.01548 -0.01001 C55 1 0.200450 0.508165 -0.198095 11.00000 0.10639 0.05706 = 0.10808 0.01942 -0.01393 0.00763 AFIX 43 H55 2 0.219531 0.579830 -0.216040 11.00000 -1.20000 AFIX 0 C56 1 0.244323 0.280943 -0.161469 11.00000 0.05301 0.05034 = 0.05235 -0.00070 0.00117 -0.00636 AFIX 43 H56 2 0.184656 0.276709 -0.150280 11.00000 -1.20000 AFIX 0 HKLF 4 1 0 1 0 1 0 0 0 0 -1 REM 0512_4190_P 1m R = 0.13 New: Pna21 REM R1 = 0.0551 for 3875 Fo > 4sig(Fo) and 0.1514 for all 7551 data REM 579 parameters refined using 1 restraints END WGHT 0.0488 0.4510 REM Highest difference peak 0.146, deepest hole -0.163, 1-sigma level 0.037 Q1 1 0.3758 -0.5298 -0.1002 11.00000 0.05 0.15 Q2 1 -0.4390 0.0208 -0.3654 11.00000 0.05 0.15 Q3 1 -0.7821 -0.1163 -0.4220 11.00000 0.05 0.14 Q4 1 -0.6170 -1.0143 -0.4044 11.00000 0.05 0.14 Q5 1 -0.6078 -0.0024 -0.2295 11.00000 0.05 0.14 Q6 1 -0.1164 -0.6985 -0.3595 11.00000 0.05 0.14 Q7 1 0.5196 0.3883 -0.1897 11.00000 0.05 0.14 Q8 1 -0.5614 -0.5629 -0.4186 11.00000 0.05 0.14 Q9 1 0.3114 -0.5133 -0.0908 11.00000 0.05 0.14 Q10 1 0.3417 -0.5438 -0.0890 11.00000 0.05 0.13 Q11 1 -0.5804 -0.4109 -0.4734 11.00000 0.05 0.13 Q12 1 0.2873 -0.2118 -0.0296 11.00000 0.05 0.13 Q13 1 0.5571 0.2705 -0.0879 11.00000 0.05 0.13 Q14 1 -0.6442 -0.4898 -0.2698 11.00000 0.05 0.13 Q15 1 0.3231 -0.2540 -0.1154 11.00000 0.05 0.13 Q16 1 0.3350 -0.0689 -0.0758 11.00000 0.05 0.13 Q17 1 -0.2743 -0.4785 -0.4190 11.00000 0.05 0.13 Q18 1 -0.6365 -0.4037 -0.2922 11.00000 0.05 0.13 Q19 1 0.1137 -0.3593 -0.2555 11.00000 0.05 0.12 Q20 1 -0.6035 -0.1783 -0.3420 11.00000 0.05 0.12 REM The information below was added by Olex2. REM REM R1 = 0.0551 for 3875 Fo > 4sig(Fo) and 0.1514 for all 38463 data REM n/a parameters refined using n/a restraints REM Highest difference peak 0.15, deepest hole -0.16 REM Mean Shift 0, Max Shift 0.000. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.1514 REM R1_gt = 0.0551 REM wR_ref = 0.1315 REM GOOF = 1.008 REM Shift_max = 0.000 REM Shift_mean = 0 REM Reflections_all = 38463 REM Reflections_gt = 3875 REM Parameters = n/a REM Hole = -0.16 REM Peak = 0.15 REM Flack = n/a ; _cod_data_source_file d6nj01486k2.cif _cod_data_source_block 0512_4190_1_0m _cod_database_code 7064424 _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. ; _olex2_refinement_description ; 1. Twinned data refinement Scales: -0.3(18) 1.3(18) 2. Fixed Uiso At 1.2 times of: All C(H) groups 3.a Aromatic/amide H refined with riding coordinates: C1(H1), C4(H4), C5(H5), C7(H7), C11(H11), C12(H12), C13(H13), C14(H14), C15(H15), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21), C23(H23), C24(H24), C27(H27), C28(H28), C30(H30), C31(H31), C33(H33), C35(H35), C39(H39), C40(H40), C41(H41), C42(H42), C43(H43), C45(H45), C46(H46), C47(H47), C48(H48), C49(H49), C51(H51), C52(H52), C55(H55), C56(H56) ; _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, z+1/2' '-x+1/2, y+1/2, z+1/2' '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 F1 F -0.1867(3) -0.7374(5) -0.3329(2) 0.095(2) Uani 1 1 d . . . . . F2 F -0.6192(4) 0.0031(5) -0.27205(15) 0.1046(17) Uani 1 1 d . . . . . O1 O -0.3585(5) 0.0074(7) -0.3156(2) 0.116(2) Uani 1 1 d . . . . . O4 O -0.3750(4) -0.6903(7) -0.24439(18) 0.0843(17) Uani 1 1 d . . . . . C1 C -0.3166(6) -0.6936(10) -0.2707(3) 0.068(2) Uani 1 1 d . . . . . H1 H -0.2582 -0.7304 -0.2640 0.081 Uiso 1 1 calc R . . . . C2 C -0.3311(5) -0.6434(7) -0.3126(2) 0.0520(18) Uani 1 1 d . . . . . C3 C -0.2659(5) -0.6659(8) -0.3426(3) 0.063(2) Uani 1 1 d . . . . . C4 C -0.2782(5) -0.6232(9) -0.3819(3) 0.067(2) Uani 1 1 d . . . . . H4 H -0.2326 -0.6404 -0.4015 0.080 Uiso 1 1 calc R . . . . C5 C -0.3604(5) -0.5533(8) -0.3918(2) 0.0587(19) Uani 1 1 d . . . . . H5 H -0.3700 -0.5232 -0.4185 0.070 Uiso 1 1 calc R . . . . C6 C -0.4293(4) -0.5270(7) -0.3626(2) 0.0444(17) Uani 1 1 d . . . . . C7 C -0.4128(5) -0.5714(7) -0.3230(2) 0.0471(18) Uani 1 1 d . . . . . H7 H -0.4572 -0.5527 -0.3030 0.056 Uiso 1 1 calc R . . . . C8 C -0.5183(4) -0.4542(7) -0.3742(2) 0.0471(18) Uani 1 1 d . . . . . C9 C -0.5720(4) -0.4985(7) -0.4057(2) 0.0465(17) Uani 1 1 d . . . . . C10 C -0.5566(4) -0.6361(9) -0.4277(3) 0.048(2) Uani 1 1 d . . . . . C11 C -0.5390(5) -0.7637(9) -0.4075(4) 0.059(3) Uani 1 1 d . . . . . H11 H -0.5337 -0.7631 -0.3792 0.071 Uiso 1 1 calc R . . . . C12 C -0.5292(5) -0.8910(10) -0.4281(3) 0.065(2) Uani 1 1 d . . . . . H12 H -0.5184 -0.9753 -0.4136 0.078 Uiso 1 1 calc R . . . . C13 C -0.5350(5) -0.8953(11) -0.4699(3) 0.073(3) Uani 1 1 d . . . . . H13 H -0.5258 -0.9811 -0.4839 0.088 Uiso 1 1 calc R . . . . C14 C -0.5545(6) -0.7721(13) -0.4905(4) 0.076(3) Uani 1 1 d . . . . . H14 H -0.5608 -0.7749 -0.5188 0.091 Uiso 1 1 calc R . . . . C15 C -0.5650(5) -0.6431(11) -0.4703(3) 0.066(3) Uani 1 1 d . . . . . H15 H -0.5779 -0.5600 -0.4851 0.079 Uiso 1 1 calc R . . . . C16 C -0.6510(4) -0.4098(7) -0.4212(2) 0.0469(17) Uani 1 1 d . . . . . C17 C -0.7399(5) -0.4632(8) -0.4224(3) 0.071(2) Uani 1 1 d . . . . . H17 H -0.7518 -0.5552 -0.4126 0.085 Uiso 1 1 calc R . . . . C18 C -0.8125(5) -0.3820(10) -0.4380(3) 0.080(3) Uani 1 1 d . . . . . H18 H -0.8726 -0.4201 -0.4386 0.096 Uiso 1 1 calc R . . . . C19 C -0.7973(7) -0.2486(8) -0.4524(4) 0.072(3) Uani 1 1 d . . . . . H19 H -0.8465 -0.1950 -0.4630 0.087 Uiso 1 1 calc R . . . . C20 C -0.7091(7) -0.1922(11) -0.4515(3) 0.078(3) Uani 1 1 d . . . . . H20 H -0.6979 -0.1000 -0.4613 0.094 Uiso 1 1 calc R . . . . C21 C -0.6370(6) -0.2738(9) -0.4358(3) 0.061(3) Uani 1 1 d . . . . . H21 H -0.5771 -0.2351 -0.4352 0.073 Uiso 1 1 calc R . . . . C22 C -0.5454(5) -0.3302(7) -0.3478(2) 0.0460(18) Uani 1 1 d . . . . . C23 C -0.6345(5) -0.3218(9) -0.3306(2) 0.062(2) Uani 1 1 d . . . . . H23 H -0.6777 -0.3944 -0.3356 0.074 Uiso 1 1 calc R . . . . C24 C -0.6594(6) -0.2073(12) -0.3062(3) 0.074(3) Uani 1 1 d . . . . . H24 H -0.7196 -0.1999 -0.2958 0.089 Uiso 1 1 calc R . . . . C25 C -0.5945(7) -0.1057(9) -0.2978(2) 0.070(2) Uani 1 1 d . . . . . C26 C -0.5060(5) -0.1074(7) -0.3138(2) 0.0574(19) Uani 1 1 d . . . . . C27 C -0.4815(6) -0.2232(9) -0.3386(3) 0.055(2) Uani 1 1 d . . . . . H27 H -0.4212 -0.2288 -0.3490 0.066 Uiso 1 1 calc R . . . . C28 C -0.4372(8) 0.0050(10) -0.3037(3) 0.092(3) Uani 1 1 d . . . . . H28 H -0.4567 0.0797 -0.2869 0.111 Uiso 1 1 calc R . . . . F3 F -0.0502(3) -0.2363(6) -0.1681(2) 0.092(2) Uani 1 1 d . . . . . F4 F 0.3820(4) 0.5059(6) -0.22850(15) 0.1110(18) Uani 1 1 d . . . . . O2 O 0.1213(5) 0.5127(7) -0.1850(3) 0.119(3) Uani 1 1 d . . . . . O3 O 0.1392(4) -0.1849(7) -0.25646(17) 0.0804(16) Uani 1 1 d . . . . . C29 C 0.0299(5) -0.1626(8) -0.1580(3) 0.061(2) Uani 1 1 d . . . . . C30 C 0.0403(5) -0.1199(8) -0.1183(3) 0.066(2) Uani 1 1 d . . . . . H30 H -0.0057 -0.1369 -0.0989 0.080 Uiso 1 1 calc R . . . . C31 C 0.1225(5) -0.0502(8) -0.1085(2) 0.0573(19) Uani 1 1 d . . . . . H31 H 0.1318 -0.0199 -0.0818 0.069 Uiso 1 1 calc R . . . . C32 C 0.1922(4) -0.0237(7) -0.1374(2) 0.0458(17) Uani 1 1 d . . . . . C33 C 0.1745(5) -0.0667(8) -0.1770(2) 0.0501(19) Uani 1 1 d . . . . . H33 H 0.2184 -0.0457 -0.1971 0.060 Uiso 1 1 calc R . . . . C34 C 0.0940(5) -0.1395(7) -0.1881(2) 0.0486(17) Uani 1 1 d . . . . . C35 C 0.0805(6) -0.1919(10) -0.2300(3) 0.065(2) Uani 1 1 d . . . . . H35 H 0.0232 -0.2329 -0.2366 0.078 Uiso 1 1 calc R . . . . C36 C 0.2804(4) 0.0509(7) -0.1258(2) 0.0455(16) Uani 1 1 d . . . . . C37 C 0.3325(4) 0.0077(7) -0.0941(2) 0.0476(17) Uani 1 1 d . . . . . C38 C 0.3162(4) -0.1304(9) -0.0719(3) 0.051(2) Uani 1 1 d . . . . . C39 C 0.3041(5) -0.2577(7) -0.0931(4) 0.054(3) Uani 1 1 d . . . . . H39 H 0.3025 -0.2567 -0.1214 0.065 Uiso 1 1 calc R . . . . C40 C 0.2944(6) -0.3866(11) -0.0724(4) 0.076(3) Uani 1 1 d . . . . . H40 H 0.2876 -0.4721 -0.0868 0.092 Uiso 1 1 calc R . . . . C41 C 0.2948(6) -0.3874(13) -0.0309(4) 0.086(3) Uani 1 1 d . . . . . H41 H 0.2881 -0.4741 -0.0171 0.104 Uiso 1 1 calc R . . . . C42 C 0.3049(7) -0.2634(13) -0.0091(4) 0.086(4) Uani 1 1 d . . . . . H42 H 0.3037 -0.2650 0.0192 0.103 Uiso 1 1 calc R . . . . C43 C 0.3173(5) -0.1338(11) -0.0301(3) 0.068(3) Uani 1 1 d . . . . . H43 H 0.3262 -0.0492 -0.0155 0.082 Uiso 1 1 calc R . . . . C44 C 0.4128(4) 0.0938(7) -0.0785(2) 0.0476(17) Uani 1 1 d . . . . . C45 C 0.5032(5) 0.0406(8) -0.0790(3) 0.066(2) Uani 1 1 d . . . . . H45 H 0.5148 -0.0496 -0.0901 0.079 Uiso 1 1 calc R . . . . C46 C 0.5761(5) 0.1195(10) -0.0633(3) 0.082(3) Uani 1 1 d . . . . . H46 H 0.6367 0.0839 -0.0647 0.098 Uiso 1 1 calc R . . . . C47 C 0.5596(7) 0.2508(10) -0.0456(4) 0.081(4) Uani 1 1 d . . . . . H47 H 0.6084 0.3028 -0.0341 0.098 Uiso 1 1 calc R . . . . C48 C 0.4715(7) 0.3036(10) -0.0451(3) 0.077(2) Uani 1 1 d . . . . . H48 H 0.4604 0.3931 -0.0335 0.092 Uiso 1 1 calc R . . . . C49 C 0.3985(6) 0.2279(9) -0.0615(3) 0.063(3) Uani 1 1 d . . . . . H49 H 0.3387 0.2670 -0.0611 0.075 Uiso 1 1 calc R . . . . C50 C 0.3075(5) 0.1741(7) -0.1523(2) 0.0507(18) Uani 1 1 d . . . . . C51 C 0.3959(5) 0.1819(9) -0.1695(2) 0.063(2) Uani 1 1 d . . . . . H51 H 0.4390 0.1104 -0.1633 0.076 Uiso 1 1 calc R . . . . C52 C 0.4224(6) 0.2909(12) -0.1953(3) 0.075(3) Uani 1 1 d . . . . . H52 H 0.4813 0.2933 -0.2073 0.089 Uiso 1 1 calc R . . . . C53 C 0.3573(7) 0.3959(9) -0.2025(2) 0.071(2) Uani 1 1 d . . . . . C54 C 0.2675(5) 0.3961(8) -0.1872(2) 0.062(2) Uani 1 1 d . . . . . C55 C 0.2005(7) 0.5082(9) -0.1981(3) 0.091(3) Uani 1 1 d . . . . . H55 H 0.2195 0.5798 -0.2160 0.109 Uiso 1 1 calc R . . . . C56 C 0.2443(5) 0.2809(9) -0.1615(3) 0.052(2) Uani 1 1 d . . . . . H56 H 0.1847 0.2767 -0.1503 0.062 Uiso 1 1 calc R . . . . 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 F1 0.058(3) 0.130(6) 0.097(5) 0.019(3) 0.008(3) 0.037(3) F2 0.117(4) 0.092(3) 0.104(4) -0.042(3) -0.001(3) 0.034(3) O1 0.104(5) 0.079(5) 0.165(7) -0.027(4) 0.004(5) -0.023(4) O4 0.079(4) 0.112(5) 0.062(4) 0.018(4) 0.003(3) 0.002(4) C1 0.060(6) 0.070(6) 0.073(7) 0.006(6) -0.005(5) 0.000(4) C2 0.051(5) 0.046(4) 0.058(5) 0.003(4) 0.000(4) -0.003(4) C3 0.045(5) 0.073(6) 0.070(6) 0.010(5) -0.003(4) 0.008(4) C4 0.043(5) 0.086(6) 0.071(6) 0.002(5) 0.015(4) 0.010(4) C5 0.054(5) 0.069(5) 0.053(5) 0.008(4) 0.007(4) -0.007(4) C6 0.047(4) 0.039(4) 0.047(5) -0.001(3) 0.003(4) -0.003(3) C7 0.047(4) 0.044(4) 0.050(5) -0.004(4) 0.002(4) 0.001(4) C8 0.045(4) 0.042(4) 0.055(5) 0.005(4) 0.007(4) 0.001(3) C9 0.045(4) 0.039(4) 0.055(5) 0.001(3) 0.001(4) -0.004(3) C10 0.041(4) 0.051(6) 0.052(6) -0.009(5) 0.005(4) -0.004(4) C11 0.050(5) 0.055(7) 0.072(8) -0.001(5) 0.008(4) 0.002(4) C12 0.062(5) 0.048(6) 0.085(8) 0.003(5) 0.014(5) 0.006(4) C13 0.062(5) 0.067(7) 0.090(8) -0.028(6) 0.009(5) 0.008(5) C14 0.081(7) 0.082(8) 0.064(9) -0.020(6) -0.011(5) 0.008(5) C15 0.070(6) 0.063(7) 0.064(7) 0.000(5) 0.001(4) 0.012(4) C16 0.044(4) 0.040(4) 0.056(5) -0.006(4) -0.001(3) -0.003(4) C17 0.064(5) 0.049(5) 0.099(6) 0.002(5) -0.011(5) -0.003(4) C18 0.048(5) 0.079(7) 0.112(7) -0.016(6) -0.005(5) -0.007(5) C19 0.069(6) 0.051(7) 0.097(9) -0.006(4) -0.021(5) 0.018(5) C20 0.084(7) 0.063(6) 0.088(7) 0.010(6) -0.013(5) 0.008(6) C21 0.059(5) 0.053(5) 0.072(7) 0.006(4) -0.003(4) 0.000(4) C22 0.045(5) 0.042(5) 0.051(5) -0.002(4) -0.008(4) 0.009(4) C23 0.053(5) 0.066(6) 0.067(5) -0.003(5) -0.001(4) 0.000(4) C24 0.061(6) 0.087(7) 0.075(7) -0.010(7) 0.011(5) 0.020(6) C25 0.082(7) 0.063(6) 0.066(6) -0.018(5) -0.009(5) 0.021(5) C26 0.067(6) 0.045(5) 0.060(5) -0.006(4) -0.008(4) 0.006(4) C27 0.057(5) 0.051(5) 0.058(6) -0.001(4) -0.009(4) 0.001(4) C28 0.092(7) 0.060(6) 0.125(9) -0.029(6) -0.014(7) 0.000(6) F3 0.064(3) 0.124(5) 0.087(5) -0.015(3) 0.003(3) -0.036(3) F4 0.114(4) 0.101(4) 0.118(4) 0.058(4) -0.011(3) -0.036(3) O2 0.103(5) 0.078(5) 0.175(7) 0.027(5) 0.008(5) 0.028(4) O3 0.073(4) 0.108(5) 0.060(4) -0.011(4) 0.007(3) -0.001(4) C29 0.044(5) 0.064(5) 0.073(6) -0.003(5) 0.000(4) -0.016(4) C30 0.053(5) 0.085(6) 0.061(6) -0.003(5) 0.012(4) -0.005(4) C31 0.056(5) 0.063(5) 0.054(5) -0.009(4) 0.001(4) -0.001(4) C32 0.045(4) 0.040(4) 0.052(5) 0.006(3) 0.007(4) 0.007(3) C33 0.050(5) 0.049(5) 0.052(5) 0.006(4) 0.009(4) 0.008(4) C34 0.042(4) 0.052(5) 0.052(5) -0.004(4) -0.003(4) -0.001(4) C35 0.060(5) 0.071(6) 0.063(6) -0.010(5) -0.014(5) 0.002(5) C36 0.045(4) 0.037(4) 0.054(4) -0.001(4) 0.004(4) 0.003(3) C37 0.045(4) 0.047(5) 0.050(4) 0.002(4) 0.003(4) 0.002(3) C38 0.042(4) 0.047(6) 0.063(6) 0.005(5) 0.003(4) -0.003(3) C39 0.056(5) 0.047(7) 0.060(7) 0.006(4) 0.011(4) 0.001(3) C40 0.072(6) 0.046(6) 0.111(10) 0.022(6) 0.011(6) 0.008(4) C41 0.071(7) 0.074(8) 0.114(10) 0.038(8) 0.009(6) -0.005(5) C42 0.091(8) 0.098(11) 0.070(9) 0.029(6) 0.008(6) -0.017(6) C43 0.077(6) 0.067(7) 0.061(6) 0.014(5) -0.002(5) -0.002(4) C44 0.048(4) 0.045(5) 0.050(4) 0.008(4) -0.002(4) -0.002(4) C45 0.056(5) 0.058(5) 0.084(6) 0.005(4) -0.004(4) 0.007(4) C46 0.053(5) 0.087(7) 0.104(7) 0.020(6) -0.021(5) -0.002(5) C47 0.084(8) 0.094(10) 0.067(8) 0.019(5) -0.024(6) -0.029(6) C48 0.078(7) 0.069(6) 0.083(6) -0.013(6) -0.013(5) -0.006(5) C49 0.051(5) 0.057(6) 0.080(7) -0.008(5) -0.008(5) -0.005(4) C50 0.055(5) 0.050(5) 0.048(4) 0.001(4) 0.000(4) -0.003(4) C51 0.052(5) 0.079(6) 0.058(5) 0.014(5) 0.004(4) -0.001(4) C52 0.059(6) 0.094(6) 0.071(7) 0.026(6) 0.004(5) -0.008(6) C53 0.086(7) 0.069(6) 0.059(5) 0.027(5) -0.015(5) -0.027(5) C54 0.070(6) 0.047(5) 0.069(5) 0.003(4) -0.015(5) -0.010(4) C55 0.106(8) 0.057(6) 0.108(8) 0.019(5) -0.014(6) 0.008(6) C56 0.053(5) 0.050(5) 0.052(6) -0.001(5) 0.001(4) -0.006(4) 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' F F 0.0171 0.0103 '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 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O4 C1 C2 124.4(8) . . ? C3 C2 C1 121.8(7) . . ? C3 C2 C7 118.0(6) . . ? C7 C2 C1 120.2(7) . . ? F1 C3 C2 118.4(7) . . ? F1 C3 C4 118.4(7) . . ? C4 C3 C2 123.1(7) . . ? C3 C4 C5 118.1(7) . . ? C4 C5 C6 121.5(6) . . ? C5 C6 C8 120.7(6) . . ? C7 C6 C5 118.1(6) . . ? C7 C6 C8 121.3(6) . . ? C6 C7 C2 121.3(6) . . ? C9 C8 C6 122.6(6) . . ? C9 C8 C22 122.0(6) . . ? C22 C8 C6 115.3(6) . . ? C8 C9 C10 123.4(6) . . ? C8 C9 C16 121.4(6) . . ? C10 C9 C16 115.2(6) . . ? C11 C10 C9 122.4(8) . . ? C11 C10 C15 116.9(9) . . ? C15 C10 C9 120.7(9) . . ? C12 C11 C10 121.8(11) . . ? C11 C12 C13 120.6(9) . . ? C14 C13 C12 118.9(10) . . ? C13 C14 C15 121.3(11) . . ? C14 C15 C10 120.5(10) . . ? C17 C16 C9 121.1(6) . . ? C17 C16 C21 117.5(7) . . ? C21 C16 C9 121.4(6) . . ? C16 C17 C18 120.8(7) . . ? C19 C18 C17 120.8(8) . . ? C18 C19 C20 119.7(8) . . ? C19 C20 C21 119.2(9) . . ? C16 C21 C20 122.0(8) . . ? C23 C22 C8 120.9(6) . . ? C27 C22 C8 120.7(7) . . ? C27 C22 C23 118.3(7) . . ? C24 C23 C22 120.9(8) . . ? C25 C24 C23 118.8(8) . . ? F2 C25 C26 118.9(8) . . ? C24 C25 F2 117.8(8) . . ? C24 C25 C26 123.2(7) . . ? C25 C26 C27 117.6(7) . . ? C25 C26 C28 121.6(8) . . ? C27 C26 C28 120.7(8) . . ? C22 C27 C26 121.1(7) . . ? O1 C28 C26 124.9(9) . . ? C30 C29 F3 117.7(7) . . ? C34 C29 F3 117.6(7) . . ? C34 C29 C30 124.7(6) . . ? C29 C30 C31 116.7(7) . . ? C30 C31 C32 122.3(6) . . ? C31 C32 C36 121.0(6) . . ? C33 C32 C31 117.0(6) . . ? C33 C32 C36 122.0(6) . . ? C32 C33 C34 122.8(6) . . ? C29 C34 C33 116.4(6) . . ? C29 C34 C35 122.4(7) . . ? C33 C34 C35 121.2(7) . . ? O3 C35 C34 124.0(8) . . ? C37 C36 C32 122.0(6) . . ? C37 C36 C50 122.5(6) . . ? C50 C36 C32 115.5(6) . . ? C36 C37 C38 123.2(6) . . ? C36 C37 C44 122.2(6) . . ? C44 C37 C38 114.5(6) . . ? C39 C38 C37 120.8(8) . . ? C43 C38 C37 120.3(8) . . ? C43 C38 C39 118.9(9) . . ? C38 C39 C40 120.6(11) . . ? C41 C40 C39 119.6(11) . . ? C40 C41 C42 121.3(12) . . ? C41 C42 C43 119.1(13) . . ? C38 C43 C42 120.6(11) . . ? C45 C44 C37 121.6(7) . . ? C49 C44 C37 120.6(6) . . ? C49 C44 C45 117.8(7) . . ? C46 C45 C44 120.8(7) . . ? C47 C46 C45 120.3(8) . . ? C48 C47 C46 119.2(9) . . ? C47 C48 C49 121.3(9) . . ? C48 C49 C44 120.6(8) . . ? C51 C50 C36 120.9(7) . . ? C56 C50 C36 120.8(7) . . ? C56 C50 C51 118.2(7) . . ? C52 C51 C50 122.7(8) . . ? C53 C52 C51 116.4(8) . . ? F4 C53 C54 117.5(8) . . ? C52 C53 F4 117.5(8) . . ? C52 C53 C54 125.0(7) . . ? C53 C54 C55 121.7(8) . . ? C53 C54 C56 115.9(7) . . ? C56 C54 C55 122.4(8) . . ? O2 C55 C54 123.6(9) . . ? C50 C56 C54 121.8(7) . . ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag F1 C3 1.353(8) . ? F2 C25 1.365(8) . ? O1 C28 1.191(10) . ? O4 C1 1.200(9) . ? C1 C2 1.465(10) . ? C2 C3 1.372(9) . ? C2 C7 1.390(9) . ? C3 C4 1.357(10) . ? C4 C5 1.384(9) . ? C5 C6 1.393(9) . ? C6 C7 1.381(9) . ? C6 C8 1.492(9) . ? C8 C9 1.352(9) . ? C8 C22 1.491(9) . ? C9 C10 1.486(10) . ? C9 C16 1.488(9) . ? C10 C11 1.383(12) . ? C10 C15 1.401(11) . ? C11 C12 1.370(11) . ? C12 C13 1.374(12) . ? C13 C14 1.359(14) . ? C14 C15 1.379(13) . ? C16 C17 1.367(9) . ? C16 C21 1.369(9) . ? C17 C18 1.383(10) . ? C18 C19 1.346(11) . ? C19 C20 1.367(11) . ? C20 C21 1.380(12) . ? C22 C23 1.397(9) . ? C22 C27 1.386(10) . ? C23 C24 1.378(11) . ? C24 C25 1.353(12) . ? C25 C26 1.371(10) . ? C26 C27 1.394(11) . ? C26 C28 1.474(11) . ? F3 C29 1.377(8) . ? F4 C53 1.378(8) . ? O2 C55 1.212(10) . ? O3 C35 1.208(9) . ? C29 C30 1.367(10) . ? C29 C34 1.365(9) . ? C30 C31 1.381(9) . ? C31 C32 1.396(8) . ? C32 C33 1.381(9) . ? C32 C36 1.489(8) . ? C33 C34 1.385(9) . ? C34 C35 1.469(10) . ? C36 C37 1.341(9) . ? C36 C50 1.489(9) . ? C37 C38 1.496(10) . ? C37 C44 1.491(9) . ? C38 C39 1.383(11) . ? C38 C43 1.370(11) . ? C39 C40 1.384(12) . ? C40 C41 1.358(15) . ? C41 C42 1.364(14) . ? C42 C43 1.399(13) . ? C44 C45 1.385(9) . ? C44 C49 1.383(10) . ? C45 C46 1.375(10) . ? C46 C47 1.373(12) . ? C47 C48 1.353(12) . ? C48 C49 1.369(12) . ? C50 C51 1.387(9) . ? C50 C56 1.377(10) . ? C51 C52 1.374(11) . ? C52 C53 1.369(11) . ? C53 C54 1.379(10) . ? C54 C55 1.461(11) . ? C54 C56 1.404(11) . ? 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag F1 C3 C4 C5 178.4(7) . . . . ? F2 C25 C26 C27 177.2(7) . . . . ? F2 C25 C26 C28 0.1(11) . . . . ? O4 C1 C2 C3 -171.8(9) . . . . ? O4 C1 C2 C7 7.9(13) . . . . ? C1 C2 C3 F1 0.5(10) . . . . ? C1 C2 C3 C4 178.7(8) . . . . ? C1 C2 C7 C6 -178.0(6) . . . . ? C2 C3 C4 C5 0.2(12) . . . . ? C3 C2 C7 C6 1.7(10) . . . . ? C3 C4 C5 C6 -0.1(11) . . . . ? C4 C5 C6 C7 0.7(10) . . . . ? C4 C5 C6 C8 -178.8(7) . . . . ? C5 C6 C7 C2 -1.6(10) . . . . ? C5 C6 C8 C9 51.4(9) . . . . ? C5 C6 C8 C22 -129.8(6) . . . . ? C6 C8 C9 C10 10.2(10) . . . . ? C6 C8 C9 C16 -169.1(6) . . . . ? C6 C8 C22 C23 -128.6(7) . . . . ? C6 C8 C22 C27 48.9(9) . . . . ? C7 C2 C3 F1 -179.2(6) . . . . ? C7 C2 C3 C4 -1.0(11) . . . . ? C7 C6 C8 C9 -128.1(7) . . . . ? C7 C6 C8 C22 50.8(8) . . . . ? C8 C6 C7 C2 177.9(6) . . . . ? C8 C9 C10 C11 44.7(10) . . . . ? C8 C9 C10 C15 -139.2(7) . . . . ? C8 C9 C16 C17 -122.5(8) . . . . ? C8 C9 C16 C21 59.6(9) . . . . ? C8 C22 C23 C24 179.9(8) . . . . ? C8 C22 C27 C26 -179.6(7) . . . . ? C9 C8 C22 C23 50.3(9) . . . . ? C9 C8 C22 C27 -132.3(8) . . . . ? C9 C10 C11 C12 176.9(6) . . . . ? C9 C10 C15 C14 -177.3(7) . . . . ? C9 C16 C17 C18 -177.8(7) . . . . ? C9 C16 C21 C20 177.8(8) . . . . ? C10 C9 C16 C17 58.1(9) . . . . ? C10 C9 C16 C21 -119.8(8) . . . . ? C10 C11 C12 C13 1.1(12) . . . . ? C11 C10 C15 C14 -1.0(11) . . . . ? C11 C12 C13 C14 -2.6(13) . . . . ? C12 C13 C14 C15 2.3(14) . . . . ? C13 C14 C15 C10 -0.5(14) . . . . ? C15 C10 C11 C12 0.7(11) . . . . ? C16 C9 C10 C11 -135.9(7) . . . . ? C16 C9 C10 C15 40.1(9) . . . . ? C16 C17 C18 C19 0.0(14) . . . . ? C17 C16 C21 C20 -0.2(12) . . . . ? C17 C18 C19 C20 -0.2(16) . . . . ? C18 C19 C20 C21 0.2(16) . . . . ? C19 C20 C21 C16 0.0(15) . . . . ? C21 C16 C17 C18 0.2(11) . . . . ? C22 C8 C9 C10 -168.5(6) . . . . ? C22 C8 C9 C16 12.2(9) . . . . ? C22 C23 C24 C25 -2.8(14) . . . . ? C23 C22 C27 C26 -2.1(12) . . . . ? C23 C24 C25 F2 -176.9(8) . . . . ? C23 C24 C25 C26 3.0(14) . . . . ? C24 C25 C26 C27 -2.7(12) . . . . ? C24 C25 C26 C28 -179.8(9) . . . . ? C25 C26 C27 C22 2.2(12) . . . . ? C25 C26 C28 O1 177.6(10) . . . . ? C27 C22 C23 C24 2.4(12) . . . . ? C27 C26 C28 O1 0.6(15) . . . . ? C28 C26 C27 C22 179.3(7) . . . . ? F3 C29 C30 C31 178.0(6) . . . . ? F3 C29 C34 C33 -179.3(6) . . . . ? F3 C29 C34 C35 -0.8(10) . . . . ? F4 C53 C54 C55 0.1(11) . . . . ? F4 C53 C54 C56 178.8(7) . . . . ? C29 C30 C31 C32 0.1(11) . . . . ? C29 C34 C35 O3 -173.0(8) . . . . ? C30 C29 C34 C33 -0.4(11) . . . . ? C30 C29 C34 C35 178.0(7) . . . . ? C30 C31 C32 C33 1.8(10) . . . . ? C30 C31 C32 C36 -179.6(6) . . . . ? C31 C32 C33 C34 -3.3(10) . . . . ? C31 C32 C36 C37 51.5(9) . . . . ? C31 C32 C36 C50 -129.8(6) . . . . ? C32 C33 C34 C29 2.6(10) . . . . ? C32 C33 C34 C35 -175.9(7) . . . . ? C32 C36 C37 C38 10.1(10) . . . . ? C32 C36 C37 C44 -170.7(6) . . . . ? C32 C36 C50 C51 -127.7(7) . . . . ? C32 C36 C50 C56 50.2(9) . . . . ? C33 C32 C36 C37 -130.1(7) . . . . ? C33 C32 C36 C50 48.7(8) . . . . ? C33 C34 C35 O3 5.4(12) . . . . ? C34 C29 C30 C31 -0.9(12) . . . . ? C36 C32 C33 C34 178.2(6) . . . . ? C36 C37 C38 C39 47.9(10) . . . . ? C36 C37 C38 C43 -135.0(8) . . . . ? C36 C37 C44 C45 -118.0(8) . . . . ? C36 C37 C44 C49 64.7(10) . . . . ? C36 C50 C51 C52 177.5(8) . . . . ? C36 C50 C56 C54 -178.3(7) . . . . ? C37 C36 C50 C51 51.1(10) . . . . ? C37 C36 C50 C56 -131.0(8) . . . . ? C37 C38 C39 C40 176.3(7) . . . . ? C37 C38 C43 C42 -178.0(7) . . . . ? C37 C44 C45 C46 -177.9(7) . . . . ? C37 C44 C49 C48 176.5(7) . . . . ? C38 C37 C44 C45 61.2(9) . . . . ? C38 C37 C44 C49 -116.1(8) . . . . ? C38 C39 C40 C41 1.3(13) . . . . ? C39 C38 C43 C42 -0.9(12) . . . . ? C39 C40 C41 C42 -0.2(15) . . . . ? C40 C41 C42 C43 -1.5(15) . . . . ? C41 C42 C43 C38 2.0(14) . . . . ? C43 C38 C39 C40 -0.8(11) . . . . ? C44 C37 C38 C39 -131.3(7) . . . . ? C44 C37 C38 C43 45.8(9) . . . . ? C44 C45 C46 C47 2.2(13) . . . . ? C45 C44 C49 C48 -1.0(12) . . . . ? C45 C46 C47 C48 -2.4(16) . . . . ? C46 C47 C48 C49 0.9(16) . . . . ? C47 C48 C49 C44 0.8(15) . . . . ? C49 C44 C45 C46 -0.5(11) . . . . ? C50 C36 C37 C38 -168.6(6) . . . . ? C50 C36 C37 C44 10.6(10) . . . . ? C50 C51 C52 C53 2.0(14) . . . . ? C51 C50 C56 C54 -0.4(12) . . . . ? C51 C52 C53 F4 -179.5(8) . . . . ? C51 C52 C53 C54 -2.9(14) . . . . ? C52 C53 C54 C55 -176.5(9) . . . . ? C52 C53 C54 C56 2.2(12) . . . . ? C53 C54 C55 O2 -179.2(9) . . . . ? C53 C54 C56 C50 -0.4(12) . . . . ? C55 C54 C56 C50 178.3(7) . . . . ? C56 C50 C51 C52 -0.5(13) . . . . ? C56 C54 C55 O2 2.2(14) . . . . ? loop_ _twin_individual_id _twin_individual_mass_fraction_refined 1 -0.3(18) 2 1.3(18)