#------------------------------------------------------------------------------ #$Date: 2024-08-05 21:03:20 +0300 (Mon, 05 Aug 2024) $ #$Revision: 293759 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/17/1571788.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_1571788 loop_ _publ_author_name 'Kaneda, Tomoya' 'Kato, Kenichi' 'Ohtani, Shunsuke' 'Ogoshi, Tomoki' _publ_section_title ; Pillar[5]arenes decorated with six-membered-ring aromatics at all the substitution positions. ; _journal_issue 27 _journal_name_full 'Chemical science' _journal_page_first 10651 _journal_page_last 10658 _journal_paper_doi 10.1039/d4sc01042f _journal_volume 15 _journal_year 2024 _chemical_formula_moiety '0.5(C95 H70), 0.50(C Cl2), 0.125(C Cl2)' _chemical_formula_sum 'C48.125 H35 Cl1.25' _chemical_formula_weight 657.62 _chemical_name_common P5Ph _chemical_name_systematic 'Per-phenyl-substituted pillar[5]arene' _space_group_crystal_system orthorhombic _space_group_IT_number 60 _space_group_name_Hall '-P 2n 2ab' _space_group_name_H-M_alt 'P b c n' _atom_sites_solution_hydrogens difmap _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2024-02-12 deposited with the CCDC. 2024-05-28 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 14.015(3) _cell_length_b 20.406(4) _cell_length_c 25.223(6) _cell_measurement_reflns_used 17057 _cell_measurement_temperature 143(2) _cell_measurement_theta_max 27.5 _cell_measurement_theta_min 3.0 _cell_volume 7214(3) _computing_cell_refinement 'CrystalClear-SM Expert 2.1 b46 (Rigaku, 2016)' _computing_data_collection 'CrystalClear-SM Expert 2.1 b46 (Rigaku, 2016)' _computing_data_reduction 'CrystalClear-SM Expert 2.1 b46 (Rigaku, 2016)' _computing_molecular_graphics 'Yadokari-XG (Wakita, Nemoto et al., 2009)' _computing_publication_material 'Yadokari-XG (Wakita, Nemoto et al., 2009)' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXS-2013/1 (Sheldrick, 2013)' _diffrn_ambient_temperature 143(2) _diffrn_detector_area_resol_mean 28.5714 _diffrn_measured_fraction_theta_full 0.997 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measurement_device_type 'Rigaku Saturn724+ (4x4 bin mode)' _diffrn_measurement_method 'profile data from \w-scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71075 _diffrn_reflns_av_R_equivalents 0.0625 _diffrn_reflns_av_unetI/netI 0.0391 _diffrn_reflns_Laue_measured_fraction_full 0.997 _diffrn_reflns_Laue_measured_fraction_max 0.997 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_k_min -24 _diffrn_reflns_limit_l_max 29 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_number 46473 _diffrn_reflns_point_group_measured_fraction_full 0.997 _diffrn_reflns_point_group_measured_fraction_max 0.997 _diffrn_reflns_theta_full 24.995 _diffrn_reflns_theta_max 24.995 _diffrn_reflns_theta_min 3.140 _diffrn_source 'rotating anode' _exptl_absorpt_coefficient_mu 0.158 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.868 _exptl_absorpt_correction_type multi-scan _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.211 _exptl_crystal_description prism _exptl_crystal_F_000 2760 _exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: CH2Cl2/n-hexane' _exptl_crystal_size_max 0.170 _exptl_crystal_size_mid 0.080 _exptl_crystal_size_min 0.070 _refine_diff_density_max 0.639 _refine_diff_density_min -0.624 _refine_diff_density_rms 0.052 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.191 _refine_ls_hydrogen_treatment refall _refine_ls_matrix_type full _refine_ls_number_parameters 601 _refine_ls_number_reflns 6336 _refine_ls_number_restraints 648 _refine_ls_restrained_S_all 1.135 _refine_ls_R_factor_all 0.0930 _refine_ls_R_factor_gt 0.0870 _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^)+(0.0516P)^2^+10.5000P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1826 _refine_ls_wR_factor_ref 0.1863 _reflns_Friedel_coverage 0.000 _reflns_number_gt 5906 _reflns_number_total 6336 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4sc01042f2.cif _cod_data_source_block 23120102 _cod_depositor_comments 'Adding full bibliography for 1571788.cif.' _cod_database_code 1571788 _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 0.974 _shelx_estimated_absorpt_t_max 0.989 _shelx_res_file ; TITL 23120102.res created by SHELXL-2018/3 at 09:01:57 on 02-Dec-2023 REM Yadorkari-X generated CELL 0.71075 14.0150 20.4060 25.2230 90.0000 90.0000 90.0000 ZERR 8.0 0.0030 0.0040 0.0060 0.0000 0.0000 0.0000 LATT 1 SYMM 1/2-X, 1/2-Y, 1/2+Z SYMM 1/2+X, 1/2-Y, -Z SYMM -X, +Y, 1/2-Z REM SPGR Pbcn orthorhombic SFAC C H Cl O UNIT 385 280 10 0 SIZE 0.17 0.08 0.07 TEMP -130.0 L.S. 100 FMAP 2 PLAN -20 ACTA CONF HTAB LIST 4 BOND $H MERG 2 OMIT -10.000000 50.000000 ISOR 0.05 SIMU 0.05 WGHT 0.054500 10.500000 FVAR 2.05154 CL1 3 0.512686 0.019568 0.692522 11.00000 0.08512 0.06671 = 0.06113 0.00247 0.01461 -0.00970 C4 1 0.803465 -0.025359 0.693317 11.00000 0.02420 0.02779 = 0.02828 0.00011 0.00560 0.00538 C5 1 0.545030 -0.191609 0.700262 11.00000 0.02939 0.01804 = 0.02166 -0.00081 0.00137 0.00080 C6 1 0.817262 0.010785 0.740007 11.00000 0.01816 0.02405 = 0.03356 -0.00003 0.00110 0.00294 C7 1 0.768089 -0.084589 0.792248 11.00000 0.02193 0.02615 = 0.02659 0.00014 0.00000 0.00535 C8 1 0.757501 0.127101 0.743654 11.00000 0.02337 0.02021 = 0.03020 -0.00153 0.00021 -0.00505 C9 1 0.600837 -0.190399 0.746384 11.00000 0.02597 0.01794 = 0.02322 -0.00014 -0.00079 0.00262 C10 1 0.709440 -0.188918 0.744924 11.00000 0.02280 0.02365 = 0.02543 -0.00231 -0.00072 0.00461 H16 2 0.731283 -0.210161 0.711748 11.00000 0.02905 H10 2 0.733473 -0.212912 0.775730 11.00000 0.02229 C11 1 0.631247 0.186929 0.696552 11.00000 0.02634 0.02277 = 0.02553 0.00085 -0.00161 -0.00805 C12 1 0.633599 0.183533 0.791548 11.00000 0.02618 0.02329 = 0.02259 -0.00156 0.00249 -0.00417 C13 1 0.712046 0.146946 0.697379 11.00000 0.02674 0.02359 = 0.02463 -0.00161 0.00251 -0.00655 C14 1 0.717601 0.146924 0.792284 11.00000 0.02557 0.01958 = 0.02530 0.00199 -0.00100 -0.00365 C15 1 0.845131 0.083132 0.739662 11.00000 0.02628 0.02644 = 0.03002 -0.00165 0.00277 -0.00152 H15 2 0.889898 0.093491 0.769258 11.00000 0.03154 C16 1 0.445608 -0.190665 0.704875 11.00000 0.02831 0.02136 = 0.02109 0.00153 -0.00198 -0.00021 C17 1 0.800739 -0.019805 0.788259 11.00000 0.02482 0.02451 = 0.02736 -0.00286 -0.00137 0.00323 C18 1 0.589662 0.205009 0.745182 11.00000 0.01906 0.02003 = 0.02926 -0.00069 -0.00153 -0.00413 C20 1 0.586771 -0.195593 0.645943 11.00000 0.02350 0.03316 = 0.02100 -0.00158 -0.00083 -0.00138 C21 1 0.769394 -0.089409 0.697435 11.00000 0.02837 0.02624 = 0.02200 -0.00445 0.00364 0.00424 C22 1 0.750467 -0.120255 0.745429 11.00000 0.01860 0.02339 = 0.02814 -0.00143 0.00049 0.00633 C23 1 0.761461 0.133929 0.845449 11.00000 0.03191 0.02222 = 0.02756 -0.00291 -0.00063 0.00765 C24 1 0.586815 -0.141687 0.612192 11.00000 0.05983 0.03463 = 0.02531 0.00030 0.00456 -0.00231 C25 1 0.625460 -0.253860 0.627314 11.00000 0.04136 0.03969 = 0.02766 0.00177 0.00194 0.01100 C26 1 0.594629 0.210139 0.644067 11.00000 0.02353 0.04257 = 0.02431 0.00452 0.00358 -0.00399 C27 1 0.851604 0.158057 0.858203 11.00000 0.03485 0.03445 = 0.03735 -0.00065 -0.00731 0.00087 C28 1 0.665578 -0.257797 0.577312 11.00000 0.04779 0.05652 = 0.03038 -0.01093 0.00519 0.01977 C29 1 0.589563 0.276450 0.632264 11.00000 0.02934 0.04390 = 0.03557 0.01144 -0.00066 -0.00530 H29 2 0.608832 0.310565 0.657972 11.00000 0.03772 C30 1 0.752519 -0.112869 0.846064 11.00000 0.02962 0.02537 = 0.02340 -0.00263 -0.00371 -0.00202 C31 1 0.683959 -0.087028 0.879717 11.00000 0.03891 0.03865 = 0.02705 -0.00227 -0.00278 0.00826 C32 1 0.716846 -0.169834 0.945042 11.00000 0.05190 0.05441 = 0.02325 0.00857 -0.00076 0.00036 C33 1 0.558798 0.298008 0.582851 11.00000 0.03778 0.06066 = 0.04607 0.02471 0.00082 0.00203 H33 2 0.551044 0.346474 0.576532 11.00000 0.05216 C34 1 0.568701 0.165254 0.604795 11.00000 0.03678 0.04989 = 0.03135 -0.00262 -0.00078 0.00026 H34 2 0.572745 0.119070 0.614079 11.00000 0.03808 C35 1 0.823171 0.000301 0.639069 11.00000 0.05067 0.02636 = 0.02799 -0.00483 0.01207 -0.00870 C36 1 0.748935 0.013998 0.604289 11.00000 0.07381 0.04599 = 0.02740 0.00376 0.00114 0.00432 C37 1 0.805896 -0.166373 0.863970 11.00000 0.03322 0.03653 = 0.02965 0.00078 -0.00105 0.00668 C38 1 0.709812 0.100965 0.884049 11.00000 0.03548 0.03482 = 0.02890 0.00106 0.00226 0.00620 C39 1 0.747849 0.091309 0.934026 11.00000 0.06118 0.05807 = 0.02497 0.00639 0.00861 0.01549 C40 1 0.665861 -0.115785 0.928607 11.00000 0.04385 0.05921 = 0.02425 -0.00435 0.00358 0.00835 C41 1 0.667930 -0.203918 0.545024 11.00000 0.04757 0.06230 = 0.02061 -0.00695 0.00681 -0.00364 C42 1 0.536946 0.186721 0.555956 11.00000 0.04686 0.08157 = 0.02427 -0.00504 -0.00206 0.00059 C43 1 0.532383 0.252593 0.544597 11.00000 0.04639 0.09298 = 0.02884 0.01667 -0.00178 0.00559 H43 2 0.511712 0.266775 0.511363 11.00000 0.05683 C44 1 0.627927 -0.145948 0.562490 11.00000 0.07758 0.04854 = 0.02542 0.00327 0.01231 -0.00931 C45 1 0.836819 0.115800 0.946583 11.00000 0.06011 0.06811 = 0.02983 -0.00646 -0.01265 0.02140 C46 1 0.788125 -0.194654 0.913066 11.00000 0.04882 0.04699 = 0.03554 0.01121 -0.00633 0.00754 C47 1 0.764809 0.035127 0.552880 11.00000 0.11928 0.05465 = 0.03496 0.00364 0.00749 -0.00275 H47 2 0.701629 0.044020 0.525234 11.00000 0.12077 C48 1 0.888239 0.149506 0.908632 11.00000 0.04543 0.05597 = 0.04515 -0.00791 -0.01820 0.00607 H48 2 0.948829 0.167956 0.917300 11.00000 0.06298 C49 1 0.914503 0.008780 0.620401 11.00000 0.05574 0.07374 = 0.04591 -0.00689 0.01648 -0.02307 C50 1 0.854837 0.042737 0.534994 11.00000 0.13494 0.05926 = 0.04147 -0.00313 0.01547 -0.02837 H50 2 0.865878 0.058605 0.492860 11.00000 0.10867 C51 1 0.930198 0.029271 0.567464 11.00000 0.09275 0.08662 = 0.06804 -0.01830 0.05003 -0.05067 H51 2 0.990648 0.029804 0.562778 11.00000 0.10148 C53 1 0.500000 0.246213 0.750000 10.50000 0.03039 0.02082 = 0.02873 0.00000 -0.00247 0.00000 H53 2 0.508765 0.276719 0.780464 11.00000 0.03100 C52 1 0.500000 -0.019069 0.750000 10.50000 0.37486 0.09083 = 0.04868 0.00000 -0.01418 0.00000 H54 2 0.759385 -0.113058 0.664302 11.00000 0.02428 H55 2 0.811701 0.005321 0.822562 11.00000 0.03085 H1 2 0.882540 0.095373 0.706803 11.00000 0.05031 H56 2 0.737410 0.134426 0.664469 11.00000 0.01398 H57 2 0.606713 0.195810 0.825285 11.00000 0.02037 H58 2 0.410071 -0.191452 0.672086 11.00000 0.02497 H64 2 0.965155 -0.006648 0.642709 11.00000 0.01156 H60 2 0.644302 0.083375 0.875332 11.00000 0.02813 H66 2 0.703192 -0.189205 0.978054 11.00000 0.04078 H71 2 0.694597 -0.204673 0.511177 11.00000 0.05388 H67 2 0.852717 -0.184248 0.841939 11.00000 0.03855 H61 2 0.884951 0.180705 0.831712 11.00000 0.03333 H72 2 0.561002 -0.099026 0.625793 11.00000 0.05061 H73 2 0.693051 -0.296348 0.566292 11.00000 0.04608 H68 2 0.644412 -0.048608 0.867504 11.00000 0.04512 H74 2 0.622658 -0.292603 0.649925 11.00000 0.05497 H62 2 0.710753 0.069806 0.959085 11.00000 0.05336 H69 2 0.614106 -0.098281 0.949893 11.00000 0.03749 H65 2 0.682364 0.007016 0.616543 11.00000 0.07551 H70 2 0.827004 -0.233575 0.923676 11.00000 0.06138 H63 2 0.861743 0.108269 0.980984 11.00000 0.06334 H59 2 0.518438 0.152794 0.530138 11.00000 0.05659 H75 2 0.631104 -0.108389 0.540419 11.00000 0.06925 C54 1 0.560635 -0.027911 0.510724 10.12500 0.23697 0.19810 = 0.12002 -0.07425 0.01318 -0.01152 CL2 3 0.500843 0.017867 0.553825 10.25000 0.30400 0.20604 = 0.16462 -0.01993 0.00557 -0.05584 HKLF 4 1 1 0 0 0 1 0 0 0 1 REM REM wR2 = 0.1863, GooF = S = 1.191, Restrained GooF = 1.135 for all data REM R1 = 0.0870 for 5906 Fo > 4sig(Fo) and 0.0930 for all 6336 data REM 601 parameters refined using 648 restraints END WGHT 0.0550 9.7915 REM No hydrogen bonds found for HTAB generation REM Highest difference peak 0.639, deepest hole -0.624, 1-sigma level 0.052 Q1 1 0.5609 -0.0021 0.7146 11.00000 0.05 0.64 Q2 1 0.4457 0.0032 0.7472 11.00000 0.05 0.41 Q3 1 0.4550 -0.0056 0.7005 11.00000 0.05 0.30 Q4 1 0.6864 -0.1654 0.5710 11.00000 0.05 0.25 Q5 1 0.6561 -0.1945 0.7482 11.00000 0.05 0.22 Q6 1 0.5000 -0.0702 0.7500 10.50000 0.05 0.21 Q7 1 0.9950 0.0045 0.5892 11.00000 0.05 0.20 Q8 1 0.6552 0.1571 0.6935 11.00000 0.05 0.20 Q9 1 0.6064 0.1845 0.7182 11.00000 0.05 0.19 Q10 1 0.6325 -0.2103 0.6473 11.00000 0.05 0.18 Q11 1 0.4185 -0.2025 0.7307 11.00000 0.05 0.18 Q12 1 0.6092 0.1976 0.6698 11.00000 0.05 0.18 Q13 1 0.7441 0.1495 0.7672 11.00000 0.05 0.17 Q14 1 0.4799 0.1267 0.5416 11.00000 0.05 0.16 Q15 1 0.6237 -0.0265 0.4832 11.00000 0.05 0.16 Q16 1 0.5394 0.3538 0.7587 11.00000 0.05 0.16 Q17 1 0.7960 -0.1898 0.8894 11.00000 0.05 0.16 Q18 1 0.5031 0.3215 0.8066 11.00000 0.05 0.16 Q19 1 0.7040 -0.1131 0.5559 11.00000 0.05 0.16 Q20 1 0.7319 -0.1001 0.7284 11.00000 0.05 0.16 ; _shelx_res_checksum 7255 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1/2, -z' '-x, y, -z+1/2' '-x, -y, -z' 'x-1/2, y-1/2, -z-1/2' '-x-1/2, y-1/2, z' 'x, -y, 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 _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl 0.51269(10) 0.01957(6) 0.69252(5) 0.0710(4) Uani 1 1 d . U . . . C4 C 0.8035(2) -0.02536(15) 0.69332(12) 0.0268(7) Uani 1 1 d . U . . . C5 C 0.5450(2) -0.19161(13) 0.70026(11) 0.0230(6) Uani 1 1 d . U . . . C6 C 0.8173(2) 0.01078(14) 0.74001(12) 0.0253(6) Uani 1 1 d . U . . . C7 C 0.7681(2) -0.08459(14) 0.79225(11) 0.0249(6) Uani 1 1 d . U . . . C8 C 0.7575(2) 0.12710(14) 0.74365(12) 0.0246(6) Uani 1 1 d . U . . . C9 C 0.6008(2) -0.19040(13) 0.74638(11) 0.0224(6) Uani 1 1 d . U . . . C10 C 0.7094(2) -0.18892(14) 0.74492(12) 0.0240(6) Uani 1 1 d . U . . . H16 H 0.731(2) -0.2102(15) 0.7117(13) 0.029(8) Uiso 1 1 d . . . . . H10 H 0.733(2) -0.2129(15) 0.7757(12) 0.022(8) Uiso 1 1 d . . . . . C11 C 0.6312(2) 0.18693(14) 0.69655(11) 0.0249(6) Uani 1 1 d . U . . . C12 C 0.6336(2) 0.18353(14) 0.79155(12) 0.0240(6) Uani 1 1 d . U . . . C13 C 0.7120(2) 0.14695(14) 0.69738(12) 0.0250(6) Uani 1 1 d . U . . . C14 C 0.7176(2) 0.14692(14) 0.79228(11) 0.0235(6) Uani 1 1 d . U . . . C15 C 0.8451(2) 0.08313(15) 0.73966(13) 0.0276(7) Uani 1 1 d . U . . . H15 H 0.890(2) 0.0935(15) 0.7693(13) 0.032(9) Uiso 1 1 d . . . . . C16 C 0.4456(2) -0.19066(14) 0.70488(11) 0.0236(6) Uani 1 1 d . U . . . C17 C 0.8007(2) -0.01981(14) 0.78826(12) 0.0256(7) Uani 1 1 d . U . . . C18 C 0.5897(2) 0.20501(13) 0.74518(11) 0.0228(6) Uani 1 1 d . U . . . C20 C 0.5868(2) -0.19559(15) 0.64594(11) 0.0259(7) Uani 1 1 d . U . . . C21 C 0.7694(2) -0.08941(15) 0.69744(11) 0.0255(7) Uani 1 1 d . U . . . C22 C 0.7505(2) -0.12026(14) 0.74543(11) 0.0234(6) Uani 1 1 d . U . . . C23 C 0.7615(2) 0.13393(14) 0.84545(12) 0.0272(7) Uani 1 1 d . U . . . C24 C 0.5868(3) -0.14169(18) 0.61219(13) 0.0399(8) Uani 1 1 d . U . . . C25 C 0.6255(3) -0.25386(18) 0.62731(13) 0.0362(8) Uani 1 1 d . U . . . C26 C 0.5946(2) 0.21014(16) 0.64407(12) 0.0301(7) Uani 1 1 d . U . . . C27 C 0.8516(2) 0.15806(17) 0.85820(14) 0.0356(8) Uani 1 1 d . U . . . C28 C 0.6656(3) -0.2578(2) 0.57731(14) 0.0449(9) Uani 1 1 d . U . . . C29 C 0.5896(2) 0.27645(18) 0.63226(14) 0.0363(8) Uani 1 1 d . U . . . H29 H 0.609(2) 0.3106(17) 0.6580(14) 0.038(9) Uiso 1 1 d . . . . . C30 C 0.7525(2) -0.11287(14) 0.84606(11) 0.0261(7) Uani 1 1 d . U . . . C31 C 0.6840(2) -0.08703(17) 0.87972(12) 0.0349(8) Uani 1 1 d . U . . . C32 C 0.7168(3) -0.16983(19) 0.94504(14) 0.0432(9) Uani 1 1 d . U . . . C33 C 0.5588(3) 0.2980(2) 0.58285(15) 0.0482(10) Uani 1 1 d . U . . . H33 H 0.551(3) 0.346(2) 0.5765(15) 0.052(11) Uiso 1 1 d . . . . . C34 C 0.5687(3) 0.1653(2) 0.60479(13) 0.0393(8) Uani 1 1 d . U . . . H34 H 0.573(2) 0.1191(18) 0.6141(13) 0.038(10) Uiso 1 1 d . . . . . C35 C 0.8232(3) 0.00030(15) 0.63907(12) 0.0350(8) Uani 1 1 d . U . . . C36 C 0.7489(4) 0.01400(19) 0.60429(14) 0.0491(10) Uani 1 1 d . U . . . C37 C 0.8059(2) -0.16637(16) 0.86397(13) 0.0331(7) Uani 1 1 d . U . . . C38 C 0.7098(2) 0.10096(16) 0.88405(13) 0.0331(7) Uani 1 1 d . U . . . C39 C 0.7478(3) 0.0913(2) 0.93403(14) 0.0481(10) Uani 1 1 d . U . . . C40 C 0.6659(3) -0.1158(2) 0.92861(13) 0.0424(9) Uani 1 1 d . U . . . C41 C 0.6679(3) -0.2039(2) 0.54502(13) 0.0435(9) Uani 1 1 d . U . . . C42 C 0.5369(3) 0.1867(2) 0.55596(14) 0.0509(10) Uani 1 1 d . U . . . C43 C 0.5324(3) 0.2526(3) 0.54460(15) 0.0561(12) Uani 1 1 d . U . . . H43 H 0.512(3) 0.267(2) 0.5114(17) 0.057(12) Uiso 1 1 d . . . . . C44 C 0.6279(3) -0.1459(2) 0.56249(14) 0.0505(10) Uani 1 1 d . U . . . C45 C 0.8368(3) 0.1158(2) 0.94658(15) 0.0527(11) Uani 1 1 d . U . . . C46 C 0.7881(3) -0.19465(19) 0.91307(14) 0.0438(9) Uani 1 1 d . U . . . C47 C 0.7648(5) 0.0351(2) 0.55288(17) 0.0696(14) Uani 1 1 d . U . . . H47 H 0.702(4) 0.044(3) 0.525(2) 0.12(2) Uiso 1 1 d . . . . . C48 C 0.8882(3) 0.1495(2) 0.90863(16) 0.0489(10) Uani 1 1 d . U . . . H48 H 0.949(3) 0.168(2) 0.9173(16) 0.063(13) Uiso 1 1 d . . . . . C49 C 0.9145(3) 0.0088(2) 0.62040(17) 0.0585(12) Uani 1 1 d . U . . . C50 C 0.8548(5) 0.0427(2) 0.5350(2) 0.0786(17) Uani 1 1 d . U . . . H50 H 0.866(4) 0.059(3) 0.493(2) 0.109(18) Uiso 1 1 d . . . . . C51 C 0.9302(5) 0.0293(3) 0.5675(2) 0.0825(19) Uani 1 1 d . U . . . H51 H 0.991(4) 0.030(3) 0.563(2) 0.10(2) Uiso 1 1 d . . . . . C53 C 0.500000 0.2462(2) 0.750000 0.0266(9) Uani 1 2 d S TU P . . H53 H 0.509(2) 0.2767(16) 0.7805(12) 0.031(9) Uiso 1 1 d . . . . . C52 C 0.500000 -0.0191(5) 0.750000 0.171(6) Uani 1 2 d S TU P . . H54 H 0.759(2) -0.1131(15) 0.6643(12) 0.024(8) Uiso 1 1 d . . . . . H55 H 0.812(2) 0.0053(15) 0.8226(13) 0.031(8) Uiso 1 1 d . . . . . H1 H 0.883(3) 0.0954(18) 0.7068(15) 0.050(11) Uiso 1 1 d . . . . . H56 H 0.7374(19) 0.1344(13) 0.6645(11) 0.014(7) Uiso 1 1 d . . . . . H57 H 0.607(2) 0.1958(14) 0.8253(12) 0.020(7) Uiso 1 1 d . . . . . H58 H 0.410(2) -0.1915(14) 0.6721(12) 0.025(8) Uiso 1 1 d . . . . . H64 H 0.965(2) -0.0066(13) 0.6427(11) 0.012(7) Uiso 1 1 d . . . . . H60 H 0.644(2) 0.0834(15) 0.8753(12) 0.028(8) Uiso 1 1 d . . . . . H66 H 0.703(3) -0.1892(17) 0.9781(14) 0.041(10) Uiso 1 1 d . . . . . H71 H 0.695(3) -0.2047(19) 0.5112(16) 0.054(11) Uiso 1 1 d . . . . . H67 H 0.853(3) -0.1842(17) 0.8419(14) 0.039(10) Uiso 1 1 d . . . . . H61 H 0.885(2) 0.1807(16) 0.8317(13) 0.033(9) Uiso 1 1 d . . . . . H72 H 0.561(3) -0.0990(19) 0.6258(15) 0.051(11) Uiso 1 1 d . . . . . H73 H 0.693(3) -0.2963(19) 0.5663(14) 0.046(11) Uiso 1 1 d . . . . . H68 H 0.644(3) -0.0486(18) 0.8675(14) 0.045(10) Uiso 1 1 d . . . . . H74 H 0.623(3) -0.2926(19) 0.6499(15) 0.055(11) Uiso 1 1 d . . . . . H62 H 0.711(3) 0.0698(19) 0.9591(16) 0.053(12) Uiso 1 1 d . . . . . H69 H 0.614(3) -0.0983(16) 0.9499(13) 0.037(9) Uiso 1 1 d . . . . . H65 H 0.682(4) 0.007(2) 0.6165(18) 0.076(15) Uiso 1 1 d . . . . . H70 H 0.827(3) -0.234(2) 0.9237(16) 0.061(12) Uiso 1 1 d . . . . . H63 H 0.862(3) 0.108(2) 0.9810(17) 0.063(12) Uiso 1 1 d . . . . . H59 H 0.518(3) 0.153(2) 0.5301(16) 0.057(12) Uiso 1 1 d . . . . . H75 H 0.631(3) -0.108(2) 0.5404(17) 0.069(14) Uiso 1 1 d . . . . . C54 C 0.561(7) -0.028(4) 0.511(3) 0.19(2) Uani 0.125 1 d . U P . . Cl2 Cl 0.5008(12) 0.0179(7) 0.5538(5) 0.225(6) Uani 0.25 1 d . U P . . 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 Cl1 0.0851(9) 0.0667(8) 0.0611(7) 0.0025(6) 0.0146(6) -0.0097(6) C4 0.0242(15) 0.0278(16) 0.0283(16) 0.0001(13) 0.0056(12) 0.0054(12) C5 0.0294(16) 0.0180(14) 0.0217(14) -0.0008(11) 0.0014(12) 0.0008(12) C6 0.0182(14) 0.0241(15) 0.0336(17) 0.0000(12) 0.0011(12) 0.0029(12) C7 0.0219(15) 0.0261(16) 0.0266(15) 0.0001(12) 0.0000(12) 0.0053(12) C8 0.0234(15) 0.0202(15) 0.0302(15) -0.0015(12) 0.0002(12) -0.0051(12) C9 0.0260(15) 0.0179(14) 0.0232(15) -0.0001(11) -0.0008(12) 0.0026(11) C10 0.0228(15) 0.0236(15) 0.0254(15) -0.0023(13) -0.0007(12) 0.0046(12) C11 0.0263(15) 0.0228(15) 0.0255(15) 0.0008(12) -0.0016(12) -0.0081(12) C12 0.0262(15) 0.0233(15) 0.0226(15) -0.0016(12) 0.0025(12) -0.0042(12) C13 0.0267(16) 0.0236(15) 0.0246(16) -0.0016(12) 0.0025(13) -0.0065(12) C14 0.0256(15) 0.0196(14) 0.0253(15) 0.0020(11) -0.0010(12) -0.0036(12) C15 0.0263(16) 0.0264(16) 0.0300(17) -0.0016(13) 0.0028(14) -0.0015(13) C16 0.0283(16) 0.0214(15) 0.0211(15) 0.0015(11) -0.0020(12) -0.0002(12) C17 0.0248(15) 0.0245(16) 0.0274(16) -0.0029(12) -0.0014(12) 0.0032(12) C18 0.0191(15) 0.0200(14) 0.0293(15) -0.0007(12) -0.0015(12) -0.0041(11) C20 0.0235(15) 0.0332(17) 0.0210(15) -0.0016(12) -0.0008(12) -0.0014(13) C21 0.0284(16) 0.0262(16) 0.0220(15) -0.0044(12) 0.0036(12) 0.0042(13) C22 0.0186(14) 0.0234(15) 0.0281(15) -0.0014(12) 0.0005(12) 0.0063(11) C23 0.0319(16) 0.0222(15) 0.0276(16) -0.0029(12) -0.0006(13) 0.0077(13) C24 0.060(2) 0.0346(19) 0.0253(17) 0.0003(14) 0.0046(16) -0.0023(17) C25 0.0414(19) 0.040(2) 0.0277(17) 0.0018(15) 0.0019(15) 0.0110(16) C26 0.0235(15) 0.0426(19) 0.0243(16) 0.0045(13) 0.0036(12) -0.0040(14) C27 0.0348(18) 0.0345(19) 0.0374(19) -0.0007(15) -0.0073(15) 0.0009(15) C28 0.048(2) 0.057(2) 0.0304(18) -0.0109(17) 0.0052(16) 0.0198(19) C29 0.0293(17) 0.044(2) 0.0356(18) 0.0114(16) -0.0007(14) -0.0053(15) C30 0.0296(16) 0.0254(16) 0.0234(15) -0.0026(12) -0.0037(13) -0.0020(13) C31 0.0389(19) 0.0387(19) 0.0271(17) -0.0023(14) -0.0028(14) 0.0083(15) C32 0.052(2) 0.054(2) 0.0232(17) 0.0086(16) -0.0008(16) 0.0004(18) C33 0.038(2) 0.061(3) 0.046(2) 0.0247(19) 0.0008(17) 0.0020(18) C34 0.0368(19) 0.050(2) 0.0314(18) -0.0026(16) -0.0008(15) 0.0003(16) C35 0.051(2) 0.0264(17) 0.0280(17) -0.0048(13) 0.0121(15) -0.0087(15) C36 0.074(3) 0.046(2) 0.0274(18) 0.0038(16) 0.0011(19) 0.004(2) C37 0.0332(18) 0.0365(18) 0.0297(17) 0.0008(14) -0.0011(14) 0.0067(15) C38 0.0355(18) 0.0348(18) 0.0289(17) 0.0011(14) 0.0023(14) 0.0062(15) C39 0.061(3) 0.058(2) 0.0250(18) 0.0064(17) 0.0086(18) 0.015(2) C40 0.044(2) 0.059(2) 0.0243(17) -0.0044(16) 0.0036(15) 0.0084(18) C41 0.048(2) 0.062(3) 0.0206(17) -0.0069(16) 0.0068(16) -0.0036(18) C42 0.047(2) 0.082(3) 0.0243(18) -0.0050(19) -0.0021(16) 0.001(2) C43 0.046(2) 0.093(4) 0.029(2) 0.017(2) -0.0018(17) 0.006(2) C44 0.078(3) 0.049(2) 0.0254(18) 0.0033(17) 0.0123(18) -0.009(2) C45 0.060(3) 0.068(3) 0.030(2) -0.0065(19) -0.0126(19) 0.021(2) C46 0.049(2) 0.047(2) 0.036(2) 0.0112(16) -0.0063(17) 0.0075(18) C47 0.119(5) 0.055(3) 0.035(2) 0.0036(19) 0.007(3) -0.003(3) C48 0.045(2) 0.056(2) 0.045(2) -0.0079(19) -0.0182(19) 0.0061(19) C49 0.056(3) 0.074(3) 0.046(2) -0.007(2) 0.016(2) -0.023(2) C50 0.135(5) 0.059(3) 0.041(3) -0.003(2) 0.015(3) -0.028(3) C51 0.093(4) 0.087(4) 0.068(4) -0.018(3) 0.050(3) -0.051(3) C53 0.030(2) 0.021(2) 0.029(2) 0.000 -0.0025(18) 0.000 C52 0.37(2) 0.091(7) 0.049(5) 0.000 -0.014(8) 0.000 C54 0.24(4) 0.20(4) 0.12(3) -0.07(3) 0.01(3) -0.01(3) Cl2 0.304(17) 0.206(12) 0.165(10) -0.020(9) 0.006(11) -0.056(12) 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' Cl Cl 0.1484 0.1585 '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 C21 C4 C6 118.5(3) . . ? C21 C4 C35 117.4(3) . . ? C6 C4 C35 124.1(3) . . ? C16 C5 C9 119.1(3) . . ? C16 C5 C20 117.9(3) . . ? C9 C5 C20 123.0(3) . . ? C17 C6 C4 118.5(3) . . ? C17 C6 C15 118.9(3) . . ? C4 C6 C15 122.6(3) . . ? C17 C7 C22 118.9(3) . . ? C17 C7 C30 118.5(3) . . ? C22 C7 C30 122.5(3) . . ? C13 C8 C14 117.8(3) . . ? C13 C8 C15 119.0(3) . . ? C14 C8 C15 123.2(3) . . ? C16 C9 C5 118.2(3) 4_656 . ? C16 C9 C10 119.3(3) 4_656 . ? C5 C9 C10 122.5(3) . . ? C22 C10 C9 113.4(2) . . ? C22 C10 H16 107.1(18) . . ? C9 C10 H16 108.7(19) . . ? C22 C10 H10 109.0(18) . . ? C9 C10 H10 108.4(18) . . ? H16 C10 H10 110(3) . . ? C13 C11 C18 118.4(3) . . ? C13 C11 C26 118.4(3) . . ? C18 C11 C26 123.1(3) . . ? C18 C12 C14 123.6(3) . . ? C18 C12 H57 119.1(17) . . ? C14 C12 H57 117.2(17) . . ? C8 C13 C11 123.7(3) . . ? C8 C13 H56 119.3(17) . . ? C11 C13 H56 116.9(17) . . ? C12 C14 C8 118.5(3) . . ? C12 C14 C23 116.9(3) . . ? C8 C14 C23 124.5(3) . . ? C8 C15 C6 111.3(2) . . ? C8 C15 H15 109.4(19) . . ? C6 C15 H15 111.2(18) . . ? C8 C15 H1 109(2) . . ? C6 C15 H1 112(2) . . ? H15 C15 H1 104(3) . . ? C9 C16 C5 122.7(3) 4_656 . ? C9 C16 H58 121.0(18) 4_656 . ? C5 C16 H58 116.3(18) . . ? C6 C17 C7 122.8(3) . . ? C6 C17 H55 119.6(18) . . ? C7 C17 H55 117.6(18) . . ? C12 C18 C11 117.8(3) . . ? C12 C18 C53 118.3(2) . . ? C11 C18 C53 123.9(2) . . ? C25 C20 C24 118.0(3) . . ? C25 C20 C5 120.7(3) . . ? C24 C20 C5 121.3(3) . . ? C22 C21 C4 123.7(3) . . ? C22 C21 H54 119.7(18) . . ? C4 C21 H54 116.7(18) . . ? C21 C22 C7 117.6(3) . . ? C21 C22 C10 119.0(3) . . ? C7 C22 C10 123.5(3) . . ? C38 C23 C27 118.8(3) . . ? C38 C23 C14 120.0(3) . . ? C27 C23 C14 121.1(3) . . ? C44 C24 C20 120.4(3) . . ? C44 C24 H72 121(2) . . ? C20 C24 H72 118(2) . . ? C28 C25 C20 121.1(3) . . ? C28 C25 H74 120(2) . . ? C20 C25 H74 119(2) . . ? C29 C26 C34 118.3(3) . . ? C29 C26 C11 121.1(3) . . ? C34 C26 C11 120.6(3) . . ? C48 C27 C23 120.3(4) . . ? C48 C27 H61 122(2) . . ? C23 C27 H61 117(2) . . ? C41 C28 C25 120.4(3) . . ? C41 C28 H73 120(2) . . ? C25 C28 H73 120(2) . . ? C26 C29 C33 121.1(4) . . ? C26 C29 H29 122(2) . . ? C33 C29 H29 117(2) . . ? C31 C30 C37 118.0(3) . . ? C31 C30 C7 120.8(3) . . ? C37 C30 C7 121.2(3) . . ? C30 C31 C40 120.6(3) . . ? C30 C31 H68 119(2) . . ? C40 C31 H68 120(2) . . ? C40 C32 C46 119.6(3) . . ? C40 C32 H66 120(2) . . ? C46 C32 H66 121(2) . . ? C43 C33 C29 119.6(4) . . ? C43 C33 H33 121(2) . . ? C29 C33 H33 119(2) . . ? C42 C34 C26 120.5(4) . . ? C42 C34 H34 123(2) . . ? C26 C34 H34 117(2) . . ? C49 C35 C36 117.1(4) . . ? C49 C35 C4 122.1(4) . . ? C36 C35 C4 120.8(3) . . ? C47 C36 C35 122.3(5) . . ? C47 C36 H65 119(3) . . ? C35 C36 H65 119(3) . . ? C46 C37 C30 121.1(3) . . ? C46 C37 H67 120(2) . . ? C30 C37 H67 119(2) . . ? C39 C38 C23 120.5(3) . . ? C39 C38 H60 119.9(18) . . ? C23 C38 H60 119.6(18) . . ? C45 C39 C38 120.4(4) . . ? C45 C39 H62 121(2) . . ? C38 C39 H62 118(3) . . ? C32 C40 C31 120.7(3) . . ? C32 C40 H69 121(2) . . ? C31 C40 H69 118(2) . . ? C28 C41 C44 119.2(3) . . ? C28 C41 H71 123(2) . . ? C44 C41 H71 118(2) . . ? C43 C42 C34 120.7(4) . . ? C43 C42 H59 122(2) . . ? C34 C42 H59 117(2) . . ? C42 C43 C33 119.7(4) . . ? C42 C43 H43 120(3) . . ? C33 C43 H43 120(3) . . ? C41 C44 C24 120.8(4) . . ? C41 C44 H75 119(3) . . ? C24 C44 H75 120(3) . . ? C39 C45 C48 119.5(4) . . ? C39 C45 H63 119(3) . . ? C48 C45 H63 122(3) . . ? C32 C46 C37 119.9(3) . . ? C32 C46 H70 122(2) . . ? C37 C46 H70 118(2) . . ? C50 C47 C36 120.0(5) . . ? C50 C47 H47 120(3) . . ? C36 C47 H47 120(3) . . ? C45 C48 C27 120.4(4) . . ? C45 C48 H48 120(3) . . ? C27 C48 H48 119(3) . . ? C35 C49 C51 120.3(5) . . ? C35 C49 H64 116.5(17) . . ? C51 C49 H64 122.3(18) . . ? C47 C50 C51 120.0(5) . . ? C47 C50 H50 119(3) . . ? C51 C50 H50 121(3) . . ? C50 C51 C49 120.3(5) . . ? C50 C51 H51 133(4) . . ? C49 C51 H51 107(4) . . ? C18 C53 C18 112.7(3) . 4_656 ? C18 C53 H53 107.8(18) . . ? C18 C53 H53 112.7(18) 4_656 . ? C18 C53 H53 112.7(18) . 4_656 ? C18 C53 H53 107.8(18) 4_656 4_656 ? H53 C53 H53 103(4) . 4_656 ? Cl1 C52 Cl1 123.3(6) 4_656 . ? Cl2 C54 Cl2 106(5) . 5_656 ? C54 Cl2 C54 74(5) . 5_656 ? 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 Cl1 C52 1.660(5) . ? C4 C21 1.395(4) . ? C4 C6 1.403(4) . ? C4 C35 1.491(4) . ? C5 C16 1.398(4) . ? C5 C9 1.402(4) . ? C5 C20 1.492(4) . ? C6 C17 1.387(4) . ? C6 C15 1.527(4) . ? C7 C17 1.403(4) . ? C7 C22 1.409(4) . ? C7 C30 1.491(4) . ? C8 C13 1.390(4) . ? C8 C14 1.407(4) . ? C8 C15 1.524(4) . ? C9 C16 1.391(4) 4_656 ? C9 C10 1.523(4) . ? C10 C22 1.515(4) . ? C10 H16 0.99(3) . ? C10 H10 0.98(3) . ? C11 C13 1.396(4) . ? C11 C18 1.407(4) . ? C11 C26 1.497(4) . ? C12 C18 1.392(4) . ? C12 C14 1.394(4) . ? C12 H57 0.96(3) . ? C13 H56 0.94(3) . ? C14 C23 1.499(4) . ? C15 H15 1.00(3) . ? C15 H1 1.01(4) . ? C16 H58 0.97(3) . ? C17 H55 1.02(3) . ? C18 C53 1.517(4) . ? C20 C25 1.389(4) . ? C20 C24 1.391(4) . ? C21 C22 1.390(4) . ? C21 H54 0.98(3) . ? C23 C38 1.387(4) . ? C23 C27 1.394(5) . ? C24 C44 1.382(5) . ? C24 H72 1.00(4) . ? C25 C28 1.383(5) . ? C25 H74 0.98(4) . ? C26 C29 1.387(5) . ? C26 C34 1.397(5) . ? C27 C48 1.383(5) . ? C27 H61 0.94(3) . ? C28 C41 1.369(5) . ? C28 H73 0.92(4) . ? C29 C33 1.390(5) . ? C29 H29 0.99(3) . ? C30 C31 1.386(4) . ? C30 C37 1.398(4) . ? C31 C40 1.389(5) . ? C31 H68 1.01(4) . ? C32 C40 1.378(5) . ? C32 C46 1.380(5) . ? C32 H66 0.94(4) . ? C33 C43 1.388(6) . ? C33 H33 1.01(4) . ? C34 C42 1.381(5) . ? C34 H34 0.97(4) . ? C35 C49 1.375(5) . ? C35 C36 1.389(5) . ? C36 C47 1.384(5) . ? C36 H65 0.99(5) . ? C37 C46 1.389(5) . ? C37 H67 0.93(4) . ? C38 C39 1.383(5) . ? C38 H60 1.01(3) . ? C39 C45 1.380(6) . ? C39 H62 0.93(4) . ? C40 H69 0.97(4) . ? C41 C44 1.381(6) . ? C41 H71 0.93(4) . ? C42 C43 1.376(6) . ? C42 H59 0.99(4) . ? C43 H43 0.93(4) . ? C44 H75 0.95(4) . ? C45 C48 1.382(6) . ? C45 H63 0.95(4) . ? C46 H70 1.00(4) . ? C47 C50 1.349(8) . ? C47 H47 1.14(6) . ? C48 H48 0.95(4) . ? C49 C51 1.416(7) . ? C49 H64 0.96(3) . ? C50 C51 1.364(9) . ? C50 H50 1.12(5) . ? C51 H51 0.86(6) . ? C53 H53 1.00(3) . ? C53 H53 1.00(3) 4_656 ? C54 Cl2 1.66(7) . ? C54 Cl2 1.85(8) 5_656 ? 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 C21 C4 C6 C17 3.0(4) . . . . ? C35 C4 C6 C17 -176.8(3) . . . . ? C21 C4 C6 C15 -174.0(3) . . . . ? C35 C4 C6 C15 6.1(5) . . . . ? C16 C5 C9 C16 2.3(4) . . . 4_656 ? C20 C5 C9 C16 -176.1(3) . . . 4_656 ? C16 C5 C9 C10 -177.8(3) . . . . ? C20 C5 C9 C10 3.8(4) . . . . ? C16 C9 C10 C22 -88.5(3) 4_656 . . . ? C5 C9 C10 C22 91.6(3) . . . . ? C14 C8 C13 C11 2.1(4) . . . . ? C15 C8 C13 C11 179.8(3) . . . . ? C18 C11 C13 C8 -4.1(4) . . . . ? C26 C11 C13 C8 174.2(3) . . . . ? C18 C12 C14 C8 -3.9(4) . . . . ? C18 C12 C14 C23 173.5(3) . . . . ? C13 C8 C14 C12 1.9(4) . . . . ? C15 C8 C14 C12 -175.7(3) . . . . ? C13 C8 C14 C23 -175.4(3) . . . . ? C15 C8 C14 C23 7.1(4) . . . . ? C13 C8 C15 C6 -89.5(3) . . . . ? C14 C8 C15 C6 88.0(3) . . . . ? C17 C6 C15 C8 -82.8(3) . . . . ? C4 C6 C15 C8 94.3(3) . . . . ? C9 C5 C16 C9 -1.8(4) . . . 4_656 ? C20 C5 C16 C9 176.6(3) . . . 4_656 ? C4 C6 C17 C7 -2.0(4) . . . . ? C15 C6 C17 C7 175.2(3) . . . . ? C22 C7 C17 C6 -0.5(4) . . . . ? C30 C7 C17 C6 -180.0(3) . . . . ? C14 C12 C18 C11 1.9(4) . . . . ? C14 C12 C18 C53 -178.2(3) . . . . ? C13 C11 C18 C12 2.0(4) . . . . ? C26 C11 C18 C12 -176.2(3) . . . . ? C13 C11 C18 C53 -177.8(3) . . . . ? C26 C11 C18 C53 4.0(4) . . . . ? C16 C5 C20 C25 -104.5(3) . . . . ? C9 C5 C20 C25 73.9(4) . . . . ? C16 C5 C20 C24 74.5(4) . . . . ? C9 C5 C20 C24 -107.1(4) . . . . ? C6 C4 C21 C22 -1.7(5) . . . . ? C35 C4 C21 C22 178.2(3) . . . . ? C4 C21 C22 C7 -0.8(4) . . . . ? C4 C21 C22 C10 177.3(3) . . . . ? C17 C7 C22 C21 1.9(4) . . . . ? C30 C7 C22 C21 -178.7(3) . . . . ? C17 C7 C22 C10 -176.1(3) . . . . ? C30 C7 C22 C10 3.3(4) . . . . ? C9 C10 C22 C21 -92.0(3) . . . . ? C9 C10 C22 C7 85.9(3) . . . . ? C12 C14 C23 C38 59.0(4) . . . . ? C8 C14 C23 C38 -123.8(3) . . . . ? C12 C14 C23 C27 -116.9(3) . . . . ? C8 C14 C23 C27 60.3(4) . . . . ? C25 C20 C24 C44 -2.6(5) . . . . ? C5 C20 C24 C44 178.4(3) . . . . ? C24 C20 C25 C28 2.0(5) . . . . ? C5 C20 C25 C28 -179.0(3) . . . . ? C13 C11 C26 C29 -119.3(3) . . . . ? C18 C11 C26 C29 58.8(4) . . . . ? C13 C11 C26 C34 57.7(4) . . . . ? C18 C11 C26 C34 -124.1(3) . . . . ? C38 C23 C27 C48 -0.4(5) . . . . ? C14 C23 C27 C48 175.5(3) . . . . ? C20 C25 C28 C41 0.0(6) . . . . ? C34 C26 C29 C33 0.5(5) . . . . ? C11 C26 C29 C33 177.7(3) . . . . ? C17 C7 C30 C31 63.8(4) . . . . ? C22 C7 C30 C31 -115.6(3) . . . . ? C17 C7 C30 C37 -116.6(3) . . . . ? C22 C7 C30 C37 63.9(4) . . . . ? C37 C30 C31 C40 -3.2(5) . . . . ? C7 C30 C31 C40 176.3(3) . . . . ? C26 C29 C33 C43 0.2(5) . . . . ? C29 C26 C34 C42 -1.4(5) . . . . ? C11 C26 C34 C42 -178.5(3) . . . . ? C21 C4 C35 C49 -106.8(4) . . . . ? C6 C4 C35 C49 73.1(5) . . . . ? C21 C4 C35 C36 70.4(4) . . . . ? C6 C4 C35 C36 -109.8(4) . . . . ? C49 C35 C36 C47 0.2(6) . . . . ? C4 C35 C36 C47 -177.1(4) . . . . ? C31 C30 C37 C46 2.7(5) . . . . ? C7 C30 C37 C46 -176.8(3) . . . . ? C27 C23 C38 C39 -1.1(5) . . . . ? C14 C23 C38 C39 -177.0(3) . . . . ? C23 C38 C39 C45 1.6(5) . . . . ? C46 C32 C40 C31 1.5(6) . . . . ? C30 C31 C40 C32 1.2(6) . . . . ? C25 C28 C41 C44 -1.4(6) . . . . ? C26 C34 C42 C43 1.6(6) . . . . ? C34 C42 C43 C33 -0.8(6) . . . . ? C29 C33 C43 C42 0.0(6) . . . . ? C28 C41 C44 C24 0.8(6) . . . . ? C20 C24 C44 C41 1.3(6) . . . . ? C38 C39 C45 C48 -0.7(6) . . . . ? C40 C32 C46 C37 -2.0(6) . . . . ? C30 C37 C46 C32 -0.1(6) . . . . ? C35 C36 C47 C50 0.3(7) . . . . ? C39 C45 C48 C27 -0.8(6) . . . . ? C23 C27 C48 C45 1.4(6) . . . . ? C36 C35 C49 C51 -1.3(6) . . . . ? C4 C35 C49 C51 175.9(4) . . . . ? C36 C47 C50 C51 0.4(8) . . . . ? C47 C50 C51 C49 -1.5(8) . . . . ? C35 C49 C51 C50 2.0(8) . . . . ? C12 C18 C53 C18 -85.9(2) . . . 4_656 ? C11 C18 C53 C18 93.9(3) . . . 4_656 ? Cl2 C54 Cl2 C54 -0.001(13) 5_656 . . 5_656 ?