#------------------------------------------------------------------------------ #$Date: 2024-06-07 01:16:11 +0300 (Fri, 07 Jun 2024) $ #$Revision: 292234 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/57/17/1571786.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_1571786 loop_ _publ_author_name 'Nambo, Masakazu' 'Ohtsuka, Motoo' 'Ghosh, Koushik' 'Yim, Jacky C.-H.' 'Sotome, Hikaru' 'Okamoto, Tsubasa' 'Suda, Kayo' 'Kobori, Yasuhiro' 'Yokogawa, Daisuke' 'Miyasaka, Hiroshi' 'Crudden, Cathleen' _publ_section_title ; Visible-light-induced Direct C--H Alkylation of Polycyclic Aromatic Hydrocarbons with Alkylsulfones ; _journal_name_full 'Chemical Science' _journal_paper_doi 10.1039/D4SC02577F _journal_year 2024 _chemical_formula_sum 'C28 H34' _chemical_formula_weight 370.55 _chemical_name_systematic 1,3,7-Tri-tert-butylpyrene _space_group_crystal_system monoclinic _space_group_IT_number 9 _space_group_name_Hall 'C -2yc' _space_group_name_H-M_alt 'C 1 c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary SHELXT _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2023-12-07 deposited with the CCDC. 2024-05-27 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 99.148(4) _cell_angle_gamma 90 _cell_formula_units_Z 8 _cell_length_a 9.5389(12) _cell_length_b 28.047(4) _cell_length_c 16.886(2) _cell_measurement_reflns_used 3353 _cell_measurement_temperature 123(2) _cell_measurement_theta_max 27.4 _cell_measurement_theta_min 3.1 _cell_volume 4460.2(10) _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_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution SHELXT _diffrn_ambient_temperature 123(2) _diffrn_detector_area_resol_mean 5.8140 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device_type 'Rigaku Pilatus 200K' _diffrn_measurement_method 'profile data from \w-scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71075 _diffrn_reflns_av_R_equivalents 0.0693 _diffrn_reflns_av_unetI/netI 0.0807 _diffrn_reflns_Laue_measured_fraction_full 0.998 _diffrn_reflns_Laue_measured_fraction_max 0.998 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 33 _diffrn_reflns_limit_k_min -33 _diffrn_reflns_limit_l_max 20 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 33500 _diffrn_reflns_point_group_measured_fraction_full 0.995 _diffrn_reflns_point_group_measured_fraction_max 0.995 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 25.499 _diffrn_reflns_theta_min 3.070 _diffrn_source 'Rotating Anode' _exptl_absorpt_coefficient_mu 0.062 _exptl_absorpt_correction_T_max 1.000 _exptl_absorpt_correction_T_min 0.919 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '(Sheldrick, 1996)' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.104 _exptl_crystal_description Platelet _exptl_crystal_F_000 1616 _exptl_crystal_size_max 0.100 _exptl_crystal_size_mid 0.030 _exptl_crystal_size_min 0.010 _refine_diff_density_max 0.166 _refine_diff_density_min -0.217 _refine_diff_density_rms 0.048 _refine_ls_abs_structure_details ; Flack x determined using 2162 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack -0.2(10) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.971 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 523 _refine_ls_number_reflns 8275 _refine_ls_number_restraints 2 _refine_ls_restrained_S_all 0.970 _refine_ls_R_factor_all 0.0854 _refine_ls_R_factor_gt 0.0461 _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^)+(0.0450P)^2^] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0861 _refine_ls_wR_factor_ref 0.0973 _reflns_Friedel_coverage 0.990 _reflns_Friedel_fraction_full 0.992 _reflns_Friedel_fraction_max 0.992 _reflns_number_gt 5669 _reflns_number_total 8275 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d4sc02577f2.cif _cod_data_source_block ydkr _cod_depositor_comments ; The following automatic conversions were performed: data item '_exptl_absorpt_correction_type' value 'Multi-scan' was changed to 'multi-scan' in accordance with the /home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 last updated on 2011-04-26. Automatic conversion script Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas ; _cod_original_sg_symbol_H-M 'C c' _cod_database_code 1571786 _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 0.994 _shelx_estimated_absorpt_t_max 0.999 _shelx_res_file ; TITL ydkr_a.res in Cc ydkr.res created by SHELXL-2018/3 at 12:26:08 on 28-Sep-2022 REM Yadorkari-X generated CELL 0.71075 9.5389 28.0470 16.8860 90.0000 99.1480 90.0000 ZERR 8.0 0.0012 0.0040 0.0020 0.0000 0.0040 0.0000 LATT -7 SYMM +X, -Y, 1/2+Z REM SPGR Cc monoclinic SFAC C H UNIT 224 272 SIZE 0.10 0.03 0.01 TEMP -150.0 L.S. 4 FMAP 2 PLAN -20 ACTA CONF LIST 4 OMIT -10.000000 51.000000 WGHT 0.045000 FVAR 0.05130 C1 1 0.144559 0.346071 0.590932 11.00000 0.01885 0.01820 = 0.01889 -0.00089 0.00211 -0.00143 C2 1 0.251374 0.322624 0.642339 11.00000 0.02063 0.01464 = 0.02063 0.00263 0.00378 -0.00177 AFIX 43 H1 2 0.243846 0.288968 0.646407 11.00000 -1.20000 AFIX 0 C3 1 0.368486 0.344411 0.688356 11.00000 0.01837 0.02012 = 0.01754 0.00035 0.00580 0.00058 C4 1 0.379071 0.394604 0.683591 11.00000 0.01444 0.02332 = 0.01407 0.00176 0.00329 -0.00028 C5 1 0.489621 0.422202 0.730217 11.00000 0.01796 0.02747 = 0.01609 -0.00021 -0.00098 -0.00121 AFIX 43 H2 2 0.559045 0.406152 0.767359 11.00000 -1.20000 AFIX 0 C6 1 0.498730 0.470110 0.723311 11.00000 0.01792 0.02369 = 0.01796 0.00076 0.00087 -0.00606 AFIX 43 H3 2 0.574281 0.486651 0.755295 11.00000 -1.20000 AFIX 0 C11 1 0.184248 0.497569 0.569550 11.00000 0.01617 0.02062 = 0.02050 0.00010 0.00459 -0.00059 C15 1 0.273483 0.420191 0.629854 11.00000 0.01712 0.01974 = 0.01291 0.00063 0.00528 0.00167 C16 1 0.284418 0.470971 0.623291 11.00000 0.01321 0.02023 = 0.01443 0.00023 0.00535 -0.00021 C7 1 0.397655 0.496229 0.669214 11.00000 0.01895 0.02032 = 0.01574 -0.00143 0.00655 -0.00384 C14 1 0.157161 0.395978 0.582893 11.00000 0.00977 0.02209 = 0.01779 0.00052 0.00235 -0.00066 C8 1 0.408765 0.545726 0.660035 11.00000 0.02214 0.02418 = 0.02263 -0.00295 0.00384 -0.00818 AFIX 43 H4 2 0.486034 0.562022 0.690962 11.00000 -1.20000 AFIX 0 C9 1 0.311149 0.571792 0.607484 11.00000 0.02420 0.01929 = 0.02271 -0.00054 0.01045 -0.00368 C10 1 0.199384 0.546741 0.562861 11.00000 0.02062 0.01995 = 0.02443 0.00648 0.00658 0.00223 AFIX 43 H5 2 0.131061 0.563814 0.526574 11.00000 -1.20000 AFIX 0 C12 1 0.070159 0.472126 0.523205 11.00000 0.01946 0.02338 = 0.02545 0.00493 -0.00133 0.00441 AFIX 43 H6 2 0.001577 0.489181 0.487052 11.00000 -1.20000 AFIX 0 C13 1 0.057388 0.424688 0.529449 11.00000 0.01804 0.02370 = 0.02667 -0.00006 -0.00396 -0.00409 AFIX 43 H7 2 -0.020448 0.409286 0.497433 11.00000 -1.20000 AFIX 0 C17 1 0.018727 0.316883 0.547356 11.00000 0.02499 0.02106 = 0.03185 0.00365 -0.00782 -0.00678 C18 1 0.030829 0.264148 0.570021 11.00000 0.05633 0.02662 = 0.07421 0.01021 -0.03029 -0.02179 AFIX 137 H8 2 0.118414 0.251042 0.555344 11.00000 -1.50000 H9 2 -0.051040 0.246833 0.541307 11.00000 -1.50000 H10 2 0.032876 0.260737 0.627953 11.00000 -1.50000 AFIX 0 C19 1 -0.120166 0.334309 0.572530 11.00000 0.02001 0.05658 = 0.05678 0.00018 0.00147 -0.01447 AFIX 137 H11 2 -0.112535 0.332465 0.631015 11.00000 -1.50000 H12 2 -0.198900 0.314183 0.547497 11.00000 -1.50000 H13 2 -0.137780 0.367408 0.555159 11.00000 -1.50000 AFIX 0 C20 1 0.014662 0.318777 0.456579 11.00000 0.03970 0.04619 = 0.03751 -0.01072 -0.00775 -0.00632 AFIX 137 H14 2 0.006460 0.352011 0.438515 11.00000 -1.50000 H15 2 -0.067242 0.300611 0.429955 11.00000 -1.50000 H16 2 0.102160 0.304925 0.443050 11.00000 -1.50000 AFIX 0 C21 1 0.478291 0.312928 0.741332 11.00000 0.01952 0.02359 = 0.02011 0.00402 -0.00124 0.00039 C22 1 0.445904 0.259292 0.730395 11.00000 0.03018 0.02487 = 0.03687 0.00768 -0.00290 0.00819 AFIX 137 H17 2 0.352970 0.252415 0.745528 11.00000 -1.50000 H18 2 0.519226 0.240874 0.764550 11.00000 -1.50000 H19 2 0.444917 0.250476 0.674151 11.00000 -1.50000 AFIX 0 C23 1 0.627387 0.319837 0.718571 11.00000 0.02027 0.03161 = 0.03297 0.00082 0.00295 0.00545 AFIX 137 H20 2 0.626530 0.309520 0.663047 11.00000 -1.50000 H21 2 0.696491 0.300788 0.754472 11.00000 -1.50000 H22 2 0.653817 0.353591 0.723739 11.00000 -1.50000 AFIX 0 C24 1 0.476795 0.323688 0.830634 11.00000 0.02876 0.03120 = 0.02168 0.00870 -0.00026 0.00047 AFIX 137 H23 2 0.501862 0.357190 0.841624 11.00000 -1.50000 H24 2 0.545855 0.303171 0.863734 11.00000 -1.50000 H25 2 0.381718 0.317549 0.843367 11.00000 -1.50000 AFIX 0 C25 1 0.324813 0.625750 0.595520 11.00000 0.03762 0.01629 = 0.02803 0.00321 0.00936 -0.00587 C26 1 0.334064 0.635771 0.507160 11.00000 0.03605 0.02579 = 0.02835 0.00613 0.00648 -0.00446 AFIX 137 H26 2 0.245830 0.625597 0.473525 11.00000 -1.50000 H27 2 0.414201 0.618115 0.491759 11.00000 -1.50000 H28 2 0.348070 0.670001 0.499769 11.00000 -1.50000 AFIX 0 C27 1 0.193879 0.651649 0.616277 11.00000 0.06684 0.01884 = 0.06020 0.00567 0.03579 0.00506 AFIX 137 H29 2 0.203929 0.686011 0.608268 11.00000 -1.50000 H30 2 0.185302 0.645438 0.672418 11.00000 -1.50000 H31 2 0.108696 0.640056 0.581415 11.00000 -1.50000 AFIX 0 C28 1 0.457491 0.645554 0.647549 11.00000 0.07042 0.02236 = 0.03542 0.00602 -0.00594 -0.01949 AFIX 137 H32 2 0.541995 0.630520 0.632258 11.00000 -1.50000 H33 2 0.453564 0.638754 0.704081 11.00000 -1.50000 H34 2 0.462121 0.680106 0.639722 11.00000 -1.50000 AFIX 0 C29 1 0.698598 0.485814 0.406206 11.00000 0.01530 0.01773 = 0.01542 0.00237 -0.00189 -0.00053 C30 1 0.766818 0.458361 0.355087 11.00000 0.02084 0.01454 = 0.01858 0.00007 0.00047 0.00050 AFIX 43 H35 2 0.741957 0.425582 0.349920 11.00000 -1.20000 AFIX 0 C31 1 0.868698 0.474932 0.310768 11.00000 0.01757 0.02270 = 0.01417 0.00045 0.00069 0.00280 C32 1 0.906382 0.523817 0.317282 11.00000 0.01961 0.01971 = 0.01638 -0.00025 0.00164 0.00212 C33 1 1.005752 0.546184 0.273175 11.00000 0.02632 0.03042 = 0.02573 -0.00483 0.01262 -0.00244 AFIX 43 H36 2 1.049616 0.527280 0.237356 11.00000 -1.20000 AFIX 0 C34 1 1.039190 0.592861 0.280575 11.00000 0.02555 0.03083 = 0.02998 -0.00109 0.01260 -0.00639 AFIX 43 H37 2 1.104806 0.605900 0.249633 11.00000 -1.20000 AFIX 0 C35 1 0.978224 0.622996 0.333776 11.00000 0.02003 0.02175 = 0.01912 0.00057 0.00417 -0.00200 C36 1 1.011283 0.671353 0.340997 11.00000 0.01801 0.02865 = 0.02325 -0.00017 0.00172 -0.00639 AFIX 43 H38 2 1.075539 0.684324 0.309128 11.00000 -1.20000 AFIX 0 C37 1 0.953612 0.701496 0.393274 11.00000 0.01736 0.02110 = 0.02378 0.00104 -0.00036 -0.00036 C38 1 0.860059 0.681210 0.438716 11.00000 0.02024 0.02094 = 0.02495 -0.00555 0.00089 0.00068 AFIX 43 H39 2 0.819626 0.700864 0.474972 11.00000 -1.20000 AFIX 0 C39 1 0.822909 0.632743 0.433136 11.00000 0.01520 0.02083 = 0.01767 -0.00022 0.00074 0.00019 C40 1 0.725438 0.612509 0.479514 11.00000 0.02037 0.01834 = 0.02412 -0.00536 0.00493 0.00166 AFIX 43 H40 2 0.687118 0.631968 0.516862 11.00000 -1.20000 AFIX 0 C41 1 0.686471 0.566332 0.471497 11.00000 0.01656 0.02287 = 0.01757 0.00238 0.00423 0.00245 AFIX 43 H41 2 0.620546 0.554420 0.503283 11.00000 -1.20000 AFIX 0 C42 1 0.740429 0.534210 0.416801 11.00000 0.01531 0.02213 = 0.01252 0.00247 -0.00091 0.00329 C43 1 0.842147 0.553245 0.371147 11.00000 0.01187 0.02316 = 0.01454 0.00040 -0.00030 0.00161 C44 1 0.881309 0.602684 0.379325 11.00000 0.01569 0.01738 = 0.01626 -0.00082 -0.00155 -0.00054 C45 1 0.582572 0.462324 0.447537 11.00000 0.02333 0.02073 = 0.02244 -0.00105 0.00679 -0.00448 C46 1 0.440210 0.488907 0.426591 11.00000 0.01954 0.03985 = 0.03180 -0.00048 0.00751 -0.00594 AFIX 137 H42 2 0.411505 0.489430 0.368236 11.00000 -1.50000 H43 2 0.451078 0.521671 0.446804 11.00000 -1.50000 H44 2 0.367468 0.472535 0.451408 11.00000 -1.50000 AFIX 0 C47 1 0.630325 0.459285 0.538599 11.00000 0.03360 0.02739 = 0.02415 0.00428 0.01003 -0.00012 AFIX 137 H45 2 0.562618 0.439836 0.562496 11.00000 -1.50000 H46 2 0.634124 0.491412 0.561661 11.00000 -1.50000 H47 2 0.724718 0.444668 0.549774 11.00000 -1.50000 AFIX 0 C48 1 0.551295 0.410992 0.418740 11.00000 0.04194 0.02961 = 0.04128 -0.00693 0.02281 -0.01501 AFIX 137 H48 2 0.637653 0.391732 0.431512 11.00000 -1.50000 H49 2 0.519649 0.410905 0.360611 11.00000 -1.50000 H50 2 0.476598 0.397539 0.445696 11.00000 -1.50000 AFIX 0 C49 1 0.934153 0.439619 0.256614 11.00000 0.02045 0.02440 = 0.02011 -0.00418 0.00307 0.00389 C50 1 0.875744 0.388568 0.261335 11.00000 0.03834 0.02688 = 0.02889 -0.00703 0.00941 0.00677 AFIX 137 H51 2 0.923017 0.367252 0.227903 11.00000 -1.50000 H52 2 0.773276 0.388518 0.242018 11.00000 -1.50000 H53 2 0.893844 0.377511 0.317081 11.00000 -1.50000 AFIX 0 C51 1 0.894215 0.454310 0.167852 11.00000 0.03255 0.03662 = 0.02110 -0.00392 0.00663 0.00277 AFIX 137 H54 2 0.928250 0.486745 0.160629 11.00000 -1.50000 H55 2 0.790784 0.453294 0.152415 11.00000 -1.50000 H56 2 0.938240 0.432225 0.134127 11.00000 -1.50000 AFIX 0 C52 1 1.096286 0.436352 0.283608 11.00000 0.02828 0.03604 = 0.03463 -0.00896 0.00606 0.00817 AFIX 137 H57 2 1.138876 0.467902 0.279820 11.00000 -1.50000 H58 2 1.136808 0.413931 0.248900 11.00000 -1.50000 H59 2 1.116083 0.425150 0.339239 11.00000 -1.50000 AFIX 0 C53 1 0.985072 0.755269 0.398198 11.00000 0.02118 0.02054 = 0.03257 -0.00100 -0.00011 -0.00418 C54 1 0.863428 0.781861 0.346928 11.00000 0.05131 0.02343 = 0.05583 0.00598 -0.00971 -0.00330 AFIX 137 H60 2 0.857371 0.772021 0.290799 11.00000 -1.50000 H61 2 0.880901 0.816265 0.351300 11.00000 -1.50000 H62 2 0.773962 0.774361 0.365787 11.00000 -1.50000 AFIX 0 C55 1 0.997797 0.773077 0.484262 11.00000 0.07215 0.02517 = 0.03698 -0.00510 -0.00078 -0.01592 AFIX 137 H63 2 1.026194 0.806692 0.486591 11.00000 -1.50000 H64 2 1.069425 0.754215 0.518817 11.00000 -1.50000 H65 2 0.905959 0.769781 0.502750 11.00000 -1.50000 AFIX 0 C56 1 1.122064 0.767552 0.366830 11.00000 0.04623 0.02840 = 0.10598 -0.00805 0.03767 -0.01380 AFIX 137 H66 2 1.112540 0.758939 0.309981 11.00000 -1.50000 H67 2 1.201206 0.749773 0.397346 11.00000 -1.50000 H68 2 1.140456 0.801835 0.373012 11.00000 -1.50000 AFIX 0 HKLF 4 1 1 0 0 0 1 0 0 0 1 REM ydkr_a.res in Cc REM wR2 = 0.0973, GooF = S = 0.971, Restrained GooF = 0.970 for all data REM R1 = 0.0461 for 5669 Fo > 4sig(Fo) and 0.0854 for all 8275 data REM 523 parameters refined using 2 restraints END WGHT 0.0450 0.0000 REM Highest difference peak 0.166, deepest hole -0.217, 1-sigma level 0.048 Q1 1 0.0972 0.6062 0.4852 11.00000 0.05 0.17 Q2 1 0.0298 0.5568 0.4875 11.00000 0.05 0.16 Q3 1 0.1656 0.2014 0.5265 11.00000 0.05 0.16 Q4 1 0.5192 0.3055 0.2479 11.00000 0.05 0.15 Q5 1 0.0804 0.5066 0.6409 11.00000 0.05 0.15 Q6 1 0.0637 0.6381 0.5055 11.00000 0.05 0.15 Q7 1 0.4669 0.6076 0.7735 11.00000 0.05 0.14 Q8 1 0.0472 0.5954 0.5176 11.00000 0.05 0.14 Q9 1 0.3246 0.2308 0.5751 11.00000 0.05 0.14 Q10 1 0.4963 0.2555 0.8972 11.00000 0.05 0.14 Q11 1 0.1222 0.6899 0.5018 11.00000 0.05 0.14 Q12 1 -0.0084 0.6238 0.4648 11.00000 0.05 0.14 Q13 1 0.1965 0.5088 0.7319 11.00000 0.05 0.14 Q14 1 0.1601 0.5388 0.6671 11.00000 0.05 0.14 Q15 1 0.5590 0.6400 0.5183 11.00000 0.05 0.14 Q16 1 0.6087 0.5416 0.7392 11.00000 0.05 0.14 Q17 1 0.7930 0.3489 0.4264 11.00000 0.05 0.13 Q18 1 0.5193 0.2173 0.2173 11.00000 0.05 0.13 Q19 1 0.5920 0.3516 0.4657 11.00000 0.05 0.13 Q20 1 0.6790 0.2977 0.8144 11.00000 0.05 0.13 ; _shelx_res_checksum 71941 loop_ _space_group_symop_operation_xyz 'x, y, z' 'x, -y, z+1/2' 'x+1/2, y+1/2, 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 _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.1446(4) 0.34607(12) 0.5909(2) 0.0187(8) Uani 1 1 d . . . . . C2 C 0.2514(4) 0.32262(12) 0.6423(2) 0.0186(8) Uani 1 1 d . . . . . H1 H 0.243846 0.288968 0.646407 0.022 Uiso 1 1 calc R U . . . C3 C 0.3685(4) 0.34441(12) 0.6884(2) 0.0184(8) Uani 1 1 d . . . . . C4 C 0.3791(4) 0.39460(12) 0.6836(2) 0.0172(8) Uani 1 1 d . . . . . C5 C 0.4896(4) 0.42220(13) 0.7302(2) 0.0209(8) Uani 1 1 d . . . . . H2 H 0.559045 0.406152 0.767359 0.025 Uiso 1 1 calc R U . . . C6 C 0.4987(4) 0.47011(12) 0.7233(2) 0.0201(8) Uani 1 1 d . . . . . H3 H 0.574281 0.486651 0.755295 0.024 Uiso 1 1 calc R U . . . C11 C 0.1842(3) 0.49757(12) 0.5696(2) 0.0189(8) Uani 1 1 d . . . . . C15 C 0.2735(4) 0.42019(11) 0.6299(2) 0.0163(8) Uani 1 1 d . . . . . C16 C 0.2844(4) 0.47097(11) 0.6233(2) 0.0156(8) Uani 1 1 d . . . . . C7 C 0.3977(4) 0.49623(12) 0.6692(2) 0.0179(8) Uani 1 1 d . . . . . C14 C 0.1572(3) 0.39598(12) 0.5829(2) 0.0165(8) Uani 1 1 d . . . . . C8 C 0.4088(4) 0.54573(12) 0.6600(2) 0.0230(9) Uani 1 1 d . . . . . H4 H 0.486034 0.562022 0.690962 0.028 Uiso 1 1 calc R U . . . C9 C 0.3111(4) 0.57179(12) 0.6075(2) 0.0213(8) Uani 1 1 d . . . . . C10 C 0.1994(4) 0.54674(12) 0.5629(2) 0.0213(9) Uani 1 1 d . . . . . H5 H 0.131061 0.563814 0.526574 0.026 Uiso 1 1 calc R U . . . C12 C 0.0702(4) 0.47213(13) 0.5232(2) 0.0233(9) Uani 1 1 d . . . . . H6 H 0.001577 0.489181 0.487052 0.028 Uiso 1 1 calc R U . . . C13 C 0.0574(4) 0.42469(13) 0.5294(2) 0.0236(9) Uani 1 1 d . . . . . H7 H -0.020448 0.409286 0.497433 0.028 Uiso 1 1 calc R U . . . C17 C 0.0187(4) 0.31688(13) 0.5474(2) 0.0273(9) Uani 1 1 d . . . . . C18 C 0.0308(5) 0.26415(15) 0.5700(3) 0.0568(15) Uani 1 1 d . . . . . H8 H 0.118414 0.251042 0.555344 0.085 Uiso 1 1 calc R U . . . H9 H -0.051040 0.246833 0.541307 0.085 Uiso 1 1 calc R U . . . H10 H 0.032876 0.260737 0.627953 0.085 Uiso 1 1 calc R U . . . C19 C -0.1202(4) 0.33431(16) 0.5725(3) 0.0450(12) Uani 1 1 d . . . . . H11 H -0.112535 0.332465 0.631015 0.067 Uiso 1 1 calc R U . . . H12 H -0.198900 0.314183 0.547497 0.067 Uiso 1 1 calc R U . . . H13 H -0.137780 0.367408 0.555159 0.067 Uiso 1 1 calc R U . . . C20 C 0.0147(5) 0.31878(16) 0.4566(3) 0.0426(11) Uani 1 1 d . . . . . H14 H 0.006460 0.352011 0.438515 0.064 Uiso 1 1 calc R U . . . H15 H -0.067242 0.300611 0.429955 0.064 Uiso 1 1 calc R U . . . H16 H 0.102160 0.304925 0.443050 0.064 Uiso 1 1 calc R U . . . C21 C 0.4783(4) 0.31293(12) 0.7413(2) 0.0216(8) Uani 1 1 d . . . . . C22 C 0.4459(4) 0.25929(13) 0.7304(3) 0.0315(10) Uani 1 1 d . . . . . H17 H 0.352970 0.252415 0.745528 0.047 Uiso 1 1 calc R U . . . H18 H 0.519226 0.240874 0.764550 0.047 Uiso 1 1 calc R U . . . H19 H 0.444917 0.250476 0.674151 0.047 Uiso 1 1 calc R U . . . C23 C 0.6274(4) 0.31984(14) 0.7186(2) 0.0284(9) Uani 1 1 d . . . . . H20 H 0.626530 0.309520 0.663047 0.043 Uiso 1 1 calc R U . . . H21 H 0.696491 0.300788 0.754472 0.043 Uiso 1 1 calc R U . . . H22 H 0.653817 0.353591 0.723739 0.043 Uiso 1 1 calc R U . . . C24 C 0.4768(4) 0.32369(13) 0.8306(2) 0.0277(9) Uani 1 1 d . . . . . H23 H 0.501862 0.357190 0.841624 0.042 Uiso 1 1 calc R U . . . H24 H 0.545855 0.303171 0.863734 0.042 Uiso 1 1 calc R U . . . H25 H 0.381718 0.317549 0.843367 0.042 Uiso 1 1 calc R U . . . C25 C 0.3248(4) 0.62575(12) 0.5955(2) 0.0269(9) Uani 1 1 d . . . . . C26 C 0.3341(4) 0.63577(13) 0.5072(2) 0.0299(9) Uani 1 1 d . . . . . H26 H 0.245830 0.625597 0.473525 0.045 Uiso 1 1 calc R U . . . H27 H 0.414201 0.618115 0.491759 0.045 Uiso 1 1 calc R U . . . H28 H 0.348070 0.670001 0.499769 0.045 Uiso 1 1 calc R U . . . C27 C 0.1939(5) 0.65165(14) 0.6163(3) 0.0458(13) Uani 1 1 d . . . . . H29 H 0.203929 0.686011 0.608268 0.069 Uiso 1 1 calc R U . . . H30 H 0.185302 0.645438 0.672418 0.069 Uiso 1 1 calc R U . . . H31 H 0.108696 0.640056 0.581415 0.069 Uiso 1 1 calc R U . . . C28 C 0.4575(5) 0.64555(14) 0.6475(3) 0.0443(12) Uani 1 1 d . . . . . H32 H 0.541995 0.630520 0.632258 0.066 Uiso 1 1 calc R U . . . H33 H 0.453564 0.638754 0.704081 0.066 Uiso 1 1 calc R U . . . H34 H 0.462121 0.680106 0.639722 0.066 Uiso 1 1 calc R U . . . C29 C 0.6986(3) 0.48581(12) 0.4062(2) 0.0166(8) Uani 1 1 d . . . . . C30 C 0.7668(4) 0.45836(12) 0.3551(2) 0.0183(8) Uani 1 1 d . . . . . H35 H 0.741957 0.425582 0.349920 0.022 Uiso 1 1 calc R U . . . C31 C 0.8687(3) 0.47493(12) 0.3108(2) 0.0183(8) Uani 1 1 d . . . . . C32 C 0.9064(4) 0.52382(12) 0.3173(2) 0.0187(8) Uani 1 1 d . . . . . C33 C 1.0058(4) 0.54618(13) 0.2732(2) 0.0266(9) Uani 1 1 d . . . . . H36 H 1.049616 0.527280 0.237356 0.032 Uiso 1 1 calc R U . . . C34 C 1.0392(4) 0.59286(13) 0.2806(2) 0.0279(9) Uani 1 1 d . . . . . H37 H 1.104806 0.605900 0.249633 0.033 Uiso 1 1 calc R U . . . C35 C 0.9782(4) 0.62300(12) 0.3338(2) 0.0202(8) Uani 1 1 d . . . . . C36 C 1.0113(4) 0.67135(13) 0.3410(2) 0.0235(8) Uani 1 1 d . . . . . H38 H 1.075539 0.684324 0.309128 0.028 Uiso 1 1 calc R U . . . C37 C 0.9536(4) 0.70150(12) 0.3933(2) 0.0211(8) Uani 1 1 d . . . . . C38 C 0.8601(4) 0.68121(12) 0.4387(2) 0.0223(9) Uani 1 1 d . . . . . H39 H 0.819626 0.700864 0.474972 0.027 Uiso 1 1 calc R U . . . C39 C 0.8229(4) 0.63274(12) 0.4331(2) 0.0181(8) Uani 1 1 d . . . . . C40 C 0.7254(4) 0.61251(12) 0.4795(2) 0.0208(8) Uani 1 1 d . . . . . H40 H 0.687118 0.631968 0.516862 0.025 Uiso 1 1 calc R U . . . C41 C 0.6865(4) 0.56633(12) 0.4715(2) 0.0188(8) Uani 1 1 d . . . . . H41 H 0.620546 0.554420 0.503283 0.023 Uiso 1 1 calc R U . . . C42 C 0.7404(4) 0.53421(12) 0.4168(2) 0.0170(8) Uani 1 1 d . . . . . C43 C 0.8421(3) 0.55325(12) 0.3711(2) 0.0168(8) Uani 1 1 d . . . . . C44 C 0.8813(4) 0.60268(12) 0.3793(2) 0.0169(8) Uani 1 1 d . . . . . C45 C 0.5826(4) 0.46232(13) 0.4475(2) 0.0218(9) Uani 1 1 d . . . . . C46 C 0.4402(4) 0.48891(14) 0.4266(2) 0.0300(9) Uani 1 1 d . . . . . H42 H 0.411505 0.489430 0.368236 0.045 Uiso 1 1 calc R U . . . H43 H 0.451078 0.521671 0.446804 0.045 Uiso 1 1 calc R U . . . H44 H 0.367468 0.472535 0.451408 0.045 Uiso 1 1 calc R U . . . C47 C 0.6303(4) 0.45929(13) 0.5386(2) 0.0278(9) Uani 1 1 d . . . . . H45 H 0.562618 0.439836 0.562496 0.042 Uiso 1 1 calc R U . . . H46 H 0.634124 0.491412 0.561661 0.042 Uiso 1 1 calc R U . . . H47 H 0.724718 0.444668 0.549774 0.042 Uiso 1 1 calc R U . . . C48 C 0.5513(4) 0.41099(13) 0.4187(3) 0.0358(11) Uani 1 1 d . . . . . H48 H 0.637653 0.391732 0.431512 0.054 Uiso 1 1 calc R U . . . H49 H 0.519649 0.410905 0.360611 0.054 Uiso 1 1 calc R U . . . H50 H 0.476598 0.397539 0.445696 0.054 Uiso 1 1 calc R U . . . C49 C 0.9342(4) 0.43962(12) 0.2566(2) 0.0217(8) Uani 1 1 d . . . . . C50 C 0.8757(4) 0.38857(12) 0.2613(2) 0.0309(10) Uani 1 1 d . . . . . H51 H 0.923017 0.367252 0.227903 0.046 Uiso 1 1 calc R U . . . H52 H 0.773276 0.388518 0.242018 0.046 Uiso 1 1 calc R U . . . H53 H 0.893844 0.377511 0.317081 0.046 Uiso 1 1 calc R U . . . C51 C 0.8942(4) 0.45431(13) 0.1679(2) 0.0298(9) Uani 1 1 d . . . . . H54 H 0.928250 0.486745 0.160629 0.045 Uiso 1 1 calc R U . . . H55 H 0.790784 0.453294 0.152415 0.045 Uiso 1 1 calc R U . . . H56 H 0.938240 0.432225 0.134127 0.045 Uiso 1 1 calc R U . . . C52 C 1.0963(4) 0.43635(14) 0.2836(2) 0.0329(10) Uani 1 1 d . . . . . H57 H 1.138876 0.467902 0.279820 0.049 Uiso 1 1 calc R U . . . H58 H 1.136808 0.413931 0.248900 0.049 Uiso 1 1 calc R U . . . H59 H 1.116083 0.425150 0.339239 0.049 Uiso 1 1 calc R U . . . C53 C 0.9851(4) 0.75527(13) 0.3982(2) 0.0252(9) Uani 1 1 d . . . . . C54 C 0.8634(5) 0.78186(15) 0.3469(3) 0.0455(12) Uani 1 1 d . . . . . H60 H 0.857371 0.772021 0.290799 0.068 Uiso 1 1 calc R U . . . H61 H 0.880901 0.816265 0.351300 0.068 Uiso 1 1 calc R U . . . H62 H 0.773962 0.774361 0.365787 0.068 Uiso 1 1 calc R U . . . C55 C 0.9978(5) 0.77308(14) 0.4843(3) 0.0458(12) Uani 1 1 d . . . . . H63 H 1.026194 0.806692 0.486591 0.069 Uiso 1 1 calc R U . . . H64 H 1.069425 0.754215 0.518817 0.069 Uiso 1 1 calc R U . . . H65 H 0.905959 0.769781 0.502750 0.069 Uiso 1 1 calc R U . . . C56 C 1.1221(5) 0.76755(15) 0.3668(4) 0.0574(15) Uani 1 1 d . . . . . H66 H 1.112540 0.758939 0.309981 0.086 Uiso 1 1 calc R U . . . H67 H 1.201206 0.749773 0.397346 0.086 Uiso 1 1 calc R U . . . H68 H 1.140456 0.801835 0.373012 0.086 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 C1 0.019(2) 0.018(2) 0.019(2) -0.0009(16) 0.0021(16) -0.0014(15) C2 0.0206(19) 0.0146(18) 0.0206(19) 0.0026(16) 0.0038(15) -0.0018(16) C3 0.0184(19) 0.020(2) 0.018(2) 0.0003(15) 0.0058(16) 0.0006(15) C4 0.0144(18) 0.023(2) 0.0141(19) 0.0018(15) 0.0033(15) -0.0003(16) C5 0.018(2) 0.027(2) 0.0161(19) -0.0002(16) -0.0010(16) -0.0012(16) C6 0.018(2) 0.024(2) 0.018(2) 0.0008(16) 0.0009(16) -0.0061(16) C11 0.016(2) 0.021(2) 0.021(2) 0.0001(16) 0.0046(16) -0.0006(16) C15 0.017(2) 0.0197(18) 0.0129(19) 0.0006(15) 0.0053(14) 0.0017(15) C16 0.0132(19) 0.0202(18) 0.0144(19) 0.0002(16) 0.0053(14) -0.0002(16) C7 0.019(2) 0.020(2) 0.0157(19) -0.0014(16) 0.0065(16) -0.0038(16) C14 0.0098(18) 0.022(2) 0.0178(19) 0.0005(16) 0.0024(15) -0.0007(15) C8 0.022(2) 0.024(2) 0.023(2) -0.0030(17) 0.0038(17) -0.0082(16) C9 0.024(2) 0.0193(19) 0.023(2) -0.0005(17) 0.0105(16) -0.0037(17) C10 0.021(2) 0.020(2) 0.024(2) 0.0065(16) 0.0066(17) 0.0022(16) C12 0.019(2) 0.023(2) 0.025(2) 0.0049(16) -0.0013(17) 0.0044(16) C13 0.018(2) 0.024(2) 0.027(2) -0.0001(16) -0.0040(17) -0.0041(16) C17 0.025(2) 0.021(2) 0.032(2) 0.0036(17) -0.0078(18) -0.0068(17) C18 0.056(3) 0.027(3) 0.074(4) 0.010(2) -0.030(3) -0.022(2) C19 0.020(2) 0.057(3) 0.057(3) 0.000(3) 0.001(2) -0.014(2) C20 0.040(3) 0.046(3) 0.038(3) -0.011(2) -0.008(2) -0.006(2) C21 0.020(2) 0.024(2) 0.020(2) 0.0040(16) -0.0012(16) 0.0004(15) C22 0.030(2) 0.025(2) 0.037(2) 0.0077(18) -0.0029(19) 0.0082(18) C23 0.020(2) 0.032(2) 0.033(2) 0.0008(18) 0.0029(18) 0.0055(17) C24 0.029(2) 0.031(2) 0.022(2) 0.0087(18) -0.0003(18) 0.0005(18) C25 0.038(2) 0.016(2) 0.028(2) 0.0032(17) 0.0094(19) -0.0059(17) C26 0.036(2) 0.026(2) 0.028(2) 0.0061(18) 0.0065(18) -0.0045(18) C27 0.067(3) 0.019(2) 0.060(3) 0.006(2) 0.036(3) 0.005(2) C28 0.070(3) 0.022(2) 0.035(3) 0.0060(19) -0.006(2) -0.019(2) C29 0.0153(19) 0.0177(19) 0.0154(19) 0.0024(15) -0.0019(15) -0.0005(14) C30 0.021(2) 0.0145(19) 0.0186(19) 0.0001(15) 0.0005(16) 0.0005(16) C31 0.018(2) 0.023(2) 0.0142(19) 0.0004(15) 0.0007(15) 0.0028(15) C32 0.020(2) 0.020(2) 0.016(2) -0.0002(15) 0.0016(16) 0.0021(16) C33 0.026(2) 0.030(2) 0.026(2) -0.0048(18) 0.0126(17) -0.0024(18) C34 0.026(2) 0.031(2) 0.030(2) -0.0011(18) 0.0126(18) -0.0064(18) C35 0.020(2) 0.022(2) 0.019(2) 0.0006(16) 0.0042(16) -0.0020(16) C36 0.018(2) 0.029(2) 0.023(2) -0.0002(17) 0.0017(16) -0.0064(16) C37 0.017(2) 0.021(2) 0.024(2) 0.0010(16) -0.0004(17) -0.0004(15) C38 0.020(2) 0.021(2) 0.025(2) -0.0055(17) 0.0009(17) 0.0007(16) C39 0.0152(19) 0.021(2) 0.0177(19) -0.0002(16) 0.0007(15) 0.0002(15) C40 0.020(2) 0.018(2) 0.024(2) -0.0054(16) 0.0049(17) 0.0017(16) C41 0.0166(19) 0.023(2) 0.018(2) 0.0024(16) 0.0042(15) 0.0025(15) C42 0.0153(18) 0.022(2) 0.0125(18) 0.0025(15) -0.0009(15) 0.0033(15) C43 0.0119(18) 0.023(2) 0.0145(18) 0.0004(16) -0.0003(15) 0.0016(15) C44 0.0157(19) 0.017(2) 0.0163(19) -0.0008(15) -0.0016(15) -0.0005(14) C45 0.023(2) 0.021(2) 0.022(2) -0.0010(16) 0.0068(17) -0.0045(16) C46 0.020(2) 0.040(2) 0.032(2) -0.0005(19) 0.0075(18) -0.0059(18) C47 0.034(2) 0.027(2) 0.024(2) 0.0043(17) 0.0100(18) -0.0001(18) C48 0.042(3) 0.030(2) 0.041(3) -0.0069(19) 0.023(2) -0.0150(19) C49 0.020(2) 0.024(2) 0.020(2) -0.0042(16) 0.0031(16) 0.0039(16) C50 0.038(2) 0.027(2) 0.029(2) -0.0070(18) 0.0094(19) 0.0068(19) C51 0.033(2) 0.037(2) 0.021(2) -0.0039(18) 0.0066(18) 0.0028(19) C52 0.028(2) 0.036(2) 0.035(2) -0.0090(19) 0.0061(19) 0.0082(18) C53 0.021(2) 0.021(2) 0.033(2) -0.0010(17) -0.0001(17) -0.0042(16) C54 0.051(3) 0.023(2) 0.056(3) 0.006(2) -0.010(2) -0.003(2) C55 0.072(3) 0.025(2) 0.037(3) -0.0051(19) -0.001(2) -0.016(2) C56 0.046(3) 0.028(3) 0.106(4) -0.008(3) 0.038(3) -0.014(2) 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' 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 C2 C1 C14 117.5(3) . . ? C2 C1 C17 118.9(3) . . ? C14 C1 C17 123.5(3) . . ? C1 C2 C3 125.5(3) . . ? C2 C3 C4 117.5(3) . . ? C2 C3 C21 118.8(3) . . ? C4 C3 C21 123.7(3) . . ? C3 C4 C15 118.9(3) . . ? C3 C4 C5 123.9(3) . . ? C15 C4 C5 117.2(3) . . ? C6 C5 C4 122.6(3) . . ? C5 C6 C7 121.4(3) . . ? C10 C11 C16 120.3(3) . . ? C10 C11 C12 122.0(3) . . ? C16 C11 C12 117.7(3) . . ? C14 C15 C16 119.3(3) . . ? C14 C15 C4 121.2(3) . . ? C16 C15 C4 119.5(3) . . ? C7 C16 C11 117.7(3) . . ? C7 C16 C15 120.9(3) . . ? C11 C16 C15 121.4(3) . . ? C8 C7 C16 120.0(3) . . ? C8 C7 C6 121.7(3) . . ? C16 C7 C6 118.3(3) . . ? C1 C14 C15 119.2(3) . . ? C1 C14 C13 123.6(3) . . ? C15 C14 C13 117.2(3) . . ? C9 C8 C7 122.5(3) . . ? C8 C9 C10 117.3(3) . . ? C8 C9 C25 122.8(3) . . ? C10 C9 C25 120.0(3) . . ? C11 C10 C9 122.4(3) . . ? C13 C12 C11 121.6(3) . . ? C12 C13 C14 122.8(3) . . ? C18 C17 C20 105.9(3) . . ? C18 C17 C19 105.9(4) . . ? C20 C17 C19 112.4(4) . . ? C18 C17 C1 111.9(3) . . ? C20 C17 C1 110.8(3) . . ? C19 C17 C1 109.9(3) . . ? C24 C21 C22 106.0(3) . . ? C24 C21 C3 110.2(3) . . ? C22 C21 C3 112.6(3) . . ? C24 C21 C23 111.8(3) . . ? C22 C21 C23 105.5(3) . . ? C3 C21 C23 110.6(3) . . ? C28 C25 C27 109.1(3) . . ? C28 C25 C26 108.8(3) . . ? C27 C25 C26 108.1(3) . . ? C28 C25 C9 111.3(3) . . ? C27 C25 C9 110.4(3) . . ? C26 C25 C9 109.1(3) . . ? C30 C29 C42 117.2(3) . . ? C30 C29 C45 118.9(3) . . ? C42 C29 C45 123.9(3) . . ? C29 C30 C31 125.5(3) . . ? C30 C31 C32 118.0(3) . . ? C30 C31 C49 119.0(3) . . ? C32 C31 C49 123.0(3) . . ? C31 C32 C43 118.5(3) . . ? C31 C32 C33 124.1(3) . . ? C43 C32 C33 117.4(3) . . ? C34 C33 C32 122.7(3) . . ? C33 C34 C35 121.4(3) . . ? C36 C35 C44 120.2(3) . . ? C36 C35 C34 121.6(3) . . ? C44 C35 C34 118.2(3) . . ? C35 C36 C37 122.5(3) . . ? C38 C37 C36 117.0(3) . . ? C38 C37 C53 120.6(3) . . ? C36 C37 C53 122.3(3) . . ? C37 C38 C39 122.5(3) . . ? C38 C39 C44 119.9(3) . . ? C38 C39 C40 121.9(3) . . ? C44 C39 C40 118.2(3) . . ? C41 C40 C39 121.4(3) . . ? C40 C41 C42 122.9(3) . . ? C29 C42 C43 119.3(3) . . ? C29 C42 C41 123.8(3) . . ? C43 C42 C41 116.9(3) . . ? C42 C43 C32 121.3(3) . . ? C42 C43 C44 119.7(3) . . ? C32 C43 C44 119.0(3) . . ? C35 C44 C39 117.8(3) . . ? C35 C44 C43 121.3(3) . . ? C39 C44 C43 120.9(3) . . ? C48 C45 C47 106.1(3) . . ? C48 C45 C46 105.2(3) . . ? C47 C45 C46 111.5(3) . . ? C48 C45 C29 112.0(3) . . ? C47 C45 C29 110.9(3) . . ? C46 C45 C29 111.0(3) . . ? C51 C49 C50 105.2(3) . . ? C51 C49 C52 112.6(3) . . ? C50 C49 C52 106.4(3) . . ? C51 C49 C31 110.1(3) . . ? C50 C49 C31 112.4(3) . . ? C52 C49 C31 110.1(3) . . ? C55 C53 C56 108.3(4) . . ? C55 C53 C54 108.6(3) . . ? C56 C53 C54 108.0(4) . . ? C55 C53 C37 111.0(3) . . ? C56 C53 C37 111.9(3) . . ? C54 C53 C37 108.9(3) . . ? 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 C1 C2 1.394(5) . ? C1 C14 1.413(5) . ? C1 C17 1.540(5) . ? C2 C3 1.396(5) . ? C3 C4 1.415(5) . ? C3 C21 1.542(5) . ? C4 C15 1.436(5) . ? C4 C5 1.438(5) . ? C5 C6 1.353(5) . ? C6 C7 1.421(5) . ? C11 C10 1.393(5) . ? C11 C16 1.420(5) . ? C11 C12 1.427(5) . ? C15 C14 1.429(5) . ? C15 C16 1.434(4) . ? C16 C7 1.415(5) . ? C7 C8 1.403(5) . ? C14 C13 1.448(5) . ? C8 C9 1.388(5) . ? C9 C10 1.394(5) . ? C9 C25 1.535(5) . ? C12 C13 1.342(5) . ? C17 C18 1.528(5) . ? C17 C20 1.528(6) . ? C17 C19 1.534(6) . ? C21 C24 1.540(5) . ? C21 C22 1.541(5) . ? C21 C23 1.543(5) . ? C25 C28 1.526(6) . ? C25 C27 1.533(6) . ? C25 C26 1.535(5) . ? C29 C30 1.393(5) . ? C29 C42 1.418(5) . ? C29 C45 1.547(5) . ? C30 C31 1.397(5) . ? C31 C32 1.417(5) . ? C31 C49 1.545(5) . ? C32 C43 1.436(5) . ? C32 C33 1.439(5) . ? C33 C34 1.349(5) . ? C34 C35 1.423(5) . ? C35 C36 1.393(5) . ? C35 C44 1.413(5) . ? C36 C37 1.397(5) . ? C37 C38 1.388(5) . ? C37 C53 1.537(5) . ? C38 C39 1.404(5) . ? C39 C44 1.417(5) . ? C39 C40 1.425(5) . ? C40 C41 1.348(5) . ? C41 C42 1.442(5) . ? C42 C43 1.435(5) . ? C43 C44 1.437(5) . ? C45 C48 1.534(5) . ? C45 C47 1.535(5) . ? C45 C46 1.540(5) . ? C49 C51 1.543(5) . ? C49 C50 1.543(5) . ? C49 C52 1.544(5) . ? C53 C55 1.523(6) . ? C53 C56 1.525(6) . ? C53 C54 1.527(5) . ? 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 C14 C1 C2 C3 1.7(5) . . . . ? C17 C1 C2 C3 -177.2(3) . . . . ? C1 C2 C3 C4 1.0(5) . . . . ? C1 C2 C3 C21 -179.1(3) . . . . ? C2 C3 C4 C15 -2.5(5) . . . . ? C21 C3 C4 C15 177.6(3) . . . . ? C2 C3 C4 C5 176.9(3) . . . . ? C21 C3 C4 C5 -3.0(5) . . . . ? C3 C4 C5 C6 178.7(3) . . . . ? C15 C4 C5 C6 -1.9(5) . . . . ? C4 C5 C6 C7 0.4(5) . . . . ? C3 C4 C15 C14 1.4(5) . . . . ? C5 C4 C15 C14 -178.1(3) . . . . ? C3 C4 C15 C16 -178.8(3) . . . . ? C5 C4 C15 C16 1.7(4) . . . . ? C10 C11 C16 C7 0.4(5) . . . . ? C12 C11 C16 C7 180.0(3) . . . . ? C10 C11 C16 C15 -178.4(3) . . . . ? C12 C11 C16 C15 1.2(5) . . . . ? C14 C15 C16 C7 179.6(3) . . . . ? C4 C15 C16 C7 -0.2(4) . . . . ? C14 C15 C16 C11 -1.7(5) . . . . ? C4 C15 C16 C11 178.5(3) . . . . ? C11 C16 C7 C8 -0.7(5) . . . . ? C15 C16 C7 C8 178.0(3) . . . . ? C11 C16 C7 C6 180.0(3) . . . . ? C15 C16 C7 C6 -1.3(5) . . . . ? C5 C6 C7 C8 -178.1(3) . . . . ? C5 C6 C7 C16 1.2(5) . . . . ? C2 C1 C14 C15 -2.8(5) . . . . ? C17 C1 C14 C15 176.0(3) . . . . ? C2 C1 C14 C13 177.5(3) . . . . ? C17 C1 C14 C13 -3.6(5) . . . . ? C16 C15 C14 C1 -178.4(3) . . . . ? C4 C15 C14 C1 1.4(5) . . . . ? C16 C15 C14 C13 1.2(4) . . . . ? C4 C15 C14 C13 -179.0(3) . . . . ? C16 C7 C8 C9 0.6(5) . . . . ? C6 C7 C8 C9 180.0(3) . . . . ? C7 C8 C9 C10 -0.2(5) . . . . ? C7 C8 C9 C25 -178.3(3) . . . . ? C16 C11 C10 C9 0.1(5) . . . . ? C12 C11 C10 C9 -179.5(3) . . . . ? C8 C9 C10 C11 -0.2(5) . . . . ? C25 C9 C10 C11 178.0(3) . . . . ? C10 C11 C12 C13 179.3(3) . . . . ? C16 C11 C12 C13 -0.3(5) . . . . ? C11 C12 C13 C14 -0.1(6) . . . . ? C1 C14 C13 C12 179.3(3) . . . . ? C15 C14 C13 C12 -0.4(5) . . . . ? C2 C1 C17 C18 1.1(5) . . . . ? C14 C1 C17 C18 -177.8(4) . . . . ? C2 C1 C17 C20 -116.8(4) . . . . ? C14 C1 C17 C20 64.3(5) . . . . ? C2 C1 C17 C19 118.4(4) . . . . ? C14 C1 C17 C19 -60.5(5) . . . . ? C2 C3 C21 C24 -113.9(4) . . . . ? C4 C3 C21 C24 65.9(4) . . . . ? C2 C3 C21 C22 4.2(5) . . . . ? C4 C3 C21 C22 -176.0(3) . . . . ? C2 C3 C21 C23 122.0(3) . . . . ? C4 C3 C21 C23 -58.2(4) . . . . ? C8 C9 C25 C28 0.5(5) . . . . ? C10 C9 C25 C28 -177.6(3) . . . . ? C8 C9 C25 C27 -120.8(4) . . . . ? C10 C9 C25 C27 61.1(4) . . . . ? C8 C9 C25 C26 120.6(4) . . . . ? C10 C9 C25 C26 -57.5(4) . . . . ? C42 C29 C30 C31 -2.8(5) . . . . ? C45 C29 C30 C31 176.9(3) . . . . ? C29 C30 C31 C32 -0.4(5) . . . . ? C29 C30 C31 C49 -179.9(3) . . . . ? C30 C31 C32 C43 2.3(5) . . . . ? C49 C31 C32 C43 -178.2(3) . . . . ? C30 C31 C32 C33 -177.8(3) . . . . ? C49 C31 C32 C33 1.7(5) . . . . ? C31 C32 C33 C34 179.9(4) . . . . ? C43 C32 C33 C34 -0.2(5) . . . . ? C32 C33 C34 C35 0.6(6) . . . . ? C33 C34 C35 C36 -179.3(4) . . . . ? C33 C34 C35 C44 0.2(5) . . . . ? C44 C35 C36 C37 1.0(5) . . . . ? C34 C35 C36 C37 -179.5(4) . . . . ? C35 C36 C37 C38 -0.1(5) . . . . ? C35 C36 C37 C53 -177.1(3) . . . . ? C36 C37 C38 C39 -0.3(5) . . . . ? C53 C37 C38 C39 176.8(3) . . . . ? C37 C38 C39 C44 -0.2(5) . . . . ? C37 C38 C39 C40 -179.3(3) . . . . ? C38 C39 C40 C41 177.5(3) . . . . ? C44 C39 C40 C41 -1.6(5) . . . . ? C39 C40 C41 C42 0.6(5) . . . . ? C30 C29 C42 C43 4.1(5) . . . . ? C45 C29 C42 C43 -175.6(3) . . . . ? C30 C29 C42 C41 -175.9(3) . . . . ? C45 C29 C42 C41 4.3(5) . . . . ? C40 C41 C42 C29 -178.6(3) . . . . ? C40 C41 C42 C43 1.3(5) . . . . ? C29 C42 C43 C32 -2.4(5) . . . . ? C41 C42 C43 C32 177.6(3) . . . . ? C29 C42 C43 C44 177.7(3) . . . . ? C41 C42 C43 C44 -2.2(4) . . . . ? C31 C32 C43 C42 -0.9(5) . . . . ? C33 C32 C43 C42 179.1(3) . . . . ? C31 C32 C43 C44 178.9(3) . . . . ? C33 C32 C43 C44 -1.0(5) . . . . ? C36 C35 C44 C39 -1.5(5) . . . . ? C34 C35 C44 C39 179.0(3) . . . . ? C36 C35 C44 C43 178.1(3) . . . . ? C34 C35 C44 C43 -1.5(5) . . . . ? C38 C39 C44 C35 1.1(5) . . . . ? C40 C39 C44 C35 -179.8(3) . . . . ? C38 C39 C44 C43 -178.5(3) . . . . ? C40 C39 C44 C43 0.6(5) . . . . ? C42 C43 C44 C35 -178.3(3) . . . . ? C32 C43 C44 C35 1.9(5) . . . . ? C42 C43 C44 C39 1.3(5) . . . . ? C32 C43 C44 C39 -178.6(3) . . . . ? C30 C29 C45 C48 -4.9(4) . . . . ? C42 C29 C45 C48 174.9(3) . . . . ? C30 C29 C45 C47 113.4(4) . . . . ? C42 C29 C45 C47 -66.9(4) . . . . ? C30 C29 C45 C46 -122.1(3) . . . . ? C42 C29 C45 C46 57.7(4) . . . . ? C30 C31 C49 C51 115.8(3) . . . . ? C32 C31 C49 C51 -63.7(4) . . . . ? C30 C31 C49 C50 -1.1(4) . . . . ? C32 C31 C49 C50 179.4(3) . . . . ? C30 C31 C49 C52 -119.6(4) . . . . ? C32 C31 C49 C52 61.0(4) . . . . ? C38 C37 C53 C55 40.1(5) . . . . ? C36 C37 C53 C55 -143.0(4) . . . . ? C38 C37 C53 C56 161.2(4) . . . . ? C36 C37 C53 C56 -21.8(5) . . . . ? C38 C37 C53 C54 -79.5(4) . . . . ? C36 C37 C53 C54 97.5(4) . . . . ?