# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry # This journal is © The Royal Society of Chemistry 2013 ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_20121218 #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C50 H36 B2 F12 N4' _chemical_formula_moiety 'C50 H36 B2 F12 N4' _chemical_formula_weight 942.46 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/m 1' _symmetry_space_group_name_Hall '-P 2yb' _symmetry_Int_Tables_number 11 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,-Z 3 -X,-Y,-Z 4 +X,1/2-Y,+Z #------------------------------------------------------------------------------ _cell_length_a 9.1240(5) _cell_length_b 23.4937(12) _cell_length_c 12.0150(7) _cell_angle_alpha 90.0000 _cell_angle_beta 102.275(8) _cell_angle_gamma 90.0000 _cell_volume 2516.6(3) _cell_formula_units_Z 2 _cell_measurement_reflns_used 15536 _cell_measurement_theta_min 3.77 _cell_measurement_theta_max 68.03 _cell_measurement_temperature 100 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour violet _exptl_crystal_size_max 0.240 _exptl_crystal_size_mid 0.130 _exptl_crystal_size_min 0.080 _exptl_crystal_density_diffrn 1.244 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 964.00 _exptl_absorpt_coefficient_mu 0.896 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)' _exptl_absorpt_correction_T_min 0.699 _exptl_absorpt_correction_T_max 0.931 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 100 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54187 _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_reflns_number 29527 _diffrn_reflns_av_R_equivalents 0.0424 _diffrn_reflns_av_sigmaI/netI 0.0265 _diffrn_reflns_theta_max 68.23 _diffrn_reflns_theta_full 68.23 _diffrn_measured_fraction_theta_max 0.997 _diffrn_measured_fraction_theta_full 0.997 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -27 _diffrn_reflns_limit_k_max 27 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. There were strong electron peaks due to solvent molecules near the mirror plane. We failed to model them. Therefore, the rest bisBODIPY molecule was refined without the effect of these unknown molecules by the Platon Squeeze technique. ; _reflns_number_total 4710 _reflns_number_gt 3315 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_all 0.0828 _refine_ls_R_factor_gt 0.0692 _refine_ls_wR_factor_ref 0.1972 _refine_ls_wR_factor_gt 0.1878 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.002 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_number_restraints 505 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 4706 _refine_ls_number_parameters 404 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0880P)^2^+0.9616P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_diff_density_max 0.330 _refine_diff_density_min -0.280 _refine_ls_extinction_method none loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.111 0.250 0.124 234 73 ' ' 2 0.128 0.750 0.875 234 73 ' ' _platon_squeeze_details ; ; loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; N N 0.0311 0.0180 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; B B 0.0090 0.0039 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; F F 0.0727 0.0534 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; _iucr_refine_instructions_details ; TITL 20121218 CELL 1.54187 9.12397 23.49375 12.01499 90.000 102.275 90.000 ZERR 2 0.00048 0.00119 0.00062 0.000 0.007 0.000 LATT 1 SYMM -X, .50+Y, -Z SFAC C H N B F O CL UNIT 100 72 8 4 24 2 2 SHEL 99999.000000 0.000000 L.S. 5 FMAP 2 PLAN -25 WPDB -2 HTAB TEMP -173.0 ACTA BOND $H CONF OMIT -2 0 1 OMIT 0 2 4 OMIT 1 1 3 OMIT 0 5 1 SIZE 0.240 0.130 0.080 WGHT 0.088000 0.961600 FVAR 9.52329 0.55813 F1 5 0.256001 -0.105915 0.311409 11.00000 0.18374 0.07481 = 0.13313 -0.02586 0.07082 -0.01244 F2 5 0.409040 -0.087056 0.142412 11.00000 0.21394 0.09940 = 0.12559 -0.03656 0.08588 0.00671 F3 5 0.543022 0.013253 0.125484 11.00000 0.20790 0.12010 = 0.10819 -0.01898 0.09845 0.00386 F4 5 0.541268 0.096924 0.280111 11.00000 0.15802 0.09861 = 0.10297 -0.01441 0.08376 -0.01691 F5 5 0.049210 0.084677 0.565950 11.00000 0.10038 0.19552 = 0.15564 -0.09096 0.06799 -0.04460 F6 5 0.197488 0.025885 0.696120 11.00000 0.25354 0.11769 = 0.12332 -0.04651 0.12543 -0.10039 N1 3 0.269176 0.043376 0.520255 11.00000 0.10492 0.07670 = 0.08488 -0.01277 0.04786 -0.01771 N2 3 0.289419 0.120388 0.666432 11.00000 0.09789 0.07780 = 0.07991 -0.00902 0.05125 -0.01729 C1 1 0.322778 -0.055455 0.302800 11.00000 0.15108 0.07259 = 0.09944 -0.01538 0.05364 0.00010 C2 1 0.401147 -0.046349 0.219680 11.00000 0.15890 0.08179 = 0.09935 -0.02269 0.05401 0.01310 C3 1 0.472396 0.005382 0.211784 11.00000 0.15456 0.09501 = 0.08789 -0.00943 0.06651 0.00751 C4 1 0.469177 0.047574 0.288507 11.00000 0.13093 0.08045 = 0.09141 -0.00910 0.06042 -0.00581 C5 1 0.390501 0.039835 0.374268 11.00000 0.11176 0.07687 = 0.08404 -0.00908 0.04882 -0.00045 C6 1 0.314511 -0.012331 0.380064 11.00000 0.11817 0.07095 = 0.09329 -0.01100 0.04695 -0.00254 C7 1 0.241337 -0.007624 0.472540 11.00000 0.10765 0.07518 = 0.09045 -0.01267 0.04302 -0.01491 AFIX 43 H7 2 0.181776 -0.036382 0.496637 11.00000 -1.20000 AFIX 0 C8 1 0.360651 0.075149 0.463944 11.00000 0.09969 0.08181 = 0.07604 -0.00949 0.04427 -0.01147 C9 1 0.411568 0.127794 0.504948 11.00000 0.09074 0.07819 = 0.07710 -0.00576 0.04406 -0.00906 AFIX 43 H9 2 0.470354 0.149644 0.464204 11.00000 -1.20000 AFIX 0 C10 1 0.379593 0.149795 0.603776 11.00000 0.08626 0.07301 = 0.07332 -0.00578 0.04326 -0.01057 C11 1 0.431049 0.199690 0.665359 11.00000 0.08146 0.06479 = 0.07111 -0.00265 0.03602 -0.00342 C12 1 0.527754 0.250000 0.651334 10.50000 0.08293 0.06232 = 0.07360 0.00000 0.04008 0.00000 AFIX 13 H12 2 0.563124 0.250000 0.578062 10.50000 -1.20000 AFIX 0 C13 1 0.657578 0.250000 0.759861 10.50000 0.08228 0.05659 = 0.08395 0.00000 0.02876 0.00000 AFIX 23 H13A 2 0.721093 0.215897 0.759100 10.50000 -1.20000 H13B 2 0.721094 0.284103 0.759100 10.50000 -1.20000 AFIX 0 C14 1 0.594017 0.250000 0.869833 10.50000 0.09254 0.06413 = 0.07375 0.00000 0.02398 0.00000 AFIX 23 H14A 2 0.630569 0.284099 0.915833 10.50000 -1.20000 H14B 2 0.630569 0.215901 0.915833 10.50000 -1.20000 AFIX 0 C15 1 0.418456 0.250000 0.840502 10.50000 0.09472 0.06630 = 0.06569 0.00000 0.03718 0.00000 AFIX 13 H15 2 0.372419 0.250000 0.908965 10.50000 -1.20000 AFIX 0 C16 1 0.375601 0.199188 0.763709 11.00000 0.08792 0.06704 = 0.06857 -0.00162 0.03630 -0.00505 C17 1 0.286628 0.150685 0.762921 11.00000 0.09119 0.07258 = 0.07432 -0.00581 0.04166 -0.00873 PART 1 DELU 0.02 C18 > C27A ISOR 0.1 0.2 C18 > C27A SIMU 0.04 0.08 C18 > C27A SADI 0.02 C17 C18 C17 C18A DFIX 1.50 0.02 C21 C24 C21 C24A DFIX 1.54 0.02 C24 C25 C24 C26 C24 C27 C24A C25A C24A C26A C24A C27A DANG 2.49 0.04 C25 C26 C26 C27 C27 C25 C25A C26A C26A C27A C27A C25A DANG 2.47 0.04 C21 C25 C21 C26 C21 C27 C21A C25A C21A C26A C21A C27A FLAT 0.1 C18 > C24 FLAT 0.1 C18A > C24A SAME C18A > C23A SAME C18 C23 < C19 C18 1 0.205726 0.132173 0.850437 21.00000 0.08945 0.06496 = 0.07228 -0.00573 0.04153 -0.00320 C19 1 0.052222 0.126078 0.826357 21.00000 0.08188 0.08462 = 0.06641 0.01159 0.03024 -0.00157 AFIX 43 H19 2 -0.002084 0.128016 0.749666 21.00000 -1.20000 AFIX 0 C20 1 -0.023825 0.117114 0.913372 21.00000 0.07523 0.09192 = 0.07186 0.01147 0.02881 -0.00188 AFIX 43 H20 2 -0.129937 0.113521 0.894570 21.00000 -1.20000 AFIX 0 C21 1 0.050228 0.113171 1.027972 21.00000 0.08754 0.09182 = 0.07325 0.02064 0.03680 0.00214 C22 1 0.205967 0.121816 1.048604 21.00000 0.08775 0.08961 = 0.06798 0.01681 0.02641 -0.00085 AFIX 43 H22 2 0.261596 0.121221 1.125013 21.00000 -1.20000 AFIX 0 C23 1 0.281592 0.131186 0.961684 21.00000 0.08361 0.08128 = 0.08106 0.00282 0.03689 0.00147 AFIX 43 H23 2 0.387046 0.136974 0.979504 21.00000 -1.20000 AFIX 0 C24 1 -0.041899 0.101294 1.120386 21.00000 0.09058 0.17661 = 0.09205 0.04084 0.04560 0.01439 C25 1 -0.119273 0.043263 1.091501 21.00000 0.14571 0.16647 = 0.23669 0.11341 0.10739 0.02067 AFIX 33 H25A 2 -0.178551 0.034036 1.148207 21.00000 -1.50000 H25B 2 -0.043097 0.013785 1.092161 21.00000 -1.50000 H25C 2 -0.185390 0.045054 1.015760 21.00000 -1.50000 AFIX 0 C26 1 -0.161893 0.149499 1.121285 21.00000 0.12832 0.13178 = 0.08432 0.01444 0.05396 -0.00444 AFIX 33 H26A 2 -0.220663 0.140464 1.178422 21.00000 -1.50000 H26B 2 -0.228831 0.151960 1.045960 21.00000 -1.50000 H26C 2 -0.110762 0.186033 1.140032 21.00000 -1.50000 AFIX 0 C27 1 0.061510 0.090963 1.232749 21.00000 0.12814 0.36881 = 0.08496 0.07595 0.04709 0.02620 AFIX 33 H27A 2 0.002677 0.082035 1.289901 21.00000 -1.50000 H27B 2 0.121818 0.125142 1.256030 21.00000 -1.50000 H27C 2 0.127896 0.058931 1.226054 21.00000 -1.50000 AFIX 0 PART 2 SAME C18A C23A < C19A C18A 1 0.196228 0.140972 0.851948 -21.00000 0.10948 0.06776 = 0.07284 -0.00490 0.04245 -0.02526 C19A 1 0.206427 0.090087 0.911219 -21.00000 0.18018 0.07236 = 0.11900 -0.01871 0.10350 -0.03279 AFIX 43 H19A 2 0.266705 0.060318 0.891575 -21.00000 -1.20000 AFIX 0 C20A 1 0.131453 0.081507 0.997918 -21.00000 0.18042 0.08934 = 0.09862 -0.01117 0.08801 -0.04175 AFIX 43 H20A 2 0.142731 0.046375 1.037982 -21.00000 -1.20000 AFIX 0 C21A 1 0.040669 0.122977 1.027285 -21.00000 0.09721 0.11473 = 0.07086 0.01098 0.03764 -0.01406 C22A 1 0.028969 0.174253 0.969215 -21.00000 0.10322 0.15155 = 0.08494 0.02476 0.04614 0.02089 AFIX 43 H22A 2 -0.031995 0.203717 0.989138 -21.00000 -1.20000 AFIX 0 C23A 1 0.105054 0.183149 0.882391 -21.00000 0.11225 0.11764 = 0.07770 0.01320 0.05090 0.00109 AFIX 43 H23A 2 0.094824 0.218510 0.843144 -21.00000 -1.20000 AFIX 0 C24A 1 -0.027158 0.112958 1.129307 -21.00000 0.09179 0.17606 = 0.07682 0.03353 0.03399 -0.02041 C25A 1 0.037339 0.154347 1.222493 -21.00000 0.25097 0.11506 = 0.10371 -0.02368 0.12407 -0.04406 AFIX 33 H25D 2 -0.008170 0.147824 1.288288 -21.00000 -1.50000 H25E 2 0.016102 0.193343 1.194767 -21.00000 -1.50000 H25F 2 0.146081 0.148825 1.245100 -21.00000 -1.50000 AFIX 0 C26A 1 0.004078 0.054633 1.179976 -21.00000 0.18989 0.15942 = 0.07820 0.03939 0.03789 -0.06848 AFIX 33 H26D 2 -0.041828 0.050944 1.246324 -21.00000 -1.50000 H26E 2 0.112690 0.049013 1.203589 -21.00000 -1.50000 H26F 2 -0.038246 0.025885 1.123076 -21.00000 -1.50000 AFIX 0 C27A 1 -0.197888 0.104800 1.088671 -21.00000 0.10367 0.23611 = 0.09217 0.03584 0.05613 0.00918 AFIX 33 H27D 2 -0.243401 0.099299 1.154784 -21.00000 -1.50000 H27E 2 -0.217444 0.071322 1.039070 -21.00000 -1.50000 H27F 2 -0.241312 0.138595 1.046335 -21.00000 -1.50000 AFIX 0 PART 0 B1 4 0.195648 0.067480 0.616961 11.00000 0.11642 0.10765 = 0.09750 -0.03005 0.06459 -0.03921 HKLF 4 REM 20121218 REM R1 = 0.0692 for 3315 Fo > 4sig(Fo) and 0.0828 for all 4706 data REM 404 parameters refined using 505 restraints END WGHT 0.1140 0.4430 REM Highest difference peak 0.335, deepest hole -0.279, 1-sigma level 0.042 Q1 1 -0.0623 0.1781 1.1631 11.00000 0.05 0.33 Q2 1 0.3086 -0.0694 0.0949 11.00000 0.05 0.26 Q3 1 0.0944 0.1613 1.2385 11.00000 0.05 0.24 Q4 1 -0.0670 0.0679 1.1557 11.00000 0.05 0.23 Q5 1 0.0960 0.0686 0.6258 11.00000 0.05 0.21 Q6 1 0.3001 0.0213 0.7559 11.00000 0.05 0.20 Q7 1 0.0535 0.0790 1.2180 11.00000 0.05 0.19 Q8 1 -0.1654 0.1975 1.1021 11.00000 0.05 0.19 Q9 1 0.4386 0.0290 0.0826 11.00000 0.05 0.18 Q10 1 0.1669 -0.0878 0.2648 11.00000 0.05 0.18 Q11 1 0.0358 0.0997 0.5478 11.00000 0.05 0.16 Q12 1 0.1883 0.0901 0.6223 11.00000 0.05 0.16 Q13 1 0.3235 -0.0296 0.1815 11.00000 0.05 0.16 Q14 1 -0.0256 0.1265 1.1560 11.00000 0.05 0.16 Q15 1 0.3237 0.1361 0.6327 11.00000 0.05 0.15 Q16 1 0.3745 0.1120 0.7197 11.00000 0.05 0.14 Q17 1 0.2999 0.0177 0.3379 11.00000 0.05 0.14 Q18 1 0.4956 0.2711 0.6631 11.00000 0.05 0.14 Q19 1 0.0153 0.2500 0.9107 10.50000 0.05 0.14 Q20 1 0.4431 0.2259 0.6291 11.00000 0.05 0.14 Q21 1 0.1627 0.0376 0.6807 11.00000 0.05 0.13 Q22 1 0.3884 0.0207 0.1753 11.00000 0.05 0.13 Q23 1 0.2596 0.0571 0.6805 11.00000 0.05 0.13 Q24 1 0.1028 0.2500 0.8327 10.50000 0.05 0.13 Q25 1 0.4698 0.2268 0.8247 11.00000 0.05 0.12 ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group F1 F 0.2560(3) -0.10592(8) 0.31141(18) 0.1251(7) Uani 1 1 d . . . F2 F 0.4090(3) -0.08706(9) 0.14241(18) 0.1389(8) Uani 1 1 d . . . F3 F 0.5430(3) 0.01325(9) 0.12548(17) 0.1358(8) Uani 1 1 d . . . F4 F 0.5413(2) 0.09692(8) 0.28011(15) 0.1116(6) Uani 1 1 d . . . F5 F 0.0492(2) 0.08468(11) 0.5660(2) 0.1445(10) Uani 1 1 d . A . F6 F 0.1975(3) 0.02589(9) 0.69612(17) 0.1522(11) Uani 1 1 d . A . N1 N 0.2692(3) 0.04338(9) 0.52025(19) 0.0847(7) Uani 1 1 d . A . N2 N 0.2894(2) 0.12039(9) 0.66643(18) 0.0804(6) Uani 1 1 d . A . C1 C 0.3228(4) -0.05545(13) 0.3028(3) 0.1037(10) Uani 1 1 d . . . C2 C 0.4011(4) -0.04635(14) 0.2197(3) 0.1094(11) Uani 1 1 d . . . C3 C 0.4724(4) 0.00538(15) 0.2118(3) 0.1064(10) Uani 1 1 d . . . C4 C 0.4692(4) 0.04757(13) 0.2885(3) 0.0955(9) Uani 1 1 d . . . C5 C 0.3905(3) 0.03983(12) 0.3743(2) 0.0867(8) Uani 1 1 d . . . C6 C 0.3145(4) -0.01233(12) 0.3801(3) 0.0905(8) Uani 1 1 d . . . C7 C 0.2413(3) -0.00762(12) 0.4725(2) 0.0878(8) Uani 1 1 d . . . H7 H 0.1818 -0.0364 0.4966 0.105 Uiso 1 1 calc R . . C8 C 0.3607(3) 0.07515(12) 0.4639(2) 0.0820(7) Uani 1 1 d . . . C9 C 0.4116(3) 0.12779(11) 0.5049(2) 0.0781(7) Uani 1 1 d . . . H9 H 0.4704 0.1496 0.4642 0.094 Uiso 1 1 calc R . . C10 C 0.3796(3) 0.14980(11) 0.6038(2) 0.0736(7) Uani 1 1 d . . . C11 C 0.4310(3) 0.19969(10) 0.6654(2) 0.0695(6) Uani 1 1 d . . . C12 C 0.5278(4) 0.2500 0.6513(3) 0.0695(9) Uani 1 2 d S . . H12 H 0.5631 0.2500 0.5781 0.083 Uiso 1 2 calc SR . . C13 C 0.6576(4) 0.2500 0.7599(3) 0.0726(9) Uani 1 2 d S . . H13A H 0.7211 0.2159 0.7591 0.087 Uiso 0.50 1 calc PR . . H13B H 0.7211 0.2841 0.7591 0.087 Uiso 0.50 1 calc PR . . C14 C 0.5940(4) 0.2500 0.8698(3) 0.0759(9) Uani 1 2 d S . . H14A H 0.6306 0.2841 0.9158 0.091 Uiso 0.50 1 calc PR . . H14B H 0.6306 0.2159 0.9158 0.091 Uiso 0.50 1 calc PR . . C15 C 0.4185(4) 0.2500 0.8405(3) 0.0726(9) Uani 1 2 d S . . H15 H 0.3724 0.2500 0.9090 0.087 Uiso 1 2 calc SR . . C16 C 0.3756(3) 0.19919(10) 0.7637(2) 0.0716(6) Uani 1 1 d . A . C17 C 0.2866(3) 0.15068(11) 0.7629(2) 0.0758(7) Uani 1 1 d D . . C18 C 0.2057(10) 0.1322(4) 0.8504(8) 0.072(3) Uani 0.558(4) 1 d PDU A 1 C19 C 0.0522(5) 0.1261(2) 0.8264(4) 0.0755(13) Uani 0.558(4) 1 d PDU A 1 H19 H -0.0021 0.1280 0.7497 0.091 Uiso 0.558(4) 1 calc PR A 1 C20 C -0.0238(5) 0.1171(2) 0.9134(4) 0.0777(13) Uani 0.558(4) 1 d PDU A 1 H20 H -0.1299 0.1135 0.8946 0.093 Uiso 0.558(4) 1 calc PR A 1 C21 C 0.0502(11) 0.1132(5) 1.0280(8) 0.081(3) Uani 0.558(4) 1 d PDU A 1 C22 C 0.2060(5) 0.1218(2) 1.0486(4) 0.0803(14) Uani 0.558(4) 1 d PDU A 1 H22 H 0.2616 0.1212 1.1250 0.096 Uiso 0.558(4) 1 calc PR A 1 C23 C 0.2816(6) 0.1312(2) 0.9617(4) 0.0791(13) Uani 0.558(4) 1 d PDU A 1 H23 H 0.3870 0.1370 0.9795 0.095 Uiso 0.558(4) 1 calc PR A 1 C24 C -0.0419(13) 0.1013(6) 1.1204(10) 0.116(4) Uani 0.558(4) 1 d PDU A 1 C25 C -0.1193(11) 0.0433(4) 1.0915(10) 0.173(4) Uani 0.558(4) 1 d PDU A 1 H25A H -0.1786 0.0340 1.1482 0.260 Uiso 0.558(4) 1 calc PR A 1 H25B H -0.0431 0.0138 1.0922 0.260 Uiso 0.558(4) 1 calc PR A 1 H25C H -0.1854 0.0451 1.0158 0.260 Uiso 0.558(4) 1 calc PR A 1 C26 C -0.1619(9) 0.1495(3) 1.1213(6) 0.110(2) Uani 0.558(4) 1 d PDU A 1 H26A H -0.2207 0.1405 1.1784 0.165 Uiso 0.558(4) 1 calc PR A 1 H26B H -0.2288 0.1520 1.0460 0.165 Uiso 0.558(4) 1 calc PR A 1 H26C H -0.1108 0.1860 1.1400 0.165 Uiso 0.558(4) 1 calc PR A 1 C27 C 0.0615(10) 0.0910(7) 1.2327(7) 0.190(6) Uani 0.558(4) 1 d PDU A 1 H27A H 0.0027 0.0820 1.2899 0.286 Uiso 0.558(4) 1 calc PR A 1 H27B H 0.1218 0.1251 1.2560 0.286 Uiso 0.558(4) 1 calc PR A 1 H27C H 0.1279 0.0589 1.2261 0.286 Uiso 0.558(4) 1 calc PR A 1 C18A C 0.1962(14) 0.1410(5) 0.8519(10) 0.080(4) Uani 0.442(4) 1 d PDU A 2 C19A C 0.2064(9) 0.0901(3) 0.9112(6) 0.113(3) Uani 0.442(4) 1 d PDU A 2 H19A H 0.2667 0.0603 0.8916 0.136 Uiso 0.442(4) 1 calc PR A 2 C20A C 0.1315(10) 0.0815(3) 0.9979(6) 0.114(3) Uani 0.442(4) 1 d PDU A 2 H20A H 0.1427 0.0464 1.0380 0.137 Uiso 0.442(4) 1 calc PR A 2 C21A C 0.0407(16) 0.1230(6) 1.0273(11) 0.091(4) Uani 0.442(4) 1 d PDU A 2 C22A C 0.0290(8) 0.1743(4) 0.9692(6) 0.109(3) Uani 0.442(4) 1 d PDU A 2 H22A H -0.0320 0.2037 0.9891 0.131 Uiso 0.442(4) 1 calc PR A 2 C23A C 0.1051(8) 0.1831(3) 0.8824(5) 0.098(2) Uani 0.442(4) 1 d PDU A 2 H23A H 0.0948 0.2185 0.8431 0.118 Uiso 0.442(4) 1 calc PR A 2 C24A C -0.0272(17) 0.1130(7) 1.1293(12) 0.113(5) Uani 0.442(4) 1 d PDU A 2 C25A C 0.0373(14) 0.1543(4) 1.2225(7) 0.144(4) Uani 0.442(4) 1 d PDU A 2 H25D H -0.0082 0.1478 1.2883 0.216 Uiso 0.442(4) 1 calc PR A 2 H25E H 0.0161 0.1933 1.1948 0.216 Uiso 0.442(4) 1 calc PR A 2 H25F H 0.1461 0.1488 1.2451 0.216 Uiso 0.442(4) 1 calc PR A 2 C26A C 0.0041(16) 0.0546(5) 1.1800(9) 0.141(4) Uani 0.442(4) 1 d PDU A 2 H26D H -0.0418 0.0509 1.2463 0.212 Uiso 0.442(4) 1 calc PR A 2 H26E H 0.1127 0.0490 1.2036 0.212 Uiso 0.442(4) 1 calc PR A 2 H26F H -0.0382 0.0259 1.1231 0.212 Uiso 0.442(4) 1 calc PR A 2 C27A C -0.1979(10) 0.1048(7) 1.0887(8) 0.139(4) Uani 0.442(4) 1 d PDU A 2 H27D H -0.2434 0.0993 1.1548 0.208 Uiso 0.442(4) 1 calc PR A 2 H27E H -0.2174 0.0713 1.0391 0.208 Uiso 0.442(4) 1 calc PR A 2 H27F H -0.2413 0.1386 1.0463 0.208 Uiso 0.442(4) 1 calc PR A 2 B1 B 0.1956(5) 0.06748(18) 0.6170(3) 0.1010(12) Uani 1 1 d . . . 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 0.1837(19) 0.0748(11) 0.1331(15) -0.0259(10) 0.0708(14) -0.0124(11) F2 0.214(2) 0.0994(13) 0.1256(15) -0.0366(11) 0.0859(16) 0.0067(14) F3 0.208(2) 0.1201(15) 0.1082(13) -0.0190(11) 0.0984(14) 0.0039(14) F4 0.1580(16) 0.0986(12) 0.1030(12) -0.0144(9) 0.0838(12) -0.0169(11) F5 0.1004(14) 0.196(2) 0.1556(19) -0.0910(17) 0.0680(13) -0.0446(14) F6 0.254(3) 0.1177(15) 0.1233(15) -0.0465(12) 0.1254(17) -0.1004(17) N1 0.1049(16) 0.0767(14) 0.0849(14) -0.0128(11) 0.0479(13) -0.0177(12) N2 0.0979(15) 0.0778(13) 0.0799(13) -0.0090(11) 0.0513(12) -0.0173(11) C1 0.151(3) 0.0726(18) 0.099(2) -0.0154(16) 0.054(2) 0.0001(18) C2 0.159(3) 0.082(2) 0.099(2) -0.0227(17) 0.054(2) 0.013(2) C3 0.155(3) 0.095(2) 0.088(2) -0.0094(17) 0.067(2) 0.008(2) C4 0.131(2) 0.0804(18) 0.0914(19) -0.0091(15) 0.0604(18) -0.0058(17) C5 0.112(2) 0.0769(17) 0.0840(17) -0.0091(14) 0.0488(16) -0.0004(15) C6 0.118(2) 0.0709(16) 0.0933(19) -0.0110(14) 0.0470(17) -0.0025(15) C7 0.108(2) 0.0752(17) 0.0905(19) -0.0127(14) 0.0430(16) -0.0149(15) C8 0.0997(19) 0.0818(17) 0.0760(16) -0.0095(13) 0.0443(14) -0.0115(14) C9 0.0907(17) 0.0782(16) 0.0771(16) -0.0058(13) 0.0441(14) -0.0091(13) C10 0.0863(16) 0.0730(15) 0.0733(15) -0.0058(12) 0.0433(13) -0.0106(12) C11 0.0815(15) 0.0648(14) 0.0711(14) -0.0026(11) 0.0360(12) -0.0034(11) C12 0.083(2) 0.0623(19) 0.074(2) 0.000 0.0401(18) 0.000 C13 0.082(2) 0.0566(18) 0.084(2) 0.000 0.0288(19) 0.000 C14 0.093(3) 0.064(2) 0.074(2) 0.000 0.0240(19) 0.000 C15 0.095(2) 0.066(2) 0.0657(19) 0.000 0.0372(18) 0.000 C16 0.0879(16) 0.0670(14) 0.0686(14) -0.0016(11) 0.0363(12) -0.0051(12) C17 0.0912(17) 0.0726(15) 0.0743(15) -0.0058(12) 0.0417(13) -0.0087(13) C18 0.089(5) 0.065(4) 0.072(5) -0.006(4) 0.042(4) -0.003(4) C19 0.082(3) 0.085(3) 0.066(3) 0.012(2) 0.030(2) -0.002(2) C20 0.075(3) 0.092(3) 0.072(3) 0.011(2) 0.029(2) -0.002(2) C21 0.088(5) 0.092(5) 0.073(5) 0.021(4) 0.037(4) 0.002(4) C22 0.088(3) 0.090(3) 0.068(3) 0.017(2) 0.026(2) -0.001(3) C23 0.084(3) 0.081(3) 0.081(3) 0.003(2) 0.037(2) 0.001(2) C24 0.091(7) 0.177(8) 0.092(6) 0.041(6) 0.046(5) 0.014(6) C25 0.146(7) 0.166(7) 0.237(10) 0.113(7) 0.107(7) 0.021(5) C26 0.128(5) 0.132(5) 0.084(4) 0.014(4) 0.054(4) -0.004(4) C27 0.128(7) 0.369(18) 0.085(5) 0.076(8) 0.047(5) 0.026(9) C18A 0.109(9) 0.068(6) 0.073(7) -0.005(4) 0.042(6) -0.025(5) C19A 0.180(7) 0.072(4) 0.119(5) -0.019(4) 0.103(5) -0.033(4) C20A 0.180(7) 0.089(5) 0.099(5) -0.011(4) 0.088(5) -0.042(5) C21A 0.097(7) 0.115(8) 0.071(7) 0.011(5) 0.038(6) -0.014(6) C22A 0.103(5) 0.152(7) 0.085(4) 0.025(5) 0.046(4) 0.021(5) C23A 0.112(5) 0.118(5) 0.078(4) 0.013(4) 0.051(4) 0.001(4) C24A 0.092(8) 0.176(10) 0.077(7) 0.034(7) 0.034(6) -0.020(7) C25A 0.251(11) 0.115(6) 0.104(6) -0.024(5) 0.124(7) -0.044(7) C26A 0.190(10) 0.159(8) 0.078(6) 0.039(6) 0.038(6) -0.068(7) C27A 0.104(6) 0.236(14) 0.092(6) 0.036(7) 0.056(5) 0.009(7) B1 0.116(3) 0.108(3) 0.098(2) -0.030(2) 0.065(2) -0.039(2) #============================================================================== _computing_data_collection 'RAPID AUTO (Rigaku, ????)' _computing_cell_refinement 'RAPID AUTO' _computing_data_reduction 'RAPID AUTO' _computing_structure_solution 'SHELXS97 (Sheldrick, 2008)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 F1 C1 1.347(4) yes . . F2 C2 1.345(5) yes . . F3 C3 1.345(5) yes . . F4 C4 1.347(4) yes . . F5 B1 1.406(5) yes . . F6 B1 1.361(5) yes . . N1 C7 1.329(4) yes . . N1 C8 1.397(4) yes . . N1 B1 1.566(6) yes . . N2 C10 1.409(4) yes . . N2 C17 1.365(4) yes . . N2 B1 1.554(5) yes . . C1 C2 1.363(6) yes . . C1 C6 1.387(5) yes . . C2 C3 1.391(5) yes . . C3 C4 1.358(5) yes . . C4 C5 1.387(5) yes . . C5 C6 1.417(5) yes . . C5 C8 1.431(5) yes . . C6 C7 1.417(5) yes . . C8 C9 1.375(4) yes . . C9 C10 1.382(4) yes . . C10 C11 1.412(4) yes . . C11 C12 1.506(4) yes . . C11 C16 1.381(4) yes . . C12 C13 1.565(5) yes . . C13 C14 1.551(6) yes . . C14 C15 1.565(5) yes . . C15 C16 1.509(3) yes . . C15 C16 1.509(3) yes . 4_555 C16 C17 1.398(4) yes . . C17 C18 1.473(11) yes . . C17 C18A 1.501(14) yes . . C18 C19 1.376(11) yes . . C18 C23 1.368(10) yes . . C19 C20 1.388(8) yes . . C20 C21 1.402(10) yes . . C21 C22 1.404(12) yes . . C21 C24 1.554(18) yes . . C22 C23 1.386(8) yes . . C24 C25 1.541(16) yes . . C24 C26 1.577(15) yes . . C24 C27 1.493(14) yes . . C18A C19A 1.384(14) yes . . C18A C23A 1.392(16) yes . . C19A C20A 1.377(13) yes . . C20A C21A 1.373(17) yes . . C21A C22A 1.385(16) yes . . C21A C24A 1.50(3) yes . . C22A C23A 1.386(11) yes . . C24A C25A 1.505(17) yes . . C24A C26A 1.502(19) yes . . C24A C27A 1.542(17) yes . . C7 H7 0.950 no . . C9 H9 0.950 no . . C12 H12 0.999 no . . C13 H13A 0.990 no . . C13 H13A 0.990 no . 4_555 C13 H13B 0.990 no . . C13 H13B 0.990 no . 4_555 C14 H14A 0.990 no . . C14 H14A 0.990 no . 4_555 C14 H14B 0.990 no . . C14 H14B 0.990 no . 4_555 C15 H15 1.000 no . . C19 H19 0.950 no . . C20 H20 0.950 no . . C22 H22 0.950 no . . C23 H23 0.950 no . . C25 H25A 0.980 no . . C25 H25B 0.980 no . . C25 H25C 0.980 no . . C26 H26A 0.980 no . . C26 H26B 0.980 no . . C26 H26C 0.980 no . . C19A H19A 0.950 no . . C20A H20A 0.950 no . . C22A H22A 0.950 no . . C23A H23A 0.950 no . . C25A H25D 0.980 no . . C25A H25E 0.980 no . . C25A H25F 0.980 no . . C26A H26D 0.980 no . . C26A H26E 0.980 no . . C26A H26F 0.980 no . . C27A H27D 0.980 no . . C27A H27E 0.980 no . . C27A H27F 0.980 no . . C27 H27A 0.980 no . . C27 H27B 0.980 no . . C27 H27C 0.980 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C7 N1 C8 110.6(3) yes . . . C7 N1 B1 125.0(3) yes . . . C8 N1 B1 124.1(3) yes . . . C10 N2 C17 108.5(2) yes . . . C10 N2 B1 121.6(3) yes . . . C17 N2 B1 129.3(3) yes . . . F1 C1 C2 120.7(3) yes . . . F1 C1 C6 120.1(4) yes . . . C2 C1 C6 119.2(3) yes . . . F2 C2 C1 120.5(3) yes . . . F2 C2 C3 118.7(4) yes . . . C1 C2 C3 120.8(4) yes . . . F3 C3 C2 118.7(3) yes . . . F3 C3 C4 120.4(4) yes . . . C2 C3 C4 120.9(4) yes . . . F4 C4 C3 119.7(4) yes . . . F4 C4 C5 120.4(3) yes . . . C3 C4 C5 119.9(3) yes . . . C4 C5 C6 119.1(3) yes . . . C4 C5 C8 134.0(3) yes . . . C6 C5 C8 106.9(3) yes . . . C1 C6 C5 120.1(4) yes . . . C1 C6 C7 133.1(3) yes . . . C5 C6 C7 106.7(3) yes . . . N1 C7 C6 109.3(3) yes . . . N1 C8 C5 106.5(3) yes . . . N1 C8 C9 119.9(3) yes . . . C5 C8 C9 133.4(3) yes . . . C8 C9 C10 121.8(3) yes . . . N2 C10 C9 122.0(3) yes . . . N2 C10 C11 107.1(3) yes . . . C9 C10 C11 130.8(3) yes . . . C10 C11 C12 136.9(3) yes . . . C10 C11 C16 107.4(3) yes . . . C12 C11 C16 115.6(3) yes . . . C11 C12 C11 103.4(3) yes . . 4_555 C11 C12 C13 105.3(2) yes . . . C11 C12 C13 105.3(2) yes 4_555 . . C12 C13 C14 110.9(3) yes . . . C13 C14 C15 111.0(3) yes . . . C14 C15 C16 104.9(3) yes . . . C14 C15 C16 104.9(3) yes . . 4_555 C16 C15 C16 104.6(3) yes . . 4_555 C11 C16 C15 115.0(3) yes . . . C11 C16 C17 108.6(3) yes . . . C15 C16 C17 136.4(3) yes . . . N2 C17 C16 108.4(3) yes . . . N2 C17 C18 123.7(5) yes . . . N2 C17 C18A 129.7(5) yes . . . C16 C17 C18 127.9(5) yes . . . C16 C17 C18A 121.7(5) yes . . . C17 C18 C19 121.5(7) yes . . . C17 C18 C23 118.4(7) yes . . . C19 C18 C23 119.0(8) yes . . . C18 C19 C20 120.5(6) yes . . . C19 C20 C21 122.4(6) yes . . . C20 C21 C22 115.0(8) yes . . . C20 C21 C24 119.5(8) yes . . . C22 C21 C24 125.5(8) yes . . . C21 C22 C23 122.5(6) yes . . . C18 C23 C22 120.6(6) yes . . . C21 C24 C25 106.8(10) yes . . . C21 C24 C26 111.0(9) yes . . . C21 C24 C27 110.0(9) yes . . . C25 C24 C26 110.6(9) yes . . . C25 C24 C27 103.4(11) yes . . . C26 C24 C27 114.6(10) yes . . . F5 B1 F6 112.4(4) yes . . . F5 B1 N1 107.3(3) yes . . . F5 B1 N2 109.4(3) yes . . . F6 B1 N1 108.4(3) yes . . . F6 B1 N2 112.5(3) yes . . . N1 B1 N2 106.6(3) yes . . . C17 C18A C19A 120.7(10) yes . . . C17 C18A C23A 121.9(9) yes . . . C19A C18A C23A 117.3(11) yes . . . C18A C19A C20A 121.7(9) yes . . . C19A C20A C21A 121.0(9) yes . . . C20A C21A C22A 118.3(12) yes . . . C20A C21A C24A 118.3(12) yes . . . C22A C21A C24A 123.1(13) yes . . . C21A C22A C23A 120.9(10) yes . . . C18A C23A C22A 120.9(9) yes . . . C21A C24A C25A 110.0(12) yes . . . C21A C24A C26A 113.4(13) yes . . . C21A C24A C27A 108.9(11) yes . . . C25A C24A C26A 106.1(10) yes . . . C25A C24A C27A 121.7(13) yes . . . C26A C24A C27A 96.1(12) yes . . . N1 C7 H7 125.372 no . . . C6 C7 H7 125.367 no . . . C8 C9 H9 119.082 no . . . C10 C9 H9 119.084 no . . . C11 C12 H12 113.902 no . . . C11 C12 H12 113.902 no 4_555 . . C13 C12 H12 113.936 no . . . C12 C13 H13A 109.430 no . . . C12 C13 H13A 109.430 no . . 4_555 C12 C13 H13B 109.430 no . . . C12 C13 H13B 109.430 no . . 4_555 C14 C13 H13A 109.504 no . . . C14 C13 H13A 109.504 no . . 4_555 C14 C13 H13B 109.504 no . . . C14 C13 H13B 109.504 no . . 4_555 H13A C13 H13A 108.062 no . . 4_555 H13A C13 H13B 108.062 no . . . H13A C13 H13B 108.062 no 4_555 . 4_555 H13B C13 H13B 108.062 no . . 4_555 C13 C14 H14A 109.440 no . . . C13 C14 H14A 109.440 no . . 4_555 C13 C14 H14B 109.440 no . . . C13 C14 H14B 109.440 no . . 4_555 C15 C14 H14A 109.442 no . . . C15 C14 H14A 109.442 no . . 4_555 C15 C14 H14B 109.442 no . . . C15 C14 H14B 109.442 no . . 4_555 H14A C14 H14A 108.005 no . . 4_555 H14A C14 H14B 108.005 no . . . H14A C14 H14B 108.005 no 4_555 . 4_555 H14B C14 H14B 108.005 no . . 4_555 C14 C15 H15 113.824 no . . . C16 C15 H15 113.779 no . . . C16 C15 H15 113.779 no 4_555 . . C18 C19 H19 119.772 no . . . C20 C19 H19 119.776 no . . . C19 C20 H20 118.797 no . . . C21 C20 H20 118.797 no . . . C21 C22 H22 118.756 no . . . C23 C22 H22 118.762 no . . . C18 C23 H23 119.699 no . . . C22 C23 H23 119.697 no . . . C24 C25 H25A 109.459 no . . . C24 C25 H25B 109.467 no . . . C24 C25 H25C 109.474 no . . . H25A C25 H25B 109.484 no . . . H25A C25 H25C 109.470 no . . . H25B C25 H25C 109.474 no . . . C24 C26 H26A 109.464 no . . . C24 C26 H26B 109.468 no . . . C24 C26 H26C 109.473 no . . . H26A C26 H26B 109.469 no . . . H26A C26 H26C 109.483 no . . . H26B C26 H26C 109.470 no . . . C18A C19A H19A 119.150 no . . . C20A C19A H19A 119.143 no . . . C19A C20A H20A 119.517 no . . . C21A C20A H20A 119.520 no . . . C21A C22A H22A 119.564 no . . . C23A C22A H22A 119.563 no . . . C18A C23A H23A 119.556 no . . . C22A C23A H23A 119.563 no . . . C24A C25A H25D 109.463 no . . . C24A C25A H25E 109.473 no . . . C24A C25A H25F 109.466 no . . . H25D C25A H25E 109.476 no . . . H25D C25A H25F 109.464 no . . . H25E C25A H25F 109.485 no . . . C24A C26A H26D 109.469 no . . . C24A C26A H26E 109.471 no . . . C24A C26A H26F 109.464 no . . . H26D C26A H26E 109.478 no . . . H26D C26A H26F 109.469 no . . . H26E C26A H26F 109.477 no . . . C24A C27A H27D 109.469 no . . . C24A C27A H27E 109.470 no . . . C24A C27A H27F 109.471 no . . . H27D C27A H27E 109.473 no . . . H27D C27A H27F 109.470 no . . . H27E C27A H27F 109.474 no . . . C24 C27 H27A 109.470 no . . . C24 C27 H27B 109.473 no . . . C24 C27 H27C 109.469 no . . . H27A C27 H27B 109.475 no . . . H27A C27 H27C 109.473 no . . . H27B C27 H27C 109.467 no . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C7 N1 C8 C5 -0.1(3) no . . . . C7 N1 C8 C9 -175.4(2) no . . . . C8 N1 C7 C6 -0.0(3) no . . . . C7 N1 B1 F5 -77.0(4) no . . . . C7 N1 B1 F6 44.6(4) no . . . . C7 N1 B1 N2 165.9(3) no . . . . B1 N1 C7 C6 173.5(3) no . . . . C8 N1 B1 F5 95.7(4) no . . . . C8 N1 B1 F6 -142.7(3) no . . . . C8 N1 B1 N2 -21.4(4) no . . . . B1 N1 C8 C5 -173.7(3) no . . . . B1 N1 C8 C9 11.0(4) no . . . . C10 N2 C17 C16 -0.6(3) no . . . . C10 N2 C17 C18 -178.6(2) no . . . . C10 N2 C17 C18A 173.5(2) no . . . . C17 N2 C10 C9 175.9(2) no . . . . C17 N2 C10 C11 -0.5(3) no . . . . C10 N2 B1 F5 -94.3(4) no . . . . C10 N2 B1 F6 140.0(3) no . . . . C10 N2 B1 N1 21.4(4) no . . . . B1 N2 C10 C9 -12.0(4) no . . . . B1 N2 C10 C11 171.6(3) no . . . . C17 N2 B1 F5 75.9(4) no . . . . C17 N2 B1 F6 -49.7(5) no . . . . C17 N2 B1 N1 -168.3(3) no . . . . B1 N2 C17 C16 -171.9(3) no . . . . B1 N2 C17 C18 10.1(4) no . . . . B1 N2 C17 C18A 2.2(5) no . . . . F1 C1 C2 F2 2.2(5) no . . . . F1 C1 C2 C3 -178.9(3) no . . . . F1 C1 C6 C5 177.1(3) no . . . . F1 C1 C6 C7 -2.7(6) no . . . . C2 C1 C6 C5 -1.8(5) no . . . . C2 C1 C6 C7 178.4(3) no . . . . C6 C1 C2 F2 -178.9(3) no . . . . C6 C1 C2 C3 0.0(5) no . . . . F2 C2 C3 F3 1.7(5) no . . . . F2 C2 C3 C4 -179.2(3) no . . . . C1 C2 C3 F3 -177.2(3) no . . . . C1 C2 C3 C4 1.8(5) no . . . . F3 C3 C4 F4 -2.1(5) no . . . . F3 C3 C4 C5 177.2(3) no . . . . C2 C3 C4 F4 178.9(3) no . . . . C2 C3 C4 C5 -1.8(5) no . . . . F4 C4 C5 C6 179.3(3) no . . . . F4 C4 C5 C8 1.8(5) no . . . . C3 C4 C5 C6 -0.0(5) no . . . . C3 C4 C5 C8 -177.5(3) no . . . . C4 C5 C6 C1 1.8(4) no . . . . C4 C5 C6 C7 -178.3(3) no . . . . C4 C5 C8 N1 177.9(3) no . . . . C4 C5 C8 C9 -7.7(6) no . . . . C6 C5 C8 N1 0.2(3) no . . . . C6 C5 C8 C9 174.6(3) no . . . . C8 C5 C6 C1 179.9(3) no . . . . C8 C5 C6 C7 -0.2(3) no . . . . C1 C6 C7 N1 180.0(3) no . . . . C5 C6 C7 N1 0.2(3) no . . . . N1 C8 C9 C10 2.5(4) no . . . . C5 C8 C9 C10 -171.3(3) no . . . . C8 C9 C10 N2 -1.9(4) no . . . . C8 C9 C10 C11 173.5(3) no . . . . N2 C10 C11 C12 -179.6(3) no . . . . N2 C10 C11 C16 1.4(3) no . . . . C9 C10 C11 C12 4.5(5) no . . . . C9 C10 C11 C16 -174.5(3) no . . . . C10 C11 C12 C11 127.4(3) no . . . 4_555 C10 C11 C12 C13 -122.3(3) no . . . . C10 C11 C16 C15 -179.53(18) no . . . . C10 C11 C16 C17 -1.8(3) no . . . . C12 C11 C16 C15 1.2(3) no . . . . C12 C11 C16 C17 178.96(19) no . . . . C16 C11 C12 C11 -53.6(3) no . . . 4_555 C16 C11 C12 C13 56.7(3) no . . . . C11 C12 C13 C14 -54.5(2) no . . . . C11 C12 C13 C14 54.5(2) no 4_555 . . . C12 C13 C14 C15 0.0 no . . . . C13 C14 C15 C16 54.98(16) no . . . . C13 C14 C15 C16 -54.98(16) no . . . 4_555 C14 C15 C16 C11 -58.3(3) no . . . . C14 C15 C16 C17 124.8(3) no . . . . C14 C15 C16 C11 58.3(3) no . . 4_555 4_555 C14 C15 C16 C17 -124.8(3) no . . 4_555 4_555 C16 C15 C16 C11 -51.8(3) no . . 4_555 4_555 C16 C15 C16 C17 125.1(3) no . . 4_555 4_555 C16 C15 C16 C11 51.8(3) no 4_555 . . . C16 C15 C16 C17 -125.1(3) no 4_555 . . . C11 C16 C17 N2 1.5(3) no . . . . C11 C16 C17 C18 179.4(2) no . . . . C11 C16 C17 C18A -173.17(19) no . . . . C15 C16 C17 N2 178.5(3) no . . . . C15 C16 C17 C18 -3.5(5) no . . . . C15 C16 C17 C18A 3.9(5) no . . . . N2 C17 C18 C19 -63.1(10) no . . . . N2 C17 C18 C23 128.9(7) no . . . . N2 C17 C18A C19A 58.0(11) no . . . . N2 C17 C18A C23A -125.2(8) no . . . . C16 C17 C18 C19 119.2(7) no . . . . C16 C17 C18 C23 -48.7(10) no . . . . C16 C17 C18A C19A -128.6(7) no . . . . C16 C17 C18A C23A 48.2(11) no . . . . C17 C18 C19 C20 -170.1(6) no . . . . C17 C18 C23 C22 171.0(6) no . . . . C19 C18 C23 C22 2.7(12) no . . . . C23 C18 C19 C20 -2.2(12) no . . . . C18 C19 C20 C21 -0.8(9) no . . . . C19 C20 C21 C22 3.1(12) no . . . . C19 C20 C21 C24 -178.2(6) no . . . . C20 C21 C22 C23 -2.6(12) no . . . . C20 C21 C24 C25 60.7(12) no . . . . C20 C21 C24 C26 -59.9(12) no . . . . C20 C21 C24 C27 172.2(8) no . . . . C22 C21 C24 C25 -120.7(10) no . . . . C22 C21 C24 C26 118.7(10) no . . . . C22 C21 C24 C27 -9.2(15) no . . . . C24 C21 C22 C23 178.8(9) no . . . . C21 C22 C23 C18 -0.2(10) no . . . . C17 C18A C19A C20A 176.1(7) no . . . . C17 C18A C23A C22A -176.4(6) no . . . . C19A C18A C23A C22A 0.5(13) no . . . . C23A C18A C19A C20A -0.9(13) no . . . . C18A C19A C20A C21A 1.4(12) no . . . . C19A C20A C21A C22A -1.4(15) no . . . . C19A C20A C21A C24A -174.7(8) no . . . . C20A C21A C22A C23A 1.0(14) no . . . . C20A C21A C24A C25A 113.2(12) no . . . . C20A C21A C24A C26A -5.4(16) no . . . . C20A C21A C24A C27A -111.2(12) no . . . . C22A C21A C24A C25A -59.7(15) no . . . . C22A C21A C24A C26A -178.3(10) no . . . . C22A C21A C24A C27A 75.9(15) no . . . . C24A C21A C22A C23A 173.9(10) no . . . . C21A C22A C23A C18A -0.6(11) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 F1 F2 2.734(4) no . . F1 C7 3.035(4) no . . F2 F3 2.682(4) no . . F3 F4 2.707(3) no . . F4 C8 3.067(4) no . . F4 C9 3.253(4) no . . F5 C7 3.142(4) no . . F5 C8 3.333(4) no . . F5 C10 3.324(4) no . . F5 C17 3.243(4) no . . F5 C18 3.591(9) no . . F5 C19 3.271(6) no . . F6 C7 2.907(4) no . . F6 C17 3.102(4) no . . F6 C18 3.101(11) no . . F6 C19 3.260(6) no . . F6 C18A 3.290(13) no . . F6 C19A 2.978(8) no . . N1 C10 2.801(4) no . . N2 C8 2.854(4) no . . N2 C19 3.188(6) no . . N2 C23 3.572(6) no . . N2 C19A 3.268(9) no . . C1 C4 2.787(5) no . . C2 C5 2.763(5) no . . C3 C6 2.752(6) no . . C4 C7 3.584(5) no . . C4 C9 3.342(5) no . . C7 C9 3.525(4) no . . C9 C12 3.416(3) no . . C9 C17 3.563(4) no . . C9 B1 2.971(6) no . . C11 C14 2.844(4) no . . C11 C16 2.748(4) no . 4_555 C12 C15 2.669(6) no . . C12 C16 2.444(5) no . 4_555 C13 C16 2.846(5) no . . C13 C16 2.846(5) no . 4_555 C15 C17 2.699(3) no . 4_555 C15 C18 3.398(11) no . . C15 C18 3.398(11) no . 4_555 C15 C23 3.499(6) no . . C15 C23 3.499(6) no . 4_555 C15 C18A 3.288(13) no . . C15 C18A 3.288(13) no . 4_555 C15 C23A 3.393(9) no . . C15 C23A 3.393(9) no . 4_555 C16 C23 3.133(6) no . . C16 C23A 3.125(8) no . . C18 C21 2.837(15) no . . C18 B1 3.175(11) no . . C19 C22 2.741(7) no . . C19 B1 3.367(7) no . . C20 C23 2.743(7) no . . C20 C25 3.024(13) no . . C20 C26 3.122(10) no . . C22 C27 2.898(12) no . . B1 C18A 3.309(13) no . . B1 C19A 3.556(9) no . . C18A C21A 2.81(2) no . . C19A C22A 2.738(12) no . . C20A C23A 2.747(11) no . . C20A C25A 3.454(13) no . . C20A C26A 2.760(16) no . . C20A C27A 3.451(14) no . . C22A C22A 3.559(13) no . 4_555 C22A C25A 3.064(12) no . . C22A C27A 3.205(15) no . . C23A C23A 3.141(12) no . 4_555 F1 F5 3.453(4) no . 3_556 F1 C9 3.389(4) no . 3_656 F1 C10 3.423(4) no . 3_656 F1 C11 3.570(4) no . 3_656 F1 C19 2.982(5) no . 3_556 F1 C20 3.069(5) no . 3_556 F2 N2 3.282(3) no . 3_656 F2 C10 3.562(4) no . 3_656 F2 C16 3.336(4) no . 3_656 F2 C17 3.146(4) no . 3_656 F2 C20 3.507(6) no . 3_556 F2 C23 3.480(6) no . 3_656 F2 C25 3.576(10) no . 3_556 F2 C27A 3.053(9) no . 3_556 F3 F3 3.015(3) no . 3_655 F3 F6 2.981(3) no . 3_656 F3 C25 3.270(11) no . 1_654 F3 C19A 3.427(9) no . 3_656 F3 C27A 3.295(13) no . 1_654 F5 F1 3.453(4) no . 3_556 F5 C7 3.162(4) no . 3_556 F6 F3 2.981(3) no . 3_656 F6 C3 3.069(5) no . 3_656 F6 C4 3.467(5) no . 3_656 F6 C25 3.230(12) no . 3_557 F6 C26A 3.216(14) no . 3_557 N2 F2 3.282(3) no . 3_656 N2 C2 3.351(5) no . 3_656 C1 C9 3.423(4) no . 3_656 C1 C10 3.500(5) no . 3_656 C2 N2 3.351(5) no . 3_656 C2 C10 3.550(5) no . 3_656 C3 F6 3.069(5) no . 3_656 C4 F6 3.467(5) no . 3_656 C4 C7 3.588(4) no . 3_656 C5 C7 3.552(4) no . 3_656 C5 C27 3.343(11) no . 1_554 C6 C8 3.480(4) no . 3_656 C6 C27 3.551(14) no . 1_554 C7 F5 3.162(4) no . 3_556 C7 C4 3.588(4) no . 3_656 C7 C5 3.552(4) no . 3_656 C8 C6 3.480(4) no . 3_656 C8 C27 3.476(9) no . 1_554 C9 F1 3.389(4) no . 3_656 C9 C1 3.423(4) no . 3_656 C10 F1 3.423(4) no . 3_656 C10 F2 3.562(4) no . 3_656 C10 C1 3.500(5) no . 3_656 C10 C2 3.550(5) no . 3_656 C11 F1 3.570(4) no . 3_656 C16 F2 3.336(4) no . 3_656 C17 F2 3.146(4) no . 3_656 C19 F1 2.982(5) no . 3_556 C20 F1 3.069(5) no . 3_556 C20 F2 3.507(6) no . 3_556 C23 F2 3.480(6) no . 3_656 C25 F2 3.576(10) no . 3_556 C25 F3 3.270(11) no . 1_456 C25 F6 3.230(12) no . 3_557 C19A F3 3.427(9) no . 3_656 C26A F6 3.216(14) no . 3_557 C27A F2 3.053(9) no . 3_556 C27A F3 3.295(13) no . 1_456 C27 C5 3.343(11) no . 1_556 C27 C6 3.551(14) no . 1_556 C27 C8 3.476(9) no . 1_556 F1 H7 2.9532 no . . F4 H9 2.7301 no . . F5 H7 3.2671 no . . F5 H19 2.5627 no . . F6 H7 2.7855 no . . F6 H19 3.1599 no . . F6 H19A 2.4367 no . . N1 H9 3.2527 no . . N2 H9 3.2874 no . . N2 H19 3.0393 no . . N2 H19A 3.0969 no . . C1 H7 2.9247 no . . C4 H9 3.1933 no . . C5 H7 3.1913 no . . C5 H9 2.8318 no . . C8 H7 3.1553 no . . C9 H12 3.2266 no . . C10 H12 2.9430 no . . C11 H9 2.7787 no . . C11 H13A 2.6738 no . . C11 H13A 3.3071 no . 4_555 C11 H13B 3.3071 no . . C11 H13B 2.6738 no . 4_555 C11 H14A 3.1915 no . 4_555 C11 H14B 3.1915 no . . C11 H15 3.3040 no . . C12 H9 3.2228 no . . C12 H9 3.2228 no . 4_555 C12 H14A 3.2180 no . . C12 H14A 3.2180 no . 4_555 C12 H14B 3.2180 no . . C12 H14B 3.2180 no . 4_555 C13 H15 3.4583 no . . C14 H12 3.4563 no . . C15 H13A 3.2200 no . . C15 H13A 3.2200 no . 4_555 C15 H13B 3.2200 no . . C15 H13B 3.2200 no . 4_555 C15 H23 3.1823 no . . C15 H23 3.1823 no . 4_555 C15 H23A 3.0512 no . . C15 H23A 3.0512 no . 4_555 C16 H12 3.3092 no . . C16 H13A 3.1887 no . . C16 H13B 3.1887 no . 4_555 C16 H14A 3.3051 no . . C16 H14A 2.6643 no . 4_555 C16 H14B 2.6643 no . . C16 H14B 3.3051 no . 4_555 C16 H23 2.9588 no . . C16 H23A 2.9529 no . . C16 H23A 3.5003 no . 4_555 C17 H15 2.9245 no . . C17 H19 2.6588 no . . C17 H23 2.5886 no . . C17 H19A 2.6550 no . . C17 H23A 2.6923 no . . C18 H15 3.1648 no . . C18 H20 3.2471 no . . C18 H22 3.2395 no . . C19 H23 3.2239 no . . C20 H22 3.2314 no . . C20 H25B 3.2708 no . . C20 H25C 2.7062 no . . C20 H26B 2.8238 no . . C20 H26C 3.4038 no . . C21 H19 3.2942 no . . C21 H23 3.2950 no . . C21 H25A 3.3441 no . . C21 H25B 2.6553 no . . C21 H25C 2.6590 no . . C21 H26A 3.4187 no . . C21 H26B 2.7557 no . . C21 H26C 2.7823 no . . C21 H27A 3.3479 no . . C21 H27B 2.6931 no . . C21 H27C 2.6595 no . . C22 H20 3.2318 no . . C22 H25B 3.5193 no . . C22 H27B 2.7606 no . . C22 H27C 2.8075 no . . C23 H15 3.0170 no . . C23 H19 3.2233 no . . C24 H20 2.6763 no . . C24 H22 2.7973 no . . C25 H20 2.8696 no . . C25 H26A 2.7517 no . . C25 H26B 2.7546 no . . C25 H26C 3.4026 no . . C25 H27A 2.5734 no . . C25 H27B 3.2555 no . . C25 H27C 2.5069 no . . C26 H20 2.9253 no . . C26 H25A 2.7398 no . . C26 H25B 3.4094 no . . C26 H25C 2.7495 no . . C26 H27A 2.7528 no . . C26 H27B 2.8048 no . . C26 H27C 3.4187 no . . B1 H7 2.8252 no . . B1 H19 3.0072 no . . B1 H19A 3.2289 no . . H9 H12 2.7668 no . . H12 H13A 2.4734 no . . H12 H13A 2.4734 no . 4_555 H12 H13B 2.4734 no . . H12 H13B 2.4734 no . 4_555 H13A H14A 2.7307 no . . H13A H14A 2.2112 no . 4_555 H13A H14B 2.2112 no . . H13A H14B 2.7307 no . 4_555 H13B H14A 2.2112 no . . H13B H14A 2.7307 no . 4_555 H13B H14B 2.7307 no . . H13B H14B 2.2112 no . 4_555 H14A H15 2.4726 no . . H14A H23 3.1118 no . 4_555 H14B H15 2.4726 no . . H14B H23 3.1118 no . . H15 C18A 3.0243 no . . H15 C18A 3.0243 no . 4_555 H15 C23A 2.8615 no . . H15 C23A 2.8615 no . 4_555 H15 H23 2.7820 no . . H15 H23 2.7820 no . 4_555 H15 H23A 2.5954 no . . H15 H23A 2.5954 no . 4_555 C18A H20A 3.2614 no . . C18A H22A 3.2689 no . . C18A H23A 3.4241 no . 4_555 C19A H23A 3.2334 no . . C20A H22A 3.2267 no . . C20A H25F 3.3422 no . . C20A H26E 2.6265 no . . C20A H26F 2.7123 no . . C20A H27E 3.3323 no . . C21A H19A 3.2417 no . . C21A H23A 3.2621 no . . C21A H25D 3.3117 no . . C21A H25E 2.6502 no . . C21A H25F 2.6593 no . . C21A H26D 3.3465 no . . C21A H26E 2.7105 no . . C21A H26F 2.7200 no . . C21A H27D 3.3259 no . . C21A H27E 2.6797 no . . C21A H27F 2.6564 no . . C22A H20A 3.2280 no . . C22A H22A 2.9398 no . 4_555 C22A H23A 3.0643 no . 4_555 C22A H25E 2.7740 no . . C22A H25F 3.3137 no . . C22A H27E 3.5227 no . . C22A H27F 2.9349 no . . C23A H19A 3.2320 no . . C23A H22A 3.3098 no . 4_555 C23A H23A 2.3559 no . 4_555 C24A H20A 2.6032 no . . C24A H22A 2.7117 no . . C25A H22A 2.9752 no . . C25A H25E 3.5952 no . 4_555 C25A H26D 2.5679 no . . C25A H26E 2.5914 no . . C25A H26F 3.2650 no . . C25A H27D 2.8301 no . . C25A H27E 3.4478 no . . C25A H27F 2.9652 no . . C26A H20A 2.3381 no . . C26A H25D 2.5615 no . . C26A H25E 3.2642 no . . C26A H25F 2.5993 no . . C26A H27D 2.4497 no . . C26A H27E 2.3770 no . . C26A H27F 3.1549 no . . C27A H20A 3.5662 no . . C27A H22A 3.1451 no . . C27A H25D 2.8293 no . . C27A H25E 2.9505 no . . C27A H25F 3.4559 no . . C27A H26D 2.4637 no . . C27A H26E 3.1608 no . . C27A H26F 2.3395 no . . C27 H22 2.5532 no . . C27 H25A 2.5829 no . . C27 H25B 2.5231 no . . C27 H25C 3.2462 no . . C27 H26A 2.7735 no . . C27 H26B 3.4030 no . . C27 H26C 2.8206 no . . H19 H20 2.3177 no . . H20 H25B 3.3097 no . . H20 H25C 2.2972 no . . H20 H26B 2.3741 no . . H20 H26C 3.3780 no . . H22 H23 2.3140 no . . H22 H27A 3.5134 no . . H22 H27B 2.2286 no . . H22 H27C 2.3944 no . . H25A H26A 2.5670 no . . H25A H26B 3.0257 no . . H25A H27A 2.3888 no . . H25A H27B 3.5014 no . . H25A H27C 2.8147 no . . H25B H27A 2.8227 no . . H25B H27B 3.4241 no . . H25B H27C 2.2538 no . . H25C H26A 3.0356 no . . H25C H26B 2.5804 no . . H25C H27A 3.4850 no . . H25C H27C 3.4044 no . . H26A H27A 2.5827 no . . H26A H27B 3.0861 no . . H26C H26C 3.0058 no . 4_555 H26C H27A 3.0808 no . . H26C H27B 2.6897 no . . H19A H20A 2.3080 no . . H20A H25F 3.4574 no . . H20A H26D 3.3023 no . . H20A H26E 2.0664 no . . H20A H26F 2.1730 no . . H20A H27E 3.3408 no . . H22A H22A 2.1746 no . 4_555 H22A H23A 2.3237 no . . H22A H23A 2.9355 no . 4_555 H22A H25E 2.4280 no . . H22A H25E 3.4183 no . 4_555 H22A H25F 3.4112 no . . H22A H27F 2.6494 no . . H23A H23A 1.4796 no . 4_555 H25D H26D 2.3374 no . . H25D H26E 2.8492 no . . H25D H26F 3.4626 no . . H25D H27D 2.6486 no . . H25D H27F 3.2238 no . . H25E H25E 2.6623 no . 4_555 H25E H26D 3.4633 no . . H25E H26E 3.4994 no . . H25E H27D 3.1991 no . . H25E H27F 2.9274 no . . H25F H26D 2.8703 no . . H25F H26E 2.4032 no . . H25F H26F 3.5029 no . . H26D H27D 2.2412 no . . H26D H27E 2.7020 no . . H26D H27F 3.3863 no . . H26E H27D 3.3890 no . . H26E H27E 3.2746 no . . H26F H27D 2.6318 no . . H26F H27E 2.0321 no . . H26F H27F 3.2507 no . . F1 H9 3.4198 no . 3_656 F1 H13A 2.7410 no . 3_656 F1 H13B 2.7410 no . 2_646 F1 H19 2.3351 no . 3_556 F1 H20 2.5038 no . 3_556 F2 H13A 3.5454 no . 3_656 F2 H13B 3.5454 no . 2_646 F2 H14A 3.1105 no . 2_646 F2 H14B 3.1105 no . 3_656 F2 H20 2.5666 no . 3_556 F2 H23 2.8532 no . 3_656 F2 H25C 2.6647 no . 3_556 F2 H26B 2.9272 no . 3_556 F2 H19A 3.1350 no . 3_656 F2 H27D 3.5808 no . 3_556 F2 H27E 2.5152 no . 3_556 F2 H27F 2.7340 no . 3_556 F3 H23 3.5339 no . 1_554 F3 H25A 2.5440 no . 1_654 F3 H25C 3.1346 no . 1_654 F3 H19A 3.5305 no . 1_554 F3 H19A 2.4890 no . 3_656 F3 H27D 2.7779 no . 1_654 F3 H27E 2.9463 no . 1_654 F4 H7 3.5666 no . 3_656 F4 H22 2.8789 no . 1_554 F4 H25A 3.5988 no . 1_654 F4 H26A 2.8958 no . 1_654 F4 H27D 2.7182 no . 1_654 F5 H7 2.3709 no . 3_556 F5 H27A 3.2536 no . 1_554 F5 H25D 3.5863 no . 1_554 F6 H25A 2.3766 no . 3_557 F6 H25B 3.2936 no . 3_557 F6 H27A 3.1500 no . 3_557 F6 H26D 2.4842 no . 3_557 F6 H26F 3.1067 no . 3_557 F6 H27D 3.4229 no . 3_557 N1 H27A 3.3964 no . 1_554 N1 H27C 3.5146 no . 1_554 C1 H19 3.3289 no . 3_556 C1 H20 2.9675 no . 3_556 C1 H27C 3.2459 no . 1_554 C1 H26E 3.1854 no . 1_554 C2 H20 3.0089 no . 3_556 C2 H25C 3.0839 no . 3_556 C2 H27C 3.5243 no . 1_554 C2 H19A 3.5779 no . 3_656 C2 H20A 3.5893 no . 1_554 C2 H26E 3.4303 no . 1_554 C2 H27E 3.2562 no . 3_556 C3 H22 3.3675 no . 1_554 C3 H25A 3.4948 no . 1_654 C3 H25C 3.5625 no . 3_556 C3 H27C 3.4236 no . 1_554 C3 H19A 3.2937 no . 3_656 C3 H20A 3.4154 no . 1_554 C3 H26E 3.4197 no . 1_554 C3 H27D 3.5801 no . 1_654 C4 H22 2.9762 no . 1_554 C4 H27C 3.0556 no . 1_554 C4 H26E 3.1954 no . 1_554 C4 H27D 3.5676 no . 1_654 C5 H22 3.5371 no . 1_554 C5 H27B 3.2502 no . 1_554 C5 H27C 2.7017 no . 1_554 C5 H25F 3.5308 no . 1_554 C5 H26E 2.9097 no . 1_554 C6 H27A 3.5878 no . 1_554 C6 H27C 2.7904 no . 1_554 C6 H26E 2.8815 no . 1_554 C7 H27A 3.4585 no . 1_554 C7 H27C 3.3141 no . 1_554 C7 H26E 3.4608 no . 1_554 C8 H27A 3.4874 no . 1_554 C8 H27B 3.1707 no . 1_554 C8 H27C 3.2005 no . 1_554 C8 H25F 3.3990 no . 1_554 C8 H26E 3.5030 no . 1_554 C9 H27B 3.5462 no . 1_554 C9 H25F 3.5558 no . 1_554 C14 H26B 3.3081 no . 1_655 C14 H26B 3.3081 no . 4_655 C14 H22A 3.5780 no . 1_655 C14 H22A 3.5780 no . 4_655 C14 H27F 3.5004 no . 1_655 C14 H27F 3.5004 no . 4_655 C19 H25B 3.4349 no . 3_557 C20 H13A 3.5220 no . 1_455 C20 H13B 3.5220 no . 4_455 C20 H25B 3.1388 no . 3_557 C21 H25B 3.3082 no . 3_557 C25 H25B 3.2017 no . 3_557 C26 H14A 3.1821 no . 4_455 C26 H14B 3.1821 no . 1_455 B1 H7 3.5010 no . 3_556 H7 F4 3.5666 no . 3_656 H7 F5 2.3709 no . 3_556 H7 B1 3.5010 no . 3_556 H7 H27A 3.5208 no . 3_557 H9 F1 3.4198 no . 3_656 H9 H25F 3.5174 no . 1_554 H13A F1 2.7410 no . 3_656 H13A F2 3.5454 no . 3_656 H13A C20 3.5220 no . 1_655 H13A C22A 3.4937 no . 1_655 H13A C23A 3.5850 no . 1_655 H13A H19 3.2828 no . 1_655 H13A H20 3.0564 no . 1_655 H13A H22A 3.1857 no . 1_655 H13A H23A 3.3446 no . 1_655 H13B F1 2.7410 no . 2_656 H13B F2 3.5454 no . 2_656 H13B C20 3.5220 no . 4_655 H13B C22A 3.4937 no . 4_655 H13B C23A 3.5850 no . 4_655 H13B H19 3.2828 no . 4_655 H13B H20 3.0564 no . 4_655 H13B H22A 3.1857 no . 4_655 H13B H23A 3.3446 no . 4_655 H14A F2 3.1105 no . 2_656 H14A C26 3.1821 no . 4_655 H14A C27A 3.4918 no . 4_655 H14A H20 3.2959 no . 4_655 H14A H26B 3.5882 no . 1_655 H14A H26B 2.3439 no . 4_655 H14A H26C 3.2581 no . 4_655 H14A H22A 3.5592 no . 1_655 H14A H22A 3.0304 no . 4_655 H14A H27F 2.5189 no . 4_655 H14B F2 3.1105 no . 3_656 H14B C26 3.1821 no . 1_655 H14B C27A 3.4918 no . 1_655 H14B H20 3.2959 no . 1_655 H14B H26B 2.3439 no . 1_655 H14B H26B 3.5882 no . 4_655 H14B H26C 3.2581 no . 1_655 H14B H22A 3.0304 no . 1_655 H14B H22A 3.5592 no . 4_655 H14B H27F 2.5189 no . 1_655 C19A H26F 3.1113 no . 3_557 C20A H26F 2.9458 no . 3_557 C22A H13A 3.4937 no . 1_455 C22A H13B 3.4937 no . 4_455 C23A H13A 3.5850 no . 1_455 C23A H13B 3.5850 no . 4_455 C26A H20A 3.5766 no . 3_557 C27A H14A 3.4918 no . 4_455 C27A H14B 3.4918 no . 1_455 H19 F1 2.3351 no . 3_556 H19 C1 3.3289 no . 3_556 H19 H13A 3.2828 no . 1_455 H19 H13B 3.2828 no . 4_455 H20 F1 2.5038 no . 3_556 H20 F2 2.5666 no . 3_556 H20 C1 2.9675 no . 3_556 H20 C2 3.0089 no . 3_556 H20 H13A 3.0564 no . 1_455 H20 H13B 3.0564 no . 4_455 H20 H14A 3.2959 no . 4_455 H20 H14B 3.2959 no . 1_455 H20 H25B 3.3700 no . 3_557 H22 F4 2.8789 no . 1_556 H22 C3 3.3675 no . 1_556 H22 C4 2.9762 no . 1_556 H22 C5 3.5371 no . 1_556 H23 F2 2.8532 no . 3_656 H23 F3 3.5339 no . 1_556 H23 H26B 3.4430 no . 1_655 H25A F3 2.5440 no . 1_456 H25A F4 3.5988 no . 1_456 H25A F6 2.3766 no . 3_557 H25A C3 3.4948 no . 1_456 H25B F6 3.2936 no . 3_557 H25B C19 3.4349 no . 3_557 H25B C20 3.1388 no . 3_557 H25B C21 3.3082 no . 3_557 H25B C25 3.2017 no . 3_557 H25B H20 3.3700 no . 3_557 H25B H25B 2.5852 no . 3_557 H25B H25C 3.0146 no . 3_557 H25C F2 2.6647 no . 3_556 H25C F3 3.1346 no . 1_456 H25C C2 3.0839 no . 3_556 H25C C3 3.5625 no . 3_556 H25C H25B 3.0146 no . 3_557 H26A F4 2.8958 no . 1_456 H26B F2 2.9272 no . 3_556 H26B C14 3.3081 no . 1_455 H26B H14A 3.5882 no . 1_455 H26B H14A 2.3439 no . 4_455 H26B H14B 2.3439 no . 1_455 H26B H14B 3.5882 no . 4_455 H26B H23 3.4430 no . 1_455 H26C H14A 3.2581 no . 4_455 H26C H14B 3.2581 no . 1_455 H27A F5 3.2536 no . 1_556 H27A F6 3.1500 no . 3_557 H27A N1 3.3964 no . 1_556 H27A C6 3.5878 no . 1_556 H27A C7 3.4585 no . 1_556 H27A C8 3.4874 no . 1_556 H27A H7 3.5208 no . 3_557 H27B C5 3.2502 no . 1_556 H27B C8 3.1707 no . 1_556 H27B C9 3.5462 no . 1_556 H27C N1 3.5146 no . 1_556 H27C C1 3.2459 no . 1_556 H27C C2 3.5243 no . 1_556 H27C C3 3.4236 no . 1_556 H27C C4 3.0556 no . 1_556 H27C C5 2.7017 no . 1_556 H27C C6 2.7904 no . 1_556 H27C C7 3.3141 no . 1_556 H27C C8 3.2005 no . 1_556 H19A F2 3.1350 no . 3_656 H19A F3 3.5305 no . 1_556 H19A F3 2.4890 no . 3_656 H19A C2 3.5779 no . 3_656 H19A C3 3.2937 no . 3_656 H19A H26D 3.5131 no . 3_557 H19A H26F 2.8847 no . 3_557 H19A H27E 3.2589 no . 3_557 H20A C2 3.5893 no . 1_556 H20A C3 3.4154 no . 1_556 H20A C26A 3.5766 no . 3_557 H20A H20A 3.3697 no . 3_557 H20A H26F 2.5984 no . 3_557 H20A H27E 3.0391 no . 3_557 H22A C14 3.5780 no . 1_455 H22A H13A 3.1857 no . 1_455 H22A H13B 3.1857 no . 4_455 H22A H14A 3.5592 no . 1_455 H22A H14A 3.0304 no . 4_455 H22A H14B 3.0304 no . 1_455 H22A H14B 3.5592 no . 4_455 H23A H13A 3.3446 no . 1_455 H23A H13B 3.3446 no . 4_455 H25D F5 3.5863 no . 1_556 H25F C5 3.5308 no . 1_556 H25F C8 3.3990 no . 1_556 H25F C9 3.5558 no . 1_556 H25F H9 3.5174 no . 1_556 H26D F6 2.4842 no . 3_557 H26D H19A 3.5131 no . 3_557 H26E C1 3.1854 no . 1_556 H26E C2 3.4303 no . 1_556 H26E C3 3.4197 no . 1_556 H26E C4 3.1954 no . 1_556 H26E C5 2.9097 no . 1_556 H26E C6 2.8815 no . 1_556 H26E C7 3.4608 no . 1_556 H26E C8 3.5030 no . 1_556 H26F F6 3.1067 no . 3_557 H26F C19A 3.1113 no . 3_557 H26F C20A 2.9458 no . 3_557 H26F H19A 2.8847 no . 3_557 H26F H20A 2.5984 no . 3_557 H26F H26F 3.4048 no . 3_557 H27D F2 3.5808 no . 3_556 H27D F3 2.7779 no . 1_456 H27D F4 2.7182 no . 1_456 H27D F6 3.4229 no . 3_557 H27D C3 3.5801 no . 1_456 H27D C4 3.5676 no . 1_456 H27E F2 2.5152 no . 3_556 H27E F3 2.9463 no . 1_456 H27E C2 3.2562 no . 3_556 H27E H19A 3.2589 no . 3_557 H27E H20A 3.0391 no . 3_557 H27F F2 2.7340 no . 3_556 H27F C14 3.5004 no . 1_455 H27F H14A 2.5189 no . 4_455 H27F H14B 2.5189 no . 1_455 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== _database_code_depnum_ccdc_archive 'CCDC 963109' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_20130129 #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C58 H52 B2 F12 N4 O2' _chemical_formula_moiety 'C50 H36 B2 F12 N4, 2(C4 H8 O)' _chemical_formula_weight 1086.68 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,1/2+Y,1/2-Z 3 -X,-Y,-Z 4 +X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 16.7527(11) _cell_length_b 15.1798(11) _cell_length_c 23.1208(15) _cell_angle_alpha 90.0000 _cell_angle_beta 117.527(8) _cell_angle_gamma 90.0000 _cell_volume 5214.1(7) _cell_formula_units_Z 4 _cell_measurement_reflns_used 7362 _cell_measurement_theta_min 2.98 _cell_measurement_theta_max 67.70 _cell_measurement_temperature 100 #------------------------------------------------------------------------------ _exptl_crystal_description platelet _exptl_crystal_colour Violet _exptl_crystal_size_max 0.140 _exptl_crystal_size_mid 0.120 _exptl_crystal_size_min 0.020 _exptl_crystal_density_diffrn 1.384 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2248.00 _exptl_absorpt_coefficient_mu 0.968 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)' _exptl_absorpt_correction_T_min 0.528 _exptl_absorpt_correction_T_max 0.981 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 100 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54187 _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_reflns_av_R_equivalents 0.1002 _diffrn_reflns_av_sigmaI/netI 0.0970 _diffrn_reflns_number 59378 _diffrn_reflns_theta_max 68.25 _diffrn_reflns_theta_full 68.25 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measured_fraction_theta_full 0.998 _diffrn_reflns_limit_h_min -19 _diffrn_reflns_limit_h_max 20 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_l_min -27 _diffrn_reflns_limit_l_max 27 #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement was performed using all reflections. The weighted R-factor (wR) and goodness of fit (S) are based on F^2^. R-factor (gt) are based on F. The threshold expression of F^2^ > 2.0 sigma(F^2^) is used only for calculating R-factor (gt). ; _reflns_number_total 9535 _reflns_number_gt 3566 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_all 0.1939 _refine_ls_R_factor_gt 0.0894 _refine_ls_wR_factor_ref 0.2305 _refine_ls_wR_factor_gt 0.1935 _refine_ls_goodness_of_fit_ref 1.138 _refine_ls_restrained_S_all 1.146 _refine_ls_shift/su_max 0.002 _refine_ls_shift/su_mean 0.000 _refine_ls_number_restraints 1288 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 9530 _refine_ls_number_parameters 949 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0780P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_diff_density_max 0.290 _refine_diff_density_min -0.220 _refine_diff_density_rms 0.067 _refine_ls_extinction_method none _iucr_refine_instruction_details ; TITL 20130129 CELL 1.54187 16.75269 15.17983 23.12076 90.000 117.527 90.000 ZERR 4 0.00104 0.00105 0.00151 0.000 0.007 0.000 LATT 1 SYMM -X, .50+Y, .50-Z SFAC C H N B F O UNIT 232 208 16 8 48 8 SHEL 99999.000000 0.000000 L.S. 5 FMAP 2 PLAN -25 WPDB -2 HTAB TEMP -173.0 ACTA BOND $H CONF OMIT -2 1 2 OMIT 1 1 1 OMIT -1 2 5 OMIT 0 1 1 OMIT -1 1 2 OMIT -3 1 4 BUMP 0.02 SADI 0.02 C7 C31 C7 C31A C21 C41 C21 C41A DFIX 1.50 0.02 C34 C37 C44 C47 C34A C37A C44A C47A DFIX 1.54 0.02 C37 C38 C37 C39 C37 C40 C47 C48 C47 C49 C47 C50 = C37A C38A C37A C39A C37A C40A C47A C48A C47A C49A C47A C50A DANG 2.45 0.04 C34 C38 C34 C39 C34 C40 C34A C38A C34A C39A C34A C40A DANG 2.45 0.04 C44 C48 C44 C49 C44 C50 C44A C48A C44A C49A C44A C50A DANG 2.49 0.04 C38 C39 C39 C40 C40 C38 C38A C39A C39A C40A C40A C38A DANG 2.49 0.04 C48 C49 C49 C50 C50 C48 C48A C49A C49A C50A C50A C48A DFIX 1.39 0.02 C31 C32 C32 C33 C33 C34 C34 C35 C35 C36 C36 C31 = C31A C32A C32A C33A C33A C34A C34A C35A C35A C36A C36A C31A = C41 C42 C42 C43 C43 C44 C44 C45 C45 C46 C46 C41 = C41A C42A C42A C43A C43A C44A C44A C45A C45A C46A C46A C41A DANG 2.41 0.04 C31 C33 C32 C34 C33 C35 C34 C36 C35 C31 C36 C32 = C31A C33A C32A C34A C33A C35A C34A C36A C35A C31A C36A C32A = C41 C43 C42 C44 C43 C45 C44 C46 C45 C41 C46 C42 = C41A C43A C42A C44A C43A C45A C44A C46A C45A C41A C46A C42A FLAT 0.1 C31 > C37 FLAT 0.1 C41 > C47 FLAT 0.1 C31A > C37A FLAT 0.1 C41A > C47A DFIX 1.54 0.02 C51 C52 C52 C53 C53 C54 C51A C52A C52A C53A C53A C54A DFIX 1.54 0.02 C55 C56 C56 C57 C57 C58 C55A C56A C56A C57A C57A C58A = C55B C56B C56B C57B C57B C58B DFIX 1.43 0.02 O2 C55 O2 C58 O2A C55A O2A C58A O2B C55B O2B C58B = O1 C51 O1 C54 O1A C51A O1A C54A DANG 2.40 0.04 O2 C56 C57 O2 O2A C56A C57A O2A O2B C56B C57B O2B = O1 C52 O1 C53 O1A C52A O1A C53A DANG 2.49 0.04 C55 C57 C56 C58 C55A C57A C56A C58A C55B C57B C56B C58B = C51 C53 C52 C54 C51A C53A C52A C54A DANG 2.31 0.04 C58 C55 C58A C55A C58B C55B C54 C51 C54A C51A ISOR 0.02 0.04 C31 > C58B DELU 0.02 C31 > C58B SIMU 0.02 0.04 C31 > C58B SIZE 0.140 0.120 0.020 SUMP 1.0 0.00001 1 4 1 5 1 6 WGHT 0.078000 FVAR 0.47523 0.55328 0.72160 0.64916 0.23594 0.11490 0.75273 F1 5 0.272930 0.530726 0.883986 11.00000 0.06430 0.12401 = 0.09179 -0.01236 0.02826 -0.00435 F2 5 0.231071 0.623299 0.967113 11.00000 0.07133 0.13287 = 0.09975 0.00072 0.03939 0.00945 F3 5 0.356161 0.711078 1.068170 11.00000 0.09683 0.11197 = 0.08372 -0.00643 0.04470 -0.00026 F4 5 0.530442 0.717075 1.087404 11.00000 0.08537 0.10536 = 0.07633 -0.00385 0.02959 -0.00202 F5 5 0.682737 0.371536 0.537118 11.00000 0.07691 0.12545 = 0.08166 0.00359 0.02620 0.00631 F6 5 0.711804 0.416278 0.434400 11.00000 0.09566 0.12826 = 0.10102 0.00120 0.04710 0.00327 F7 5 0.577872 0.463447 0.319660 11.00000 0.12316 0.11637 = 0.08724 0.00352 0.05147 0.00084 F8 5 0.404914 0.469690 0.301303 11.00000 0.10899 0.11542 = 0.07623 0.00887 0.02996 0.00391 F9 5 0.708630 0.541040 0.961145 11.00000 0.06288 0.11782 = 0.07276 -0.00490 0.02162 -0.00395 F10 5 0.631960 0.640230 0.880587 11.00000 0.08452 0.10305 = 0.08463 0.00350 0.03699 -0.00580 F11 5 0.281615 0.279554 0.465963 11.00000 0.07643 0.12125 = 0.08260 -0.00811 0.01695 -0.00470 F12 5 0.256805 0.424212 0.478763 11.00000 0.07874 0.12556 = 0.08419 0.00362 0.02336 0.01319 N1 3 0.555891 0.575825 0.935164 11.00000 0.05867 0.08792 = 0.06640 -0.00234 0.02298 -0.00502 N2 3 0.589736 0.486159 0.858433 11.00000 0.05886 0.08630 = 0.06745 -0.00089 0.02304 -0.00910 N3 3 0.392416 0.384933 0.474641 11.00000 0.06952 0.09836 = 0.06842 -0.00169 0.02130 0.00496 N4 3 0.371490 0.346716 0.571267 11.00000 0.06428 0.09191 = 0.07224 0.00280 0.02458 0.00111 B1 4 0.627191 0.560352 0.909708 11.00000 0.06450 0.09090 = 0.07446 0.00708 0.02300 -0.00264 B2 4 0.321908 0.358702 0.496986 11.00000 0.06130 0.10648 = 0.07609 -0.00458 0.02019 0.00511 C1 1 0.336457 0.578400 0.932077 11.00000 0.06282 0.10647 = 0.06718 0.00256 0.01862 -0.00447 C2 1 0.315268 0.622890 0.975209 11.00000 0.05772 0.10009 = 0.07289 0.00737 0.02184 0.00234 C3 1 0.379533 0.670048 1.026516 11.00000 0.07493 0.09165 = 0.06749 0.00643 0.03355 0.00697 C4 1 0.465311 0.673158 1.035457 11.00000 0.07539 0.08947 = 0.05776 0.00139 0.01546 -0.00725 C5 1 0.488936 0.631582 0.991903 11.00000 0.07049 0.09345 = 0.05956 0.00332 0.02495 0.00212 C6 1 0.569938 0.625312 0.987172 11.00000 0.06069 0.10014 = 0.06958 0.00493 0.02311 0.00224 AFIX 43 H6 2 0.625512 0.651901 1.016194 11.00000 -1.20000 AFIX 0 C7 1 0.631949 0.440738 0.829287 11.00000 0.05817 0.11399 = 0.05800 0.01057 0.02427 0.00644 C8 1 0.570363 0.380207 0.784047 11.00000 0.05540 0.10345 = 0.05674 -0.00110 0.01857 -0.00635 C9 1 0.571633 0.313146 0.736631 11.00000 0.06607 0.10709 = 0.06224 0.00485 0.02378 0.00322 AFIX 13 H9 2 0.628377 0.312820 0.732368 11.00000 -1.20000 AFIX 0 C10 1 0.487195 0.330334 0.673208 11.00000 0.05989 0.09113 = 0.07059 -0.00104 0.02328 0.00034 C11 1 0.466016 0.338031 0.607148 11.00000 0.05731 0.09104 = 0.07070 -0.00452 0.02350 0.00299 C12 1 0.518449 0.349555 0.576853 11.00000 0.07139 0.09144 = 0.06964 -0.00147 0.01910 0.00114 AFIX 43 H12 2 0.581401 0.340151 0.601677 11.00000 -1.20000 AFIX 0 C13 1 0.485697 0.374040 0.512344 11.00000 0.06686 0.08557 = 0.07158 -0.00381 0.02659 0.00068 C14 1 0.525723 0.396375 0.471629 11.00000 0.07198 0.09436 = 0.06998 -0.00556 0.02441 0.00660 C15 1 0.612492 0.396955 0.480208 11.00000 0.08000 0.09432 = 0.06742 0.00297 0.02595 0.00731 C16 1 0.628540 0.419366 0.428563 11.00000 0.06772 0.11622 = 0.09669 -0.00677 0.03571 0.00574 C17 1 0.558798 0.444777 0.368418 11.00000 0.09368 0.10149 = 0.06371 0.00319 0.03407 -0.00222 C18 1 0.472062 0.445513 0.359057 11.00000 0.09304 0.09973 = 0.06029 0.00433 0.01273 0.00467 C19 1 0.454599 0.422768 0.410244 11.00000 0.08402 0.09041 = 0.06119 -0.00464 0.02328 -0.00144 C20 1 0.374180 0.412882 0.415041 11.00000 0.08561 0.10506 = 0.06520 0.00248 0.01992 -0.00165 AFIX 43 H20 2 0.315557 0.424423 0.380849 11.00000 -1.20000 AFIX 0 C21 1 0.337064 0.343795 0.614466 11.00000 0.06237 0.09392 = 0.07704 -0.00261 0.02290 -0.00161 C22 1 0.408915 0.335802 0.677889 11.00000 0.05392 0.09052 = 0.07062 -0.00474 0.01610 -0.00031 C23 1 0.419145 0.324655 0.745209 11.00000 0.05714 0.10357 = 0.07287 -0.00700 0.02542 -0.00290 AFIX 13 H23 2 0.361447 0.332135 0.747616 11.00000 -1.20000 AFIX 0 C24 1 0.490014 0.389063 0.786182 11.00000 0.05170 0.09825 = 0.06301 -0.00178 0.01543 -0.00092 C25 1 0.500490 0.455311 0.832709 11.00000 0.04959 0.09239 = 0.06899 0.00466 0.02133 0.00253 C26 1 0.441922 0.486499 0.854593 11.00000 0.06056 0.08554 = 0.07573 0.00949 0.02281 0.00564 AFIX 43 H26 2 0.381540 0.465912 0.833847 11.00000 -1.20000 AFIX 0 C27 1 0.466639 0.546507 0.905441 11.00000 0.06135 0.08523 = 0.06574 0.00368 0.02397 -0.00480 C28 1 0.423409 0.581736 0.940156 11.00000 0.06523 0.08899 = 0.06059 0.00178 0.02449 -0.00213 C29 1 0.551212 0.224239 0.761254 11.00000 0.06932 0.10179 = 0.07266 0.00170 0.02180 0.00789 AFIX 23 H29A 2 0.545126 0.176581 0.730249 11.00000 -1.20000 H29B 2 0.601946 0.209152 0.804179 11.00000 -1.20000 AFIX 0 C30 1 0.462561 0.231224 0.767661 11.00000 0.06686 0.10463 = 0.07481 -0.00244 0.02794 -0.00253 AFIX 23 H30A 2 0.476024 0.221136 0.813578 11.00000 -1.20000 H30B 2 0.419593 0.185364 0.740441 11.00000 -1.20000 AFIX 0 PART 1 C31 1 0.727237 0.445510 0.845439 21.00000 0.06733 0.09394 = 0.06515 -0.00130 0.03073 -0.00087 C32 1 0.770266 0.525384 0.853655 21.00000 0.07965 0.10230 = 0.07850 0.00884 0.03483 0.00134 AFIX 43 H32 2 0.737268 0.578659 0.846510 21.00000 -1.20000 AFIX 0 C33 1 0.862051 0.528044 0.872416 21.00000 0.07744 0.11513 = 0.10125 0.00922 0.03319 -0.01286 AFIX 43 H33 2 0.890288 0.584003 0.878825 21.00000 -1.20000 AFIX 0 C34 1 0.914281 0.453658 0.882216 21.00000 0.06615 0.12660 = 0.10473 0.01012 0.03267 -0.01302 C35 1 0.869185 0.375149 0.874884 21.00000 0.06938 0.11162 = 0.10645 0.01675 0.02878 0.01026 AFIX 43 H35 2 0.902749 0.322060 0.883253 21.00000 -1.20000 AFIX 0 C36 1 0.778455 0.368930 0.856171 21.00000 0.06676 0.10353 = 0.08567 0.00374 0.02876 -0.00415 AFIX 43 H36 2 0.750819 0.312770 0.850584 21.00000 -1.20000 AFIX 0 C37 1 1.015231 0.462444 0.904192 21.00000 0.07352 0.15343 = 0.12981 0.03077 0.03619 -0.00494 C38 1 1.057461 0.372669 0.908382 21.00000 0.07943 0.18070 = 0.26507 0.02929 0.05895 0.00774 AFIX 133 H38A 2 1.117680 0.380103 0.911947 21.00000 -1.50000 H38B 2 1.019899 0.338656 0.869057 21.00000 -1.50000 H38C 2 1.062072 0.341284 0.946847 21.00000 -1.50000 AFIX 0 C39 1 1.072204 0.500122 0.967996 21.00000 0.11429 0.27229 = 0.13854 0.00985 0.00114 -0.05952 AFIX 133 H39A 2 1.051435 0.480155 0.999075 21.00000 -1.50000 H39B 2 1.069054 0.564545 0.965064 21.00000 -1.50000 H39C 2 1.134536 0.481071 0.982865 21.00000 -1.50000 AFIX 0 C40 1 1.027272 0.516399 0.853704 21.00000 0.09434 0.17741 = 0.13872 -0.01035 0.07730 -0.01370 AFIX 133 H40A 2 1.003132 0.575747 0.851768 21.00000 -1.50000 H40B 2 0.995028 0.488111 0.810931 21.00000 -1.50000 H40C 2 1.091450 0.520268 0.865730 21.00000 -1.50000 AFIX 0 PART 2 C31A 1 0.725803 0.458475 0.843776 -21.00000 0.06736 0.08761 = 0.07309 -0.00758 0.02352 -0.00917 C32A 1 0.764177 0.540567 0.847329 -21.00000 0.07672 0.09588 = 0.08364 0.00581 0.03658 -0.00028 AFIX 43 H32A 2 0.730410 0.591709 0.845512 -21.00000 -1.20000 AFIX 0 C33A 1 0.850520 0.550836 0.853471 -21.00000 0.06409 0.10835 = 0.10305 0.00308 0.03349 -0.00597 AFIX 43 H33A 2 0.874162 0.608255 0.855358 -21.00000 -1.20000 AFIX 0 C34A 1 0.902361 0.477059 0.856858 -21.00000 0.07560 0.10780 = 0.10257 0.00991 0.04818 0.00123 C35A 1 0.864902 0.396391 0.853350 -21.00000 0.07510 0.11334 = 0.09775 0.00396 0.03431 -0.00101 AFIX 43 H35A 2 0.898943 0.345317 0.855508 -21.00000 -1.20000 AFIX 0 C36A 1 0.779149 0.386117 0.846764 -21.00000 0.06998 0.10031 = 0.08896 0.00348 0.02261 0.00067 AFIX 43 H36A 2 0.755857 0.328382 0.844201 -21.00000 -1.20000 AFIX 0 C37A 1 0.995883 0.480692 0.862194 -21.00000 0.08064 0.14059 = 0.11866 0.01136 0.05523 -0.00549 C38A 1 1.026394 0.578127 0.868014 -21.00000 0.08456 0.16922 = 0.19534 -0.04278 0.06015 -0.03004 AFIX 133 H38D 2 1.027948 0.604273 0.907276 -21.00000 -1.50000 H38E 2 0.983927 0.610878 0.829510 -21.00000 -1.50000 H38F 2 1.086595 0.580822 0.870934 -21.00000 -1.50000 AFIX 0 C39A 1 0.991652 0.450648 0.798004 -21.00000 0.10001 0.17129 = 0.15163 -0.01696 0.08661 -0.00901 AFIX 133 H39D 2 1.051921 0.453644 0.801069 -21.00000 -1.50000 H39E 2 0.950718 0.489105 0.762679 -21.00000 -1.50000 H39F 2 0.969593 0.389858 0.788949 -21.00000 -1.50000 AFIX 0 C40A 1 1.064405 0.424193 0.917396 -21.00000 0.07578 0.16418 = 0.14173 -0.03606 0.01724 -0.01996 AFIX 133 H40D 2 1.123307 0.429476 0.918355 -21.00000 -1.50000 H40E 2 1.045028 0.362491 0.910221 -21.00000 -1.50000 H40F 2 1.068892 0.444324 0.959068 -21.00000 -1.50000 AFIX 0 PART 1 C41 1 0.241546 0.351190 0.598291 31.00000 0.05774 0.08838 = 0.08209 -0.00256 0.01833 0.00208 C42 1 0.174470 0.299289 0.550157 31.00000 0.05937 0.10351 = 0.10971 -0.01135 0.02207 0.00237 AFIX 43 H42 2 0.189071 0.262264 0.523276 31.00000 -1.20000 AFIX 0 C43 1 0.087164 0.301723 0.541615 31.00000 0.06235 0.11991 = 0.10916 -0.00814 0.01994 -0.00162 AFIX 43 H43 2 0.043813 0.264614 0.509244 31.00000 -1.20000 AFIX 0 C44 1 0.059029 0.355098 0.577469 31.00000 0.06559 0.12982 = 0.10840 0.01483 0.03392 0.00602 C45 1 0.125541 0.406986 0.624741 31.00000 0.07053 0.14410 = 0.10238 0.00288 0.03358 0.01311 AFIX 43 H45 2 0.109597 0.445598 0.650072 31.00000 -1.20000 AFIX 0 C46 1 0.214382 0.404332 0.636203 31.00000 0.06733 0.12397 = 0.10406 -0.00669 0.02665 0.01029 AFIX 43 H46 2 0.258009 0.439076 0.670360 31.00000 -1.20000 AFIX 0 C47 1 -0.039414 0.358016 0.566719 31.00000 0.06514 0.15706 = 0.14767 0.02560 0.04663 0.01333 C48 1 -0.101437 0.299561 0.509427 31.00000 0.06686 0.15276 = 0.20712 0.02203 0.03375 0.00949 AFIX 133 H48A 2 -0.078043 0.239201 0.516855 31.00000 -1.50000 H48B 2 -0.103853 0.322300 0.468978 31.00000 -1.50000 H48C 2 -0.162070 0.299809 0.505817 31.00000 -1.50000 AFIX 0 C49 1 -0.039467 0.327536 0.628785 31.00000 0.10460 0.32126 = 0.20802 0.06707 0.09467 0.01992 AFIX 133 H49A 2 -0.097934 0.340724 0.626820 31.00000 -1.50000 H49B 2 0.008140 0.358192 0.666076 31.00000 -1.50000 H49C 2 -0.028641 0.263887 0.633788 31.00000 -1.50000 AFIX 0 C50 1 -0.074298 0.452445 0.552850 31.00000 0.08282 0.18127 = 0.24167 0.00114 0.05765 0.02851 AFIX 133 H50A 2 -0.139589 0.452564 0.537032 31.00000 -1.50000 H50B 2 -0.060524 0.478180 0.519611 31.00000 -1.50000 H50C 2 -0.045198 0.487272 0.592995 31.00000 -1.50000 AFIX 0 PART 2 C41A 1 0.241876 0.333434 0.594392 -31.00000 0.06476 0.09864 = 0.09351 -0.01061 0.02662 -0.00379 C42A 1 0.185700 0.270772 0.550889 -31.00000 0.06229 0.09808 = 0.10295 -0.00535 0.02513 -0.00542 AFIX 43 H42A 2 0.210683 0.223447 0.537688 -31.00000 -1.20000 AFIX 0 C43A 1 0.093024 0.277146 0.526628 -31.00000 0.06477 0.11058 = 0.11116 -0.01029 0.02960 0.00421 AFIX 43 H43A 2 0.054483 0.233268 0.498066 -31.00000 -1.20000 AFIX 0 C44A 1 0.057190 0.348673 0.544666 -31.00000 0.07143 0.11843 = 0.10707 -0.00348 0.03874 0.01120 C45A 1 0.115722 0.409266 0.589874 -31.00000 0.07107 0.12123 = 0.10119 -0.00476 0.03934 0.01616 AFIX 43 H45A 2 0.091092 0.455810 0.604076 -31.00000 -1.20000 AFIX 0 C46A 1 0.208969 0.403960 0.614927 -31.00000 0.07314 0.11411 = 0.09305 -0.00645 0.02542 0.00076 AFIX 43 H46A 2 0.247961 0.446616 0.644605 -31.00000 -1.20000 AFIX 0 C47A 1 -0.042728 0.357117 0.521869 -31.00000 0.07292 0.13922 = 0.12215 0.00319 0.04582 -0.00154 C48A 1 -0.095205 0.355339 0.446539 -31.00000 0.08472 0.18152 = 0.12975 0.00528 0.03047 0.00492 AFIX 133 H48D 2 -0.065132 0.315386 0.429496 -31.00000 -1.50000 H48E 2 -0.096979 0.414789 0.429458 -31.00000 -1.50000 H48F 2 -0.156757 0.334713 0.432927 -31.00000 -1.50000 AFIX 0 C49A 1 -0.075692 0.282293 0.550126 -31.00000 0.08386 0.17677 = 0.16997 0.03492 0.05220 -0.00407 AFIX 133 H49D 2 -0.065743 0.225589 0.534228 -31.00000 -1.50000 H49E 2 -0.140076 0.289856 0.536341 -31.00000 -1.50000 H49F 2 -0.042306 0.283653 0.597852 -31.00000 -1.50000 AFIX 0 C50A 1 -0.066674 0.442653 0.545186 -31.00000 0.04503 0.16231 = 0.18005 -0.01641 0.05020 -0.00376 AFIX 133 H50D 2 -0.132234 0.447464 0.526700 -31.00000 -1.50000 H50E 2 -0.043521 0.492930 0.530901 -31.00000 -1.50000 H50F 2 -0.039615 0.442394 0.592903 -31.00000 -1.50000 AFIX 0 PART 1 O1 6 0.185022 0.146122 0.785911 71.00000 0.18853 0.27941 = 0.21316 -0.02683 0.07368 -0.01387 C51 1 0.222278 0.215197 0.760339 71.00000 0.16685 0.19615 = 0.18843 -0.00510 0.10015 -0.01383 AFIX 23 H51A 2 0.181505 0.224912 0.713423 71.00000 -1.20000 H51B 2 0.281598 0.196399 0.765094 71.00000 -1.20000 AFIX 0 C52 1 0.232650 0.301419 0.798581 71.00000 0.19446 0.23537 = 0.19572 -0.04098 0.08732 0.03388 AFIX 23 H52A 2 0.223991 0.354729 0.771651 71.00000 -1.20000 H52B 2 0.290536 0.304848 0.839060 71.00000 -1.20000 AFIX 0 C53 1 0.148672 0.281893 0.812286 71.00000 0.20721 0.27097 = 0.20750 -0.01968 0.08266 0.01729 AFIX 23 H53A 2 0.158558 0.310818 0.853444 71.00000 -1.20000 H53B 2 0.093141 0.306624 0.776467 71.00000 -1.20000 AFIX 0 C54 1 0.138032 0.189077 0.816989 71.00000 0.17148 0.29484 = 0.18991 -0.01096 0.09446 0.01987 AFIX 23 H54A 2 0.073446 0.173037 0.794783 71.00000 -1.20000 H54B 2 0.163798 0.171018 0.863284 71.00000 -1.20000 AFIX 0 PART 2 O1A 6 0.233221 0.330060 0.834701 -71.00000 0.23843 C51A 1 0.246248 0.245723 0.812864 -71.00000 0.20130 AFIX 23 H51C 2 0.262247 0.200154 0.847077 -71.00000 -1.20000 H51D 2 0.292694 0.247565 0.797736 -71.00000 -1.20000 AFIX 0 C52A 1 0.150641 0.231032 0.755618 -71.00000 0.21554 AFIX 23 H52C 2 0.152894 0.196030 0.720272 -71.00000 -1.20000 H52D 2 0.110986 0.201021 0.770552 -71.00000 -1.20000 AFIX 0 C53A 1 0.118576 0.326220 0.733069 -71.00000 0.22952 AFIX 23 H53C 2 0.069721 0.343874 0.743423 -71.00000 -1.20000 H53D 2 0.098057 0.333687 0.685756 -71.00000 -1.20000 AFIX 0 C54A 1 0.209511 0.380026 0.775844 -71.00000 0.20727 AFIX 23 H54C 2 0.254230 0.373977 0.759323 -71.00000 -1.20000 H54D 2 0.198455 0.443042 0.780583 -71.00000 -1.20000 AFIX 0 PART 1 O2 6 0.279104 0.699580 0.798741 41.00000 0.18584 0.21437 = 0.20853 0.03647 0.08901 0.00052 C55 1 0.219238 0.752139 0.813057 41.00000 0.18349 0.18665 = 0.18644 0.02157 0.06985 0.01382 AFIX 23 H55A 2 0.214845 0.813564 0.797476 41.00000 -1.20000 H55B 2 0.235486 0.751695 0.860024 41.00000 -1.20000 AFIX 0 C56 1 0.131359 0.696985 0.770651 41.00000 0.17088 0.17326 = 0.18761 -0.00618 0.08764 0.00486 AFIX 23 H56A 2 0.109905 0.669959 0.799917 41.00000 -1.20000 H56B 2 0.083770 0.737370 0.740737 41.00000 -1.20000 AFIX 0 C57 1 0.144883 0.628340 0.732731 41.00000 0.19723 0.20375 = 0.19242 0.01123 0.07777 0.00700 AFIX 23 H57A 2 0.101155 0.634171 0.686005 41.00000 -1.20000 H57B 2 0.137704 0.569463 0.748158 41.00000 -1.20000 AFIX 0 C58 1 0.241621 0.641134 0.743030 41.00000 0.16226 0.18893 = 0.16009 0.02422 0.08045 -0.00318 AFIX 23 H58A 2 0.274635 0.584523 0.752675 41.00000 -1.20000 H58B 2 0.242318 0.668525 0.704407 41.00000 -1.20000 AFIX 0 PART 2 O2A 6 0.272657 0.825539 0.815933 51.00000 0.13816 C55A 1 0.223996 0.744691 0.801059 51.00000 0.18778 AFIX 23 H55C 2 0.257092 0.699006 0.834087 51.00000 -1.20000 H55D 2 0.211657 0.722692 0.757405 51.00000 -1.20000 AFIX 0 C56A 1 0.135924 0.771400 0.802881 51.00000 0.20140 AFIX 23 H56C 2 0.084113 0.771689 0.758603 51.00000 -1.20000 H56D 2 0.122715 0.731369 0.831178 51.00000 -1.20000 AFIX 0 C57A 1 0.158196 0.865389 0.831775 51.00000 0.25481 AFIX 23 H57C 2 0.187888 0.863563 0.880033 51.00000 -1.20000 H57D 2 0.102941 0.901575 0.816182 51.00000 -1.20000 AFIX 0 C58A 1 0.222945 0.903008 0.806726 51.00000 0.11613 AFIX 23 H58C 2 0.190995 0.921090 0.760375 51.00000 -1.20000 H58D 2 0.260068 0.952325 0.833857 51.00000 -1.20000 AFIX 0 PART 3 O2B 6 0.190359 0.543967 0.733775 61.00000 0.18556 C55B 1 0.217938 0.620173 0.711561 61.00000 0.18487 AFIX 23 H55E 2 0.269254 0.607077 0.702816 61.00000 -1.20000 H55F 2 0.234431 0.669104 0.743334 61.00000 -1.20000 AFIX 0 C56B 1 0.130818 0.641525 0.647441 61.00000 0.21534 AFIX 23 H56E 2 0.123838 0.601256 0.611722 61.00000 -1.20000 H56F 2 0.131116 0.703138 0.633502 61.00000 -1.20000 AFIX 0 C57B 1 0.054658 0.626515 0.667847 61.00000 0.20361 AFIX 23 H57E 2 0.044938 0.679491 0.688773 61.00000 -1.20000 H57F 2 -0.002825 0.609201 0.630159 61.00000 -1.20000 AFIX 0 C58B 1 0.096113 0.549509 0.717293 61.00000 0.17463 AFIX 23 H58E 2 0.089279 0.560894 0.756936 61.00000 -1.20000 H58F 2 0.065250 0.493508 0.697558 61.00000 -1.20000 PART 0 HKLF 4 REM 20130129 REM R1 = 0.0894 for 3565 Fo > 4sig(Fo) and 0.1939 for all 9529 data REM 949 parameters refined using 1316 restraints END WGHT 0.1585 0.0000 REM Highest difference peak 0.433, deepest hole -0.238, 1-sigma level 0.067 Q1 1 1.0473 0.5388 0.9720 11.00000 0.05 0.43 Q2 1 0.1162 0.8496 0.7897 11.00000 0.05 0.32 Q3 1 0.4879 0.6015 0.9340 11.00000 0.05 0.25 Q4 1 0.1413 0.2472 0.8149 11.00000 0.05 0.25 Q5 1 0.5662 0.2969 0.7810 11.00000 0.05 0.23 Q6 1 0.4514 0.3265 0.5796 11.00000 0.05 0.23 Q7 1 0.2992 0.6717 1.0233 11.00000 0.05 0.23 Q8 1 0.1496 0.9240 0.8092 11.00000 0.05 0.23 Q9 1 0.5519 0.4527 0.8377 11.00000 0.05 0.23 Q10 1 0.6402 0.4175 0.3744 11.00000 0.05 0.22 Q11 1 -0.0946 0.5536 0.6623 11.00000 0.05 0.22 Q12 1 0.1203 0.3749 0.6114 11.00000 0.05 0.20 Q13 1 0.3131 0.6840 0.9789 11.00000 0.05 0.20 Q14 1 0.5623 0.5753 0.8999 11.00000 0.05 0.20 Q15 1 0.4716 0.4178 0.4535 11.00000 0.05 0.20 Q16 1 0.6217 0.5661 0.9554 11.00000 0.05 0.19 Q17 1 0.6224 0.5548 0.8698 11.00000 0.05 0.19 Q18 1 -0.0263 0.6296 0.6464 11.00000 0.05 0.19 Q19 1 0.1173 0.6977 0.7340 11.00000 0.05 0.19 Q20 1 -0.0073 0.4318 0.6687 11.00000 0.05 0.19 Q21 1 0.1594 0.6508 0.6899 11.00000 0.05 0.19 Q22 1 0.3904 0.3743 0.5187 11.00000 0.05 0.19 Q23 1 0.4185 0.2524 0.7409 11.00000 0.05 0.18 Q24 1 0.9037 0.4304 0.9067 11.00000 0.05 0.18 Q25 1 0.4369 0.6245 0.9884 11.00000 0.05 0.18 ; loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; N N 0.0311 0.0180 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; B B 0.0090 0.0039 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; F F 0.0727 0.0534 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.0492 0.0322 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group F1 F 0.27293(17) 0.53073(18) 0.88399(13) 0.0964(9) Uani 1 1 d . . . F2 F 0.23107(19) 0.62330(19) 0.96711(13) 0.1014(9) Uani 1 1 d . . . F3 F 0.35616(17) 0.71108(18) 1.06817(13) 0.0963(9) Uani 1 1 d . . . F4 F 0.53044(17) 0.71707(18) 1.08740(12) 0.0921(8) Uani 1 1 d . . . F5 F 0.68274(18) 0.37154(19) 0.53712(13) 0.0988(9) Uani 1 1 d . A . F6 F 0.7118(2) 0.41628(19) 0.43440(13) 0.1077(9) Uani 1 1 d . . . F7 F 0.57787(19) 0.46345(19) 0.31966(14) 0.1078(9) Uani 1 1 d . A . F8 F 0.4049(2) 0.46969(18) 0.30130(13) 0.1052(9) Uani 1 1 d . . . F9 F 0.70863(16) 0.54104(17) 0.96114(11) 0.0883(8) Uani 1 1 d . . . F10 F 0.63196(16) 0.64023(19) 0.88059(12) 0.0916(8) Uani 1 1 d . . . F11 F 0.28161(17) 0.2796(2) 0.46596(12) 0.1012(9) Uani 1 1 d . . . F12 F 0.25681(18) 0.4242(2) 0.47876(12) 0.1018(9) Uani 1 1 d . . . N1 N 0.5559(3) 0.5758(3) 0.93516(19) 0.0733(11) Uani 1 1 d . A . N2 N 0.5897(3) 0.4862(3) 0.85843(18) 0.0733(11) Uani 1 1 d . A . N3 N 0.3924(3) 0.3849(3) 0.4746(2) 0.0829(12) Uani 1 1 d . A . N4 N 0.3715(3) 0.3467(2) 0.57127(19) 0.0789(11) Uani 1 1 d . A . B1 B 0.6272(4) 0.5604(5) 0.9097(3) 0.0802(17) Uani 1 1 d . . . B2 B 0.3219(4) 0.3587(5) 0.4970(3) 0.0858(19) Uani 1 1 d . . . C1 C 0.3365(4) 0.5784(4) 0.9321(3) 0.0833(15) Uani 1 1 d . . . C2 C 0.3153(4) 0.6229(4) 0.9752(3) 0.0802(14) Uani 1 1 d . . . C3 C 0.3795(4) 0.6700(3) 1.0265(3) 0.0778(14) Uani 1 1 d . . . C4 C 0.4653(4) 0.6732(3) 1.0355(2) 0.0802(14) Uani 1 1 d . . . C5 C 0.4889(4) 0.6316(3) 0.9919(2) 0.0765(14) Uani 1 1 d . . . C6 C 0.5699(3) 0.6253(3) 0.9872(2) 0.0795(14) Uani 1 1 d . . . H6 H 0.6255 0.6519 1.0162 0.095 Uiso 1 1 calc R . . C7 C 0.6319(3) 0.4407(4) 0.8293(2) 0.0777(14) Uani 1 1 d D . . C8 C 0.5704(3) 0.3802(3) 0.7840(2) 0.0747(14) Uani 1 1 d . A . C9 C 0.5716(3) 0.3131(4) 0.7366(2) 0.0808(14) Uani 1 1 d . . . H9 H 0.6284 0.3128 0.7324 0.097 Uiso 1 1 calc R A . C10 C 0.4872(3) 0.3303(3) 0.6732(2) 0.0766(14) Uani 1 1 d . A . C11 C 0.4660(3) 0.3380(3) 0.6071(3) 0.0754(13) Uani 1 1 d . . . C12 C 0.5184(3) 0.3496(3) 0.5769(2) 0.0828(15) Uani 1 1 d . A . H12 H 0.5814 0.3402 0.6017 0.099 Uiso 1 1 calc R . . C13 C 0.4857(3) 0.3740(3) 0.5123(3) 0.0768(14) Uani 1 1 d . . . C14 C 0.5257(4) 0.3964(3) 0.4716(2) 0.0821(14) Uani 1 1 d . A . C15 C 0.6125(4) 0.3970(3) 0.4802(3) 0.0838(15) Uani 1 1 d . . . C16 C 0.6285(4) 0.4194(4) 0.4286(3) 0.0944(16) Uani 1 1 d . A . C17 C 0.5588(5) 0.4448(3) 0.3684(3) 0.0872(16) Uani 1 1 d . . . C18 C 0.4721(5) 0.4455(3) 0.3591(3) 0.0932(17) Uani 1 1 d . A . C19 C 0.4546(4) 0.4228(3) 0.4102(3) 0.0826(15) Uani 1 1 d . . . C20 C 0.3742(4) 0.4129(3) 0.4150(3) 0.0911(16) Uani 1 1 d . A . H20 H 0.3156 0.4244 0.3808 0.109 Uiso 1 1 calc R . . C21 C 0.3371(3) 0.3438(3) 0.6145(3) 0.0814(14) Uani 1 1 d D . . C22 C 0.4089(3) 0.3358(3) 0.6779(2) 0.0767(14) Uani 1 1 d . A . C23 C 0.4191(3) 0.3247(3) 0.7452(2) 0.0797(14) Uani 1 1 d . . . H23 H 0.3614 0.3321 0.7476 0.096 Uiso 1 1 calc R A . C24 C 0.4900(3) 0.3891(3) 0.7862(2) 0.0753(13) Uani 1 1 d . A . C25 C 0.5005(3) 0.4553(3) 0.8327(2) 0.0727(13) Uani 1 1 d . . . C26 C 0.4419(3) 0.4865(3) 0.8546(2) 0.0773(14) Uani 1 1 d . A . H26 H 0.3815 0.4659 0.8338 0.093 Uiso 1 1 calc R . . C27 C 0.4666(3) 0.5465(3) 0.9054(2) 0.0729(13) Uani 1 1 d . . . C28 C 0.4234(4) 0.5817(3) 0.9402(2) 0.0734(13) Uani 1 1 d . A . C29 C 0.5512(3) 0.2242(3) 0.7613(2) 0.0856(15) Uani 1 1 d . A . H29A H 0.5451 0.1766 0.7302 0.103 Uiso 1 1 calc R . . H29B H 0.6019 0.2092 0.8042 0.103 Uiso 1 1 calc R . . C30 C 0.4626(3) 0.2312(3) 0.7677(2) 0.0840(14) Uani 1 1 d . A . H30A H 0.4760 0.2211 0.8136 0.101 Uiso 1 1 calc R . . H30B H 0.4196 0.1854 0.7404 0.101 Uiso 1 1 calc R . . C31 C 0.7272(9) 0.4455(18) 0.8454(15) 0.075(4) Uani 0.553(8) 1 d PDU A 1 C32 C 0.7703(12) 0.5254(16) 0.8537(12) 0.087(4) Uani 0.553(8) 1 d PDU A 1 H32 H 0.7373 0.5787 0.8465 0.105 Uiso 0.553(8) 1 calc PR A 1 C33 C 0.8621(11) 0.5280(11) 0.8724(8) 0.101(4) Uani 0.553(8) 1 d PDU A 1 H33 H 0.8903 0.5840 0.8788 0.121 Uiso 0.553(8) 1 calc PR A 1 C34 C 0.9143(8) 0.4537(10) 0.8822(7) 0.102(4) Uani 0.553(8) 1 d PDU A 1 C35 C 0.8692(10) 0.3751(10) 0.8749(7) 0.100(4) Uani 0.553(8) 1 d PDU A 1 H35 H 0.9027 0.3221 0.8833 0.121 Uiso 0.553(8) 1 calc PR A 1 C36 C 0.7785(13) 0.3689(15) 0.8562(13) 0.088(4) Uani 0.553(8) 1 d PDU A 1 H36 H 0.7508 0.3128 0.8506 0.105 Uiso 0.553(8) 1 calc PR A 1 C37 C 1.0152(9) 0.4624(9) 0.9042(7) 0.123(4) Uani 0.553(8) 1 d PDU A 1 C38 C 1.0575(12) 0.3727(10) 0.9084(9) 0.183(7) Uani 0.553(8) 1 d PDU A 1 H38A H 1.1177 0.3801 0.9119 0.275 Uiso 0.553(8) 1 calc PR A 1 H38B H 1.0199 0.3387 0.8691 0.275 Uiso 0.553(8) 1 calc PR A 1 H38C H 1.0621 0.3413 0.9468 0.275 Uiso 0.553(8) 1 calc PR A 1 C39 C 1.0722(6) 0.5001(10) 0.9680(6) 0.197(6) Uani 0.553(8) 1 d PDU A 1 H39A H 1.0514 0.4802 0.9991 0.296 Uiso 0.553(8) 1 calc PR A 1 H39B H 1.0691 0.5645 0.9651 0.296 Uiso 0.553(8) 1 calc PR A 1 H39C H 1.1345 0.4811 0.9829 0.296 Uiso 0.553(8) 1 calc PR A 1 C40 C 1.0273(10) 0.5164(11) 0.8537(7) 0.128(5) Uani 0.553(8) 1 d PDU A 1 H40A H 1.0031 0.5757 0.8518 0.191 Uiso 0.553(8) 1 calc PR A 1 H40B H 0.9950 0.4881 0.8109 0.191 Uiso 0.553(8) 1 calc PR A 1 H40C H 1.0914 0.5203 0.8657 0.191 Uiso 0.553(8) 1 calc PR A 1 C31A C 0.7258(11) 0.458(2) 0.844(2) 0.080(5) Uani 0.447(8) 1 d PDU A 2 C32A C 0.7642(15) 0.541(2) 0.8473(15) 0.086(5) Uani 0.447(8) 1 d PDU A 2 H32A H 0.7304 0.5917 0.8455 0.103 Uiso 0.447(8) 1 calc PR A 2 C33A C 0.8505(12) 0.5508(12) 0.8535(9) 0.094(5) Uani 0.447(8) 1 d PDU A 2 H33A H 0.8742 0.6083 0.8554 0.113 Uiso 0.447(8) 1 calc PR A 2 C34A C 0.9024(9) 0.4771(11) 0.8569(8) 0.093(4) Uani 0.447(8) 1 d PDU A 2 C35A C 0.8649(14) 0.3964(13) 0.8534(8) 0.098(5) Uani 0.447(8) 1 d PDU A 2 H35A H 0.8989 0.3453 0.8555 0.117 Uiso 0.447(8) 1 calc PR A 2 C36A C 0.7791(16) 0.3861(19) 0.8468(17) 0.092(5) Uani 0.447(8) 1 d PDU A 2 H36A H 0.7559 0.3284 0.8442 0.110 Uiso 0.447(8) 1 calc PR A 2 C37A C 0.9959(10) 0.4807(11) 0.8622(8) 0.110(4) Uani 0.447(8) 1 d PDU A 2 C38A C 1.0264(12) 0.5781(10) 0.8680(10) 0.151(7) Uani 0.447(8) 1 d PDU A 2 H38D H 1.0279 0.6043 0.9073 0.227 Uiso 0.447(8) 1 calc PR A 2 H38E H 0.9839 0.6109 0.8295 0.227 Uiso 0.447(8) 1 calc PR A 2 H38F H 1.0866 0.5808 0.8709 0.227 Uiso 0.447(8) 1 calc PR A 2 C39A C 0.9917(9) 0.4506(9) 0.7980(6) 0.130(5) Uani 0.447(8) 1 d PDU A 2 H39D H 1.0519 0.4536 0.8011 0.195 Uiso 0.447(8) 1 calc PR A 2 H39E H 0.9507 0.4891 0.7627 0.195 Uiso 0.447(8) 1 calc PR A 2 H39F H 0.9696 0.3899 0.7889 0.195 Uiso 0.447(8) 1 calc PR A 2 C40A C 1.0644(14) 0.4242(13) 0.9174(9) 0.140(7) Uani 0.447(8) 1 d PDU A 2 H40D H 1.1233 0.4295 0.9184 0.210 Uiso 0.447(8) 1 calc PR A 2 H40E H 1.0450 0.3625 0.9102 0.210 Uiso 0.447(8) 1 calc PR A 2 H40F H 1.0689 0.4443 0.9591 0.210 Uiso 0.447(8) 1 calc PR A 2 C41 C 0.2415(5) 0.3512(8) 0.5983(7) 0.082(3) Uani 0.722(8) 1 d PDU A 1 C42 C 0.1745(7) 0.2993(7) 0.5502(6) 0.098(3) Uani 0.722(8) 1 d PDU A 1 H42 H 0.1891 0.2623 0.5233 0.117 Uiso 0.722(8) 1 calc PR A 1 C43 C 0.0872(7) 0.3017(7) 0.5416(5) 0.105(3) Uani 0.722(8) 1 d PDU A 1 H43 H 0.0438 0.2646 0.5092 0.126 Uiso 0.722(8) 1 calc PR A 1 C44 C 0.0590(6) 0.3551(7) 0.5775(5) 0.104(3) Uani 0.722(8) 1 d PDU A 1 C45 C 0.1255(6) 0.4070(7) 0.6247(5) 0.108(3) Uani 0.722(8) 1 d PDU A 1 H45 H 0.1096 0.4456 0.6501 0.130 Uiso 0.722(8) 1 calc PR A 1 C46 C 0.2144(7) 0.4043(9) 0.6362(5) 0.104(3) Uani 0.722(8) 1 d PDU A 1 H46 H 0.2580 0.4391 0.6704 0.124 Uiso 0.722(8) 1 calc PR A 1 C47 C -0.0394(6) 0.3580(7) 0.5667(6) 0.124(3) Uani 0.722(8) 1 d PDU A 1 C48 C -0.1014(7) 0.2996(8) 0.5094(6) 0.154(5) Uani 0.722(8) 1 d PDU A 1 H48A H -0.0780 0.2392 0.5169 0.231 Uiso 0.722(8) 1 calc PR A 1 H48B H -0.1039 0.3223 0.4690 0.231 Uiso 0.722(8) 1 calc PR A 1 H48C H -0.1621 0.2998 0.5058 0.231 Uiso 0.722(8) 1 calc PR A 1 C49 C -0.0395(6) 0.3275(9) 0.6288(6) 0.203(5) Uani 0.722(8) 1 d PDU A 1 H49A H -0.0979 0.3407 0.6268 0.304 Uiso 0.722(8) 1 calc PR A 1 H49B H 0.0081 0.3582 0.6661 0.304 Uiso 0.722(8) 1 calc PR A 1 H49C H -0.0286 0.2639 0.6338 0.304 Uiso 0.722(8) 1 calc PR A 1 C50 C -0.0743(11) 0.4524(9) 0.5528(11) 0.175(6) Uani 0.722(8) 1 d PDU A 1 H50A H -0.1396 0.4526 0.5370 0.263 Uiso 0.722(8) 1 calc PR A 1 H50B H -0.0605 0.4782 0.5196 0.263 Uiso 0.722(8) 1 calc PR A 1 H50C H -0.0452 0.4873 0.5930 0.263 Uiso 0.722(8) 1 calc PR A 1 C41A C 0.2419(11) 0.333(2) 0.5944(19) 0.090(6) Uani 0.278(8) 1 d PDU A 2 C42A C 0.1857(17) 0.271(2) 0.5509(17) 0.093(5) Uani 0.278(8) 1 d PDU A 2 H42A H 0.2107 0.2234 0.5377 0.111 Uiso 0.278(8) 1 calc PR A 2 C43A C 0.0930(17) 0.2771(17) 0.5266(14) 0.100(6) Uani 0.278(8) 1 d PDU A 2 H43A H 0.0545 0.2333 0.4981 0.120 Uiso 0.278(8) 1 calc PR A 2 C44A C 0.0572(12) 0.3487(16) 0.5447(12) 0.100(5) Uani 0.278(8) 1 d PDU A 2 C45A C 0.1157(14) 0.4093(17) 0.5899(11) 0.098(5) Uani 0.278(8) 1 d PDU A 2 H45A H 0.0911 0.4558 0.6041 0.118 Uiso 0.278(8) 1 calc PR A 2 C46A C 0.2090(17) 0.404(2) 0.6149(15) 0.099(6) Uani 0.278(8) 1 d PDU A 2 H46A H 0.2480 0.4466 0.6446 0.118 Uiso 0.278(8) 1 calc PR A 2 C47A C -0.0427(13) 0.3571(14) 0.5219(10) 0.111(5) Uani 0.278(8) 1 d PDU A 2 C48A C -0.0952(13) 0.3553(16) 0.4465(9) 0.139(8) Uani 0.278(8) 1 d PDU A 2 H48D H -0.0651 0.3154 0.4295 0.209 Uiso 0.278(8) 1 calc PR A 2 H48E H -0.0970 0.4148 0.4295 0.209 Uiso 0.278(8) 1 calc PR A 2 H48F H -0.1568 0.3347 0.4329 0.209 Uiso 0.278(8) 1 calc PR A 2 C49A C -0.0757(19) 0.282(2) 0.5501(15) 0.146(9) Uani 0.278(8) 1 d PDU A 2 H49D H -0.0657 0.2256 0.5342 0.219 Uiso 0.278(8) 1 calc PR A 2 H49E H -0.1401 0.2899 0.5363 0.219 Uiso 0.278(8) 1 calc PR A 2 H49F H -0.0423 0.2837 0.5979 0.219 Uiso 0.278(8) 1 calc PR A 2 C50A C -0.067(2) 0.4427(19) 0.545(2) 0.130(9) Uani 0.278(8) 1 d PDU A 2 H50D H -0.1322 0.4475 0.5267 0.195 Uiso 0.278(8) 1 calc PR A 2 H50E H -0.0435 0.4929 0.5309 0.195 Uiso 0.278(8) 1 calc PR A 2 H50F H -0.0396 0.4424 0.5929 0.195 Uiso 0.278(8) 1 calc PR A 2 O1 O 0.1850(6) 0.1461(7) 0.7859(5) 0.235(4) Uani 0.753(6) 1 d PDU B 1 C51 C 0.2223(8) 0.2152(8) 0.7603(6) 0.177(4) Uani 0.753(6) 1 d PDU B 1 H51A H 0.1815 0.2249 0.7134 0.212 Uiso 0.753(6) 1 calc PR B 1 H51B H 0.2816 0.1964 0.7651 0.212 Uiso 0.753(6) 1 calc PR B 1 C52 C 0.2327(9) 0.3014(9) 0.7986(7) 0.210(4) Uani 0.753(6) 1 d PDU B 1 H52A H 0.2240 0.3547 0.7717 0.252 Uiso 0.753(6) 1 calc PR B 1 H52B H 0.2905 0.3048 0.8391 0.252 Uiso 0.753(6) 1 calc PR B 1 C53 C 0.1487(9) 0.2819(10) 0.8123(7) 0.234(5) Uani 0.753(6) 1 d PDU B 1 H53A H 0.1586 0.3108 0.8534 0.280 Uiso 0.753(6) 1 calc PR B 1 H53B H 0.0931 0.3066 0.7765 0.280 Uiso 0.753(6) 1 calc PR B 1 C54 C 0.1380(8) 0.1891(10) 0.8170(6) 0.214(4) Uani 0.753(6) 1 d PDU B 1 H54A H 0.0734 0.1730 0.7948 0.257 Uiso 0.753(6) 1 calc PR B 1 H54B H 0.1638 0.1710 0.8633 0.257 Uiso 0.753(6) 1 calc PR B 1 O1A O 0.233(2) 0.3301(18) 0.8347(11) 0.238(7) Uiso 0.247(6) 1 d PDU B 2 C51A C 0.246(2) 0.2457(14) 0.8129(17) 0.201(7) Uiso 0.247(6) 1 d PDU B 2 H51C H 0.2622 0.2002 0.8471 0.242 Uiso 0.247(6) 1 calc PR B 2 H51D H 0.2927 0.2476 0.7977 0.242 Uiso 0.247(6) 1 calc PR B 2 C52A C 0.151(2) 0.2310(19) 0.7556(15) 0.216(5) Uiso 0.247(6) 1 d PDU B 2 H52C H 0.1529 0.1960 0.7203 0.259 Uiso 0.247(6) 1 calc PR B 2 H52D H 0.1110 0.2010 0.7706 0.259 Uiso 0.247(6) 1 calc PR B 2 C53A C 0.1186(19) 0.326(2) 0.7331(15) 0.230(12) Uiso 0.247(6) 1 d PDU B 2 H53C H 0.0697 0.3439 0.7434 0.275 Uiso 0.247(6) 1 calc PR B 2 H53D H 0.0981 0.3337 0.6858 0.275 Uiso 0.247(6) 1 calc PR B 2 C54A C 0.2095(15) 0.3800(14) 0.7758(15) 0.207(9) Uiso 0.247(6) 1 d PDU B 2 H54C H 0.2542 0.3740 0.7593 0.249 Uiso 0.247(6) 1 calc PR B 2 H54D H 0.1985 0.4430 0.7806 0.249 Uiso 0.247(6) 1 calc PR B 2 O2 O 0.2791(6) 0.6996(7) 0.7987(5) 0.204(3) Uani 0.649(3) 1 d PDU C 1 C55 C 0.2192(10) 0.7521(11) 0.8131(11) 0.192(5) Uani 0.649(3) 1 d PDU C 1 H55A H 0.2148 0.8136 0.7975 0.230 Uiso 0.649(3) 1 calc PR C 1 H55B H 0.2355 0.7517 0.8600 0.230 Uiso 0.649(3) 1 calc PR C 1 C56 C 0.1314(8) 0.6970(9) 0.7707(6) 0.175(4) Uani 0.649(3) 1 d PDU C 1 H56A H 0.1099 0.6700 0.7999 0.210 Uiso 0.649(3) 1 calc PR C 1 H56B H 0.0838 0.7374 0.7407 0.210 Uiso 0.649(3) 1 calc PR C 1 C57 C 0.1449(9) 0.6283(10) 0.7327(7) 0.203(5) Uani 0.649(3) 1 d PDU C 1 H57A H 0.1012 0.6342 0.6860 0.243 Uiso 0.649(3) 1 calc PR C 1 H57B H 0.1377 0.5695 0.7482 0.243 Uiso 0.649(3) 1 calc PR C 1 C58 C 0.2416(9) 0.6411(9) 0.7430(7) 0.168(4) Uani 0.649(3) 1 d PDU C 1 H58A H 0.2746 0.5845 0.7527 0.202 Uiso 0.649(3) 1 calc PR C 1 H58B H 0.2423 0.6685 0.7044 0.202 Uiso 0.649(3) 1 calc PR C 1 O2A O 0.2727(11) 0.8255(13) 0.8159(8) 0.138(6) Uiso 0.236(4) 1 d PDU D 2 C55A C 0.224(3) 0.7447(19) 0.801(4) 0.188(6) Uiso 0.236(4) 1 d PDU D 2 H55C H 0.2571 0.6990 0.8341 0.225 Uiso 0.236(4) 1 calc PR D 2 H55D H 0.2117 0.7227 0.7574 0.225 Uiso 0.236(4) 1 calc PR D 2 C56A C 0.1359(17) 0.7714(15) 0.8029(17) 0.201(7) Uiso 0.236(4) 1 d PDU D 2 H56C H 0.0841 0.7717 0.7586 0.242 Uiso 0.236(4) 1 calc PR D 2 H56D H 0.1227 0.7314 0.8312 0.242 Uiso 0.236(4) 1 calc PR D 2 C57A C 0.1582(16) 0.8654(18) 0.8318(11) 0.255(13) Uiso 0.236(4) 1 d PDU D 2 H57C H 0.1879 0.8636 0.8800 0.306 Uiso 0.236(4) 1 calc PR D 2 H57D H 0.1029 0.9016 0.8162 0.306 Uiso 0.236(4) 1 calc PR D 2 C58A C 0.2229(14) 0.9030(13) 0.8067(9) 0.116(8) Uiso 0.236(4) 1 d PDU D 2 H58C H 0.1910 0.9211 0.7604 0.139 Uiso 0.236(4) 1 calc PR D 2 H58D H 0.2601 0.9523 0.8339 0.139 Uiso 0.236(4) 1 calc PR D 2 O2B O 0.190(3) 0.544(3) 0.734(2) 0.186(8) Uiso 0.115(4) 1 d PDU E 3 C55B C 0.218(3) 0.620(4) 0.712(3) 0.185(8) Uiso 0.115(4) 1 d PDU E 3 H55E H 0.2693 0.6071 0.7028 0.222 Uiso 0.115(4) 1 calc PR E 3 H55F H 0.2344 0.6691 0.7433 0.222 Uiso 0.115(4) 1 calc PR E 3 C56B C 0.131(4) 0.642(4) 0.647(3) 0.215(15) Uiso 0.115(4) 1 d PDU E 3 H56E H 0.1238 0.6013 0.6117 0.258 Uiso 0.115(4) 1 calc PR E 3 H56F H 0.1311 0.7031 0.6335 0.258 Uiso 0.115(4) 1 calc PR E 3 C57B C 0.055(3) 0.627(4) 0.668(3) 0.204(10) Uiso 0.115(4) 1 d PDU E 3 H57E H 0.0449 0.6795 0.6888 0.244 Uiso 0.115(4) 1 calc PR E 3 H57F H -0.0028 0.6092 0.6302 0.244 Uiso 0.115(4) 1 calc PR E 3 C58B C 0.096(3) 0.550(4) 0.717(3) 0.175(10) Uiso 0.115(4) 1 d PDU E 3 H58E H 0.0893 0.5609 0.7569 0.210 Uiso 0.115(4) 1 calc PR E 3 H58F H 0.0653 0.4935 0.6976 0.210 Uiso 0.115(4) 1 calc PR E 3 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 0.0643(18) 0.124(2) 0.0918(19) -0.0124(17) 0.0283(16) -0.0043(16) F2 0.071(2) 0.133(3) 0.100(2) 0.0007(17) 0.0394(17) 0.0094(17) F3 0.097(2) 0.112(2) 0.0837(19) -0.0064(16) 0.0447(17) -0.0003(16) F4 0.085(2) 0.105(2) 0.0763(18) -0.0038(15) 0.0296(16) -0.0020(16) F5 0.077(2) 0.125(2) 0.0817(19) 0.0036(16) 0.0262(16) 0.0063(16) F6 0.096(2) 0.128(3) 0.101(2) 0.0012(17) 0.0471(19) 0.0033(18) F7 0.123(2) 0.116(2) 0.087(2) 0.0035(17) 0.0515(19) 0.0008(18) F8 0.109(2) 0.115(2) 0.0762(19) 0.0089(16) 0.0300(17) 0.0039(18) F9 0.0629(18) 0.118(2) 0.0728(17) -0.0049(14) 0.0216(14) -0.0040(15) F10 0.0845(19) 0.103(2) 0.0846(18) 0.0035(16) 0.0370(15) -0.0058(16) F11 0.0764(19) 0.121(2) 0.0826(18) -0.0081(17) 0.0169(15) -0.0047(17) F12 0.079(2) 0.126(3) 0.0842(18) 0.0036(16) 0.0234(15) 0.0132(18) N1 0.059(3) 0.088(3) 0.066(3) -0.002(2) 0.023(2) -0.005(2) N2 0.059(3) 0.086(3) 0.067(2) -0.001(2) 0.023(2) -0.009(2) N3 0.070(3) 0.098(3) 0.068(3) -0.002(2) 0.021(2) 0.005(2) N4 0.064(3) 0.092(3) 0.072(3) 0.003(2) 0.025(2) 0.001(2) B1 0.064(4) 0.091(5) 0.074(4) 0.007(4) 0.023(4) -0.003(4) B2 0.061(4) 0.106(6) 0.076(4) -0.005(4) 0.020(4) 0.005(4) C1 0.063(4) 0.106(5) 0.067(3) 0.003(3) 0.019(3) -0.004(3) C2 0.058(4) 0.100(4) 0.073(4) 0.007(3) 0.022(3) 0.002(3) C3 0.075(4) 0.092(4) 0.067(4) 0.006(3) 0.034(3) 0.007(3) C4 0.075(4) 0.089(4) 0.058(3) 0.001(3) 0.015(3) -0.007(3) C5 0.070(4) 0.093(4) 0.060(3) 0.003(3) 0.025(3) 0.002(3) C6 0.061(3) 0.100(4) 0.070(3) 0.005(3) 0.023(3) 0.002(3) C7 0.058(4) 0.114(5) 0.058(3) 0.011(3) 0.024(3) 0.006(3) C8 0.055(3) 0.103(4) 0.057(3) -0.001(3) 0.019(3) -0.006(3) C9 0.066(3) 0.107(4) 0.062(3) 0.005(3) 0.024(3) 0.003(3) C10 0.060(4) 0.091(4) 0.071(4) -0.001(3) 0.023(3) 0.000(3) C11 0.057(3) 0.091(4) 0.071(4) -0.005(3) 0.024(3) 0.003(3) C12 0.071(4) 0.091(4) 0.070(4) -0.001(3) 0.019(3) 0.001(3) C13 0.067(4) 0.086(4) 0.072(4) -0.004(3) 0.027(3) 0.001(3) C14 0.072(4) 0.094(4) 0.070(4) -0.006(3) 0.024(3) 0.007(3) C15 0.080(4) 0.094(4) 0.067(4) 0.003(3) 0.026(3) 0.007(3) C16 0.068(4) 0.116(5) 0.097(5) -0.007(4) 0.036(4) 0.006(3) C17 0.094(5) 0.101(4) 0.064(4) 0.003(3) 0.034(4) -0.002(3) C18 0.093(5) 0.100(4) 0.060(4) 0.004(3) 0.013(4) 0.005(3) C19 0.084(4) 0.090(4) 0.061(4) -0.005(3) 0.023(3) -0.001(3) C20 0.086(4) 0.105(4) 0.065(4) 0.002(3) 0.020(3) -0.002(3) C21 0.062(4) 0.094(4) 0.077(4) -0.003(3) 0.023(3) -0.002(3) C22 0.054(3) 0.091(4) 0.071(4) -0.005(3) 0.016(3) 0.000(3) C23 0.057(3) 0.104(4) 0.073(3) -0.007(3) 0.025(3) -0.003(3) C24 0.052(3) 0.098(4) 0.063(3) -0.002(3) 0.015(3) -0.001(3) C25 0.050(3) 0.092(4) 0.069(3) 0.005(3) 0.021(3) 0.003(3) C26 0.061(3) 0.086(4) 0.076(3) 0.009(3) 0.023(3) 0.006(3) C27 0.061(4) 0.085(4) 0.066(3) 0.004(3) 0.024(3) -0.005(3) C28 0.065(4) 0.089(4) 0.061(3) 0.002(3) 0.024(3) -0.002(3) C29 0.069(3) 0.102(4) 0.073(3) 0.002(3) 0.022(3) 0.008(3) C30 0.067(3) 0.105(4) 0.075(3) -0.002(3) 0.028(3) -0.003(3) C31 0.067(6) 0.094(8) 0.065(6) -0.001(6) 0.031(5) -0.001(5) C32 0.080(6) 0.102(8) 0.079(7) 0.009(6) 0.035(5) 0.001(6) C33 0.077(6) 0.115(8) 0.101(8) 0.009(6) 0.033(6) -0.013(6) C34 0.066(5) 0.127(7) 0.105(7) 0.010(6) 0.033(5) -0.013(5) C35 0.069(5) 0.112(7) 0.106(8) 0.017(6) 0.029(6) 0.010(5) C36 0.067(5) 0.104(8) 0.086(8) 0.004(6) 0.029(5) -0.004(5) C37 0.074(7) 0.153(8) 0.130(8) 0.031(7) 0.036(7) -0.005(6) C38 0.079(9) 0.181(13) 0.265(16) 0.029(11) 0.059(10) 0.008(10) C39 0.114(10) 0.272(15) 0.139(10) 0.010(10) 0.001(8) -0.060(10) C40 0.094(8) 0.177(13) 0.139(9) -0.010(9) 0.077(8) -0.014(10) C31A 0.067(6) 0.088(9) 0.073(7) -0.008(7) 0.024(6) -0.009(6) C32A 0.077(6) 0.096(8) 0.084(7) 0.006(7) 0.037(6) 0.000(6) C33A 0.064(7) 0.108(8) 0.103(9) 0.003(7) 0.033(6) -0.006(6) C34A 0.076(6) 0.108(8) 0.103(8) 0.010(7) 0.048(6) 0.001(6) C35A 0.075(6) 0.113(8) 0.098(8) 0.004(7) 0.034(6) -0.001(6) C36A 0.070(6) 0.100(9) 0.089(8) 0.003(7) 0.023(6) 0.001(6) C37A 0.081(7) 0.141(8) 0.119(8) 0.011(8) 0.055(7) -0.005(6) C38A 0.085(9) 0.169(12) 0.195(15) -0.043(11) 0.060(10) -0.030(11) C39A 0.100(9) 0.171(12) 0.152(10) -0.017(9) 0.087(8) -0.009(8) C40A 0.076(10) 0.164(14) 0.142(11) -0.036(10) 0.017(9) -0.020(11) C41 0.058(4) 0.088(7) 0.082(5) -0.003(5) 0.018(4) 0.002(4) C42 0.059(5) 0.104(7) 0.110(5) -0.011(5) 0.022(4) 0.002(5) C43 0.062(5) 0.120(7) 0.109(6) -0.008(5) 0.020(4) -0.002(5) C44 0.066(4) 0.130(6) 0.108(6) 0.015(5) 0.034(4) 0.006(4) C45 0.071(5) 0.144(6) 0.102(6) 0.003(5) 0.034(5) 0.013(4) C46 0.067(5) 0.124(6) 0.104(7) -0.007(6) 0.027(5) 0.010(4) C47 0.065(5) 0.157(7) 0.148(7) 0.026(6) 0.047(5) 0.013(5) C48 0.067(6) 0.153(9) 0.207(11) 0.022(8) 0.034(7) 0.009(6) C49 0.105(8) 0.321(14) 0.208(11) 0.067(10) 0.095(8) 0.020(8) C50 0.083(9) 0.181(9) 0.242(13) 0.001(9) 0.058(8) 0.029(8) C41A 0.065(8) 0.099(9) 0.094(8) -0.011(8) 0.027(7) -0.004(7) C42A 0.062(7) 0.098(9) 0.103(8) -0.005(8) 0.025(7) -0.005(7) C43A 0.065(7) 0.111(10) 0.111(9) -0.010(8) 0.030(7) 0.004(8) C44A 0.071(7) 0.118(9) 0.107(9) -0.003(8) 0.039(7) 0.011(7) C45A 0.071(7) 0.121(8) 0.101(9) -0.005(8) 0.039(7) 0.016(7) C46A 0.073(7) 0.114(8) 0.093(9) -0.006(8) 0.025(7) 0.001(7) C47A 0.073(7) 0.139(9) 0.122(9) 0.003(9) 0.046(8) -0.002(7) C48A 0.085(13) 0.182(19) 0.130(13) 0.005(13) 0.030(11) 0.005(13) C49A 0.084(15) 0.177(15) 0.170(17) 0.035(15) 0.052(14) -0.004(14) C50A 0.045(13) 0.162(15) 0.180(16) -0.016(14) 0.050(13) -0.004(13) O1 0.189(7) 0.279(8) 0.213(7) -0.027(6) 0.074(5) -0.014(6) C51 0.167(7) 0.196(8) 0.188(7) -0.005(6) 0.100(6) -0.014(6) C52 0.194(7) 0.235(7) 0.196(7) -0.041(6) 0.087(6) 0.034(6) C53 0.207(8) 0.271(9) 0.208(8) -0.020(8) 0.083(6) 0.017(8) C54 0.171(8) 0.295(10) 0.190(8) -0.011(8) 0.094(6) 0.020(8) O2 0.186(7) 0.214(8) 0.209(7) 0.036(6) 0.089(6) 0.001(6) C55 0.183(8) 0.187(8) 0.186(8) 0.022(6) 0.070(6) 0.014(7) C56 0.171(7) 0.173(8) 0.188(8) -0.006(6) 0.088(6) 0.005(6) C57 0.197(7) 0.204(8) 0.192(7) 0.011(6) 0.078(7) 0.007(7) C58 0.162(7) 0.189(8) 0.160(8) 0.024(6) 0.080(7) -0.003(6) #============================================================================== _computing_data_collection 'RAPID AUTO (Rigaku, ????)' _computing_cell_refinement 'RAPID AUTO' _computing_data_reduction 'RAPID AUTO' _computing_structure_solution 'SIR2004 (Burla, et al., 2005)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 C1 1.341(5) . ? F2 C2 1.334(5) . ? F3 C3 1.348(5) . ? F4 C4 1.366(5) . ? F5 C15 1.354(5) . ? F6 C16 1.339(5) . ? F7 C17 1.337(5) . ? F8 C18 1.340(5) . ? F9 B1 1.365(6) . ? F10 B1 1.407(6) . ? F11 B2 1.402(7) . ? F12 B2 1.390(7) . ? N1 C6 1.343(5) . ? N1 C27 1.399(5) . ? N1 B1 1.574(7) . ? N2 C7 1.367(5) . ? N2 C25 1.409(5) . ? N2 B1 1.543(7) . ? N3 C20 1.335(6) . ? N3 C13 1.404(5) . ? N3 B2 1.544(7) . ? N4 C21 1.366(5) . ? N4 C11 1.414(5) . ? N4 B2 1.534(7) . ? C1 C2 1.380(7) . ? C1 C28 1.381(6) . ? C2 C3 1.378(7) . ? C3 C4 1.355(6) . ? C4 C5 1.392(6) . ? C5 C28 1.412(6) . ? C5 C6 1.414(6) . ? C6 H6 0.9500 . ? C7 C8 1.416(6) . ? C7 C31 1.464(11) . ? C7 C31A 1.473(12) . ? C8 C24 1.376(6) . ? C8 C9 1.503(6) . ? C9 C10 1.517(6) . ? C9 C29 1.563(6) . ? C9 H9 1.0000 . ? C10 C22 1.367(6) . ? C10 C11 1.404(6) . ? C11 C12 1.364(6) . ? C12 C13 1.381(6) . ? C12 H12 0.9500 . ? C13 C14 1.426(7) . ? C14 C15 1.373(6) . ? C14 C19 1.425(6) . ? C15 C16 1.382(7) . ? C16 C17 1.395(7) . ? C17 C18 1.367(7) . ? C18 C19 1.388(7) . ? C19 C20 1.410(7) . ? C20 H20 0.9500 . ? C21 C22 1.408(6) . ? C21 C41A 1.449(14) . ? C21 C41 1.470(8) . ? C22 C23 1.495(6) . ? C23 C24 1.491(6) . ? C23 C30 1.569(6) . ? C23 H23 1.0000 . ? C24 C25 1.423(6) . ? C25 C26 1.379(6) . ? C26 C27 1.390(6) . ? C26 H26 0.9500 . ? C27 C28 1.411(6) . ? C29 C30 1.563(6) . ? C29 H29A 0.9900 . ? C29 H29B 0.9900 . ? C30 H30A 0.9900 . ? C30 H30B 0.9900 . ? C31 C32 1.378(13) . ? C31 C36 1.397(13) . ? C32 C33 1.392(14) . ? C32 H32 0.9500 . ? C33 C34 1.382(13) . ? C33 H33 0.9500 . ? C34 C35 1.379(13) . ? C34 C37 1.530(13) . ? C35 C36 1.378(13) . ? C35 H35 0.9500 . ? C36 H36 0.9500 . ? C37 C39 1.454(14) . ? C37 C40 1.514(14) . ? C37 C38 1.518(14) . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C31A C32A 1.387(16) . ? C31A C36A 1.397(16) . ? C32A C33A 1.395(16) . ? C32A H32A 0.9500 . ? C33A C34A 1.397(15) . ? C33A H33A 0.9500 . ? C34A C35A 1.361(15) . ? C34A C37A 1.515(15) . ? C35A C36A 1.382(16) . ? C35A H35A 0.9500 . ? C36A H36A 0.9500 . ? C37A C39A 1.523(15) . ? C37A C40A 1.526(16) . ? C37A C38A 1.550(16) . ? C38A H38D 0.9800 . ? C38A H38E 0.9800 . ? C38A H38F 0.9800 . ? C39A H39D 0.9800 . ? C39A H39E 0.9800 . ? C39A H39F 0.9800 . ? C40A H40D 0.9800 . ? C40A H40E 0.9800 . ? C40A H40F 0.9800 . ? C41 C42 1.402(10) . ? C41 C46 1.412(10) . ? C42 C43 1.383(10) . ? C42 H42 0.9500 . ? C43 C44 1.388(10) . ? C43 H43 0.9500 . ? C44 C45 1.390(10) . ? C44 C47 1.551(10) . ? C45 C46 1.387(10) . ? C45 H45 0.9500 . ? C46 H46 0.9500 . ? C47 C49 1.508(11) . ? C47 C50 1.525(13) . ? C47 C48 1.533(12) . ? C48 H48A 0.9800 . ? C48 H48B 0.9800 . ? C48 H48C 0.9800 . ? C49 H49A 0.9800 . ? C49 H49B 0.9800 . ? C49 H49C 0.9800 . ? C50 H50A 0.9800 . ? C50 H50B 0.9800 . ? C50 H50C 0.9800 . ? C41A C46A 1.385(18) . ? C41A C42A 1.388(18) . ? C42A C43A 1.389(18) . ? C42A H42A 0.9500 . ? C43A C44A 1.394(17) . ? C43A H43A 0.9500 . ? C44A C45A 1.397(17) . ? C44A C47A 1.510(17) . ? C45A C46A 1.395(18) . ? C45A H45A 0.9500 . ? C46A H46A 0.9500 . ? C47A C50A 1.529(18) . ? C47A C49A 1.535(18) . ? C47A C48A 1.547(17) . ? C48A H48D 0.9800 . ? C48A H48E 0.9800 . ? C48A H48F 0.9800 . ? C49A H49D 0.9800 . ? C49A H49E 0.9800 . ? C49A H49F 0.9800 . ? C50A H50D 0.9800 . ? C50A H50E 0.9800 . ? C50A H50F 0.9800 . ? O1 C54 1.444(11) . ? O1 C51 1.476(10) . ? C51 C52 1.544(12) . ? C51 H51A 0.9900 . ? C51 H51B 0.9900 . ? C52 C53 1.606(13) . ? C52 H52A 0.9900 . ? C52 H52B 0.9900 . ? C53 C54 1.431(13) . ? C53 H53A 0.9900 . ? C53 H53B 0.9900 . ? C54 H54A 0.9900 . ? C54 H54B 0.9900 . ? O1A C51A 1.429(19) . ? O1A C54A 1.444(18) . ? C51A C52A 1.552(19) . ? C51A H51C 0.9900 . ? C51A H51D 0.9900 . ? C52A C53A 1.546(19) . ? C52A H52C 0.9900 . ? C52A H52D 0.9900 . ? C53A C54A 1.604(19) . ? C53A H53C 0.9900 . ? C53A H53D 0.9900 . ? C54A H54C 0.9900 . ? C54A H54D 0.9900 . ? O2 C55 1.435(12) . ? O2 C58 1.447(11) . ? C55 C56 1.580(14) . ? C55 H55A 0.9900 . ? C55 H55B 0.9900 . ? C56 C57 1.445(12) . ? C56 H56A 0.9900 . ? C56 H56B 0.9900 . ? C57 C58 1.538(13) . ? C57 H57A 0.9900 . ? C57 H57B 0.9900 . ? C58 H58A 0.9900 . ? C58 H58B 0.9900 . ? O2A C58A 1.399(16) . ? O2A C55A 1.425(19) . ? C55A C56A 1.549(19) . ? C55A H55C 0.9900 . ? C55A H55D 0.9900 . ? C56A C57A 1.546(19) . ? C56A H56C 0.9900 . ? C56A H56D 0.9900 . ? C57A C58A 1.555(18) . ? C57A H57C 0.9900 . ? C57A H57D 0.9900 . ? C58A H58C 0.9900 . ? C58A H58D 0.9900 . ? O2B C55B 1.43(2) . ? O2B C58B 1.445(19) . ? C55B C56B 1.56(2) . ? C55B H55E 0.9900 . ? C55B H55F 0.9900 . ? C56B C57B 1.57(2) . ? C56B H56E 0.9900 . ? C56B H56F 0.9900 . ? C57B C58B 1.56(2) . ? C57B H57E 0.9900 . ? C57B H57F 0.9900 . ? C58B H58E 0.9900 . ? C58B H58F 0.9900 . ? 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 C6 N1 C27 108.8(4) . . ? C6 N1 B1 124.7(4) . . ? C27 N1 B1 126.3(5) . . ? C7 N2 C25 108.3(4) . . ? C7 N2 B1 128.9(4) . . ? C25 N2 B1 122.8(5) . . ? C20 N3 C13 109.7(5) . . ? C20 N3 B2 125.6(5) . . ? C13 N3 B2 124.5(5) . . ? C21 N4 C11 107.8(4) . . ? C21 N4 B2 129.0(5) . . ? C11 N4 B2 123.2(5) . . ? F9 B1 F10 110.3(5) . . ? F9 B1 N2 113.6(5) . . ? F10 B1 N2 110.7(5) . . ? F9 B1 N1 109.4(5) . . ? F10 B1 N1 105.7(4) . . ? N2 B1 N1 106.7(4) . . ? F12 B2 F11 109.5(5) . . ? F12 B2 N4 111.5(5) . . ? F11 B2 N4 110.8(5) . . ? F12 B2 N3 109.2(5) . . ? F11 B2 N3 108.2(5) . . ? N4 B2 N3 107.6(5) . . ? F1 C1 C2 119.5(5) . . ? F1 C1 C28 121.0(5) . . ? C2 C1 C28 119.5(5) . . ? F2 C2 C3 118.2(5) . . ? F2 C2 C1 120.6(5) . . ? C3 C2 C1 121.1(5) . . ? F3 C3 C4 120.8(5) . . ? F3 C3 C2 119.1(5) . . ? C4 C3 C2 120.1(5) . . ? C3 C4 F4 120.7(5) . . ? C3 C4 C5 120.7(5) . . ? F4 C4 C5 118.6(5) . . ? C4 C5 C28 119.1(5) . . ? C4 C5 C6 133.7(5) . . ? C28 C5 C6 107.2(5) . . ? N1 C6 C5 109.2(4) . . ? N1 C6 H6 125.4 . . ? C5 C6 H6 125.4 . . ? N2 C7 C8 109.0(4) . . ? N2 C7 C31 126.9(13) . . ? C8 C7 C31 123.8(13) . . ? N2 C7 C31A 122.4(16) . . ? C8 C7 C31A 128.6(16) . . ? C24 C8 C7 107.5(5) . . ? C24 C8 C9 115.9(5) . . ? C7 C8 C9 136.6(5) . . ? C8 C9 C10 105.5(4) . . ? C8 C9 C29 103.9(4) . . ? C10 C9 C29 103.7(4) . . ? C8 C9 H9 114.2 . . ? C10 C9 H9 114.2 . . ? C29 C9 H9 114.2 . . ? C22 C10 C11 108.2(4) . . ? C22 C10 C9 115.7(4) . . ? C11 C10 C9 136.0(5) . . ? C12 C11 C10 132.1(5) . . ? C12 C11 N4 119.9(5) . . ? C10 C11 N4 107.3(5) . . ? C11 C12 C13 124.1(5) . . ? C11 C12 H12 118.0 . . ? C13 C12 H12 118.0 . . ? C12 C13 N3 118.4(5) . . ? C12 C13 C14 134.7(5) . . ? N3 C13 C14 106.9(5) . . ? C15 C14 C19 118.9(5) . . ? C15 C14 C13 134.1(5) . . ? C19 C14 C13 107.0(5) . . ? F5 C15 C14 121.7(5) . . ? F5 C15 C16 118.7(5) . . ? C14 C15 C16 119.5(5) . . ? F6 C16 C15 120.9(5) . . ? F6 C16 C17 117.6(6) . . ? C15 C16 C17 121.4(6) . . ? F7 C17 C18 121.1(5) . . ? F7 C17 C16 118.9(6) . . ? C18 C17 C16 120.0(6) . . ? F8 C18 C17 120.1(6) . . ? F8 C18 C19 120.5(6) . . ? C17 C18 C19 119.4(5) . . ? C18 C19 C20 132.8(5) . . ? C18 C19 C14 120.7(6) . . ? C20 C19 C14 106.3(5) . . ? N3 C20 C19 110.1(5) . . ? N3 C20 H20 124.9 . . ? C19 C20 H20 124.9 . . ? N4 C21 C22 108.5(4) . . ? N4 C21 C41A 122.9(16) . . ? C22 C21 C41A 127.5(17) . . ? N4 C21 C41 126.1(7) . . ? C22 C21 C41 125.3(7) . . ? C10 C22 C21 108.2(5) . . ? C10 C22 C23 115.0(4) . . ? C21 C22 C23 136.5(5) . . ? C24 C23 C22 105.2(4) . . ? C24 C23 C30 105.7(4) . . ? C22 C23 C30 105.0(4) . . ? C24 C23 H23 113.4 . . ? C22 C23 H23 113.4 . . ? C30 C23 H23 113.4 . . ? C8 C24 C25 108.4(4) . . ? C8 C24 C23 114.7(5) . . ? C25 C24 C23 136.7(5) . . ? C26 C25 N2 121.8(5) . . ? C26 C25 C24 131.3(5) . . ? N2 C25 C24 106.9(4) . . ? C25 C26 C27 123.4(5) . . ? C25 C26 H26 118.3 . . ? C27 C26 H26 118.3 . . ? C26 C27 N1 117.2(5) . . ? C26 C27 C28 134.3(5) . . ? N1 C27 C28 108.2(5) . . ? C1 C28 C27 134.1(5) . . ? C1 C28 C5 119.5(5) . . ? C27 C28 C5 106.4(5) . . ? C30 C29 C9 110.7(4) . . ? C30 C29 H29A 109.5 . . ? C9 C29 H29A 109.5 . . ? C30 C29 H29B 109.5 . . ? C9 C29 H29B 109.5 . . ? H29A C29 H29B 108.1 . . ? C29 C30 C23 110.2(4) . . ? C29 C30 H30A 109.6 . . ? C23 C30 H30A 109.6 . . ? C29 C30 H30B 109.6 . . ? C23 C30 H30B 109.6 . . ? H30A C30 H30B 108.1 . . ? C32 C31 C36 117.9(12) . . ? C32 C31 C7 121.2(17) . . ? C36 C31 C7 120.8(17) . . ? C31 C32 C33 120.0(14) . . ? C31 C32 H32 120.0 . . ? C33 C32 H32 120.0 . . ? C34 C33 C32 123.5(14) . . ? C34 C33 H33 118.2 . . ? C32 C33 H33 118.2 . . ? C35 C34 C33 114.6(11) . . ? C35 C34 C37 125.1(13) . . ? C33 C34 C37 120.1(13) . . ? C36 C35 C34 124.1(13) . . ? C36 C35 H35 118.0 . . ? C34 C35 H35 118.0 . . ? C35 C36 C31 119.8(13) . . ? C35 C36 H36 120.1 . . ? C31 C36 H36 120.1 . . ? C39 C37 C40 108.1(12) . . ? C39 C37 C38 102.7(12) . . ? C40 C37 C38 108.1(13) . . ? C39 C37 C34 118.5(11) . . ? C40 C37 C34 108.2(11) . . ? C38 C37 C34 110.7(11) . . ? C37 C38 H38A 109.5 . . ? C37 C38 H38B 109.5 . . ? H38A C38 H38B 109.5 . . ? C37 C38 H38C 109.5 . . ? H38A C38 H38C 109.5 . . ? H38B C38 H38C 109.5 . . ? C37 C39 H39A 109.5 . . ? C37 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C37 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C37 C40 H40A 109.5 . . ? C37 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C37 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C32A C31A C36A 115.8(14) . . ? C32A C31A C7 126(2) . . ? C36A C31A C7 117(2) . . ? C31A C32A C33A 122.5(16) . . ? C31A C32A H32A 118.8 . . ? C33A C32A H32A 118.8 . . ? C32A C33A C34A 120.3(15) . . ? C32A C33A H33A 119.9 . . ? C34A C33A H33A 119.9 . . ? C35A C34A C33A 117.4(13) . . ? C35A C34A C37A 117.9(15) . . ? C33A C34A C37A 124.6(15) . . ? C34A C35A C36A 122.4(17) . . ? C34A C35A H35A 118.8 . . ? C36A C35A H35A 118.8 . . ? C35A C36A C31A 121.7(17) . . ? C35A C36A H36A 119.2 . . ? C31A C36A H36A 119.2 . . ? C34A C37A C39A 109.2(12) . . ? C34A C37A C40A 113.4(15) . . ? C39A C37A C40A 109.0(13) . . ? C34A C37A C38A 109.2(12) . . ? C39A C37A C38A 103.6(13) . . ? C40A C37A C38A 111.9(14) . . ? C37A C38A H38D 109.5 . . ? C37A C38A H38E 109.5 . . ? H38D C38A H38E 109.5 . . ? C37A C38A H38F 109.5 . . ? H38D C38A H38F 109.5 . . ? H38E C38A H38F 109.5 . . ? C37A C39A H39D 109.5 . . ? C37A C39A H39E 109.5 . . ? H39D C39A H39E 109.5 . . ? C37A C39A H39F 109.5 . . ? H39D C39A H39F 109.5 . . ? H39E C39A H39F 109.5 . . ? C37A C40A H40D 109.5 . . ? C37A C40A H40E 109.5 . . ? H40D C40A H40E 109.5 . . ? C37A C40A H40F 109.5 . . ? H40D C40A H40F 109.5 . . ? H40E C40A H40F 109.5 . . ? C42 C41 C46 116.3(8) . . ? C42 C41 C21 122.5(9) . . ? C46 C41 C21 120.7(9) . . ? C43 C42 C41 120.3(9) . . ? C43 C42 H42 119.8 . . ? C41 C42 H42 119.8 . . ? C42 C43 C44 124.0(9) . . ? C42 C43 H43 118.0 . . ? C44 C43 H43 118.0 . . ? C43 C44 C45 115.5(8) . . ? C43 C44 C47 123.4(9) . . ? C45 C44 C47 121.1(8) . . ? C46 C45 C44 122.2(9) . . ? C46 C45 H45 118.9 . . ? C44 C45 H45 118.9 . . ? C45 C46 C41 121.6(9) . . ? C45 C46 H46 119.2 . . ? C41 C46 H46 119.2 . . ? C49 C47 C50 108.6(11) . . ? C49 C47 C48 110.3(10) . . ? C50 C47 C48 108.8(11) . . ? C49 C47 C44 107.9(7) . . ? C50 C47 C44 109.7(9) . . ? C48 C47 C44 111.6(9) . . ? C47 C48 H48A 109.5 . . ? C47 C48 H48B 109.5 . . ? H48A C48 H48B 109.5 . . ? C47 C48 H48C 109.5 . . ? H48A C48 H48C 109.5 . . ? H48B C48 H48C 109.5 . . ? C47 C49 H49A 109.5 . . ? C47 C49 H49B 109.5 . . ? H49A C49 H49B 109.5 . . ? C47 C49 H49C 109.5 . . ? H49A C49 H49C 109.5 . . ? H49B C49 H49C 109.5 . . ? C47 C50 H50A 109.5 . . ? C47 C50 H50B 109.5 . . ? H50A C50 H50B 109.5 . . ? C47 C50 H50C 109.5 . . ? H50A C50 H50C 109.5 . . ? H50B C50 H50C 109.5 . . ? C46A C41A C42A 122.3(17) . . ? C46A C41A C21 111(2) . . ? C42A C41A C21 126(2) . . ? C41A C42A C43A 120.1(19) . . ? C41A C42A H42A 119.9 . . ? C43A C42A H42A 119.9 . . ? C42A C43A C44A 119.3(19) . . ? C42A C43A H43A 120.4 . . ? C44A C43A H43A 120.4 . . ? C43A C44A C45A 119.1(16) . . ? C43A C44A C47A 121.5(18) . . ? C45A C44A C47A 119.1(17) . . ? C46A C45A C44A 122.5(18) . . ? C46A C45A H45A 118.8 . . ? C44A C45A H45A 118.8 . . ? C41A C46A C45A 116.7(19) . . ? C41A C46A H46A 121.7 . . ? C45A C46A H46A 121.7 . . ? C44A C47A C50A 112.2(17) . . ? C44A C47A C49A 110.3(17) . . ? C50A C47A C49A 105.9(19) . . ? C44A C47A C48A 110.7(15) . . ? C50A C47A C48A 108(2) . . ? C49A C47A C48A 109.7(18) . . ? C47A C48A H48D 109.5 . . ? C47A C48A H48E 109.5 . . ? H48D C48A H48E 109.5 . . ? C47A C48A H48F 109.5 . . ? H48D C48A H48F 109.5 . . ? H48E C48A H48F 109.5 . . ? C47A C49A H49D 109.5 . . ? C47A C49A H49E 109.5 . . ? H49D C49A H49E 109.5 . . ? C47A C49A H49F 109.5 . . ? H49D C49A H49F 109.5 . . ? H49E C49A H49F 109.5 . . ? C47A C50A H50D 109.5 . . ? C47A C50A H50E 109.5 . . ? H50D C50A H50E 109.5 . . ? C47A C50A H50F 109.5 . . ? H50D C50A H50F 109.5 . . ? H50E C50A H50F 109.5 . . ? C54 O1 C51 107.9(10) . . ? O1 C51 C52 109.2(9) . . ? O1 C51 H51A 109.8 . . ? C52 C51 H51A 109.8 . . ? O1 C51 H51B 109.8 . . ? C52 C51 H51B 109.8 . . ? H51A C51 H51B 108.3 . . ? C51 C52 C53 94.6(9) . . ? C51 C52 H52A 112.8 . . ? C53 C52 H52A 112.8 . . ? C51 C52 H52B 112.8 . . ? C53 C52 H52B 112.8 . . ? H52A C52 H52B 110.3 . . ? C54 C53 C52 110.4(11) . . ? C54 C53 H53A 109.6 . . ? C52 C53 H53A 109.6 . . ? C54 C53 H53B 109.6 . . ? C52 C53 H53B 109.6 . . ? H53A C53 H53B 108.1 . . ? C53 C54 O1 106.9(11) . . ? C53 C54 H54A 110.3 . . ? O1 C54 H54A 110.3 . . ? C53 C54 H54B 110.3 . . ? O1 C54 H54B 110.3 . . ? H54A C54 H54B 108.6 . . ? C51A O1A C54A 99.1(15) . . ? O1A C51A C52A 99.4(17) . . ? O1A C51A H51C 111.9 . . ? C52A C51A H51C 111.9 . . ? O1A C51A H51D 111.9 . . ? C52A C51A H51D 111.9 . . ? H51C C51A H51D 109.6 . . ? C53A C52A C51A 102.4(15) . . ? C53A C52A H52C 111.3 . . ? C51A C52A H52C 111.3 . . ? C53A C52A H52D 111.3 . . ? C51A C52A H52D 111.3 . . ? H52C C52A H52D 109.2 . . ? C52A C53A C54A 100.7(16) . . ? C52A C53A H53C 111.6 . . ? C54A C53A H53C 111.6 . . ? C52A C53A H53D 111.6 . . ? C54A C53A H53D 111.6 . . ? H53C C53A H53D 109.4 . . ? O1A C54A C53A 94.7(16) . . ? O1A C54A H54C 112.8 . . ? C53A C54A H54C 112.8 . . ? O1A C54A H54D 112.8 . . ? C53A C54A H54D 112.8 . . ? H54C C54A H54D 110.2 . . ? C55 O2 C58 119.0(11) . . ? O2 C55 C56 96.5(10) . . ? O2 C55 H55A 112.5 . . ? C56 C55 H55A 112.5 . . ? O2 C55 H55B 112.5 . . ? C56 C55 H55B 112.5 . . ? H55A C55 H55B 110.0 . . ? C57 C56 C55 113.3(11) . . ? C57 C56 H56A 108.9 . . ? C55 C56 H56A 108.9 . . ? C57 C56 H56B 108.9 . . ? C55 C56 H56B 108.9 . . ? H56A C56 H56B 107.7 . . ? C56 C57 C58 105.3(10) . . ? C56 C57 H57A 110.7 . . ? C58 C57 H57A 110.7 . . ? C56 C57 H57B 110.7 . . ? C58 C57 H57B 110.7 . . ? H57A C57 H57B 108.8 . . ? O2 C58 C57 102.0(10) . . ? O2 C58 H58A 111.4 . . ? C57 C58 H58A 111.4 . . ? O2 C58 H58B 111.4 . . ? C57 C58 H58B 111.4 . . ? H58A C58 H58B 109.2 . . ? C58A O2A C55A 117.0(18) . . ? O2A C55A C56A 102.3(16) . . ? O2A C55A H55C 111.3 . . ? C56A C55A H55C 111.3 . . ? O2A C55A H55D 111.3 . . ? C56A C55A H55D 111.3 . . ? H55C C55A H55D 109.2 . . ? C57A C56A C55A 102.2(17) . . ? C57A C56A H56C 111.3 . . ? C55A C56A H56C 111.3 . . ? C57A C56A H56D 111.3 . . ? C55A C56A H56D 111.3 . . ? H56C C56A H56D 109.2 . . ? C56A C57A C58A 104.4(16) . . ? C56A C57A H57C 110.9 . . ? C58A C57A H57C 110.9 . . ? C56A C57A H57D 110.9 . . ? C58A C57A H57D 110.9 . . ? H57C C57A H57D 108.9 . . ? O2A C58A C57A 95.9(14) . . ? O2A C58A H58C 112.6 . . ? C57A C58A H58C 112.6 . . ? O2A C58A H58D 112.6 . . ? C57A C58A H58D 112.6 . . ? H58C C58A H58D 110.1 . . ? C55B O2B C58B 111(2) . . ? O2B C55B C56B 101(2) . . ? O2B C55B H55E 111.5 . . ? C56B C55B H55E 111.0 . . ? O2B C55B H55F 111.5 . . ? C56B C55B H55F 111.5 . . ? H55E C55B H55F 109.3 . . ? C55B C56B C57B 103(2) . . ? C55B C56B H56E 111.3 . . ? C57B C56B H56E 111.2 . . ? C55B C56B H56F 111.2 . . ? C57B C56B H56F 111.2 . . ? H56E C56B H56F 109.2 . . ? C58B C57B C56B 100.4(19) . . ? C58B C57B H57E 111.7 . . ? C56B C57B H57E 111.7 . . ? C58B C57B H57F 111.7 . . ? C56B C57B H57F 111.7 . . ? H57E C57B H57F 109.5 . . ? O2B C58B C57B 107.4(18) . . ? O2B C58B H58E 110.2 . . ? C57B C58B H58E 110.2 . . ? O2B C58B H58F 110.2 . . ? C57B C58B H58F 110.2 . . ? H58E C58B H58F 108.5 . . ? 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 C7 N2 B1 F9 -49.1(7) . . . . ? C25 N2 B1 F9 132.2(5) . . . . ? C7 N2 B1 F10 75.7(6) . . . . ? C25 N2 B1 F10 -102.9(5) . . . . ? C7 N2 B1 N1 -169.8(4) . . . . ? C25 N2 B1 N1 11.6(6) . . . . ? C6 N1 B1 F9 45.9(7) . . . . ? C27 N1 B1 F9 -139.1(4) . . . . ? C6 N1 B1 F10 -72.9(6) . . . . ? C27 N1 B1 F10 102.1(5) . . . . ? C6 N1 B1 N2 169.2(4) . . . . ? C27 N1 B1 N2 -15.8(7) . . . . ? C21 N4 B2 F12 43.6(8) . . . . ? C11 N4 B2 F12 -135.3(5) . . . . ? C21 N4 B2 F11 -78.6(7) . . . . ? C11 N4 B2 F11 102.5(5) . . . . ? C21 N4 B2 N3 163.3(4) . . . . ? C11 N4 B2 N3 -15.5(7) . . . . ? C20 N3 B2 F12 -49.0(7) . . . . ? C13 N3 B2 F12 138.1(4) . . . . ? C20 N3 B2 F11 70.1(6) . . . . ? C13 N3 B2 F11 -102.9(5) . . . . ? C20 N3 B2 N4 -170.2(4) . . . . ? C13 N3 B2 N4 16.8(7) . . . . ? F1 C1 C2 F2 -4.1(7) . . . . ? C28 C1 C2 F2 177.6(4) . . . . ? F1 C1 C2 C3 177.8(4) . . . . ? C28 C1 C2 C3 -0.5(7) . . . . ? F2 C2 C3 F3 3.1(7) . . . . ? C1 C2 C3 F3 -178.7(4) . . . . ? F2 C2 C3 C4 -178.3(4) . . . . ? C1 C2 C3 C4 -0.2(7) . . . . ? F3 C3 C4 F4 0.8(7) . . . . ? C2 C3 C4 F4 -177.7(4) . . . . ? F3 C3 C4 C5 -179.2(4) . . . . ? C2 C3 C4 C5 2.3(7) . . . . ? C3 C4 C5 C28 -3.6(7) . . . . ? F4 C4 C5 C28 176.4(4) . . . . ? C3 C4 C5 C6 177.9(5) . . . . ? F4 C4 C5 C6 -2.1(8) . . . . ? C27 N1 C6 C5 -1.5(5) . . . . ? B1 N1 C6 C5 174.2(4) . . . . ? C4 C5 C6 N1 179.6(5) . . . . ? C28 C5 C6 N1 0.9(5) . . . . ? C25 N2 C7 C8 0.3(5) . . . . ? B1 N2 C7 C8 -178.5(5) . . . . ? C25 N2 C7 C31 -174.0(14) . . . . ? B1 N2 C7 C31 7.3(16) . . . . ? C25 N2 C7 C31A 178.3(18) . . . . ? B1 N2 C7 C31A -0.5(19) . . . . ? N2 C7 C8 C24 -0.2(5) . . . . ? C31 C7 C8 C24 174.2(14) . . . . ? C31A C7 C8 C24 -178.1(19) . . . . ? N2 C7 C8 C9 179.1(5) . . . . ? C31 C7 C8 C9 -6.4(16) . . . . ? C31A C7 C8 C9 1(2) . . . . ? C24 C8 C9 C10 47.2(6) . . . . ? C7 C8 C9 C10 -132.1(6) . . . . ? C24 C8 C9 C29 -61.6(5) . . . . ? C7 C8 C9 C29 119.1(6) . . . . ? C8 C9 C10 C22 -50.5(6) . . . . ? C29 C9 C10 C22 58.4(5) . . . . ? C8 C9 C10 C11 133.8(6) . . . . ? C29 C9 C10 C11 -117.3(6) . . . . ? C22 C10 C11 C12 169.1(5) . . . . ? C9 C10 C11 C12 -14.9(10) . . . . ? C22 C10 C11 N4 -1.1(5) . . . . ? C9 C10 C11 N4 174.8(5) . . . . ? C21 N4 C11 C12 -172.0(4) . . . . ? B2 N4 C11 C12 7.0(7) . . . . ? C21 N4 C11 C10 -0.3(5) . . . . ? B2 N4 C11 C10 178.7(5) . . . . ? C10 C11 C12 C13 -165.9(5) . . . . ? N4 C11 C12 C13 3.4(7) . . . . ? C11 C12 C13 N3 -2.3(7) . . . . ? C11 C12 C13 C14 174.3(5) . . . . ? C20 N3 C13 C12 176.8(4) . . . . ? B2 N3 C13 C12 -9.2(7) . . . . ? C20 N3 C13 C14 -0.7(5) . . . . ? B2 N3 C13 C14 173.3(5) . . . . ? C12 C13 C14 C15 4.7(10) . . . . ? N3 C13 C14 C15 -178.4(5) . . . . ? C12 C13 C14 C19 -175.3(5) . . . . ? N3 C13 C14 C19 1.6(5) . . . . ? C19 C14 C15 F5 -179.2(4) . . . . ? C13 C14 C15 F5 0.9(9) . . . . ? C19 C14 C15 C16 -2.7(7) . . . . ? C13 C14 C15 C16 177.3(5) . . . . ? F5 C15 C16 F6 -0.1(7) . . . . ? C14 C15 C16 F6 -176.6(5) . . . . ? F5 C15 C16 C17 179.0(4) . . . . ? C14 C15 C16 C17 2.5(8) . . . . ? F6 C16 C17 F7 0.9(7) . . . . ? C15 C16 C17 F7 -178.2(5) . . . . ? F6 C16 C17 C18 177.3(5) . . . . ? C15 C16 C17 C18 -1.8(8) . . . . ? F7 C17 C18 F8 -3.6(8) . . . . ? C16 C17 C18 F8 -179.8(4) . . . . ? F7 C17 C18 C19 177.8(4) . . . . ? C16 C17 C18 C19 1.5(8) . . . . ? F8 C18 C19 C20 5.1(9) . . . . ? C17 C18 C19 C20 -176.2(5) . . . . ? F8 C18 C19 C14 179.5(4) . . . . ? C17 C18 C19 C14 -1.8(7) . . . . ? C15 C14 C19 C18 2.4(7) . . . . ? C13 C14 C19 C18 -177.6(4) . . . . ? C15 C14 C19 C20 178.1(4) . . . . ? C13 C14 C19 C20 -1.9(5) . . . . ? C13 N3 C20 C19 -0.5(5) . . . . ? B2 N3 C20 C19 -174.4(5) . . . . ? C18 C19 C20 N3 176.5(5) . . . . ? C14 C19 C20 N3 1.5(6) . . . . ? C11 N4 C21 C22 1.6(5) . . . . ? B2 N4 C21 C22 -177.3(5) . . . . ? C11 N4 C21 C41A -167.6(17) . . . . ? B2 N4 C21 C41A 13.5(18) . . . . ? C11 N4 C21 C41 179.4(7) . . . . ? B2 N4 C21 C41 0.5(10) . . . . ? C11 C10 C22 C21 2.1(5) . . . . ? C9 C10 C22 C21 -174.7(4) . . . . ? C11 C10 C22 C23 177.3(4) . . . . ? C9 C10 C22 C23 0.5(6) . . . . ? N4 C21 C22 C10 -2.4(5) . . . . ? C41A C21 C22 C10 166.2(18) . . . . ? C41 C21 C22 C10 179.8(7) . . . . ? N4 C21 C22 C23 -176.1(5) . . . . ? C41A C21 C22 C23 -8(2) . . . . ? C41 C21 C22 C23 6.1(10) . . . . ? C10 C22 C23 C24 52.5(5) . . . . ? C21 C22 C23 C24 -134.0(6) . . . . ? C10 C22 C23 C30 -58.8(5) . . . . ? C21 C22 C23 C30 114.6(6) . . . . ? C7 C8 C24 C25 0.1(5) . . . . ? C9 C8 C24 C25 -179.4(4) . . . . ? C7 C8 C24 C23 -175.2(4) . . . . ? C9 C8 C24 C23 5.3(6) . . . . ? C22 C23 C24 C8 -55.8(5) . . . . ? C30 C23 C24 C8 55.0(5) . . . . ? C22 C23 C24 C25 130.7(6) . . . . ? C30 C23 C24 C25 -118.5(6) . . . . ? C7 N2 C25 C26 177.5(4) . . . . ? B1 N2 C25 C26 -3.6(7) . . . . ? C7 N2 C25 C24 -0.3(5) . . . . ? B1 N2 C25 C24 178.6(4) . . . . ? C8 C24 C25 C26 -177.3(5) . . . . ? C23 C24 C25 C26 -3.6(9) . . . . ? C8 C24 C25 N2 0.1(5) . . . . ? C23 C24 C25 N2 173.9(5) . . . . ? N2 C25 C26 C27 -3.5(7) . . . . ? C24 C25 C26 C27 173.6(5) . . . . ? C25 C26 C27 N1 0.0(7) . . . . ? C25 C26 C27 C28 -173.2(5) . . . . ? C6 N1 C27 C26 -173.4(4) . . . . ? B1 N1 C27 C26 10.9(7) . . . . ? C6 N1 C27 C28 1.5(5) . . . . ? B1 N1 C27 C28 -174.1(4) . . . . ? F1 C1 C28 C27 3.2(8) . . . . ? C2 C1 C28 C27 -178.6(5) . . . . ? F1 C1 C28 C5 -179.1(4) . . . . ? C2 C1 C28 C5 -0.8(7) . . . . ? C26 C27 C28 C1 -9.3(9) . . . . ? N1 C27 C28 C1 177.0(5) . . . . ? C26 C27 C28 C5 172.7(5) . . . . ? N1 C27 C28 C5 -0.9(5) . . . . ? C4 C5 C28 C1 2.8(7) . . . . ? C6 C5 C28 C1 -178.3(4) . . . . ? C4 C5 C28 C27 -178.8(4) . . . . ? C6 C5 C28 C27 0.0(5) . . . . ? C8 C9 C29 C30 54.0(5) . . . . ? C10 C9 C29 C30 -56.1(5) . . . . ? C9 C29 C30 C23 1.8(5) . . . . ? C24 C23 C30 C29 -56.3(5) . . . . ? C22 C23 C30 C29 54.7(5) . . . . ? N2 C7 C31 C32 -47(2) . . . . ? C8 C7 C31 C32 139.5(12) . . . . ? C31A C7 C31 C32 10(20) . . . . ? N2 C7 C31 C36 129.8(17) . . . . ? C8 C7 C31 C36 -44(3) . . . . ? C31A C7 C31 C36 -173(23) . . . . ? C36 C31 C32 C33 -0.3(15) . . . . ? C7 C31 C32 C33 177(2) . . . . ? C31 C32 C33 C34 1.6(12) . . . . ? C32 C33 C34 C35 -2.9(17) . . . . ? C32 C33 C34 C37 -178.8(12) . . . . ? C33 C34 C35 C36 3(2) . . . . ? C37 C34 C35 C36 178.8(16) . . . . ? C34 C35 C36 C31 -2(3) . . . . ? C32 C31 C36 C35 1(2) . . . . ? C7 C31 C36 C35 -176(2) . . . . ? C35 C34 C37 C39 -110.8(16) . . . . ? C33 C34 C37 C39 64.6(17) . . . . ? C35 C34 C37 C40 125.7(14) . . . . ? C33 C34 C37 C40 -58.8(17) . . . . ? C35 C34 C37 C38 7.5(19) . . . . ? C33 C34 C37 C38 -177.1(13) . . . . ? N2 C7 C31A C32A -46(3) . . . . ? C8 C7 C31A C32A 131.4(18) . . . . ? C31 C7 C31A C32A -173(23) . . . . ? N2 C7 C31A C36A 141.9(19) . . . . ? C8 C7 C31A C36A -41(3) . . . . ? C31 C7 C31A C36A 15(19) . . . . ? C36A C31A C32A C33A 0.0(19) . . . . ? C7 C31A C32A C33A -172(3) . . . . ? C31A C32A C33A C34A -0.6(13) . . . . ? C32A C33A C34A C35A 0.6(19) . . . . ? C32A C33A C34A C37A 178.7(15) . . . . ? C33A C34A C35A C36A 0(3) . . . . ? C37A C34A C35A C36A -178.4(19) . . . . ? C34A C35A C36A C31A 0(3) . . . . ? C32A C31A C36A C35A 0(3) . . . . ? C7 C31A C36A C35A 173(3) . . . . ? C35A C34A C37A C39A 69.3(17) . . . . ? C33A C34A C37A C39A -108.8(16) . . . . ? C35A C34A C37A C40A -52.4(19) . . . . ? C33A C34A C37A C40A 129.4(17) . . . . ? C35A C34A C37A C38A -178.0(15) . . . . ? C33A C34A C37A C38A 4(2) . . . . ? N4 C21 C41 C42 51.4(12) . . . . ? C22 C21 C41 C42 -131.2(9) . . . . ? C41A C21 C41 C42 -26(10) . . . . ? N4 C21 C41 C46 -136.1(10) . . . . ? C22 C21 C41 C46 41.3(14) . . . . ? C41A C21 C41 C46 147(12) . . . . ? C46 C41 C42 C43 0.0(10) . . . . ? C21 C41 C42 C43 172.9(11) . . . . ? C41 C42 C43 C44 1.5(10) . . . . ? C42 C43 C44 C45 -0.9(13) . . . . ? C42 C43 C44 C47 179.2(8) . . . . ? C43 C44 C45 C46 -1.2(14) . . . . ? C47 C44 C45 C46 178.7(9) . . . . ? C44 C45 C46 C41 2.8(16) . . . . ? C42 C41 C46 C45 -2.1(15) . . . . ? C21 C41 C46 C45 -175.1(11) . . . . ? C43 C44 C47 C49 117.7(11) . . . . ? C45 C44 C47 C49 -62.2(12) . . . . ? C43 C44 C47 C50 -124.1(13) . . . . ? C45 C44 C47 C50 56.0(14) . . . . ? C43 C44 C47 C48 -3.5(14) . . . . ? C45 C44 C47 C48 176.5(9) . . . . ? N4 C21 C41A C46A -121(2) . . . . ? C22 C21 C41A C46A 72(3) . . . . ? C41 C21 C41A C46A -10(9) . . . . ? N4 C21 C41A C42A 49(3) . . . . ? C22 C21 C41A C42A -118(2) . . . . ? C41 C21 C41A C42A 159(13) . . . . ? C46A C41A C42A C43A 0(2) . . . . ? C21 C41A C42A C43A -169(3) . . . . ? C41A C42A C43A C44A 2.2(17) . . . . ? C42A C43A C44A C45A -4(3) . . . . ? C42A C43A C44A C47A -177.6(18) . . . . ? C43A C44A C45A C46A 4(4) . . . . ? C47A C44A C45A C46A 178(2) . . . . ? C42A C41A C46A C45A 0(4) . . . . ? C21 C41A C46A C45A 170(3) . . . . ? C44A C45A C46A C41A -2(4) . . . . ? C43A C44A C47A C50A -177(3) . . . . ? C45A C44A C47A C50A 9(3) . . . . ? C43A C44A C47A C49A 65(3) . . . . ? C45A C44A C47A C49A -109(3) . . . . ? C43A C44A C47A C48A -57(3) . . . . ? C45A C44A C47A C48A 129(2) . . . . ? C54 O1 C51 C52 23.1(14) . . . . ? O1 C51 C52 C53 -30.9(13) . . . . ? C51 C52 C53 C54 30.6(15) . . . . ? C52 C53 C54 O1 -19.6(16) . . . . ? C51 O1 C54 C53 -1.7(15) . . . . ? C54A O1A C51A C52A -60(3) . . . . ? O1A C51A C52A C53A 29(4) . . . . ? C51A C52A C53A C54A 8(4) . . . . ? C51A O1A C54A C53A 64(2) . . . . ? C52A C53A C54A O1A -42(3) . . . . ? C58 O2 C55 C56 17.6(18) . . . . ? O2 C55 C56 C57 -5.9(19) . . . . ? C55 C56 C57 C58 -5.7(18) . . . . ? C55 O2 C58 C57 -21.9(17) . . . . ? C56 C57 C58 O2 14.8(15) . . . . ? C58A O2A C55A C56A -20(5) . . . . ? O2A C55A C56A C57A -10(5) . . . . ? C55A C56A C57A C58A 32(3) . . . . ? C55A O2A C58A C57A 39(4) . . . . ? C56A C57A C58A O2A -41.0(17) . . . . ? C58B O2B C55B C56B -34(6) . . . . ? O2B C55B C56B C57B 42(5) . . . . ? C55B C56B C57B C58B -34(6) . . . . ? C55B O2B C58B C57B 13(7) . . . . ? C56B C57B C58B O2B 15(7) . . . . ? #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== _database_code_depnum_ccdc_archive 'CCDC 963110' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_201301212 #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C48 H32 B2 F12 N4' _chemical_formula_moiety 'C48 H32 B2 F12 N4' _chemical_formula_weight 914.41 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'C 1 2/c 1' _symmetry_space_group_name_Hall '-C 2yc' _symmetry_Int_Tables_number 15 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,+Y,1/2-Z 3 -X,-Y,-Z 4 +X,-Y,1/2+Z 5 1/2+X,1/2+Y,+Z 6 1/2-X,1/2+Y,1/2-Z 7 1/2-X,1/2-Y,-Z 8 1/2+X,1/2-Y,1/2+Z #------------------------------------------------------------------------------ _cell_length_a 11.4237(3) _cell_length_b 40.4906(10) _cell_length_c 21.6705(6) _cell_angle_alpha 90.0000 _cell_angle_beta 100.521(7) _cell_angle_gamma 90.0000 _cell_volume 9855.2(5) _cell_formula_units_Z 8 _cell_measurement_reflns_used 30612 _cell_measurement_theta_min 3.01 _cell_measurement_theta_max 68.31 _cell_measurement_temperature 100 #------------------------------------------------------------------------------ _exptl_crystal_description platelet _exptl_crystal_colour violet _exptl_crystal_size_max 0.120 _exptl_crystal_size_mid 0.110 _exptl_crystal_size_min 0.030 _exptl_crystal_density_diffrn 1.232 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 3728.00 _exptl_absorpt_coefficient_mu 0.901 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)' _exptl_absorpt_correction_T_min 0.705 _exptl_absorpt_correction_T_max 0.973 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 100 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54187 _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_reflns_number 57742 _diffrn_reflns_av_R_equivalents 0.0508 _diffrn_reflns_av_sigmaI/netI 0.0539 _diffrn_reflns_theta_max 68.24 _diffrn_reflns_theta_full 68.24 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measured_fraction_theta_full 0.996 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -48 _diffrn_reflns_limit_k_max 48 _diffrn_reflns_limit_l_min -26 _diffrn_reflns_limit_l_max 26 #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _reflns_number_total 9005 _reflns_number_gt 3857 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_all 0.1507 _refine_ls_R_factor_gt 0.0739 _refine_ls_wR_factor_ref 0.2183 _refine_ls_wR_factor_gt 0.1926 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.044 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_number_restraints 643 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 9002 _refine_ls_number_parameters 723 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0980P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_diff_density_max 0.380 _refine_diff_density_min -0.190 _refine_ls_extinction_method none loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.000 0.049 0.250 219 56 ' ' 2 0.000 -0.049 0.750 219 56 ' ' 3 -0.026 0.141 0.750 330 68 ' ' 4 -0.027 0.359 0.250 330 68 ' ' 5 -0.025 0.641 0.750 330 68 ' ' 6 -0.015 0.859 0.250 330 68 ' ' 7 0.500 0.451 0.750 219 56 ' ' 8 0.500 0.549 0.250 219 56 ' ' _platon_squeeze_details ; ; _iucr_refine_instructions_details ; TITL 201301212 CELL 1.54187 11.42369 40.49062 21.67048 90.000 100.521 90.000 ZERR 8 0.00031 0.00100 0.00060 0.000 0.007 0.000 LATT 7 SYMM -X, +Y, .50-Z SFAC C H N B F UNIT 384 256 32 16 96 SHEL 99999.000000 0.000000 L.S. 5 FMAP 2 PLAN -25 WPDB -2 HTAB TEMP -173.0 ACTA BOND $H CONF OMIT -2 16 1 OMIT -1 17 6 OMIT 1 17 9 SADI 0.02 C11 C39 C11 C39A SADI 0.04 C11 C40 C11 C40A C11 C44 C11 C44A DFIX 1.39 0.02 C39 C40 C40 C41 C41 C42 C42 C43 C43 C44 C44 C39 = C39A C40A C40A C41A C41A C42A C42A C43A C43A C44A C44A C39A DANG 2.41 0.04 C39 C41 C40 C42 C41 C43 C42 C44 C43 C39 C44 C40 = C39A C41A C40A C42A C41A C43A C42A C44A C43A C39A C44A C40A DFIX 1.50 0.02 C42 C45 C42A C45A C32 C35 C32 C35A DFIX 1.54 0.02 C45 C46 C45 C47 C45 C48 C45A C46A C45A C47A C45A C48A = C35 C36 C35 C37 C35 C38 C35A C36A C35A C37A C35A C38A DANG 2.49 0.04 C46 C47 C47 C48 C48 C46 C46A C47A C47A C48A C48A C46A = C36 C37 C37 C38 C38 C36 C36A C37A C37A C38A C38A C36A FLAT 0.1 C39 > C45 FLAT 0.1 C39A > C45A ISOR 0.02 0.04 C35 > C48A DELU 0.02 C35 > C48A SIMU 0.04 0.08 C35 > C48A SIZE 0.120 0.110 0.030 WGHT 0.098000 FVAR 2.49000 0.62797 0.50421 F1 5 0.192306 0.280169 0.231069 11.00000 0.10019 0.07019 = 0.15497 0.00071 -0.02311 0.00104 F2 5 -0.016201 0.305068 0.167176 11.00000 0.11328 0.07909 = 0.15610 0.01385 -0.01534 0.01729 F3 5 -0.192425 0.265154 0.110645 11.00000 0.09326 0.11056 = 0.14606 0.00884 -0.02637 0.02471 F4 5 -0.167257 0.198410 0.116777 11.00000 0.08474 0.10126 = 0.15352 -0.01264 -0.02885 0.00133 F5 5 1.212298 0.347764 0.540917 11.00000 0.10645 0.06859 = 0.16960 0.00565 -0.02853 -0.01706 F6 5 1.100715 0.401387 0.482240 11.00000 0.12966 0.06856 = 0.19035 0.01098 -0.03340 -0.02671 F7 5 0.885285 0.396334 0.411261 11.00000 0.13711 0.07199 = 0.22521 0.03286 -0.05736 -0.01701 F8 5 0.770559 0.337046 0.393323 11.00000 0.11025 0.06743 = 0.19771 0.01713 -0.04947 -0.00945 F9 5 0.161075 0.129461 0.301897 11.00000 0.08341 0.06967 = 0.18245 0.00731 -0.02389 0.00396 F10 5 0.252891 0.117712 0.220133 11.00000 0.09123 0.08313 = 0.18461 -0.03609 -0.03353 0.01335 F11 5 0.978124 0.218210 0.571632 11.00000 0.10715 0.06899 = 0.13642 0.00042 -0.02128 -0.00049 F12 5 1.093753 0.209115 0.498779 11.00000 0.07407 0.06351 = 0.17279 -0.01247 -0.02448 0.00300 N2 3 0.357074 0.152920 0.302759 11.00000 0.07752 0.06172 = 0.14095 -0.02075 -0.01402 0.00716 N3 3 0.875481 0.207377 0.466074 11.00000 0.07462 0.05185 = 0.13059 -0.00345 -0.00824 -0.00188 N1 3 0.174226 0.172059 0.228440 11.00000 0.07338 0.07400 = 0.12407 -0.01254 -0.01695 0.00126 N4 3 0.990551 0.260539 0.495698 11.00000 0.08317 0.05509 = 0.12984 -0.00403 -0.02018 -0.00469 C1 1 0.106359 0.259131 0.202618 11.00000 0.08392 0.07760 = 0.13012 0.01438 -0.00705 -0.00197 C2 1 0.001663 0.272379 0.169946 11.00000 0.08824 0.08119 = 0.13009 0.00572 -0.00626 0.00770 C3 1 -0.090668 0.251445 0.141031 11.00000 0.08525 0.08341 = 0.11302 0.01092 -0.00817 0.01026 C4 1 -0.076099 0.218194 0.143041 11.00000 0.07988 0.09112 = 0.13362 -0.00788 -0.01420 -0.00541 C5 1 0.029333 0.204510 0.175762 11.00000 0.06798 0.07517 = 0.13172 -0.00582 -0.01890 0.00421 C6 1 0.065799 0.171639 0.191482 11.00000 0.07924 0.08876 = 0.13467 -0.01607 -0.01364 0.00127 AFIX 43 H6 2 0.020867 0.152365 0.178070 11.00000 -1.20000 AFIX 0 C7 1 0.443968 0.133578 0.335128 11.00000 0.07798 0.05981 = 0.14349 -0.01196 -0.01350 0.00614 C8 1 0.543035 0.154378 0.361401 11.00000 0.06469 0.06038 = 0.14479 -0.01112 -0.01883 0.00104 C9 1 0.651757 0.146925 0.399575 11.00000 0.08118 0.05722 = 0.14280 -0.00809 -0.01744 0.00318 AFIX 43 H9 2 0.673397 0.124907 0.411829 11.00000 -1.20000 AFIX 0 C10 1 0.727623 0.173763 0.418950 11.00000 0.07430 0.05745 = 0.13631 -0.00784 -0.01253 0.00264 C11 1 0.843734 0.175514 0.459145 11.00000 0.08261 0.05814 = 0.12424 -0.00897 -0.01877 0.00038 C12 1 1.081028 0.281544 0.519107 11.00000 0.08071 0.05383 = 0.13331 -0.00031 -0.01822 -0.01071 AFIX 43 H12 2 1.153762 0.275586 0.545518 11.00000 -1.20000 AFIX 0 C13 1 1.048285 0.313439 0.497507 11.00000 0.08577 0.06852 = 0.11925 -0.00728 -0.01164 -0.00990 C14 1 1.103760 0.344769 0.504378 11.00000 0.09195 0.06278 = 0.13624 0.00082 -0.03316 -0.01817 C15 1 1.048182 0.371093 0.476901 11.00000 0.10656 0.05318 = 0.17064 0.00623 -0.02531 -0.01788 C16 1 0.935792 0.368922 0.439275 11.00000 0.10999 0.05992 = 0.17603 0.03282 -0.03495 -0.00588 C17 1 0.877198 0.339424 0.429904 11.00000 0.08685 0.06011 = 0.15444 0.00703 -0.03350 -0.00823 C18 1 0.931546 0.311812 0.461363 11.00000 0.08921 0.05992 = 0.13342 -0.00304 -0.01177 -0.00785 C19 1 0.896933 0.277769 0.459366 11.00000 0.08013 0.05847 = 0.12112 0.00543 -0.01783 -0.00127 C20 1 0.799379 0.261152 0.429415 11.00000 0.07297 0.05569 = 0.14607 -0.00339 -0.01384 -0.00177 AFIX 43 H20 2 0.736087 0.273641 0.405968 11.00000 -1.20000 AFIX 0 C21 1 0.786666 0.227265 0.430984 11.00000 0.07241 0.05381 = 0.11618 -0.00418 -0.01299 0.00249 C22 1 0.693102 0.206676 0.402200 11.00000 0.07326 0.05839 = 0.11808 0.00356 -0.00775 0.00211 C23 1 0.585286 0.214072 0.363660 11.00000 0.08384 0.05990 = 0.12689 0.00592 -0.01308 -0.00355 AFIX 43 H23 2 0.563124 0.236095 0.351701 11.00000 -1.20000 AFIX 0 C24 1 0.511474 0.187274 0.343547 11.00000 0.07297 0.06271 = 0.12352 -0.00331 -0.01561 0.00031 C25 1 0.393603 0.186489 0.305624 11.00000 0.08170 0.05970 = 0.12978 -0.01471 -0.00829 -0.00095 C26 1 0.323040 0.211111 0.276202 11.00000 0.08001 0.06363 = 0.13546 -0.00680 -0.00917 0.00468 AFIX 43 H26 2 0.349560 0.233328 0.281856 11.00000 -1.20000 AFIX 0 C27 1 0.213099 0.204675 0.238055 11.00000 0.07629 0.07153 = 0.12810 -0.00893 -0.01101 -0.00101 C28 1 0.121409 0.225800 0.206696 11.00000 0.08621 0.07371 = 0.11499 0.00420 -0.00208 0.00664 C29 1 0.434267 0.097924 0.344164 11.00000 0.06410 0.06147 = 0.16378 -0.01269 -0.01651 -0.00930 C30 1 0.339929 0.084496 0.367433 11.00000 0.08316 0.06533 = 0.16107 -0.00531 -0.01426 0.00481 AFIX 43 H30 2 0.279115 0.098346 0.377663 11.00000 -1.20000 AFIX 0 C31 1 0.334895 0.050239 0.375782 11.00000 0.07703 0.07001 = 0.17310 0.00841 -0.00889 0.00500 AFIX 43 H31 2 0.268798 0.041286 0.391063 11.00000 -1.20000 AFIX 0 C32 1 0.420867 0.029053 0.362933 11.00000 0.07755 0.06502 = 0.15955 -0.01004 -0.01831 -0.00310 C33 1 0.516340 0.043268 0.340889 11.00000 0.07937 0.05513 = 0.22545 -0.02147 -0.01537 0.00194 AFIX 43 H33 2 0.578125 0.029347 0.332012 11.00000 -1.20000 AFIX 0 C34 1 0.524572 0.077117 0.331384 11.00000 0.06884 0.06361 = 0.18411 -0.01788 -0.00814 -0.00067 AFIX 43 H34 2 0.591006 0.086015 0.316334 11.00000 -1.20000 AFIX 0 PART 1 C35 1 0.408980 -0.008599 0.372137 21.00000 0.08684 0.04479 = 0.16690 0.00534 -0.00219 0.00058 C36 1 0.523806 -0.027482 0.369797 21.00000 0.09372 0.08174 = 0.22763 -0.01652 -0.01220 0.01349 AFIX 133 H36A 2 0.544010 -0.025245 0.327947 21.00000 -1.50000 H36B 2 0.512583 -0.050879 0.378720 21.00000 -1.50000 H36C 2 0.588511 -0.018439 0.401223 21.00000 -1.50000 AFIX 0 C37 1 0.363869 -0.017344 0.434493 21.00000 0.17187 0.10126 = 0.16797 0.01988 0.01401 0.01416 AFIX 133 H37A 2 0.430352 -0.015854 0.470048 21.00000 -1.50000 H37B 2 0.331817 -0.039854 0.431676 21.00000 -1.50000 H37C 2 0.301317 -0.001775 0.440628 21.00000 -1.50000 AFIX 0 C38 1 0.314200 -0.022369 0.317444 21.00000 0.11420 0.06163 = 0.18255 -0.01912 -0.02584 -0.01761 AFIX 133 H38A 2 0.235381 -0.013992 0.321314 21.00000 -1.50000 H38B 2 0.314008 -0.046551 0.319300 21.00000 -1.50000 H38C 2 0.333494 -0.015239 0.277257 21.00000 -1.50000 AFIX 0 PART 2 C35A 1 0.420691 -0.007337 0.363151 -21.00000 0.11763 0.10548 = 0.17006 0.01498 0.00468 0.01132 C36A 1 0.311612 -0.016255 0.393548 -21.00000 0.11868 0.04874 = 0.18766 0.03302 0.01087 0.01107 AFIX 133 H36D 2 0.307671 -0.001081 0.428341 -21.00000 -1.50000 H36E 2 0.319860 -0.038961 0.409408 -21.00000 -1.50000 H36F 2 0.238542 -0.014346 0.362058 -21.00000 -1.50000 AFIX 0 C37A 1 0.531485 -0.019335 0.406585 -21.00000 0.11379 0.07903 = 0.22154 0.07545 0.02083 0.01307 AFIX 133 H37D 2 0.601228 -0.015353 0.387161 -21.00000 -1.50000 H37E 2 0.524311 -0.043041 0.414222 -21.00000 -1.50000 H37F 2 0.540687 -0.007385 0.446506 -21.00000 -1.50000 AFIX 0 C38A 1 0.410765 -0.022527 0.299087 -21.00000 0.20048 0.08069 = 0.20565 -0.00728 0.06645 -0.00905 AFIX 133 H38D 2 0.362178 -0.008277 0.267915 -21.00000 -1.50000 H38E 2 0.373252 -0.044307 0.298789 -21.00000 -1.50000 H38F 2 0.490396 -0.024897 0.288805 -21.00000 -1.50000 AFIX 0 PART 1 C39 1 0.905158 0.146465 0.490588 31.00000 0.07242 0.04829 = 0.14062 0.00435 -0.03984 -0.01945 C40 1 1.025672 0.139753 0.486984 31.00000 0.08651 0.06215 = 0.12031 0.00932 0.00283 -0.00880 AFIX 43 H40 2 1.067326 0.154690 0.464978 31.00000 -1.20000 AFIX 0 C41 1 1.085011 0.111725 0.514950 31.00000 0.07478 0.06254 = 0.16095 0.00958 -0.00692 0.00024 AFIX 43 H41 2 1.164576 0.107478 0.510026 31.00000 -1.20000 AFIX 0 C42 1 1.027605 0.089704 0.550424 31.00000 0.08659 0.07326 = 0.14676 0.01793 -0.00733 0.00131 C43 1 0.906869 0.094922 0.549239 31.00000 0.08432 0.07374 = 0.19172 0.02204 -0.01515 -0.00026 AFIX 43 H43 2 0.863030 0.078809 0.567360 31.00000 -1.20000 AFIX 0 C44 1 0.847439 0.123355 0.522010 31.00000 0.07901 0.06979 = 0.16796 -0.00514 -0.01119 -0.00440 AFIX 43 H44 2 0.766487 0.126806 0.525168 31.00000 -1.20000 AFIX 0 C45 1 1.090581 0.059046 0.582297 31.00000 0.09943 0.07561 = 0.15441 0.03059 -0.01044 0.00836 C46 1 1.194229 0.071772 0.632745 31.00000 0.13667 0.09151 = 0.14848 0.02188 -0.02567 0.03446 AFIX 133 H46A 2 1.252139 0.083360 0.612330 31.00000 -1.50000 H46B 2 1.233126 0.053048 0.656855 31.00000 -1.50000 H46C 2 1.163128 0.086974 0.661031 31.00000 -1.50000 AFIX 0 C47 1 1.149306 0.038912 0.535652 31.00000 0.14249 0.11005 = 0.13628 0.02529 -0.00380 -0.00828 AFIX 133 H47A 2 1.095806 0.038185 0.494804 31.00000 -1.50000 H47B 2 1.164864 0.016385 0.551584 31.00000 -1.50000 H47C 2 1.224521 0.049388 0.530964 31.00000 -1.50000 AFIX 0 C48 1 1.009831 0.036172 0.612701 31.00000 0.14740 0.12797 = 0.25845 0.05964 0.04106 0.01438 AFIX 133 H48A 2 0.926299 0.041959 0.597324 31.00000 -1.50000 H48B 2 1.028204 0.038791 0.658407 31.00000 -1.50000 H48C 2 1.023531 0.013189 0.601748 31.00000 -1.50000 AFIX 0 PART 2 C39A 1 0.917114 0.147491 0.481572 -31.00000 0.06966 0.05966 = 0.12879 -0.00510 -0.00940 0.01452 C40A 1 0.917000 0.120690 0.445126 -31.00000 0.09041 0.06447 = 0.13549 0.00150 -0.02447 -0.00588 AFIX 43 H40A 2 0.877570 0.121702 0.402593 -31.00000 -1.20000 AFIX 0 C41A 1 0.973203 0.091334 0.467923 -31.00000 0.09160 0.05341 = 0.17768 -0.00695 -0.01863 0.01122 AFIX 43 H41A 2 0.972487 0.072966 0.440583 -31.00000 -1.20000 AFIX 0 C42A 1 1.029030 0.088760 0.528937 -31.00000 0.07137 0.04876 = 0.15176 0.00343 -0.00442 0.00435 C43A 1 1.035053 0.116657 0.566252 -31.00000 0.10469 0.06075 = 0.13831 0.00872 -0.03649 -0.00005 AFIX 43 H43A 2 1.079139 0.115982 0.607887 -31.00000 -1.20000 AFIX 0 C44A 1 0.975471 0.146696 0.542896 -31.00000 0.11275 0.05626 = 0.12663 0.01122 0.00011 -0.00487 AFIX 43 H44A 2 0.976482 0.165494 0.569222 -31.00000 -1.20000 AFIX 0 C45A 1 1.084379 0.056731 0.555082 -31.00000 0.10085 0.06485 = 0.13020 -0.00231 0.00932 -0.00300 C46A 1 1.164884 0.059029 0.619872 -31.00000 0.13479 0.07588 = 0.16257 -0.00190 -0.02908 0.01129 AFIX 133 H46D 2 1.232106 0.073716 0.617502 -31.00000 -1.50000 H46E 2 1.194819 0.036996 0.633215 -31.00000 -1.50000 H46F 2 1.119146 0.067845 0.650281 -31.00000 -1.50000 AFIX 0 C47A 1 1.154513 0.041147 0.509001 -31.00000 0.12056 0.05796 = 0.14921 0.03091 0.01365 0.04696 AFIX 133 H47D 2 1.101085 0.037044 0.468936 -31.00000 -1.50000 H47E 2 1.189228 0.020214 0.526183 -31.00000 -1.50000 H47F 2 1.218257 0.056177 0.502295 -31.00000 -1.50000 AFIX 0 C48A 1 0.981113 0.033611 0.565157 -31.00000 0.13835 0.06599 = 0.14542 0.03262 0.02120 0.01174 AFIX 133 H48D 2 0.937997 0.043625 0.595585 -31.00000 -1.50000 H48E 2 1.013653 0.012225 0.581096 -31.00000 -1.50000 H48F 2 0.926496 0.030386 0.525151 -31.00000 -1.50000 AFIX 0 PART 0 B1 4 0.991683 0.222553 0.510387 11.00000 0.08054 0.06229 = 0.12174 -0.00965 -0.00843 -0.00432 B2 4 0.234313 0.141746 0.262061 11.00000 0.07816 0.06627 = 0.14606 -0.01390 -0.01344 0.00719 HKLF 4 REM 201301212 REM R1 = 0.0739 for 3857 Fo > 4sig(Fo) and 0.1507 for all 9002 data REM 723 parameters refined using 643 restraints END WGHT 0.1269 0.0000 REM Highest difference peak 0.381, deepest hole -0.186, 1-sigma level 0.045 Q1 1 0.9611 0.0741 0.4022 11.00000 0.05 0.38 Q2 1 0.2148 0.1232 0.2507 11.00000 0.05 0.21 Q3 1 1.0506 0.2126 0.5188 11.00000 0.05 0.19 Q4 1 0.0287 0.3062 0.0943 11.00000 0.05 0.19 Q5 1 0.9251 0.2195 0.6230 11.00000 0.05 0.18 Q6 1 0.1135 0.2131 0.2040 11.00000 0.05 0.17 Q7 1 0.9170 0.2055 0.4249 11.00000 0.05 0.16 Q8 1 0.4651 0.1108 0.3376 11.00000 0.05 0.16 Q9 1 0.3807 0.1521 0.2822 11.00000 0.05 0.16 Q10 1 1.1098 0.3696 0.5111 11.00000 0.05 0.15 Q11 1 1.0326 0.3792 0.4727 11.00000 0.05 0.15 Q12 1 1.0393 0.2009 0.5676 11.00000 0.05 0.15 Q13 1 0.3924 0.0867 0.3190 11.00000 0.05 0.15 Q14 1 0.4573 0.0324 0.3187 11.00000 0.05 0.15 Q15 1 0.0609 0.1984 0.1900 11.00000 0.05 0.15 Q16 1 0.5053 -0.0222 0.4000 11.00000 0.05 0.15 Q17 1 0.6053 0.1448 0.3790 11.00000 0.05 0.14 Q18 1 0.4865 0.0887 0.3613 11.00000 0.05 0.14 Q19 1 0.2654 0.2615 0.2506 11.00000 0.05 0.14 Q20 1 0.9172 0.3058 0.4509 11.00000 0.05 0.14 Q21 1 1.1793 0.3478 0.5815 11.00000 0.05 0.14 Q22 1 0.0350 0.2243 0.1804 11.00000 0.05 0.14 Q23 1 0.6772 0.1521 0.3975 11.00000 0.05 0.14 Q24 1 0.3175 -0.0195 0.3484 11.00000 0.05 0.14 Q25 1 0.9047 0.2046 0.4609 11.00000 0.05 0.14 ; loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; N N 0.0311 0.0180 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; B B 0.0090 0.0039 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; F F 0.0727 0.0534 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group F1 F 0.19231(19) 0.28017(5) 0.23107(11) 0.1143(8) Uani 1 1 d . . . F2 F -0.01620(19) 0.30507(5) 0.16718(11) 0.1212(8) Uani 1 1 d . . . F3 F -0.19242(19) 0.26515(5) 0.11065(11) 0.1227(8) Uani 1 1 d . . . F4 F -0.16726(19) 0.19841(5) 0.11678(11) 0.1195(8) Uani 1 1 d . . . F5 F 1.21230(19) 0.34776(5) 0.54092(11) 0.1216(8) Uani 1 1 d . . . F6 F 1.1007(2) 0.40139(5) 0.48224(12) 0.1374(9) Uani 1 1 d . . . F7 F 0.8853(2) 0.39633(5) 0.41126(13) 0.1562(11) Uani 1 1 d . . . F8 F 0.7706(2) 0.33705(5) 0.39332(12) 0.1349(9) Uani 1 1 d . . . F9 F 0.1611(2) 0.12946(5) 0.30190(13) 0.1179(8) Uani 1 1 d . B . F10 F 0.25289(18) 0.11771(5) 0.22013(12) 0.1270(9) Uani 1 1 d . B . F11 F 0.97812(19) 0.21821(5) 0.57163(13) 0.1097(8) Uani 1 1 d . B . F12 F 1.09375(18) 0.20911(4) 0.49878(11) 0.1094(7) Uani 1 1 d . B . N2 N 0.3571(3) 0.15292(7) 0.30276(15) 0.0977(10) Uani 1 1 d . B . N3 N 0.8755(2) 0.20738(6) 0.46607(14) 0.0891(9) Uani 1 1 d . B . N1 N 0.1742(3) 0.17206(7) 0.22844(14) 0.0949(9) Uani 1 1 d . B . N4 N 0.9906(3) 0.26054(6) 0.49570(15) 0.0944(9) Uani 1 1 d . B . C1 C 0.1064(4) 0.25913(10) 0.2026(2) 0.1006(12) Uani 1 1 d . . . C2 C 0.0017(4) 0.27238(10) 0.1699(2) 0.1031(12) Uani 1 1 d . . . C3 C -0.0907(4) 0.25144(10) 0.14103(19) 0.0972(12) Uani 1 1 d . . . C4 C -0.0761(4) 0.21819(11) 0.1430(2) 0.1058(13) Uani 1 1 d . . . C5 C 0.0293(3) 0.20451(9) 0.17576(18) 0.0963(12) Uani 1 1 d . . . C6 C 0.0658(3) 0.17164(10) 0.19148(19) 0.1051(13) Uani 1 1 d . . . H6 H 0.0209 0.1524 0.1781 0.126 Uiso 1 1 calc R . . C7 C 0.4440(3) 0.13358(9) 0.33513(19) 0.0980(12) Uani 1 1 d . . . C8 C 0.5430(3) 0.15438(8) 0.36140(19) 0.0947(12) Uani 1 1 d . . . C9 C 0.6518(3) 0.14693(8) 0.39958(18) 0.0985(12) Uani 1 1 d . . . H9 H 0.6734 0.1249 0.4118 0.118 Uiso 1 1 calc R . . C10 C 0.7276(3) 0.17376(8) 0.41895(19) 0.0933(11) Uani 1 1 d . B . C11 C 0.8437(3) 0.17551(8) 0.45915(18) 0.0931(11) Uani 1 1 d D . . C12 C 1.0810(3) 0.28154(8) 0.51911(18) 0.0940(12) Uani 1 1 d . . . H12 H 1.1538 0.2756 0.5455 0.113 Uiso 1 1 calc R . . C13 C 1.0483(3) 0.31344(9) 0.49751(18) 0.0950(11) Uani 1 1 d . . . C14 C 1.1038(4) 0.34477(9) 0.5044(2) 0.1038(13) Uani 1 1 d . . . C15 C 1.0482(4) 0.37109(9) 0.4769(2) 0.1165(15) Uani 1 1 d . . . C16 C 0.9358(4) 0.36892(9) 0.4393(2) 0.1230(16) Uani 1 1 d . . . C17 C 0.8772(4) 0.33942(9) 0.4299(2) 0.1075(13) Uani 1 1 d . . . C18 C 0.9315(3) 0.31181(9) 0.46136(19) 0.0982(12) Uani 1 1 d . . . C19 C 0.8969(3) 0.27777(8) 0.45937(18) 0.0911(11) Uani 1 1 d . . . C20 C 0.7994(3) 0.26115(8) 0.42941(18) 0.0958(12) Uani 1 1 d . B . H20 H 0.7361 0.2736 0.4060 0.115 Uiso 1 1 calc R . . C21 C 0.7867(3) 0.22727(8) 0.43098(17) 0.0846(10) Uani 1 1 d . . . C22 C 0.6931(3) 0.20668(8) 0.40220(18) 0.0864(11) Uani 1 1 d . B . C23 C 0.5853(3) 0.21407(8) 0.36366(18) 0.0943(12) Uani 1 1 d . . . H23 H 0.5631 0.2361 0.3517 0.113 Uiso 1 1 calc R B . C24 C 0.5115(3) 0.18727(8) 0.34355(17) 0.0906(11) Uani 1 1 d . B . C25 C 0.3936(3) 0.18649(8) 0.30562(19) 0.0939(11) Uani 1 1 d . . . C26 C 0.3230(3) 0.21111(9) 0.27620(19) 0.0967(12) Uani 1 1 d . B . H26 H 0.3496 0.2333 0.2819 0.116 Uiso 1 1 calc R . . C27 C 0.2131(3) 0.20468(9) 0.23805(19) 0.0957(11) Uani 1 1 d . . . C28 C 0.1214(3) 0.22580(9) 0.20670(18) 0.0942(11) Uani 1 1 d . B . C29 C 0.4343(3) 0.09792(9) 0.3442(2) 0.1012(13) Uani 1 1 d . A . C30 C 0.3399(4) 0.08450(9) 0.3674(2) 0.1078(13) Uani 1 1 d . . . H30 H 0.2791 0.0983 0.3777 0.129 Uiso 1 1 calc R . . C31 C 0.3349(3) 0.05024(9) 0.3758(2) 0.1107(13) Uani 1 1 d . A . H31 H 0.2688 0.0413 0.3911 0.133 Uiso 1 1 calc R . . C32 C 0.4209(4) 0.02905(9) 0.3629(2) 0.1057(13) Uani 1 1 d D . . C33 C 0.5163(4) 0.04327(9) 0.3409(2) 0.1254(17) Uani 1 1 d . A . H33 H 0.5781 0.0293 0.3320 0.151 Uiso 1 1 calc R . . C34 C 0.5246(3) 0.07712(9) 0.3314(2) 0.1095(14) Uani 1 1 d . . . H34 H 0.5910 0.0860 0.3163 0.131 Uiso 1 1 calc R A . C35 C 0.4090(10) -0.0086(2) 0.3721(6) 0.103(4) Uani 0.628(15) 1 d PDU A 1 C36 C 0.5238(10) -0.0275(3) 0.3698(7) 0.140(5) Uani 0.628(15) 1 d PDU A 1 H36A H 0.5440 -0.0252 0.3279 0.209 Uiso 0.628(15) 1 calc PR A 1 H36B H 0.5126 -0.0509 0.3787 0.209 Uiso 0.628(15) 1 calc PR A 1 H36C H 0.5885 -0.0184 0.4012 0.209 Uiso 0.628(15) 1 calc PR A 1 C37 C 0.3639(13) -0.0173(3) 0.4345(6) 0.149(4) Uani 0.628(15) 1 d PDU A 1 H37A H 0.4304 -0.0159 0.4700 0.224 Uiso 0.628(15) 1 calc PR A 1 H37B H 0.3318 -0.0399 0.4317 0.224 Uiso 0.628(15) 1 calc PR A 1 H37C H 0.3013 -0.0018 0.4406 0.224 Uiso 0.628(15) 1 calc PR A 1 C38 C 0.3142(10) -0.02237(15) 0.3174(5) 0.126(5) Uani 0.628(15) 1 d PDU A 1 H38A H 0.2354 -0.0140 0.3213 0.189 Uiso 0.628(15) 1 calc PR A 1 H38B H 0.3140 -0.0466 0.3193 0.189 Uiso 0.628(15) 1 calc PR A 1 H38C H 0.3335 -0.0152 0.2773 0.189 Uiso 0.628(15) 1 calc PR A 1 C35A C 0.4207(19) -0.0073(4) 0.3632(10) 0.134(8) Uani 0.372(15) 1 d PDU A 2 C36A C 0.3116(14) -0.0163(3) 0.3935(12) 0.121(6) Uani 0.372(15) 1 d PDU A 2 H36D H 0.3077 -0.0011 0.4283 0.181 Uiso 0.372(15) 1 calc PR A 2 H36E H 0.3199 -0.0390 0.4094 0.181 Uiso 0.372(15) 1 calc PR A 2 H36F H 0.2385 -0.0143 0.3621 0.181 Uiso 0.372(15) 1 calc PR A 2 C37A C 0.5315(16) -0.0193(5) 0.4066(12) 0.139(8) Uani 0.372(15) 1 d PDU A 2 H37D H 0.6012 -0.0154 0.3872 0.209 Uiso 0.372(15) 1 calc PR A 2 H37E H 0.5243 -0.0430 0.4142 0.209 Uiso 0.372(15) 1 calc PR A 2 H37F H 0.5407 -0.0074 0.4465 0.209 Uiso 0.372(15) 1 calc PR A 2 C38A C 0.411(3) -0.0225(3) 0.2991(8) 0.159(7) Uani 0.372(15) 1 d PDU A 2 H38D H 0.3622 -0.0083 0.2679 0.238 Uiso 0.372(15) 1 calc PR A 2 H38E H 0.3733 -0.0443 0.2988 0.238 Uiso 0.372(15) 1 calc PR A 2 H38F H 0.4904 -0.0249 0.2888 0.238 Uiso 0.372(15) 1 calc PR A 2 C39 C 0.9052(11) 0.1465(3) 0.4906(6) 0.095(5) Uani 0.504(4) 1 d PDU B 1 C40 C 1.0257(7) 0.13975(16) 0.4870(4) 0.092(2) Uani 0.504(4) 1 d PDU B 1 H40 H 1.0673 0.1547 0.4650 0.110 Uiso 0.504(4) 1 calc PR B 1 C41 C 1.0850(7) 0.11172(19) 0.5149(5) 0.103(3) Uani 0.504(4) 1 d PDU B 1 H41 H 1.1646 0.1075 0.5100 0.124 Uiso 0.504(4) 1 calc PR B 1 C42 C 1.0276(14) 0.0897(4) 0.5504(7) 0.106(4) Uani 0.504(4) 1 d PDU B 1 C43 C 0.9069(7) 0.09492(18) 0.5492(4) 0.122(3) Uani 0.504(4) 1 d PDU B 1 H43 H 0.8630 0.0788 0.5674 0.146 Uiso 0.504(4) 1 calc PR B 1 C44 C 0.8474(7) 0.12336(17) 0.5220(4) 0.110(3) Uani 0.504(4) 1 d PDU B 1 H44 H 0.7665 0.1268 0.5252 0.132 Uiso 0.504(4) 1 calc PR B 1 C45 C 1.0906(14) 0.0590(4) 0.5823(8) 0.114(5) Uani 0.504(4) 1 d PDU B 1 C46 C 1.1942(16) 0.0718(4) 0.6327(8) 0.132(5) Uani 0.504(4) 1 d PDU B 1 H46A H 1.2521 0.0834 0.6123 0.198 Uiso 0.504(4) 1 calc PR B 1 H46B H 1.2331 0.0530 0.6569 0.198 Uiso 0.504(4) 1 calc PR B 1 H46C H 1.1631 0.0870 0.6610 0.198 Uiso 0.504(4) 1 calc PR B 1 C47 C 1.149(2) 0.0389(5) 0.5357(8) 0.133(6) Uani 0.504(4) 1 d PDU B 1 H47A H 1.0958 0.0382 0.4948 0.200 Uiso 0.504(4) 1 calc PR B 1 H47B H 1.1649 0.0164 0.5516 0.200 Uiso 0.504(4) 1 calc PR B 1 H47C H 1.2245 0.0494 0.5310 0.200 Uiso 0.504(4) 1 calc PR B 1 C48 C 1.0098(13) 0.0362(4) 0.6127(8) 0.177(6) Uani 0.504(4) 1 d PDU B 1 H48A H 0.9263 0.0420 0.5973 0.266 Uiso 0.504(4) 1 calc PR B 1 H48B H 1.0282 0.0388 0.6584 0.266 Uiso 0.504(4) 1 calc PR B 1 H48C H 1.0235 0.0132 0.6017 0.266 Uiso 0.504(4) 1 calc PR B 1 C39A C 0.9171(11) 0.1475(3) 0.4816(7) 0.090(4) Uani 0.496(4) 1 d PDU B 2 C40A C 0.9170(6) 0.12069(16) 0.4451(4) 0.102(3) Uani 0.496(4) 1 d PDU B 2 H40A H 0.8776 0.1217 0.4026 0.123 Uiso 0.496(4) 1 calc PR B 2 C41A C 0.9732(6) 0.09133(16) 0.4679(5) 0.113(3) Uani 0.496(4) 1 d PDU B 2 H41A H 0.9725 0.0730 0.4406 0.136 Uiso 0.496(4) 1 calc PR B 2 C42A C 1.0290(13) 0.0888(3) 0.5289(7) 0.094(4) Uani 0.496(4) 1 d PDU B 2 C43A C 1.0351(8) 0.1167(2) 0.5663(5) 0.109(3) Uani 0.496(4) 1 d PDU B 2 H43A H 1.0791 0.1160 0.6079 0.130 Uiso 0.496(4) 1 calc PR B 2 C44A C 0.9755(8) 0.14670(17) 0.5429(4) 0.101(3) Uani 0.496(4) 1 d PDU B 2 H44A H 0.9765 0.1655 0.5692 0.122 Uiso 0.496(4) 1 calc PR B 2 C45A C 1.0844(13) 0.0567(4) 0.5551(7) 0.100(4) Uani 0.496(4) 1 d PDU B 2 C46A C 1.1649(18) 0.0590(4) 0.6199(9) 0.131(5) Uani 0.496(4) 1 d PDU B 2 H46D H 1.2321 0.0737 0.6175 0.197 Uiso 0.496(4) 1 calc PR B 2 H46E H 1.1948 0.0370 0.6332 0.197 Uiso 0.496(4) 1 calc PR B 2 H46F H 1.1191 0.0678 0.6503 0.197 Uiso 0.496(4) 1 calc PR B 2 C47A C 1.1545(17) 0.0411(4) 0.5090(8) 0.111(5) Uani 0.496(4) 1 d PDU B 2 H47D H 1.1011 0.0370 0.4689 0.166 Uiso 0.496(4) 1 calc PR B 2 H47E H 1.1892 0.0202 0.5262 0.166 Uiso 0.496(4) 1 calc PR B 2 H47F H 1.2183 0.0562 0.5023 0.166 Uiso 0.496(4) 1 calc PR B 2 C48A C 0.9811(11) 0.0336(3) 0.5652(5) 0.117(4) Uani 0.496(4) 1 d PDU B 2 H48D H 0.9380 0.0436 0.5956 0.176 Uiso 0.496(4) 1 calc PR B 2 H48E H 1.0137 0.0122 0.5811 0.176 Uiso 0.496(4) 1 calc PR B 2 H48F H 0.9265 0.0304 0.5252 0.176 Uiso 0.496(4) 1 calc PR B 2 B1 B 0.9917(4) 0.22255(10) 0.5104(3) 0.0916(14) Uani 1 1 d . . . B2 B 0.2343(4) 0.14175(12) 0.2621(3) 0.1011(16) Uani 1 1 d . . . 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 0.1002(15) 0.0702(13) 0.155(2) 0.0007(12) -0.0231(14) 0.0010(11) F2 0.1133(17) 0.0791(15) 0.156(2) 0.0138(13) -0.0153(14) 0.0173(12) F3 0.0933(15) 0.1106(17) 0.1461(19) 0.0088(14) -0.0264(14) 0.0247(13) F4 0.0847(14) 0.1013(16) 0.154(2) -0.0126(13) -0.0289(13) 0.0013(12) F5 0.1065(16) 0.0686(12) 0.170(2) 0.0056(12) -0.0285(15) -0.0171(11) F6 0.1297(18) 0.0686(13) 0.190(2) 0.0110(13) -0.0334(16) -0.0267(13) F7 0.137(2) 0.0720(14) 0.225(3) 0.0329(16) -0.0574(18) -0.0170(14) F8 0.1103(17) 0.0674(13) 0.198(2) 0.0171(13) -0.0495(16) -0.0094(12) F9 0.0834(15) 0.0697(13) 0.182(2) 0.0073(14) -0.0239(15) 0.0040(11) F10 0.0912(15) 0.0831(14) 0.185(2) -0.0361(15) -0.0335(15) 0.0133(11) F11 0.1071(16) 0.0690(13) 0.136(2) 0.0004(13) -0.0213(15) -0.0005(11) F12 0.0741(13) 0.0635(12) 0.173(2) -0.0125(12) -0.0245(13) 0.0030(10) N2 0.078(2) 0.0617(18) 0.141(3) -0.0207(17) -0.0140(19) 0.0072(15) N3 0.0746(19) 0.0518(16) 0.131(3) -0.0034(16) -0.0082(17) -0.0019(14) N1 0.0734(19) 0.074(2) 0.124(2) -0.0125(17) -0.0170(18) 0.0013(15) N4 0.0832(19) 0.0551(17) 0.130(2) -0.0040(16) -0.0202(18) -0.0047(15) C1 0.084(3) 0.078(3) 0.130(3) 0.014(2) -0.007(2) -0.002(2) C2 0.088(3) 0.081(3) 0.130(3) 0.006(2) -0.006(3) 0.008(2) C3 0.085(3) 0.083(3) 0.113(3) 0.011(2) -0.008(2) 0.010(2) C4 0.080(3) 0.091(3) 0.134(4) -0.008(3) -0.014(3) -0.005(2) C5 0.068(2) 0.075(2) 0.132(3) -0.006(2) -0.019(2) 0.004(2) C6 0.079(3) 0.089(3) 0.135(4) -0.016(2) -0.014(3) 0.001(2) C7 0.078(2) 0.060(2) 0.143(3) -0.012(2) -0.013(2) 0.0061(19) C8 0.065(2) 0.060(2) 0.145(3) -0.011(2) -0.019(2) 0.0010(17) C9 0.081(2) 0.057(2) 0.143(3) -0.008(2) -0.017(2) 0.0032(19) C10 0.074(2) 0.057(2) 0.136(3) -0.008(2) -0.013(2) 0.0026(18) C11 0.083(3) 0.058(2) 0.124(3) -0.009(2) -0.019(2) 0.0004(19) C12 0.081(2) 0.054(2) 0.133(3) 0.000(2) -0.018(2) -0.0107(18) C13 0.086(3) 0.069(2) 0.119(3) -0.007(2) -0.012(2) -0.010(2) C14 0.092(3) 0.063(2) 0.136(3) 0.001(2) -0.033(3) -0.018(2) C15 0.107(3) 0.053(2) 0.171(4) 0.006(2) -0.025(3) -0.018(2) C16 0.110(3) 0.060(2) 0.176(4) 0.033(3) -0.035(3) -0.006(2) C17 0.087(3) 0.060(2) 0.154(4) 0.007(2) -0.034(3) -0.008(2) C18 0.089(3) 0.060(2) 0.133(3) -0.003(2) -0.012(2) -0.0078(19) C19 0.080(2) 0.058(2) 0.121(3) 0.005(2) -0.018(2) -0.0013(19) C20 0.073(2) 0.056(2) 0.146(3) -0.003(2) -0.014(2) -0.0018(17) C21 0.072(2) 0.054(2) 0.116(3) -0.0042(19) -0.013(2) 0.0025(18) C22 0.073(2) 0.058(2) 0.118(3) 0.004(2) -0.008(2) 0.0021(18) C23 0.084(3) 0.060(2) 0.127(3) 0.006(2) -0.013(2) -0.0035(19) C24 0.073(2) 0.063(2) 0.124(3) -0.003(2) -0.016(2) 0.0003(18) C25 0.082(2) 0.060(2) 0.130(3) -0.015(2) -0.008(2) -0.0010(19) C26 0.080(3) 0.064(2) 0.135(3) -0.007(2) -0.009(2) 0.0047(19) C27 0.076(3) 0.072(2) 0.128(3) -0.009(2) -0.011(2) -0.001(2) C28 0.086(3) 0.074(2) 0.115(3) 0.004(2) -0.002(2) 0.007(2) C29 0.064(2) 0.061(2) 0.164(4) -0.013(2) -0.017(2) -0.009(2) C30 0.083(3) 0.065(2) 0.161(4) -0.005(2) -0.014(3) 0.005(2) C31 0.077(3) 0.070(3) 0.173(4) 0.008(2) -0.009(3) 0.005(2) C32 0.078(3) 0.065(2) 0.160(4) -0.010(2) -0.018(3) -0.003(2) C33 0.079(3) 0.055(2) 0.225(5) -0.021(3) -0.015(3) 0.002(2) C34 0.069(2) 0.064(2) 0.184(4) -0.018(2) -0.008(2) -0.001(2) C35 0.087(7) 0.045(5) 0.167(8) 0.005(5) -0.002(6) 0.001(5) C36 0.094(6) 0.082(6) 0.228(12) -0.017(7) -0.012(7) 0.013(4) C37 0.172(10) 0.101(6) 0.168(9) 0.020(7) 0.014(8) 0.014(6) C38 0.114(7) 0.062(4) 0.183(9) -0.019(4) -0.026(6) -0.018(4) C35A 0.118(13) 0.105(14) 0.170(13) 0.015(11) 0.005(10) 0.011(11) C36A 0.119(10) 0.049(6) 0.188(17) 0.033(9) 0.011(10) 0.011(7) C37A 0.114(10) 0.079(12) 0.222(17) 0.075(12) 0.021(12) 0.013(8) C38A 0.20(2) 0.081(8) 0.206(13) -0.007(9) 0.066(12) -0.009(10) C39 0.072(7) 0.048(6) 0.141(9) 0.004(6) -0.040(7) -0.019(5) C40 0.087(5) 0.062(4) 0.120(6) 0.009(4) 0.003(5) -0.009(4) C41 0.075(5) 0.063(5) 0.161(8) 0.010(5) -0.007(5) 0.000(4) C42 0.087(7) 0.073(7) 0.147(9) 0.018(6) -0.007(6) 0.001(6) C43 0.084(5) 0.074(5) 0.192(8) 0.022(5) -0.015(5) 0.000(4) C44 0.079(5) 0.070(5) 0.168(8) -0.005(5) -0.011(5) -0.004(4) C45 0.099(8) 0.076(7) 0.154(12) 0.031(7) -0.010(8) 0.008(6) C46 0.137(10) 0.092(11) 0.148(11) 0.022(7) -0.026(7) 0.034(8) C47 0.142(11) 0.110(10) 0.136(13) 0.025(9) -0.004(9) -0.008(8) C48 0.147(10) 0.128(9) 0.258(17) 0.060(12) 0.041(12) 0.014(7) C39A 0.070(8) 0.060(7) 0.129(8) -0.005(6) -0.009(7) 0.015(6) C40A 0.090(5) 0.064(4) 0.135(7) 0.002(4) -0.024(5) -0.006(4) C41A 0.092(5) 0.053(4) 0.178(8) -0.007(5) -0.019(5) 0.011(4) C42A 0.071(6) 0.049(5) 0.152(9) 0.003(6) -0.004(6) 0.004(5) C43A 0.105(6) 0.061(5) 0.138(7) 0.009(5) -0.036(5) 0.000(4) C44A 0.113(6) 0.056(4) 0.127(7) 0.011(4) 0.000(6) -0.005(4) C45A 0.101(8) 0.065(6) 0.130(9) -0.002(6) 0.009(7) -0.003(5) C46A 0.135(11) 0.076(10) 0.163(11) -0.002(8) -0.029(9) 0.011(8) C47A 0.121(8) 0.058(5) 0.149(13) 0.031(7) 0.014(8) 0.047(5) C48A 0.138(8) 0.066(5) 0.145(10) 0.033(7) 0.021(8) 0.012(5) B1 0.081(3) 0.062(3) 0.122(4) -0.010(3) -0.008(3) -0.004(2) B2 0.078(3) 0.066(3) 0.146(5) -0.014(3) -0.013(3) 0.007(3) #============================================================================== _computing_data_collection 'RAPID AUTO (Rigaku, ????)' _computing_cell_refinement 'RAPID AUTO' _computing_data_reduction 'RAPID AUTO' _computing_structure_solution 'SIR2004 (Burla, et al., 2005)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 F1 C1 1.360(5) yes . . F2 C2 1.339(5) yes . . F3 C3 1.347(5) yes . . F4 C4 1.354(5) yes . . F5 C14 1.349(5) yes . . F6 C15 1.361(5) yes . . F7 C16 1.344(5) yes . . F8 C17 1.330(5) yes . . F9 B2 1.399(7) yes . . F10 B2 1.374(7) yes . . F11 B1 1.375(8) yes . . F12 B1 1.351(6) yes . . N1 C6 1.347(5) yes . . N1 C27 1.397(5) yes . . N1 B2 1.525(6) yes . . N2 C7 1.355(5) yes . . N2 C25 1.420(5) yes . . N2 B2 1.580(6) yes . . N4 C12 1.363(5) yes . . N4 C19 1.394(5) yes . . N4 B1 1.570(5) yes . . C1 C2 1.382(6) yes . . C1 C28 1.361(6) yes . . C2 C3 1.408(6) yes . . C3 C4 1.356(6) yes . . C4 C5 1.396(6) yes . . C5 C6 1.417(6) yes . . C5 C28 1.429(5) yes . . C7 C8 1.442(5) yes . . C7 C29 1.464(6) yes . . C8 C9 1.394(5) yes . . C8 C24 1.415(5) yes . . C9 C10 1.405(5) yes . . C10 C11 1.450(5) yes . . C10 C22 1.418(5) yes . . C11 C39 1.471(12) yes . . C11 C39A 1.441(13) yes . . C11 N3 1.341(4) yes . . C12 C13 1.401(5) yes . . C13 C14 1.414(6) yes . . C13 C18 1.420(5) yes . . C14 C15 1.325(6) yes . . C15 C16 1.392(6) yes . . C16 C17 1.366(6) yes . . C17 C18 1.395(6) yes . . C18 C19 1.432(5) yes . . C19 C20 1.361(5) yes . . C20 C21 1.381(5) yes . . C21 C22 1.408(5) yes . . C21 N3 1.405(4) yes . . C22 C23 1.389(5) yes . . C23 C24 1.394(5) yes . . C24 C25 1.444(5) yes . . C25 C26 1.365(5) yes . . C26 C27 1.396(5) yes . . C27 C28 1.425(5) yes . . C29 C30 1.382(7) yes . . C29 C34 1.398(6) yes . . C30 C31 1.402(6) yes . . C31 C32 1.371(6) yes . . C32 C33 1.393(7) yes . . C32 C35 1.547(9) yes . . C32 C35A 1.473(18) yes . . C33 C34 1.392(6) yes . . C35 C36 1.527(16) yes . . C35 C37 1.57(2) yes . . C35 C38 1.556(15) yes . . C39 C40 1.419(15) yes . . C39 C44 1.392(15) yes . . C39A C40A 1.342(15) yes . . C39A C44A 1.374(16) yes . . C40 C41 1.402(11) yes . . C40A C41A 1.398(10) yes . . C41 C42 1.414(19) yes . . C41A C42A 1.363(17) yes . . C42 C43 1.391(18) yes . . C42 C45 1.53(3) yes . . C42A C43A 1.384(17) yes . . C42A C45A 1.51(2) yes . . C43 C44 1.410(11) yes . . C43A C44A 1.440(11) yes . . C45 C46 1.55(3) yes . . C45 C47 1.54(3) yes . . C45 C48 1.54(3) yes . . C45A C46A 1.53(3) yes . . C45A C47A 1.53(3) yes . . C45A C48A 1.55(2) yes . . B1 N3 1.611(6) yes . . C35A C36A 1.55(4) yes . . C35A C37A 1.51(3) yes . . C35A C38A 1.50(3) yes . . C6 H6 0.950 no . . C9 H9 0.950 no . . C12 H12 0.950 no . . C20 H20 0.950 no . . C23 H23 0.950 no . . C26 H26 0.950 no . . C30 H30 0.950 no . . C31 H31 0.950 no . . C33 H33 0.950 no . . C34 H34 0.950 no . . C36 H36A 0.980 no . . C36 H36B 0.980 no . . C36 H36C 0.980 no . . C37 H37A 0.980 no . . C37 H37B 0.980 no . . C37 H37C 0.980 no . . C38 H38A 0.980 no . . C38 H38B 0.980 no . . C38 H38C 0.980 no . . C40 H40 0.950 no . . C40A H40A 0.950 no . . C41 H41 0.950 no . . C41A H41A 0.950 no . . C43 H43 0.950 no . . C43A H43A 0.950 no . . C44 H44 0.950 no . . C44A H44A 0.950 no . . C46 H46A 0.980 no . . C46 H46B 0.980 no . . C46 H46C 0.980 no . . C46A H46D 0.980 no . . C46A H46E 0.980 no . . C46A H46F 0.980 no . . C47 H47A 0.980 no . . C47 H47B 0.980 no . . C47 H47C 0.980 no . . C47A H47D 0.980 no . . C47A H47E 0.980 no . . C47A H47F 0.980 no . . C48 H48A 0.980 no . . C48 H48B 0.980 no . . C48 H48C 0.980 no . . C48A H48D 0.980 no . . C48A H48E 0.980 no . . C48A H48F 0.980 no . . C36A H36D 0.980 no . . C36A H36E 0.980 no . . C36A H36F 0.980 no . . C37A H37D 0.980 no . . C37A H37E 0.980 no . . C37A H37F 0.980 no . . C38A H38D 0.980 no . . C38A H38E 0.980 no . . C38A H38F 0.980 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C6 N1 C27 109.5(3) yes . . . C6 N1 B2 124.0(4) yes . . . C27 N1 B2 125.9(3) yes . . . C7 N2 C25 110.4(3) yes . . . C7 N2 B2 128.0(3) yes . . . C25 N2 B2 121.5(3) yes . . . C12 N4 C19 110.5(3) yes . . . C12 N4 B1 123.9(3) yes . . . C19 N4 B1 125.6(3) yes . . . F1 C1 C2 118.3(4) yes . . . F1 C1 C28 121.3(4) yes . . . C2 C1 C28 120.4(4) yes . . . F2 C2 C1 121.1(4) yes . . . F2 C2 C3 118.7(4) yes . . . C1 C2 C3 120.1(4) yes . . . F3 C3 C2 118.6(4) yes . . . F3 C3 C4 121.0(4) yes . . . C2 C3 C4 120.4(4) yes . . . F4 C4 C3 119.6(4) yes . . . F4 C4 C5 120.3(4) yes . . . C3 C4 C5 120.0(4) yes . . . C4 C5 C6 133.1(4) yes . . . C4 C5 C28 119.5(4) yes . . . C6 C5 C28 107.1(3) yes . . . N1 C6 C5 109.2(4) yes . . . N2 C7 C8 108.3(3) yes . . . N2 C7 C29 125.0(4) yes . . . C8 C7 C29 126.6(4) yes . . . C7 C8 C9 131.1(3) yes . . . C7 C8 C24 107.4(3) yes . . . C9 C8 C24 121.4(3) yes . . . C8 C9 C10 116.4(3) yes . . . C9 C10 C11 131.6(3) yes . . . C9 C10 C22 121.5(3) yes . . . C11 C10 C22 106.8(3) yes . . . C10 C11 C39 123.1(6) yes . . . C10 C11 C39A 125.2(6) yes . . . C10 C11 N3 108.3(3) yes . . . C39 C11 N3 128.4(6) yes . . . C39A C11 N3 126.2(6) yes . . . N4 C12 C13 108.2(3) yes . . . C12 C13 C14 134.8(4) yes . . . C12 C13 C18 107.9(4) yes . . . C14 C13 C18 117.2(4) yes . . . F5 C14 C13 119.2(4) yes . . . F5 C14 C15 120.3(4) yes . . . C13 C14 C15 120.4(4) yes . . . F6 C15 C14 121.3(4) yes . . . F6 C15 C16 116.8(4) yes . . . C14 C15 C16 121.8(4) yes . . . F7 C16 C15 119.1(4) yes . . . F7 C16 C17 119.8(4) yes . . . C15 C16 C17 121.1(4) yes . . . F8 C17 C16 121.5(4) yes . . . F8 C17 C18 120.7(4) yes . . . C16 C17 C18 117.8(4) yes . . . C13 C18 C17 121.5(4) yes . . . C13 C18 C19 106.7(3) yes . . . C17 C18 C19 131.4(4) yes . . . N4 C19 C18 106.6(3) yes . . . N4 C19 C20 119.9(3) yes . . . C18 C19 C20 133.5(4) yes . . . C19 C20 C21 124.1(3) yes . . . C20 C21 C22 130.7(3) yes . . . C20 C21 N3 120.9(3) yes . . . C22 C21 N3 108.4(3) yes . . . C10 C22 C21 106.9(3) yes . . . C10 C22 C23 122.1(3) yes . . . C21 C22 C23 131.1(3) yes . . . C22 C23 C24 116.1(3) yes . . . C8 C24 C23 122.5(3) yes . . . C8 C24 C25 107.4(3) yes . . . C23 C24 C25 130.0(3) yes . . . N2 C25 C24 106.4(3) yes . . . N2 C25 C26 122.4(4) yes . . . C24 C25 C26 131.3(4) yes . . . C25 C26 C27 122.1(4) yes . . . N1 C27 C26 119.5(4) yes . . . N1 C27 C28 108.1(3) yes . . . C26 C27 C28 132.4(4) yes . . . C1 C28 C5 119.6(4) yes . . . C1 C28 C27 134.4(4) yes . . . C5 C28 C27 106.0(3) yes . . . C7 C29 C30 121.3(4) yes . . . C7 C29 C34 119.4(4) yes . . . C30 C29 C34 119.2(4) yes . . . C29 C30 C31 119.3(4) yes . . . C30 C31 C32 123.1(4) yes . . . C31 C32 C33 116.5(4) yes . . . C31 C32 C35 120.5(6) yes . . . C31 C32 C35A 128.6(10) yes . . . C33 C32 C35 123.0(6) yes . . . C33 C32 C35A 114.6(10) yes . . . C32 C33 C34 122.4(4) yes . . . C29 C34 C33 119.5(4) yes . . . C32 C35 C36 113.1(9) yes . . . C32 C35 C37 112.5(8) yes . . . C32 C35 C38 108.7(7) yes . . . C36 C35 C37 109.5(10) yes . . . C36 C35 C38 106.1(9) yes . . . C37 C35 C38 106.4(9) yes . . . C11 C39 C40 120.9(10) yes . . . C11 C39 C44 122.4(10) yes . . . C40 C39 C44 116.7(9) yes . . . C11 C39A C40A 120.0(10) yes . . . C11 C39A C44A 119.6(10) yes . . . C40A C39A C44A 119.9(10) yes . . . C39 C40 C41 121.9(9) yes . . . C39A C40A C41A 121.9(9) yes . . . C40 C41 C42 120.7(10) yes . . . C40A C41A C42A 120.7(9) yes . . . C41 C42 C43 116.8(12) yes . . . C41 C42 C45 121.9(14) yes . . . C43 C42 C45 120.9(14) yes . . . C41A C42A C43A 118.0(11) yes . . . C41A C42A C45A 121.3(12) yes . . . C43A C42A C45A 120.7(12) yes . . . C42 C43 C44 122.1(10) yes . . . C42A C43A C44A 121.0(10) yes . . . C39 C44 C43 121.2(9) yes . . . C39A C44A C43A 118.3(9) yes . . . C42 C45 C46 106.5(12) yes . . . C42 C45 C47 110.9(14) yes . . . C42 C45 C48 114.3(13) yes . . . C46 C45 C47 105.7(15) yes . . . C46 C45 C48 109.9(14) yes . . . C47 C45 C48 109.2(14) yes . . . C42A C45A C46A 115.6(13) yes . . . C42A C45A C47A 110.1(13) yes . . . C42A C45A C48A 107.1(12) yes . . . C46A C45A C47A 109.0(14) yes . . . C46A C45A C48A 104.6(13) yes . . . C47A C45A C48A 110.2(12) yes . . . F11 B1 F12 112.4(4) yes . . . F11 B1 N4 108.8(4) yes . . . F11 B1 N3 107.5(4) yes . . . F12 B1 N4 109.4(4) yes . . . F12 B1 N3 112.4(4) yes . . . N4 B1 N3 106.1(4) yes . . . F9 B2 F10 109.8(4) yes . . . F9 B2 N1 108.3(4) yes . . . F9 B2 N2 109.1(4) yes . . . F10 B2 N1 111.4(5) yes . . . F10 B2 N2 110.1(4) yes . . . N1 B2 N2 108.2(4) yes . . . C11 N3 C21 109.7(3) yes . . . C11 N3 B1 127.6(3) yes . . . C21 N3 B1 122.6(3) yes . . . C32 C35A C36A 103.6(14) yes . . . C32 C35A C37A 108.8(15) yes . . . C32 C35A C38A 114.0(15) yes . . . C36A C35A C37A 107.8(17) yes . . . C36A C35A C38A 111.4(18) yes . . . C37A C35A C38A 110.9(19) yes . . . N1 C6 H6 125.398 no . . . C5 C6 H6 125.386 no . . . C8 C9 H9 121.813 no . . . C10 C9 H9 121.822 no . . . N4 C12 H12 125.913 no . . . C13 C12 H12 125.862 no . . . C19 C20 H20 117.958 no . . . C21 C20 H20 117.968 no . . . C22 C23 H23 121.955 no . . . C24 C23 H23 121.965 no . . . C25 C26 H26 118.961 no . . . C27 C26 H26 118.957 no . . . C29 C30 H30 120.351 no . . . C31 C30 H30 120.341 no . . . C30 C31 H31 118.466 no . . . C32 C31 H31 118.472 no . . . C32 C33 H33 118.783 no . . . C34 C33 H33 118.786 no . . . C29 C34 H34 120.294 no . . . C33 C34 H34 120.253 no . . . C35 C36 H36A 109.466 no . . . C35 C36 H36B 109.464 no . . . C35 C36 H36C 109.479 no . . . H36A C36 H36B 109.476 no . . . H36A C36 H36C 109.469 no . . . H36B C36 H36C 109.474 no . . . C35 C37 H37A 109.477 no . . . C35 C37 H37B 109.475 no . . . C35 C37 H37C 109.480 no . . . H37A C37 H37B 109.463 no . . . H37A C37 H37C 109.461 no . . . H37B C37 H37C 109.472 no . . . C35 C38 H38A 109.465 no . . . C35 C38 H38B 109.466 no . . . C35 C38 H38C 109.474 no . . . H38A C38 H38B 109.477 no . . . H38A C38 H38C 109.466 no . . . H38B C38 H38C 109.480 no . . . C39 C40 H40 119.036 no . . . C41 C40 H40 119.046 no . . . C39A C40A H40A 119.044 no . . . C41A C40A H40A 119.028 no . . . C40 C41 H41 119.661 no . . . C42 C41 H41 119.683 no . . . C40A C41A H41A 119.623 no . . . C42A C41A H41A 119.642 no . . . C42 C43 H43 118.942 no . . . C44 C43 H43 118.935 no . . . C42A C43A H43A 119.505 no . . . C44A C43A H43A 119.529 no . . . C39 C44 H44 119.384 no . . . C43 C44 H44 119.372 no . . . C39A C44A H44A 120.849 no . . . C43A C44A H44A 120.837 no . . . C45 C46 H46A 109.463 no . . . C45 C46 H46B 109.481 no . . . C45 C46 H46C 109.464 no . . . H46A C46 H46B 109.466 no . . . H46A C46 H46C 109.472 no . . . H46B C46 H46C 109.481 no . . . C45A C46A H46D 109.471 no . . . C45A C46A H46E 109.480 no . . . C45A C46A H46F 109.479 no . . . H46D C46A H46E 109.469 no . . . H46D C46A H46F 109.475 no . . . H46E C46A H46F 109.454 no . . . C45 C47 H47A 109.463 no . . . C45 C47 H47B 109.476 no . . . C45 C47 H47C 109.459 no . . . H47A C47 H47B 109.482 no . . . H47A C47 H47C 109.459 no . . . H47B C47 H47C 109.488 no . . . C45A C47A H47D 109.479 no . . . C45A C47A H47E 109.474 no . . . C45A C47A H47F 109.480 no . . . H47D C47A H47E 109.446 no . . . H47D C47A H47F 109.477 no . . . H47E C47A H47F 109.472 no . . . C45 C48 H48A 109.460 no . . . C45 C48 H48B 109.466 no . . . C45 C48 H48C 109.480 no . . . H48A C48 H48B 109.470 no . . . H48A C48 H48C 109.479 no . . . H48B C48 H48C 109.472 no . . . C45A C48A H48D 109.480 no . . . C45A C48A H48E 109.467 no . . . C45A C48A H48F 109.456 no . . . H48D C48A H48E 109.459 no . . . H48D C48A H48F 109.478 no . . . H48E C48A H48F 109.488 no . . . C35A C36A H36D 109.463 no . . . C35A C36A H36E 109.474 no . . . C35A C36A H36F 109.469 no . . . H36D C36A H36E 109.479 no . . . H36D C36A H36F 109.465 no . . . H36E C36A H36F 109.477 no . . . C35A C37A H37D 109.470 no . . . C35A C37A H37E 109.471 no . . . C35A C37A H37F 109.457 no . . . H37D C37A H37E 109.496 no . . . H37D C37A H37F 109.455 no . . . H37E C37A H37F 109.478 no . . . C35A C38A H38D 109.479 no . . . C35A C38A H38E 109.476 no . . . C35A C38A H38F 109.466 no . . . H38D C38A H38E 109.473 no . . . H38D C38A H38F 109.464 no . . . H38E C38A H38F 109.469 no . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C6 N1 C27 C26 178.8(4) no . . . . C6 N1 C27 C28 1.9(5) no . . . . C27 N1 C6 C5 -0.3(5) no . . . . C6 N1 B2 F9 -59.4(6) no . . . . C6 N1 B2 F10 61.4(6) no . . . . C6 N1 B2 N2 -177.5(4) no . . . . B2 N1 C6 C5 171.0(4) no . . . . C27 N1 B2 F9 110.6(5) no . . . . C27 N1 B2 F10 -128.7(4) no . . . . C27 N1 B2 N2 -7.5(7) no . . . . B2 N1 C27 C26 7.6(7) no . . . . B2 N1 C27 C28 -169.2(4) no . . . . C7 N2 C25 C24 -0.8(5) no . . . . C7 N2 C25 C26 179.2(4) no . . . . C25 N2 C7 C8 0.3(5) no . . . . C25 N2 C7 C29 177.3(4) no . . . . C7 N2 B2 F9 69.4(6) no . . . . C7 N2 B2 F10 -51.1(7) no . . . . C7 N2 B2 N1 -173.0(4) no . . . . B2 N2 C7 C8 175.9(4) no . . . . B2 N2 C7 C29 -7.2(7) no . . . . C25 N2 B2 F9 -115.5(4) no . . . . C25 N2 B2 F10 124.0(4) no . . . . C25 N2 B2 N1 2.1(6) no . . . . B2 N2 C25 C24 -176.7(4) no . . . . B2 N2 C25 C26 3.3(6) no . . . . C12 N4 C19 C18 -0.9(5) no . . . . C12 N4 C19 C20 177.3(4) no . . . . C19 N4 C12 C13 -0.7(5) no . . . . C12 N4 B1 F11 71.6(5) no . . . . C12 N4 B1 F12 -51.6(6) no . . . . C12 N4 B1 N3 -173.0(4) no . . . . B1 N4 C12 C13 -178.6(4) no . . . . C19 N4 B1 F11 -105.9(5) no . . . . C19 N4 B1 F12 130.9(4) no . . . . C19 N4 B1 N3 9.5(6) no . . . . B1 N4 C19 C18 176.9(4) no . . . . B1 N4 C19 C20 -4.9(6) no . . . . F1 C1 C2 F2 -1.2(7) no . . . . F1 C1 C2 C3 -178.5(4) no . . . . F1 C1 C28 C5 -179.6(4) no . . . . F1 C1 C28 C27 2.3(8) no . . . . C2 C1 C28 C5 1.4(7) no . . . . C2 C1 C28 C27 -176.7(4) no . . . . C28 C1 C2 F2 177.8(4) no . . . . C28 C1 C2 C3 0.5(7) no . . . . F2 C2 C3 F3 1.3(6) no . . . . F2 C2 C3 C4 -179.7(4) no . . . . C1 C2 C3 F3 178.7(4) no . . . . C1 C2 C3 C4 -2.4(7) no . . . . F3 C3 C4 F4 -3.3(7) no . . . . F3 C3 C4 C5 -178.9(4) no . . . . C2 C3 C4 F4 177.8(4) no . . . . C2 C3 C4 C5 2.2(7) no . . . . F4 C4 C5 C6 -2.9(8) no . . . . F4 C4 C5 C28 -175.8(4) no . . . . C3 C4 C5 C6 172.7(4) no . . . . C3 C4 C5 C28 -0.3(7) no . . . . C4 C5 C6 N1 -174.9(5) no . . . . C4 C5 C28 C1 -1.6(6) no . . . . C4 C5 C28 C27 177.0(4) no . . . . C6 C5 C28 C1 -176.2(4) no . . . . C6 C5 C28 C27 2.4(5) no . . . . C28 C5 C6 N1 -1.3(5) no . . . . N2 C7 C8 C9 178.0(4) no . . . . N2 C7 C8 C24 0.3(5) no . . . . N2 C7 C29 C30 -52.3(6) no . . . . N2 C7 C29 C34 130.3(4) no . . . . C8 C7 C29 C30 124.0(5) no . . . . C8 C7 C29 C34 -53.4(6) no . . . . C29 C7 C8 C9 1.2(8) no . . . . C29 C7 C8 C24 -176.6(4) no . . . . C7 C8 C9 C10 -177.7(4) no . . . . C7 C8 C24 C23 176.9(4) no . . . . C7 C8 C24 C25 -0.8(5) no . . . . C9 C8 C24 C23 -1.1(6) no . . . . C9 C8 C24 C25 -178.8(4) no . . . . C24 C8 C9 C10 -0.2(6) no . . . . C8 C9 C10 C11 178.3(4) no . . . . C8 C9 C10 C22 2.1(6) no . . . . C9 C10 C11 C39 -1.9(7) no . . . . C9 C10 C11 C39A 10.2(8) no . . . . C9 C10 C11 N3 -176.2(4) no . . . . C9 C10 C22 C21 177.7(4) no . . . . C9 C10 C22 C23 -2.9(7) no . . . . C11 C10 C22 C21 0.7(5) no . . . . C11 C10 C22 C23 -179.9(4) no . . . . C22 C10 C11 C39 174.7(4) no . . . . C22 C10 C11 C39A -173.2(4) no . . . . C22 C10 C11 N3 0.4(5) no . . . . C10 C11 C39 C40 130.6(8) no . . . . C10 C11 C39 C44 -45.7(13) no . . . . C10 C11 C39A C40A 34.4(15) no . . . . C10 C11 C39A C44A -137.6(8) no . . . . C10 C11 N3 C21 -1.3(5) no . . . . C10 C11 N3 B1 174.9(3) no . . . . C39 C11 N3 C21 -175.3(8) no . . . . C39 C11 N3 B1 1.0(10) no . . . . N3 C11 C39 C40 -56.3(13) no . . . . N3 C11 C39 C44 127.4(8) no . . . . C39A C11 N3 C21 172.2(8) no . . . . C39A C11 N3 B1 -11.6(10) no . . . . N3 C11 C39A C40A -138.0(8) no . . . . N3 C11 C39A C44A 50.0(14) no . . . . N4 C12 C13 C14 -178.5(4) no . . . . N4 C12 C13 C18 2.1(5) no . . . . C12 C13 C14 F5 -2.7(8) no . . . . C12 C13 C14 C15 179.5(5) no . . . . C12 C13 C18 C17 -175.7(4) no . . . . C12 C13 C18 C19 -2.6(5) no . . . . C14 C13 C18 C17 4.8(6) no . . . . C14 C13 C18 C19 177.9(4) no . . . . C18 C13 C14 F5 176.7(4) no . . . . C18 C13 C14 C15 -1.1(6) no . . . . F5 C14 C15 F6 3.1(7) no . . . . F5 C14 C15 C16 -179.5(4) no . . . . C13 C14 C15 F6 -179.1(4) no . . . . C13 C14 C15 C16 -1.7(7) no . . . . F6 C15 C16 F7 -0.7(7) no . . . . F6 C15 C16 C17 178.5(4) no . . . . C14 C15 C16 F7 -178.2(5) no . . . . C14 C15 C16 C17 1.0(8) no . . . . F7 C16 C17 F8 0.2(7) no . . . . F7 C16 C17 C18 -178.2(4) no . . . . C15 C16 C17 F8 -179.0(5) no . . . . C15 C16 C17 C18 2.6(7) no . . . . F8 C17 C18 C13 176.1(4) no . . . . F8 C17 C18 C19 5.0(8) no . . . . C16 C17 C18 C13 -5.5(7) no . . . . C16 C17 C18 C19 -176.7(4) no . . . . C13 C18 C19 N4 2.1(5) no . . . . C13 C18 C19 C20 -175.7(4) no . . . . C17 C18 C19 N4 174.3(5) no . . . . C17 C18 C19 C20 -3.6(8) no . . . . N4 C19 C20 C21 -1.7(6) no . . . . C18 C19 C20 C21 175.9(4) no . . . . C19 C20 C21 C22 -179.1(4) no . . . . C19 C20 C21 N3 1.6(6) no . . . . C20 C21 C22 C10 179.2(4) no . . . . C20 C21 C22 C23 -0.1(8) no . . . . C20 C21 N3 C11 -178.8(4) no . . . . C20 C21 N3 B1 4.7(6) no . . . . C22 C21 N3 C11 1.8(4) no . . . . C22 C21 N3 B1 -174.7(3) no . . . . N3 C21 C22 C10 -1.5(4) no . . . . N3 C21 C22 C23 179.2(4) no . . . . C10 C22 C23 C24 1.5(6) no . . . . C21 C22 C23 C24 -179.3(4) no . . . . C22 C23 C24 C8 0.5(6) no . . . . C22 C23 C24 C25 177.5(4) no . . . . C8 C24 C25 N2 1.0(5) no . . . . C8 C24 C25 C26 -179.0(4) no . . . . C23 C24 C25 N2 -176.4(4) no . . . . C23 C24 C25 C26 3.6(8) no . . . . N2 C25 C26 C27 -4.1(7) no . . . . C24 C25 C26 C27 175.9(4) no . . . . C25 C26 C27 N1 -1.2(7) no . . . . C25 C26 C27 C28 174.7(4) no . . . . N1 C27 C28 C1 175.7(4) no . . . . N1 C27 C28 C5 -2.7(5) no . . . . C26 C27 C28 C1 -0.6(9) no . . . . C26 C27 C28 C5 -178.9(5) no . . . . C7 C29 C30 C31 -179.5(4) no . . . . C7 C29 C34 C33 179.0(4) no . . . . C30 C29 C34 C33 1.5(6) no . . . . C34 C29 C30 C31 -2.1(6) no . . . . C29 C30 C31 C32 1.2(6) no . . . . C30 C31 C32 C33 0.3(6) no . . . . C30 C31 C32 C35 -179.0(4) no . . . . C30 C31 C32 C35A -172.9(4) no . . . . C31 C32 C33 C34 -0.8(7) no . . . . C31 C32 C35 C36 -167.2(6) no . . . . C31 C32 C35 C37 -42.4(9) no . . . . C31 C32 C35 C38 75.2(9) no . . . . C31 C32 C35A C36A -10.4(17) no . . . . C31 C32 C35A C37A -124.9(11) no . . . . C31 C32 C35A C38A 110.9(14) no . . . . C33 C32 C35 C36 13.6(11) no . . . . C33 C32 C35 C37 138.4(6) no . . . . C33 C32 C35 C38 -104.0(7) no . . . . C35 C32 C33 C34 178.4(6) no . . . . C33 C32 C35A C36A 176.3(7) no . . . . C33 C32 C35A C37A 61.8(15) no . . . . C33 C32 C35A C38A -62.4(16) no . . . . C35A C32 C33 C34 173.3(9) no . . . . C32 C33 C34 C29 -0.1(7) no . . . . C11 C39 C40 C41 -178.1(7) no . . . . C11 C39 C44 C43 177.0(8) no . . . . C40 C39 C44 C43 0.6(14) no . . . . C44 C39 C40 C41 -1.6(14) no . . . . C11 C39A C40A C41A -170.8(8) no . . . . C11 C39A C44A C43A 171.9(8) no . . . . C40A C39A C44A C43A -0.2(17) no . . . . C44A C39A C40A C41A 1.2(17) no . . . . C39 C40 C41 C42 -2.8(13) no . . . . C39A C40A C41A C42A 1.1(13) no . . . . C40 C41 C42 C43 8.0(17) no . . . . C40 C41 C42 C45 -179.2(9) no . . . . C40A C41A C42A C43A -4.2(18) no . . . . C40A C41A C42A C45A 176.7(9) no . . . . C41 C42 C43 C44 -9.1(17) no . . . . C41 C42 C45 C46 64.7(17) no . . . . C41 C42 C45 C47 -49.8(17) no . . . . C41 C42 C45 C48 -173.8(11) no . . . . C43 C42 C45 C46 -122.8(13) no . . . . C43 C42 C45 C47 122.7(14) no . . . . C43 C42 C45 C48 -1.2(19) no . . . . C45 C42 C43 C44 178.0(11) no . . . . C41A C42A C43A C44A 5.2(18) no . . . . C41A C42A C45A C46A 168.4(12) no . . . . C41A C42A C45A C47A 44.3(18) no . . . . C41A C42A C45A C48A -75.6(16) no . . . . C43A C42A C45A C46A -11(2) no . . . . C43A C42A C45A C47A -134.7(13) no . . . . C43A C42A C45A C48A 105.4(14) no . . . . C45A C42A C43A C44A -175.7(11) no . . . . C42 C43 C44 C39 5.0(14) no . . . . C42A C43A C44A C39A -3.1(15) no . . . . F11 B1 N3 C11 -68.7(5) no . . . . F11 B1 N3 C21 107.1(4) no . . . . F12 B1 N3 C11 55.5(6) no . . . . F12 B1 N3 C21 -128.7(4) no . . . . N4 B1 N3 C11 175.0(3) no . . . . N4 B1 N3 C21 -9.2(6) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 F1 F2 2.721(3) no . . F1 C26 3.236(5) no . . F1 C27 3.067(5) no . . F2 F3 2.695(3) no . . F3 F4 2.718(3) no . . F4 C6 3.051(5) no . . F5 F6 2.714(3) no . . F5 C12 3.066(4) no . . F6 F7 2.661(4) no . . F7 F8 2.728(3) no . . F7 C14 3.581(5) no . . F8 C19 3.023(4) no . . F8 C20 3.173(4) no . . F9 C6 2.979(5) no . . F9 C7 3.184(5) no . . F9 C25 3.509(5) no . . F9 C27 3.442(5) no . . F9 C29 3.341(5) no . . F9 C30 2.906(5) no . . F10 C6 3.039(5) no . . F10 C7 3.066(5) no . . F10 C25 3.562(4) no . . F10 C27 3.581(5) no . . F10 C29 3.182(5) no . . F10 C30 3.439(5) no . . F11 C11 3.150(5) no . . F11 C12 3.121(5) no . . F11 C19 3.431(5) no . . F11 C21 3.431(4) no . . F11 C39 3.418(12) no . . F11 C39A 3.464(13) no . . F11 C44A 2.961(8) no . . F12 C11 3.139(4) no . . F12 C12 2.973(4) no . . F12 C19 3.579(4) no . . F12 C39 3.312(12) no . . F12 C39A 3.188(12) no . . F12 C40 2.913(7) no . . F12 C44A 3.098(9) no . . N1 C25 2.809(5) no . . N2 C27 2.867(5) no . . N2 C30 3.127(5) no . . N4 C21 2.831(5) no . . C1 C4 2.789(6) no . . C1 C6 3.575(6) no . . C1 C26 3.318(6) no . . C2 C5 2.766(6) no . . C3 C28 2.777(6) no . . C6 C26 3.548(6) no . . C7 C26 3.571(6) no . . C8 C22 2.766(5) no . . C8 C34 3.194(5) no . . C9 C23 2.891(5) no . . C9 C29 3.235(5) no . . C9 C34 3.391(5) no . . C9 C39 3.191(13) no . . C9 C39A 3.222(13) no . . C9 C40A 3.192(8) no . . C9 C44 3.283(8) no . . C10 C24 2.755(5) no . . C10 C40A 3.028(8) no . . C10 C44 3.148(9) no . . C11 C20 3.546(5) no . . C12 C20 3.540(5) no . . C13 C16 2.775(6) no . . C14 C17 2.797(6) no . . C15 C18 2.736(6) no . . C17 C20 3.291(5) no . . C19 N3 2.867(4) no . . C20 C23 3.221(5) no . . C20 B1 2.990(6) no . . C23 C26 3.242(5) no . . C26 B2 2.982(6) no . . C29 C32 2.826(6) no . . C29 B2 3.170(7) no . . C30 C33 2.757(6) no . . C30 B2 3.322(7) no . . C31 C34 2.751(6) no . . C31 C37 3.010(12) no . . C31 C38 3.192(8) no . . C31 C36A 2.740(14) no . . C31 C37A 3.59(2) no . . C31 C38A 3.567(18) no . . C33 C36 2.930(13) no . . C33 C38 3.497(10) no . . C33 C37A 2.90(3) no . . C33 C38A 2.996(17) no . . C39 C42 2.874(19) no . . C39 B1 3.240(12) no . . C39A C42A 2.804(18) no . . C39A B1 3.187(13) no . . C40 C43 2.761(12) no . . C40 B1 3.423(8) no . . C40 N3 3.219(8) no . . C40A C43A 2.728(13) no . . C40A N3 3.582(7) no . . C41 C44 2.786(12) no . . C41 C46 3.087(19) no . . C41 C47 3.05(3) no . . C41A C44A 2.766(12) no . . C41A C47A 2.922(19) no . . C41A C48A 3.137(14) no . . C43 C46 3.572(18) no . . C43 C48 2.888(17) no . . C43A C46A 2.892(19) no . . C43A C48A 3.418(14) no . . C44A B1 3.164(9) no . . C44A N3 3.069(8) no . . F1 F2 3.398(4) no . 2_555 F1 F3 3.483(4) no . 2_555 F1 C2 3.368(6) no . 2_555 F1 C3 3.400(5) no . 2_555 F1 C20 3.580(5) no . 2_655 F2 F1 3.398(4) no . 2_555 F2 F2 3.541(4) no . 2_555 F2 F8 3.552(4) no . 2_655 F2 C13 3.537(5) no . 2_655 F2 C17 3.178(5) no . 2_655 F2 C18 3.123(5) no . 2_655 F2 C19 3.459(5) no . 2_655 F3 F1 3.483(4) no . 2_555 F3 F12 3.281(3) no . 8_354 F3 N4 3.550(5) no . 2_655 F3 C12 3.358(5) no . 2_655 F3 C12 3.512(4) no . 8_354 F4 F5 2.695(3) no . 8_354 F4 F9 3.295(4) no . 2_555 F4 F12 2.816(4) no . 2_655 F4 N1 3.534(4) no . 2_555 F4 N2 3.538(4) no . 2_555 F4 C12 3.344(4) no . 8_354 F4 C25 3.367(5) no . 2_555 F4 C26 3.212(5) no . 2_555 F4 C27 3.292(5) no . 2_555 F5 F4 2.695(3) no . 8_655 F5 F9 3.570(4) no . 7_656 F5 F12 3.413(3) no . 7_756 F5 C7 3.567(5) no . 7_656 F5 C30 3.501(5) no . 7_656 F5 C40 3.200(9) no . 7_756 F5 C41 3.247(10) no . 7_756 F6 C30 3.255(5) no . 7_656 F7 C37 3.546(11) no . 5_555 F7 C44 3.347(9) no . 7_656 F8 F2 3.552(4) no . 2_655 F8 C39 3.556(15) no . 7_656 F8 C44 2.942(9) no . 7_656 F8 C44A 3.415(10) no . 7_656 F9 F4 3.295(4) no . 2_555 F9 F5 3.570(4) no . 7_656 F9 C6 3.129(5) no . 2_555 F10 C8 3.502(5) no . 2_655 F10 C9 3.217(5) no . 2_655 F10 C34 3.383(5) no . 2_655 F11 C20 3.274(5) no . 7_656 F11 C23 3.222(5) no . 7_656 F12 F3 3.281(3) no . 8_655 F12 F4 2.816(4) no . 2_655 F12 F5 3.413(3) no . 7_756 F12 C3 3.476(5) no . 2_655 F12 C4 3.065(5) no . 2_655 N1 F4 3.534(4) no . 2_555 N1 C6 3.503(6) no . 2_555 N1 C10 3.574(6) no . 2_655 N2 F4 3.538(4) no . 2_555 N4 F3 3.550(5) no . 2_655 N4 C3 3.385(6) no . 2_655 N4 C22 3.571(6) no . 7_656 N4 C23 3.473(6) no . 7_656 C1 C1 3.456(7) no . 2_555 C1 C2 3.268(7) no . 2_555 C1 C3 3.440(7) no . 2_555 C1 C19 3.584(6) no . 2_655 C1 C20 3.237(7) no . 2_655 C1 C21 3.582(6) no . 2_655 C2 F1 3.368(6) no . 2_555 C2 C1 3.268(7) no . 2_555 C2 C2 3.477(7) no . 2_555 C2 C18 3.467(6) no . 2_655 C2 C19 3.229(7) no . 2_655 C2 C20 3.435(7) no . 2_655 C3 F1 3.400(5) no . 2_555 C3 F12 3.476(5) no . 2_655 C3 N4 3.385(6) no . 2_655 C3 C1 3.440(7) no . 2_555 C3 C19 3.539(6) no . 2_655 C3 C28 3.537(6) no . 2_555 C4 F12 3.065(5) no . 2_655 C4 C26 3.592(7) no . 2_555 C4 C27 3.296(7) no . 2_555 C4 C28 3.403(6) no . 2_555 C5 C5 3.404(6) no . 2_555 C5 C6 3.517(6) no . 2_555 C5 C21 3.520(6) no . 2_655 C5 C28 3.435(6) no . 2_555 C5 N3 3.444(6) no . 2_655 C6 F9 3.129(5) no . 2_555 C6 N1 3.503(6) no . 2_555 C6 C5 3.517(6) no . 2_555 C6 C6 3.176(7) no . 2_555 C7 F5 3.567(5) no . 7_656 C8 F10 3.502(5) no . 2_655 C9 F10 3.217(5) no . 2_655 C10 N1 3.574(6) no . 2_655 C10 C18 3.478(6) no . 7_656 C12 F3 3.358(5) no . 2_655 C12 F3 3.512(4) no . 8_655 C12 F4 3.344(4) no . 8_655 C12 C23 3.444(6) no . 7_656 C12 C24 3.566(6) no . 7_656 C13 F2 3.537(5) no . 2_655 C16 C44 3.502(10) no . 7_656 C17 F2 3.178(5) no . 2_655 C17 C44 3.304(10) no . 7_656 C18 F2 3.123(5) no . 2_655 C18 C2 3.467(6) no . 2_655 C18 C10 3.478(6) no . 7_656 C18 C22 3.587(6) no . 7_656 C19 F2 3.459(5) no . 2_655 C19 C1 3.584(6) no . 2_655 C19 C2 3.229(7) no . 2_655 C19 C3 3.539(6) no . 2_655 C19 C21 3.451(6) no . 7_656 C19 C22 3.403(6) no . 7_656 C20 F1 3.580(5) no . 2_655 C20 F11 3.274(5) no . 7_656 C20 C1 3.237(7) no . 2_655 C20 C2 3.435(7) no . 2_655 C20 C20 3.565(6) no . 7_656 C20 C21 3.380(6) no . 7_656 C20 C28 3.541(6) no . 2_655 C20 N3 3.521(5) no . 7_656 C21 C1 3.582(6) no . 2_655 C21 C5 3.520(6) no . 2_655 C21 C19 3.451(6) no . 7_656 C21 C20 3.380(6) no . 7_656 C21 C28 3.339(6) no . 2_655 C22 N4 3.571(6) no . 7_656 C22 C18 3.587(6) no . 7_656 C22 C19 3.403(6) no . 7_656 C22 C27 3.403(6) no . 2_655 C22 C28 3.533(6) no . 2_655 C23 F11 3.222(5) no . 7_656 C23 N4 3.473(6) no . 7_656 C23 C12 3.444(6) no . 7_656 C23 C26 3.385(6) no . 2_655 C23 C27 3.487(6) no . 2_655 C24 C12 3.566(6) no . 7_656 C24 C25 3.593(6) no . 2_655 C25 F4 3.367(5) no . 2_555 C25 C24 3.593(6) no . 2_655 C26 F4 3.212(5) no . 2_555 C26 C4 3.592(7) no . 2_555 C26 C23 3.385(6) no . 2_655 C27 F4 3.292(5) no . 2_555 C27 C4 3.296(7) no . 2_555 C27 C22 3.403(6) no . 2_655 C27 C23 3.487(6) no . 2_655 C28 C3 3.537(6) no . 2_555 C28 C4 3.403(6) no . 2_555 C28 C5 3.435(6) no . 2_555 C28 C20 3.541(6) no . 2_655 C28 C21 3.339(6) no . 2_655 C28 C22 3.533(6) no . 2_655 C30 F5 3.501(5) no . 7_656 C30 F6 3.255(5) no . 7_656 C34 F10 3.383(5) no . 2_655 C34 C34 3.469(6) no . 2_655 C37 F7 3.546(11) no . 5_445 C39 F8 3.556(15) no . 7_656 C40 F5 3.200(9) no . 7_756 C41 F5 3.247(10) no . 7_756 C44 F7 3.347(9) no . 7_656 C44 F8 2.942(9) no . 7_656 C44 C16 3.502(10) no . 7_656 C44 C17 3.304(10) no . 7_656 C44A F8 3.415(10) no . 7_656 N3 C5 3.444(6) no . 2_655 N3 C20 3.521(5) no . 7_656 C38A C38A 3.20(4) no . 2_655 F1 H26 2.7043 no . . F4 H6 2.9691 no . . F5 H12 3.0035 no . . F8 H20 2.6195 no . . F9 H6 3.0095 no . . F9 H30 2.3004 no . . F10 H6 2.9905 no . . F10 H30 3.4619 no . . F11 H12 3.1873 no . . F11 H44A 2.1353 no . . F12 H12 2.9134 no . . F12 H40 2.3243 no . . F12 H44A 2.8268 no . . N1 H26 3.2649 no . . N2 H26 3.2862 no . . N2 H30 2.9728 no . . N4 H20 3.2323 no . . C1 H26 3.1649 no . . C4 H6 2.9324 no . . C7 H9 2.8573 no . . C7 H30 2.6579 no . . C7 H34 2.6358 no . . C8 H23 3.3261 no . . C8 H34 3.0189 no . . C9 H34 3.0600 no . . C9 H44 2.9130 no . . C9 H40A 2.7642 no . . C10 H23 3.3206 no . . C10 H44 2.9557 no . . C10 H40A 2.7794 no . . C11 H9 2.8821 no . . C11 H40 2.6708 no . . C11 H44 2.6786 no . . C11 H40A 2.5636 no . . C11 H44A 2.6140 no . . C14 H12 2.9634 no . . C17 H20 3.1075 no . . C18 H12 3.1984 no . . C18 H20 2.7993 no . . C19 H12 3.1782 no . . C20 H23 3.0805 no . . C21 H23 2.8282 no . . C22 H9 3.3277 no . . C22 H20 2.7539 no . . C23 H20 3.0082 no . . C23 H26 3.0428 no . . C24 H9 3.3147 no . . C24 H26 2.7899 no . . C25 H23 2.8419 no . . C26 H23 3.0958 no . . C27 H6 3.1552 no . . C28 H6 3.2069 no . . C28 H26 2.8264 no . . C29 H9 3.0568 no . . C29 H31 3.2505 no . . C29 H33 3.2613 no . . C30 H34 3.2584 no . . C31 H33 3.2091 no . . C31 H37A 3.4220 no . . C31 H37C 2.5988 no . . C31 H38A 2.9932 no . . C31 H38C 3.4023 no . . C31 H36D 2.4169 no . . C31 H36F 2.8320 no . . C31 H37F 3.4646 no . . C31 H38D 3.3826 no . . C32 H30 3.2843 no . . C32 H34 3.2914 no . . C32 H36A 2.7884 no . . C32 H36B 3.3997 no . . C32 H36C 2.7337 no . . C32 H37A 2.9349 no . . C32 H37B 3.4046 no . . C32 H37C 2.6641 no . . C32 H38A 2.7645 no . . C32 H38B 3.3664 no . . C32 H38C 2.6424 no . . C32 H36D 2.4165 no . . C32 H36E 3.2177 no . . C32 H36F 2.7226 no . . C32 H37D 2.7125 no . . C32 H37E 3.2669 no . . C32 H37F 2.5347 no . . C32 H38D 2.5436 no . . C32 H38E 3.2825 no . . C32 H38F 2.9067 no . . C33 H31 3.2106 no . . C33 H36A 2.8118 no . . C33 H36C 2.8703 no . . C33 H38C 3.2902 no . . C33 H37D 2.6878 no . . C33 H37F 3.0479 no . . C33 H38D 2.9903 no . . C33 H38F 2.9763 no . . C34 H9 2.9312 no . . C34 H30 3.2610 no . . C35 H31 2.6557 no . . C35 H33 2.7321 no . . C36 H33 2.5566 no . . C36 H37A 2.6322 no . . C36 H37B 2.8166 no . . C36 H37C 3.3652 no . . C36 H38A 3.3158 no . . C36 H38B 2.5652 no . . C36 H38C 2.7206 no . . C37 H31 2.7070 no . . C37 H36A 3.3768 no . . C37 H36B 2.6345 no . . C37 H36C 2.7898 no . . C37 H38A 2.6218 no . . C37 H38B 2.7267 no . . C37 H38C 3.3623 no . . C38 H31 3.1242 no . . C38 H36A 2.5960 no . . C38 H36B 2.6707 no . . C38 H36C 3.3262 no . . C38 H37A 3.3414 no . . C38 H37B 2.5472 no . . C38 H37C 2.8262 no . . C39 H9 3.0057 no . . C39 H41 3.3161 no . . C39 H43 3.2859 no . . C39A H9 3.0552 no . . C39A H41A 3.2402 no . . C39A H43A 3.2706 no . . C40 H44 3.2589 no . . C40A H9 2.7497 no . . C40A H44A 3.2119 no . . C41 H43 3.2477 no . . C41 H46A 2.8188 no . . C41 H46C 3.2848 no . . C41 H47A 3.0149 no . . C41 H47C 2.9712 no . . C41A H43A 3.2126 no . . C41A H47D 2.6373 no . . C41A H47F 3.1074 no . . C41A H48D 3.4575 no . . C41A H48F 2.8553 no . . C42 H40 3.2963 no . . C42 H44 3.2953 no . . C42 H46A 2.6811 no . . C42 H46B 3.3251 no . . C42 H46C 2.6075 no . . C42 H47A 2.5986 no . . C42 H47B 3.3553 no . . C42 H47C 2.8720 no . . C42 H48A 2.5571 no . . C42 H48B 3.1177 no . . C42 H48C 3.2948 no . . C42A H40A 3.2465 no . . C42A H44A 3.3115 no . . C42A H46D 2.7946 no . . C42A H46E 3.3946 no . . C42A H46F 2.7754 no . . C42A H47D 2.6730 no . . C42A H47E 3.3312 no . . C42A H47F 2.6838 no . . C42A H48D 2.6564 no . . C42A H48E 3.3141 no . . C42A H48F 2.6324 no . . C43 H41 3.2498 no . . C43 H46C 3.4572 no . . C43 H47A 3.5010 no . . C43 H48A 2.3767 no . . C43 H48B 3.3891 no . . C43A H41A 3.2165 no . . C43A H46D 2.9002 no . . C43A H46F 2.7400 no . . C43A H48D 3.2615 no . . C44 H9 2.8150 no . . C44 H40 3.2527 no . . C44A H40A 3.2060 no . . C45 H41 2.7379 no . . C45 H43 2.6823 no . . C45A H41A 2.6579 no . . C45A H43A 2.6634 no . . C46 H41 2.9915 no . . C46 H47A 3.2897 no . . C46 H47B 2.8322 no . . C46 H47C 2.4669 no . . C46 H48A 3.2491 no . . C46 H48B 2.4648 no . . C46 H48C 3.0662 no . . C46A H43A 2.5003 no . . C46A H47D 3.3393 no . . C46A H47E 2.6223 no . . C46A H47F 2.7286 no . . C46A H48D 2.6240 no . . C46A H48E 2.5983 no . . C46A H48F 3.3064 no . . C47 H41 2.8430 no . . C47 H46A 2.5822 no . . C47 H46B 2.6878 no . . C47 H46C 3.3223 no . . C47 H48A 3.0879 no . . C47 H48B 3.2149 no . . C47 H48C 2.4398 no . . C47A H41A 2.6563 no . . C47A H46D 2.7004 no . . C47A H46E 2.6522 no . . C47A H46F 3.3401 no . . C47A H48D 3.3680 no . . C47A H48E 2.7055 no . . C47A H48F 2.7258 no . . C48 H43 2.4813 no . . C48 H46A 3.3647 no . . C48 H46B 2.6454 no . . C48 H46C 2.7794 no . . C48 H47A 2.9010 no . . C48 H47B 2.5278 no . . C48 H47C 3.3205 no . . C48A H41A 3.1210 no . . C48A H43A 3.5856 no . . C48A H46D 3.3103 no . . C48A H46E 2.6152 no . . C48A H46F 2.5977 no . . C48A H47D 2.6999 no . . C48A H47E 2.7192 no . . C48A H47F 3.3732 no . . B1 H12 2.8470 no . . B1 H40 3.0944 no . . B1 H44A 2.6597 no . . B2 H6 2.7968 no . . B2 H30 3.0261 no . . N3 H20 3.2669 no . . N3 H40 3.0618 no . . N3 H44A 2.8745 no . . C35A H31 2.7635 no . . C35A H33 2.5179 no . . C36A H31 2.3796 no . . C36A H37D 3.3368 no . . C36A H37E 2.6235 no . . C36A H37F 2.6829 no . . C36A H38D 2.9027 no . . C36A H38E 2.5555 no . . C36A H38F 3.3375 no . . C37A H33 2.6639 no . . C37A H36D 2.7833 no . . C37A H36E 2.5561 no . . C37A H36F 3.3154 no . . C37A H38D 3.2938 no . . C37A H38E 2.8643 no . . C37A H38F 2.5193 no . . C38A H33 2.8423 no . . C38A H36D 3.3453 no . . C38A H36E 2.8536 no . . C38A H36F 2.6121 no . . C38A H37D 2.6353 no . . C38A H37E 2.7231 no . . C38A H37F 3.3247 no . . H9 H34 2.6341 no . . H9 H44 2.4931 no . . H9 H40A 2.3807 no . . H20 H23 2.5979 no . . H23 H26 2.6280 no . . H30 H31 2.3342 no . . H31 H37A 3.2458 no . . H31 H37B 3.4432 no . . H31 H37C 2.0460 no . . H31 H38A 2.6888 no . . H31 H38C 3.5401 no . . H31 H36D 1.9137 no . . H31 H36E 3.3124 no . . H31 H36F 2.3475 no . . H33 H34 2.3278 no . . H33 H36A 2.2434 no . . H33 H36B 3.5235 no . . H33 H36C 2.4378 no . . H33 H38C 3.3565 no . . H33 H37D 2.1584 no . . H33 H37E 3.5416 no . . H33 H37F 2.9898 no . . H33 H38D 3.0141 no . . H33 H38F 2.5225 no . . H36A H37A 3.5740 no . . H36A H38A 3.5318 no . . H36A H38B 2.7392 no . . H36A H38C 2.4879 no . . H36B H37A 2.7368 no . . H36B H37B 2.5780 no . . H36B H37C 3.5722 no . . H36B H38A 3.5168 no . . H36B H38B 2.4016 no . . H36B H38C 3.0756 no . . H36C H37A 2.5465 no . . H36C H37B 3.2393 no . . H36C H38B 3.4996 no . . H36C H38C 3.5864 no . . H37A H38A 3.5685 no . . H37A H38B 3.5211 no . . H37B H38A 2.6586 no . . H37B H38B 2.4217 no . . H37B H38C 3.4950 no . . H37C H38A 2.6052 no . . H37C H38B 3.2188 no . . H36D H37E 3.0629 no . . H36D H37F 2.6312 no . . H36D H38E 3.5035 no . . H36E H37D 3.4704 no . . H36E H37E 2.3247 no . . H36E H37F 2.8115 no . . H36E H38D 3.4236 no . . H36E H38E 2.5883 no . . H36E H38F 3.5790 no . . H36F H37E 3.4550 no . . H36F H38D 2.6964 no . . H36F H38E 2.5476 no . . H36F H38F 3.5564 no . . H37D H38D 3.4118 no . . H37D H38E 3.1629 no . . H37D H38F 2.3042 no . . H37E H38E 2.7679 no . . H37E H38F 2.7733 no . . H37F H38F 3.4344 no . . H40 H41 2.3335 no . . H41 H46A 2.4615 no . . H41 H46C 3.3790 no . . H41 H47A 2.9160 no . . H41 H47C 2.4685 no . . H43 H44 2.3369 no . . H43 H48A 1.7317 no . . H43 H48B 2.9529 no . . H43 H48C 3.2369 no . . H46A H47A 3.3705 no . . H46A H47B 3.0989 no . . H46A H47C 2.2131 no . . H46A H48B 3.4251 no . . H46B H47B 2.7143 no . . H46B H47C 2.7159 no . . H46B H48A 3.5356 no . . H46B H48B 2.4174 no . . H46B H48C 2.9529 no . . H46C H47C 3.3873 no . . H46C H48A 3.3441 no . . H46C H48B 2.4805 no . . H46C H48C 3.5171 no . . H47A H48A 3.2062 no . . H47A H48C 2.7887 no . . H47B H48A 3.2355 no . . H47B H48B 3.1528 no . . H47B H48C 2.1086 no . . H47C H48C 3.3257 no . . H40A H41A 2.3282 no . . H41A H47D 2.0791 no . . H41A H47E 3.5296 no . . H41A H47F 2.9601 no . . H41A H48F 2.6380 no . . H43A H44A 2.3953 no . . H43A H46D 2.4274 no . . H43A H46E 3.4655 no . . H43A H46F 2.1677 no . . H43A H48D 3.3314 no . . H46D H47E 2.9149 no . . H46D H47F 2.5726 no . . H46D H48D 3.5237 no . . H46D H48E 3.5115 no . . H46E H47D 3.5254 no . . H46E H47E 2.4068 no . . H46E H47F 3.0004 no . . H46E H48D 2.9104 no . . H46E H48E 2.3898 no . . H46E H48F 3.5114 no . . H46F H47E 3.5184 no . . H46F H48D 2.3986 no . . H46F H48E 2.8478 no . . H46F H48F 3.5095 no . . H47D H48D 3.5975 no . . H47D H48E 2.9667 no . . H47D H48F 2.5340 no . . H47E H48E 2.5329 no . . H47E H48F 3.0256 no . . F1 H20 3.2319 no . 2_655 F3 H12 3.5175 no . 2_655 F3 H12 2.6259 no . 8_354 F3 H26 3.4403 no . 2_555 F4 H12 2.5535 no . 8_354 F4 H26 3.5821 no . 2_555 F4 H40 2.8835 no . 2_655 F5 H30 2.7966 no . 7_656 F5 H40 2.5458 no . 7_756 F5 H41 2.6550 no . 7_756 F6 H30 3.0952 no . 7_656 F6 H36B 2.9927 no . 5_555 F6 H37E 2.7436 no . 5_555 F6 H41 2.6800 no . 7_756 F6 H46A 2.9437 no . 7_756 F6 H47C 2.8720 no . 7_756 F6 H46D 3.2928 no . 7_756 F6 H47F 2.6622 no . 7_756 F7 H36B 2.7487 no . 5_555 F7 H37B 2.7102 no . 5_555 F7 H38B 3.0645 no . 5_555 F7 H36E 2.7230 no . 5_555 F7 H37E 2.9182 no . 5_555 F7 H38E 3.4079 no . 5_555 F7 H43 3.1233 no . 7_656 F7 H44 2.5796 no . 7_656 F8 H44 2.3903 no . 7_656 F8 H44A 3.0774 no . 7_656 F9 H6 2.3872 no . 2_555 F10 H9 3.1386 no . 2_655 F10 H34 2.4426 no . 2_655 F10 H40A 2.8057 no . 2_655 F11 H20 2.6012 no . 7_656 F11 H23 2.5867 no . 7_656 F12 H12 3.2613 no . 7_756 N1 H6 3.3700 no . 2_555 N1 H40A 3.4579 no . 2_655 N4 H23 3.4743 no . 7_656 C1 H20 3.2663 no . 2_655 C3 H12 3.4349 no . 8_354 C4 H12 3.4163 no . 8_354 C4 H40 3.4909 no . 2_655 C6 H6 3.2562 no . 2_555 C6 H40 3.5209 no . 2_655 C6 H40A 3.0240 no . 2_655 C12 H23 3.5698 no . 7_656 C14 H30 3.5185 no . 7_656 C14 H41 3.3378 no . 7_756 C15 H41 3.3557 no . 7_756 C15 H44 3.5878 no . 7_656 C16 H44 2.5717 no . 7_656 C17 H44 2.4690 no . 7_656 C18 H44 3.4090 no . 7_656 C21 H20 3.5902 no . 7_656 C23 H26 3.4589 no . 2_655 C26 H23 3.4225 no . 2_655 C29 H34 3.4706 no . 2_655 C31 H47F 3.2685 no . 1_455 C34 H34 3.2520 no . 2_655 C36 H46A 3.3850 no . 3_756 C36 H46B 3.1146 no . 3_756 C36 H47C 3.3793 no . 3_756 C37 H37A 3.1362 no . 3_656 C37 H43 3.5885 no . 3_656 C37 H48A 3.4092 no . 3_656 C40 H6 3.5556 no . 2_655 C40A H6 3.1574 no . 2_655 C46 H36A 3.5052 no . 3_756 C46 H36B 3.5070 no . 3_756 C46 H36C 3.4687 no . 3_756 C46A H37D 3.2309 no . 3_756 C47 H36C 3.1674 no . 3_756 C47 H37C 3.3578 no . 1_655 C47A H31 3.0750 no . 1_655 C47A H36D 3.1871 no . 1_655 C47A H37D 3.4129 no . 3_756 C47A H48E 3.2870 no . 3_756 C47A H48F 3.0895 no . 3_756 C48 H38A 3.4873 no . 3_656 C48A H36D 3.5787 no . 3_656 C48A H36E 3.5866 no . 3_656 C48A H36F 3.2920 no . 3_656 C48A H47D 3.0591 no . 3_756 C48A H47E 3.3237 no . 3_756 C48A H48F 3.5233 no . 3_756 B1 H20 3.4354 no . 7_656 B1 H23 3.5791 no . 7_656 B2 H6 3.4274 no . 2_555 N3 H20 3.3459 no . 7_656 C36A H48D 3.1078 no . 3_656 C36A H48F 3.5469 no . 3_656 C37A H37F 3.5978 no . 3_656 C37A H46D 3.5956 no . 3_756 C37A H46E 3.4663 no . 3_756 C37A H47E 3.2566 no . 3_756 C37A H47F 3.4980 no . 3_756 C38A H33 3.5541 no . 2_655 C38A H38D 3.2472 no . 2_655 C38A H38F 2.3870 no . 2_655 H6 F9 2.3872 no . 2_555 H6 N1 3.3700 no . 2_555 H6 C6 3.2562 no . 2_555 H6 C40 3.5556 no . 2_655 H6 C40A 3.1574 no . 2_655 H6 B2 3.4274 no . 2_555 H6 H6 3.2387 no . 2_555 H6 H40 3.0811 no . 2_655 H6 H40A 2.5854 no . 2_655 H9 F10 3.1386 no . 2_655 H12 F3 3.5175 no . 2_655 H12 F3 2.6259 no . 8_655 H12 F4 2.5535 no . 8_655 H12 F12 3.2613 no . 7_756 H12 C3 3.4349 no . 8_655 H12 C4 3.4163 no . 8_655 H20 F1 3.2319 no . 2_655 H20 F11 2.6012 no . 7_656 H20 C1 3.2663 no . 2_655 H20 C21 3.5902 no . 7_656 H20 B1 3.4354 no . 7_656 H20 N3 3.3459 no . 7_656 H20 H44A 3.5689 no . 7_656 H23 F11 2.5867 no . 7_656 H23 N4 3.4743 no . 7_656 H23 C12 3.5698 no . 7_656 H23 C26 3.4225 no . 2_655 H23 B1 3.5791 no . 7_656 H23 H26 3.2310 no . 2_655 H26 F3 3.4403 no . 2_555 H26 F4 3.5821 no . 2_555 H26 C23 3.4589 no . 2_655 H26 H23 3.2310 no . 2_655 H30 F5 2.7966 no . 7_656 H30 F6 3.0952 no . 7_656 H30 C14 3.5185 no . 7_656 H30 H41 3.3835 no . 1_455 H30 H47F 3.3733 no . 1_455 H31 C47A 3.0750 no . 1_455 H31 H47A 3.2554 no . 1_455 H31 H47C 3.1804 no . 1_455 H31 H47D 2.7802 no . 1_455 H31 H47E 3.3318 no . 1_455 H31 H47F 2.6486 no . 1_455 H33 C38A 3.5541 no . 2_655 H33 H38C 3.2802 no . 2_655 H33 H38D 2.8310 no . 2_655 H33 H38F 3.3977 no . 2_655 H34 F10 2.4426 no . 2_655 H34 C29 3.4706 no . 2_655 H34 C34 3.2520 no . 2_655 H34 H34 3.2257 no . 2_655 H36A C46 3.5052 no . 3_756 H36A H36A 3.3443 no . 2_655 H36A H38C 2.9130 no . 2_655 H36A H46A 3.3964 no . 3_756 H36A H46B 2.7480 no . 3_756 H36B F6 2.9927 no . 5_445 H36B F7 2.7487 no . 5_445 H36B C46 3.5070 no . 3_756 H36B H46A 2.9666 no . 3_756 H36B H46B 3.1398 no . 3_756 H36B H47C 3.2722 no . 3_756 H36C C46 3.4687 no . 3_756 H36C C47 3.1674 no . 3_756 H36C H37A 3.1584 no . 3_656 H36C H37C 3.5248 no . 3_656 H36C H46A 3.2411 no . 3_756 H36C H46B 2.9386 no . 3_756 H36C H47B 2.8176 no . 3_756 H36C H47C 2.6732 no . 3_756 H37A C37 3.1362 no . 3_656 H37A H36C 3.1584 no . 3_656 H37A H37A 2.2606 no . 3_656 H37A H37C 3.3889 no . 3_656 H37B F7 2.7102 no . 5_445 H37B H43 2.7314 no . 3_656 H37B H48A 2.9018 no . 3_656 H37C C47 3.3578 no . 1_455 H37C H36C 3.5248 no . 3_656 H37C H37A 3.3889 no . 3_656 H37C H47A 3.2425 no . 1_455 H37C H47B 3.1812 no . 1_455 H37C H47C 3.0854 no . 1_455 H37C H48A 3.0504 no . 3_656 H38A C48 3.4873 no . 3_656 H38A H48A 2.9988 no . 3_656 H38A H48B 3.2789 no . 3_656 H38B F7 3.0645 no . 5_445 H38B H46B 3.4825 no . 4_454 H38B H48A 3.5563 no . 3_656 H38C H33 3.2802 no . 2_655 H38C H36A 2.9130 no . 2_655 H38C H46B 3.0618 no . 4_454 H36D C47A 3.1871 no . 1_455 H36D C48A 3.5787 no . 3_656 H36D H37F 2.9593 no . 3_656 H36D H47D 3.0796 no . 1_455 H36D H47E 2.8490 no . 1_455 H36D H47F 3.0959 no . 1_455 H36D H48D 3.2528 no . 3_656 H36D H48F 3.2504 no . 3_656 H36E F7 2.7230 no . 5_445 H36E C48A 3.5866 no . 3_656 H36E H48D 2.9339 no . 3_656 H36E H48F 3.3926 no . 3_656 H36F C48A 3.2920 no . 3_656 H36F H48D 2.6439 no . 3_656 H36F H48E 3.3347 no . 3_656 H36F H48F 3.4108 no . 3_656 H37D C46A 3.2309 no . 3_756 H37D C47A 3.4129 no . 3_756 H37D H38D 3.4731 no . 2_655 H37D H46D 3.0481 no . 3_756 H37D H46E 2.6015 no . 3_756 H37D H47E 2.7665 no . 3_756 H37D H47F 3.3046 no . 3_756 H37E F6 2.7436 no . 5_445 H37E F7 2.9182 no . 5_445 H37E H46D 3.2337 no . 3_756 H37E H46E 3.5519 no . 3_756 H37E H47E 3.4188 no . 3_756 H37E H47F 3.2034 no . 3_756 H37F C37A 3.5978 no . 3_656 H37F H36D 2.9593 no . 3_656 H37F H37F 2.7172 no . 3_656 H37F H47E 3.0777 no . 3_756 H37F H47F 3.4062 no . 3_756 H38D C38A 3.2472 no . 2_655 H38D H33 2.8310 no . 2_655 H38D H37D 3.4731 no . 2_655 H38D H38D 3.3779 no . 2_655 H38D H38F 2.3571 no . 2_655 H38D H46E 3.3895 no . 4_454 H38E F7 3.4079 no . 5_445 H38E H38F 2.7798 no . 2_655 H38F C38A 2.3870 no . 2_655 H38F H33 3.3977 no . 2_655 H38F H38D 2.3571 no . 2_655 H38F H38E 2.7798 no . 2_655 H38F H38F 1.7356 no . 2_655 H40 F4 2.8835 no . 2_655 H40 F5 2.5458 no . 7_756 H40 C4 3.4909 no . 2_655 H40 C6 3.5209 no . 2_655 H40 H6 3.0811 no . 2_655 H41 F5 2.6550 no . 7_756 H41 F6 2.6800 no . 7_756 H41 C14 3.3378 no . 7_756 H41 C15 3.3557 no . 7_756 H41 H30 3.3835 no . 1_655 H43 F7 3.1233 no . 7_656 H43 C37 3.5885 no . 3_656 H43 H37B 2.7314 no . 3_656 H44 F7 2.5796 no . 7_656 H44 F8 2.3903 no . 7_656 H44 C15 3.5878 no . 7_656 H44 C16 2.5717 no . 7_656 H44 C17 2.4690 no . 7_656 H44 C18 3.4090 no . 7_656 H46A F6 2.9437 no . 7_756 H46A C36 3.3850 no . 3_756 H46A H36A 3.3964 no . 3_756 H46A H36B 2.9666 no . 3_756 H46A H36C 3.2411 no . 3_756 H46B C36 3.1146 no . 3_756 H46B H36A 2.7480 no . 3_756 H46B H36B 3.1398 no . 3_756 H46B H36C 2.9386 no . 3_756 H46B H38B 3.4825 no . 4_655 H46B H38C 3.0618 no . 4_655 H47A H31 3.2554 no . 1_655 H47A H37C 3.2425 no . 1_655 H47A H48C 3.0859 no . 3_756 H47B H36C 2.8176 no . 3_756 H47B H37C 3.1812 no . 1_655 H47C F6 2.8720 no . 7_756 H47C C36 3.3793 no . 3_756 H47C H31 3.1804 no . 1_655 H47C H36B 3.2722 no . 3_756 H47C H36C 2.6732 no . 3_756 H47C H37C 3.0854 no . 1_655 H48A C37 3.4092 no . 3_656 H48A H37B 2.9018 no . 3_656 H48A H37C 3.0504 no . 3_656 H48A H38A 2.9988 no . 3_656 H48A H38B 3.5563 no . 3_656 H48B H38A 3.2789 no . 3_656 H48C H47A 3.0859 no . 3_756 H40A F10 2.8057 no . 2_655 H40A N1 3.4579 no . 2_655 H40A C6 3.0240 no . 2_655 H40A H6 2.5854 no . 2_655 H41A H48E 3.4891 no . 3_756 H44A F8 3.0774 no . 7_656 H44A H20 3.5689 no . 7_656 H46D F6 3.2928 no . 7_756 H46D C37A 3.5956 no . 3_756 H46D H37D 3.0481 no . 3_756 H46D H37E 3.2337 no . 3_756 H46E C37A 3.4663 no . 3_756 H46E H37D 2.6015 no . 3_756 H46E H37E 3.5519 no . 3_756 H46E H38D 3.3895 no . 4_655 H47D C48A 3.0591 no . 3_756 H47D H31 2.7802 no . 1_655 H47D H36D 3.0796 no . 1_655 H47D H48D 3.5487 no . 3_756 H47D H48E 2.5209 no . 3_756 H47D H48F 2.7541 no . 3_756 H47E C48A 3.3237 no . 3_756 H47E C37A 3.2566 no . 3_756 H47E H31 3.3318 no . 1_655 H47E H36D 2.8490 no . 1_655 H47E H37D 2.7665 no . 3_756 H47E H37E 3.4188 no . 3_756 H47E H37F 3.0777 no . 3_756 H47E H48E 3.2456 no . 3_756 H47E H48F 2.5779 no . 3_756 H47F F6 2.6622 no . 7_756 H47F C31 3.2685 no . 1_655 H47F C37A 3.4980 no . 3_756 H47F H30 3.3733 no . 1_655 H47F H31 2.6486 no . 1_655 H47F H36D 3.0959 no . 1_655 H47F H37D 3.3046 no . 3_756 H47F H37E 3.2034 no . 3_756 H47F H37F 3.4062 no . 3_756 H48D C36A 3.1078 no . 3_656 H48D H36D 3.2528 no . 3_656 H48D H36E 2.9339 no . 3_656 H48D H36F 2.6439 no . 3_656 H48D H47D 3.5487 no . 3_756 H48E C47A 3.2870 no . 3_756 H48E H36F 3.3347 no . 3_656 H48E H41A 3.4891 no . 3_756 H48E H47D 2.5209 no . 3_756 H48E H47E 3.2456 no . 3_756 H48E H48F 3.0532 no . 3_756 H48F C47A 3.0895 no . 3_756 H48F C48A 3.5233 no . 3_756 H48F C36A 3.5469 no . 3_656 H48F H36D 3.2504 no . 3_656 H48F H36E 3.3926 no . 3_656 H48F H36F 3.4108 no . 3_656 H48F H47D 2.7541 no . 3_756 H48F H47E 2.5779 no . 3_756 H48F H48E 3.0532 no . 3_756 H48F H48F 3.2762 no . 3_756 #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== _database_code_depnum_ccdc_archive 'CCDC 963111' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_20111124 #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C60 H52 B2 Cl2 F4 N8' _chemical_formula_moiety 'C58 H48 B2 F4 N8, C2 H4 Cl2' _chemical_formula_weight 1053.64 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' _symmetry_Int_Tables_number 2 loop_ _symmetry_equiv_pos_site_id _symmetry_equiv_pos_as_xyz 1 +X,+Y,+Z 2 -X,-Y,-Z #------------------------------------------------------------------------------ _cell_length_a 10.04744(18) _cell_length_b 17.2665(4) _cell_length_c 18.6317(4) _cell_angle_alpha 112.4285(10) _cell_angle_beta 92.3032(12) _cell_angle_gamma 104.9867(9) _cell_volume 2851.06(10) _cell_formula_units_Z 2 _cell_measurement_reflns_used 28245 _cell_measurement_theta_min 3.00 _cell_measurement_theta_max 68.25 _cell_measurement_temperature 100 #------------------------------------------------------------------------------ _exptl_crystal_description platelet _exptl_crystal_colour red _exptl_crystal_size_max 0.210 _exptl_crystal_size_mid 0.070 _exptl_crystal_size_min 0.030 _exptl_crystal_density_diffrn 1.227 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1096.00 _exptl_absorpt_coefficient_mu 1.499 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)' _exptl_absorpt_correction_T_min 0.732 _exptl_absorpt_correction_T_max 0.956 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 100 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54187 _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_radiation_source 'VariMax 40 kV 30 mA' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_reflns_number 52513 _diffrn_reflns_av_R_equivalents 0.0866 _diffrn_reflns_av_sigmaI/netI 0.0862 _diffrn_reflns_theta_max 68.25 _diffrn_reflns_theta_full 68.25 _diffrn_measured_fraction_theta_max 0.984 _diffrn_measured_fraction_theta_full 0.984 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -20 _diffrn_reflns_limit_k_max 20 _diffrn_reflns_limit_l_min -22 _diffrn_reflns_limit_l_max 22 #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Although strong electron peacks near a special position are found, we fail to model. Therefore, the rest molecules are refined without the effect of the unknown solvent molecule(s) by the Platon Squeeze technique. A solvent dichloroethane molecule, one of t-butyl group, and BCOD moieties disorder. The atomic coordinates of the former two parts are restrained and the last part is constrained. ; _reflns_number_total 10264 _reflns_number_gt 4875 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_all 0.1195 _refine_ls_R_factor_gt 0.0780 _refine_ls_wR_factor_ref 0.1963 _refine_ls_wR_factor_gt 0.1745 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.076 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_number_restraints 254 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 10257 _refine_ls_number_parameters 752 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0730P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_diff_density_max 0.380 _refine_diff_density_min -0.480 _refine_ls_extinction_method none _iucr_refine_instructions_details ; TITL 20111124 CELL 1.54187 10.04744 17.26648 18.63170 112.429 92.303 104.987 ZERR 2 0.00018 0.00032 0.00036 0.001 0.001 0.001 LATT 1 SFAC C H N B F CL UNIT 120 104 16 4 8 4 SHEL 99999.000000 0.000000 L.S. 5 FMAP 2 PLAN -25 WPDB -2 HTAB TEMP -173.0 ACTA BOND $H CONF OMIT 1 0 0 OMIT 5 0 14 OMIT 0 2 1 OMIT -1 1 0 OMIT 0 2 0 OMIT 1 1 3 OMIT 0 -2 2 DFIX 1.76 0.02 C59 CL1 C60 CL2 C59A CL1A C60A CL2A DFIX 1.54 0.02 C48 C49 C48 C50 C48 C51 C48 C49A C48 C50A C48 C51A = C59 C60 C59A C60A DANG 2.70 0.02 CL1 C60 CL2 C59 CL1A C60A CL2A C59A DANG 2.45 0.04 C45 C49 C45 C50 C45 C51 C45 C49A C45 C50A C45 C51A DANG 2.49 0.04 C49 C50 C50 C51 C51 C49 C49A C50A C50A C51A C51A C49A ISOR 0.1 0.2 Cl1 > C60A C49 > C51A DELU 0.01 Cl1 > C60A C49 > C51A SIMU 0.01 0.02 2.0 Cl1 > C60A C49 > C51A SIZE 0.210 0.070 0.030 EXYZ C35 C35A EADP C35 C35A EXYZ C36 C36A EADP C36 C36A EXYZ C38 C38A EADP C38 C38A EXYZ C39 C39A EADP C39 C39A EXYZ C53 C53A EADP C53 C53A EXYZ C54 C54A EADP C54 C54A EXYZ C56 C56A EADP C56 C56A EXYZ C57 C57A EADP C57 C57A WGHT 0.073000 FVAR 4.18078 0.79349 0.83366 0.42463 0.49940 PART -1 CL1 6 0.968088 0.193021 0.456147 31.00000 0.11171 0.09944 = 0.09918 0.03327 0.03736 0.05259 CL2 6 1.171559 0.098099 0.515397 31.00000 0.10533 0.10805 = 0.08906 0.03599 0.01286 0.02614 C59 1 1.087798 0.146399 0.402060 31.00000 0.10845 0.08906 = 0.09584 0.04279 0.04316 0.04464 AFIX 23 H59A 2 1.056417 0.126661 0.345196 31.00000 -1.20000 H59B 2 1.180274 0.190964 0.416432 31.00000 -1.20000 AFIX 0 C60 1 1.099542 0.069704 0.418840 31.00000 0.11298 0.10016 = 0.08775 0.05220 0.04482 0.03969 AFIX 23 H60A 2 1.157717 0.039801 0.382914 31.00000 -1.20000 H60B 2 1.005447 0.027422 0.407346 31.00000 -1.20000 AFIX 0 PART -2 CL1A 6 0.920771 0.151072 0.404674 -31.00000 0.18776 0.17558 = 0.19628 0.02313 -0.01101 0.05819 CL2A 6 1.039291 0.026647 0.466154 -31.00000 0.19584 0.17614 = 0.20606 0.07040 0.00857 -0.02019 C59A 1 1.097633 0.160884 0.419251 -31.00000 0.13206 0.11985 = 0.11244 0.02275 0.03900 0.03278 AFIX 23 H59C 2 1.143564 0.181659 0.381166 -31.00000 -1.20000 H59D 2 1.139695 0.205824 0.472730 -31.00000 -1.20000 AFIX 0 C60A 1 1.126178 0.076443 0.410091 -31.00000 0.13049 0.11986 = 0.11518 0.02433 0.03201 0.02842 AFIX 23 H60C 2 1.227663 0.088533 0.424424 -31.00000 -1.20000 H60D 2 1.099525 0.035093 0.354098 -31.00000 -1.20000 AFIX 0 PART 0 F1 5 0.370818 0.356485 0.461146 11.00000 0.07777 0.06774 = 0.06427 0.03419 0.03000 0.02730 F2 5 0.246169 0.311662 0.340826 11.00000 0.05324 0.05939 = 0.07408 0.01906 0.01354 0.01240 F3 5 0.671289 0.163210 -0.068237 11.00000 0.10360 0.08516 = 0.07026 0.02045 0.00051 0.04277 F4 5 0.905940 0.207294 -0.046943 11.00000 0.11433 0.07386 = 0.08035 0.03584 0.05051 0.03414 N1 3 0.496609 0.356010 0.354205 11.00000 0.05118 0.05579 = 0.05476 0.02143 0.01815 0.01541 N2 3 0.371536 0.465351 0.409658 11.00000 0.05386 0.05286 = 0.05434 0.02277 0.01886 0.01830 N3 3 0.788549 0.213879 0.063461 11.00000 0.06732 0.05265 = 0.05426 0.01877 0.01980 0.01661 N4 3 0.790403 0.070857 -0.038741 11.00000 0.06201 0.05830 = 0.05374 0.01990 0.01630 0.01932 N5 3 0.400395 0.144262 0.350251 11.00000 0.07643 0.07360 = 0.08329 0.03549 0.03132 0.02791 N6 3 0.103737 0.443008 0.519982 11.00000 0.06471 0.06106 = 0.06861 0.02725 0.02090 0.01377 N7 3 0.854306 0.414234 0.043730 11.00000 0.14434 0.07494 = 0.07696 0.03697 0.04784 0.03111 N8 3 0.896132 0.026878 -0.224567 11.00000 0.09456 0.07393 = 0.07135 0.02627 0.02909 0.03205 C1 1 0.543826 0.284492 0.337468 11.00000 0.05229 0.05816 = 0.05372 0.02473 0.01819 0.01749 C2 1 0.665808 0.296454 0.303843 11.00000 0.04551 0.06045 = 0.04923 0.01935 0.00795 0.01382 C3 1 0.692301 0.376868 0.297750 11.00000 0.05211 0.05493 = 0.04814 0.01514 0.01291 0.01275 C4 1 0.586412 0.414029 0.329244 11.00000 0.05351 0.05457 = 0.05176 0.02182 0.01352 0.01449 C5 1 0.560660 0.493295 0.337626 11.00000 0.05123 0.05598 = 0.05250 0.02006 0.01156 0.01488 C6 1 0.452815 0.517662 0.375947 11.00000 0.05456 0.05528 = 0.05166 0.02182 0.01444 0.01179 C7 1 0.398788 0.589663 0.387803 11.00000 0.05218 0.05455 = 0.06578 0.02611 0.01669 0.01375 C8 1 0.288660 0.581207 0.429550 11.00000 0.05517 0.05846 = 0.06956 0.03087 0.02064 0.01677 C9 1 0.274693 0.504512 0.442123 11.00000 0.05063 0.05941 = 0.05831 0.02514 0.01705 0.01530 C10 1 0.811338 0.301812 0.105565 11.00000 0.05502 0.05707 = 0.06736 0.02269 0.01335 0.01466 C11 1 0.799722 0.318626 0.185076 11.00000 0.04966 0.06140 = 0.04896 0.01801 0.01333 0.01452 C12 1 0.770244 0.238108 0.191037 11.00000 0.04984 0.05466 = 0.06046 0.01908 0.01909 0.01731 C13 1 0.761758 0.173382 0.115812 11.00000 0.05202 0.05979 = 0.05628 0.02314 0.01757 0.01654 C14 1 0.733773 0.081500 0.089693 11.00000 0.05285 0.06034 = 0.05886 0.02339 0.01364 0.01601 C15 1 0.747966 0.031965 0.013918 11.00000 0.06245 0.06494 = 0.06366 0.02507 0.01460 0.02206 C16 1 0.736701 -0.059209 -0.024541 11.00000 0.07170 0.06005 = 0.06373 0.02326 0.01455 0.02139 C17 1 0.775027 -0.073710 -0.097678 11.00000 0.07523 0.05960 = 0.05664 0.02161 0.02177 0.02282 C18 1 0.807008 0.006702 -0.105224 11.00000 0.06105 0.07088 = 0.05612 0.02346 0.01710 0.02333 C19 1 0.765295 0.244738 0.274040 11.00000 0.05539 0.06294 = 0.05271 0.02159 0.01741 0.02097 AFIX 13 H19 2 0.739448 0.186606 0.277793 11.00000 -1.20000 AFIX 0 C20 1 0.911552 0.306100 0.320383 11.00000 0.04830 0.07367 = 0.05911 0.02330 0.01127 0.01768 AFIX 23 H20A 2 0.914543 0.315894 0.376431 11.00000 -1.20000 H20B 2 0.983598 0.277485 0.299540 11.00000 -1.20000 AFIX 0 C21 1 0.944133 0.395423 0.313518 11.00000 0.05236 0.07997 = 0.05760 0.01985 0.01432 0.01597 AFIX 23 H21A 2 1.030415 0.405067 0.290136 11.00000 -1.20000 H21B 2 0.960029 0.443204 0.366571 11.00000 -1.20000 AFIX 0 C22 1 0.820792 0.397952 0.261183 11.00000 0.05827 0.05745 = 0.05641 0.01738 0.01964 0.01337 AFIX 13 H22 2 0.837953 0.454218 0.254313 11.00000 -1.20000 AFIX 0 C23 1 0.465162 0.208646 0.347048 11.00000 0.05791 0.06190 = 0.07129 0.03106 0.02668 0.02585 C24 1 0.650224 0.550903 0.305426 11.00000 0.05303 0.05416 = 0.05964 0.02720 0.02022 0.01606 C25 1 0.648629 0.522410 0.223946 11.00000 0.07089 0.06209 = 0.05823 0.02370 0.01919 0.00880 AFIX 43 H25 2 0.588859 0.466589 0.189145 11.00000 -1.20000 AFIX 0 C26 1 0.734096 0.575777 0.194799 11.00000 0.07462 0.07869 = 0.05497 0.02754 0.01711 0.02009 AFIX 43 H26 2 0.730228 0.556732 0.139510 11.00000 -1.20000 AFIX 0 C27 1 0.826733 0.657435 0.244267 11.00000 0.05390 0.05997 = 0.07334 0.03398 0.02529 0.02016 C28 1 0.825823 0.683835 0.324497 11.00000 0.05875 0.05458 = 0.06850 0.02224 0.01905 0.01551 AFIX 43 H28 2 0.886587 0.739112 0.359686 11.00000 -1.20000 AFIX 0 C29 1 0.738096 0.631245 0.354417 11.00000 0.05918 0.05819 = 0.05802 0.02289 0.02074 0.02041 AFIX 43 H29 2 0.739027 0.651244 0.409583 11.00000 -1.20000 AFIX 0 C30 1 0.926348 0.712270 0.208648 11.00000 0.06939 0.06910 = 0.07987 0.04231 0.02798 0.02267 C31 1 1.017553 0.658881 0.160812 11.00000 0.07081 0.09961 = 0.10058 0.05517 0.04092 0.03564 AFIX 133 H31A 2 1.077819 0.692912 0.136417 11.00000 -1.50000 H31B 2 0.957732 0.603915 0.119809 11.00000 -1.50000 H31C 2 1.075297 0.645752 0.195690 11.00000 -1.50000 AFIX 0 C32 1 1.022462 0.796890 0.272338 11.00000 0.07937 0.07936 = 0.10760 0.04992 0.02742 0.01270 AFIX 133 H32A 2 1.082498 0.782570 0.305104 11.00000 -1.50000 H32B 2 0.966206 0.830772 0.305086 11.00000 -1.50000 H32C 2 1.080382 0.831647 0.247708 11.00000 -1.50000 AFIX 0 C33 1 0.837936 0.735257 0.154190 11.00000 0.08607 0.11136 = 0.09800 0.07097 0.03514 0.04108 AFIX 133 H33A 2 0.771029 0.762383 0.183068 11.00000 -1.50000 H33B 2 0.787450 0.681619 0.108502 11.00000 -1.50000 H33C 2 0.899324 0.776330 0.136504 11.00000 -1.50000 AFIX 0 C34 1 0.424778 0.668226 0.368679 11.00000 0.05953 0.07045 = 0.09153 0.04841 0.02581 0.02332 AFIX 13 H34 2 0.504978 0.674803 0.339188 11.00000 -1.20000 AFIX 0 PART 1 C35 1 0.283640 0.656223 0.321969 41.00000 0.07830 0.08003 = 0.07674 0.04292 0.02015 0.02551 AFIX 43 H35 2 0.274240 0.655515 0.270764 41.00000 -1.20000 AFIX 0 C36 1 0.169433 0.646357 0.364632 41.00000 0.06155 0.07188 = 0.09998 0.03901 0.00311 0.02053 AFIX 43 H36 2 0.075879 0.638536 0.345206 41.00000 -1.20000 AFIX 0 C38 1 0.327534 0.737630 0.486913 41.00000 0.07601 0.06295 = 0.07884 0.02965 0.02614 0.02705 AFIX 23 H38A 2 0.285314 0.785143 0.492793 41.00000 -1.20000 H38B 2 0.360799 0.744209 0.540261 41.00000 -1.20000 AFIX 0 C39 1 0.443307 0.747450 0.446636 41.00000 0.06836 0.06038 = 0.08290 0.03309 0.01809 0.01567 AFIX 23 H39A 2 0.528489 0.755491 0.480596 41.00000 -1.20000 H39B 2 0.456293 0.800821 0.436226 41.00000 -1.20000 AFIX 0 PART 2 C35A 1 0.283640 0.656223 0.321969 -41.00000 0.07830 0.08003 = 0.07674 0.04292 0.02015 0.02551 AFIX 23 H35A 2 0.291703 0.707802 0.309298 -41.00000 -1.20000 H35B 2 0.264037 0.603775 0.271778 -41.00000 -1.20000 AFIX 0 C36A 1 0.169433 0.646357 0.364632 -41.00000 0.06155 0.07188 = 0.09998 0.03901 0.00311 0.02053 AFIX 23 H36A 2 0.098074 0.589500 0.333837 -41.00000 -1.20000 H36B 2 0.126088 0.693625 0.371609 -41.00000 -1.20000 AFIX 0 C38A 1 0.327534 0.737630 0.486913 -41.00000 0.07601 0.06295 = 0.07884 0.02965 0.02614 0.02705 AFIX 43 H38C 2 0.320248 0.781643 0.535106 -41.00000 -1.20000 AFIX 0 C39A 1 0.443307 0.747450 0.446636 -41.00000 0.06836 0.06038 = 0.08290 0.03309 0.01809 0.01567 AFIX 43 H39C 2 0.523306 0.797495 0.465827 -41.00000 -1.20000 AFIX 0 PART 0 C37 1 0.216545 0.649953 0.445461 11.00000 0.05935 0.06124 = 0.09263 0.03559 0.03274 0.02254 AFIX 13 H37 2 0.137858 0.642009 0.475701 11.00000 -1.20000 AFIX 0 C40 1 0.180304 0.469029 0.484726 11.00000 0.05029 0.05114 = 0.05796 0.01654 0.01280 0.01469 C41 1 0.835599 0.362933 0.069879 11.00000 0.09031 0.06109 = 0.05045 0.01931 0.02706 0.01490 C42 1 0.693394 0.041889 0.145580 11.00000 0.05851 0.05348 = 0.05961 0.02263 0.01707 0.01529 C43 1 0.560731 0.033024 0.165794 11.00000 0.05326 0.09120 = 0.08516 0.04968 0.01853 0.02483 AFIX 43 H43 2 0.497666 0.053185 0.143294 11.00000 -1.20000 AFIX 0 C44 1 0.517777 -0.004365 0.217809 11.00000 0.06190 0.08477 = 0.08572 0.04362 0.02398 0.02284 AFIX 43 H44 2 0.425022 -0.011365 0.228935 11.00000 -1.20000 AFIX 0 C45 1 0.608481 -0.031867 0.254065 11.00000 0.05827 0.05598 = 0.07274 0.02850 0.01734 0.01288 C46 1 0.742535 -0.020496 0.235806 11.00000 0.06580 0.08314 = 0.08103 0.04674 0.01248 0.02481 AFIX 43 H46 2 0.807227 -0.037633 0.260572 11.00000 -1.20000 AFIX 0 C47 1 0.785254 0.015752 0.181565 11.00000 0.06245 0.07616 = 0.08164 0.03959 0.02374 0.02411 AFIX 43 H47 2 0.877512 0.022253 0.169683 11.00000 -1.20000 AFIX 0 C48 1 0.559795 -0.070351 0.313667 11.00000 0.07994 0.07497 = 0.08150 0.04732 0.02599 0.02338 PART 1 C49 1 0.399859 -0.099761 0.307884 21.00000 0.07383 0.12281 = 0.12601 0.08735 0.03590 0.02082 AFIX 133 H49A 2 0.374522 -0.126106 0.345492 21.00000 -1.50000 H49B 2 0.358265 -0.143051 0.254499 21.00000 -1.50000 H49C 2 0.365065 -0.048831 0.319982 21.00000 -1.50000 AFIX 0 C50 1 0.613570 0.003942 0.397655 21.00000 0.10297 0.09048 = 0.07836 0.04268 0.03209 0.03984 AFIX 133 H50A 2 0.594318 0.057383 0.399354 21.00000 -1.50000 H50B 2 0.714295 0.015584 0.410481 21.00000 -1.50000 H50C 2 0.565919 -0.014417 0.435951 21.00000 -1.50000 AFIX 0 C51 1 0.616933 -0.144878 0.305309 21.00000 0.10778 0.07017 = 0.08645 0.04172 0.03750 0.03385 AFIX 133 H51A 2 0.718143 -0.122282 0.322125 21.00000 -1.50000 H51B 2 0.596251 -0.186961 0.250217 21.00000 -1.50000 H51C 2 0.573766 -0.174123 0.338119 21.00000 -1.50000 AFIX 0 PART 2 C49A 1 0.453907 -0.163629 0.259918 -21.00000 0.10558 0.09267 = 0.12273 0.08544 0.02277 -0.01560 AFIX 133 H49D 2 0.384481 -0.181365 0.290528 -21.00000 -1.50000 H49E 2 0.505165 -0.206951 0.241398 -21.00000 -1.50000 H49F 2 0.406785 -0.160085 0.214686 -21.00000 -1.50000 AFIX 0 C50A 1 0.511821 -0.011421 0.380331 -21.00000 0.09593 0.13340 = 0.10022 0.07001 0.03883 0.03407 AFIX 133 H50D 2 0.566450 0.049439 0.393417 -21.00000 -1.50000 H50E 2 0.523954 -0.025678 0.425826 -21.00000 -1.50000 H50F 2 0.412978 -0.018618 0.366329 -21.00000 -1.50000 AFIX 0 C51A 1 0.683523 -0.092735 0.345866 -21.00000 0.12321 0.09005 = 0.09943 0.02794 0.01915 0.02285 AFIX 133 H51D 2 0.769752 -0.045118 0.356310 -21.00000 -1.50000 H51E 2 0.693272 -0.147481 0.306880 -21.00000 -1.50000 H51F 2 0.665487 -0.099706 0.394691 -21.00000 -1.50000 AFIX 0 PART 0 C52 1 0.698167 -0.140082 -0.006934 11.00000 0.08656 0.05929 = 0.06576 0.02309 0.01941 0.01828 AFIX 13 H52 2 0.669265 -0.128961 0.045964 11.00000 -1.20000 AFIX 0 PART 1 C53 1 0.584019 -0.209748 -0.075621 51.00000 0.05469 0.07118 = 0.07950 0.02877 0.00891 0.01607 AFIX 43 H53 2 0.495248 -0.239605 -0.068521 51.00000 -1.20000 AFIX 0 C54 1 0.625533 -0.224184 -0.149609 51.00000 0.07475 0.06879 = 0.06808 0.01655 0.00298 0.02103 AFIX 43 H54 2 0.567937 -0.265560 -0.197626 51.00000 -1.20000 AFIX 0 C56 1 0.868895 -0.187099 -0.092841 51.00000 0.06516 0.07656 = 0.08781 0.03069 0.01267 0.02921 AFIX 23 H56A 2 0.867964 -0.249016 -0.119823 51.00000 -1.20000 H56B 2 0.965820 -0.149603 -0.085174 51.00000 -1.20000 AFIX 0 C57 1 0.826141 -0.173332 -0.017573 51.00000 0.07342 0.07676 = 0.08974 0.03610 0.00192 0.01892 AFIX 23 H57A 2 0.904363 -0.130269 0.024014 51.00000 -1.20000 H57B 2 0.804966 -0.229254 -0.010922 51.00000 -1.20000 AFIX 0 PART 2 C53A 1 0.584019 -0.209748 -0.075621 -51.00000 0.05469 0.07118 = 0.07950 0.02877 0.00891 0.01607 AFIX 23 H53A 2 0.559891 -0.265731 -0.069025 -51.00000 -1.20000 H53B 2 0.499125 -0.190432 -0.073498 -51.00000 -1.20000 AFIX 0 C54A 1 0.625533 -0.224184 -0.149609 -51.00000 0.07475 0.06879 = 0.06808 0.01655 0.00298 0.02103 AFIX 23 H54A 2 0.558487 -0.212609 -0.181718 -51.00000 -1.20000 H54B 2 0.621776 -0.286623 -0.176529 -51.00000 -1.20000 AFIX 0 C56A 1 0.868895 -0.187099 -0.092841 -51.00000 0.06516 0.07656 = 0.08781 0.03069 0.01267 0.02921 AFIX 43 H56C 2 0.947093 -0.206993 -0.108575 -51.00000 -1.20000 AFIX 0 C57A 1 0.826141 -0.173332 -0.017573 -51.00000 0.07342 0.07676 = 0.08974 0.03610 0.00192 0.01892 AFIX 43 H57C 2 0.872575 -0.183798 0.021690 -51.00000 -1.20000 AFIX 0 PART 0 C55 1 0.774266 -0.166126 -0.145326 11.00000 0.08414 0.07372 = 0.05806 0.02038 0.02234 0.03186 AFIX 13 H55 2 0.802927 -0.175266 -0.198028 11.00000 -1.20000 AFIX 0 C58 1 0.854753 0.022282 -0.170384 11.00000 0.06543 0.06715 = 0.06153 0.02465 0.02236 0.02496 B1 4 0.366515 0.369330 0.392154 11.00000 0.05050 0.06255 = 0.06042 0.02949 0.01890 0.01260 B2 4 0.789849 0.166288 -0.026570 11.00000 0.06731 0.06053 = 0.07333 0.02813 0.02195 0.02039 HKLF 4 REM 20111124 REM R1 = 0.0780 for 4875 Fo > 4sig(Fo) and 0.1195 for all 10257 data REM 752 parameters refined using 254 restraints END WGHT 0.1229 0.0000 REM Highest difference peak 0.385, deepest hole -0.485, 1-sigma level 0.056 Q1 1 1.0178 0.1207 0.5313 11.00000 0.05 0.38 Q2 1 0.4281 0.4114 0.0337 11.00000 0.05 0.28 Q3 1 1.0980 0.1325 0.4722 11.00000 0.05 0.25 Q4 1 0.9221 0.1325 0.4880 11.00000 0.05 0.24 Q5 1 1.2259 0.1415 0.4743 11.00000 0.05 0.23 Q6 1 0.3603 0.8347 0.4594 11.00000 0.05 0.23 Q7 1 1.2059 0.0136 0.4612 11.00000 0.05 0.22 Q8 1 0.4797 0.4907 0.3308 11.00000 0.05 0.22 Q9 1 1.0181 0.1969 -0.0250 11.00000 0.05 0.21 Q10 1 0.9260 0.6754 0.1375 11.00000 0.05 0.20 Q11 1 0.2544 0.5324 0.4873 11.00000 0.05 0.20 Q12 1 0.8843 0.0798 -0.1817 11.00000 0.05 0.20 Q13 1 0.4321 -0.0941 0.3824 11.00000 0.05 0.19 Q14 1 0.7809 0.1556 -0.0963 11.00000 0.05 0.19 Q15 1 0.8324 0.6220 0.2113 11.00000 0.05 0.18 Q16 1 1.0992 0.2209 0.4467 11.00000 0.05 0.18 Q17 1 0.8229 0.8003 0.2032 11.00000 0.05 0.18 Q18 1 0.3355 0.3770 -0.0183 11.00000 0.05 0.17 Q19 1 0.6795 0.4072 0.3281 11.00000 0.05 0.17 Q20 1 0.7874 -0.1004 -0.1662 11.00000 0.05 0.16 Q21 1 0.2080 0.6986 0.5084 11.00000 0.05 0.16 Q22 1 1.0809 0.1757 0.4819 11.00000 0.05 0.16 Q23 1 0.1427 0.4796 0.4907 11.00000 0.05 0.16 Q24 1 0.6175 -0.1679 0.3689 11.00000 0.05 0.16 Q25 1 1.1089 0.1143 0.3392 11.00000 0.05 0.16 ; loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 0.499 0.500 0.000 325 79 ' ' 2 0.202 0.894 0.442 10 2 ' ' 3 0.798 0.106 0.558 10 1 ' ' _platon_squeeze_details ; ; loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; N N 0.0311 0.0180 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; B B 0.0090 0.0039 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; F F 0.0727 0.0534 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; Cl Cl 0.3639 0.7018 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cl1 Cl 0.9681(2) 0.19302(12) 0.45615(12) 0.1007(7) Uani 0.834(3) 1 d PDU A -1 Cl2 Cl 1.17156(17) 0.09810(11) 0.51540(9) 0.1033(7) Uani 0.834(3) 1 d PDU A -1 C59 C 1.0878(7) 0.1464(4) 0.4021(5) 0.0921(19) Uani 0.834(3) 1 d PDU A -1 H59A H 1.0564 0.1267 0.3452 0.111 Uiso 0.834(3) 1 calc PR A -1 H59B H 1.1803 0.1910 0.4164 0.111 Uiso 0.834(3) 1 calc PR A -1 C60 C 1.0995(8) 0.0697(6) 0.4188(5) 0.0933(16) Uani 0.834(3) 1 d PDU A -1 H60A H 1.1577 0.0398 0.3829 0.112 Uiso 0.834(3) 1 calc PR A -1 H60B H 1.0054 0.0274 0.4073 0.112 Uiso 0.834(3) 1 calc PR A -1 Cl1A Cl 0.9208(17) 0.1511(11) 0.4047(12) 0.203(5) Uani 0.166(3) 1 d PDU A -2 Cl2A Cl 1.0393(16) 0.0266(9) 0.4662(9) 0.211(5) Uani 0.166(3) 1 d PDU A -2 C59A C 1.098(3) 0.161(3) 0.419(3) 0.129(4) Uani 0.166(3) 1 d PDU A -2 H59C H 1.1436 0.1817 0.3812 0.155 Uiso 0.166(3) 1 calc PR A -2 H59D H 1.1397 0.2058 0.4727 0.155 Uiso 0.166(3) 1 calc PR A -2 C60A C 1.126(4) 0.076(3) 0.410(3) 0.131(4) Uani 0.166(3) 1 d PDU A -2 H60C H 1.2277 0.0885 0.4244 0.157 Uiso 0.166(3) 1 calc PR A -2 H60D H 1.0995 0.0351 0.3541 0.157 Uiso 0.166(3) 1 calc PR A -2 F1 F 0.3708(2) 0.35648(12) 0.46115(11) 0.0658(6) Uani 1 1 d . . . F2 F 0.2462(2) 0.31166(12) 0.34083(12) 0.0655(6) Uani 1 1 d . . . F3 F 0.6713(3) 0.16321(15) -0.06824(13) 0.0872(7) Uani 1 1 d . . . F4 F 0.9059(3) 0.20729(14) -0.04694(13) 0.0857(7) Uani 1 1 d . . . N1 N 0.4966(3) 0.35601(19) 0.35421(16) 0.0540(7) Uani 1 1 d . . . N2 N 0.3715(3) 0.46535(18) 0.40966(16) 0.0525(7) Uani 1 1 d . . . N3 N 0.7885(3) 0.21388(19) 0.06346(17) 0.0589(8) Uani 1 1 d . . . N4 N 0.7904(3) 0.07086(19) -0.03874(17) 0.0584(8) Uani 1 1 d . . . N5 N 0.4004(4) 0.1443(2) 0.3503(2) 0.0749(10) Uani 1 1 d . . . N6 N 0.1037(3) 0.4430(2) 0.51998(18) 0.0652(9) Uani 1 1 d . . . N7 N 0.8543(4) 0.4142(2) 0.0437(2) 0.0962(13) Uani 1 1 d . . . N8 N 0.8961(4) 0.0269(2) -0.2246(2) 0.0790(10) Uani 1 1 d . . . C1 C 0.5438(4) 0.2845(2) 0.3375(2) 0.0536(9) Uani 1 1 d . . . C2 C 0.6658(4) 0.2965(2) 0.30384(19) 0.0530(9) Uani 1 1 d . . . C3 C 0.6923(4) 0.3769(2) 0.29775(19) 0.0540(9) Uani 1 1 d . . . C4 C 0.5864(4) 0.4140(2) 0.32924(19) 0.0534(9) Uani 1 1 d . . . C5 C 0.5607(4) 0.4933(2) 0.3376(2) 0.0540(9) Uani 1 1 d . . . C6 C 0.4528(4) 0.5177(2) 0.3759(2) 0.0545(9) Uani 1 1 d . . . C7 C 0.3988(4) 0.5897(2) 0.3878(2) 0.0572(9) Uani 1 1 d . C . C8 C 0.2887(4) 0.5812(2) 0.4296(2) 0.0592(10) Uani 1 1 d . C . C9 C 0.2747(4) 0.5045(2) 0.4421(2) 0.0557(9) Uani 1 1 d . . . C10 C 0.8113(4) 0.3018(2) 0.1056(2) 0.0609(10) Uani 1 1 d . . . C11 C 0.7997(4) 0.3186(2) 0.1851(2) 0.0550(9) Uani 1 1 d . . . C12 C 0.7702(4) 0.2381(2) 0.1910(2) 0.0556(9) Uani 1 1 d . . . C13 C 0.7618(4) 0.1734(2) 0.1158(2) 0.0559(9) Uani 1 1 d . . . C14 C 0.7338(4) 0.0815(2) 0.0897(2) 0.0576(9) Uani 1 1 d . . . C15 C 0.7480(4) 0.0320(3) 0.0139(2) 0.0632(10) Uani 1 1 d . . . C16 C 0.7367(4) -0.0592(3) -0.0245(2) 0.0652(10) Uani 1 1 d . F . C17 C 0.7750(4) -0.0737(3) -0.0977(2) 0.0635(10) Uani 1 1 d . F . C18 C 0.8070(4) 0.0067(3) -0.1052(2) 0.0624(10) Uani 1 1 d . . . C19 C 0.7653(4) 0.2447(2) 0.2740(2) 0.0566(9) Uani 1 1 d . . . H19 H 0.7394 0.1866 0.2778 0.068 Uiso 1 1 calc R . . C20 C 0.9116(4) 0.3061(2) 0.3204(2) 0.0615(10) Uani 1 1 d . . . H20A H 0.9145 0.3159 0.3764 0.074 Uiso 1 1 calc R . . H20B H 0.9836 0.2775 0.2995 0.074 Uiso 1 1 calc R . . C21 C 0.9441(4) 0.3954(3) 0.3135(2) 0.0664(11) Uani 1 1 d . . . H21A H 1.0304 0.4051 0.2901 0.080 Uiso 1 1 calc R . . H21B H 0.9600 0.4432 0.3666 0.080 Uiso 1 1 calc R . . C22 C 0.8208(4) 0.3980(2) 0.2612(2) 0.0596(10) Uani 1 1 d . . . H22 H 0.8380 0.4542 0.2543 0.072 Uiso 1 1 calc R . . C23 C 0.4652(4) 0.2086(3) 0.3470(2) 0.0603(10) Uani 1 1 d . . . C24 C 0.6502(4) 0.5509(2) 0.3054(2) 0.0539(9) Uani 1 1 d . . . C25 C 0.6486(4) 0.5224(3) 0.2239(2) 0.0659(11) Uani 1 1 d . . . H25 H 0.5889 0.4666 0.1891 0.079 Uiso 1 1 calc R . . C26 C 0.7341(4) 0.5758(3) 0.1948(2) 0.0696(11) Uani 1 1 d . . . H26 H 0.7302 0.5567 0.1395 0.084 Uiso 1 1 calc R . . C27 C 0.8267(4) 0.6574(2) 0.2443(2) 0.0591(10) Uani 1 1 d . . . C28 C 0.8258(4) 0.6838(2) 0.3245(2) 0.0615(10) Uani 1 1 d . . . H28 H 0.8866 0.7391 0.3597 0.074 Uiso 1 1 calc R . . C29 C 0.7381(4) 0.6312(2) 0.3544(2) 0.0577(9) Uani 1 1 d . . . H29 H 0.7390 0.6512 0.4096 0.069 Uiso 1 1 calc R . . C30 C 0.9263(4) 0.7123(3) 0.2086(2) 0.0680(11) Uani 1 1 d . . . C31 C 1.0176(4) 0.6589(3) 0.1608(3) 0.0828(13) Uani 1 1 d . . . H31A H 1.0778 0.6929 0.1364 0.124 Uiso 1 1 calc R . . H31B H 0.9577 0.6039 0.1198 0.124 Uiso 1 1 calc R . . H31C H 1.0753 0.6458 0.1957 0.124 Uiso 1 1 calc R . . C32 C 1.0225(5) 0.7969(3) 0.2723(3) 0.0868(13) Uani 1 1 d . . . H32A H 1.0825 0.7826 0.3051 0.130 Uiso 1 1 calc R . . H32B H 0.9662 0.8308 0.3051 0.130 Uiso 1 1 calc R . . H32C H 1.0804 0.8316 0.2477 0.130 Uiso 1 1 calc R . . C33 C 0.8379(5) 0.7353(3) 0.1542(3) 0.0864(14) Uani 1 1 d . . . H33A H 0.7710 0.7624 0.1831 0.130 Uiso 1 1 calc R . . H33B H 0.7874 0.6816 0.1085 0.130 Uiso 1 1 calc R . . H33C H 0.8993 0.7763 0.1365 0.130 Uiso 1 1 calc R . . C34 C 0.4248(4) 0.6682(3) 0.3687(2) 0.0677(11) Uani 1 1 d . . . H34 H 0.5050 0.6748 0.3392 0.081 Uiso 1 1 calc R B 1 C35 C 0.2836(5) 0.6562(3) 0.3220(2) 0.0742(11) Uani 0.42(2) 1 d P C 1 H35 H 0.2742 0.6555 0.2708 0.089 Uiso 0.42(2) 1 calc PR C 1 C36 C 0.1694(4) 0.6464(3) 0.3646(3) 0.0766(12) Uani 0.42(2) 1 d P C 1 H36 H 0.0759 0.6385 0.3452 0.092 Uiso 0.42(2) 1 calc PR C 1 C38 C 0.3275(4) 0.7376(3) 0.4869(2) 0.0706(11) Uani 0.42(2) 1 d P C 1 H38A H 0.2853 0.7851 0.4928 0.085 Uiso 0.42(2) 1 calc PR C 1 H38B H 0.3608 0.7442 0.5403 0.085 Uiso 0.42(2) 1 calc PR C 1 C39 C 0.4433(4) 0.7474(3) 0.4466(2) 0.0698(11) Uani 0.42(2) 1 d P C 1 H39A H 0.5285 0.7555 0.4806 0.084 Uiso 0.42(2) 1 calc PR C 1 H39B H 0.4563 0.8008 0.4362 0.084 Uiso 0.42(2) 1 calc PR C 1 C35A C 0.2836(5) 0.6562(3) 0.3220(2) 0.0742(11) Uani 0.58(2) 1 d P C 2 H35A H 0.2917 0.7078 0.3093 0.089 Uiso 0.58(2) 1 calc PR C 2 H35B H 0.2640 0.6038 0.2718 0.089 Uiso 0.58(2) 1 calc PR C 2 C36A C 0.1694(4) 0.6464(3) 0.3646(3) 0.0766(12) Uani 0.58(2) 1 d P C 2 H36A H 0.0981 0.5895 0.3338 0.092 Uiso 0.58(2) 1 calc PR C 2 H36B H 0.1261 0.6936 0.3716 0.092 Uiso 0.58(2) 1 calc PR C 2 C38A C 0.3275(4) 0.7376(3) 0.4869(2) 0.0706(11) Uani 0.58(2) 1 d P C 2 H38C H 0.3202 0.7816 0.5351 0.085 Uiso 0.58(2) 1 calc PR C 2 C39A C 0.4433(4) 0.7474(3) 0.4466(2) 0.0698(11) Uani 0.58(2) 1 d P C 2 H39C H 0.5233 0.7975 0.4658 0.084 Uiso 0.58(2) 1 calc PR C 2 C37 C 0.2165(4) 0.6500(2) 0.4455(2) 0.0681(11) Uani 1 1 d . . . H37 H 0.1379 0.6420 0.4757 0.082 Uiso 1 1 calc R C 1 C40 C 0.1803(4) 0.4690(2) 0.4847(2) 0.0548(9) Uani 1 1 d . . . C41 C 0.8356(4) 0.3629(3) 0.0699(2) 0.0694(11) Uani 1 1 d . . . C42 C 0.6934(4) 0.0419(2) 0.1456(2) 0.0573(9) Uani 1 1 d . . . C43 C 0.5607(4) 0.0330(3) 0.1658(2) 0.0712(11) Uani 1 1 d . . . H43 H 0.4977 0.0532 0.1433 0.085 Uiso 1 1 calc R . . C44 C 0.5178(4) -0.0044(3) 0.2178(2) 0.0740(11) Uani 1 1 d . . . H44 H 0.4250 -0.0114 0.2289 0.089 Uiso 1 1 calc R . . C45 C 0.6085(4) -0.0319(2) 0.2541(2) 0.0622(10) Uani 1 1 d D D . C46 C 0.7425(4) -0.0205(3) 0.2358(2) 0.0718(11) Uani 1 1 d . . . H46 H 0.8072 -0.0376 0.2606 0.086 Uiso 1 1 calc R . . C47 C 0.7853(4) 0.0158(3) 0.1816(2) 0.0699(11) Uani 1 1 d . . . H47 H 0.8775 0.0223 0.1697 0.084 Uiso 1 1 calc R . . C48 C 0.5598(5) -0.0704(3) 0.3137(3) 0.0734(12) Uani 1 1 d D . . C49 C 0.3999(6) -0.0998(5) 0.3079(4) 0.097(2) Uani 0.793(7) 1 d PDU D 1 H49A H 0.3745 -0.1261 0.3455 0.146 Uiso 0.793(7) 1 calc PR D 1 H49B H 0.3583 -0.1431 0.2545 0.146 Uiso 0.793(7) 1 calc PR D 1 H49C H 0.3651 -0.0488 0.3200 0.146 Uiso 0.793(7) 1 calc PR D 1 C50 C 0.6136(8) 0.0039(4) 0.3977(3) 0.085(2) Uani 0.793(7) 1 d PDU D 1 H50A H 0.5943 0.0574 0.3994 0.128 Uiso 0.793(7) 1 calc PR D 1 H50B H 0.7143 0.0156 0.4105 0.128 Uiso 0.793(7) 1 calc PR D 1 H50C H 0.5659 -0.0144 0.4360 0.128 Uiso 0.793(7) 1 calc PR D 1 C51 C 0.6169(8) -0.1449(4) 0.3053(4) 0.083(2) Uani 0.793(7) 1 d PDU D 1 H51A H 0.7181 -0.1223 0.3221 0.124 Uiso 0.793(7) 1 calc PR D 1 H51B H 0.5963 -0.1870 0.2502 0.124 Uiso 0.793(7) 1 calc PR D 1 H51C H 0.5738 -0.1741 0.3381 0.124 Uiso 0.793(7) 1 calc PR D 1 C49A C 0.454(3) -0.1636(12) 0.2599(12) 0.103(6) Uani 0.207(7) 1 d PDU D 2 H49D H 0.3845 -0.1814 0.2905 0.154 Uiso 0.207(7) 1 calc PR D 2 H49E H 0.5052 -0.2070 0.2414 0.154 Uiso 0.207(7) 1 calc PR D 2 H49F H 0.4068 -0.1601 0.2147 0.154 Uiso 0.207(7) 1 calc PR D 2 C50A C 0.512(3) -0.0114(16) 0.3803(13) 0.102(7) Uani 0.207(7) 1 d PDU D 2 H50D H 0.5664 0.0494 0.3934 0.153 Uiso 0.207(7) 1 calc PR D 2 H50E H 0.5240 -0.0257 0.4258 0.153 Uiso 0.207(7) 1 calc PR D 2 H50F H 0.4130 -0.0186 0.3663 0.153 Uiso 0.207(7) 1 calc PR D 2 C51A C 0.684(2) -0.0927(19) 0.3459(16) 0.109(7) Uani 0.207(7) 1 d PDU D 2 H51D H 0.7698 -0.0451 0.3563 0.164 Uiso 0.207(7) 1 calc PR D 2 H51E H 0.6933 -0.1475 0.3069 0.164 Uiso 0.207(7) 1 calc PR D 2 H51F H 0.6655 -0.0997 0.3947 0.164 Uiso 0.207(7) 1 calc PR D 2 C52 C 0.6982(4) -0.1401(2) -0.0069(2) 0.0717(11) Uani 1 1 d . . . H52 H 0.6693 -0.1290 0.0460 0.086 Uiso 1 1 calc R E 1 C53 C 0.5840(4) -0.2097(3) -0.0756(3) 0.0696(11) Uani 0.50(2) 1 d P F 1 H53 H 0.4952 -0.2396 -0.0685 0.084 Uiso 0.50(2) 1 calc PR F 1 C54 C 0.6255(5) -0.2242(3) -0.1496(2) 0.0744(12) Uani 0.50(2) 1 d P F 1 H54 H 0.5679 -0.2656 -0.1976 0.089 Uiso 0.50(2) 1 calc PR F 1 C56 C 0.8689(4) -0.1871(3) -0.0928(3) 0.0757(12) Uani 0.50(2) 1 d P F 1 H56A H 0.8680 -0.2490 -0.1198 0.091 Uiso 0.50(2) 1 calc PR F 1 H56B H 0.9658 -0.1496 -0.0852 0.091 Uiso 0.50(2) 1 calc PR F 1 C57 C 0.8261(5) -0.1733(3) -0.0176(3) 0.0803(12) Uani 0.50(2) 1 d P F 1 H57A H 0.9044 -0.1303 0.0240 0.096 Uiso 0.50(2) 1 calc PR F 1 H57B H 0.8050 -0.2293 -0.0109 0.096 Uiso 0.50(2) 1 calc PR F 1 C53A C 0.5840(4) -0.2097(3) -0.0756(3) 0.0696(11) Uani 0.50(2) 1 d P F 2 H53A H 0.5599 -0.2657 -0.0690 0.084 Uiso 0.50(2) 1 calc PR F 2 H53B H 0.4991 -0.1904 -0.0735 0.084 Uiso 0.50(2) 1 calc PR F 2 C54A C 0.6255(5) -0.2242(3) -0.1496(2) 0.0744(12) Uani 0.50(2) 1 d P F 2 H54A H 0.5585 -0.2126 -0.1817 0.089 Uiso 0.50(2) 1 calc PR F 2 H54B H 0.6218 -0.2866 -0.1765 0.089 Uiso 0.50(2) 1 calc PR F 2 C56A C 0.8689(4) -0.1871(3) -0.0928(3) 0.0757(12) Uani 0.50(2) 1 d P F 2 H56C H 0.9471 -0.2070 -0.1086 0.091 Uiso 0.50(2) 1 calc PR F 2 C57A C 0.8261(5) -0.1733(3) -0.0176(3) 0.0803(12) Uani 0.50(2) 1 d P F 2 H57C H 0.8726 -0.1838 0.0217 0.096 Uiso 0.50(2) 1 calc PR F 2 C55 C 0.7743(4) -0.1661(3) -0.1453(2) 0.0719(11) Uani 1 1 d . . . H55 H 0.8029 -0.1753 -0.1980 0.086 Uiso 1 1 calc R F 1 C58 C 0.8548(4) 0.0223(2) -0.1704(2) 0.0637(10) Uani 1 1 d . . . B1 B 0.3665(5) 0.3693(3) 0.3922(3) 0.0569(11) Uani 1 1 d . . . B2 B 0.7898(6) 0.1663(3) -0.0266(3) 0.0661(12) Uani 1 1 d . . . 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 0.1117(15) 0.0994(13) 0.0992(13) 0.0333(10) 0.0374(11) 0.0526(11) Cl2 0.1053(14) 0.1080(13) 0.0891(11) 0.0360(9) 0.0129(9) 0.0261(10) C59 0.108(4) 0.089(4) 0.096(4) 0.043(3) 0.043(3) 0.045(3) C60 0.113(4) 0.100(4) 0.088(3) 0.052(3) 0.045(3) 0.040(3) Cl1A 0.188(8) 0.176(9) 0.196(10) 0.023(8) -0.011(9) 0.058(7) Cl2A 0.196(9) 0.176(8) 0.206(9) 0.070(7) 0.009(8) -0.020(8) C59A 0.132(6) 0.120(6) 0.112(6) 0.023(5) 0.039(6) 0.033(6) C60A 0.130(6) 0.120(6) 0.115(6) 0.024(5) 0.032(6) 0.028(5) F1 0.0778(15) 0.0677(13) 0.0643(13) 0.0342(11) 0.0300(11) 0.0273(11) F2 0.0532(13) 0.0594(13) 0.0741(14) 0.0191(11) 0.0135(11) 0.0124(11) F3 0.104(2) 0.0852(17) 0.0703(15) 0.0205(13) 0.0005(13) 0.0428(14) F4 0.114(2) 0.0739(15) 0.0804(15) 0.0358(13) 0.0505(14) 0.0341(14) N1 0.0512(19) 0.0558(18) 0.0548(18) 0.0214(15) 0.0182(14) 0.0154(15) N2 0.0539(19) 0.0529(18) 0.0543(18) 0.0228(15) 0.0189(15) 0.0183(15) N3 0.067(2) 0.0527(19) 0.0543(19) 0.0188(16) 0.0198(15) 0.0166(16) N4 0.062(2) 0.0583(19) 0.0537(19) 0.0199(16) 0.0163(15) 0.0193(16) N5 0.076(3) 0.074(2) 0.083(2) 0.035(2) 0.0313(19) 0.028(2) N6 0.065(2) 0.061(2) 0.069(2) 0.0273(17) 0.0209(17) 0.0138(17) N7 0.144(4) 0.075(3) 0.077(3) 0.037(2) 0.048(2) 0.031(2) N8 0.095(3) 0.074(2) 0.071(2) 0.026(2) 0.029(2) 0.032(2) C1 0.052(2) 0.058(2) 0.054(2) 0.0247(19) 0.0182(18) 0.0175(19) C2 0.046(2) 0.060(2) 0.049(2) 0.0193(18) 0.0080(17) 0.0138(18) C3 0.052(2) 0.055(2) 0.048(2) 0.0151(18) 0.0129(17) 0.0128(18) C4 0.054(2) 0.055(2) 0.052(2) 0.0218(18) 0.0135(18) 0.0145(19) C5 0.051(2) 0.056(2) 0.053(2) 0.0201(18) 0.0116(17) 0.0149(19) C6 0.055(2) 0.055(2) 0.052(2) 0.0218(18) 0.0144(18) 0.0118(19) C7 0.052(2) 0.055(2) 0.066(2) 0.0261(19) 0.0167(19) 0.0137(19) C8 0.055(2) 0.058(2) 0.070(2) 0.031(2) 0.0206(19) 0.0168(19) C9 0.051(2) 0.059(2) 0.058(2) 0.0251(19) 0.0170(18) 0.0153(19) C10 0.055(2) 0.057(2) 0.067(3) 0.023(2) 0.0133(19) 0.0147(19) C11 0.050(2) 0.061(2) 0.049(2) 0.0180(19) 0.0133(17) 0.0145(18) C12 0.050(2) 0.055(2) 0.060(2) 0.0191(19) 0.0191(18) 0.0173(18) C13 0.052(2) 0.060(2) 0.056(2) 0.023(2) 0.0176(18) 0.0165(19) C14 0.053(2) 0.060(2) 0.059(2) 0.023(2) 0.0136(18) 0.0160(19) C15 0.062(3) 0.065(3) 0.064(3) 0.025(2) 0.015(2) 0.022(2) C16 0.072(3) 0.060(3) 0.064(3) 0.023(2) 0.015(2) 0.021(2) C17 0.075(3) 0.060(3) 0.057(2) 0.022(2) 0.022(2) 0.023(2) C18 0.061(3) 0.071(3) 0.056(2) 0.023(2) 0.0171(19) 0.023(2) C19 0.055(2) 0.063(2) 0.053(2) 0.0216(19) 0.0174(18) 0.021(2) C20 0.048(2) 0.074(3) 0.059(2) 0.023(2) 0.0113(18) 0.018(2) C21 0.052(2) 0.080(3) 0.058(2) 0.020(2) 0.0143(19) 0.016(2) C22 0.058(2) 0.057(2) 0.056(2) 0.0174(19) 0.0196(19) 0.0134(19) C23 0.058(3) 0.062(3) 0.071(3) 0.031(2) 0.027(2) 0.026(2) C24 0.053(2) 0.054(2) 0.060(2) 0.0272(19) 0.0202(18) 0.0161(19) C25 0.071(3) 0.062(2) 0.058(2) 0.024(2) 0.019(2) 0.009(2) C26 0.075(3) 0.079(3) 0.055(2) 0.028(2) 0.017(2) 0.020(2) C27 0.054(2) 0.060(2) 0.073(3) 0.034(2) 0.025(2) 0.020(2) C28 0.059(2) 0.055(2) 0.069(3) 0.022(2) 0.019(2) 0.0155(19) C29 0.059(3) 0.058(2) 0.058(2) 0.023(2) 0.0207(19) 0.020(2) C30 0.069(3) 0.069(3) 0.080(3) 0.042(2) 0.028(2) 0.023(2) C31 0.071(3) 0.100(3) 0.101(3) 0.055(3) 0.041(3) 0.036(3) C32 0.079(3) 0.079(3) 0.108(4) 0.050(3) 0.027(3) 0.013(3) C33 0.086(3) 0.111(4) 0.098(3) 0.071(3) 0.035(3) 0.041(3) C34 0.060(3) 0.070(3) 0.092(3) 0.048(2) 0.026(2) 0.023(2) C35 0.078(3) 0.080(3) 0.077(3) 0.043(2) 0.020(2) 0.026(2) C36 0.062(3) 0.072(3) 0.100(3) 0.039(2) 0.003(2) 0.021(2) C38 0.076(3) 0.063(3) 0.079(3) 0.030(2) 0.026(2) 0.027(2) C39 0.068(3) 0.060(3) 0.083(3) 0.033(2) 0.018(2) 0.016(2) C35A 0.078(3) 0.080(3) 0.077(3) 0.043(2) 0.020(2) 0.026(2) C36A 0.062(3) 0.072(3) 0.100(3) 0.039(2) 0.003(2) 0.021(2) C38A 0.076(3) 0.063(3) 0.079(3) 0.030(2) 0.026(2) 0.027(2) C39A 0.068(3) 0.060(3) 0.083(3) 0.033(2) 0.018(2) 0.016(2) C37 0.059(3) 0.061(3) 0.093(3) 0.036(2) 0.033(2) 0.023(2) C40 0.050(2) 0.051(2) 0.058(2) 0.0165(19) 0.0128(19) 0.0147(18) C41 0.090(3) 0.061(3) 0.050(2) 0.019(2) 0.027(2) 0.015(2) C42 0.059(3) 0.053(2) 0.060(2) 0.0226(19) 0.0171(19) 0.0153(19) C43 0.053(3) 0.091(3) 0.085(3) 0.050(3) 0.019(2) 0.025(2) C44 0.062(3) 0.085(3) 0.086(3) 0.044(3) 0.024(2) 0.023(2) C45 0.058(3) 0.056(2) 0.073(3) 0.029(2) 0.017(2) 0.013(2) C46 0.066(3) 0.083(3) 0.081(3) 0.047(2) 0.012(2) 0.025(2) C47 0.062(3) 0.076(3) 0.082(3) 0.040(2) 0.024(2) 0.024(2) C48 0.080(3) 0.075(3) 0.082(3) 0.047(3) 0.026(2) 0.023(2) C49 0.074(4) 0.123(6) 0.126(5) 0.087(5) 0.036(4) 0.021(4) C50 0.103(5) 0.090(4) 0.078(4) 0.043(3) 0.032(4) 0.040(4) C51 0.108(5) 0.070(4) 0.086(4) 0.042(4) 0.038(4) 0.034(4) C49A 0.106(12) 0.093(11) 0.123(12) 0.085(9) 0.023(10) -0.016(10) C50A 0.096(13) 0.133(12) 0.100(11) 0.070(10) 0.039(11) 0.034(12) C51A 0.123(13) 0.090(12) 0.099(13) 0.028(11) 0.019(11) 0.023(11) C52 0.087(3) 0.059(3) 0.066(3) 0.023(2) 0.019(2) 0.018(2) C53 0.055(3) 0.071(3) 0.079(3) 0.029(2) 0.009(2) 0.016(2) C54 0.075(3) 0.069(3) 0.068(3) 0.017(2) 0.003(2) 0.021(2) C56 0.065(3) 0.077(3) 0.088(3) 0.031(2) 0.013(2) 0.029(2) C57 0.073(3) 0.077(3) 0.090(3) 0.036(3) 0.002(3) 0.019(2) C53A 0.055(3) 0.071(3) 0.079(3) 0.029(2) 0.009(2) 0.016(2) C54A 0.075(3) 0.069(3) 0.068(3) 0.017(2) 0.003(2) 0.021(2) C56A 0.065(3) 0.077(3) 0.088(3) 0.031(2) 0.013(2) 0.029(2) C57A 0.073(3) 0.077(3) 0.090(3) 0.036(3) 0.002(3) 0.019(2) C55 0.084(3) 0.074(3) 0.058(3) 0.020(2) 0.022(2) 0.032(2) C58 0.065(3) 0.067(3) 0.062(3) 0.025(2) 0.022(2) 0.025(2) B1 0.050(3) 0.063(3) 0.060(3) 0.029(2) 0.019(2) 0.013(2) B2 0.067(3) 0.061(3) 0.073(3) 0.028(3) 0.022(3) 0.020(3) #============================================================================== _computing_data_collection 'RAPID AUTO (Rigaku, ????)' _computing_cell_refinement 'RAPID AUTO' _computing_data_reduction 'RAPID AUTO' _computing_structure_solution 'SIR2004 (Burla, et al., 2005)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== # MOLECULAR GEOMETRY _geom_special_details ; ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 Cl1 C59 1.758(8) yes . . Cl1A C59A 1.74(4) yes . . Cl2 C60 1.743(10) yes . . Cl2A C60A 1.72(7) yes . . F1 B1 1.386(6) yes . . F2 B1 1.388(4) yes . . F3 B2 1.373(7) yes . . F4 B2 1.349(6) yes . . N1 C1 1.367(6) yes . . N1 C4 1.399(5) yes . . N1 B1 1.539(6) yes . . N2 C6 1.403(6) yes . . N2 C9 1.358(5) yes . . N2 B1 1.549(6) yes . . N3 C10 1.367(5) yes . . N3 C13 1.399(6) yes . . N3 B2 1.564(6) yes . . N4 C15 1.409(6) yes . . N4 C18 1.362(5) yes . . N4 B2 1.577(7) yes . . N5 C23 1.159(6) yes . . N6 C40 1.145(6) yes . . N7 C41 1.144(7) yes . . N8 C58 1.130(7) yes . . C1 C2 1.402(6) yes . . C1 C23 1.423(7) yes . . C2 C3 1.394(6) yes . . C2 C19 1.494(6) yes . . C3 C4 1.416(6) yes . . C3 C22 1.510(6) yes . . C4 C5 1.410(6) yes . . C5 C6 1.389(6) yes . . C5 C24 1.481(6) yes . . C6 C7 1.428(6) yes . . C7 C8 1.387(6) yes . . C7 C34 1.493(7) yes . . C8 C9 1.404(7) yes . . C8 C37 1.488(7) yes . . C9 C40 1.427(6) yes . . C10 C11 1.413(6) yes . . C10 C41 1.425(8) yes . . C11 C12 1.393(7) yes . . C11 C22 1.508(5) yes . . C12 C13 1.402(5) yes . . C12 C19 1.510(6) yes . . C13 C14 1.415(6) yes . . C14 C15 1.379(6) yes . . C14 C42 1.466(7) yes . . C15 C16 1.430(6) yes . . C16 C17 1.378(6) yes . . C16 C52 1.512(7) yes . . C17 C18 1.404(7) yes . . C17 C55 1.499(6) yes . . C18 C58 1.416(7) yes . . C19 C20 1.556(5) yes . . C20 C21 1.547(7) yes . . C21 C22 1.566(7) yes . . C24 C25 1.404(6) yes . . C24 C29 1.369(5) yes . . C25 C26 1.375(7) yes . . C26 C27 1.402(5) yes . . C27 C28 1.388(6) yes . . C27 C30 1.543(7) yes . . C28 C29 1.387(6) yes . . C30 C31 1.536(7) yes . . C30 C32 1.527(5) yes . . C30 C33 1.547(8) yes . . C34 C35 1.556(7) yes . . C34 C35A 1.556(7) yes . . C34 C39 1.532(5) yes . . C34 C39A 1.532(5) yes . . C35 C36 1.433(7) yes . . C35A C36A 1.433(7) yes . . C36 C37 1.534(8) yes . . C36A C37 1.534(8) yes . . C37 C38 1.516(5) yes . . C37 C38A 1.516(5) yes . . C38 C39 1.418(7) yes . . C38A C39A 1.418(7) yes . . C42 C43 1.386(6) yes . . C42 C47 1.379(7) yes . . C43 C44 1.382(8) yes . . C44 C45 1.390(8) yes . . C45 C46 1.386(6) yes . . C45 C48 1.534(7) yes . . C46 C47 1.406(7) yes . . C48 C49 1.541(7) yes . . C48 C49A 1.589(18) yes . . C48 C50 1.558(6) yes . . C48 C50A 1.47(3) yes . . C48 C51 1.499(10) yes . . C48 C51A 1.56(4) yes . . C52 C53 1.547(5) yes . . C52 C53A 1.547(5) yes . . C52 C57 1.529(7) yes . . C52 C57A 1.529(7) yes . . C53 C54 1.405(7) yes . . C53A C54A 1.405(7) yes . . C54 C55 1.549(6) yes . . C54A C55 1.549(6) yes . . C55 C56 1.538(8) yes . . C55 C56A 1.538(8) yes . . C56 C57 1.433(8) yes . . C56A C57A 1.433(8) yes . . C59 C60 1.503(15) yes . . C59A C60A 1.51(8) yes . . C19 H19 1.000 no . . C20 H20A 0.990 no . . C20 H20B 0.990 no . . C21 H21A 0.990 no . . C21 H21B 0.990 no . . C22 H22 1.000 no . . C25 H25 0.950 no . . C26 H26 0.950 no . . C28 H28 0.950 no . . C29 H29 0.950 no . . C31 H31A 0.980 no . . C31 H31B 0.980 no . . C31 H31C 0.980 no . . C32 H32A 0.980 no . . C32 H32B 0.980 no . . C32 H32C 0.980 no . . C33 H33A 0.980 no . . C33 H33B 0.980 no . . C33 H33C 0.980 no . . C34 H34 1.000 no . . C35 H35 0.950 no . . C35A H35A 0.990 no . . C35A H35B 0.990 no . . C36 H36 0.950 no . . C36A H36A 0.990 no . . C36A H36B 0.990 no . . C37 H37 1.000 no . . C38 H38A 0.990 no . . C38 H38B 0.990 no . . C38A H38C 0.950 no . . C39 H39A 0.990 no . . C39 H39B 0.990 no . . C39A H39C 0.950 no . . C43 H43 0.950 no . . C44 H44 0.950 no . . C46 H46 0.950 no . . C47 H47 0.950 no . . C49 H49A 0.980 no . . C49 H49B 0.980 no . . C49 H49C 0.980 no . . C49A H49D 0.980 no . . C49A H49E 0.980 no . . C49A H49F 0.980 no . . C50 H50A 0.980 no . . C50 H50B 0.980 no . . C50 H50C 0.980 no . . C50A H50D 0.980 no . . C50A H50E 0.980 no . . C50A H50F 0.980 no . . C51 H51A 0.980 no . . C51 H51B 0.980 no . . C51 H51C 0.980 no . . C51A H51D 0.980 no . . C51A H51E 0.980 no . . C51A H51F 0.980 no . . C52 H52 1.000 no . . C53 H53 0.950 no . . C53A H53A 0.990 no . . C53A H53B 0.990 no . . C54 H54 0.950 no . . C54A H54A 0.990 no . . C54A H54B 0.990 no . . C55 H55 1.000 no . . C56 H56A 0.990 no . . C56 H56B 0.990 no . . C56A H56C 0.950 no . . C57 H57A 0.990 no . . C57 H57B 0.990 no . . C57A H57C 0.950 no . . C59 H59A 0.990 no . . C59 H59B 0.990 no . . C59A H59C 0.990 no . . C59A H59D 0.990 no . . C60 H60A 0.990 no . . C60 H60B 0.990 no . . C60A H60C 0.990 no . . C60A H60D 0.990 no . . loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_2 _geom_angle_site_symmetry_3 C1 N1 C4 107.6(3) yes . . . C1 N1 B1 126.1(4) yes . . . C4 N1 B1 126.3(4) yes . . . C6 N2 C9 107.4(4) yes . . . C6 N2 B1 125.0(4) yes . . . C9 N2 B1 125.5(4) yes . . . C10 N3 C13 107.2(3) yes . . . C10 N3 B2 126.9(4) yes . . . C13 N3 B2 125.8(4) yes . . . C15 N4 C18 107.2(4) yes . . . C15 N4 B2 124.4(4) yes . . . C18 N4 B2 127.5(4) yes . . . N1 C1 C2 109.6(4) yes . . . N1 C1 C23 121.3(4) yes . . . C2 C1 C23 128.8(4) yes . . . C1 C2 C3 107.3(4) yes . . . C1 C2 C19 135.7(4) yes . . . C3 C2 C19 116.9(4) yes . . . C2 C3 C4 107.2(4) yes . . . C2 C3 C22 113.2(4) yes . . . C4 C3 C22 139.6(4) yes . . . N1 C4 C3 108.1(4) yes . . . N1 C4 C5 120.0(4) yes . . . C3 C4 C5 131.9(4) yes . . . C4 C5 C6 120.6(4) yes . . . C4 C5 C24 119.4(4) yes . . . C6 C5 C24 120.1(4) yes . . . N2 C6 C5 120.4(4) yes . . . N2 C6 C7 107.6(4) yes . . . C5 C6 C7 132.0(4) yes . . . C6 C7 C8 107.5(4) yes . . . C6 C7 C34 139.4(4) yes . . . C8 C7 C34 113.1(4) yes . . . C7 C8 C9 106.9(4) yes . . . C7 C8 C37 115.0(4) yes . . . C9 C8 C37 138.0(4) yes . . . N2 C9 C8 110.5(4) yes . . . N2 C9 C40 120.7(4) yes . . . C8 C9 C40 128.7(4) yes . . . N3 C10 C11 109.7(4) yes . . . N3 C10 C41 122.5(4) yes . . . C11 C10 C41 127.8(4) yes . . . C10 C11 C12 106.8(4) yes . . . C10 C11 C22 137.1(4) yes . . . C12 C11 C22 115.9(4) yes . . . C11 C12 C13 107.7(4) yes . . . C11 C12 C19 113.9(3) yes . . . C13 C12 C19 138.2(4) yes . . . N3 C13 C12 108.6(4) yes . . . N3 C13 C14 120.9(4) yes . . . C12 C13 C14 130.5(5) yes . . . C13 C14 C15 119.9(5) yes . . . C13 C14 C42 118.3(4) yes . . . C15 C14 C42 121.8(4) yes . . . N4 C15 C14 121.4(4) yes . . . N4 C15 C16 107.5(4) yes . . . C14 C15 C16 130.9(5) yes . . . C15 C16 C17 107.6(4) yes . . . C15 C16 C52 138.3(4) yes . . . C17 C16 C52 114.2(4) yes . . . C16 C17 C18 107.4(4) yes . . . C16 C17 C55 114.7(5) yes . . . C18 C17 C55 137.9(4) yes . . . N4 C18 C17 110.3(4) yes . . . N4 C18 C58 123.3(4) yes . . . C17 C18 C58 126.4(4) yes . . . C2 C19 C12 104.5(4) yes . . . C2 C19 C20 105.6(3) yes . . . C12 C19 C20 104.8(3) yes . . . C19 C20 C21 111.1(4) yes . . . C20 C21 C22 110.8(3) yes . . . C3 C22 C11 104.8(3) yes . . . C3 C22 C21 106.1(4) yes . . . C11 C22 C21 104.3(4) yes . . . N5 C23 C1 176.1(4) yes . . . C5 C24 C25 120.1(3) yes . . . C5 C24 C29 120.7(4) yes . . . C25 C24 C29 119.1(4) yes . . . C24 C25 C26 119.6(3) yes . . . C25 C26 C27 121.9(4) yes . . . C26 C27 C28 117.1(4) yes . . . C26 C27 C30 119.8(4) yes . . . C28 C27 C30 123.1(3) yes . . . C27 C28 C29 121.4(3) yes . . . C24 C29 C28 120.8(4) yes . . . C27 C30 C31 109.7(4) yes . . . C27 C30 C32 111.6(4) yes . . . C27 C30 C33 108.5(4) yes . . . C31 C30 C32 108.2(4) yes . . . C31 C30 C33 109.6(4) yes . . . C32 C30 C33 109.2(4) yes . . . C7 C34 C35 104.5(3) yes . . . C7 C34 C35A 104.5(3) yes . . . C7 C34 C39 106.5(4) yes . . . C7 C34 C39A 106.5(4) yes . . . C35 C34 C39 105.6(4) yes . . . C35A C34 C39A 105.6(4) yes . . . C34 C35 C36 112.6(5) yes . . . C34 C35A C36A 112.6(5) yes . . . C35 C36 C37 111.8(4) yes . . . C35A C36A C37 111.8(4) yes . . . C8 C37 C36 105.4(4) yes . . . C8 C37 C36A 105.4(4) yes . . . C8 C37 C38 106.7(4) yes . . . C8 C37 C38A 106.7(4) yes . . . C36 C37 C38 105.2(4) yes . . . C36A C37 C38A 105.2(4) yes . . . C37 C38 C39 113.3(4) yes . . . C37 C38A C39A 113.3(4) yes . . . C34 C39 C38 112.3(3) yes . . . C34 C39A C38A 112.3(3) yes . . . N6 C40 C9 177.9(5) yes . . . N7 C41 C10 177.5(5) yes . . . C14 C42 C43 119.7(5) yes . . . C14 C42 C47 122.1(4) yes . . . C43 C42 C47 118.2(5) yes . . . C42 C43 C44 121.7(5) yes . . . C43 C44 C45 120.9(5) yes . . . C44 C45 C46 117.4(5) yes . . . C44 C45 C48 119.9(4) yes . . . C46 C45 C48 122.7(5) yes . . . C45 C46 C47 121.7(5) yes . . . C42 C47 C46 120.1(4) yes . . . C45 C48 C49 112.9(5) yes . . . C45 C48 C49A 103.0(10) yes . . . C45 C48 C50 107.9(4) yes . . . C45 C48 C50A 114.0(13) yes . . . C45 C48 C51 110.7(5) yes . . . C45 C48 C51A 108.4(12) yes . . . C49 C48 C50 105.1(5) yes . . . C49 C48 C51 110.3(5) yes . . . C49A C48 C50A 118.3(14) yes . . . C49A C48 C51A 103.9(15) yes . . . C50 C48 C51 109.6(5) yes . . . C50A C48 C51A 108.5(16) yes . . . C16 C52 C53 105.7(4) yes . . . C16 C52 C53A 105.7(4) yes . . . C16 C52 C57 104.8(4) yes . . . C16 C52 C57A 104.8(4) yes . . . C53 C52 C57 105.1(4) yes . . . C53A C52 C57A 105.1(4) yes . . . C52 C53 C54 112.9(4) yes . . . C52 C53A C54A 112.9(4) yes . . . C53 C54 C55 113.5(3) yes . . . C53A C54A C55 113.5(3) yes . . . C17 C55 C54 105.5(4) yes . . . C17 C55 C54A 105.5(4) yes . . . C17 C55 C56 105.1(3) yes . . . C17 C55 C56A 105.1(3) yes . . . C54 C55 C56 104.7(4) yes . . . C54A C55 C56A 104.7(4) yes . . . C55 C56 C57 112.6(4) yes . . . C55 C56A C57A 112.6(4) yes . . . C52 C57 C56 113.1(5) yes . . . C52 C57A C56A 113.1(5) yes . . . N8 C58 C18 173.0(5) yes . . . Cl1 C59 C60 110.1(7) yes . . . Cl1A C59A C60A 113(3) yes . . . Cl2 C60 C59 114.0(5) yes . . . Cl2A C60A C59A 114(4) yes . . . F1 B1 F2 109.7(4) yes . . . F1 B1 N1 110.2(4) yes . . . F1 B1 N2 110.5(3) yes . . . F2 B1 N1 110.5(3) yes . . . F2 B1 N2 110.3(4) yes . . . N1 B1 N2 105.7(4) yes . . . F3 B2 F4 111.5(5) yes . . . F3 B2 N3 109.6(4) yes . . . F3 B2 N4 110.4(3) yes . . . F4 B2 N3 110.2(3) yes . . . F4 B2 N4 110.5(5) yes . . . N3 B2 N4 104.5(4) yes . . . C2 C19 H19 113.675 no . . . C12 C19 H19 113.667 no . . . C20 C19 H19 113.669 no . . . C19 C20 H20A 109.403 no . . . C19 C20 H20B 109.408 no . . . C21 C20 H20A 109.406 no . . . C21 C20 H20B 109.412 no . . . H20A C20 H20B 108.010 no . . . C20 C21 H21A 109.493 no . . . C20 C21 H21B 109.494 no . . . C22 C21 H21A 109.485 no . . . C22 C21 H21B 109.493 no . . . H21A C21 H21B 108.058 no . . . C3 C22 H22 113.599 no . . . C11 C22 H22 113.604 no . . . C21 C22 H22 113.603 no . . . C24 C25 H25 120.199 no . . . C26 C25 H25 120.181 no . . . C25 C26 H26 119.028 no . . . C27 C26 H26 119.038 no . . . C27 C28 H28 119.287 no . . . C29 C28 H28 119.291 no . . . C24 C29 H29 119.594 no . . . C28 C29 H29 119.610 no . . . C30 C31 H31A 109.474 no . . . C30 C31 H31B 109.471 no . . . C30 C31 H31C 109.470 no . . . H31A C31 H31B 109.475 no . . . H31A C31 H31C 109.464 no . . . H31B C31 H31C 109.473 no . . . C30 C32 H32A 109.469 no . . . C30 C32 H32B 109.475 no . . . C30 C32 H32C 109.471 no . . . H32A C32 H32B 109.473 no . . . H32A C32 H32C 109.467 no . . . H32B C32 H32C 109.471 no . . . C30 C33 H33A 109.465 no . . . C30 C33 H33B 109.470 no . . . C30 C33 H33C 109.477 no . . . H33A C33 H33B 109.468 no . . . H33A C33 H33C 109.478 no . . . H33B C33 H33C 109.468 no . . . C7 C34 H34 113.147 no . . . C35 C34 H34 113.162 no . . . C35A C34 H34 113.162 no . . . C39 C34 H34 113.162 no . . . C39A C34 H34 113.162 no . . . C34 C35 H35 123.682 no . . . C36 C35 H35 123.679 no . . . C34 C35A H35A 109.064 no . . . C34 C35A H35B 109.072 no . . . C36A C35A H35A 109.059 no . . . C36A C35A H35B 109.072 no . . . H35A C35A H35B 107.819 no . . . C35 C36 H36 124.112 no . . . C37 C36 H36 124.098 no . . . C35A C36A H36A 109.261 no . . . C35A C36A H36B 109.263 no . . . C37 C36A H36A 109.248 no . . . C37 C36A H36B 109.259 no . . . H36A C36A H36B 107.938 no . . . C8 C37 H37 112.948 no . . . C36 C37 H37 112.938 no . . . C36A C37 H37 112.938 no . . . C38 C37 H37 112.938 no . . . C38A C37 H37 112.938 no . . . C37 C38 H38A 108.911 no . . . C37 C38 H38B 108.907 no . . . C39 C38 H38A 108.912 no . . . C39 C38 H38B 108.900 no . . . H38A C38 H38B 107.734 no . . . C37 C38A H38C 123.336 no . . . C39A C38A H38C 123.334 no . . . C34 C39 H39A 109.135 no . . . C34 C39 H39B 109.130 no . . . C38 C39 H39A 109.137 no . . . C38 C39 H39B 109.126 no . . . H39A C39 H39B 107.863 no . . . C34 C39A H39C 123.825 no . . . C38A C39A H39C 123.828 no . . . C42 C43 H43 119.126 no . . . C44 C43 H43 119.140 no . . . C43 C44 H44 119.549 no . . . C45 C44 H44 119.577 no . . . C45 C46 H46 119.172 no . . . C47 C46 H46 119.162 no . . . C42 C47 H47 119.966 no . . . C46 C47 H47 119.957 no . . . C48 C49 H49A 109.467 no . . . C48 C49 H49B 109.475 no . . . C48 C49 H49C 109.470 no . . . H49A C49 H49B 109.466 no . . . H49A C49 H49C 109.472 no . . . H49B C49 H49C 109.478 no . . . C48 C49A H49D 109.474 no . . . C48 C49A H49E 109.474 no . . . C48 C49A H49F 109.466 no . . . H49D C49A H49E 109.469 no . . . H49D C49A H49F 109.472 no . . . H49E C49A H49F 109.473 no . . . C48 C50 H50A 109.475 no . . . C48 C50 H50B 109.472 no . . . C48 C50 H50C 109.471 no . . . H50A C50 H50B 109.474 no . . . H50A C50 H50C 109.473 no . . . H50B C50 H50C 109.464 no . . . C48 C50A H50D 109.475 no . . . C48 C50A H50E 109.469 no . . . C48 C50A H50F 109.474 no . . . H50D C50A H50E 109.468 no . . . H50D C50A H50F 109.477 no . . . H50E C50A H50F 109.464 no . . . C48 C51 H51A 109.462 no . . . C48 C51 H51B 109.472 no . . . C48 C51 H51C 109.471 no . . . H51A C51 H51B 109.468 no . . . H51A C51 H51C 109.478 no . . . H51B C51 H51C 109.476 no . . . C48 C51A H51D 109.476 no . . . C48 C51A H51E 109.468 no . . . C48 C51A H51F 109.480 no . . . H51D C51A H51E 109.465 no . . . H51D C51A H51F 109.476 no . . . H51E C51A H51F 109.463 no . . . C16 C52 H52 113.463 no . . . C53 C52 H52 113.463 no . . . C53A C52 H52 113.463 no . . . C57 C52 H52 113.467 no . . . C57A C52 H52 113.467 no . . . C52 C53 H53 123.563 no . . . C54 C53 H53 123.564 no . . . C52 C53A H53A 109.012 no . . . C52 C53A H53B 109.010 no . . . C54A C53A H53A 109.022 no . . . C54A C53A H53B 109.002 no . . . H53A C53A H53B 107.797 no . . . C53 C54 H54 123.252 no . . . C55 C54 H54 123.242 no . . . C53A C54A H54A 108.876 no . . . C53A C54A H54B 108.864 no . . . C55 C54A H54A 108.871 no . . . C55 C54A H54B 108.858 no . . . H54A C54A H54B 107.709 no . . . C17 C55 H55 113.538 no . . . C54 C55 H55 113.538 no . . . C54A C55 H55 113.538 no . . . C56 C55 H55 113.540 no . . . C56A C55 H55 113.540 no . . . C55 C56 H56A 109.078 no . . . C55 C56 H56B 109.076 no . . . C57 C56 H56A 109.077 no . . . C57 C56 H56B 109.074 no . . . H56A C56 H56B 107.832 no . . . C55 C56A H56C 123.694 no . . . C57A C56A H56C 123.716 no . . . C52 C57 H57A 108.958 no . . . C52 C57 H57B 108.959 no . . . C56 C57 H57A 108.955 no . . . C56 C57 H57B 108.954 no . . . H57A C57 H57B 107.763 no . . . C52 C57A H57C 123.442 no . . . C56A C57A H57C 123.442 no . . . Cl1 C59 H59A 109.653 no . . . Cl1 C59 H59B 109.652 no . . . C60 C59 H59A 109.645 no . . . C60 C59 H59B 109.650 no . . . H59A C59 H59B 108.161 no . . . Cl1A C59A H59C 108.867 no . . . Cl1A C59A H59D 108.869 no . . . C60A C59A H59C 108.875 no . . . C60A C59A H59D 108.871 no . . . H59C C59A H59D 107.709 no . . . Cl2 C60 H60A 108.765 no . . . Cl2 C60 H60B 108.758 no . . . C59 C60 H60A 108.755 no . . . C59 C60 H60B 108.765 no . . . H60A C60 H60B 107.658 no . . . Cl2A C60A H60C 108.689 no . . . Cl2A C60A H60D 108.681 no . . . C59A C60A H60C 108.683 no . . . C59A C60A H60D 108.686 no . . . H60C C60A H60D 107.607 no . . . 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_publ_flag _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 C1 N1 C4 C3 -1.0(4) no . . . . C1 N1 C4 C5 178.5(3) no . . . . C4 N1 C1 C2 1.7(4) no . . . . C4 N1 C1 C23 -172.3(3) no . . . . C1 N1 B1 F1 52.4(4) no . . . . C1 N1 B1 F2 -68.9(6) no . . . . C1 N1 B1 N2 171.8(3) no . . . . B1 N1 C1 C2 -179.5(3) no . . . . B1 N1 C1 C23 6.6(5) no . . . . C4 N1 B1 F1 -128.9(4) no . . . . C4 N1 B1 F2 109.8(4) no . . . . C4 N1 B1 N2 -9.6(5) no . . . . B1 N1 C4 C3 -179.9(3) no . . . . B1 N1 C4 C5 -0.3(5) no . . . . C6 N2 C9 C8 0.9(4) no . . . . C6 N2 C9 C40 -176.7(3) no . . . . C9 N2 C6 C5 -179.6(3) no . . . . C9 N2 C6 C7 -1.3(3) no . . . . C6 N2 B1 F1 136.5(4) no . . . . C6 N2 B1 F2 -102.1(4) no . . . . C6 N2 B1 N1 17.3(5) no . . . . B1 N2 C6 C5 -15.3(5) no . . . . B1 N2 C6 C7 162.9(3) no . . . . C9 N2 B1 F1 -62.1(5) no . . . . C9 N2 B1 F2 59.3(5) no . . . . C9 N2 B1 N1 178.8(3) no . . . . B1 N2 C9 C8 -163.2(3) no . . . . B1 N2 C9 C40 19.1(5) no . . . . C10 N3 C13 C12 -0.7(4) no . . . . C10 N3 C13 C14 179.9(3) no . . . . C13 N3 C10 C11 0.1(4) no . . . . C13 N3 C10 C41 -177.0(3) no . . . . C10 N3 B2 F3 -73.7(5) no . . . . C10 N3 B2 F4 49.3(7) no . . . . C10 N3 B2 N4 168.0(4) no . . . . B2 N3 C10 C11 179.4(4) no . . . . B2 N3 C10 C41 2.2(6) no . . . . C13 N3 B2 F3 105.4(5) no . . . . C13 N3 B2 F4 -131.5(4) no . . . . C13 N3 B2 N4 -12.8(6) no . . . . B2 N3 C13 C12 180.0(4) no . . . . B2 N3 C13 C14 0.7(6) no . . . . C15 N4 C18 C17 0.6(4) no . . . . C15 N4 C18 C58 -177.4(3) no . . . . C18 N4 C15 C14 174.4(4) no . . . . C18 N4 C15 C16 -1.3(4) no . . . . C15 N4 B2 F3 -97.5(5) no . . . . C15 N4 B2 F4 138.7(4) no . . . . C15 N4 B2 N3 20.2(5) no . . . . B2 N4 C15 C14 -15.8(6) no . . . . B2 N4 C15 C16 168.5(3) no . . . . C18 N4 B2 F3 70.2(6) no . . . . C18 N4 B2 F4 -53.6(5) no . . . . C18 N4 B2 N3 -172.1(3) no . . . . B2 N4 C18 C17 -168.8(4) no . . . . B2 N4 C18 C58 13.2(6) no . . . . N1 C1 C2 C3 -1.6(4) no . . . . N1 C1 C2 C19 179.5(3) no . . . . C23 C1 C2 C3 171.7(4) no . . . . C23 C1 C2 C19 -7.2(7) no . . . . C1 C2 C3 C4 1.0(4) no . . . . C1 C2 C3 C22 -179.2(3) no . . . . C1 C2 C19 C12 125.6(4) no . . . . C1 C2 C19 C20 -124.2(4) no . . . . C3 C2 C19 C12 -53.2(4) no . . . . C3 C2 C19 C20 57.0(4) no . . . . C19 C2 C3 C4 -179.9(3) no . . . . C19 C2 C3 C22 -0.1(4) no . . . . C2 C3 C4 N1 0.0(4) no . . . . C2 C3 C4 C5 -179.5(3) no . . . . C2 C3 C22 C11 52.8(4) no . . . . C2 C3 C22 C21 -57.2(3) no . . . . C4 C3 C22 C11 -127.5(4) no . . . . C4 C3 C22 C21 122.5(5) no . . . . C22 C3 C4 N1 -179.7(4) no . . . . C22 C3 C4 C5 0.8(7) no . . . . N1 C4 C5 C6 4.9(5) no . . . . N1 C4 C5 C24 -175.3(3) no . . . . C3 C4 C5 C6 -175.6(3) no . . . . C3 C4 C5 C24 4.1(6) no . . . . C4 C5 C6 N2 2.6(5) no . . . . C4 C5 C6 C7 -175.1(3) no . . . . C4 C5 C24 C25 65.7(5) no . . . . C4 C5 C24 C29 -112.5(4) no . . . . C6 C5 C24 C25 -114.6(4) no . . . . C6 C5 C24 C29 67.2(5) no . . . . C24 C5 C6 N2 -177.1(3) no . . . . C24 C5 C6 C7 5.1(6) no . . . . N2 C6 C7 C8 1.3(4) no . . . . N2 C6 C7 C34 -178.3(4) no . . . . C5 C6 C7 C8 179.2(3) no . . . . C5 C6 C7 C34 -0.4(7) no . . . . C6 C7 C8 C9 -0.7(4) no . . . . C6 C7 C8 C37 -178.4(3) no . . . . C6 C7 C34 C35 122.3(5) no . . . . C6 C7 C34 C35A 122.3(5) no . . . . C6 C7 C34 C39 -126.2(5) no . . . . C6 C7 C34 C39A -126.2(5) no . . . . C8 C7 C34 C35 -57.2(4) no . . . . C8 C7 C34 C35A -57.2(4) no . . . . C8 C7 C34 C39 54.3(4) no . . . . C8 C7 C34 C39A 54.3(4) no . . . . C34 C7 C8 C9 179.0(3) no . . . . C34 C7 C8 C37 1.3(4) no . . . . C7 C8 C9 N2 -0.1(4) no . . . . C7 C8 C9 C40 177.3(3) no . . . . C7 C8 C37 C36 56.3(4) no . . . . C7 C8 C37 C36A 56.3(4) no . . . . C7 C8 C37 C38 -55.2(5) no . . . . C7 C8 C37 C38A -55.2(5) no . . . . C9 C8 C37 C36 -120.4(5) no . . . . C9 C8 C37 C36A -120.4(5) no . . . . C9 C8 C37 C38 128.1(4) no . . . . C9 C8 C37 C38A 128.1(4) no . . . . C37 C8 C9 N2 176.7(4) no . . . . C37 C8 C9 C40 -5.8(7) no . . . . N3 C10 C11 C12 0.6(4) no . . . . N3 C10 C11 C22 175.0(4) no . . . . C41 C10 C11 C12 177.5(4) no . . . . C41 C10 C11 C22 -8.0(7) no . . . . C10 C11 C12 C13 -1.0(4) no . . . . C10 C11 C12 C19 175.5(3) no . . . . C10 C11 C22 C3 132.7(5) no . . . . C10 C11 C22 C21 -116.0(5) no . . . . C12 C11 C22 C3 -53.2(5) no . . . . C12 C11 C22 C21 58.1(4) no . . . . C22 C11 C12 C13 -176.8(3) no . . . . C22 C11 C12 C19 -0.3(5) no . . . . C11 C12 C13 N3 1.1(4) no . . . . C11 C12 C13 C14 -179.7(4) no . . . . C11 C12 C19 C2 52.7(4) no . . . . C11 C12 C19 C20 -58.2(4) no . . . . C13 C12 C19 C2 -132.3(5) no . . . . C13 C12 C19 C20 116.8(5) no . . . . C19 C12 C13 N3 -174.1(4) no . . . . C19 C12 C13 C14 5.1(8) no . . . . N3 C13 C14 C15 7.3(6) no . . . . N3 C13 C14 C42 -174.3(3) no . . . . C12 C13 C14 C15 -171.9(4) no . . . . C12 C13 C14 C42 6.6(6) no . . . . C13 C14 C15 N4 0.1(6) no . . . . C13 C14 C15 C16 174.7(4) no . . . . C13 C14 C42 C43 74.3(4) no . . . . C13 C14 C42 C47 -103.2(4) no . . . . C15 C14 C42 C43 -107.3(4) no . . . . C15 C14 C42 C47 75.3(5) no . . . . C42 C14 C15 N4 -178.3(4) no . . . . C42 C14 C15 C16 -3.8(7) no . . . . N4 C15 C16 C17 1.5(4) no . . . . N4 C15 C16 C52 -179.8(4) no . . . . C14 C15 C16 C17 -173.6(4) no . . . . C14 C15 C16 C52 5.1(8) no . . . . C15 C16 C17 C18 -1.1(5) no . . . . C15 C16 C17 C55 177.9(3) no . . . . C15 C16 C52 C53 127.1(5) no . . . . C15 C16 C52 C53A 127.1(5) no . . . . C15 C16 C52 C57 -122.2(5) no . . . . C15 C16 C52 C57A -122.2(5) no . . . . C17 C16 C52 C53 -54.2(5) no . . . . C17 C16 C52 C53A -54.2(5) no . . . . C17 C16 C52 C57 56.5(4) no . . . . C17 C16 C52 C57A 56.5(4) no . . . . C52 C16 C17 C18 179.8(3) no . . . . C52 C16 C17 C55 -1.2(5) no . . . . C16 C17 C18 N4 0.3(5) no . . . . C16 C17 C18 C58 178.2(4) no . . . . C16 C17 C55 C54 55.4(5) no . . . . C16 C17 C55 C54A 55.4(5) no . . . . C16 C17 C55 C56 -55.0(5) no . . . . C16 C17 C55 C56A -55.0(5) no . . . . C18 C17 C55 C54 -126.1(5) no . . . . C18 C17 C55 C54A -126.1(5) no . . . . C18 C17 C55 C56 123.6(5) no . . . . C18 C17 C55 C56A 123.6(5) no . . . . C55 C17 C18 N4 -178.3(5) no . . . . C55 C17 C18 C58 -0.4(8) no . . . . C2 C19 C20 C21 -53.7(4) no . . . . C12 C19 C20 C21 56.3(4) no . . . . C19 C20 C21 C22 -0.5(4) no . . . . C20 C21 C22 C3 55.5(4) no . . . . C20 C21 C22 C11 -54.8(4) no . . . . C5 C24 C25 C26 -178.8(4) no . . . . C5 C24 C29 C28 177.5(4) no . . . . C25 C24 C29 C28 -0.7(7) no . . . . C29 C24 C25 C26 -0.6(7) no . . . . C24 C25 C26 C27 1.9(7) no . . . . C25 C26 C27 C28 -1.9(7) no . . . . C25 C26 C27 C30 176.4(4) no . . . . C26 C27 C28 C29 0.7(7) no . . . . C26 C27 C30 C31 -57.8(6) no . . . . C26 C27 C30 C32 -177.6(4) no . . . . C26 C27 C30 C33 62.0(5) no . . . . C28 C27 C30 C31 120.5(5) no . . . . C28 C27 C30 C32 0.7(7) no . . . . C28 C27 C30 C33 -119.8(5) no . . . . C30 C27 C28 C29 -177.7(4) no . . . . C27 C28 C29 C24 0.6(7) no . . . . C7 C34 C35 C36 56.1(4) no . . . . C7 C34 C35A C36A 56.1(4) no . . . . C7 C34 C39 C38 -56.1(5) no . . . . C7 C34 C39A C38A -56.1(5) no . . . . C35 C34 C39 C38 54.6(5) no . . . . C39 C34 C35 C36 -56.0(5) no . . . . C35 C34 C39A C38A 54.6(5) no . . . . C39A C34 C35 C36 -56.0(5) no . . . . C35A C34 C39 C38 54.6(5) no . . . . C39 C34 C35A C36A -56.0(5) no . . . . C35A C34 C39A C38A 54.6(5) no . . . . C39A C34 C35A C36A -56.0(5) no . . . . C34 C35 C36 C37 -0.2(5) no . . . . C34 C35A C36A C37 -0.2(5) no . . . . C35 C36 C37 C8 -55.1(4) no . . . . C35 C36 C37 C38 57.5(5) no . . . . C35 C36 C37 C38A 57.5(5) no . . . . C35A C36A C37 C8 -55.1(4) no . . . . C35A C36A C37 C38 57.5(5) no . . . . C35A C36A C37 C38A 57.5(5) no . . . . C8 C37 C38 C39 51.9(6) no . . . . C8 C37 C38A C39A 51.9(6) no . . . . C36 C37 C38 C39 -59.8(5) no . . . . C36 C37 C38A C39A -59.8(5) no . . . . C36A C37 C38 C39 -59.8(5) no . . . . C36A C37 C38A C39A -59.8(5) no . . . . C37 C38 C39 C34 2.6(6) no . . . . C37 C38A C39A C34 2.6(6) no . . . . C14 C42 C43 C44 179.6(3) no . . . . C14 C42 C47 C46 178.9(3) no . . . . C43 C42 C47 C46 1.3(5) no . . . . C47 C42 C43 C44 -2.8(5) no . . . . C42 C43 C44 C45 2.3(5) no . . . . C43 C44 C45 C46 -0.2(5) no . . . . C43 C44 C45 C48 178.0(3) no . . . . C44 C45 C46 C47 -1.3(5) no . . . . C44 C45 C48 C49 17.6(5) no . . . . C44 C45 C48 C49A 71.9(4) no . . . . C44 C45 C48 C50 -98.1(4) no . . . . C44 C45 C48 C50A -57.6(4) no . . . . C44 C45 C48 C51 141.9(3) no . . . . C44 C45 C48 C51A -178.5(3) no . . . . C46 C45 C48 C49 -164.4(3) no . . . . C46 C45 C48 C49A -110.1(4) no . . . . C46 C45 C48 C50 79.9(5) no . . . . C46 C45 C48 C50A 120.4(4) no . . . . C46 C45 C48 C51 -40.1(4) no . . . . C46 C45 C48 C51A -0.5(5) no . . . . C48 C45 C46 C47 -179.3(3) no . . . . C45 C46 C47 C42 0.7(5) no . . . . C16 C52 C53 C54 54.5(5) no . . . . C16 C52 C53A C54A 54.5(5) no . . . . C16 C52 C57 C56 -54.3(4) no . . . . C16 C52 C57A C56A -54.3(4) no . . . . C53 C52 C57 C56 56.9(5) no . . . . C57 C52 C53 C54 -56.0(5) no . . . . C53 C52 C57A C56A 56.9(5) no . . . . C57A C52 C53 C54 -56.0(5) no . . . . C53A C52 C57 C56 56.9(5) no . . . . C57 C52 C53A C54A -56.0(5) no . . . . C53A C52 C57A C56A 56.9(5) no . . . . C57A C52 C53A C54A -56.0(5) no . . . . C52 C53 C54 C55 -1.0(6) no . . . . C52 C53A C54A C55 -1.0(6) no . . . . C53 C54 C55 C17 -53.6(6) no . . . . C53 C54 C55 C56 57.1(5) no . . . . C53 C54 C55 C56A 57.1(5) no . . . . C53A C54A C55 C17 -53.6(6) no . . . . C53A C54A C55 C56 57.1(5) no . . . . C53A C54A C55 C56A 57.1(5) no . . . . C17 C55 C56 C57 55.2(4) no . . . . C17 C55 C56A C57A 55.2(4) no . . . . C54 C55 C56 C57 -55.8(4) no . . . . C54 C55 C56A C57A -55.8(4) no . . . . C54A C55 C56 C57 -55.8(4) no . . . . C54A C55 C56A C57A -55.8(4) no . . . . C55 C56 C57 C52 -0.7(5) no . . . . C55 C56A C57A C52 -0.7(5) no . . . . Cl1 C59 C60 Cl2 -65.7(7) no . . . . Cl1A C59A C60A Cl2A -53(5) no . . . . loop_ _geom_contact_atom_site_label_1 _geom_contact_atom_site_label_2 _geom_contact_distance _geom_contact_publ_flag _geom_contact_site_symmetry_1 _geom_contact_site_symmetry_2 Cl1 Cl2 3.319(4) no . . Cl1A Cl2A 3.23(3) no . . F1 N5 3.552(5) no . . F1 N6 3.420(5) no . . F1 C1 3.022(5) no . . F1 C4 3.591(5) no . . F1 C9 3.087(6) no . . F1 C23 3.034(5) no . . F1 C40 2.996(5) no . . F2 C1 3.144(5) no . . F2 C4 3.476(4) no . . F2 C6 3.418(4) no . . F2 C9 3.066(4) no . . F2 C23 3.190(6) no . . F2 C40 3.244(4) no . . F3 C10 3.189(4) no . . F3 C13 3.439(5) no . . F3 C15 3.395(6) no . . F3 C18 3.193(6) no . . F3 C41 3.344(4) no . . F3 C58 3.465(5) no . . F4 N7 3.509(5) no . . F4 N8 3.552(4) no . . F4 C10 3.020(5) no . . F4 C13 3.592(5) no . . F4 C18 3.070(5) no . . F4 C41 3.017(5) no . . F4 C58 3.034(4) no . . N1 N5 3.503(6) no . . N1 C6 2.817(6) no . . N2 N6 3.482(5) no . . N2 C4 2.816(5) no . . N3 N7 3.514(6) no . . N3 C15 2.825(6) no . . N4 N8 3.521(5) no . . N4 C13 2.819(5) no . . N5 C44 3.322(6) no . . N5 C50A 3.38(4) no . . N7 C11 3.595(7) no . . N8 C17 3.515(7) no . . C1 C5 3.564(7) no . . C2 C11 2.734(6) no . . C2 C21 2.833(5) no . . C3 C12 2.787(5) no . . C3 C20 2.870(6) no . . C3 C24 3.092(7) no . . C3 C25 3.400(7) no . . C4 C23 3.587(7) no . . C4 C25 3.168(7) no . . C4 C29 3.501(6) no . . C5 C9 3.540(6) no . . C5 C22 3.508(6) no . . C5 C34 3.491(7) no . . C5 B1 3.013(7) no . . C6 C25 3.527(6) no . . C6 C29 3.164(6) no . . C6 C40 3.587(6) no . . C7 C24 3.096(6) no . . C7 C29 3.431(6) no . . C7 C36 2.804(7) no . . C7 C36A 2.804(7) no . . C7 C38 2.811(6) no . . C7 C38A 2.811(6) no . . C8 C35 2.776(8) no . . C8 C35A 2.776(8) no . . C8 C39 2.777(6) no . . C8 C39A 2.777(6) no . . C10 C14 3.571(7) no . . C11 C20 2.825(7) no . . C12 C21 2.852(5) no . . C12 C42 3.033(6) no . . C12 C43 3.462(6) no . . C13 C41 3.595(7) no . . C13 C43 3.188(7) no . . C13 C47 3.438(7) no . . C14 C18 3.539(6) no . . C14 C19 3.450(5) no . . C14 C52 3.463(6) no . . C14 B2 3.040(8) no . . C15 C43 3.457(7) no . . C15 C47 3.256(7) no . . C15 C58 3.595(7) no . . C16 C42 3.093(6) no . . C16 C47 3.520(6) no . . C16 C54 2.806(5) no . . C16 C54A 2.806(5) no . . C16 C56 2.787(7) no . . C16 C56A 2.787(7) no . . C17 C53 2.800(6) no . . C17 C53A 2.800(6) no . . C17 C57 2.794(8) no . . C17 C57A 2.794(8) no . . C19 C22 2.664(7) no . . C19 C23 3.367(6) no . . C19 C42 3.267(5) no . . C19 C43 3.437(5) no . . C22 C24 3.374(7) no . . C22 C25 3.325(7) no . . C22 C41 3.397(6) no . . C23 B1 3.016(8) no . . C24 C27 2.811(7) no . . C24 C34 3.375(6) no . . C25 C28 2.762(5) no . . C26 C29 2.750(6) no . . C26 C31 3.049(6) no . . C26 C33 3.068(8) no . . C28 C32 2.875(7) no . . C29 C34 3.371(6) no . . C34 C37 2.601(7) no . . C35 C38 2.809(6) no . . C35A C38A 2.809(6) no . . C36 C39 2.845(6) no . . C36A C39A 2.845(6) no . . C37 C40 3.406(7) no . . C40 B1 3.016(7) no . . C41 B2 3.072(7) no . . C42 C45 2.824(7) no . . C42 C52 3.350(5) no . . C43 C46 2.738(8) no . . C44 C47 2.764(7) no . . C44 C49 2.862(11) no . . C44 C49A 3.06(3) no . . C44 C50 3.388(9) no . . C44 C50A 3.08(3) no . . C46 C49A 3.46(3) no . . C46 C50 3.252(9) no . . C46 C51 2.955(10) no . . C46 C51A 2.79(4) no . . C47 C52 3.415(5) no . . C52 C55 2.624(7) no . . C53 C56 2.835(6) no . . C53A C56A 2.835(6) no . . C54 C57 2.815(7) no . . C54A C57A 2.815(7) no . . C55 C58 3.359(7) no . . C58 B2 3.112(7) no . . Cl1A C46 3.402(16) no . . F1 N2 3.419(3) no . 2_666 F1 C5 3.565(4) no . 2_666 F1 C6 3.101(4) no . 2_666 F1 C7 3.242(5) no . 2_666 F1 C8 3.588(5) no . 2_666 F1 C29 3.594(5) no . 2_666 F2 C20 3.341(5) no . 1_455 F2 C55 3.509(4) no . 2_655 F3 C43 3.331(4) no . 2_655 F3 C44 3.153(4) no . 2_655 F4 C33 3.494(6) no . 2_765 F4 C56 3.557(6) no . 2_755 F4 C56A 3.557(6) no . 2_755 F4 C57 3.183(6) no . 2_755 F4 C57A 3.183(6) no . 2_755 N1 C54 3.575(5) no . 2_655 N1 C54A 3.575(5) no . 2_655 N2 F1 3.419(3) no . 2_666 N5 N8 3.563(4) no . 2_655 N5 C38 3.545(5) no . 2_666 N5 C38A 3.545(5) no . 2_666 N5 C39 3.590(6) no . 2_666 N5 C39A 3.590(6) no . 2_666 N6 N6 3.448(6) no . 2_566 N6 C21 3.442(5) no . 2_666 N6 C29 3.562(7) no . 2_666 N6 C37 3.410(6) no . 2_566 N6 C40 3.575(6) no . 2_566 N8 N5 3.563(4) no . 2_655 N8 C32 3.400(7) no . 2_765 N8 C47 3.591(7) no . 2_755 C1 C54 3.472(6) no . 2_655 C1 C54A 3.472(6) no . 2_655 C5 F1 3.565(4) no . 2_666 C6 F1 3.101(4) no . 2_666 C7 F1 3.242(5) no . 2_666 C8 F1 3.588(5) no . 2_666 C20 F2 3.341(5) no . 1_655 C21 N6 3.442(5) no . 2_666 C21 C40 3.487(6) no . 1_655 C23 C38 3.326(6) no . 2_666 C23 C38A 3.326(6) no . 2_666 C29 F1 3.594(5) no . 2_666 C29 N6 3.562(7) no . 2_666 C32 N8 3.400(7) no . 2_765 C33 F4 3.494(6) no . 2_765 C37 N6 3.410(6) no . 2_566 C38 N5 3.545(5) no . 2_666 C38 C23 3.326(6) no . 2_666 C38A N5 3.545(5) no . 2_666 C38A C23 3.326(6) no . 2_666 C39 N5 3.590(6) no . 2_666 C39A N5 3.590(6) no . 2_666 C40 N6 3.575(6) no . 2_566 C40 C21 3.487(6) no . 1_455 C43 F3 3.331(4) no . 2_655 C44 F3 3.153(4) no . 2_655 C46 Cl1A 3.402(16) no . . C47 N8 3.591(7) no . 2_755 C54 N1 3.575(5) no . 2_655 C54 C1 3.472(6) no . 2_655 C54A N1 3.575(5) no . 2_655 C54A C1 3.472(6) no . 2_655 C55 F2 3.509(4) no . 2_655 C56 F4 3.557(6) no . 2_755 C56A F4 3.557(6) no . 2_755 C57 F4 3.183(6) no . 2_755 C57A F4 3.183(6) no . 2_755 Cl1 H60A 3.5429 no . . Cl1 H60B 2.7825 no . . Cl1A H60C 3.5698 no . . Cl1A H60D 2.9463 no . . Cl2 H59A 3.5820 no . . Cl2 H59B 2.8592 no . . Cl2A H59C 3.5616 no . . Cl2A H59D 2.9479 no . . N5 H44 2.8539 no . . N5 H49C 3.0817 no . . N5 H50A 3.0495 no . . N5 H50D 2.9019 no . . N5 H50F 2.9731 no . . N7 H26 3.0344 no . . N7 H31B 2.8975 no . . C1 H19 2.9009 no . . C2 H20A 2.6712 no . . C2 H20B 3.2940 no . . C2 H21B 3.1802 no . . C2 H22 3.2975 no . . C3 H19 3.3229 no . . C3 H20A 3.2209 no . . C3 H21A 3.3217 no . . C3 H21B 2.6834 no . . C3 H25 3.2605 no . . C4 H22 2.9889 no . . C4 H25 3.0723 no . . C5 H22 3.3389 no . . C5 H25 2.6654 no . . C5 H29 2.6335 no . . C5 H34 3.3126 no . . C6 H29 3.0502 no . . C6 H34 2.9693 no . . C6 H35B 3.5973 no . . C7 H29 3.2651 no . . C7 H35 3.1660 no . . C7 H35A 3.2777 no . . C7 H35B 2.6273 no . . C7 H36A 3.1447 no . . C7 H37 3.2884 no . . C7 H38B 3.1883 no . . C7 H39A 2.6453 no . . C7 H39B 3.2863 no . . C7 H39C 3.1793 no . . C8 H34 3.2746 no . . C8 H35B 3.1176 no . . C8 H36 3.1672 no . . C8 H36A 2.6324 no . . C8 H36B 3.2708 no . . C8 H38A 3.2690 no . . C8 H38B 2.6639 no . . C8 H38C 3.1833 no . . C8 H39A 3.1061 no . . C9 H36A 3.5624 no . . C9 H37 2.9226 no . . C10 H21A 3.5402 no . . C10 H22 2.9476 no . . C11 H19 3.3047 no . . C11 H20B 3.1598 no . . C11 H21A 2.6549 no . . C11 H21B 3.2978 no . . C12 H20A 3.2996 no . . C12 H20B 2.6446 no . . C12 H21A 3.1947 no . . C12 H22 3.3230 no . . C12 H43 3.4060 no . . C13 H19 2.9606 no . . C13 H20B 3.5407 no . . C13 H43 3.1115 no . . C13 H47 3.5558 no . . C14 H19 3.2644 no . . C14 H43 2.6128 no . . C14 H47 2.6661 no . . C14 H52 3.2817 no . . C15 H43 3.5438 no . . C15 H47 3.2132 no . . C15 H52 2.9781 no . . C16 H47 3.4278 no . . C16 H53 3.2004 no . . C16 H53A 3.3028 no . . C16 H53B 2.6672 no . . C16 H54A 3.1630 no . . C16 H55 3.2904 no . . C16 H56B 3.1198 no . . C16 H57A 2.6372 no . . C16 H57B 3.2789 no . . C16 H57C 3.1736 no . . C17 H52 3.2945 no . . C17 H53B 3.1389 no . . C17 H54 3.1917 no . . C17 H54A 2.6644 no . . C17 H54B 3.2883 no . . C17 H56A 3.2779 no . . C17 H56B 2.6348 no . . C17 H56C 3.1709 no . . C17 H57A 3.1452 no . . C18 H55 2.9404 no . . C18 H56B 3.5941 no . . C19 H21A 3.2152 no . . C19 H21B 3.2088 no . . C19 H43 3.5818 no . . C20 H22 3.4511 no . . C21 H19 3.4489 no . . C22 H20A 3.2179 no . . C22 H20B 3.2115 no . . C22 H25 3.3207 no . . C23 H19 3.1398 no . . C23 H44 3.4920 no . . C23 H50D 3.5394 no . . C24 H22 2.7949 no . . C24 H26 3.2570 no . . C24 H28 3.2452 no . . C24 H34 2.7863 no . . C25 H22 2.6277 no . . C25 H29 3.2507 no . . C25 H34 3.3940 no . . C26 H22 3.0885 no . . C26 H28 3.2426 no . . C26 H31B 2.7281 no . . C26 H31C 3.3242 no . . C26 H33A 3.2391 no . . C26 H33B 2.8315 no . . C27 H25 3.2822 no . . C27 H29 3.2704 no . . C27 H31A 3.3652 no . . C27 H31B 2.6838 no . . C27 H31C 2.7204 no . . C27 H32A 2.7536 no . . C27 H32B 2.7056 no . . C27 H32C 3.3797 no . . C27 H33A 2.6356 no . . C27 H33B 2.7459 no . . C27 H33C 3.3566 no . . C28 H26 3.2389 no . . C28 H31C 3.5507 no . . C28 H32A 2.8213 no . . C28 H32B 2.7291 no . . C28 H33A 3.4760 no . . C28 H34 3.2147 no . . C29 H22 3.3488 no . . C29 H25 3.2493 no . . C29 H34 2.6744 no . . C30 H26 2.6784 no . . C30 H28 2.7358 no . . C31 H26 2.8884 no . . C31 H32A 2.6403 no . . C31 H32B 3.3341 no . . C31 H32C 2.6791 no . . C31 H33A 3.3626 no . . C31 H33B 2.6513 no . . C31 H33C 2.7627 no . . C32 H28 2.4941 no . . C32 H31A 2.6658 no . . C32 H31B 3.3326 no . . C32 H31C 2.6581 no . . C32 H33A 2.7624 no . . C32 H33B 3.3480 no . . C32 H33C 2.6264 no . . C33 H26 2.8906 no . . C33 H31A 2.6915 no . . C33 H31B 2.7142 no . . C33 H31C 3.3681 no . . C33 H32A 3.3563 no . . C33 H32B 2.7123 no . . C33 H32C 2.6625 no . . C34 H29 3.3305 no . . C34 H36 3.3940 no . . C34 H36A 3.1452 no . . C34 H36B 3.1428 no . . C34 H38A 3.0899 no . . C34 H38B 3.1233 no . . C34 H38C 3.3534 no . . C35 H37 3.3312 no . . C35 H38A 3.1073 no . . C35 H39A 3.3308 no . . C35 H39B 2.6800 no . . C35A H37 3.3312 no . . C35A H39C 3.2230 no . . C36 H34 3.3589 no . . C36 H38A 2.6013 no . . C36 H38B 3.2947 no . . C36 H39B 3.1938 no . . C36A H34 3.3589 no . . C36A H38C 3.1563 no . . C37 H35 3.3618 no . . C37 H35A 3.1147 no . . C37 H35B 3.1124 no . . C37 H39A 3.0892 no . . C37 H39B 3.1221 no . . C37 H39C 3.3528 no . . C38 H34 3.3237 no . . C38 H36 3.1733 no . . C38A H34 3.3237 no . . C38A H35A 3.1390 no . . C38A H36A 3.2934 no . . C38A H36B 2.6265 no . . C39 H35 3.2144 no . . C39 H37 3.3200 no . . C39A H35A 2.6735 no . . C39A H35B 3.3261 no . . C39A H36B 3.1773 no . . C39A H37 3.3200 no . . C40 H37 3.1886 no . . C41 H22 3.1834 no . . C41 H26 3.5541 no . . C42 H19 2.6720 no . . C42 H44 3.2667 no . . C42 H46 3.2624 no . . C42 H52 2.7608 no . . C43 H19 2.7613 no . . C43 H47 3.2354 no . . C43 H52 3.3173 no . . C44 H19 3.2051 no . . C44 H46 3.2325 no . . C44 H49B 2.8499 no . . C44 H49C 2.7033 no . . C44 H49F 2.6077 no . . C44 H50A 3.1279 no . . C44 H50D 3.0207 no . . C44 H50F 3.0735 no . . C45 H19 3.5031 no . . C45 H43 3.2605 no . . C45 H47 3.2876 no . . C45 H49A 3.3961 no . . C45 H49B 2.7428 no . . C45 H49C 2.7786 no . . C45 H49D 3.2629 no . . C45 H49E 2.8434 no . . C45 H49F 2.4221 no . . C45 H50A 2.5852 no . . C45 H50B 2.7880 no . . C45 H50C 3.3408 no . . C45 H50D 2.5502 no . . C45 H50E 3.3134 no . . C45 H50F 2.9126 no . . C45 H51A 2.7470 no . . C45 H51B 2.6218 no . . C45 H51C 3.3380 no . . C45 H51D 2.5657 no . . C45 H51E 2.8266 no . . C45 H51F 3.3366 no . . C46 H19 3.3654 no . . C46 H44 3.2345 no . . C46 H49E 3.5168 no . . C46 H49F 3.5083 no . . C46 H50A 3.4036 no . . C46 H50B 3.1110 no . . C46 H50D 3.4682 no . . C46 H51A 2.7749 no . . C46 H51B 2.9882 no . . C46 H51D 2.4566 no . . C46 H51E 2.9176 no . . C46 H52 3.2533 no . . C47 H19 2.9769 no . . C47 H43 3.2291 no . . C47 H52 2.7248 no . . C47 H57A 3.5498 no . . C48 H44 2.6707 no . . C48 H46 2.7159 no . . C49 H44 2.4700 no . . C49 H50A 2.7470 no . . C49 H50B 3.3102 no . . C49 H50C 2.5247 no . . C49 H51A 3.3319 no . . C49 H51B 2.7906 no . . C49 H51C 2.5792 no . . C49A H44 2.9782 no . . C49A H50D 3.4117 no . . C49A H50E 3.0107 no . . C49A H50F 2.6794 no . . C49A H51D 3.2958 no . . C49A H51E 2.4341 no . . C49A H51F 2.8784 no . . C50 H44 3.4885 no . . C50 H46 3.2477 no . . C50 H49A 2.6671 no . . C50 H49B 3.3245 no . . C50 H49C 2.5856 no . . C50 H51A 2.6071 no . . C50 H51B 3.3461 no . . C50 H51C 2.7512 no . . C50A H44 2.9194 no . . C50A H49D 2.6809 no . . C50A H49E 3.3621 no . . C50A H49F 3.0853 no . . C50A H51D 2.8159 no . . C50A H51E 3.2677 no . . C50A H51F 2.5050 no . . C51 H46 2.6935 no . . C51 H49A 2.6396 no . . C51 H49B 2.7421 no . . C51 H49C 3.3330 no . . C51 H50A 3.3303 no . . C51 H50B 2.6027 no . . C51 H50C 2.7884 no . . C51A H46 2.3826 no . . C51A H49D 2.9329 no . . C51A H49E 2.4191 no . . C51A H49F 3.2664 no . . C51A H50D 2.8482 no . . C51A H50E 2.4426 no . . C51A H50F 3.2800 no . . C52 H47 3.4357 no . . C52 H54 3.3640 no . . C52 H54A 3.1233 no . . C52 H54B 3.1106 no . . C52 H56A 3.1307 no . . C52 H56B 3.1216 no . . C52 H56C 3.3737 no . . C53 H55 3.3400 no . . C53 H56A 3.1686 no . . C53 H57A 3.3136 no . . C53 H57B 2.6412 no . . C53A H55 3.3400 no . . C53A H57C 3.1905 no . . C54 H52 3.3316 no . . C54 H56A 2.6530 no . . C54 H56B 3.3171 no . . C54 H57B 3.1329 no . . C54A H52 3.3316 no . . C54A H56C 3.2005 no . . C55 H53 3.3742 no . . C55 H53A 3.1328 no . . C55 H53B 3.1201 no . . C55 H57A 3.1314 no . . C55 H57B 3.1223 no . . C55 H57C 3.3743 no . . C56 H52 3.3460 no . . C56 H54 3.1905 no . . C56A H52 3.3460 no . . C56A H53A 3.1733 no . . C56A H54A 3.3137 no . . C56A H54B 2.6432 no . . C57 H53 3.1958 no . . C57 H55 3.3477 no . . C57A H53A 2.6533 no . . C57A H53B 3.3101 no . . C57A H54B 3.1348 no . . C57A H55 3.3477 no . . C58 H55 3.1449 no . . H19 H20A 2.4564 no . . H19 H20B 2.4674 no . . H19 H43 3.1144 no . . H19 H47 3.4545 no . . H20A H21A 2.7246 no . . H20A H21B 2.2068 no . . H20B H21A 2.2069 no . . H20B H21B 2.7296 no . . H21A H22 2.4663 no . . H21B H22 2.4766 no . . H22 H25 2.8308 no . . H22 H26 3.5458 no . . H25 H26 2.3142 no . . H26 H31B 2.3143 no . . H26 H31C 3.3471 no . . H26 H33A 3.2337 no . . H26 H33B 2.3771 no . . H28 H29 2.3211 no . . H28 H32A 2.3349 no . . H28 H32B 2.1952 no . . H28 H32C 3.4581 no . . H29 H34 2.8407 no . . H29 H39A 3.1373 no . . H31A H32A 2.9179 no . . H31A H32B 3.5715 no . . H31A H32C 2.4925 no . . H31A H33B 2.8856 no . . H31A H33C 2.5741 no . . H31B H32A 3.5399 no . . H31B H32C 3.5730 no . . H31B H33A 3.5729 no . . H31B H33B 2.4790 no . . H31B H33C 3.0846 no . . H31C H32A 2.4427 no . . H31C H32B 3.5473 no . . H31C H32C 2.9635 no . . H31C H33B 3.5642 no . . H32A H33C 3.5272 no . . H32B H33A 2.6085 no . . H32B H33C 2.9073 no . . H32C H33A 3.0363 no . . H32C H33B 3.5237 no . . H32C H33C 2.4090 no . . H34 H35 2.4800 no . . H34 H35A 2.4504 no . . H34 H35B 2.4468 no . . H34 H39A 2.4326 no . . H34 H39B 2.4213 no . . H34 H39C 2.4573 no . . H35 H36 2.4925 no . . H35 H39B 3.2274 no . . H35A H36A 2.6259 no . . H35A H36B 2.0828 no . . H35A H39C 3.2347 no . . H35B H36A 2.0829 no . . H35B H36B 2.6277 no . . H36 H37 2.4597 no . . H36 H38A 3.1409 no . . H36A H37 2.4222 no . . H36B H37 2.4341 no . . H36B H38C 3.1387 no . . H37 H38A 2.4232 no . . H37 H38B 2.3870 no . . H37 H38C 2.4314 no . . H38A H39A 2.6242 no . . H38A H39B 2.0634 no . . H38B H39A 2.0636 no . . H38B H39B 2.5967 no . . H38C H39C 2.4690 no . . H43 H44 2.3132 no . . H44 H49A 3.4280 no . . H44 H49B 2.4312 no . . H44 H49C 2.0922 no . . H44 H49D 3.4771 no . . H44 H49F 2.4353 no . . H44 H50A 3.1671 no . . H44 H50D 2.9895 no . . H44 H50F 2.6165 no . . H46 H47 2.3430 no . . H46 H49E 3.5232 no . . H46 H50B 2.8657 no . . H46 H51A 2.2221 no . . H46 H51B 2.8178 no . . H46 H51D 1.8829 no . . H46 H51E 2.4203 no . . H46 H51F 3.3109 no . . H47 H52 2.9500 no . . H47 H57A 3.0572 no . . H47 H57C 3.5602 no . . H49A H50A 3.1143 no . . H49A H50B 3.4920 no . . H49A H50C 2.3663 no . . H49A H51A 3.4840 no . . H49A H51B 3.0534 no . . H49A H51C 2.3468 no . . H49B H50C 3.4673 no . . H49B H51B 2.6843 no . . H49B H51C 2.8932 no . . H49C H50A 2.5155 no . . H49C H50B 3.5309 no . . H49C H50C 2.6728 no . . H49C H51C 3.4696 no . . H49D H50E 2.8534 no . . H49D H50F 2.5488 no . . H49D H51E 2.9850 no . . H49D H51F 3.0230 no . . H49E H50F 3.5784 no . . H49E H51D 3.2549 no . . H49E H51E 1.9925 no . . H49E H51F 2.8693 no . . H49F H50F 2.9315 no . . H49F H51E 3.2057 no . . H50A H51A 3.4605 no . . H50B H51A 2.3324 no . . H50B H51B 3.4863 no . . H50B H51C 2.9369 no . . H50C H51A 3.0042 no . . H50C H51C 2.6872 no . . H50D H51D 2.8798 no . . H50D H51F 2.9988 no . . H50E H51D 2.8712 no . . H50E H51E 3.2902 no . . H50E H51F 2.1056 no . . H50F H51F 3.3121 no . . H52 H53 2.4738 no . . H52 H53A 2.4458 no . . H52 H53B 2.4405 no . . H52 H57A 2.4177 no . . H52 H57B 2.4326 no . . H52 H57C 2.4538 no . . H53 H54 2.4513 no . . H53 H57B 3.1883 no . . H53A H54A 2.5932 no . . H53A H54B 2.0479 no . . H53A H57C 3.1903 no . . H53B H54A 2.0478 no . . H53B H54B 2.6034 no . . H54 H55 2.4722 no . . H54 H56A 3.1871 no . . H54A H55 2.4353 no . . H54B H55 2.4507 no . . H54B H56C 3.1924 no . . H55 H56A 2.4375 no . . H55 H56B 2.4359 no . . H55 H56C 2.4674 no . . H56A H57A 2.6191 no . . H56A H57B 2.0785 no . . H56B H57A 2.0785 no . . H56B H57B 2.6266 no . . H56C H57C 2.4843 no . . H59A H60A 2.3054 no . . H59A H60B 2.3764 no . . H59B H60A 2.3859 no . . H59B H60B 2.8520 no . . H59C H60C 2.3634 no . . H59C H60D 2.2987 no . . H59D H60C 2.3003 no . . H59D H60D 2.8425 no . . Cl1 H20A 3.1507 no . . Cl1A H19 3.2593 no . . Cl1A H20A 3.1003 no . . Cl1A H20B 3.4130 no . . Cl1A H46 3.2065 no . . F1 H29 2.7239 no . 2_666 F1 H38B 3.5623 no . 2_666 F1 H39A 2.9092 no . 2_666 F2 H20A 3.4372 no . 1_455 F2 H20B 2.5662 no . 1_455 F2 H21A 3.3165 no . 1_455 F2 H54 3.2847 no . 2_655 F2 H54B 3.3063 no . 2_655 F2 H55 2.7167 no . 2_655 F3 H43 3.3675 no . 2_655 F3 H44 3.0397 no . 2_655 F3 H49B 3.3458 no . 2_655 F3 H49F 2.7852 no . 2_655 F3 H52 3.3890 no . 2_655 F3 H53 3.1547 no . 2_655 F3 H53B 3.1559 no . 2_655 F4 H31A 2.8007 no . 2_765 F4 H32C 3.5544 no . 2_765 F4 H33C 2.6513 no . 2_765 F4 H56A 3.4945 no . 2_755 F4 H56B 3.3152 no . 2_755 F4 H56C 3.2013 no . 2_755 F4 H57A 2.6950 no . 2_755 F4 H57B 2.9342 no . 2_755 F4 H57C 2.4221 no . 2_755 N1 H38B 3.5447 no . 2_666 N1 H54 2.6866 no . 2_655 N1 H54A 3.1371 no . 2_655 N1 H54B 3.1192 no . 2_655 N3 H53 2.9969 no . 2_655 N3 H53B 2.8372 no . 2_655 N3 H56A 3.3943 no . 2_755 N3 H56B 3.0274 no . 2_755 N3 H56C 2.7993 no . 2_755 N4 H43 3.1490 no . 2_655 N4 H56B 2.9336 no . 2_755 N4 H56C 3.3622 no . 2_755 N4 H57A 2.9366 no . 2_755 N4 H57C 3.3758 no . 2_755 N5 H38B 2.8011 no . 2_666 N5 H38C 3.1069 no . 2_666 N5 H39A 2.9079 no . 2_666 N5 H39C 3.1784 no . 2_666 N6 H20A 2.9221 no . 1_455 N6 H21B 3.1516 no . 1_455 N6 H21B 2.5159 no . 2_666 N6 H29 3.1079 no . 2_666 N6 H36A 3.5870 no . 2_566 N6 H37 2.5133 no . 2_566 N7 H31A 3.3544 no . 2_765 N8 H32B 3.3804 no . 2_765 N8 H32C 2.5927 no . 2_765 N8 H33C 3.2132 no . 2_765 N8 H44 3.1631 no . 2_655 N8 H46 3.0557 no . 2_755 N8 H47 2.9002 no . 2_755 N8 H49C 3.2931 no . 2_655 C1 H38B 2.6991 no . 2_666 C1 H38C 3.3792 no . 2_666 C1 H54 2.6611 no . 2_655 C1 H54A 2.7148 no . 2_655 C1 H54B 3.3877 no . 2_655 C2 H38B 3.2439 no . 2_666 C2 H54 2.8088 no . 2_655 C2 H54A 2.7819 no . 2_655 C2 H54B 3.5907 no . 2_655 C3 H54 2.8781 no . 2_655 C3 H54A 3.2022 no . 2_655 C3 H54B 3.4185 no . 2_655 C4 H54 2.7984 no . 2_655 C4 H54A 3.3963 no . 2_655 C4 H54B 3.1106 no . 2_655 C8 H21A 3.4754 no . 1_455 C8 H21B 3.3828 no . 1_455 C9 H21A 3.2469 no . 1_455 C9 H21B 3.1419 no . 1_455 C10 H53 2.9447 no . 2_655 C10 H53B 3.1076 no . 2_655 C10 H56A 3.5943 no . 2_755 C10 H56C 3.2694 no . 2_755 C11 H53 3.2391 no . 2_655 C11 H53B 3.2844 no . 2_655 C11 H54A 3.5771 no . 2_655 C11 H56C 3.5986 no . 2_755 C12 H53 3.4523 no . 2_655 C12 H53B 3.1296 no . 2_655 C12 H54 3.5506 no . 2_655 C12 H54A 3.2057 no . 2_655 C12 H56C 3.3504 no . 2_755 C13 H53 3.2962 no . 2_655 C13 H53B 2.8265 no . 2_655 C13 H56A 3.5976 no . 2_755 C13 H56B 2.9179 no . 2_755 C13 H56C 2.8506 no . 2_755 C14 H53B 3.4288 no . 2_655 C14 H56B 2.9598 no . 2_755 C14 H56C 3.2916 no . 2_755 C15 H43 3.3300 no . 2_655 C15 H56B 2.9618 no . 2_755 C15 H56C 3.5130 no . 2_755 C16 H43 3.2147 no . 2_655 C17 H43 2.9832 no . 2_655 C18 H43 2.9278 no . 2_655 C18 H44 3.2497 no . 2_655 C18 H47 3.5224 no . 2_755 C18 H57A 3.0390 no . 2_755 C19 H54A 3.4261 no . 2_655 C21 H36A 3.1733 no . 1_655 C22 H36A 3.4710 no . 1_655 C23 H38B 2.4069 no . 2_666 C23 H38C 2.9409 no . 2_666 C23 H39A 3.0241 no . 2_666 C23 H39C 3.5264 no . 2_666 C23 H54 3.3179 no . 2_655 C23 H54A 3.1081 no . 2_655 C23 H55 3.5597 no . 2_655 C27 H36 3.2284 no . 1_655 C27 H36B 3.5199 no . 1_655 C28 H36 2.8708 no . 1_655 C28 H36A 3.5564 no . 1_655 C28 H36B 3.0514 no . 1_655 C29 H36 3.3772 no . 1_655 C31 H35 3.2550 no . 1_655 C31 H35A 3.5151 no . 1_655 C32 H36B 3.3175 no . 1_655 C32 H49A 3.4547 no . 1_665 C32 H49B 3.3337 no . 1_665 C32 H49C 3.5974 no . 1_665 C32 H49D 3.5474 no . 1_665 C33 H51B 3.3323 no . 1_565 C33 H51E 3.4300 no . 1_565 C33 H57B 3.3779 no . 1_565 C33 H57C 3.2587 no . 1_565 C34 H49D 3.5227 no . 1_565 C34 H51C 3.0197 no . 1_565 C35 H31C 3.0057 no . 1_455 C35 H32A 3.4198 no . 1_455 C35 H49A 3.4767 no . 1_565 C35 H51C 3.4656 no . 1_565 C35A H31C 3.0057 no . 1_455 C35A H32A 3.4198 no . 1_455 C35A H49D 3.0108 no . 1_565 C36 H31C 3.2454 no . 1_455 C36 H32A 3.2403 no . 1_455 C36A H31C 3.2454 no . 1_455 C36A H32A 3.2403 no . 1_455 C37 H20A 3.5149 no . 2_666 C37 H21B 3.5327 no . 1_455 C38 H50A 3.2157 no . 2_666 C38A H50D 3.3394 no . 2_666 C39 H49A 3.5512 no . 1_565 C39 H51C 3.0041 no . 1_565 C39A H51F 3.4584 no . 1_565 C40 H20A 3.1682 no . 1_455 C40 H21A 3.5040 no . 1_455 C40 H21B 2.8796 no . 1_455 C40 H21B 3.1899 no . 2_666 C40 H29 3.5651 no . 2_666 C40 H37 3.5407 no . 2_566 C41 H53 3.4462 no . 2_655 C43 H54A 3.5193 no . 2_655 C46 H33A 3.5873 no . 1_545 C46 H59A 3.4559 no . . C47 H59A 3.5447 no . . C49 H32A 3.2945 no . 1_445 C49 H32C 3.1136 no . 1_445 C49 H39B 3.5375 no . 1_545 C49A H35A 2.8703 no . 1_545 C50 H38A 3.2725 no . 2_666 C50A H38C 3.5531 no . 2_666 C50A H50E 3.4700 no . 2_656 C51 H33A 2.9885 no . 1_545 C51 H34 3.3321 no . 1_545 C51 H39B 3.2731 no . 1_545 C51A H32B 3.4260 no . 1_545 C51A H33A 3.4342 no . 1_545 C54 H43 3.4495 no . 2_655 C54A H43 3.4495 no . 2_655 C57 H33C 3.4061 no . 1_545 C57A H33C 3.4061 no . 1_545 C58 H32C 3.2954 no . 2_765 C58 H33C 3.5145 no . 2_765 C58 H43 3.5707 no . 2_655 C58 H44 2.9068 no . 2_655 C58 H47 2.9837 no . 2_755 C58 H57A 3.1666 no . 2_755 C58 H57C 3.5357 no . 2_755 B1 H54 3.5533 no . 2_655 B2 H53B 3.5424 no . 2_655 B2 H56B 3.2950 no . 2_755 B2 H56C 3.3128 no . 2_755 B2 H57A 3.2906 no . 2_755 B2 H57C 3.3208 no . 2_755 H19 Cl1A 3.2593 no . . H19 H38B 3.4264 no . 2_666 H19 H38C 3.4194 no . 2_666 H20A Cl1 3.1507 no . . H20A Cl1A 3.1003 no . . H20A F2 3.4372 no . 1_655 H20A N6 2.9221 no . 1_655 H20A C37 3.5149 no . 2_666 H20A C40 3.1682 no . 1_655 H20A H37 2.6800 no . 2_666 H20A H38B 3.3510 no . 2_666 H20A H38C 3.3902 no . 2_666 H20B Cl1A 3.4130 no . . H20B F2 2.5662 no . 1_655 H20B H55 3.3209 no . 2_755 H20B H56C 3.4581 no . 2_755 H20B H59A 3.2659 no . . H20B H59C 3.2760 no . . H21A F2 3.3165 no . 1_655 H21A C8 3.4754 no . 1_655 H21A C9 3.2469 no . 1_655 H21A C40 3.5040 no . 1_655 H21A H36A 2.8501 no . 1_655 H21B N6 3.1516 no . 1_655 H21B N6 2.5159 no . 2_666 H21B C8 3.3828 no . 1_655 H21B C9 3.1419 no . 1_655 H21B C37 3.5327 no . 1_655 H21B C40 2.8796 no . 1_655 H21B C40 3.1899 no . 2_666 H21B H36 3.4526 no . 1_655 H21B H36A 2.8475 no . 1_655 H21B H37 3.2125 no . 1_655 H22 H36 3.2154 no . 1_655 H22 H36A 2.8935 no . 1_655 H25 H53 3.5411 no . 2_655 H25 H53A 3.2246 no . 2_655 H25 H54 3.4880 no . 2_655 H25 H54B 3.1925 no . 2_655 H28 H36 2.8456 no . 1_655 H28 H36B 2.7430 no . 1_655 H28 H51A 3.5158 no . 1_565 H28 H51E 3.4437 no . 1_565 H29 F1 2.7239 no . 2_666 H29 N6 3.1079 no . 2_666 H29 C40 3.5651 no . 2_666 H31A F4 2.8007 no . 2_765 H31A N7 3.3544 no . 2_765 H31A H35 3.4744 no . 1_655 H31A H49B 3.3796 no . 1_665 H31A H49F 3.4560 no . 1_665 H31C C35 3.0057 no . 1_655 H31C C35A 3.0057 no . 1_655 H31C C36 3.2454 no . 1_655 H31C C36A 3.2454 no . 1_655 H31C H35 2.3240 no . 1_655 H31C H35A 2.6553 no . 1_655 H31C H35B 2.7221 no . 1_655 H31C H36 2.8355 no . 1_655 H31C H36A 3.0978 no . 1_655 H31C H36B 3.0441 no . 1_655 H31C H49D 3.5243 no . 1_665 H32A C35 3.4198 no . 1_655 H32A C35A 3.4198 no . 1_655 H32A C36 3.2403 no . 1_655 H32A C36A 3.2403 no . 1_655 H32A C49 3.2945 no . 1_665 H32A H35 3.1854 no . 1_655 H32A H35A 2.7492 no . 1_655 H32A H36 2.8433 no . 1_655 H32A H36B 2.4170 no . 1_655 H32A H49A 2.8610 no . 1_665 H32A H49B 3.0836 no . 1_665 H32A H49C 3.4144 no . 1_665 H32A H49D 2.9808 no . 1_665 H32B N8 3.3804 no . 2_765 H32B C51A 3.4260 no . 1_565 H32B H46 3.4076 no . 1_565 H32B H51A 2.8076 no . 1_565 H32B H51D 3.1903 no . 1_565 H32B H51E 2.8624 no . 1_565 H32C F4 3.5544 no . 2_765 H32C N8 2.5927 no . 2_765 H32C C49 3.1136 no . 1_665 H32C C58 3.2954 no . 2_765 H32C H49A 3.1660 no . 1_665 H32C H49B 2.7021 no . 1_665 H32C H49C 2.9616 no . 1_665 H32C H49D 3.2123 no . 1_665 H32C H49F 3.3379 no . 1_665 H33A C46 3.5873 no . 1_565 H33A C51 2.9885 no . 1_565 H33A C51A 3.4342 no . 1_565 H33A H46 3.1056 no . 1_565 H33A H49E 3.0205 no . 1_565 H33A H51A 2.7715 no . 1_565 H33A H51B 2.3559 no . 1_565 H33A H51C 3.5557 no . 1_565 H33A H51E 2.5275 no . 1_565 H33A H57C 3.5824 no . 1_565 H33B H57B 3.1391 no . 1_565 H33B H57C 3.2708 no . 1_565 H33C F4 2.6513 no . 2_765 H33C N8 3.2132 no . 2_765 H33C C57 3.4061 no . 1_565 H33C C57A 3.4061 no . 1_565 H33C C58 3.5145 no . 2_765 H33C H46 3.5442 no . 1_565 H33C H57A 3.0889 no . 1_565 H33C H57B 2.8273 no . 1_565 H33C H57C 2.5090 no . 1_565 H34 C51 3.3321 no . 1_565 H34 H49D 3.4118 no . 1_565 H34 H49E 3.2133 no . 1_565 H34 H51B 3.3609 no . 1_565 H34 H51C 2.5281 no . 1_565 H34 H51E 3.4433 no . 1_565 H34 H51F 3.5179 no . 1_565 H35 C31 3.2550 no . 1_455 H35 H31A 3.4744 no . 1_455 H35 H31C 2.3240 no . 1_455 H35 H32A 3.1854 no . 1_455 H35 H49A 3.3297 no . 1_565 H35 H49B 3.4938 no . 1_565 H35 H51C 3.4038 no . 1_565 H35A C31 3.5151 no . 1_455 H35A C49A 2.8703 no . 1_565 H35A H31C 2.6553 no . 1_455 H35A H32A 2.7492 no . 1_455 H35A H49D 2.0658 no . 1_565 H35A H49E 2.8937 no . 1_565 H35A H49F 3.3936 no . 1_565 H35B H31C 2.7221 no . 1_455 H35B H49D 3.4646 no . 1_565 H36 C27 3.2284 no . 1_455 H36 C28 2.8708 no . 1_455 H36 C29 3.3772 no . 1_455 H36 H21B 3.4526 no . 1_455 H36 H22 3.2154 no . 1_455 H36 H28 2.8456 no . 1_455 H36 H31C 2.8355 no . 1_455 H36 H32A 2.8433 no . 1_455 H36A N6 3.5870 no . 2_566 H36A C21 3.1733 no . 1_455 H36A C22 3.4710 no . 1_455 H36A C28 3.5564 no . 1_455 H36A H21A 2.8501 no . 1_455 H36A H21B 2.8475 no . 1_455 H36A H22 2.8935 no . 1_455 H36A H31C 3.0978 no . 1_455 H36B C27 3.5199 no . 1_455 H36B C28 3.0514 no . 1_455 H36B C32 3.3175 no . 1_455 H36B H28 2.7430 no . 1_455 H36B H31C 3.0441 no . 1_455 H36B H32A 2.4170 no . 1_455 H37 N6 2.5133 no . 2_566 H37 C40 3.5407 no . 2_566 H37 H20A 2.6800 no . 2_666 H37 H21B 3.2125 no . 1_455 H38A C50 3.2725 no . 2_666 H38A H50A 2.6132 no . 2_666 H38A H50B 3.2169 no . 2_666 H38A H50C 3.5269 no . 2_666 H38B F1 3.5623 no . 2_666 H38B N1 3.5447 no . 2_666 H38B N5 2.8011 no . 2_666 H38B C1 2.6991 no . 2_666 H38B C2 3.2439 no . 2_666 H38B C23 2.4069 no . 2_666 H38B H19 3.4264 no . 2_666 H38B H20A 3.3510 no . 2_666 H38B H50A 3.0700 no . 2_666 H38C N5 3.1069 no . 2_666 H38C C1 3.3792 no . 2_666 H38C C23 2.9409 no . 2_666 H38C C50A 3.5531 no . 2_666 H38C H19 3.4194 no . 2_666 H38C H20A 3.3902 no . 2_666 H38C H50D 2.6026 no . 2_666 H39A F1 2.9092 no . 2_666 H39A N5 2.9079 no . 2_666 H39A C23 3.0241 no . 2_666 H39A H51C 3.3173 no . 1_565 H39B C49 3.5375 no . 1_565 H39B C51 3.2731 no . 1_565 H39B H49A 2.6790 no . 1_565 H39B H50A 3.2686 no . 2_666 H39B H50C 3.0962 no . 1_565 H39B H51C 2.3313 no . 1_565 H39C N5 3.1784 no . 2_666 H39C C23 3.5264 no . 2_666 H39C H50D 3.2877 no . 2_666 H39C H50E 3.4063 no . 1_565 H39C H51F 2.7538 no . 1_565 H43 F3 3.3675 no . 2_655 H43 N4 3.1490 no . 2_655 H43 C15 3.3300 no . 2_655 H43 C16 3.2147 no . 2_655 H43 C17 2.9832 no . 2_655 H43 C18 2.9278 no . 2_655 H43 C54 3.4495 no . 2_655 H43 C54A 3.4495 no . 2_655 H43 C58 3.5707 no . 2_655 H43 H53B 3.1020 no . 2_655 H43 H54A 2.7821 no . 2_655 H44 F3 3.0397 no . 2_655 H44 N8 3.1631 no . 2_655 H44 C18 3.2497 no . 2_655 H44 C58 2.9068 no . 2_655 H46 Cl1A 3.2065 no . . H46 N8 3.0557 no . 2_755 H46 H32B 3.4076 no . 1_545 H46 H33A 3.1056 no . 1_545 H46 H33C 3.5442 no . 1_545 H46 H59A 3.0656 no . . H46 H60B 2.9611 no . . H46 H60D 3.0414 no . . H47 N8 2.9002 no . 2_755 H47 C18 3.5224 no . 2_755 H47 C58 2.9837 no . 2_755 H47 H55 3.4612 no . 2_755 H47 H56B 3.2929 no . 2_755 H47 H59A 3.2448 no . . H49A C32 3.4547 no . 1_445 H49A C35 3.4767 no . 1_545 H49A C39 3.5512 no . 1_545 H49A H32A 2.8610 no . 1_445 H49A H32C 3.1660 no . 1_445 H49A H35 3.3297 no . 1_545 H49A H39B 2.6790 no . 1_545 H49B F3 3.3458 no . 2_655 H49B C32 3.3337 no . 1_445 H49B H31A 3.3796 no . 1_445 H49B H32A 3.0836 no . 1_445 H49B H32C 2.7021 no . 1_445 H49B H35 3.4938 no . 1_545 H49C N8 3.2931 no . 2_655 H49C C32 3.5974 no . 1_445 H49C H32A 3.4144 no . 1_445 H49C H32C 2.9616 no . 1_445 H49D C32 3.5474 no . 1_445 H49D C34 3.5227 no . 1_545 H49D C35A 3.0108 no . 1_545 H49D H31C 3.5243 no . 1_445 H49D H32A 2.9808 no . 1_445 H49D H32C 3.2123 no . 1_445 H49D H34 3.4118 no . 1_545 H49D H35A 2.0658 no . 1_545 H49D H35B 3.4646 no . 1_545 H49E H33A 3.0205 no . 1_545 H49E H34 3.2133 no . 1_545 H49E H35A 2.8937 no . 1_545 H49F F3 2.7852 no . 2_655 H49F H31A 3.4560 no . 1_445 H49F H32C 3.3379 no . 1_445 H49F H35A 3.3936 no . 1_545 H50A C38 3.2157 no . 2_666 H50A H38A 2.6132 no . 2_666 H50A H38B 3.0700 no . 2_666 H50A H39B 3.2686 no . 2_666 H50B H38A 3.2169 no . 2_666 H50C H38A 3.5269 no . 2_666 H50C H39B 3.0962 no . 1_545 H50C H50C 2.7180 no . 2_656 H50D C38A 3.3394 no . 2_666 H50D H38C 2.6026 no . 2_666 H50D H39C 3.2877 no . 2_666 H50E C50A 3.4700 no . 2_656 H50E H39C 3.4063 no . 1_545 H50E H50E 2.6672 no . 2_656 H51A H28 3.5158 no . 1_545 H51A H32B 2.8076 no . 1_545 H51A H33A 2.7715 no . 1_545 H51B C33 3.3323 no . 1_545 H51B H33A 2.3559 no . 1_545 H51B H34 3.3609 no . 1_545 H51C C34 3.0197 no . 1_545 H51C C35 3.4656 no . 1_545 H51C C39 3.0041 no . 1_545 H51C H33A 3.5557 no . 1_545 H51C H34 2.5281 no . 1_545 H51C H35 3.4038 no . 1_545 H51C H39A 3.3173 no . 1_545 H51C H39B 2.3313 no . 1_545 H51D H32B 3.1903 no . 1_545 H51E C33 3.4300 no . 1_545 H51E H28 3.4437 no . 1_545 H51E H32B 2.8624 no . 1_545 H51E H33A 2.5275 no . 1_545 H51E H34 3.4433 no . 1_545 H51F C39A 3.4584 no . 1_545 H51F H34 3.5179 no . 1_545 H51F H39C 2.7538 no . 1_545 H52 F3 3.3890 no . 2_655 H53 F3 3.1547 no . 2_655 H53 N3 2.9969 no . 2_655 H53 C10 2.9447 no . 2_655 H53 C11 3.2391 no . 2_655 H53 C12 3.4523 no . 2_655 H53 C13 3.2962 no . 2_655 H53 C41 3.4462 no . 2_655 H53 H25 3.5411 no . 2_655 H53A H25 3.2246 no . 2_655 H53B F3 3.1559 no . 2_655 H53B N3 2.8372 no . 2_655 H53B C10 3.1076 no . 2_655 H53B C11 3.2844 no . 2_655 H53B C12 3.1296 no . 2_655 H53B C13 2.8265 no . 2_655 H53B C14 3.4288 no . 2_655 H53B B2 3.5424 no . 2_655 H53B H43 3.1020 no . 2_655 H54 F2 3.2847 no . 2_655 H54 N1 2.6866 no . 2_655 H54 C1 2.6611 no . 2_655 H54 C2 2.8088 no . 2_655 H54 C3 2.8781 no . 2_655 H54 C4 2.7984 no . 2_655 H54 C12 3.5506 no . 2_655 H54 C23 3.3179 no . 2_655 H54 B1 3.5533 no . 2_655 H54 H25 3.4880 no . 2_655 H54A N1 3.1371 no . 2_655 H54A C1 2.7148 no . 2_655 H54A C2 2.7819 no . 2_655 H54A C3 3.2022 no . 2_655 H54A C4 3.3963 no . 2_655 H54A C11 3.5771 no . 2_655 H54A C12 3.2057 no . 2_655 H54A C19 3.4261 no . 2_655 H54A C23 3.1081 no . 2_655 H54A C43 3.5193 no . 2_655 H54A H43 2.7821 no . 2_655 H54B F2 3.3063 no . 2_655 H54B N1 3.1192 no . 2_655 H54B C1 3.3877 no . 2_655 H54B C2 3.5907 no . 2_655 H54B C3 3.4185 no . 2_655 H54B C4 3.1106 no . 2_655 H54B H25 3.1925 no . 2_655 H55 F2 2.7167 no . 2_655 H55 C23 3.5597 no . 2_655 H55 H20B 3.3209 no . 2_755 H55 H47 3.4612 no . 2_755 H56A F4 3.4945 no . 2_755 H56A N3 3.3943 no . 2_755 H56A C10 3.5943 no . 2_755 H56A C13 3.5976 no . 2_755 H56B F4 3.3152 no . 2_755 H56B N3 3.0274 no . 2_755 H56B N4 2.9336 no . 2_755 H56B C13 2.9179 no . 2_755 H56B C14 2.9598 no . 2_755 H56B C15 2.9618 no . 2_755 H56B B2 3.2950 no . 2_755 H56B H47 3.2929 no . 2_755 H56C F4 3.2013 no . 2_755 H56C N3 2.7993 no . 2_755 H56C N4 3.3622 no . 2_755 H56C C10 3.2694 no . 2_755 H56C C11 3.5986 no . 2_755 H56C C12 3.3504 no . 2_755 H56C C13 2.8506 no . 2_755 H56C C14 3.2916 no . 2_755 H56C C15 3.5130 no . 2_755 H56C B2 3.3128 no . 2_755 H56C H20B 3.4581 no . 2_755 H57A F4 2.6950 no . 2_755 H57A N4 2.9366 no . 2_755 H57A C18 3.0390 no . 2_755 H57A C58 3.1666 no . 2_755 H57A B2 3.2906 no . 2_755 H57A H33C 3.0889 no . 1_545 H57B F4 2.9342 no . 2_755 H57B C33 3.3779 no . 1_545 H57B H33B 3.1391 no . 1_545 H57B H33C 2.8273 no . 1_545 H57C F4 2.4221 no . 2_755 H57C N4 3.3758 no . 2_755 H57C C33 3.2587 no . 1_545 H57C C58 3.5357 no . 2_755 H57C B2 3.3208 no . 2_755 H57C H33A 3.5824 no . 1_545 H57C H33B 3.2708 no . 1_545 H57C H33C 2.5090 no . 1_545 H59A C46 3.4559 no . . H59A C47 3.5447 no . . H59A H20B 3.2659 no . . H59A H46 3.0656 no . . H59A H47 3.2448 no . . H59C H20B 3.2760 no . . H60B H46 2.9611 no . . H60D H46 3.0414 no . . #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== _database_code_depnum_ccdc_archive 'CCDC 963112' ####################################################################### # # Cambridge Crystallographic Data Centre # CCDC # ####################################################################### # # This CIF contains data from an original supplementary publication # deposited with the CCDC, and may include chemical, crystal, # experimental, refinement, atomic coordinates, # anisotropic displacement parameters and molecular geometry data, # as required by the journal to which it was submitted. # # This CIF is provided on the understanding that it is used for bona # fide research purposes only. It may contain copyright material # of the CCDC or of third parties, and may not be copied or further # disseminated in any form, whether machine-readable or not, # except for the purpose of generating routine backup copies # on your local computer system. # # For further information on the CCDC, data deposition and # data retrieval see: # www.ccdc.cam.ac.uk # # Bona fide researchers may freely download Mercury and enCIFer # from this site to visualise CIF-encoded structures and # to carry out CIF format checking respectively. # data_20120108_2 #============================================================================== # CHEMICAL DATA _chemical_formula_sum 'C54 H40 B2 F4 N8' _chemical_formula_moiety 'C54 H40 B2 F4 N8' _chemical_formula_weight 898.58 _chemical_melting_point ? #============================================================================== # CRYSTAL DATA _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 1 21/c 1' _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_Int_Tables_number 14 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' #------------------------------------------------------------------------------ _cell_length_a 12.3328(4) _cell_length_b 26.4067(7) _cell_length_c 19.8528(6) _cell_angle_alpha 90.0000 _cell_angle_beta 117.1092(18) _cell_angle_gamma 90.0000 _cell_volume 5755.1(3) _cell_formula_units_Z 4 _cell_measurement_reflns_used 18598 _cell_measurement_theta_min 3.01 _cell_measurement_theta_max 68.22 _cell_measurement_temperature 100 #------------------------------------------------------------------------------ _exptl_crystal_description prism _exptl_crystal_colour red _exptl_crystal_size_max 0.200 _exptl_crystal_size_mid 0.180 _exptl_crystal_size_min 0.080 _exptl_crystal_density_diffrn 1.037 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1864.00 _exptl_absorpt_coefficient_mu 0.580 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'ABSCOR (Rigaku, 1995)' _exptl_absorpt_correction_T_min 0.815 _exptl_absorpt_correction_T_max 0.955 #============================================================================== # EXPERIMENTAL DATA _diffrn_ambient_temperature 100 _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54187 _diffrn_measurement_device_type 'Rigaku R-AXIS RAPID' _diffrn_measurement_method \w _diffrn_detector_area_resol_mean 10.000 _diffrn_reflns_number 65371 _diffrn_reflns_av_R_equivalents 0.0524 _diffrn_reflns_av_sigmaI/netI 0.0548 _diffrn_reflns_theta_max 68.24 _diffrn_reflns_theta_full 68.24 _diffrn_measured_fraction_theta_max 0.999 _diffrn_measured_fraction_theta_full 0.999 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -31 _diffrn_reflns_limit_k_max 31 _diffrn_reflns_limit_l_min -23 _diffrn_reflns_limit_l_max 23 #============================================================================== # REFINEMENT DATA _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. Although strong electron peacks, we fail to model. Therefore, the bis-BODIPY molecule are refined without the effect of the unknown solvent molecule(s) by the Platon Squeeze technique. t-Butylphenyl groups disorder. The atomic coordinates of the disordered parts are restrained. ; _reflns_number_total 10522 _reflns_number_gt 7248 _reflns_threshold_expression F^2^>2.0\s(F^2^) _refine_ls_structure_factor_coef Fsqd _refine_ls_R_factor_all 0.0748 _refine_ls_R_factor_gt 0.0568 _refine_ls_wR_factor_ref 0.1263 _refine_ls_wR_factor_gt 0.1196 _refine_ls_goodness_of_fit_ref 1.021 _refine_ls_restrained_S_all 1.014 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_number_restraints 482 _refine_ls_hydrogen_treatment constr _refine_ls_number_reflns 10513 _refine_ls_number_parameters 687 _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.0597P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _refine_diff_density_max 0.260 _refine_diff_density_min -0.200 _refine_ls_extinction_method none loop_ _platon_squeeze_void_nr _platon_squeeze_void_average_x _platon_squeeze_void_average_y _platon_squeeze_void_average_z _platon_squeeze_void_volume _platon_squeeze_void_count_electrons _platon_squeeze_void_content 1 -0.063 0.000 0.437 786 231 ' ' 2 -0.196 0.500 0.804 786 231 ' ' 3 0.283 0.227 0.146 7 0 ' ' 4 0.283 0.273 0.646 7 0 ' ' 5 0.717 0.727 0.354 7 0 ' ' 6 0.717 0.773 0.854 7 0 ' ' _platon_squeeze_details ; ; _iucr_refine_instructions_details ; TITL 20120108_2 CELL 1.54187 12.33280 26.40673 19.85281 90.000 117.109 90.000 ZERR 4 0.00033 0.00069 0.00054 0.000 0.002 0.000 LATT 1 SYMM -X, .50+Y, .50-Z SFAC C H B F N UNIT 216 160 8 16 32 SHEL 99999.000000 0.000000 L.S. 5 FMAP 2 PLAN -25 WPDB -2 HTAB TEMP -173.0 ACTA BOND $H CONF OMIT 3 2 13 OMIT 0 26 1 OMIT 0 24 2 OMIT -2 27 1 OMIT -1 20 2 OMIT 1 23 0 OMIT 1 19 9 OMIT -2 25 2 OMIT 2 25 0 EXYZ C32 C32A EADP C32 C32A EXYZ C35 C35A EADP C35 C35A DFIX 1.50 0.02 C47 C50 C47 C50A DFIX 1.54 0.02 C50 C51 C50 C52 C50 C53 C50A C51A C50A C52A C50A C53A DANG 2.45 0.04 C46 C50 C48 C50 C46 C50A C48 C50A DANG 2.46 0.04 C47 C51 C47 C52 C47 C53 C47 C51A C47 C52A C47 C53A DANG 2.49 0.04 C51 C52 C52 C53 C53 C51 C51A C52A C52A C53A C53A C51A ISOR 0.1 0.2 C50 > C53A C32 > C37A DELU 0.02 C50 > C53A C32 > C37A SIMU 0.04 0.08 C50 > C53A C32 > C37A SIZE 0.200 0.180 0.080 WGHT 0.059700 FVAR 7.86882 0.72931 0.75094 F1 4 0.528408 0.022785 0.609898 11.00000 0.04093 0.03071 = 0.04406 0.00498 0.00941 0.00175 F2 4 0.353571 0.047718 0.610694 11.00000 0.05473 0.03878 = 0.04087 -0.00154 0.02417 -0.00245 F3 4 0.175532 0.396176 0.356353 11.00000 0.06650 0.03793 = 0.03421 0.00469 0.01742 0.01022 F4 4 0.059634 0.359930 0.404485 11.00000 0.03828 0.04894 = 0.05314 -0.01268 0.01347 -0.00152 N1 5 0.425063 0.095712 0.535415 11.00000 0.04059 0.02418 = 0.02832 0.00051 0.00993 0.00002 N2 5 0.341130 0.009523 0.497111 11.00000 0.04054 0.02423 = 0.03449 0.00068 0.01354 0.00103 N3 5 0.254067 0.322190 0.433750 11.00000 0.03888 0.02953 = 0.02597 -0.00016 0.00999 0.00186 N4 5 0.240655 0.404061 0.490165 11.00000 0.03703 0.02548 = 0.03046 0.00080 0.01201 0.00107 N5 5 0.617419 0.134950 0.720810 11.00000 0.06923 0.03449 = 0.03672 0.00313 0.00942 -0.00194 N6 5 0.400740 -0.091785 0.623426 11.00000 0.07192 0.03384 = 0.04811 0.00274 0.01658 -0.00416 N7 5 0.075600 0.283954 0.244268 11.00000 0.06201 0.03880 = 0.03549 -0.00132 0.00970 0.00631 N8 5 0.007970 0.491819 0.396339 11.00000 0.05660 0.04291 = 0.04989 0.00019 0.01281 0.00918 C1 1 0.488634 0.137086 0.576061 11.00000 0.03888 0.02371 = 0.03474 0.00074 0.01390 0.00113 C2 1 0.469386 0.177998 0.527816 11.00000 0.04063 0.02562 = 0.03219 0.00045 0.01529 0.00215 C3 1 0.391573 0.161180 0.454787 11.00000 0.03900 0.03055 = 0.02962 0.00111 0.01367 0.00222 C4 1 0.363339 0.109941 0.459832 11.00000 0.03945 0.02865 = 0.02736 0.00140 0.01088 0.00358 C5 1 0.288033 0.075190 0.403509 11.00000 0.03344 0.03351 = 0.03095 -0.00116 0.01166 0.00324 C6 1 0.279519 0.025353 0.421645 11.00000 0.03594 0.02957 = 0.03094 -0.00173 0.00957 0.00199 C7 1 0.217812 -0.018595 0.376074 11.00000 0.03503 0.03255 = 0.03980 -0.00250 0.01132 0.00017 C8 1 0.243085 -0.059384 0.426585 11.00000 0.03879 0.03132 = 0.04072 -0.00264 0.01115 -0.00069 C9 1 0.319029 -0.040114 0.500201 11.00000 0.04050 0.02652 = 0.03957 0.00188 0.01415 0.00174 C10 1 0.238858 0.283559 0.383716 11.00000 0.04250 0.02570 = 0.02829 -0.00037 0.01393 -0.00120 C11 1 0.327591 0.246918 0.418889 11.00000 0.04314 0.02693 = 0.02827 0.00088 0.01433 -0.00134 C12 1 0.402150 0.263624 0.492359 11.00000 0.03683 0.02541 = 0.02922 0.00277 0.01239 -0.00008 C13 1 0.354905 0.310220 0.501553 11.00000 0.03856 0.02850 = 0.02739 0.00153 0.01289 -0.00004 C14 1 0.397751 0.344267 0.563733 11.00000 0.03474 0.02711 = 0.02920 0.00111 0.01357 -0.00124 C15 1 0.343129 0.390986 0.557464 11.00000 0.03532 0.02956 = 0.02787 0.00026 0.01199 -0.00146 C16 1 0.366006 0.432433 0.610586 11.00000 0.03811 0.02748 = 0.03199 0.00012 0.01484 -0.00108 C17 1 0.274949 0.469146 0.572546 11.00000 0.03962 0.02926 = 0.03535 -0.00164 0.01553 -0.00089 C18 1 0.200285 0.449408 0.499417 11.00000 0.04065 0.02591 = 0.03675 0.00171 0.01521 0.00335 C19 1 0.514421 0.231349 0.534497 11.00000 0.04061 0.02532 = 0.03035 0.00042 0.01346 0.00081 AFIX 13 H19 2 0.566101 0.242465 0.587881 11.00000 -1.20000 AFIX 0 C20 1 0.581886 0.233163 0.483889 11.00000 0.04573 0.03410 = 0.04238 0.00033 0.02072 0.00021 AFIX 23 H20A 2 0.607918 0.268333 0.481718 11.00000 -1.20000 H20B 2 0.655644 0.211643 0.506741 11.00000 -1.20000 AFIX 0 C21 1 0.497261 0.214246 0.402404 11.00000 0.05396 0.03567 = 0.04221 0.00003 0.02620 0.00111 AFIX 23 H21A 2 0.534104 0.184172 0.391120 11.00000 -1.20000 H21B 2 0.488996 0.241076 0.365536 11.00000 -1.20000 AFIX 0 C22 1 0.368391 0.200159 0.393960 11.00000 0.04870 0.02957 = 0.02950 -0.00019 0.01695 0.00010 AFIX 13 H22 2 0.310064 0.188555 0.341971 11.00000 -1.20000 AFIX 0 C23 1 0.147891 -0.026754 0.298634 11.00000 0.04727 0.03793 = 0.04233 -0.00378 0.00707 -0.00368 AFIX 43 H23 2 0.129653 0.000170 0.263377 11.00000 -1.20000 AFIX 0 C24 1 0.106102 -0.075188 0.274925 11.00000 0.05306 0.04602 = 0.04378 -0.00815 0.00496 -0.00699 AFIX 43 H24 2 0.059863 -0.081509 0.222271 11.00000 -1.20000 AFIX 0 C25 1 0.129369 -0.115356 0.325649 11.00000 0.04902 0.03535 = 0.05612 -0.01006 0.00871 -0.00521 AFIX 43 H25 2 0.097141 -0.147953 0.306916 11.00000 -1.20000 AFIX 0 C26 1 0.197957 -0.108328 0.401923 11.00000 0.04663 0.03069 = 0.04980 -0.00445 0.01119 -0.00455 AFIX 43 H26 2 0.214317 -0.135432 0.436690 11.00000 -1.20000 AFIX 0 C27 1 0.452291 0.441170 0.685298 11.00000 0.04197 0.02957 = 0.03386 -0.00193 0.01453 -0.00171 AFIX 43 H27 2 0.514604 0.417166 0.712055 11.00000 -1.20000 AFIX 0 C28 1 0.444444 0.485620 0.719098 11.00000 0.05001 0.03785 = 0.03567 -0.00355 0.01766 -0.00279 AFIX 43 H28 2 0.503059 0.492145 0.769807 11.00000 -1.20000 AFIX 0 C29 1 0.352978 0.521582 0.681293 11.00000 0.05442 0.03209 = 0.04178 -0.00818 0.02101 -0.00013 AFIX 43 H29 2 0.350447 0.551635 0.706844 11.00000 -1.20000 AFIX 0 C30 1 0.267342 0.513901 0.608049 11.00000 0.04702 0.02882 = 0.04475 -0.00105 0.01948 0.00292 AFIX 43 H30 2 0.204945 0.538054 0.582184 11.00000 -1.20000 AFIX 0 C31 1 0.560013 0.135517 0.656299 11.00000 0.04840 0.02057 = 0.03484 0.00156 0.01311 -0.00196 PART 1 SAME 0.02 C32A > C37A SAME 0.02 C32 C37 < C33 FLAT 0.1 C32 > C37 C32 1 0.216054 0.094593 0.325517 21.00000 0.03875 0.02881 = 0.03301 0.00044 0.01013 0.00086 C33 1 0.115207 0.125938 0.311570 21.00000 0.04614 0.04900 = 0.03351 0.00249 0.01854 0.01053 AFIX 43 H33 2 0.094050 0.133157 0.350977 21.00000 -1.20000 AFIX 0 C34 1 0.047722 0.145973 0.240329 21.00000 0.04221 0.04875 = 0.03414 0.00417 0.01658 0.01149 AFIX 43 H34 2 -0.021401 0.166263 0.230787 21.00000 -1.20000 AFIX 0 C35 1 0.079451 0.136895 0.180267 21.00000 0.04073 0.03347 = 0.03506 -0.00035 0.01110 -0.00050 C36 1 0.180129 0.107183 0.199189 21.00000 0.05718 0.05053 = 0.03309 -0.00607 0.02010 0.01648 AFIX 43 H36 2 0.204654 0.100448 0.161125 21.00000 -1.20000 AFIX 0 C37 1 0.248286 0.086389 0.269804 21.00000 0.05360 0.04969 = 0.03298 -0.00562 0.01564 0.01973 AFIX 43 H37 2 0.317752 0.066337 0.279321 21.00000 -1.20000 AFIX 0 PART 2 SAME 0.02 C32A C37A < C33A FLAT 0.1 C32A > C37A C32A 1 0.216054 0.094593 0.325517 -21.00000 0.03875 0.02881 = 0.03301 0.00044 0.01013 0.00086 C33A 1 0.092987 0.097731 0.290018 -21.00000 0.04015 0.05760 = 0.05093 0.01900 0.02236 -0.00190 AFIX 43 H33A 2 0.049970 0.086307 0.316482 -21.00000 -1.20000 AFIX 0 C34A 1 0.025632 0.116628 0.217252 -21.00000 0.03713 0.07640 = 0.06219 0.03218 0.02116 0.01115 AFIX 43 H34A 2 -0.060763 0.114793 0.194049 -21.00000 -1.20000 AFIX 0 C35A 1 0.079451 0.136895 0.180267 -21.00000 0.04073 0.03347 = 0.03506 -0.00035 0.01110 -0.00050 C36A 1 0.205290 0.127571 0.206225 -21.00000 0.03855 0.04317 = 0.02725 -0.00618 0.01096 0.00763 AFIX 43 H36A 2 0.243628 0.135088 0.175359 -21.00000 -1.20000 AFIX 0 C37A 1 0.270822 0.107216 0.277773 -21.00000 0.03324 0.03472 = 0.03603 -0.00932 0.00926 0.01455 AFIX 43 H37A 2 0.355565 0.101380 0.295952 -21.00000 -1.20000 AFIX 0 PART 0 C38 1 0.007584 0.160039 0.101532 11.00000 0.04253 0.04028 = 0.02882 0.00164 0.00935 0.00251 C39 1 0.092059 0.194702 0.084309 11.00000 0.05598 0.05468 = 0.04846 0.00954 0.01594 -0.00451 AFIX 133 H39A 2 0.127691 0.220389 0.124079 11.00000 -1.50000 H39B 2 0.045071 0.211371 0.035370 11.00000 -1.50000 H39C 2 0.157250 0.174435 0.082500 11.00000 -1.50000 AFIX 0 C40 1 -0.099878 0.191905 0.095932 11.00000 0.05640 0.05139 = 0.03342 0.00432 0.01240 0.01406 AFIX 133 H40A 2 -0.153359 0.170917 0.108772 11.00000 -1.50000 H40B 2 -0.145708 0.204757 0.044200 11.00000 -1.50000 H40C 2 -0.069375 0.220442 0.131238 11.00000 -1.50000 AFIX 0 C41 1 -0.042011 0.117157 0.042422 11.00000 0.06492 0.04313 = 0.03429 0.00171 0.01534 0.00157 AFIX 133 H41A 2 0.026093 0.097110 0.044167 11.00000 -1.50000 H41B 2 -0.087752 0.131812 -0.008170 11.00000 -1.50000 H41C 2 -0.095884 0.095306 0.053715 11.00000 -1.50000 AFIX 0 C42 1 0.366298 -0.067673 0.569637 11.00000 0.05155 0.02761 = 0.04242 -0.00162 0.01464 -0.00499 C43 1 0.147024 0.284574 0.307061 11.00000 0.04678 0.02606 = 0.03149 -0.00002 0.01285 0.00335 C44 1 0.500617 0.327441 0.635508 11.00000 0.03939 0.02847 = 0.02746 -0.00039 0.01376 0.00369 C45 1 0.615945 0.348081 0.661993 11.00000 0.04357 0.03448 = 0.04376 0.00834 0.01238 -0.00125 AFIX 43 H45 2 0.630150 0.374777 0.634912 11.00000 -1.20000 AFIX 0 C46 1 0.710748 0.329812 0.728027 11.00000 0.03994 0.04222 = 0.05053 0.00211 0.00773 0.00199 AFIX 43 H46 2 0.789228 0.344543 0.745490 11.00000 -1.20000 AFIX 0 C47 1 0.695036 0.290834 0.769425 11.00000 0.05271 0.04037 = 0.03051 0.00244 0.01421 0.01524 C48 1 0.578753 0.270281 0.742012 11.00000 0.05122 0.04546 = 0.03638 0.01054 0.02257 0.01168 AFIX 43 H48 2 0.564795 0.243336 0.768813 11.00000 -1.20000 AFIX 0 C49 1 0.483080 0.288347 0.676460 11.00000 0.04341 0.04108 = 0.03496 0.00453 0.01741 0.00187 AFIX 43 H49 2 0.404392 0.273859 0.659201 11.00000 -1.20000 AFIX 0 PART 1 C50 1 0.798445 0.269418 0.843659 31.00000 0.03952 0.03992 = 0.03357 0.01048 0.01126 0.01252 C51 1 0.762443 0.222788 0.873326 31.00000 0.04921 0.05066 = 0.02975 0.00753 0.01040 0.00747 AFIX 133 H51A 2 0.695476 0.231287 0.884991 31.00000 -1.50000 H51B 2 0.832482 0.210855 0.919321 31.00000 -1.50000 H51C 2 0.736100 0.196082 0.834842 31.00000 -1.50000 AFIX 0 C52 1 0.903687 0.255037 0.827261 31.00000 0.05401 0.11090 = 0.08850 0.06187 0.04313 0.03959 AFIX 133 H52A 2 0.876998 0.228620 0.788332 31.00000 -1.50000 H52B 2 0.971769 0.242340 0.873629 31.00000 -1.50000 H52C 2 0.930009 0.284898 0.809270 31.00000 -1.50000 AFIX 0 C53 1 0.831708 0.311169 0.902874 31.00000 0.08020 0.06172 = 0.04295 0.00241 -0.02453 0.00159 AFIX 133 H53A 2 0.865959 0.340076 0.888081 31.00000 -1.50000 H53B 2 0.892025 0.298319 0.952075 31.00000 -1.50000 H53C 2 0.758513 0.321939 0.906513 31.00000 -1.50000 AFIX 0 PART 2 C50A 1 0.815566 0.278984 0.837516 -31.00000 0.08855 0.04189 = 0.03998 0.01879 0.03253 0.00641 C51A 1 0.836949 0.222090 0.835292 -31.00000 0.05284 0.05575 = 0.07007 -0.00030 0.01077 0.01535 AFIX 133 H51D 2 0.762518 0.203678 0.826181 -31.00000 -1.50000 H51E 2 0.903534 0.211384 0.883777 -31.00000 -1.50000 H51F 2 0.858498 0.214752 0.794493 -31.00000 -1.50000 AFIX 0 C52A 1 0.939126 0.306259 0.851308 -31.00000 0.05554 0.05206 = 0.04826 0.01462 0.00197 0.01140 AFIX 133 H52D 2 0.958157 0.298081 0.809710 -31.00000 -1.50000 H52E 2 1.005416 0.294492 0.899195 -31.00000 -1.50000 H52F 2 0.929848 0.342991 0.853509 -31.00000 -1.50000 AFIX 0 C53A 1 0.806807 0.292227 0.911151 -31.00000 0.13736 0.12477 = 0.04398 0.01841 0.04435 0.10763 AFIX 133 H53D 2 0.854572 0.322809 0.933861 -31.00000 -1.50000 H53E 2 0.838873 0.264020 0.946961 -31.00000 -1.50000 H53F 2 0.721453 0.298204 0.899068 -31.00000 -1.50000 AFIX 0 PART 0 C54 1 0.093404 0.472284 0.441153 11.00000 0.04588 0.03154 = 0.03720 -0.00244 0.01186 0.00275 B1 3 0.415275 0.044049 0.567671 11.00000 0.03778 0.02937 = 0.03181 0.00042 0.01126 0.00240 B2 3 0.176306 0.370177 0.416920 11.00000 0.03978 0.02893 = 0.03167 0.00311 0.01148 0.00231 HKLF 4 REM 20120108_2 REM R1 = 0.0568 for 7248 Fo > 4sig(Fo) and 0.0748 for all 10513 data REM 687 parameters refined using 482 restraints END WGHT 0.0634 0.0000 REM Highest difference peak 0.258, deepest hole -0.201, 1-sigma level 0.039 Q1 1 0.4138 0.0070 0.6202 11.00000 0.05 0.21 Q2 1 0.1603 0.4077 0.4932 11.00000 0.05 0.20 Q3 1 0.7672 0.3327 0.7182 11.00000 0.05 0.19 Q4 1 0.2698 0.3974 0.4325 11.00000 0.05 0.19 Q5 1 0.5214 0.1346 0.6081 11.00000 0.05 0.18 Q6 1 0.3670 0.1755 0.4225 11.00000 0.05 0.18 Q7 1 0.0984 0.5032 0.3879 11.00000 0.05 0.18 Q8 1 0.4455 0.3029 0.4978 11.00000 0.05 0.18 Q9 1 0.2426 0.0073 0.3905 11.00000 0.05 0.18 Q10 1 0.3307 0.3538 0.5672 11.00000 0.05 0.17 Q11 1 0.3798 0.3248 0.5297 11.00000 0.05 0.16 Q12 1 0.0773 -0.1429 0.3303 11.00000 0.05 0.16 Q13 1 0.2967 -0.0627 0.4693 11.00000 0.05 0.16 Q14 1 0.2463 -0.0326 0.4117 11.00000 0.05 0.16 Q15 1 0.2024 0.2852 0.3497 11.00000 0.05 0.16 Q16 1 0.2775 0.4439 0.4913 11.00000 0.05 0.16 Q17 1 0.2991 0.4376 0.6193 11.00000 0.05 0.16 Q18 1 0.3407 0.3232 0.4263 11.00000 0.05 0.16 Q19 1 0.4591 0.2545 0.5076 11.00000 0.05 0.16 Q20 1 0.3413 -0.0545 0.5365 11.00000 0.05 0.15 Q21 1 0.3459 -0.1054 0.5702 11.00000 0.05 0.15 Q22 1 0.6896 0.1337 0.7879 11.00000 0.05 0.15 Q23 1 0.3329 0.1656 0.4809 11.00000 0.05 0.15 Q24 1 0.7098 0.1855 0.8548 11.00000 0.05 0.15 Q25 1 0.2737 0.0411 0.6173 11.00000 0.05 0.15 ; loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (1992, Vol. C, Table 6.1.1.4) ; B B 0.0090 0.0039 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; F F 0.0727 0.0534 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; N N 0.0311 0.0180 ; International Tables for Crystallography (1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; #============================================================================== # ATOMIC COORDINATES AND THERMAL PARAMETERS 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_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group F1 F 0.52841(9) 0.02278(3) 0.60990(6) 0.0424(3) Uani 1 1 d . A . F2 F 0.35357(9) 0.04772(4) 0.61069(5) 0.0439(3) Uani 1 1 d . A . F3 F 0.17553(10) 0.39618(4) 0.35635(5) 0.0483(3) Uani 1 1 d . . . F4 F 0.05963(9) 0.35993(4) 0.40449(6) 0.0496(3) Uani 1 1 d . . . N1 N 0.42506(13) 0.09571(5) 0.53542(8) 0.0332(3) Uani 1 1 d . A . N2 N 0.34113(13) 0.00952(5) 0.49711(8) 0.0345(3) Uani 1 1 d . A . N3 N 0.25407(13) 0.32219(5) 0.43375(7) 0.0333(3) Uani 1 1 d . . . N4 N 0.24065(13) 0.40406(5) 0.49017(8) 0.0323(3) Uani 1 1 d . . . N5 N 0.61742(16) 0.13495(6) 0.72081(9) 0.0525(5) Uani 1 1 d . . . N6 N 0.40074(16) -0.09179(6) 0.62343(10) 0.0554(5) Uani 1 1 d . . . N7 N 0.07560(15) 0.28395(6) 0.24427(9) 0.0502(4) Uani 1 1 d . . . N8 N 0.00797(16) 0.49182(6) 0.39634(10) 0.0542(5) Uani 1 1 d . . . C1 C 0.48863(16) 0.13709(6) 0.57606(10) 0.0335(4) Uani 1 1 d . . . C2 C 0.46939(16) 0.17800(6) 0.52782(10) 0.0333(4) Uani 1 1 d . . . C3 C 0.39157(16) 0.16118(7) 0.45479(9) 0.0338(4) Uani 1 1 d . . . C4 C 0.36334(16) 0.10994(6) 0.45983(9) 0.0335(4) Uani 1 1 d . A . C5 C 0.28803(15) 0.07519(7) 0.40351(9) 0.0338(4) Uani 1 1 d . . . C6 C 0.27952(15) 0.02535(7) 0.42164(10) 0.0343(4) Uani 1 1 d . A . C7 C 0.21781(16) -0.01860(7) 0.37607(10) 0.0380(4) Uani 1 1 d . . . C8 C 0.24308(16) -0.05938(7) 0.42658(10) 0.0396(4) Uani 1 1 d . A . C9 C 0.31903(16) -0.04011(7) 0.50020(10) 0.0371(4) Uani 1 1 d . . . C10 C 0.23886(16) 0.28356(6) 0.38372(9) 0.0330(4) Uani 1 1 d . . . C11 C 0.32759(16) 0.24692(6) 0.41889(9) 0.0335(4) Uani 1 1 d . . . C12 C 0.40215(15) 0.26362(6) 0.49236(9) 0.0315(4) Uani 1 1 d . . . C13 C 0.35490(16) 0.31022(6) 0.50155(9) 0.0323(4) Uani 1 1 d . . . C14 C 0.39775(15) 0.34427(6) 0.56373(9) 0.0307(4) Uani 1 1 d . . . C15 C 0.34313(15) 0.39099(6) 0.55746(9) 0.0318(4) Uani 1 1 d . . . C16 C 0.36601(16) 0.43243(6) 0.61059(10) 0.0330(4) Uani 1 1 d . . . C17 C 0.27495(16) 0.46915(7) 0.57255(10) 0.0353(4) Uani 1 1 d . . . C18 C 0.20029(16) 0.44941(6) 0.49942(10) 0.0354(4) Uani 1 1 d . . . C19 C 0.51442(15) 0.23135(6) 0.53450(10) 0.0331(4) Uani 1 1 d . . . H19 H 0.5661 0.2425 0.5879 0.040 Uiso 1 1 calc R . . C20 C 0.58189(17) 0.23316(7) 0.48389(10) 0.0405(4) Uani 1 1 d . . . H20A H 0.6079 0.2683 0.4817 0.049 Uiso 1 1 calc R . . H20B H 0.6556 0.2116 0.5067 0.049 Uiso 1 1 calc R . . C21 C 0.49726(17) 0.21425(7) 0.40240(10) 0.0423(5) Uani 1 1 d . . . H21A H 0.5341 0.1842 0.3911 0.051 Uiso 1 1 calc R . . H21B H 0.4890 0.2411 0.3655 0.051 Uiso 1 1 calc R . . C22 C 0.36839(17) 0.20016(7) 0.39396(10) 0.0363(4) Uani 1 1 d . . . H22 H 0.3101 0.1886 0.3420 0.044 Uiso 1 1 calc R . . C23 C 0.14789(17) -0.02675(7) 0.29863(11) 0.0476(5) Uani 1 1 d . A . H23 H 0.1297 0.0002 0.2634 0.057 Uiso 1 1 calc R . . C24 C 0.10610(18) -0.07519(8) 0.27493(12) 0.0542(6) Uani 1 1 d . . . H24 H 0.0599 -0.0815 0.2223 0.065 Uiso 1 1 calc R A . C25 C 0.12937(18) -0.11536(8) 0.32565(12) 0.0527(5) Uani 1 1 d . A . H25 H 0.0971 -0.1480 0.3069 0.063 Uiso 1 1 calc R . . C26 C 0.19796(17) -0.10833(7) 0.40192(11) 0.0465(5) Uani 1 1 d . . . H26 H 0.2143 -0.1354 0.4367 0.056 Uiso 1 1 calc R A . C27 C 0.45229(16) 0.44117(7) 0.68530(10) 0.0362(4) Uani 1 1 d . . . H27 H 0.5146 0.4172 0.7121 0.043 Uiso 1 1 calc R . . C28 C 0.44444(18) 0.48562(7) 0.71910(11) 0.0419(5) Uani 1 1 d . . . H28 H 0.5031 0.4921 0.7698 0.050 Uiso 1 1 calc R . . C29 C 0.35298(17) 0.52158(7) 0.68129(11) 0.0431(5) Uani 1 1 d . . . H29 H 0.3504 0.5516 0.7068 0.052 Uiso 1 1 calc R . . C30 C 0.26734(17) 0.51390(7) 0.60805(11) 0.0407(4) Uani 1 1 d . . . H30 H 0.2049 0.5381 0.5822 0.049 Uiso 1 1 calc R . . C31 C 0.56001(17) 0.13552(6) 0.65630(11) 0.0368(4) Uani 1 1 d . . . C32 C 0.21605(16) 0.09459(7) 0.32552(10) 0.0359(4) Uani 0.729(8) 1 d PDU A 1 C33 C 0.1152(3) 0.12594(17) 0.31157(18) 0.0427(10) Uani 0.729(8) 1 d PDU A 1 H33 H 0.0940 0.1332 0.3510 0.051 Uiso 0.729(8) 1 calc PR A 1 C34 C 0.0477(3) 0.14597(17) 0.24033(17) 0.0420(9) Uani 0.729(8) 1 d PDU A 1 H34 H -0.0214 0.1663 0.2308 0.050 Uiso 0.729(8) 1 calc PR A 1 C35 C 0.07945(17) 0.13690(7) 0.18027(10) 0.0388(4) Uani 0.729(8) 1 d PDU A 1 C36 C 0.1801(4) 0.10718(19) 0.1992(3) 0.0471(12) Uani 0.729(8) 1 d PDU A 1 H36 H 0.2047 0.1004 0.1611 0.057 Uiso 0.729(8) 1 calc PR A 1 C37 C 0.2483(5) 0.0864(2) 0.2698(2) 0.0470(12) Uani 0.729(8) 1 d PDU A 1 H37 H 0.3178 0.0663 0.2793 0.056 Uiso 0.729(8) 1 calc PR A 1 C32A C 0.21605(16) 0.09459(7) 0.32552(10) 0.0359(4) Uani 0.271(8) 1 d PDU A 2 C33A C 0.0930(7) 0.0977(5) 0.2900(6) 0.049(3) Uani 0.271(8) 1 d PDU A 2 H33A H 0.0500 0.0863 0.3165 0.059 Uiso 0.271(8) 1 calc PR A 2 C34A C 0.0256(8) 0.1166(6) 0.2173(6) 0.059(3) Uani 0.271(8) 1 d PDU A 2 H34A H -0.0608 0.1148 0.1940 0.071 Uiso 0.271(8) 1 calc PR A 2 C35A C 0.07945(17) 0.13690(7) 0.18027(10) 0.0388(4) Uani 0.271(8) 1 d PDU A 2 C36A C 0.2053(9) 0.1276(5) 0.2062(6) 0.038(3) Uani 0.271(8) 1 d PDU A 2 H36A H 0.2436 0.1351 0.1754 0.045 Uiso 0.271(8) 1 calc PR A 2 C37A C 0.2708(10) 0.1072(4) 0.2778(6) 0.037(3) Uani 0.271(8) 1 d PDU A 2 H37A H 0.3556 0.1014 0.2960 0.045 Uiso 0.271(8) 1 calc PR A 2 C38 C 0.00758(16) 0.16004(7) 0.10153(10) 0.0399(4) Uani 1 1 d . . . C39 C 0.09206(19) 0.19470(8) 0.08431(12) 0.0561(6) Uani 1 1 d . A . H39A H 0.1277 0.2204 0.1241 0.084 Uiso 1 1 calc R . . H39B H 0.0451 0.2114 0.0354 0.084 Uiso 1 1 calc R . . H39C H 0.1572 0.1744 0.0825 0.084 Uiso 1 1 calc R . . C40 C -0.09988(18) 0.19190(8) 0.09593(10) 0.0502(5) Uani 1 1 d . A . H40A H -0.1534 0.1709 0.1088 0.075 Uiso 1 1 calc R . . H40B H -0.1457 0.2048 0.0442 0.075 Uiso 1 1 calc R . . H40C H -0.0694 0.2204 0.1312 0.075 Uiso 1 1 calc R . . C41 C -0.04201(19) 0.11716(7) 0.04242(10) 0.0502(5) Uani 1 1 d . A . H41A H 0.0261 0.0971 0.0442 0.075 Uiso 1 1 calc R . . H41B H -0.0878 0.1318 -0.0082 0.075 Uiso 1 1 calc R . . H41C H -0.0959 0.0953 0.0537 0.075 Uiso 1 1 calc R . . C42 C 0.36630(18) -0.06767(7) 0.56964(11) 0.0431(5) Uani 1 1 d . A . C43 C 0.14702(17) 0.28457(6) 0.30706(10) 0.0367(4) Uani 1 1 d . . . C44 C 0.50062(16) 0.32744(6) 0.63551(9) 0.0323(4) Uani 1 1 d . B . C45 C 0.61595(17) 0.34808(7) 0.66199(11) 0.0435(5) Uani 1 1 d . . . H45 H 0.6301 0.3748 0.6349 0.052 Uiso 1 1 calc R . . C46 C 0.71075(18) 0.32981(7) 0.72803(11) 0.0492(5) Uani 1 1 d D B . H46 H 0.7892 0.3445 0.7455 0.059 Uiso 1 1 calc R . . C47 C 0.69504(18) 0.29083(7) 0.76943(10) 0.0430(5) Uani 1 1 d D . . C48 C 0.57875(18) 0.27028(8) 0.74201(10) 0.0433(5) Uani 1 1 d D B . H48 H 0.5648 0.2433 0.7688 0.052 Uiso 1 1 calc R . . C49 C 0.48308(17) 0.28835(7) 0.67646(10) 0.0400(4) Uani 1 1 d . . . H49 H 0.4044 0.2739 0.6592 0.048 Uiso 1 1 calc R B . C50 C 0.7984(4) 0.2694(2) 0.8437(3) 0.0397(12) Uani 0.751(4) 1 d PDU B 1 C51 C 0.7624(2) 0.22279(10) 0.87333(14) 0.0461(8) Uani 0.751(4) 1 d PDU B 1 H51A H 0.6955 0.2313 0.8850 0.069 Uiso 0.751(4) 1 calc PR B 1 H51B H 0.8325 0.2109 0.9193 0.069 Uiso 0.751(4) 1 calc PR B 1 H51C H 0.7361 0.1961 0.8348 0.069 Uiso 0.751(4) 1 calc PR B 1 C52 C 0.9037(3) 0.25504(17) 0.8273(2) 0.0804(14) Uani 0.751(4) 1 d PDU B 1 H52A H 0.8770 0.2286 0.7883 0.121 Uiso 0.751(4) 1 calc PR B 1 H52B H 0.9718 0.2423 0.8736 0.121 Uiso 0.751(4) 1 calc PR B 1 H52C H 0.9300 0.2849 0.8093 0.121 Uiso 0.751(4) 1 calc PR B 1 C53 C 0.8317(5) 0.3112(2) 0.9029(3) 0.0818(19) Uani 0.751(4) 1 d PDU B 1 H53A H 0.8660 0.3401 0.8881 0.123 Uiso 0.751(4) 1 calc PR B 1 H53B H 0.8920 0.2983 0.9521 0.123 Uiso 0.751(4) 1 calc PR B 1 H53C H 0.7585 0.3219 0.9065 0.123 Uiso 0.751(4) 1 calc PR B 1 C50A C 0.8156(13) 0.2790(6) 0.8375(9) 0.056(5) Uani 0.249(4) 1 d PDU B 2 C51A C 0.8369(9) 0.2221(3) 0.8353(6) 0.066(3) Uani 0.249(4) 1 d PDU B 2 H51D H 0.7625 0.2037 0.8262 0.099 Uiso 0.249(4) 1 calc PR B 2 H51E H 0.9035 0.2114 0.8838 0.099 Uiso 0.249(4) 1 calc PR B 2 H51F H 0.8585 0.2148 0.7945 0.099 Uiso 0.249(4) 1 calc PR B 2 C52A C 0.9391(7) 0.3063(4) 0.8513(5) 0.060(3) Uani 0.249(4) 1 d PDU B 2 H52D H 0.9582 0.2981 0.8097 0.090 Uiso 0.249(4) 1 calc PR B 2 H52E H 1.0054 0.2945 0.8992 0.090 Uiso 0.249(4) 1 calc PR B 2 H52F H 0.9298 0.3430 0.8535 0.090 Uiso 0.249(4) 1 calc PR B 2 C53A C 0.8068(16) 0.2922(7) 0.9112(8) 0.101(7) Uani 0.249(4) 1 d PDU B 2 H53D H 0.8546 0.3228 0.9339 0.151 Uiso 0.249(4) 1 calc PR B 2 H53E H 0.8389 0.2640 0.9470 0.151 Uiso 0.249(4) 1 calc PR B 2 H53F H 0.7215 0.2982 0.8991 0.151 Uiso 0.249(4) 1 calc PR B 2 C54 C 0.09340(18) 0.47228(7) 0.44115(11) 0.0409(5) Uani 1 1 d . . . B1 B 0.41527(19) 0.04405(8) 0.56767(11) 0.0347(5) Uani 1 1 d . . . B2 B 0.17631(19) 0.37018(8) 0.41692(11) 0.0353(5) Uani 1 1 d . . . 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 0.0409(6) 0.0307(6) 0.0441(6) 0.0050(5) 0.0094(5) 0.0017(5) F2 0.0547(6) 0.0388(6) 0.0409(6) -0.0015(5) 0.0242(5) -0.0024(5) F3 0.0665(7) 0.0379(6) 0.0342(6) 0.0047(5) 0.0174(5) 0.0102(5) F4 0.0383(6) 0.0489(7) 0.0531(7) -0.0127(5) 0.0135(5) -0.0015(5) N1 0.0406(8) 0.0242(8) 0.0283(8) 0.0005(6) 0.0099(7) 0.0000(6) N2 0.0405(8) 0.0242(8) 0.0345(8) 0.0007(6) 0.0135(7) 0.0010(6) N3 0.0389(8) 0.0295(8) 0.0260(8) -0.0002(6) 0.0100(7) 0.0019(6) N4 0.0370(8) 0.0255(8) 0.0305(8) 0.0008(6) 0.0120(7) 0.0011(6) N5 0.0692(12) 0.0345(10) 0.0367(10) 0.0031(7) 0.0094(9) -0.0019(8) N6 0.0719(12) 0.0338(10) 0.0481(11) 0.0027(8) 0.0166(9) -0.0042(9) N7 0.0620(11) 0.0388(10) 0.0355(10) -0.0013(7) 0.0097(8) 0.0063(8) N8 0.0566(11) 0.0429(10) 0.0499(11) 0.0002(8) 0.0128(9) 0.0092(8) C1 0.0389(10) 0.0237(9) 0.0347(10) 0.0007(7) 0.0139(8) 0.0011(8) C2 0.0406(10) 0.0256(10) 0.0322(10) 0.0004(7) 0.0153(8) 0.0021(8) C3 0.0390(10) 0.0306(10) 0.0296(9) 0.0011(7) 0.0137(8) 0.0022(8) C4 0.0394(10) 0.0286(10) 0.0274(9) 0.0014(7) 0.0109(8) 0.0036(8) C5 0.0334(9) 0.0335(11) 0.0310(10) -0.0012(8) 0.0117(8) 0.0032(8) C6 0.0359(10) 0.0296(10) 0.0309(10) -0.0017(8) 0.0096(8) 0.0020(8) C7 0.0350(10) 0.0326(11) 0.0398(11) -0.0025(8) 0.0113(8) 0.0002(8) C8 0.0388(10) 0.0313(11) 0.0407(11) -0.0026(8) 0.0111(9) -0.0007(8) C9 0.0405(10) 0.0265(10) 0.0396(11) 0.0019(8) 0.0141(9) 0.0017(8) C10 0.0425(10) 0.0257(10) 0.0283(9) -0.0004(7) 0.0139(8) -0.0012(8) C11 0.0431(10) 0.0269(10) 0.0283(9) 0.0009(7) 0.0143(8) -0.0013(8) C12 0.0368(10) 0.0254(9) 0.0292(9) 0.0028(7) 0.0124(8) -0.0001(7) C13 0.0386(10) 0.0285(10) 0.0274(9) 0.0015(7) 0.0129(8) 0.0000(8) C14 0.0347(9) 0.0271(9) 0.0292(9) 0.0011(7) 0.0136(8) -0.0012(7) C15 0.0353(10) 0.0296(10) 0.0279(9) 0.0003(7) 0.0120(8) -0.0015(8) C16 0.0381(10) 0.0275(10) 0.0320(10) 0.0001(7) 0.0148(8) -0.0011(8) C17 0.0396(10) 0.0293(10) 0.0354(10) -0.0016(8) 0.0155(8) -0.0009(8) C18 0.0406(10) 0.0259(10) 0.0367(10) 0.0017(8) 0.0152(8) 0.0034(8) C19 0.0406(10) 0.0253(9) 0.0303(9) 0.0004(7) 0.0135(8) 0.0008(8) C20 0.0457(11) 0.0341(11) 0.0424(11) 0.0003(8) 0.0207(9) 0.0002(8) C21 0.0540(12) 0.0357(11) 0.0422(12) 0.0000(8) 0.0262(10) 0.0011(9) C22 0.0487(11) 0.0296(10) 0.0295(10) -0.0002(7) 0.0170(9) 0.0001(8) C23 0.0473(12) 0.0379(12) 0.0423(12) -0.0038(9) 0.0071(9) -0.0037(9) C24 0.0531(13) 0.0460(13) 0.0438(12) -0.0082(10) 0.0050(10) -0.0070(10) C25 0.0490(12) 0.0354(12) 0.0561(14) -0.0101(10) 0.0087(10) -0.0052(9) C26 0.0466(11) 0.0307(11) 0.0498(12) -0.0045(9) 0.0112(10) -0.0045(9) C27 0.0420(10) 0.0296(10) 0.0339(10) -0.0019(8) 0.0145(8) -0.0017(8) C28 0.0500(11) 0.0379(11) 0.0357(11) -0.0036(8) 0.0177(9) -0.0028(9) C29 0.0544(12) 0.0321(11) 0.0418(11) -0.0082(9) 0.0210(10) -0.0001(9) C30 0.0470(11) 0.0288(10) 0.0447(11) -0.0010(8) 0.0195(9) 0.0029(8) C31 0.0484(11) 0.0206(9) 0.0348(11) 0.0016(8) 0.0131(9) -0.0020(8) C32 0.0387(10) 0.0288(10) 0.0330(10) 0.0004(8) 0.0101(8) 0.0009(8) C33 0.0461(18) 0.049(2) 0.0335(16) 0.0025(15) 0.0185(14) 0.0105(17) C34 0.0422(17) 0.049(2) 0.0341(16) 0.0042(15) 0.0166(14) 0.0115(16) C35 0.0407(10) 0.0335(11) 0.0351(10) -0.0004(8) 0.0111(9) -0.0005(8) C36 0.057(2) 0.051(3) 0.0331(18) -0.0061(19) 0.0201(18) 0.016(2) C37 0.054(2) 0.050(3) 0.0330(18) -0.0056(19) 0.0156(17) 0.020(2) C32A 0.0387(10) 0.0288(10) 0.0330(10) 0.0004(8) 0.0101(8) 0.0009(8) C33A 0.040(4) 0.058(7) 0.051(5) 0.019(5) 0.022(4) -0.002(4) C34A 0.037(4) 0.076(9) 0.062(6) 0.032(6) 0.021(4) 0.011(5) C35A 0.0407(10) 0.0335(11) 0.0351(10) -0.0004(8) 0.0111(9) -0.0005(8) C36A 0.039(5) 0.043(7) 0.027(4) -0.006(5) 0.011(4) 0.008(4) C37A 0.033(4) 0.035(6) 0.036(5) -0.009(4) 0.009(4) 0.015(4) C38 0.0425(11) 0.0403(11) 0.0288(10) 0.0016(8) 0.0094(8) 0.0025(9) C39 0.0560(13) 0.0547(14) 0.0485(13) 0.0095(10) 0.0159(11) -0.0045(11) C40 0.0564(13) 0.0514(13) 0.0334(11) 0.0043(9) 0.0124(10) 0.0141(10) C41 0.0649(14) 0.0431(13) 0.0343(11) 0.0017(9) 0.0153(10) 0.0016(10) C42 0.0516(12) 0.0276(11) 0.0424(12) -0.0016(9) 0.0146(10) -0.0050(9) C43 0.0468(11) 0.0261(10) 0.0315(10) 0.0000(8) 0.0128(9) 0.0034(8) C44 0.0394(10) 0.0285(10) 0.0275(9) -0.0004(7) 0.0138(8) 0.0037(8) C45 0.0436(11) 0.0345(11) 0.0438(12) 0.0083(9) 0.0124(9) -0.0012(9) C46 0.0399(11) 0.0422(12) 0.0505(13) 0.0021(10) 0.0077(10) 0.0020(9) C47 0.0527(12) 0.0404(12) 0.0305(11) 0.0024(8) 0.0142(9) 0.0152(9) C48 0.0512(12) 0.0455(12) 0.0364(11) 0.0105(9) 0.0226(10) 0.0117(10) C49 0.0434(10) 0.0411(12) 0.0350(11) 0.0045(8) 0.0174(9) 0.0019(9) C50 0.0395(18) 0.040(2) 0.034(2) 0.0105(17) 0.0113(16) 0.0125(17) C51 0.0492(16) 0.0507(18) 0.0297(14) 0.0075(12) 0.0104(12) 0.0075(13) C52 0.054(2) 0.111(4) 0.089(3) 0.062(2) 0.043(2) 0.040(2) C53 0.080(3) 0.062(3) 0.043(3) 0.0024(19) -0.025(2) 0.002(2) C50A 0.089(10) 0.042(8) 0.040(7) 0.019(6) 0.033(7) 0.006(7) C51A 0.053(6) 0.056(6) 0.070(7) 0.000(5) 0.011(5) 0.015(5) C52A 0.056(5) 0.052(6) 0.048(5) 0.015(4) 0.002(4) 0.011(4) C53A 0.137(13) 0.125(15) 0.044(7) 0.018(8) 0.044(8) 0.108(12) C54 0.0459(11) 0.0315(11) 0.0372(11) -0.0024(8) 0.0119(9) 0.0027(9) B1 0.0378(11) 0.0294(12) 0.0318(11) 0.0004(9) 0.0113(9) 0.0024(9) B2 0.0398(12) 0.0289(12) 0.0317(11) 0.0031(9) 0.0115(9) 0.0023(9) #============================================================================== _computing_data_collection 'RAPID AUTO (Rigaku, ????)' _computing_cell_refinement 'RAPID AUTO' _computing_data_reduction 'RAPID AUTO' _computing_structure_solution 'SIR2004 (Burla, et al., 2005)' _computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)' _computing_publication_material 'CrystalStructure 4.0 (Rigaku, 2010)' _computing_molecular_graphics 'CrystalStructure 4.0' #============================================================================== _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 B1 1.378(2) . ? F2 B1 1.382(2) . ? F3 B2 1.381(2) . ? F4 B2 1.371(2) . ? N1 C1 1.372(2) . ? N1 C4 1.3897(19) . ? N1 B1 1.535(2) . ? N2 C9 1.346(2) . ? N2 C6 1.400(2) . ? N2 B1 1.569(2) . ? N3 C10 1.376(2) . ? N3 C13 1.390(2) . ? N3 B2 1.531(2) . ? N4 C18 1.341(2) . ? N4 C15 1.401(2) . ? N4 B2 1.579(2) . ? N5 C31 1.147(2) . ? N6 C42 1.146(2) . ? N7 C43 1.153(2) . ? N8 C54 1.146(2) . ? C1 C2 1.391(2) . ? C1 C31 1.427(2) . ? C2 C3 1.397(2) . ? C2 C19 1.498(2) . ? C3 C4 1.412(2) . ? C3 C22 1.512(2) . ? C4 C5 1.417(2) . ? C5 C6 1.381(2) . ? C5 C32 1.482(2) . ? C6 C7 1.455(2) . ? C7 C23 1.395(2) . ? C7 C8 1.406(2) . ? C8 C26 1.404(2) . ? C8 C9 1.423(2) . ? C9 C42 1.427(2) . ? C10 C11 1.387(2) . ? C10 C43 1.424(2) . ? C11 C12 1.395(2) . ? C11 C22 1.500(2) . ? C12 C13 1.408(2) . ? C12 C19 1.513(2) . ? C13 C14 1.420(2) . ? C14 C15 1.384(2) . ? C14 C44 1.480(2) . ? C15 C16 1.456(2) . ? C16 C27 1.395(2) . ? C16 C17 1.414(2) . ? C17 C30 1.401(2) . ? C17 C18 1.417(2) . ? C18 C54 1.432(2) . ? C19 C20 1.570(2) . ? C19 H19 1.0000 . ? C20 C21 1.555(2) . ? C20 H20A 0.9900 . ? C20 H20B 0.9900 . ? C21 C22 1.565(3) . ? C21 H21A 0.9900 . ? C21 H21B 0.9900 . ? C22 H22 1.0000 . ? C23 C24 1.379(3) . ? C23 H23 0.9500 . ? C24 C25 1.399(3) . ? C24 H24 0.9500 . ? C25 C26 1.369(3) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? C27 C28 1.377(2) . ? C27 H27 0.9500 . ? C28 C29 1.402(3) . ? C28 H28 0.9500 . ? C29 C30 1.368(2) . ? C29 H29 0.9500 . ? C30 H30 0.9500 . ? C32 C37 1.352(4) . ? C32 C33 1.412(3) . ? C33 C34 1.378(4) . ? C33 H33 0.9500 . ? C34 C35 1.434(3) . ? C34 H34 0.9500 . ? C35 C36 1.369(5) . ? C35 C38 1.530(2) . ? C36 C37 1.378(5) . ? C36 H36 0.9500 . ? C37 H37 0.9500 . ? C33A C34A 1.390(9) . ? C33A H33A 0.9500 . ? C34A H34A 0.9500 . ? C36A C37A 1.383(11) . ? C36A H36A 0.9500 . ? C37A H37A 0.9500 . ? C38 C40 1.531(3) . ? C38 C39 1.538(3) . ? C38 C41 1.543(2) . ? C39 H39A 0.9800 . ? C39 H39B 0.9800 . ? C39 H39C 0.9800 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 H41A 0.9800 . ? C41 H41B 0.9800 . ? C41 H41C 0.9800 . ? C44 C45 1.384(2) . ? C44 C49 1.391(2) . ? C45 C46 1.386(2) . ? C45 H45 0.9500 . ? C46 C47 1.385(3) . ? C46 H46 0.9500 . ? C47 C48 1.391(3) . ? C47 C50A 1.518(14) . ? C47 C50 1.551(5) . ? C48 C49 1.383(2) . ? C48 H48 0.9500 . ? C49 H49 0.9500 . ? C50 C51 1.516(6) . ? C50 C52 1.523(6) . ? C50 C53 1.525(7) . ? C51 H51A 0.9800 . ? C51 H51B 0.9800 . ? C51 H51C 0.9800 . ? C52 H52A 0.9800 . ? C52 H52B 0.9800 . ? C52 H52C 0.9800 . ? C53 H53A 0.9800 . ? C53 H53B 0.9800 . ? C53 H53C 0.9800 . ? C50A C51A 1.529(16) . ? C50A C53A 1.554(16) . ? C50A C52A 1.592(15) . ? C51A H51D 0.9800 . ? C51A H51E 0.9800 . ? C51A H51F 0.9800 . ? C52A H52D 0.9800 . ? C52A H52E 0.9800 . ? C52A H52F 0.9800 . ? C53A H53D 0.9800 . ? C53A H53E 0.9800 . ? C53A H53F 0.9800 . ? 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 C1 N1 C4 107.74(14) . . ? C1 N1 B1 126.50(14) . . ? C4 N1 B1 125.61(14) . . ? C9 N2 C6 108.49(14) . . ? C9 N2 B1 124.95(14) . . ? C6 N2 B1 126.39(14) . . ? C10 N3 C13 107.34(14) . . ? C10 N3 B2 126.17(14) . . ? C13 N3 B2 126.47(14) . . ? C18 N4 C15 108.62(14) . . ? C18 N4 B2 124.74(14) . . ? C15 N4 B2 126.52(14) . . ? N1 C1 C2 109.94(15) . . ? N1 C1 C31 122.00(15) . . ? C2 C1 C31 128.05(16) . . ? C1 C2 C3 106.78(15) . . ? C1 C2 C19 136.86(16) . . ? C3 C2 C19 116.26(15) . . ? C2 C3 C4 107.81(15) . . ? C2 C3 C22 113.76(15) . . ? C4 C3 C22 138.26(15) . . ? N1 C4 C3 107.71(14) . . ? N1 C4 C5 121.09(16) . . ? C3 C4 C5 131.19(16) . . ? C6 C5 C4 120.78(16) . . ? C6 C5 C32 121.43(15) . . ? C4 C5 C32 117.76(16) . . ? C5 C6 N2 119.67(15) . . ? C5 C6 C7 132.72(16) . . ? N2 C6 C7 107.60(15) . . ? C23 C7 C8 119.50(17) . . ? C23 C7 C6 133.95(17) . . ? C8 C7 C6 106.52(16) . . ? C26 C8 C7 122.17(17) . . ? C26 C8 C9 131.16(18) . . ? C7 C8 C9 106.66(16) . . ? N2 C9 C8 110.71(15) . . ? N2 C9 C42 122.58(16) . . ? C8 C9 C42 126.70(17) . . ? N3 C10 C11 109.69(15) . . ? N3 C10 C43 122.54(15) . . ? C11 C10 C43 127.71(15) . . ? C10 C11 C12 107.38(15) . . ? C10 C11 C22 135.59(16) . . ? C12 C11 C22 116.42(15) . . ? C11 C12 C13 107.30(15) . . ? C11 C12 C19 113.66(15) . . ? C13 C12 C19 138.51(16) . . ? N3 C13 C12 108.27(14) . . ? N3 C13 C14 120.80(15) . . ? C12 C13 C14 130.82(16) . . ? C15 C14 C13 120.88(15) . . ? C15 C14 C44 121.53(15) . . ? C13 C14 C44 117.58(15) . . ? C14 C15 N4 119.74(15) . . ? C14 C15 C16 132.81(15) . . ? N4 C15 C16 107.37(14) . . ? C27 C16 C17 119.33(16) . . ? C27 C16 C15 134.16(16) . . ? C17 C16 C15 106.50(15) . . ? C30 C17 C16 121.92(16) . . ? C30 C17 C18 131.63(17) . . ? C16 C17 C18 106.39(15) . . ? N4 C18 C17 111.11(15) . . ? N4 C18 C54 121.90(16) . . ? C17 C18 C54 126.97(16) . . ? C2 C19 C12 105.78(14) . . ? C2 C19 C20 104.79(14) . . ? C12 C19 C20 104.32(14) . . ? C2 C19 H19 113.7 . . ? C12 C19 H19 113.7 . . ? C20 C19 H19 113.7 . . ? C21 C20 C19 110.84(14) . . ? C21 C20 H20A 109.5 . . ? C19 C20 H20A 109.5 . . ? C21 C20 H20B 109.5 . . ? C19 C20 H20B 109.5 . . ? H20A C20 H20B 108.1 . . ? C20 C21 C22 110.81(14) . . ? C20 C21 H21A 109.5 . . ? C22 C21 H21A 109.5 . . ? C20 C21 H21B 109.5 . . ? C22 C21 H21B 109.5 . . ? H21A C21 H21B 108.1 . . ? C11 C22 C3 105.47(13) . . ? C11 C22 C21 104.24(14) . . ? C3 C22 C21 105.25(14) . . ? C11 C22 H22 113.6 . . ? C3 C22 H22 113.6 . . ? C21 C22 H22 113.6 . . ? C24 C23 C7 117.82(19) . . ? C24 C23 H23 121.1 . . ? C7 C23 H23 121.1 . . ? C23 C24 C25 122.36(19) . . ? C23 C24 H24 118.8 . . ? C25 C24 H24 118.8 . . ? C26 C25 C24 120.91(18) . . ? C26 C25 H25 119.5 . . ? C24 C25 H25 119.5 . . ? C25 C26 C8 117.21(19) . . ? C25 C26 H26 121.4 . . ? C8 C26 H26 121.4 . . ? C28 C27 C16 118.03(17) . . ? C28 C27 H27 121.0 . . ? C16 C27 H27 121.0 . . ? C27 C28 C29 122.31(18) . . ? C27 C28 H28 118.8 . . ? C29 C28 H28 118.8 . . ? C30 C29 C28 120.77(17) . . ? C30 C29 H29 119.6 . . ? C28 C29 H29 119.6 . . ? C29 C30 C17 117.62(17) . . ? C29 C30 H30 121.2 . . ? C17 C30 H30 121.2 . . ? N5 C31 C1 179.08(19) . . ? C37 C32 C33 119.6(3) . . ? C37 C32 C5 122.7(2) . . ? C33 C32 C5 117.53(18) . . ? C34 C33 C32 119.5(3) . . ? C34 C33 H33 120.3 . . ? C32 C33 H33 120.3 . . ? C33 C34 C35 121.5(3) . . ? C33 C34 H34 119.2 . . ? C35 C34 H34 119.2 . . ? C36 C35 C34 115.1(3) . . ? C36 C35 C38 122.7(2) . . ? C34 C35 C38 122.15(19) . . ? C35 C36 C37 124.3(4) . . ? C35 C36 H36 117.8 . . ? C37 C36 H36 117.8 . . ? C32 C37 C36 119.9(4) . . ? C32 C37 H37 120.1 . . ? C36 C37 H37 120.1 . . ? C34A C33A H33A 118.0 . . ? C33A C34A H34A 119.5 . . ? C37A C36A H36A 120.9 . . ? C36A C37A H37A 118.7 . . ? C35 C38 C40 111.92(15) . . ? C35 C38 C39 109.22(15) . . ? C40 C38 C39 107.97(16) . . ? C35 C38 C41 109.17(15) . . ? C40 C38 C41 108.56(16) . . ? C39 C38 C41 109.98(16) . . ? C38 C39 H39A 109.5 . . ? C38 C39 H39B 109.5 . . ? H39A C39 H39B 109.5 . . ? C38 C39 H39C 109.5 . . ? H39A C39 H39C 109.5 . . ? H39B C39 H39C 109.5 . . ? C38 C40 H40A 109.5 . . ? C38 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C38 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? C38 C41 H41A 109.5 . . ? C38 C41 H41B 109.5 . . ? H41A C41 H41B 109.5 . . ? C38 C41 H41C 109.5 . . ? H41A C41 H41C 109.5 . . ? H41B C41 H41C 109.5 . . ? N6 C42 C9 176.6(2) . . ? N7 C43 C10 177.08(19) . . ? C45 C44 C49 118.49(16) . . ? C45 C44 C14 121.96(15) . . ? C49 C44 C14 119.50(15) . . ? C44 C45 C46 120.01(18) . . ? C44 C45 H45 120.0 . . ? C46 C45 H45 120.0 . . ? C47 C46 C45 122.29(18) . . ? C47 C46 H46 118.9 . . ? C45 C46 H46 118.9 . . ? C46 C47 C48 117.12(17) . . ? C46 C47 C50A 109.7(6) . . ? C48 C47 C50A 133.2(6) . . ? C46 C47 C50 123.9(3) . . ? C48 C47 C50 119.0(3) . . ? C49 C48 C47 121.24(18) . . ? C49 C48 H48 119.4 . . ? C47 C48 H48 119.4 . . ? C48 C49 C44 120.85(18) . . ? C48 C49 H49 119.6 . . ? C44 C49 H49 119.6 . . ? C51 C50 C52 108.0(4) . . ? C51 C50 C53 108.1(4) . . ? C52 C50 C53 112.9(4) . . ? C51 C50 C47 113.9(3) . . ? C52 C50 C47 107.4(4) . . ? C53 C50 C47 106.5(4) . . ? C50 C51 H51A 109.5 . . ? C50 C51 H51B 109.5 . . ? H51A C51 H51B 109.5 . . ? C50 C51 H51C 109.5 . . ? H51A C51 H51C 109.5 . . ? H51B C51 H51C 109.5 . . ? C50 C52 H52A 109.5 . . ? C50 C52 H52B 109.5 . . ? H52A C52 H52B 109.5 . . ? C50 C52 H52C 109.5 . . ? H52A C52 H52C 109.5 . . ? H52B C52 H52C 109.5 . . ? C50 C53 H53A 109.5 . . ? C50 C53 H53B 109.5 . . ? H53A C53 H53B 109.5 . . ? C50 C53 H53C 109.5 . . ? H53A C53 H53C 109.5 . . ? H53B C53 H53C 109.5 . . ? C47 C50A C51A 106.8(10) . . ? C47 C50A C53A 109.4(12) . . ? C51A C50A C53A 109.6(12) . . ? C47 C50A C52A 122.1(10) . . ? C51A C50A C52A 106.6(11) . . ? C53A C50A C52A 102.0(12) . . ? C50A C51A H51D 109.5 . . ? C50A C51A H51E 109.5 . . ? H51D C51A H51E 109.5 . . ? C50A C51A H51F 109.5 . . ? H51D C51A H51F 109.5 . . ? H51E C51A H51F 109.5 . . ? C50A C52A H52D 109.5 . . ? C50A C52A H52E 109.5 . . ? H52D C52A H52E 109.5 . . ? C50A C52A H52F 109.5 . . ? H52D C52A H52F 109.5 . . ? H52E C52A H52F 109.5 . . ? C50A C53A H53D 109.5 . . ? C50A C53A H53E 109.5 . . ? H53D C53A H53E 109.5 . . ? C50A C53A H53F 109.5 . . ? H53D C53A H53F 109.5 . . ? H53E C53A H53F 109.5 . . ? N8 C54 C18 177.6(2) . . ? F1 B1 F2 110.03(15) . . ? F1 B1 N1 111.45(15) . . ? F2 B1 N1 111.45(15) . . ? F1 B1 N2 108.84(15) . . ? F2 B1 N2 109.35(15) . . ? N1 B1 N2 105.58(14) . . ? F4 B2 F3 110.55(15) . . ? F4 B2 N3 112.17(15) . . ? F3 B2 N3 110.89(15) . . ? F4 B2 N4 108.87(15) . . ? F3 B2 N4 108.74(15) . . ? N3 B2 N4 105.43(14) . . ? 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 C4 N1 C1 C2 -0.22(19) . . . . ? B1 N1 C1 C2 -175.92(15) . . . . ? C4 N1 C1 C31 178.59(16) . . . . ? B1 N1 C1 C31 2.9(3) . . . . ? N1 C1 C2 C3 -0.25(19) . . . . ? C31 C1 C2 C3 -178.97(17) . . . . ? N1 C1 C2 C19 -176.37(19) . . . . ? C31 C1 C2 C19 4.9(3) . . . . ? C1 C2 C3 C4 0.61(19) . . . . ? C19 C2 C3 C4 177.66(15) . . . . ? C1 C2 C3 C22 -175.68(14) . . . . ? C19 C2 C3 C22 1.4(2) . . . . ? C1 N1 C4 C3 0.60(18) . . . . ? B1 N1 C4 C3 176.34(15) . . . . ? C1 N1 C4 C5 -179.33(16) . . . . ? B1 N1 C4 C5 -3.6(2) . . . . ? C2 C3 C4 N1 -0.75(19) . . . . ? C22 C3 C4 N1 174.14(19) . . . . ? C2 C3 C4 C5 179.17(18) . . . . ? C22 C3 C4 C5 -5.9(3) . . . . ? N1 C4 C5 C6 -3.8(3) . . . . ? C3 C4 C5 C6 176.32(18) . . . . ? N1 C4 C5 C32 174.19(15) . . . . ? C3 C4 C5 C32 -5.7(3) . . . . ? C4 C5 C6 N2 3.2(2) . . . . ? C32 C5 C6 N2 -174.68(15) . . . . ? C4 C5 C6 C7 -175.12(18) . . . . ? C32 C5 C6 C7 7.0(3) . . . . ? C9 N2 C6 C5 -179.90(16) . . . . ? B1 N2 C6 C5 4.6(2) . . . . ? C9 N2 C6 C7 -1.18(18) . . . . ? B1 N2 C6 C7 -176.71(16) . . . . ? C5 C6 C7 C23 1.5(4) . . . . ? N2 C6 C7 C23 -176.94(19) . . . . ? C5 C6 C7 C8 179.57(19) . . . . ? N2 C6 C7 C8 1.09(19) . . . . ? C23 C7 C8 C26 -1.4(3) . . . . ? C6 C7 C8 C26 -179.78(17) . . . . ? C23 C7 C8 C9 177.77(16) . . . . ? C6 C7 C8 C9 -0.6(2) . . . . ? C6 N2 C9 C8 0.82(19) . . . . ? B1 N2 C9 C8 176.44(15) . . . . ? C6 N2 C9 C42 -178.36(17) . . . . ? B1 N2 C9 C42 -2.7(3) . . . . ? C26 C8 C9 N2 178.96(19) . . . . ? C7 C8 C9 N2 -0.1(2) . . . . ? C26 C8 C9 C42 -1.9(3) . . . . ? C7 C8 C9 C42 179.02(18) . . . . ? C13 N3 C10 C11 0.68(18) . . . . ? B2 N3 C10 C11 179.08(16) . . . . ? C13 N3 C10 C43 -176.83(15) . . . . ? B2 N3 C10 C43 1.6(2) . . . . ? N3 C10 C11 C12 -1.44(19) . . . . ? C43 C10 C11 C12 175.91(16) . . . . ? N3 C10 C11 C22 -171.76(18) . . . . ? C43 C10 C11 C22 5.6(3) . . . . ? C10 C11 C12 C13 1.61(19) . . . . ? C22 C11 C12 C13 174.06(15) . . . . ? C10 C11 C12 C19 -171.61(15) . . . . ? C22 C11 C12 C19 0.8(2) . . . . ? C10 N3 C13 C12 0.34(18) . . . . ? B2 N3 C13 C12 -178.05(16) . . . . ? C10 N3 C13 C14 176.89(15) . . . . ? B2 N3 C13 C14 -1.5(2) . . . . ? C11 C12 C13 N3 -1.21(18) . . . . ? C19 C12 C13 N3 169.39(19) . . . . ? C11 C12 C13 C14 -177.30(17) . . . . ? C19 C12 C13 C14 -6.7(3) . . . . ? N3 C13 C14 C15 -2.5(2) . . . . ? C12 C13 C14 C15 173.18(17) . . . . ? N3 C13 C14 C44 176.17(15) . . . . ? C12 C13 C14 C44 -8.2(3) . . . . ? C13 C14 C15 N4 3.0(2) . . . . ? C44 C14 C15 N4 -175.58(14) . . . . ? C13 C14 C15 C16 179.24(17) . . . . ? C44 C14 C15 C16 0.6(3) . . . . ? C18 N4 C15 C14 176.34(16) . . . . ? B2 N4 C15 C14 0.2(2) . . . . ? C18 N4 C15 C16 -0.76(18) . . . . ? B2 N4 C15 C16 -176.87(15) . . . . ? C14 C15 C16 C27 2.6(3) . . . . ? N4 C15 C16 C27 179.16(18) . . . . ? C14 C15 C16 C17 -176.44(18) . . . . ? N4 C15 C16 C17 0.12(18) . . . . ? C27 C16 C17 C30 -1.1(3) . . . . ? C15 C16 C17 C30 178.16(16) . . . . ? C27 C16 C17 C18 -178.69(15) . . . . ? C15 C16 C17 C18 0.52(18) . . . . ? C15 N4 C18 C17 1.12(19) . . . . ? B2 N4 C18 C17 177.32(15) . . . . ? C15 N4 C18 C54 -177.67(16) . . . . ? B2 N4 C18 C54 -1.5(3) . . . . ? C30 C17 C18 N4 -178.35(18) . . . . ? C16 C17 C18 N4 -1.0(2) . . . . ? C30 C17 C18 C54 0.4(3) . . . . ? C16 C17 C18 C54 177.69(18) . . . . ? C1 C2 C19 C12 -132.7(2) . . . . ? C3 C2 C19 C12 51.44(19) . . . . ? C1 C2 C19 C20 117.4(2) . . . . ? C3 C2 C19 C20 -58.46(19) . . . . ? C11 C12 C19 C2 -52.19(18) . . . . ? C13 C12 C19 C2 137.6(2) . . . . ? C11 C12 C19 C20 58.05(18) . . . . ? C13 C12 C19 C20 -112.2(2) . . . . ? C2 C19 C20 C21 54.00(18) . . . . ? C12 C19 C20 C21 -56.96(18) . . . . ? C19 C20 C21 C22 1.4(2) . . . . ? C10 C11 C22 C3 -138.5(2) . . . . ? C12 C11 C22 C3 51.83(19) . . . . ? C10 C11 C22 C21 110.9(2) . . . . ? C12 C11 C22 C21 -58.77(18) . . . . ? C2 C3 C22 C11 -52.54(19) . . . . ? C4 C3 C22 C11 132.8(2) . . . . ? C2 C3 C22 C21 57.34(18) . . . . ? C4 C3 C22 C21 -117.3(2) . . . . ? C20 C21 C22 C11 54.34(18) . . . . ? C20 C21 C22 C3 -56.42(18) . . . . ? C8 C7 C23 C24 0.1(3) . . . . ? C6 C7 C23 C24 177.9(2) . . . . ? C7 C23 C24 C25 1.4(3) . . . . ? C23 C24 C25 C26 -1.5(3) . . . . ? C24 C25 C26 C8 0.2(3) . . . . ? C7 C8 C26 C25 1.3(3) . . . . ? C9 C8 C26 C25 -177.69(19) . . . . ? C17 C16 C27 C28 0.3(2) . . . . ? C15 C16 C27 C28 -178.69(18) . . . . ? C16 C27 C28 C29 0.5(3) . . . . ? C27 C28 C29 C30 -0.5(3) . . . . ? C28 C29 C30 C17 -0.3(3) . . . . ? C16 C17 C30 C29 1.0(3) . . . . ? C18 C17 C30 C29 178.01(18) . . . . ? C6 C5 C32 C37 -79.1(4) . . . . ? C4 C5 C32 C37 102.9(3) . . . . ? C6 C5 C32 C33 105.6(3) . . . . ? C4 C5 C32 C33 -72.3(3) . . . . ? C37 C32 C33 C34 2.8(4) . . . . ? C5 C32 C33 C34 178.2(2) . . . . ? C32 C33 C34 C35 -1.8(4) . . . . ? C33 C34 C35 C36 0.1(4) . . . . ? C33 C34 C35 C38 -178.3(2) . . . . ? C34 C35 C36 C37 0.5(5) . . . . ? C38 C35 C36 C37 178.9(3) . . . . ? C33 C32 C37 C36 -2.3(5) . . . . ? C5 C32 C37 C36 -177.4(3) . . . . ? C35 C36 C37 C32 0.6(6) . . . . ? C36 C35 C38 C40 -179.5(3) . . . . ? C34 C35 C38 C40 -1.2(3) . . . . ? C36 C35 C38 C39 -60.0(4) . . . . ? C34 C35 C38 C39 118.3(3) . . . . ? C36 C35 C38 C41 60.3(4) . . . . ? C34 C35 C38 C41 -121.4(3) . . . . ? C15 C14 C44 C45 -72.3(2) . . . . ? C13 C14 C44 C45 109.05(19) . . . . ? C15 C14 C44 C49 110.34(19) . . . . ? C13 C14 C44 C49 -68.3(2) . . . . ? C49 C44 C45 C46 -0.1(3) . . . . ? C14 C44 C45 C46 -177.50(17) . . . . ? C44 C45 C46 C47 0.3(3) . . . . ? C45 C46 C47 C48 0.0(3) . . . . ? C45 C46 C47 C50A 179.0(7) . . . . ? C45 C46 C47 C50 -179.8(3) . . . . ? C46 C47 C48 C49 -0.4(3) . . . . ? C50A C47 C48 C49 -179.2(9) . . . . ? C50 C47 C48 C49 179.4(3) . . . . ? C47 C48 C49 C44 0.6(3) . . . . ? C45 C44 C49 C48 -0.3(3) . . . . ? C14 C44 C49 C48 177.14(16) . . . . ? C46 C47 C50 C51 -173.0(3) . . . . ? C48 C47 C50 C51 7.2(5) . . . . ? C50A C47 C50 C51 -169(4) . . . . ? C46 C47 C50 C52 -53.4(5) . . . . ? C48 C47 C50 C52 126.9(3) . . . . ? C50A C47 C50 C52 -49(3) . . . . ? C46 C47 C50 C53 67.8(5) . . . . ? C48 C47 C50 C53 -111.9(4) . . . . ? C50A C47 C50 C53 72(3) . . . . ? C46 C47 C50A C51A -127.1(9) . . . . ? C48 C47 C50A C51A 51.8(15) . . . . ? C50 C47 C50A C51A 57(3) . . . . ? C46 C47 C50A C53A 114.5(11) . . . . ? C48 C47 C50A C53A -66.7(15) . . . . ? C50 C47 C50A C53A -62(3) . . . . ? C46 C47 C50A C52A -4.3(15) . . . . ? C48 C47 C50A C52A 174.6(7) . . . . ? C50 C47 C50A C52A 180(5) . . . . ? C1 N1 B1 F1 -57.7(2) . . . . ? C4 N1 B1 F1 127.32(17) . . . . ? C1 N1 B1 F2 65.6(2) . . . . ? C4 N1 B1 F2 -109.33(18) . . . . ? C1 N1 B1 N2 -175.74(15) . . . . ? C4 N1 B1 N2 9.3(2) . . . . ? C9 N2 B1 F1 55.5(2) . . . . ? C6 N2 B1 F1 -129.69(17) . . . . ? C9 N2 B1 F2 -64.8(2) . . . . ? C6 N2 B1 F2 110.07(18) . . . . ? C9 N2 B1 N1 175.22(15) . . . . ? C6 N2 B1 N1 -9.9(2) . . . . ? C10 N3 B2 F4 67.5(2) . . . . ? C13 N3 B2 F4 -114.38(18) . . . . ? C10 N3 B2 F3 -56.6(2) . . . . ? C13 N3 B2 F3 121.49(17) . . . . ? C10 N3 B2 N4 -174.13(14) . . . . ? C13 N3 B2 N4 4.0(2) . . . . ? C18 N4 B2 F4 -58.4(2) . . . . ? C15 N4 B2 F4 117.16(17) . . . . ? C18 N4 B2 F3 62.2(2) . . . . ? C15 N4 B2 F3 -122.34(16) . . . . ? C18 N4 B2 N3 -178.88(15) . . . . ? C15 N4 B2 N3 -3.4(2) . . . . ? #============================================================================== #============================================================================== # Additional structures and associated data_? identifiers # should be added at this point if there is more than one # structure analysis in the CIF. #============================================================================== # End of CIF #============================================================================== _database_code_depnum_ccdc_archive 'CCDC 963113'