#------------------------------------------------------------------------------ #$Date: 2019-11-12 05:02:39 +0200 (Tue, 12 Nov 2019) $ #$Revision: 227644 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/55/28/1552857.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_1552857 loop_ _publ_author_name 'Cao, Yang' 'Li, Yunlong' 'Morrissey, Thomas' 'Lam, Brian' 'Patrick, Brian O.' 'Dvorak, David' 'Xia, Zhicheng' 'Kelly, Timothy L.' 'Berlinguette, Curtis P.' _publ_section_title ; Dopant-free molecular hole transport material that mediates a 20% power conversion efficiency in a perovskite solar cell ; _journal_name_full 'Energy & Environmental Science' _journal_paper_doi 10.1039/C9EE02983D _journal_year 2019 _chemical_formula_moiety 'C43 H38 N2 O2' _chemical_formula_sum 'C43 H38 N2 O2' _chemical_formula_weight 614.75 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2018-11-01 _audit_creation_method ; Olex2 1.2 (compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) ; _audit_update_record ; 2019-05-23 deposited with the CCDC. 2019-10-31 downloaded from the CCDC. ; _cell_angle_alpha 101.715(2) _cell_angle_beta 107.958(2) _cell_angle_gamma 109.766(2) _cell_formula_units_Z 2 _cell_length_a 10.5358(10) _cell_length_b 12.5714(12) _cell_length_c 15.0206(14) _cell_measurement_reflns_used 9953 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 30.59 _cell_measurement_theta_min 2.21 _cell_volume 1672.8(3) _computing_cell_refinement 'SAINT V8.38A (?, 2016)' _computing_data_reduction 'SAINT V8.38A (?, 2016)' _computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 (Dolomanov et al., 2009)' _computing_structure_refinement 'XL (Sheldrick, 2008)' _computing_structure_solution 'XT (Sheldrick, 2015)' _diffrn_ambient_temperature 100(2) _diffrn_detector 'Bruker APEX2 area detector' _diffrn_detector_area_resol_mean 7.9 _diffrn_detector_type 'CCD area detector' _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measurement_device 'Bruker-Nonius Kappa diffractometer' _diffrn_measurement_device_type 'Bruker APEX II area detector' _diffrn_measurement_method '\w and \f scans' _diffrn_radiation_monochromator 'mirror optics' _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0341 _diffrn_reflns_av_unetI/netI 0.0335 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.996 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_l_max 21 _diffrn_reflns_limit_l_min -21 _diffrn_reflns_number 41320 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 0.996 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 30.629 _diffrn_reflns_theta_min 1.517 _diffrn_source 'microfocus sealed X-ray tube' _diffrn_source_type 'Incoatec I\ms' _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.074 _exptl_absorpt_correction_T_max 0.991 _exptl_absorpt_correction_T_min 0.927 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS-2016/2 (Bruker, 2016/2) was used for absorption correction. wR2(int) was 0.0904 before and 0.0442 after correction. The ratio of minimum to maximum transmission is 0.9357. The \l/2 correction factor is not present.' _exptl_crystal_colour colourless _exptl_crystal_colour_primary colourless _exptl_crystal_density_diffrn 1.220 _exptl_crystal_description tablet _exptl_crystal_F_000 652 _exptl_crystal_recrystallization_method 'The material was recrystallised from a mixture of toluene and ethanol by slow evaporation' _exptl_crystal_size_max 0.41 _exptl_crystal_size_mid 0.24 _exptl_crystal_size_min 0.12 _refine_diff_density_max 0.438 _refine_diff_density_min -0.256 _refine_diff_density_rms 0.057 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.031 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 438 _refine_ls_number_reflns 10257 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.031 _refine_ls_R_factor_all 0.0689 _refine_ls_R_factor_gt 0.0522 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0804P)^2^+0.4098P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1356 _refine_ls_wR_factor_ref 0.1478 _reflns_Friedel_coverage 0.000 _reflns_number_gt 7931 _reflns_number_total 10257 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c9ee02983d2.cif _cod_data_source_block cb023 _cod_database_code 1552857 _shelx_shelxl_version_number 2017/1 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_max 0.991 _shelx_estimated_absorpt_t_min 0.970 _olex2_refinement_description ; 1. Fixed Uiso At 1.2 times of: All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups At 1.5 times of: All C(H,H,H) groups 2. Others Sof(H14C)=Sof(H14D)=Sof(C15A)=Sof(H15C)=Sof(H15D)=1-FVAR(1) Sof(H14A)=Sof(H14B)=Sof(C15)=Sof(H15A)=Sof(H15B)=FVAR(1) 3.a Secondary CH2 refined with riding coordinates: C14(H14A,H14B), C14(H14C,H14D), C15(H15A,H15B), C15A(H15C,H15D) 3.b Aromatic/amide H refined with riding coordinates: C2(H2), C4(H4), C5(H5), C8(H8), C9(H9), C11(H11), C17(H17), C18(H18), C20(H20), C21(H21), C23(H23), C24(H24), C26(H26), C27(H27), C29(H29), C30(H30), C32(H32), C33(H33), C35(H35), C36(H36), C38(H38), C39(H39) 3.c Idealised Me refined as rotating group: C40(H40A,H40B,H40C), C41(H41A,H41B,H41C), C42(H42A,H42B,H42C), C43(H43A,H43B, H43C) ; _shelx_res_file ; TITL cb023_a.res in P-1 cb023.res created by SHELXL-2017/1 at 16:23:55 on 01-Nov-2018 REM Old TITL cb023 in P-1 REM SHELXT solution in P-1 REM R1 0.123, Rweak 0.004, Alpha 0.032, Orientation as input REM Formula found by SHELXT: C43 N2 O2 CELL 0.71073 10.5358 12.5714 15.0206 101.715 107.958 109.766 ZERR 2 0.001 0.0012 0.0014 0.002 0.002 0.002 LATT 1 SFAC C H N O UNIT 86 76 4 4 L.S. 4 0 0 PLAN 20 SIZE 0.12 0.24 0.41 TEMP -173(2) BOND $H CONF list 4 fmap 2 acta REM REM REM WGHT 0.080400 0.409800 FVAR 0.56378 0.82992 O1 4 0.861750 0.534667 0.417173 11.00000 0.02544 0.02366 = 0.01355 0.00790 0.00686 0.01194 O2 4 0.955733 0.688588 0.363174 11.00000 0.02369 0.02086 = 0.01912 0.00582 0.00425 0.00431 N1 3 0.443287 0.719393 0.312933 11.00000 0.03065 0.02566 = 0.02320 0.01023 0.01465 0.02039 N2 3 1.009657 0.300460 0.155928 11.00000 0.02956 0.03134 = 0.02155 0.01279 0.01521 0.02220 C1 1 0.689888 0.575030 0.288560 11.00000 0.01934 0.01754 = 0.01706 0.00708 0.00819 0.00965 C2 1 0.635669 0.646584 0.332143 11.00000 0.02335 0.01909 = 0.01734 0.00580 0.00900 0.01113 AFIX 43 H2 2 0.689165 0.697961 0.399841 11.00000 -1.20000 AFIX 0 C3 1 0.499944 0.641586 0.274146 11.00000 0.02378 0.02065 = 0.02172 0.00716 0.01171 0.01329 C4 1 0.420579 0.563554 0.175552 11.00000 0.02034 0.02501 = 0.02337 0.00499 0.00550 0.01341 AFIX 43 H4 2 0.327530 0.559828 0.137501 11.00000 -1.20000 AFIX 0 C5 1 0.475209 0.491151 0.131983 11.00000 0.02169 0.02199 = 0.01937 0.00215 0.00455 0.01138 AFIX 43 H5 2 0.420534 0.438086 0.064846 11.00000 -1.20000 AFIX 0 C6 1 0.611526 0.498214 0.188884 11.00000 0.01959 0.01706 = 0.01774 0.00511 0.00701 0.00980 C7 1 0.700739 0.439269 0.162521 11.00000 0.01890 0.01773 = 0.01723 0.00590 0.00771 0.00943 C8 1 0.673370 0.356598 0.073912 11.00000 0.02165 0.02201 = 0.01746 0.00297 0.00593 0.01134 AFIX 43 H8 2 0.585125 0.330363 0.016307 11.00000 -1.20000 AFIX 0 C9 1 0.777811 0.313021 0.071260 11.00000 0.02569 0.02300 = 0.01872 0.00293 0.00902 0.01386 AFIX 43 H9 2 0.760397 0.256399 0.011226 11.00000 -1.20000 AFIX 0 C10 1 0.907880 0.351452 0.155708 11.00000 0.02383 0.02387 = 0.02048 0.00869 0.01183 0.01528 C11 1 0.937477 0.437757 0.244104 11.00000 0.02126 0.02367 = 0.01598 0.00726 0.00785 0.01265 AFIX 43 H11 2 1.027038 0.466201 0.301234 11.00000 -1.20000 AFIX 0 C12 1 0.833263 0.480236 0.245942 11.00000 0.01957 0.01814 = 0.01595 0.00663 0.00817 0.01002 C13 1 0.838976 0.571711 0.332327 11.00000 0.01951 0.01796 = 0.01454 0.00635 0.00695 0.00909 C14 1 0.967319 0.637767 0.502871 11.00000 0.04627 0.02632 = 0.01480 0.00382 0.00190 0.01766 PART 1 AFIX 23 H14A 2 1.026706 0.615516 0.554589 21.00000 -1.20000 H14B 2 0.919059 0.681661 0.531773 21.00000 -1.20000 AFIX 23 PART 0 PART 2 H14C 2 1.051479 0.622351 0.538959 -21.00000 -1.20000 H14D 2 0.921220 0.656327 0.548629 -21.00000 -1.20000 AFIX 0 PART 0 PART 1 C15 1 1.060220 0.710503 0.458783 21.00000 0.02396 0.02618 = 0.02783 0.00501 -0.00253 0.00912 AFIX 23 H15A 2 1.109709 0.797158 0.499329 21.00000 -1.20000 H15B 2 1.136016 0.682824 0.453604 21.00000 -1.20000 AFIX 0 PART 0 PART 2 C15A 1 1.020728 0.742627 0.467312 -21.00000 0.03137 0.01713 = 0.01266 -0.00106 0.00159 0.00626 AFIX 23 H15C 2 0.987013 0.804026 0.488676 -21.00000 -1.20000 H15D 2 1.129907 0.780829 0.493003 -21.00000 -1.20000 AFIX 0 PART 0 C16 1 0.432417 0.726238 0.404914 11.00000 0.01987 0.02256 = 0.02214 0.00662 0.01031 0.01119 C17 1 0.400816 0.624507 0.433714 11.00000 0.02571 0.02015 = 0.02952 0.00665 0.01487 0.01130 AFIX 43 H17 2 0.385469 0.550384 0.390584 11.00000 -1.20000 AFIX 0 C18 1 0.391722 0.630986 0.524630 11.00000 0.02563 0.02130 = 0.03025 0.01034 0.01475 0.00900 AFIX 43 H18 2 0.371940 0.561275 0.543306 11.00000 -1.20000 AFIX 0 C19 1 0.410990 0.737729 0.589441 11.00000 0.02190 0.02329 = 0.02486 0.00720 0.01141 0.00598 C20 1 0.441713 0.838274 0.559957 11.00000 0.02424 0.02062 = 0.02357 0.00437 0.01056 0.00900 AFIX 43 H20 2 0.455269 0.911920 0.602709 11.00000 -1.20000 AFIX 0 C21 1 0.453104 0.833786 0.469485 11.00000 0.02450 0.01889 = 0.02489 0.00760 0.01118 0.01033 AFIX 43 H21 2 0.475005 0.904039 0.451578 11.00000 -1.20000 AFIX 0 C22 1 0.418641 0.799088 0.261916 11.00000 0.02430 0.02090 = 0.01925 0.00469 0.00667 0.01379 C23 1 0.294750 0.822678 0.247512 11.00000 0.02323 0.02595 = 0.02663 0.00559 0.00742 0.01399 AFIX 43 H23 2 0.227040 0.788390 0.274600 11.00000 -1.20000 AFIX 0 C24 1 0.271366 0.896872 0.193114 11.00000 0.02479 0.02716 = 0.02965 0.00400 0.00092 0.01616 AFIX 43 H24 2 0.187864 0.913675 0.184686 11.00000 -1.20000 AFIX 0 C25 1 0.366147 0.947083 0.150798 11.00000 0.03437 0.02058 = 0.02201 0.00388 0.00071 0.01349 C26 1 0.489742 0.923716 0.166765 11.00000 0.03341 0.02349 = 0.02358 0.00739 0.00963 0.01220 AFIX 43 H26 2 0.556866 0.957515 0.139125 11.00000 -1.20000 AFIX 0 C27 1 0.516829 0.851844 0.222402 11.00000 0.02600 0.02526 = 0.02450 0.00735 0.01021 0.01526 AFIX 43 H27 2 0.603138 0.838595 0.233570 11.00000 -1.20000 AFIX 0 C28 1 1.035017 0.238593 0.224588 11.00000 0.02546 0.02377 = 0.01789 0.00749 0.01020 0.01476 C29 1 0.918674 0.164992 0.241534 11.00000 0.02182 0.02418 = 0.01963 0.00409 0.00792 0.01109 AFIX 43 H29 2 0.821936 0.158471 0.209414 11.00000 -1.20000 AFIX 0 C30 1 0.943955 0.100980 0.305469 11.00000 0.02706 0.02268 = 0.02304 0.00674 0.01163 0.00860 AFIX 43 H30 2 0.864156 0.052202 0.317321 11.00000 -1.20000 AFIX 0 C31 1 1.083813 0.107203 0.352216 11.00000 0.03177 0.02585 = 0.02120 0.00876 0.00944 0.01337 C32 1 1.199712 0.183480 0.336756 11.00000 0.02530 0.03461 = 0.02882 0.01458 0.00853 0.01638 AFIX 43 H32 2 1.296617 0.190746 0.369677 11.00000 -1.20000 AFIX 0 C33 1 1.177008 0.249243 0.274308 11.00000 0.02435 0.03086 = 0.02799 0.01367 0.01256 0.01512 AFIX 43 H33 2 1.258008 0.301381 0.265463 11.00000 -1.20000 AFIX 0 C34 1 1.046745 0.278921 0.073305 11.00000 0.02115 0.02295 = 0.01973 0.00785 0.01050 0.01218 C35 1 1.075169 0.179591 0.043984 11.00000 0.02905 0.02344 = 0.02471 0.01291 0.01521 0.01629 AFIX 43 H35 2 1.065141 0.123097 0.077806 11.00000 -1.20000 AFIX 0 C36 1 1.118105 0.163324 -0.034618 11.00000 0.02711 0.02174 = 0.02364 0.00970 0.01392 0.01457 AFIX 43 H36 2 1.138997 0.096269 -0.052754 11.00000 -1.20000 AFIX 0 C37 1 1.131285 0.242480 -0.087360 11.00000 0.02072 0.02268 = 0.01920 0.00748 0.00937 0.00974 C38 1 1.098276 0.339393 -0.059469 11.00000 0.02269 0.02036 = 0.02268 0.01042 0.00921 0.00976 AFIX 43 H38 2 1.103997 0.393711 -0.095371 11.00000 -1.20000 AFIX 0 C39 1 1.057281 0.357916 0.019663 11.00000 0.02219 0.01892 = 0.02380 0.00812 0.00953 0.01137 AFIX 43 H39 2 1.036183 0.424914 0.037538 11.00000 -1.20000 AFIX 0 C40 1 0.398147 0.743413 0.687069 11.00000 0.04198 0.02523 = 0.02615 0.00742 0.01724 0.00739 AFIX 137 H40A 2 0.426907 0.826967 0.725671 11.00000 -1.50000 H40B 2 0.463419 0.713188 0.724648 11.00000 -1.50000 H40C 2 0.295744 0.693791 0.674527 11.00000 -1.50000 AFIX 0 C41 1 0.332956 1.019897 0.086041 11.00000 0.04651 0.03074 = 0.03281 0.01197 -0.00192 0.01765 AFIX 137 H41A 2 0.423893 1.069859 0.082005 11.00000 -1.50000 H41B 2 0.293743 1.071641 0.114975 11.00000 -1.50000 H41C 2 0.259664 0.965503 0.019066 11.00000 -1.50000 AFIX 0 C42 1 1.110618 0.034118 0.418334 11.00000 0.04415 0.04214 = 0.03773 0.02529 0.01421 0.01788 AFIX 137 H42A 2 1.139135 0.081698 0.487476 11.00000 -1.50000 H42B 2 1.190101 0.012607 0.413736 11.00000 -1.50000 H42C 2 1.020003 -0.039352 0.396672 11.00000 -1.50000 AFIX 0 C43 1 1.182195 0.224852 -0.169935 11.00000 0.03840 0.02926 = 0.02629 0.01282 0.02027 0.01711 AFIX 137 H43A 2 1.118925 0.235629 -0.227344 11.00000 -1.50000 H43B 2 1.176221 0.143445 -0.189423 11.00000 -1.50000 H43C 2 1.284670 0.283974 -0.146935 11.00000 -1.50000 AFIX 0 HKLF 4 REM cb023_a.res in P-1 REM R1 = 0.0522 for 7931 Fo > 4sig(Fo) and 0.0689 for all 10257 data REM 438 parameters refined using 0 restraints END WGHT 0.0805 0.4094 REM Highest difference peak 0.438, deepest hole -0.256, 1-sigma level 0.057 Q1 1 0.7646 0.4466 0.1990 11.00000 0.05 0.44 Q2 1 0.6956 0.4038 0.1207 11.00000 0.05 0.43 Q3 1 0.4593 0.5378 0.1545 11.00000 0.05 0.43 Q4 1 0.8409 0.5245 0.2876 11.00000 0.05 0.41 Q5 1 0.7571 0.5757 0.3096 11.00000 0.05 0.41 Q6 1 0.9248 0.3977 0.1964 11.00000 0.05 0.40 Q7 1 0.4191 0.6774 0.4214 11.00000 0.05 0.39 Q8 1 0.6457 0.5351 0.2353 11.00000 0.05 0.39 Q9 1 0.5747 0.6470 0.2976 11.00000 0.05 0.38 Q10 1 0.6491 0.4627 0.1710 11.00000 0.05 0.37 Q11 1 0.7326 0.3440 0.0808 11.00000 0.05 0.37 Q12 1 0.4374 0.7760 0.4401 11.00000 0.05 0.37 Q13 1 0.8335 0.3292 0.1173 11.00000 0.05 0.36 Q14 1 0.4225 0.7522 0.2819 11.00000 0.05 0.36 Q15 1 0.5457 0.4916 0.1630 11.00000 0.05 0.35 Q16 1 1.0550 0.2309 0.0512 11.00000 0.05 0.35 Q17 1 1.1291 0.2903 -0.0645 11.00000 0.05 0.35 Q18 1 1.0369 0.3112 0.0385 11.00000 0.05 0.35 Q19 1 0.4184 0.7848 0.5690 11.00000 0.05 0.35 Q20 1 0.9570 0.1545 0.2879 11.00000 0.05 0.34 ; _shelx_res_checksum 17682 _olex2_diffrn_ambient_temperature_device Kryoflex _olex2_exptl_crystal_mounting_method 'The crystal was mounted on a mylar loop in oil' _olex2_submission_original_sample_id CYR-FQ2 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_site_symmetry_order _atom_site_calc_flag _atom_site_refinement_flags_posn _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group O1 O 0.86175(9) 0.53467(7) 0.41717(6) 0.02051(17) Uani 1 1 d . . . . O2 O 0.95573(10) 0.68859(7) 0.36317(6) 0.02417(19) Uani 1 1 d . . . . N1 N 0.44329(12) 0.71939(9) 0.31293(8) 0.0228(2) Uani 1 1 d . . . . N2 N 1.00966(12) 0.30046(10) 0.15593(8) 0.0229(2) Uani 1 1 d . . . . C1 C 0.68989(12) 0.57503(10) 0.28856(8) 0.0171(2) Uani 1 1 d . . . . C2 C 0.63567(13) 0.64658(10) 0.33214(8) 0.0192(2) Uani 1 1 d . . . . H2 H 0.689165 0.697961 0.399841 0.023 Uiso 1 1 calc R . . . C3 C 0.49994(13) 0.64159(10) 0.27415(9) 0.0203(2) Uani 1 1 d . . . . C4 C 0.42058(13) 0.56355(11) 0.17555(9) 0.0233(2) Uani 1 1 d . . . . H4 H 0.327530 0.559828 0.137501 0.028 Uiso 1 1 calc R . . . C5 C 0.47521(13) 0.49115(11) 0.13198(9) 0.0223(2) Uani 1 1 d . . . . H5 H 0.420534 0.438086 0.064846 0.027 Uiso 1 1 calc R . . . C6 C 0.61153(12) 0.49821(10) 0.18888(8) 0.0179(2) Uani 1 1 d . . . . C7 C 0.70074(12) 0.43927(10) 0.16252(8) 0.0174(2) Uani 1 1 d . . . . C8 C 0.67337(13) 0.35660(10) 0.07391(8) 0.0210(2) Uani 1 1 d . . . . H8 H 0.585125 0.330363 0.016307 0.025 Uiso 1 1 calc R . . . C9 C 0.77781(13) 0.31302(11) 0.07126(9) 0.0222(2) Uani 1 1 d . . . . H9 H 0.760397 0.256399 0.011226 0.027 Uiso 1 1 calc R . . . C10 C 0.90788(13) 0.35145(11) 0.15571(9) 0.0203(2) Uani 1 1 d . . . . C11 C 0.93748(13) 0.43776(10) 0.24410(8) 0.0193(2) Uani 1 1 d . . . . H11 H 1.027038 0.466201 0.301234 0.023 Uiso 1 1 calc R . . . C12 C 0.83326(12) 0.48024(10) 0.24594(8) 0.0169(2) Uani 1 1 d . . . . C13 C 0.83898(12) 0.57171(10) 0.33233(8) 0.0169(2) Uani 1 1 d . . . . C14 C 0.96732(17) 0.63777(12) 0.50287(9) 0.0319(3) Uani 1 1 d . . . . H14A H 1.026706 0.615516 0.554589 0.038 Uiso 0.830(10) 1 calc R P A 1 H14B H 0.919059 0.681661 0.531773 0.038 Uiso 0.830(10) 1 calc R P A 1 H14C H 1.051479 0.622351 0.538959 0.038 Uiso 0.170(10) 1 calc R P A 2 H14D H 0.921220 0.656327 0.548629 0.038 Uiso 0.170(10) 1 calc R P A 2 C15 C 1.0602(2) 0.7105(3) 0.45878(16) 0.0307(6) Uani 0.830(10) 1 d . P A 1 H15A H 1.109709 0.797158 0.499329 0.037 Uiso 0.830(10) 1 calc R P A 1 H15B H 1.136016 0.682824 0.453604 0.037 Uiso 0.830(10) 1 calc R P A 1 C15A C 1.0207(15) 0.7426(9) 0.4673(6) 0.025(3) Uani 0.170(10) 1 d . P A 2 H15C H 0.987013 0.804026 0.488676 0.030 Uiso 0.170(10) 1 calc R P A 2 H15D H 1.129907 0.780829 0.493003 0.030 Uiso 0.170(10) 1 calc R P A 2 C16 C 0.43242(13) 0.72624(10) 0.40491(9) 0.0206(2) Uani 1 1 d . . . . C17 C 0.40082(14) 0.62451(11) 0.43371(10) 0.0241(2) Uani 1 1 d . . . . H17 H 0.385469 0.550384 0.390584 0.029 Uiso 1 1 calc R . . . C18 C 0.39172(14) 0.63099(11) 0.52463(10) 0.0249(2) Uani 1 1 d . . . . H18 H 0.371940 0.561275 0.543306 0.030 Uiso 1 1 calc R . . . C19 C 0.41099(14) 0.73773(11) 0.58944(9) 0.0242(2) Uani 1 1 d . . . . C20 C 0.44171(13) 0.83827(11) 0.55996(9) 0.0233(2) Uani 1 1 d . . . . H20 H 0.455269 0.911920 0.602709 0.028 Uiso 1 1 calc R . . . C21 C 0.45310(13) 0.83379(10) 0.46949(9) 0.0222(2) Uani 1 1 d . . . . H21 H 0.475005 0.904039 0.451578 0.027 Uiso 1 1 calc R . . . C22 C 0.41864(13) 0.79909(10) 0.26192(9) 0.0213(2) Uani 1 1 d . . . . C23 C 0.29475(14) 0.82268(11) 0.24751(9) 0.0256(3) Uani 1 1 d . . . . H23 H 0.227040 0.788390 0.274600 0.031 Uiso 1 1 calc R . . . C24 C 0.27137(15) 0.89687(12) 0.19311(10) 0.0294(3) Uani 1 1 d . . . . H24 H 0.187864 0.913675 0.184686 0.035 Uiso 1 1 calc R . . . C25 C 0.36615(15) 0.94708(11) 0.15080(9) 0.0286(3) Uani 1 1 d . . . . C26 C 0.48974(15) 0.92372(11) 0.16677(9) 0.0275(3) Uani 1 1 d . . . . H26 H 0.556866 0.957515 0.139125 0.033 Uiso 1 1 calc R . . . C27 C 0.51683(14) 0.85184(11) 0.22240(9) 0.0242(2) Uani 1 1 d . . . . H27 H 0.603138 0.838595 0.233570 0.029 Uiso 1 1 calc R . . . C28 C 1.03502(13) 0.23859(11) 0.22459(8) 0.0207(2) Uani 1 1 d . . . . C29 C 0.91867(13) 0.16499(11) 0.24153(9) 0.0223(2) Uani 1 1 d . . . . H29 H 0.821936 0.158471 0.209414 0.027 Uiso 1 1 calc R . . . C30 C 0.94396(14) 0.10098(11) 0.30547(9) 0.0247(2) Uani 1 1 d . . . . H30 H 0.864156 0.052202 0.317321 0.030 Uiso 1 1 calc R . . . C31 C 1.08381(15) 0.10720(11) 0.35222(9) 0.0262(3) Uani 1 1 d . . . . C32 C 1.19971(15) 0.18348(12) 0.33676(10) 0.0286(3) Uani 1 1 d . . . . H32 H 1.296617 0.190746 0.369677 0.034 Uiso 1 1 calc R . . . C33 C 1.17701(14) 0.24924(12) 0.27431(10) 0.0257(2) Uani 1 1 d . . . . H33 H 1.258008 0.301381 0.265463 0.031 Uiso 1 1 calc R . . . C34 C 1.04675(13) 0.27892(10) 0.07330(8) 0.0198(2) Uani 1 1 d . . . . C35 C 1.07517(14) 0.17959(11) 0.04398(9) 0.0223(2) Uani 1 1 d . . . . H35 H 1.065141 0.123097 0.077806 0.027 Uiso 1 1 calc R . . . C36 C 1.11811(14) 0.16332(10) -0.03462(9) 0.0217(2) Uani 1 1 d . . . . H36 H 1.138997 0.096269 -0.052754 0.026 Uiso 1 1 calc R . . . C37 C 1.13128(13) 0.24248(10) -0.08736(8) 0.0204(2) Uani 1 1 d . . . . C38 C 1.09828(13) 0.33939(10) -0.05947(9) 0.0213(2) Uani 1 1 d . . . . H38 H 1.103997 0.393711 -0.095371 0.026 Uiso 1 1 calc R . . . C39 C 1.05728(13) 0.35792(10) 0.01966(9) 0.0207(2) Uani 1 1 d . . . . H39 H 1.036183 0.424914 0.037538 0.025 Uiso 1 1 calc R . . . C40 C 0.39815(17) 0.74341(12) 0.68707(10) 0.0326(3) Uani 1 1 d . . . . H40A H 0.426907 0.826967 0.725671 0.049 Uiso 1 1 calc GR . . . H40B H 0.463419 0.713188 0.724648 0.049 Uiso 1 1 calc GR . . . H40C H 0.295744 0.693791 0.674527 0.049 Uiso 1 1 calc GR . . . C41 C 0.33296(19) 1.01990(14) 0.08604(11) 0.0411(4) Uani 1 1 d . . . . H41A H 0.423893 1.069859 0.082005 0.062 Uiso 1 1 calc GR . . . H41B H 0.293743 1.071641 0.114975 0.062 Uiso 1 1 calc GR . . . H41C H 0.259664 0.965503 0.019066 0.062 Uiso 1 1 calc GR . . . C42 C 1.11062(19) 0.03412(15) 0.41833(12) 0.0402(4) Uani 1 1 d . . . . H42A H 1.139135 0.081698 0.487476 0.060 Uiso 1 1 calc GR . . . H42B H 1.190101 0.012607 0.413736 0.060 Uiso 1 1 calc GR . . . H42C H 1.020003 -0.039352 0.396672 0.060 Uiso 1 1 calc GR . . . C43 C 1.18220(16) 0.22485(12) -0.16993(10) 0.0281(3) Uani 1 1 d . . . . H43A H 1.118925 0.235629 -0.227344 0.042 Uiso 1 1 calc GR . . . H43B H 1.176221 0.143445 -0.189423 0.042 Uiso 1 1 calc GR . . . H43C H 1.284670 0.283974 -0.146935 0.042 Uiso 1 1 calc GR . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 O1 0.0254(4) 0.0237(4) 0.0135(3) 0.0079(3) 0.0069(3) 0.0119(3) O2 0.0237(4) 0.0209(4) 0.0191(4) 0.0058(3) 0.0043(3) 0.0043(3) N1 0.0307(5) 0.0257(5) 0.0232(5) 0.0102(4) 0.0147(4) 0.0204(4) N2 0.0296(5) 0.0313(5) 0.0216(5) 0.0128(4) 0.0152(4) 0.0222(4) C1 0.0193(5) 0.0175(5) 0.0171(5) 0.0071(4) 0.0082(4) 0.0097(4) C2 0.0233(5) 0.0191(5) 0.0173(5) 0.0058(4) 0.0090(4) 0.0111(4) C3 0.0238(5) 0.0206(5) 0.0217(5) 0.0072(4) 0.0117(4) 0.0133(4) C4 0.0203(5) 0.0250(6) 0.0234(5) 0.0050(4) 0.0055(4) 0.0134(5) C5 0.0217(5) 0.0220(5) 0.0194(5) 0.0021(4) 0.0045(4) 0.0114(4) C6 0.0196(5) 0.0171(5) 0.0177(5) 0.0051(4) 0.0070(4) 0.0098(4) C7 0.0189(5) 0.0177(5) 0.0172(5) 0.0059(4) 0.0077(4) 0.0094(4) C8 0.0216(5) 0.0220(5) 0.0175(5) 0.0030(4) 0.0059(4) 0.0113(4) C9 0.0257(6) 0.0230(5) 0.0187(5) 0.0029(4) 0.0090(4) 0.0139(5) C10 0.0238(5) 0.0239(5) 0.0205(5) 0.0087(4) 0.0118(4) 0.0153(5) C11 0.0213(5) 0.0237(5) 0.0160(5) 0.0073(4) 0.0078(4) 0.0127(4) C12 0.0196(5) 0.0181(5) 0.0160(5) 0.0066(4) 0.0082(4) 0.0100(4) C13 0.0195(5) 0.0180(5) 0.0145(4) 0.0063(4) 0.0069(4) 0.0091(4) C14 0.0463(8) 0.0263(6) 0.0148(5) 0.0038(5) 0.0019(5) 0.0177(6) C15 0.0240(9) 0.0262(10) 0.0278(9) 0.0050(7) -0.0025(7) 0.0091(7) C15A 0.031(5) 0.017(4) 0.013(3) -0.001(3) 0.002(3) 0.006(3) C16 0.0199(5) 0.0226(5) 0.0221(5) 0.0066(4) 0.0103(4) 0.0112(4) C17 0.0257(6) 0.0201(5) 0.0295(6) 0.0066(5) 0.0149(5) 0.0113(5) C18 0.0256(6) 0.0213(5) 0.0302(6) 0.0103(5) 0.0147(5) 0.0090(5) C19 0.0219(6) 0.0233(5) 0.0249(6) 0.0072(5) 0.0114(5) 0.0060(5) C20 0.0242(6) 0.0206(5) 0.0236(5) 0.0044(4) 0.0106(5) 0.0090(4) C21 0.0245(6) 0.0189(5) 0.0249(6) 0.0076(4) 0.0112(5) 0.0103(4) C22 0.0243(6) 0.0209(5) 0.0193(5) 0.0047(4) 0.0067(4) 0.0138(4) C23 0.0232(6) 0.0259(6) 0.0266(6) 0.0056(5) 0.0074(5) 0.0140(5) C24 0.0248(6) 0.0272(6) 0.0296(6) 0.0040(5) 0.0009(5) 0.0162(5) C25 0.0344(7) 0.0206(5) 0.0220(6) 0.0039(4) 0.0007(5) 0.0135(5) C26 0.0334(7) 0.0235(6) 0.0236(6) 0.0074(5) 0.0096(5) 0.0122(5) C27 0.0260(6) 0.0253(6) 0.0245(6) 0.0073(5) 0.0102(5) 0.0153(5) C28 0.0255(6) 0.0238(5) 0.0179(5) 0.0075(4) 0.0102(4) 0.0148(5) C29 0.0218(5) 0.0242(5) 0.0196(5) 0.0041(4) 0.0079(4) 0.0111(5) C30 0.0271(6) 0.0227(5) 0.0230(5) 0.0067(4) 0.0116(5) 0.0086(5) C31 0.0318(6) 0.0259(6) 0.0212(5) 0.0088(5) 0.0094(5) 0.0134(5) C32 0.0253(6) 0.0346(7) 0.0288(6) 0.0146(5) 0.0085(5) 0.0164(5) C33 0.0243(6) 0.0309(6) 0.0280(6) 0.0137(5) 0.0126(5) 0.0151(5) C34 0.0211(5) 0.0229(5) 0.0197(5) 0.0078(4) 0.0105(4) 0.0122(4) C35 0.0290(6) 0.0234(5) 0.0247(5) 0.0129(4) 0.0152(5) 0.0163(5) C36 0.0271(6) 0.0217(5) 0.0236(5) 0.0097(4) 0.0139(5) 0.0146(5) C37 0.0207(5) 0.0227(5) 0.0192(5) 0.0075(4) 0.0094(4) 0.0097(4) C38 0.0227(5) 0.0204(5) 0.0227(5) 0.0104(4) 0.0092(4) 0.0098(4) C39 0.0222(5) 0.0189(5) 0.0238(5) 0.0081(4) 0.0095(4) 0.0114(4) C40 0.0420(8) 0.0252(6) 0.0262(6) 0.0074(5) 0.0172(6) 0.0074(6) C41 0.0465(9) 0.0307(7) 0.0328(7) 0.0120(6) -0.0019(6) 0.0177(6) C42 0.0441(9) 0.0421(8) 0.0377(8) 0.0253(7) 0.0142(7) 0.0179(7) C43 0.0384(7) 0.0293(6) 0.0263(6) 0.0128(5) 0.0203(6) 0.0171(6) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle C13 O1 C14 107.99(9) C15 O2 C13 107.45(11) C15A O2 C13 111.1(4) C16 N1 C3 119.97(10) C16 N1 C22 122.62(10) C22 N1 C3 116.87(10) C10 N2 C28 117.01(9) C34 N2 C10 120.45(10) C34 N2 C28 119.67(9) C2 C1 C6 121.39(10) C2 C1 C13 128.43(10) C6 C1 C13 110.01(9) C1 C2 H2 120.8 C1 C2 C3 118.33(10) C3 C2 H2 120.8 C2 C3 N1 120.84(10) C4 C3 N1 118.77(11) C4 C3 C2 120.33(10) C3 C4 H4 119.4 C5 C4 C3 121.19(11) C5 C4 H4 119.4 C4 C5 H5 120.8 C6 C5 C4 118.44(11) C6 C5 H5 120.8 C1 C6 C7 108.70(9) C5 C6 C1 120.30(10) C5 C6 C7 130.96(10) C8 C7 C6 131.25(10) C8 C7 C12 120.13(10) C12 C7 C6 108.61(9) C7 C8 H8 120.6 C7 C8 C9 118.71(11) C9 C8 H8 120.6 C8 C9 H9 119.6 C8 C9 C10 120.88(11) C10 C9 H9 119.6 C9 C10 N2 121.20(10) C9 C10 C11 120.32(11) C11 C10 N2 118.41(10) C10 C11 H11 120.8 C12 C11 C10 118.30(10) C12 C11 H11 120.8 C7 C12 C13 110.33(9) C11 C12 C7 121.60(10) C11 C12 C13 128.06(10) O1 C13 O2 106.53(8) O1 C13 C1 114.29(9) O1 C13 C12 110.41(9) O2 C13 C1 110.09(9) O2 C13 C12 113.38(9) C12 C13 C1 102.31(8) O1 C14 H14A 111.5 O1 C14 H14B 111.5 O1 C14 H14C 110.2 O1 C14 H14D 110.2 O1 C14 C15 101.31(13) O1 C14 C15A 107.7(3) H14A C14 H14B 109.3 H14C C14 H14D 108.5 C15 C14 H14A 111.5 C15 C14 H14B 111.5 C15A C14 H14C 110.2 C15A C14 H14D 110.2 O2 C15 C14 103.29(14) O2 C15 H15A 111.1 O2 C15 H15B 111.1 C14 C15 H15A 111.1 C14 C15 H15B 111.1 H15A C15 H15B 109.1 O2 C15A C14 103.4(5) O2 C15A H15C 111.1 O2 C15A H15D 111.1 C14 C15A H15C 111.1 C14 C15A H15D 111.1 H15C C15A H15D 109.1 C17 C16 N1 120.27(10) C21 C16 N1 121.28(11) C21 C16 C17 118.45(11) C16 C17 H17 119.7 C18 C17 C16 120.57(11) C18 C17 H17 119.7 C17 C18 H18 119.2 C17 C18 C19 121.50(11) C19 C18 H18 119.2 C18 C19 C40 121.18(11) C20 C19 C18 117.51(11) C20 C19 C40 121.31(11) C19 C20 H20 119.1 C19 C20 C21 121.76(11) C21 C20 H20 119.1 C16 C21 H21 119.9 C20 C21 C16 120.21(11) C20 C21 H21 119.9 C23 C22 N1 121.37(11) C27 C22 N1 119.65(11) C27 C22 C23 118.95(11) C22 C23 H23 120.3 C24 C23 C22 119.44(12) C24 C23 H23 120.3 C23 C24 H24 118.9 C25 C24 C23 122.12(12) C25 C24 H24 118.9 C24 C25 C26 117.66(12) C24 C25 C41 121.24(13) C26 C25 C41 121.04(14) C25 C26 H26 119.4 C27 C26 C25 121.20(13) C27 C26 H26 119.4 C22 C27 H27 119.7 C26 C27 C22 120.58(12) C26 C27 H27 119.7 C29 C28 N2 120.79(11) C29 C28 C33 119.07(11) C33 C28 N2 120.13(11) C28 C29 H29 119.9 C30 C29 C28 120.16(11) C30 C29 H29 119.9 C29 C30 H30 119.4 C31 C30 C29 121.20(12) C31 C30 H30 119.4 C30 C31 C32 118.03(12) C30 C31 C42 121.42(12) C32 C31 C42 120.56(13) C31 C32 H32 119.2 C33 C32 C31 121.56(12) C33 C32 H32 119.2 C28 C33 H33 120.0 C32 C33 C28 119.91(12) C32 C33 H33 120.0 C35 C34 N2 121.16(10) C39 C34 N2 120.35(10) C39 C34 C35 118.48(10) C34 C35 H35 119.9 C36 C35 C34 120.11(11) C36 C35 H35 119.9 C35 C36 H36 119.1 C37 C36 C35 121.81(11) C37 C36 H36 119.1 C36 C37 C38 117.64(11) C36 C37 C43 120.71(11) C38 C37 C43 121.64(11) C37 C38 H38 119.4 C39 C38 C37 121.30(11) C39 C38 H38 119.4 C34 C39 H39 119.7 C38 C39 C34 120.61(10) C38 C39 H39 119.7 C19 C40 H40A 109.5 C19 C40 H40B 109.5 C19 C40 H40C 109.5 H40A C40 H40B 109.5 H40A C40 H40C 109.5 H40B C40 H40C 109.5 C25 C41 H41A 109.5 C25 C41 H41B 109.5 C25 C41 H41C 109.5 H41A C41 H41B 109.5 H41A C41 H41C 109.5 H41B C41 H41C 109.5 C31 C42 H42A 109.5 C31 C42 H42B 109.5 C31 C42 H42C 109.5 H42A C42 H42B 109.5 H42A C42 H42C 109.5 H42B C42 H42C 109.5 C37 C43 H43A 109.5 C37 C43 H43B 109.5 C37 C43 H43C 109.5 H43A C43 H43B 109.5 H43A C43 H43C 109.5 H43B C43 H43C 109.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance O1 C13 1.4236(13) O1 C14 1.4278(15) O2 C13 1.4270(14) O2 C15 1.4176(19) O2 C15A 1.404(8) N1 C3 1.4249(14) N1 C16 1.4090(15) N1 C22 1.4225(15) N2 C10 1.4228(15) N2 C28 1.4270(15) N2 C34 1.4143(15) C1 C2 1.3795(15) C1 C6 1.4026(15) C1 C13 1.5231(15) C2 H2 0.9500 C2 C3 1.3988(16) C3 C4 1.3951(16) C4 H4 0.9500 C4 C5 1.3902(16) C5 H5 0.9500 C5 C6 1.3882(16) C6 C7 1.4734(15) C7 C8 1.3906(15) C7 C12 1.3991(15) C8 H8 0.9500 C8 C9 1.3923(16) C9 H9 0.9500 C9 C10 1.3971(16) C10 C11 1.4029(16) C11 H11 0.9500 C11 C12 1.3787(15) C12 C13 1.5195(15) C14 H14A 0.9900 C14 H14B 0.9900 C14 H14C 0.9900 C14 H14D 0.9900 C14 C15 1.508(3) C14 C15A 1.520(9) C15 H15A 0.9900 C15 H15B 0.9900 C15A H15C 0.9900 C15A H15D 0.9900 C16 C17 1.3997(17) C16 C21 1.3979(16) C17 H17 0.9500 C17 C18 1.3862(18) C18 H18 0.9500 C18 C19 1.3975(17) C19 C20 1.3920(17) C19 C40 1.5034(18) C20 H20 0.9500 C20 C21 1.3922(17) C21 H21 0.9500 C22 C23 1.3972(17) C22 C27 1.3917(18) C23 H23 0.9500 C23 C24 1.3925(18) C24 H24 0.9500 C24 C25 1.388(2) C25 C26 1.3908(19) C25 C41 1.5082(18) C26 H26 0.9500 C26 C27 1.3893(17) C27 H27 0.9500 C28 C29 1.3944(17) C28 C33 1.3959(17) C29 H29 0.9500 C29 C30 1.3935(17) C30 H30 0.9500 C30 C31 1.3900(18) C31 C32 1.3921(19) C31 C42 1.5111(18) C32 H32 0.9500 C32 C33 1.3896(17) C33 H33 0.9500 C34 C35 1.3978(16) C34 C39 1.3976(16) C35 H35 0.9500 C35 C36 1.3908(16) C36 H36 0.9500 C36 C37 1.3898(16) C37 C38 1.3964(16) C37 C43 1.5014(16) C38 H38 0.9500 C38 C39 1.3877(17) C39 H39 0.9500 C40 H40A 0.9800 C40 H40B 0.9800 C40 H40C 0.9800 C41 H41A 0.9800 C41 H41B 0.9800 C41 H41C 0.9800 C42 H42A 0.9800 C42 H42B 0.9800 C42 H42C 0.9800 C43 H43A 0.9800 C43 H43B 0.9800 C43 H43C 0.9800 loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion O1 C14 C15 O2 36.3(2) O1 C14 C15A O2 -7.1(11) N1 C3 C4 C5 175.92(11) N1 C16 C17 C18 179.22(11) N1 C16 C21 C20 179.96(11) N1 C22 C23 C24 -177.01(11) N1 C22 C27 C26 175.80(11) N2 C10 C11 C12 -175.10(10) N2 C28 C29 C30 177.18(11) N2 C28 C33 C32 -176.34(11) N2 C34 C35 C36 -177.02(11) N2 C34 C39 C38 177.91(11) C1 C2 C3 N1 -175.62(10) C1 C2 C3 C4 1.63(17) C1 C6 C7 C8 -179.76(12) C1 C6 C7 C12 -0.08(13) C2 C1 C6 C5 -1.07(17) C2 C1 C6 C7 176.86(10) C2 C1 C13 O1 63.63(15) C2 C1 C13 O2 -56.20(15) C2 C1 C13 C12 -177.02(11) C2 C3 C4 C5 -1.38(19) C3 N1 C16 C17 -33.40(17) C3 N1 C16 C21 146.41(12) C3 N1 C22 C23 140.43(12) C3 N1 C22 C27 -37.37(16) C3 C4 C5 C6 -0.12(19) C4 C5 C6 C1 1.33(17) C4 C5 C6 C7 -176.08(12) C5 C6 C7 C8 -2.1(2) C5 C6 C7 C12 177.56(12) C6 C1 C2 C3 -0.42(17) C6 C1 C13 O1 -121.11(10) C6 C1 C13 O2 119.05(10) C6 C1 C13 C12 -1.77(11) C6 C7 C8 C9 -178.26(11) C6 C7 C12 C11 178.18(10) C6 C7 C12 C13 -1.09(12) C7 C8 C9 C10 -0.11(18) C7 C12 C13 O1 123.76(10) C7 C12 C13 O2 -116.79(10) C7 C12 C13 C1 1.72(11) C8 C7 C12 C11 -2.10(17) C8 C7 C12 C13 178.62(10) C8 C9 C10 N2 175.03(11) C8 C9 C10 C11 -1.95(18) C9 C10 C11 C12 1.95(17) C10 N2 C28 C29 40.13(16) C10 N2 C28 C33 -141.19(12) C10 N2 C34 C35 -145.23(12) C10 N2 C34 C39 35.46(17) C10 C11 C12 C7 0.05(17) C10 C11 C12 C13 179.18(11) C11 C12 C13 O1 -55.45(15) C11 C12 C13 O2 64.00(15) C11 C12 C13 C1 -177.49(11) C12 C7 C8 C9 2.10(17) C13 O1 C14 C15 -30.77(18) C13 O1 C14 C15A -4.3(7) C13 O2 C15 C14 -29.1(3) C13 O2 C15A C14 16.1(12) C13 C1 C2 C3 174.35(11) C13 C1 C6 C5 -176.72(10) C13 C1 C6 C7 1.22(12) C14 O1 C13 O2 13.91(12) C14 O1 C13 C1 -107.89(11) C14 O1 C13 C12 137.43(10) C15 O2 C13 O1 10.5(2) C15 O2 C13 C1 134.89(19) C15 O2 C13 C12 -111.18(19) C15A O2 C13 O1 -19.4(8) C15A O2 C13 C1 105.0(8) C15A O2 C13 C12 -141.0(8) C16 N1 C3 C2 -52.14(16) C16 N1 C3 C4 130.57(12) C16 N1 C22 C23 -48.02(16) C16 N1 C22 C27 134.18(12) C16 C17 C18 C19 1.14(19) C17 C16 C21 C20 -0.22(18) C17 C18 C19 C20 -0.82(19) C17 C18 C19 C40 178.85(12) C18 C19 C20 C21 -0.01(19) C19 C20 C21 C16 0.53(19) C21 C16 C17 C18 -0.59(18) C22 N1 C3 C2 119.64(12) C22 N1 C3 C4 -57.64(15) C22 N1 C16 C17 155.30(12) C22 N1 C16 C21 -24.89(17) C22 C23 C24 C25 1.15(19) C23 C22 C27 C26 -2.06(18) C23 C24 C25 C26 -1.80(19) C23 C24 C25 C41 175.57(12) C24 C25 C26 C27 0.52(18) C25 C26 C27 C22 1.40(19) C27 C22 C23 C24 0.81(18) C28 N2 C10 C9 -117.66(13) C28 N2 C10 C11 59.37(15) C28 N2 C34 C35 15.02(17) C28 N2 C34 C39 -164.29(11) C28 C29 C30 C31 -1.07(18) C29 C28 C33 C32 2.37(18) C29 C30 C31 C32 2.74(18) C29 C30 C31 C42 -177.50(12) C30 C31 C32 C33 -1.9(2) C31 C32 C33 C28 -0.7(2) C33 C28 C29 C30 -1.52(17) C34 N2 C10 C9 43.10(17) C34 N2 C10 C11 -139.87(12) C34 N2 C28 C29 -120.79(12) C34 N2 C28 C33 57.90(16) C34 C35 C36 C37 -1.29(19) C35 C34 C39 C38 -1.42(18) C35 C36 C37 C38 -0.65(18) C35 C36 C37 C43 178.17(12) C36 C37 C38 C39 1.56(18) C37 C38 C39 C34 -0.53(18) C39 C34 C35 C36 2.31(18) C40 C19 C20 C21 -179.68(12) C41 C25 C26 C27 -176.85(12) C42 C31 C32 C33 178.36(13) C43 C37 C38 C39 -177.25(11)