#------------------------------------------------------------------------------ #$Date: 2023-11-02 04:28:56 +0200 (Thu, 02 Nov 2023) $ #$Revision: 287241 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/24/76/7247654.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_7247654 loop_ _publ_author_name 'Saito, Erika' 'Yamakado, Ryohei' 'Yasuhara, Taichi' 'Yamaguchi, Hiroto' 'Okada, Shuji' 'Yoshida, Tsukasa' _publ_section_title ; Formation of charge-transfer complexes in ionic crystals composed of 1,3-bis(dicyanomethylidene)indan anion and viologens bearing alkyl chains ; _journal_issue 45 _journal_name_full 'RSC Advances' _journal_page_first 32039 _journal_page_last 32044 _journal_paper_doi 10.1039/D3RA06782C _journal_volume 13 _journal_year 2023 _chemical_formula_moiety '2(C15 H5 N4), C16 H22 N2' _chemical_formula_sum 'C46 H32 N10' _chemical_formula_weight 724.81 _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 mixed _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2023-06-09 deposited with the CCDC. 2023-10-26 downloaded from the CCDC. ; _cell_angle_alpha 74.729(3) _cell_angle_beta 82.132(3) _cell_angle_gamma 70.001(3) _cell_formula_units_Z 2 _cell_length_a 8.6480(3) _cell_length_b 11.3059(4) _cell_length_c 21.0344(7) _cell_measurement_reflns_used 4542 _cell_measurement_temperature 150 _cell_measurement_theta_max 25.6380 _cell_measurement_theta_min 2.0090 _cell_volume 1861.86(12) _computing_cell_refinement 'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)' _computing_data_collection 'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)' _computing_data_reduction 'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)' _computing_molecular_graphics 'ORTEP-3 for Windows (Farrugia, 2012)' _computing_publication_material 'Yadokari-XG (Wakita, Nemoto et al., 2009)' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXT (Sheldrick, 2015)' _diffrn_ambient_temperature 150 _diffrn_detector_area_resol_mean 28.5714 _diffrn_measured_fraction_theta_full 0.996 _diffrn_measured_fraction_theta_max 0.996 _diffrn_measurement_device_type 'Rigaku Saturn 70 CCD area detector' _diffrn_measurement_method \w _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0878 _diffrn_reflns_av_unetI/netI 0.0951 _diffrn_reflns_Laue_measured_fraction_full 0.996 _diffrn_reflns_Laue_measured_fraction_max 0.996 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_number 21752 _diffrn_reflns_point_group_measured_fraction_full 0.996 _diffrn_reflns_point_group_measured_fraction_max 0.996 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 25.349 _diffrn_reflns_theta_min 2.510 _diffrn_source 'Rotating Anode' _exptl_absorpt_coefficient_mu 0.080 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.23777 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'Dark Blue' _exptl_crystal_density_diffrn 1.293 _exptl_crystal_description Platelet _exptl_crystal_F_000 756 _exptl_crystal_size_max 0.130 _exptl_crystal_size_mid 0.120 _exptl_crystal_size_min 0.030 _refine_diff_density_max 0.317 _refine_diff_density_min -0.278 _refine_diff_density_rms 0.065 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 510 _refine_ls_number_reflns 6796 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.056 _refine_ls_R_factor_all 0.1408 _refine_ls_R_factor_gt 0.0791 _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^)+(0.0903P)^2^+0.7957P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1766 _refine_ls_wR_factor_ref 0.2319 _reflns_Friedel_coverage 0.000 _reflns_number_gt 3794 _reflns_number_total 6796 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d3ra06782c2.cif _cod_data_source_block 20190318_PrV_-123 _cod_depositor_comments ; The following automatic conversions were performed: data item '_exptl_absorpt_correction_type' value 'Multi-scan' was changed to 'multi-scan' in accordance with the /home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.2 last updated on 2011-04-26. Automatic conversion script Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas ; _cod_database_code 7247654 _shelx_shelxl_version_number 2018/3 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_estimated_absorpt_t_min 0.990 _shelx_estimated_absorpt_t_max 0.998 _oxdiff_exptl_absorpt_empirical_full_min 0.636 _oxdiff_exptl_absorpt_empirical_full_max 2.439 _oxdiff_exptl_absorpt_empirical_details ; Empirical correction (ABSPACK) includes: - Absorption correction using spherical harmonics - Frame scaling - Detector area scaling ; _shelx_res_file ; TITL 20190318_PrV_-123_a.res in P-1 20190318_PrV_-123.res created by SHELXL-2018/3 at 15:08:48 on 20-Mar-2019 REM Yadorkari-X generated CELL 0.71073 8.6480 11.3059 21.0344 74.7290 82.1320 70.0010 ZERR 2.0 0.0003 0.0004 0.0007 0.0030 0.0030 0.0030 LATT 1 REM SPGR P-1 triclinic SFAC C H N UNIT 92 64 20 SIZE 0.13 0.12 0.03 TEMP -123.0 L.S. 50 FMAP 2 PLAN -20 ACTA CONF LIST 4 BOND $H OMIT -10.000000 52.000000 OMIT 0 0 2 OMIT 0 1 1 OMIT 0 1 0 OMIT 0 -1 1 OMIT 0 1 2 OMIT -1 0 1 OMIT 1 1 0 OMIT -1 0 2 OMIT 0 0 3 OMIT 0 -1 2 OMIT -1 -1 1 WGHT 0.090300 0.795700 FVAR 2.78497 N1 3 -0.360903 0.939658 0.087428 11.00000 0.04454 0.04934 = 0.04416 -0.00635 -0.00582 -0.00595 N2 3 0.077476 0.627142 0.047854 11.00000 0.05964 0.05362 = 0.04956 -0.01712 0.00234 0.00194 N3 3 -0.508280 0.946778 0.351546 11.00000 0.03990 0.04766 = 0.05076 -0.00651 -0.00372 -0.00431 N4 3 -0.159774 0.638670 0.486360 11.00000 0.04752 0.06222 = 0.04238 -0.00843 -0.00627 -0.00471 N5 3 0.480486 0.598329 0.387561 11.00000 0.04453 0.04304 = 0.05373 -0.01371 -0.00983 -0.00309 N6 3 0.622601 0.580756 0.182996 11.00000 0.04286 0.04794 = 0.06180 -0.02048 -0.00073 -0.00464 N7 3 -0.126538 0.977474 0.420682 11.00000 0.05171 0.04827 = 0.04386 -0.01311 -0.00295 -0.01033 N8 3 -0.362776 1.198168 0.231630 11.00000 0.04857 0.05602 = 0.05819 -0.01044 -0.00772 0.00722 N9 3 0.899831 0.287375 0.426152 11.00000 0.03490 0.03719 = 0.04328 -0.00998 -0.00041 -0.00867 N10 3 1.238653 0.229712 0.108408 11.00000 0.03980 0.03868 = 0.03709 -0.01169 -0.00308 -0.00997 C1 1 -0.203289 0.778153 0.245117 11.00000 0.03342 0.03510 = 0.04055 -0.01052 -0.00431 -0.00642 H1 2 -0.308400 0.849162 0.235826 11.00000 -1.20000 C2 1 -0.090713 0.717446 0.200155 11.00000 0.03318 0.03243 = 0.03428 -0.00632 -0.00102 -0.01227 C3 1 0.043871 0.613396 0.238367 11.00000 0.03462 0.03234 = 0.03589 -0.00651 -0.00394 -0.01311 C4 1 0.188662 0.527787 0.218916 11.00000 0.03785 0.03634 = 0.04779 -0.01296 -0.00196 -0.01342 AFIX 43 H4 2 0.216205 0.528001 0.173596 11.00000 -1.20000 AFIX 0 C5 1 0.293228 0.441096 0.267599 11.00000 0.02925 0.02942 = 0.06046 -0.00845 -0.00685 -0.00264 AFIX 43 H5 2 0.393853 0.382242 0.255106 11.00000 -1.20000 AFIX 0 C6 1 0.253305 0.439249 0.333406 11.00000 0.04215 0.03646 = 0.04471 0.00110 -0.00929 -0.01421 AFIX 43 H6 2 0.325315 0.377489 0.365583 11.00000 -1.20000 AFIX 0 C7 1 0.108427 0.526791 0.353767 11.00000 0.03959 0.03229 = 0.03883 -0.00308 -0.00404 -0.01173 AFIX 43 H7 2 0.082646 0.526853 0.399139 11.00000 -1.20000 AFIX 0 C8 1 0.004238 0.612962 0.305951 11.00000 0.03257 0.03036 = 0.03625 -0.00922 -0.00002 -0.00776 C9 1 -0.153921 0.719175 0.309953 11.00000 0.03004 0.03014 = 0.03838 -0.00722 -0.00482 -0.00986 C10 1 -0.107046 0.749926 0.132407 11.00000 0.03145 0.03687 = 0.03929 -0.00514 -0.00276 -0.00834 C11 1 -0.246195 0.854251 0.106389 11.00000 0.04032 0.04219 = 0.03404 -0.01116 -0.00227 -0.00707 C12 1 -0.002016 0.681192 0.086481 11.00000 0.03757 0.04056 = 0.04387 -0.00923 -0.00292 -0.00970 C13 1 -0.240126 0.752798 0.367130 11.00000 0.03408 0.03329 = 0.03528 -0.00893 -0.00248 -0.00733 C14 1 -0.390705 0.859661 0.359829 11.00000 0.03633 0.03877 = 0.03785 -0.00353 -0.00349 -0.01280 C15 1 -0.192472 0.688573 0.432200 11.00000 0.02957 0.04617 = 0.03721 -0.01035 -0.00115 -0.00923 C16 1 0.158386 0.859750 0.295180 11.00000 0.03825 0.04222 = 0.03366 -0.00878 -0.00413 -0.01135 AFIX 43 H16 2 0.169267 0.835508 0.341563 11.00000 -1.20000 AFIX 0 C17 1 0.274634 0.803393 0.249420 11.00000 0.03198 0.02827 = 0.04464 -0.00582 -0.00559 -0.00767 C18 1 0.213914 0.872199 0.182950 11.00000 0.03130 0.03012 = 0.04250 -0.00914 -0.00126 -0.01058 C19 1 0.280719 0.860485 0.120567 11.00000 0.03857 0.03986 = 0.04532 -0.01146 0.00252 -0.01111 AFIX 43 H19 2 0.384306 0.797557 0.114884 11.00000 -1.20000 AFIX 0 C20 1 0.193463 0.942667 0.066018 11.00000 0.04735 0.04657 = 0.03916 -0.01207 0.00142 -0.01277 AFIX 43 H20 2 0.237917 0.935876 0.022759 11.00000 -1.20000 AFIX 0 C21 1 0.043285 1.033569 0.074507 11.00000 0.05304 0.03804 = 0.03527 -0.00068 -0.00657 -0.01381 AFIX 43 H21 2 -0.014266 1.088673 0.036736 11.00000 -1.20000 AFIX 0 C22 1 -0.026672 1.046929 0.137124 11.00000 0.03532 0.03094 = 0.04747 -0.01030 -0.00409 -0.00947 AFIX 43 H22 2 -0.130436 1.110026 0.142328 11.00000 -1.20000 AFIX 0 C23 1 0.059263 0.965797 0.191312 11.00000 0.03297 0.02744 = 0.03738 -0.00494 -0.00192 -0.01101 C24 1 0.024069 0.956641 0.263173 11.00000 0.03698 0.02814 = 0.03619 -0.00645 -0.00391 -0.01193 C25 1 0.417292 0.699684 0.264622 11.00000 0.03191 0.03235 = 0.04663 -0.01208 -0.00591 -0.00314 C26 1 0.453888 0.643167 0.331944 11.00000 0.02780 0.03647 = 0.05778 -0.01641 -0.01000 -0.00108 C27 1 0.528649 0.636201 0.218194 11.00000 0.03490 0.04032 = 0.05381 -0.01278 -0.00435 -0.01021 C28 1 -0.116697 1.028750 0.294433 11.00000 0.03484 0.03031 = 0.03671 -0.00998 -0.00089 -0.00391 C29 1 -0.127451 1.002754 0.364428 11.00000 0.03206 0.03221 = 0.04550 -0.00906 -0.00291 -0.00861 C30 1 -0.252277 1.121253 0.259842 11.00000 0.04171 0.04349 = 0.04431 -0.01079 0.00273 -0.00978 C31 1 1.045995 0.196728 0.418915 11.00000 0.03699 0.03602 = 0.04026 -0.00736 -0.00417 -0.00823 AFIX 43 H31 2 1.102583 0.141847 0.456949 11.00000 -1.20000 AFIX 0 C32 1 1.114324 0.182467 0.357508 11.00000 0.03028 0.03633 = 0.03868 -0.00663 0.00024 -0.00807 AFIX 43 H32 2 1.218129 0.118676 0.353359 11.00000 -1.20000 AFIX 0 C33 1 1.032615 0.260785 0.301303 11.00000 0.02784 0.02958 = 0.04032 -0.00827 0.00114 -0.00868 C34 1 0.883781 0.354015 0.310511 11.00000 0.03517 0.04016 = 0.03840 -0.00458 -0.00203 -0.00245 AFIX 43 H34 2 0.825071 0.410851 0.273354 11.00000 -1.20000 AFIX 0 C35 1 0.821175 0.364720 0.372359 11.00000 0.04206 0.03580 = 0.04493 -0.00232 -0.00104 0.00105 AFIX 43 H35 2 0.718519 0.429017 0.377571 11.00000 -1.20000 AFIX 0 C36 1 1.323328 0.154004 0.161212 11.00000 0.03175 0.03802 = 0.04122 -0.01110 -0.00249 -0.00140 AFIX 43 H36 2 1.429484 0.094442 0.155196 11.00000 -1.20000 AFIX 0 C37 1 1.258553 0.161505 0.223803 11.00000 0.03646 0.03459 = 0.03512 -0.00655 -0.00677 -0.00764 AFIX 43 H37 2 1.320467 0.107091 0.260632 11.00000 -1.20000 AFIX 0 C38 1 1.102080 0.248441 0.234211 11.00000 0.03299 0.03019 = 0.04047 -0.00774 -0.00045 -0.00886 C39 1 1.016564 0.323027 0.177819 11.00000 0.03794 0.03556 = 0.03517 -0.00592 -0.00186 -0.00970 AFIX 43 H39 2 0.908593 0.381155 0.182477 11.00000 -1.20000 AFIX 0 C40 1 1.085232 0.313950 0.116154 11.00000 0.03774 0.03864 = 0.03736 -0.00472 -0.00816 -0.00153 AFIX 43 H40 2 1.025637 0.366694 0.078459 11.00000 -1.20000 AFIX 0 C41 1 0.820831 0.292477 0.492999 11.00000 0.04343 0.04448 = 0.04128 -0.01746 0.00271 -0.00774 AFIX 23 H41 2 0.744334 0.380846 0.492483 11.00000 -1.20000 H41A 2 0.906245 0.272404 0.524628 11.00000 -1.20000 AFIX 0 C42 1 0.727357 0.196697 0.514942 11.00000 0.04073 0.04544 = 0.04136 -0.01089 0.00548 -0.01366 AFIX 23 H42 2 0.687009 0.195042 0.561440 11.00000 -1.20000 H42A 2 0.804348 0.109406 0.513371 11.00000 -1.20000 AFIX 0 C43 1 0.581942 0.225043 0.474030 11.00000 0.04065 0.07022 = 0.05643 -0.01490 -0.00222 -0.01016 AFIX 137 H43 2 0.505770 0.312004 0.474419 11.00000 -1.50000 H43A 2 0.524816 0.161222 0.492706 11.00000 -1.50000 H43B 2 0.621274 0.220219 0.428528 11.00000 -1.50000 AFIX 0 C44 1 1.313572 0.225943 0.040726 11.00000 0.04272 0.04250 = 0.03701 -0.00892 -0.00205 -0.00086 AFIX 23 H44 2 1.227379 0.237525 0.011046 11.00000 -1.20000 H44A 2 1.397637 0.140297 0.041453 11.00000 -1.20000 AFIX 0 C45 1 1.393517 0.331472 0.014108 11.00000 0.06321 0.04196 = 0.05120 -0.00312 0.00994 -0.00722 AFIX 23 H45 2 1.310001 0.416358 0.015713 11.00000 -1.20000 H45A 2 1.429840 0.332621 -0.032713 11.00000 -1.20000 AFIX 0 C46 1 1.540824 0.314277 0.051996 11.00000 0.06405 0.07802 = 0.07575 -0.01439 0.00815 -0.02817 AFIX 137 H46 2 1.502261 0.333795 0.095259 11.00000 -1.50000 H46A 2 1.600385 0.373230 0.027145 11.00000 -1.50000 H46B 2 1.614547 0.224748 0.057947 11.00000 -1.50000 AFIX 0 HKLF 4 1 1 0 0 0 1 0 0 0 1 REM 20190318_PrV_-123_a.res in P-1 REM wR2 = 0.2319, GooF = S = 1.056, Restrained GooF = 1.056 for all data REM R1 = 0.0791 for 3794 Fo > 4sig(Fo) and 0.1408 for all 6796 data REM 510 parameters refined using 0 restraints END WGHT 0.0903 0.7931 REM Highest difference peak 0.317, deepest hole -0.278, 1-sigma level 0.065 Q1 1 0.6506 0.5312 0.2436 11.00000 0.05 0.31 Q2 1 0.5537 0.2796 0.4184 11.00000 0.05 0.30 Q3 1 0.0288 0.5433 0.4147 11.00000 0.05 0.29 Q4 1 0.2405 0.9408 -0.0004 11.00000 0.05 0.28 Q5 1 -0.0068 0.7404 0.0375 11.00000 0.05 0.27 Q6 1 -0.0828 0.9011 0.4812 11.00000 0.05 0.25 Q7 1 0.1296 0.9025 0.2307 11.00000 0.05 0.24 Q8 1 -0.4220 0.8941 0.3081 11.00000 0.05 0.24 Q9 1 0.5331 0.3322 0.3022 11.00000 0.05 0.23 Q10 1 -0.1138 0.5382 0.5304 11.00000 0.05 0.23 Q11 1 0.3969 0.3789 0.2210 11.00000 0.05 0.23 Q12 1 -0.3462 0.8998 0.1449 11.00000 0.05 0.22 Q13 1 -0.3381 0.8812 0.2223 11.00000 0.05 0.22 Q14 1 1.3669 0.3725 -0.0497 11.00000 0.05 0.22 Q15 1 0.1579 0.5951 0.0985 11.00000 0.05 0.22 Q16 1 1.2293 0.2873 -0.0100 11.00000 0.05 0.22 Q17 1 0.1777 0.4547 0.3995 11.00000 0.05 0.21 Q18 1 0.8363 0.4741 0.1013 11.00000 0.05 0.21 Q19 1 0.2242 0.7606 0.4005 11.00000 0.05 0.21 Q20 1 -0.5057 1.0234 0.0504 11.00000 0.05 0.21 ; _shelx_res_checksum 90606 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_adp _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group N1 N -0.3609(4) 0.9397(3) 0.08743(16) 0.0490(9) Uani 1 1 d . . . . . N2 N 0.0775(4) 0.6271(3) 0.04785(17) 0.0591(10) Uani 1 1 d . . . . . N3 N -0.5083(4) 0.9468(3) 0.35155(16) 0.0495(9) Uani 1 1 d . . . . . N4 N -0.1598(4) 0.6387(3) 0.48636(17) 0.0545(9) Uani 1 1 d . . . . . N5 N 0.4805(4) 0.5983(3) 0.38756(18) 0.0488(9) Uani 1 1 d . . . . . N6 N 0.6226(4) 0.5808(3) 0.18300(18) 0.0522(9) Uani 1 1 d . . . . . N7 N -0.1265(4) 0.9775(3) 0.42068(17) 0.0489(9) Uani 1 1 d . . . . . N8 N -0.3628(4) 1.1982(4) 0.23163(18) 0.0607(10) Uani 1 1 d . . . . . N9 N 0.8998(4) 0.2874(3) 0.42615(15) 0.0393(8) Uani 1 1 d . . . . . N10 N 1.2387(4) 0.2297(3) 0.10841(14) 0.0385(7) Uani 1 1 d . . . . . C1 C -0.2033(5) 0.7782(4) 0.24512(18) 0.0370(9) Uani 1 1 d . . . . . H1 H -0.308(5) 0.849(3) 0.2358(17) 0.044 Uiso 1 1 d . U . . . C2 C -0.0907(4) 0.7174(3) 0.20015(17) 0.0332(8) Uani 1 1 d . . . . . C3 C 0.0439(4) 0.6134(3) 0.23837(17) 0.0337(8) Uani 1 1 d . . . . . C4 C 0.1887(4) 0.5278(3) 0.21892(19) 0.0396(9) Uani 1 1 d . . . . . H4 H 0.216205 0.528001 0.173596 0.048 Uiso 1 1 calc R U . . . C5 C 0.2932(4) 0.4411(3) 0.2676(2) 0.0414(9) Uani 1 1 d . . . . . H5 H 0.393853 0.382242 0.255106 0.050 Uiso 1 1 calc R U . . . C6 C 0.2533(5) 0.4392(4) 0.33341(19) 0.0421(9) Uani 1 1 d . . . . . H6 H 0.325315 0.377489 0.365583 0.050 Uiso 1 1 calc R U . . . C7 C 0.1084(4) 0.5268(3) 0.35377(18) 0.0377(9) Uani 1 1 d . . . . . H7 H 0.082646 0.526853 0.399139 0.045 Uiso 1 1 calc R U . . . C8 C 0.0042(4) 0.6130(3) 0.30595(17) 0.0336(8) Uani 1 1 d . . . . . C9 C -0.1539(4) 0.7192(3) 0.30995(17) 0.0326(8) Uani 1 1 d . . . . . C10 C -0.1070(4) 0.7499(3) 0.13241(18) 0.0372(9) Uani 1 1 d . . . . . C11 C -0.2462(5) 0.8543(4) 0.10639(18) 0.0400(9) Uani 1 1 d . . . . . C12 C -0.0020(5) 0.6812(4) 0.08648(19) 0.0415(9) Uani 1 1 d . . . . . C13 C -0.2401(4) 0.7528(3) 0.36713(17) 0.0349(8) Uani 1 1 d . . . . . C14 C -0.3907(5) 0.8597(4) 0.35983(18) 0.0384(9) Uani 1 1 d . . . . . C15 C -0.1925(4) 0.6886(4) 0.43220(19) 0.0383(9) Uani 1 1 d . . . . . C16 C 0.1584(4) 0.8597(3) 0.29518(18) 0.0382(9) Uani 1 1 d . . . . . H16 H 0.169267 0.835508 0.341563 0.046 Uiso 1 1 calc R U . . . C17 C 0.2746(4) 0.8034(3) 0.24942(18) 0.0357(9) Uani 1 1 d . . . . . C18 C 0.2139(4) 0.8722(3) 0.18295(18) 0.0344(8) Uani 1 1 d . . . . . C19 C 0.2807(5) 0.8605(4) 0.12057(19) 0.0418(9) Uani 1 1 d . . . . . H19 H 0.384306 0.797557 0.114884 0.050 Uiso 1 1 calc R U . . . C20 C 0.1935(5) 0.9427(4) 0.06602(19) 0.0449(10) Uani 1 1 d . . . . . H20 H 0.237917 0.935876 0.022759 0.054 Uiso 1 1 calc R U . . . C21 C 0.0433(5) 1.0336(4) 0.07451(18) 0.0435(10) Uani 1 1 d . . . . . H21 H -0.014266 1.088673 0.036736 0.052 Uiso 1 1 calc R U . . . C22 C -0.0267(4) 1.0469(3) 0.13712(18) 0.0378(9) Uani 1 1 d . . . . . H22 H -0.130436 1.110026 0.142328 0.045 Uiso 1 1 calc R U . . . C23 C 0.0593(4) 0.9658(3) 0.19131(17) 0.0327(8) Uani 1 1 d . . . . . C24 C 0.0241(4) 0.9566(3) 0.26317(17) 0.0334(8) Uani 1 1 d . . . . . C25 C 0.4173(4) 0.6997(3) 0.26462(18) 0.0379(9) Uani 1 1 d . . . . . C26 C 0.4539(4) 0.6432(4) 0.3319(2) 0.0413(9) Uani 1 1 d . . . . . C27 C 0.5286(5) 0.6362(4) 0.2182(2) 0.0429(9) Uani 1 1 d . . . . . C28 C -0.1167(4) 1.0287(3) 0.29443(17) 0.0353(8) Uani 1 1 d . . . . . C29 C -0.1275(4) 1.0028(3) 0.3644(2) 0.0369(9) Uani 1 1 d . . . . . C30 C -0.2523(5) 1.1213(4) 0.25984(19) 0.0446(10) Uani 1 1 d . . . . . C31 C 1.0460(4) 0.1967(3) 0.41892(18) 0.0388(9) Uani 1 1 d . . . . . H31 H 1.102583 0.141847 0.456949 0.047 Uiso 1 1 calc R U . . . C32 C 1.1143(4) 0.1825(3) 0.35751(17) 0.0364(9) Uani 1 1 d . . . . . H32 H 1.218129 0.118676 0.353359 0.044 Uiso 1 1 calc R U . . . C33 C 1.0326(4) 0.2608(3) 0.30130(17) 0.0330(8) Uani 1 1 d . . . . . C34 C 0.8838(4) 0.3540(4) 0.31051(18) 0.0414(9) Uani 1 1 d . . . . . H34 H 0.825071 0.410851 0.273354 0.050 Uiso 1 1 calc R U . . . C35 C 0.8212(5) 0.3647(4) 0.37236(19) 0.0461(10) Uani 1 1 d . . . . . H35 H 0.718519 0.429017 0.377571 0.055 Uiso 1 1 calc R U . . . C36 C 1.3233(4) 0.1540(3) 0.16121(18) 0.0392(9) Uani 1 1 d . . . . . H36 H 1.429484 0.094442 0.155196 0.047 Uiso 1 1 calc R U . . . C37 C 1.2586(4) 0.1615(3) 0.22380(17) 0.0362(9) Uani 1 1 d . . . . . H37 H 1.320467 0.107091 0.260632 0.043 Uiso 1 1 calc R U . . . C38 C 1.1021(4) 0.2484(3) 0.23421(18) 0.0351(8) Uani 1 1 d . . . . . C39 C 1.0166(4) 0.3230(3) 0.17782(17) 0.0372(9) Uani 1 1 d . . . . . H39 H 0.908593 0.381155 0.182477 0.045 Uiso 1 1 calc R U . . . C40 C 1.0852(4) 0.3140(4) 0.11615(18) 0.0409(9) Uani 1 1 d . . . . . H40 H 1.025637 0.366694 0.078459 0.049 Uiso 1 1 calc R U . . . C41 C 0.8208(5) 0.2925(4) 0.49300(18) 0.0437(10) Uani 1 1 d . . . . . H41 H 0.744334 0.380846 0.492483 0.052 Uiso 1 1 calc R U . . . H41A H 0.906245 0.272404 0.524628 0.052 Uiso 1 1 calc R U . . . C42 C 0.7274(5) 0.1967(4) 0.51494(18) 0.0432(9) Uani 1 1 d . . . . . H42 H 0.687009 0.195042 0.561440 0.052 Uiso 1 1 calc R U . . . H42A H 0.804348 0.109406 0.513371 0.052 Uiso 1 1 calc R U . . . C43 C 0.5819(5) 0.2250(4) 0.4740(2) 0.0578(12) Uani 1 1 d . . . . . H43 H 0.505770 0.312004 0.474419 0.087 Uiso 1 1 calc R U . . . H43A H 0.524816 0.161222 0.492706 0.087 Uiso 1 1 calc R U . . . H43B H 0.621274 0.220219 0.428528 0.087 Uiso 1 1 calc R U . . . C44 C 1.3136(5) 0.2259(4) 0.04073(18) 0.0442(10) Uani 1 1 d . . . . . H44 H 1.227379 0.237525 0.011046 0.053 Uiso 1 1 calc R U . . . H44A H 1.397637 0.140297 0.041453 0.053 Uiso 1 1 calc R U . . . C45 C 1.3935(5) 0.3315(4) 0.0141(2) 0.0575(12) Uani 1 1 d . . . . . H45 H 1.310001 0.416358 0.015713 0.069 Uiso 1 1 calc R U . . . H45A H 1.429840 0.332621 -0.032713 0.069 Uiso 1 1 calc R U . . . C46 C 1.5408(6) 0.3143(5) 0.0520(2) 0.0730(14) Uani 1 1 d . . . . . H46 H 1.502261 0.333795 0.095259 0.110 Uiso 1 1 calc R U . . . H46A H 1.600385 0.373230 0.027145 0.110 Uiso 1 1 calc R U . . . H46B H 1.614547 0.224748 0.057947 0.110 Uiso 1 1 calc R U . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 N1 0.045(2) 0.049(2) 0.044(2) -0.0064(17) -0.0058(16) -0.0060(17) N2 0.060(2) 0.054(2) 0.050(2) -0.0171(19) 0.0023(19) 0.0019(18) N3 0.040(2) 0.048(2) 0.051(2) -0.0065(17) -0.0037(16) -0.0043(17) N4 0.048(2) 0.062(2) 0.042(2) -0.0084(18) -0.0063(17) -0.0047(18) N5 0.045(2) 0.043(2) 0.054(2) -0.0137(18) -0.0098(17) -0.0031(16) N6 0.043(2) 0.048(2) 0.062(2) -0.0205(18) -0.0007(18) -0.0046(17) N7 0.052(2) 0.048(2) 0.044(2) -0.0131(17) -0.0030(17) -0.0103(17) N8 0.049(2) 0.056(2) 0.058(2) -0.0104(19) -0.0077(19) 0.0072(19) N9 0.0349(17) 0.0372(18) 0.0433(19) -0.0100(15) -0.0004(15) -0.0087(15) N10 0.0398(18) 0.0387(18) 0.0371(18) -0.0117(15) -0.0031(14) -0.0100(15) C1 0.033(2) 0.035(2) 0.041(2) -0.0105(18) -0.0043(17) -0.0064(17) C2 0.0332(19) 0.032(2) 0.034(2) -0.0063(16) -0.0010(16) -0.0123(16) C3 0.035(2) 0.032(2) 0.036(2) -0.0065(16) -0.0039(16) -0.0131(16) C4 0.038(2) 0.036(2) 0.048(2) -0.0130(18) -0.0020(18) -0.0134(18) C5 0.029(2) 0.029(2) 0.060(3) -0.0085(19) -0.0068(18) -0.0026(16) C6 0.042(2) 0.036(2) 0.045(2) 0.0011(18) -0.0093(18) -0.0142(18) C7 0.040(2) 0.032(2) 0.039(2) -0.0031(17) -0.0040(17) -0.0117(17) C8 0.0326(19) 0.0304(19) 0.036(2) -0.0092(16) 0.0000(16) -0.0078(16) C9 0.0300(19) 0.0301(19) 0.038(2) -0.0072(16) -0.0048(16) -0.0099(15) C10 0.031(2) 0.037(2) 0.039(2) -0.0051(17) -0.0028(16) -0.0083(17) C11 0.040(2) 0.042(2) 0.034(2) -0.0112(18) -0.0023(18) -0.007(2) C12 0.038(2) 0.041(2) 0.044(2) -0.0092(19) -0.0029(18) -0.0097(18) C13 0.0341(19) 0.033(2) 0.035(2) -0.0089(17) -0.0025(16) -0.0073(16) C14 0.036(2) 0.039(2) 0.038(2) -0.0035(18) -0.0035(17) -0.0128(19) C15 0.030(2) 0.046(2) 0.037(2) -0.0104(19) -0.0012(17) -0.0092(17) C16 0.038(2) 0.042(2) 0.034(2) -0.0088(17) -0.0041(17) -0.0113(18) C17 0.0320(19) 0.0283(19) 0.045(2) -0.0058(17) -0.0056(17) -0.0077(16) C18 0.0313(19) 0.030(2) 0.042(2) -0.0091(17) -0.0013(16) -0.0106(16) C19 0.039(2) 0.040(2) 0.045(2) -0.0115(19) 0.0025(18) -0.0111(18) C20 0.047(2) 0.047(2) 0.039(2) -0.0121(19) 0.0014(19) -0.013(2) C21 0.053(2) 0.038(2) 0.035(2) -0.0007(18) -0.0066(18) -0.014(2) C22 0.035(2) 0.031(2) 0.047(2) -0.0103(18) -0.0041(17) -0.0095(16) C23 0.0330(19) 0.0274(19) 0.037(2) -0.0049(16) -0.0019(16) -0.0110(16) C24 0.037(2) 0.0281(19) 0.036(2) -0.0065(16) -0.0039(16) -0.0119(16) C25 0.032(2) 0.032(2) 0.047(2) -0.0121(18) -0.0059(17) -0.0031(17) C26 0.028(2) 0.036(2) 0.058(3) -0.016(2) -0.0100(19) -0.0011(17) C27 0.035(2) 0.040(2) 0.054(2) -0.013(2) -0.0043(19) -0.0102(18) C28 0.035(2) 0.030(2) 0.037(2) -0.0100(16) -0.0009(16) -0.0039(16) C29 0.032(2) 0.032(2) 0.045(3) -0.0091(18) -0.0029(17) -0.0086(16) C30 0.042(2) 0.043(2) 0.044(2) -0.011(2) 0.0027(19) -0.010(2) C31 0.037(2) 0.036(2) 0.040(2) -0.0074(17) -0.0042(17) -0.0082(17) C32 0.0303(19) 0.036(2) 0.039(2) -0.0066(17) 0.0002(16) -0.0081(16) C33 0.0278(18) 0.0296(19) 0.040(2) -0.0083(17) 0.0011(16) -0.0087(16) C34 0.035(2) 0.040(2) 0.038(2) -0.0046(18) -0.0020(17) -0.0024(17) C35 0.042(2) 0.036(2) 0.045(2) -0.0023(19) -0.0010(19) 0.0011(18) C36 0.032(2) 0.038(2) 0.041(2) -0.0111(18) -0.0025(17) -0.0014(17) C37 0.036(2) 0.035(2) 0.035(2) -0.0066(17) -0.0068(16) -0.0076(17) C38 0.033(2) 0.030(2) 0.040(2) -0.0077(17) -0.0005(16) -0.0089(16) C39 0.038(2) 0.036(2) 0.035(2) -0.0059(17) -0.0019(17) -0.0097(17) C40 0.038(2) 0.039(2) 0.037(2) -0.0047(18) -0.0082(17) -0.0015(18) C41 0.043(2) 0.044(2) 0.041(2) -0.0175(19) 0.0027(18) -0.0077(19) C42 0.041(2) 0.045(2) 0.041(2) -0.0109(18) 0.0055(18) -0.0137(18) C43 0.041(2) 0.070(3) 0.056(3) -0.015(2) -0.002(2) -0.010(2) C44 0.043(2) 0.043(2) 0.037(2) -0.0089(18) -0.0021(18) -0.0009(18) C45 0.063(3) 0.042(2) 0.051(3) -0.003(2) 0.010(2) -0.007(2) C46 0.064(3) 0.078(4) 0.076(3) -0.014(3) 0.008(3) -0.028(3) 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' 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 C35 N9 C31 119.2(3) . . ? C35 N9 C41 120.7(3) . . ? C31 N9 C41 119.9(3) . . ? C36 N10 C40 120.4(3) . . ? C36 N10 C44 120.4(3) . . ? C40 N10 C44 119.2(3) . . ? C2 C1 C9 110.7(3) . . ? C2 C1 H1 128(2) . . ? C9 C1 H1 121(2) . . ? C10 C2 C1 124.9(3) . . ? C10 C2 C3 127.7(3) . . ? C1 C2 C3 107.4(3) . . ? C4 C3 C8 120.5(3) . . ? C4 C3 C2 131.9(3) . . ? C8 C3 C2 107.5(3) . . ? C3 C4 C5 118.2(4) . . ? C3 C4 H4 120.9 . . ? C5 C4 H4 120.9 . . ? C6 C5 C4 121.2(3) . . ? C6 C5 H5 119.4 . . ? C4 C5 H5 119.4 . . ? C5 C6 C7 121.2(3) . . ? C5 C6 H6 119.4 . . ? C7 C6 H6 119.4 . . ? C8 C7 C6 118.0(3) . . ? C8 C7 H7 121.0 . . ? C6 C7 H7 121.0 . . ? C7 C8 C3 120.8(3) . . ? C7 C8 C9 131.9(3) . . ? C3 C8 C9 107.2(3) . . ? C13 C9 C1 125.9(3) . . ? C13 C9 C8 126.9(3) . . ? C1 C9 C8 107.1(3) . . ? C2 C10 C11 118.0(3) . . ? C2 C10 C12 125.6(3) . . ? C11 C10 C12 116.2(3) . . ? N1 C11 C10 177.6(4) . . ? N2 C12 C10 177.3(4) . . ? C9 C13 C15 125.2(3) . . ? C9 C13 C14 117.9(3) . . ? C15 C13 C14 116.9(3) . . ? N3 C14 C13 177.2(4) . . ? N4 C15 C13 177.2(4) . . ? C24 C16 C17 110.7(3) . . ? C24 C16 H16 124.7 . . ? C17 C16 H16 124.7 . . ? C25 C17 C16 125.7(3) . . ? C25 C17 C18 126.9(3) . . ? C16 C17 C18 107.4(3) . . ? C19 C18 C23 120.5(3) . . ? C19 C18 C17 132.2(3) . . ? C23 C18 C17 107.3(3) . . ? C18 C19 C20 118.8(3) . . ? C18 C19 H19 120.6 . . ? C20 C19 H19 120.6 . . ? C21 C20 C19 120.4(4) . . ? C21 C20 H20 119.8 . . ? C19 C20 H20 119.8 . . ? C20 C21 C22 121.8(4) . . ? C20 C21 H21 119.1 . . ? C22 C21 H21 119.1 . . ? C23 C22 C21 118.1(3) . . ? C23 C22 H22 120.9 . . ? C21 C22 H22 120.9 . . ? C22 C23 C18 120.5(3) . . ? C22 C23 C24 132.0(3) . . ? C18 C23 C24 107.5(3) . . ? C16 C24 C28 125.5(3) . . ? C16 C24 C23 107.0(3) . . ? C28 C24 C23 127.5(3) . . ? C17 C25 C26 119.1(3) . . ? C17 C25 C27 125.5(3) . . ? C26 C25 C27 115.3(3) . . ? N5 C26 C25 178.5(4) . . ? N6 C27 C25 176.9(4) . . ? C24 C28 C30 123.1(3) . . ? C24 C28 C29 118.5(3) . . ? C30 C28 C29 118.3(3) . . ? N7 C29 C28 176.0(4) . . ? N8 C30 C28 179.2(5) . . ? N9 C31 C32 121.0(3) . . ? N9 C31 H31 119.5 . . ? C32 C31 H31 119.5 . . ? C31 C32 C33 120.4(3) . . ? C31 C32 H32 119.8 . . ? C33 C32 H32 119.8 . . ? C34 C33 C32 117.1(3) . . ? C34 C33 C38 120.9(3) . . ? C32 C33 C38 122.0(3) . . ? C35 C34 C33 120.4(4) . . ? C35 C34 H34 119.8 . . ? C33 C34 H34 119.8 . . ? N9 C35 C34 121.9(3) . . ? N9 C35 H35 119.0 . . ? C34 C35 H35 119.0 . . ? N10 C36 C37 120.8(3) . . ? N10 C36 H36 119.6 . . ? C37 C36 H36 119.6 . . ? C36 C37 C38 120.9(3) . . ? C36 C37 H37 119.6 . . ? C38 C37 H37 119.6 . . ? C39 C38 C37 116.4(3) . . ? C39 C38 C33 122.0(3) . . ? C37 C38 C33 121.6(3) . . ? C40 C39 C38 121.2(3) . . ? C40 C39 H39 119.4 . . ? C38 C39 H39 119.4 . . ? N10 C40 C39 120.3(3) . . ? N10 C40 H40 119.8 . . ? C39 C40 H40 119.8 . . ? N9 C41 C42 110.5(3) . . ? N9 C41 H41 109.5 . . ? C42 C41 H41 109.5 . . ? N9 C41 H41A 109.5 . . ? C42 C41 H41A 109.5 . . ? H41 C41 H41A 108.1 . . ? C41 C42 C43 114.5(3) . . ? C41 C42 H42 108.6 . . ? C43 C42 H42 108.6 . . ? C41 C42 H42A 108.6 . . ? C43 C42 H42A 108.6 . . ? H42 C42 H42A 107.6 . . ? C42 C43 H43 109.5 . . ? C42 C43 H43A 109.5 . . ? H43 C43 H43A 109.5 . . ? C42 C43 H43B 109.5 . . ? H43 C43 H43B 109.5 . . ? H43A C43 H43B 109.5 . . ? N10 C44 C45 111.3(3) . . ? N10 C44 H44 109.4 . . ? C45 C44 H44 109.4 . . ? N10 C44 H44A 109.4 . . ? C45 C44 H44A 109.4 . . ? H44 C44 H44A 108.0 . . ? C44 C45 C46 113.7(4) . . ? C44 C45 H45 108.8 . . ? C46 C45 H45 108.8 . . ? C44 C45 H45A 108.8 . . ? C46 C45 H45A 108.8 . . ? H45 C45 H45A 107.7 . . ? C45 C46 H46 109.5 . . ? C45 C46 H46A 109.5 . . ? H46 C46 H46A 109.5 . . ? C45 C46 H46B 109.5 . . ? H46 C46 H46B 109.5 . . ? H46A C46 H46B 109.5 . . ? 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 N1 C11 1.151(4) . ? N2 C12 1.152(5) . ? N3 C14 1.143(4) . ? N4 C15 1.156(4) . ? N5 C26 1.166(5) . ? N6 C27 1.154(5) . ? N7 C29 1.142(4) . ? N8 C30 1.156(5) . ? N9 C35 1.338(5) . ? N9 C31 1.347(4) . ? N9 C41 1.483(4) . ? N10 C36 1.340(4) . ? N10 C40 1.361(4) . ? N10 C44 1.486(4) . ? C1 C2 1.395(5) . ? C1 C9 1.404(5) . ? C1 H1 0.99(4) . ? C2 C10 1.389(5) . ? C2 C3 1.485(5) . ? C3 C4 1.383(5) . ? C3 C8 1.415(5) . ? C4 C5 1.395(5) . ? C4 H4 0.9500 . ? C5 C6 1.376(5) . ? C5 H5 0.9500 . ? C6 C7 1.400(5) . ? C6 H6 0.9500 . ? C7 C8 1.380(5) . ? C7 H7 0.9500 . ? C8 C9 1.489(5) . ? C9 C13 1.396(5) . ? C10 C11 1.417(5) . ? C10 C12 1.426(5) . ? C13 C15 1.413(5) . ? C13 C14 1.435(5) . ? C16 C24 1.399(5) . ? C16 C17 1.401(5) . ? C16 H16 0.9500 . ? C17 C25 1.386(5) . ? C17 C18 1.478(5) . ? C18 C19 1.380(5) . ? C18 C23 1.416(5) . ? C19 C20 1.395(5) . ? C19 H19 0.9500 . ? C20 C21 1.377(5) . ? C20 H20 0.9500 . ? C21 C22 1.396(5) . ? C21 H21 0.9500 . ? C22 C23 1.381(5) . ? C22 H22 0.9500 . ? C23 C24 1.484(5) . ? C24 C28 1.401(5) . ? C25 C26 1.422(6) . ? C25 C27 1.427(5) . ? C28 C30 1.411(5) . ? C28 C29 1.420(5) . ? C31 C32 1.371(5) . ? C31 H31 0.9500 . ? C32 C33 1.389(5) . ? C32 H32 0.9500 . ? C33 C34 1.384(5) . ? C33 C38 1.479(5) . ? C34 C35 1.358(5) . ? C34 H34 0.9500 . ? C35 H35 0.9500 . ? C36 C37 1.371(5) . ? C36 H36 0.9500 . ? C37 C38 1.403(5) . ? C37 H37 0.9500 . ? C38 C39 1.397(5) . ? C39 C40 1.365(5) . ? C39 H39 0.9500 . ? C40 H40 0.9500 . ? C41 C42 1.507(5) . ? C41 H41 0.9900 . ? C41 H41A 0.9900 . ? C42 C43 1.517(5) . ? C42 H42 0.9900 . ? C42 H42A 0.9900 . ? C43 H43 0.9800 . ? C43 H43A 0.9800 . ? C43 H43B 0.9800 . ? C44 C45 1.524(6) . ? C44 H44 0.9900 . ? C44 H44A 0.9900 . ? C45 C46 1.524(6) . ? C45 H45 0.9900 . ? C45 H45A 0.9900 . ? C46 H46 0.9800 . ? C46 H46A 0.9800 . ? C46 H46B 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 _geom_torsion_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion_publ_flag C9 C1 C2 C10 177.7(3) . . . . ? C9 C1 C2 C3 -1.5(4) . . . . ? C10 C2 C3 C4 3.9(6) . . . . ? C1 C2 C3 C4 -177.0(4) . . . . ? C10 C2 C3 C8 -177.4(3) . . . . ? C1 C2 C3 C8 1.7(4) . . . . ? C8 C3 C4 C5 0.4(5) . . . . ? C2 C3 C4 C5 178.9(3) . . . . ? C3 C4 C5 C6 0.7(5) . . . . ? C4 C5 C6 C7 -1.8(6) . . . . ? C5 C6 C7 C8 1.7(5) . . . . ? C6 C7 C8 C3 -0.6(5) . . . . ? C6 C7 C8 C9 -178.0(3) . . . . ? C4 C3 C8 C7 -0.4(5) . . . . ? C2 C3 C8 C7 -179.3(3) . . . . ? C4 C3 C8 C9 177.6(3) . . . . ? C2 C3 C8 C9 -1.3(4) . . . . ? C2 C1 C9 C13 -178.0(3) . . . . ? C2 C1 C9 C8 0.7(4) . . . . ? C7 C8 C9 C13 -3.3(6) . . . . ? C3 C8 C9 C13 179.0(3) . . . . ? C7 C8 C9 C1 178.1(4) . . . . ? C3 C8 C9 C1 0.4(4) . . . . ? C1 C2 C10 C11 1.5(5) . . . . ? C3 C2 C10 C11 -179.6(3) . . . . ? C1 C2 C10 C12 -173.5(4) . . . . ? C3 C2 C10 C12 5.4(6) . . . . ? C1 C9 C13 C15 176.9(3) . . . . ? C8 C9 C13 C15 -1.4(6) . . . . ? C1 C9 C13 C14 -2.0(5) . . . . ? C8 C9 C13 C14 179.6(3) . . . . ? C24 C16 C17 C25 -176.0(3) . . . . ? C24 C16 C17 C18 2.3(4) . . . . ? C25 C17 C18 C19 -4.5(6) . . . . ? C16 C17 C18 C19 177.3(4) . . . . ? C25 C17 C18 C23 176.4(3) . . . . ? C16 C17 C18 C23 -1.8(4) . . . . ? C23 C18 C19 C20 0.2(5) . . . . ? C17 C18 C19 C20 -178.7(4) . . . . ? C18 C19 C20 C21 -0.1(6) . . . . ? C19 C20 C21 C22 0.0(6) . . . . ? C20 C21 C22 C23 0.0(5) . . . . ? C21 C22 C23 C18 0.1(5) . . . . ? C21 C22 C23 C24 177.9(3) . . . . ? C19 C18 C23 C22 -0.2(5) . . . . ? C17 C18 C23 C22 179.0(3) . . . . ? C19 C18 C23 C24 -178.5(3) . . . . ? C17 C18 C23 C24 0.7(4) . . . . ? C17 C16 C24 C28 177.4(3) . . . . ? C17 C16 C24 C23 -1.8(4) . . . . ? C22 C23 C24 C16 -177.4(4) . . . . ? C18 C23 C24 C16 0.6(4) . . . . ? C22 C23 C24 C28 3.4(6) . . . . ? C18 C23 C24 C28 -178.6(3) . . . . ? C16 C17 C25 C26 -0.4(6) . . . . ? C18 C17 C25 C26 -178.3(3) . . . . ? C16 C17 C25 C27 174.8(4) . . . . ? C18 C17 C25 C27 -3.1(6) . . . . ? C16 C24 C28 C30 -176.9(4) . . . . ? C23 C24 C28 C30 2.2(6) . . . . ? C16 C24 C28 C29 -0.4(5) . . . . ? C23 C24 C28 C29 178.7(3) . . . . ? C35 N9 C31 C32 -0.3(5) . . . . ? C41 N9 C31 C32 174.0(3) . . . . ? N9 C31 C32 C33 -0.7(5) . . . . ? C31 C32 C33 C34 1.5(5) . . . . ? C31 C32 C33 C38 -180.0(3) . . . . ? C32 C33 C34 C35 -1.4(5) . . . . ? C38 C33 C34 C35 -179.9(3) . . . . ? C31 N9 C35 C34 0.5(6) . . . . ? C41 N9 C35 C34 -173.8(4) . . . . ? C33 C34 C35 N9 0.4(6) . . . . ? C40 N10 C36 C37 -1.2(5) . . . . ? C44 N10 C36 C37 176.7(3) . . . . ? N10 C36 C37 C38 0.1(6) . . . . ? C36 C37 C38 C39 1.5(5) . . . . ? C36 C37 C38 C33 -178.0(3) . . . . ? C34 C33 C38 C39 -4.6(5) . . . . ? C32 C33 C38 C39 177.0(3) . . . . ? C34 C33 C38 C37 174.9(3) . . . . ? C32 C33 C38 C37 -3.5(5) . . . . ? C37 C38 C39 C40 -2.1(5) . . . . ? C33 C38 C39 C40 177.4(3) . . . . ? C36 N10 C40 C39 0.6(5) . . . . ? C44 N10 C40 C39 -177.3(3) . . . . ? C38 C39 C40 N10 1.1(6) . . . . ? C35 N9 C41 C42 91.3(4) . . . . ? C31 N9 C41 C42 -82.9(4) . . . . ? N9 C41 C42 C43 -64.8(4) . . . . ? C36 N10 C44 C45 -94.9(4) . . . . ? C40 N10 C44 C45 82.9(4) . . . . ? N10 C44 C45 C46 65.3(4) . . . . ?