#------------------------------------------------------------------------------ #$Date: 2024-11-08 03:42:37 +0200 (Fri, 08 Nov 2024) $ #$Revision: 295830 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/16/02/7160224.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_7160224 loop_ _publ_author_name 'Koike, Daiki' 'Masu, Hyuma' 'Kikkawa, Shoko' 'Chiba, Ayako' 'Kamohara, Kaho' 'Okuda, Arisa' 'Hikawa, Hidemasa' 'Azumaya, Isao' _publ_section_title ; Chiral spherical aromatic amides: one-step synthesis and their stereochemical/chiroptical properties ; _journal_name_full 'Organic & Biomolecular Chemistry' _journal_paper_doi 10.1039/D4OB01458H _journal_year 2024 _chemical_formula_moiety 'C42 H42 N6 O6' _chemical_formula_sum 'C42 H42 N6 O6' _chemical_formula_weight 726.83 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_update_record ; 2024-09-05 deposited with the CCDC. 2024-11-04 downloaded from the CCDC. ; _cell_angle_alpha 90.0000 _cell_angle_beta 113.206(3) _cell_angle_gamma 90.0000 _cell_formula_units_Z 4 _cell_length_a 18.4033(5) _cell_length_b 9.78786(18) _cell_length_c 21.6095(7) _cell_measurement_reflns_used 29184 _cell_measurement_temperature 93 _cell_measurement_theta_max 73.23 _cell_measurement_theta_min 2.62 _cell_volume 3577.57(18) _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 'CrystalStructure 4.3' _computing_publication_material 'CrystalStructure 4.3 (Rigaku, 2019)' _computing_structure_refinement 'SHELXL Version 2018/3 (Sheldrick, 2008)' _computing_structure_solution 'SHELXT Version 2014/5 (Sheldrick, 2014)' _diffrn_ambient_temperature 93 _diffrn_detector_area_resol_mean 5.811 _diffrn_measured_fraction_theta_full 0.992 _diffrn_measured_fraction_theta_max 0.992 _diffrn_measurement_device_type 'Rigaku XtaLAB P200' _diffrn_measurement_method \w _diffrn_radiation_type 'Cu K\a' _diffrn_radiation_wavelength 1.54187 _diffrn_reflns_av_R_equivalents 0.0646 _diffrn_reflns_av_unetI/netI 0.0272 _diffrn_reflns_Laue_measured_fraction_full 0.992 _diffrn_reflns_Laue_measured_fraction_max 0.992 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_h_min -22 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_l_max 26 _diffrn_reflns_limit_l_min -25 _diffrn_reflns_number 55003 _diffrn_reflns_point_group_measured_fraction_full 0.992 _diffrn_reflns_point_group_measured_fraction_max 0.992 _diffrn_reflns_theta_full 67.687 _diffrn_reflns_theta_max 68.244 _diffrn_reflns_theta_min 2.612 _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu 0.746 _exptl_absorpt_correction_T_max 0.993 _exptl_absorpt_correction_T_min 0.890 _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 colorless _exptl_crystal_density_diffrn 1.349 _exptl_crystal_density_method 'not measured' _exptl_crystal_description platelet _exptl_crystal_F_000 1536.00 _exptl_crystal_size_max 0.078 _exptl_crystal_size_mid 0.043 _exptl_crystal_size_min 0.010 _refine_diff_density_max 0.41 _refine_diff_density_min -0.53 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.097 _refine_ls_hydrogen_treatment constr _refine_ls_number_parameters 493 _refine_ls_number_reflns 6489 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0777 _refine_ls_R_factor_gt 0.0645 _refine_ls_shift/su_max 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w = 1/[\s^2^(Fo^2^)+(0.1329P)^2^+1.0003P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1982 _refine_ls_wR_factor_ref 0.2131 _reflns_Friedel_coverage 0.000 _reflns_number_gt 5023 _reflns_number_total 6489 _reflns_threshold_expression F^2^>2.0\s(F^2^) _cod_data_source_file d4ob01458h2.cif _cod_data_source_block ach049_01_CF-THF_ _cod_database_code 7160224 _shelx_res_file ; TITL ach049_01_CF-THF shelxl.res created by SHELXL-2018/3 at 18:32:33 on 07-Jun-2019 CELL 1.54187 18.40330 9.78786 21.60950 90.00000 113.20600 90.00000 ZERR 4 0.00050 0.00018 0.00070 0.00000 0.00300 0.00000 LATT 1 SYMM -X, .50+Y, .50-Z SFAC C H N O UNIT 168 168 24 24 SHEL 17.674147 0.830025 L.S. 20 FMAP 2 PLAN 25 WPDB -2 HTAB BOND $H CONF LIST 4 TEMP -180.0 ACTA SIZE 0.078 0.043 0.010 WGHT 0.132900 1.000300 FVAR 0.37882 O25 4 0.803551 0.602106 0.886070 11.00000 0.06813 0.07057 = 0.05150 -0.00681 0.02108 0.01073 O26 4 0.784210 0.818427 0.625896 11.00000 0.08789 0.05026 = 0.08571 -0.00928 0.05610 -0.01140 O27 4 0.606313 -0.129230 0.679278 11.00000 0.07305 0.06566 = 0.06953 0.00731 0.02048 -0.01918 O28 4 0.448409 0.423343 0.549399 11.00000 0.04863 0.05409 = 0.04930 -0.00312 0.01643 -0.00282 O29 4 0.690028 0.194343 0.397768 11.00000 0.05537 0.07165 = 0.04657 -0.00776 0.02445 -0.01045 O30 4 1.014068 0.099927 0.751444 11.00000 0.04886 0.11227 = 0.06656 0.02020 0.02553 0.02289 N1 3 0.545915 0.495846 0.647191 11.00000 0.04141 0.04792 = 0.04683 -0.00641 0.02050 -0.00477 N7 3 0.628258 0.125035 0.464953 11.00000 0.04193 0.05449 = 0.04807 -0.00885 0.02112 -0.00532 N13 3 0.794804 0.625144 0.573682 11.00000 0.05461 0.05140 = 0.05004 -0.00767 0.02845 -0.00936 N15 3 0.935562 0.191772 0.651804 11.00000 0.03940 0.07568 = 0.04739 -0.00344 0.01652 0.00680 N19 3 0.847095 0.399049 0.862036 11.00000 0.04714 0.05851 = 0.05065 0.00013 0.01504 0.00386 N21 3 0.712843 -0.010996 0.746605 11.00000 0.04791 0.04523 = 0.05719 0.00410 0.02289 0.00081 C1 1 0.629846 0.521795 0.676128 11.00000 0.04179 0.04376 = 0.04361 -0.00776 0.01820 -0.00273 C2 1 0.674506 0.498282 0.743812 11.00000 0.04795 0.04469 = 0.04891 -0.00417 0.02584 -0.00113 AFIX 43 H2 2 0.650790 0.459291 0.771577 11.00000 -1.20000 AFIX 0 C3 1 0.754506 0.532327 0.770797 11.00000 0.04670 0.04530 = 0.04423 -0.00376 0.01961 0.00311 C4 1 0.788747 0.589785 0.729922 11.00000 0.04010 0.05036 = 0.05148 -0.00550 0.02086 0.00031 AFIX 43 H4 2 0.843317 0.612743 0.748486 11.00000 -1.20000 AFIX 0 C5 1 0.743984 0.613831 0.662383 11.00000 0.04409 0.04668 = 0.04823 -0.00525 0.02365 -0.00069 C6 1 0.664333 0.578654 0.635282 11.00000 0.04839 0.04708 = 0.04639 -0.00707 0.02331 -0.00462 AFIX 43 H6 2 0.633455 0.593486 0.588818 11.00000 -1.20000 AFIX 0 C7 1 0.615718 0.147480 0.525705 11.00000 0.03833 0.05204 = 0.04822 -0.00510 0.01972 -0.00575 C8 1 0.641576 0.053510 0.576876 11.00000 0.03983 0.05093 = 0.05378 -0.00102 0.01954 -0.00250 AFIX 43 H8 2 0.666158 -0.028587 0.571719 11.00000 -1.20000 AFIX 0 C9 1 0.631581 0.079148 0.636591 11.00000 0.04169 0.04768 = 0.05139 0.00012 0.01824 -0.00713 C10 1 0.595841 0.200078 0.643683 11.00000 0.04901 0.04858 = 0.04686 -0.00258 0.02242 -0.00812 AFIX 43 H10 2 0.591971 0.220192 0.685286 11.00000 -1.20000 AFIX 0 C11 1 0.565815 0.291515 0.590566 11.00000 0.04301 0.04480 = 0.04626 -0.00244 0.01954 -0.00711 C12 1 0.575192 0.264765 0.530791 11.00000 0.03877 0.05104 = 0.04454 -0.00199 0.01825 -0.00603 AFIX 43 H12 2 0.554179 0.325837 0.493790 11.00000 -1.20000 AFIX 0 C13 1 0.797693 0.478138 0.570629 11.00000 0.04523 0.05632 = 0.04403 -0.00785 0.02527 -0.00614 C14 1 0.861629 0.407031 0.616748 11.00000 0.04410 0.06616 = 0.04272 -0.01062 0.02219 -0.00457 AFIX 43 H14 2 0.901620 0.453796 0.652622 11.00000 -1.20000 AFIX 0 C15 1 0.866057 0.266214 0.609474 11.00000 0.03983 0.06777 = 0.04449 -0.00627 0.02061 -0.00061 C16 1 0.806986 0.197549 0.557688 11.00000 0.03956 0.05759 = 0.04625 -0.00495 0.01892 0.00121 AFIX 43 H16 2 0.809556 0.101171 0.553756 11.00000 -1.20000 AFIX 0 C17 1 0.744029 0.270428 0.511586 11.00000 0.03767 0.05659 = 0.04558 -0.00564 0.02264 -0.00384 C18 1 0.739381 0.411671 0.518040 11.00000 0.04312 0.05436 = 0.04592 -0.00368 0.02450 -0.00272 AFIX 43 H18 2 0.696475 0.461622 0.486527 11.00000 -1.20000 AFIX 0 C19 1 0.839063 0.293167 0.813999 11.00000 0.04708 0.05166 = 0.05169 0.00188 0.01941 0.00770 C20 1 0.778196 0.199734 0.799646 11.00000 0.04673 0.05260 = 0.05781 0.00228 0.02324 0.00391 AFIX 43 H20 2 0.740731 0.209357 0.819535 11.00000 -1.20000 AFIX 0 C21 1 0.772000 0.092544 0.756390 11.00000 0.04527 0.04777 = 0.05228 0.00405 0.02024 0.00316 C22 1 0.825992 0.078301 0.726233 11.00000 0.04447 0.05407 = 0.04889 0.00175 0.01472 0.00430 AFIX 43 H22 2 0.821183 0.005108 0.695993 11.00000 -1.20000 AFIX 0 C23 1 0.886994 0.172660 0.741001 11.00000 0.04215 0.06023 = 0.04572 0.00453 0.01626 0.00652 C24 1 0.894441 0.279911 0.785298 11.00000 0.04267 0.05650 = 0.05235 0.00356 0.01519 0.00198 AFIX 43 H24 2 0.936734 0.343263 0.795831 11.00000 -1.20000 AFIX 0 C25 1 0.803292 0.514084 0.844530 11.00000 0.04234 0.05183 = 0.04575 -0.00097 0.01740 0.00061 C26 1 0.777340 0.692781 0.619809 11.00000 0.04700 0.05445 = 0.05034 -0.00696 0.02424 -0.00771 C27 1 0.650850 -0.029171 0.689554 11.00000 0.04749 0.04815 = 0.05542 0.00143 0.02242 -0.00283 C28 1 0.515500 0.410441 0.593184 11.00000 0.04737 0.04628 = 0.04586 -0.00079 0.02265 -0.00631 C29 1 0.684861 0.195601 0.452994 11.00000 0.04049 0.05108 = 0.04862 -0.00344 0.01976 0.00069 C30 1 0.950733 0.152526 0.715184 11.00000 0.04334 0.06682 = 0.05204 -0.00077 0.01843 0.00349 C31 1 0.495483 0.609092 0.653062 11.00000 0.04852 0.05442 = 0.04984 -0.00473 0.02589 -0.00107 AFIX 23 H31A 2 0.439359 0.585440 0.626864 11.00000 -1.20000 H31B 2 0.507461 0.692491 0.632915 11.00000 -1.20000 AFIX 0 C32 1 0.506707 0.639640 0.724631 11.00000 0.06214 0.06878 = 0.05468 -0.00550 0.03293 0.00246 AFIX 137 H32A 2 0.497660 0.556371 0.745761 11.00000 -1.20000 H32B 2 0.469014 0.710185 0.724837 11.00000 -1.20000 H32C 2 0.560744 0.672225 0.749825 11.00000 -1.20000 AFIX 0 C33 1 0.576229 0.031594 0.413637 11.00000 0.04431 0.06179 = 0.05493 -0.01072 0.01967 -0.00844 AFIX 23 H33A 2 0.561698 0.073439 0.368633 11.00000 -1.20000 H33B 2 0.527032 0.017792 0.421147 11.00000 -1.20000 AFIX 0 C34 1 0.615223 -0.107131 0.414944 11.00000 0.06724 0.05946 = 0.06348 -0.00716 0.02709 -0.00798 AFIX 137 H34A 2 0.665009 -0.093704 0.409265 11.00000 -1.20000 H34B 2 0.579724 -0.164301 0.378250 11.00000 -1.20000 H34C 2 0.625898 -0.152197 0.458151 11.00000 -1.20000 AFIX 0 C35 1 0.820149 0.703196 0.527191 11.00000 0.07113 0.07167 = 0.05704 -0.00463 0.03474 -0.01136 AFIX 23 H35A 2 0.790465 0.790307 0.515742 11.00000 -1.20000 H35B 2 0.806616 0.650486 0.485011 11.00000 -1.20000 AFIX 0 C36 1 0.905787 0.733384 0.555415 11.00000 0.07180 0.16589 = 0.12730 0.05203 0.05097 -0.01076 AFIX 137 H36A 2 0.935481 0.648339 0.559666 11.00000 -1.20000 H36B 2 0.920908 0.775542 0.599884 11.00000 -1.20000 H36C 2 0.917741 0.796281 0.525404 11.00000 -1.20000 AFIX 0 C37 1 0.997770 0.172085 0.625193 11.00000 0.04322 0.10393 = 0.05674 -0.00808 0.02250 0.00964 AFIX 23 H37A 2 0.972730 0.146508 0.577035 11.00000 -1.20000 H37B 2 1.032820 0.096134 0.649712 11.00000 -1.20000 AFIX 0 C38 1 1.046289 0.298906 0.632419 11.00000 0.04818 0.11881 = 0.07812 -0.01073 0.03088 -0.00838 AFIX 137 H38A 2 1.012308 0.372824 0.605908 11.00000 -1.20000 H38B 2 1.088114 0.280925 0.616147 11.00000 -1.20000 H38C 2 1.070125 0.325776 0.679920 11.00000 -1.20000 AFIX 0 C39 1 0.895797 0.371283 0.932404 11.00000 0.05560 0.07005 = 0.04338 0.00102 0.00858 0.00760 AFIX 23 H39A 2 0.874226 0.421337 0.961218 11.00000 -1.20000 H39B 2 0.950135 0.404914 0.943034 11.00000 -1.20000 AFIX 0 C40 1 0.898680 0.217020 0.948347 11.00000 0.07109 0.09220 = 0.06936 0.00737 0.02556 0.01096 AFIX 137 H40A 2 0.923757 0.168023 0.922428 11.00000 -1.20000 H40B 2 0.844785 0.182660 0.936171 11.00000 -1.20000 H40C 2 0.929324 0.202525 0.996554 11.00000 -1.20000 AFIX 0 C41 1 0.727361 -0.110144 0.802001 11.00000 0.04978 0.05822 = 0.06631 0.01869 0.01778 0.00696 AFIX 23 H41A 2 0.784084 -0.107986 0.832290 11.00000 -1.20000 H41B 2 0.714860 -0.203295 0.782875 11.00000 -1.20000 AFIX 0 C42 1 0.678437 -0.080025 0.842334 11.00000 0.10107 0.06594 = 0.06017 0.00537 0.03847 -0.00515 AFIX 137 H42A 2 0.622191 -0.082820 0.812652 11.00000 -1.20000 H42B 2 0.691868 0.010923 0.862627 11.00000 -1.20000 H42C 2 0.689471 -0.148613 0.877927 11.00000 -1.20000 AFIX 0 HKLF 4 REM ach049_01_CF-THF REM wR2 = 0.2131, GooF = S = 1.097, Restrained GooF = 1.097 for all data REM R1 = 0.0645 for 5023 Fo > 4sig(Fo) and 0.0777 for all 6489 data REM 493 parameters refined using 0 restraints END WGHT 0.1321 1.0196 REM Instructions for potential hydrogen bonds EQIV $1 x, y-1, z HTAB C8 O26_$1 EQIV $2 -x+1, -y+1, -z+1 HTAB C12 O28_$2 EQIV $3 -x+2, y+1/2, -z+3/2 HTAB C14 O30_$3 EQIV $4 x, -y+1/2, z+1/2 HTAB C20 O29_$4 HTAB C22 O26_$1 EQIV $5 x, y+1, z HTAB C31 O27_$5 REM Highest difference peak 0.411, deepest hole -0.532, 1-sigma level 0.061 Q1 1 0.7458 0.6180 0.9145 11.00000 0.05 0.41 Q2 1 0.5740 -0.0957 0.4385 11.00000 0.05 0.39 Q3 1 0.9811 0.3444 0.9407 11.00000 0.05 0.33 Q4 1 0.7670 -0.1334 0.7705 11.00000 0.05 0.29 Q5 1 0.5804 -0.0654 0.7006 11.00000 0.05 0.27 Q6 1 0.8884 0.6011 0.5121 11.00000 0.05 0.26 Q7 1 0.8753 0.6695 0.5734 11.00000 0.05 0.24 Q8 1 0.8395 0.7727 0.6585 11.00000 0.05 0.23 Q9 1 0.9017 0.8255 0.6741 11.00000 0.05 0.22 Q10 1 0.7505 -0.0557 0.8692 11.00000 0.05 0.22 Q11 1 0.5990 -0.0987 0.7317 11.00000 0.05 0.21 Q12 1 0.4459 0.5144 0.6978 11.00000 0.05 0.20 Q13 1 0.9283 0.4085 0.9105 11.00000 0.05 0.19 Q14 1 0.8088 0.1973 0.6910 11.00000 0.05 0.19 Q15 1 0.9530 0.0246 0.9714 11.00000 0.05 0.18 Q16 1 0.8311 0.6189 0.9617 11.00000 0.05 0.18 Q17 1 0.9656 0.4547 0.9687 11.00000 0.05 0.17 Q18 1 0.8711 0.9132 0.5173 11.00000 0.05 0.17 Q19 1 0.9183 0.1810 0.7263 11.00000 0.05 0.17 Q20 1 0.4357 0.3063 0.5139 11.00000 0.05 0.17 Q21 1 0.9060 0.0582 0.9656 11.00000 0.05 0.17 Q22 1 0.9741 0.0124 0.7572 11.00000 0.05 0.17 Q23 1 0.5630 -0.1143 0.7432 11.00000 0.05 0.16 Q24 1 1.0353 0.4048 0.6008 11.00000 0.05 0.16 Q25 1 0.7917 0.7058 0.8502 11.00000 0.05 0.16 ; _shelx_res_checksum 14826 loop_ _space_group_symop_id _space_group_symop_operation_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 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 O25 O 0.80355(13) 0.6021(2) 0.88607(10) 0.0642(5) Uani 1 1 d . . . . . O26 O 0.78421(14) 0.81843(19) 0.62590(12) 0.0678(6) Uani 1 1 d . . . . . O27 O 0.60631(14) -0.1292(2) 0.67928(12) 0.0718(6) Uani 1 1 d . . . . . O28 O 0.44841(11) 0.42334(18) 0.54940(10) 0.0516(4) Uani 1 1 d . . . . . O29 O 0.69003(11) 0.1943(2) 0.39777(10) 0.0565(5) Uani 1 1 d . . . . . O30 O 1.01407(12) 0.0999(3) 0.75144(12) 0.0750(7) Uani 1 1 d . . . . . N1 N 0.54591(12) 0.4958(2) 0.64719(11) 0.0444(5) Uani 1 1 d . . . . . N7 N 0.62826(12) 0.1250(2) 0.46495(11) 0.0471(5) Uani 1 1 d . . . . . N13 N 0.79480(13) 0.6251(2) 0.57368(12) 0.0496(5) Uani 1 1 d . . . . . N15 N 0.93556(13) 0.1918(3) 0.65180(12) 0.0543(6) Uani 1 1 d . . . . . N19 N 0.84709(13) 0.3990(2) 0.86204(12) 0.0534(6) Uani 1 1 d . . . . . N21 N 0.71284(13) -0.0110(2) 0.74661(12) 0.0494(5) Uani 1 1 d . . . . . C1 C 0.62985(14) 0.5218(2) 0.67613(13) 0.0426(5) Uani 1 1 d . . . . . C2 C 0.67451(15) 0.4983(2) 0.74381(13) 0.0451(6) Uani 1 1 d . . . . . H2 H 0.650790 0.459291 0.771577 0.054 Uiso 1 1 calc R U . . . C3 C 0.75451(15) 0.5323(2) 0.77080(13) 0.0449(6) Uani 1 1 d . . . . . C4 C 0.78875(15) 0.5898(2) 0.72992(14) 0.0464(6) Uani 1 1 d . . . . . H4 H 0.843317 0.612743 0.748486 0.056 Uiso 1 1 calc R U . . . C5 C 0.74398(15) 0.6138(2) 0.66238(14) 0.0446(6) Uani 1 1 d . . . . . C6 C 0.66433(15) 0.5787(2) 0.63528(14) 0.0458(6) Uani 1 1 d . . . . . H6 H 0.633455 0.593486 0.588818 0.055 Uiso 1 1 calc R U . . . C7 C 0.61572(14) 0.1475(3) 0.52570(14) 0.0454(6) Uani 1 1 d . . . . . C8 C 0.64158(14) 0.0535(3) 0.57688(14) 0.0478(6) Uani 1 1 d . . . . . H8 H 0.666158 -0.028587 0.571719 0.057 Uiso 1 1 calc R U . . . C9 C 0.63158(14) 0.0791(3) 0.63659(14) 0.0469(6) Uani 1 1 d . . . . . C10 C 0.59584(15) 0.2001(2) 0.64368(14) 0.0471(6) Uani 1 1 d . . . . . H10 H 0.591971 0.220192 0.685286 0.056 Uiso 1 1 calc R U . . . C11 C 0.56582(14) 0.2915(2) 0.59057(13) 0.0441(6) Uani 1 1 d . . . . . C12 C 0.57519(14) 0.2648(3) 0.53079(13) 0.0442(6) Uani 1 1 d . . . . . H12 H 0.554179 0.325837 0.493790 0.053 Uiso 1 1 calc R U . . . C13 C 0.79769(15) 0.4781(3) 0.57063(13) 0.0461(6) Uani 1 1 d . . . . . C14 C 0.86163(15) 0.4070(3) 0.61675(14) 0.0494(6) Uani 1 1 d . . . . . H14 H 0.901620 0.453796 0.652622 0.059 Uiso 1 1 calc R U . . . C15 C 0.86606(14) 0.2662(3) 0.60947(14) 0.0495(6) Uani 1 1 d . . . . . C16 C 0.80699(14) 0.1975(3) 0.55769(13) 0.0472(6) Uani 1 1 d . . . . . H16 H 0.809556 0.101171 0.553756 0.057 Uiso 1 1 calc R U . . . C17 C 0.74403(14) 0.2704(3) 0.51159(13) 0.0447(6) Uani 1 1 d . . . . . C18 C 0.73938(15) 0.4117(3) 0.51804(13) 0.0456(6) Uani 1 1 d . . . . . H18 H 0.696475 0.461622 0.486527 0.055 Uiso 1 1 calc R U . . . C19 C 0.83906(15) 0.2932(3) 0.81400(14) 0.0502(6) Uani 1 1 d . . . . . C20 C 0.77820(16) 0.1997(3) 0.79965(15) 0.0516(6) Uani 1 1 d . . . . . H20 H 0.740731 0.209357 0.819535 0.062 Uiso 1 1 calc R U . . . C21 C 0.77200(15) 0.0925(3) 0.75639(14) 0.0481(6) Uani 1 1 d . . . . . C22 C 0.82599(15) 0.0783(3) 0.72623(14) 0.0503(6) Uani 1 1 d . . . . . H22 H 0.821183 0.005108 0.695993 0.060 Uiso 1 1 calc R U . . . C23 C 0.88699(15) 0.1727(3) 0.74100(14) 0.0497(6) Uani 1 1 d . . . . . C24 C 0.89444(15) 0.2799(3) 0.78530(14) 0.0516(6) Uani 1 1 d . . . . . H24 H 0.936734 0.343263 0.795831 0.062 Uiso 1 1 calc R U . . . C25 C 0.80329(15) 0.5141(3) 0.84453(13) 0.0466(6) Uani 1 1 d . . . . . C26 C 0.77734(15) 0.6928(3) 0.61981(14) 0.0490(6) Uani 1 1 d . . . . . C27 C 0.65085(16) -0.0292(3) 0.68955(15) 0.0497(6) Uani 1 1 d . . . . . C28 C 0.51550(15) 0.4104(2) 0.59318(13) 0.0452(6) Uani 1 1 d . . . . . C29 C 0.68486(14) 0.1956(3) 0.45299(14) 0.0460(6) Uani 1 1 d . . . . . C30 C 0.95073(16) 0.1525(3) 0.71518(15) 0.0542(7) Uani 1 1 d . . . . . C31 C 0.49548(16) 0.6091(3) 0.65306(14) 0.0489(6) Uani 1 1 d . . . . . H31A H 0.439359 0.585440 0.626864 0.059 Uiso 1 1 calc R U . . . H31B H 0.507461 0.692491 0.632915 0.059 Uiso 1 1 calc R U . . . C32 C 0.50671(18) 0.6396(3) 0.72463(15) 0.0588(7) Uani 1 1 d . . . . . H32A H 0.497660 0.556371 0.745761 0.071 Uiso 1 1 calc R U . . . H32B H 0.469014 0.710185 0.724837 0.071 Uiso 1 1 calc R U . . . H32C H 0.560744 0.672225 0.749825 0.071 Uiso 1 1 calc R U . . . C33 C 0.57623(16) 0.0316(3) 0.41364(15) 0.0536(7) Uani 1 1 d . . . . . H33A H 0.561698 0.073439 0.368633 0.064 Uiso 1 1 calc R U . . . H33B H 0.527032 0.017792 0.421147 0.064 Uiso 1 1 calc R U . . . C34 C 0.61522(19) -0.1071(3) 0.41494(17) 0.0630(8) Uani 1 1 d . . . . . H34A H 0.665009 -0.093704 0.409265 0.076 Uiso 1 1 calc R U . . . H34B H 0.579724 -0.164301 0.378250 0.076 Uiso 1 1 calc R U . . . H34C H 0.625898 -0.152197 0.458151 0.076 Uiso 1 1 calc R U . . . C35 C 0.82015(19) 0.7032(3) 0.52719(16) 0.0637(8) Uani 1 1 d . . . . . H35A H 0.790465 0.790307 0.515742 0.076 Uiso 1 1 calc R U . . . H35B H 0.806616 0.650486 0.485011 0.076 Uiso 1 1 calc R U . . . C36 C 0.9058(2) 0.7334(6) 0.5554(3) 0.1180(18) Uani 1 1 d . . . . . H36A H 0.935481 0.648339 0.559666 0.142 Uiso 1 1 calc R U . . . H36B H 0.920908 0.775542 0.599884 0.142 Uiso 1 1 calc R U . . . H36C H 0.917741 0.796281 0.525404 0.142 Uiso 1 1 calc R U . . . C37 C 0.99777(17) 0.1721(4) 0.62519(17) 0.0671(8) Uani 1 1 d . . . . . H37A H 0.972730 0.146508 0.577035 0.081 Uiso 1 1 calc R U . . . H37B H 1.032820 0.096134 0.649712 0.081 Uiso 1 1 calc R U . . . C38 C 1.04629(19) 0.2989(4) 0.6324(2) 0.0798(10) Uani 1 1 d . . . . . H38A H 1.012308 0.372824 0.605908 0.096 Uiso 1 1 calc R U . . . H38B H 1.088114 0.280925 0.616147 0.096 Uiso 1 1 calc R U . . . H38C H 1.070125 0.325776 0.679920 0.096 Uiso 1 1 calc R U . . . C39 C 0.89580(18) 0.3713(3) 0.93240(15) 0.0597(7) Uani 1 1 d . . . . . H39A H 0.874226 0.421337 0.961218 0.072 Uiso 1 1 calc R U . . . H39B H 0.950135 0.404914 0.943034 0.072 Uiso 1 1 calc R U . . . C40 C 0.8987(2) 0.2170(4) 0.94835(19) 0.0782(10) Uani 1 1 d . . . . . H40A H 0.923757 0.168023 0.922428 0.094 Uiso 1 1 calc R U . . . H40B H 0.844785 0.182660 0.936171 0.094 Uiso 1 1 calc R U . . . H40C H 0.929324 0.202525 0.996554 0.094 Uiso 1 1 calc R U . . . C41 C 0.72736(17) -0.1101(3) 0.80200(16) 0.0597(7) Uani 1 1 d . . . . . H41A H 0.784084 -0.107986 0.832290 0.072 Uiso 1 1 calc R U . . . H41B H 0.714860 -0.203295 0.782875 0.072 Uiso 1 1 calc R U . . . C42 C 0.6784(2) -0.0800(3) 0.84233(18) 0.0736(9) Uani 1 1 d . . . . . H42A H 0.622191 -0.082820 0.812652 0.088 Uiso 1 1 calc R U . . . H42B H 0.691868 0.010923 0.862627 0.088 Uiso 1 1 calc R U . . . H42C H 0.689471 -0.148613 0.877927 0.088 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 O25 0.0681(13) 0.0706(12) 0.0515(12) -0.0068(10) 0.0211(11) 0.0107(10) O26 0.0879(15) 0.0503(11) 0.0857(16) -0.0093(10) 0.0561(14) -0.0114(10) O27 0.0731(14) 0.0657(13) 0.0695(15) 0.0073(11) 0.0205(12) -0.0192(11) O28 0.0486(10) 0.0541(10) 0.0493(11) -0.0031(8) 0.0164(9) -0.0028(8) O29 0.0554(11) 0.0716(12) 0.0466(11) -0.0078(9) 0.0245(9) -0.0104(9) O30 0.0489(12) 0.1123(18) 0.0666(15) 0.0202(13) 0.0255(11) 0.0229(11) N1 0.0414(11) 0.0479(11) 0.0468(12) -0.0064(9) 0.0205(10) -0.0048(8) N7 0.0419(11) 0.0545(12) 0.0481(13) -0.0089(10) 0.0211(10) -0.0053(9) N13 0.0546(13) 0.0514(11) 0.0500(14) -0.0077(10) 0.0284(11) -0.0094(9) N15 0.0394(11) 0.0757(15) 0.0474(14) -0.0034(11) 0.0165(10) 0.0068(10) N19 0.0471(12) 0.0585(13) 0.0506(14) 0.0001(10) 0.0150(11) 0.0039(10) N21 0.0479(12) 0.0452(11) 0.0572(14) 0.0041(10) 0.0229(11) 0.0008(9) C1 0.0418(12) 0.0438(12) 0.0436(15) -0.0078(10) 0.0182(11) -0.0027(10) C2 0.0480(14) 0.0447(12) 0.0489(16) -0.0042(11) 0.0258(13) -0.0011(10) C3 0.0467(13) 0.0453(12) 0.0442(15) -0.0038(11) 0.0196(12) 0.0031(10) C4 0.0401(13) 0.0504(13) 0.0515(17) -0.0055(11) 0.0209(12) 0.0003(10) C5 0.0441(13) 0.0467(12) 0.0482(16) -0.0053(11) 0.0236(12) -0.0007(10) C6 0.0484(14) 0.0471(12) 0.0464(15) -0.0071(11) 0.0233(12) -0.0046(10) C7 0.0383(12) 0.0520(13) 0.0482(15) -0.0051(11) 0.0197(12) -0.0057(10) C8 0.0398(13) 0.0509(13) 0.0538(16) -0.0010(12) 0.0195(12) -0.0025(10) C9 0.0417(13) 0.0477(13) 0.0514(16) 0.0001(11) 0.0182(12) -0.0071(10) C10 0.0490(14) 0.0486(13) 0.0469(15) -0.0026(11) 0.0224(12) -0.0081(11) C11 0.0430(13) 0.0448(12) 0.0463(15) -0.0024(10) 0.0195(12) -0.0071(10) C12 0.0388(12) 0.0510(13) 0.0445(14) -0.0020(11) 0.0182(11) -0.0060(10) C13 0.0452(13) 0.0563(14) 0.0440(15) -0.0079(11) 0.0253(12) -0.0061(11) C14 0.0441(14) 0.0662(16) 0.0427(15) -0.0106(12) 0.0222(12) -0.0046(11) C15 0.0398(13) 0.0678(16) 0.0445(15) -0.0063(12) 0.0206(12) -0.0006(11) C16 0.0396(13) 0.0576(14) 0.0463(15) -0.0049(12) 0.0189(12) 0.0012(11) C17 0.0377(12) 0.0566(14) 0.0456(15) -0.0056(11) 0.0226(11) -0.0038(10) C18 0.0431(13) 0.0544(14) 0.0459(15) -0.0037(11) 0.0245(12) -0.0027(10) C19 0.0471(14) 0.0517(14) 0.0517(16) 0.0019(12) 0.0194(13) 0.0077(11) C20 0.0467(14) 0.0526(14) 0.0578(18) 0.0023(12) 0.0232(13) 0.0039(11) C21 0.0453(14) 0.0478(13) 0.0523(16) 0.0041(11) 0.0202(13) 0.0032(10) C22 0.0445(13) 0.0541(14) 0.0489(16) 0.0018(12) 0.0147(12) 0.0043(11) C23 0.0422(13) 0.0602(15) 0.0457(15) 0.0045(12) 0.0163(12) 0.0065(11) C24 0.0427(13) 0.0565(14) 0.0524(17) 0.0036(12) 0.0152(13) 0.0020(11) C25 0.0423(13) 0.0518(13) 0.0457(15) -0.0010(11) 0.0174(12) 0.0006(10) C26 0.0470(14) 0.0545(14) 0.0503(16) -0.0070(12) 0.0242(13) -0.0077(11) C27 0.0475(14) 0.0481(13) 0.0554(17) 0.0014(12) 0.0224(13) -0.0028(11) C28 0.0474(14) 0.0463(13) 0.0459(15) -0.0008(11) 0.0226(13) -0.0063(10) C29 0.0405(13) 0.0511(13) 0.0486(16) -0.0034(11) 0.0198(12) 0.0007(10) C30 0.0433(14) 0.0668(16) 0.0520(17) -0.0008(13) 0.0184(13) 0.0035(12) C31 0.0485(14) 0.0544(14) 0.0498(16) -0.0047(12) 0.0259(13) -0.0011(11) C32 0.0621(17) 0.0688(17) 0.0547(18) -0.0055(14) 0.0329(15) 0.0025(13) C33 0.0443(14) 0.0618(15) 0.0549(17) -0.0107(13) 0.0197(13) -0.0084(12) C34 0.0672(19) 0.0595(16) 0.063(2) -0.0072(14) 0.0271(16) -0.0080(14) C35 0.0711(19) 0.0717(18) 0.0570(19) -0.0046(14) 0.0347(16) -0.0114(15) C36 0.072(2) 0.166(5) 0.127(4) 0.052(4) 0.051(3) -0.011(3) C37 0.0432(15) 0.104(2) 0.0567(19) -0.0081(17) 0.0225(14) 0.0096(15) C38 0.0482(17) 0.119(3) 0.078(2) -0.011(2) 0.0309(17) -0.0084(17) C39 0.0556(16) 0.0701(17) 0.0434(17) 0.0010(13) 0.0086(14) 0.0076(13) C40 0.071(2) 0.092(2) 0.069(2) 0.0074(19) 0.0256(19) 0.0110(18) C41 0.0498(15) 0.0582(16) 0.066(2) 0.0187(14) 0.0178(14) 0.0070(12) C42 0.101(3) 0.0659(18) 0.060(2) 0.0054(15) 0.038(2) -0.0051(17) 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 (Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; H H 0.0000 0.0000 ; International Tables for Crystallography (Vol. C, Table 6.1.1.4) ; N N 0.0311 0.0180 ; International Tables for Crystallography (Vol. C, Tables 4.2.6.8 and 6.1.1.4) ; O O 0.0492 0.0322 ; International Tables for Crystallography (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 C28 N1 C1 119.17(19) . . ? C28 N1 C31 118.2(2) . . ? C1 N1 C31 115.51(19) . . ? C29 N7 C7 120.5(2) . . ? C29 N7 C33 119.7(2) . . ? C7 N7 C33 119.65(19) . . ? C26 N13 C13 123.5(2) . . ? C26 N13 C35 119.0(2) . . ? C13 N13 C35 117.2(2) . . ? C30 N15 C15 124.6(2) . . ? C30 N15 C37 118.5(2) . . ? C15 N15 C37 116.6(2) . . ? C25 N19 C19 121.4(2) . . ? C25 N19 C39 120.2(2) . . ? C19 N19 C39 117.9(2) . . ? C27 N21 C21 123.8(2) . . ? C27 N21 C41 118.7(2) . . ? C21 N21 C41 117.2(2) . . ? C2 C1 C6 120.5(2) . . ? C2 C1 N1 121.1(2) . . ? C6 C1 N1 118.3(2) . . ? C1 C2 C3 119.4(2) . . ? C1 C2 H2 120.3 . . ? C3 C2 H2 120.3 . . ? C4 C3 C2 120.0(2) . . ? C4 C3 C25 119.5(2) . . ? C2 C3 C25 120.5(2) . . ? C5 C4 C3 120.5(2) . . ? C5 C4 H4 119.7 . . ? C3 C4 H4 119.7 . . ? C4 C5 C6 119.5(2) . . ? C4 C5 C26 121.0(2) . . ? C6 C5 C26 119.1(2) . . ? C1 C6 C5 120.1(3) . . ? C1 C6 H6 120.0 . . ? C5 C6 H6 120.0 . . ? C8 C7 C12 120.9(2) . . ? C8 C7 N7 120.3(2) . . ? C12 C7 N7 118.7(2) . . ? C7 C8 C9 119.6(2) . . ? C7 C8 H8 120.2 . . ? C9 C8 H8 120.2 . . ? C10 C9 C8 119.7(2) . . ? C10 C9 C27 119.9(2) . . ? C8 C9 C27 120.1(2) . . ? C11 C10 C9 120.6(2) . . ? C11 C10 H10 119.7 . . ? C9 C10 H10 119.7 . . ? C10 C11 C12 119.4(2) . . ? C10 C11 C28 121.3(2) . . ? C12 C11 C28 118.9(2) . . ? C11 C12 C7 119.5(2) . . ? C11 C12 H12 120.3 . . ? C7 C12 H12 120.3 . . ? C18 C13 C14 121.2(2) . . ? C18 C13 N13 118.5(2) . . ? C14 C13 N13 120.1(2) . . ? C13 C14 C15 119.0(2) . . ? C13 C14 H14 120.5 . . ? C15 C14 H14 120.5 . . ? C16 C15 C14 120.5(3) . . ? C16 C15 N15 118.9(2) . . ? C14 C15 N15 120.3(2) . . ? C15 C16 C17 119.7(2) . . ? C15 C16 H16 120.1 . . ? C17 C16 H16 120.1 . . ? C16 C17 C18 120.2(2) . . ? C16 C17 C29 118.6(2) . . ? C18 C17 C29 121.1(2) . . ? C13 C18 C17 119.4(3) . . ? C13 C18 H18 120.3 . . ? C17 C18 H18 120.3 . . ? C20 C19 C24 120.6(3) . . ? C20 C19 N19 118.9(2) . . ? C24 C19 N19 120.4(2) . . ? C21 C20 C19 119.9(2) . . ? C21 C20 H20 120.1 . . ? C19 C20 H20 120.1 . . ? C20 C21 C22 120.6(2) . . ? C20 C21 N21 119.4(2) . . ? C22 C21 N21 119.9(2) . . ? C23 C22 C21 119.1(2) . . ? C23 C22 H22 120.5 . . ? C21 C22 H22 120.5 . . ? C24 C23 C22 120.7(2) . . ? C24 C23 C30 118.5(2) . . ? C22 C23 C30 120.5(2) . . ? C23 C24 C19 119.1(2) . . ? C23 C24 H24 120.5 . . ? C19 C24 H24 120.5 . . ? O25 C25 N19 123.0(3) . . ? O25 C25 C3 121.0(2) . . ? N19 C25 C3 116.0(2) . . ? O26 C26 N13 121.8(2) . . ? O26 C26 C5 119.6(2) . . ? N13 C26 C5 118.5(2) . . ? O27 C27 N21 122.7(3) . . ? O27 C27 C9 118.8(3) . . ? N21 C27 C9 118.4(2) . . ? O28 C28 N1 123.0(2) . . ? O28 C28 C11 119.8(2) . . ? N1 C28 C11 117.1(2) . . ? O29 C29 N7 122.5(2) . . ? O29 C29 C17 121.0(2) . . ? N7 C29 C17 116.4(2) . . ? O30 C30 N15 122.2(2) . . ? O30 C30 C23 120.1(3) . . ? N15 C30 C23 117.7(2) . . ? N1 C31 C32 113.5(2) . . ? N1 C31 H31A 108.9 . . ? C32 C31 H31A 108.9 . . ? N1 C31 H31B 108.9 . . ? C32 C31 H31B 108.9 . . ? H31A C31 H31B 107.7 . . ? C31 C32 H32A 109.5 . . ? C31 C32 H32B 109.5 . . ? H32A C32 H32B 109.5 . . ? C31 C32 H32C 109.5 . . ? H32A C32 H32C 109.5 . . ? H32B C32 H32C 109.5 . . ? N7 C33 C34 112.2(2) . . ? N7 C33 H33A 109.2 . . ? C34 C33 H33A 109.2 . . ? N7 C33 H33B 109.2 . . ? C34 C33 H33B 109.2 . . ? H33A C33 H33B 107.9 . . ? C33 C34 H34A 109.5 . . ? C33 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? C33 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? N13 C35 C36 113.2(3) . . ? N13 C35 H35A 108.9 . . ? C36 C35 H35A 108.9 . . ? N13 C35 H35B 108.9 . . ? C36 C35 H35B 108.9 . . ? H35A C35 H35B 107.8 . . ? C35 C36 H36A 109.5 . . ? C35 C36 H36B 109.5 . . ? H36A C36 H36B 109.5 . . ? C35 C36 H36C 109.5 . . ? H36A C36 H36C 109.5 . . ? H36B C36 H36C 109.5 . . ? N15 C37 C38 111.8(3) . . ? N15 C37 H37A 109.3 . . ? C38 C37 H37A 109.3 . . ? N15 C37 H37B 109.3 . . ? C38 C37 H37B 109.3 . . ? H37A C37 H37B 107.9 . . ? 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 . . ? N19 C39 C40 111.6(3) . . ? N19 C39 H39A 109.3 . . ? C40 C39 H39A 109.3 . . ? N19 C39 H39B 109.3 . . ? C40 C39 H39B 109.3 . . ? H39A C39 H39B 108.0 . . ? C39 C40 H40A 109.5 . . ? C39 C40 H40B 109.5 . . ? H40A C40 H40B 109.5 . . ? C39 C40 H40C 109.5 . . ? H40A C40 H40C 109.5 . . ? H40B C40 H40C 109.5 . . ? N21 C41 C42 112.3(2) . . ? N21 C41 H41A 109.1 . . ? C42 C41 H41A 109.1 . . ? N21 C41 H41B 109.1 . . ? C42 C41 H41B 109.1 . . ? H41A C41 H41B 107.9 . . ? C41 C42 H42A 109.5 . . ? C41 C42 H42B 109.5 . . ? H42A C42 H42B 109.5 . . ? C41 C42 H42C 109.5 . . ? H42A C42 H42C 109.5 . . ? H42B C42 H42C 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 O25 C25 1.243(3) . ? O26 C26 1.238(3) . ? O27 C27 1.240(3) . ? O28 C28 1.231(3) . ? O29 C29 1.234(3) . ? O30 C30 1.232(3) . ? N1 C28 1.364(3) . ? N1 C1 1.442(3) . ? N1 C31 1.483(3) . ? N7 C29 1.357(3) . ? N7 C7 1.437(3) . ? N7 C33 1.465(3) . ? N13 C26 1.337(3) . ? N13 C13 1.442(3) . ? N13 C35 1.476(3) . ? N15 C30 1.342(4) . ? N15 C15 1.443(3) . ? N15 C37 1.482(3) . ? N19 C25 1.349(3) . ? N19 C19 1.433(4) . ? N19 C39 1.454(4) . ? N21 C27 1.321(4) . ? N21 C21 1.441(3) . ? N21 C41 1.481(3) . ? C1 C2 1.386(4) . ? C1 C6 1.390(3) . ? C2 C3 1.394(4) . ? C2 H2 0.9500 . ? C3 C4 1.390(3) . ? C3 C25 1.500(4) . ? C4 C5 1.384(4) . ? C4 H4 0.9500 . ? C5 C6 1.391(4) . ? C5 C26 1.505(3) . ? C6 H6 0.9500 . ? C7 C8 1.371(4) . ? C7 C12 1.397(3) . ? C8 C9 1.396(4) . ? C8 H8 0.9500 . ? C9 C10 1.392(4) . ? C9 C27 1.497(4) . ? C10 C11 1.387(4) . ? C10 H10 0.9500 . ? C11 C12 1.394(3) . ? C11 C28 1.502(3) . ? C12 H12 0.9500 . ? C13 C18 1.380(4) . ? C13 C14 1.392(4) . ? C14 C15 1.393(4) . ? C14 H14 0.9500 . ? C15 C16 1.388(4) . ? C16 C17 1.391(4) . ? C16 H16 0.9500 . ? C17 C18 1.395(4) . ? C17 C29 1.496(4) . ? C18 H18 0.9500 . ? C19 C20 1.383(4) . ? C19 C24 1.392(4) . ? C20 C21 1.380(4) . ? C20 H20 0.9500 . ? C21 C22 1.393(4) . ? C22 C23 1.390(4) . ? C22 H22 0.9500 . ? C23 C24 1.391(4) . ? C23 C30 1.497(3) . ? C24 H24 0.9500 . ? C31 C32 1.507(4) . ? C31 H31A 0.9900 . ? C31 H31B 0.9900 . ? C32 H32A 0.9800 . ? C32 H32B 0.9800 . ? C32 H32C 0.9800 . ? C33 C34 1.531(4) . ? C33 H33A 0.9900 . ? C33 H33B 0.9900 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? C35 C36 1.478(5) . ? C35 H35A 0.9900 . ? C35 H35B 0.9900 . ? C36 H36A 0.9800 . ? C36 H36B 0.9800 . ? C36 H36C 0.9800 . ? C37 C38 1.501(5) . ? C37 H37A 0.9900 . ? C37 H37B 0.9900 . ? C38 H38A 0.9800 . ? C38 H38B 0.9800 . ? C38 H38C 0.9800 . ? C39 C40 1.545(5) . ? C39 H39A 0.9900 . ? C39 H39B 0.9900 . ? C40 H40A 0.9800 . ? C40 H40B 0.9800 . ? C40 H40C 0.9800 . ? C41 C42 1.509(4) . ? C41 H41A 0.9900 . ? C41 H41B 0.9900 . ? C42 H42A 0.9800 . ? C42 H42B 0.9800 . ? C42 H42C 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 C28 N1 C1 C2 -124.4(3) . . . . ? C31 N1 C1 C2 85.7(3) . . . . ? C28 N1 C1 C6 59.3(3) . . . . ? C31 N1 C1 C6 -90.6(3) . . . . ? C6 C1 C2 C3 0.1(3) . . . . ? N1 C1 C2 C3 -176.1(2) . . . . ? C1 C2 C3 C4 0.2(3) . . . . ? C1 C2 C3 C25 177.1(2) . . . . ? C2 C3 C4 C5 0.1(4) . . . . ? C25 C3 C4 C5 -176.8(2) . . . . ? C3 C4 C5 C6 -0.7(4) . . . . ? C3 C4 C5 C26 171.7(2) . . . . ? C2 C1 C6 C5 -0.7(4) . . . . ? N1 C1 C6 C5 175.6(2) . . . . ? C4 C5 C6 C1 1.0(4) . . . . ? C26 C5 C6 C1 -171.6(2) . . . . ? C29 N7 C7 C8 -104.8(3) . . . . ? C33 N7 C7 C8 79.1(3) . . . . ? C29 N7 C7 C12 76.7(3) . . . . ? C33 N7 C7 C12 -99.4(3) . . . . ? C12 C7 C8 C9 -3.9(4) . . . . ? N7 C7 C8 C9 177.6(2) . . . . ? C7 C8 C9 C10 -0.3(4) . . . . ? C7 C8 C9 C27 172.9(2) . . . . ? C8 C9 C10 C11 3.9(4) . . . . ? C27 C9 C10 C11 -169.3(2) . . . . ? C9 C10 C11 C12 -3.2(4) . . . . ? C9 C10 C11 C28 169.8(2) . . . . ? C10 C11 C12 C7 -1.0(3) . . . . ? C28 C11 C12 C7 -174.2(2) . . . . ? C8 C7 C12 C11 4.6(4) . . . . ? N7 C7 C12 C11 -176.9(2) . . . . ? C26 N13 C13 C18 109.7(3) . . . . ? C35 N13 C13 C18 -76.4(3) . . . . ? C26 N13 C13 C14 -75.6(3) . . . . ? C35 N13 C13 C14 98.3(3) . . . . ? C18 C13 C14 C15 -0.4(4) . . . . ? N13 C13 C14 C15 -175.0(2) . . . . ? C13 C14 C15 C16 -1.0(4) . . . . ? C13 C14 C15 N15 173.2(2) . . . . ? C30 N15 C15 C16 -105.4(3) . . . . ? C37 N15 C15 C16 81.7(3) . . . . ? C30 N15 C15 C14 80.2(3) . . . . ? C37 N15 C15 C14 -92.6(3) . . . . ? C14 C15 C16 C17 1.8(4) . . . . ? N15 C15 C16 C17 -172.5(2) . . . . ? C15 C16 C17 C18 -1.2(3) . . . . ? C15 C16 C17 C29 174.9(2) . . . . ? C14 C13 C18 C17 0.9(3) . . . . ? N13 C13 C18 C17 175.7(2) . . . . ? C16 C17 C18 C13 -0.1(3) . . . . ? C29 C17 C18 C13 -176.2(2) . . . . ? C25 N19 C19 C20 -81.9(3) . . . . ? C39 N19 C19 C20 89.7(3) . . . . ? C25 N19 C19 C24 101.8(3) . . . . ? C39 N19 C19 C24 -86.6(3) . . . . ? C24 C19 C20 C21 -0.2(4) . . . . ? N19 C19 C20 C21 -176.4(2) . . . . ? C19 C20 C21 C22 -0.8(4) . . . . ? C19 C20 C21 N21 174.4(2) . . . . ? C27 N21 C21 C20 112.1(3) . . . . ? C41 N21 C21 C20 -74.0(3) . . . . ? C27 N21 C21 C22 -72.7(3) . . . . ? C41 N21 C21 C22 101.2(3) . . . . ? C20 C21 C22 C23 0.9(4) . . . . ? N21 C21 C22 C23 -174.3(2) . . . . ? C21 C22 C23 C24 0.1(4) . . . . ? C21 C22 C23 C30 173.7(2) . . . . ? C22 C23 C24 C19 -1.1(4) . . . . ? C30 C23 C24 C19 -174.8(3) . . . . ? C20 C19 C24 C23 1.1(4) . . . . ? N19 C19 C24 C23 177.3(2) . . . . ? C19 N19 C25 O25 173.3(2) . . . . ? C39 N19 C25 O25 1.9(4) . . . . ? C19 N19 C25 C3 -7.9(3) . . . . ? C39 N19 C25 C3 -179.4(2) . . . . ? C4 C3 C25 O25 94.0(3) . . . . ? C2 C3 C25 O25 -82.9(3) . . . . ? C4 C3 C25 N19 -84.8(3) . . . . ? C2 C3 C25 N19 98.2(3) . . . . ? C13 N13 C26 O26 171.5(3) . . . . ? C35 N13 C26 O26 -2.3(4) . . . . ? C13 N13 C26 C5 -12.1(4) . . . . ? C35 N13 C26 C5 174.1(2) . . . . ? C4 C5 C26 O26 -75.1(3) . . . . ? C6 C5 C26 O26 97.3(3) . . . . ? C4 C5 C26 N13 108.4(3) . . . . ? C6 C5 C26 N13 -79.1(3) . . . . ? C21 N21 C27 O27 170.4(3) . . . . ? C41 N21 C27 O27 -3.4(4) . . . . ? C21 N21 C27 C9 -12.6(4) . . . . ? C41 N21 C27 C9 173.5(2) . . . . ? C10 C9 C27 O27 100.9(3) . . . . ? C8 C9 C27 O27 -72.3(3) . . . . ? C10 C9 C27 N21 -76.2(3) . . . . ? C8 C9 C27 N21 110.7(3) . . . . ? C1 N1 C28 O28 -149.1(2) . . . . ? C31 N1 C28 O28 0.0(3) . . . . ? C1 N1 C28 C11 34.5(3) . . . . ? C31 N1 C28 C11 -176.4(2) . . . . ? C10 C11 C28 O28 -122.3(3) . . . . ? C12 C11 C28 O28 50.7(3) . . . . ? C10 C11 C28 N1 54.2(3) . . . . ? C12 C11 C28 N1 -132.8(2) . . . . ? C7 N7 C29 O29 -169.2(2) . . . . ? C33 N7 C29 O29 6.9(4) . . . . ? C7 N7 C29 C17 13.8(3) . . . . ? C33 N7 C29 C17 -170.1(2) . . . . ? C16 C17 C29 O29 -96.2(3) . . . . ? C18 C17 C29 O29 79.9(3) . . . . ? C16 C17 C29 N7 80.8(3) . . . . ? C18 C17 C29 N7 -103.1(3) . . . . ? C15 N15 C30 O30 -173.4(3) . . . . ? C37 N15 C30 O30 -0.6(4) . . . . ? C15 N15 C30 C23 7.6(4) . . . . ? C37 N15 C30 C23 -179.7(3) . . . . ? C24 C23 C30 O30 76.8(4) . . . . ? C22 C23 C30 O30 -96.9(4) . . . . ? C24 C23 C30 N15 -104.1(3) . . . . ? C22 C23 C30 N15 82.2(4) . . . . ? C28 N1 C31 C32 144.2(2) . . . . ? C1 N1 C31 C32 -65.6(3) . . . . ? C29 N7 C33 C34 81.3(3) . . . . ? C7 N7 C33 C34 -102.5(3) . . . . ? C26 N13 C35 C36 85.2(4) . . . . ? C13 N13 C35 C36 -89.0(4) . . . . ? C30 N15 C37 C38 -95.5(4) . . . . ? C15 N15 C37 C38 77.8(4) . . . . ? C25 N19 C39 C40 144.9(3) . . . . ? C19 N19 C39 C40 -26.9(4) . . . . ? C27 N21 C41 C42 -82.2(3) . . . . ? C21 N21 C41 C42 103.5(3) . . . . ?