#------------------------------------------------------------------------------ #$Date: 2022-10-05 17:25:29 +0300 (Wed, 05 Oct 2022) $ #$Revision: 278360 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/71/14/7711409.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_7711409 loop_ _publ_author_name 'Peng, Guo' 'Yang, Qi' 'Chen, Yue' 'Dong, Xiang-Tao' 'Zhang, Zaichao' 'Ren, Xiao-Ming' _publ_section_title ; Single molecule magnet behavior and luminescence of {Ln4} and {LnZn} complexes. ; _journal_issue 33 _journal_name_full 'Dalton transactions (Cambridge, England : 2003)' _journal_page_first 12484 _journal_page_last 12493 _journal_paper_doi 10.1039/d2dt01365g _journal_volume 51 _journal_year 2022 _chemical_formula_moiety 'C21 H26 N2 O4' _chemical_formula_sum 'C21 H26 N2 O4' _chemical_formula_weight 370.44 _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 _audit_creation_method SHELXL-2014/7 _audit_update_record ; 2022-07-10 deposited with the CCDC. 2022-07-25 downloaded from the CCDC. ; _cell_angle_alpha 108.0940(10) _cell_angle_beta 107.9440(10) _cell_angle_gamma 110.0100(10) _cell_formula_units_Z 4 _cell_length_a 13.0277(4) _cell_length_b 13.5623(4) _cell_length_c 13.8395(5) _cell_measurement_reflns_used 4592 _cell_measurement_temperature 173(2) _cell_measurement_theta_max 25.24 _cell_measurement_theta_min 2.67 _cell_volume 1934.76(11) _computing_cell_refinement APEX3 _computing_data_collection 'APEX3 (Bruker, 2016)' _computing_data_reduction APEX3 _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-2014/7 (Sheldrick, 2014)' _computing_structure_solution 'SHELXS-2013/1 (Bruker, 2013)' _diffrn_ambient_temperature 173(2) _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.992 _diffrn_measurement_device_type 'PHOTON 2 CMOS detector' _diffrn_measurement_method 'omega scan' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0378 _diffrn_reflns_av_unetI/netI 0.0497 _diffrn_reflns_Laue_measured_fraction_full 0.994 _diffrn_reflns_Laue_measured_fraction_max 0.992 _diffrn_reflns_limit_h_max 15 _diffrn_reflns_limit_h_min -15 _diffrn_reflns_limit_k_max 16 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_number 16380 _diffrn_reflns_point_group_measured_fraction_full 0.994 _diffrn_reflns_point_group_measured_fraction_max 0.992 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 25.378 _diffrn_reflns_theta_min 3.042 _diffrn_source 'fine-focus sealed tube' _exptl_absorpt_coefficient_mu 0.088 _exptl_absorpt_correction_T_max 0.7452 _exptl_absorpt_correction_T_min 0.6861 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details 'SADABS (Bruker, 2014)' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.272 _exptl_crystal_description block _exptl_crystal_F_000 792 _exptl_crystal_size_max 0.430 _exptl_crystal_size_mid 0.370 _exptl_crystal_size_min 0.270 _refine_diff_density_max 0.168 _refine_diff_density_min -0.215 _refine_diff_density_rms 0.042 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 0.989 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 511 _refine_ls_number_reflns 7053 _refine_ls_number_restraints 4 _refine_ls_restrained_S_all 0.989 _refine_ls_R_factor_all 0.0706 _refine_ls_R_factor_gt 0.0417 _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^)+(0.0520P)^2^+0.3819P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0946 _refine_ls_wR_factor_ref 0.1119 _reflns_Friedel_coverage 0.000 _reflns_number_gt 5009 _reflns_number_total 7053 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d2dt01365g2.cif _cod_data_source_block ligand _cod_original_cell_volume 1934.75(11) _cod_database_code 7711409 _shelx_shelxl_version_number 2014/7 _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 0.963 _shelx_estimated_absorpt_t_max 0.977 _shelx_res_file ; 1.res created by SHELXL-2014/7 TITL 1 in P-1 CELL 0.71073 13.0277 13.5623 13.8395 108.094 107.944 110.010 ZERR 4.00 0.0004 0.0004 0.0005 0.001 0.001 0.001 LATT 1 SFAC C H N O UNIT 84 104 8 16 omit -1 1 1 L.S. 10 ACTA BOND $h FMAP 2 PLAN 20 size 0.43 0.37 0.27 sadi .02 n1a h1aa n1b h1ba dfix .82 o4a h4aa o4b h4ba o2b h2ba TEMP -100.250 WGHT 0.052000 0.381900 FVAR 0.29144 0.61886 MOLE 1 C1A 1 0.855982 1.150775 0.519416 11.00000 0.02419 0.02190 = 0.02850 0.01031 0.01284 0.00904 AFIX 43 H1A 2 0.828636 1.199404 0.557686 11.00000 -1.20000 AFIX 0 C2A 1 0.878846 1.079810 0.663513 11.00000 0.02655 0.02591 = 0.02233 0.01065 0.01219 0.01032 AFIX 23 H2A1 2 0.900218 1.158504 0.720792 11.00000 -1.20000 H2A2 2 0.938484 1.056467 0.699536 11.00000 -1.20000 AFIX 0 C3A 1 0.747602 0.988645 0.631189 11.00000 0.02666 0.02595 = 0.02629 0.01165 0.01454 0.01062 C4A 1 0.711443 0.869598 0.536075 11.00000 0.02568 0.02647 = 0.03646 0.01002 0.01707 0.01019 AFIX 23 H4A1 2 0.721467 0.880826 0.471561 11.00000 -1.20000 H4A2 2 0.767010 0.839605 0.565729 11.00000 -1.20000 AFIX 0 C5A 1 0.551702 0.672099 0.453607 11.00000 0.03040 0.02988 = 0.03291 0.01330 0.01757 0.01496 AFIX 43 H5A 2 0.611730 0.647796 0.452172 11.00000 -1.20000 AFIX 0 C6A 1 0.898428 1.087791 0.254987 11.00000 0.03205 0.03066 = 0.02817 0.01447 0.01682 0.01394 C7A 1 0.900808 1.081142 0.357889 11.00000 0.02264 0.02320 = 0.02585 0.01216 0.01003 0.00817 C8A 1 0.856577 1.149985 0.417430 11.00000 0.02373 0.02351 = 0.02588 0.01214 0.01220 0.00910 C9A 1 0.809433 1.215446 0.373433 11.00000 0.02963 0.03073 = 0.03835 0.01858 0.01769 0.01522 AFIX 43 H9A 2 0.779971 1.259845 0.413737 11.00000 -1.20000 AFIX 0 C10A 1 0.806018 1.215245 0.274154 11.00000 0.03703 0.03807 = 0.04346 0.02814 0.02048 0.02162 AFIX 43 H10A 2 0.772309 1.257649 0.244335 11.00000 -1.20000 AFIX 0 C11A 1 0.852677 1.151875 0.215410 11.00000 0.03515 0.03859 = 0.03019 0.02196 0.01660 0.01540 AFIX 43 H11A 2 0.852163 1.153951 0.147283 11.00000 -1.20000 AFIX 0 C12A 1 0.952694 1.033228 0.104857 11.00000 0.07317 0.06871 = 0.03574 0.03125 0.03673 0.04375 AFIX 137 H12A 2 0.870118 1.005517 0.045498 11.00000 -1.50000 H12B 2 0.987185 0.984453 0.074777 11.00000 -1.50000 H12C 2 1.006102 1.116152 0.127207 11.00000 -1.50000 AFIX 0 C13A 1 0.655106 1.030874 0.591034 11.00000 0.03248 0.03300 = 0.05017 0.01745 0.02441 0.01713 AFIX 137 H13A 2 0.644975 1.028804 0.517143 11.00000 -1.50000 H13B 2 0.685728 1.112155 0.647900 11.00000 -1.50000 H13C 2 0.575439 0.978683 0.582367 11.00000 -1.50000 AFIX 0 C14A 1 0.751876 0.976984 0.738688 11.00000 0.04592 0.04492 = 0.03373 0.01911 0.02399 0.01128 AFIX 137 H14A 2 0.670088 0.918756 0.720799 11.00000 -1.50000 H14B 2 0.776528 1.053989 0.799526 11.00000 -1.50000 H14C 2 0.811749 0.950741 0.764569 11.00000 -1.50000 AFIX 0 C15A 1 0.213431 0.529975 0.372028 11.00000 0.03029 0.03403 = 0.02504 0.01453 0.01427 0.01396 C16A 1 0.334841 0.617050 0.412873 11.00000 0.03189 0.02419 = 0.02431 0.01127 0.01313 0.01169 C17A 1 0.424196 0.583014 0.408984 11.00000 0.03022 0.02721 = 0.02819 0.01050 0.01494 0.01222 C18A 1 0.390120 0.462485 0.363883 11.00000 0.03989 0.02901 = 0.04799 0.01320 0.02272 0.01678 AFIX 43 H18A 2 0.450314 0.438723 0.361435 11.00000 -1.20000 AFIX 0 C19A 1 0.270841 0.378129 0.323126 11.00000 0.04495 0.02411 = 0.04986 0.01133 0.02340 0.01225 AFIX 43 H19A 2 0.249011 0.296603 0.292546 11.00000 -1.20000 AFIX 0 C20A 1 0.181689 0.411753 0.326484 11.00000 0.03311 0.03018 = 0.02887 0.01046 0.01300 0.00657 AFIX 43 H20A 2 0.098993 0.353117 0.297352 11.00000 -1.20000 AFIX 0 C21A 1 0.011760 0.489769 0.348416 11.00000 0.03021 0.05224 = 0.05673 0.02888 0.02337 0.01469 AFIX 137 H21A 2 -0.026766 0.432884 0.267142 11.00000 -1.50000 H21B 2 -0.035612 0.531091 0.359569 11.00000 -1.50000 H21C 2 0.013044 0.447550 0.394442 11.00000 -1.50000 AFIX 0 C1B 1 0.299806 0.269256 0.767222 11.00000 0.02142 0.02705 = 0.02374 0.00838 0.01175 0.01027 AFIX 43 H1B 2 0.236403 0.188900 0.723385 11.00000 -1.20000 AFIX 0 C2B 1 0.408620 0.215196 0.900462 11.00000 0.02379 0.02717 = 0.02884 0.01426 0.01146 0.01087 AFIX 23 H2B1 2 0.330650 0.138988 0.856198 11.00000 -1.20000 H2B2 2 0.427720 0.245762 0.982278 11.00000 -1.20000 AFIX 0 C3B 1 0.512816 0.192783 0.886870 11.00000 0.02559 0.02746 = 0.02868 0.01314 0.01261 0.01223 C4B 1 0.632139 0.312314 0.953270 11.00000 0.02561 0.02921 = 0.03956 0.01088 0.01498 0.01330 AFIX 23 H4B1 2 0.621661 0.363841 0.918069 11.00000 -1.20000 H4B2 2 0.646844 0.351557 1.033304 11.00000 -1.20000 AFIX 0 C5B 1 0.794089 0.345619 0.903771 11.00000 0.02865 0.02625 = 0.03005 0.01000 0.01059 0.01136 AFIX 43 H5B 2 0.759951 0.380734 0.862857 11.00000 -1.20000 AFIX 0 C6B 1 0.373336 0.548009 0.737548 11.00000 0.02383 0.02840 = 0.02749 0.01254 0.01263 0.01188 C7B 1 0.384559 0.472769 0.789186 11.00000 0.02230 0.03100 = 0.02577 0.01313 0.01127 0.01328 C8B 1 0.289764 0.351315 0.725819 11.00000 0.02114 0.02903 = 0.02494 0.01193 0.01182 0.01284 C9B 1 0.189182 0.310371 0.619735 11.00000 0.02224 0.03345 = 0.02563 0.01016 0.01031 0.01186 AFIX 43 H9B 2 0.126043 0.229968 0.579501 11.00000 -1.20000 AFIX 0 C10B 1 0.181962 0.385461 0.574519 11.00000 0.02450 0.04324 = 0.02761 0.01572 0.00727 0.01569 AFIX 43 H10B 2 0.114039 0.357105 0.502944 11.00000 -1.20000 AFIX 0 C11B 1 0.275293 0.505312 0.633919 11.00000 0.03191 0.03868 = 0.02952 0.02030 0.01487 0.02068 AFIX 43 H11B 2 0.269900 0.556820 0.601533 11.00000 -1.20000 AFIX 0 C12B 1 0.474934 0.739733 0.750559 11.00000 0.04119 0.03739 = 0.04816 0.02858 0.02299 0.02059 AFIX 137 H12D 2 0.475912 0.704544 0.677592 11.00000 -1.50000 H12E 2 0.550001 0.816364 0.802483 11.00000 -1.50000 H12F 2 0.402548 0.751381 0.736718 11.00000 -1.50000 AFIX 0 C13B 1 0.480660 0.134871 0.760219 11.00000 0.03707 0.04376 = 0.03410 0.00793 0.01675 0.01636 AFIX 137 H13D 2 0.545503 0.117182 0.752569 11.00000 -1.50000 H13E 2 0.474012 0.189090 0.728565 11.00000 -1.50000 H13F 2 0.401827 0.061176 0.718242 11.00000 -1.50000 AFIX 0 C14B 1 0.525885 0.110213 0.938086 11.00000 0.04329 0.04405 = 0.06372 0.03367 0.02860 0.02844 AFIX 137 H14D 2 0.447632 0.036083 0.897427 11.00000 -1.50000 H14E 2 0.547493 0.148553 1.019533 11.00000 -1.50000 H14F 2 0.590912 0.093045 0.930149 11.00000 -1.50000 AFIX 0 C15B 1 1.075240 0.305292 0.978091 11.00000 0.02519 0.03505 = 0.02795 0.00899 0.01142 0.01251 C16B 1 0.963035 0.299788 0.971432 11.00000 0.02590 0.02940 = 0.02380 0.00878 0.01305 0.00986 C17B 1 0.906549 0.344657 0.907048 11.00000 0.02772 0.02513 = 0.02559 0.00787 0.01198 0.00929 C18B 1 0.961451 0.393823 0.848621 11.00000 0.04026 0.02806 = 0.03494 0.01467 0.01883 0.01329 AFIX 43 H18B 2 0.923165 0.424364 0.804594 11.00000 -1.20000 AFIX 0 C19B 1 1.070259 0.397902 0.854910 11.00000 0.04066 0.03401 = 0.04022 0.01524 0.02653 0.01135 AFIX 43 H19B 2 1.106529 0.430476 0.814591 11.00000 -1.20000 AFIX 0 C20B 1 1.127235 0.354600 0.919945 11.00000 0.02794 0.03465 = 0.03615 0.00726 0.01925 0.00938 AFIX 43 H20B 2 1.203062 0.358840 0.924658 11.00000 -1.20000 AFIX 0 C21B 1 1.238487 0.266070 1.053161 11.00000 0.03241 0.08360 = 0.06254 0.03553 0.02368 0.03626 AFIX 137 H21D 2 1.229609 0.223499 0.976934 11.00000 -1.50000 H21E 2 1.264263 0.230466 1.101182 11.00000 -1.50000 H21F 2 1.300759 0.349481 1.088647 11.00000 -1.50000 AFIX 0 N1A 3 0.890486 1.089170 0.564634 11.00000 0.02504 0.02442 = 0.02513 0.01044 0.01465 0.01134 H1AA 2 0.918030 1.046838 0.526870 11.00000 -1.20000 N2A 3 0.583567 0.782257 0.494536 11.00000 0.02830 0.02536 = 0.03520 0.00896 0.01532 0.00976 N1B 3 0.391189 0.299140 0.861646 11.00000 0.02222 0.02611 = 0.03113 0.01338 0.00839 0.01045 part 1 H1BA 2 0.448251 0.376085 0.903589 21.00000 -1.20000 part 0 N2B 3 0.739840 0.300501 0.954441 11.00000 0.02493 0.03044 = 0.03242 0.01110 0.01265 0.01286 O1A 4 0.944926 1.023829 0.202781 11.00000 0.06396 0.05175 = 0.03298 0.02621 0.03298 0.03892 O2A 4 0.940558 1.018312 0.393262 11.00000 0.04216 0.03328 = 0.02981 0.01852 0.02056 0.02373 O3A 4 0.135395 0.574202 0.383626 11.00000 0.02838 0.03854 = 0.05107 0.01824 0.02053 0.01447 O4A 4 0.361177 0.731742 0.456252 11.00000 0.03177 0.02610 = 0.06293 0.01623 0.02390 0.01331 H4AA 2 0.434977 0.770029 0.473414 11.00000 -1.20000 O1B 4 0.469607 0.662396 0.801376 11.00000 0.03496 0.02996 = 0.03374 0.01775 0.01134 0.01125 O2B 4 0.477558 0.514696 0.887688 11.00000 0.03230 0.02998 = 0.02881 0.01469 0.00174 0.00764 part 2 H2BA 2 0.479814 0.456589 0.892530 -21.00000 -1.20000 part 0 O3B 4 1.122511 0.258398 1.042494 11.00000 0.02999 0.06402 = 0.04192 0.02774 0.01977 0.02819 O4B 4 0.913463 0.251024 1.028936 11.00000 0.03040 0.05310 = 0.03696 0.02792 0.02128 0.02337 H4BA 2 0.847607 0.258000 1.016926 11.00000 -1.20000 HKLF 4 REM 1 in P-1 REM R1 = 0.0417 for 5009 Fo > 4sig(Fo) and 0.0706 for all 7053 data REM 511 parameters refined using 4 restraints END WGHT 0.0499 0.3289 REM Highest difference peak 0.168, deepest hole -0.215, 1-sigma level 0.042 Q1 1 0.4230 0.5320 0.4140 11.00000 0.05 0.17 Q2 1 1.1023 0.2824 0.7576 11.00000 0.05 0.17 Q3 1 0.4006 0.5279 0.3554 11.00000 0.05 0.16 Q4 1 0.7773 0.2622 0.9981 11.00000 0.05 0.16 Q5 1 0.4908 0.1638 0.8279 11.00000 0.05 0.16 Q6 1 0.4381 0.0002 0.8363 11.00000 0.05 0.15 Q7 1 0.7239 0.9217 0.5914 11.00000 0.05 0.15 Q8 1 0.8069 1.0275 0.6392 11.00000 0.05 0.14 Q9 1 1.2322 0.1829 1.0603 11.00000 0.05 0.14 Q10 1 0.7571 0.9844 0.6890 11.00000 0.05 0.14 Q11 1 0.0394 0.1379 0.5488 11.00000 0.05 0.14 Q12 1 0.9158 1.1580 0.2600 11.00000 0.05 0.14 Q13 1 0.6782 0.9172 0.9360 11.00000 0.05 0.13 Q14 1 -0.0045 0.5618 0.4094 11.00000 0.05 0.13 Q15 1 1.0000 1.0000 0.5000 10.50000 0.05 0.13 Q16 1 0.3949 0.5954 0.4379 11.00000 0.05 0.13 Q17 1 0.9327 1.1214 0.3265 11.00000 0.05 0.13 Q18 1 0.9626 1.2578 0.2260 11.00000 0.05 0.13 Q19 1 0.0012 0.3071 0.3277 11.00000 0.05 0.13 Q20 1 0.9166 0.2870 0.9054 11.00000 0.05 0.13 ; _shelx_res_checksum 39772 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 C1A C 0.85598(15) 1.15077(15) 0.51942(16) 0.0258(4) Uani 1 1 d . . . . . H1A H 0.8286 1.1994 0.5577 0.031 Uiso 1 1 calc R U . . . C2A C 0.87885(16) 1.07981(16) 0.66351(16) 0.0256(4) Uani 1 1 d . . . . . H2A1 H 0.9002 1.1585 0.7208 0.031 Uiso 1 1 calc R U . . . H2A2 H 0.9385 1.0565 0.6995 0.031 Uiso 1 1 calc R U . . . C3A C 0.74760(16) 0.98864(16) 0.63119(16) 0.0265(4) Uani 1 1 d . . . . . C4A C 0.71144(16) 0.86960(16) 0.53608(17) 0.0309(4) Uani 1 1 d . . . . . H4A1 H 0.7215 0.8808 0.4716 0.037 Uiso 1 1 calc R U . . . H4A2 H 0.7670 0.8396 0.5657 0.037 Uiso 1 1 calc R U . . . C5A C 0.55170(17) 0.67210(16) 0.45361(17) 0.0305(4) Uani 1 1 d . . . . . H5A H 0.6117 0.6478 0.4522 0.037 Uiso 1 1 calc R U . . . C6A C 0.89843(17) 1.08779(16) 0.25499(17) 0.0296(4) Uani 1 1 d . . . . . C7A C 0.90081(15) 1.08114(15) 0.35789(16) 0.0250(4) Uani 1 1 d . . . . . C8A C 0.85658(15) 1.14998(15) 0.41743(16) 0.0247(4) Uani 1 1 d . . . . . C9A C 0.80943(17) 1.21545(17) 0.37343(18) 0.0314(4) Uani 1 1 d . . . . . H9A H 0.7800 1.2598 0.4137 0.038 Uiso 1 1 calc R U . . . C10A C 0.80602(18) 1.21524(18) 0.27415(18) 0.0351(5) Uani 1 1 d . . . . . H10A H 0.7723 1.2576 0.2443 0.042 Uiso 1 1 calc R U . . . C11A C 0.85268(17) 1.15187(17) 0.21541(18) 0.0333(4) Uani 1 1 d . . . . . H11A H 0.8522 1.1540 0.1473 0.040 Uiso 1 1 calc R U . . . C12A C 0.9527(2) 1.0332(2) 0.1049(2) 0.0507(6) Uani 1 1 d . . . . . H12A H 0.8701 1.0055 0.0455 0.076 Uiso 1 1 calc R U . . . H12B H 0.9872 0.9845 0.0748 0.076 Uiso 1 1 calc R U . . . H12C H 1.0061 1.1162 0.1272 0.076 Uiso 1 1 calc R U . . . C13A C 0.65511(18) 1.03087(17) 0.5910(2) 0.0372(5) Uani 1 1 d . . . . . H13A H 0.6450 1.0288 0.5171 0.056 Uiso 1 1 calc R U . . . H13B H 0.6857 1.1122 0.6479 0.056 Uiso 1 1 calc R U . . . H13C H 0.5754 0.9787 0.5824 0.056 Uiso 1 1 calc R U . . . C14A C 0.7519(2) 0.9770(2) 0.73869(19) 0.0432(5) Uani 1 1 d . . . . . H14A H 0.6701 0.9188 0.7208 0.065 Uiso 1 1 calc R U . . . H14B H 0.7765 1.0540 0.7995 0.065 Uiso 1 1 calc R U . . . H14C H 0.8117 0.9507 0.7646 0.065 Uiso 1 1 calc R U . . . C15A C 0.21343(17) 0.52997(17) 0.37203(17) 0.0297(4) Uani 1 1 d . . . . . C16A C 0.33484(17) 0.61705(16) 0.41287(16) 0.0274(4) Uani 1 1 d . . . . . C17A C 0.42420(17) 0.58301(16) 0.40898(17) 0.0294(4) Uani 1 1 d . . . . . C18A C 0.39012(19) 0.46249(17) 0.3639(2) 0.0396(5) Uani 1 1 d . . . . . H18A H 0.4503 0.4387 0.3614 0.048 Uiso 1 1 calc R U . . . C19A C 0.27084(19) 0.37813(18) 0.3231(2) 0.0424(5) Uani 1 1 d . . . . . H19A H 0.2490 0.2966 0.2925 0.051 Uiso 1 1 calc R U . . . C20A C 0.18169(18) 0.41175(17) 0.32648(17) 0.0350(5) Uani 1 1 d . . . . . H20A H 0.0990 0.3531 0.2974 0.042 Uiso 1 1 calc R U . . . C21A C 0.01176(18) 0.4898(2) 0.3484(2) 0.0462(6) Uani 1 1 d . . . . . H21A H -0.0268 0.4329 0.2671 0.069 Uiso 1 1 calc R U . . . H21B H -0.0356 0.5311 0.3596 0.069 Uiso 1 1 calc R U . . . H21C H 0.0130 0.4476 0.3944 0.069 Uiso 1 1 calc R U . . . C1B C 0.29981(15) 0.26926(16) 0.76722(16) 0.0252(4) Uani 1 1 d . . . . . H1B H 0.2364 0.1889 0.7234 0.030 Uiso 1 1 calc R U . . . C2B C 0.40862(16) 0.21520(16) 0.90046(17) 0.0269(4) Uani 1 1 d . . . . . H2B1 H 0.3307 0.1390 0.8562 0.032 Uiso 1 1 calc R U . . . H2B2 H 0.4277 0.2458 0.9823 0.032 Uiso 1 1 calc R U . . . C3B C 0.51282(16) 0.19278(16) 0.88687(17) 0.0274(4) Uani 1 1 d . . . . . C4B C 0.63214(16) 0.31231(17) 0.95327(18) 0.0330(4) Uani 1 1 d . . . . . H4B1 H 0.6217 0.3638 0.9181 0.040 Uiso 1 1 calc R U . . . H4B2 H 0.6468 0.3516 1.0333 0.040 Uiso 1 1 calc R U . . . C5B C 0.79409(17) 0.34562(16) 0.90377(17) 0.0308(4) Uani 1 1 d . . . . . H5B H 0.7600 0.3807 0.8629 0.037 Uiso 1 1 calc R U . . . C6B C 0.37334(16) 0.54801(16) 0.73755(16) 0.0267(4) Uani 1 1 d . . . . . C7B C 0.38456(16) 0.47277(16) 0.78919(16) 0.0262(4) Uani 1 1 d . . . . . C8B C 0.28976(15) 0.35132(16) 0.72582(16) 0.0247(4) Uani 1 1 d . . . . . C9B C 0.18918(16) 0.31037(17) 0.61973(16) 0.0289(4) Uani 1 1 d . . . . . H9B H 0.1260 0.2300 0.5795 0.035 Uiso 1 1 calc R U . . . C10B C 0.18196(17) 0.38546(18) 0.57452(18) 0.0337(4) Uani 1 1 d . . . . . H10B H 0.1140 0.3571 0.5029 0.040 Uiso 1 1 calc R U . . . C11B C 0.27529(17) 0.50531(17) 0.63392(17) 0.0307(4) Uani 1 1 d . . . . . H11B H 0.2699 0.5568 0.6015 0.037 Uiso 1 1 calc R U . . . C12B C 0.47493(19) 0.73973(18) 0.7506(2) 0.0385(5) Uani 1 1 d . . . . . H12D H 0.4759 0.7045 0.6776 0.058 Uiso 1 1 calc R U . . . H12E H 0.5500 0.8164 0.8025 0.058 Uiso 1 1 calc R U . . . H12F H 0.4025 0.7514 0.7367 0.058 Uiso 1 1 calc R U . . . C13B C 0.48066(19) 0.13487(19) 0.76022(18) 0.0423(5) Uani 1 1 d . . . . . H13D H 0.5455 0.1172 0.7526 0.063 Uiso 1 1 calc R U . . . H13E H 0.4740 0.1891 0.7286 0.063 Uiso 1 1 calc R U . . . H13F H 0.4018 0.0612 0.7182 0.063 Uiso 1 1 calc R U . . . C14B C 0.5259(2) 0.1102(2) 0.9381(2) 0.0443(6) Uani 1 1 d . . . . . H14D H 0.4476 0.0361 0.8974 0.066 Uiso 1 1 calc R U . . . H14E H 0.5475 0.1486 1.0195 0.066 Uiso 1 1 calc R U . . . H14F H 0.5909 0.0930 0.9301 0.066 Uiso 1 1 calc R U . . . C15B C 1.07524(17) 0.30529(17) 0.97809(17) 0.0320(4) Uani 1 1 d . . . . . C16B C 0.96304(16) 0.29979(16) 0.97143(16) 0.0282(4) Uani 1 1 d . . . . . C17B C 0.90655(16) 0.34466(16) 0.90705(16) 0.0286(4) Uani 1 1 d . . . . . C18B C 0.96145(18) 0.39382(17) 0.84862(18) 0.0351(5) Uani 1 1 d . . . . . H18B H 0.9232 0.4244 0.8046 0.042 Uiso 1 1 calc R U . . . C19B C 1.07026(19) 0.39790(18) 0.85491(19) 0.0388(5) Uani 1 1 d . . . . . H19B H 1.1065 0.4305 0.8146 0.047 Uiso 1 1 calc R U . . . C20B C 1.12723(18) 0.35460(17) 0.91994(18) 0.0363(5) Uani 1 1 d . . . . . H20B H 1.2031 0.3588 0.9247 0.044 Uiso 1 1 calc R U . . . C21B C 1.2385(2) 0.2661(2) 1.0532(2) 0.0559(7) Uani 1 1 d . . . . . H21D H 1.2296 0.2235 0.9769 0.084 Uiso 1 1 calc R U . . . H21E H 1.2643 0.2305 1.1012 0.084 Uiso 1 1 calc R U . . . H21F H 1.3008 0.3495 1.0886 0.084 Uiso 1 1 calc R U . . . N1A N 0.89049(13) 1.08917(13) 0.56463(13) 0.0245(3) Uani 1 1 d D . . . . H1AA H 0.9180(17) 1.0468(16) 0.5269(17) 0.029 Uiso 1 1 d D U . . . N2A N 0.58357(14) 0.78226(13) 0.49454(14) 0.0320(4) Uani 1 1 d . . . . . N1B N 0.39119(14) 0.29914(14) 0.86165(14) 0.0281(4) Uani 1 1 d D . . . . H1BA H 0.448(2) 0.376(2) 0.904(3) 0.034 Uiso 0.62(3) 1 d D U P A 1 N2B N 0.73984(14) 0.30050(14) 0.95444(14) 0.0307(4) Uani 1 1 d . . . . . O1A O 0.94493(14) 1.02383(13) 0.20278(12) 0.0410(4) Uani 1 1 d . . . . . O2A O 0.94056(12) 1.01831(11) 0.39326(11) 0.0310(3) Uani 1 1 d . . . . . O3A O 0.13540(12) 0.57420(12) 0.38363(13) 0.0401(4) Uani 1 1 d . . . . . O4A O 0.36118(13) 0.73174(12) 0.45625(14) 0.0413(4) Uani 1 1 d D . . . . H4AA H 0.4350(15) 0.7700(19) 0.473(2) 0.050 Uiso 1 1 d D U . . . O1B O 0.46961(12) 0.66240(11) 0.80138(12) 0.0348(3) Uani 1 1 d . . . . . O2B O 0.47756(12) 0.51470(12) 0.88769(12) 0.0362(3) Uani 1 1 d D . . . . H2BA H 0.480(5) 0.457(4) 0.893(5) 0.043 Uiso 0.38(3) 1 d D U P A 2 O3B O 1.12251(12) 0.25840(14) 1.04249(13) 0.0417(4) Uani 1 1 d . . . . . O4B O 0.91346(12) 0.25102(13) 1.02894(12) 0.0354(3) Uani 1 1 d D . . . . H4BA H 0.8476(16) 0.2580(19) 1.0169(19) 0.042 Uiso 1 1 d D 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 C1A 0.0242(9) 0.0219(9) 0.0285(11) 0.0103(8) 0.0128(8) 0.0090(8) C2A 0.0265(9) 0.0259(9) 0.0223(10) 0.0106(8) 0.0122(8) 0.0103(8) C3A 0.0267(9) 0.0259(9) 0.0263(11) 0.0117(8) 0.0145(8) 0.0106(8) C4A 0.0257(9) 0.0265(10) 0.0365(12) 0.0100(9) 0.0171(9) 0.0102(8) C5A 0.0304(10) 0.0299(10) 0.0329(12) 0.0133(9) 0.0176(9) 0.0150(9) C6A 0.0321(10) 0.0307(10) 0.0282(11) 0.0145(9) 0.0168(9) 0.0139(9) C7A 0.0226(9) 0.0232(9) 0.0259(10) 0.0122(8) 0.0100(8) 0.0082(8) C8A 0.0237(9) 0.0235(9) 0.0259(10) 0.0121(8) 0.0122(8) 0.0091(8) C9A 0.0296(10) 0.0307(10) 0.0384(12) 0.0186(9) 0.0177(9) 0.0152(9) C10A 0.0370(11) 0.0381(11) 0.0435(13) 0.0281(11) 0.0205(10) 0.0216(10) C11A 0.0352(10) 0.0386(11) 0.0302(12) 0.0220(10) 0.0166(9) 0.0154(9) C12A 0.0732(16) 0.0687(16) 0.0357(14) 0.0313(13) 0.0367(13) 0.0438(14) C13A 0.0325(10) 0.0330(11) 0.0502(14) 0.0174(10) 0.0244(10) 0.0171(9) C14A 0.0459(12) 0.0449(13) 0.0337(13) 0.0191(11) 0.0240(11) 0.0113(10) C15A 0.0303(10) 0.0340(10) 0.0250(11) 0.0145(9) 0.0143(9) 0.0140(9) C16A 0.0319(10) 0.0242(9) 0.0243(11) 0.0113(8) 0.0131(9) 0.0117(8) C17A 0.0302(10) 0.0272(10) 0.0282(11) 0.0105(9) 0.0149(9) 0.0122(8) C18A 0.0399(11) 0.0290(11) 0.0480(14) 0.0132(10) 0.0227(11) 0.0168(9) C19A 0.0449(12) 0.0241(10) 0.0499(15) 0.0113(10) 0.0234(11) 0.0122(10) C20A 0.0331(10) 0.0302(10) 0.0289(12) 0.0105(9) 0.0130(9) 0.0066(9) C21A 0.0302(11) 0.0522(14) 0.0567(16) 0.0289(12) 0.0234(11) 0.0147(10) C1B 0.0214(9) 0.0271(9) 0.0237(10) 0.0084(8) 0.0118(8) 0.0103(8) C2B 0.0238(9) 0.0272(9) 0.0288(11) 0.0143(9) 0.0115(8) 0.0109(8) C3B 0.0256(9) 0.0275(10) 0.0287(11) 0.0131(9) 0.0126(9) 0.0122(8) C4B 0.0256(9) 0.0292(10) 0.0396(12) 0.0109(9) 0.0150(9) 0.0133(8) C5B 0.0286(10) 0.0263(10) 0.0300(11) 0.0100(9) 0.0106(9) 0.0114(8) C6B 0.0238(9) 0.0284(10) 0.0275(11) 0.0125(9) 0.0126(9) 0.0119(8) C7B 0.0223(9) 0.0310(10) 0.0258(11) 0.0131(9) 0.0113(8) 0.0133(8) C8B 0.0211(8) 0.0290(10) 0.0249(10) 0.0119(8) 0.0118(8) 0.0128(8) C9B 0.0222(9) 0.0335(10) 0.0256(11) 0.0102(9) 0.0103(8) 0.0119(8) C10B 0.0245(9) 0.0432(12) 0.0276(11) 0.0157(10) 0.0073(9) 0.0157(9) C11B 0.0319(10) 0.0387(11) 0.0295(11) 0.0203(10) 0.0149(9) 0.0207(9) C12B 0.0412(11) 0.0374(11) 0.0482(14) 0.0286(11) 0.0230(11) 0.0206(10) C13B 0.0371(11) 0.0438(13) 0.0341(13) 0.0079(10) 0.0167(10) 0.0164(10) C14B 0.0433(12) 0.0441(13) 0.0637(17) 0.0337(12) 0.0286(12) 0.0284(11) C15B 0.0252(9) 0.0351(11) 0.0279(11) 0.0090(9) 0.0114(9) 0.0125(9) C16B 0.0259(9) 0.0294(10) 0.0238(10) 0.0088(8) 0.0130(8) 0.0099(8) C17B 0.0277(9) 0.0251(9) 0.0256(11) 0.0079(8) 0.0120(9) 0.0093(8) C18B 0.0403(11) 0.0281(10) 0.0349(12) 0.0147(9) 0.0188(10) 0.0133(9) C19B 0.0407(12) 0.0340(11) 0.0402(13) 0.0152(10) 0.0265(11) 0.0113(10) C20B 0.0279(10) 0.0346(11) 0.0361(12) 0.0073(10) 0.0193(10) 0.0094(9) C21B 0.0324(12) 0.0836(19) 0.0625(17) 0.0355(15) 0.0237(12) 0.0363(13) N1A 0.0250(8) 0.0244(8) 0.0251(9) 0.0104(7) 0.0147(7) 0.0113(7) N2A 0.0283(8) 0.0254(8) 0.0352(10) 0.0090(8) 0.0153(8) 0.0098(7) N1B 0.0222(8) 0.0261(8) 0.0311(10) 0.0134(8) 0.0084(7) 0.0105(7) N2B 0.0249(8) 0.0304(8) 0.0324(10) 0.0111(8) 0.0126(7) 0.0129(7) O1A 0.0640(10) 0.0518(9) 0.0330(9) 0.0262(7) 0.0330(8) 0.0389(8) O2A 0.0422(8) 0.0333(7) 0.0298(8) 0.0185(6) 0.0206(7) 0.0237(6) O3A 0.0284(7) 0.0385(8) 0.0511(10) 0.0182(7) 0.0205(7) 0.0145(6) O4A 0.0318(7) 0.0261(7) 0.0629(11) 0.0162(7) 0.0239(8) 0.0133(6) O1B 0.0350(7) 0.0300(7) 0.0337(8) 0.0178(7) 0.0113(7) 0.0113(6) O2B 0.0323(7) 0.0300(8) 0.0288(8) 0.0147(7) 0.0017(6) 0.0076(6) O3B 0.0300(7) 0.0640(10) 0.0419(9) 0.0277(8) 0.0198(7) 0.0282(7) O4B 0.0304(7) 0.0531(9) 0.0370(9) 0.0279(7) 0.0213(7) 0.0234(7) 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 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1A C1A C8A 124.33(16) . . ? N1A C1A H1A 117.8 . . ? C8A C1A H1A 117.8 . . ? N1A C2A C3A 112.75(15) . . ? N1A C2A H2A1 109.0 . . ? C3A C2A H2A1 109.0 . . ? N1A C2A H2A2 109.0 . . ? C3A C2A H2A2 109.0 . . ? H2A1 C2A H2A2 107.8 . . ? C4A C3A C14A 110.09(16) . . ? C4A C3A C13A 110.30(16) . . ? C14A C3A C13A 109.71(16) . . ? C4A C3A C2A 108.71(14) . . ? C14A C3A C2A 107.37(15) . . ? C13A C3A C2A 110.60(15) . . ? N2A C4A C3A 111.23(14) . . ? N2A C4A H4A1 109.4 . . ? C3A C4A H4A1 109.4 . . ? N2A C4A H4A2 109.4 . . ? C3A C4A H4A2 109.4 . . ? H4A1 C4A H4A2 108.0 . . ? N2A C5A C17A 120.84(16) . . ? N2A C5A H5A 119.6 . . ? C17A C5A H5A 119.6 . . ? C11A C6A O1A 124.49(17) . . ? C11A C6A C7A 121.74(17) . . ? O1A C6A C7A 113.77(16) . . ? O2A C7A C8A 122.64(16) . . ? O2A C7A C6A 121.73(16) . . ? C8A C7A C6A 115.62(15) . . ? C1A C8A C9A 118.72(16) . . ? C1A C8A C7A 120.29(16) . . ? C9A C8A C7A 120.96(17) . . ? C10A C9A C8A 120.66(18) . . ? C10A C9A H9A 119.7 . . ? C8A C9A H9A 119.7 . . ? C9A C10A C11A 119.92(18) . . ? C9A C10A H10A 120.0 . . ? C11A C10A H10A 120.0 . . ? C6A C11A C10A 121.03(18) . . ? C6A C11A H11A 119.5 . . ? C10A C11A H11A 119.5 . . ? O1A C12A H12A 109.5 . . ? O1A C12A H12B 109.5 . . ? H12A C12A H12B 109.5 . . ? O1A C12A H12C 109.5 . . ? H12A C12A H12C 109.5 . . ? H12B C12A H12C 109.5 . . ? C3A C13A H13A 109.5 . . ? C3A C13A H13B 109.5 . . ? H13A C13A H13B 109.5 . . ? C3A C13A H13C 109.5 . . ? H13A C13A H13C 109.5 . . ? H13B C13A H13C 109.5 . . ? C3A C14A H14A 109.5 . . ? C3A C14A H14B 109.5 . . ? H14A C14A H14B 109.5 . . ? C3A C14A H14C 109.5 . . ? H14A C14A H14C 109.5 . . ? H14B C14A H14C 109.5 . . ? O3A C15A C20A 125.47(17) . . ? O3A C15A C16A 114.18(16) . . ? C20A C15A C16A 120.34(17) . . ? O4A C16A C17A 122.39(16) . . ? O4A C16A C15A 118.07(16) . . ? C17A C16A C15A 119.53(16) . . ? C18A C17A C16A 119.07(17) . . ? C18A C17A C5A 120.40(16) . . ? C16A C17A C5A 120.52(16) . . ? C19A C18A C17A 120.85(18) . . ? C19A C18A H18A 119.6 . . ? C17A C18A H18A 119.6 . . ? C18A C19A C20A 120.18(19) . . ? C18A C19A H19A 119.9 . . ? C20A C19A H19A 119.9 . . ? C15A C20A C19A 120.02(18) . . ? C15A C20A H20A 120.0 . . ? C19A C20A H20A 120.0 . . ? O3A C21A H21A 109.5 . . ? O3A C21A H21B 109.5 . . ? H21A C21A H21B 109.5 . . ? O3A C21A H21C 109.5 . . ? H21A C21A H21C 109.5 . . ? H21B C21A H21C 109.5 . . ? N1B C1B C8B 123.05(17) . . ? N1B C1B H1B 118.5 . . ? C8B C1B H1B 118.5 . . ? N1B C2B C3B 113.06(14) . . ? N1B C2B H2B1 109.0 . . ? C3B C2B H2B1 109.0 . . ? N1B C2B H2B2 109.0 . . ? C3B C2B H2B2 109.0 . . ? H2B1 C2B H2B2 107.8 . . ? C13B C3B C14B 110.11(17) . . ? C13B C3B C4B 110.47(15) . . ? C14B C3B C4B 110.53(17) . . ? C13B C3B C2B 110.35(16) . . ? C14B C3B C2B 107.07(14) . . ? C4B C3B C2B 108.23(14) . . ? N2B C4B C3B 112.96(15) . . ? N2B C4B H4B1 109.0 . . ? C3B C4B H4B1 109.0 . . ? N2B C4B H4B2 109.0 . . ? C3B C4B H4B2 109.0 . . ? H4B1 C4B H4B2 107.8 . . ? N2B C5B C17B 121.94(18) . . ? N2B C5B H5B 119.0 . . ? C17B C5B H5B 119.0 . . ? C11B C6B O1B 125.32(17) . . ? C11B C6B C7B 121.18(17) . . ? O1B C6B C7B 113.50(16) . . ? O2B C7B C8B 122.86(16) . . ? O2B C7B C6B 120.45(17) . . ? C8B C7B C6B 116.68(17) . . ? C9B C8B C1B 119.37(17) . . ? C9B C8B C7B 120.72(16) . . ? C1B C8B C7B 119.83(16) . . ? C10B C9B C8B 120.47(18) . . ? C10B C9B H9B 119.8 . . ? C8B C9B H9B 119.8 . . ? C9B C10B C11B 120.16(18) . . ? C9B C10B H10B 119.9 . . ? C11B C10B H10B 119.9 . . ? C6B C11B C10B 120.76(17) . . ? C6B C11B H11B 119.6 . . ? C10B C11B H11B 119.6 . . ? O1B C12B H12D 109.5 . . ? O1B C12B H12E 109.5 . . ? H12D C12B H12E 109.5 . . ? O1B C12B H12F 109.5 . . ? H12D C12B H12F 109.5 . . ? H12E C12B H12F 109.5 . . ? C3B C13B H13D 109.5 . . ? C3B C13B H13E 109.5 . . ? H13D C13B H13E 109.5 . . ? C3B C13B H13F 109.5 . . ? H13D C13B H13F 109.5 . . ? H13E C13B H13F 109.5 . . ? C3B C14B H14D 109.5 . . ? C3B C14B H14E 109.5 . . ? H14D C14B H14E 109.5 . . ? C3B C14B H14F 109.5 . . ? H14D C14B H14F 109.5 . . ? H14E C14B H14F 109.5 . . ? O3B C15B C20B 125.52(17) . . ? O3B C15B C16B 115.10(16) . . ? C20B C15B C16B 119.37(18) . . ? O4B C16B C17B 121.87(15) . . ? O4B C16B C15B 118.49(17) . . ? C17B C16B C15B 119.64(16) . . ? C16B C17B C18B 119.64(17) . . ? C16B C17B C5B 120.62(16) . . ? C18B C17B C5B 119.69(18) . . ? C19B C18B C17B 120.27(19) . . ? C19B C18B H18B 119.9 . . ? C17B C18B H18B 119.9 . . ? C18B C19B C20B 120.15(18) . . ? C18B C19B H19B 119.9 . . ? C20B C19B H19B 119.9 . . ? C15B C20B C19B 120.93(17) . . ? C15B C20B H20B 119.5 . . ? C19B C20B H20B 119.5 . . ? O3B C21B H21D 109.5 . . ? O3B C21B H21E 109.5 . . ? H21D C21B H21E 109.5 . . ? O3B C21B H21F 109.5 . . ? H21D C21B H21F 109.5 . . ? H21E C21B H21F 109.5 . . ? C1A N1A C2A 124.90(15) . . ? C1A N1A H1AA 114.5(12) . . ? C2A N1A H1AA 120.5(12) . . ? C5A N2A C4A 119.74(15) . . ? C1B N1B C2B 123.89(16) . . ? C1B N1B H1BA 117(2) . . ? C2B N1B H1BA 119(2) . . ? C5B N2B C4B 118.34(16) . . ? C6A O1A C12A 116.40(15) . . ? C15A O3A C21A 116.63(16) . . ? C16A O4A H4AA 105.1(16) . . ? C6B O1B C12B 117.59(16) . . ? C7B O2B H2BA 106(4) . . ? C15B O3B C21B 116.06(16) . . ? C16B O4B H4BA 105.1(14) . . ? 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 C1A N1A 1.304(2) . ? C1A C8A 1.411(2) . ? C1A H1A 0.9500 . ? C2A N1A 1.461(2) . ? C2A C3A 1.546(2) . ? C2A H2A1 0.9900 . ? C2A H2A2 0.9900 . ? C3A C4A 1.529(2) . ? C3A C14A 1.531(3) . ? C3A C13A 1.532(2) . ? C4A N2A 1.465(2) . ? C4A H4A1 0.9900 . ? C4A H4A2 0.9900 . ? C5A N2A 1.277(2) . ? C5A C17A 1.460(3) . ? C5A H5A 0.9500 . ? C6A C11A 1.364(3) . ? C6A O1A 1.372(2) . ? C6A C7A 1.446(3) . ? C7A O2A 1.280(2) . ? C7A C8A 1.437(2) . ? C8A C9A 1.419(2) . ? C9A C10A 1.360(3) . ? C9A H9A 0.9500 . ? C10A C11A 1.413(3) . ? C10A H10A 0.9500 . ? C11A H11A 0.9500 . ? C12A O1A 1.430(2) . ? C12A H12A 0.9800 . ? C12A H12B 0.9800 . ? C12A H12C 0.9800 . ? C13A H13A 0.9800 . ? C13A H13B 0.9800 . ? C13A H13C 0.9800 . ? C14A H14A 0.9800 . ? C14A H14B 0.9800 . ? C14A H14C 0.9800 . ? C15A O3A 1.370(2) . ? C15A C20A 1.377(3) . ? C15A C16A 1.404(2) . ? C16A O4A 1.351(2) . ? C16A C17A 1.401(2) . ? C17A C18A 1.399(3) . ? C18A C19A 1.373(3) . ? C18A H18A 0.9500 . ? C19A C20A 1.393(3) . ? C19A H19A 0.9500 . ? C20A H20A 0.9500 . ? C21A O3A 1.432(2) . ? C21A H21A 0.9800 . ? C21A H21B 0.9800 . ? C21A H21C 0.9800 . ? C1B N1B 1.293(2) . ? C1B C8B 1.426(2) . ? C1B H1B 0.9500 . ? C2B N1B 1.455(2) . ? C2B C3B 1.541(2) . ? C2B H2B1 0.9900 . ? C2B H2B2 0.9900 . ? C3B C13B 1.527(3) . ? C3B C14B 1.528(3) . ? C3B C4B 1.536(2) . ? C4B N2B 1.462(2) . ? C4B H4B1 0.9900 . ? C4B H4B2 0.9900 . ? C5B N2B 1.281(2) . ? C5B C17B 1.456(2) . ? C5B H5B 0.9500 . ? C6B C11B 1.369(3) . ? C6B O1B 1.376(2) . ? C6B C7B 1.437(3) . ? C7B O2B 1.296(2) . ? C7B C8B 1.432(2) . ? C8B C9B 1.411(3) . ? C9B C10B 1.365(3) . ? C9B H9B 0.9500 . ? C10B C11B 1.413(3) . ? C10B H10B 0.9500 . ? C11B H11B 0.9500 . ? C12B O1B 1.428(2) . ? C12B H12D 0.9800 . ? C12B H12E 0.9800 . ? C12B H12F 0.9800 . ? C13B H13D 0.9800 . ? C13B H13E 0.9800 . ? C13B H13F 0.9800 . ? C14B H14D 0.9800 . ? C14B H14E 0.9800 . ? C14B H14F 0.9800 . ? C15B O3B 1.364(2) . ? C15B C20B 1.383(3) . ? C15B C16B 1.410(2) . ? C16B O4B 1.356(2) . ? C16B C17B 1.395(3) . ? C17B C18B 1.405(3) . ? C18B C19B 1.374(3) . ? C18B H18B 0.9500 . ? C19B C20B 1.386(3) . ? C19B H19B 0.9500 . ? C20B H20B 0.9500 . ? C21B O3B 1.436(2) . ? C21B H21D 0.9800 . ? C21B H21E 0.9800 . ? C21B H21F 0.9800 . ? N1A H1AA 0.895(17) . ? N1B H1BA 0.90(2) . ? O4A H4AA 0.832(16) . ? O2B H2BA 0.82(2) . ? O4B H4BA 0.866(15) . ?