#------------------------------------------------------------------------------ #$Date: 2025-06-26 03:34:37 +0100 (Thu, 26 Jun 2025) $ #$Revision: 300217 $ #$URL: svn://www.crystallography.net/cod/cif/2/02/35/2023530.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2023530 loop_ _publ_author_name '\/Lukaszczyk, Weronika' 'Lohse, Allegra' 'Leibing, Julia' 'Yildizbas, Sudem' 'Rizvanovic, Irwana' 'Techert, Simone' 'Velazquez-Garcia, Jose de Jesus' _publ_section_title ; Crystal structure of tris(2-methyl-1H-imidazol-3-ium) benzene-1,3,5-tricarboxylate ; _journal_coeditor_code JQ2040 _journal_issue 7 _journal_name_full 'Acta Crystallographica Section E Crystallographic Communications' _journal_paper_doi 10.1107/S2056989025004748 _journal_volume 81 _journal_year 2025 _chemical_formula_iupac '3C4 H7 N2 +, C9 H3 O6 3-' _chemical_formula_moiety '3(C4 H7 N2 +), C9 H3 O6 3-' _chemical_formula_sum 'C21 H24 N6 O6' _chemical_formula_weight 456.46 _chemical_name_systematic ; Tris(2-methyl-1H-imidazol-3-ium) benzene-1,3,5-tricarboxylate ; _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 dual _audit_creation_method ; Olex2 1.5 (compiled 2025.03.04 svn.red2d20d0 for OlexSys, GUI svn.r7188) ; _cell_angle_alpha 74.199(4) _cell_angle_beta 79.749(4) _cell_angle_gamma 87.580(4) _cell_formula_units_Z 2 _cell_length_a 8.8634(5) _cell_length_b 10.3453(7) _cell_length_c 11.6777(7) _cell_measurement_reflns_used 4963 _cell_measurement_temperature 296.15 _cell_measurement_theta_max 27.55 _cell_measurement_theta_min 2.71 _cell_volume 1013.85(11) _computing_cell_refinement ; SAINT (Bruker, 2016) ; _computing_data_collection ; APEX2 (Bruker, 2016) ; _computing_data_reduction ; SAINT (Bruker, 2016) ; _computing_molecular_graphics ; Olex2 1.5 (Dolomanov et al., 2009) ; _computing_publication_material ; Olex2 1.5 (Dolomanov et al., 2009) ; _computing_structure_refinement ; SHELXL2018/3 (Sheldrick, 2015b) ; _computing_structure_solution ; SHELXT2018/2 (Sheldrick, 2015a) ; _diffrn_ambient_temperature 296.15 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.994 _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0334 _diffrn_reflns_av_unetI/netI 0.0315 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 18775 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.613 _diffrn_reflns_theta_min 1.840 _diffrn_source_current 0.6 _diffrn_source_power 0.03 _diffrn_source_voltage 50.0 _diffrn_standards_decay_% 'not measured' _diffrn_standards_interval_count 'not measured' _diffrn_standards_number 'not measured' _exptl_absorpt_coefficient_mu 0.112 _exptl_absorpt_correction_T_max 0.7456 _exptl_absorpt_correction_T_min 0.6612 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; (SADABS; Krause et al., 2015) ; _exptl_crystal_colour 'clear light colourless' _exptl_crystal_density_diffrn 1.495 _exptl_crystal_description irregular _exptl_crystal_F_000 480 _exptl_crystal_size_max 0.1 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.07 _refine_diff_density_max 0.359 _refine_diff_density_min -0.232 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 584 _refine_ls_number_reflns 4693 _refine_ls_number_restraints 1806 _refine_ls_restrained_S_all 0.894 _refine_ls_R_factor_all 0.0521 _refine_ls_R_factor_gt 0.0389 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0501P)^2^+0.3475P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0964 _refine_ls_wR_factor_ref 0.1022 _reflns_number_gt 3780 _reflns_number_total 4693 _reflns_threshold_expression 'I > 2\s(I)' _iucr_refine_instructions_details ; TITL mim_btc_16_100k2_a.res in P-1 mim_btc_16_100k2.res created by SHELXL-2018/3 at 14:20:57 on 17-Mar-2025 REM Old TITL mim_btc_16_100k2_a.res in P-1 REM SHELXT solution in P-1: R1 0.144, Rweak 0.005, Alpha 0.045 REM 0.000 for 0 systematic absences, Orientation as input REM Formula found by SHELXT: C9B N5A O4B REM ##### CELL 0.71073 8.8634 10.3453 11.6777 74.199 79.749 87.58 ZERR 2 0.0005 0.0007 0.0007 0.004 0.004 0.004 LATT 1 SFAC C H N O UNIT 42 48 12 12 EQIV $1 1-X,1-Y,2-Z EQIV $2 1+X,+Y,+Z EQIV $3 2-X,-Y,2-Z EQIV $4 1-X,1-Y,1-Z EQIV $5 1-X,-Y,2-Z EQIV $6 -1+X,1+Y,+Z EQIV $7 2-X,1-Y,1-Z CONF BOND list 4 MORE -1 fmap 2 53 BOND $H EADP C18B C13A EADP C10B C21A SIMU 0.01 0.02 5 O1B > C21B RIGU 0.003 0.003 O1B > C21B sadi EADP C4A C6B EADP C9A C7B EADP N5B N1A EADP O5A O6B SADI 0.01 C20B C21B C20A C21A SADI 0.01 N5B C21B N5A C21A SADI 0.01 N6B C20B N6A C20A SADI 0.01 O1B C1B O1A C1A SADI 0.01 O2B C1B O2A C1A SADI 0.01 O3B C2B O3A C2A SADI 0.01 O4B C2B O4A C2A SADI 0.01 O5B C3B O5A C3A SADI 0.01 O6B C3B O6A C3A SADI 0.01 C18B C19B C18A C19A SADI 0.01 N6B C19B N6A C19A SADI 0.01 C1B C4B C1A C4A SADI 0.01 N5B C19B N5A C19A SADI 0.01 C16B C17B C16A C17A SADI 0.01 C4B C5B C4A C5A SADI 0.01 N4B C17B N4A C17A SADI 0.01 N3B C16B N3A C16A SADI 0.01 C2B C6B C2A C6A SADI 0.01 C14B C15B C14A C15A SADI 0.01 C5B C6B C5A C6A SADI 0.01 N4B C15B N4A C15A SADI 0.01 N3B C15B N3A C15A SADI 0.01 C12B C13B C12A C13A SADI 0.01 C6B C7B C6A C7A SADI 0.01 N1B C13B N1A C13A SADI 0.01 N2B C12B N2A C12A SADI 0.01 C3B C8B C3A C8A SADI 0.01 C10B C11B C10A C11A SADI 0.01 N2B C11B N2A C11A SADI 0.01 C7B C8B C7A C8A SADI 0.01 N1B C11B N1A C11A SADI 0.01 C8B C9B C8A C9A SADI 0.01 C4B C9B C4A C9A SADI C5B C9B C5A C9A SADI C7B C9B C7A C9A SADI C3B C9B C3A C9A SADI N1B N2B N1A N2A SADI N1B C10B N1A C10A SADI N2B C10B N2A C10A SADI C1B C9B C1A C9A SADI C6B C8B C6A C8A SADI C4B C8B C4A C8A SADI N1B C12B N1A C12A SADI O6B C8B O6A C8A SADI C11B C12B C11A C12A SADI O5B C8B O5A C8A SADI N2B C13B N2A C13A SADI C11B C13B C11A C13A SADI C5B C7B C5A C7A SADI N3B N4B N3A N4A SADI N3B C14B N3A C14A SADI N4B C14B N4A C14A SADI C3B C7B C3A C7A SADI C2B C7B C2A C7A SADI C4B C6B C4A C6A SADI O4B C6B O4A C6A SADI N4B C16B N4A C16A SADI C15B C16B C15A C16A SADI N3B C17B N3A C17A SADI O3B C6B O3A C6A SADI C15B C17B C15A C17A SADI C2B C5B C2A C5A SADI N5B N6B N5A N6A SADI N5B C18B N5A C18A SADI N6B C18B N6A C18A SADI C1B C5B C1A C5A SADI O2B C4B O2A C4A SADI O1B C4B O1A C4A SADI N5B C20B N5A C20A SADI O5B O6B O5A O6A SADI C19B C20B C19A C20A SADI O3B O4B O3A O4A SADI N6B C21B N6A C21A SADI C19B C21B C19A C21A SADI O1B O2B O1A O2A DFIX 0.86 0.01 N1A H1A N2A H2A N3A H3A N4A H4A N5A H5Aa N6A H6A L.S. 20 PLAN 5 TEMP -173.15 CONF HTAB N1A O1A_$4 HTAB N2A O4A_$5 HTAB C10A O2A_$4 HTAB C12A O5A_$5 HTAB N3A O5A_$6 HTAB N4A O2A HTAB C14A O6A_$6 HTAB C17A O3A HTAB N5A O3A_$1 HTAB N6A O6A_$7 HTAB C18A O1A HTAB C18A O4A_$1 HTAB C20A O1A_$7 HTAB N1B O1B_$1 HTAB N2B O4B_$7 HTAB C10B O2B_$1 HTAB C10B O2B_$2 HTAB C12B O5B_$7 HTAB N3B O5B_$3 HTAB N4B O2B_$1 HTAB C17B O3B_$1 HTAB N5B O3B_$4 HTAB N6B O6B_$5 MORE -1 BOND $H fmap 2 53 acta OMIT 1 0 5 REM REM REM WGHT 0.050100 0.347500 FVAR 0.32154 0.90987 PART 1 O1A 4 0.634374 0.634905 0.469265 21.00000 0.01916 0.01541 = 0.00933 0.00110 0.00307 0.00612 O2A 4 0.439968 0.699819 0.590898 21.00000 0.02179 0.01663 = 0.01327 0.00031 0.00183 0.01168 O3A 4 0.295364 0.413469 1.006720 21.00000 0.01990 0.01804 = 0.01163 0.00074 0.00345 0.01026 O4A 4 0.442913 0.243543 1.085391 21.00000 0.02130 0.01566 = 0.00977 0.00253 0.00224 0.00767 O5A 4 0.880190 0.114762 0.809574 21.00000 0.02591 0.01881 = 0.01320 0.00203 0.00208 0.01386 O6A 4 0.927859 0.222642 0.613370 21.00000 0.02138 0.01918 = 0.01151 -0.00112 0.00331 0.00936 C1A 1 0.546078 0.620732 0.569527 21.00000 0.01534 0.01120 = 0.01067 -0.00152 -0.00078 0.00277 C2A 1 0.411598 0.338423 1.000353 21.00000 0.01481 0.01109 = 0.01102 -0.00231 -0.00094 0.00296 C3A 1 0.855925 0.207747 0.718621 21.00000 0.01635 0.01169 = 0.01134 -0.00117 -0.00153 0.00371 C4A 1 0.576836 0.500835 0.670267 21.00000 0.01389 0.00985 = 0.00967 -0.00089 -0.00048 0.00266 C5A 1 0.487268 0.476393 0.784784 21.00000 0.01276 0.01103 = 0.01019 -0.00202 -0.00011 0.00409 AFIX 43 H5A 2 0.405067 0.535044 0.799311 21.00000 -1.20000 AFIX 0 C6A 1 0.516356 0.367189 0.878447 21.00000 0.01302 0.01018 = 0.01001 -0.00238 -0.00007 0.00187 C7A 1 0.638671 0.282872 0.856509 21.00000 0.01453 0.00849 = 0.00979 -0.00004 -0.00201 0.00286 AFIX 43 H7A 2 0.661151 0.209755 0.920485 21.00000 -1.20000 AFIX 0 C8A 1 0.728252 0.304284 0.742287 21.00000 0.01193 0.01089 = 0.01105 -0.00241 -0.00014 0.00286 C9A 1 0.696277 0.413541 0.649507 21.00000 0.01397 0.01134 = 0.00808 -0.00049 0.00059 0.00302 AFIX 43 H9A 2 0.756694 0.428611 0.571195 21.00000 -1.20000 AFIX 0 N1A 3 0.362117 0.174486 0.730666 21.00000 0.01856 0.01159 = 0.01149 0.00021 -0.00136 0.00300 H1A 2 0.366769 0.235538 0.660505 21.00000 -1.50000 N2A 3 0.415926 -0.004821 0.861704 21.00000 0.01754 0.01008 = 0.01228 -0.00080 -0.00133 0.00370 H2A 2 0.461934 -0.080489 0.888445 21.00000 -1.50000 C10A 1 0.563805 0.030917 0.651264 21.00000 0.02176 0.01876 = 0.01445 -0.00060 0.00358 0.00730 AFIX 137 H10A 2 0.534175 -0.053945 0.639115 21.00000 -1.50000 H10B 2 0.664662 0.021176 0.675921 21.00000 -1.50000 H10C 2 0.568484 0.102221 0.575648 21.00000 -1.50000 AFIX 0 C11A 1 0.449163 0.066104 0.746573 21.00000 0.01520 0.01141 = 0.01209 -0.00072 -0.00161 0.00189 C12A 1 0.304682 0.061805 0.922205 21.00000 0.01848 0.01388 = 0.01462 -0.00335 0.00043 0.00157 AFIX 43 H12A 2 0.260489 0.034459 1.005449 21.00000 -1.20000 AFIX 0 C13A 1 0.271257 0.173480 0.839539 21.00000 0.01852 0.01351 = 0.01495 -0.00244 0.00199 0.00410 AFIX 43 H13A 2 0.198107 0.239584 0.853903 21.00000 -1.20000 AFIX 0 N3A 3 0.067173 0.909535 0.815777 21.00000 0.01498 0.01289 = 0.01490 -0.00357 -0.00059 0.00566 H3A 2 0.005996 0.979617 0.806575 21.00000 -1.50000 N4A 3 0.235254 0.771091 0.761271 21.00000 0.01445 0.01186 = 0.01281 -0.00283 0.00026 0.00461 H4A 2 0.303442 0.738795 0.712191 21.00000 -1.50000 C14A 1 0.166310 0.961868 0.594507 21.00000 0.01932 0.01614 = 0.01141 -0.00030 -0.00029 0.00484 AFIX 137 H14A 2 0.268061 1.003764 0.565408 21.00000 -1.50000 H14B 2 0.087809 1.031841 0.589348 21.00000 -1.50000 H14C 2 0.149788 0.903210 0.544569 21.00000 -1.50000 AFIX 0 C15A 1 0.156175 0.881712 0.721339 21.00000 0.01281 0.01174 = 0.01404 -0.00314 -0.00192 0.00200 C16A 1 0.091404 0.814866 0.919015 21.00000 0.01738 0.01608 = 0.01349 -0.00236 0.00059 0.00258 AFIX 43 H16A 2 0.043111 0.811425 0.999237 21.00000 -1.20000 AFIX 0 C17A 1 0.196521 0.727541 0.885537 21.00000 0.01797 0.01375 = 0.01205 -0.00141 -0.00218 0.00275 AFIX 43 H17A 2 0.235948 0.651262 0.937315 21.00000 -1.20000 AFIX 0 N5A 3 0.906535 0.581459 0.801987 21.00000 0.01767 0.01569 = 0.01097 -0.00234 0.00371 0.00331 H5AA 2 0.835557 0.587935 0.861829 21.00000 -1.50000 N6A 3 1.022335 0.618342 0.616906 21.00000 0.01838 0.01450 = 0.01051 -0.00079 0.00322 0.00274 H6A 2 1.047026 0.658971 0.540106 21.00000 -1.50000 C18A 1 0.803569 0.771044 0.655720 21.00000 0.01624 0.01476 = 0.01764 -0.00103 -0.00013 0.00386 AFIX 137 H18A 2 0.775661 0.772415 0.577879 21.00000 -1.50000 H18B 2 0.854750 0.855706 0.648619 21.00000 -1.50000 H18C 2 0.710800 0.760067 0.717405 21.00000 -1.50000 AFIX 0 C19A 1 0.908040 0.658214 0.690682 21.00000 0.01462 0.01302 = 0.01305 -0.00362 0.00094 -0.00021 C20A 1 1.096378 0.512115 0.684421 21.00000 0.02019 0.01448 = 0.01646 -0.00186 0.00147 0.00562 AFIX 43 H20A 2 1.181907 0.464382 0.655269 21.00000 -1.20000 AFIX 0 C21A 1 1.023393 0.489534 0.799775 21.00000 0.02250 0.01499 = 0.01373 0.00055 0.00042 0.00629 AFIX 43 H21A 2 1.048088 0.422387 0.867299 21.00000 -1.20000 AFIX 0 PART 2 O1B 4 0.336129 0.346710 1.051236 -21.00000 0.02093 0.01744 = 0.01610 0.00032 0.00620 0.00928 O2B 4 0.276773 0.534110 0.927553 -21.00000 0.02425 0.01962 = 0.00892 -0.00241 0.00180 0.00894 O3B 4 0.562344 0.674304 0.500957 -21.00000 0.02232 0.01889 = 0.00725 0.00471 0.00321 0.00418 O4B 4 0.747373 0.549320 0.439283 -21.00000 0.02539 0.01646 = 0.00742 0.00356 0.00200 0.00388 O5B 4 0.905202 0.134021 0.731372 -21.00000 0.02709 0.01419 = 0.01486 0.00699 0.00124 0.01050 O6B 4 0.776021 0.069147 0.916802 -21.00000 0.02591 0.01881 = 0.01320 0.00203 0.00208 0.01386 C1B 1 0.361952 0.434946 0.950625 -21.00000 0.01780 0.01389 = 0.01155 -0.00146 0.00142 0.00330 C2B 1 0.649144 0.572615 0.521524 -21.00000 0.01911 0.01350 = 0.00971 0.00103 0.00126 0.00303 C3B 1 0.801254 0.152787 0.815858 -21.00000 0.01822 0.01286 = 0.01151 0.00122 -0.00051 0.00494 C4B 1 0.491404 0.415956 0.851937 -21.00000 0.01695 0.01172 = 0.00910 0.00125 0.00053 0.00559 C5B 1 0.514362 0.498746 0.735080 -21.00000 0.01688 0.01097 = 0.00802 0.00064 0.00026 0.00327 AFIX 43 H5B 2 0.450408 0.574762 0.715534 -21.00000 -1.20000 AFIX 0 C6B 1 0.627812 0.473788 0.646094 -21.00000 0.01389 0.00985 = 0.00967 -0.00089 -0.00048 0.00266 C7B 1 0.718478 0.361560 0.674843 -21.00000 0.01397 0.01134 = 0.00808 -0.00049 0.00059 0.00302 AFIX 43 H7B 2 0.795895 0.343054 0.613952 -21.00000 -1.20000 AFIX 0 C8B 1 0.699149 0.275875 0.789834 -21.00000 0.01832 0.01193 = 0.00904 0.00080 0.00073 0.00464 C9B 1 0.585487 0.305653 0.877110 -21.00000 0.01727 0.01292 = 0.00899 -0.00141 0.00129 0.00500 AFIX 43 H9B 2 0.571941 0.248118 0.956982 -21.00000 -1.20000 AFIX 0 N1B 3 0.851222 0.644759 0.762529 -21.00000 0.02036 0.01463 = 0.00890 0.00156 0.00128 0.00344 AFIX 43 H1B 2 0.794429 0.643147 0.832866 -21.00000 -1.20000 AFIX 0 N2B 3 1.022397 0.595844 0.625004 -21.00000 0.01870 0.01312 = 0.01018 -0.00155 0.00342 0.00285 AFIX 43 H2B 2 1.099861 0.555833 0.590398 -21.00000 -1.20000 AFIX 0 C10B 1 1.026556 0.459053 0.836183 -21.00000 0.02250 0.01499 = 0.01373 0.00055 0.00042 0.00629 AFIX 137 H10D 2 0.973669 0.462481 0.916474 -21.00000 -1.50000 H10E 2 1.136675 0.473684 0.829447 -21.00000 -1.50000 H10F 2 1.009621 0.370858 0.824488 -21.00000 -1.50000 AFIX 0 C11B 1 0.965974 0.564496 0.743181 -21.00000 0.01923 0.01509 = 0.01216 0.00080 0.00280 0.00299 C12B 1 0.938574 0.702391 0.565240 -21.00000 0.02031 0.01345 = 0.01181 0.00140 0.00137 0.00466 AFIX 43 H12B 2 0.951250 0.744914 0.481027 -21.00000 -1.20000 AFIX 0 C13B 1 0.836062 0.730819 0.654166 -21.00000 0.01814 0.01199 = 0.00915 0.00065 0.00214 0.00228 AFIX 43 H13B 2 0.763155 0.801145 0.643027 -21.00000 -1.20000 AFIX 0 N3B 3 0.910145 0.058795 1.264411 -21.00000 0.02670 0.01906 = 0.01262 -0.00895 0.00523 0.00662 AFIX 43 H3B 2 0.972182 -0.007821 1.255590 -21.00000 -1.20000 AFIX 0 N4B 3 0.780147 0.241396 1.223631 -21.00000 0.02317 0.01527 = 0.01772 -0.00278 0.00222 0.00924 AFIX 43 H4B 2 0.741883 0.315890 1.182443 -21.00000 -1.20000 AFIX 0 C14B 1 0.966633 0.200307 1.051535 -21.00000 0.02501 0.01445 = 0.01361 0.00069 0.00141 0.00813 AFIX 137 H14D 2 0.990040 0.116708 1.028014 -21.00000 -1.50000 H14E 2 1.061878 0.250271 1.041044 -21.00000 -1.50000 H14F 2 0.897947 0.255024 1.000667 -21.00000 -1.50000 AFIX 0 C15B 1 0.891574 0.168639 1.179039 -21.00000 0.02220 0.01644 = 0.01532 -0.00579 0.00244 0.00642 C16B 1 0.817059 0.066008 1.368441 -21.00000 0.02094 0.01620 = 0.01342 -0.00594 -0.00025 0.00814 AFIX 43 H16B 2 0.811200 0.001269 1.444487 -21.00000 -1.20000 AFIX 0 C17B 1 0.734524 0.179660 1.346341 -21.00000 0.02449 0.01817 = 0.01479 -0.00142 0.00304 0.01051 AFIX 43 H17B 2 0.661054 0.210989 1.402322 -21.00000 -1.20000 AFIX 0 N5B 3 0.444232 0.144968 0.692548 -21.00000 0.01856 0.01159 = 0.01149 0.00021 -0.00136 0.00300 AFIX 43 H5BA 2 0.437910 0.215239 0.631013 -21.00000 -1.20000 AFIX 0 N6B 3 0.409864 0.012634 0.872782 -21.00000 0.02024 0.01287 = 0.01022 0.00298 -0.00083 0.00301 AFIX 43 H6B 2 0.376045 -0.018373 0.950791 -21.00000 -1.20000 AFIX 0 C18B 1 0.218950 0.195658 0.834289 -21.00000 0.01852 0.01351 = 0.01495 -0.00244 0.00199 0.00410 AFIX 137 H18D 2 0.236520 0.290934 0.791949 -21.00000 -1.50000 H18E 2 0.204232 0.184000 0.921700 -21.00000 -1.50000 H18F 2 0.127233 0.164192 0.813587 -21.00000 -1.50000 AFIX 0 C19B 1 0.352034 0.117553 0.797792 -21.00000 0.01935 0.01341 = 0.01325 0.00251 -0.00049 0.00355 C20B 1 0.532977 -0.039172 0.806083 -21.00000 0.01962 0.01455 = 0.01172 0.00170 0.00243 0.00410 AFIX 43 H20B 2 0.590742 -0.117429 0.833557 -21.00000 -1.20000 AFIX 0 C21B 1 0.551579 0.045741 0.694978 -21.00000 0.02063 0.01245 = 0.01071 0.00110 0.00166 0.00446 AFIX 43 H21B 2 0.627299 0.038191 0.628490 -21.00000 -1.20000 AFIX 0 HKLF 4 REM mim_btc_16_100k2_a.res in P-1 REM wR2 = 0.1022, GooF = S = 1.050, Restrained GooF = 0.894 for all data REM R1 = 0.0389 for 3780 Fo > 4sig(Fo) and 0.0521 for all 4693 data REM 584 parameters refined using 1806 restraints END WGHT 0.0501 0.3468 REM SADI restraints, including those derived from SAME SADI 0.0100 C20B^b C21B^b C20A^a C21A^a SADI 0.0100 N5B^b C21B^b N5A^a C21A^a SADI 0.0100 N6B^b C20B^b N6A^a C20A^a SADI 0.0100 O1B^b C1B^b O1A^a C1A^a SADI 0.0100 O2B^b C1B^b O2A^a C1A^a SADI 0.0100 O3B^b C2B^b O3A^a C2A^a SADI 0.0100 O4B^b C2B^b O4A^a C2A^a SADI 0.0100 O5B^b C3B^b O5A^a C3A^a SADI 0.0100 O6B^b C3B^b O6A^a C3A^a SADI 0.0100 C18B^b C19B^b C18A^a C19A^a SADI 0.0100 N6B^b C19B^b N6A^a C19A^a SADI 0.0100 C1B^b C4B^b C1A^a C4A^a SADI 0.0100 N5B^b C19B^b N5A^a C19A^a SADI 0.0100 C16B^b C17B^b C16A^a C17A^a SADI 0.0100 C4B^b C5B^b C4A^a C5A^a SADI 0.0100 N4B^b C17B^b N4A^a C17A^a SADI 0.0100 N3B^b C16B^b N3A^a C16A^a SADI 0.0100 C2B^b C6B^b C2A^a C6A^a SADI 0.0100 C14B^b C15B^b C14A^a C15A^a SADI 0.0100 C5B^b C6B^b C5A^a C6A^a SADI 0.0100 N4B^b C15B^b N4A^a C15A^a SADI 0.0100 N3B^b C15B^b N3A^a C15A^a SADI 0.0100 C12B^b C13B^b C12A^a C13A^a SADI 0.0100 C6B^b C7B^b C6A^a C7A^a SADI 0.0100 N1B^b C13B^b N1A^a C13A^a SADI 0.0100 N2B^b C12B^b N2A^a C12A^a SADI 0.0100 C3B^b C8B^b C3A^a C8A^a SADI 0.0100 C10B^b C11B^b C10A^a C11A^a SADI 0.0100 N2B^b C11B^b N2A^a C11A^a SADI 0.0100 C7B^b C8B^b C7A^a C8A^a SADI 0.0100 N1B^b C11B^b N1A^a C11A^a SADI 0.0100 C8B^b C9B^b C8A^a C9A^a SADI 0.0100 C4B^b C9B^b C4A^a C9A^a SADI 0.0200 C5B^b C9B^b C5A^a C9A^a SADI 0.0200 C7B^b C9B^b C7A^a C9A^a SADI 0.0200 C3B^b C9B^b C3A^a C9A^a SADI 0.0200 N1B^b N2B^b N1A^a N2A^a SADI 0.0200 N1B^b C10B^b N1A^a C10A^a SADI 0.0200 N2B^b C10B^b N2A^a C10A^a SADI 0.0200 C1B^b C9B^b C1A^a C9A^a SADI 0.0200 C6B^b C8B^b C6A^a C8A^a SADI 0.0200 C4B^b C8B^b C4A^a C8A^a SADI 0.0200 N1B^b C12B^b N1A^a C12A^a SADI 0.0200 O6B^b C8B^b O6A^a C8A^a SADI 0.0200 C11B^b C12B^b C11A^a C12A^a SADI 0.0200 O5B^b C8B^b O5A^a C8A^a SADI 0.0200 N2B^b C13B^b N2A^a C13A^a SADI 0.0200 C11B^b C13B^b C11A^a C13A^a SADI 0.0200 C5B^b C7B^b C5A^a C7A^a SADI 0.0200 N3B^b N4B^b N3A^a N4A^a SADI 0.0200 N3B^b C14B^b N3A^a C14A^a SADI 0.0200 N4B^b C14B^b N4A^a C14A^a SADI 0.0200 C3B^b C7B^b C3A^a C7A^a SADI 0.0200 C2B^b C7B^b C2A^a C7A^a SADI 0.0200 C4B^b C6B^b C4A^a C6A^a SADI 0.0200 O4B^b C6B^b O4A^a C6A^a SADI 0.0200 N4B^b C16B^b N4A^a C16A^a SADI 0.0200 C15B^b C16B^b C15A^a C16A^a SADI 0.0200 N3B^b C17B^b N3A^a C17A^a SADI 0.0200 O3B^b C6B^b O3A^a C6A^a SADI 0.0200 C15B^b C17B^b C15A^a C17A^a SADI 0.0200 C2B^b C5B^b C2A^a C5A^a SADI 0.0200 N5B^b N6B^b N5A^a N6A^a SADI 0.0200 N5B^b C18B^b N5A^a C18A^a SADI 0.0200 N6B^b C18B^b N6A^a C18A^a SADI 0.0200 C1B^b C5B^b C1A^a C5A^a SADI 0.0200 O2B^b C4B^b O2A^a C4A^a SADI 0.0200 O1B^b C4B^b O1A^a C4A^a SADI 0.0200 N5B^b C20B^b N5A^a C20A^a SADI 0.0200 O5B^b O6B^b O5A^a O6A^a SADI 0.0200 C19B^b C20B^b C19A^a C20A^a SADI 0.0200 O3B^b O4B^b O3A^a O4A^a SADI 0.0200 N6B^b C21B^b N6A^a C21A^a SADI 0.0200 C19B^b C21B^b C19A^a C21A^a SADI 0.0200 O1B^b O2B^b O1A^a O2A^a REM Highest difference peak 0.359, deepest hole -0.232, 1-sigma level 0.045 Q1 1 0.5618 0.5591 0.6230 11.00000 0.05 0.36 Q2 1 0.7872 0.2586 0.7264 11.00000 0.05 0.28 Q3 1 0.4590 0.3458 0.9342 11.00000 0.05 0.27 Q4 1 0.3810 0.2927 0.5890 11.00000 0.05 0.21 Q5 1 0.3133 0.1429 0.8978 11.00000 0.05 0.21 REM The information below was added by Olex2. REM REM R1 = 0.0389 for 3780 Fo > 4sig(Fo) and 0.0521 for all 18776 data REM 584 parameters refined using n/a restraints REM Highest difference peak 0.36, deepest hole -0.23 REM Mean Shift 0, Max Shift -0.001. REM +++ Tabular Listing of Refinement Information +++ REM R1_all = 0.0521 REM R1_gt = 0.0389 REM wR_ref = 0.1022 REM GOOF = 1.050 REM Shift_max = -0.001 REM Shift_mean = 0 REM Reflections_all = 18776 REM Reflections_gt = 3780 REM Parameters = 584 REM Hole = -0.23 REM Peak = 0.36 REM Flack = n/a ; _cod_data_source_file jq2040.cif _cod_data_source_block I _cod_database_code 2023530 _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. ; loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_type_symbol _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_calc_flag _atom_site_occupancy _atom_site_disorder_assembly _atom_site_disorder_group O O1A 0.63437(13) 0.63491(11) 0.46926(9) 0.0164(2) Uani d 0.9099(9) A 1 O O2A 0.43997(12) 0.69982(11) 0.59090(10) 0.0191(3) Uani d 0.9099(9) A 1 O O3A 0.29536(12) 0.41347(12) 1.00672(10) 0.0186(3) Uani d 0.9099(9) A 1 O O4A 0.44291(12) 0.24354(10) 1.08539(9) 0.0176(2) Uani d 0.9099(9) A 1 O O5A 0.88019(13) 0.11476(11) 0.80957(10) 0.0217(3) Uani d 0.9099(9) A 1 O O6A 0.92786(12) 0.22264(11) 0.61337(9) 0.0190(2) Uani d 0.9099(9) A 1 C C1A 0.54608(16) 0.62073(15) 0.56953(14) 0.0130(3) Uani d 0.9099(9) A 1 C C2A 0.41160(18) 0.33842(14) 1.00035(14) 0.0127(3) Uani d 0.9099(9) A 1 C C3A 0.85593(17) 0.20775(15) 0.71862(13) 0.0137(3) Uani d 0.9099(9) A 1 C C4A 0.57684(18) 0.50083(14) 0.67027(14) 0.0118(3) Uani d 0.9099(9) A 1 C C5A 0.48727(17) 0.47639(15) 0.78478(14) 0.0119(3) Uani d 0.9099(9) A 1 H H5A 0.405067 0.535044 0.799311 0.014 Uiso calc 0.9099(9) A 1 C C6A 0.51636(17) 0.36719(16) 0.87845(13) 0.0114(3) Uani d 0.9099(9) A 1 C C7A 0.63867(18) 0.28287(15) 0.85651(14) 0.0115(3) Uani d 0.9099(9) A 1 H H7A 0.661151 0.209755 0.920485 0.014 Uiso calc 0.9099(9) A 1 C C8A 0.72825(16) 0.30428(15) 0.74229(14) 0.0117(3) Uani d 0.9099(9) A 1 C C9A 0.69628(17) 0.41354(15) 0.64951(13) 0.0120(3) Uani d 0.9099(9) A 1 H H9A 0.756694 0.428611 0.571195 0.014 Uiso calc 0.9099(9) A 1 N N1A 0.36212(15) 0.17449(12) 0.73067(12) 0.0148(3) Uani d 0.9099(9) A 1 H H1A 0.367(2) 0.2355(15) 0.6605(11) 0.022 Uiso d 0.9099(9) A 1 N N2A 0.4159(3) -0.0048(2) 0.86170(16) 0.0140(4) Uani d 0.9099(9) A 1 H H2A 0.4619(19) -0.0805(12) 0.8884(16) 0.021 Uiso d 0.9099(9) A 1 C C10A 0.5638(2) 0.03092(17) 0.65126(16) 0.0202(4) Uani d 0.9099(9) A 1 H H10A 0.534175 -0.053945 0.639115 0.030 Uiso calc 0.9099(9) A 1 H H10B 0.664662 0.021176 0.675921 0.030 Uiso calc 0.9099(9) A 1 H H10C 0.568484 0.102221 0.575648 0.030 Uiso calc 0.9099(9) A 1 C C11A 0.44916(16) 0.06610(14) 0.74657(13) 0.0135(3) Uani d 0.9099(9) A 1 C C12A 0.30468(17) 0.06181(15) 0.92221(14) 0.0162(3) Uani d 0.9099(9) A 1 H H12A 0.260489 0.034459 1.005449 0.019 Uiso calc 0.9099(9) A 1 C C13A 0.27126(19) 0.17348(17) 0.83954(15) 0.0167(3) Uani d 0.9099(9) A 1 H H13A 0.198107 0.239584 0.853903 0.020 Uiso calc 0.9099(9) A 1 N N3A 0.06717(14) 0.90954(13) 0.81578(12) 0.0147(3) Uani d 0.9099(9) A 1 H H3A 0.0060(18) 0.9796(14) 0.8066(17) 0.022 Uiso d 0.9099(9) A 1 N N4A 0.2353(4) 0.7711(3) 0.7613(2) 0.0136(4) Uani d 0.9099(9) A 1 H H4A 0.3034(17) 0.7388(18) 0.7122(14) 0.020 Uiso d 0.9099(9) A 1 C C14A 0.1663(2) 0.96187(19) 0.59451(15) 0.0167(4) Uani d 0.9099(9) A 1 H H14A 0.268061 1.003764 0.565408 0.025 Uiso calc 0.9099(9) A 1 H H14B 0.087809 1.031841 0.589348 0.025 Uiso calc 0.9099(9) A 1 H H14C 0.149788 0.903210 0.544569 0.025 Uiso calc 0.9099(9) A 1 C C15A 0.15618(17) 0.88171(15) 0.72134(13) 0.0130(3) Uani d 0.9099(9) A 1 C C16A 0.09140(19) 0.81487(18) 0.91902(16) 0.0165(4) Uani d 0.9099(9) A 1 H H16A 0.043111 0.811425 0.999237 0.020 Uiso calc 0.9099(9) A 1 C C17A 0.19652(17) 0.72754(15) 0.88554(13) 0.0151(3) Uani d 0.9099(9) A 1 H H17A 0.235948 0.651262 0.937315 0.018 Uiso calc 0.9099(9) A 1 N N5A 0.90654(15) 0.58146(13) 0.80199(12) 0.0159(3) Uani d 0.9099(9) A 1 H H5AA 0.8356(17) 0.5879(19) 0.8618(13) 0.024 Uiso d 0.9099(9) A 1 N N6A 1.0223(4) 0.6183(3) 0.61691(17) 0.0158(5) Uani d 0.9099(9) A 1 H H6A 1.047(2) 0.6590(17) 0.5401(9) 0.024 Uiso d 0.9099(9) A 1 C C18A 0.8036(2) 0.77104(17) 0.65572(15) 0.0173(4) Uani d 0.9099(9) A 1 H H18A 0.775661 0.772415 0.577879 0.026 Uiso calc 0.9099(9) A 1 H H18B 0.854750 0.855706 0.648619 0.026 Uiso calc 0.9099(9) A 1 H H18C 0.710800 0.760067 0.717405 0.026 Uiso calc 0.9099(9) A 1 C C19A 0.90804(17) 0.65821(15) 0.69068(14) 0.0140(3) Uani d 0.9099(9) A 1 C C20A 1.09638(18) 0.51212(15) 0.68442(14) 0.0183(3) Uani d 0.9099(9) A 1 H H20A 1.181907 0.464382 0.655269 0.022 Uiso calc 0.9099(9) A 1 C C21A 1.0234(2) 0.48953(18) 0.79978(15) 0.0186(4) Uani d 0.9099(9) A 1 H H21A 1.048088 0.422387 0.867299 0.022 Uiso calc 0.9099(9) A 1 O O1B 0.3361(14) 0.3467(11) 1.0512(9) 0.021(2) Uani d 0.0901(9) A 2 O O2B 0.2768(12) 0.5341(10) 0.9276(9) 0.019(2) Uani d 0.0901(9) A 2 O O3B 0.5623(13) 0.6743(11) 0.5010(11) 0.019(2) Uani d 0.0901(9) A 2 O O4B 0.7474(12) 0.5493(10) 0.4393(8) 0.0185(19) Uani d 0.0901(9) A 2 O O5B 0.9052(12) 0.1340(12) 0.7314(10) 0.022(2) Uani d 0.0901(9) A 2 O O6B 0.7760(13) 0.0691(10) 0.9168(8) 0.0217(3) Uani d 0.0901(9) A 2 C C1B 0.3620(15) 0.4349(12) 0.9506(10) 0.0154(17) Uani d 0.0901(9) A 2 C C2B 0.6491(15) 0.5726(12) 0.5215(9) 0.0155(17) Uani d 0.0901(9) A 2 C C3B 0.8013(15) 0.1528(11) 0.8159(9) 0.0155(15) Uani d 0.0901(9) A 2 C C4B 0.4914(16) 0.4160(15) 0.8519(11) 0.0139(15) Uani d 0.0901(9) A 2 C C5B 0.5144(17) 0.4987(15) 0.7351(10) 0.0130(15) Uani d 0.0901(9) A 2 H H5B 0.450408 0.574762 0.715534 0.016 Uiso calc 0.0901(9) A 2 C C6B 0.6278(17) 0.4738(13) 0.6461(9) 0.0118(3) Uani d 0.0901(9) A 2 C C7B 0.7185(17) 0.3616(13) 0.6748(11) 0.0120(3) Uani d 0.0901(9) A 2 H H7B 0.795895 0.343054 0.613952 0.014 Uiso calc 0.0901(9) A 2 C C8B 0.6991(17) 0.2759(13) 0.7898(11) 0.0143(14) Uani d 0.0901(9) A 2 C C9B 0.5855(17) 0.3057(15) 0.8771(12) 0.0140(15) Uani d 0.0901(9) A 2 H H9B 0.571941 0.248118 0.956982 0.017 Uiso calc 0.0901(9) A 2 N N1B 0.8512(14) 0.6448(12) 0.7625(10) 0.0162(15) Uani d 0.0901(9) A 2 H H1B 0.794429 0.643147 0.832866 0.019 Uiso calc 0.0901(9) A 2 N N2B 1.022(4) 0.596(3) 0.6250(14) 0.0151(19) Uani d 0.0901(9) A 2 H H2B 1.099861 0.555833 0.590398 0.018 Uiso calc 0.0901(9) A 2 C C10B 1.027(3) 0.459(2) 0.8362(16) 0.0186(4) Uani d 0.0901(9) A 2 H H10D 0.973669 0.462481 0.916474 0.028 Uiso calc 0.0901(9) A 2 H H10E 1.136675 0.473684 0.829447 0.028 Uiso calc 0.0901(9) A 2 H H10F 1.009621 0.370858 0.824488 0.028 Uiso calc 0.0901(9) A 2 C C11B 0.9660(16) 0.5645(13) 0.7432(11) 0.0172(16) Uani d 0.0901(9) A 2 C C12B 0.9386(16) 0.7024(13) 0.5652(10) 0.0168(18) Uani d 0.0901(9) A 2 H H12B 0.951250 0.744914 0.481027 0.020 Uiso calc 0.0901(9) A 2 C C13B 0.8361(19) 0.7308(16) 0.6542(11) 0.0144(18) Uani d 0.0901(9) A 2 H H13B 0.763155 0.801145 0.643027 0.017 Uiso calc 0.0901(9) A 2 N N3B 0.9101(15) 0.0588(12) 1.2644(10) 0.020(2) Uani d 0.0901(9) A 2 H H3B 0.972182 -0.007821 1.255590 0.024 Uiso calc 0.0901(9) A 2 N N4B 0.780(5) 0.241(3) 1.224(2) 0.020(3) Uani d 0.0901(9) A 2 H H4B 0.741883 0.315890 1.182443 0.024 Uiso calc 0.0901(9) A 2 C C14B 0.967(2) 0.2003(19) 1.0515(11) 0.019(3) Uani d 0.0901(9) A 2 H H14D 0.990040 0.116708 1.028014 0.029 Uiso calc 0.0901(9) A 2 H H14E 1.061878 0.250271 1.041044 0.029 Uiso calc 0.0901(9) A 2 H H14F 0.897947 0.255024 1.000667 0.029 Uiso calc 0.0901(9) A 2 C C15B 0.8916(17) 0.1686(14) 1.1790(10) 0.019(2) Uani d 0.0901(9) A 2 C C16B 0.817(2) 0.0660(16) 1.3684(11) 0.017(3) Uani d 0.0901(9) A 2 H H16B 0.811200 0.001269 1.444487 0.020 Uiso calc 0.0901(9) A 2 C C17B 0.7345(17) 0.1797(14) 1.3463(12) 0.021(2) Uani d 0.0901(9) A 2 H H17B 0.661054 0.210989 1.402322 0.025 Uiso calc 0.0901(9) A 2 N N5B 0.4442(13) 0.1450(11) 0.6925(9) 0.0148(3) Uani d 0.0901(9) A 2 H H5BA 0.437910 0.215239 0.631013 0.018 Uiso calc 0.0901(9) A 2 N N6B 0.410(3) 0.013(3) 0.8728(14) 0.016(2) Uani d 0.0901(9) A 2 H H6B 0.376045 -0.018373 0.950791 0.019 Uiso calc 0.0901(9) A 2 C C18B 0.2189(18) 0.1957(19) 0.8343(17) 0.0167(3) Uani d 0.0901(9) A 2 H H18D 0.236520 0.290934 0.791949 0.025 Uiso calc 0.0901(9) A 2 H H18E 0.204232 0.184000 0.921700 0.025 Uiso calc 0.0901(9) A 2 H H18F 0.127233 0.164192 0.813587 0.025 Uiso calc 0.0901(9) A 2 C C19B 0.3520(14) 0.1176(14) 0.7978(11) 0.0169(16) Uani d 0.0901(9) A 2 C C20B 0.5330(16) -0.0392(13) 0.8061(11) 0.0171(18) Uani d 0.0901(9) A 2 H H20B 0.590742 -0.117429 0.833557 0.021 Uiso calc 0.0901(9) A 2 C C21B 0.5516(18) 0.0457(15) 0.6950(11) 0.0161(18) Uani d 0.0901(9) A 2 H H21B 0.627299 0.038191 0.628490 0.019 Uiso calc 0.0901(9) A 2 loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_12 _atom_site_aniso_U_13 _atom_site_aniso_U_23 O1A 0.0192(6) 0.0154(6) 0.0093(5) 0.0061(5) 0.0031(4) 0.0011(5) O2A 0.0218(6) 0.0166(5) 0.0133(5) 0.0117(4) 0.0018(4) 0.0003(4) O3A 0.0199(6) 0.0180(6) 0.0116(6) 0.0103(5) 0.0034(5) 0.0007(5) O4A 0.0213(5) 0.0157(5) 0.0098(5) 0.0077(4) 0.0022(4) 0.0025(4) O5A 0.0259(6) 0.0188(6) 0.0132(6) 0.0139(5) 0.0021(5) 0.0020(5) O6A 0.0214(6) 0.0192(5) 0.0115(5) 0.0094(4) 0.0033(4) -0.0011(4) C1A 0.0153(7) 0.0112(7) 0.0107(8) 0.0028(6) -0.0008(6) -0.0015(6) C2A 0.0148(7) 0.0111(7) 0.0110(7) 0.0030(6) -0.0009(6) -0.0023(6) C3A 0.0163(7) 0.0117(7) 0.0113(7) 0.0037(6) -0.0015(6) -0.0012(6) C4A 0.0139(8) 0.0098(7) 0.0097(7) 0.0027(5) -0.0005(6) -0.0009(5) C5A 0.0128(7) 0.0110(7) 0.0102(8) 0.0041(6) -0.0001(6) -0.0020(6) C6A 0.0130(7) 0.0102(7) 0.0100(7) 0.0019(6) -0.0001(6) -0.0024(6) C7A 0.0145(8) 0.0085(7) 0.0098(7) 0.0029(6) -0.0020(6) 0.0000(5) C8A 0.0119(7) 0.0109(7) 0.0111(8) 0.0029(6) -0.0001(6) -0.0024(6) C9A 0.0140(7) 0.0113(7) 0.0081(7) 0.0030(6) 0.0006(5) -0.0005(6) N1A 0.0186(6) 0.0116(6) 0.0115(6) 0.0030(5) -0.0014(5) 0.0002(5) N2A 0.0175(7) 0.0101(9) 0.0123(7) 0.0037(6) -0.0013(6) -0.0008(6) C10A 0.0218(8) 0.0188(8) 0.0145(8) 0.0073(6) 0.0036(7) -0.0006(7) C11A 0.0152(7) 0.0114(7) 0.0121(7) 0.0019(5) -0.0016(6) -0.0007(6) C12A 0.0185(7) 0.0139(7) 0.0146(7) 0.0016(6) 0.0004(6) -0.0034(6) C13A 0.0185(9) 0.0135(8) 0.0149(7) 0.0041(6) 0.0020(7) -0.0024(6) N3A 0.0150(6) 0.0129(6) 0.0149(7) 0.0057(5) -0.0006(5) -0.0036(5) N4A 0.0144(10) 0.0119(9) 0.0128(9) 0.0046(8) 0.0003(7) -0.0028(6) C14A 0.0193(8) 0.0161(9) 0.0114(8) 0.0048(6) -0.0003(7) -0.0003(7) C15A 0.0128(7) 0.0117(7) 0.0140(8) 0.0020(6) -0.0019(6) -0.0031(6) C16A 0.0174(8) 0.0161(8) 0.0135(8) 0.0026(7) 0.0006(6) -0.0024(7) C17A 0.0180(7) 0.0137(7) 0.0121(7) 0.0027(6) -0.0022(6) -0.0014(6) N5A 0.0177(7) 0.0157(6) 0.0110(6) 0.0033(5) 0.0037(5) -0.0023(5) N6A 0.0184(7) 0.0145(13) 0.0105(7) 0.0027(8) 0.0032(6) -0.0008(6) C18A 0.0162(8) 0.0148(8) 0.0176(8) 0.0039(6) -0.0001(6) -0.0010(6) C19A 0.0146(7) 0.0130(7) 0.0131(7) -0.0002(6) 0.0009(6) -0.0036(6) C20A 0.0202(8) 0.0145(7) 0.0165(8) 0.0056(6) 0.0015(6) -0.0019(6) C21A 0.0225(7) 0.0150(9) 0.0137(9) 0.0063(7) 0.0004(8) 0.0005(7) O1B 0.021(4) 0.017(4) 0.016(4) 0.009(4) 0.006(4) 0.000(3) O2B 0.024(4) 0.020(4) 0.009(4) 0.009(3) 0.002(3) -0.002(3) O3B 0.022(4) 0.019(4) 0.007(4) 0.004(3) 0.003(4) 0.005(3) O4B 0.025(4) 0.016(4) 0.007(3) 0.004(3) 0.002(3) 0.004(3) O5B 0.027(4) 0.014(4) 0.015(4) 0.010(3) 0.001(3) 0.007(3) O6B 0.0259(6) 0.0188(6) 0.0132(6) 0.0139(5) 0.0021(5) 0.0020(5) C1B 0.018(3) 0.014(3) 0.012(3) 0.003(3) 0.001(3) -0.001(3) C2B 0.019(3) 0.014(3) 0.010(3) 0.003(3) 0.001(2) 0.001(2) C3B 0.018(3) 0.013(2) 0.012(2) 0.005(2) -0.001(2) 0.001(2) C4B 0.017(2) 0.012(2) 0.009(2) 0.006(2) 0.001(2) 0.001(2) C5B 0.017(2) 0.011(2) 0.008(2) 0.003(2) 0.000(2) 0.001(2) C6B 0.0139(8) 0.0098(7) 0.0097(7) 0.0027(5) -0.0005(6) -0.0009(5) C7B 0.0140(7) 0.0113(7) 0.0081(7) 0.0030(6) 0.0006(5) -0.0005(6) C8B 0.018(2) 0.012(2) 0.009(2) 0.005(2) 0.001(2) 0.001(2) C9B 0.017(2) 0.013(2) 0.009(2) 0.005(2) 0.001(2) -0.001(2) N1B 0.020(3) 0.015(3) 0.009(3) 0.003(2) 0.001(2) 0.002(2) N2B 0.019(3) 0.013(3) 0.010(3) 0.003(3) 0.003(3) -0.002(3) C10B 0.0225(7) 0.0150(9) 0.0137(9) 0.0063(7) 0.0004(8) 0.0005(7) C11B 0.019(3) 0.015(3) 0.012(3) 0.003(2) 0.003(2) 0.001(2) C12B 0.020(3) 0.013(3) 0.012(3) 0.005(3) 0.001(3) 0.001(3) C13B 0.018(3) 0.012(3) 0.009(3) 0.002(3) 0.002(3) 0.001(3) N3B 0.027(5) 0.019(4) 0.013(4) 0.007(4) 0.005(4) -0.009(3) N4B 0.023(5) 0.015(4) 0.018(4) 0.009(4) 0.002(4) -0.003(4) C14B 0.025(6) 0.014(5) 0.014(4) 0.008(5) 0.001(4) 0.001(4) C15B 0.022(4) 0.016(4) 0.015(4) 0.006(3) 0.002(3) -0.006(3) C16B 0.021(5) 0.016(5) 0.013(5) 0.008(4) 0.000(4) -0.006(4) C17B 0.024(5) 0.018(4) 0.015(4) 0.011(4) 0.003(4) -0.001(4) N5B 0.0186(6) 0.0116(6) 0.0115(6) 0.0030(5) -0.0014(5) 0.0002(5) N6B 0.020(3) 0.013(3) 0.010(3) 0.003(3) -0.001(3) 0.003(3) C18B 0.0185(9) 0.0135(8) 0.0149(7) 0.0041(6) 0.0020(7) -0.0024(6) C19B 0.019(3) 0.013(3) 0.013(3) 0.004(2) 0.000(2) 0.003(2) C20B 0.020(3) 0.015(3) 0.012(3) 0.004(3) 0.002(3) 0.002(3) C21B 0.021(3) 0.012(3) 0.011(3) 0.004(3) 0.002(3) 0.001(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' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _diffrn_refln_index_h _diffrn_refln_index_k _diffrn_refln_index_l -1 0 0 -1 0 0 -1 0 0 -1 0 0 -1 0 0 1 0 0 1 0 0 1 0 0 1 0 0 -2 0 0 -2 0 0 -2 0 0 2 0 0 2 0 0 2 0 0 -3 0 0 -3 0 0 3 0 0 3 0 0 3 0 0 -4 0 0 -4 0 0 4 0 0 4 0 0 4 0 0 -5 0 0 -5 0 0 5 0 0 5 0 0 5 0 0 -6 0 0 -6 0 0 6 0 0 6 0 0 6 0 0 -7 0 0 -7 0 0 7 0 0 7 0 0 7 0 0 7 0 0 -8 0 0 -8 0 0 8 0 0 8 0 0 8 0 0 8 0 0 -9 0 0 -9 0 0 9 0 0 9 0 0 9 0 0 9 0 0 -10 0 0 -10 0 0 10 0 0 10 0 0 10 0 0 -11 0 0 11 0 0 11 0 0 11 -1 0 11 -1 0 -11 1 0 10 -1 0 10 -1 0 10 -1 0 -10 1 0 -10 1 0 9 -1 0 9 -1 0 9 -1 0 -9 1 0 -9 1 0 8 -1 0 8 -1 0 8 -1 0 8 -1 0 -8 1 0 -8 1 0 7 -1 0 7 -1 0 7 -1 0 7 -1 0 -7 1 0 -7 1 0 6 -1 0 6 -1 0 6 -1 0 6 -1 0 -6 1 0 -6 1 0 5 -1 0 5 -1 0 5 -1 0 5 -1 0 -5 1 0 -5 1 0 -5 1 0 4 -1 0 4 -1 0 4 -1 0 4 -1 0 -4 1 0 -4 1 0 -4 1 0 3 -1 0 3 -1 0 3 -1 0 -3 1 0 -3 1 0 -3 1 0 2 -1 0 2 -1 0 2 -1 0 2 -1 0 -2 1 0 -2 1 0 -2 1 0 1 -1 0 1 -1 0 -1 1 0 -1 1 0 -1 1 0 0 -1 0 0 -1 0 0 1 0 0 1 0 -1 -1 0 -1 -1 0 -1 -1 0 -1 -1 0 -1 -1 0 1 1 0 1 1 0 1 1 0 -2 -1 0 -2 -1 0 -2 -1 0 2 1 0 2 1 0 2 1 0 -3 -1 0 -3 -1 0 -3 -1 0 3 1 0 3 1 0 3 1 0 -4 -1 0 -4 -1 0 -4 -1 0 4 1 0 4 1 0 4 1 0 -5 -1 0 -5 -1 0 5 1 0 5 1 0 5 1 0 -6 -1 0 -6 -1 0 6 1 0 6 1 0 6 1 0 -7 -1 0 -7 -1 0 7 1 0 7 1 0 7 1 0 -8 -1 0 -8 -1 0 8 1 0 8 1 0 8 1 0 8 1 0 -9 -1 0 -9 -1 0 9 1 0 9 1 0 9 1 0 9 1 0 -10 -1 0 -10 -1 0 10 1 0 10 1 0 10 1 0 -11 -1 0 11 1 0 11 -2 0 11 -2 0 11 -2 0 -11 2 0 10 -2 0 10 -2 0 10 -2 0 -10 2 0 -10 2 0 9 -2 0 9 -2 0 9 -2 0 -9 2 0 -9 2 0 8 -2 0 8 -2 0 8 -2 0 -8 2 0 -8 2 0 7 -2 0 7 -2 0 7 -2 0 7 -2 0 -7 2 0 -7 2 0 6 -2 0 6 -2 0 6 -2 0 6 -2 0 -6 2 0 -6 2 0 -6 2 0 5 -2 0 5 -2 0 5 -2 0 5 -2 0 -5 2 0 -5 2 0 -5 2 0 4 -2 0 4 -2 0 4 -2 0 4 -2 0 -4 2 0 -4 2 0 -4 2 0 3 -2 0 3 -2 0 3 -2 0 3 -2 0 -3 2 0 -3 2 0 2 -2 0 -2 2 0 -2 2 0 -2 2 0 1 -2 0 -1 2 0 -1 2 0 -1 2 0 -1 2 0 0 -2 0 0 2 0 0 2 0 0 2 0 0 2 0 -1 -2 0 -1 -2 0 1 2 0 1 2 0 1 2 0 -2 -2 0 -2 -2 0 -2 -2 0 2 2 0 2 2 0 -3 -2 0 -3 -2 0 3 2 0 3 2 0 3 2 0 -4 -2 0 -4 -2 0 -4 -2 0 4 2 0 4 2 0 4 2 0 -5 -2 0 -5 -2 0 -5 -2 0 5 2 0 5 2 0 5 2 0 -6 -2 0 -6 -2 0 6 2 0 6 2 0 6 2 0 -7 -2 0 -7 -2 0 7 2 0 7 2 0 7 2 0 -8 -2 0 -8 -2 0 8 2 0 8 2 0 8 2 0 -9 -2 0 -9 -2 0 9 2 0 9 2 0 9 2 0 -10 -2 0 -10 -2 0 10 2 0 10 2 0 10 2 0 11 2 0 11 -3 0 11 -3 0 11 -3 0 -11 3 0 10 -3 0 10 -3 0 10 -3 0 -10 3 0 -10 3 0 9 -3 0 9 -3 0 9 -3 0 -9 3 0 -9 3 0 8 -3 0 8 -3 0 8 -3 0 -8 3 0 -8 3 0 -8 3 0 7 -3 0 7 -3 0 7 -3 0 -7 3 0 -7 3 0 -7 3 0 6 -3 0 6 -3 0 6 -3 0 6 -3 0 -6 3 0 -6 3 0 -6 3 0 5 -3 0 5 -3 0 5 -3 0 5 -3 0 -5 3 0 -5 3 0 -5 3 0 4 -3 0 4 -3 0 4 -3 0 4 -3 0 -4 3 0 -4 3 0 -4 3 0 3 -3 0 3 -3 0 -3 3 0 -3 3 0 -3 3 0 2 -3 0 2 -3 0 -2 3 0 -2 3 0 -2 3 0 -2 3 0 -1 3 0 -1 3 0 -1 3 0 0 -3 0 0 3 0 0 3 0 0 3 0 0 3 0 -1 -3 0 -1 -3 0 1 3 0 1 3 0 1 3 0 -2 -3 0 -2 -3 0 2 3 0 2 3 0 2 3 0 -3 -3 0 -3 -3 0 -3 -3 0 3 3 0 3 3 0 3 3 0 -4 -3 0 -4 -3 0 -4 -3 0 4 3 0 4 3 0 4 3 0 -5 -3 0 -5 -3 0 -5 -3 0 5 3 0 5 3 0 5 3 0 -6 -3 0 -6 -3 0 -6 -3 0 6 3 0 6 3 0 6 3 0 -7 -3 0 -7 -3 0 7 3 0 7 3 0 7 3 0 -8 -3 0 -8 -3 0 8 3 0 8 3 0 8 3 0 -9 -3 0 -9 -3 0 9 3 0 9 3 0 9 3 0 -10 -3 0 10 3 0 10 3 0 10 3 0 11 3 0 11 3 0 10 -4 0 10 -4 0 10 -4 0 -10 4 0 -10 4 0 9 -4 0 9 -4 0 9 -4 0 -9 4 0 -9 4 0 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3 9 13 3 9 13 -4 -9 -13 4 9 13 4 9 13 0 1 -14 0 -1 14 -1 1 -14 1 -1 14 -2 1 -14 2 -1 14 -3 1 -14 3 -1 14 4 -1 14 1 0 -14 -1 0 14 -1 0 14 0 0 -14 0 0 14 -1 0 -14 1 0 14 -2 0 -14 2 0 14 -3 0 -14 3 0 14 -4 0 -14 4 0 14 -5 0 -14 5 0 14 -2 1 14 -2 1 14 1 -1 -14 -1 1 14 -1 1 14 0 -1 -14 0 1 14 -1 -1 -14 1 1 14 -2 -1 -14 2 1 14 -3 -1 -14 3 1 14 -4 -1 -14 4 1 14 -5 -1 -14 5 1 14 2 -2 -14 -2 2 14 -2 2 14 1 -2 -14 -1 2 14 -1 2 14 0 -2 -14 0 2 14 -1 -2 -14 1 2 14 -2 -2 -14 2 2 14 -3 -2 -14 3 2 14 -4 -2 -14 4 2 14 -5 -2 -14 5 2 14 -6 -2 -14 6 2 14 2 -3 -14 -2 3 14 -2 3 14 1 -3 -14 -1 3 14 -1 3 14 0 -3 -14 0 3 14 -1 -3 -14 1 3 14 -2 -3 -14 2 3 14 -3 -3 -14 3 3 14 -4 -3 -14 4 3 14 -5 -3 -14 5 3 14 -6 -3 -14 6 3 14 2 -4 -14 -2 4 14 -2 4 14 1 -4 -14 -1 4 14 -1 4 14 0 -4 -14 0 4 14 0 4 14 -1 -4 -14 1 4 14 -2 -4 -14 2 4 14 -3 -4 -14 3 4 14 -4 -4 -14 4 4 14 -5 -4 -14 5 4 14 -6 -4 -14 -2 5 14 1 -5 -14 -1 5 14 -1 5 14 0 -5 -14 0 5 14 0 5 14 -1 -5 -14 1 5 14 -2 -5 -14 2 5 14 -3 -5 -14 3 5 14 -4 -5 -14 -5 -5 -14 5 5 14 -6 -5 -14 6 5 14 6 5 14 1 -6 -14 -1 6 14 0 -6 -14 0 6 14 0 6 14 -1 -6 -14 1 6 14 1 6 14 -2 -6 -14 2 6 14 -3 -6 -14 3 6 14 -4 -6 -14 4 6 14 -5 -6 -14 5 6 14 5 6 14 1 -7 -14 -1 7 14 0 -7 -14 0 7 14 -1 -7 -14 1 7 14 1 7 14 -2 -7 -14 2 7 14 -3 -7 -14 3 7 14 -4 -7 -14 4 7 14 -1 -8 -14 1 8 14 -2 -8 -14 2 8 14 2 8 14 -3 -8 -14 3 8 14 -1 -2 -15 1 2 15 2 2 15 -3 -2 -15 3 2 15 1 3 15 -2 -3 -15 2 3 15 -3 -3 -15 3 3 15 -1 -4 -15 1 4 15 -2 -4 -15 2 4 15 -3 -4 -15 3 4 15 -1 -5 -15 1 5 15 -2 -5 -15 2 5 15 -3 -5 -15 3 5 15 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle _geom_angle_publ_flag O1A C1A C4A . . 115.95(13) ? O2A C1A O1A . . 124.87(15) ? O2A C1A C4A . . 119.16(14) ? O3A C2A C6A . . 115.77(13) ? O4A C2A O3A . . 124.98(15) ? O4A C2A C6A . . 119.24(14) ? O5A C3A C8A . . 116.00(13) ? O6A C3A O5A . . 124.60(14) ? O6A C3A C8A . . 119.40(13) ? C5A C4A C1A . . 120.71(14) ? C5A C4A C9A . . 119.10(13) ? C9A C4A C1A . . 120.20(14) ? C4A C5A H5A . . 119.5 ? C4A C5A C6A . . 121.00(13) ? C6A C5A H5A . . 119.5 ? C5A C6A C2A . . 119.89(14) ? C5A C6A C7A . . 118.99(14) ? C7A C6A C2A . . 121.08(14) ? C6A C7A H7A . . 119.5 ? C8A C7A C6A . . 120.96(13) ? C8A C7A H7A . . 119.5 ? C7A C8A C3A . . 120.22(13) ? C7A C8A C9A . . 119.10(13) ? C9A C8A C3A . . 120.67(14) ? C4A C9A C8A . . 120.84(13) ? C4A C9A H9A . . 119.6 ? C8A C9A H9A . . 119.6 ? C11A N1A H1A . . 123.1(12) ? C11A N1A C13A . . 108.45(13) ? C13A N1A H1A . . 128.4(12) ? C11A N2A H2A . . 121.3(13) ? C11A N2A C12A . . 108.88(14) ? C12A N2A H2A . . 129.8(13) ? H10A C10A H10B . . 109.5 ? H10A C10A H10C . . 109.5 ? H10B C10A H10C . . 109.5 ? C11A C10A H10A . . 109.5 ? C11A C10A H10B . . 109.5 ? C11A C10A H10C . . 109.5 ? N1A C11A N2A . . 108.61(14) ? N1A C11A C10A . . 125.15(14) ? N2A C11A C10A . . 126.24(14) ? N2A C12A H12A . . 126.8 ? C13A C12A N2A . . 106.30(15) ? C13A C12A H12A . . 126.8 ? N1A C13A H13A . . 126.1 ? C12A C13A N1A . . 107.75(14) ? C12A C13A H13A . . 126.1 ? C15A N3A H3A . . 121.1(12) ? C15A N3A C16A . . 108.74(13) ? C16A N3A H3A . . 130.1(12) ? C15A N4A H4A . . 121.7(13) ? C15A N4A C17A . . 108.96(15) ? C17A N4A H4A . . 129.2(13) ? H14A C14A H14B . . 109.5 ? H14A C14A H14C . . 109.5 ? H14B C14A H14C . . 109.5 ? C15A C14A H14A . . 109.5 ? C15A C14A H14B . . 109.5 ? C15A C14A H14C . . 109.5 ? N3A C15A N4A . . 108.31(15) ? N3A C15A C14A . . 125.30(14) ? N4A C15A C14A . . 126.38(16) ? N3A C16A H16A . . 126.2 ? C17A C16A N3A . . 107.51(15) ? C17A C16A H16A . . 126.2 ? N4A C17A H17A . . 126.8 ? C16A C17A N4A . . 106.47(14) ? C16A C17A H17A . . 126.8 ? C19A N5A H5AA . . 122.0(13) ? C19A N5A C21A . . 108.61(13) ? C21A N5A H5AA . . 129.1(13) ? C19A N6A H6A . . 123.4(13) ? C19A N6A C20A . . 108.66(15) ? C20A N6A H6A . . 127.8(13) ? H18A C18A H18B . . 109.5 ? H18A C18A H18C . . 109.5 ? H18B C18A H18C . . 109.5 ? C19A C18A H18A . . 109.5 ? C19A C18A H18B . . 109.5 ? C19A C18A H18C . . 109.5 ? N5A C19A N6A . . 108.55(14) ? N5A C19A C18A . . 125.28(14) ? N6A C19A C18A . . 126.14(15) ? N6A C20A H20A . . 126.7 ? C21A C20A N6A . . 106.55(14) ? C21A C20A H20A . . 126.7 ? N5A C21A H21A . . 126.2 ? C20A C21A N5A . . 107.63(13) ? C20A C21A H21A . . 126.2 ? O1B C1B C4B . . 120.2(9) ? O2B C1B O1B . . 121.0(10) ? O2B C1B C4B . . 118.6(9) ? O3B C2B C6B . . 119.9(9) ? O4B C2B O3B . . 120.8(10) ? O4B C2B C6B . . 119.2(9) ? O5B C3B C8B . . 119.0(8) ? O6B C3B O5B . . 121.5(10) ? O6B C3B C8B . . 119.4(9) ? C5B C4B C1B . . 123.5(9) ? C9B C4B C1B . . 118.8(9) ? C9B C4B C5B . . 117.7(9) ? C4B C5B H5B . . 119.1 ? C6B C5B C4B . . 121.8(9) ? C6B C5B H5B . . 119.1 ? C5B C6B C2B . . 118.4(9) ? C5B C6B C7B . . 118.7(9) ? C7B C6B C2B . . 122.9(9) ? C6B C7B H7B . . 119.2 ? C8B C7B C6B . . 121.5(9) ? C8B C7B H7B . . 119.2 ? C7B C8B C3B . . 119.2(9) ? C7B C8B C9B . . 118.0(9) ? C9B C8B C3B . . 122.8(9) ? C4B C9B C8B . . 122.3(9) ? C4B C9B H9B . . 118.8 ? C8B C9B H9B . . 118.8 ? C11B N1B H1B . . 126.2 ? C11B N1B C13B . . 107.6(9) ? C13B N1B H1B . . 126.2 ? C11B N2B H2B . . 125.5 ? C11B N2B C12B . . 109.0(9) ? C12B N2B H2B . . 125.5 ? H10D C10B H10E . . 109.5 ? H10D C10B H10F . . 109.5 ? H10E C10B H10F . . 109.5 ? C11B C10B H10D . . 109.5 ? C11B C10B H10E . . 109.5 ? C11B C10B H10F . . 109.5 ? N1B C11B N2B . . 109.0(8) ? N1B C11B C10B . . 126.0(11) ? N2B C11B C10B . . 125.0(11) ? N2B C12B H12B . . 128.0 ? C13B C12B N2B . . 104.0(9) ? C13B C12B H12B . . 128.0 ? N1B C13B H13B . . 124.8 ? C12B C13B N1B . . 110.4(9) ? C12B C13B H13B . . 124.8 ? C15B N3B H3B . . 125.8 ? C15B N3B C16B . . 108.3(9) ? C16B N3B H3B . . 125.8 ? C15B N4B H4B . . 125.7 ? C15B N4B C17B . . 108.6(9) ? C17B N4B H4B . . 125.7 ? H14D C14B H14E . . 109.5 ? H14D C14B H14F . . 109.5 ? H14E C14B H14F . . 109.5 ? C15B C14B H14D . . 109.5 ? C15B C14B H14E . . 109.5 ? C15B C14B H14F . . 109.5 ? N3B C15B N4B . . 108.7(9) ? N3B C15B C14B . . 126.4(11) ? N4B C15B C14B . . 124.5(11) ? N3B C16B H16B . . 125.5 ? C17B C16B N3B . . 109.1(9) ? C17B C16B H16B . . 125.5 ? N4B C17B H17B . . 127.4 ? C16B C17B N4B . . 105.1(9) ? C16B C17B H17B . . 127.4 ? C19B N5B H5BA . . 125.8 ? C19B N5B C21B . . 108.4(8) ? C21B N5B H5BA . . 125.8 ? C19B N6B H6B . . 125.7 ? C19B N6B C20B . . 108.6(9) ? C20B N6B H6B . . 125.7 ? H18D C18B H18E . . 109.5 ? H18D C18B H18F . . 109.5 ? H18E C18B H18F . . 109.5 ? C19B C18B H18D . . 109.5 ? C19B C18B H18E . . 109.5 ? C19B C18B H18F . . 109.5 ? N5B C19B N6B . . 108.2(9) ? N5B C19B C18B . . 127.0(11) ? N6B C19B C18B . . 124.5(11) ? N6B C20B H20B . . 127.5 ? C21B C20B N6B . . 105.0(9) ? C21B C20B H20B . . 127.5 ? N5B C21B H21B . . 125.4 ? C20B C21B N5B . . 109.2(9) ? C20B C21B H21B . . 125.4 ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1A C1A . 1.2629(18) ? O2A C1A . 1.2565(17) ? O3A C2A . 1.2674(17) ? O4A C2A . 1.2534(17) ? O5A C3A . 1.2677(18) ? O6A C3A . 1.2519(18) ? C1A C4A . 1.513(2) ? C2A C6A . 1.516(2) ? C3A C8A . 1.5159(19) ? C4A C5A . 1.392(2) ? C4A C9A . 1.3936(19) ? C5A H5A . 0.9500 ? C5A C6A . 1.394(2) ? C6A C7A . 1.395(2) ? C7A H7A . 0.9500 ? C7A C8A . 1.391(2) ? C8A C9A . 1.395(2) ? C9A H9A . 0.9500 ? N1A H1A . 0.883(9) ? N1A C11A . 1.3234(18) ? N1A C13A . 1.376(2) ? N2A H2A . 0.873(9) ? N2A C11A . 1.331(2) ? N2A C12A . 1.381(2) ? C10A H10A . 0.9800 ? C10A H10B . 0.9800 ? C10A H10C . 0.9800 ? C10A C11A . 1.480(2) ? C12A H12A . 0.9500 ? C12A C13A . 1.349(2) ? C13A H13A . 0.9500 ? N3A H3A . 0.881(9) ? N3A C15A . 1.3287(19) ? N3A C16A . 1.375(2) ? N4A H4A . 0.877(9) ? N4A C15A . 1.333(2) ? N4A C17A . 1.381(3) ? C14A H14A . 0.9800 ? C14A H14B . 0.9800 ? C14A H14C . 0.9800 ? C14A C15A . 1.476(2) ? C16A H16A . 0.9500 ? C16A C17A . 1.352(2) ? C17A H17A . 0.9500 ? N5A H5AA . 0.868(9) ? N5A C19A . 1.324(2) ? N5A C21A . 1.378(2) ? N6A H6A . 0.873(9) ? N6A C19A . 1.337(2) ? N6A C20A . 1.383(2) ? C18A H18A . 0.9800 ? C18A H18B . 0.9800 ? C18A H18C . 0.9800 ? C18A C19A . 1.473(2) ? C20A H20A . 0.9500 ? C20A C21A . 1.349(2) ? C21A H21A . 0.9500 ? O1B C1B . 1.266(9) ? O2B C1B . 1.246(9) ? O3B C2B . 1.271(9) ? O4B C2B . 1.245(9) ? O5B C3B . 1.275(9) ? O6B C3B . 1.247(9) ? C1B C4B . 1.522(9) ? C2B C6B . 1.518(9) ? C3B C8B . 1.524(8) ? C4B C5B . 1.384(9) ? C4B C9B . 1.381(9) ? C5B H5B . 0.9500 ? C5B C6B . 1.382(9) ? C6B C7B . 1.383(9) ? C7B H7B . 0.9500 ? C7B C8B . 1.379(9) ? C8B C9B . 1.388(9) ? C9B H9B . 0.9500 ? N1B H1B . 0.8800 ? N1B C11B . 1.313(9) ? N1B C13B . 1.360(9) ? N2B H2B . 0.8800 ? N2B C11B . 1.336(10) ? N2B C12B . 1.397(10) ? C10B H10D . 0.9800 ? C10B H10E . 0.9800 ? C10B H10F . 0.9800 ? C10B C11B . 1.473(9) ? C12B H12B . 0.9500 ? C12B C13B . 1.341(9) ? C13B H13B . 0.9500 ? N3B H3B . 0.8800 ? N3B C15B . 1.318(9) ? N3B C16B . 1.360(9) ? N4B H4B . 0.8800 ? N4B C15B . 1.334(9) ? N4B C17B . 1.394(10) ? C14B H14D . 0.9800 ? C14B H14E . 0.9800 ? C14B H14F . 0.9800 ? C14B C15B . 1.472(9) ? C16B H16B . 0.9500 ? C16B C17B . 1.347(10) ? C17B H17B . 0.9500 ? N5B H5BA . 0.8800 ? N5B C19B . 1.316(9) ? N5B C21B . 1.368(9) ? N6B H6B . 0.8800 ? N6B C19B . 1.343(10) ? N6B C20B . 1.400(10) ? C18B H18D . 0.9800 ? C18B H18E . 0.9800 ? C18B H18F . 0.9800 ? C18B C19B . 1.468(9) ? C20B H20B . 0.9500 ? C20B C21B . 1.341(10) ? C21B H21B . 0.9500 ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_site_symmetry_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag N1A H1A O1A 2_666 0.883(9) 1.730(10) 2.6101(17) 174.4(18) yes N2A H2A O4A 2_657 0.873(9) 1.828(10) 2.6888(18) 168.5(18) yes C10A H10C O2A 2_666 0.98 2.42 3.390(2) 170.8 yes C12A H12A O5A 2_657 0.95 2.45 3.338(2) 156.0 yes N3A H3A O5A 1_465 0.881(9) 1.755(10) 2.6309(16) 172.3(18) yes N4A H4A O2A . 0.877(9) 1.815(10) 2.682(2) 169.8(18) yes C14A H14B O6A 1_465 0.98 2.43 3.3867(19) 165.0 yes C17A H17A O3A . 0.95 2.44 3.3202(19) 154.5 yes N5A H5AA O3A 2_667 0.868(9) 1.749(10) 2.6131(17) 173.2(19) yes N6A H6A O6A 2_766 0.873(9) 1.857(10) 2.713(2) 166.7(18) yes C18A H18A O1A . 0.98 2.63 3.462(2) 143.2 yes C18A H18C O4A 2_667 0.98 2.45 3.371(2) 156.5 yes C20A H20A O1A 2_766 0.95 2.38 3.2993(19) 163.5 yes N1B H1B O1B 2_667 0.88 1.64 2.510(16) 169.2 yes N2B H2B O4B 2_766 0.88 1.75 2.606(16) 164.9 yes C10B H10D O2B 2_667 0.98 2.61 3.51(2) 151.4 yes C10B H10E O2B 1_655 0.98 2.05 2.85(3) 136.8 yes C12B H12B O5B 2_766 0.95 2.58 3.475(15) 157.1 yes N3B H3B O5B 2_757 0.88 1.66 2.522(15) 167.6 yes N4B H4B O2B 2_667 0.88 1.75 2.598(16) 161.8 yes C17B H17B O3B 2_667 0.95 2.52 3.442(16) 164.3 yes N5B H5BA O3B 2_666 0.88 1.65 2.518(15) 168.4 yes N6B H6B O6B 2_657 0.88 1.83 2.648(19) 153.2 yes 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_site_symmetry_1 _geom_torsion_site_symmetry_2 _geom_torsion_site_symmetry_3 _geom_torsion_site_symmetry_4 _geom_torsion _geom_torsion_publ_flag O1A C1A C4A C5A . . . . 179.42(14) ? O1A C1A C4A C9A . . . . -0.3(2) ? O2A C1A C4A C5A . . . . 1.2(2) ? O2A C1A C4A C9A . . . . -178.44(14) ? O3A C2A C6A C5A . . . . 4.3(2) ? O3A C2A C6A C7A . . . . -173.16(14) ? O4A C2A C6A C5A . . . . -176.84(14) ? O4A C2A C6A C7A . . . . 5.7(2) ? O5A C3A C8A C7A . . . . -4.4(2) ? O5A C3A C8A C9A . . . . 177.30(14) ? O6A C3A C8A C7A . . . . 174.65(14) ? O6A C3A C8A C9A . . . . -3.7(2) ? C1A C4A C5A C6A . . . . -179.09(14) ? C1A C4A C9A C8A . . . . 178.51(14) ? C2A C6A C7A C8A . . . . 175.60(14) ? C3A C8A C9A C4A . . . . 178.58(14) ? C4A C5A C6A C2A . . . . -176.59(14) ? C4A C5A C6A C7A . . . . 0.9(2) ? C5A C4A C9A C8A . . . . -1.2(2) ? C5A C6A C7A C8A . . . . -1.8(2) ? C6A C7A C8A C3A . . . . -177.06(14) ? C6A C7A C8A C9A . . . . 1.3(2) ? C7A C8A C9A C4A . . . . 0.2(2) ? C9A C4A C5A C6A . . . . 0.6(2) ? N2A C12A C13A N1A . . . . -0.4(2) ? C11A N1A C13A C12A . . . . -0.12(19) ? C11A N2A C12A C13A . . . . 0.8(3) ? C12A N2A C11A N1A . . . . -0.8(3) ? C12A N2A C11A C10A . . . . 179.21(17) ? C13A N1A C11A N2A . . . . 0.6(2) ? C13A N1A C11A C10A . . . . -179.45(16) ? N3A C16A C17A N4A . . . . 0.2(3) ? C15A N3A C16A C17A . . . . -0.52(19) ? C15A N4A C17A C16A . . . . 0.3(4) ? C16A N3A C15A N4A . . . . 0.7(3) ? C16A N3A C15A C14A . . . . -178.42(16) ? C17A N4A C15A N3A . . . . -0.6(4) ? C17A N4A C15A C14A . . . . 178.51(19) ? N6A C20A C21A N5A . . . . -0.1(3) ? C19A N5A C21A C20A . . . . 0.1(2) ? C19A N6A C20A C21A . . . . 0.2(3) ? C20A N6A C19A N5A . . . . -0.1(3) ? C20A N6A C19A C18A . . . . 178.17(19) ? C21A N5A C19A N6A . . . . 0.0(3) ? C21A N5A C19A C18A . . . . -178.26(16) ? O1B C1B C4B C5B . . . . 171.5(18) ? O1B C1B C4B C9B . . . . -4(3) ? O2B C1B C4B C5B . . . . -4(3) ? O2B C1B C4B C9B . . . . -179.6(17) ? O3B C2B C6B C5B . . . . -1(3) ? O3B C2B C6B C7B . . . . -179.7(16) ? O4B C2B C6B C5B . . . . -177.6(16) ? O4B C2B C6B C7B . . . . 4(3) ? O5B C3B C8B C7B . . . . 2(3) ? O5B C3B C8B C9B . . . . -178.6(18) ? O6B C3B C8B C7B . . . . -174.1(17) ? O6B C3B C8B C9B . . . . 5(3) ? C1B C4B C5B C6B . . . . -176.2(17) ? C1B C4B C9B C8B . . . . 175.4(17) ? C2B C6B C7B C8B . . . . 178.0(17) ? C3B C8B C9B C4B . . . . -178.6(17) ? C4B C5B C6B C2B . . . . -177.7(17) ? C4B C5B C6B C7B . . . . 1(3) ? C5B C4B C9B C8B . . . . -1(3) ? C5B C6B C7B C8B . . . . -1(3) ? C6B C7B C8B C3B . . . . 179.3(16) ? C6B C7B C8B C9B . . . . 0(3) ? C7B C8B C9B C4B . . . . 1(3) ? C9B C4B C5B C6B . . . . -1(3) ? N2B C12B C13B N1B . . . . -2(3) ? C11B N1B C13B C12B . . . . 2(2) ? C11B N2B C12B C13B . . . . 1(4) ? C12B N2B C11B N1B . . . . 0(4) ? C12B N2B C11B C10B . . . . -179(2) ? C13B N1B C11B N2B . . . . -1(3) ? C13B N1B C11B C10B . . . . 177(2) ? N3B C16B C17B N4B . . . . 1(3) ? C15B N3B C16B C17B . . . . 3(2) ? C15B N4B C17B C16B . . . . -3(5) ? C16B N3B C15B N4B . . . . -5(3) ? C16B N3B C15B C14B . . . . -178.0(19) ? C17B N4B C15B N3B . . . . 5(5) ? C17B N4B C15B C14B . . . . 179(2) ? N6B C20B C21B N5B . . . . 0(3) ? C19B N5B C21B C20B . . . . -5(2) ? C19B N6B C20B C21B . . . . 5(3) ? C20B N6B C19B N5B . . . . -8(4) ? C20B N6B C19B C18B . . . . 178(2) ? C21B N5B C19B N6B . . . . 8(3) ? C21B N5B C19B C18B . . . . -178.8(18) ?