#------------------------------------------------------------------------------ #$Date: 2022-05-22 03:08:16 +0300 (Sun, 22 May 2022) $ #$Revision: 275602 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/06/15/7061535.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_7061535 loop_ _publ_author_name 'Xu, Xiao' 'Xia, Ting' 'Chen, Xu-Lang' 'Hao, Xiang' 'Liang, Tongling' 'Li, Huanrong' 'Gong, Han-Yuan' _publ_section_title ; Tetrabenzo[b,de,gh,j][1,10]phenanthroline：a nitrogen-doped nanographene as a selective metal cation and proton fluorophore ; _journal_name_full 'New Journal of Chemistry' _journal_paper_doi 10.1039/D2NJ01861F _journal_year 2022 _chemical_formula_sum 'C57 H36 Cu F3 N4 O4 S' _chemical_formula_weight 993.50 _space_group_crystal_system triclinic _space_group_IT_number 2 _space_group_name_Hall '-P 1' _space_group_name_H-M_alt 'P -1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2021-12-10 deposited with the CCDC. 2022-05-19 downloaded from the CCDC. ; _cell_angle_alpha 76.769(2) _cell_angle_beta 78.230(2) _cell_angle_gamma 89.087(2) _cell_formula_units_Z 2 _cell_length_a 9.7994(3) _cell_length_b 13.3018(4) _cell_length_c 17.3876(4) _cell_measurement_reflns_used 6894 _cell_measurement_temperature 169.99(10) _cell_measurement_theta_max 62.496 _cell_measurement_theta_min 2.668 _cell_volume 2158.79(11) _computing_cell_refinement 'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)' _computing_data_collection 'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)' _computing_data_reduction 'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXT 2018/2 (Sheldrick, 2018)' _diffrn_ambient_temperature 169.99(10) _diffrn_detector_area_resol_mean 10.0000 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 1.000 _diffrn_measurement_device_type 'XtaLAB Synergy R, HyPix' _diffrn_measurement_method '\w scans' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0510 _diffrn_reflns_av_unetI/netI 0.0558 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 1.000 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_number 21817 _diffrn_reflns_point_group_measured_fraction_full 1.000 _diffrn_reflns_point_group_measured_fraction_max 1.000 _diffrn_reflns_theta_full 62.496 _diffrn_reflns_theta_max 62.496 _diffrn_reflns_theta_min 2.668 _exptl_absorpt_coefficient_mu 1.759 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.81977 _exptl_absorpt_correction_type multi-scan _exptl_crystal_colour green _exptl_crystal_density_diffrn 1.528 _exptl_crystal_description block _exptl_crystal_F_000 1020 _exptl_crystal_size_max 0.050 _exptl_crystal_size_mid 0.030 _exptl_crystal_size_min 0.010 _refine_diff_density_max 0.502 _refine_diff_density_min -0.338 _refine_diff_density_rms 0.067 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.035 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 631 _refine_ls_number_reflns 6894 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.035 _refine_ls_R_factor_all 0.0598 _refine_ls_R_factor_gt 0.0469 _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^)+(0.0872P)^2^+0.0652P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1254 _refine_ls_wR_factor_ref 0.1358 _reflns_Friedel_coverage 0.000 _reflns_number_gt 5551 _reflns_number_total 6894 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d2nj01861f2.cif _cod_data_source_block A_CCDC2 _cod_database_code 7061535 _shelx_shelxl_version_number 2018/3 _shelx_space_group_comment ; The symmetry employed for this shelxl refinement is uniquely defined by the following loop, which should always be used as a source of symmetry information in preference to the above space-group names. They are only intended as comments. ; _shelx_res_file ; TITL tx9252_a.res in P-1 A.res created by SHELXL-2018/3 at 09:36:27 on 13-Oct-2021 CELL 1.54184 9.7994 13.3018 17.3876 76.769 78.23 89.087 ZERR 2 0.0003 0.0004 0.0004 0.002 0.002 0.002 LATT 1 SFAC C H Cu N O F S UNIT 114 72 2 8 8 6 2 MERG 2 OMIT -4 125 L.S. 5 PLAN 5 BOND $H HTAB CONF LIST 6 fmap 2 ACTA WGHT 0.087200 0.065200 FVAR 0.32845 S1 7 0.170322 0.322489 0.741971 11.00000 0.03674 0.06007 = 0.03377 -0.01058 0.00308 0.00555 CU1 3 0.531148 0.169695 0.217175 11.00000 0.03098 0.02768 = 0.02613 -0.01334 -0.00460 0.00266 F1 6 0.428936 0.384434 0.732132 11.00000 0.04580 0.08686 = 0.06870 -0.02871 0.00030 -0.00895 F2 6 0.286724 0.402223 0.837018 11.00000 0.07623 0.19817 = 0.08311 -0.09098 -0.00281 -0.00786 F3 6 0.287671 0.503370 0.721133 11.00000 0.13476 0.04514 = 0.29550 -0.00577 -0.10246 0.00537 O1 5 0.040063 0.349372 0.785351 11.00000 0.04212 0.09569 = 0.05353 -0.02633 -0.00448 0.02771 O2 5 0.185233 0.343088 0.657453 11.00000 0.06072 0.13992 = 0.04002 -0.01905 0.00056 -0.01504 O3 5 0.215250 0.222595 0.776908 11.00000 0.05340 0.05178 = 0.10232 -0.00173 -0.00146 0.00450 O4 5 -0.079744 0.772029 0.629890 11.00000 0.06695 0.07756 = 0.11525 -0.03616 -0.03149 0.02370 N1 4 0.448495 0.046547 0.190785 11.00000 0.02317 0.02750 = 0.02277 -0.00843 -0.00524 0.00118 N2 4 0.679876 0.156287 0.122064 11.00000 0.02560 0.02451 = 0.02513 -0.00811 -0.00574 -0.00088 N3 4 0.442558 0.300262 0.239396 11.00000 0.02751 0.02520 = 0.02495 -0.01004 -0.00359 0.00109 N4 4 0.558198 0.153467 0.332021 11.00000 0.02293 0.02691 = 0.02608 -0.01022 -0.00174 0.00079 C1 1 0.329867 -0.012563 0.233225 11.00000 0.02464 0.02791 = 0.02160 -0.00357 -0.00673 0.00056 C2 1 0.236455 0.027791 0.290171 11.00000 0.03019 0.03504 = 0.02970 -0.01186 -0.00822 0.00305 AFIX 43 H2A 2 0.254712 0.092599 0.298203 11.00000 -1.20000 AFIX 0 C3 1 0.118496 -0.027747 0.334008 11.00000 0.02632 0.04056 = 0.03234 -0.01054 -0.00072 0.00537 AFIX 43 H3A 2 0.055756 0.000038 0.370825 11.00000 -1.20000 AFIX 0 C4 1 0.092132 -0.126520 0.323468 11.00000 0.02552 0.04282 = 0.03286 -0.00428 -0.00299 -0.00277 AFIX 43 H4A 2 0.013842 -0.165200 0.354910 11.00000 -1.20000 AFIX 0 C5 1 0.181284 -0.166320 0.267004 11.00000 0.02891 0.02930 = 0.03358 -0.00483 -0.00678 -0.00078 AFIX 43 H5A 2 0.161762 -0.231394 0.259908 11.00000 -1.20000 AFIX 0 C6 1 0.301968 -0.110190 0.219582 11.00000 0.02451 0.02894 = 0.02421 -0.00463 -0.00727 0.00160 C7 1 0.394349 -0.145583 0.155842 11.00000 0.02911 0.02414 = 0.02722 -0.00576 -0.00859 0.00054 C8 1 0.372872 -0.239101 0.134912 11.00000 0.03807 0.03044 = 0.03778 -0.01116 -0.00493 -0.00746 AFIX 43 H8A 2 0.296214 -0.282016 0.162977 11.00000 -1.20000 AFIX 0 C9 1 0.464551 -0.267347 0.073233 11.00000 0.04781 0.02902 = 0.04425 -0.01690 -0.00023 -0.00720 AFIX 43 H9A 2 0.449601 -0.329842 0.060369 11.00000 -1.20000 AFIX 0 C10 1 0.579179 -0.204676 0.029588 11.00000 0.03797 0.03218 = 0.03434 -0.01571 -0.00078 0.00142 AFIX 43 H10A 2 0.639652 -0.225901 -0.011905 11.00000 -1.20000 AFIX 0 C11 1 0.605022 -0.110821 0.046871 11.00000 0.02780 0.02495 = 0.02468 -0.01031 -0.00558 0.00298 C12 1 0.511175 -0.082330 0.111639 11.00000 0.02568 0.02339 = 0.02500 -0.00757 -0.00842 0.00241 C13 1 0.534227 0.012166 0.133676 11.00000 0.02357 0.02484 = 0.02025 -0.00782 -0.00589 0.00208 C14 1 0.659089 0.076216 0.092736 11.00000 0.02411 0.02284 = 0.02188 -0.00682 -0.00717 0.00242 C15 1 0.749906 0.049450 0.025501 11.00000 0.02335 0.02682 = 0.02339 -0.00686 -0.00838 0.00432 C16 1 0.724282 -0.041691 0.000883 11.00000 0.02574 0.02561 = 0.02213 -0.00711 -0.00796 0.00409 C17 1 0.814237 -0.062399 -0.065609 11.00000 0.03296 0.02955 = 0.02680 -0.01147 -0.00860 0.00753 AFIX 43 H17A 2 0.799932 -0.122007 -0.082693 11.00000 -1.20000 AFIX 0 C18 1 0.926174 0.005117 -0.107332 11.00000 0.02870 0.03850 = 0.02144 -0.00898 -0.00165 0.00614 AFIX 43 H18A 2 0.984040 -0.009707 -0.152582 11.00000 -1.20000 AFIX 0 C19 1 0.953251 0.093085 -0.083310 11.00000 0.02716 0.03277 = 0.02409 -0.00241 -0.00360 0.00283 AFIX 43 H19A 2 1.029175 0.136557 -0.111711 11.00000 -1.20000 AFIX 0 C20 1 0.865482 0.116829 -0.015604 11.00000 0.02412 0.02631 = 0.02488 -0.00486 -0.00726 0.00252 C21 1 0.889701 0.204721 0.015949 11.00000 0.02765 0.02516 = 0.02377 -0.00193 -0.00730 0.00163 C22 1 1.005270 0.274116 -0.017059 11.00000 0.02858 0.03196 = 0.03118 -0.00264 -0.00353 -0.00323 AFIX 43 H22A 2 1.068089 0.265828 -0.062925 11.00000 -1.20000 AFIX 0 C23 1 1.025807 0.353528 0.017787 11.00000 0.03492 0.03264 = 0.03914 -0.00313 -0.00987 -0.00935 AFIX 43 H23A 2 1.102543 0.398533 -0.004967 11.00000 -1.20000 AFIX 0 C24 1 0.934234 0.368412 0.086621 11.00000 0.04210 0.03318 = 0.03748 -0.01033 -0.01044 -0.00900 AFIX 43 H24A 2 0.950712 0.422122 0.109988 11.00000 -1.20000 AFIX 0 C25 1 0.819527 0.303258 0.119711 11.00000 0.03831 0.03142 = 0.02857 -0.00842 -0.01012 -0.00284 AFIX 43 H25A 2 0.757033 0.313827 0.164951 11.00000 -1.20000 AFIX 0 C26 1 0.796101 0.220725 0.085573 11.00000 0.02654 0.02388 = 0.02756 -0.00344 -0.00783 0.00020 C27 1 0.377673 0.372954 0.189168 11.00000 0.02590 0.02409 = 0.02808 -0.00800 -0.00655 -0.00015 C28 1 0.401572 0.370810 0.107104 11.00000 0.03233 0.03195 = 0.03259 -0.01370 -0.00764 0.00266 AFIX 43 H28A 2 0.460177 0.322102 0.088308 11.00000 -1.20000 AFIX 0 C29 1 0.339385 0.439751 0.054598 11.00000 0.03849 0.03509 = 0.02796 -0.01020 -0.01202 0.00104 AFIX 43 H29A 2 0.358330 0.439684 -0.000023 11.00000 -1.20000 AFIX 0 C30 1 0.247152 0.510322 0.083575 11.00000 0.03531 0.02641 = 0.03730 -0.00616 -0.01357 -0.00084 AFIX 43 H30A 2 0.201988 0.555414 0.048342 11.00000 -1.20000 AFIX 0 C31 1 0.222680 0.513660 0.163435 11.00000 0.02813 0.02389 = 0.03860 -0.01008 -0.00887 0.00119 AFIX 43 H31A 2 0.159895 0.560296 0.181904 11.00000 -1.20000 AFIX 0 C32 1 0.291158 0.447584 0.217782 11.00000 0.02541 0.02352 = 0.03096 -0.00879 -0.00359 -0.00301 C33 1 0.280496 0.454242 0.301515 11.00000 0.02604 0.02541 = 0.02937 -0.00896 -0.00279 -0.00346 C34 1 0.197258 0.524984 0.336779 11.00000 0.03793 0.02549 = 0.03427 -0.00995 -0.00667 0.00604 AFIX 43 H34A 2 0.141906 0.569156 0.307459 11.00000 -1.20000 AFIX 0 C35 1 0.198050 0.528581 0.414965 11.00000 0.04401 0.03208 = 0.04110 -0.01836 -0.00228 0.01053 AFIX 43 H35A 2 0.141811 0.575243 0.438176 11.00000 -1.20000 AFIX 0 C36 1 0.280415 0.464550 0.460507 11.00000 0.04367 0.03698 = 0.03188 -0.01763 -0.00505 0.00507 AFIX 43 H36A 2 0.279012 0.469522 0.513149 11.00000 -1.20000 AFIX 0 C37 1 0.364938 0.393088 0.428057 11.00000 0.02907 0.02576 = 0.02679 -0.00848 -0.00114 -0.00194 C38 1 0.361599 0.386856 0.347876 11.00000 0.02520 0.02532 = 0.02874 -0.01090 -0.00183 -0.00268 C39 1 0.435372 0.308591 0.314279 11.00000 0.02411 0.02532 = 0.02622 -0.01001 -0.00269 -0.00315 C40 1 0.505896 0.230009 0.364086 11.00000 0.02091 0.02819 = 0.02506 -0.00924 -0.00155 -0.00273 C41 1 0.517620 0.240159 0.442619 11.00000 0.02245 0.03236 = 0.02313 -0.00769 -0.00156 -0.00301 C42 1 0.454696 0.323749 0.473515 11.00000 0.02733 0.03129 = 0.02808 -0.01173 -0.00103 -0.00276 C43 1 0.479504 0.334703 0.546776 11.00000 0.03566 0.03910 = 0.03096 -0.01774 -0.00279 0.00228 AFIX 43 H43A 2 0.442052 0.389856 0.567731 11.00000 -1.20000 AFIX 0 C44 1 0.559322 0.264784 0.589509 11.00000 0.04240 0.04655 = 0.02456 -0.01520 -0.00804 0.00170 AFIX 43 H44A 2 0.575520 0.274722 0.638160 11.00000 -1.20000 AFIX 0 C45 1 0.615098 0.181017 0.561526 11.00000 0.03307 0.04100 = 0.03196 -0.01008 -0.00864 0.00368 AFIX 43 H45A 2 0.666069 0.133986 0.591823 11.00000 -1.20000 AFIX 0 C46 1 0.594584 0.167008 0.486993 11.00000 0.02384 0.03384 = 0.02520 -0.00933 -0.00088 -0.00227 C47 1 0.647062 0.080399 0.453529 11.00000 0.02344 0.03240 = 0.02821 -0.00652 -0.00386 0.00068 C48 1 0.716065 -0.002167 0.494340 11.00000 0.02926 0.04043 = 0.03040 -0.00719 -0.00824 0.00190 AFIX 43 H48A 2 0.732647 -0.000961 0.544918 11.00000 -1.20000 AFIX 0 C49 1 0.759263 -0.084119 0.461268 11.00000 0.02907 0.03497 = 0.04396 -0.00386 -0.00848 0.00579 AFIX 43 H49A 2 0.804990 -0.137468 0.489460 11.00000 -1.20000 AFIX 0 C50 1 0.735306 -0.088498 0.385325 11.00000 0.02999 0.03175 = 0.04405 -0.01381 -0.00554 0.00678 AFIX 43 H50A 2 0.762486 -0.145384 0.363873 11.00000 -1.20000 AFIX 0 C51 1 0.671464 -0.008251 0.342857 11.00000 0.02898 0.03230 = 0.03329 -0.01247 -0.00568 0.00544 AFIX 43 H51A 2 0.658104 -0.009946 0.291723 11.00000 -1.20000 AFIX 0 C52 1 0.626056 0.076517 0.375933 11.00000 0.02243 0.02944 = 0.03031 -0.00821 -0.00442 0.00040 C53 1 0.299115 0.407803 0.758878 11.00000 0.05780 0.05217 = 0.06473 -0.02059 -0.01507 0.01536 C54 1 0.000487 0.767616 0.687367 11.00000 0.07151 0.07768 = 0.09512 -0.03387 -0.02278 0.01808 AFIX 23 H54A 2 -0.059165 0.758601 0.740504 11.00000 -1.20000 H54B 2 0.055159 0.831413 0.676036 11.00000 -1.20000 AFIX 0 C55 1 0.094625 0.678718 0.685118 11.00000 0.06193 0.07163 = 0.06316 -0.01626 -0.01221 0.01362 AFIX 23 H55A 2 0.056736 0.618972 0.727422 11.00000 -1.20000 H55B 2 0.186417 0.696494 0.691832 11.00000 -1.20000 AFIX 0 C56 1 0.101968 0.657199 0.602798 11.00000 0.03989 0.05471 = 0.05855 -0.00717 -0.00861 -0.00154 AFIX 23 H56A 2 0.196693 0.666444 0.571407 11.00000 -1.20000 H56B 2 0.068513 0.587415 0.607345 11.00000 -1.20000 AFIX 0 C57 1 0.008079 0.735729 0.564986 11.00000 0.06201 0.07022 = 0.07250 -0.00998 -0.02182 0.00452 AFIX 23 H57A 2 0.063100 0.792740 0.526970 11.00000 -1.20000 H57B 2 -0.048375 0.704372 0.536424 11.00000 -1.20000 AFIX 0 HKLF 4 REM tx9252_a.res in P-1 REM wR2 = 0.1358, GooF = S = 1.035, Restrained GooF = 1.035 for all data REM R1 = 0.0469 for 5551 Fo > 4sig(Fo) and 0.0598 for all 6894 data REM 631 parameters refined using 0 restraints END WGHT 0.0758 0.3927 REM No hydrogen bonds found for HTAB generation REM Highest difference peak 0.502, deepest hole -0.338, 1-sigma level 0.067 Q1 1 0.1841 0.4178 0.6560 11.00000 0.05 0.50 Q2 1 0.0149 0.8153 0.5926 11.00000 0.05 0.49 Q3 1 0.3232 0.4662 0.7984 11.00000 0.05 0.43 Q4 1 0.4778 0.0998 0.2054 11.00000 0.05 0.39 Q5 1 0.2043 0.3795 0.7498 11.00000 0.05 0.39 ; _shelx_res_checksum 2979 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 S1 S 0.17032(8) 0.32249(7) 0.74197(5) 0.0451(2) Uani 1 1 d . . . . . Cu1 Cu 0.53115(4) 0.16970(3) 0.21718(2) 0.02729(15) Uani 1 1 d . . . . . F1 F 0.4289(2) 0.3844(2) 0.73213(14) 0.0670(6) Uani 1 1 d . . . . . F2 F 0.2867(3) 0.4022(3) 0.83702(18) 0.1114(13) Uani 1 1 d . . . . . F3 F 0.2877(4) 0.5034(2) 0.7211(4) 0.156(2) Uani 1 1 d . . . . . O1 O 0.0401(3) 0.3494(2) 0.78535(16) 0.0633(7) Uani 1 1 d . . . . . O2 O 0.1852(3) 0.3431(3) 0.65745(16) 0.0819(10) Uani 1 1 d . . . . . O3 O 0.2152(3) 0.2226(2) 0.7769(2) 0.0740(8) Uani 1 1 d . . . . . O4 O -0.0797(3) 0.7720(3) 0.6299(2) 0.0827(10) Uani 1 1 d . . . . . N1 N 0.4485(2) 0.04655(17) 0.19078(13) 0.0240(5) Uani 1 1 d . . . . . N2 N 0.6799(2) 0.15629(17) 0.12206(13) 0.0246(5) Uani 1 1 d . . . . . N3 N 0.4426(2) 0.30026(17) 0.23940(13) 0.0255(5) Uani 1 1 d . . . . . N4 N 0.5582(2) 0.15347(17) 0.33202(13) 0.0251(5) Uani 1 1 d . . . . . C1 C 0.3299(3) -0.0126(2) 0.23323(15) 0.0248(5) Uani 1 1 d . . . . . C2 C 0.2365(3) 0.0278(2) 0.29017(17) 0.0306(6) Uani 1 1 d . . . . . H2A H 0.254712 0.092599 0.298203 0.037 Uiso 1 1 calc R U . . . C3 C 0.1185(3) -0.0277(2) 0.33401(17) 0.0335(6) Uani 1 1 d . . . . . H3A H 0.055756 0.000038 0.370825 0.040 Uiso 1 1 calc R U . . . C4 C 0.0921(3) -0.1265(2) 0.32347(18) 0.0349(6) Uani 1 1 d . . . . . H4A H 0.013842 -0.165200 0.354910 0.042 Uiso 1 1 calc R U . . . C5 C 0.1813(3) -0.1663(2) 0.26700(17) 0.0309(6) Uani 1 1 d . . . . . H5A H 0.161762 -0.231394 0.259908 0.037 Uiso 1 1 calc R U . . . C6 C 0.3020(3) -0.1102(2) 0.21958(16) 0.0258(6) Uani 1 1 d . . . . . C7 C 0.3943(3) -0.1456(2) 0.15584(16) 0.0264(6) Uani 1 1 d . . . . . C8 C 0.3729(3) -0.2391(2) 0.13491(18) 0.0352(7) Uani 1 1 d . . . . . H8A H 0.296214 -0.282016 0.162977 0.042 Uiso 1 1 calc R U . . . C9 C 0.4646(3) -0.2673(2) 0.07323(19) 0.0402(7) Uani 1 1 d . . . . . H9A H 0.449601 -0.329842 0.060369 0.048 Uiso 1 1 calc R U . . . C10 C 0.5792(3) -0.2047(2) 0.02959(18) 0.0345(6) Uani 1 1 d . . . . . H10A H 0.639652 -0.225901 -0.011905 0.041 Uiso 1 1 calc R U . . . C11 C 0.6050(3) -0.1108(2) 0.04687(16) 0.0251(5) Uani 1 1 d . . . . . C12 C 0.5112(3) -0.0823(2) 0.11164(16) 0.0239(5) Uani 1 1 d . . . . . C13 C 0.5342(3) 0.0122(2) 0.13368(15) 0.0223(5) Uani 1 1 d . . . . . C14 C 0.6591(3) 0.07622(19) 0.09274(15) 0.0223(5) Uani 1 1 d . . . . . C15 C 0.7499(3) 0.0494(2) 0.02550(15) 0.0239(5) Uani 1 1 d . . . . . C16 C 0.7243(3) -0.0417(2) 0.00088(15) 0.0238(5) Uani 1 1 d . . . . . C17 C 0.8142(3) -0.0624(2) -0.06561(16) 0.0287(6) Uani 1 1 d . . . . . H17A H 0.799932 -0.122007 -0.082693 0.034 Uiso 1 1 calc R U . . . C18 C 0.9262(3) 0.0051(2) -0.10733(16) 0.0298(6) Uani 1 1 d . . . . . H18A H 0.984040 -0.009707 -0.152582 0.036 Uiso 1 1 calc R U . . . C19 C 0.9533(3) 0.0931(2) -0.08331(16) 0.0290(6) Uani 1 1 d . . . . . H19A H 1.029175 0.136557 -0.111711 0.035 Uiso 1 1 calc R U . . . C20 C 0.8655(3) 0.1168(2) -0.01560(15) 0.0250(5) Uani 1 1 d . . . . . C21 C 0.8897(3) 0.2047(2) 0.01595(15) 0.0259(6) Uani 1 1 d . . . . . C22 C 1.0053(3) 0.2741(2) -0.01706(17) 0.0317(6) Uani 1 1 d . . . . . H22A H 1.068089 0.265828 -0.062925 0.038 Uiso 1 1 calc R U . . . C23 C 1.0258(3) 0.3535(2) 0.01779(18) 0.0360(7) Uani 1 1 d . . . . . H23A H 1.102543 0.398533 -0.004967 0.043 Uiso 1 1 calc R U . . . C24 C 0.9342(3) 0.3684(2) 0.08662(18) 0.0368(7) Uani 1 1 d . . . . . H24A H 0.950712 0.422122 0.109988 0.044 Uiso 1 1 calc R U . . . C25 C 0.8195(3) 0.3033(2) 0.11971(17) 0.0320(6) Uani 1 1 d . . . . . H25A H 0.757033 0.313827 0.164951 0.038 Uiso 1 1 calc R U . . . C26 C 0.7961(3) 0.2207(2) 0.08557(16) 0.0261(6) Uani 1 1 d . . . . . C27 C 0.3777(3) 0.3730(2) 0.18917(16) 0.0255(5) Uani 1 1 d . . . . . C28 C 0.4016(3) 0.3708(2) 0.10710(17) 0.0311(6) Uani 1 1 d . . . . . H28A H 0.460177 0.322102 0.088308 0.037 Uiso 1 1 calc R U . . . C29 C 0.3394(3) 0.4398(2) 0.05460(17) 0.0326(6) Uani 1 1 d . . . . . H29A H 0.358330 0.439684 -0.000023 0.039 Uiso 1 1 calc R U . . . C30 C 0.2472(3) 0.5103(2) 0.08358(18) 0.0323(6) Uani 1 1 d . . . . . H30A H 0.201988 0.555414 0.048342 0.039 Uiso 1 1 calc R U . . . C31 C 0.2227(3) 0.5137(2) 0.16344(17) 0.0294(6) Uani 1 1 d . . . . . H31A H 0.159895 0.560296 0.181904 0.035 Uiso 1 1 calc R U . . . C32 C 0.2912(3) 0.4476(2) 0.21778(17) 0.0265(6) Uani 1 1 d . . . . . C33 C 0.2805(3) 0.4542(2) 0.30152(16) 0.0269(6) Uani 1 1 d . . . . . C34 C 0.1973(3) 0.5250(2) 0.33678(17) 0.0322(6) Uani 1 1 d . . . . . H34A H 0.141906 0.569156 0.307459 0.039 Uiso 1 1 calc R U . . . C35 C 0.1981(3) 0.5286(2) 0.41496(19) 0.0385(7) Uani 1 1 d . . . . . H35A H 0.141811 0.575243 0.438176 0.046 Uiso 1 1 calc R U . . . C36 C 0.2804(3) 0.4646(2) 0.46051(18) 0.0364(7) Uani 1 1 d . . . . . H36A H 0.279012 0.469522 0.513149 0.044 Uiso 1 1 calc R U . . . C37 C 0.3649(3) 0.3931(2) 0.42806(16) 0.0274(6) Uani 1 1 d . . . . . C38 C 0.3616(3) 0.3869(2) 0.34788(16) 0.0262(6) Uani 1 1 d . . . . . C39 C 0.4354(3) 0.3086(2) 0.31428(16) 0.0249(5) Uani 1 1 d . . . . . C40 C 0.5059(3) 0.2300(2) 0.36409(16) 0.0246(5) Uani 1 1 d . . . . . C41 C 0.5176(3) 0.2402(2) 0.44262(16) 0.0262(6) Uani 1 1 d . . . . . C42 C 0.4547(3) 0.3237(2) 0.47351(16) 0.0287(6) Uani 1 1 d . . . . . C43 C 0.4795(3) 0.3347(2) 0.54678(17) 0.0343(6) Uani 1 1 d . . . . . H43A H 0.442052 0.389856 0.567731 0.041 Uiso 1 1 calc R U . . . C44 C 0.5593(3) 0.2648(2) 0.58951(17) 0.0365(7) Uani 1 1 d . . . . . H44A H 0.575520 0.274722 0.638160 0.044 Uiso 1 1 calc R U . . . C45 C 0.6151(3) 0.1810(2) 0.56153(18) 0.0348(6) Uani 1 1 d . . . . . H45A H 0.666069 0.133986 0.591823 0.042 Uiso 1 1 calc R U . . . C46 C 0.5946(3) 0.1670(2) 0.48699(16) 0.0278(6) Uani 1 1 d . . . . . C47 C 0.6471(3) 0.0804(2) 0.45353(16) 0.0283(6) Uani 1 1 d . . . . . C48 C 0.7161(3) -0.0022(2) 0.49434(17) 0.0332(6) Uani 1 1 d . . . . . H48A H 0.732647 -0.000961 0.544918 0.040 Uiso 1 1 calc R U . . . C49 C 0.7593(3) -0.0841(2) 0.46127(19) 0.0368(7) Uani 1 1 d . . . . . H49A H 0.804990 -0.137468 0.489460 0.044 Uiso 1 1 calc R U . . . C50 C 0.7353(3) -0.0885(2) 0.38532(19) 0.0348(6) Uani 1 1 d . . . . . H50A H 0.762486 -0.145384 0.363873 0.042 Uiso 1 1 calc R U . . . C51 C 0.6715(3) -0.0083(2) 0.34286(17) 0.0309(6) Uani 1 1 d . . . . . H51A H 0.658104 -0.009946 0.291723 0.037 Uiso 1 1 calc R U . . . C52 C 0.6261(3) 0.0765(2) 0.37593(17) 0.0273(6) Uani 1 1 d . . . . . C53 C 0.2991(4) 0.4078(3) 0.7589(3) 0.0569(9) Uani 1 1 d . . . . . C54 C 0.0005(5) 0.7676(4) 0.6874(3) 0.0785(13) Uani 1 1 d . . . . . H54A H -0.059165 0.758601 0.740504 0.094 Uiso 1 1 calc R U . . . H54B H 0.055159 0.831413 0.676036 0.094 Uiso 1 1 calc R U . . . C55 C 0.0946(5) 0.6787(4) 0.6851(3) 0.0657(11) Uani 1 1 d . . . . . H55A H 0.056736 0.618972 0.727422 0.079 Uiso 1 1 calc R U . . . H55B H 0.186417 0.696494 0.691832 0.079 Uiso 1 1 calc R U . . . C56 C 0.1020(4) 0.6572(3) 0.6028(2) 0.0522(9) Uani 1 1 d . . . . . H56A H 0.196693 0.666444 0.571407 0.063 Uiso 1 1 calc R U . . . H56B H 0.068513 0.587415 0.607345 0.063 Uiso 1 1 calc R U . . . C57 C 0.0081(5) 0.7357(4) 0.5650(3) 0.0682(11) Uani 1 1 d . . . . . H57A H 0.063100 0.792740 0.526970 0.082 Uiso 1 1 calc R U . . . H57B H -0.048375 0.704372 0.536424 0.082 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 S1 0.0367(4) 0.0601(5) 0.0338(4) -0.0106(4) 0.0031(3) 0.0055(4) Cu1 0.0310(2) 0.0277(2) 0.0261(2) -0.01334(17) -0.00460(16) 0.00266(16) F1 0.0458(12) 0.0869(17) 0.0687(14) -0.0287(13) 0.0003(10) -0.0090(11) F2 0.0762(18) 0.198(4) 0.083(2) -0.091(2) -0.0028(15) -0.008(2) F3 0.135(3) 0.0451(17) 0.295(6) -0.006(3) -0.102(4) 0.0054(18) O1 0.0421(14) 0.096(2) 0.0535(15) -0.0263(15) -0.0045(11) 0.0277(14) O2 0.0607(17) 0.140(3) 0.0400(15) -0.0190(17) 0.0006(13) -0.0150(18) O3 0.0534(16) 0.0518(17) 0.102(2) -0.0017(16) -0.0015(15) 0.0045(13) O4 0.0670(19) 0.078(2) 0.115(3) -0.036(2) -0.0315(19) 0.0237(16) N1 0.0232(11) 0.0275(12) 0.0228(11) -0.0084(9) -0.0052(9) 0.0012(9) N2 0.0256(11) 0.0245(11) 0.0251(11) -0.0081(9) -0.0057(9) -0.0009(9) N3 0.0275(11) 0.0252(11) 0.0250(11) -0.0100(9) -0.0036(9) 0.0011(9) N4 0.0229(11) 0.0269(12) 0.0261(11) -0.0102(9) -0.0017(9) 0.0008(9) C1 0.0246(13) 0.0279(14) 0.0216(12) -0.0036(11) -0.0067(10) 0.0006(11) C2 0.0302(14) 0.0350(15) 0.0297(14) -0.0119(12) -0.0082(12) 0.0031(12) C3 0.0263(14) 0.0406(17) 0.0323(15) -0.0105(13) -0.0007(12) 0.0054(12) C4 0.0255(14) 0.0428(17) 0.0329(15) -0.0043(13) -0.0030(12) -0.0028(12) C5 0.0289(14) 0.0293(15) 0.0336(15) -0.0048(12) -0.0068(12) -0.0008(11) C6 0.0245(13) 0.0289(14) 0.0242(13) -0.0046(11) -0.0073(10) 0.0016(11) C7 0.0291(14) 0.0241(13) 0.0272(14) -0.0058(11) -0.0086(11) 0.0005(11) C8 0.0381(16) 0.0304(16) 0.0378(16) -0.0112(13) -0.0049(13) -0.0075(12) C9 0.0478(18) 0.0290(16) 0.0442(17) -0.0169(14) -0.0002(14) -0.0072(13) C10 0.0380(16) 0.0322(16) 0.0343(15) -0.0157(13) -0.0008(12) 0.0014(13) C11 0.0278(13) 0.0250(14) 0.0247(13) -0.0103(11) -0.0056(11) 0.0030(11) C12 0.0257(13) 0.0234(13) 0.0250(13) -0.0076(11) -0.0084(10) 0.0024(10) C13 0.0236(13) 0.0248(13) 0.0203(12) -0.0078(10) -0.0059(10) 0.0021(10) C14 0.0241(13) 0.0228(13) 0.0219(12) -0.0068(10) -0.0072(10) 0.0024(10) C15 0.0234(13) 0.0268(14) 0.0234(13) -0.0069(11) -0.0084(10) 0.0043(11) C16 0.0257(13) 0.0256(14) 0.0221(12) -0.0071(11) -0.0080(10) 0.0041(11) C17 0.0330(14) 0.0296(14) 0.0268(14) -0.0115(11) -0.0086(11) 0.0075(11) C18 0.0287(14) 0.0385(16) 0.0214(13) -0.0090(12) -0.0017(11) 0.0061(12) C19 0.0272(13) 0.0328(15) 0.0241(13) -0.0024(11) -0.0036(11) 0.0028(11) C20 0.0241(13) 0.0263(14) 0.0249(13) -0.0049(11) -0.0073(10) 0.0025(10) C21 0.0277(13) 0.0252(14) 0.0238(13) -0.0019(11) -0.0073(11) 0.0016(11) C22 0.0286(14) 0.0320(15) 0.0312(15) -0.0026(12) -0.0035(11) -0.0032(12) C23 0.0349(15) 0.0326(16) 0.0391(16) -0.0031(13) -0.0099(13) -0.0094(12) C24 0.0421(17) 0.0332(16) 0.0375(16) -0.0103(13) -0.0104(13) -0.0090(13) C25 0.0383(16) 0.0314(15) 0.0286(14) -0.0084(12) -0.0101(12) -0.0028(12) C26 0.0265(13) 0.0239(13) 0.0276(14) -0.0034(11) -0.0078(11) 0.0002(11) C27 0.0259(13) 0.0241(13) 0.0281(14) -0.0080(11) -0.0066(11) -0.0001(10) C28 0.0323(15) 0.0319(15) 0.0326(15) -0.0137(12) -0.0076(12) 0.0027(12) C29 0.0385(16) 0.0351(16) 0.0280(14) -0.0102(12) -0.0120(12) 0.0010(12) C30 0.0353(15) 0.0264(14) 0.0373(16) -0.0062(12) -0.0136(12) -0.0008(12) C31 0.0281(14) 0.0239(14) 0.0386(16) -0.0101(12) -0.0089(12) 0.0012(11) C32 0.0254(13) 0.0235(13) 0.0310(14) -0.0088(11) -0.0036(11) -0.0030(11) C33 0.0260(13) 0.0254(14) 0.0294(14) -0.0090(11) -0.0028(11) -0.0035(11) C34 0.0379(15) 0.0255(14) 0.0343(15) -0.0099(12) -0.0067(12) 0.0060(12) C35 0.0440(17) 0.0321(16) 0.0411(17) -0.0184(13) -0.0023(13) 0.0105(13) C36 0.0437(17) 0.0370(16) 0.0319(15) -0.0176(13) -0.0050(13) 0.0051(13) C37 0.0291(14) 0.0258(14) 0.0268(14) -0.0085(11) -0.0011(11) -0.0019(11) C38 0.0252(13) 0.0253(14) 0.0287(14) -0.0109(11) -0.0018(11) -0.0027(11) C39 0.0241(13) 0.0253(14) 0.0262(13) -0.0100(11) -0.0027(10) -0.0031(10) C40 0.0209(12) 0.0282(14) 0.0251(13) -0.0092(11) -0.0015(10) -0.0027(10) C41 0.0224(13) 0.0324(15) 0.0231(13) -0.0077(11) -0.0016(10) -0.0030(11) C42 0.0273(14) 0.0313(15) 0.0281(14) -0.0117(12) -0.0010(11) -0.0028(11) C43 0.0357(15) 0.0391(17) 0.0310(15) -0.0177(13) -0.0028(12) 0.0023(13) C44 0.0424(17) 0.0465(18) 0.0246(14) -0.0152(13) -0.0080(12) 0.0017(14) C45 0.0331(15) 0.0410(17) 0.0320(15) -0.0101(13) -0.0086(12) 0.0037(13) C46 0.0238(13) 0.0338(15) 0.0252(13) -0.0093(12) -0.0009(10) -0.0023(11) C47 0.0234(13) 0.0324(15) 0.0282(14) -0.0065(12) -0.0039(11) 0.0007(11) C48 0.0293(14) 0.0404(17) 0.0304(15) -0.0072(13) -0.0082(12) 0.0019(12) C49 0.0291(14) 0.0350(16) 0.0440(17) -0.0039(13) -0.0085(13) 0.0058(12) C50 0.0300(14) 0.0318(15) 0.0440(17) -0.0138(13) -0.0055(12) 0.0068(12) C51 0.0290(14) 0.0323(15) 0.0333(15) -0.0125(12) -0.0057(11) 0.0054(11) C52 0.0224(13) 0.0294(14) 0.0303(14) -0.0082(12) -0.0044(11) 0.0004(11) C53 0.058(2) 0.052(2) 0.065(2) -0.0206(19) -0.0151(19) 0.0154(18) C54 0.072(3) 0.078(3) 0.095(4) -0.034(3) -0.023(3) 0.018(2) C55 0.062(2) 0.072(3) 0.063(2) -0.016(2) -0.012(2) 0.014(2) C56 0.0399(18) 0.055(2) 0.059(2) -0.0072(17) -0.0086(16) -0.0015(16) C57 0.062(2) 0.070(3) 0.073(3) -0.010(2) -0.022(2) 0.005(2) 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 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' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.3331 0.5567 '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 O2 S1 O1 115.58(18) . . ? O2 S1 O3 114.1(2) . . ? O1 S1 O3 113.61(18) . . ? O2 S1 C53 104.9(2) . . ? O1 S1 C53 104.73(18) . . ? O3 S1 C53 101.98(18) . . ? N2 Cu1 N3 127.12(9) . . ? N2 Cu1 N1 81.36(8) . . ? N3 Cu1 N1 130.30(9) . . ? N2 Cu1 N4 125.69(8) . . ? N3 Cu1 N4 81.28(9) . . ? N1 Cu1 N4 116.98(9) . . ? C54 O4 C57 105.4(3) . . ? C13 N1 C1 118.9(2) . . ? C13 N1 Cu1 112.24(16) . . ? C1 N1 Cu1 127.89(17) . . ? C14 N2 C26 118.9(2) . . ? C14 N2 Cu1 113.47(17) . . ? C26 N2 Cu1 127.67(17) . . ? C39 N3 C27 118.7(2) . . ? C39 N3 Cu1 113.19(18) . . ? C27 N3 Cu1 127.73(16) . . ? C40 N4 C52 119.5(2) . . ? C40 N4 Cu1 112.48(18) . . ? C52 N4 Cu1 127.97(17) . . ? N1 C1 C2 118.0(2) . . ? N1 C1 C6 121.7(2) . . ? C2 C1 C6 120.3(2) . . ? C3 C2 C1 120.3(3) . . ? C3 C2 H2A 119.9 . . ? C1 C2 H2A 119.9 . . ? C2 C3 C4 120.1(3) . . ? C2 C3 H3A 120.0 . . ? C4 C3 H3A 120.0 . . ? C5 C4 C3 120.3(3) . . ? C5 C4 H4A 119.9 . . ? C3 C4 H4A 119.9 . . ? C4 C5 C6 121.0(3) . . ? C4 C5 H5A 119.5 . . ? C6 C5 H5A 119.5 . . ? C5 C6 C1 117.9(2) . . ? C5 C6 C7 123.2(2) . . ? C1 C6 C7 118.8(2) . . ? C8 C7 C12 118.3(3) . . ? C8 C7 C6 123.4(3) . . ? C12 C7 C6 118.3(2) . . ? C9 C8 C7 120.2(3) . . ? C9 C8 H8A 119.9 . . ? C7 C8 H8A 119.9 . . ? C8 C9 C10 121.4(3) . . ? C8 C9 H9A 119.3 . . ? C10 C9 H9A 119.3 . . ? C9 C10 C11 121.0(3) . . ? C9 C10 H10A 119.5 . . ? C11 C10 H10A 119.5 . . ? C10 C11 C12 117.5(2) . . ? C10 C11 C16 122.4(2) . . ? C12 C11 C16 120.0(2) . . ? C7 C12 C11 121.6(2) . . ? C7 C12 C13 118.3(2) . . ? C11 C12 C13 120.2(2) . . ? N1 C13 C12 123.9(2) . . ? N1 C13 C14 116.4(2) . . ? C12 C13 C14 119.7(2) . . ? N2 C14 C15 124.4(2) . . ? N2 C14 C13 115.9(2) . . ? C15 C14 C13 119.7(2) . . ? C20 C15 C16 121.3(2) . . ? C20 C15 C14 118.0(2) . . ? C16 C15 C14 120.7(2) . . ? C17 C16 C15 118.1(2) . . ? C17 C16 C11 122.6(2) . . ? C15 C16 C11 119.3(2) . . ? C16 C17 C18 120.7(2) . . ? C16 C17 H17A 119.6 . . ? C18 C17 H17A 119.6 . . ? C19 C18 C17 121.7(2) . . ? C19 C18 H18A 119.1 . . ? C17 C18 H18A 119.1 . . ? C18 C19 C20 119.6(3) . . ? C18 C19 H19A 120.2 . . ? C20 C19 H19A 120.2 . . ? C19 C20 C15 118.6(2) . . ? C19 C20 C21 123.3(2) . . ? C15 C20 C21 118.1(2) . . ? C22 C21 C26 117.8(2) . . ? C22 C21 C20 123.4(3) . . ? C26 C21 C20 118.8(2) . . ? C23 C22 C21 120.6(3) . . ? C23 C22 H22A 119.7 . . ? C21 C22 H22A 119.7 . . ? C22 C23 C24 121.4(3) . . ? C22 C23 H23A 119.3 . . ? C24 C23 H23A 119.3 . . ? C25 C24 C23 119.6(3) . . ? C25 C24 H24A 120.2 . . ? C23 C24 H24A 120.2 . . ? C24 C25 C26 120.3(3) . . ? C24 C25 H25A 119.8 . . ? C26 C25 H25A 119.8 . . ? N2 C26 C25 118.0(2) . . ? N2 C26 C21 121.7(2) . . ? C25 C26 C21 120.3(2) . . ? N3 C27 C28 117.7(2) . . ? N3 C27 C32 122.2(2) . . ? C28 C27 C32 120.0(3) . . ? C29 C28 C27 120.6(3) . . ? C29 C28 H28A 119.7 . . ? C27 C28 H28A 119.7 . . ? C28 C29 C30 119.6(3) . . ? C28 C29 H29A 120.2 . . ? C30 C29 H29A 120.2 . . ? C31 C30 C29 120.6(3) . . ? C31 C30 H30A 119.7 . . ? C29 C30 H30A 119.7 . . ? C30 C31 C32 120.9(3) . . ? C30 C31 H31A 119.5 . . ? C32 C31 H31A 119.5 . . ? C31 C32 C27 118.0(2) . . ? C31 C32 C33 123.6(2) . . ? C27 C32 C33 118.4(2) . . ? C34 C33 C38 119.1(2) . . ? C34 C33 C32 123.5(3) . . ? C38 C33 C32 117.4(2) . . ? C35 C34 C33 119.5(3) . . ? C35 C34 H34A 120.3 . . ? C33 C34 H34A 120.3 . . ? C34 C35 C36 122.0(3) . . ? C34 C35 H35A 119.0 . . ? C36 C35 H35A 119.0 . . ? C35 C36 C37 120.6(3) . . ? C35 C36 H36A 119.7 . . ? C37 C36 H36A 119.7 . . ? C36 C37 C38 117.7(3) . . ? C36 C37 C42 122.9(2) . . ? C38 C37 C42 119.5(2) . . ? C33 C38 C37 121.1(2) . . ? C33 C38 C39 118.7(2) . . ? C37 C38 C39 120.2(2) . . ? N3 C39 C38 123.9(3) . . ? N3 C39 C40 116.1(2) . . ? C38 C39 C40 119.9(2) . . ? N4 C40 C41 123.7(2) . . ? N4 C40 C39 116.6(2) . . ? C41 C40 C39 119.7(2) . . ? C46 C41 C42 121.6(2) . . ? C46 C41 C40 118.4(2) . . ? C42 C41 C40 120.1(2) . . ? C43 C42 C41 117.5(3) . . ? C43 C42 C37 123.0(3) . . ? C41 C42 C37 119.6(2) . . ? C42 C43 C44 121.1(3) . . ? C42 C43 H43A 119.4 . . ? C44 C43 H43A 119.4 . . ? C45 C44 C43 121.5(3) . . ? C45 C44 H44A 119.2 . . ? C43 C44 H44A 119.2 . . ? C44 C45 C46 119.6(3) . . ? C44 C45 H45A 120.2 . . ? C46 C45 H45A 120.2 . . ? C45 C46 C41 118.5(3) . . ? C45 C46 C47 123.5(3) . . ? C41 C46 C47 118.0(2) . . ? C48 C47 C52 117.5(2) . . ? C48 C47 C46 123.7(2) . . ? C52 C47 C46 118.8(2) . . ? C49 C48 C47 121.5(3) . . ? C49 C48 H48A 119.3 . . ? C47 C48 H48A 119.3 . . ? C48 C49 C50 120.7(3) . . ? C48 C49 H49A 119.7 . . ? C50 C49 H49A 119.7 . . ? C51 C50 C49 119.5(3) . . ? C51 C50 H50A 120.2 . . ? C49 C50 H50A 120.2 . . ? C50 C51 C52 120.6(3) . . ? C50 C51 H51A 119.7 . . ? C52 C51 H51A 119.7 . . ? N4 C52 C51 118.4(2) . . ? N4 C52 C47 121.4(2) . . ? C51 C52 C47 120.2(3) . . ? F3 C53 F1 105.3(4) . . ? F3 C53 F2 109.7(4) . . ? F1 C53 F2 106.2(3) . . ? F3 C53 S1 111.5(3) . . ? F1 C53 S1 113.2(3) . . ? F2 C53 S1 110.6(3) . . ? O4 C54 C55 108.4(4) . . ? O4 C54 H54A 110.0 . . ? C55 C54 H54A 110.0 . . ? O4 C54 H54B 110.0 . . ? C55 C54 H54B 110.0 . . ? H54A C54 H54B 108.4 . . ? C54 C55 C56 104.8(4) . . ? C54 C55 H55A 110.8 . . ? C56 C55 H55A 110.8 . . ? C54 C55 H55B 110.8 . . ? C56 C55 H55B 110.8 . . ? H55A C55 H55B 108.9 . . ? C57 C56 C55 103.8(3) . . ? C57 C56 H56A 111.0 . . ? C55 C56 H56A 111.0 . . ? C57 C56 H56B 111.0 . . ? C55 C56 H56B 111.0 . . ? H56A C56 H56B 109.0 . . ? O4 C57 C56 106.9(3) . . ? O4 C57 H57A 110.3 . . ? C56 C57 H57A 110.3 . . ? O4 C57 H57B 110.3 . . ? C56 C57 H57B 110.3 . . ? H57A C57 H57B 108.6 . . ? 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 S1 O2 1.409(3) . ? S1 O1 1.429(3) . ? S1 O3 1.432(3) . ? S1 C53 1.821(4) . ? Cu1 N2 2.009(2) . ? Cu1 N3 2.010(2) . ? Cu1 N1 2.022(2) . ? Cu1 N4 2.030(2) . ? F1 C53 1.320(5) . ? F2 C53 1.324(5) . ? F3 C53 1.305(5) . ? O4 C54 1.383(6) . ? O4 C57 1.445(6) . ? N1 C13 1.325(3) . ? N1 C1 1.388(4) . ? N2 C14 1.317(3) . ? N2 C26 1.386(4) . ? N3 C39 1.319(3) . ? N3 C27 1.386(4) . ? N4 C40 1.318(3) . ? N4 C52 1.379(4) . ? C1 C2 1.402(4) . ? C1 C6 1.413(4) . ? C2 C3 1.369(4) . ? C2 H2A 0.9300 . ? C3 C4 1.402(4) . ? C3 H3A 0.9300 . ? C4 C5 1.371(4) . ? C4 H4A 0.9300 . ? C5 C6 1.409(4) . ? C5 H5A 0.9300 . ? C6 C7 1.444(4) . ? C7 C8 1.404(4) . ? C7 C12 1.409(4) . ? C8 C9 1.371(4) . ? C8 H8A 0.9300 . ? C9 C10 1.387(4) . ? C9 H9A 0.9300 . ? C10 C11 1.388(4) . ? C10 H10A 0.9300 . ? C11 C12 1.421(4) . ? C11 C16 1.472(4) . ? C12 C13 1.429(4) . ? C13 C14 1.459(4) . ? C14 C15 1.429(4) . ? C15 C20 1.416(4) . ? C15 C16 1.417(4) . ? C16 C17 1.383(4) . ? C17 C18 1.394(4) . ? C17 H17A 0.9300 . ? C18 C19 1.376(4) . ? C18 H18A 0.9300 . ? C19 C20 1.405(4) . ? C19 H19A 0.9300 . ? C20 C21 1.442(4) . ? C21 C22 1.411(4) . ? C21 C26 1.418(4) . ? C22 C23 1.369(4) . ? C22 H22A 0.9300 . ? C23 C24 1.393(4) . ? C23 H23A 0.9300 . ? C24 C25 1.373(4) . ? C24 H24A 0.9300 . ? C25 C26 1.404(4) . ? C25 H25A 0.9300 . ? C27 C28 1.405(4) . ? C27 C32 1.407(4) . ? C28 C29 1.368(4) . ? C28 H28A 0.9300 . ? C29 C30 1.398(4) . ? C29 H29A 0.9300 . ? C30 C31 1.371(4) . ? C30 H30A 0.9300 . ? C31 C32 1.406(4) . ? C31 H31A 0.9300 . ? C32 C33 1.461(4) . ? C33 C34 1.401(4) . ? C33 C38 1.412(4) . ? C34 C35 1.373(4) . ? C34 H34A 0.9300 . ? C35 C36 1.391(5) . ? C35 H35A 0.9300 . ? C36 C37 1.392(4) . ? C36 H36A 0.9300 . ? C37 C38 1.422(4) . ? C37 C42 1.474(4) . ? C38 C39 1.425(4) . ? C39 C40 1.458(4) . ? C40 C41 1.430(4) . ? C41 C46 1.408(4) . ? C41 C42 1.422(4) . ? C42 C43 1.384(4) . ? C43 C44 1.388(4) . ? C43 H43A 0.9300 . ? C44 C45 1.377(4) . ? C44 H44A 0.9300 . ? C45 C46 1.405(4) . ? C45 H45A 0.9300 . ? C46 C47 1.448(4) . ? C47 C48 1.408(4) . ? C47 C52 1.418(4) . ? C48 C49 1.368(4) . ? C48 H48A 0.9300 . ? C49 C50 1.402(4) . ? C49 H49A 0.9300 . ? C50 C51 1.372(4) . ? C50 H50A 0.9300 . ? C51 C52 1.406(4) . ? C51 H51A 0.9300 . ? C54 C55 1.491(6) . ? C54 H54A 0.9700 . ? C54 H54B 0.9700 . ? C55 C56 1.510(6) . ? C55 H55A 0.9700 . ? C55 H55B 0.9700 . ? C56 C57 1.507(6) . ? C56 H56A 0.9700 . ? C56 H56B 0.9700 . ? C57 H57A 0.9700 . ? C57 H57B 0.9700 . ? 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 C13 N1 C1 C2 -176.4(2) . . . . ? Cu1 N1 C1 C2 15.9(3) . . . . ? C13 N1 C1 C6 3.0(4) . . . . ? Cu1 N1 C1 C6 -164.68(18) . . . . ? N1 C1 C2 C3 -179.5(2) . . . . ? C6 C1 C2 C3 1.1(4) . . . . ? C1 C2 C3 C4 1.5(4) . . . . ? C2 C3 C4 C5 -2.6(4) . . . . ? C3 C4 C5 C6 1.2(4) . . . . ? C4 C5 C6 C1 1.3(4) . . . . ? C4 C5 C6 C7 -175.9(2) . . . . ? N1 C1 C6 C5 178.2(2) . . . . ? C2 C1 C6 C5 -2.4(4) . . . . ? N1 C1 C6 C7 -4.5(4) . . . . ? C2 C1 C6 C7 174.9(2) . . . . ? C5 C6 C7 C8 0.1(4) . . . . ? C1 C6 C7 C8 -177.1(3) . . . . ? C5 C6 C7 C12 179.2(2) . . . . ? C1 C6 C7 C12 2.0(4) . . . . ? C12 C7 C8 C9 0.4(4) . . . . ? C6 C7 C8 C9 179.5(3) . . . . ? C7 C8 C9 C10 -0.7(5) . . . . ? C8 C9 C10 C11 -0.1(5) . . . . ? C9 C10 C11 C12 1.0(4) . . . . ? C9 C10 C11 C16 -178.9(3) . . . . ? C8 C7 C12 C11 0.6(4) . . . . ? C6 C7 C12 C11 -178.6(2) . . . . ? C8 C7 C12 C13 -179.1(2) . . . . ? C6 C7 C12 C13 1.7(4) . . . . ? C10 C11 C12 C7 -1.3(4) . . . . ? C16 C11 C12 C7 178.7(2) . . . . ? C10 C11 C12 C13 178.4(2) . . . . ? C16 C11 C12 C13 -1.6(4) . . . . ? C1 N1 C13 C12 1.1(4) . . . . ? Cu1 N1 C13 C12 170.6(2) . . . . ? C1 N1 C13 C14 -178.3(2) . . . . ? Cu1 N1 C13 C14 -8.8(3) . . . . ? C7 C12 C13 N1 -3.4(4) . . . . ? C11 C12 C13 N1 176.8(2) . . . . ? C7 C12 C13 C14 176.0(2) . . . . ? C11 C12 C13 C14 -3.8(4) . . . . ? C26 N2 C14 C15 0.8(4) . . . . ? Cu1 N2 C14 C15 -179.73(19) . . . . ? C26 N2 C14 C13 -179.5(2) . . . . ? Cu1 N2 C14 C13 -0.1(3) . . . . ? N1 C13 C14 N2 6.2(3) . . . . ? C12 C13 C14 N2 -173.3(2) . . . . ? N1 C13 C14 C15 -174.2(2) . . . . ? C12 C13 C14 C15 6.4(4) . . . . ? N2 C14 C15 C20 -4.1(4) . . . . ? C13 C14 C15 C20 176.3(2) . . . . ? N2 C14 C15 C16 176.1(2) . . . . ? C13 C14 C15 C16 -3.5(4) . . . . ? C20 C15 C16 C17 -1.1(4) . . . . ? C14 C15 C16 C17 178.7(2) . . . . ? C20 C15 C16 C11 178.3(2) . . . . ? C14 C15 C16 C11 -1.9(4) . . . . ? C10 C11 C16 C17 3.8(4) . . . . ? C12 C11 C16 C17 -176.1(2) . . . . ? C10 C11 C16 C15 -175.5(2) . . . . ? C12 C11 C16 C15 4.5(4) . . . . ? C15 C16 C17 C18 -0.4(4) . . . . ? C11 C16 C17 C18 -179.8(2) . . . . ? C16 C17 C18 C19 1.4(4) . . . . ? C17 C18 C19 C20 -0.8(4) . . . . ? C18 C19 C20 C15 -0.8(4) . . . . ? C18 C19 C20 C21 177.1(2) . . . . ? C16 C15 C20 C19 1.7(4) . . . . ? C14 C15 C20 C19 -178.1(2) . . . . ? C16 C15 C20 C21 -176.2(2) . . . . ? C14 C15 C20 C21 3.9(4) . . . . ? C19 C20 C21 C22 -1.3(4) . . . . ? C15 C20 C21 C22 176.5(2) . . . . ? C19 C20 C21 C26 -178.8(2) . . . . ? C15 C20 C21 C26 -1.0(4) . . . . ? C26 C21 C22 C23 0.4(4) . . . . ? C20 C21 C22 C23 -177.1(3) . . . . ? C21 C22 C23 C24 0.1(5) . . . . ? C22 C23 C24 C25 -1.1(5) . . . . ? C23 C24 C25 C26 1.4(4) . . . . ? C14 N2 C26 C25 -177.5(2) . . . . ? Cu1 N2 C26 C25 3.2(3) . . . . ? C14 N2 C26 C21 2.4(4) . . . . ? Cu1 N2 C26 C21 -176.92(18) . . . . ? C24 C25 C26 N2 179.0(3) . . . . ? C24 C25 C26 C21 -0.8(4) . . . . ? C22 C21 C26 N2 -179.9(2) . . . . ? C20 C21 C26 N2 -2.3(4) . . . . ? C22 C21 C26 C25 -0.1(4) . . . . ? C20 C21 C26 C25 177.6(2) . . . . ? C39 N3 C27 C28 171.9(2) . . . . ? Cu1 N3 C27 C28 -16.0(3) . . . . ? C39 N3 C27 C32 -7.7(4) . . . . ? Cu1 N3 C27 C32 164.46(19) . . . . ? N3 C27 C28 C29 179.3(2) . . . . ? C32 C27 C28 C29 -1.1(4) . . . . ? C27 C28 C29 C30 -2.4(4) . . . . ? C28 C29 C30 C31 2.5(4) . . . . ? C29 C30 C31 C32 1.0(4) . . . . ? C30 C31 C32 C27 -4.5(4) . . . . ? C30 C31 C32 C33 173.6(2) . . . . ? N3 C27 C32 C31 -175.9(2) . . . . ? C28 C27 C32 C31 4.6(4) . . . . ? N3 C27 C32 C33 5.9(4) . . . . ? C28 C27 C32 C33 -173.7(2) . . . . ? C31 C32 C33 C34 2.2(4) . . . . ? C27 C32 C33 C34 -179.7(2) . . . . ? C31 C32 C33 C38 -176.3(2) . . . . ? C27 C32 C33 C38 1.9(4) . . . . ? C38 C33 C34 C35 1.1(4) . . . . ? C32 C33 C34 C35 -177.3(3) . . . . ? C33 C34 C35 C36 0.7(5) . . . . ? C34 C35 C36 C37 -0.6(5) . . . . ? C35 C36 C37 C38 -1.2(4) . . . . ? C35 C36 C37 C42 179.7(3) . . . . ? C34 C33 C38 C37 -3.0(4) . . . . ? C32 C33 C38 C37 175.6(2) . . . . ? C34 C33 C38 C39 174.0(2) . . . . ? C32 C33 C38 C39 -7.4(4) . . . . ? C36 C37 C38 C33 3.0(4) . . . . ? C42 C37 C38 C33 -177.9(2) . . . . ? C36 C37 C38 C39 -174.0(2) . . . . ? C42 C37 C38 C39 5.2(4) . . . . ? C27 N3 C39 C38 1.6(4) . . . . ? Cu1 N3 C39 C38 -171.64(19) . . . . ? C27 N3 C39 C40 -179.9(2) . . . . ? Cu1 N3 C39 C40 6.9(3) . . . . ? C33 C38 C39 N3 6.0(4) . . . . ? C37 C38 C39 N3 -176.9(2) . . . . ? C33 C38 C39 C40 -172.4(2) . . . . ? C37 C38 C39 C40 4.6(4) . . . . ? C52 N4 C40 C41 1.4(4) . . . . ? Cu1 N4 C40 C41 -176.51(19) . . . . ? C52 N4 C40 C39 -179.9(2) . . . . ? Cu1 N4 C40 C39 2.1(3) . . . . ? N3 C39 C40 N4 -6.2(3) . . . . ? C38 C39 C40 N4 172.4(2) . . . . ? N3 C39 C40 C41 172.5(2) . . . . ? C38 C39 C40 C41 -8.9(4) . . . . ? N4 C40 C41 C46 2.9(4) . . . . ? C39 C40 C41 C46 -175.7(2) . . . . ? N4 C40 C41 C42 -178.3(2) . . . . ? C39 C40 C41 C42 3.1(4) . . . . ? C46 C41 C42 C43 4.2(4) . . . . ? C40 C41 C42 C43 -174.6(2) . . . . ? C46 C41 C42 C37 -174.7(2) . . . . ? C40 C41 C42 C37 6.6(4) . . . . ? C36 C37 C42 C43 -10.6(4) . . . . ? C38 C37 C42 C43 170.4(3) . . . . ? C36 C37 C42 C41 168.2(3) . . . . ? C38 C37 C42 C41 -10.8(4) . . . . ? C41 C42 C43 C44 -1.9(4) . . . . ? C37 C42 C43 C44 176.9(3) . . . . ? C42 C43 C44 C45 -1.0(5) . . . . ? C43 C44 C45 C46 1.8(5) . . . . ? C44 C45 C46 C41 0.4(4) . . . . ? C44 C45 C46 C47 -178.8(3) . . . . ? C42 C41 C46 C45 -3.4(4) . . . . ? C40 C41 C46 C45 175.3(2) . . . . ? C42 C41 C46 C47 175.8(2) . . . . ? C40 C41 C46 C47 -5.4(4) . . . . ? C45 C46 C47 C48 4.3(4) . . . . ? C41 C46 C47 C48 -174.9(3) . . . . ? C45 C46 C47 C52 -177.0(3) . . . . ? C41 C46 C47 C52 3.8(4) . . . . ? C52 C47 C48 C49 -1.1(4) . . . . ? C46 C47 C48 C49 177.6(3) . . . . ? C47 C48 C49 C50 -0.3(4) . . . . ? C48 C49 C50 C51 1.9(4) . . . . ? C49 C50 C51 C52 -2.0(4) . . . . ? C40 N4 C52 C51 175.2(2) . . . . ? Cu1 N4 C52 C51 -7.2(4) . . . . ? C40 N4 C52 C47 -3.2(4) . . . . ? Cu1 N4 C52 C47 174.42(18) . . . . ? C50 C51 C52 N4 -177.8(2) . . . . ? C50 C51 C52 C47 0.6(4) . . . . ? C48 C47 C52 N4 179.3(2) . . . . ? C46 C47 C52 N4 0.5(4) . . . . ? C48 C47 C52 C51 1.0(4) . . . . ? C46 C47 C52 C51 -177.8(2) . . . . ? O2 S1 C53 F3 52.0(4) . . . . ? O1 S1 C53 F3 -70.2(4) . . . . ? O3 S1 C53 F3 171.2(4) . . . . ? O2 S1 C53 F1 -66.5(3) . . . . ? O1 S1 C53 F1 171.3(3) . . . . ? O3 S1 C53 F1 52.7(3) . . . . ? O2 S1 C53 F2 174.4(3) . . . . ? O1 S1 C53 F2 52.2(3) . . . . ? O3 S1 C53 F2 -66.4(3) . . . . ? C57 O4 C54 C55 -32.7(5) . . . . ? O4 C54 C55 C56 20.8(5) . . . . ? C54 C55 C56 C57 -0.9(5) . . . . ? C54 O4 C57 C56 31.8(5) . . . . ? C55 C56 C57 O4 -18.2(4) . . . . ?