#------------------------------------------------------------------------------ #$Date: 2019-03-20 04:50:01 +0200 (Wed, 20 Mar 2019) $ #$Revision: 214211 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/23/25/7232521.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_7232521 loop_ _publ_author_name 'Jeong, Haewon' 'Kang, Yeji' 'Kim, Jin' 'Kim, Byung-Kwon' 'Hong, Seungwoo' _publ_section_title ; Factors that determine thione(thiol)--disulfide interconversion in a bis(thiosemicarbazone) copper(ii) complex ; _journal_issue 16 _journal_name_full 'RSC Advances' _journal_page_first 9049 _journal_paper_doi 10.1039/C9RA01115C _journal_volume 9 _journal_year 2019 _chemical_formula_moiety 'C25 H28 Cu2 F9 N14 O9 S7, C F3 O3 S, 2(C H4 O)' _chemical_formula_sum 'C28 H36 Cu2 F12 N14 O14 S8' _chemical_formula_weight 1404.27 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2yn' _space_group_name_H-M_alt 'P 1 21/n 1' _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2016/6 _audit_update_record ; 2019-02-07 deposited with the CCDC. 2019-03-07 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 95.368(5) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 9.406(3) _cell_length_b 12.823(4) _cell_length_c 42.578(14) _cell_measurement_reflns_used 29539 _cell_measurement_temperature 120(2) _cell_measurement_theta_max 25.060 _cell_measurement_theta_min 1.659 _cell_volume 5113(3) _computing_cell_refinement 'Bruker SMART' _computing_data_collection 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-2016/6 (Sheldrick, 2016)' _computing_structure_solution 'SHELXT 2014/4 (Sheldrick, 2014)' _diffrn_ambient_temperature 120(2) _diffrn_measured_fraction_theta_full 0.973 _diffrn_measured_fraction_theta_max 0.973 _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0875 _diffrn_reflns_av_unetI/netI 0.0955 _diffrn_reflns_Laue_measured_fraction_full 0.973 _diffrn_reflns_Laue_measured_fraction_max 0.973 _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 49 _diffrn_reflns_limit_l_min -48 _diffrn_reflns_number 29539 _diffrn_reflns_point_group_measured_fraction_full 0.973 _diffrn_reflns_point_group_measured_fraction_max 0.973 _diffrn_reflns_theta_full 25.060 _diffrn_reflns_theta_max 25.060 _diffrn_reflns_theta_min 1.659 _diffrn_source 'fine-focus sealed tube' _exptl_absorpt_coefficient_mu 1.276 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details SADABS _exptl_crystal_colour green _exptl_crystal_density_diffrn 1.824 _exptl_crystal_density_meas ? _exptl_crystal_density_method 'not measured' _exptl_crystal_description platy _exptl_crystal_F_000 2832 _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.20 _exptl_transmission_factor_max 0.745 _exptl_transmission_factor_min 0.680 _refine_diff_density_max 3.353 _refine_diff_density_min -2.959 _refine_diff_density_rms 0.212 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 663 _refine_ls_number_reflns 8812 _refine_ls_number_restraints 220 _refine_ls_restrained_S_all 1.030 _refine_ls_R_factor_all 0.1586 _refine_ls_R_factor_gt 0.1148 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1477P)^2^+113.1263P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2856 _refine_ls_wR_factor_ref 0.3171 _reflns_Friedel_coverage 0.000 _reflns_number_gt 5861 _reflns_number_total 8812 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file c9ra01115c2.cif _cod_data_source_block pre3_a _cod_depositor_comments ; The following automatic conversions were performed: '_exptl_crystal_density_meas' value 'not measured' was changed to '?' - the value is perceived as not measured. Automatic conversion script Id: cif_fix_values 4973 2017-02-22 13:04:09Z antanas ; _cod_database_code 7232521 _shelx_shelxl_version_number 2016/6 _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 pre3_a.res in P2(1)/n pre3_a.res created by SHELXL-2016/6 at 22:32:55 on 11-Jan-2019 CELL 0.71073 9.4059 12.8227 42.5781 90 95.368 90 ZERR 4 0.0031 0.0041 0.0136 0 0.005 0 LATT 1 SYMM 0.5-X,0.5+Y,0.5-Z SFAC C H N O F S Cu UNIT 112 144 56 56 48 32 8 L.S. 10 ACTA BOND $H CONF FMAP 2 PLAN 1 DANG 2.45 O13 O11 DANG 2.45 O12 O13 DANG 2.45 O11 O12 DANG 2.15 F12 F10 DANG 2.15 F11 F12 DANG 2.15 F10 F11 EADP F4 F11 EADP F5 F12 EADP F6 F10 EADP O4 O11 EADP O5 O12 EADP O6 O13 EADP O15 O14 EADP C28 C27 DFIX 1.8 S8 C26 DFIX 1.35 C26 F10 DFIX 1.35 C26 F11 DFIX 1.35 C26 F12 DFIX 1.45 S8 O11 DFIX 1.45 S8 O12 DFIX 1.45 S8 O13 DELU TEMP -153 WGHT 0.147700 113.126274 FVAR 0.21973 CU1 7 0.179765 0.277499 0.538378 11.00000 0.01392 0.01598 = 0.02166 0.00200 -0.00051 -0.00555 CU2 7 0.683456 0.149780 0.732488 11.00000 0.03556 0.04738 = 0.03612 0.00555 -0.00860 -0.01216 S1 6 0.339477 0.410922 0.549974 11.00000 0.01619 0.01717 = 0.02519 0.00117 -0.00041 -0.00643 S2 6 0.470204 0.077922 0.741829 11.00000 0.03734 0.03492 = 0.02505 -0.00859 0.00503 -0.00420 S3 6 0.386094 0.052799 0.611773 11.00000 0.02335 0.01836 = 0.01897 0.00115 0.00123 -0.00027 S4 6 0.598522 0.058784 0.629399 11.00000 0.02111 0.03162 = 0.02670 0.00622 0.00437 0.00647 S5 6 0.866389 0.330875 0.576411 11.00000 0.01570 0.02759 = 0.02221 0.00441 0.00440 -0.00140 S6 6 0.544919 0.440199 0.727510 11.00000 0.06062 0.02618 = 0.02990 -0.00163 -0.00016 0.00233 S7 6 0.411806 0.222712 0.481237 11.00000 0.01946 0.01741 = 0.03043 -0.00418 0.00947 -0.00568 S8 6 0.264323 0.781741 0.633813 11.00000 0.14946 0.04180 = 0.03595 0.01041 -0.02361 0.00362 N1 3 0.107825 0.364773 0.502295 11.00000 0.01517 0.01736 = 0.01748 0.00045 0.00579 -0.00663 N2 3 0.016764 0.190148 0.520755 11.00000 0.01149 0.01469 = 0.01869 -0.00442 0.00606 0.00000 N3 3 0.247855 0.165030 0.566452 11.00000 0.01593 0.02139 = 0.01801 0.00037 -0.00100 -0.00877 N4 3 0.352997 0.571855 0.511467 11.00000 0.01539 0.01531 = 0.03214 0.00039 -0.00205 -0.00821 AFIX 93 H4A 2 0.322207 0.609476 0.494927 11.00000 -1.20000 H4B 2 0.427178 0.592884 0.523994 11.00000 -1.20000 AFIX 0 N5 3 0.173308 0.457884 0.496547 11.00000 0.01593 0.01279 = 0.02570 0.00320 -0.00056 -0.00632 AFIX 43 H5A 2 0.143446 0.497967 0.480493 11.00000 -1.20000 AFIX 0 N6 3 0.153391 0.098185 0.580193 11.00000 0.01979 0.02156 = 0.02797 0.00516 0.00699 -0.00820 N7 3 0.492580 0.194940 0.572393 11.00000 0.01522 0.02244 = 0.02624 0.00712 -0.00135 0.00110 AFIX 93 H7A 2 0.486414 0.237313 0.556064 11.00000 -1.20000 H7B 2 0.576073 0.182665 0.582853 11.00000 -1.20000 AFIX 0 N8 3 0.469486 0.183370 0.670089 11.00000 0.03326 0.03546 = 0.02658 -0.01249 -0.00559 -0.00079 AFIX 93 H8A 2 0.464418 0.217183 0.687935 11.00000 -1.20000 H8B 2 0.396497 0.184074 0.655565 11.00000 -1.20000 AFIX 0 N9 3 0.695484 0.130746 0.686893 11.00000 0.02623 0.03494 = 0.04123 0.00561 -0.00214 -0.01201 N10 3 0.882277 0.200586 0.735660 11.00000 0.03637 0.02752 = 0.06041 0.00727 -0.02293 -0.00109 N11 3 0.686251 0.212035 0.773711 11.00000 0.04870 0.03616 = 0.05324 -0.01437 -0.02458 0.01685 N12 3 0.811971 0.084546 0.675184 11.00000 0.03327 0.03691 = 0.04493 0.01117 0.00732 -0.00435 N13 3 0.571089 0.199840 0.790561 11.00000 0.07046 0.04827 = 0.02998 -0.02546 -0.02007 0.01962 AFIX 43 H13 2 0.565684 0.232502 0.808588 11.00000 -1.20000 AFIX 0 N14 3 0.350799 0.120552 0.793876 11.00000 0.06445 0.08030 = 0.02253 -0.00377 0.00457 0.02648 AFIX 93 H14A 2 0.345070 0.153001 0.811925 11.00000 -1.20000 H14B 2 0.281274 0.079051 0.786345 11.00000 -1.20000 AFIX 0 O1 4 1.021376 0.327626 0.582787 11.00000 0.01402 0.03474 = 0.02861 -0.00579 0.00273 -0.00501 O2 4 0.817193 0.391072 0.548665 11.00000 0.03341 0.02772 = 0.02587 0.00784 0.00518 -0.00328 O3 4 0.795005 0.232645 0.579284 11.00000 0.01749 0.02816 = 0.05683 0.01432 0.00170 -0.00218 O4 4 0.649645 0.465691 0.753596 11.00000 0.17340 0.07665 = 0.05683 -0.02074 -0.05118 0.02111 O5 4 0.503653 0.329847 0.725620 11.00000 0.06424 0.03903 = 0.03785 -0.00291 -0.00595 -0.00331 O6 4 0.427808 0.512390 0.722241 11.00000 0.12508 0.09509 = 0.08808 0.03446 0.02056 0.04269 O7 4 0.538426 0.220994 0.503394 11.00000 0.02353 0.02041 = 0.03330 -0.00422 0.00515 -0.00257 O8 4 0.286805 0.178519 0.493203 11.00000 0.02297 0.01776 = 0.04731 -0.00431 0.01905 -0.00699 O9 4 0.388097 0.321749 0.464779 11.00000 0.02501 0.02798 = 0.02665 0.00214 0.00397 -0.00687 O11 4 0.311139 0.851395 0.657784 11.00000 0.17340 0.07665 = 0.05683 -0.02074 -0.05118 0.02111 O12 4 0.187069 0.816618 0.605999 11.00000 0.06424 0.03903 = 0.03785 -0.00291 -0.00595 -0.00331 O13 4 0.149458 0.726214 0.650471 11.00000 0.12508 0.09509 = 0.08808 0.03446 0.02056 0.04269 O14 4 0.580001 0.258236 0.850997 11.00000 0.07443 0.11498 = 0.08376 -0.04411 0.00483 -0.00912 AFIX 147 H14 2 0.537023 0.315550 0.851499 11.00000 -1.50000 AFIX 0 C28 1 0.219965 0.377697 0.647499 11.00000 0.12320 0.08997 = 0.12548 -0.01378 -0.03578 0.00234 AFIX 137 H28A 2 0.269377 0.385251 0.668681 11.00000 -1.50000 H28B 2 0.124143 0.407973 0.647091 11.00000 -1.50000 H28C 2 0.274004 0.414005 0.632216 11.00000 -1.50000 AFIX 0 C1 1 0.288534 0.484725 0.517430 11.00000 0.01022 0.01781 = 0.02247 0.00042 0.00245 -0.00396 C2 1 -0.020375 0.365262 0.448772 11.00000 0.02818 0.02882 = 0.02553 0.00102 -0.00630 -0.00730 AFIX 137 H2A 2 -0.060957 0.435204 0.450469 11.00000 -1.50000 H2B 2 -0.091027 0.319528 0.437383 11.00000 -1.50000 H2C 2 0.065048 0.369153 0.437294 11.00000 -1.50000 AFIX 0 C3 1 0.018919 0.322484 0.481005 11.00000 0.00819 0.01281 = 0.02427 -0.00270 -0.00264 0.00303 C4 1 -0.039527 0.221483 0.491852 11.00000 0.00980 0.02147 = 0.02130 -0.00467 0.00279 -0.00232 C5 1 -0.141893 0.163388 0.474421 11.00000 0.01223 0.02188 = 0.02881 -0.00601 -0.00408 0.00169 AFIX 43 H5 2 -0.177285 0.184343 0.453754 11.00000 -1.20000 AFIX 0 C6 1 -0.192135 0.073215 0.487859 11.00000 0.01104 0.02779 = 0.03486 -0.00737 0.00133 -0.00574 AFIX 43 H6 2 -0.261964 0.031433 0.476236 11.00000 -1.20000 AFIX 0 C7 1 -0.140772 0.044443 0.517990 11.00000 0.01397 0.01850 = 0.03037 -0.00561 0.00577 -0.00020 AFIX 43 H7 2 -0.177167 -0.015605 0.527569 11.00000 -1.20000 AFIX 0 C8 1 -0.033373 0.105491 0.534387 11.00000 0.01354 0.01656 = 0.02839 -0.00161 0.00821 -0.00320 C9 1 0.029687 0.072592 0.566443 11.00000 0.01747 0.01570 = 0.02410 0.00059 0.01415 -0.00086 C10 1 -0.054508 -0.002275 0.584748 11.00000 0.02157 0.02295 = 0.04462 0.00653 0.00542 -0.01340 AFIX 137 H10A 2 -0.006005 -0.011749 0.605945 11.00000 -1.50000 H10B 2 -0.061846 -0.069628 0.573839 11.00000 -1.50000 H10C 2 -0.150417 0.025873 0.586363 11.00000 -1.50000 AFIX 0 C11 1 0.376643 0.149812 0.581193 11.00000 0.01450 0.01587 = 0.02222 0.00131 0.00226 0.00003 C12 1 0.585443 0.132092 0.665155 11.00000 0.02547 0.02774 = 0.02673 0.00259 0.00068 -0.00974 C13 1 0.462582 0.133998 0.778250 11.00000 0.05807 0.02830 = 0.02706 -0.00661 0.00223 0.02065 C14 1 0.816416 0.336099 0.810727 11.00000 0.08832 0.04387 = 0.07541 -0.02933 -0.03291 0.01388 AFIX 137 H14C 2 0.744244 0.315448 0.824698 11.00000 -1.50000 H14D 2 0.802726 0.409539 0.804828 11.00000 -1.50000 H14E 2 0.911880 0.326658 0.821690 11.00000 -1.50000 AFIX 0 C15 1 0.801984 0.270947 0.782114 11.00000 0.07719 0.01531 = 0.05960 -0.00537 -0.03192 0.00848 C16 1 0.911395 0.260197 0.760333 11.00000 0.06405 0.02316 = 0.06506 0.00388 -0.02557 0.00072 C17 1 1.058635 0.304760 0.766190 11.00000 0.06732 0.02336 = 0.08179 -0.00229 -0.03966 0.00273 AFIX 43 H17 2 1.087959 0.345413 0.784299 11.00000 -1.20000 AFIX 0 C18 1 1.146242 0.282805 0.743835 11.00000 0.06142 0.04282 = 0.09722 0.00563 -0.02243 -0.00370 AFIX 43 H18 2 1.238715 0.313249 0.746073 11.00000 -1.20000 AFIX 0 C19 1 1.114228 0.222270 0.718970 11.00000 0.04334 0.05256 = 0.08081 0.01022 -0.01458 -0.01118 AFIX 43 H19 2 1.182369 0.209781 0.704282 11.00000 -1.20000 AFIX 0 C20 1 0.979645 0.177412 0.714720 11.00000 0.03646 0.03959 = 0.06732 0.01617 -0.00643 -0.00173 C21 1 0.942001 0.105749 0.689378 11.00000 0.02773 0.05687 = 0.05248 0.01352 -0.00051 -0.00326 C22 1 1.061404 0.049137 0.675672 11.00000 0.03377 0.08161 = 0.05582 0.00821 0.00866 0.00263 AFIX 137 H22A 2 1.021666 -0.004248 0.660890 11.00000 -1.50000 H22B 2 1.122724 0.015890 0.692675 11.00000 -1.50000 H22C 2 1.117805 0.098794 0.664499 11.00000 -1.50000 AFIX 0 C23 1 0.808199 0.409156 0.609033 11.00000 0.03865 0.06842 = 0.03218 -0.00622 0.01343 0.01635 C24 1 0.645826 0.452415 0.693980 11.00000 0.06255 0.04769 = 0.04075 0.00451 -0.01374 -0.01154 C25 1 0.449155 0.130877 0.450143 11.00000 0.01462 0.03893 = 0.03929 -0.02082 0.01260 -0.01701 C26 1 0.364884 0.674986 0.626978 11.00000 0.12106 0.06651 = 0.05484 0.01862 0.00470 0.01751 C27 1 0.677983 0.251835 0.875588 11.00000 0.12320 0.08997 = 0.12548 -0.01378 -0.03578 0.00234 AFIX 137 H27A 2 0.703179 0.322117 0.883253 11.00000 -1.50000 H27B 2 0.763346 0.216997 0.869155 11.00000 -1.50000 H27C 2 0.639559 0.211678 0.892460 11.00000 -1.50000 AFIX 0 O15 4 0.208991 0.271090 0.639600 11.00000 0.07443 0.11498 = 0.08376 -0.04411 0.00483 -0.00912 AFIX 147 H15 2 0.204847 0.264360 0.619912 11.00000 -1.50000 AFIX 0 F1 5 0.870030 0.501064 0.610146 11.00000 0.08749 0.06811 = 0.09050 -0.05262 0.01937 -0.00099 F2 5 0.844673 0.361299 0.636301 11.00000 0.06248 0.14858 = 0.02157 -0.00381 0.00823 0.01273 F3 5 0.665520 0.418020 0.605268 11.00000 0.03538 0.13039 = 0.05381 -0.02442 0.01315 0.02910 F4 5 0.766437 0.395891 0.697494 11.00000 0.09476 0.10444 = 0.08297 0.03239 -0.00218 0.02017 F5 5 0.683380 0.549226 0.688426 11.00000 0.12887 0.09056 = 0.09751 0.01786 -0.00344 -0.03165 F6 5 0.570308 0.419261 0.667339 11.00000 0.11371 0.07335 = 0.07182 -0.02298 -0.02103 0.00566 F7 5 0.568439 0.157138 0.437238 11.00000 0.01868 0.05140 = 0.03272 -0.01157 0.01023 -0.00750 F8 5 0.467411 0.033239 0.461852 11.00000 0.03854 0.02561 = 0.08891 -0.02139 0.02930 -0.00698 F9 5 0.343351 0.129948 0.427414 11.00000 0.01673 0.08321 = 0.06035 -0.04273 -0.00018 -0.01347 F10 5 0.357023 0.630313 0.600826 11.00000 0.11371 0.07335 = 0.07182 -0.02298 -0.02103 0.00566 F11 5 0.413134 0.622975 0.652083 11.00000 0.09476 0.10444 = 0.08297 0.03239 -0.00218 0.02017 F12 5 0.483330 0.740254 0.621436 11.00000 0.12887 0.09056 = 0.09751 0.01786 -0.00344 -0.03165 HKLF 4 REM pre3_a.res in P2(1)/n REM R1 = 0.1148 for 5861 Fo > 4sig(Fo) and 0.1586 for all 8812 data REM 663 parameters refined using 220 restraints END WGHT 0.1507 116.7190 REM Highest difference peak 3.353, deepest hole -2.959, 1-sigma level 0.212 Q1 1 0.4252 0.8322 0.6344 11.00000 0.05 3.35 ; _shelx_res_checksum 84720 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' 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 Cu1 Cu 0.17977(13) 0.27750(10) 0.53838(3) 0.0173(4) Uani 1 1 d . U Cu2 Cu 0.68346(18) 0.14978(14) 0.73249(4) 0.0404(5) Uani 1 1 d . U S1 S 0.3395(3) 0.4109(2) 0.54997(7) 0.0197(6) Uani 1 1 d . U S2 S 0.4702(3) 0.0779(3) 0.74183(8) 0.0323(8) Uani 1 1 d . U S3 S 0.3861(3) 0.0528(2) 0.61177(7) 0.0203(6) Uani 1 1 d . U S4 S 0.5985(3) 0.0588(2) 0.62940(7) 0.0263(7) Uani 1 1 d . U S5 S 0.8664(3) 0.3309(2) 0.57641(7) 0.0217(6) Uani 1 1 d . U S6 S 0.5449(4) 0.4402(3) 0.72751(8) 0.0392(8) Uani 1 1 d . U S7 S 0.4118(3) 0.2227(2) 0.48124(7) 0.0220(6) Uani 1 1 d . U S8 S 0.2643(7) 0.7817(3) 0.63381(10) 0.0778(15) Uani 1 1 d D U N1 N 0.1078(9) 0.3648(7) 0.5023(2) 0.0164(17) Uani 1 1 d . U N2 N 0.0168(8) 0.1901(6) 0.5208(2) 0.0147(17) Uani 1 1 d . U N3 N 0.2479(9) 0.1650(7) 0.5665(2) 0.0186(18) Uani 1 1 d . U N4 N 0.3530(9) 0.5719(7) 0.5115(2) 0.021(2) Uani 1 1 d . U H4A H 0.322207 0.609476 0.494927 0.025 Uiso 1 1 calc R U H4B H 0.427178 0.592884 0.523994 0.025 Uiso 1 1 calc R U N5 N 0.1733(9) 0.4579(7) 0.4965(2) 0.0183(19) Uani 1 1 d . U H5A H 0.143446 0.497967 0.480493 0.022 Uiso 1 1 calc R U N6 N 0.1534(9) 0.0982(7) 0.5802(2) 0.023(2) Uani 1 1 d . U N7 N 0.4926(9) 0.1949(7) 0.5724(2) 0.022(2) Uani 1 1 d . U H7A H 0.486414 0.237313 0.556064 0.026 Uiso 1 1 calc R U H7B H 0.576073 0.182665 0.582853 0.026 Uiso 1 1 calc R U N8 N 0.4695(11) 0.1834(8) 0.6701(3) 0.032(2) Uani 1 1 d . U H8A H 0.464418 0.217183 0.687935 0.039 Uiso 1 1 calc R U H8B H 0.396497 0.184074 0.655565 0.039 Uiso 1 1 calc R U N9 N 0.6955(11) 0.1307(8) 0.6869(3) 0.034(2) Uani 1 1 d . U N10 N 0.8823(12) 0.2006(8) 0.7357(3) 0.043(2) Uani 1 1 d . U N11 N 0.6863(13) 0.2120(9) 0.7737(3) 0.048(3) Uani 1 1 d . U N12 N 0.8120(11) 0.0845(9) 0.6752(3) 0.038(2) Uani 1 1 d . U N13 N 0.5711(14) 0.1998(10) 0.7906(3) 0.051(3) Uani 1 1 d . U H13 H 0.565684 0.232502 0.808588 0.061 Uiso 1 1 calc R U N14 N 0.3508(15) 0.1206(12) 0.7939(3) 0.056(3) Uani 1 1 d . U H14A H 0.345070 0.153001 0.811925 0.067 Uiso 1 1 calc R U H14B H 0.281274 0.079051 0.786345 0.067 Uiso 1 1 calc R U O1 O 1.0214(8) 0.3276(6) 0.58279(19) 0.0257(18) Uani 1 1 d . U O2 O 0.8172(9) 0.3911(6) 0.54867(19) 0.0288(18) Uani 1 1 d . U O3 O 0.7950(8) 0.2326(6) 0.5793(2) 0.034(2) Uani 1 1 d . U O4 O 0.650(2) 0.4657(11) 0.7536(3) 0.106(4) Uani 1 1 d . U O5 O 0.5037(11) 0.3298(8) 0.7256(2) 0.0477(17) Uani 1 1 d . U O6 O 0.4278(18) 0.5124(13) 0.7222(4) 0.102(3) Uani 1 1 d . U O7 O 0.5384(8) 0.2210(6) 0.50339(19) 0.0256(17) Uani 1 1 d . U O8 O 0.2868(8) 0.1785(6) 0.4932(2) 0.0284(19) Uani 1 1 d . U O9 O 0.3881(8) 0.3217(6) 0.46478(19) 0.0265(18) Uani 1 1 d . U O11 O 0.3111(19) 0.8514(10) 0.6578(3) 0.106(4) Uani 1 1 d D U O12 O 0.1871(11) 0.8166(7) 0.6060(2) 0.0477(17) Uani 1 1 d D U O13 O 0.1495(15) 0.7262(11) 0.6505(3) 0.102(3) Uani 1 1 d D U O14 O 0.5800(15) 0.2582(13) 0.8510(4) 0.091(3) Uani 1 1 d . U H14 H 0.537023 0.315550 0.851499 0.137 Uiso 1 1 calc R U C28 C 0.220(3) 0.378(2) 0.6475(7) 0.116(6) Uani 1 1 d . U H28A H 0.269377 0.385251 0.668681 0.174 Uiso 1 1 calc R U H28B H 0.124143 0.407973 0.647091 0.174 Uiso 1 1 calc R U H28C H 0.274004 0.414005 0.632216 0.174 Uiso 1 1 calc R U C1 C 0.2885(10) 0.4847(8) 0.5174(3) 0.017(2) Uani 1 1 d . U C2 C -0.0204(13) 0.3653(10) 0.4488(3) 0.028(3) Uani 1 1 d . U H2A H -0.060957 0.435204 0.450469 0.042 Uiso 1 1 calc R U H2B H -0.091027 0.319528 0.437383 0.042 Uiso 1 1 calc R U H2C H 0.065048 0.369153 0.437294 0.042 Uiso 1 1 calc R U C3 C 0.0189(10) 0.3225(8) 0.4810(3) 0.015(2) Uani 1 1 d . U C4 C -0.0395(10) 0.2215(8) 0.4919(3) 0.017(2) Uani 1 1 d . U C5 C -0.1419(11) 0.1634(8) 0.4744(3) 0.021(2) Uani 1 1 d . U H5 H -0.177285 0.184343 0.453754 0.026 Uiso 1 1 calc R U C6 C -0.1921(11) 0.0732(9) 0.4879(3) 0.025(2) Uani 1 1 d . U H6 H -0.261964 0.031433 0.476236 0.030 Uiso 1 1 calc R U C7 C -0.1408(11) 0.0444(8) 0.5180(3) 0.021(2) Uani 1 1 d . U H7 H -0.177167 -0.015605 0.527569 0.025 Uiso 1 1 calc R U C8 C -0.0334(11) 0.1055(8) 0.5344(3) 0.019(2) Uani 1 1 d . U C9 C 0.0297(11) 0.0726(8) 0.5664(3) 0.018(2) Uani 1 1 d . U C10 C -0.0545(12) -0.0023(9) 0.5847(3) 0.030(3) Uani 1 1 d . U H10A H -0.006005 -0.011749 0.605945 0.044 Uiso 1 1 calc R U H10B H -0.061846 -0.069628 0.573839 0.044 Uiso 1 1 calc R U H10C H -0.150417 0.025873 0.586363 0.044 Uiso 1 1 calc R U C11 C 0.3766(11) 0.1498(8) 0.5812(3) 0.017(2) Uani 1 1 d . U C12 C 0.5854(12) 0.1321(9) 0.6652(3) 0.027(2) Uani 1 1 d . U C13 C 0.4626(16) 0.1340(10) 0.7783(3) 0.038(3) Uani 1 1 d . U C14 C 0.816(2) 0.3361(13) 0.8107(4) 0.072(5) Uani 1 1 d . U H14C H 0.744244 0.315448 0.824698 0.108 Uiso 1 1 calc R U H14D H 0.802726 0.409539 0.804828 0.108 Uiso 1 1 calc R U H14E H 0.911880 0.326658 0.821690 0.108 Uiso 1 1 calc R U C15 C 0.8020(19) 0.2709(10) 0.7821(4) 0.053(3) Uani 1 1 d . U C16 C 0.9114(18) 0.2602(11) 0.7603(4) 0.053(3) Uani 1 1 d . U C17 C 1.0586(19) 0.3048(11) 0.7662(5) 0.060(4) Uani 1 1 d . U H17 H 1.087959 0.345413 0.784299 0.073 Uiso 1 1 calc R U C18 C 1.146(2) 0.2828(13) 0.7438(5) 0.069(4) Uani 1 1 d . U H18 H 1.238715 0.313249 0.746073 0.083 Uiso 1 1 calc R U C19 C 1.1142(17) 0.2223(13) 0.7190(5) 0.060(4) Uani 1 1 d . U H19 H 1.182369 0.209781 0.704282 0.072 Uiso 1 1 calc R U C20 C 0.9796(15) 0.1774(12) 0.7147(4) 0.048(3) Uani 1 1 d . U C21 C 0.9420(14) 0.1057(13) 0.6894(4) 0.046(3) Uani 1 1 d . U C22 C 1.0614(15) 0.0491(15) 0.6757(4) 0.057(4) Uani 1 1 d . U H22A H 1.021666 -0.004248 0.660890 0.085 Uiso 1 1 calc R U H22B H 1.122724 0.015890 0.692675 0.085 Uiso 1 1 calc R U H22C H 1.117805 0.098794 0.664499 0.085 Uiso 1 1 calc R U C23 C 0.8082(15) 0.4092(13) 0.6090(3) 0.046(3) Uani 1 1 d . U C24 C 0.6458(18) 0.4524(13) 0.6940(4) 0.051(3) Uani 1 1 d . U C25 C 0.4492(12) 0.1309(10) 0.4501(3) 0.030(2) Uani 1 1 d . U C26 C 0.3649(19) 0.6750(11) 0.6270(3) 0.081(4) Uani 1 1 d D U C27 C 0.678(3) 0.252(2) 0.8756(7) 0.116(6) Uani 1 1 d . U H27A H 0.703179 0.322117 0.883253 0.174 Uiso 1 1 calc R U H27B H 0.763346 0.216997 0.869155 0.174 Uiso 1 1 calc R U H27C H 0.639559 0.211678 0.892460 0.174 Uiso 1 1 calc R U O15 O 0.2090(16) 0.2711(13) 0.6396(3) 0.091(3) Uani 1 1 d . U H15 H 0.204847 0.264360 0.619912 0.137 Uiso 1 1 calc R U F1 F 0.8700(12) 0.5011(8) 0.6101(3) 0.081(3) Uani 1 1 d . U F2 F 0.8447(10) 0.3613(10) 0.6363(2) 0.077(3) Uani 1 1 d . U F3 F 0.6655(9) 0.4180(9) 0.6053(2) 0.073(3) Uani 1 1 d . U F4 F 0.7664(13) 0.3959(10) 0.6975(3) 0.095(3) Uani 1 1 d . U F5 F 0.6834(16) 0.5492(10) 0.6884(3) 0.107(3) Uani 1 1 d . U F6 F 0.5703(14) 0.4193(9) 0.6673(3) 0.088(2) Uani 1 1 d . U F7 F 0.5684(7) 0.1571(6) 0.43724(16) 0.0338(17) Uani 1 1 d . U F8 F 0.4674(8) 0.0332(6) 0.4619(2) 0.050(2) Uani 1 1 d . U F9 F 0.3434(7) 0.1299(7) 0.4274(2) 0.054(2) Uani 1 1 d . U F10 F 0.3570(13) 0.6303(9) 0.6008(3) 0.088(2) Uani 1 1 d D U F11 F 0.4131(13) 0.6230(10) 0.6521(3) 0.095(3) Uani 1 1 d D U F12 F 0.4833(15) 0.7403(10) 0.6214(3) 0.107(3) Uani 1 1 d D U loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0139(6) 0.0160(7) 0.0217(8) 0.0020(6) -0.0005(5) -0.0056(5) Cu2 0.0356(9) 0.0474(11) 0.0361(10) 0.0056(8) -0.0086(7) -0.0122(8) S1 0.0162(13) 0.0172(13) 0.0252(16) 0.0012(11) -0.0004(11) -0.0064(10) S2 0.0373(17) 0.0349(18) 0.0251(17) -0.0086(14) 0.0050(13) -0.0042(14) S3 0.0233(14) 0.0184(13) 0.0190(15) 0.0012(11) 0.0012(11) -0.0003(11) S4 0.0211(14) 0.0316(16) 0.0267(17) 0.0062(13) 0.0044(12) 0.0065(12) S5 0.0157(13) 0.0276(15) 0.0222(16) 0.0044(12) 0.0044(11) -0.0014(11) S6 0.061(2) 0.0262(17) 0.0299(19) -0.0016(14) -0.0002(16) 0.0023(15) S7 0.0195(13) 0.0174(13) 0.0304(17) -0.0042(12) 0.0095(11) -0.0057(11) S8 0.149(5) 0.042(2) 0.036(2) 0.0104(19) -0.024(3) 0.004(3) N1 0.015(4) 0.017(4) 0.017(5) 0.000(3) 0.006(3) -0.007(3) N2 0.011(4) 0.015(4) 0.019(4) -0.004(3) 0.006(3) 0.000(3) N3 0.016(4) 0.021(4) 0.018(5) 0.000(3) -0.001(3) -0.009(3) N4 0.015(4) 0.015(4) 0.032(6) 0.000(4) -0.002(4) -0.008(3) N5 0.016(4) 0.013(4) 0.026(5) 0.003(4) -0.001(3) -0.006(3) N6 0.020(4) 0.022(5) 0.028(5) 0.005(4) 0.007(4) -0.008(4) N7 0.015(4) 0.022(5) 0.026(6) 0.007(4) -0.001(4) 0.001(4) N8 0.033(5) 0.035(6) 0.027(6) -0.012(5) -0.006(4) -0.001(4) N9 0.026(4) 0.035(6) 0.041(5) 0.006(5) -0.002(4) -0.012(4) N10 0.036(5) 0.028(6) 0.060(7) 0.007(5) -0.023(4) -0.001(4) N11 0.049(6) 0.036(6) 0.053(6) -0.014(5) -0.025(4) 0.017(5) N12 0.033(5) 0.037(6) 0.045(7) 0.011(5) 0.007(4) -0.004(4) N13 0.070(7) 0.048(7) 0.030(6) -0.025(5) -0.020(5) 0.020(5) N14 0.064(7) 0.080(10) 0.023(6) -0.004(6) 0.005(5) 0.026(7) O1 0.014(3) 0.035(5) 0.029(5) -0.006(4) 0.003(3) -0.005(3) O2 0.033(4) 0.028(4) 0.026(4) 0.008(3) 0.005(3) -0.003(4) O3 0.017(4) 0.028(4) 0.057(6) 0.014(4) 0.002(4) -0.002(3) O4 0.173(10) 0.077(6) 0.057(5) -0.021(5) -0.051(6) 0.021(6) O5 0.064(5) 0.039(4) 0.038(4) -0.003(3) -0.006(3) -0.003(3) O6 0.125(7) 0.095(6) 0.088(7) 0.034(6) 0.021(5) 0.043(5) O7 0.024(4) 0.020(4) 0.033(5) -0.004(3) 0.005(3) -0.003(3) O8 0.023(4) 0.018(4) 0.047(5) -0.004(4) 0.019(4) -0.007(3) O9 0.025(4) 0.028(4) 0.027(5) 0.002(3) 0.004(3) -0.007(3) O11 0.173(10) 0.077(6) 0.057(5) -0.021(5) -0.051(6) 0.021(6) O12 0.064(5) 0.039(4) 0.038(4) -0.003(3) -0.006(3) -0.003(3) O13 0.125(7) 0.095(6) 0.088(7) 0.034(6) 0.021(5) 0.043(5) O14 0.074(6) 0.115(8) 0.084(7) -0.044(7) 0.005(5) -0.009(6) C28 0.123(15) 0.090(10) 0.125(15) -0.014(11) -0.036(11) 0.002(11) C1 0.010(5) 0.018(5) 0.022(6) 0.000(4) 0.002(4) -0.004(4) C2 0.028(6) 0.029(6) 0.026(6) 0.001(5) -0.006(5) -0.007(5) C3 0.008(5) 0.013(5) 0.024(5) -0.003(4) -0.003(4) 0.003(3) C4 0.010(5) 0.021(5) 0.021(5) -0.005(4) 0.003(4) -0.002(4) C5 0.012(5) 0.022(5) 0.029(6) -0.006(4) -0.004(4) 0.002(4) C6 0.011(5) 0.028(6) 0.035(6) -0.007(5) 0.001(4) -0.006(4) C7 0.014(5) 0.018(5) 0.030(6) -0.006(4) 0.006(4) 0.000(4) C8 0.014(5) 0.017(5) 0.028(5) -0.002(4) 0.008(4) -0.003(4) C9 0.017(5) 0.016(5) 0.024(5) 0.001(4) 0.014(4) -0.001(4) C10 0.022(6) 0.023(6) 0.045(8) 0.007(5) 0.005(5) -0.013(5) C11 0.015(4) 0.016(5) 0.022(6) 0.001(4) 0.002(4) 0.000(4) C12 0.025(5) 0.028(6) 0.027(5) 0.003(5) 0.001(4) -0.010(4) C13 0.058(7) 0.028(7) 0.027(7) -0.007(5) 0.002(5) 0.021(5) C14 0.088(13) 0.044(10) 0.075(11) -0.029(8) -0.033(9) 0.014(9) C15 0.077(8) 0.015(6) 0.060(8) -0.005(6) -0.032(6) 0.008(6) C16 0.064(7) 0.023(7) 0.065(9) 0.004(6) -0.026(6) 0.001(6) C17 0.067(8) 0.023(7) 0.082(11) -0.002(7) -0.040(6) 0.003(7) C18 0.061(9) 0.043(10) 0.097(14) 0.006(8) -0.022(7) -0.004(8) C19 0.043(7) 0.053(10) 0.081(11) 0.010(7) -0.015(7) -0.011(7) C20 0.036(6) 0.040(8) 0.067(9) 0.016(6) -0.006(5) -0.002(6) C21 0.028(5) 0.057(9) 0.052(9) 0.014(6) -0.001(5) -0.003(6) C22 0.034(7) 0.082(12) 0.056(10) 0.008(8) 0.009(7) 0.003(7) C23 0.039(6) 0.068(8) 0.032(6) -0.006(6) 0.013(6) 0.016(6) C24 0.063(8) 0.048(8) 0.041(6) 0.005(6) -0.014(5) -0.012(6) C25 0.015(5) 0.039(6) 0.039(7) -0.021(5) 0.013(4) -0.017(5) C26 0.121(12) 0.067(10) 0.055(8) 0.019(6) 0.005(10) 0.018(7) C27 0.123(15) 0.090(10) 0.125(15) -0.014(11) -0.036(11) 0.002(11) O15 0.074(6) 0.115(8) 0.084(7) -0.044(7) 0.005(5) -0.009(6) F1 0.087(7) 0.068(6) 0.090(8) -0.053(5) 0.019(6) -0.001(5) F2 0.062(6) 0.149(9) 0.022(4) -0.004(5) 0.008(4) 0.013(6) F3 0.035(4) 0.130(9) 0.054(6) -0.024(6) 0.013(4) 0.029(5) F4 0.095(5) 0.104(6) 0.083(5) 0.032(5) -0.002(4) 0.020(5) F5 0.129(7) 0.091(5) 0.098(7) 0.018(5) -0.003(5) -0.032(4) F6 0.114(6) 0.073(5) 0.072(4) -0.023(4) -0.021(4) 0.006(4) F7 0.019(3) 0.051(5) 0.033(4) -0.012(3) 0.010(3) -0.007(3) F8 0.039(4) 0.026(4) 0.089(6) -0.021(4) 0.029(4) -0.007(3) F9 0.017(3) 0.083(6) 0.060(5) -0.043(4) 0.000(3) -0.013(4) F10 0.114(6) 0.073(5) 0.072(4) -0.023(4) -0.021(4) 0.006(4) F11 0.095(5) 0.104(6) 0.083(5) 0.032(5) -0.002(4) 0.020(5) F12 0.129(7) 0.091(5) 0.098(7) 0.018(5) -0.003(5) -0.032(4) 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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 '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 N3 Cu1 N1 166.3(4) N3 Cu1 N2 90.7(4) N1 Cu1 N2 80.2(4) N3 Cu1 S1 104.4(3) N1 Cu1 S1 85.1(3) N2 Cu1 S1 164.9(3) N11 Cu2 N9 162.2(5) N11 Cu2 N10 82.5(6) N9 Cu2 N10 88.1(5) N11 Cu2 S2 86.9(4) N9 Cu2 S2 104.8(3) N10 Cu2 S2 165.2(4) C1 S1 Cu1 96.3(4) C13 S2 Cu2 95.8(6) C11 S3 S4 102.6(4) C12 S4 S3 100.7(4) O3 S5 O2 114.8(5) O3 S5 O1 115.2(5) O2 S5 O1 113.8(5) O3 S5 C23 103.9(7) O2 S5 C23 103.3(6) O1 S5 C23 103.8(6) O6 S6 O4 115.4(10) O6 S6 O5 114.6(9) O4 S6 O5 114.6(7) O6 S6 C24 105.9(8) O4 S6 C24 102.6(10) O5 S6 C24 101.4(7) O8 S7 O7 114.3(5) O8 S7 O9 114.8(5) O7 S7 O9 113.9(5) O8 S7 C25 102.8(5) O7 S7 C25 105.0(5) O9 S7 C25 104.1(6) O11 S8 O12 121.1(8) O11 S8 O13 98.5(10) O12 S8 O13 102.0(8) O11 S8 C26 119.8(9) O12 S8 C26 111.3(7) O13 S8 C26 97.7(8) C3 N1 N5 120.7(9) C3 N1 Cu1 117.5(7) N5 N1 Cu1 120.3(6) C8 N2 C4 120.8(9) C8 N2 Cu1 125.7(7) C4 N2 Cu1 113.4(7) C11 N3 N6 107.4(9) C11 N3 Cu1 129.4(7) N6 N3 Cu1 121.7(7) C1 N4 H4A 120.0 C1 N4 H4B 120.0 H4A N4 H4B 120.0 N1 N5 C1 116.1(9) N1 N5 H5A 122.0 C1 N5 H5A 122.0 C9 N6 N3 123.0(9) C11 N7 H7A 120.0 C11 N7 H7B 120.0 H7A N7 H7B 120.0 C12 N8 H8A 120.0 C12 N8 H8B 120.0 H8A N8 H8B 120.0 C12 N9 N12 110.4(11) C12 N9 Cu2 125.1(9) N12 N9 Cu2 122.0(8) C16 N10 C20 123.2(14) C16 N10 Cu2 112.0(12) C20 N10 Cu2 124.8(10) C15 N11 N13 126.0(13) C15 N11 Cu2 114.6(12) N13 N11 Cu2 119.2(9) C21 N12 N9 118.2(12) N11 N13 C13 117.6(11) N11 N13 H13 121.2 C13 N13 H13 121.2 C13 N14 H14A 120.0 C13 N14 H14B 120.0 H14A N14 H14B 120.0 C27 O14 H14 109.5 O15 C28 H28A 109.5 O15 C28 H28B 109.5 H28A C28 H28B 109.5 O15 C28 H28C 109.5 H28A C28 H28C 109.5 H28B C28 H28C 109.5 N4 C1 N5 116.0(10) N4 C1 S1 122.1(8) N5 C1 S1 121.9(8) C3 C2 H2A 109.5 C3 C2 H2B 109.5 H2A C2 H2B 109.5 C3 C2 H2C 109.5 H2A C2 H2C 109.5 H2B C2 H2C 109.5 N1 C3 C2 125.4(10) N1 C3 C4 112.2(9) C2 C3 C4 122.4(9) N2 C4 C5 121.5(10) N2 C4 C3 114.4(9) C5 C4 C3 124.0(10) C4 C5 C6 118.3(11) C4 C5 H5 120.8 C6 C5 H5 120.8 C7 C6 C5 120.1(10) C7 C6 H6 119.9 C5 C6 H6 119.9 C6 C7 C8 119.0(10) C6 C7 H7 120.5 C8 C7 H7 120.5 N2 C8 C7 120.1(10) N2 C8 C9 119.9(9) C7 C8 C9 120.0(10) N6 C9 C8 127.1(9) N6 C9 C10 114.9(10) C8 C9 C10 117.9(9) C9 C10 H10A 109.5 C9 C10 H10B 109.5 H10A C10 H10B 109.5 C9 C10 H10C 109.5 H10A C10 H10C 109.5 H10B C10 H10C 109.5 N7 C11 N3 123.0(10) N7 C11 S3 121.5(8) N3 C11 S3 115.2(8) N8 C12 N9 120.3(12) N8 C12 S4 121.4(9) N9 C12 S4 118.3(10) N14 C13 N13 119.1(13) N14 C13 S2 120.5(12) N13 C13 S2 120.3(11) C15 C14 H14C 109.5 C15 C14 H14D 109.5 H14C C14 H14D 109.5 C15 C14 H14E 109.5 H14C C14 H14E 109.5 H14D C14 H14E 109.5 N11 C15 C16 112.3(13) N11 C15 C14 123.2(18) C16 C15 C14 124.4(16) N10 C16 C15 117.4(14) N10 C16 C17 118.6(17) C15 C16 C17 123.8(15) C18 C17 C16 114.9(16) C18 C17 H17 122.6 C16 C17 H17 122.6 C19 C18 C17 125.4(18) C19 C18 H18 117.3 C17 C18 H18 117.3 C18 C19 C20 118.9(19) C18 C19 H19 120.5 C20 C19 H19 120.5 N10 C20 C19 118.9(16) N10 C20 C21 119.7(13) C19 C20 C21 121.4(16) N12 C21 C20 128.2(14) N12 C21 C22 114.3(14) C20 C21 C22 117.4(13) C21 C22 H22A 109.5 C21 C22 H22B 109.5 H22A C22 H22B 109.5 C21 C22 H22C 109.5 H22A C22 H22C 109.5 H22B C22 H22C 109.5 F1 C23 F2 107.8(14) F1 C23 F3 111.3(13) F2 C23 F3 108.5(12) F1 C23 S5 110.8(10) F2 C23 S5 109.7(11) F3 C23 S5 108.7(10) F5 C24 F4 106.9(15) F5 C24 F6 105.9(13) F4 C24 F6 107.2(14) F5 C24 S6 113.3(13) F4 C24 S6 111.6(11) F6 C24 S6 111.4(12) F9 C25 F7 107.7(11) F9 C25 F8 108.8(10) F7 C25 F8 107.6(10) F9 C25 S7 110.7(8) F7 C25 S7 111.1(8) F8 C25 S7 110.8(9) F10 C26 F11 118.9(13) F10 C26 F12 95.9(13) F11 C26 F12 102.6(14) F10 C26 S8 122.2(12) F11 C26 S8 115.3(11) F12 C26 S8 90.7(11) O14 C27 H27A 109.5 O14 C27 H27B 109.5 H27A C27 H27B 109.5 O14 C27 H27C 109.5 H27A C27 H27C 109.5 H27B C27 H27C 109.5 C28 O15 H15 109.5 loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance Cu1 N3 1.943(9) Cu1 N1 1.969(9) Cu1 N2 1.988(8) Cu1 S1 2.300(3) Cu2 N11 1.926(13) Cu2 N9 1.970(12) Cu2 N10 1.973(11) Cu2 S2 2.276(4) S1 C1 1.709(11) S2 C13 1.717(13) S3 C11 1.797(11) S3 S4 2.069(4) S4 C12 1.803(13) S5 O3 1.438(9) S5 O2 1.450(8) S5 O1 1.458(8) S5 C23 1.838(14) S6 O6 1.440(15) S6 O4 1.451(14) S6 O5 1.468(10) S6 C24 1.794(18) S7 O8 1.441(8) S7 O7 1.449(8) S7 O9 1.457(8) S7 C25 1.830(12) S8 O11 1.396(11) S8 O12 1.403(9) S8 O13 1.523(13) S8 C26 1.704(14) N1 C3 1.294(13) N1 N5 1.376(12) N2 C8 1.337(14) N2 C4 1.354(14) N3 C11 1.326(13) N3 N6 1.401(12) N4 C1 1.307(14) N4 H4A 0.8800 N4 H4B 0.8800 N5 C1 1.380(13) N5 H5A 0.8800 N6 C9 1.295(14) N7 C11 1.319(14) N7 H7A 0.8800 N7 H7B 0.8800 N8 C12 1.307(16) N8 H8A 0.8800 N8 H8B 0.8800 N9 C12 1.323(15) N9 N12 1.379(15) N10 C16 1.307(19) N10 C20 1.37(2) N11 C15 1.35(2) N11 N13 1.363(19) N12 C21 1.340(17) N13 C13 1.389(19) N13 H13 0.8800 N14 C13 1.307(19) N14 H14A 0.8800 N14 H14B 0.8800 O14 C27 1.33(3) O14 H14 0.8400 C28 O15 1.41(3) C28 H28A 0.9800 C28 H28B 0.9800 C28 H28C 0.9800 C2 C3 1.492(16) C2 H2A 0.9800 C2 H2B 0.9800 C2 H2C 0.9800 C3 C4 1.497(15) C4 C5 1.378(15) C5 C6 1.392(16) C5 H5 0.9500 C6 C7 1.378(17) C6 H6 0.9500 C7 C8 1.410(15) C7 H7 0.9500 C8 C9 1.497(16) C9 C10 1.507(15) C10 H10A 0.9800 C10 H10B 0.9800 C10 H10C 0.9800 C14 C15 1.47(2) C14 H14C 0.9800 C14 H14D 0.9800 C14 H14E 0.9800 C15 C16 1.45(3) C16 C17 1.50(2) C17 C18 1.35(3) C17 H17 0.9500 C18 C19 1.32(3) C18 H18 0.9500 C19 C20 1.39(2) C19 H19 0.9500 C20 C21 1.44(2) C21 C22 1.50(2) C22 H22A 0.9800 C22 H22B 0.9800 C22 H22C 0.9800 C23 F1 1.313(19) C23 F2 1.330(18) C23 F3 1.341(16) C24 F5 1.318(19) C24 F4 1.34(2) C24 F6 1.350(17) C25 F9 1.322(14) C25 F7 1.338(13) C25 F8 1.353(16) C26 F10 1.248(14) C26 F11 1.305(14) C26 F12 1.431(16) C27 H27A 0.9800 C27 H27B 0.9800 C27 H27C 0.9800 O15 H15 0.8400 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 C3 N1 N5 C1 -165.9(9) Cu1 N1 N5 C1 -0.4(12) C11 N3 N6 C9 -160.9(10) Cu1 N3 N6 C9 31.8(14) C12 N9 N12 C21 158.7(12) Cu2 N9 N12 C21 -38.4(15) C15 N11 N13 C13 -178.9(12) Cu2 N11 N13 C13 6.2(16) N1 N5 C1 N4 178.3(9) N1 N5 C1 S1 -4.2(13) Cu1 S1 C1 N4 -177.0(9) Cu1 S1 C1 N5 5.6(9) N5 N1 C3 C2 1.4(16) Cu1 N1 C3 C2 -164.5(9) N5 N1 C3 C4 179.6(8) Cu1 N1 C3 C4 13.8(11) C8 N2 C4 C5 -5.2(15) Cu1 N2 C4 C5 172.3(8) C8 N2 C4 C3 174.9(9) Cu1 N2 C4 C3 -7.6(11) N1 C3 C4 N2 -3.7(13) C2 C3 C4 N2 174.6(10) N1 C3 C4 C5 176.4(10) C2 C3 C4 C5 -5.3(16) N2 C4 C5 C6 3.1(16) C3 C4 C5 C6 -177.0(10) C4 C5 C6 C7 0.7(16) C5 C6 C7 C8 -2.3(16) C4 N2 C8 C7 3.4(15) Cu1 N2 C8 C7 -173.8(7) C4 N2 C8 C9 -179.6(9) Cu1 N2 C8 C9 3.2(13) C6 C7 C8 N2 0.3(15) C6 C7 C8 C9 -176.7(10) N3 N6 C9 C8 1.4(17) N3 N6 C9 C10 178.5(10) N2 C8 C9 N6 -20.2(16) C7 C8 C9 N6 156.8(11) N2 C8 C9 C10 162.8(10) C7 C8 C9 C10 -20.3(15) N6 N3 C11 N7 174.7(10) Cu1 N3 C11 N7 -19.4(16) N6 N3 C11 S3 0.7(11) Cu1 N3 C11 S3 166.6(6) S4 S3 C11 N7 8.3(10) S4 S3 C11 N3 -177.6(7) N12 N9 C12 N8 -171.9(11) Cu2 N9 C12 N8 25.9(17) N12 N9 C12 S4 9.8(13) Cu2 N9 C12 S4 -152.4(7) S3 S4 C12 N8 -14.4(11) S3 S4 C12 N9 163.9(9) N11 N13 C13 N14 179.9(12) N11 N13 C13 S2 -4.3(17) Cu2 S2 C13 N14 176.5(11) Cu2 S2 C13 N13 0.7(11) N13 N11 C15 C16 175.0(12) Cu2 N11 C15 C16 -9.9(15) N13 N11 C15 C14 -3(2) Cu2 N11 C15 C14 171.9(12) C20 N10 C16 C15 -174.7(13) Cu2 N10 C16 C15 5.5(16) C20 N10 C16 C17 0(2) Cu2 N10 C16 C17 179.7(10) N11 C15 C16 N10 2.7(18) C14 C15 C16 N10 -179.0(14) N11 C15 C16 C17 -171.2(13) C14 C15 C16 C17 7(2) N10 C16 C17 C18 4(2) C15 C16 C17 C18 177.4(14) C16 C17 C18 C19 -4(3) C17 C18 C19 C20 1(3) C16 N10 C20 C19 -3(2) Cu2 N10 C20 C19 177.1(11) C16 N10 C20 C21 175.9(13) Cu2 N10 C20 C21 -4.4(19) C18 C19 C20 N10 3(2) C18 C19 C20 C21 -175.9(15) N9 N12 C21 C20 -4(2) N9 N12 C21 C22 178.0(12) N10 C20 C21 N12 27(2) C19 C20 C21 N12 -154.2(15) N10 C20 C21 C22 -155.3(14) C19 C20 C21 C22 23(2) O3 S5 C23 F1 177.6(10) O2 S5 C23 F1 -62.3(12) O1 S5 C23 F1 56.8(12) O3 S5 C23 F2 58.7(12) O2 S5 C23 F2 178.9(10) O1 S5 C23 F2 -62.1(12) O3 S5 C23 F3 -59.8(12) O2 S5 C23 F3 60.4(12) O1 S5 C23 F3 179.4(11) O6 S6 C24 F5 53.3(15) O4 S6 C24 F5 -68.0(14) O5 S6 C24 F5 173.3(12) O6 S6 C24 F4 174.1(13) O4 S6 C24 F4 52.7(13) O5 S6 C24 F4 -66.0(12) O6 S6 C24 F6 -66.1(14) O4 S6 C24 F6 172.6(12) O5 S6 C24 F6 53.9(13) O8 S7 C25 F9 63.6(10) O7 S7 C25 F9 -176.5(8) O9 S7 C25 F9 -56.5(10) O8 S7 C25 F7 -176.8(9) O7 S7 C25 F7 -56.9(10) O9 S7 C25 F7 63.2(10) O8 S7 C25 F8 -57.2(9) O7 S7 C25 F8 62.7(8) O9 S7 C25 F8 -177.3(7) O11 S8 C26 F10 -155.7(16) O12 S8 C26 F10 -6.2(19) O13 S8 C26 F10 99.9(16) O11 S8 C26 F11 46.0(18) O12 S8 C26 F11 -164.5(12) O13 S8 C26 F11 -58.4(15) O11 S8 C26 F12 -58.3(13) O12 S8 C26 F12 91.2(10) O13 S8 C26 F12 -162.6(10)