#------------------------------------------------------------------------------ #$Date: 2021-01-14 05:04:42 +0200 (Thu, 14 Jan 2021) $ #$Revision: 260940 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/70/64/7706421.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_7706421 loop_ _publ_author_name 'Sequeira, Diogo A.' 'Baptista, Pedro V.' 'Valente, Ruben' 'Minas da Piedade, Maria F\'atima' 'Garcia, Maria Helena' 'Morais, T\^ania S.' 'Fernandes, Alexandra R.' _publ_section_title ; Cu(I) complexes as new antiproliferative agents against sensitive and doxorubicin resistant colorectal cancer cells: Synthesis, Characterization, and Mechanisms of Action ; _journal_name_full 'Dalton Transactions' _journal_paper_doi 10.1039/D0DT03566A _journal_year 2021 _chemical_formula_sum 'C57 H46 B Cl2 Cu F4 N4 P2' _chemical_formula_weight 1070.17 _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 ; 2020-10-14 deposited with the CCDC. 2020-12-26 downloaded from the CCDC. ; _cell_angle_alpha 84.236(2) _cell_angle_beta 81.1860(10) _cell_angle_gamma 78.631(2) _cell_formula_units_Z 2 _cell_length_a 12.8537(5) _cell_length_b 13.6470(5) _cell_length_c 15.3142(5) _cell_measurement_reflns_used 9869 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 27.16 _cell_measurement_theta_min 2.70 _cell_volume 2595.67(16) _computing_cell_refinement 'Bruker SAINT' _computing_data_collection 'Bruker APEX2' _computing_data_reduction 'Bruker SAINT' _computing_molecular_graphics Mercury _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXT 2014/4 (Sheldrick, 2014)' _diffrn_ambient_temperature 150(2) _diffrn_measured_fraction_theta_full 0.994 _diffrn_measured_fraction_theta_max 0.993 _diffrn_measurement_device_type 'Bruker APEX-II CCD' _diffrn_measurement_method '\f and \w scans' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0381 _diffrn_reflns_av_unetI/netI 0.0312 _diffrn_reflns_Laue_measured_fraction_full 0.994 _diffrn_reflns_Laue_measured_fraction_max 0.993 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_k_max 17 _diffrn_reflns_limit_k_min -16 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_number 43804 _diffrn_reflns_point_group_measured_fraction_full 0.994 _diffrn_reflns_point_group_measured_fraction_max 0.993 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 27.165 _diffrn_reflns_theta_min 2.606 _exptl_absorpt_coefficient_mu 0.642 _exptl_absorpt_correction_T_max 0.7455 _exptl_absorpt_correction_T_min 0.7014 _exptl_absorpt_correction_type psi-scan _exptl_crystal_colour orange _exptl_crystal_density_diffrn 1.369 _exptl_crystal_description PRISM _exptl_crystal_F_000 1100 _exptl_crystal_size_max 0.600 _exptl_crystal_size_mid 0.500 _exptl_crystal_size_min 0.500 _refine_diff_density_max 0.977 _refine_diff_density_min -1.616 _refine_diff_density_rms 0.090 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.050 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 640 _refine_ls_number_reflns 11468 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.050 _refine_ls_R_factor_all 0.0563 _refine_ls_R_factor_gt 0.0509 _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^)+(0.0816P)^2^+3.8306P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1465 _refine_ls_wR_factor_ref 0.1502 _reflns_Friedel_coverage 0.000 _reflns_number_gt 10290 _reflns_number_total 11468 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0dt03566a2.cif _cod_data_source_block shelx_CCDC1 _cod_database_code 7706421 _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_estimated_absorpt_t_min 0.699 _shelx_estimated_absorpt_t_max 0.740 _shelx_res_file ; TITL FP_MP05_T150K_0m_a.res in P-1 shelx.res created by SHELXL-2018/3 at 12:03:57 on 08-Jul-2020 CELL 0.71073 12.8537 13.6470 15.3142 84.236 81.186 78.631 ZERR 2.00 0.0005 0.0005 0.0005 0.002 0.001 0.002 LATT 1 SFAC C H B N F P CU CL UNIT 114 92 2 8 8 4 2 4 MERG 2 OMIT 0.00 180.00 OMIT 1 1 0 OMIT 0 -1 1 OMIT -1 1 0 OMIT -1 0 1 OMIT 1 0 1 OMIT 0 1 1 OMIT 0 1 0 OMIT 1 1 1 OMIT 0 0 1 OMIT 1 0 0 OMIT 0 0 2 OMIT 0 -1 2 OMIT 1 -1 1 OMIT 0 -2 1 OMIT -1 1 1 OMIT 0 -3 3 OMIT 0 3 3 OMIT 0 -1 5 OMIT -4 4 0 OMIT 4 3 2 OMIT 1 2 0 OMIT 2 0 0 FMAP 2 PLAN 20 SIZE 0.500 0.500 0.600 ACTA BOND $H CONF LIST 6 L.S. 10 TEMP 23.00 WGHT 0.081600 3.830600 FVAR 0.34302 CU1 7 0.738801 0.341884 0.293283 11.00000 0.01493 0.01835 = 0.01497 -0.00240 -0.00393 -0.00299 P2 6 0.635083 0.239771 0.266652 11.00000 0.01594 0.01823 = 0.02099 -0.00491 -0.00346 -0.00302 P1 6 0.848220 0.395386 0.176859 11.00000 0.01747 0.02390 = 0.01569 -0.00181 -0.00231 -0.00633 CL1 8 0.172901 1.042592 0.099089 11.00000 0.12760 0.07718 = 0.08708 -0.00742 -0.01679 -0.01701 N1 4 0.673829 0.451169 0.381621 11.00000 0.01627 0.01817 = 0.01701 -0.00080 -0.00347 -0.00177 N2 4 0.834421 0.297551 0.390113 11.00000 0.01537 0.01723 = 0.01718 -0.00211 -0.00427 -0.00038 N4 4 0.882312 0.354028 0.516922 11.00000 0.01812 0.02242 = 0.01686 -0.00341 -0.00448 -0.00161 F2 5 0.341548 0.710638 0.361389 11.00000 0.07055 0.05611 = 0.06007 -0.01627 -0.03540 0.01429 N3 4 0.917032 0.220929 0.387190 11.00000 0.01775 0.01828 = 0.01800 -0.00158 -0.00478 -0.00073 C9 1 1.039703 0.281973 0.578870 11.00000 0.01988 0.01754 = 0.01806 -0.00193 -0.00619 -0.00242 C15 1 1.066965 0.117554 0.440933 11.00000 0.01554 0.01995 = 0.02218 -0.00192 -0.00477 -0.00217 F3 5 0.270063 0.773002 0.238788 11.00000 0.12370 0.06998 = 0.08020 -0.00541 -0.06342 0.02115 C10 1 1.150076 0.274436 0.554711 11.00000 0.02087 0.02859 = 0.01985 -0.00171 -0.00353 -0.00531 AFIX 43 H10 2 1.180460 0.265624 0.496233 11.00000 -1.20000 AFIX 0 C11 1 1.213893 0.280147 0.618206 11.00000 0.01807 0.03099 = 0.02898 -0.00338 -0.00632 -0.00732 AFIX 43 H11 2 1.287319 0.275873 0.602081 11.00000 -1.20000 AFIX 0 F1 5 0.284076 0.612886 0.275289 11.00000 0.10014 0.08550 = 0.06017 -0.01863 -0.00246 -0.03152 C14 1 0.994529 0.294858 0.666380 11.00000 0.01967 0.02789 = 0.02082 -0.00693 -0.00381 -0.00187 AFIX 43 H14 2 0.920939 0.300639 0.682523 11.00000 -1.20000 AFIX 0 C3 1 0.607821 0.584106 0.514444 11.00000 0.02513 0.02347 = 0.02395 -0.00754 -0.00119 -0.00064 AFIX 43 H3 2 0.585370 0.628557 0.558732 11.00000 -1.20000 AFIX 0 C5 1 0.724776 0.441969 0.453639 11.00000 0.01688 0.01772 = 0.01682 -0.00200 -0.00252 -0.00204 C20 1 1.103759 0.062956 0.515846 11.00000 0.01877 0.02111 = 0.02170 0.00056 -0.00325 -0.00387 AFIX 43 H20 2 1.080654 0.087239 0.571505 11.00000 -1.20000 AFIX 0 C7 1 0.967328 0.281299 0.512775 11.00000 0.01717 0.02078 = 0.01426 -0.00089 -0.00260 -0.00374 C4 1 0.693876 0.506018 0.521764 11.00000 0.02337 0.02275 = 0.02004 -0.00462 -0.00485 -0.00129 AFIX 43 H4 2 0.729987 0.496745 0.571000 11.00000 -1.20000 AFIX 0 C2 1 0.555609 0.595131 0.440256 11.00000 0.01778 0.01984 = 0.02763 -0.00128 -0.00286 0.00183 AFIX 43 H2 2 0.498154 0.647414 0.433759 11.00000 -1.20000 AFIX 0 C212 1 0.566908 0.188195 0.442128 11.00000 0.01959 0.01961 = 0.03030 -0.00245 -0.00193 0.00338 AFIX 43 H212 2 0.628464 0.208943 0.452246 11.00000 -1.20000 AFIX 0 C6 1 0.817896 0.359536 0.455247 11.00000 0.01677 0.01921 = 0.01540 -0.00060 -0.00264 -0.00274 C8 1 0.983539 0.209734 0.447584 11.00000 0.01596 0.01994 = 0.01590 -0.00083 -0.00268 -0.00310 F4 5 0.433993 0.666800 0.229413 11.00000 0.05480 0.15044 = 0.09703 -0.02715 0.01884 -0.01258 C213 1 0.503703 0.146730 0.512104 11.00000 0.03201 0.02538 = 0.03054 0.00337 0.00279 0.00494 AFIX 43 H213 2 0.523472 0.138760 0.568687 11.00000 -1.20000 AFIX 0 C126 1 0.703868 0.570530 0.146713 11.00000 0.02618 0.02922 = 0.01979 -0.00275 -0.00604 -0.00874 AFIX 43 H126 2 0.652615 0.535112 0.176503 11.00000 -1.20000 AFIX 0 C121 1 0.811464 0.525442 0.137026 11.00000 0.02579 0.02479 = 0.01351 -0.00219 -0.00487 -0.00824 C1 1 0.590427 0.527044 0.376057 11.00000 0.01748 0.02093 = 0.02160 -0.00064 -0.00449 -0.00175 AFIX 43 H1 2 0.554440 0.534178 0.326879 11.00000 -1.20000 AFIX 0 C111 1 0.980417 0.387125 0.210647 11.00000 0.01850 0.03171 = 0.02041 0.00035 -0.00315 -0.00757 C12 1 1.169604 0.292156 0.705493 11.00000 0.02773 0.03168 = 0.02587 -0.00488 -0.01365 -0.00796 AFIX 43 H12 2 1.213124 0.295603 0.747908 11.00000 -1.20000 AFIX 0 C124 1 0.749000 0.720387 0.067809 11.00000 0.06189 0.02318 = 0.02177 -0.00096 -0.01475 -0.00960 AFIX 43 H124 2 0.728086 0.785232 0.043476 11.00000 -1.20000 AFIX 0 C211 1 0.539127 0.199089 0.356817 11.00000 0.01740 0.01661 = 0.02880 -0.00418 -0.00088 -0.00116 C16 1 1.102506 0.079295 0.358248 11.00000 0.02407 0.02948 = 0.02299 -0.00418 -0.00701 0.00399 AFIX 43 H16 2 1.079372 0.115331 0.307743 11.00000 -1.20000 AFIX 0 C18 1 1.208364 -0.065468 0.425249 11.00000 0.02336 0.02375 = 0.04209 -0.00594 -0.00611 0.00338 AFIX 43 H18 2 1.255136 -0.126614 0.420088 11.00000 -1.20000 AFIX 0 C123 1 0.856279 0.677027 0.059344 11.00000 0.05027 0.03310 = 0.01873 -0.00109 -0.00405 -0.02148 AFIX 43 H123 2 0.907264 0.713432 0.030735 11.00000 -1.20000 AFIX 0 C17 1 1.171921 -0.011863 0.350740 11.00000 0.02845 0.03505 = 0.03124 -0.01249 -0.00348 0.00497 AFIX 43 H17 2 1.194173 -0.037210 0.295416 11.00000 -1.20000 AFIX 0 C19 1 1.174832 -0.027579 0.507281 11.00000 0.02172 0.02239 = 0.03282 0.00320 -0.00743 -0.00163 AFIX 43 H19 2 1.200085 -0.063027 0.557253 11.00000 -1.20000 AFIX 0 C136 1 0.834316 0.376996 -0.002937 11.00000 0.02391 0.03495 = 0.02315 -0.00615 -0.00371 -0.00394 AFIX 43 H136 2 0.810361 0.445982 -0.007124 11.00000 -1.20000 AFIX 0 C13 1 1.060158 0.299035 0.729543 11.00000 0.02825 0.03754 = 0.01841 -0.00846 -0.00530 -0.00485 AFIX 43 H13 2 1.030428 0.306496 0.788344 11.00000 -1.20000 AFIX 0 C125 1 0.672446 0.668195 0.112153 11.00000 0.03827 0.03151 = 0.02638 -0.00636 -0.01499 -0.00043 AFIX 43 H125 2 0.600440 0.698225 0.118809 11.00000 -1.20000 AFIX 0 C131 1 0.867252 0.329228 0.075898 11.00000 0.01839 0.03042 = 0.01848 -0.00492 0.00140 -0.00876 C122 1 0.888170 0.580006 0.093110 11.00000 0.03065 0.03283 = 0.01700 -0.00358 -0.00103 -0.01354 AFIX 43 H122 2 0.960430 0.550842 0.086753 11.00000 -1.20000 AFIX 0 C214 1 0.411640 0.117374 0.497705 11.00000 0.03350 0.02651 = 0.04658 0.00239 0.01361 -0.00452 AFIX 43 H214 2 0.369509 0.089025 0.544523 11.00000 -1.20000 AFIX 0 C134 1 0.873789 0.219673 -0.070051 11.00000 0.03827 0.04966 = 0.02851 -0.01880 0.00150 -0.01397 AFIX 43 H134 2 0.875676 0.183169 -0.118569 11.00000 -1.20000 AFIX 0 C232 1 0.468142 0.374569 0.203348 11.00000 0.03052 0.02971 = 0.02989 -0.00539 -0.00888 -0.00061 AFIX 43 H232 2 0.447605 0.388409 0.262408 11.00000 -1.20000 AFIX 0 C135 1 0.837158 0.321939 -0.075195 11.00000 0.03161 0.05042 = 0.02099 -0.00800 -0.00512 -0.00756 AFIX 43 H135 2 0.814278 0.354159 -0.127213 11.00000 -1.20000 AFIX 0 C116 1 0.983970 0.442969 0.281586 11.00000 0.02215 0.02746 = 0.02927 -0.00180 -0.00700 -0.00637 AFIX 43 H116 2 0.922279 0.485042 0.305346 11.00000 -1.20000 AFIX 0 C221 1 0.705578 0.119122 0.227944 11.00000 0.02534 0.02021 = 0.02661 -0.00551 0.00050 -0.00329 C133 1 0.907614 0.171615 0.007126 11.00000 0.04137 0.03343 = 0.03730 -0.01231 0.00537 -0.01171 AFIX 43 H133 2 0.933009 0.102834 0.010395 11.00000 -1.20000 AFIX 0 C216 1 0.444323 0.170099 0.343206 11.00000 0.02512 0.03273 = 0.03891 -0.00555 -0.00234 -0.01134 AFIX 43 H216 2 0.423808 0.177909 0.286888 11.00000 -1.20000 AFIX 0 C231 1 0.555993 0.298931 0.180556 11.00000 0.02172 0.02350 = 0.02609 -0.00385 -0.00822 -0.00632 C112 1 1.072871 0.324489 0.176607 11.00000 0.02371 0.05823 = 0.03344 -0.01551 -0.00182 -0.00366 AFIX 43 H112 2 1.071707 0.286840 0.129523 11.00000 -1.20000 AFIX 0 C226 1 0.809173 0.083879 0.246929 11.00000 0.02934 0.02284 = 0.02362 -0.00056 -0.00122 0.00036 AFIX 43 H226 2 0.841323 0.122007 0.278122 11.00000 -1.20000 AFIX 0 C132 1 0.903725 0.226010 0.079957 11.00000 0.03320 0.03120 = 0.02456 -0.00312 0.00060 -0.01058 AFIX 43 H132 2 0.925747 0.193069 0.132020 11.00000 -1.20000 AFIX 0 C115 1 1.078583 0.436240 0.316870 11.00000 0.03029 0.04010 = 0.03733 -0.00565 -0.01272 -0.01099 AFIX 43 H115 2 1.080534 0.474201 0.363544 11.00000 -1.20000 AFIX 0 C236 1 0.588368 0.282341 0.091355 11.00000 0.02870 0.04496 = 0.02627 -0.00812 -0.00856 -0.00471 AFIX 43 H236 2 0.648430 0.234284 0.074688 11.00000 -1.20000 AFIX 0 C233 1 0.411440 0.429037 0.139069 11.00000 0.03477 0.03287 = 0.04661 -0.00215 -0.01734 0.00295 AFIX 43 H233 2 0.352455 0.478532 0.154965 11.00000 -1.20000 AFIX 0 C225 1 0.865092 -0.008540 0.219331 11.00000 0.04001 0.02910 = 0.03663 0.00061 0.00082 0.00893 AFIX 43 H225 2 0.934364 -0.032236 0.232332 11.00000 -1.20000 AFIX 0 C215 1 0.381666 0.129948 0.413761 11.00000 0.02475 0.03696 = 0.05549 -0.00544 0.00435 -0.01294 AFIX 43 H215 2 0.318619 0.111152 0.404750 11.00000 -1.20000 AFIX 0 C234 1 0.442712 0.409669 0.051255 11.00000 0.04458 0.04733 = 0.04077 0.00597 -0.02557 -0.00938 AFIX 43 H234 2 0.403912 0.445556 0.008107 11.00000 -1.20000 AFIX 0 CL2 8 0.392660 1.045700 0.097263 11.00000 0.14750 0.34135 = 0.31979 0.02731 -0.10484 -0.09516 C235 1 0.530713 0.337788 0.027107 11.00000 0.04569 0.06551 = 0.02685 -0.00362 -0.01398 -0.01331 AFIX 43 H235 2 0.551923 0.326059 -0.032345 11.00000 -1.20000 AFIX 0 C113 1 1.167722 0.317360 0.212305 11.00000 0.02162 0.07775 = 0.05522 -0.02374 -0.00688 0.00316 AFIX 43 H113 2 1.229528 0.275179 0.188894 11.00000 -1.20000 AFIX 0 C224 1 0.817257 -0.065086 0.172459 11.00000 0.06333 0.02275 = 0.05121 -0.01095 0.00235 0.00482 AFIX 43 H224 2 0.855104 -0.125979 0.152690 11.00000 -1.20000 AFIX 0 C114 1 1.170150 0.372560 0.282079 11.00000 0.02359 0.06559 = 0.05273 -0.01159 -0.01610 -0.00713 AFIX 43 H114 2 1.233481 0.367147 0.306022 11.00000 -1.20000 AFIX 0 C222 1 0.656651 0.060118 0.183470 11.00000 0.03842 0.03236 = 0.06296 -0.02238 -0.00832 -0.00501 AFIX 43 H222 2 0.586143 0.081993 0.172945 11.00000 -1.20000 AFIX 0 C223 1 0.713008 -0.030870 0.155052 11.00000 0.06277 0.03261 = 0.07314 -0.02849 -0.01095 -0.00585 AFIX 43 H223 2 0.680836 -0.069261 0.124136 11.00000 -1.20000 AFIX 0 B1 3 0.336681 0.695695 0.274217 11.00000 0.03966 0.05395 = 0.04172 -0.00967 -0.01317 0.01101 C100 1 0.300216 0.968681 0.091550 11.00000 0.10890 0.15542 = 0.08582 0.01380 -0.01109 -0.04327 AFIX 23 H10A 2 0.316815 0.936777 0.036002 11.00000 -1.20000 H10B 2 0.303420 0.916770 0.139735 11.00000 -1.20000 AFIX 0 HKLF 4 REM FP_MP05_T150K_0m_a.res in P-1 REM wR2 = 0.1502, GooF = S = 1.050, Restrained GooF = 1.050 for all data REM R1 = 0.0509 for 10290 Fo > 4sig(Fo) and 0.0563 for all 11468 data REM 640 parameters refined using 0 restraints END WGHT 0.0851 3.3471 REM Highest difference peak 0.977, deepest hole -1.616, 1-sigma level 0.090 Q1 1 0.3758 0.6160 0.2614 11.00000 0.05 0.76 Q2 1 0.3854 0.7576 0.3296 11.00000 0.05 0.75 Q3 1 0.4674 0.9436 0.0440 11.00000 0.05 0.65 Q4 1 0.4180 0.9767 0.1589 11.00000 0.05 0.63 Q5 1 0.4040 0.7393 0.1937 11.00000 0.05 0.57 Q6 1 0.8322 0.4551 0.1614 11.00000 0.05 0.53 Q7 1 0.4224 0.7867 0.2497 11.00000 0.05 0.52 Q8 1 0.2600 0.7011 0.2550 11.00000 0.05 0.51 Q9 1 0.3374 0.7995 0.2294 11.00000 0.05 0.46 Q10 1 0.4534 0.6499 0.2225 11.00000 0.05 0.38 Q11 1 1.0008 0.2780 0.5415 11.00000 0.05 0.37 Q12 1 0.5793 0.5811 0.4843 11.00000 0.05 0.35 Q13 1 0.7577 0.3946 0.4627 11.00000 0.05 0.35 Q14 1 0.7040 0.4524 0.4102 11.00000 0.05 0.34 Q15 1 0.2492 1.0657 0.1229 11.00000 0.05 0.33 Q16 1 0.8570 0.6272 0.0737 11.00000 0.05 0.33 Q17 1 0.9722 0.2496 0.4821 11.00000 0.05 0.33 Q18 1 0.3157 0.7186 0.3704 11.00000 0.05 0.31 Q19 1 0.7072 0.4744 0.4885 11.00000 0.05 0.31 Q20 1 1.1637 0.3683 0.1758 11.00000 0.05 0.31 ; _shelx_res_checksum 14366 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 Cu1 Cu 0.73880(2) 0.34188(2) 0.29328(2) 0.01581(9) Uani 1 1 d . . . . . P2 P 0.63508(5) 0.23977(4) 0.26665(4) 0.01806(13) Uani 1 1 d . . . . . P1 P 0.84822(5) 0.39539(5) 0.17686(4) 0.01864(14) Uani 1 1 d . . . . . Cl1 Cl 0.17290(16) 1.04259(12) 0.09909(11) 0.0972(5) Uani 1 1 d . . . . . N1 N 0.67383(15) 0.45117(15) 0.38162(13) 0.0173(4) Uani 1 1 d . . . . . N2 N 0.83442(15) 0.29755(14) 0.39011(13) 0.0167(4) Uani 1 1 d . . . . . N4 N 0.88231(16) 0.35403(15) 0.51692(13) 0.0191(4) Uani 1 1 d . . . . . F2 F 0.3415(2) 0.71064(18) 0.36139(16) 0.0622(6) Uani 1 1 d . . . . . N3 N 0.91703(16) 0.22093(15) 0.38719(13) 0.0181(4) Uani 1 1 d . . . . . C9 C 1.03970(19) 0.28197(17) 0.57887(15) 0.0182(4) Uani 1 1 d . . . . . C15 C 1.06697(18) 0.11755(18) 0.44093(16) 0.0191(4) Uani 1 1 d . . . . . F3 F 0.2701(3) 0.7730(2) 0.2388(2) 0.0914(10) Uani 1 1 d . . . . . C10 C 1.1501(2) 0.27444(19) 0.55471(17) 0.0229(5) Uani 1 1 d . . . . . H10 H 1.180460 0.265624 0.496233 0.028 Uiso 1 1 calc R U . . . C11 C 1.2139(2) 0.2801(2) 0.61821(18) 0.0252(5) Uani 1 1 d . . . . . H11 H 1.287319 0.275873 0.602081 0.030 Uiso 1 1 calc R U . . . F1 F 0.2841(3) 0.6129(2) 0.27529(18) 0.0799(8) Uani 1 1 d . . . . . C14 C 0.9945(2) 0.29486(19) 0.66638(16) 0.0227(5) Uani 1 1 d . . . . . H14 H 0.920939 0.300639 0.682523 0.027 Uiso 1 1 calc R U . . . C3 C 0.6078(2) 0.58411(19) 0.51444(17) 0.0245(5) Uani 1 1 d . . . . . H3 H 0.585370 0.628557 0.558732 0.029 Uiso 1 1 calc R U . . . C5 C 0.72478(18) 0.44197(17) 0.45364(15) 0.0172(4) Uani 1 1 d . . . . . C20 C 1.10376(19) 0.06296(18) 0.51585(16) 0.0206(5) Uani 1 1 d . . . . . H20 H 1.080654 0.087239 0.571505 0.025 Uiso 1 1 calc R U . . . C7 C 0.96733(18) 0.28130(17) 0.51278(15) 0.0174(4) Uani 1 1 d . . . . . C4 C 0.6939(2) 0.50602(19) 0.52176(16) 0.0221(5) Uani 1 1 d . . . . . H4 H 0.729987 0.496745 0.571000 0.026 Uiso 1 1 calc R U . . . C2 C 0.55561(19) 0.59513(18) 0.44026(17) 0.0225(5) Uani 1 1 d . . . . . H2 H 0.498154 0.647414 0.433759 0.027 Uiso 1 1 calc R U . . . C212 C 0.5669(2) 0.18820(18) 0.44213(18) 0.0243(5) Uani 1 1 d . . . . . H212 H 0.628464 0.208943 0.452246 0.029 Uiso 1 1 calc R U . . . C6 C 0.81790(18) 0.35954(17) 0.45525(15) 0.0172(4) Uani 1 1 d . . . . . C8 C 0.98354(18) 0.20973(17) 0.44758(15) 0.0173(4) Uani 1 1 d . . . . . F4 F 0.4340(2) 0.6668(3) 0.2294(2) 0.1035(11) Uani 1 1 d . . . . . C213 C 0.5037(2) 0.1467(2) 0.5121(2) 0.0319(6) Uani 1 1 d . . . . . H213 H 0.523472 0.138760 0.568687 0.038 Uiso 1 1 calc R U . . . C126 C 0.7039(2) 0.5705(2) 0.14671(16) 0.0242(5) Uani 1 1 d . . . . . H126 H 0.652615 0.535112 0.176503 0.029 Uiso 1 1 calc R U . . . C121 C 0.8115(2) 0.52544(18) 0.13703(15) 0.0206(5) Uani 1 1 d . . . . . C1 C 0.59043(19) 0.52704(18) 0.37606(16) 0.0201(5) Uani 1 1 d . . . . . H1 H 0.554440 0.534178 0.326879 0.024 Uiso 1 1 calc R U . . . C111 C 0.98042(19) 0.3871(2) 0.21065(16) 0.0232(5) Uani 1 1 d . . . . . C12 C 1.1696(2) 0.2922(2) 0.70549(18) 0.0268(5) Uani 1 1 d . . . . . H12 H 1.213124 0.295603 0.747908 0.032 Uiso 1 1 calc R U . . . C124 C 0.7490(3) 0.7204(2) 0.06781(18) 0.0345(6) Uani 1 1 d . . . . . H124 H 0.728086 0.785232 0.043476 0.041 Uiso 1 1 calc R U . . . C211 C 0.53913(19) 0.19909(18) 0.35682(17) 0.0213(5) Uani 1 1 d . . . . . C16 C 1.1025(2) 0.0793(2) 0.35825(17) 0.0262(5) Uani 1 1 d . . . . . H16 H 1.079372 0.115331 0.307743 0.031 Uiso 1 1 calc R U . . . C18 C 1.2084(2) -0.0655(2) 0.4252(2) 0.0304(6) Uani 1 1 d . . . . . H18 H 1.255136 -0.126614 0.420088 0.036 Uiso 1 1 calc R U . . . C123 C 0.8563(3) 0.6770(2) 0.05934(17) 0.0323(6) Uani 1 1 d . . . . . H123 H 0.907264 0.713432 0.030735 0.039 Uiso 1 1 calc R U . . . C17 C 1.1719(2) -0.0119(2) 0.3507(2) 0.0324(6) Uani 1 1 d . . . . . H17 H 1.194173 -0.037210 0.295416 0.039 Uiso 1 1 calc R U . . . C19 C 1.1748(2) -0.02758(19) 0.50728(19) 0.0260(5) Uani 1 1 d . . . . . H19 H 1.200085 -0.063027 0.557253 0.031 Uiso 1 1 calc R U . . . C136 C 0.8343(2) 0.3770(2) -0.00294(17) 0.0272(5) Uani 1 1 d . . . . . H136 H 0.810361 0.445982 -0.007124 0.033 Uiso 1 1 calc R U . . . C13 C 1.0602(2) 0.2990(2) 0.72954(17) 0.0276(5) Uani 1 1 d . . . . . H13 H 1.030428 0.306496 0.788344 0.033 Uiso 1 1 calc R U . . . C125 C 0.6724(2) 0.6682(2) 0.11215(18) 0.0315(6) Uani 1 1 d . . . . . H125 H 0.600440 0.698225 0.118809 0.038 Uiso 1 1 calc R U . . . C131 C 0.86725(19) 0.3292(2) 0.07590(16) 0.0220(5) Uani 1 1 d . . . . . C122 C 0.8882(2) 0.5800(2) 0.09311(16) 0.0259(5) Uani 1 1 d . . . . . H122 H 0.960430 0.550842 0.086753 0.031 Uiso 1 1 calc R U . . . C214 C 0.4116(2) 0.1174(2) 0.4977(2) 0.0381(7) Uani 1 1 d . . . . . H214 H 0.369509 0.089025 0.544523 0.046 Uiso 1 1 calc R U . . . C134 C 0.8738(3) 0.2197(3) -0.0701(2) 0.0375(7) Uani 1 1 d . . . . . H134 H 0.875676 0.183169 -0.118569 0.045 Uiso 1 1 calc R U . . . C232 C 0.4681(2) 0.3746(2) 0.20335(19) 0.0300(6) Uani 1 1 d . . . . . H232 H 0.447605 0.388409 0.262408 0.036 Uiso 1 1 calc R U . . . C135 C 0.8372(2) 0.3219(2) -0.07519(18) 0.0338(6) Uani 1 1 d . . . . . H135 H 0.814278 0.354159 -0.127213 0.041 Uiso 1 1 calc R U . . . C116 C 0.9840(2) 0.4430(2) 0.28159(18) 0.0257(5) Uani 1 1 d . . . . . H116 H 0.922279 0.485042 0.305346 0.031 Uiso 1 1 calc R U . . . C221 C 0.7056(2) 0.11912(19) 0.22794(17) 0.0243(5) Uani 1 1 d . . . . . C133 C 0.9076(3) 0.1716(2) 0.0071(2) 0.0372(7) Uani 1 1 d . . . . . H133 H 0.933009 0.102834 0.010395 0.045 Uiso 1 1 calc R U . . . C216 C 0.4443(2) 0.1701(2) 0.3432(2) 0.0314(6) Uani 1 1 d . . . . . H216 H 0.423808 0.177909 0.286888 0.038 Uiso 1 1 calc R U . . . C231 C 0.5560(2) 0.29893(19) 0.18056(17) 0.0228(5) Uani 1 1 d . . . . . C112 C 1.0729(2) 0.3245(3) 0.1766(2) 0.0384(7) Uani 1 1 d . . . . . H112 H 1.071707 0.286840 0.129523 0.046 Uiso 1 1 calc R U . . . C226 C 0.8092(2) 0.0839(2) 0.24693(17) 0.0263(5) Uani 1 1 d . . . . . H226 H 0.841323 0.122007 0.278122 0.032 Uiso 1 1 calc R U . . . C132 C 0.9037(2) 0.2260(2) 0.07996(18) 0.0294(6) Uani 1 1 d . . . . . H132 H 0.925747 0.193069 0.132020 0.035 Uiso 1 1 calc R U . . . C115 C 1.0786(2) 0.4362(2) 0.3169(2) 0.0342(6) Uani 1 1 d . . . . . H115 H 1.080534 0.474201 0.363544 0.041 Uiso 1 1 calc R U . . . C236 C 0.5884(2) 0.2823(2) 0.09135(19) 0.0327(6) Uani 1 1 d . . . . . H236 H 0.648430 0.234284 0.074688 0.039 Uiso 1 1 calc R U . . . C233 C 0.4114(3) 0.4290(2) 0.1391(2) 0.0382(7) Uani 1 1 d . . . . . H233 H 0.352455 0.478532 0.154965 0.046 Uiso 1 1 calc R U . . . C225 C 0.8651(3) -0.0085(2) 0.2193(2) 0.0382(7) Uani 1 1 d . . . . . H225 H 0.934364 -0.032236 0.232332 0.046 Uiso 1 1 calc R U . . . C215 C 0.3817(2) 0.1299(2) 0.4138(2) 0.0390(7) Uani 1 1 d . . . . . H215 H 0.318619 0.111152 0.404750 0.047 Uiso 1 1 calc R U . . . C234 C 0.4427(3) 0.4097(3) 0.0513(2) 0.0426(8) Uani 1 1 d . . . . . H234 H 0.403912 0.445556 0.008107 0.051 Uiso 1 1 calc R U . . . Cl2 Cl 0.3927(3) 1.0457(4) 0.0973(3) 0.258(2) Uani 1 1 d . . . . . C235 C 0.5307(3) 0.3378(3) 0.0271(2) 0.0446(8) Uani 1 1 d . . . . . H235 H 0.551923 0.326059 -0.032345 0.054 Uiso 1 1 calc R U . . . C113 C 1.1677(3) 0.3174(3) 0.2123(3) 0.0518(9) Uani 1 1 d . . . . . H113 H 1.229528 0.275179 0.188894 0.062 Uiso 1 1 calc R U . . . C224 C 0.8173(3) -0.0651(2) 0.1725(2) 0.0480(9) Uani 1 1 d . . . . . H224 H 0.855104 -0.125979 0.152690 0.058 Uiso 1 1 calc R U . . . C114 C 1.1702(2) 0.3726(3) 0.2821(2) 0.0458(8) Uani 1 1 d . . . . . H114 H 1.233481 0.367147 0.306022 0.055 Uiso 1 1 calc R U . . . C222 C 0.6567(3) 0.0601(2) 0.1835(3) 0.0433(8) Uani 1 1 d . . . . . H222 H 0.586143 0.081993 0.172945 0.052 Uiso 1 1 calc R U . . . C223 C 0.7130(3) -0.0309(3) 0.1551(3) 0.0547(10) Uani 1 1 d . . . . . H223 H 0.680836 -0.069261 0.124136 0.066 Uiso 1 1 calc R U . . . B1 B 0.3367(3) 0.6957(3) 0.2742(3) 0.0466(9) Uani 1 1 d . . . . . C100 C 0.3002(6) 0.9687(7) 0.0916(5) 0.116(2) Uani 1 1 d . . . . . H10A H 0.316815 0.936777 0.036002 0.139 Uiso 1 1 calc R U . . . H10B H 0.303420 0.916770 0.139735 0.139 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 Cu1 0.01493(15) 0.01835(15) 0.01497(15) -0.00240(10) -0.00393(10) -0.00299(10) P2 0.0159(3) 0.0182(3) 0.0210(3) -0.0049(2) -0.0035(2) -0.0030(2) P1 0.0175(3) 0.0239(3) 0.0157(3) -0.0018(2) -0.0023(2) -0.0063(2) Cl1 0.1276(13) 0.0772(9) 0.0871(10) -0.0074(7) -0.0168(9) -0.0170(9) N1 0.0163(9) 0.0182(9) 0.0170(9) -0.0008(7) -0.0035(7) -0.0018(7) N2 0.0154(9) 0.0172(9) 0.0172(9) -0.0021(7) -0.0043(7) -0.0004(7) N4 0.0181(9) 0.0224(10) 0.0169(9) -0.0034(8) -0.0045(7) -0.0016(8) F2 0.0706(15) 0.0561(13) 0.0601(14) -0.0163(11) -0.0354(12) 0.0143(11) N3 0.0178(9) 0.0183(9) 0.0180(9) -0.0016(7) -0.0048(7) -0.0007(7) C9 0.0199(11) 0.0175(11) 0.0181(11) -0.0019(8) -0.0062(9) -0.0024(8) C15 0.0155(10) 0.0199(11) 0.0222(11) -0.0019(9) -0.0048(9) -0.0022(9) F3 0.124(3) 0.0700(18) 0.0802(19) -0.0054(15) -0.0634(19) 0.0212(17) C10 0.0209(11) 0.0286(13) 0.0198(11) -0.0017(9) -0.0035(9) -0.0053(9) C11 0.0181(11) 0.0310(13) 0.0290(13) -0.0034(10) -0.0063(10) -0.0073(10) F1 0.100(2) 0.0855(19) 0.0602(16) -0.0186(14) -0.0025(15) -0.0315(17) C14 0.0197(11) 0.0279(12) 0.0208(12) -0.0069(10) -0.0038(9) -0.0019(9) C3 0.0251(12) 0.0235(12) 0.0239(12) -0.0075(10) -0.0012(10) -0.0006(10) C5 0.0169(10) 0.0177(10) 0.0168(10) -0.0020(8) -0.0025(8) -0.0020(8) C20 0.0188(11) 0.0211(11) 0.0217(11) 0.0006(9) -0.0032(9) -0.0039(9) C7 0.0172(10) 0.0208(11) 0.0143(10) -0.0009(8) -0.0026(8) -0.0037(8) C4 0.0234(12) 0.0228(12) 0.0200(11) -0.0046(9) -0.0049(9) -0.0013(9) C2 0.0178(11) 0.0198(11) 0.0276(12) -0.0013(9) -0.0029(9) 0.0018(9) C212 0.0196(11) 0.0196(11) 0.0303(13) -0.0025(10) -0.0019(10) 0.0034(9) C6 0.0168(10) 0.0192(11) 0.0154(10) -0.0006(8) -0.0026(8) -0.0027(8) C8 0.0160(10) 0.0199(11) 0.0159(10) -0.0008(8) -0.0027(8) -0.0031(8) F4 0.0548(16) 0.150(3) 0.097(2) -0.027(2) 0.0188(16) -0.0126(18) C213 0.0320(14) 0.0254(13) 0.0305(14) 0.0034(11) 0.0028(11) 0.0049(11) C126 0.0262(12) 0.0292(13) 0.0198(11) -0.0028(10) -0.0060(9) -0.0087(10) C121 0.0258(12) 0.0248(12) 0.0135(10) -0.0022(9) -0.0049(9) -0.0082(9) C1 0.0175(11) 0.0209(11) 0.0216(11) -0.0006(9) -0.0045(9) -0.0017(9) C111 0.0185(11) 0.0317(13) 0.0204(11) 0.0003(10) -0.0032(9) -0.0076(10) C12 0.0277(13) 0.0317(13) 0.0259(13) -0.0049(10) -0.0136(10) -0.0080(10) C124 0.062(2) 0.0232(13) 0.0218(13) -0.0010(10) -0.0148(13) -0.0096(13) C211 0.0174(11) 0.0166(11) 0.0288(12) -0.0042(9) -0.0009(9) -0.0012(8) C16 0.0241(12) 0.0295(13) 0.0230(12) -0.0042(10) -0.0070(10) 0.0040(10) C18 0.0234(12) 0.0238(13) 0.0421(16) -0.0059(11) -0.0061(11) 0.0034(10) C123 0.0503(17) 0.0331(14) 0.0187(12) -0.0011(10) -0.0041(11) -0.0215(13) C17 0.0285(13) 0.0351(15) 0.0312(14) -0.0125(12) -0.0035(11) 0.0050(11) C19 0.0217(12) 0.0224(12) 0.0328(14) 0.0032(10) -0.0074(10) -0.0016(9) C136 0.0239(12) 0.0349(14) 0.0232(12) -0.0062(11) -0.0037(10) -0.0039(10) C13 0.0283(13) 0.0375(15) 0.0184(12) -0.0085(10) -0.0053(10) -0.0048(11) C125 0.0383(15) 0.0315(14) 0.0264(13) -0.0064(11) -0.0150(11) -0.0004(11) C131 0.0184(11) 0.0304(13) 0.0185(11) -0.0049(9) 0.0014(9) -0.0088(9) C122 0.0306(13) 0.0328(13) 0.0170(11) -0.0036(10) -0.0010(10) -0.0135(11) C214 0.0335(15) 0.0265(14) 0.0466(18) 0.0024(12) 0.0136(13) -0.0045(11) C134 0.0383(16) 0.0497(18) 0.0285(14) -0.0188(13) 0.0015(12) -0.0140(14) C232 0.0305(14) 0.0297(14) 0.0299(14) -0.0054(11) -0.0089(11) -0.0006(11) C135 0.0316(14) 0.0504(18) 0.0210(13) -0.0080(12) -0.0051(11) -0.0076(13) C116 0.0222(12) 0.0275(13) 0.0293(13) -0.0018(10) -0.0070(10) -0.0064(10) C221 0.0253(12) 0.0202(12) 0.0266(12) -0.0055(10) 0.0005(10) -0.0033(9) C133 0.0414(16) 0.0334(15) 0.0373(16) -0.0123(13) 0.0054(13) -0.0117(13) C216 0.0251(13) 0.0327(14) 0.0389(15) -0.0056(12) -0.0023(11) -0.0113(11) C231 0.0217(11) 0.0235(12) 0.0261(12) -0.0038(10) -0.0082(9) -0.0063(9) C112 0.0237(13) 0.058(2) 0.0334(15) -0.0155(14) -0.0018(11) -0.0037(13) C226 0.0293(13) 0.0228(12) 0.0236(12) -0.0006(10) -0.0012(10) 0.0004(10) C132 0.0332(14) 0.0312(14) 0.0246(13) -0.0031(11) 0.0006(11) -0.0106(11) C115 0.0303(14) 0.0401(16) 0.0373(15) -0.0056(13) -0.0127(12) -0.0110(12) C236 0.0287(14) 0.0450(17) 0.0263(13) -0.0081(12) -0.0086(11) -0.0047(12) C233 0.0348(15) 0.0329(15) 0.0466(18) -0.0022(13) -0.0173(13) 0.0029(12) C225 0.0400(16) 0.0291(14) 0.0366(16) 0.0006(12) 0.0008(13) 0.0089(12) C215 0.0247(14) 0.0370(16) 0.055(2) -0.0054(14) 0.0043(13) -0.0129(12) C234 0.0446(18) 0.0473(18) 0.0408(17) 0.0060(14) -0.0256(15) -0.0094(14) Cl2 0.148(3) 0.341(6) 0.320(5) 0.027(5) -0.105(3) -0.095(3) C235 0.0457(18) 0.066(2) 0.0268(15) -0.0036(14) -0.0140(13) -0.0133(16) C113 0.0216(14) 0.078(3) 0.055(2) -0.0237(19) -0.0069(14) 0.0032(15) C224 0.063(2) 0.0228(14) 0.051(2) -0.0109(14) 0.0023(17) 0.0048(14) C114 0.0236(14) 0.066(2) 0.053(2) -0.0116(17) -0.0161(13) -0.0071(14) C222 0.0384(17) 0.0324(16) 0.063(2) -0.0224(15) -0.0083(15) -0.0050(13) C223 0.063(2) 0.0326(17) 0.073(3) -0.0285(17) -0.011(2) -0.0059(16) B1 0.040(2) 0.054(2) 0.042(2) -0.0097(17) -0.0132(16) 0.0110(17) C100 0.109(5) 0.155(7) 0.086(4) 0.014(4) -0.011(4) -0.043(5) 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' B B 0.0013 0.0007 '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' F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' P P 0.1023 0.0942 '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' Cl Cl 0.1484 0.1585 '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 N2 Cu1 N1 79.90(8) . . ? N2 Cu1 P2 118.31(6) . . ? N1 Cu1 P2 117.92(6) . . ? N2 Cu1 P1 104.47(6) . . ? N1 Cu1 P1 113.33(6) . . ? P2 Cu1 P1 116.82(2) . . ? C231 P2 C221 106.05(12) . . ? C231 P2 C211 105.41(12) . . ? C221 P2 C211 100.60(11) . . ? C231 P2 Cu1 109.16(8) . . ? C221 P2 Cu1 115.33(9) . . ? C211 P2 Cu1 119.10(8) . . ? C121 P1 C131 102.84(11) . . ? C121 P1 C111 104.14(12) . . ? C131 P1 C111 107.44(12) . . ? C121 P1 Cu1 115.84(8) . . ? C131 P1 Cu1 117.10(8) . . ? C111 P1 Cu1 108.45(8) . . ? C1 N1 C5 117.6(2) . . ? C1 N1 Cu1 128.99(16) . . ? C5 N1 Cu1 113.39(15) . . ? N3 N2 C6 119.49(19) . . ? N3 N2 Cu1 125.26(15) . . ? C6 N2 Cu1 114.73(15) . . ? C7 N4 C6 116.9(2) . . ? C8 N3 N2 119.19(19) . . ? C14 C9 C10 120.1(2) . . ? C14 C9 C7 118.1(2) . . ? C10 C9 C7 121.7(2) . . ? C16 C15 C20 118.9(2) . . ? C16 C15 C8 118.9(2) . . ? C20 C15 C8 121.9(2) . . ? C11 C10 C9 119.6(2) . . ? C11 C10 H10 120.2 . . ? C9 C10 H10 120.2 . . ? C10 C11 C12 120.6(2) . . ? C10 C11 H11 119.7 . . ? C12 C11 H11 119.7 . . ? C13 C14 C9 119.5(2) . . ? C13 C14 H14 120.3 . . ? C9 C14 H14 120.3 . . ? C4 C3 C2 119.2(2) . . ? C4 C3 H3 120.4 . . ? C2 C3 H3 120.4 . . ? N1 C5 C4 123.1(2) . . ? N1 C5 C6 115.5(2) . . ? C4 C5 C6 121.3(2) . . ? C19 C20 C15 120.0(2) . . ? C19 C20 H20 120.0 . . ? C15 C20 H20 120.0 . . ? N4 C7 C8 120.0(2) . . ? N4 C7 C9 114.9(2) . . ? C8 C7 C9 125.1(2) . . ? C3 C4 C5 118.3(2) . . ? C3 C4 H4 120.9 . . ? C5 C4 H4 120.9 . . ? C1 C2 C3 118.9(2) . . ? C1 C2 H2 120.6 . . ? C3 C2 H2 120.6 . . ? C213 C212 C211 120.6(3) . . ? C213 C212 H212 119.7 . . ? C211 C212 H212 119.7 . . ? N4 C6 N2 124.5(2) . . ? N4 C6 C5 119.4(2) . . ? N2 C6 C5 116.0(2) . . ? N3 C8 C7 119.7(2) . . ? N3 C8 C15 113.7(2) . . ? C7 C8 C15 126.6(2) . . ? C214 C213 C212 119.9(3) . . ? C214 C213 H213 120.1 . . ? C212 C213 H213 120.1 . . ? C125 C126 C121 120.4(3) . . ? C125 C126 H126 119.8 . . ? C121 C126 H126 119.8 . . ? C126 C121 C122 119.3(2) . . ? C126 C121 P1 118.98(19) . . ? C122 C121 P1 121.6(2) . . ? N1 C1 C2 122.9(2) . . ? N1 C1 H1 118.5 . . ? C2 C1 H1 118.5 . . ? C112 C111 C116 118.8(2) . . ? C112 C111 P1 125.0(2) . . ? C116 C111 P1 115.98(19) . . ? C11 C12 C13 119.8(2) . . ? C11 C12 H12 120.1 . . ? C13 C12 H12 120.1 . . ? C123 C124 C125 120.5(3) . . ? C123 C124 H124 119.7 . . ? C125 C124 H124 119.7 . . ? C212 C211 C216 118.9(2) . . ? C212 C211 P2 117.62(18) . . ? C216 C211 P2 123.2(2) . . ? C17 C16 C15 120.6(2) . . ? C17 C16 H16 119.7 . . ? C15 C16 H16 119.7 . . ? C19 C18 C17 119.6(2) . . ? C19 C18 H18 120.2 . . ? C17 C18 H18 120.2 . . ? C122 C123 C124 120.3(3) . . ? C122 C123 H123 119.8 . . ? C124 C123 H123 119.8 . . ? C18 C17 C16 120.3(3) . . ? C18 C17 H17 119.9 . . ? C16 C17 H17 119.9 . . ? C18 C19 C20 120.6(2) . . ? C18 C19 H19 119.7 . . ? C20 C19 H19 119.7 . . ? C135 C136 C131 120.4(3) . . ? C135 C136 H136 119.8 . . ? C131 C136 H136 119.8 . . ? C12 C13 C14 120.4(2) . . ? C12 C13 H13 119.8 . . ? C14 C13 H13 119.8 . . ? C124 C125 C126 119.5(3) . . ? C124 C125 H125 120.2 . . ? C126 C125 H125 120.2 . . ? C132 C131 C136 118.6(2) . . ? C132 C131 P1 119.2(2) . . ? C136 C131 P1 121.8(2) . . ? C123 C122 C121 119.9(3) . . ? C123 C122 H122 120.1 . . ? C121 C122 H122 120.1 . . ? C213 C214 C215 120.1(3) . . ? C213 C214 H214 119.9 . . ? C215 C214 H214 119.9 . . ? C133 C134 C135 120.0(3) . . ? C133 C134 H134 120.0 . . ? C135 C134 H134 120.0 . . ? C233 C232 C231 120.7(3) . . ? C233 C232 H232 119.6 . . ? C231 C232 H232 119.6 . . ? C134 C135 C136 120.3(3) . . ? C134 C135 H135 119.9 . . ? C136 C135 H135 119.9 . . ? C115 C116 C111 120.7(3) . . ? C115 C116 H116 119.6 . . ? C111 C116 H116 119.6 . . ? C226 C221 C222 119.6(3) . . ? C226 C221 P2 118.5(2) . . ? C222 C221 P2 121.8(2) . . ? C134 C133 C132 120.0(3) . . ? C134 C133 H133 120.0 . . ? C132 C133 H133 120.0 . . ? C215 C216 C211 119.7(3) . . ? C215 C216 H216 120.1 . . ? C211 C216 H216 120.1 . . ? C236 C231 C232 118.7(2) . . ? C236 C231 P2 122.4(2) . . ? C232 C231 P2 118.2(2) . . ? C111 C112 C113 120.5(3) . . ? C111 C112 H112 119.7 . . ? C113 C112 H112 119.7 . . ? C221 C226 C225 120.1(3) . . ? C221 C226 H226 119.9 . . ? C225 C226 H226 119.9 . . ? C133 C132 C131 120.8(3) . . ? C133 C132 H132 119.6 . . ? C131 C132 H132 119.6 . . ? C114 C115 C116 119.6(3) . . ? C114 C115 H115 120.2 . . ? C116 C115 H115 120.2 . . ? C231 C236 C235 120.0(3) . . ? C231 C236 H236 120.0 . . ? C235 C236 H236 120.0 . . ? C234 C233 C232 119.7(3) . . ? C234 C233 H233 120.1 . . ? C232 C233 H233 120.1 . . ? C224 C225 C226 119.9(3) . . ? C224 C225 H225 120.1 . . ? C226 C225 H225 120.1 . . ? C216 C215 C214 120.7(3) . . ? C216 C215 H215 119.7 . . ? C214 C215 H215 119.7 . . ? C235 C234 C233 120.5(3) . . ? C235 C234 H234 119.8 . . ? C233 C234 H234 119.8 . . ? C234 C235 C236 120.3(3) . . ? C234 C235 H235 119.9 . . ? C236 C235 H235 119.9 . . ? C114 C113 C112 120.1(3) . . ? C114 C113 H113 119.9 . . ? C112 C113 H113 119.9 . . ? C223 C224 C225 120.0(3) . . ? C223 C224 H224 120.0 . . ? C225 C224 H224 120.0 . . ? C113 C114 C115 120.3(3) . . ? C113 C114 H114 119.9 . . ? C115 C114 H114 119.9 . . ? C223 C222 C221 120.0(3) . . ? C223 C222 H222 120.0 . . ? C221 C222 H222 120.0 . . ? C222 C223 C224 120.3(3) . . ? C222 C223 H223 119.9 . . ? C224 C223 H223 119.9 . . ? F4 B1 F3 118.3(4) . . ? F4 B1 F2 111.9(3) . . ? F3 B1 F2 109.9(3) . . ? F4 B1 F1 104.8(4) . . ? F3 B1 F1 103.7(3) . . ? F2 B1 F1 107.2(3) . . ? Cl1 C100 Cl2 108.3(5) . . ? Cl1 C100 H10A 110.0 . . ? Cl2 C100 H10A 110.0 . . ? Cl1 C100 H10B 110.0 . . ? Cl2 C100 H10B 110.0 . . ? H10A C100 H10B 108.4 . . ? 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 Cu1 N2 2.0398(19) . ? Cu1 N1 2.0784(19) . ? Cu1 P2 2.2133(6) . ? Cu1 P1 2.2506(6) . ? P2 C231 1.816(3) . ? P2 C221 1.824(3) . ? P2 C211 1.825(3) . ? P1 C121 1.813(3) . ? P1 C131 1.828(2) . ? P1 C111 1.830(3) . ? Cl1 C100 1.739(8) . ? N1 C1 1.342(3) . ? N1 C5 1.350(3) . ? N2 N3 1.334(3) . ? N2 C6 1.338(3) . ? N4 C7 1.322(3) . ? N4 C6 1.336(3) . ? F2 B1 1.383(5) . ? N3 C8 1.331(3) . ? C9 C14 1.390(3) . ? C9 C10 1.396(3) . ? C9 C7 1.478(3) . ? C15 C16 1.395(3) . ? C15 C20 1.397(3) . ? C15 C8 1.484(3) . ? F3 B1 1.346(5) . ? C10 C11 1.382(3) . ? C10 H10 0.9300 . ? C11 C12 1.383(4) . ? C11 H11 0.9300 . ? F1 B1 1.424(6) . ? C14 C13 1.389(3) . ? C14 H14 0.9300 . ? C3 C4 1.386(3) . ? C3 C2 1.387(4) . ? C3 H3 0.9300 . ? C5 C4 1.389(3) . ? C5 C6 1.474(3) . ? C20 C19 1.389(3) . ? C20 H20 0.9300 . ? C7 C8 1.430(3) . ? C4 H4 0.9300 . ? C2 C1 1.384(3) . ? C2 H2 0.9300 . ? C212 C213 1.386(4) . ? C212 C211 1.393(4) . ? C212 H212 0.9300 . ? F4 B1 1.337(5) . ? C213 C214 1.376(5) . ? C213 H213 0.9300 . ? C126 C125 1.390(4) . ? C126 C121 1.390(4) . ? C126 H126 0.9300 . ? C121 C122 1.402(3) . ? C1 H1 0.9300 . ? C111 C112 1.383(4) . ? C111 C116 1.399(4) . ? C12 C13 1.385(4) . ? C12 H12 0.9300 . ? C124 C123 1.381(5) . ? C124 C125 1.382(4) . ? C124 H124 0.9300 . ? C211 C216 1.403(4) . ? C16 C17 1.384(4) . ? C16 H16 0.9300 . ? C18 C19 1.381(4) . ? C18 C17 1.385(4) . ? C18 H18 0.9300 . ? C123 C122 1.379(4) . ? C123 H123 0.9300 . ? C17 H17 0.9300 . ? C19 H19 0.9300 . ? C136 C135 1.391(4) . ? C136 C131 1.397(4) . ? C136 H136 0.9300 . ? C13 H13 0.9300 . ? C125 H125 0.9300 . ? C131 C132 1.392(4) . ? C122 H122 0.9300 . ? C214 C215 1.383(5) . ? C214 H214 0.9300 . ? C134 C133 1.380(5) . ? C134 C135 1.381(5) . ? C134 H134 0.9300 . ? C232 C233 1.383(4) . ? C232 C231 1.398(4) . ? C232 H232 0.9300 . ? C135 H135 0.9300 . ? C116 C115 1.388(4) . ? C116 H116 0.9300 . ? C221 C226 1.388(4) . ? C221 C222 1.396(4) . ? C133 C132 1.390(4) . ? C133 H133 0.9300 . ? C216 C215 1.380(4) . ? C216 H216 0.9300 . ? C231 C236 1.393(4) . ? C112 C113 1.393(4) . ? C112 H112 0.9300 . ? C226 C225 1.394(4) . ? C226 H226 0.9300 . ? C132 H132 0.9300 . ? C115 C114 1.386(5) . ? C115 H115 0.9300 . ? C236 C235 1.394(4) . ? C236 H236 0.9300 . ? C233 C234 1.380(5) . ? C233 H233 0.9300 . ? C225 C224 1.387(5) . ? C225 H225 0.9300 . ? C215 H215 0.9300 . ? C234 C235 1.373(5) . ? C234 H234 0.9300 . ? Cl2 C100 1.751(8) . ? C235 H235 0.9300 . ? C113 C114 1.375(5) . ? C113 H113 0.9300 . ? C224 C223 1.387(6) . ? C224 H224 0.9300 . ? C114 H114 0.9300 . ? C222 C223 1.383(4) . ? C222 H222 0.9300 . ? C223 H223 0.9300 . ? C100 H10A 0.9700 . ? C100 H10B 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 C6 N2 N3 C8 -2.3(3) . . . . ? Cu1 N2 N3 C8 169.10(16) . . . . ? C14 C9 C10 C11 -0.2(4) . . . . ? C7 C9 C10 C11 177.0(2) . . . . ? C9 C10 C11 C12 0.7(4) . . . . ? C10 C9 C14 C13 -0.7(4) . . . . ? C7 C9 C14 C13 -178.0(2) . . . . ? C1 N1 C5 C4 0.9(3) . . . . ? Cu1 N1 C5 C4 -179.06(19) . . . . ? C1 N1 C5 C6 -178.1(2) . . . . ? Cu1 N1 C5 C6 1.9(3) . . . . ? C16 C15 C20 C19 0.3(4) . . . . ? C8 C15 C20 C19 174.3(2) . . . . ? C6 N4 C7 C8 -3.5(3) . . . . ? C6 N4 C7 C9 176.4(2) . . . . ? C14 C9 C7 N4 46.5(3) . . . . ? C10 C9 C7 N4 -130.7(2) . . . . ? C14 C9 C7 C8 -133.6(2) . . . . ? C10 C9 C7 C8 49.2(3) . . . . ? C2 C3 C4 C5 0.4(4) . . . . ? N1 C5 C4 C3 -1.2(4) . . . . ? C6 C5 C4 C3 177.8(2) . . . . ? C4 C3 C2 C1 0.7(4) . . . . ? C7 N4 C6 N2 -0.6(3) . . . . ? C7 N4 C6 C5 -177.0(2) . . . . ? N3 N2 C6 N4 3.7(3) . . . . ? Cu1 N2 C6 N4 -168.52(18) . . . . ? N3 N2 C6 C5 -179.85(19) . . . . ? Cu1 N2 C6 C5 7.9(3) . . . . ? N1 C5 C6 N4 170.1(2) . . . . ? C4 C5 C6 N4 -9.0(3) . . . . ? N1 C5 C6 N2 -6.6(3) . . . . ? C4 C5 C6 N2 174.4(2) . . . . ? N2 N3 C8 C7 -1.8(3) . . . . ? N2 N3 C8 C15 175.67(19) . . . . ? N4 C7 C8 N3 4.9(3) . . . . ? C9 C7 C8 N3 -175.0(2) . . . . ? N4 C7 C8 C15 -172.3(2) . . . . ? C9 C7 C8 C15 7.8(4) . . . . ? C16 C15 C8 N3 29.6(3) . . . . ? C20 C15 C8 N3 -144.4(2) . . . . ? C16 C15 C8 C7 -153.1(2) . . . . ? C20 C15 C8 C7 32.9(4) . . . . ? C211 C212 C213 C214 -1.0(4) . . . . ? C125 C126 C121 C122 0.9(4) . . . . ? C125 C126 C121 P1 -176.11(19) . . . . ? C131 P1 C121 C126 99.3(2) . . . . ? C111 P1 C121 C126 -148.73(19) . . . . ? Cu1 P1 C121 C126 -29.7(2) . . . . ? C131 P1 C121 C122 -77.7(2) . . . . ? C111 P1 C121 C122 34.3(2) . . . . ? Cu1 P1 C121 C122 153.32(17) . . . . ? C5 N1 C1 C2 0.2(4) . . . . ? Cu1 N1 C1 C2 -179.82(18) . . . . ? C3 C2 C1 N1 -1.0(4) . . . . ? C121 P1 C111 C112 -121.1(3) . . . . ? C131 P1 C111 C112 -12.4(3) . . . . ? Cu1 P1 C111 C112 115.0(3) . . . . ? C121 P1 C111 C116 64.6(2) . . . . ? C131 P1 C111 C116 173.2(2) . . . . ? Cu1 P1 C111 C116 -59.3(2) . . . . ? C10 C11 C12 C13 -0.3(4) . . . . ? C213 C212 C211 C216 1.8(4) . . . . ? C213 C212 C211 P2 -172.57(19) . . . . ? C231 P2 C211 C212 -154.99(19) . . . . ? C221 P2 C211 C212 94.9(2) . . . . ? Cu1 P2 C211 C212 -32.1(2) . . . . ? C231 P2 C211 C216 30.8(2) . . . . ? C221 P2 C211 C216 -79.2(2) . . . . ? Cu1 P2 C211 C216 153.74(19) . . . . ? C20 C15 C16 C17 0.9(4) . . . . ? C8 C15 C16 C17 -173.3(2) . . . . ? C125 C124 C123 C122 1.7(4) . . . . ? C19 C18 C17 C16 0.2(4) . . . . ? C15 C16 C17 C18 -1.1(4) . . . . ? C17 C18 C19 C20 1.0(4) . . . . ? C15 C20 C19 C18 -1.2(4) . . . . ? C11 C12 C13 C14 -0.6(4) . . . . ? C9 C14 C13 C12 1.1(4) . . . . ? C123 C124 C125 C126 -1.4(4) . . . . ? C121 C126 C125 C124 0.1(4) . . . . ? C135 C136 C131 C132 0.6(4) . . . . ? C135 C136 C131 P1 -171.7(2) . . . . ? C121 P1 C131 C132 175.7(2) . . . . ? C111 P1 C131 C132 66.2(2) . . . . ? Cu1 P1 C131 C132 -56.1(2) . . . . ? C121 P1 C131 C136 -12.1(2) . . . . ? C111 P1 C131 C136 -121.6(2) . . . . ? Cu1 P1 C131 C136 116.2(2) . . . . ? C124 C123 C122 C121 -0.6(4) . . . . ? C126 C121 C122 C123 -0.6(4) . . . . ? P1 C121 C122 C123 176.30(19) . . . . ? C212 C213 C214 C215 -0.5(4) . . . . ? C133 C134 C135 C136 0.1(5) . . . . ? C131 C136 C135 C134 -0.8(4) . . . . ? C112 C111 C116 C115 0.4(4) . . . . ? P1 C111 C116 C115 175.1(2) . . . . ? C231 P2 C221 C226 143.5(2) . . . . ? C211 P2 C221 C226 -106.9(2) . . . . ? Cu1 P2 C221 C226 22.6(2) . . . . ? C231 P2 C221 C222 -39.2(3) . . . . ? C211 P2 C221 C222 70.3(3) . . . . ? Cu1 P2 C221 C222 -160.2(2) . . . . ? C135 C134 C133 C132 0.7(5) . . . . ? C212 C211 C216 C215 -1.1(4) . . . . ? P2 C211 C216 C215 173.0(2) . . . . ? C233 C232 C231 C236 2.8(4) . . . . ? C233 C232 C231 P2 173.6(2) . . . . ? C221 P2 C231 C236 -30.8(3) . . . . ? C211 P2 C231 C236 -136.9(2) . . . . ? Cu1 P2 C231 C236 94.1(2) . . . . ? C221 P2 C231 C232 158.8(2) . . . . ? C211 P2 C231 C232 52.7(2) . . . . ? Cu1 P2 C231 C232 -76.3(2) . . . . ? C116 C111 C112 C113 -0.1(5) . . . . ? P1 C111 C112 C113 -174.3(3) . . . . ? C222 C221 C226 C225 1.9(4) . . . . ? P2 C221 C226 C225 179.2(2) . . . . ? C134 C133 C132 C131 -0.8(4) . . . . ? C136 C131 C132 C133 0.2(4) . . . . ? P1 C131 C132 C133 172.7(2) . . . . ? C111 C116 C115 C114 -0.8(5) . . . . ? C232 C231 C236 C235 -2.7(4) . . . . ? P2 C231 C236 C235 -173.0(2) . . . . ? C231 C232 C233 C234 -1.0(5) . . . . ? C221 C226 C225 C224 0.3(4) . . . . ? C211 C216 C215 C214 -0.4(4) . . . . ? C213 C214 C215 C216 1.3(5) . . . . ? C232 C233 C234 C235 -1.0(5) . . . . ? C233 C234 C235 C236 1.1(5) . . . . ? C231 C236 C235 C234 0.8(5) . . . . ? C111 C112 C113 C114 0.2(6) . . . . ? C226 C225 C224 C223 -1.6(5) . . . . ? C112 C113 C114 C115 -0.5(6) . . . . ? C116 C115 C114 C113 0.8(6) . . . . ? C226 C221 C222 C223 -2.9(5) . . . . ? P2 C221 C222 C223 179.9(3) . . . . ? C221 C222 C223 C224 1.6(6) . . . . ? C225 C224 C223 C222 0.7(6) . . . . ?