#------------------------------------------------------------------------------ #$Date: 2021-03-05 03:57:47 +0200 (Fri, 05 Mar 2021) $ #$Revision: 262616 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/70/64/7706420.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_7706420 loop_ _publ_author_name 'Sequeira, Diogo' 'Baptista, Pedro V.' 'Valente, Ruben' 'Piedade, M F\'atima M' 'Garcia, M. 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_issue 5 _journal_name_full 'Dalton transactions (Cambridge, England : 2003)' _journal_page_first 1845 _journal_page_last 1865 _journal_paper_doi 10.1039/d0dt03566a _journal_volume 50 _journal_year 2021 _chemical_formula_sum 'C48 H42 B Cu F4 N2 P2' _chemical_formula_weight 859.12 _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' _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 90 _cell_angle_beta 110.419(2) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 14.5822(5) _cell_length_b 14.8285(5) _cell_length_c 20.4738(7) _cell_measurement_reflns_used 9923 _cell_measurement_temperature 150(2) _cell_measurement_theta_max 26.75 _cell_measurement_theta_min 3.00 _cell_volume 4148.9(3) _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 0.978 _diffrn_measured_fraction_theta_max 0.962 _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 0.0383 _diffrn_reflns_av_unetI/netI 0.0395 _diffrn_reflns_Laue_measured_fraction_full 0.978 _diffrn_reflns_Laue_measured_fraction_max 0.962 _diffrn_reflns_limit_h_max 17 _diffrn_reflns_limit_h_min -18 _diffrn_reflns_limit_k_max 18 _diffrn_reflns_limit_k_min -18 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_limit_l_min -20 _diffrn_reflns_number 31150 _diffrn_reflns_point_group_measured_fraction_full 0.978 _diffrn_reflns_point_group_measured_fraction_max 0.962 _diffrn_reflns_theta_full 25.242 _diffrn_reflns_theta_max 26.805 _diffrn_reflns_theta_min 2.981 _exptl_absorpt_coefficient_mu 0.658 _exptl_absorpt_correction_T_max 0.7454 _exptl_absorpt_correction_T_min 0.6851 _exptl_absorpt_correction_type psi-scan _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.375 _exptl_crystal_description paralepipedic _exptl_crystal_F_000 1776 _exptl_crystal_size_max 0.600 _exptl_crystal_size_mid 0.600 _exptl_crystal_size_min 0.600 _refine_diff_density_max 0.352 _refine_diff_density_min -0.348 _refine_diff_density_rms 0.061 _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 523 _refine_ls_number_reflns 8543 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.024 _refine_ls_R_factor_all 0.0457 _refine_ls_R_factor_gt 0.0348 _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^)+(0.0455P)^2^+1.9873P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0882 _refine_ls_wR_factor_ref 0.0933 _reflns_Friedel_coverage 0.000 _reflns_number_gt 7073 _reflns_number_total 8543 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0dt03566a2.cif _cod_data_source_block shelx _cod_depositor_comments 'Adding full bibliography for 7706420--7706421.cif.' _cod_original_cell_volume 4148.9(2) _cod_original_sg_symbol_H-M 'P 21/n' _cod_database_code 7706420 _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 0.693 _shelx_estimated_absorpt_t_max 0.693 _shelx_res_file ; TITL 200702_MP04_FP_T150k_0m_a.res in P2(1)/n shelx.res created by SHELXL-2018/3 at 16:35:41 on 16-Jul-2020 CELL 0.71073 14.5822 14.8285 20.4738 90.000 110.419 90.000 ZERR 4.00 0.0005 0.0005 0.0007 0.000 0.002 0.000 LATT 1 SYMM 1/2 - X, 1/2 + Y, 1/2 - Z SFAC C H B N F P CU UNIT 192 168 4 8 16 8 4 MERG 2 OMIT -1 1 1 OMIT 1 0 1 OMIT 0 1 2 OMIT 0 2 0 OMIT 0 0 2 OMIT 0 1 1 OMIT -1 0 1 OMIT -1 1 2 OMIT 1 1 1 OMIT 1 1 0 OMIT 1 1 2 OMIT 0 2 1 FMAP 2 PLAN 20 SIZE 0.600 0.600 0.600 ACTA BOND $H CONF LIST 6 L.S. 10 TEMP 23.00 WGHT 0.045500 1.987300 FVAR 0.27142 CU1 7 0.367869 0.283315 0.619006 11.00000 0.01577 0.01490 = 0.01495 -0.00021 0.00417 -0.00054 P1 6 0.274417 0.337642 0.515646 11.00000 0.01707 0.01422 = 0.01439 0.00019 0.00474 0.00030 P2 6 0.395743 0.137112 0.647431 11.00000 0.01528 0.01430 = 0.01696 0.00008 0.00528 0.00007 F2 5 0.405857 0.763489 0.821414 11.00000 0.04416 0.06358 = 0.05167 0.00588 0.03332 0.00658 F4 5 0.487084 0.826092 0.756365 11.00000 0.07323 0.03200 = 0.08701 0.00243 0.05653 -0.00315 F1 5 0.457746 0.677263 0.750565 11.00000 0.10880 0.04022 = 0.06501 -0.02113 0.05645 -0.02922 N2 4 0.379596 0.363218 0.703591 11.00000 0.01589 0.01540 = 0.01624 0.00143 0.00378 0.00154 N1 4 0.505110 0.341702 0.637397 11.00000 0.01899 0.01758 = 0.01897 0.00124 0.00831 -0.00099 F3 5 0.565733 0.735599 0.847494 11.00000 0.03787 0.10266 = 0.07682 0.00106 0.01153 0.00568 C7 1 0.482694 0.467306 0.785870 11.00000 0.01792 0.01922 = 0.02141 -0.00108 0.00451 -0.00007 AFIX 43 H7 2 0.541937 0.498026 0.802732 11.00000 -1.20000 AFIX 0 C6 1 0.465427 0.407429 0.730842 11.00000 0.01640 0.01495 = 0.01565 0.00342 0.00385 0.00224 C131 1 0.253601 0.459284 0.510524 11.00000 0.02237 0.01544 = 0.01793 -0.00074 0.00856 0.00061 C121 1 0.333547 0.316027 0.451978 11.00000 0.01487 0.02194 = 0.01539 0.00021 0.00298 -0.00003 C5 1 0.538841 0.388922 0.697227 11.00000 0.01908 0.01246 = 0.01885 0.00229 0.00682 0.00024 C222 1 0.439958 0.037682 0.773286 11.00000 0.01850 0.02231 = 0.02488 0.00190 0.00430 0.00048 AFIX 43 H222 2 0.490242 0.010124 0.762578 11.00000 -1.20000 AFIX 0 C4 1 0.635388 0.417049 0.724486 11.00000 0.02024 0.01940 = 0.02256 -0.00268 0.00507 -0.00298 AFIX 43 H4 2 0.657353 0.448128 0.766573 11.00000 -1.20000 AFIX 0 C8 1 0.411967 0.481681 0.815978 11.00000 0.02328 0.01955 = 0.01783 0.00055 0.00530 0.00615 C135 1 0.311848 0.607708 0.553795 11.00000 0.02583 0.02100 = 0.03438 -0.00604 0.00790 -0.00640 AFIX 43 H135 2 0.360057 0.644668 0.583417 11.00000 -1.20000 AFIX 0 C111 1 0.151821 0.291790 0.477619 11.00000 0.01754 0.01289 = 0.01859 0.00165 0.00401 0.00307 C211 1 0.328879 0.046474 0.589998 11.00000 0.01927 0.01773 = 0.01893 -0.00070 0.00896 -0.00167 C136 1 0.325543 0.515008 0.554888 11.00000 0.02315 0.02183 = 0.02583 -0.00010 0.00511 0.00080 AFIX 43 H136 2 0.383007 0.489945 0.585373 11.00000 -1.20000 AFIX 0 C212 1 0.246790 0.067505 0.533122 11.00000 0.02265 0.01753 = 0.02471 -0.00036 0.01047 -0.00166 AFIX 43 H212 2 0.228368 0.127501 0.523648 11.00000 -1.20000 AFIX 0 C134 1 0.227212 0.644575 0.509009 11.00000 0.03035 0.01314 = 0.03948 -0.00062 0.01232 0.00140 AFIX 43 H134 2 0.217965 0.706651 0.508679 11.00000 -1.20000 AFIX 0 C115 1 0.011517 0.240814 0.382494 11.00000 0.02834 0.02618 = 0.02156 -0.00508 0.00212 -0.00199 AFIX 43 H115 2 -0.019092 0.229643 0.335133 11.00000 -1.20000 AFIX 0 C116 1 0.105933 0.274185 0.406975 11.00000 0.02411 0.02291 = 0.01695 -0.00040 0.00685 -0.00142 AFIX 43 H116 2 0.138818 0.284880 0.376140 11.00000 -1.20000 AFIX 0 C132 1 0.169220 0.497804 0.465426 11.00000 0.02392 0.01880 = 0.02572 -0.00258 0.00144 0.00028 AFIX 43 H132 2 0.120931 0.461312 0.435375 11.00000 -1.20000 AFIX 0 C226 1 0.308006 0.144497 0.746143 11.00000 0.02239 0.01725 = 0.02326 0.00066 0.00804 -0.00046 AFIX 43 H226 2 0.269335 0.188461 0.716959 11.00000 -1.20000 AFIX 0 C112 1 0.101419 0.274581 0.522842 11.00000 0.02002 0.02425 = 0.01797 0.00146 0.00629 0.00268 AFIX 43 H112 2 0.131503 0.286046 0.570207 11.00000 -1.20000 AFIX 0 C3 1 0.699642 0.399257 0.689535 11.00000 0.01977 0.02073 = 0.03074 0.00203 0.00934 -0.00199 C213 1 0.191697 0.000422 0.490119 11.00000 0.02079 0.03059 = 0.02456 -0.00338 0.00476 -0.00559 AFIX 43 H213 2 0.136910 0.015484 0.451867 11.00000 -1.20000 AFIX 0 C126 1 0.364241 0.383366 0.417470 11.00000 0.02348 0.02489 = 0.02740 0.00342 0.00938 0.00020 AFIX 43 H126 2 0.349882 0.443305 0.423223 11.00000 -1.20000 AFIX 0 C9 1 0.324420 0.435272 0.787599 11.00000 0.02100 0.02556 = 0.02253 0.00206 0.01057 0.00587 AFIX 43 H9 2 0.275045 0.442561 0.806141 11.00000 -1.20000 AFIX 0 C114 1 -0.037537 0.223995 0.427819 11.00000 0.01715 0.02551 = 0.03657 -0.00237 0.00413 -0.00346 AFIX 43 H114 2 -0.100979 0.201347 0.411042 11.00000 -1.20000 AFIX 0 C221 1 0.383391 0.104556 0.729722 11.00000 0.01782 0.01750 = 0.01742 -0.00010 0.00465 -0.00201 C2 1 0.662450 0.352919 0.626824 11.00000 0.02227 0.02633 = 0.03140 0.00073 0.01628 -0.00090 AFIX 43 H2 2 0.702295 0.340675 0.600985 11.00000 -1.20000 AFIX 0 C10 1 0.310874 0.378341 0.731846 11.00000 0.01730 0.01800 = 0.02304 0.00103 0.00723 0.00154 AFIX 43 H10 2 0.251065 0.348959 0.712891 11.00000 -1.20000 AFIX 0 C224 1 0.347028 0.053609 0.849031 11.00000 0.03343 0.03405 = 0.01933 0.00187 0.01045 -0.00973 AFIX 43 H224 2 0.335498 0.037157 0.889318 11.00000 -1.20000 AFIX 0 C223 1 0.421151 0.012388 0.832481 11.00000 0.02534 0.02747 = 0.02079 0.00712 -0.00012 -0.00407 AFIX 43 H223 2 0.458564 -0.032562 0.861267 11.00000 -1.20000 AFIX 0 C215 1 0.299292 -0.110647 0.560986 11.00000 0.04451 0.01657 = 0.03839 -0.00168 0.00987 -0.00266 AFIX 43 H215 2 0.316939 -0.170808 0.570473 11.00000 -1.20000 AFIX 0 C113 1 0.007608 0.240808 0.498348 11.00000 0.02189 0.02724 = 0.03180 0.00398 0.01276 0.00074 AFIX 43 H113 2 -0.025314 0.229331 0.529044 11.00000 -1.20000 AFIX 0 C231 1 0.523426 0.116746 0.658538 11.00000 0.01903 0.01788 = 0.03182 0.00835 0.01159 0.00351 C214 1 0.218095 -0.088662 0.504036 11.00000 0.03707 0.02386 = 0.03391 -0.00869 0.01312 -0.01441 AFIX 43 H214 2 0.181316 -0.133837 0.475145 11.00000 -1.20000 AFIX 0 C225 1 0.290094 0.119240 0.805714 11.00000 0.03012 0.02835 = 0.03006 -0.00284 0.01642 -0.00328 AFIX 43 H225 2 0.239746 0.146454 0.816558 11.00000 -1.20000 AFIX 0 C1 1 0.566664 0.325304 0.603191 11.00000 0.02522 0.02476 = 0.02051 -0.00330 0.01173 -0.00430 AFIX 43 H1 2 0.543330 0.293666 0.561397 11.00000 -1.20000 AFIX 0 C133 1 0.155569 0.590682 0.464410 11.00000 0.02664 0.01941 = 0.03562 0.00187 0.00289 0.00523 AFIX 43 H133 2 0.098476 0.616238 0.433838 11.00000 -1.20000 AFIX 0 C216 1 0.354484 -0.044014 0.603954 11.00000 0.03179 0.02062 = 0.02816 0.00040 0.00336 -0.00016 AFIX 43 H216 2 0.408921 -0.059461 0.642338 11.00000 -1.20000 AFIX 0 C125 1 0.416285 0.361886 0.374374 11.00000 0.02857 0.03917 = 0.03229 0.01007 0.01652 -0.00147 AFIX 43 H125 2 0.437328 0.407822 0.352051 11.00000 -1.20000 AFIX 0 C232 1 0.595377 0.155424 0.715521 11.00000 0.02041 0.02759 = 0.03620 0.00849 0.00418 0.00015 AFIX 43 H232 2 0.578498 0.181301 0.751141 11.00000 -1.20000 AFIX 0 C122 1 0.356021 0.226708 0.441941 11.00000 0.04402 0.02231 = 0.03670 -0.00029 0.02621 0.00072 AFIX 43 H122 2 0.336430 0.180571 0.464925 11.00000 -1.20000 AFIX 0 C18 1 0.429336 0.544766 0.876356 11.00000 0.03039 0.03713 = 0.02483 -0.00983 0.00838 0.00514 AFIX 123 H18A 2 0.493580 0.570474 0.888697 10.50000 -1.50000 H18B 2 0.381353 0.592036 0.863575 10.50000 -1.50000 H18C 2 0.424195 0.512174 0.915447 10.50000 -1.50000 H18D 2 0.372506 0.545982 0.889782 10.50000 -1.50000 H18E 2 0.484732 0.524420 0.914905 10.50000 -1.50000 H18F 2 0.441890 0.604281 0.863033 10.50000 -1.50000 AFIX 0 C123 1 0.407154 0.205995 0.398155 11.00000 0.04570 0.03225 = 0.04241 -0.00978 0.02690 0.00148 AFIX 43 H123 2 0.421245 0.146210 0.391660 11.00000 -1.20000 AFIX 0 C124 1 0.437205 0.274006 0.364159 11.00000 0.02410 0.04960 = 0.02552 -0.00228 0.01350 0.00130 AFIX 43 H124 2 0.471323 0.260327 0.334603 11.00000 -1.20000 AFIX 0 C236 1 0.550817 0.077392 0.606518 11.00000 0.03271 0.03061 = 0.04411 0.00532 0.02346 0.00530 AFIX 43 H236 2 0.503724 0.050591 0.568387 11.00000 -1.20000 AFIX 0 C13 1 0.804337 0.427526 0.717522 11.00000 0.02053 0.04616 = 0.04590 -0.01036 0.01377 -0.00771 AFIX 123 H13A 2 0.836284 0.409074 0.685896 10.50000 -1.50000 H13B 2 0.808100 0.491922 0.722579 10.50000 -1.50000 H13C 2 0.836016 0.399778 0.762103 10.50000 -1.50000 H13D 2 0.817316 0.458109 0.761156 10.50000 -1.50000 H13E 2 0.845500 0.375260 0.724473 10.50000 -1.50000 H13F 2 0.817584 0.467404 0.684949 10.50000 -1.50000 AFIX 0 C233 1 0.692093 0.155455 0.719287 11.00000 0.01835 0.03957 = 0.06823 0.02469 -0.00067 -0.00085 AFIX 43 H233 2 0.739856 0.181325 0.757535 11.00000 -1.20000 AFIX 0 C235 1 0.647870 0.077868 0.611153 11.00000 0.04380 0.04805 = 0.07619 0.01648 0.04364 0.01547 AFIX 43 H235 2 0.665572 0.051102 0.576208 11.00000 -1.20000 AFIX 0 C234 1 0.718078 0.117534 0.666916 11.00000 0.02532 0.05382 = 0.09873 0.03729 0.03332 0.01396 AFIX 43 H234 2 0.782935 0.118786 0.669308 11.00000 -1.20000 AFIX 0 B1 3 0.478157 0.751216 0.793292 11.00000 0.03058 0.02970 = 0.03827 -0.00645 0.02009 -0.00536 HKLF 4 REM 200702_MP04_FP_T150k_0m_a.res in P2(1)/n REM wR2 = 0.0933, GooF = S = 1.024, Restrained GooF = 1.024 for all data REM R1 = 0.0348 for 7073 Fo > 4sig(Fo) and 0.0457 for all 8543 data REM 523 parameters refined using 0 restraints END WGHT 0.0456 1.9486 REM Highest difference peak 0.352, deepest hole -0.348, 1-sigma level 0.061 Q1 1 0.3989 0.1187 0.6981 11.00000 0.05 0.31 Q2 1 0.3758 0.7664 0.7813 11.00000 0.05 0.29 Q3 1 0.3046 0.4206 0.7501 11.00000 0.05 0.29 Q4 1 0.3417 0.3802 0.7088 11.00000 0.05 0.29 Q5 1 0.3562 0.0800 0.6220 11.00000 0.05 0.28 Q6 1 0.0381 0.2797 0.5034 11.00000 0.05 0.28 Q7 1 0.4992 0.4024 0.7117 11.00000 0.05 0.28 Q8 1 0.6731 0.3970 0.7116 11.00000 0.05 0.28 Q9 1 0.5212 0.6805 0.7826 11.00000 0.05 0.27 Q10 1 0.5841 0.4000 0.7075 11.00000 0.05 0.27 Q11 1 0.6214 0.3408 0.6210 11.00000 0.05 0.26 Q12 1 0.4569 0.7958 0.8419 11.00000 0.05 0.26 Q13 1 0.1321 0.2751 0.4481 11.00000 0.05 0.25 Q14 1 0.3413 0.1134 0.7354 11.00000 0.05 0.25 Q15 1 0.2196 0.0284 0.5180 11.00000 0.05 0.25 Q16 1 0.4190 0.8050 0.7289 11.00000 0.05 0.25 Q17 1 0.6840 0.3712 0.6622 11.00000 0.05 0.25 Q18 1 0.3078 0.5617 0.5606 11.00000 0.05 0.24 Q19 1 0.3007 0.1187 0.7717 11.00000 0.05 0.24 Q20 1 0.4836 0.4219 0.7620 11.00000 0.05 0.24 ; _shelx_res_checksum 86663 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 _atom_site_refinement_flags_occupancy _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.36787(2) 0.28331(2) 0.61901(2) 0.01552(8) Uani 1 1 d . . . . . P1 P 0.27442(4) 0.33764(3) 0.51565(3) 0.01542(11) Uani 1 1 d . . . . . P2 P 0.39574(4) 0.13711(3) 0.64743(3) 0.01560(11) Uani 1 1 d . . . . . F2 F 0.40586(11) 0.76349(11) 0.82141(8) 0.0487(4) Uani 1 1 d . . . . . F4 F 0.48708(13) 0.82609(10) 0.75637(9) 0.0565(5) Uani 1 1 d . . . . . F1 F 0.45775(15) 0.67726(11) 0.75057(9) 0.0644(5) Uani 1 1 d . . . . . N2 N 0.37960(12) 0.36322(10) 0.70359(8) 0.0163(3) Uani 1 1 d . . . . . N1 N 0.50511(12) 0.34170(10) 0.63740(8) 0.0181(3) Uani 1 1 d . . . . . F3 F 0.56573(13) 0.73560(15) 0.84749(11) 0.0747(6) Uani 1 1 d . . . . . C7 C 0.48269(15) 0.46731(13) 0.78587(10) 0.0201(4) Uani 1 1 d . . . . . H7 H 0.541937 0.498026 0.802732 0.024 Uiso 1 1 calc R U . . . C6 C 0.46543(14) 0.40743(12) 0.73084(10) 0.0161(4) Uani 1 1 d . . . . . C131 C 0.25360(15) 0.45928(12) 0.51052(10) 0.0182(4) Uani 1 1 d . . . . . C121 C 0.33355(14) 0.31603(13) 0.45198(10) 0.0180(4) Uani 1 1 d . . . . . C5 C 0.53884(14) 0.38892(12) 0.69723(10) 0.0167(4) Uani 1 1 d . . . . . C222 C 0.43996(15) 0.03768(13) 0.77329(11) 0.0228(4) Uani 1 1 d . . . . . H222 H 0.490242 0.010124 0.762578 0.027 Uiso 1 1 calc R U . . . C4 C 0.63539(15) 0.41705(13) 0.72449(11) 0.0214(4) Uani 1 1 d . . . . . H4 H 0.657353 0.448128 0.766573 0.026 Uiso 1 1 calc R U . . . C8 C 0.41197(15) 0.48168(13) 0.81598(10) 0.0207(4) Uani 1 1 d . . . . . C135 C 0.31185(16) 0.60771(14) 0.55379(12) 0.0278(5) Uani 1 1 d . . . . . H135 H 0.360057 0.644668 0.583417 0.033 Uiso 1 1 calc R U . . . C111 C 0.15182(14) 0.29179(12) 0.47762(10) 0.0169(4) Uani 1 1 d . . . . . C211 C 0.32888(14) 0.04647(12) 0.59000(10) 0.0180(4) Uani 1 1 d . . . . . C136 C 0.32554(16) 0.51501(13) 0.55489(11) 0.0245(5) Uani 1 1 d . . . . . H136 H 0.383007 0.489945 0.585373 0.029 Uiso 1 1 calc R U . . . C212 C 0.24679(15) 0.06751(13) 0.53312(11) 0.0210(4) Uani 1 1 d . . . . . H212 H 0.228368 0.127501 0.523648 0.025 Uiso 1 1 calc R U . . . C134 C 0.22721(16) 0.64457(13) 0.50901(12) 0.0276(5) Uani 1 1 d . . . . . H134 H 0.217965 0.706651 0.508679 0.033 Uiso 1 1 calc R U . . . C115 C 0.01152(17) 0.24081(14) 0.38249(12) 0.0271(5) Uani 1 1 d . . . . . H115 H -0.019092 0.229643 0.335133 0.033 Uiso 1 1 calc R U . . . C116 C 0.10593(15) 0.27419(13) 0.40697(11) 0.0214(4) Uani 1 1 d . . . . . H116 H 0.138818 0.284880 0.376140 0.026 Uiso 1 1 calc R U . . . C132 C 0.16922(16) 0.49780(13) 0.46543(11) 0.0247(5) Uani 1 1 d . . . . . H132 H 0.120931 0.461312 0.435375 0.030 Uiso 1 1 calc R U . . . C226 C 0.30801(15) 0.14450(13) 0.74614(11) 0.0209(4) Uani 1 1 d . . . . . H226 H 0.269335 0.188461 0.716959 0.025 Uiso 1 1 calc R U . . . C112 C 0.10142(15) 0.27458(13) 0.52284(11) 0.0208(4) Uani 1 1 d . . . . . H112 H 0.131503 0.286046 0.570207 0.025 Uiso 1 1 calc R U . . . C3 C 0.69964(15) 0.39926(13) 0.68954(11) 0.0236(5) Uani 1 1 d . . . . . C213 C 0.19170(16) 0.00042(14) 0.49012(12) 0.0261(5) Uani 1 1 d . . . . . H213 H 0.136910 0.015484 0.451867 0.031 Uiso 1 1 calc R U . . . C126 C 0.36424(15) 0.38337(14) 0.41747(11) 0.0251(5) Uani 1 1 d . . . . . H126 H 0.349882 0.443305 0.423223 0.030 Uiso 1 1 calc R U . . . C9 C 0.32442(15) 0.43527(13) 0.78760(11) 0.0222(4) Uani 1 1 d . . . . . H9 H 0.275045 0.442561 0.806141 0.027 Uiso 1 1 calc R U . . . C114 C -0.03754(16) 0.22400(14) 0.42782(12) 0.0278(5) Uani 1 1 d . . . . . H114 H -0.100979 0.201347 0.411042 0.033 Uiso 1 1 calc R U . . . C221 C 0.38339(14) 0.10456(12) 0.72972(10) 0.0180(4) Uani 1 1 d . . . . . C2 C 0.66245(15) 0.35292(14) 0.62682(11) 0.0248(5) Uani 1 1 d . . . . . H2 H 0.702295 0.340675 0.600985 0.030 Uiso 1 1 calc R U . . . C10 C 0.31087(15) 0.37834(12) 0.73185(10) 0.0194(4) Uani 1 1 d . . . . . H10 H 0.251065 0.348959 0.712891 0.023 Uiso 1 1 calc R U . . . C224 C 0.34703(17) 0.05361(15) 0.84903(11) 0.0286(5) Uani 1 1 d . . . . . H224 H 0.335498 0.037157 0.889318 0.034 Uiso 1 1 calc R U . . . C223 C 0.42115(16) 0.01239(14) 0.83248(11) 0.0267(5) Uani 1 1 d . . . . . H223 H 0.458564 -0.032562 0.861267 0.032 Uiso 1 1 calc R U . . . C215 C 0.29929(19) -0.11065(14) 0.56099(13) 0.0344(6) Uani 1 1 d . . . . . H215 H 0.316939 -0.170808 0.570473 0.041 Uiso 1 1 calc R U . . . C113 C 0.00761(16) 0.24081(14) 0.49835(12) 0.0261(5) Uani 1 1 d . . . . . H113 H -0.025314 0.229331 0.529044 0.031 Uiso 1 1 calc R U . . . C231 C 0.52343(15) 0.11675(13) 0.65854(11) 0.0222(4) Uani 1 1 d . . . . . C214 C 0.21810(18) -0.08866(15) 0.50404(12) 0.0314(5) Uani 1 1 d . . . . . H214 H 0.181316 -0.133837 0.475145 0.038 Uiso 1 1 calc R U . . . C225 C 0.29009(17) 0.11924(14) 0.80571(12) 0.0279(5) Uani 1 1 d . . . . . H225 H 0.239746 0.146454 0.816558 0.034 Uiso 1 1 calc R U . . . C1 C 0.56666(15) 0.32530(13) 0.60319(11) 0.0225(4) Uani 1 1 d . . . . . H1 H 0.543330 0.293666 0.561397 0.027 Uiso 1 1 calc R U . . . C133 C 0.15557(17) 0.59068(14) 0.46441(12) 0.0293(5) Uani 1 1 d . . . . . H133 H 0.098476 0.616238 0.433838 0.035 Uiso 1 1 calc R U . . . C216 C 0.35448(17) -0.04401(14) 0.60395(12) 0.0287(5) Uani 1 1 d . . . . . H216 H 0.408921 -0.059461 0.642338 0.034 Uiso 1 1 calc R U . . . C125 C 0.41629(17) 0.36189(16) 0.37437(12) 0.0318(5) Uani 1 1 d . . . . . H125 H 0.437328 0.407822 0.352051 0.038 Uiso 1 1 calc R U . . . C232 C 0.59538(16) 0.15542(15) 0.71552(13) 0.0296(5) Uani 1 1 d . . . . . H232 H 0.578498 0.181301 0.751141 0.035 Uiso 1 1 calc R U . . . C122 C 0.35602(18) 0.22671(14) 0.44194(12) 0.0311(5) Uani 1 1 d . . . . . H122 H 0.336430 0.180571 0.464925 0.037 Uiso 1 1 calc R U . . . C18 C 0.42934(17) 0.54477(16) 0.87636(12) 0.0311(5) Uani 1 1 d . . . . . H18A H 0.493580 0.570474 0.888697 0.047 Uiso 0.5 1 calc R U P . . H18B H 0.381353 0.592036 0.863575 0.047 Uiso 0.5 1 calc R U P . . H18C H 0.424195 0.512174 0.915447 0.047 Uiso 0.5 1 calc R U P . . H18D H 0.372506 0.545982 0.889782 0.047 Uiso 0.5 1 calc R U P . . H18E H 0.484732 0.524420 0.914905 0.047 Uiso 0.5 1 calc R U P . . H18F H 0.441890 0.604281 0.863033 0.047 Uiso 0.5 1 calc R U P . . C123 C 0.40715(19) 0.20599(16) 0.39815(13) 0.0371(6) Uani 1 1 d . . . . . H123 H 0.421245 0.146210 0.391660 0.044 Uiso 1 1 calc R U . . . C124 C 0.43721(17) 0.27401(16) 0.36416(12) 0.0318(5) Uani 1 1 d . . . . . H124 H 0.471323 0.260327 0.334603 0.038 Uiso 1 1 calc R U . . . C236 C 0.55082(18) 0.07739(15) 0.60652(13) 0.0331(5) Uani 1 1 d . . . . . H236 H 0.503724 0.050591 0.568387 0.040 Uiso 1 1 calc R U . . . C13 C 0.80434(16) 0.42753(17) 0.71752(14) 0.0370(6) Uani 1 1 d . . . . . H13A H 0.836284 0.409074 0.685896 0.055 Uiso 0.5 1 calc R U P . . H13B H 0.808100 0.491922 0.722579 0.055 Uiso 0.5 1 calc R U P . . H13C H 0.836016 0.399778 0.762103 0.055 Uiso 0.5 1 calc R U P . . H13D H 0.817316 0.458109 0.761156 0.055 Uiso 0.5 1 calc R U P . . H13E H 0.845500 0.375260 0.724473 0.055 Uiso 0.5 1 calc R U P . . H13F H 0.817584 0.467404 0.684949 0.055 Uiso 0.5 1 calc R U P . . C233 C 0.69209(18) 0.15546(17) 0.71929(16) 0.0462(7) Uani 1 1 d . . . . . H233 H 0.739856 0.181325 0.757535 0.055 Uiso 1 1 calc R U . . . C235 C 0.6479(2) 0.07787(19) 0.61115(17) 0.0500(8) Uani 1 1 d . . . . . H235 H 0.665572 0.051102 0.576208 0.060 Uiso 1 1 calc R U . . . C234 C 0.7181(2) 0.1175(2) 0.66692(19) 0.0562(9) Uani 1 1 d . . . . . H234 H 0.782935 0.118786 0.669308 0.067 Uiso 1 1 calc R U . . . B1 B 0.4782(2) 0.75122(18) 0.79329(15) 0.0307(6) Uani 1 1 d . . . . . 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 0.01577(13) 0.01490(12) 0.01495(13) -0.00021(9) 0.00417(11) -0.00054(9) P1 0.0171(3) 0.0142(2) 0.0144(3) 0.00019(18) 0.0047(2) 0.00030(19) P2 0.0153(3) 0.0143(2) 0.0170(3) 0.00008(19) 0.0053(2) 0.00007(19) F2 0.0442(9) 0.0636(10) 0.0517(10) 0.0059(8) 0.0333(8) 0.0066(8) F4 0.0732(12) 0.0320(8) 0.0870(13) 0.0024(8) 0.0565(11) -0.0032(8) F1 0.1088(15) 0.0402(9) 0.0650(11) -0.0211(8) 0.0564(12) -0.0292(9) N2 0.0159(8) 0.0154(7) 0.0162(8) 0.0014(6) 0.0038(7) 0.0015(6) N1 0.0190(9) 0.0176(8) 0.0190(9) 0.0012(7) 0.0083(8) -0.0010(7) F3 0.0379(11) 0.1027(15) 0.0768(14) 0.0011(11) 0.0115(10) 0.0057(10) C7 0.0179(11) 0.0192(9) 0.0214(11) -0.0011(8) 0.0045(9) -0.0001(8) C6 0.0164(10) 0.0150(9) 0.0156(10) 0.0034(7) 0.0039(9) 0.0022(7) C131 0.0224(11) 0.0154(9) 0.0179(10) -0.0007(7) 0.0086(9) 0.0006(8) C121 0.0149(10) 0.0219(9) 0.0154(10) 0.0002(8) 0.0030(9) 0.0000(8) C5 0.0191(10) 0.0125(8) 0.0189(10) 0.0023(7) 0.0068(9) 0.0002(7) C222 0.0185(11) 0.0223(10) 0.0249(11) 0.0019(8) 0.0043(10) 0.0005(8) C4 0.0202(11) 0.0194(9) 0.0226(11) -0.0027(8) 0.0051(9) -0.0030(8) C8 0.0233(11) 0.0195(10) 0.0178(10) 0.0005(8) 0.0053(9) 0.0062(8) C135 0.0258(12) 0.0210(10) 0.0344(13) -0.0060(9) 0.0079(11) -0.0064(9) C111 0.0175(10) 0.0129(9) 0.0186(10) 0.0016(7) 0.0040(9) 0.0031(7) C211 0.0193(10) 0.0177(9) 0.0189(10) -0.0007(8) 0.0090(9) -0.0017(8) C136 0.0232(11) 0.0218(10) 0.0258(12) -0.0001(9) 0.0051(10) 0.0008(8) C212 0.0226(11) 0.0175(9) 0.0247(11) -0.0004(8) 0.0105(10) -0.0017(8) C134 0.0303(13) 0.0131(9) 0.0395(13) -0.0006(9) 0.0123(11) 0.0014(8) C115 0.0283(12) 0.0262(11) 0.0216(11) -0.0051(9) 0.0021(10) -0.0020(9) C116 0.0241(11) 0.0229(10) 0.0169(10) -0.0004(8) 0.0069(9) -0.0014(8) C132 0.0239(11) 0.0188(10) 0.0257(12) -0.0026(9) 0.0014(10) 0.0003(8) C226 0.0224(11) 0.0173(9) 0.0233(11) 0.0007(8) 0.0080(10) -0.0005(8) C112 0.0200(11) 0.0243(10) 0.0180(10) 0.0015(8) 0.0063(9) 0.0027(8) C3 0.0198(11) 0.0207(10) 0.0307(12) 0.0020(9) 0.0093(10) -0.0020(8) C213 0.0208(11) 0.0306(11) 0.0246(12) -0.0034(9) 0.0048(10) -0.0056(9) C126 0.0235(12) 0.0249(10) 0.0274(12) 0.0034(9) 0.0094(10) 0.0002(9) C9 0.0210(11) 0.0256(10) 0.0225(11) 0.0021(8) 0.0106(10) 0.0059(8) C114 0.0171(11) 0.0255(11) 0.0366(14) -0.0024(9) 0.0041(10) -0.0035(9) C221 0.0178(10) 0.0175(9) 0.0174(10) -0.0001(8) 0.0047(9) -0.0020(7) C2 0.0223(11) 0.0263(11) 0.0314(12) 0.0007(9) 0.0163(10) -0.0009(9) C10 0.0173(10) 0.0180(9) 0.0230(11) 0.0010(8) 0.0072(9) 0.0015(8) C224 0.0334(13) 0.0341(12) 0.0193(11) 0.0019(9) 0.0105(11) -0.0097(10) C223 0.0253(12) 0.0275(11) 0.0208(11) 0.0071(9) -0.0001(10) -0.0041(9) C215 0.0445(15) 0.0166(10) 0.0384(14) -0.0017(9) 0.0099(13) -0.0027(10) C113 0.0219(11) 0.0272(11) 0.0318(13) 0.0040(9) 0.0128(10) 0.0007(9) C231 0.0190(11) 0.0179(9) 0.0318(12) 0.0083(8) 0.0116(10) 0.0035(8) C214 0.0371(14) 0.0239(11) 0.0339(13) -0.0087(10) 0.0131(12) -0.0144(10) C225 0.0301(12) 0.0283(11) 0.0301(12) -0.0028(9) 0.0164(11) -0.0033(9) C1 0.0252(11) 0.0248(10) 0.0205(11) -0.0033(8) 0.0117(10) -0.0043(9) C133 0.0266(12) 0.0194(10) 0.0356(13) 0.0019(9) 0.0029(11) 0.0052(9) C216 0.0318(13) 0.0206(10) 0.0282(12) 0.0004(9) 0.0034(11) -0.0002(9) C125 0.0286(13) 0.0392(13) 0.0323(13) 0.0101(10) 0.0165(11) -0.0015(10) C232 0.0204(12) 0.0276(11) 0.0362(13) 0.0085(10) 0.0042(11) 0.0002(9) C122 0.0440(15) 0.0223(11) 0.0367(14) -0.0003(9) 0.0262(12) 0.0007(10) C18 0.0304(13) 0.0371(12) 0.0248(12) -0.0098(10) 0.0084(11) 0.0051(10) C123 0.0457(16) 0.0322(12) 0.0424(15) -0.0098(11) 0.0269(13) 0.0015(11) C124 0.0241(12) 0.0496(14) 0.0255(12) -0.0023(10) 0.0135(11) 0.0013(10) C236 0.0327(13) 0.0306(12) 0.0441(15) 0.0053(10) 0.0235(12) 0.0053(10) C13 0.0205(12) 0.0462(14) 0.0459(15) -0.0104(12) 0.0138(12) -0.0077(10) C233 0.0184(12) 0.0396(14) 0.068(2) 0.0247(14) -0.0007(13) -0.0009(10) C235 0.0438(17) 0.0480(16) 0.076(2) 0.0165(15) 0.0436(17) 0.0155(13) C234 0.0253(15) 0.0538(17) 0.099(3) 0.0373(18) 0.0333(18) 0.0140(13) B1 0.0306(15) 0.0297(13) 0.0383(16) -0.0065(11) 0.0201(14) -0.0054(11) 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' 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 79.43(6) . . ? N2 Cu1 P1 115.78(5) . . ? N1 Cu1 P1 104.54(5) . . ? N2 Cu1 P2 112.58(5) . . ? N1 Cu1 P2 106.14(5) . . ? P1 Cu1 P2 126.19(2) . . ? C111 P1 C121 105.55(9) . . ? C111 P1 C131 103.08(9) . . ? C121 P1 C131 104.06(9) . . ? C111 P1 Cu1 117.14(6) . . ? C121 P1 Cu1 109.26(7) . . ? C131 P1 Cu1 116.47(7) . . ? C231 P2 C221 105.51(9) . . ? C231 P2 C211 104.55(9) . . ? C221 P2 C211 101.39(9) . . ? C231 P2 Cu1 106.10(6) . . ? C221 P2 Cu1 115.37(6) . . ? C211 P2 Cu1 122.40(7) . . ? C10 N2 C6 117.77(16) . . ? C10 N2 Cu1 127.27(14) . . ? C6 N2 Cu1 114.90(12) . . ? C1 N1 C5 118.13(17) . . ? C1 N1 Cu1 127.21(14) . . ? C5 N1 Cu1 113.72(12) . . ? C6 C7 C8 120.39(19) . . ? C6 C7 H7 119.8 . . ? C8 C7 H7 119.8 . . ? N2 C6 C7 121.76(17) . . ? N2 C6 C5 115.65(16) . . ? C7 C6 C5 122.58(17) . . ? C132 C131 C136 118.93(18) . . ? C132 C131 P1 122.64(15) . . ? C136 C131 P1 118.41(15) . . ? C126 C121 C122 118.33(18) . . ? C126 C121 P1 123.73(15) . . ? C122 C121 P1 117.73(15) . . ? N1 C5 C4 121.36(17) . . ? N1 C5 C6 115.08(17) . . ? C4 C5 C6 123.56(18) . . ? C223 C222 C221 119.92(19) . . ? C223 C222 H222 120.0 . . ? C221 C222 H222 120.0 . . ? C5 C4 C3 120.59(19) . . ? C5 C4 H4 119.7 . . ? C3 C4 H4 119.7 . . ? C9 C8 C7 117.07(18) . . ? C9 C8 C18 121.40(18) . . ? C7 C8 C18 121.54(19) . . ? C134 C135 C136 119.8(2) . . ? C134 C135 H135 120.1 . . ? C136 C135 H135 120.1 . . ? C116 C111 C112 118.91(19) . . ? C116 C111 P1 124.14(15) . . ? C112 C111 P1 116.94(15) . . ? C212 C211 C216 118.71(19) . . ? C212 C211 P2 119.12(14) . . ? C216 C211 P2 122.06(16) . . ? C135 C136 C131 120.3(2) . . ? C135 C136 H136 119.8 . . ? C131 C136 H136 119.8 . . ? C211 C212 C213 120.87(19) . . ? C211 C212 H212 119.6 . . ? C213 C212 H212 119.6 . . ? C135 C134 C133 120.69(19) . . ? C135 C134 H134 119.7 . . ? C133 C134 H134 119.7 . . ? C114 C115 C116 120.4(2) . . ? C114 C115 H115 119.8 . . ? C116 C115 H115 119.8 . . ? C115 C116 C111 120.10(19) . . ? C115 C116 H116 119.9 . . ? C111 C116 H116 119.9 . . ? C131 C132 C133 120.7(2) . . ? C131 C132 H132 119.7 . . ? C133 C132 H132 119.7 . . ? C225 C226 C221 120.4(2) . . ? C225 C226 H226 119.8 . . ? C221 C226 H226 119.8 . . ? C113 C112 C111 120.8(2) . . ? C113 C112 H112 119.6 . . ? C111 C112 H112 119.6 . . ? C4 C3 C2 117.03(19) . . ? C4 C3 C13 122.2(2) . . ? C2 C3 C13 120.76(19) . . ? C214 C213 C212 119.9(2) . . ? C214 C213 H213 120.0 . . ? C212 C213 H213 120.0 . . ? C121 C126 C125 120.34(19) . . ? C121 C126 H126 119.8 . . ? C125 C126 H126 119.8 . . ? C10 C9 C8 119.75(18) . . ? C10 C9 H9 120.1 . . ? C8 C9 H9 120.1 . . ? C115 C114 C113 120.0(2) . . ? C115 C114 H114 120.0 . . ? C113 C114 H114 120.0 . . ? C226 C221 C222 119.32(18) . . ? C226 C221 P2 116.93(15) . . ? C222 C221 P2 123.56(15) . . ? C1 C2 C3 119.67(18) . . ? C1 C2 H2 120.2 . . ? C3 C2 H2 120.2 . . ? N2 C10 C9 123.23(19) . . ? N2 C10 H10 118.4 . . ? C9 C10 H10 118.4 . . ? C225 C224 C223 120.00(19) . . ? C225 C224 H224 120.0 . . ? C223 C224 H224 120.0 . . ? C224 C223 C222 120.3(2) . . ? C224 C223 H223 119.8 . . ? C222 C223 H223 119.8 . . ? C214 C215 C216 120.5(2) . . ? C214 C215 H215 119.8 . . ? C216 C215 H215 119.8 . . ? C112 C113 C114 119.73(19) . . ? C112 C113 H113 120.1 . . ? C114 C113 H113 120.1 . . ? C236 C231 C232 118.8(2) . . ? C236 C231 P2 121.93(18) . . ? C232 C231 P2 118.39(16) . . ? C213 C214 C215 119.8(2) . . ? C213 C214 H214 120.1 . . ? C215 C214 H214 120.1 . . ? C224 C225 C226 120.0(2) . . ? C224 C225 H225 120.0 . . ? C226 C225 H225 120.0 . . ? N1 C1 C2 123.17(19) . . ? N1 C1 H1 118.4 . . ? C2 C1 H1 118.4 . . ? C134 C133 C132 119.5(2) . . ? C134 C133 H133 120.2 . . ? C132 C133 H133 120.2 . . ? C215 C216 C211 120.2(2) . . ? C215 C216 H216 119.9 . . ? C211 C216 H216 119.9 . . ? C124 C125 C126 121.0(2) . . ? C124 C125 H125 119.5 . . ? C126 C125 H125 119.5 . . ? C233 C232 C231 120.1(2) . . ? C233 C232 H232 119.9 . . ? C231 C232 H232 119.9 . . ? C123 C122 C121 120.8(2) . . ? C123 C122 H122 119.6 . . ? C121 C122 H122 119.6 . . ? C8 C18 H18A 109.5 . . ? C8 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? C8 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? H18D C18 H18E 109.5 . . ? H18D C18 H18F 109.5 . . ? H18E C18 H18F 109.5 . . ? C124 C123 C122 120.1(2) . . ? C124 C123 H123 120.0 . . ? C122 C123 H123 120.0 . . ? C125 C124 C123 119.4(2) . . ? C125 C124 H124 120.3 . . ? C123 C124 H124 120.3 . . ? C235 C236 C231 120.4(3) . . ? C235 C236 H236 119.8 . . ? C231 C236 H236 119.8 . . ? C3 C13 H13A 109.5 . . ? C3 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C3 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? H13D C13 H13E 109.5 . . ? H13D C13 H13F 109.5 . . ? H13E C13 H13F 109.5 . . ? C234 C233 C232 120.6(3) . . ? C234 C233 H233 119.7 . . ? C232 C233 H233 119.7 . . ? C234 C235 C236 120.5(3) . . ? C234 C235 H235 119.8 . . ? C236 C235 H235 119.8 . . ? C235 C234 C233 119.7(2) . . ? C235 C234 H234 120.2 . . ? C233 C234 H234 120.2 . . ? F1 B1 F4 109.7(2) . . ? F1 B1 F2 110.2(2) . . ? F4 B1 F2 110.9(2) . . ? F1 B1 F3 108.1(2) . . ? F4 B1 F3 109.7(2) . . ? F2 B1 F3 108.2(2) . . ? 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 2.0556(16) . ? Cu1 N1 2.0906(16) . ? Cu1 P1 2.2298(6) . ? Cu1 P2 2.2447(5) . ? P1 C111 1.815(2) . ? P1 C121 1.8247(19) . ? P1 C131 1.8261(19) . ? P2 C231 1.820(2) . ? P2 C221 1.8210(19) . ? P2 C211 1.828(2) . ? F2 B1 1.378(3) . ? F4 B1 1.375(3) . ? F1 B1 1.369(3) . ? N2 C10 1.339(2) . ? N2 C6 1.349(2) . ? N1 C1 1.339(2) . ? N1 C5 1.346(2) . ? F3 B1 1.388(3) . ? C7 C6 1.387(3) . ? C7 C8 1.390(3) . ? C7 H7 0.9300 . ? C6 C5 1.486(2) . ? C131 C132 1.378(3) . ? C131 C136 1.394(3) . ? C121 C126 1.385(3) . ? C121 C122 1.397(3) . ? C5 C4 1.385(3) . ? C222 C223 1.384(3) . ? C222 C221 1.395(3) . ? C222 H222 0.9300 . ? C4 C3 1.388(3) . ? C4 H4 0.9300 . ? C8 C9 1.387(3) . ? C8 C18 1.500(3) . ? C135 C134 1.369(3) . ? C135 C136 1.388(3) . ? C135 H135 0.9300 . ? C111 C116 1.390(3) . ? C111 C112 1.392(3) . ? C211 C212 1.383(3) . ? C211 C216 1.395(3) . ? C136 H136 0.9300 . ? C212 C213 1.384(3) . ? C212 H212 0.9300 . ? C134 C133 1.378(3) . ? C134 H134 0.9300 . ? C115 C114 1.378(3) . ? C115 C116 1.382(3) . ? C115 H115 0.9300 . ? C116 H116 0.9300 . ? C132 C133 1.391(3) . ? C132 H132 0.9300 . ? C226 C225 1.385(3) . ? C226 C221 1.389(3) . ? C226 H226 0.9300 . ? C112 C113 1.377(3) . ? C112 H112 0.9300 . ? C3 C2 1.389(3) . ? C3 C13 1.491(3) . ? C213 C214 1.378(3) . ? C213 H213 0.9300 . ? C126 C125 1.387(3) . ? C126 H126 0.9300 . ? C9 C10 1.377(3) . ? C9 H9 0.9300 . ? C114 C113 1.385(3) . ? C114 H114 0.9300 . ? C2 C1 1.372(3) . ? C2 H2 0.9300 . ? C10 H10 0.9300 . ? C224 C225 1.382(3) . ? C224 C223 1.383(3) . ? C224 H224 0.9300 . ? C223 H223 0.9300 . ? C215 C214 1.380(3) . ? C215 C216 1.380(3) . ? C215 H215 0.9300 . ? C113 H113 0.9300 . ? C231 C236 1.390(3) . ? C231 C232 1.392(3) . ? C214 H214 0.9300 . ? C225 H225 0.9300 . ? C1 H1 0.9300 . ? C133 H133 0.9300 . ? C216 H216 0.9300 . ? C125 C124 1.371(3) . ? C125 H125 0.9300 . ? C232 C233 1.385(3) . ? C232 H232 0.9300 . ? C122 C123 1.386(3) . ? C122 H122 0.9300 . ? C18 H18A 0.9600 . ? C18 H18B 0.9600 . ? C18 H18C 0.9600 . ? C18 H18D 0.9600 . ? C18 H18E 0.9600 . ? C18 H18F 0.9600 . ? C123 C124 1.381(3) . ? C123 H123 0.9300 . ? C124 H124 0.9300 . ? C236 C235 1.385(3) . ? C236 H236 0.9300 . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C13 H13D 0.9600 . ? C13 H13E 0.9600 . ? C13 H13F 0.9600 . ? C233 C234 1.376(4) . ? C233 H233 0.9300 . ? C235 C234 1.372(4) . ? C235 H235 0.9300 . ? C234 H234 0.9300 . ? 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 C10 N2 C6 C7 -0.5(3) . . . . ? Cu1 N2 C6 C7 176.81(14) . . . . ? C10 N2 C6 C5 -179.47(16) . . . . ? Cu1 N2 C6 C5 -2.1(2) . . . . ? C8 C7 C6 N2 1.7(3) . . . . ? C8 C7 C6 C5 -179.40(17) . . . . ? C111 P1 C131 C132 -20.20(19) . . . . ? C121 P1 C131 C132 89.79(18) . . . . ? Cu1 P1 C131 C132 -149.90(15) . . . . ? C111 P1 C131 C136 158.79(16) . . . . ? C121 P1 C131 C136 -91.22(17) . . . . ? Cu1 P1 C131 C136 29.08(18) . . . . ? C111 P1 C121 C126 115.73(18) . . . . ? C131 P1 C121 C126 7.6(2) . . . . ? Cu1 P1 C121 C126 -117.48(17) . . . . ? C111 P1 C121 C122 -69.65(19) . . . . ? C131 P1 C121 C122 -177.82(18) . . . . ? Cu1 P1 C121 C122 57.13(18) . . . . ? C1 N1 C5 C4 -2.5(3) . . . . ? Cu1 N1 C5 C4 167.19(14) . . . . ? C1 N1 C5 C6 177.80(16) . . . . ? Cu1 N1 C5 C6 -12.5(2) . . . . ? N2 C6 C5 N1 9.9(2) . . . . ? C7 C6 C5 N1 -168.99(17) . . . . ? N2 C6 C5 C4 -169.79(18) . . . . ? C7 C6 C5 C4 11.3(3) . . . . ? N1 C5 C4 C3 1.8(3) . . . . ? C6 C5 C4 C3 -178.50(18) . . . . ? C6 C7 C8 C9 -1.3(3) . . . . ? C6 C7 C8 C18 178.89(19) . . . . ? C121 P1 C111 C116 -19.68(18) . . . . ? C131 P1 C111 C116 89.20(17) . . . . ? Cu1 P1 C111 C116 -141.51(14) . . . . ? C121 P1 C111 C112 161.06(14) . . . . ? C131 P1 C111 C112 -90.06(15) . . . . ? Cu1 P1 C111 C112 39.23(16) . . . . ? C231 P2 C211 C212 -132.13(15) . . . . ? C221 P2 C211 C212 118.35(15) . . . . ? Cu1 P2 C211 C212 -11.86(18) . . . . ? C231 P2 C211 C216 51.79(18) . . . . ? C221 P2 C211 C216 -57.73(18) . . . . ? Cu1 P2 C211 C216 172.06(14) . . . . ? C134 C135 C136 C131 0.1(3) . . . . ? C132 C131 C136 C135 0.4(3) . . . . ? P1 C131 C136 C135 -178.62(16) . . . . ? C216 C211 C212 C213 -1.0(3) . . . . ? P2 C211 C212 C213 -177.17(15) . . . . ? C136 C135 C134 C133 -0.6(3) . . . . ? C114 C115 C116 C111 -0.6(3) . . . . ? C112 C111 C116 C115 0.5(3) . . . . ? P1 C111 C116 C115 -178.75(15) . . . . ? C136 C131 C132 C133 -0.4(3) . . . . ? P1 C131 C132 C133 178.54(16) . . . . ? C116 C111 C112 C113 -0.1(3) . . . . ? P1 C111 C112 C113 179.21(15) . . . . ? C5 C4 C3 C2 0.2(3) . . . . ? C5 C4 C3 C13 -179.3(2) . . . . ? C211 C212 C213 C214 0.4(3) . . . . ? C122 C121 C126 C125 -0.3(3) . . . . ? P1 C121 C126 C125 174.33(17) . . . . ? C7 C8 C9 C10 -0.3(3) . . . . ? C18 C8 C9 C10 179.57(19) . . . . ? C116 C115 C114 C113 0.2(3) . . . . ? C225 C226 C221 C222 1.0(3) . . . . ? C225 C226 C221 P2 176.08(16) . . . . ? C223 C222 C221 C226 -0.6(3) . . . . ? C223 C222 C221 P2 -175.29(16) . . . . ? C231 P2 C221 C226 155.30(15) . . . . ? C211 P2 C221 C226 -95.92(16) . . . . ? Cu1 P2 C221 C226 38.54(17) . . . . ? C231 P2 C221 C222 -29.85(19) . . . . ? C211 P2 C221 C222 78.93(18) . . . . ? Cu1 P2 C221 C222 -146.61(15) . . . . ? C4 C3 C2 C1 -1.5(3) . . . . ? C13 C3 C2 C1 178.1(2) . . . . ? C6 N2 C10 C9 -1.1(3) . . . . ? Cu1 N2 C10 C9 -178.07(14) . . . . ? C8 C9 C10 N2 1.5(3) . . . . ? C225 C224 C223 C222 1.2(3) . . . . ? C221 C222 C223 C224 -0.5(3) . . . . ? C111 C112 C113 C114 -0.3(3) . . . . ? C115 C114 C113 C112 0.2(3) . . . . ? C221 P2 C231 C236 137.61(17) . . . . ? C211 P2 C231 C236 31.12(19) . . . . ? Cu1 P2 C231 C236 -99.50(17) . . . . ? C221 P2 C231 C232 -53.48(17) . . . . ? C211 P2 C231 C232 -159.97(16) . . . . ? Cu1 P2 C231 C232 69.41(16) . . . . ? C212 C213 C214 C215 0.2(3) . . . . ? C216 C215 C214 C213 -0.3(3) . . . . ? C223 C224 C225 C226 -0.8(3) . . . . ? C221 C226 C225 C224 -0.3(3) . . . . ? C5 N1 C1 C2 1.2(3) . . . . ? Cu1 N1 C1 C2 -166.92(16) . . . . ? C3 C2 C1 N1 0.8(3) . . . . ? C135 C134 C133 C132 0.5(3) . . . . ? C131 C132 C133 C134 0.0(3) . . . . ? C214 C215 C216 C211 -0.3(4) . . . . ? C212 C211 C216 C215 0.9(3) . . . . ? P2 C211 C216 C215 176.98(17) . . . . ? C121 C126 C125 C124 1.0(4) . . . . ? C236 C231 C232 C233 0.9(3) . . . . ? P2 C231 C232 C233 -168.36(17) . . . . ? C126 C121 C122 C123 -0.4(4) . . . . ? P1 C121 C122 C123 -175.4(2) . . . . ? C121 C122 C123 C124 0.5(4) . . . . ? C126 C125 C124 C123 -1.0(4) . . . . ? C122 C123 C124 C125 0.2(4) . . . . ? C232 C231 C236 C235 -0.8(3) . . . . ? P2 C231 C236 C235 168.07(18) . . . . ? C231 C232 C233 C234 0.1(3) . . . . ? C231 C236 C235 C234 -0.3(4) . . . . ? C236 C235 C234 C233 1.3(4) . . . . ? C232 C233 C234 C235 -1.2(4) . . . . ?