#------------------------------------------------------------------------------ #$Date: 2020-08-18 04:59:11 +0300 (Tue, 18 Aug 2020) $ #$Revision: 255414 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/70/51/7705177.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_7705177 loop_ _publ_author_name 'Li, Yinghua' 'Fan, Weibin' 'Zhang, Zilong' 'Xie, Xingkun' 'Xiang, Shiqun' 'Huang, Deguang' _publ_section_title ; Copper(II)-Hydroxide Facilitated C−C Bond Formation: Carboxamido Pyridine System versus Methylimino Pyridine System ; _journal_name_full 'Dalton Transactions' _journal_paper_doi 10.1039/D0DT02288H _journal_year 2020 _chemical_formula_moiety 'C54 H50 Cu2 N6 O4, C3 H7 N O, 2(C4 H12 N)' _chemical_formula_sum 'C65 H81 Cu2 N9 O5' _chemical_formula_weight 1195.46 _chemical_name_common '[Cu(NNN-ligand)]2 (Me4N)2 DMF' _chemical_name_systematic ; The asymmetric of methyland allyl groups in 2,6-positions of phenyl ring led to conformational isomer disorder with occypancies of 0.60 and 0.40 in this structure. The final refinement of disordered model of cation Me4N+ gave occupancies of 0.54 and 0.46. The DMF molecule was located in a symmetric position so that the occupancies of this molecule were set to half manually. The bond lengths, bond angles and the temperature factors of disordered DMF were restrained by using commands of DFIX and DELU & SIMU. The temperature of other disordered atoms was avaraged by DELU & SIMU commands only. All the hydrogen atoms were added geometrically. ; _space_group_crystal_system orthorhombic _space_group_IT_number 20 _space_group_name_Hall 'C 2c 2' _space_group_name_H-M_alt 'C 2 2 21' _atom_sites_solution_hydrogens geom _audit_creation_method SHELXL-2018/3 _audit_update_record ; 2020-07-20 deposited with the CCDC. 2020-08-17 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90 _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 13.7621(4) _cell_length_b 21.9194(4) _cell_length_c 19.9436(4) _cell_measurement_reflns_used 4421 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 72.7820 _cell_measurement_theta_min 3.7620 _cell_volume 6016.1(2) _computing_cell_refinement 'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)' _computing_data_collection 'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)' _computing_data_reduction 'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _diffrn_ambient_temperature 100(2) _diffrn_detector_area_resol_mean 10.5594 _diffrn_measured_fraction_theta_full 1.000 _diffrn_measured_fraction_theta_max 0.995 _diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Atlas' _diffrn_measurement_method '\w scans' _diffrn_radiation_type CuK\a _diffrn_radiation_wavelength 1.54184 _diffrn_reflns_av_R_equivalents 0.0227 _diffrn_reflns_av_unetI/netI 0.0358 _diffrn_reflns_Laue_measured_fraction_full 1.000 _diffrn_reflns_Laue_measured_fraction_max 0.995 _diffrn_reflns_limit_h_max 16 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_k_max 26 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_number 7957 _diffrn_reflns_point_group_measured_fraction_full 0.888 _diffrn_reflns_point_group_measured_fraction_max 0.872 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 70.979 _diffrn_reflns_theta_min 3.793 _diffrn_source 'SuperNova (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 1.324 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.95339 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour yellow _exptl_crystal_density_diffrn 1.320 _exptl_crystal_density_method 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 2528 _exptl_crystal_size_max 0.150 _exptl_crystal_size_mid 0.100 _exptl_crystal_size_min 0.050 _refine_diff_density_max 0.694 _refine_diff_density_min -0.633 _refine_diff_density_rms 0.062 _refine_ls_abs_structure_details ; Flack x determined using 1665 quotients [(I+)-(I-)]/[(I+)+(I-)] (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259). ; _refine_ls_abs_structure_Flack 0.021(14) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 444 _refine_ls_number_reflns 5070 _refine_ls_number_restraints 606 _refine_ls_restrained_S_all 1.056 _refine_ls_R_factor_all 0.0578 _refine_ls_R_factor_gt 0.0538 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.0944P)^2^+5.6351P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1460 _refine_ls_wR_factor_ref 0.1511 _reflns_Friedel_coverage 0.592 _reflns_Friedel_fraction_full 0.752 _reflns_Friedel_fraction_max 0.721 _reflns_number_gt 4721 _reflns_number_total 5070 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0dt02288h2.cif _cod_data_source_block Complex6 _cod_database_code 7705177 _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 0.826 _shelx_estimated_absorpt_t_max 0.937 _shelx_res_file ; TITL DH142-2 in C2221 #20 full.res created by SHELXL-2018/3 at 17:44:42 on 20-Jul-2020 CELL 1.54184 13.76209 21.91937 19.94357 90 90 90 ZERR 4 0.00035 0.00043 0.00036 0 0 0 LATT -7 SYMM -X,-Y,0.5+Z SYMM +X,-Y,-Z SYMM -X,+Y,0.5-Z SFAC C H Cu N O UNIT 260 324 8 36 20 TEMP -173 SIZE 0.15 0.10 0.05 REM golden yellow prism EADP C13 C14' EXYZ C13 C14' EADP C14 C13' EXYZ C14 C13' EADP C8 C12' EXYZ C8 C12' EADP C10 C10' EXYZ C10 C10' EADP C9 C11' EXYZ C9 C11' EADP C7 C7' EXYZ C7 C7' EADP C11 C9' EXYZ C11 C9' EADP C12 C8' EXYZ C12 C8' EADP N4 N4' EXYZ N4 N4' DFIX 1.21 0.01 O3 C32 DFIX 1.33 0.01 C32 N5 DFIX 1.43 0.01 N5 C34 N5 C33 DFIX 2.26 0.02 O3 N5 DFIX 2.42 0.02 C32 C33 C32 C34 DFIX 2.47 0.02 C33 C34 DELU 0.003 0.003 C7 > C31' SIMU 0.003 0.003 C7 > C31' DELU 0.005 0.005 C31' > C34 SIMU 0.005 0.005 C31' > C34 OMIT 0 142 ACTA L.S. 10 PLAN 3 BOND $H CONF fmap 2 WGHT 0.094400 5.635100 FVAR 1.87716 0.59142 0.53542 CU1 3 0.871889 0.585507 0.345337 11.00000 0.07771 0.03018 = 0.04813 -0.00296 0.01257 -0.00091 N1 4 0.993036 0.644067 0.338721 11.00000 0.06510 0.02864 = 0.03680 0.00036 0.00218 0.00362 N2 4 0.810375 0.661853 0.381673 11.00000 0.07086 0.03638 = 0.04397 -0.00600 0.00550 0.00677 N3 4 0.836323 0.556395 0.246860 11.00000 0.07401 0.02962 = 0.04985 -0.00364 0.01393 -0.00658 O1 5 0.841921 0.764303 0.398417 11.00000 0.08111 0.03372 = 0.07105 -0.00758 0.00878 0.01271 O2 5 0.878519 0.539740 0.136222 11.00000 0.09514 0.04894 = 0.05305 -0.01801 0.02506 -0.02560 C1 1 0.863926 0.711310 0.378927 11.00000 0.06903 0.03324 = 0.04572 -0.00301 -0.00138 0.00777 C2 1 0.963842 0.701949 0.349558 11.00000 0.06472 0.03052 = 0.03746 -0.00241 -0.00344 0.00277 C3 1 1.023475 0.751768 0.337880 11.00000 0.07713 0.02945 = 0.04618 -0.00733 -0.00145 0.00285 AFIX 43 H3A 2 1.001244 0.791953 0.346992 11.00000 -1.20000 AFIX 0 C4 1 1.115663 0.742096 0.312806 11.00000 0.07281 0.03526 = 0.05338 -0.00603 0.00001 -0.00752 AFIX 43 H4A 2 1.157672 0.775562 0.304099 11.00000 -1.20000 AFIX 0 C5 1 1.145842 0.683349 0.300608 11.00000 0.06439 0.04234 = 0.04542 -0.00375 0.00565 -0.00616 AFIX 43 H5A 2 1.208458 0.675899 0.282305 11.00000 -1.20000 AFIX 0 C6 1 1.083802 0.634617 0.315310 11.00000 0.06836 0.03260 = 0.03424 0.00229 0.00325 0.00530 PART 1 C7 1 0.724168 0.664366 0.420350 21.00000 0.06878 0.05612 = 0.05163 -0.00930 0.00446 0.00787 C8 1 0.634058 0.660474 0.390155 21.00000 0.07135 0.06526 = 0.05555 -0.01055 0.00159 0.00354 C9 1 0.548947 0.660693 0.428358 21.00000 0.07015 0.06471 = 0.05940 -0.01087 0.00241 0.00249 AFIX 43 H9A 2 0.487304 0.658425 0.407062 21.00000 -1.20000 AFIX 0 C10 1 0.555352 0.664285 0.498330 21.00000 0.07055 0.06297 = 0.05757 -0.01004 0.00614 0.00363 AFIX 43 H10A 2 0.498103 0.665633 0.524904 21.00000 -1.20000 AFIX 0 C11 1 0.644986 0.665834 0.528007 21.00000 0.07133 0.06146 = 0.05300 -0.00892 0.00647 0.00802 AFIX 43 H11A 2 0.649088 0.667025 0.575539 21.00000 -1.20000 AFIX 0 C12 1 0.729639 0.665715 0.490821 21.00000 0.06984 0.05913 = 0.05166 -0.00770 0.00489 0.01064 C13 1 0.826817 0.666660 0.525363 21.00000 0.07300 0.06746 = 0.05485 -0.00350 0.00182 0.01156 AFIX 33 H13A 2 0.878667 0.666434 0.491682 21.00000 -1.50000 H13B 2 0.832102 0.703580 0.552835 21.00000 -1.50000 H13C 2 0.832981 0.630581 0.554070 21.00000 -1.50000 AFIX 0 C14 1 0.626536 0.659675 0.313858 21.00000 0.07768 0.07861 = 0.05786 -0.00898 -0.00180 0.00137 AFIX 23 H14A 2 0.560988 0.646186 0.299773 21.00000 -1.20000 H14B 2 0.675181 0.631389 0.294599 21.00000 -1.20000 AFIX 0 C15 1 0.646994 0.729259 0.288466 21.00000 0.08698 0.08653 = 0.06496 -0.00006 -0.00560 -0.00143 AFIX 43 H15A 2 0.698998 0.750987 0.308737 21.00000 -1.20000 AFIX 0 C16 1 0.596411 0.757220 0.241908 21.00000 0.10212 0.09608 = 0.08165 0.00922 -0.01339 -0.00422 AFIX 93 H16A 2 0.543911 0.736819 0.220605 21.00000 -1.20000 H16B 2 0.612296 0.797861 0.229511 21.00000 -1.20000 AFIX 0 PART 2 C7' 1 0.724168 0.664366 0.420350 -21.00000 0.06878 0.05612 = 0.05163 -0.00930 0.00446 0.00787 C8' 1 0.729639 0.665715 0.490821 -21.00000 0.06984 0.05913 = 0.05166 -0.00770 0.00489 0.01064 C9' 1 0.644986 0.665834 0.528007 -21.00000 0.07133 0.06146 = 0.05300 -0.00892 0.00647 0.00802 AFIX 43 H9'A 2 0.649088 0.667025 0.575539 -21.00000 -1.20000 AFIX 0 C10' 1 0.555352 0.664285 0.498330 -21.00000 0.07055 0.06297 = 0.05757 -0.01004 0.00614 0.00363 AFIX 43 H10B 2 0.498103 0.665633 0.524904 -21.00000 -1.20000 AFIX 0 C11' 1 0.548947 0.660693 0.428358 -21.00000 0.07015 0.06471 = 0.05940 -0.01087 0.00241 0.00249 AFIX 43 H11B 2 0.487304 0.658425 0.407062 -21.00000 -1.20000 AFIX 0 C12' 1 0.634058 0.660474 0.390155 -21.00000 0.07135 0.06526 = 0.05555 -0.01055 0.00159 0.00354 C13' 1 0.626536 0.659675 0.313858 -21.00000 0.07768 0.07861 = 0.05786 -0.00898 -0.00180 0.00137 AFIX 33 H13D 2 0.558086 0.656782 0.300690 -21.00000 -1.50000 H13E 2 0.654553 0.697292 0.295649 -21.00000 -1.50000 H13F 2 0.662137 0.624439 0.296214 -21.00000 -1.50000 AFIX 0 C14' 1 0.826817 0.666660 0.525363 -21.00000 0.07300 0.06746 = 0.05485 -0.00350 0.00182 0.01156 AFIX 23 H14C 2 0.825812 0.634516 0.560228 -21.00000 -1.20000 H14D 2 0.876316 0.654512 0.491908 -21.00000 -1.20000 AFIX 0 C15' 1 0.858793 0.719653 0.555354 -21.00000 0.07567 0.06999 = 0.06526 -0.00160 -0.00186 0.00379 AFIX 43 H15B 2 0.868681 0.753674 0.526641 -21.00000 -1.20000 AFIX 0 C16' 1 0.876459 0.727938 0.617151 -21.00000 0.07973 0.07208 = 0.06983 -0.00426 -0.00539 -0.00267 AFIX 93 H16C 2 0.867806 0.695456 0.648117 -21.00000 -1.20000 H16D 2 0.898335 0.766620 0.632438 -21.00000 -1.20000 AFIX 0 PART 0 C17 1 0.876374 0.570541 0.189091 11.00000 0.06837 0.03661 = 0.04599 -0.00453 0.01197 -0.00569 C18 1 0.775823 0.503545 0.246943 11.00000 0.07754 0.03878 = 0.05718 -0.00295 0.02205 -0.00936 C19 1 0.803139 0.452836 0.285214 11.00000 0.08383 0.03756 = 0.06247 -0.00082 0.02245 -0.00737 C20 1 0.739138 0.403519 0.289510 11.00000 0.09220 0.04775 = 0.07441 0.00784 0.01642 -0.01447 AFIX 43 H20A 2 0.756523 0.369008 0.315711 11.00000 -1.20000 AFIX 0 C21 1 0.650549 0.404044 0.256159 11.00000 0.09279 0.05986 = 0.08369 0.01070 0.01167 -0.02362 AFIX 43 H21A 2 0.608011 0.370057 0.259629 11.00000 -1.20000 AFIX 0 C22 1 0.624358 0.453706 0.218126 11.00000 0.08597 0.06425 = 0.07376 0.00671 0.01374 -0.01924 AFIX 43 H22A 2 0.563590 0.453700 0.195528 11.00000 -1.20000 AFIX 0 C23 1 0.685675 0.504116 0.212215 11.00000 0.07884 0.05366 = 0.06080 -0.00204 0.01781 -0.01297 C24 1 0.655392 0.557102 0.170980 11.00000 0.08102 0.05741 = 0.06046 -0.00294 0.01271 -0.01194 AFIX 33 H24A 2 0.706328 0.588329 0.172106 11.00000 -1.50000 H24B 2 0.644912 0.543887 0.124598 11.00000 -1.50000 H24C 2 0.594924 0.574107 0.188987 11.00000 -1.50000 AFIX 0 C25 1 0.898519 0.453354 0.321670 11.00000 0.08909 0.03426 = 0.06444 0.00329 0.01953 -0.00216 AFIX 23 H25A 2 0.950556 0.463344 0.289202 11.00000 -1.20000 H25B 2 0.911389 0.411767 0.338880 11.00000 -1.20000 AFIX 0 C26 1 0.904593 0.497959 0.379891 11.00000 0.10697 0.03333 = 0.05741 0.00867 0.01174 0.00105 AFIX 13 H26A 2 0.963906 0.494531 0.408610 11.00000 -1.20000 AFIX 0 C27 1 0.822578 0.519206 0.411424 11.00000 0.11884 0.04039 = 0.05509 0.00749 0.02458 -0.00319 AFIX 23 H27A 2 0.828749 0.528550 0.459803 11.00000 -1.20000 H27B 2 0.760662 0.498865 0.399639 11.00000 -1.20000 AFIX 0 PART 1 N4 4 0.165312 0.372526 0.454886 31.00000 0.07898 0.05248 = 0.07237 -0.00764 0.00580 0.01097 C28 1 0.080885 0.419139 0.469422 31.00000 0.07852 0.05091 = 0.07360 -0.00924 0.00264 0.01088 AFIX 33 H28A 2 0.018069 0.398809 0.463383 31.00000 -1.50000 H28B 2 0.086258 0.434011 0.515614 31.00000 -1.50000 H28C 2 0.085767 0.453616 0.438318 31.00000 -1.50000 AFIX 0 C29 1 0.254609 0.399116 0.462762 31.00000 0.08006 0.05734 = 0.07501 -0.00697 0.00373 0.00905 AFIX 33 H29A 2 0.256943 0.437293 0.437240 31.00000 -1.50000 H29B 2 0.265722 0.407740 0.510364 31.00000 -1.50000 H29C 2 0.305076 0.371347 0.446321 31.00000 -1.50000 AFIX 0 C30 1 0.151276 0.362881 0.377630 31.00000 0.08084 0.05555 = 0.07182 -0.00730 0.00387 0.01121 AFIX 33 H30A 2 0.087984 0.343838 0.369317 31.00000 -1.50000 H30B 2 0.154115 0.402414 0.354762 31.00000 -1.50000 H30C 2 0.202950 0.336360 0.360498 31.00000 -1.50000 AFIX 0 C31 1 0.145987 0.317445 0.487039 31.00000 0.08097 0.05154 = 0.07295 -0.00594 0.00608 0.01229 AFIX 33 H31A 2 0.079593 0.304381 0.476579 31.00000 -1.50000 H31B 2 0.192063 0.286401 0.471560 31.00000 -1.50000 H31C 2 0.152708 0.322794 0.535604 31.00000 -1.50000 AFIX 0 PART 2 N4' 4 0.165312 0.372526 0.454886 -31.00000 0.07898 0.05248 = 0.07237 -0.00764 0.00580 0.01097 C28' 1 0.116957 0.424369 0.487437 -31.00000 0.08157 0.05413 = 0.07551 -0.00917 0.00447 0.01330 AFIX 33 H28D 2 0.163694 0.457642 0.493528 -31.00000 -1.50000 H28E 2 0.063072 0.438446 0.459283 -31.00000 -1.50000 H28F 2 0.091828 0.411622 0.531228 -31.00000 -1.50000 AFIX 0 C29' 1 0.241608 0.344495 0.510678 -31.00000 0.07958 0.05369 = 0.07214 -0.00615 0.00552 0.01194 AFIX 33 H29D 2 0.288089 0.376158 0.523897 -31.00000 -1.50000 H29E 2 0.205383 0.330755 0.550197 -31.00000 -1.50000 H29F 2 0.276703 0.309908 0.491104 -31.00000 -1.50000 AFIX 0 C30' 1 0.225488 0.390666 0.400478 -31.00000 0.08134 0.05650 = 0.07211 -0.00491 0.00434 0.00977 AFIX 33 H30D 2 0.263490 0.426574 0.413493 -31.00000 -1.50000 H30E 2 0.269596 0.357220 0.388777 -31.00000 -1.50000 H30F 2 0.184856 0.400707 0.361662 -31.00000 -1.50000 AFIX 0 C31' 1 0.106125 0.320868 0.442885 -31.00000 0.08037 0.05502 = 0.07602 -0.00775 0.00464 0.00989 AFIX 33 H31D 2 0.067550 0.311947 0.483008 -31.00000 -1.50000 H31E 2 0.062550 0.329187 0.405111 -31.00000 -1.50000 H31F 2 0.147290 0.285699 0.432225 -31.00000 -1.50000 AFIX 0 PART -1 N5 4 0.522346 0.499935 0.495283 10.50000 0.08368 0.06067 = 0.08450 0.01278 -0.00129 0.00482 O3 5 0.360262 0.521635 0.491676 10.50000 0.07827 0.08920 = 0.09148 0.00396 0.00408 -0.00368 C32 1 0.437148 0.517468 0.520331 10.50000 0.08134 0.07583 = 0.08569 0.01085 0.00146 -0.00050 AFIX 43 H32A 2 0.436875 0.528013 0.566533 10.50000 -1.20000 AFIX 0 C33 1 0.531893 0.482801 0.426299 10.50000 0.08870 0.06722 = 0.08439 0.01323 -0.00483 0.01033 AFIX 33 H33A 2 0.599436 0.471352 0.417135 10.50000 -1.50000 H33B 2 0.489234 0.448047 0.416864 10.50000 -1.50000 H33C 2 0.513544 0.517281 0.397695 10.50000 -1.50000 AFIX 0 C34 1 0.609183 0.500837 0.533966 10.50000 0.08557 0.06048 = 0.08878 0.01073 -0.00361 0.00521 AFIX 33 H34A 2 0.663509 0.486299 0.506508 10.50000 -1.50000 H34B 2 0.622327 0.542612 0.548943 10.50000 -1.50000 H34C 2 0.601534 0.474223 0.573095 10.50000 -1.50000 PART 0 AFIX 0 HKLF 4 REM DH142-2 in C2221 #20 REM wR2 = 0.1511, GooF = S = 1.033, Restrained GooF = 1.056 for all data REM R1 = 0.0538 for 4721 Fo > 4sig(Fo) and 0.0578 for all 5070 data REM 444 parameters refined using 606 restraints END WGHT 0.0944 5.6357 REM Highest difference peak 0.694, deepest hole -0.633, 1-sigma level 0.062 Q1 1 0.8380 0.6110 0.3113 11.00000 0.05 0.69 Q2 1 0.8580 0.6993 0.5237 11.00000 0.05 0.36 Q3 1 0.6308 0.6288 0.3241 11.00000 0.05 0.33 ; _shelx_res_checksum 82403 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, -y, z+1/2' 'x, -y, -z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, -y+1/2, z+1/2' 'x+1/2, -y+1/2, -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 0.87189(6) 0.58551(3) 0.34534(4) 0.0520(2) Uani 1 1 d . . . . . N1 N 0.9930(3) 0.64407(16) 0.33872(19) 0.0435(8) Uani 1 1 d . . . . . N2 N 0.8104(4) 0.66185(18) 0.3817(2) 0.0504(10) Uani 1 1 d . . . . . N3 N 0.8363(4) 0.55640(17) 0.2469(2) 0.0512(10) Uani 1 1 d . . . . . O1 O 0.8419(3) 0.76430(16) 0.3984(2) 0.0620(10) Uani 1 1 d . . . . . O2 O 0.8785(4) 0.53974(17) 0.13622(18) 0.0657(11) Uani 1 1 d . . . . . C1 C 0.8639(4) 0.7113(2) 0.3789(2) 0.0493(11) Uani 1 1 d . . . . . C2 C 0.9638(4) 0.70195(19) 0.3496(2) 0.0442(9) Uani 1 1 d . . . . . C3 C 1.0235(4) 0.7518(2) 0.3379(3) 0.0509(11) Uani 1 1 d . . . . . H3A H 1.001244 0.791953 0.346992 0.061 Uiso 1 1 calc R U . . . C4 C 1.1157(5) 0.7421(2) 0.3128(3) 0.0538(12) Uani 1 1 d . . . . . H4A H 1.157672 0.775562 0.304099 0.065 Uiso 1 1 calc R U . . . C5 C 1.1458(4) 0.6833(2) 0.3006(2) 0.0507(11) Uani 1 1 d . . . . . H5A H 1.208458 0.675899 0.282305 0.061 Uiso 1 1 calc R U . . . C6 C 1.0838(4) 0.6346(2) 0.3153(2) 0.0451(10) Uani 1 1 d . . . . . C7 C 0.7242(5) 0.6644(3) 0.4203(3) 0.0588(7) Uani 0.591(9) 1 d . U P A 1 C8 C 0.6341(5) 0.6605(3) 0.3902(3) 0.0641(7) Uani 0.591(9) 1 d . U P A 1 C9 C 0.5489(5) 0.6607(3) 0.4284(3) 0.0648(7) Uani 0.591(9) 1 d . U P A 1 H9A H 0.487304 0.658425 0.407062 0.078 Uiso 0.591(9) 1 calc R U P A 1 C10 C 0.5554(5) 0.6643(3) 0.4983(3) 0.0637(8) Uani 0.591(9) 1 d . U P A 1 H10A H 0.498103 0.665633 0.524904 0.076 Uiso 0.591(9) 1 calc R U P A 1 C11 C 0.6450(5) 0.6658(3) 0.5280(3) 0.0619(7) Uani 0.591(9) 1 d . U P A 1 H11A H 0.649088 0.667025 0.575539 0.074 Uiso 0.591(9) 1 calc R U P A 1 C12 C 0.7296(5) 0.6657(3) 0.4908(3) 0.0602(7) Uani 0.591(9) 1 d . U P A 1 C13 C 0.8268(5) 0.6667(3) 0.5254(3) 0.0651(8) Uani 0.591(9) 1 d . U P A 1 H13A H 0.878667 0.666434 0.491682 0.098 Uiso 0.591(9) 1 calc R U P A 1 H13B H 0.832102 0.703580 0.552835 0.098 Uiso 0.591(9) 1 calc R U P A 1 H13C H 0.832981 0.630581 0.554070 0.098 Uiso 0.591(9) 1 calc R U P A 1 C14 C 0.6265(6) 0.6597(3) 0.3139(3) 0.0714(9) Uani 0.591(9) 1 d . U P A 1 H14A H 0.560988 0.646186 0.299773 0.086 Uiso 0.591(9) 1 calc R U P A 1 H14B H 0.675181 0.631389 0.294599 0.086 Uiso 0.591(9) 1 calc R U P A 1 C15 C 0.6470(10) 0.7293(6) 0.2885(6) 0.0795(15) Uani 0.591(9) 1 d . U P A 1 H15A H 0.698998 0.750987 0.308737 0.095 Uiso 0.591(9) 1 calc R U P A 1 C16 C 0.5964(12) 0.7572(8) 0.2419(7) 0.093(2) Uani 0.591(9) 1 d . U P A 1 H16A H 0.543911 0.736819 0.220605 0.112 Uiso 0.591(9) 1 calc R U P A 1 H16B H 0.612296 0.797861 0.229511 0.112 Uiso 0.591(9) 1 calc R U P A 1 C7' C 0.7242(5) 0.6644(3) 0.4203(3) 0.0588(7) Uani 0.409(9) 1 d . U P A 2 C8' C 0.7296(5) 0.6657(3) 0.4908(3) 0.0602(7) Uani 0.409(9) 1 d . U P A 2 C9' C 0.6450(5) 0.6658(3) 0.5280(3) 0.0619(7) Uani 0.409(9) 1 d . U P A 2 H9'A H 0.649088 0.667025 0.575539 0.074 Uiso 0.409(9) 1 calc R U P A 2 C10' C 0.5554(5) 0.6643(3) 0.4983(3) 0.0637(8) Uani 0.409(9) 1 d . U P A 2 H10B H 0.498103 0.665633 0.524904 0.076 Uiso 0.409(9) 1 calc R U P A 2 C11' C 0.5489(5) 0.6607(3) 0.4284(3) 0.0648(7) Uani 0.409(9) 1 d . U P A 2 H11B H 0.487304 0.658425 0.407062 0.078 Uiso 0.409(9) 1 calc R U P A 2 C12' C 0.6341(5) 0.6605(3) 0.3902(3) 0.0641(7) Uani 0.409(9) 1 d . U P A 2 C13' C 0.6265(6) 0.6597(3) 0.3139(3) 0.0714(9) Uani 0.409(9) 1 d . U P A 2 H13D H 0.558086 0.656782 0.300690 0.107 Uiso 0.409(9) 1 calc R U P A 2 H13E H 0.654553 0.697292 0.295649 0.107 Uiso 0.409(9) 1 calc R U P A 2 H13F H 0.662137 0.624439 0.296214 0.107 Uiso 0.409(9) 1 calc R U P A 2 C14' C 0.8268(5) 0.6667(3) 0.5254(3) 0.0651(8) Uani 0.409(9) 1 d . U P A 2 H14C H 0.825812 0.634516 0.560228 0.078 Uiso 0.409(9) 1 calc R U P A 2 H14D H 0.876316 0.654512 0.491908 0.078 Uiso 0.409(9) 1 calc R U P A 2 C15' C 0.8588(13) 0.7197(8) 0.5554(8) 0.0703(15) Uani 0.409(9) 1 d . U P A 2 H15B H 0.868681 0.753674 0.526641 0.084 Uiso 0.409(9) 1 calc R U P A 2 C16' C 0.8765(14) 0.7279(8) 0.6172(8) 0.074(2) Uani 0.409(9) 1 d . U P A 2 H16C H 0.867806 0.695456 0.648117 0.089 Uiso 0.409(9) 1 calc R U P A 2 H16D H 0.898335 0.766620 0.632438 0.089 Uiso 0.409(9) 1 calc R U P A 2 C17 C 0.8764(4) 0.5705(2) 0.1891(2) 0.0503(11) Uani 1 1 d . . . . . C18 C 0.7758(5) 0.5035(2) 0.2469(3) 0.0578(9) Uani 1 1 d . U . . . C19 C 0.8031(5) 0.4528(2) 0.2852(3) 0.0613(9) Uani 1 1 d . U . . . C20 C 0.7391(6) 0.4035(3) 0.2895(3) 0.0715(11) Uani 1 1 d . U . . . H20A H 0.756523 0.369008 0.315711 0.086 Uiso 1 1 calc R U . . . C21 C 0.6505(6) 0.4040(3) 0.2562(4) 0.0788(12) Uani 1 1 d . U . . . H21A H 0.608011 0.370057 0.259629 0.095 Uiso 1 1 calc R U . . . C22 C 0.6244(6) 0.4537(3) 0.2181(3) 0.0747(11) Uani 1 1 d . U . . . H22A H 0.563590 0.453700 0.195528 0.090 Uiso 1 1 calc R U . . . C23 C 0.6857(5) 0.5041(3) 0.2122(3) 0.0644(10) Uani 1 1 d . U . . . C24 C 0.6554(5) 0.5571(3) 0.1710(3) 0.0663(12) Uani 1 1 d . U . . . H24A H 0.706328 0.588329 0.172106 0.099 Uiso 1 1 calc R U . . . H24B H 0.644912 0.543887 0.124598 0.099 Uiso 1 1 calc R U . . . H24C H 0.594924 0.574107 0.188987 0.099 Uiso 1 1 calc R U . . . C25 C 0.8985(5) 0.4534(2) 0.3217(3) 0.0626(10) Uani 1 1 d . U . . . H25A H 0.950556 0.463344 0.289202 0.075 Uiso 1 1 calc R U . . . H25B H 0.911389 0.411767 0.338880 0.075 Uiso 1 1 calc R U . . . C26 C 0.9046(6) 0.4980(2) 0.3799(3) 0.0659(11) Uani 1 1 d . U . . . H26A H 0.963906 0.494531 0.408610 0.079 Uiso 1 1 calc R U . . . C27 C 0.8226(6) 0.5192(3) 0.4114(3) 0.0714(13) Uani 1 1 d . U . . . H27A H 0.828749 0.528550 0.459803 0.086 Uiso 1 1 calc R U . . . H27B H 0.760662 0.498865 0.399639 0.086 Uiso 1 1 calc R U . . . N4 N 0.1653(4) 0.3725(2) 0.4549(3) 0.0679(8) Uani 0.535(7) 1 d . U P B 1 C28 C 0.0809(10) 0.4191(6) 0.4694(7) 0.0677(14) Uani 0.535(7) 1 d . U P B 1 H28A H 0.018069 0.398809 0.463383 0.102 Uiso 0.535(7) 1 calc R U P B 1 H28B H 0.086258 0.434011 0.515614 0.102 Uiso 0.535(7) 1 calc R U P B 1 H28C H 0.085767 0.453616 0.438318 0.102 Uiso 0.535(7) 1 calc R U P B 1 C29 C 0.2546(10) 0.3991(6) 0.4628(7) 0.0708(12) Uani 0.535(7) 1 d . U P B 1 H29A H 0.256943 0.437293 0.437240 0.106 Uiso 0.535(7) 1 calc R U P B 1 H29B H 0.265722 0.407740 0.510364 0.106 Uiso 0.535(7) 1 calc R U P B 1 H29C H 0.305076 0.371347 0.446321 0.106 Uiso 0.535(7) 1 calc R U P B 1 C30 C 0.1513(10) 0.3629(5) 0.3776(6) 0.0694(12) Uani 0.535(7) 1 d . U P B 1 H30A H 0.087984 0.343838 0.369317 0.104 Uiso 0.535(7) 1 calc R U P B 1 H30B H 0.154115 0.402414 0.354762 0.104 Uiso 0.535(7) 1 calc R U P B 1 H30C H 0.202950 0.336360 0.360498 0.104 Uiso 0.535(7) 1 calc R U P B 1 C31 C 0.1460(10) 0.3174(5) 0.4870(6) 0.0685(12) Uani 0.535(7) 1 d . U P B 1 H31A H 0.079593 0.304381 0.476579 0.103 Uiso 0.535(7) 1 calc R U P B 1 H31B H 0.192063 0.286401 0.471560 0.103 Uiso 0.535(7) 1 calc R U P B 1 H31C H 0.152708 0.322794 0.535604 0.103 Uiso 0.535(7) 1 calc R U P B 1 N4' N 0.1653(4) 0.3725(2) 0.4549(3) 0.0679(8) Uani 0.465(7) 1 d . U P B 2 C28' C 0.1170(13) 0.4244(7) 0.4874(8) 0.0704(14) Uani 0.465(7) 1 d . U P B 2 H28D H 0.163694 0.457642 0.493528 0.106 Uiso 0.465(7) 1 calc R U P B 2 H28E H 0.063072 0.438446 0.459283 0.106 Uiso 0.465(7) 1 calc R U P B 2 H28F H 0.091828 0.411622 0.531228 0.106 Uiso 0.465(7) 1 calc R U P B 2 C29' C 0.2416(12) 0.3445(6) 0.5107(8) 0.0685(13) Uani 0.465(7) 1 d . U P B 2 H29D H 0.288089 0.376158 0.523897 0.103 Uiso 0.465(7) 1 calc R U P B 2 H29E H 0.205383 0.330755 0.550197 0.103 Uiso 0.465(7) 1 calc R U P B 2 H29F H 0.276703 0.309908 0.491104 0.103 Uiso 0.465(7) 1 calc R U P B 2 C30' C 0.2255(12) 0.3907(6) 0.4005(8) 0.0700(13) Uani 0.465(7) 1 d . U P B 2 H30D H 0.263490 0.426574 0.413493 0.105 Uiso 0.465(7) 1 calc R U P B 2 H30E H 0.269596 0.357220 0.388777 0.105 Uiso 0.465(7) 1 calc R U P B 2 H30F H 0.184856 0.400707 0.361662 0.105 Uiso 0.465(7) 1 calc R U P B 2 C31' C 0.1061(12) 0.3209(7) 0.4429(8) 0.0705(13) Uani 0.465(7) 1 d . U P B 2 H31D H 0.067550 0.311947 0.483008 0.106 Uiso 0.465(7) 1 calc R U P B 2 H31E H 0.062550 0.329187 0.405111 0.106 Uiso 0.465(7) 1 calc R U P B 2 H31F H 0.147290 0.285699 0.432225 0.106 Uiso 0.465(7) 1 calc R U P B 2 N5 N 0.5223(7) 0.500(2) 0.4953(10) 0.0763(19) Uani 0.5 1 d D U P C -1 O3 O 0.3603(7) 0.5216(5) 0.4917(6) 0.086(2) Uani 0.5 1 d D U P C -1 C32 C 0.4371(8) 0.5175(7) 0.5203(7) 0.081(2) Uani 0.5 1 d D U P C -1 H32A H 0.436875 0.528013 0.566533 0.097 Uiso 0.5 1 calc R U P C -1 C33 C 0.5319(12) 0.4828(7) 0.4263(6) 0.080(3) Uani 0.5 1 d D U P C -1 H33A H 0.599436 0.471352 0.417135 0.120 Uiso 0.5 1 calc R U P C -1 H33B H 0.489234 0.448047 0.416864 0.120 Uiso 0.5 1 calc R U P C -1 H33C H 0.513544 0.517281 0.397695 0.120 Uiso 0.5 1 calc R U P C -1 C34 C 0.6092(9) 0.5008(7) 0.5340(7) 0.078(3) Uani 0.5 1 d D U P C -1 H34A H 0.663509 0.486299 0.506508 0.117 Uiso 0.5 1 calc R U P C -1 H34B H 0.622327 0.542612 0.548943 0.117 Uiso 0.5 1 calc R U P C -1 H34C H 0.601534 0.474223 0.573095 0.117 Uiso 0.5 1 calc R U P C -1 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 0.0777(5) 0.0302(3) 0.0481(3) -0.0030(3) 0.0126(4) -0.0009(3) N1 0.065(2) 0.0286(15) 0.0368(17) 0.0004(15) 0.0022(18) 0.0036(15) N2 0.071(3) 0.0364(19) 0.044(2) -0.0060(16) 0.005(2) 0.0068(18) N3 0.074(3) 0.0296(16) 0.050(2) -0.0036(16) 0.014(2) -0.0066(18) O1 0.081(3) 0.0337(16) 0.071(2) -0.0076(16) 0.009(2) 0.0127(17) O2 0.095(3) 0.0489(18) 0.0531(19) -0.0180(16) 0.025(2) -0.026(2) C1 0.069(3) 0.033(2) 0.046(2) -0.0030(17) -0.001(2) 0.008(2) C2 0.065(3) 0.0305(18) 0.0375(19) -0.0024(18) -0.003(2) 0.0028(18) C3 0.077(3) 0.0295(19) 0.046(2) -0.0073(19) -0.001(2) 0.003(2) C4 0.073(3) 0.035(2) 0.053(2) -0.0060(19) 0.000(3) -0.008(2) C5 0.064(3) 0.042(2) 0.045(2) -0.0037(19) 0.006(2) -0.006(2) C6 0.068(3) 0.033(2) 0.0342(18) 0.0023(17) 0.003(2) 0.005(2) C7 0.0688(13) 0.0561(14) 0.0516(13) -0.0093(13) 0.0045(12) 0.0079(14) C8 0.0714(13) 0.0653(14) 0.0556(12) -0.0105(13) 0.0016(12) 0.0035(13) C9 0.0702(14) 0.0647(15) 0.0594(14) -0.0109(14) 0.0024(13) 0.0025(15) C10 0.0706(14) 0.0630(15) 0.0576(14) -0.0100(14) 0.0061(13) 0.0036(15) C11 0.0713(14) 0.0615(15) 0.0530(13) -0.0089(14) 0.0065(12) 0.0080(14) C12 0.0698(13) 0.0591(13) 0.0517(12) -0.0077(13) 0.0049(12) 0.0106(13) C13 0.0730(16) 0.0675(17) 0.0548(16) -0.0035(16) 0.0018(14) 0.0116(16) C14 0.0777(18) 0.0786(18) 0.0579(15) -0.0090(16) -0.0018(15) 0.0014(17) C15 0.087(3) 0.087(3) 0.065(3) 0.000(2) -0.006(3) -0.001(3) C16 0.102(5) 0.096(4) 0.082(4) 0.009(3) -0.013(4) -0.004(4) C7' 0.0688(13) 0.0561(14) 0.0516(13) -0.0093(13) 0.0045(12) 0.0079(14) C8' 0.0698(13) 0.0591(13) 0.0517(12) -0.0077(13) 0.0049(12) 0.0106(13) C9' 0.0713(14) 0.0615(15) 0.0530(13) -0.0089(14) 0.0065(12) 0.0080(14) C10' 0.0706(14) 0.0630(15) 0.0576(14) -0.0100(14) 0.0061(13) 0.0036(15) C11' 0.0702(14) 0.0647(15) 0.0594(14) -0.0109(14) 0.0024(13) 0.0025(15) C12' 0.0714(13) 0.0653(14) 0.0556(12) -0.0105(13) 0.0016(12) 0.0035(13) C13' 0.0777(18) 0.0786(18) 0.0579(15) -0.0090(16) -0.0018(15) 0.0014(17) C14' 0.0730(16) 0.0675(17) 0.0548(16) -0.0035(16) 0.0018(14) 0.0116(16) C15' 0.076(3) 0.070(3) 0.065(3) -0.002(3) -0.002(3) 0.004(3) C16' 0.080(4) 0.072(4) 0.070(4) -0.004(4) -0.005(4) -0.003(4) C17 0.068(3) 0.037(2) 0.046(2) -0.0045(18) 0.012(2) -0.006(2) C18 0.078(2) 0.0388(17) 0.057(2) -0.0029(17) 0.0221(18) -0.0094(18) C19 0.084(2) 0.0376(17) 0.062(2) -0.0008(16) 0.0224(17) -0.0074(17) C20 0.092(3) 0.048(2) 0.074(2) 0.008(2) 0.016(2) -0.014(2) C21 0.093(3) 0.060(2) 0.084(3) 0.011(2) 0.012(2) -0.024(2) C22 0.086(2) 0.064(2) 0.074(2) 0.007(2) 0.014(2) -0.019(2) C23 0.079(2) 0.0537(18) 0.061(2) -0.0020(18) 0.0178(18) -0.0130(19) C24 0.081(3) 0.057(2) 0.060(3) -0.003(2) 0.013(2) -0.012(2) C25 0.089(2) 0.0343(17) 0.064(2) 0.0033(17) 0.0195(19) -0.0022(18) C26 0.107(3) 0.0333(18) 0.057(2) 0.0087(17) 0.012(2) 0.001(2) C27 0.119(4) 0.040(2) 0.055(2) 0.0075(19) 0.025(3) -0.003(2) N4 0.079(2) 0.0525(15) 0.0724(18) -0.0076(16) 0.0058(17) 0.0110(15) C28 0.079(3) 0.051(2) 0.074(3) -0.009(2) 0.003(3) 0.011(2) C29 0.080(2) 0.057(2) 0.075(3) -0.007(2) 0.004(2) 0.009(2) C30 0.081(3) 0.056(2) 0.072(2) -0.007(2) 0.004(2) 0.011(2) C31 0.081(3) 0.052(2) 0.073(3) -0.006(2) 0.006(2) 0.012(2) N4' 0.079(2) 0.0525(15) 0.0724(18) -0.0076(16) 0.0058(17) 0.0110(15) C28' 0.082(3) 0.054(2) 0.076(3) -0.009(2) 0.004(3) 0.013(2) C29' 0.080(3) 0.054(2) 0.072(3) -0.006(2) 0.006(2) 0.012(2) C30' 0.081(3) 0.056(2) 0.072(2) -0.005(2) 0.004(2) 0.010(2) C31' 0.080(3) 0.055(2) 0.076(3) -0.008(2) 0.005(2) 0.010(2) N5 0.084(3) 0.061(3) 0.084(5) 0.013(5) -0.001(5) 0.005(5) O3 0.078(4) 0.089(5) 0.091(5) 0.004(5) 0.004(5) -0.004(4) C32 0.081(4) 0.076(5) 0.086(5) 0.011(5) 0.001(4) -0.001(5) C33 0.089(6) 0.067(5) 0.084(5) 0.013(5) -0.005(5) 0.010(5) C34 0.086(5) 0.060(5) 0.089(6) 0.011(5) -0.004(5) 0.005(5) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C27 102.5(2) . . ? N2 Cu1 C26 137.5(2) . . ? C27 Cu1 C26 38.5(3) . . ? N2 Cu1 N1 81.30(17) . . ? C27 Cu1 N1 136.4(3) . . ? C26 Cu1 N1 114.2(2) . . ? N2 Cu1 N3 119.12(18) . . ? C27 Cu1 N3 107.6(2) . . ? C26 Cu1 N3 94.5(2) . . ? N1 Cu1 N3 107.91(16) . . ? C2 N1 C6 118.4(4) . . ? C2 N1 Cu1 109.1(3) . . ? C6 N1 Cu1 131.3(3) . . ? C1 N2 C7' 117.5(4) . . ? C1 N2 C7 117.5(4) . . ? C1 N2 Cu1 115.9(4) . . ? C7' N2 Cu1 125.6(4) . . ? C7 N2 Cu1 125.6(4) . . ? C17 N3 C18 115.9(4) . . ? C17 N3 Cu1 130.1(4) . . ? C18 N3 Cu1 112.2(3) . . ? O1 C1 N2 127.8(5) . . ? O1 C1 C2 117.6(5) . . ? N2 C1 C2 114.6(4) . . ? N1 C2 C3 122.6(5) . . ? N1 C2 C1 117.5(4) . . ? C3 C2 C1 119.9(4) . . ? C4 C3 C2 119.0(4) . . ? C4 C3 H3A 120.5 . . ? C2 C3 H3A 120.5 . . ? C5 C4 C3 119.1(5) . . ? C5 C4 H4A 120.5 . . ? C3 C4 H4A 120.5 . . ? C4 C5 C6 119.6(5) . . ? C4 C5 H5A 120.2 . . ? C6 C5 H5A 120.2 . . ? N1 C6 C5 121.4(4) . . ? N1 C6 C17 119.9(4) . 4_755 ? C5 C6 C17 118.5(5) . 4_755 ? C8 C7 C12 119.0(6) . . ? C8 C7 N2 120.8(5) . . ? C12 C7 N2 120.0(6) . . ? C7 C8 C9 121.0(5) . . ? C7 C8 C14 119.8(7) . . ? C9 C8 C14 119.2(7) . . ? C8 C9 C10 119.4(6) . . ? C8 C9 H9A 120.3 . . ? C10 C9 H9A 120.3 . . ? C11 C10 C9 119.3(6) . . ? C11 C10 H10A 120.4 . . ? C9 C10 H10A 120.4 . . ? C10 C11 C12 121.9(5) . . ? C10 C11 H11A 119.1 . . ? C12 C11 H11A 119.1 . . ? C11 C12 C7 119.4(6) . . ? C11 C12 C13 120.3(5) . . ? C7 C12 C13 120.3(6) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C8 C14 C15 106.7(6) . . ? C8 C14 H14A 110.4 . . ? C15 C14 H14A 110.4 . . ? C8 C14 H14B 110.4 . . ? C15 C14 H14B 110.4 . . ? H14A C14 H14B 108.6 . . ? C16 C15 C14 124.4(13) . . ? C16 C15 H15A 117.8 . . ? C14 C15 H15A 117.8 . . ? C15 C16 H16A 120.0 . . ? C15 C16 H16B 120.0 . . ? H16A C16 H16B 120.0 . . ? C12' C7' C8' 119.0(6) . . ? C12' C7' N2 120.8(5) . . ? C8' C7' N2 120.0(6) . . ? C9' C8' C7' 119.4(6) . . ? C9' C8' C14' 120.3(5) . . ? C7' C8' C14' 120.3(6) . . ? C10' C9' C8' 121.9(5) . . ? C10' C9' H9'A 119.1 . . ? C8' C9' H9'A 119.1 . . ? C9' C10' C11' 119.3(6) . . ? C9' C10' H10B 120.4 . . ? C11' C10' H10B 120.4 . . ? C12' C11' C10' 119.4(6) . . ? C12' C11' H11B 120.3 . . ? C10' C11' H11B 120.3 . . ? C7' C12' C11' 121.0(5) . . ? C7' C12' C13' 119.8(7) . . ? C11' C12' C13' 119.2(7) . . ? C12' C13' H13D 109.5 . . ? C12' C13' H13E 109.5 . . ? H13D C13' H13E 109.5 . . ? C12' C13' H13F 109.5 . . ? H13D C13' H13F 109.5 . . ? H13E C13' H13F 109.5 . . ? C15' C14' C8' 119.6(9) . . ? C15' C14' H14C 107.4 . . ? C8' C14' H14C 107.4 . . ? C15' C14' H14D 107.4 . . ? C8' C14' H14D 107.4 . . ? H14C C14' H14D 107.0 . . ? C16' C15' C14' 127.1(16) . . ? C16' C15' H15B 116.5 . . ? C14' C15' H15B 116.5 . . ? C15' C16' H16C 120.0 . . ? C15' C16' H16D 120.0 . . ? H16C C16' H16D 120.0 . . ? O2 C17 N3 128.4(4) . . ? O2 C17 C6 116.4(4) . 4_755 ? N3 C17 C6 115.0(4) . 4_755 ? C19 C18 C23 120.5(5) . . ? C19 C18 N3 119.3(6) . . ? C23 C18 N3 120.1(5) . . ? C20 C19 C18 118.6(7) . . ? C20 C19 C25 121.8(6) . . ? C18 C19 C25 119.5(5) . . ? C21 C20 C19 121.2(6) . . ? C21 C20 H20A 119.4 . . ? C19 C20 H20A 119.4 . . ? C22 C21 C20 120.1(6) . . ? C22 C21 H21A 120.0 . . ? C20 C21 H21A 120.0 . . ? C21 C22 C23 121.0(8) . . ? C21 C22 H22A 119.5 . . ? C23 C22 H22A 119.5 . . ? C22 C23 C18 118.7(6) . . ? C22 C23 C24 119.8(7) . . ? C18 C23 C24 121.5(5) . . ? C23 C24 H24A 109.5 . . ? C23 C24 H24B 109.5 . . ? H24A C24 H24B 109.5 . . ? C23 C24 H24C 109.5 . . ? H24A C24 H24C 109.5 . . ? H24B C24 H24C 109.5 . . ? C19 C25 C26 115.0(5) . . ? C19 C25 H25A 108.5 . . ? C26 C25 H25A 108.5 . . ? C19 C25 H25B 108.5 . . ? C26 C25 H25B 108.5 . . ? H25A C25 H25B 107.5 . . ? C27 C26 C25 121.5(7) . . ? C27 C26 Cu1 70.3(3) . . ? C25 C26 Cu1 109.1(4) . . ? C27 C26 H26A 115.7 . . ? C25 C26 H26A 115.7 . . ? Cu1 C26 H26A 115.7 . . ? C26 C27 Cu1 71.2(3) . . ? C26 C27 H27A 116.5 . . ? Cu1 C27 H27A 116.5 . . ? C26 C27 H27B 116.5 . . ? Cu1 C27 H27B 116.5 . . ? H27A C27 H27B 113.5 . . ? C29 N4 C31 119.2(9) . . ? C29 N4 C30 106.3(9) . . ? C31 N4 C30 108.2(8) . . ? C29 N4 C28 111.4(8) . . ? C31 N4 C28 109.7(8) . . ? C30 N4 C28 100.2(8) . . ? N4 C28 H28A 109.5 . . ? N4 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? N4 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? N4 C29 H29A 109.5 . . ? N4 C29 H29B 109.5 . . ? H29A C29 H29B 109.5 . . ? N4 C29 H29C 109.5 . . ? H29A C29 H29C 109.5 . . ? H29B C29 H29C 109.5 . . ? N4 C30 H30A 109.5 . . ? N4 C30 H30B 109.5 . . ? H30A C30 H30B 109.5 . . ? N4 C30 H30C 109.5 . . ? H30A C30 H30C 109.5 . . ? H30B C30 H30C 109.5 . . ? N4 C31 H31A 109.5 . . ? N4 C31 H31B 109.5 . . ? H31A C31 H31B 109.5 . . ? N4 C31 H31C 109.5 . . ? H31A C31 H31C 109.5 . . ? H31B C31 H31C 109.5 . . ? C31' N4' C30' 115.5(10) . . ? C31' N4' C28' 115.7(10) . . ? C30' N4' C28' 112.6(9) . . ? C31' N4' C29' 100.5(9) . . ? C30' N4' C29' 104.4(9) . . ? C28' N4' C29' 106.2(9) . . ? N4' C28' H28D 109.5 . . ? N4' C28' H28E 109.5 . . ? H28D C28' H28E 109.5 . . ? N4' C28' H28F 109.5 . . ? H28D C28' H28F 109.5 . . ? H28E C28' H28F 109.5 . . ? N4' C29' H29D 109.5 . . ? N4' C29' H29E 109.5 . . ? H29D C29' H29E 109.5 . . ? N4' C29' H29F 109.5 . . ? H29D C29' H29F 109.5 . . ? H29E C29' H29F 109.5 . . ? N4' C30' H30D 109.5 . . ? N4' C30' H30E 109.5 . . ? H30D C30' H30E 109.5 . . ? N4' C30' H30F 109.5 . . ? H30D C30' H30F 109.5 . . ? H30E C30' H30F 109.5 . . ? N4' C31' H31D 109.5 . . ? N4' C31' H31E 109.5 . . ? H31D C31' H31E 109.5 . . ? N4' C31' H31F 109.5 . . ? H31D C31' H31F 109.5 . . ? H31E C31' H31F 109.5 . . ? C32 N5 C34 122.2(13) . . ? C32 N5 C33 121.1(11) . . ? C34 N5 C33 116.6(11) . . ? O3 C32 N5 128.1(12) . . ? O3 C32 H32A 116.0 . . ? N5 C32 H32A 116.0 . . ? N5 C33 H33A 109.5 . . ? N5 C33 H33B 109.5 . . ? H33A C33 H33B 109.5 . . ? N5 C33 H33C 109.5 . . ? H33A C33 H33C 109.5 . . ? H33B C33 H33C 109.5 . . ? N5 C34 H34A 109.5 . . ? N5 C34 H34B 109.5 . . ? H34A C34 H34B 109.5 . . ? N5 C34 H34C 109.5 . . ? H34A C34 H34C 109.5 . . ? H34B C34 H34C 109.5 . . ? 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 2.011(4) . ? Cu1 C27 2.076(6) . ? Cu1 C26 2.088(5) . ? Cu1 N1 2.108(4) . ? Cu1 N3 2.122(5) . ? N1 C2 1.348(6) . ? N1 C6 1.350(7) . ? N2 C1 1.312(7) . ? N2 C7' 1.416(8) . ? N2 C7 1.416(8) . ? N3 C17 1.314(7) . ? N3 C18 1.427(7) . ? O1 C1 1.262(6) . ? O2 C17 1.252(6) . ? C1 C2 1.509(8) . ? C2 C3 1.386(7) . ? C3 C4 1.380(8) . ? C3 H3A 0.9500 . ? C4 C5 1.375(7) . ? C4 H4A 0.9500 . ? C5 C6 1.399(7) . ? C5 H5A 0.9500 . ? C6 C17 1.510(6) 4_755 ? C7 C8 1.381(10) . ? C7 C12 1.408(8) . ? C8 C9 1.397(10) . ? C8 C14 1.525(8) . ? C9 C10 1.400(9) . ? C9 H9A 0.9500 . ? C10 C11 1.369(10) . ? C10 H10A 0.9500 . ? C11 C12 1.381(9) . ? C11 H11A 0.9500 . ? C12 C13 1.505(10) . ? C13 H13A 0.9800 . ? C13 H13B 0.9800 . ? C13 H13C 0.9800 . ? C14 C15 1.632(15) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 C16 1.31(2) . ? C15 H15A 0.9500 . ? C16 H16A 0.9500 . ? C16 H16B 0.9500 . ? C7' C12' 1.381(10) . ? C7' C8' 1.408(8) . ? C8' C9' 1.381(9) . ? C8' C14' 1.505(10) . ? C9' C10' 1.369(10) . ? C9' H9'A 0.9500 . ? C10' C11' 1.400(9) . ? C10' H10B 0.9500 . ? C11' C12' 1.397(10) . ? C11' H11B 0.9500 . ? C12' C13' 1.525(8) . ? C13' H13D 0.9800 . ? C13' H13E 0.9800 . ? C13' H13F 0.9800 . ? C14' C15' 1.379(18) . ? C14' H14C 0.9900 . ? C14' H14D 0.9900 . ? C15' C16' 1.27(2) . ? C15' H15B 0.9500 . ? C16' H16C 0.9500 . ? C16' H16D 0.9500 . ? C18 C19 1.400(8) . ? C18 C23 1.421(10) . ? C19 C20 1.397(8) . ? C19 C25 1.501(10) . ? C20 C21 1.389(11) . ? C20 H20A 0.9500 . ? C21 C22 1.375(10) . ? C21 H21A 0.9500 . ? C22 C23 1.395(9) . ? C22 H22A 0.9500 . ? C23 C24 1.483(9) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C26 1.520(8) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 C27 1.373(10) . ? C26 H26A 1.0000 . ? C27 H27A 0.9900 . ? C27 H27B 0.9900 . ? N4 C29 1.369(15) . ? N4 C31 1.393(13) . ? N4 C30 1.567(14) . ? N4 C28 1.574(13) . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? C29 H29A 0.9800 . ? C29 H29B 0.9800 . ? C29 H29C 0.9800 . ? C30 H30A 0.9800 . ? C30 H30B 0.9800 . ? C30 H30C 0.9800 . ? C31 H31A 0.9800 . ? C31 H31B 0.9800 . ? C31 H31C 0.9800 . ? N4' C31' 1.415(17) . ? N4' C30' 1.422(17) . ? N4' C28' 1.468(15) . ? N4' C29' 1.649(16) . ? C28' H28D 0.9800 . ? C28' H28E 0.9800 . ? C28' H28F 0.9800 . ? C29' H29D 0.9800 . ? C29' H29E 0.9800 . ? C29' H29F 0.9800 . ? C30' H30D 0.9800 . ? C30' H30E 0.9800 . ? C30' H30F 0.9800 . ? C31' H31D 0.9800 . ? C31' H31E 0.9800 . ? C31' H31F 0.9800 . ? N5 C32 1.331(11) . ? N5 C34 1.423(11) . ? N5 C33 1.432(12) . ? O3 C32 1.206(11) . ? C32 H32A 0.9500 . ? C33 H33A 0.9800 . ? C33 H33B 0.9800 . ? C33 H33C 0.9800 . ? C34 H34A 0.9800 . ? C34 H34B 0.9800 . ? C34 H34C 0.9800 . ? 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 C7' N2 C1 O1 -11.3(8) . . . . ? C7 N2 C1 O1 -11.3(8) . . . . ? Cu1 N2 C1 O1 -179.9(4) . . . . ? C7' N2 C1 C2 167.7(4) . . . . ? C7 N2 C1 C2 167.7(4) . . . . ? Cu1 N2 C1 C2 -0.8(6) . . . . ? C6 N1 C2 C3 -0.3(7) . . . . ? Cu1 N1 C2 C3 -169.3(4) . . . . ? C6 N1 C2 C1 -177.1(4) . . . . ? Cu1 N1 C2 C1 13.9(5) . . . . ? O1 C1 C2 N1 169.6(5) . . . . ? N2 C1 C2 N1 -9.5(6) . . . . ? O1 C1 C2 C3 -7.2(7) . . . . ? N2 C1 C2 C3 173.6(5) . . . . ? N1 C2 C3 C4 1.4(8) . . . . ? C1 C2 C3 C4 178.1(4) . . . . ? C2 C3 C4 C5 -0.5(8) . . . . ? C3 C4 C5 C6 -1.6(8) . . . . ? C2 N1 C6 C5 -1.8(7) . . . . ? Cu1 N1 C6 C5 164.3(4) . . . . ? C2 N1 C6 C17 172.2(4) . . . 4_755 ? Cu1 N1 C6 C17 -21.7(7) . . . 4_755 ? C4 C5 C6 N1 2.8(8) . . . . ? C4 C5 C6 C17 -171.3(5) . . . 4_755 ? C1 N2 C7 C8 113.3(6) . . . . ? Cu1 N2 C7 C8 -79.4(7) . . . . ? C1 N2 C7 C12 -72.1(7) . . . . ? Cu1 N2 C7 C12 95.2(6) . . . . ? C12 C7 C8 C9 2.9(9) . . . . ? N2 C7 C8 C9 177.6(6) . . . . ? C12 C7 C8 C14 179.3(6) . . . . ? N2 C7 C8 C14 -6.0(9) . . . . ? C7 C8 C9 C10 -0.7(9) . . . . ? C14 C8 C9 C10 -177.1(6) . . . . ? C8 C9 C10 C11 -1.8(10) . . . . ? C9 C10 C11 C12 1.9(9) . . . . ? C10 C11 C12 C7 0.4(9) . . . . ? C10 C11 C12 C13 -179.2(6) . . . . ? C8 C7 C12 C11 -2.8(9) . . . . ? N2 C7 C12 C11 -177.6(5) . . . . ? C8 C7 C12 C13 176.8(6) . . . . ? N2 C7 C12 C13 2.1(9) . . . . ? C7 C8 C14 C15 -74.7(9) . . . . ? C9 C8 C14 C15 101.8(9) . . . . ? C8 C14 C15 C16 -136.6(13) . . . . ? C1 N2 C7' C12' 113.3(6) . . . . ? Cu1 N2 C7' C12' -79.4(7) . . . . ? C1 N2 C7' C8' -72.1(7) . . . . ? Cu1 N2 C7' C8' 95.2(6) . . . . ? C12' C7' C8' C9' -2.8(9) . . . . ? N2 C7' C8' C9' -177.6(5) . . . . ? C12' C7' C8' C14' 176.8(6) . . . . ? N2 C7' C8' C14' 2.1(9) . . . . ? C7' C8' C9' C10' 0.4(9) . . . . ? C14' C8' C9' C10' -179.2(6) . . . . ? C8' C9' C10' C11' 1.9(9) . . . . ? C9' C10' C11' C12' -1.8(10) . . . . ? C8' C7' C12' C11' 2.9(9) . . . . ? N2 C7' C12' C11' 177.6(6) . . . . ? C8' C7' C12' C13' 179.3(6) . . . . ? N2 C7' C12' C13' -6.0(9) . . . . ? C10' C11' C12' C7' -0.7(9) . . . . ? C10' C11' C12' C13' -177.1(6) . . . . ? C9' C8' C14' C15' -73.4(11) . . . . ? C7' C8' C14' C15' 106.9(11) . . . . ? C8' C14' C15' C16' 117.4(19) . . . . ? C18 N3 C17 O2 -9.9(10) . . . . ? Cu1 N3 C17 O2 153.3(5) . . . . ? C18 N3 C17 C6 163.7(5) . . . 4_755 ? Cu1 N3 C17 C6 -33.0(8) . . . 4_755 ? C17 N3 C18 C19 115.6(6) . . . . ? Cu1 N3 C18 C19 -50.6(6) . . . . ? C17 N3 C18 C23 -68.7(7) . . . . ? Cu1 N3 C18 C23 125.1(5) . . . . ? C23 C18 C19 C20 -1.2(8) . . . . ? N3 C18 C19 C20 174.5(5) . . . . ? C23 C18 C19 C25 -179.8(5) . . . . ? N3 C18 C19 C25 -4.1(8) . . . . ? C18 C19 C20 C21 0.7(10) . . . . ? C25 C19 C20 C21 179.2(6) . . . . ? C19 C20 C21 C22 -0.1(11) . . . . ? C20 C21 C22 C23 0.1(11) . . . . ? C21 C22 C23 C18 -0.6(10) . . . . ? C21 C22 C23 C24 -179.8(7) . . . . ? C19 C18 C23 C22 1.2(9) . . . . ? N3 C18 C23 C22 -174.4(5) . . . . ? C19 C18 C23 C24 -179.6(5) . . . . ? N3 C18 C23 C24 4.8(8) . . . . ? C20 C19 C25 C26 -109.9(6) . . . . ? C18 C19 C25 C26 68.6(7) . . . . ? C19 C25 C26 C27 22.1(7) . . . . ? C19 C25 C26 Cu1 -55.9(6) . . . . ? C25 C26 C27 Cu1 -100.8(5) . . . . ? C34 N5 C32 O3 176(3) . . . . ? C33 N5 C32 O3 0(6) . . . . ?