#------------------------------------------------------------------------------ #$Date: 2024-10-01 18:42:43 +0300 (Tue, 01 Oct 2024) $ #$Revision: 294958 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/70/51/7705175.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_7705175 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: the carboxamido pyridine system versus the methylimino pyridine system. ; _journal_issue 35 _journal_name_full 'Dalton transactions (Cambridge, England : 2003)' _journal_page_first 12189 _journal_page_last 12196 _journal_paper_doi 10.1039/d0dt02288h _journal_volume 49 _journal_year 2020 _chemical_formula_moiety 'C27 H26 Cu N3 O3, C4 H12 N' _chemical_formula_sum 'C31 H38 Cu N4 O3' _chemical_formula_weight 578.19 _chemical_name_common '[Cu(NNN-pincer)-OH] (Me4N)' _space_group_crystal_system orthorhombic _space_group_IT_number 19 _space_group_name_Hall 'P 2ac 2ab' _space_group_name_H-M_alt 'P 21 21 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 18.1135(10) _cell_length_b 12.8871(6) _cell_length_c 12.7862(5) _cell_measurement_reflns_used 3933 _cell_measurement_temperature 100(2) _cell_measurement_theta_max 72.0310 _cell_measurement_theta_min 4.1520 _cell_volume 2984.7(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 0.984 _diffrn_measured_fraction_theta_max 0.984 _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 0.0545 _diffrn_reflns_av_unetI/netI 0.0551 _diffrn_reflns_Laue_measured_fraction_full 0.984 _diffrn_reflns_Laue_measured_fraction_max 0.984 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -21 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_number 7395 _diffrn_reflns_point_group_measured_fraction_full 0.827 _diffrn_reflns_point_group_measured_fraction_max 0.824 _diffrn_reflns_theta_full 67.684 _diffrn_reflns_theta_max 68.996 _diffrn_reflns_theta_min 4.210 _diffrn_source 'SuperNova (Cu) X-ray Source' _exptl_absorpt_coefficient_mu 1.325 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.33712 _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 purple-blue _exptl_crystal_density_diffrn 1.287 _exptl_crystal_density_method 'not measured' _exptl_crystal_description cloumn _exptl_crystal_F_000 1220 _exptl_crystal_size_max 0.550 _exptl_crystal_size_mid 0.140 _exptl_crystal_size_min 0.100 _refine_diff_density_max 1.122 _refine_diff_density_min -0.876 _refine_diff_density_rms 0.138 _refine_ls_abs_structure_details ; Refined as an inversion twin. ; _refine_ls_abs_structure_Flack 0.42(14) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 600 _refine_ls_number_reflns 4557 _refine_ls_number_restraints 1402 _refine_ls_restrained_S_all 0.959 _refine_ls_R_factor_all 0.1423 _refine_ls_R_factor_gt 0.1262 _refine_ls_shift/su_max 0.005 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.2000P)^2^+10.2500P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.3111 _refine_ls_wR_factor_ref 0.3276 _refine_special_details ; The crystal data of this complex were collected for several times after recrystalizations with the consideration of different solvents, Et2O diffusion, vaporation and decreasing the temperature and so on. Finally, a large crystal was chosen for data collection and the diffraction data gave the best result on the solution of crystal structure, which is presented in this report. The poor data could be attributed to the asymmetric parts of allyl chain (CH2-CH=CH2) and the methyl group in the 2,6-position of phenyl rings, which led to strong disordered models in this structure with cis and trans conformational isomer presenting occypancies of 0.73 and 0.27, respectively, in the final refinement. The bond lengths, bond angles and the temperature factors of disordered atoms were restrained by using commands of DFIX and DELU & SIMU. All the hydrogen atoms were added geometrically. ; _reflns_Friedel_coverage 0.488 _reflns_Friedel_fraction_full 0.624 _reflns_Friedel_fraction_max 0.618 _reflns_number_gt 3841 _reflns_number_total 4557 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d0dt02288h2.cif _cod_data_source_block Complex5 _cod_depositor_comments 'Adding full bibliography for 7705173--7705180.cif.' _cod_database_code 7705175 _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 0.529 _shelx_estimated_absorpt_t_max 0.879 _shelx_res_file ; TITL CF solution in P212121 full.res created by SHELXL-2018/3 at 15:37:25 on 20-Jul-2020 CELL 1.54184 18.11347 12.88708 12.7862 90 90 90 ZERR 4 0.00097 0.00062 0.00054 0 0 0 LATT -1 SYMM 0.5-X,-Y,0.5+Z SYMM 0.5+X,0.5-Y,-Z SYMM -X,0.5+Y,0.5-Z SFAC C H Cu N O UNIT 124 152 4 16 12 TEMP -173 SIZE 0.55 0.14 0.10 REM Column Purple-blue OMIT -4 138 OMIT -19 5 1 OMIT 16 9 3 OMIT -19 7 2 OMIT 19 7 0 OMIT 18 9 1 OMIT 18 8 1 OMIT 18 7 2 OMIT 17 7 3 OMIT 2 11 0 OMIT -18 3 2 OMIT 18 8 0 OMIT 15 7 4 OMIT -19 6 2 OMIT 17 2 0 OMIT 16 10 2 OMIT -18 9 1 OMIT -19 4 3 OMIT -19 7 1 OMIT 17 8 3 OMIT 17 9 1 OMIT -18 6 5 OMIT 17 9 2 OMIT 17 8 2 OMIT 17 7 2 OMIT 18 6 2 OMIT 18 5 0 OMIT -19 7 3 OMIT 18 7 1 OMIT -18 8 4 OMIT 18 9 0 OMIT 16 7 3 OMIT 6 0 2 OMIT 0 12 0 OMIT -18 8 1 OMIT 18 7 0 OMIT -18 6 4 OMIT 17 6 3 OMIT 16 7 4 OMIT 15 8 4 OMIT 15 5 4 OMIT 16 9 2 OMIT 0 14 1 OMIT 16 8 3 OMIT -18 5 2 OMIT 13 5 5 OMIT 17 10 0 OMIT -18 5 3 OMIT 15 9 3 OMIT 2 14 0 OMIT 4 10 2 OMIT 2 0 6 OMIT 4 11 0 OMIT 14 8 4 OMIT 16 6 4 OMIT -4 10 2 OMIT 17 8 1 OMIT 4 13 1 OMIT 6 12 2 OMIT 2 0 5 OMIT 0 10 1 OMIT -3 11 1 OMIT 0 1 9 OMIT -18 8 2 OMIT 0 2 1 OMIT -5 9 1 OMIT 3 9 7 OMIT 3 11 1 OMIT -2 11 1 OMIT 2 2 0 OMIT 14 6 5 OMIT -6 12 3 OMIT 0 11 1 OMIT 5 9 1 OMIT -19 8 1 OMIT 17 10 1 OMIT -18 9 2 DFIX 1.24 0.02 C1 O1 C7 O2 C1' O1' C7' O2' DFIX 1.34 0.02 C1 N1 C7 N3 C1' N1' C7' N3' DFIX 1.50 0.02 C1 C2 C6 C7 C1' C2' C6' C7' DFIX 2.34 0.03 O1 N1 O1 C2 O2 N3 O2 C6 O1' N1' O1' C2' O2' N3' O2' C6' DFIX 2.36 0.03 N1 C2 N3 C6 N1' C2' N3' C6' DFIX 1.51 0.02 C15 C16 DFIX 1.38 0.02 C16 C17 DFIX 2.50 0.04 C9 C16 C15 C17 DFIX 1.51 0.02 C25 C26 DFIX 1.38 0.02 C26 C27 DFIX 2.50 0.04 C19 C26 C25 C27 DFIX 1.51 0.02 C15' C16' DFIX 1.38 0.02 C16' C17' DFIX 2.52 0.04 C9' C16' C15' C17' DFIX 1.51 0.02 C25' C26' C19' C25' DFIX 1.38 0.02 C26' C27' DFIX 2.52 0.02 C25' C27' DFIX 2.55 0.02 C19' C26' DFIX 2.03 0.02 Cu1' N1' Cu1' N3' DFIX 1.93 0.02 Cu1' N2' DFIX 1.83 0.02 Cu1' O3' DFIX 2.54 0.02 N1' N2' N2' N3' DFIX 3.01 0.02 N1' O3' O3' N3' DFIX 1.83 0.02 Cu1 O3 REM DFIX 2.18 0.01 H28A H3A_$1 REM EQIV $1 1.5-x, 1-y, 0.5+z FLAT C8 C9 C10 C11 C12 C13 C14 C15 FLAT C18 C19 C20 C21 C22 C23 C24 C25 FLAT C8' C9' C10' C11' C12' C13' C14' C15' FLAT C18' C19' C20' C21' C22' C23' C24' C25' DELU 0.011 0.011 Cu1 > C27' SIMU 0.011 0.011 Cu1 > C27' isor 0.006 O3 O3' ACTA L.S. 10 PLAN 4 BOND $H CONF fmap 2 TWIN WGHT 0.200000 10.250000 BASF 0.41889 FVAR 4.39555 0.74379 PART 1 CU1 3 0.631937 0.273985 0.479100 21.00000 0.07764 0.02135 = 0.03758 -0.00315 0.02239 0.00326 O1 5 0.598905 0.003683 0.637303 21.00000 0.05832 0.02357 = 0.03858 0.00023 0.00938 0.00371 O2 5 0.588470 0.548766 0.629298 21.00000 0.08057 0.01578 = 0.05930 -0.01051 0.02153 -0.00235 O3 5 0.658251 0.270582 0.338265 21.00000 0.09269 0.03768 = 0.05039 -0.00907 0.03313 -0.00418 AFIX 83 H3A 2 0.661986 0.208634 0.318527 21.00000 -1.50000 AFIX 0 N1 4 0.637053 0.125322 0.509978 21.00000 0.06394 0.02994 = 0.03611 -0.01209 0.01359 0.00911 N3 4 0.627334 0.429997 0.504517 21.00000 0.09111 0.02395 = 0.05176 -0.00313 0.03222 0.00199 C1 1 0.605602 0.092074 0.600461 21.00000 0.04955 0.02825 = 0.04088 -0.00356 0.00575 0.00482 AFIX 66 N2 4 0.595011 0.274558 0.615617 21.00000 0.03831 0.01853 = 0.04478 -0.00391 0.01256 -0.00174 C2 1 0.579919 0.181254 0.665791 21.00000 0.03007 0.01769 = 0.03748 -0.00379 0.00531 0.00399 C3 1 0.544590 0.181286 0.762296 21.00000 0.03801 0.02755 = 0.04399 -0.00022 0.00742 0.00325 AFIX 43 H3B 2 0.534276 0.117517 0.796587 21.00000 -1.20000 AFIX 65 C4 1 0.524354 0.274622 0.808628 21.00000 0.03453 0.02947 = 0.04491 -0.00312 0.01312 0.00378 AFIX 43 H4A 2 0.500208 0.274643 0.874585 21.00000 -1.20000 AFIX 65 C5 1 0.539446 0.367926 0.758455 21.00000 0.03291 0.02714 = 0.04730 -0.00376 0.01641 -0.00052 AFIX 43 H5A 2 0.525615 0.431716 0.790121 21.00000 -1.20000 AFIX 65 C6 1 0.574774 0.367895 0.661950 21.00000 0.04541 0.01910 = 0.04665 -0.00173 0.01360 -0.00468 AFIX 0 C7 1 0.599974 0.456950 0.597224 21.00000 0.06990 0.01045 = 0.05063 -0.00424 0.02113 -0.00029 AFIX 66 C8 1 0.641091 0.502243 0.425344 21.00000 0.11489 0.03340 = 0.05489 -0.00881 0.02833 -0.00111 C9 1 0.714733 0.509865 0.395754 21.00000 0.11854 0.05387 = 0.05809 -0.01089 0.03265 -0.00612 C10 1 0.735266 0.577641 0.316348 21.00000 0.12478 0.05598 = 0.05716 -0.01059 0.03086 -0.00987 AFIX 43 H10A 2 0.785597 0.582850 0.296125 21.00000 -1.20000 AFIX 65 C11 1 0.682159 0.637796 0.266530 21.00000 0.13674 0.05790 = 0.06206 -0.01368 0.01415 -0.01107 AFIX 43 H11A 2 0.696193 0.684118 0.212259 21.00000 -1.20000 AFIX 65 C12 1 0.608517 0.630175 0.296118 21.00000 0.13719 0.05150 = 0.05674 -0.01240 0.00725 -0.00402 AFIX 43 H12A 2 0.572221 0.671289 0.262070 21.00000 -1.20000 AFIX 65 C13 1 0.587982 0.562400 0.375525 21.00000 0.13223 0.04512 = 0.05687 -0.00743 0.00889 0.00119 AFIX 0 C14 1 0.511519 0.563022 0.395442 21.00000 0.13049 0.05545 = 0.07369 -0.01239 0.00102 0.00210 AFIX 33 H14A 2 0.500303 0.514028 0.451865 21.00000 -1.50000 H14B 2 0.496177 0.632948 0.416297 21.00000 -1.50000 H14C 2 0.484866 0.542522 0.332023 21.00000 -1.50000 AFIX 0 C15 1 0.763971 0.441554 0.446430 21.00000 0.11020 0.06724 = 0.06729 -0.01157 0.03732 -0.00409 AFIX 23 H15A 2 0.747984 0.369228 0.433467 21.00000 -1.20000 H15B 2 0.761717 0.453999 0.522768 21.00000 -1.20000 AFIX 0 C16 1 0.841630 0.453920 0.410538 21.00000 0.11347 0.08626 = 0.07474 -0.01424 0.02499 -0.00695 AFIX 43 H16A 2 0.853397 0.447402 0.338431 21.00000 -1.20000 AFIX 0 C17 1 0.896400 0.474856 0.482279 21.00000 0.11543 0.12180 = 0.09867 -0.00583 0.00687 0.00899 AFIX 93 H17A 2 0.884524 0.481345 0.554352 21.00000 -1.20000 H17B 2 0.946040 0.482801 0.459671 21.00000 -1.20000 AFIX 0 C18 1 0.672971 0.049381 0.442933 21.00000 0.07643 0.02211 = 0.03375 -0.00210 0.00497 0.00682 C19 1 0.746556 0.047726 0.435951 21.00000 0.07606 0.04463 = 0.03668 0.00244 0.01027 0.00369 C20 1 0.784279 -0.018484 0.366400 21.00000 0.08101 0.04813 = 0.04369 -0.00196 0.01374 0.00151 AFIX 43 H20A 2 0.836567 -0.019264 0.360662 21.00000 -1.20000 AFIX 0 C21 1 0.738176 -0.083852 0.305641 21.00000 0.08692 0.04323 = 0.04184 0.00489 0.01023 -0.00810 AFIX 43 H21A 2 0.761070 -0.132608 0.260325 21.00000 -1.20000 AFIX 0 C22 1 0.667513 -0.081104 0.308190 21.00000 0.08829 0.03513 = 0.03812 0.00393 0.00591 -0.00193 AFIX 43 H22A 2 0.640794 -0.124694 0.261742 21.00000 -1.20000 AFIX 0 C23 1 0.626108 -0.014061 0.379200 21.00000 0.08228 0.03528 = 0.03562 0.00142 -0.00028 -0.00025 C24 1 0.551128 -0.011546 0.384427 21.00000 0.08249 0.05700 = 0.05134 0.00684 -0.00040 -0.00934 AFIX 33 H24A 2 0.530479 -0.061051 0.334135 21.00000 -1.50000 H24B 2 0.535208 -0.030271 0.455206 21.00000 -1.50000 H24C 2 0.533675 0.058495 0.367706 21.00000 -1.50000 AFIX 0 C25 1 0.790570 0.114966 0.502512 21.00000 0.07090 0.06948 = 0.05064 0.00658 0.01044 -0.00478 AFIX 23 H25A 2 0.768675 0.110570 0.573316 21.00000 -1.20000 H25B 2 0.781882 0.186694 0.477673 21.00000 -1.20000 AFIX 0 C26 1 0.870598 0.104444 0.516181 21.00000 0.07823 0.10797 = 0.09078 0.01567 0.01033 -0.00085 AFIX 43 H26A 2 0.889978 0.038658 0.535419 21.00000 -1.20000 AFIX 0 C27 1 0.918861 0.185862 0.502320 21.00000 0.08730 0.11677 = 0.11078 0.01270 0.01301 -0.00959 AFIX 93 H27A 2 0.900672 0.252317 0.483078 21.00000 -1.20000 H27B 2 0.970343 0.175573 0.512001 21.00000 -1.20000 AFIX 0 PART 2 CU1' 3 0.633543 0.225854 0.480457 -21.00000 0.06181 0.04679 = 0.04510 -0.00102 0.02105 0.00171 O1' 5 0.591207 -0.048010 0.628397 -21.00000 0.05639 0.03510 = 0.04775 -0.00249 0.00977 0.00866 O2' 5 0.595390 0.498685 0.634622 -21.00000 0.07058 0.02273 = 0.05307 -0.00170 0.02157 -0.00236 O3' 5 0.632294 0.235610 0.333402 -21.00000 0.07573 0.04547 = 0.04756 -0.00594 0.02219 -0.00827 AFIX 83 H3'A 2 0.632430 0.175745 0.307416 -21.00000 -1.50000 AFIX 0 N1' 4 0.627762 0.070850 0.503256 -21.00000 0.06877 0.03648 = 0.04013 -0.00041 0.00804 0.00722 N3' 4 0.636173 0.380848 0.511804 -21.00000 0.08975 0.02688 = 0.05124 -0.00389 0.02535 0.00117 C1' 1 0.601633 0.043529 0.597595 -21.00000 0.05354 0.02956 = 0.04306 -0.00511 0.01079 0.01082 AFIX 66 N2' 4 0.598424 0.225859 0.618982 -21.00000 0.04429 0.02777 = 0.04485 -0.00201 0.00846 0.00023 C2' 1 0.581629 0.131746 0.666461 -21.00000 0.04101 0.02475 = 0.04226 -0.00185 0.00840 0.00683 C3' 1 0.544858 0.130282 0.761867 -21.00000 0.03486 0.02559 = 0.04533 -0.00385 0.00975 0.00451 AFIX 43 H3'B 2 0.533379 0.065960 0.794316 -21.00000 -1.20000 AFIX 65 C4' 1 0.524882 0.222932 0.809795 -21.00000 0.03234 0.02700 = 0.04632 -0.00534 0.01416 0.00335 AFIX 43 H4'A 2 0.499751 0.221932 0.875001 -21.00000 -1.20000 AFIX 65 C5' 1 0.541677 0.317047 0.762318 -21.00000 0.03685 0.02684 = 0.04774 -0.00516 0.01172 -0.00023 AFIX 43 H5'A 2 0.528024 0.380369 0.795075 -21.00000 -1.20000 AFIX 65 C6' 1 0.578448 0.318511 0.666912 -21.00000 0.03832 0.02778 = 0.04736 -0.00071 0.01001 -0.00254 AFIX 0 C7' 1 0.602249 0.409562 0.601900 -21.00000 0.06547 0.02566 = 0.05111 -0.00347 0.01790 -0.00245 AFIX 66 C8' 1 0.672888 0.482664 0.441543 -21.00000 0.10753 0.04605 = 0.05427 -0.00837 0.03179 -0.00364 C9' 1 0.749200 0.493000 0.436828 -21.00000 0.11187 0.06204 = 0.06131 -0.00963 0.03216 -0.00863 C10' 1 0.781133 0.555982 0.361052 -21.00000 0.11523 0.06391 = 0.06256 -0.01129 0.03275 -0.00897 AFIX 43 H10B 2 0.833289 0.563046 0.357830 -21.00000 -1.20000 AFIX 65 C11' 1 0.736753 0.608630 0.289991 -21.00000 0.12503 0.05778 = 0.05907 -0.01201 0.02786 -0.00744 AFIX 43 H11B 2 0.758578 0.651675 0.238202 -21.00000 -1.20000 AFIX 65 C12' 1 0.660441 0.598295 0.294705 -21.00000 0.12767 0.05421 = 0.05557 -0.00992 0.01946 -0.00698 AFIX 43 H12B 2 0.630109 0.634277 0.246138 -21.00000 -1.20000 AFIX 65 C13' 1 0.628507 0.535313 0.370480 -21.00000 0.12264 0.04933 = 0.05374 -0.00936 0.02112 -0.00271 AFIX 0 C14' 1 0.533021 0.516942 0.379857 -21.00000 0.12442 0.05360 = 0.05945 -0.00976 0.01054 0.00121 AFIX 33 H14D 2 0.522199 0.470036 0.438204 -21.00000 -1.50000 H14E 2 0.508848 0.583903 0.391981 -21.00000 -1.50000 H14F 2 0.514539 0.486599 0.314637 -21.00000 -1.50000 AFIX 0 C15' 1 0.786326 0.445861 0.504853 -21.00000 0.10903 0.07834 = 0.06745 -0.00761 0.02832 -0.00846 AFIX 23 H15C 2 0.755700 0.453723 0.568492 -21.00000 -1.20000 H15D 2 0.828930 0.492750 0.515758 -21.00000 -1.20000 AFIX 0 C16' 1 0.819698 0.341072 0.519079 -21.00000 0.11353 0.08934 = 0.07977 -0.00227 0.02472 -0.00429 AFIX 43 H16B 2 0.791986 0.285398 0.547896 -21.00000 -1.20000 AFIX 0 C17' 1 0.893261 0.327536 0.488521 -21.00000 0.10708 0.11116 = 0.09833 0.00174 0.01454 -0.00035 AFIX 93 H17C 2 0.920136 0.384087 0.459846 -21.00000 -1.20000 H17D 2 0.916323 0.261797 0.496451 -21.00000 -1.20000 AFIX 66 C18' 1 0.662404 0.012421 0.434866 -21.00000 0.07748 0.04274 = 0.03765 0.00037 0.00722 0.00189 C19' 1 0.616957 -0.054003 0.378379 -21.00000 0.08358 0.04349 = 0.04192 0.00336 0.00159 -0.00057 C20' 1 0.647397 -0.121980 0.305822 -21.00000 0.08672 0.04292 = 0.04276 0.00262 0.00238 -0.00352 AFIX 43 H20B 2 0.616336 -0.167378 0.267216 -21.00000 -1.20000 AFIX 65 C21' 1 0.723284 -0.123532 0.289752 -21.00000 0.08658 0.04549 = 0.04402 0.00169 0.00836 -0.00123 AFIX 43 H21B 2 0.744088 -0.169991 0.240163 -21.00000 -1.20000 AFIX 65 C22' 1 0.768731 -0.057108 0.346239 -21.00000 0.08250 0.04542 = 0.04183 0.00092 0.01057 -0.00136 AFIX 43 H22B 2 0.820597 -0.058169 0.335255 -21.00000 -1.20000 AFIX 65 C23' 1 0.738292 0.010869 0.418795 -21.00000 0.07785 0.04806 = 0.03952 0.00075 0.01218 0.00192 AFIX 0 C24' 1 0.770695 0.066311 0.452708 -21.00000 0.07746 0.04756 = 0.04081 0.00030 0.01497 0.00033 AFIX 33 H24D 2 0.740992 0.107417 0.501570 -21.00000 -1.50000 H24E 2 0.811237 0.032880 0.490663 -21.00000 -1.50000 H24F 2 0.790949 0.111839 0.398435 -21.00000 -1.50000 AFIX 0 C25' 1 0.535011 -0.052723 0.402278 -21.00000 0.08480 0.05572 = 0.05163 0.00609 -0.00031 -0.00061 AFIX 23 H25C 2 0.528017 -0.065097 0.478050 -21.00000 -1.20000 H25D 2 0.515328 0.017160 0.386263 -21.00000 -1.20000 AFIX 0 C26' 1 0.490714 -0.132404 0.342029 -21.00000 0.07933 0.07194 = 0.06045 0.00601 -0.00096 -0.00161 AFIX 43 H26B 2 0.488087 -0.126923 0.268029 -21.00000 -1.20000 AFIX 0 C27' 1 0.454271 -0.212180 0.390599 -21.00000 0.06599 0.08285 = 0.07070 0.00861 -0.00131 -0.00171 AFIX 93 H27C 2 0.456305 -0.218837 0.464538 -21.00000 -1.20000 H27D 2 0.426977 -0.260820 0.350327 -21.00000 -1.20000 AFIX 0 PART 0 N4 4 0.713150 0.758585 0.635102 11.00000 0.04288 0.05006 = 0.03294 0.00002 -0.00022 -0.00053 C28 1 0.764123 0.847731 0.637325 11.00000 0.05587 0.05485 = 0.05561 0.00754 0.00215 -0.00446 AFIX 33 H28A 2 0.735669 0.912311 0.640934 11.00000 -1.50000 H28B 2 0.796245 0.842463 0.698770 11.00000 -1.50000 H28C 2 0.794341 0.847682 0.573749 11.00000 -1.50000 AFIX 0 C29 1 0.754728 0.662098 0.629739 11.00000 0.07477 0.04930 = 0.04744 0.00288 -0.00236 0.00617 AFIX 33 H29A 2 0.787729 0.657211 0.690276 11.00000 -1.50000 H29B 2 0.720466 0.603245 0.630050 11.00000 -1.50000 H29C 2 0.783987 0.660865 0.565281 11.00000 -1.50000 AFIX 0 C30 1 0.669005 0.762110 0.734029 11.00000 0.04725 0.09044 = 0.02965 0.00508 0.00080 0.00654 AFIX 33 H30A 2 0.641201 0.827278 0.737009 11.00000 -1.50000 H30B 2 0.634591 0.703453 0.735572 11.00000 -1.50000 H30C 2 0.702329 0.757908 0.794262 11.00000 -1.50000 AFIX 0 C31 1 0.662848 0.768513 0.545069 11.00000 0.06053 0.08996 = 0.02884 0.00181 -0.00587 0.00868 AFIX 33 H31A 2 0.635501 0.833918 0.550353 11.00000 -1.50000 H31B 2 0.691557 0.767921 0.480108 11.00000 -1.50000 H31C 2 0.628036 0.710301 0.544876 11.00000 -1.50000 AFIX 0 HKLF 4 REM CF solution in P212121 REM wR2 = 0.3276, GooF = S = 1.036, Restrained GooF = 0.959 for all data REM R1 = 0.1262 for 3841 Fo > 4sig(Fo) and 0.1423 for all 4557 data REM 600 parameters refined using 1402 restraints END WGHT 0.2000 0.0000 REM Highest difference peak 1.122, deepest hole -0.876, 1-sigma level 0.138 Q1 1 0.5755 0.2688 0.4800 11.00000 0.05 1.12 Q2 1 0.5924 0.2670 0.6458 11.00000 0.05 1.12 Q3 1 0.6896 0.2736 0.4811 11.00000 0.05 1.03 Q4 1 0.6332 0.1749 0.4830 11.00000 0.05 0.95 ; _shelx_res_checksum 2072 loop_ _space_group_symop_operation_xyz 'x, y, z' '-x+1/2, -y, z+1/2' 'x+1/2, -y+1/2, -z' '-x, 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 0.63194(16) 0.2740(2) 0.47910(19) 0.0455(7) Uani 0.744(6) 1 d D U P A 1 O1 O 0.5989(6) 0.0037(7) 0.6373(8) 0.040(2) Uani 0.744(6) 1 d D U P A 1 O2 O 0.5885(7) 0.5488(7) 0.6293(9) 0.052(3) Uani 0.744(6) 1 d D U P A 1 O3 O 0.6583(7) 0.2706(9) 0.3383(8) 0.060(3) Uani 0.744(6) 1 d D U P A 1 H3A H 0.661986 0.208634 0.318527 0.090 Uiso 0.744(6) 1 calc R U P A 1 N1 N 0.6371(7) 0.1253(8) 0.5100(8) 0.043(2) Uani 0.744(6) 1 d D U P A 1 N3 N 0.6273(9) 0.4300(8) 0.5045(9) 0.056(2) Uani 0.744(6) 1 d D U P A 1 C1 C 0.6056(8) 0.0921(9) 0.6005(10) 0.040(2) Uani 0.744(6) 1 d D U P A 1 N2 N 0.5950(4) 0.2746(6) 0.6156(5) 0.0339(18) Uani 0.744(6) 1 d G U P A 1 C2 C 0.5799(5) 0.1813(5) 0.6658(6) 0.028(2) Uani 0.744(6) 1 d DG U P A 1 C3 C 0.5446(5) 0.1813(6) 0.7623(6) 0.037(2) Uani 0.744(6) 1 d G U P A 1 H3B H 0.534276 0.117517 0.796587 0.044 Uiso 0.744(6) 1 calc R U P A 1 C4 C 0.5244(5) 0.2746(7) 0.8086(5) 0.036(2) Uani 0.744(6) 1 d G U P A 1 H4A H 0.500208 0.274643 0.874585 0.044 Uiso 0.744(6) 1 calc R U P A 1 C5 C 0.5394(5) 0.3679(6) 0.7585(6) 0.036(2) Uani 0.744(6) 1 d G U P A 1 H5A H 0.525615 0.431716 0.790121 0.043 Uiso 0.744(6) 1 calc R U P A 1 C6 C 0.5748(5) 0.3679(5) 0.6619(6) 0.037(2) Uani 0.744(6) 1 d DG U P A 1 C7 C 0.6000(9) 0.4570(9) 0.5972(11) 0.044(2) Uani 0.744(6) 1 d D U P A 1 C8 C 0.6411(8) 0.5022(8) 0.4253(9) 0.068(3) Uani 0.744(6) 1 d G U P A 1 C9 C 0.7147(7) 0.5099(9) 0.3958(10) 0.077(3) Uani 0.744(6) 1 d DG U P A 1 C10 C 0.7353(7) 0.5776(11) 0.3163(11) 0.079(3) Uani 0.744(6) 1 d G U P A 1 H10A H 0.785597 0.582850 0.296125 0.095 Uiso 0.744(6) 1 calc R U P A 1 C11 C 0.6822(9) 0.6378(9) 0.2665(9) 0.086(4) Uani 0.744(6) 1 d G U P A 1 H11A H 0.696193 0.684118 0.212259 0.103 Uiso 0.744(6) 1 calc R U P A 1 C12 C 0.6085(8) 0.6302(9) 0.2961(9) 0.082(4) Uani 0.744(6) 1 d G U P A 1 H12A H 0.572221 0.671289 0.262070 0.098 Uiso 0.744(6) 1 calc R U P A 1 C13 C 0.5880(7) 0.5624(10) 0.3755(10) 0.078(3) Uani 0.744(6) 1 d G U P A 1 C14 C 0.5115(15) 0.5630(17) 0.395(2) 0.087(4) Uani 0.744(6) 1 d . U P A 1 H14A H 0.500303 0.514028 0.451865 0.130 Uiso 0.744(6) 1 calc R U P A 1 H14B H 0.496177 0.632948 0.416297 0.130 Uiso 0.744(6) 1 calc R U P A 1 H14C H 0.484866 0.542522 0.332023 0.130 Uiso 0.744(6) 1 calc R U P A 1 C15 C 0.7640(11) 0.4416(17) 0.4464(18) 0.082(3) Uani 0.744(6) 1 d D U P A 1 H15A H 0.747984 0.369228 0.433467 0.098 Uiso 0.744(6) 1 calc R U P A 1 H15B H 0.761717 0.453999 0.522768 0.098 Uiso 0.744(6) 1 calc R U P A 1 C16 C 0.8416(11) 0.4539(18) 0.4105(19) 0.091(4) Uani 0.744(6) 1 d D U P A 1 H16A H 0.853397 0.447402 0.338431 0.110 Uiso 0.744(6) 1 calc R U P A 1 C17 C 0.8964(14) 0.475(2) 0.482(2) 0.112(5) Uani 0.744(6) 1 d D U P A 1 H17A H 0.884524 0.481345 0.554352 0.134 Uiso 0.744(6) 1 calc R U P A 1 H17B H 0.946040 0.482801 0.459671 0.134 Uiso 0.744(6) 1 calc R U P A 1 C18 C 0.6730(10) 0.0494(10) 0.4429(11) 0.044(2) Uani 0.744(6) 1 d . U P A 1 C19 C 0.7466(12) 0.0477(12) 0.4360(12) 0.052(3) Uani 0.744(6) 1 d D U P A 1 C20 C 0.7843(12) -0.0185(13) 0.3664(13) 0.058(3) Uani 0.744(6) 1 d . U P A 1 H20A H 0.836567 -0.019264 0.360662 0.069 Uiso 0.744(6) 1 calc R U P A 1 C21 C 0.7382(12) -0.0839(13) 0.3056(14) 0.057(3) Uani 0.744(6) 1 d . U P A 1 H21A H 0.761070 -0.132608 0.260325 0.069 Uiso 0.744(6) 1 calc R U P A 1 C22 C 0.6675(11) -0.0811(11) 0.3082(13) 0.054(3) Uani 0.744(6) 1 d . U P A 1 H22A H 0.640794 -0.124694 0.261742 0.065 Uiso 0.744(6) 1 calc R U P A 1 C23 C 0.6261(11) -0.0141(11) 0.3792(12) 0.051(2) Uani 0.744(6) 1 d . U P A 1 C24 C 0.5511(12) -0.0115(15) 0.3844(15) 0.064(3) Uani 0.744(6) 1 d . U P A 1 H24A H 0.530479 -0.061051 0.334135 0.095 Uiso 0.744(6) 1 calc R U P A 1 H24B H 0.535208 -0.030271 0.455206 0.095 Uiso 0.744(6) 1 calc R U P A 1 H24C H 0.533675 0.058495 0.367706 0.095 Uiso 0.744(6) 1 calc R U P A 1 C25 C 0.7906(9) 0.1150(15) 0.5025(14) 0.064(3) Uani 0.744(6) 1 d D U P A 1 H25A H 0.768675 0.110570 0.573316 0.076 Uiso 0.744(6) 1 calc R U P A 1 H25B H 0.781882 0.186694 0.477673 0.076 Uiso 0.744(6) 1 calc R U P A 1 C26 C 0.8706(10) 0.1044(18) 0.516(2) 0.092(5) Uani 0.744(6) 1 d D U P A 1 H26A H 0.889978 0.038658 0.535419 0.111 Uiso 0.744(6) 1 calc R U P A 1 C27 C 0.9189(14) 0.186(2) 0.502(2) 0.105(5) Uani 0.744(6) 1 d D U P A 1 H27A H 0.900672 0.252317 0.483078 0.126 Uiso 0.744(6) 1 calc R U P A 1 H27B H 0.970343 0.175573 0.512001 0.126 Uiso 0.744(6) 1 calc R U P A 1 Cu1' Cu 0.6335(4) 0.2259(8) 0.4805(6) 0.0512(19) Uani 0.256(6) 1 d D U P A 2 O1' O 0.5912(19) -0.0480(19) 0.628(2) 0.046(4) Uani 0.256(6) 1 d D U P A 2 O2' O 0.595(2) 0.499(2) 0.635(3) 0.049(4) Uani 0.256(6) 1 d D U P A 2 O3' O 0.632(2) 0.236(2) 0.3334(15) 0.056(4) Uani 0.256(6) 1 d D U P A 2 H3'A H 0.632430 0.175745 0.307416 0.084 Uiso 0.256(6) 1 calc R U P A 2 N1' N 0.628(2) 0.0709(15) 0.5033(18) 0.048(3) Uani 0.256(6) 1 d D U P A 2 N3' N 0.636(2) 0.3808(16) 0.512(2) 0.056(3) Uani 0.256(6) 1 d D U P A 2 C1' C 0.602(3) 0.044(2) 0.598(3) 0.042(3) Uani 0.256(6) 1 d D U P A 2 N2' N 0.5984(14) 0.2259(16) 0.6190(13) 0.039(3) Uani 0.256(6) 1 d DG U P A 2 C2' C 0.5816(16) 0.1317(14) 0.6665(17) 0.036(3) Uani 0.256(6) 1 d DG U P A 2 C3' C 0.5449(16) 0.1303(16) 0.7619(18) 0.035(4) Uani 0.256(6) 1 d G U P A 2 H3'B H 0.533379 0.065960 0.794316 0.042 Uiso 0.256(6) 1 calc R U P A 2 C4' C 0.5249(14) 0.223(2) 0.8098(15) 0.035(4) Uani 0.256(6) 1 d G U P A 2 H4'A H 0.499751 0.221932 0.875001 0.042 Uiso 0.256(6) 1 calc R U P A 2 C5' C 0.5417(16) 0.3170(16) 0.7623(19) 0.037(3) Uani 0.256(6) 1 d G U P A 2 H5'A H 0.528024 0.380369 0.795075 0.045 Uiso 0.256(6) 1 calc R U P A 2 C6' C 0.5784(16) 0.3185(14) 0.6669(18) 0.038(3) Uani 0.256(6) 1 d DG U P A 2 C7' C 0.602(3) 0.410(2) 0.602(3) 0.047(3) Uani 0.256(6) 1 d D U P A 2 C8' C 0.673(2) 0.483(3) 0.442(3) 0.069(3) Uani 0.256(6) 1 d G U P A 2 C9' C 0.749(2) 0.493(3) 0.437(3) 0.078(3) Uani 0.256(6) 1 d DG U P A 2 C10' C 0.781(2) 0.556(3) 0.361(3) 0.081(4) Uani 0.256(6) 1 d G U P A 2 H10B H 0.833289 0.563046 0.357830 0.097 Uiso 0.256(6) 1 calc R U P A 2 C11' C 0.737(3) 0.609(3) 0.290(3) 0.081(4) Uani 0.256(6) 1 d G U P A 2 H11B H 0.758578 0.651675 0.238202 0.097 Uiso 0.256(6) 1 calc R U P A 2 C12' C 0.660(3) 0.598(3) 0.295(3) 0.079(4) Uani 0.256(6) 1 d G U P A 2 H12B H 0.630109 0.634277 0.246138 0.095 Uiso 0.256(6) 1 calc R U P A 2 C13' C 0.629(2) 0.535(3) 0.370(3) 0.075(4) Uani 0.256(6) 1 d G U P A 2 C14' C 0.533(4) 0.517(5) 0.380(5) 0.079(5) Uani 0.256(6) 1 d . U P A 2 H14D H 0.522199 0.470036 0.438204 0.119 Uiso 0.256(6) 1 calc R U P A 2 H14E H 0.508848 0.583903 0.391981 0.119 Uiso 0.256(6) 1 calc R U P A 2 H14F H 0.514539 0.486599 0.314637 0.119 Uiso 0.256(6) 1 calc R U P A 2 C15' C 0.786(4) 0.446(4) 0.505(5) 0.085(5) Uani 0.256(6) 1 d D U P A 2 H15C H 0.755700 0.453723 0.568492 0.102 Uiso 0.256(6) 1 calc R U P A 2 H15D H 0.828930 0.492750 0.515758 0.102 Uiso 0.256(6) 1 calc R U P A 2 C16' C 0.820(3) 0.341(4) 0.519(6) 0.094(5) Uani 0.256(6) 1 d D U P A 2 H16B H 0.791986 0.285398 0.547896 0.113 Uiso 0.256(6) 1 calc R U P A 2 C17' C 0.893(3) 0.328(6) 0.489(6) 0.106(6) Uani 0.256(6) 1 d D U P A 2 H17C H 0.920136 0.384087 0.459846 0.127 Uiso 0.256(6) 1 calc R U P A 2 H17D H 0.916323 0.261797 0.496451 0.127 Uiso 0.256(6) 1 calc R U P A 2 C18' C 0.6624(18) 0.012(2) 0.435(2) 0.053(3) Uani 0.256(6) 1 d G U P A 2 C19' C 0.6170(14) -0.054(2) 0.378(3) 0.056(3) Uani 0.256(6) 1 d DG U P A 2 C20' C 0.6474(19) -0.122(2) 0.306(3) 0.057(4) Uani 0.256(6) 1 d G U P A 2 H20B H 0.616336 -0.167378 0.267216 0.069 Uiso 0.256(6) 1 calc R U P A 2 C21' C 0.723(2) -0.124(2) 0.290(3) 0.059(4) Uani 0.256(6) 1 d G U P A 2 H21B H 0.744088 -0.169991 0.240163 0.070 Uiso 0.256(6) 1 calc R U P A 2 C22' C 0.7687(14) -0.057(3) 0.346(3) 0.057(4) Uani 0.256(6) 1 d G U P A 2 H22B H 0.820597 -0.058169 0.335255 0.068 Uiso 0.256(6) 1 calc R U P A 2 C23' C 0.7383(17) 0.011(2) 0.419(3) 0.055(3) Uani 0.256(6) 1 d G U P A 2 C24' C 0.771(4) 0.066(4) 0.453(4) 0.055(4) Uani 0.256(6) 1 d . U P A 2 H24D H 0.740992 0.107417 0.501570 0.083 Uiso 0.256(6) 1 calc R U P A 2 H24E H 0.811237 0.032880 0.490663 0.083 Uiso 0.256(6) 1 calc R U P A 2 H24F H 0.790949 0.111839 0.398435 0.083 Uiso 0.256(6) 1 calc R U P A 2 C25' C 0.5350(18) -0.053(3) 0.402(4) 0.064(4) Uani 0.256(6) 1 d D U P A 2 H25C H 0.528017 -0.065097 0.478050 0.077 Uiso 0.256(6) 1 calc R U P A 2 H25D H 0.515328 0.017160 0.386263 0.077 Uiso 0.256(6) 1 calc R U P A 2 C26' C 0.491(2) -0.132(4) 0.342(3) 0.071(6) Uani 0.256(6) 1 d D U P A 2 H26B H 0.488087 -0.126923 0.268029 0.085 Uiso 0.256(6) 1 calc R U P A 2 C27' C 0.454(3) -0.212(3) 0.391(4) 0.073(8) Uani 0.256(6) 1 d D U P A 2 H27C H 0.456305 -0.218837 0.464538 0.088 Uiso 0.256(6) 1 calc R U P A 2 H27D H 0.426977 -0.260820 0.350327 0.088 Uiso 0.256(6) 1 calc R U P A 2 N4 N 0.7131(4) 0.7586(7) 0.6351(6) 0.0420(19) Uani 1 1 d . . . . . C28 C 0.7641(7) 0.8477(9) 0.6373(11) 0.055(3) Uani 1 1 d . . . . . H28A H 0.735669 0.912311 0.640934 0.083 Uiso 1 1 calc R U . . . H28B H 0.796245 0.842463 0.698770 0.083 Uiso 1 1 calc R U . . . H28C H 0.794341 0.847682 0.573749 0.083 Uiso 1 1 calc R U . . . C29 C 0.7547(8) 0.6621(9) 0.6297(11) 0.057(3) Uani 1 1 d . . . . . H29A H 0.787729 0.657211 0.690276 0.086 Uiso 1 1 calc R U . . . H29B H 0.720466 0.603245 0.630050 0.086 Uiso 1 1 calc R U . . . H29C H 0.783987 0.660865 0.565281 0.086 Uiso 1 1 calc R U . . . C30 C 0.6690(6) 0.7621(12) 0.7340(7) 0.056(3) Uani 1 1 d . . . . . H30A H 0.641201 0.827278 0.737009 0.084 Uiso 1 1 calc R U . . . H30B H 0.634591 0.703453 0.735572 0.084 Uiso 1 1 calc R U . . . H30C H 0.702329 0.757908 0.794262 0.084 Uiso 1 1 calc R U . . . C31 C 0.6628(7) 0.7685(12) 0.5451(7) 0.060(3) Uani 1 1 d . . . . . H31A H 0.635501 0.833918 0.550353 0.090 Uiso 1 1 calc R U . . . H31B H 0.691557 0.767921 0.480108 0.090 Uiso 1 1 calc R U . . . H31C H 0.628036 0.710301 0.544876 0.090 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 0.0776(15) 0.0213(12) 0.0376(10) -0.0031(10) 0.0224(11) 0.0033(12) O1 0.058(5) 0.024(4) 0.039(4) 0.000(4) 0.009(4) 0.004(4) O2 0.081(6) 0.016(4) 0.059(5) -0.011(4) 0.022(5) -0.002(4) O3 0.093(6) 0.038(4) 0.050(4) -0.009(4) 0.033(4) -0.004(5) N1 0.064(5) 0.030(4) 0.036(4) -0.012(3) 0.014(4) 0.009(4) N3 0.091(6) 0.024(4) 0.052(5) -0.003(4) 0.032(5) 0.002(5) C1 0.050(5) 0.028(4) 0.041(4) -0.004(4) 0.006(4) 0.005(4) N2 0.038(4) 0.019(3) 0.045(4) -0.004(4) 0.013(3) -0.002(4) C2 0.030(4) 0.018(4) 0.037(4) -0.004(4) 0.005(4) 0.004(4) C3 0.038(5) 0.028(5) 0.044(5) 0.000(5) 0.007(4) 0.003(5) C4 0.035(5) 0.029(5) 0.045(5) -0.003(5) 0.013(4) 0.004(5) C5 0.033(5) 0.027(5) 0.047(5) -0.004(5) 0.016(4) -0.001(5) C6 0.045(5) 0.019(4) 0.047(4) -0.002(4) 0.014(4) -0.005(4) C7 0.070(6) 0.010(4) 0.051(5) -0.004(4) 0.021(5) 0.000(5) C8 0.115(6) 0.033(5) 0.055(5) -0.009(4) 0.028(5) -0.001(5) C9 0.119(6) 0.054(5) 0.058(5) -0.011(5) 0.033(5) -0.006(5) C10 0.125(8) 0.056(6) 0.057(6) -0.011(5) 0.031(6) -0.010(6) C11 0.137(9) 0.058(7) 0.062(7) -0.014(6) 0.014(7) -0.011(7) C12 0.137(8) 0.051(6) 0.057(6) -0.012(5) 0.007(7) -0.004(7) C13 0.132(7) 0.045(6) 0.057(6) -0.007(5) 0.009(7) 0.001(6) C14 0.130(9) 0.055(9) 0.074(9) -0.012(8) 0.001(9) 0.002(9) C15 0.110(7) 0.067(6) 0.067(6) -0.012(6) 0.037(6) -0.004(6) C16 0.113(7) 0.086(7) 0.075(7) -0.014(7) 0.025(7) -0.007(7) C17 0.115(10) 0.122(11) 0.099(10) -0.006(11) 0.007(9) 0.009(10) C18 0.076(5) 0.022(4) 0.034(4) -0.002(4) 0.005(4) 0.007(4) C19 0.076(6) 0.045(6) 0.037(5) 0.002(5) 0.010(5) 0.004(5) C20 0.081(6) 0.048(6) 0.044(6) -0.002(5) 0.014(5) 0.002(5) C21 0.087(6) 0.043(6) 0.042(5) 0.005(5) 0.010(5) -0.008(6) C22 0.088(6) 0.035(5) 0.038(5) 0.004(5) 0.006(5) -0.002(5) C23 0.082(5) 0.035(5) 0.036(4) 0.001(4) 0.000(5) 0.000(5) C24 0.082(7) 0.057(7) 0.051(7) 0.007(6) 0.000(6) -0.009(6) C25 0.071(6) 0.069(7) 0.051(6) 0.007(6) 0.010(6) -0.005(6) C26 0.078(8) 0.108(10) 0.091(10) 0.016(9) 0.010(9) -0.001(8) C27 0.087(9) 0.117(11) 0.111(11) 0.013(11) 0.013(10) -0.010(8) Cu1' 0.062(4) 0.047(3) 0.045(3) -0.001(4) 0.021(3) 0.002(4) O1' 0.056(8) 0.035(7) 0.048(8) -0.002(7) 0.010(8) 0.009(8) O2' 0.071(7) 0.023(6) 0.053(7) -0.002(6) 0.022(7) -0.002(7) O3' 0.076(8) 0.045(7) 0.048(6) -0.006(6) 0.022(7) -0.008(7) N1' 0.069(6) 0.036(5) 0.040(5) 0.000(5) 0.008(5) 0.007(6) N3' 0.090(7) 0.027(5) 0.051(6) -0.004(5) 0.025(6) 0.001(6) C1' 0.054(6) 0.030(6) 0.043(6) -0.005(6) 0.011(6) 0.011(7) N2' 0.044(5) 0.028(5) 0.045(5) -0.002(5) 0.008(5) 0.000(5) C2' 0.041(6) 0.025(5) 0.042(5) -0.002(5) 0.008(5) 0.007(6) C3' 0.035(7) 0.026(7) 0.045(6) -0.004(7) 0.010(6) 0.005(7) C4' 0.032(7) 0.027(7) 0.046(6) -0.005(7) 0.014(6) 0.003(7) C5' 0.037(6) 0.027(7) 0.048(6) -0.005(6) 0.012(6) 0.000(7) C6' 0.038(6) 0.028(6) 0.047(5) -0.001(5) 0.010(5) -0.003(6) C7' 0.065(6) 0.026(5) 0.051(5) -0.003(5) 0.018(5) -0.002(6) C8' 0.108(7) 0.046(6) 0.054(6) -0.008(5) 0.032(6) -0.004(6) C9' 0.112(7) 0.062(6) 0.061(6) -0.010(6) 0.032(6) -0.009(6) C10' 0.115(8) 0.064(7) 0.063(7) -0.011(6) 0.033(7) -0.009(7) C11' 0.125(8) 0.058(8) 0.059(8) -0.012(7) 0.028(8) -0.007(8) C12' 0.128(8) 0.054(7) 0.056(6) -0.010(6) 0.019(7) -0.007(7) C13' 0.123(7) 0.049(7) 0.054(6) -0.009(6) 0.021(7) -0.003(7) C14' 0.124(9) 0.054(10) 0.059(10) -0.010(9) 0.011(9) 0.001(9) C15' 0.109(9) 0.078(9) 0.067(9) -0.008(8) 0.028(8) -0.008(8) C16' 0.114(10) 0.089(10) 0.080(10) -0.002(10) 0.025(10) -0.004(9) C17' 0.107(10) 0.111(11) 0.098(11) 0.002(11) 0.015(10) 0.000(10) C18' 0.077(6) 0.043(6) 0.038(6) 0.000(6) 0.007(5) 0.002(6) C19' 0.084(6) 0.043(7) 0.042(6) 0.003(6) 0.002(6) -0.001(6) C20' 0.087(7) 0.043(8) 0.043(7) 0.003(7) 0.002(7) -0.004(7) C21' 0.087(8) 0.045(8) 0.044(7) 0.002(7) 0.008(7) -0.001(7) C22' 0.083(7) 0.045(7) 0.042(7) 0.001(6) 0.011(6) -0.001(7) C23' 0.078(6) 0.048(6) 0.040(6) 0.001(6) 0.012(6) 0.002(6) C24' 0.077(7) 0.048(7) 0.041(7) 0.000(6) 0.015(7) 0.000(7) C25' 0.085(8) 0.056(9) 0.052(8) 0.006(8) 0.000(8) -0.001(8) C26' 0.079(10) 0.072(11) 0.060(11) 0.006(10) -0.001(10) -0.002(10) C27' 0.066(16) 0.083(16) 0.071(16) 0.009(15) -0.001(15) -0.002(13) N4 0.043(4) 0.050(5) 0.033(4) 0.000(4) 0.000(3) -0.001(4) C28 0.056(7) 0.055(6) 0.056(7) 0.008(6) 0.002(6) -0.004(5) C29 0.075(9) 0.049(6) 0.047(6) 0.003(5) -0.002(7) 0.006(6) C30 0.047(6) 0.090(9) 0.030(4) 0.005(6) 0.001(4) 0.007(7) C31 0.061(7) 0.090(9) 0.029(4) 0.002(6) -0.006(4) 0.009(7) 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 O3 Cu1 N2 173.8(5) . . ? O3 Cu1 N1 99.2(5) . . ? N2 Cu1 N1 80.4(4) . . ? O3 Cu1 N3 100.8(5) . . ? N2 Cu1 N3 80.4(4) . . ? N1 Cu1 N3 159.2(4) . . ? Cu1 O3 H3A 109.5 . . ? C1 N1 C18 118.5(10) . . ? C1 N1 Cu1 117.4(8) . . ? C18 N1 Cu1 124.1(8) . . ? C7 N3 C8 122.5(10) . . ? C7 N3 Cu1 114.5(8) . . ? C8 N3 Cu1 122.3(8) . . ? O1 C1 N1 130.9(11) . . ? O1 C1 C2 117.6(10) . . ? N1 C1 C2 111.3(9) . . ? C2 N2 C6 120.0 . . ? C2 N2 Cu1 119.9(4) . . ? C6 N2 Cu1 119.7(4) . . ? N2 C2 C3 120.0 . . ? N2 C2 C1 110.2(7) . . ? C3 C2 C1 129.8(7) . . ? C4 C3 C2 120.0 . . ? C4 C3 H3B 120.0 . . ? C2 C3 H3B 120.0 . . ? C5 C4 C3 120.0 . . ? C5 C4 H4A 120.0 . . ? C3 C4 H4A 120.0 . . ? C6 C5 C4 120.0 . . ? C6 C5 H5A 120.0 . . ? C4 C5 H5A 120.0 . . ? C5 C6 N2 120.0 . . ? C5 C6 C7 129.4(7) . . ? N2 C6 C7 110.5(7) . . ? O2 C7 N3 126.3(12) . . ? O2 C7 C6 119.3(11) . . ? N3 C7 C6 114.1(10) . . ? C9 C8 C13 120.0 . . ? C9 C8 N3 114.5(11) . . ? C13 C8 N3 125.5(11) . . ? C10 C9 C8 120.0 . . ? C10 C9 C15 123.9(12) . . ? C8 C9 C15 115.9(12) . . ? C9 C10 C11 120.0 . . ? C9 C10 H10A 120.0 . . ? C11 C10 H10A 120.0 . . ? C10 C11 C12 120.0 . . ? C10 C11 H11A 120.0 . . ? C12 C11 H11A 120.0 . . ? C13 C12 C11 120.0 . . ? C13 C12 H12A 120.0 . . ? C11 C12 H12A 120.0 . . ? C12 C13 C8 120.0 . . ? C12 C13 C14 113.1(14) . . ? C8 C13 C14 126.9(14) . . ? C13 C14 H14A 109.5 . . ? C13 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C13 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C9 C15 C16 112.9(18) . . ? C9 C15 H15A 109.0 . . ? C16 C15 H15A 109.0 . . ? C9 C15 H15B 109.0 . . ? C16 C15 H15B 109.0 . . ? H15A C15 H15B 107.8 . . ? C17 C16 C15 120(2) . . ? C17 C16 H16A 120.1 . . ? C15 C16 H16A 120.1 . . ? C16 C17 H17A 120.0 . . ? C16 C17 H17B 120.0 . . ? H17A C17 H17B 120.0 . . ? C19 C18 C23 123.0(15) . . ? C19 C18 N1 119.8(15) . . ? C23 C18 N1 117.0(16) . . ? C18 C19 C20 122.4(17) . . ? C18 C19 C25 119.9(16) . . ? C20 C19 C25 117.7(18) . . ? C19 C20 C21 114.8(18) . . ? C19 C20 H20A 122.6 . . ? C21 C20 H20A 122.6 . . ? C22 C21 C20 123.9(18) . . ? C22 C21 H21A 118.0 . . ? C20 C21 H21A 118.0 . . ? C21 C22 C23 123.0(17) . . ? C21 C22 H22A 118.5 . . ? C23 C22 H22A 118.5 . . ? C24 C23 C18 123.4(16) . . ? C24 C23 C22 123.9(17) . . ? C18 C23 C22 112.8(17) . . ? 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 123.9(19) . . ? C19 C25 H25A 106.4 . . ? C26 C25 H25A 106.4 . . ? C19 C25 H25B 106.4 . . ? C26 C25 H25B 106.4 . . ? H25A C25 H25B 106.4 . . ? C27 C26 C25 123(2) . . ? C27 C26 H26A 118.6 . . ? C25 C26 H26A 118.6 . . ? C26 C27 H27A 120.0 . . ? C26 C27 H27B 120.0 . . ? H27A C27 H27B 120.0 . . ? N2' Cu1' O3' 159.2(15) . . ? N2' Cu1' N1' 81.2(8) . . ? O3' Cu1' N1' 102.1(10) . . ? N2' Cu1' N3' 79.8(8) . . ? O3' Cu1' N3' 97.5(10) . . ? N1' Cu1' N3' 160.3(10) . . ? Cu1' O3' H3'A 109.5 . . ? C18' N1' C1' 128(2) . . ? C18' N1' Cu1' 116(2) . . ? C1' N1' Cu1' 114.0(15) . . ? C7' N3' C8' 114.2(19) . . ? C7' N3' Cu1' 115.1(16) . . ? C8' N3' Cu1' 130.7(17) . . ? O1' C1' N1' 125(2) . . ? O1' C1' C2' 120(2) . . ? N1' C1' C2' 115(2) . . ? C2' N2' C6' 120.0 . . ? C2' N2' Cu1' 119.0(11) . . ? C6' N2' Cu1' 120.2(11) . . ? C3' C2' N2' 120.0 . . ? C3' C2' C1' 128.9(17) . . ? N2' C2' C1' 110.9(16) . . ? C2' C3' C4' 120.0 . . ? C2' C3' H3'B 120.0 . . ? C4' C3' H3'B 120.0 . . ? C3' C4' C5' 120.0 . . ? C3' C4' H4'A 120.0 . . ? C5' C4' H4'A 120.0 . . ? C4' C5' C6' 120.0 . . ? C4' C5' H5'A 120.0 . . ? C6' C5' H5'A 120.0 . . ? C5' C6' N2' 120.0 . . ? C5' C6' C7' 129.4(16) . . ? N2' C6' C7' 110.6(16) . . ? O2' C7' N3' 126(2) . . ? O2' C7' C6' 121(2) . . ? N3' C7' C6' 113(2) . . ? C9' C8' C13' 120.0 . . ? C9' C8' N3' 119(3) . . ? C13' C8' N3' 119(3) . . ? C15' C9' C8' 117(4) . . ? C15' C9' C10' 123(4) . . ? C8' C9' C10' 120.0 . . ? C11' C10' C9' 120.0 . . ? C11' C10' H10B 120.0 . . ? C9' C10' H10B 120.0 . . ? C12' C11' C10' 120.0 . . ? C12' C11' H11B 120.0 . . ? C10' C11' H11B 120.0 . . ? C13' C12' C11' 120.0 . . ? C13' C12' H12B 120.0 . . ? C11' C12' H12B 120.0 . . ? C12' C13' C8' 120.0 . . ? C12' C13' C14' 123(3) . . ? C8' C13' C14' 117(3) . . ? C13' C14' H14D 109.5 . . ? C13' C14' H14E 109.5 . . ? H14D C14' H14E 109.5 . . ? C13' C14' H14F 109.5 . . ? H14D C14' H14F 109.5 . . ? H14E C14' H14F 109.5 . . ? C9' C15' C16' 138(5) . . ? C9' C15' H15C 102.7 . . ? C16' C15' H15C 102.7 . . ? C9' C15' H15D 102.7 . . ? C16' C15' H15D 102.7 . . ? H15C C15' H15D 105.0 . . ? C17' C16' C15' 118(4) . . ? C17' C16' H16B 121.1 . . ? C15' C16' H16B 121.2 . . ? C16' C17' H17C 120.0 . . ? C16' C17' H17D 120.0 . . ? H17C C17' H17D 120.0 . . ? N1' C18' C19' 115(3) . . ? N1' C18' C23' 125(3) . . ? C19' C18' C23' 120.0 . . ? C20' C19' C18' 120.0 . . ? C20' C19' C25' 122(2) . . ? C18' C19' C25' 118(2) . . ? C21' C20' C19' 120.0 . . ? C21' C20' H20B 120.0 . . ? C19' C20' H20B 120.0 . . ? C20' C21' C22' 120.0 . . ? C20' C21' H21B 120.0 . . ? C22' C21' H21B 120.0 . . ? C23' C22' C21' 120.0 . . ? C23' C22' H22B 120.0 . . ? C21' C22' H22B 120.0 . . ? C24' C23' C22' 120(5) . . ? C24' C23' C18' 120(5) . . ? C22' C23' C18' 120.0 . . ? C23' C24' H24D 109.5 . . ? C23' C24' H24E 109.5 . . ? H24D C24' H24E 109.5 . . ? C23' C24' H24F 109.5 . . ? H24D C24' H24F 109.5 . . ? H24E C24' H24F 109.5 . . ? C26' C25' C19' 114(2) . . ? C26' C25' H25C 108.7 . . ? C19' C25' H25C 108.7 . . ? C26' C25' H25D 108.7 . . ? C19' C25' H25D 108.7 . . ? H25C C25' H25D 107.6 . . ? C27' C26' C25' 122(3) . . ? C27' C26' H26B 118.9 . . ? C25' C26' H26B 118.9 . . ? C26' C27' H27C 120.0 . . ? C26' C27' H27D 120.0 . . ? H27C C27' H27D 120.0 . . ? C29 N4 C31 110.9(10) . . ? C29 N4 C28 110.0(9) . . ? C31 N4 C28 109.6(10) . . ? C29 N4 C30 110.0(9) . . ? C31 N4 C30 109.1(8) . . ? C28 N4 C30 107.1(9) . . ? 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 . . ? 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 O3 1.863(10) . ? Cu1 N2 1.869(6) . ? Cu1 N1 1.958(11) . ? Cu1 N3 2.038(10) . ? O1 C1 1.239(14) . ? O2 C7 1.270(13) . ? O3 H3A 0.8400 . ? N1 C1 1.359(14) . ? N1 C18 1.455(17) . ? N3 C7 1.331(15) . ? N3 C8 1.398(14) . ? C1 C2 1.495(12) . ? N2 C2 1.3900 . ? N2 C6 1.3900 . ? C2 C3 1.3900 . ? C3 C4 1.3900 . ? C3 H3B 0.9500 . ? C4 C5 1.3900 . ? C4 H4A 0.9500 . ? C5 C6 1.3900 . ? C5 H5A 0.9500 . ? C6 C7 1.487(13) . ? C8 C9 1.3900 . ? C8 C13 1.3900 . ? C9 C10 1.3900 . ? C9 C15 1.41(3) . ? C10 C11 1.3900 . ? C10 H10A 0.9500 . ? C11 C12 1.3900 . ? C11 H11A 0.9500 . ? C12 C13 1.3900 . ? C12 H12A 0.9500 . ? C13 C14 1.41(3) . ? C14 H14A 0.9800 . ? C14 H14B 0.9800 . ? C14 H14C 0.9800 . ? C15 C16 1.49(2) . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C17 1.38(2) . ? C16 H16A 0.9500 . ? C17 H17A 0.9500 . ? C17 H17B 0.9500 . ? C18 C19 1.34(3) . ? C18 C23 1.43(2) . ? C19 C20 1.41(3) . ? C19 C25 1.45(2) . ? C20 C21 1.42(3) . ? C20 H20A 0.9500 . ? C21 C22 1.28(3) . ? C21 H21A 0.9500 . ? C22 C23 1.46(2) . ? C22 H22A 0.9500 . ? C23 C24 1.36(3) . ? C24 H24A 0.9800 . ? C24 H24B 0.9800 . ? C24 H24C 0.9800 . ? C25 C26 1.466(19) . ? C25 H25A 0.9900 . ? C25 H25B 0.9900 . ? C26 C27 1.38(2) . ? C26 H26A 0.9500 . ? C27 H27A 0.9500 . ? C27 H27B 0.9500 . ? Cu1' N2' 1.882(15) . ? Cu1' O3' 1.885(19) . ? Cu1' N1' 2.021(19) . ? Cu1' N3' 2.038(19) . ? O1' C1' 1.26(2) . ? O2' C7' 1.23(2) . ? O3' H3'A 0.8400 . ? N1' C18' 1.31(3) . ? N1' C1' 1.34(2) . ? N3' C7' 1.36(2) . ? N3' C8' 1.72(4) . ? C1' C2' 1.48(2) . ? N2' C2' 1.3900 . ? N2' C6' 1.3900 . ? C2' C3' 1.3900 . ? C3' C4' 1.3900 . ? C3' H3'B 0.9500 . ? C4' C5' 1.3900 . ? C4' H4'A 0.9500 . ? C5' C6' 1.3900 . ? C5' H5'A 0.9500 . ? C6' C7' 1.50(2) . ? C8' C9' 1.3900 . ? C8' C13' 1.3900 . ? C9' C15' 1.26(6) . ? C9' C10' 1.3900 . ? C10' C11' 1.3900 . ? C10' H10B 0.9500 . ? C11' C12' 1.3900 . ? C11' H11B 0.9500 . ? C12' C13' 1.3900 . ? C12' H12B 0.9500 . ? C13' C14' 1.75(9) . ? C14' H14D 0.9800 . ? C14' H14E 0.9800 . ? C14' H14F 0.9800 . ? C15' C16' 1.49(3) . ? C15' H15C 0.9900 . ? C15' H15D 0.9900 . ? C16' C17' 1.40(3) . ? C16' H16B 0.9500 . ? C17' H17C 0.9500 . ? C17' H17D 0.9500 . ? C18' C19' 1.3900 . ? C18' C23' 1.3900 . ? C19' C20' 1.3900 . ? C19' C25' 1.52(3) . ? C20' C21' 1.3900 . ? C20' H20B 0.9500 . ? C21' C22' 1.3900 . ? C21' H21B 0.9500 . ? C22' C23' 1.3900 . ? C22' H22B 0.9500 . ? C23' C24' 1.02(7) . ? C24' H24D 0.9800 . ? C24' H24E 0.9800 . ? C24' H24F 0.9800 . ? C25' C26' 1.51(2) . ? C25' H25C 0.9900 . ? C25' H25D 0.9900 . ? C26' C27' 1.37(2) . ? C26' H26B 0.9500 . ? C27' H27C 0.9500 . ? C27' H27D 0.9500 . ? N4 C29 1.455(15) . ? N4 C31 1.474(12) . ? N4 C28 1.474(15) . ? N4 C30 1.497(12) . ? 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 . ? 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 C18 N1 C1 O1 -3(3) . . . . ? Cu1 N1 C1 O1 177.6(14) . . . . ? C18 N1 C1 C2 172.8(13) . . . . ? Cu1 N1 C1 C2 -6.5(16) . . . . ? N1 Cu1 N2 C2 -8.0(6) . . . . ? N3 Cu1 N2 C2 179.9(7) . . . . ? N1 Cu1 N2 C6 179.4(6) . . . . ? N3 Cu1 N2 C6 7.3(6) . . . . ? C6 N2 C2 C3 0.0 . . . . ? Cu1 N2 C2 C3 -172.6(6) . . . . ? C6 N2 C2 C1 179.1(10) . . . . ? Cu1 N2 C2 C1 6.5(9) . . . . ? O1 C1 C2 N2 176.8(11) . . . . ? N1 C1 C2 N2 0.3(14) . . . . ? O1 C1 C2 C3 -4.2(19) . . . . ? N1 C1 C2 C3 179.3(9) . . . . ? N2 C2 C3 C4 0.0 . . . . ? C1 C2 C3 C4 -178.9(12) . . . . ? C2 C3 C4 C5 0.0 . . . . ? C3 C4 C5 C6 0.0 . . . . ? C4 C5 C6 N2 0.0 . . . . ? C4 C5 C6 C7 -176.3(13) . . . . ? C2 N2 C6 C5 0.0 . . . . ? Cu1 N2 C6 C5 172.6(6) . . . . ? C2 N2 C6 C7 176.9(11) . . . . ? Cu1 N2 C6 C7 -10.5(10) . . . . ? C8 N3 C7 O2 -6(3) . . . . ? Cu1 N3 C7 O2 -176.6(15) . . . . ? C8 N3 C7 C6 167.9(14) . . . . ? Cu1 N3 C7 C6 -2.8(19) . . . . ? C5 C6 C7 O2 -1(2) . . . . ? N2 C6 C7 O2 -177.7(13) . . . . ? C5 C6 C7 N3 -175.4(11) . . . . ? N2 C6 C7 N3 8.1(18) . . . . ? C7 N3 C8 C9 117.8(16) . . . . ? Cu1 N3 C8 C9 -72.2(14) . . . . ? C7 N3 C8 C13 -63(2) . . . . ? Cu1 N3 C8 C13 106.5(11) . . . . ? C13 C8 C9 C10 0.0 . . . . ? N3 C8 C9 C10 178.8(11) . . . . ? C13 C8 C9 C15 -176.5(14) . . . . ? N3 C8 C9 C15 2.3(14) . . . . ? C8 C9 C10 C11 0.0 . . . . ? C15 C9 C10 C11 176.2(15) . . . . ? C9 C10 C11 C12 0.0 . . . . ? C10 C11 C12 C13 0.0 . . . . ? C11 C12 C13 C8 0.0 . . . . ? C11 C12 C13 C14 -179.4(14) . . . . ? C9 C8 C13 C12 0.0 . . . . ? N3 C8 C13 C12 -178.6(12) . . . . ? C9 C8 C13 C14 179.3(16) . . . . ? N3 C8 C13 C14 0.7(17) . . . . ? C10 C9 C15 C16 3(2) . . . . ? C8 C9 C15 C16 179.8(14) . . . . ? C9 C15 C16 C17 124(2) . . . . ? C1 N1 C18 C19 -107.8(15) . . . . ? Cu1 N1 C18 C19 71.4(15) . . . . ? C1 N1 C18 C23 78.2(17) . . . . ? Cu1 N1 C18 C23 -102.6(13) . . . . ? C23 C18 C19 C20 -1.3(15) . . . . ? N1 C18 C19 C20 -175.0(13) . . . . ? C23 C18 C19 C25 179.4(14) . . . . ? N1 C18 C19 C25 5.8(16) . . . . ? C18 C19 C20 C21 -0.8(15) . . . . ? C25 C19 C20 C21 178.5(14) . . . . ? C19 C20 C21 C22 3(2) . . . . ? C20 C21 C22 C23 -4(3) . . . . ? C19 C18 C23 C24 -178.8(14) . . . . ? N1 C18 C23 C24 -5(2) . . . . ? C19 C18 C23 C22 1.1(17) . . . . ? N1 C18 C23 C22 174.9(11) . . . . ? C21 C22 C23 C24 -178.7(17) . . . . ? C21 C22 C23 C18 1(2) . . . . ? C18 C19 C25 C26 167.2(16) . . . . ? C20 C19 C25 C26 -12(2) . . . . ? C19 C25 C26 C27 128(3) . . . . ? C18' N1' C1' O1' -17(9) . . . . ? Cu1' N1' C1' O1' 178(4) . . . . ? C18' N1' C1' C2' 166(4) . . . . ? Cu1' N1' C1' C2' 0(6) . . . . ? O3' Cu1' N2' C2' 97(3) . . . . ? N1' Cu1' N2' C2' -3.8(19) . . . . ? N3' Cu1' N2' C2' -179(2) . . . . ? O3' Cu1' N2' C6' -73(3) . . . . ? N1' Cu1' N2' C6' -173.6(19) . . . . ? N3' Cu1' N2' C6' 11.5(19) . . . . ? C6' N2' C2' C3' 0.0 . . . . ? Cu1' N2' C2' C3' -169.8(18) . . . . ? C6' N2' C2' C1' 175(3) . . . . ? Cu1' N2' C2' C1' 5(3) . . . . ? O1' C1' C2' C3' -7(7) . . . . ? N1' C1' C2' C3' 171(3) . . . . ? O1' C1' C2' N2' 179(4) . . . . ? N1' C1' C2' N2' -3(5) . . . . ? N2' C2' C3' C4' 0.0 . . . . ? C1' C2' C3' C4' -174(4) . . . . ? C2' C3' C4' C5' 0.0 . . . . ? C3' C4' C5' C6' 0.0 . . . . ? C4' C5' C6' N2' 0.0 . . . . ? C4' C5' C6' C7' -180(4) . . . . ? C2' N2' C6' C5' 0.0 . . . . ? Cu1' N2' C6' C5' 169.7(18) . . . . ? C2' N2' C6' C7' 180(3) . . . . ? Cu1' N2' C6' C7' -10(3) . . . . ? C8' N3' C7' O2' 1(8) . . . . ? Cu1' N3' C7' O2' -178(5) . . . . ? C8' N3' C7' C6' -174(3) . . . . ? Cu1' N3' C7' C6' 8(5) . . . . ? C5' C6' C7' O2' 6(7) . . . . ? N2' C6' C7' O2' -174(4) . . . . ? C5' C6' C7' N3' -179(3) . . . . ? N2' C6' C7' N3' 1(5) . . . . ? C7' N3' C8' C9' 109(4) . . . . ? Cu1' N3' C8' C9' -72(4) . . . . ? C7' N3' C8' C13' -87(4) . . . . ? Cu1' N3' C8' C13' 91(4) . . . . ? C13' C8' C9' C15' 178(3) . . . . ? N3' C8' C9' C15' -18(3) . . . . ? C13' C8' C9' C10' 0.0 . . . . ? N3' C8' C9' C10' 163(3) . . . . ? C15' C9' C10' C11' -178(3) . . . . ? C8' C9' C10' C11' 0.0 . . . . ? C9' C10' C11' C12' 0.0 . . . . ? C10' C11' C12' C13' 0.0 . . . . ? C11' C12' C13' C8' 0.0 . . . . ? C11' C12' C13' C14' -179(2) . . . . ? C9' C8' C13' C12' 0.0 . . . . ? N3' C8' C13' C12' -163(3) . . . . ? C9' C8' C13' C14' 179(2) . . . . ? N3' C8' C13' C14' 16(3) . . . . ? C8' C9' C15' C16' 87(8) . . . . ? C10' C9' C15' C16' -94(8) . . . . ? C9' C15' C16' C17' 93(10) . . . . ? C1' N1' C18' C19' 77(5) . . . . ? Cu1' N1' C18' C19' -118(2) . . . . ? C1' N1' C18' C23' -101(5) . . . . ? Cu1' N1' C18' C23' 64(3) . . . . ? N1' C18' C19' C20' -178(3) . . . . ? C23' C18' C19' C20' 0.0 . . . . ? N1' C18' C19' C25' -1(3) . . . . ? C23' C18' C19' C25' 177(3) . . . . ? C18' C19' C20' C21' 0.0 . . . . ? C25' C19' C20' C21' -177(3) . . . . ? C19' C20' C21' C22' 0.0 . . . . ? C20' C21' C22' C23' 0.0 . . . . ? C21' C22' C23' C24' -172(4) . . . . ? C21' C22' C23' C18' 0.0 . . . . ? N1' C18' C23' C24' -11(4) . . . . ? C19' C18' C23' C24' 172(4) . . . . ? N1' C18' C23' C22' 178(3) . . . . ? C19' C18' C23' C22' 0.0 . . . . ? C20' C19' C25' C26' 1(4) . . . . ? C18' C19' C25' C26' -176(3) . . . . ? C19' C25' C26' C27' 116(5) . . . . ? loop_ _cod_changelog_entry_id _cod_changelog_entry_author _cod_changelog_entry_date _cod_changelog_entry_text 1 'Vaitkus, Antanas' 2024-10-01T18:40:00+03:00 ; Reassigned the incorrect value of the '_chemical_name_common' data item to the '_refine_special_details' data item. ;