#------------------------------------------------------------------------------ #$Date: 2026-06-30 01:16:22 +0100 (Tue, 30 Jun 2026) $ #$Revision: 306681 $ #$URL: svn://www.crystallography.net/cod/cif/7/72/11/7721178.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_7721178 loop_ _publ_author_name 'Karthikeyan, L.' 'Mathur, Shobhit' 'Shahnaz, Nafeesa' 'Patra, Snehashish' 'Roy, Anindya' 'Maji, Somnath' _publ_section_title ; Electronic Effects of 4/-Aryl Substitution in Terpyridine Copper(II) Complexes: Structural Insights, DNA-Binding Affinity, and Cytotoxic Evaluation ; _journal_name_full 'Dalton Transactions' _journal_paper_doi 10.1039/D6DT00795C _journal_year 2026 _chemical_formula_moiety 'C34 H24 Cu N6, 2(Cl O4)' _chemical_formula_sum 'C34 H24 Cl2 Cu N6 O8' _chemical_formula_weight 779.03 _chemical_name_systematic SNM_SM_181 _space_group_crystal_system monoclinic _space_group_IT_number 14 _space_group_name_Hall '-P 2ybc' _space_group_name_H-M_alt 'P 1 21/c 1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary dual _audit_creation_date 2024-12-23 _audit_creation_method ; Olex2 1.5 (compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928) ; _audit_update_record ; 2026-03-02 deposited with the CCDC. 2026-06-26 downloaded from the CCDC. ; _cell_angle_alpha 90 _cell_angle_beta 90.849(14) _cell_angle_gamma 90 _cell_formula_units_Z 4 _cell_length_a 9.626(3) _cell_length_b 8.169(2) _cell_length_c 42.246(12) _cell_measurement_reflns_used 7316 _cell_measurement_temperature 223(2) _cell_measurement_theta_max 23.072 _cell_measurement_theta_min 2.312 _cell_volume 3321.6(16) _computing_cell_refinement 'SAINT V8.40B (?, 2016)' _computing_data_reduction 'SAINT V8.40B (?, 2016)' _computing_molecular_graphics 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_publication_material 'Olex2 1.5 (Dolomanov et al., 2009)' _computing_structure_refinement 'XL (Sheldrick, 2008)' _computing_structure_solution 'SHELXT (Sheldrick, 2015)' _diffrn_ambient_temperature 223.00 _diffrn_measured_fraction_theta_full 0.989 _diffrn_measured_fraction_theta_max 0.989 _diffrn_measurement_device_type 'Bruker APEX-V Photon II' _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_unetI/netI 0.0615 _diffrn_reflns_Laue_measured_fraction_full 0.989 _diffrn_reflns_Laue_measured_fraction_max 0.989 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_k_min 0 _diffrn_reflns_limit_l_max 50 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_number 5783 _diffrn_reflns_point_group_measured_fraction_full 0.989 _diffrn_reflns_point_group_measured_fraction_max 0.989 _diffrn_reflns_theta_full 24.997 _diffrn_reflns_theta_max 24.997 _diffrn_reflns_theta_min 1.928 _diffrn_source_current 1.4 _diffrn_source_power 0.07 _diffrn_source_voltage 50.0 _exptl_absorpt_coefficient_mu 0.881 _exptl_absorpt_correction_T_max 0.7455 _exptl_absorpt_correction_T_min 0.4992 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1364 before and 0.0672 after correction. The Ratio of minimum to maximum transmission is 0.6696. The \l/2 correction factor is Not present. ; _exptl_crystal_colour 'clear light blue' _exptl_crystal_colour_lustre clear _exptl_crystal_colour_modifier light _exptl_crystal_colour_primary blue _exptl_crystal_density_diffrn 1.558 _exptl_crystal_description block _exptl_crystal_F_000 1588 _exptl_crystal_recrystallization_method 'The material was recrystallised from a mixture of CH3CN and methanol by slow evaporation' _exptl_crystal_size_max 0.07 _exptl_crystal_size_mid 0.05 _exptl_crystal_size_min 0.04 _refine_diff_density_max 0.988 _refine_diff_density_min -0.681 _refine_diff_density_rms 0.094 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.118 _refine_ls_hydrogen_treatment constr _refine_ls_matrix_type full _refine_ls_number_parameters 461 _refine_ls_number_reflns 5783 _refine_ls_number_restraints 0 _refine_ls_restrained_S_all 1.118 _refine_ls_R_factor_all 0.1029 _refine_ls_R_factor_gt 0.0866 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'w=1/[\s^2^(Fo^2^)+(0.1046P)^2^+12.5680P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.2332 _refine_ls_wR_factor_ref 0.2442 _reflns_Friedel_coverage 0.000 _reflns_number_gt 4737 _reflns_number_total 5783 _reflns_threshold_expression 'I > 2\s(I)' _cod_data_source_file d6dt00795c2.cif _cod_data_source_block mo_snm_sm_exp_181 _cod_original_cell_volume 3321.7(16) _cod_database_code 7721178 _shelx_shelxl_version_number 2019/1 _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_max 0.966 _shelx_estimated_absorpt_t_min 0.941 _olex2_refinement_description ; 1. Twinned data refinement Scales: 0.864(2) 0.136(2) 2. Fixed Uiso At 1.2 times of: All C(H) groups 3.a Aromatic/amide H refined with riding coordinates: C7(H7), C15(H15), C21(H21), C20(H20), C19(H19), C18(H18), C10(H10), C11(H11), C12(H12), C13(H13), C14(H14), C1(H1), C2(H2), C3(H3), C4(H4), C33(H33), C32(H32), C31(H31), C29(H29), C28(H28), C22(H22), C23(H23), C24(H24), C25(H25) ; _shelx_res_file ; TITL mo_SNM_SM_EXP_181_a.res in P2(1)/c mo_snm_sm_exp_181.res created by SHELXL-2019/1 at 15:36:02 on 23-Dec-2024 CELL 0.71073 9.6264 8.1689 42.2461 90 90.849 90 ZERR 4 0.0029 0.0021 0.0121 0 0.014 0 LATT 1 SYMM -X,0.5+Y,0.5-Z SFAC C H Cl Cu N O UNIT 136 96 8 4 24 32 L.S. 20 PLAN 5 0 0 SIZE 0.05 0.04 0.07 TEMP -50.15 CONF LIST 6 HTAB BOND $H MORE -1 fmap 2 acta OMIT -3 50 OMIT -8 0 40 OMIT -8 4 34 OMIT -8 4 35 OMIT -3 0 8 OMIT -3 0 16 OMIT -3 2 14 OMIT -2 0 2 OMIT -2 0 6 OMIT -2 0 16 OMIT -2 0 18 OMIT -2 0 28 OMIT -2 0 40 OMIT -2 0 52 OMIT -2 1 3 OMIT -2 1 19 OMIT -2 1 23 OMIT -2 1 26 OMIT -2 1 27 OMIT -2 2 9 OMIT -2 2 10 OMIT -2 2 12 OMIT -2 2 16 OMIT -2 2 17 OMIT -2 2 26 OMIT -2 3 10 OMIT -2 3 45 OMIT -2 4 1 OMIT -2 4 17 OMIT -2 5 3 OMIT -2 7 38 OMIT -1 0 2 OMIT -1 0 4 OMIT -1 1 2 OMIT -1 1 52 OMIT -1 7 29 OMIT 0 0 6 OMIT 0 0 54 OMIT 1 0 4 OMIT 1 1 1 OMIT 1 1 3 OMIT 1 1 4 OMIT 1 1 52 OMIT 1 1 53 OMIT 1 4 47 OMIT 2 0 6 OMIT 2 0 14 OMIT 2 0 22 OMIT 2 0 32 OMIT 2 0 38 OMIT 2 1 33 OMIT 2 2 10 OMIT 2 2 11 OMIT 2 3 1 OMIT 2 4 3 OMIT 2 4 10 OMIT 2 4 11 OMIT 2 4 31 OMIT 2 4 34 OMIT 2 5 1 OMIT 2 5 13 OMIT 2 6 14 OMIT 2 6 38 OMIT 3 0 20 OMIT 3 0 32 OMIT 3 1 30 OMIT 3 2 49 OMIT 4 1 1 OMIT 4 1 5 OMIT 4 1 46 OMIT 4 8 29 OMIT 5 4 41 OMIT 7 1 40 OMIT 7 8 10 OMIT 9 0 30 REM REM REM WGHT 0.104600 12.568001 BASF 0.13624 FVAR 1.03819 CU1 4 0.175906 0.421870 0.376770 11.00000 0.04384 0.04355 = 0.03244 0.00366 0.00186 0.00738 CL1 3 0.693838 0.230212 0.458005 11.00000 0.07322 0.07334 = 0.05027 0.01123 -0.01276 -0.00163 CL2 3 0.517351 0.759171 0.290078 11.00000 0.04673 0.08853 = 0.07164 0.01879 0.00471 0.00887 N2 5 0.127476 0.451915 0.332775 11.00000 0.03713 0.04637 = 0.04087 0.00726 -0.00075 0.00370 N5 5 0.202264 0.340238 0.420949 11.00000 0.04815 0.04917 = 0.03626 -0.00275 0.00148 0.00572 O3 6 0.694815 0.176498 0.427745 11.00000 0.25721 0.17211 = 0.06596 -0.02760 -0.02390 -0.03459 N1 5 0.352982 0.336006 0.355978 11.00000 0.04435 0.04698 = 0.03519 0.00774 0.00024 0.00958 N3 5 -0.025103 0.506609 0.380652 11.00000 0.04445 0.04438 = 0.04035 -0.00235 0.00999 0.00944 N6 5 0.078996 0.112530 0.406736 11.00000 0.07219 0.05254 = 0.04465 -0.00519 0.00356 -0.00878 N4 5 0.288137 0.626670 0.400478 11.00000 0.05001 0.04177 = 0.06196 -0.00089 0.00475 0.00608 C6 1 0.001985 0.510799 0.324950 11.00000 0.03414 0.04018 = 0.04498 0.00463 -0.00051 0.00237 C7 1 -0.038798 0.524776 0.293826 11.00000 0.03566 0.05285 = 0.04799 0.00561 -0.00271 0.00815 AFIX 43 H7 2 -0.125974 0.569729 0.288529 11.00000 -1.20000 AFIX 0 C8 1 0.049956 0.471818 0.270020 11.00000 0.04598 0.04645 = 0.03514 0.00521 -0.00231 -0.00358 C15 1 0.180362 0.411528 0.278882 11.00000 0.04213 0.05761 = 0.03729 0.00615 0.00044 0.00502 AFIX 43 H15 2 0.243238 0.377242 0.263412 11.00000 -1.20000 AFIX 0 C16 1 0.216019 0.402739 0.310435 11.00000 0.04155 0.04585 = 0.03284 -0.00079 0.00074 0.00818 C17 1 0.348260 0.340960 0.323891 11.00000 0.04024 0.05179 = 0.03995 0.00351 -0.00023 0.00648 C21 1 0.469317 0.292390 0.370969 11.00000 0.04810 0.05980 = 0.03840 0.00009 -0.00301 0.01222 AFIX 43 H21 2 0.472393 0.290505 0.393216 11.00000 -1.20000 AFIX 0 C20 1 0.586514 0.249519 0.354098 11.00000 0.05532 0.09841 = 0.05518 0.00003 -0.01023 0.03561 AFIX 43 H20 2 0.668108 0.217120 0.364873 11.00000 -1.20000 AFIX 0 C19 1 0.582763 0.254640 0.321562 11.00000 0.06283 0.12474 = 0.05903 -0.01368 0.01148 0.04614 AFIX 43 H19 2 0.662239 0.227403 0.310021 11.00000 -1.20000 AFIX 0 C18 1 0.462356 0.299738 0.305969 11.00000 0.04975 0.08842 = 0.04378 -0.01275 -0.00471 0.02853 AFIX 43 H18 2 0.457615 0.302515 0.283735 11.00000 -1.20000 AFIX 0 C9 1 0.006596 0.483864 0.236236 11.00000 0.04124 0.05443 = 0.03689 0.00083 0.00124 0.00196 C10 1 -0.129529 0.460161 0.227195 11.00000 0.05035 0.07097 = 0.04265 0.00575 -0.00101 -0.00609 AFIX 43 H10 2 -0.196262 0.435531 0.242501 11.00000 -1.20000 AFIX 0 C11 1 -0.168653 0.472311 0.195826 11.00000 0.05392 0.09846 = 0.04207 0.00681 -0.00866 -0.00839 AFIX 43 H11 2 -0.261962 0.456060 0.189744 11.00000 -1.20000 AFIX 0 C12 1 -0.071139 0.508275 0.173336 11.00000 0.07008 0.09288 = 0.03781 0.00981 -0.00855 -0.00302 AFIX 43 H12 2 -0.098025 0.516985 0.151921 11.00000 -1.20000 AFIX 0 C13 1 0.063608 0.531136 0.182046 11.00000 0.06222 0.12740 = 0.03488 0.01797 0.00275 -0.01251 AFIX 43 H13 2 0.129576 0.557405 0.166668 11.00000 -1.20000 AFIX 0 C14 1 0.104325 0.516091 0.213279 11.00000 0.04655 0.09969 = 0.04164 0.01337 -0.00194 -0.00335 AFIX 43 H14 2 0.198494 0.527679 0.219049 11.00000 -1.20000 AFIX 0 C5 1 -0.081705 0.551490 0.352687 11.00000 0.04128 0.05070 = 0.04837 0.00436 0.00602 0.00273 C1 1 -0.094234 0.529108 0.407442 11.00000 0.06735 0.05475 = 0.04264 -0.00022 0.00965 0.00027 AFIX 43 H1 2 -0.054455 0.494564 0.426768 11.00000 -1.20000 AFIX 0 C2 1 -0.223438 0.602469 0.407146 11.00000 0.05496 0.08794 = 0.06046 -0.00510 0.02185 0.00763 AFIX 43 H2 2 -0.271502 0.617816 0.426124 11.00000 -1.20000 AFIX 0 C3 1 -0.280998 0.652755 0.378878 11.00000 0.04568 0.10697 = 0.07554 -0.01296 0.01560 0.01849 AFIX 43 H3 2 -0.368574 0.703649 0.378257 11.00000 -1.20000 AFIX 0 C4 1 -0.209003 0.627725 0.351570 11.00000 0.04827 0.07600 = 0.05765 0.00770 0.00404 0.01487 AFIX 43 H4 2 -0.246663 0.662695 0.332059 11.00000 -1.20000 AFIX 0 C34 1 0.150335 0.194514 0.429615 11.00000 0.05439 0.04372 = 0.04072 0.00853 0.01051 0.00734 C33 1 0.025115 -0.028837 0.414327 11.00000 0.08434 0.05370 = 0.06218 -0.00645 0.00749 -0.01594 AFIX 43 H33 2 -0.024943 -0.085735 0.398538 11.00000 -1.20000 AFIX 0 C32 1 0.036411 -0.100592 0.443846 11.00000 0.08869 0.05311 = 0.07892 0.01569 0.01617 -0.00191 AFIX 43 H32 2 -0.005788 -0.202235 0.447749 11.00000 -1.20000 AFIX 0 C31 1 0.107948 -0.024092 0.466821 11.00000 0.09307 0.05777 = 0.06362 0.01549 0.01978 0.00802 AFIX 43 H31 2 0.118354 -0.073207 0.486838 11.00000 -1.20000 AFIX 0 C30 1 0.167741 0.130258 0.461000 11.00000 0.06301 0.05751 = 0.03916 0.00876 0.00005 0.00921 C29 1 0.239893 0.226005 0.482293 11.00000 0.08486 0.08828 = 0.04797 0.01953 -0.00093 0.00498 AFIX 43 H29 2 0.253341 0.188166 0.503127 11.00000 -1.20000 AFIX 0 C28 1 0.292154 0.373544 0.474036 11.00000 0.07653 0.08750 = 0.04587 -0.00797 -0.01578 0.00083 AFIX 43 H28 2 0.342065 0.437560 0.488784 11.00000 -1.20000 AFIX 0 C27 1 0.269671 0.429089 0.442553 11.00000 0.05031 0.05671 = 0.04336 -0.00292 -0.00181 0.01456 C26 1 0.320472 0.591857 0.430656 11.00000 0.04519 0.04697 = 0.05612 -0.01093 0.00116 0.00541 C22 1 0.331654 0.767867 0.388578 11.00000 0.05444 0.05447 = 0.09689 0.01574 0.02117 0.00771 AFIX 43 H22 2 0.309520 0.792816 0.367376 11.00000 -1.20000 AFIX 0 C23 1 0.408851 0.880450 0.406309 11.00000 0.07688 0.03318 = 0.14595 -0.00657 0.03334 -0.00308 AFIX 43 H23 2 0.439427 0.979151 0.397340 11.00000 -1.20000 AFIX 0 C24 1 0.438787 0.842200 0.437392 11.00000 0.06709 0.07040 = 0.11077 -0.02695 -0.00100 -0.00686 AFIX 43 H24 2 0.489504 0.916415 0.450038 11.00000 -1.20000 AFIX 0 C25 1 0.394735 0.694932 0.450244 11.00000 0.06654 0.06471 = 0.07811 -0.02178 -0.00408 -0.00084 AFIX 43 H25 2 0.414840 0.667020 0.471406 11.00000 -1.20000 AFIX 0 O2 6 0.615010 0.373880 0.458933 11.00000 0.14661 0.16144 = 0.22396 0.09210 0.06963 0.07075 O1 6 0.643521 0.112886 0.479464 11.00000 0.16599 0.11885 = 0.09178 0.03927 -0.03355 -0.06507 O4 6 0.828691 0.274272 0.466993 11.00000 0.09556 0.15592 = 0.11024 0.05055 -0.02718 -0.03121 O7 6 0.402364 0.702056 0.271947 11.00000 0.05682 0.19014 = 0.22987 -0.04841 -0.02510 0.01460 O8 6 0.526476 0.919656 0.278579 11.00000 0.14395 0.09242 = 0.28618 0.02086 0.03002 -0.00143 O5 6 0.636587 0.675158 0.281252 11.00000 0.05681 0.14829 = 0.08773 -0.00846 0.00770 0.03192 O6 6 0.491422 0.743259 0.320262 11.00000 0.19305 0.45426 = 0.06787 0.05844 0.05054 0.20083 HKLF 5 REM mo_SNM_SM_EXP_181_a.res in P2(1)/c REM wR2 = 0.2442, GooF = S = 1.118, Restrained GooF = 1.118 for all data REM R1 = 0.0866 for 4737 Fo > 4sig(Fo) and 0.1029 for all 5783 data REM 461 parameters refined using 0 restraints END WGHT 0.1046 12.5680 REM Instructions for potential hydrogen bonds EQIV $1 x-1, y, z HTAB C7 O5_$1 HTAB C4 Cl2_$1 HTAB C4 O5_$1 HTAB C4 O6_$1 REM Highest difference peak 0.988, deepest hole -0.681, 1-sigma level 0.094 Q1 1 -0.0042 -0.4321 0.4842 11.00000 0.05 0.99 Q2 1 0.4002 0.6976 0.3019 11.00000 0.05 0.66 Q3 1 0.5660 0.8932 0.3131 11.00000 0.05 0.56 Q4 1 -0.1565 0.5907 0.1318 11.00000 0.05 0.50 Q5 1 -0.2341 0.4267 0.3752 11.00000 0.05 0.49 ; _shelx_res_checksum 35332 _olex2_submission_special_instructions 'No special instructions were received' loop_ _space_group_symop_operation_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -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 0.17591(9) 0.42187(10) 0.37677(2) 0.0399(3) Uani 1 1 d . . . . . Cl1 Cl 0.6938(3) 0.2302(3) 0.45800(5) 0.0657(6) Uani 1 1 d . . . . . Cl2 Cl 0.5174(2) 0.7592(3) 0.29008(6) 0.0689(7) Uani 1 1 d . . . . . N2 N 0.1275(6) 0.4519(7) 0.33278(14) 0.0415(13) Uani 1 1 d . . . . . N5 N 0.2023(6) 0.3402(8) 0.42095(13) 0.0445(14) Uani 1 1 d . . . . . O3 O 0.6948(15) 0.1765(16) 0.4277(2) 0.165(5) Uani 1 1 d . . . . . N1 N 0.3530(6) 0.3360(7) 0.35598(13) 0.0422(13) Uani 1 1 d . . . . . N3 N -0.0251(6) 0.5066(7) 0.38065(14) 0.0430(14) Uani 1 1 d . . . . . N6 N 0.0790(8) 0.1125(8) 0.40674(15) 0.0564(17) Uani 1 1 d . . . . . N4 N 0.2881(7) 0.6267(8) 0.40048(16) 0.0512(15) Uani 1 1 d . . . . . C6 C 0.0020(7) 0.5108(9) 0.32495(16) 0.0398(15) Uani 1 1 d . . . . . C7 C -0.0388(7) 0.5248(10) 0.29383(17) 0.0455(17) Uani 1 1 d . . . . . H7 H -0.125974 0.569729 0.288529 0.055 Uiso 1 1 calc R U . . . C8 C 0.0500(7) 0.4718(9) 0.27002(16) 0.0426(16) Uani 1 1 d . . . . . C15 C 0.1804(7) 0.4115(9) 0.27888(17) 0.0457(17) Uani 1 1 d . . . . . H15 H 0.243238 0.377242 0.263412 0.055 Uiso 1 1 calc R U . . . C16 C 0.2160(7) 0.4027(8) 0.31043(15) 0.0401(15) Uani 1 1 d . . . . . C17 C 0.3483(7) 0.3410(9) 0.32389(16) 0.0440(16) Uani 1 1 d . . . . . C21 C 0.4693(8) 0.2924(10) 0.37097(18) 0.0488(18) Uani 1 1 d . . . . . H21 H 0.472393 0.290505 0.393216 0.059 Uiso 1 1 calc R U . . . C20 C 0.5865(9) 0.2495(13) 0.3541(2) 0.070(3) Uani 1 1 d . . . . . H20 H 0.668108 0.217120 0.364873 0.084 Uiso 1 1 calc R U . . . C19 C 0.5828(10) 0.2546(15) 0.3216(2) 0.082(3) Uani 1 1 d . . . . . H19 H 0.662239 0.227403 0.310021 0.099 Uiso 1 1 calc R U . . . C18 C 0.4624(8) 0.2997(12) 0.30597(19) 0.061(2) Uani 1 1 d . . . . . H18 H 0.457615 0.302515 0.283735 0.073 Uiso 1 1 calc R U . . . C9 C 0.0066(7) 0.4839(10) 0.23624(16) 0.0442(17) Uani 1 1 d . . . . . C10 C -0.1295(8) 0.4602(11) 0.22719(18) 0.055(2) Uani 1 1 d . . . . . H10 H -0.196262 0.435531 0.242501 0.066 Uiso 1 1 calc R U . . . C11 C -0.1687(9) 0.4723(13) 0.19583(19) 0.065(2) Uani 1 1 d . . . . . H11 H -0.261962 0.456060 0.189744 0.078 Uiso 1 1 calc R U . . . C12 C -0.0711(10) 0.5083(13) 0.17334(19) 0.067(2) Uani 1 1 d . . . . . H12 H -0.098025 0.516985 0.151921 0.080 Uiso 1 1 calc R U . . . C13 C 0.0636(10) 0.5311(15) 0.18205(19) 0.075(3) Uani 1 1 d . . . . . H13 H 0.129576 0.557405 0.166668 0.090 Uiso 1 1 calc R U . . . C14 C 0.1043(9) 0.5161(13) 0.21328(19) 0.063(2) Uani 1 1 d . . . . . H14 H 0.198494 0.527679 0.219049 0.075 Uiso 1 1 calc R U . . . C5 C -0.0817(7) 0.5515(9) 0.35269(18) 0.0467(17) Uani 1 1 d . . . . . C1 C -0.0942(9) 0.5291(10) 0.40744(19) 0.055(2) Uani 1 1 d . . . . . H1 H -0.054455 0.494564 0.426768 0.066 Uiso 1 1 calc R U . . . C2 C -0.2234(9) 0.6025(12) 0.4071(2) 0.068(2) Uani 1 1 d . . . . . H2 H -0.271502 0.617816 0.426124 0.081 Uiso 1 1 calc R U . . . C3 C -0.2810(9) 0.6528(14) 0.3789(2) 0.076(3) Uani 1 1 d . . . . . H3 H -0.368574 0.703649 0.378257 0.091 Uiso 1 1 calc R U . . . C4 C -0.2090(8) 0.6277(12) 0.3516(2) 0.061(2) Uani 1 1 d . . . . . H4 H -0.246663 0.662695 0.332059 0.073 Uiso 1 1 calc R U . . . C34 C 0.1503(8) 0.1945(9) 0.42962(17) 0.0462(17) Uani 1 1 d . . . . . C33 C 0.0251(10) -0.0288(11) 0.4143(2) 0.067(2) Uani 1 1 d . . . . . H33 H -0.024943 -0.085735 0.398538 0.080 Uiso 1 1 calc R U . . . C32 C 0.0364(11) -0.1006(12) 0.4438(3) 0.073(3) Uani 1 1 d . . . . . H32 H -0.005788 -0.202235 0.447749 0.088 Uiso 1 1 calc R U . . . C31 C 0.1079(11) -0.0241(12) 0.4668(2) 0.071(3) Uani 1 1 d . . . . . H31 H 0.118354 -0.073207 0.486838 0.086 Uiso 1 1 calc R U . . . C30 C 0.1677(9) 0.1303(10) 0.46100(18) 0.0532(19) Uani 1 1 d . . . . . C29 C 0.2399(11) 0.2260(13) 0.4823(2) 0.074(3) Uani 1 1 d . . . . . H29 H 0.253341 0.188166 0.503127 0.088 Uiso 1 1 calc R U . . . C28 C 0.2922(10) 0.3735(13) 0.4740(2) 0.070(3) Uani 1 1 d . . . . . H28 H 0.342065 0.437560 0.488784 0.084 Uiso 1 1 calc R U . . . C27 C 0.2697(8) 0.4291(10) 0.44255(18) 0.0502(18) Uani 1 1 d . . . . . C26 C 0.3205(8) 0.5919(9) 0.43066(19) 0.0494(18) Uani 1 1 d . . . . . C22 C 0.3317(9) 0.7679(11) 0.3886(3) 0.068(3) Uani 1 1 d . . . . . H22 H 0.309520 0.792816 0.367376 0.082 Uiso 1 1 calc R U . . . C23 C 0.4089(11) 0.8805(11) 0.4063(3) 0.085(4) Uani 1 1 d . . . . . H23 H 0.439427 0.979151 0.397340 0.102 Uiso 1 1 calc R U . . . C24 C 0.4388(11) 0.8422(14) 0.4374(3) 0.083(3) Uani 1 1 d . . . . . H24 H 0.489504 0.916415 0.450038 0.099 Uiso 1 1 calc R U . . . C25 C 0.3947(10) 0.6949(12) 0.4502(3) 0.070(3) Uani 1 1 d . . . . . H25 H 0.414840 0.667020 0.471406 0.084 Uiso 1 1 calc R U . . . O2 O 0.6150(13) 0.3739(16) 0.4589(3) 0.177(6) Uani 1 1 d . . . . . O1 O 0.6435(11) 0.1129(12) 0.4795(2) 0.126(4) Uani 1 1 d . . . . . O4 O 0.8287(9) 0.2743(13) 0.4670(2) 0.121(3) Uani 1 1 d . . . . . O7 O 0.4024(8) 0.7021(17) 0.2719(3) 0.159(5) Uani 1 1 d . . . . . O8 O 0.5265(13) 0.9197(13) 0.2786(4) 0.174(6) Uani 1 1 d . . . . . O5 O 0.6366(7) 0.6752(12) 0.28125(18) 0.098(3) Uani 1 1 d . . . . . O6 O 0.4914(14) 0.743(3) 0.3203(2) 0.238(10) Uani 1 1 d . . . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.0438(5) 0.0436(5) 0.0324(4) 0.0037(3) 0.0019(3) 0.0074(4) Cl1 0.0732(14) 0.0733(14) 0.0503(11) 0.0112(10) -0.0128(10) -0.0016(12) Cl2 0.0467(11) 0.0885(17) 0.0716(15) 0.0188(12) 0.0047(10) 0.0089(11) N2 0.037(3) 0.046(3) 0.041(3) 0.007(3) -0.001(2) 0.004(3) N5 0.048(3) 0.049(3) 0.036(3) -0.003(3) 0.001(3) 0.006(3) O3 0.257(14) 0.172(10) 0.066(5) -0.028(6) -0.024(7) -0.035(10) N1 0.044(3) 0.047(3) 0.035(3) 0.008(3) 0.000(2) 0.010(3) N3 0.044(3) 0.044(3) 0.040(3) -0.002(3) 0.010(3) 0.009(3) N6 0.072(4) 0.053(4) 0.045(4) -0.005(3) 0.004(3) -0.009(3) N4 0.050(4) 0.042(3) 0.062(4) -0.001(3) 0.005(3) 0.006(3) C6 0.034(4) 0.040(4) 0.045(4) 0.005(3) -0.001(3) 0.002(3) C7 0.036(4) 0.053(4) 0.048(4) 0.006(3) -0.003(3) 0.008(3) C8 0.046(4) 0.046(4) 0.035(3) 0.005(3) -0.002(3) -0.004(3) C15 0.042(4) 0.058(4) 0.037(4) 0.006(3) 0.000(3) 0.005(4) C16 0.042(4) 0.046(4) 0.033(3) -0.001(3) 0.001(3) 0.008(3) C17 0.040(4) 0.052(4) 0.040(4) 0.004(3) 0.000(3) 0.006(3) C21 0.048(4) 0.060(5) 0.038(4) 0.000(3) -0.003(3) 0.012(4) C20 0.055(5) 0.098(7) 0.055(5) 0.000(5) -0.010(4) 0.036(5) C19 0.063(6) 0.125(9) 0.059(5) -0.014(6) 0.011(4) 0.046(6) C18 0.050(5) 0.088(6) 0.044(4) -0.013(4) -0.005(4) 0.029(5) C9 0.041(4) 0.054(4) 0.037(4) 0.001(3) 0.001(3) 0.002(3) C10 0.050(4) 0.071(5) 0.043(4) 0.006(4) -0.001(3) -0.006(4) C11 0.054(5) 0.098(7) 0.042(4) 0.007(4) -0.009(4) -0.008(5) C12 0.070(6) 0.093(7) 0.038(4) 0.010(4) -0.009(4) -0.003(5) C13 0.062(5) 0.127(9) 0.035(4) 0.018(5) 0.003(4) -0.013(6) C14 0.047(4) 0.100(7) 0.042(4) 0.013(4) -0.002(3) -0.003(5) C5 0.041(4) 0.051(4) 0.048(4) 0.004(3) 0.006(3) 0.003(3) C1 0.067(5) 0.055(5) 0.043(4) 0.000(4) 0.010(4) 0.000(4) C2 0.055(5) 0.088(7) 0.060(5) -0.005(5) 0.022(4) 0.008(5) C3 0.046(5) 0.107(8) 0.076(6) -0.013(6) 0.016(4) 0.018(5) C4 0.048(4) 0.076(6) 0.058(5) 0.008(4) 0.004(4) 0.015(4) C34 0.054(4) 0.044(4) 0.041(4) 0.009(3) 0.011(3) 0.007(4) C33 0.084(6) 0.054(5) 0.062(5) -0.006(4) 0.007(5) -0.016(5) C32 0.089(7) 0.053(5) 0.079(7) 0.016(5) 0.016(6) -0.002(5) C31 0.093(7) 0.058(5) 0.064(6) 0.015(5) 0.020(5) 0.008(5) C30 0.063(5) 0.058(5) 0.039(4) 0.009(4) 0.000(4) 0.009(4) C29 0.085(7) 0.088(7) 0.048(5) 0.020(5) -0.001(5) 0.005(6) C28 0.077(6) 0.087(7) 0.046(5) -0.008(5) -0.016(4) 0.001(5) C27 0.050(4) 0.057(4) 0.043(4) -0.003(3) -0.002(3) 0.015(4) C26 0.045(4) 0.047(4) 0.056(5) -0.011(4) 0.001(3) 0.005(4) C22 0.054(5) 0.054(5) 0.097(7) 0.016(5) 0.021(5) 0.008(4) C23 0.077(7) 0.033(4) 0.146(11) -0.007(6) 0.033(7) -0.003(5) C24 0.067(6) 0.070(7) 0.111(9) -0.027(7) -0.001(6) -0.007(5) C25 0.067(6) 0.065(6) 0.078(6) -0.022(5) -0.004(5) -0.001(5) O2 0.147(9) 0.161(10) 0.224(14) 0.092(10) 0.070(9) 0.071(8) O1 0.166(9) 0.119(7) 0.092(6) 0.039(5) -0.034(6) -0.065(6) O4 0.096(6) 0.156(8) 0.110(6) 0.051(6) -0.027(5) -0.031(6) O7 0.057(5) 0.190(12) 0.230(13) -0.048(10) -0.025(6) 0.015(6) O8 0.144(10) 0.092(7) 0.286(18) 0.021(9) 0.030(10) -0.001(7) O5 0.057(4) 0.148(7) 0.088(5) -0.008(5) 0.008(4) 0.032(4) O6 0.193(12) 0.45(3) 0.068(6) 0.058(10) 0.051(7) 0.201(15) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 N5 166.3(3) . . ? N2 Cu1 N1 79.7(2) . . ? N2 Cu1 N3 79.6(2) . . ? N2 Cu1 N4 116.6(3) . . ? N5 Cu1 N1 101.0(2) . . ? N5 Cu1 N3 98.3(2) . . ? N5 Cu1 N4 77.0(3) . . ? N1 Cu1 N3 159.1(2) . . ? N1 Cu1 N4 92.8(2) . . ? N3 Cu1 N4 99.3(2) . . ? O3 Cl1 O2 108.1(9) . . ? O3 Cl1 O1 113.2(7) . . ? O3 Cl1 O4 108.8(8) . . ? O2 Cl1 O1 111.1(7) . . ? O4 Cl1 O2 106.2(8) . . ? O4 Cl1 O1 109.1(5) . . ? O8 Cl2 O7 100.0(9) . . ? O5 Cl2 O7 109.5(6) . . ? O5 Cl2 O8 108.2(7) . . ? O6 Cl2 O7 109.6(10) . . ? O6 Cl2 O8 116.4(12) . . ? O6 Cl2 O5 112.4(6) . . ? C6 N2 Cu1 119.3(5) . . ? C6 N2 C16 121.0(6) . . ? C16 N2 Cu1 119.6(5) . . ? C34 N5 Cu1 120.6(5) . . ? C27 N5 Cu1 121.0(5) . . ? C27 N5 C34 118.5(6) . . ? C17 N1 Cu1 113.7(4) . . ? C21 N1 Cu1 126.0(5) . . ? C21 N1 C17 120.0(6) . . ? C5 N3 Cu1 112.9(5) . . ? C1 N3 Cu1 126.4(5) . . ? C1 N3 C5 120.5(7) . . ? C33 N6 C34 117.4(7) . . ? C26 N4 Cu1 112.0(5) . . ? C22 N4 Cu1 129.6(7) . . ? C22 N4 C26 118.3(8) . . ? N2 C6 C7 120.8(6) . . ? N2 C6 C5 112.8(6) . . ? C7 C6 C5 126.4(6) . . ? C6 C7 H7 120.2 . . ? C6 C7 C8 119.6(6) . . ? C8 C7 H7 120.2 . . ? C7 C8 C9 120.3(6) . . ? C15 C8 C7 118.3(6) . . ? C15 C8 C9 121.4(6) . . ? C8 C15 H15 120.3 . . ? C16 C15 C8 119.3(7) . . ? C16 C15 H15 120.3 . . ? N2 C16 C15 121.0(6) . . ? N2 C16 C17 112.6(6) . . ? C15 C16 C17 126.4(6) . . ? N1 C17 C16 114.3(6) . . ? N1 C17 C18 121.6(6) . . ? C18 C17 C16 124.0(6) . . ? N1 C21 H21 119.7 . . ? N1 C21 C20 120.6(7) . . ? C20 C21 H21 119.7 . . ? C21 C20 H20 120.1 . . ? C19 C20 C21 119.7(8) . . ? C19 C20 H20 120.1 . . ? C20 C19 H19 120.1 . . ? C18 C19 C20 119.8(8) . . ? C18 C19 H19 120.1 . . ? C17 C18 H18 120.9 . . ? C19 C18 C17 118.2(7) . . ? C19 C18 H18 120.9 . . ? C10 C9 C8 120.8(7) . . ? C10 C9 C14 119.1(7) . . ? C14 C9 C8 120.1(7) . . ? C9 C10 H10 119.9 . . ? C9 C10 C11 120.3(8) . . ? C11 C10 H10 119.9 . . ? C10 C11 H11 120.0 . . ? C10 C11 C12 120.0(8) . . ? C12 C11 H11 120.0 . . ? C11 C12 H12 120.0 . . ? C13 C12 C11 120.1(8) . . ? C13 C12 H12 120.0 . . ? C12 C13 H13 119.8 . . ? C12 C13 C14 120.4(8) . . ? C14 C13 H13 119.8 . . ? C9 C14 H14 120.0 . . ? C13 C14 C9 120.1(8) . . ? C13 C14 H14 120.0 . . ? N3 C5 C6 114.8(6) . . ? N3 C5 C4 120.2(7) . . ? C4 C5 C6 125.0(7) . . ? N3 C1 H1 119.6 . . ? N3 C1 C2 120.8(8) . . ? C2 C1 H1 119.6 . . ? C1 C2 H2 120.3 . . ? C3 C2 C1 119.3(8) . . ? C3 C2 H2 120.3 . . ? C2 C3 H3 120.5 . . ? C4 C3 C2 119.0(8) . . ? C4 C3 H3 120.5 . . ? C5 C4 H4 120.0 . . ? C3 C4 C5 120.0(8) . . ? C3 C4 H4 120.0 . . ? N5 C34 N6 115.5(6) . . ? N5 C34 C30 122.5(7) . . ? N6 C34 C30 122.0(7) . . ? N6 C33 H33 117.6 . . ? N6 C33 C32 124.8(9) . . ? C32 C33 H33 117.6 . . ? C33 C32 H32 120.3 . . ? C31 C32 C33 119.3(9) . . ? C31 C32 H32 120.3 . . ? C32 C31 H31 120.0 . . ? C32 C31 C30 119.9(9) . . ? C30 C31 H31 120.0 . . ? C31 C30 C34 116.5(8) . . ? C29 C30 C34 116.6(8) . . ? C29 C30 C31 126.8(8) . . ? C30 C29 H29 119.2 . . ? C28 C29 C30 121.6(8) . . ? C28 C29 H29 119.2 . . ? C29 C28 H28 120.8 . . ? C29 C28 C27 118.3(8) . . ? C27 C28 H28 120.8 . . ? N5 C27 C28 122.4(8) . . ? N5 C27 C26 114.3(7) . . ? C28 C27 C26 123.3(8) . . ? N4 C26 C27 115.7(7) . . ? N4 C26 C25 123.7(8) . . ? C25 C26 C27 120.6(8) . . ? N4 C22 H22 118.7 . . ? N4 C22 C23 122.6(10) . . ? C23 C22 H22 118.7 . . ? C22 C23 H23 121.1 . . ? C24 C23 C22 117.7(9) . . ? C24 C23 H23 121.1 . . ? C23 C24 H24 119.7 . . ? C23 C24 C25 120.6(10) . . ? C25 C24 H24 119.7 . . ? C26 C25 C24 117.0(10) . . ? C26 C25 H25 121.5 . . ? C24 C25 H25 121.5 . . ? 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 1.925(6) . ? Cu1 N5 1.995(6) . ? Cu1 N1 2.053(6) . ? Cu1 N3 2.064(6) . ? Cu1 N4 2.222(7) . ? Cl1 O3 1.352(9) . ? Cl1 O2 1.398(11) . ? Cl1 O1 1.410(8) . ? Cl1 O4 1.394(8) . ? Cl2 O7 1.416(10) . ? Cl2 O8 1.401(11) . ? Cl2 O5 1.393(7) . ? Cl2 O6 1.309(9) . ? N2 C6 1.337(9) . ? N2 C16 1.343(9) . ? N5 C34 1.344(10) . ? N5 C27 1.328(10) . ? N1 C17 1.356(9) . ? N1 C21 1.327(9) . ? N3 C5 1.345(9) . ? N3 C1 1.334(9) . ? N6 C34 1.355(10) . ? N6 C33 1.308(11) . ? N4 C26 1.338(10) . ? N4 C22 1.328(11) . ? C6 C7 1.371(10) . ? C6 C5 1.470(10) . ? C7 H7 0.9400 . ? C7 C8 1.398(10) . ? C8 C15 1.395(10) . ? C8 C9 1.484(9) . ? C15 H15 0.9400 . ? C15 C16 1.373(9) . ? C16 C17 1.475(9) . ? C17 C18 1.385(10) . ? C21 H21 0.9400 . ? C21 C20 1.388(11) . ? C20 H20 0.9400 . ? C20 C19 1.375(12) . ? C19 H19 0.9400 . ? C19 C18 1.375(12) . ? C18 H18 0.9400 . ? C9 C10 1.373(10) . ? C9 C14 1.386(11) . ? C10 H10 0.9400 . ? C10 C11 1.376(11) . ? C11 H11 0.9400 . ? C11 C12 1.377(12) . ? C12 H12 0.9400 . ? C12 C13 1.356(12) . ? C13 H13 0.9400 . ? C13 C14 1.376(11) . ? C14 H14 0.9400 . ? C5 C4 1.375(11) . ? C1 H1 0.9400 . ? C1 C2 1.381(12) . ? C2 H2 0.9400 . ? C2 C3 1.372(13) . ? C3 H3 0.9400 . ? C3 C4 1.370(12) . ? C4 H4 0.9400 . ? C34 C30 1.434(10) . ? C33 H33 0.9400 . ? C33 C32 1.381(13) . ? C32 H32 0.9400 . ? C32 C31 1.337(14) . ? C31 H31 0.9400 . ? C31 C30 1.409(13) . ? C30 C29 1.373(13) . ? C29 H29 0.9400 . ? C29 C28 1.354(14) . ? C28 H28 0.9400 . ? C28 C27 1.419(11) . ? C27 C26 1.506(11) . ? C26 C25 1.374(11) . ? C22 H22 0.9400 . ? C22 C23 1.394(15) . ? C23 H23 0.9400 . ? C23 C24 1.376(16) . ? C24 H24 0.9400 . ? C24 C25 1.389(16) . ? C25 H25 0.9400 . ? 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 Cu1 N2 C6 C7 -176.2(6) . . . . ? Cu1 N2 C6 C5 2.4(8) . . . . ? Cu1 N2 C16 C15 175.2(6) . . . . ? Cu1 N2 C16 C17 -4.4(8) . . . . ? Cu1 N5 C34 N6 -1.2(9) . . . . ? Cu1 N5 C34 C30 179.4(6) . . . . ? Cu1 N5 C27 C28 -179.0(6) . . . . ? Cu1 N5 C27 C26 0.6(9) . . . . ? Cu1 N1 C17 C16 -1.5(8) . . . . ? Cu1 N1 C17 C18 175.0(7) . . . . ? Cu1 N1 C21 C20 -174.4(7) . . . . ? Cu1 N3 C5 C6 7.9(8) . . . . ? Cu1 N3 C5 C4 -172.7(6) . . . . ? Cu1 N3 C1 C2 173.2(6) . . . . ? Cu1 N4 C26 C27 -2.8(8) . . . . ? Cu1 N4 C26 C25 177.3(7) . . . . ? Cu1 N4 C22 C23 -175.9(6) . . . . ? N2 C6 C7 C8 2.1(11) . . . . ? N2 C6 C5 N3 -6.9(9) . . . . ? N2 C6 C5 C4 173.7(8) . . . . ? N2 C16 C17 N1 3.7(9) . . . . ? N2 C16 C17 C18 -172.7(8) . . . . ? N5 C34 C30 C31 -180.0(7) . . . . ? N5 C34 C30 C29 0.5(12) . . . . ? N5 C27 C26 N4 1.7(10) . . . . ? N5 C27 C26 C25 -178.5(7) . . . . ? N1 C17 C18 C19 -0.7(14) . . . . ? N1 C21 C20 C19 1.0(15) . . . . ? N3 C5 C4 C3 -2.4(14) . . . . ? N3 C1 C2 C3 0.0(14) . . . . ? N6 C34 C30 C31 0.7(12) . . . . ? N6 C34 C30 C29 -178.8(8) . . . . ? N6 C33 C32 C31 -0.6(16) . . . . ? N4 C26 C25 C24 -0.6(13) . . . . ? N4 C22 C23 C24 -0.7(14) . . . . ? C6 N2 C16 C15 0.0(11) . . . . ? C6 N2 C16 C17 -179.6(6) . . . . ? C6 C7 C8 C15 -2.3(11) . . . . ? C6 C7 C8 C9 179.1(7) . . . . ? C6 C5 C4 C3 176.9(9) . . . . ? C7 C6 C5 N3 171.5(7) . . . . ? C7 C6 C5 C4 -7.8(13) . . . . ? C7 C8 C15 C16 1.4(11) . . . . ? C7 C8 C9 C10 -35.2(11) . . . . ? C7 C8 C9 C14 146.1(8) . . . . ? C8 C15 C16 N2 -0.3(11) . . . . ? C8 C15 C16 C17 179.3(7) . . . . ? C8 C9 C10 C11 179.7(8) . . . . ? C8 C9 C14 C13 -178.4(9) . . . . ? C15 C8 C9 C10 146.3(8) . . . . ? C15 C8 C9 C14 -32.4(12) . . . . ? C15 C16 C17 N1 -175.9(7) . . . . ? C15 C16 C17 C18 7.7(13) . . . . ? C16 N2 C6 C7 -1.0(11) . . . . ? C16 N2 C6 C5 177.6(6) . . . . ? C16 C17 C18 C19 175.5(9) . . . . ? C17 N1 C21 C20 -0.8(12) . . . . ? C21 N1 C17 C16 -175.8(7) . . . . ? C21 N1 C17 C18 0.7(12) . . . . ? C21 C20 C19 C18 -1.0(18) . . . . ? C20 C19 C18 C17 0.8(17) . . . . ? C9 C8 C15 C16 180.0(7) . . . . ? C9 C10 C11 C12 0.0(15) . . . . ? C10 C9 C14 C13 2.9(15) . . . . ? C10 C11 C12 C13 0.3(16) . . . . ? C11 C12 C13 C14 1.0(17) . . . . ? C12 C13 C14 C9 -2.6(17) . . . . ? C14 C9 C10 C11 -1.6(13) . . . . ? C5 N3 C1 C2 -1.6(12) . . . . ? C5 C6 C7 C8 -176.2(7) . . . . ? C1 N3 C5 C6 -176.5(7) . . . . ? C1 N3 C5 C4 2.9(12) . . . . ? C1 C2 C3 C4 0.5(16) . . . . ? C2 C3 C4 C5 0.7(16) . . . . ? C34 N5 C27 C28 1.9(11) . . . . ? C34 N5 C27 C26 -178.5(6) . . . . ? C34 N6 C33 C32 -0.4(14) . . . . ? C34 C30 C29 C28 -0.1(14) . . . . ? C33 N6 C34 N5 -179.1(7) . . . . ? C33 N6 C34 C30 0.3(12) . . . . ? C33 C32 C31 C30 1.7(15) . . . . ? C32 C31 C30 C34 -1.7(13) . . . . ? C32 C31 C30 C29 177.8(10) . . . . ? C31 C30 C29 C28 -179.5(10) . . . . ? C30 C29 C28 C27 0.5(15) . . . . ? C29 C28 C27 N5 -1.5(13) . . . . ? C29 C28 C27 C26 179.0(8) . . . . ? C28 C27 C26 N4 -178.8(8) . . . . ? C28 C27 C26 C25 1.1(12) . . . . ? C27 N5 C34 N6 178.0(7) . . . . ? C27 N5 C34 C30 -1.4(11) . . . . ? C27 C26 C25 C24 179.5(8) . . . . ? C26 N4 C22 C23 -0.2(12) . . . . ? C22 N4 C26 C27 -179.2(7) . . . . ? C22 N4 C26 C25 0.9(12) . . . . ? C22 C23 C24 C25 0.9(15) . . . . ? C23 C24 C25 C26 -0.3(15) . . . . ? loop_ _twin_individual_id _twin_individual_mass_fraction_refined 1 0.864(2) 2 0.136(2)