#------------------------------------------------------------------------------ #$Date: 2019-05-18 05:07:56 +0300 (Sat, 18 May 2019) $ #$Revision: 215296 $ #$URL: file:///home/coder/svn-repositories/cod/cif/7/70/00/7700024.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_7700024 loop_ _publ_author_name 'GUILLOU, Amaury' 'Lima, Lu\'is M. P.' 'Esteban, David' 'Delgado, Rita' 'Platas-Iglesias, Carlos' 'Patinec, Veronique' 'Tripier, Raphael' _publ_section_title ; Endo- versus Exocyclic Coordination in Copper Complexes with Methylthiazolylcarboxylate Tacn Derivatives ; _journal_name_full 'Dalton Transactions' _journal_paper_doi 10.1039/C9DT01366K _journal_year 2019 _chemical_formula_moiety ; C38 H46 Cu3 N12 O4 S6 4+, (Cl O4 1-)4, 2(H2 O) ; _chemical_formula_sum 'C38 H50 Cl4 Cu3 N12 O22 S6' _chemical_formula_weight 1551.68 _chemical_name_systematic ; ? ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_Int_Tables_number 2 _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _audit_creation_date 2017-09-18T15:53:51-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' _audit_update_record ; 2019-03-13 deposited with the CCDC. 2019-05-17 downloaded from the CCDC. ; _cell_angle_alpha 87.718(5) _cell_angle_beta 89.646(5) _cell_angle_gamma 80.050(5) _cell_formula_units_Z 1 _cell_length_a 9.7341(6) _cell_length_b 10.4174(7) _cell_length_c 14.3026(8) _cell_measurement_reflns_used 6663 _cell_measurement_temperature 296(2) _cell_measurement_theta_max 26.428 _cell_measurement_theta_min 4.06 _cell_volume 1427.39(15) _computing_cell_refinement ; CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01) ; _computing_data_collection ; CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01) ; _computing_data_reduction ; CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01) ; _computing_molecular_graphics ; ORTEP3 for Windows (Farrugia, 1997) MERCURY (Bruno et al., 2002) ; _computing_publication_material ; WinGX (Farrugia, 1999) PLATON (Spek, 1990-2003) enCIFer (Allen et al., 2004) ; _computing_structure_refinement 'SHELXL-97 (Sheldrick, 2008)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 2008)' _diffrn_ambient_temperature 296(2) _diffrn_detector 'CCD plate' _diffrn_detector_area_resol_mean 8.3622 _diffrn_measured_fraction_theta_full 0.998 _diffrn_measured_fraction_theta_max 0.998 _diffrn_measurement_device 'four-circle diffractometer' _diffrn_measurement_device_type 'Xcalibur, Sapphire2, large Be window' _diffrn_measurement_method '\w scans' _diffrn_orient_matrix_UB_11 -0.0318121 _diffrn_orient_matrix_UB_12 0.022859 _diffrn_orient_matrix_UB_13 -0.0434092 _diffrn_orient_matrix_UB_21 0.0611699 _diffrn_orient_matrix_UB_22 -0.0283669 _diffrn_orient_matrix_UB_23 -0.0238778 _diffrn_orient_matrix_UB_31 -0.0268468 _diffrn_orient_matrix_UB_32 -0.0588172 _diffrn_orient_matrix_UB_33 -0.0030502 _diffrn_radiation_monochromator graphite _diffrn_radiation_probe x-ray _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0962 _diffrn_reflns_av_unetI/netI 0.0705 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_number 17173 _diffrn_reflns_theta_full 26.37 _diffrn_reflns_theta_max 26.37 _diffrn_reflns_theta_min 3.41 _diffrn_source 'Enhance (Mo) X-ray Source' _exptl_absorpt_coefficient_mu 1.602 _exptl_absorpt_correction_T_max 0.9242 _exptl_absorpt_correction_T_min 0.6545 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm. ; _exptl_crystal_colour 'dark blue' _exptl_crystal_density_diffrn 1.805 _exptl_crystal_density_method 'not measured' _exptl_crystal_description 'fragment of flat rounded needle' _exptl_crystal_F_000 789 _exptl_crystal_recrystallization_method 'from aqueous solution at room temperature,by slow evaporation of water' _exptl_crystal_size_max 0.35 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.05 _refine_diff_density_max 0.734 _refine_diff_density_min -0.685 _refine_diff_density_rms 0.098 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.071 _refine_ls_hydrogen_treatment mixed _refine_ls_matrix_type full _refine_ls_number_parameters 406 _refine_ls_number_reflns 5817 _refine_ls_number_restraints 168 _refine_ls_restrained_S_all 1.124 _refine_ls_R_factor_all 0.0706 _refine_ls_R_factor_gt 0.0558 _refine_ls_shift/su_max 0.006 _refine_ls_shift/su_mean 0 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0610P)^2^+1.6337P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.1406 _refine_ls_wR_factor_ref 0.153 _reflns_number_gt 4621 _reflns_number_total 5817 _reflns_threshold_expression >2\s(I) _cod_data_source_file c9dt01366k2.cif _cod_data_source_block cuno2th1tha-e_296k _cod_original_sg_symbol_Hall -P1 _cod_database_code 7700024 _iucr_refine_instruction_details ; TITL Cuno2th1tha-e at 296 K in P-1 CELL 0.71073 9.7341 10.4174 14.3026 87.718 89.646 80.050 ZERR 1.00 0.0006 0.0007 0.0008 0.005 0.005 0.005 LATT 1 SFAC C H N O S CU CL UNIT 38 50 12 22 6 3 4 MERG 2 SHEL 13 0.8 SADI CL1A O3A CL1A O4A CL1A O5A CL1A O6A CL1B O3B CL1B O4B CL1B O5B CL1B O6B SADI CL1C O3C CL1C O4C CL1C O5C CL1C O6C SADI 0.04 O3A O4A O3A O5A O3A O6A O4A O5A O4A O6A O5A O6A SADI 0.04 O3B O4B O3B O5B O3B O6B O4B O5B O4B O6B O5B O6B SADI 0.04 O3C O4C O3C O5C O3C O6C O4C O5C O4C O6C O5C O6C SADI CL2 O7 CL2 O8 CL2 O9 CL2 O10 CL1A O3A CL1C O3C DFIX 0.85 O11 H11V O11 H11W DANG 1.34 H11V H11W EQIV $1 -x+1, -y+1, -z+1 EQIV $2 x-1, y, z HTAB O11 O9_$1 HTAB O11 O2_$2 FMAP 2 PLAN 20 SIZE 0.05 0.15 0.35 ACTA BOND $H L.S. 4 TEMP 23.00 WGHT 0.061000 1.633700 FVAR 1.21573 MOLE 1 C1 1 0.479686 0.358324 0.228906 11.00000 0.04541 0.04144 = 0.04303 -0.00287 0.00031 -0.01837 AFIX 23 H1A 2 0.545754 0.334898 0.178792 11.00000 -1.20000 H1B 2 0.528904 0.389839 0.279613 11.00000 -1.20000 AFIX 0 C2 1 0.365046 0.464696 0.194077 11.00000 0.04608 0.03510 = 0.04812 -0.00230 0.00168 -0.01436 AFIX 23 H2A 2 0.311538 0.501640 0.246977 11.00000 -1.20000 H2B 2 0.405838 0.533458 0.162850 11.00000 -1.20000 AFIX 0 C3 1 0.337582 0.376741 0.036472 11.00000 0.05045 0.04500 = 0.03795 0.00289 0.01106 -0.01141 AFIX 23 H3A 2 0.437839 0.370001 0.042200 11.00000 -1.20000 H3B 2 0.305257 0.443064 -0.011710 11.00000 -1.20000 AFIX 0 C4 1 0.303518 0.246718 0.008325 11.00000 0.05244 0.05182 = 0.03147 -0.00114 0.00652 -0.01476 AFIX 23 H4A 2 0.208266 0.258816 -0.014357 11.00000 -1.20000 H4B 2 0.365028 0.212656 -0.041848 11.00000 -1.20000 AFIX 0 C5 1 0.471122 0.112404 0.118416 11.00000 0.04466 0.04271 = 0.04255 -0.00989 0.00628 -0.00044 AFIX 23 H5A 2 0.525296 0.169988 0.085692 11.00000 -1.20000 H5B 2 0.504515 0.024549 0.098539 11.00000 -1.20000 AFIX 0 C6 1 0.496115 0.116739 0.222751 11.00000 0.04062 0.03782 = 0.04332 -0.00524 -0.00053 -0.00048 AFIX 23 H6A 2 0.464086 0.043257 0.254373 11.00000 -1.20000 H6B 2 0.595445 0.108438 0.234158 11.00000 -1.20000 AFIX 0 C7 1 0.408855 0.229278 0.365813 11.00000 0.03777 0.03580 = 0.03596 -0.00524 -0.00214 -0.00729 AFIX 23 H7A 2 0.369446 0.151974 0.382142 11.00000 -1.20000 H7B 2 0.344002 0.304226 0.386444 11.00000 -1.20000 AFIX 0 C8 1 0.545240 0.221372 0.417916 11.00000 0.03900 0.03685 = 0.03666 -0.00388 -0.00042 -0.00358 C9 1 0.779077 0.163229 0.482635 11.00000 0.03774 0.04275 = 0.04957 -0.00388 -0.01298 0.00367 AFIX 43 H9 2 0.868528 0.126614 0.502612 11.00000 -1.20000 AFIX 0 C10 1 0.717367 0.287873 0.495736 11.00000 0.03310 0.03873 = 0.03442 -0.00246 -0.00192 -0.00308 C11 1 0.769882 0.392394 0.545931 11.00000 0.04063 0.04551 = 0.04473 -0.00710 -0.00801 -0.00811 C12 1 0.137527 0.510536 0.114458 11.00000 0.04883 0.03899 = 0.04103 0.00568 -0.00044 -0.00616 AFIX 23 H12A 2 0.157009 0.598695 0.108162 11.00000 -1.20000 H12B 2 0.090393 0.492274 0.058206 11.00000 -1.20000 AFIX 0 C13 1 0.048214 0.497232 0.197632 11.00000 0.04204 0.03511 = 0.04042 0.00062 -0.00657 -0.00744 C14 1 -0.126281 0.505330 0.318803 11.00000 0.04465 0.04909 = 0.06083 -0.00586 0.01051 -0.00429 AFIX 43 H14 2 -0.199817 0.523091 0.360784 11.00000 -1.20000 AFIX 0 C15 1 -0.031429 0.394914 0.320322 11.00000 0.04868 0.04253 = 0.04667 -0.00233 0.00911 -0.00832 AFIX 43 H15 2 -0.032283 0.327626 0.364934 11.00000 -1.20000 AFIX 0 C16 1 0.250260 0.037956 0.076395 11.00000 0.05609 0.04527 = 0.04003 -0.01570 0.01063 -0.02120 AFIX 23 H16A 2 0.318230 -0.036478 0.058507 11.00000 -1.20000 H16B 2 0.181923 0.058894 0.026586 11.00000 -1.20000 AFIX 0 C17 1 0.179791 0.005392 0.165392 11.00000 0.05090 0.03306 = 0.03994 -0.00497 -0.00163 -0.01298 C18 1 0.052184 -0.072798 0.294133 11.00000 0.08925 0.05795 = 0.04474 0.00539 0.00974 -0.03867 AFIX 43 H18 2 0.002757 -0.116367 0.337109 11.00000 -1.20000 AFIX 0 C19 1 0.084113 0.044196 0.305692 11.00000 0.06742 0.04654 = 0.03803 0.00076 0.01050 -0.02125 AFIX 43 H19 2 0.060607 0.091174 0.359128 11.00000 -1.20000 AFIX 0 N1 3 0.422535 0.240333 0.262722 11.00000 0.03398 0.02739 = 0.03664 -0.00498 0.00060 -0.00551 N2 3 0.269603 0.415966 0.127750 11.00000 0.03815 0.03036 = 0.03752 -0.00056 0.00142 -0.00858 N3 3 0.320877 0.151512 0.090638 11.00000 0.04243 0.03700 = 0.03233 -0.00480 0.00391 -0.01054 N4 3 0.584518 0.320950 0.458023 11.00000 0.03392 0.03344 = 0.03496 -0.00288 -0.00350 -0.00518 N5 3 0.067424 0.389556 0.250201 11.00000 0.03815 0.03514 = 0.03533 0.00074 0.00049 -0.00577 N6 3 0.155768 0.090342 0.230922 11.00000 0.04195 0.03197 = 0.03527 -0.00103 0.00290 -0.00962 O1 4 0.684479 0.499578 0.548285 11.00000 0.03675 0.04039 = 0.06577 -0.01709 -0.00879 -0.00133 O2 4 0.886827 0.370623 0.580921 11.00000 0.04334 0.05845 = 0.08962 -0.01894 -0.02708 -0.00050 S1 5 0.669950 0.082941 0.424465 11.00000 0.05439 0.03680 = 0.06141 -0.01161 -0.01606 0.00400 S2 5 -0.092805 0.608295 0.229049 11.00000 0.04328 0.03683 = 0.06018 -0.00107 -0.00129 0.00196 S3 5 0.114102 -0.132850 0.189563 11.00000 0.10471 0.04222 = 0.06011 -0.00841 0.01067 -0.03753 CU1 6 0.214669 0.257293 0.195892 11.00000 0.03370 0.02827 = 0.03126 -0.00219 0.00296 -0.00754 CU2 6 0.500000 0.500000 0.500000 10.50000 0.03145 0.03611 = 0.04723 -0.01180 -0.00389 -0.00285 MOLE 2 PART 1 O3A 4 0.793524 0.371852 0.120266 10.50000 0.07757 O4A 4 0.968818 0.238648 0.035344 10.50000 0.07392 O5A 4 0.819185 0.136054 0.133653 10.50000 0.08419 O6A 4 0.738390 0.247670 -0.001374 10.50000 0.05096 CL1A 7 0.828372 0.254718 0.078958 10.50000 0.04415 PART 2 O3B 4 0.876832 0.091016 0.082507 10.30000 0.07682 O4B 4 0.809825 0.265969 0.177849 10.30000 0.07956 O5B 4 0.969534 0.284039 0.057570 10.30000 0.03294 O6B 4 0.729356 0.285108 0.028691 10.30000 0.09902 CL1B 7 0.849808 0.228406 0.085391 10.30000 0.04144 PART 3 O3C 4 0.824743 0.186956 0.166656 10.20000 0.03453 O4C 4 0.917396 0.338270 0.080912 10.20000 0.08034 O5C 4 0.923874 0.133500 0.019393 10.20000 0.11241 O6C 4 0.710310 0.277790 0.022071 10.20000 0.04049 CL1C 7 0.839387 0.233197 0.067818 10.20000 0.03498 MOLE 4 PART 0 O7 4 0.530117 0.627190 0.334847 11.00000 0.10077 0.04923 = 0.07349 -0.00116 0.00907 -0.01685 O8 4 0.430253 0.849121 0.343614 11.00000 0.09523 0.06991 = 0.12786 0.03003 0.06080 0.02947 O9 4 0.666608 0.787769 0.331019 11.00000 0.08230 0.08869 = 0.24118 -0.04853 -0.03076 -0.02164 O10 4 0.530022 0.769645 0.206742 11.00000 0.19169 0.12051 = 0.06005 0.01218 0.02827 -0.02156 CL2 7 0.537454 0.758259 0.304578 11.00000 0.05066 0.04486 = 0.05896 0.00133 0.00578 -0.00349 MOLE 6 O11 4 0.119136 0.195983 0.519764 11.00000 0.05719 0.07782 = 0.07141 -0.01360 0.00604 -0.00258 H11V 2 0.199524 0.206070 0.537111 11.00000 -1.50000 H11W 2 0.065291 0.252033 0.550656 11.00000 -1.50000 HKLF 4 REM Cuno2th1tha-e at 296 K in P-1 REM R1 = 0.0558 for 4621 Fo > 4sig(Fo) and 0.0706 for all 5817 data REM 406 parameters refined using 168 restraints END WGHT 0.0610 1.6307 REM Highest difference peak 0.734, deepest hole -0.685, 1-sigma level 0.098 Q1 1 0.7937 0.3241 0.1538 11.00000 0.05 0.73 Q2 1 0.8468 0.3779 0.0976 11.00000 0.05 0.63 Q3 1 0.9344 0.1903 -0.0019 11.00000 0.05 0.60 Q4 1 0.1650 0.3380 0.1866 11.00000 0.05 0.53 Q5 1 0.6955 0.3331 0.0588 11.00000 0.05 0.53 Q6 1 0.2726 0.1730 0.2061 11.00000 0.05 0.51 Q7 1 0.4558 0.5809 0.4815 11.00000 0.05 0.51 Q8 1 0.5891 0.8131 0.3786 11.00000 0.05 0.47 Q9 1 0.8378 0.2190 0.1988 11.00000 0.05 0.45 Q10 1 0.8916 0.1098 0.0375 11.00000 0.05 0.44 Q11 1 0.6266 0.8048 0.2404 11.00000 0.05 0.43 Q12 1 0.8172 0.1035 0.0939 11.00000 0.05 0.43 Q13 1 0.3725 0.2004 0.2038 11.00000 0.05 0.42 Q14 1 0.1326 0.3387 0.2577 11.00000 0.05 0.42 Q15 1 0.7632 0.1844 0.0201 11.00000 0.05 0.41 Q16 1 0.3940 0.8030 0.2830 11.00000 0.05 0.39 Q17 1 0.6475 0.4427 0.4960 11.00000 0.05 0.39 Q18 1 0.7420 0.3372 0.5147 11.00000 0.05 0.38 Q19 1 0.2889 0.1842 0.1290 11.00000 0.05 0.37 Q20 1 1.0001 0.2210 0.0769 11.00000 0.05 0.36 ; loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.4797(5) 0.3583(5) 0.2289(3) 0.0420(11) Uani 1 1 d . . . H1A H 0.5458 0.3349 0.1788 0.05 Uiso 1 1 calc R . . H1B H 0.5289 0.3898 0.2796 0.05 Uiso 1 1 calc R . . C2 C 0.3650(5) 0.4647(4) 0.1941(3) 0.0422(11) Uani 1 1 d . . . H2A H 0.3115 0.5016 0.247 0.051 Uiso 1 1 calc R . . H2B H 0.4058 0.5335 0.1628 0.051 Uiso 1 1 calc R . . C3 C 0.3376(6) 0.3767(5) 0.0365(3) 0.0443(11) Uani 1 1 d . . . H3A H 0.4378 0.37 0.0422 0.053 Uiso 1 1 calc R . . H3B H 0.3053 0.4431 -0.0117 0.053 Uiso 1 1 calc R . . C4 C 0.3035(6) 0.2467(5) 0.0083(3) 0.0446(11) Uani 1 1 d . . . H4A H 0.2083 0.2588 -0.0144 0.054 Uiso 1 1 calc R . . H4B H 0.365 0.2127 -0.0418 0.054 Uiso 1 1 calc R . . C5 C 0.4711(5) 0.1124(5) 0.1184(3) 0.0440(11) Uani 1 1 d . . . H5A H 0.5253 0.17 0.0857 0.053 Uiso 1 1 calc R . . H5B H 0.5045 0.0245 0.0985 0.053 Uiso 1 1 calc R . . C6 C 0.4961(5) 0.1167(5) 0.2228(3) 0.0412(11) Uani 1 1 d . . . H6A H 0.4641 0.0433 0.2544 0.049 Uiso 1 1 calc R . . H6B H 0.5954 0.1084 0.2342 0.049 Uiso 1 1 calc R . . C7 C 0.4089(5) 0.2293(4) 0.3658(3) 0.0363(10) Uani 1 1 d . . . H7A H 0.3694 0.152 0.3821 0.044 Uiso 1 1 calc R . . H7B H 0.344 0.3042 0.3864 0.044 Uiso 1 1 calc R . . C8 C 0.5452(5) 0.2214(4) 0.4179(3) 0.0378(10) Uani 1 1 d . . . C9 C 0.7791(5) 0.1632(5) 0.4826(3) 0.0445(11) Uani 1 1 d . . . H9 H 0.8685 0.1266 0.5026 0.053 Uiso 1 1 calc R . . C10 C 0.7174(5) 0.2879(4) 0.4957(3) 0.0358(10) Uani 1 1 d . . . C11 C 0.7699(5) 0.3924(5) 0.5459(3) 0.0434(11) Uani 1 1 d . . . C12 C 0.1375(5) 0.5105(5) 0.1145(3) 0.0433(11) Uani 1 1 d . . . H12A H 0.157 0.5987 0.1082 0.052 Uiso 1 1 calc R . . H12B H 0.0904 0.4923 0.0582 0.052 Uiso 1 1 calc R . . C13 C 0.0482(5) 0.4972(4) 0.1976(3) 0.0391(10) Uani 1 1 d . . . C14 C -0.1263(6) 0.5053(5) 0.3188(4) 0.0519(13) Uani 1 1 d . . . H14 H -0.1998 0.5231 0.3608 0.062 Uiso 1 1 calc R . . C15 C -0.0314(5) 0.3949(5) 0.3203(4) 0.0459(12) Uani 1 1 d . . . H15 H -0.0323 0.3276 0.3649 0.055 Uiso 1 1 calc R . . C16 C 0.2503(6) 0.0380(5) 0.0764(3) 0.0453(12) Uani 1 1 d . . . H16A H 0.3182 -0.0365 0.0585 0.054 Uiso 1 1 calc R . . H16B H 0.1819 0.0589 0.0266 0.054 Uiso 1 1 calc R . . C17 C 0.1798(5) 0.0054(4) 0.1654(3) 0.0405(11) Uani 1 1 d . . . C18 C 0.0522(7) -0.0728(6) 0.2941(4) 0.0611(16) Uani 1 1 d . . . H18 H 0.0028 -0.1164 0.3371 0.073 Uiso 1 1 calc R . . C19 C 0.0841(6) 0.0442(5) 0.3057(3) 0.0494(13) Uani 1 1 d . . . H19 H 0.0606 0.0912 0.3591 0.059 Uiso 1 1 calc R . . N1 N 0.4225(4) 0.2403(3) 0.2627(2) 0.0325(8) Uani 1 1 d . . . N2 N 0.2696(4) 0.4160(3) 0.1278(3) 0.0351(8) Uani 1 1 d . . . N3 N 0.3209(4) 0.1515(4) 0.0906(2) 0.0367(8) Uani 1 1 d . . . N4 N 0.5845(4) 0.3209(3) 0.4580(2) 0.0341(8) Uani 1 1 d . . . N5 N 0.0674(4) 0.3896(4) 0.2502(3) 0.0363(8) Uani 1 1 d . . . N6 N 0.1558(4) 0.0903(4) 0.2309(3) 0.0360(8) Uani 1 1 d . . . O1 O 0.6845(3) 0.4996(3) 0.5483(3) 0.0478(9) Uani 1 1 d . . . O2 O 0.8868(4) 0.3706(4) 0.5809(3) 0.0642(11) Uani 1 1 d . . . S1 S 0.66995(15) 0.08294(13) 0.42447(10) 0.0519(3) Uani 1 1 d . . . S2 S -0.09281(14) 0.60829(12) 0.22905(10) 0.0478(3) Uani 1 1 d . . . S3 S 0.1141(2) -0.13285(14) 0.18956(11) 0.0659(5) Uani 1 1 d . . . Cu1 Cu 0.21467(5) 0.25729(5) 0.19589(3) 0.03080(17) Uani 1 1 d . . . Cu2 Cu 0.5 0.5 0.5 0.0383(2) Uani 1 2 d S . . O3A O 0.7935(10) 0.3719(8) 0.1203(6) 0.078(3) Uiso 0.5 1 d PD A 1 O4A O 0.9688(9) 0.2386(11) 0.0353(7) 0.074(3) Uiso 0.5 1 d PD A 1 O5A O 0.8192(11) 0.1361(10) 0.1337(8) 0.084(3) Uiso 0.5 1 d PD A 1 O6A O 0.7384(9) 0.2477(8) -0.0014(6) 0.051(2) Uiso 0.5 1 d PD A 1 Cl1A Cl 0.8284(4) 0.2547(4) 0.0790(4) 0.0441(13) Uiso 0.5 1 d PD A 1 O3B O 0.8768(17) 0.0910(11) 0.0825(12) 0.077(4) Uiso 0.3 1 d PD B 2 O4B O 0.8098(16) 0.2660(17) 0.1778(9) 0.080(4) Uiso 0.3 1 d PD B 2 O5B O 0.9695(10) 0.2840(13) 0.0576(8) 0.033(2) Uiso 0.3 1 d PD B 2 O6B O 0.729(2) 0.285(2) 0.0287(18) 0.099(11) Uiso 0.3 1 d PD B 2 Cl1B Cl 0.8498(7) 0.2284(8) 0.0854(5) 0.041(2) Uiso 0.3 1 d PD B 2 O3C O 0.8247(16) 0.1870(17) 0.1667(9) 0.035(3) Uiso 0.2 1 d PD C 3 O4C O 0.917(3) 0.338(2) 0.0809(16) 0.080(7) Uiso 0.2 1 d PD C 3 O5C O 0.924(3) 0.133(2) 0.0194(18) 0.112(10) Uiso 0.2 1 d PD C 3 O6C O 0.7103(19) 0.278(3) 0.0221(18) 0.040(6) Uiso 0.2 1 d PD C 3 Cl1C Cl 0.8394(11) 0.2332(12) 0.0678(7) 0.035(3) Uiso 0.2 1 d PD C 3 O7 O 0.5301(5) 0.6272(4) 0.3348(3) 0.0741(12) Uani 1 1 d D . . O8 O 0.4303(6) 0.8491(5) 0.3436(4) 0.104(2) Uani 1 1 d D . . O9 O 0.6666(6) 0.7878(6) 0.3310(6) 0.135(3) Uani 1 1 d D . . O10 O 0.5300(8) 0.7696(6) 0.2067(4) 0.125(2) Uani 1 1 d D . . Cl2 Cl 0.53745(14) 0.75826(13) 0.30458(10) 0.0522(3) Uani 1 1 d D . . O11 O 0.1191(5) 0.1960(5) 0.5198(3) 0.0696(12) Uani 1 1 d D . . H11V H 0.200(3) 0.206(7) 0.537(5) 0.104 Uiso 1 1 d D . . H11W H 0.065(6) 0.252(6) 0.551(5) 0.104 Uiso 1 1 d 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 C1 0.045(3) 0.041(3) 0.043(3) -0.003(2) 0.000(2) -0.018(2) C2 0.046(3) 0.035(3) 0.048(3) -0.002(2) 0.002(2) -0.014(2) C3 0.050(3) 0.045(3) 0.038(2) 0.003(2) 0.011(2) -0.011(2) C4 0.052(3) 0.052(3) 0.031(2) -0.001(2) 0.007(2) -0.015(2) C5 0.045(3) 0.043(3) 0.043(3) -0.010(2) 0.006(2) 0.000(2) C6 0.041(3) 0.038(3) 0.043(3) -0.0052(19) -0.001(2) 0.000(2) C7 0.038(2) 0.036(2) 0.036(2) -0.0052(18) -0.0021(19) -0.0073(19) C8 0.039(3) 0.037(3) 0.037(2) -0.0039(18) -0.0004(19) -0.004(2) C9 0.038(3) 0.043(3) 0.050(3) -0.004(2) -0.013(2) 0.004(2) C10 0.033(2) 0.039(3) 0.034(2) -0.0025(18) -0.0019(18) -0.0031(19) C11 0.041(3) 0.046(3) 0.045(3) -0.007(2) -0.008(2) -0.008(2) C12 0.049(3) 0.039(3) 0.041(3) 0.006(2) 0.000(2) -0.006(2) C13 0.042(3) 0.035(2) 0.040(2) 0.0006(19) -0.007(2) -0.007(2) C14 0.045(3) 0.049(3) 0.061(3) -0.006(2) 0.011(2) -0.004(2) C15 0.049(3) 0.043(3) 0.047(3) -0.002(2) 0.009(2) -0.008(2) C16 0.056(3) 0.045(3) 0.040(3) -0.016(2) 0.011(2) -0.021(2) C17 0.051(3) 0.033(2) 0.040(2) -0.0050(19) -0.002(2) -0.013(2) C18 0.089(4) 0.058(4) 0.045(3) 0.005(2) 0.010(3) -0.039(3) C19 0.067(4) 0.047(3) 0.038(3) 0.001(2) 0.010(2) -0.021(3) N1 0.0340(19) 0.0274(18) 0.0366(19) -0.0050(14) 0.0006(15) -0.0055(15) N2 0.038(2) 0.0304(19) 0.038(2) -0.0006(15) 0.0014(16) -0.0086(16) N3 0.042(2) 0.037(2) 0.0323(19) -0.0048(15) 0.0039(16) -0.0105(17) N4 0.034(2) 0.033(2) 0.0350(19) -0.0029(15) -0.0035(15) -0.0052(16) N5 0.038(2) 0.035(2) 0.0353(19) 0.0007(15) 0.0005(16) -0.0058(16) N6 0.042(2) 0.032(2) 0.0353(19) -0.0010(15) 0.0029(16) -0.0096(16) O1 0.0368(18) 0.040(2) 0.066(2) -0.0171(16) -0.0088(16) -0.0013(15) O2 0.043(2) 0.058(2) 0.090(3) -0.019(2) -0.027(2) -0.0005(18) S1 0.0544(8) 0.0368(7) 0.0614(8) -0.0116(6) -0.0161(6) 0.0040(6) S2 0.0433(7) 0.0368(7) 0.0602(8) -0.0011(5) -0.0013(6) 0.0020(5) S3 0.1047(13) 0.0422(8) 0.0601(9) -0.0084(6) 0.0107(8) -0.0375(8) Cu1 0.0337(3) 0.0283(3) 0.0313(3) -0.0022(2) 0.0030(2) -0.0075(2) Cu2 0.0315(4) 0.0361(4) 0.0472(5) -0.0118(3) -0.0039(3) -0.0028(3) O7 0.101(4) 0.049(2) 0.073(3) -0.001(2) 0.009(3) -0.017(2) O8 0.095(4) 0.070(3) 0.128(4) 0.030(3) 0.061(3) 0.029(3) O9 0.082(4) 0.089(4) 0.241(9) -0.049(5) -0.031(5) -0.022(3) O10 0.192(7) 0.121(5) 0.060(3) 0.012(3) 0.028(4) -0.022(5) Cl2 0.0507(7) 0.0449(7) 0.0590(8) 0.0013(6) 0.0058(6) -0.0035(6) O11 0.057(3) 0.078(3) 0.071(3) -0.014(2) 0.006(2) -0.003(2) 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 0 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 N1 C1 C2 111.1(4) . . N1 C1 H1A 109.4 . . C2 C1 H1A 109.4 . . N1 C1 H1B 109.4 . . C2 C1 H1B 109.4 . . H1A C1 H1B 108 . . N2 C2 C1 112.1(4) . . N2 C2 H2A 109.2 . . C1 C2 H2A 109.2 . . N2 C2 H2B 109.2 . . C1 C2 H2B 109.2 . . H2A C2 H2B 107.9 . . N2 C3 C4 110.7(4) . . N2 C3 H3A 109.5 . . C4 C3 H3A 109.5 . . N2 C3 H3B 109.5 . . C4 C3 H3B 109.5 . . H3A C3 H3B 108.1 . . N3 C4 C3 110.0(4) . . N3 C4 H4A 109.7 . . C3 C4 H4A 109.7 . . N3 C4 H4B 109.7 . . C3 C4 H4B 109.7 . . H4A C4 H4B 108.2 . . N3 C5 C6 113.7(4) . . N3 C5 H5A 108.8 . . C6 C5 H5A 108.8 . . N3 C5 H5B 108.8 . . C6 C5 H5B 108.8 . . H5A C5 H5B 107.7 . . N1 C6 C5 112.2(4) . . N1 C6 H6A 109.2 . . C5 C6 H6A 109.2 . . N1 C6 H6B 109.2 . . C5 C6 H6B 109.2 . . H6A C6 H6B 107.9 . . N1 C7 C8 113.9(4) . . N1 C7 H7A 108.8 . . C8 C7 H7A 108.8 . . N1 C7 H7B 108.8 . . C8 C7 H7B 108.8 . . H7A C7 H7B 107.7 . . N4 C8 C7 124.0(4) . . N4 C8 S1 112.9(3) . . C7 C8 S1 123.0(3) . . C10 C9 S1 110.4(3) . . C10 C9 H9 124.8 . . S1 C9 H9 124.8 . . C9 C10 N4 114.3(4) . . C9 C10 C11 129.6(4) . . N4 C10 C11 116.0(4) . . O2 C11 O1 125.7(4) . . O2 C11 C10 119.8(4) . . O1 C11 C10 114.5(4) . . C13 C12 N2 107.9(4) . . C13 C12 H12A 110.1 . . N2 C12 H12A 110.1 . . C13 C12 H12B 110.1 . . N2 C12 H12B 110.1 . . H12A C12 H12B 108.4 . . N5 C13 C12 120.6(4) . . N5 C13 S2 113.8(4) . . C12 C13 S2 125.4(3) . . C15 C14 S2 110.5(4) . . C15 C14 H14 124.8 . . S2 C14 H14 124.8 . . C14 C15 N5 114.5(5) . . C14 C15 H15 122.7 . . N5 C15 H15 122.7 . . N3 C16 C17 109.2(4) . . N3 C16 H16A 109.8 . . C17 C16 H16A 109.8 . . N3 C16 H16B 109.8 . . C17 C16 H16B 109.8 . . H16A C16 H16B 108.3 . . N6 C17 C16 120.3(4) . . N6 C17 S3 113.6(4) . . C16 C17 S3 126.0(3) . . C19 C18 S3 110.9(4) . . C19 C18 H18 124.6 . . S3 C18 H18 124.6 . . C18 C19 N6 114.0(5) . . C18 C19 H19 123 . . N6 C19 H19 123 . . C7 N1 C6 112.3(3) . . C7 N1 C1 113.6(3) . . C6 N1 C1 113.4(4) . . C7 N1 Cu1 110.0(3) . . C6 N1 Cu1 100.6(3) . . C1 N1 Cu1 105.8(3) . . C12 N2 C2 111.2(4) . . C12 N2 C3 112.1(4) . . C2 N2 C3 113.2(4) . . C12 N2 Cu1 105.5(3) . . C2 N2 Cu1 104.6(3) . . C3 N2 Cu1 109.6(3) . . C16 N3 C4 112.3(4) . . C16 N3 C5 113.0(4) . . C4 N3 C5 111.7(4) . . C16 N3 Cu1 107.1(3) . . C4 N3 Cu1 103.1(3) . . C5 N3 Cu1 109.0(3) . . C8 N4 C10 111.7(4) . . C8 N4 Cu2 139.0(3) . . C10 N4 Cu2 108.4(3) . . C13 N5 C15 111.1(4) . . C13 N5 Cu1 110.4(3) . . C15 N5 Cu1 137.9(3) . . C17 N6 C19 111.6(4) . . C17 N6 Cu1 113.0(3) . . C19 N6 Cu1 135.2(3) . . C11 O1 Cu2 116.6(3) . . C9 S1 C8 90.7(2) . . C13 S2 C14 90.0(2) . . C17 S3 C18 90.0(2) . . N6 Cu1 N5 103.68(16) . . N6 Cu1 N2 166.13(15) . . N5 Cu1 N2 83.17(15) . . N6 Cu1 N3 83.52(15) . . N5 Cu1 N3 156.00(15) . . N2 Cu1 N3 85.57(15) . . N6 Cu1 N1 103.65(14) . . N5 Cu1 N1 114.49(14) . . N2 Cu1 N1 83.89(14) . . N3 Cu1 N1 85.16(14) . . O1 Cu2 O1 180 . 2_666 O1 Cu2 N4 83.54(14) . . O1 Cu2 N4 96.46(14) 2_666 . O1 Cu2 N4 96.46(14) . 2_666 O1 Cu2 N4 83.54(14) 2_666 2_666 N4 Cu2 N4 180.00(19) . 2_666 O3A Cl1A O5A 118.8(7) . . O3A Cl1A O6A 110.8(6) . . O5A Cl1A O6A 103.4(6) . . O3A Cl1A O4A 112.2(7) . . O5A Cl1A O4A 107.8(6) . . O6A Cl1A O4A 102.2(6) . . O3B Cl1B O4B 109.6(10) . . O3B Cl1B O5B 111.6(10) . . O4B Cl1B O5B 109.3(9) . . O3B Cl1B O6B 111.7(12) . . O4B Cl1B O6B 103.7(13) . . O5B Cl1B O6B 110.5(12) . . O5C Cl1C O6C 112.2(15) . . O5C Cl1C O4C 108.9(14) . . O6C Cl1C O4C 112.1(15) . . O5C Cl1C O3C 108.8(14) . . O6C Cl1C O3C 113.7(12) . . O4C Cl1C O3C 100.5(11) . . O10 Cl2 O9 107.4(5) . . O10 Cl2 O8 109.8(4) . . O9 Cl2 O8 108.8(4) . . O10 Cl2 O7 109.5(3) . . O9 Cl2 O7 109.2(4) . . O8 Cl2 O7 112.1(3) . . H11V O11 H11W 103(4) . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 C1 N1 1.497(5) . C1 C2 1.502(7) . C1 H1A 0.97 . C1 H1B 0.97 . C2 N2 1.494(6) . C2 H2A 0.97 . C2 H2B 0.97 . C3 N2 1.499(6) . C3 C4 1.519(7) . C3 H3A 0.97 . C3 H3B 0.97 . C4 N3 1.500(6) . C4 H4A 0.97 . C4 H4B 0.97 . C5 N3 1.500(6) . C5 C6 1.517(7) . C5 H5A 0.97 . C5 H5B 0.97 . C6 N1 1.494(6) . C6 H6A 0.97 . C6 H6B 0.97 . C7 N1 1.481(6) . C7 C8 1.515(6) . C7 H7A 0.97 . C7 H7B 0.97 . C8 N4 1.319(6) . C8 S1 1.717(5) . C9 C10 1.353(6) . C9 S1 1.701(5) . C9 H9 0.93 . C10 N4 1.386(6) . C10 C11 1.490(6) . C11 O2 1.227(6) . C11 O1 1.273(6) . C12 C13 1.485(7) . C12 N2 1.487(6) . C12 H12A 0.97 . C12 H12B 0.97 . C13 N5 1.312(6) . C13 S2 1.706(5) . C14 C15 1.344(7) . C14 S2 1.706(6) . C14 H14 0.93 . C15 N5 1.382(6) . C15 H15 0.93 . C16 N3 1.488(6) . C16 C17 1.497(7) . C16 H16A 0.97 . C16 H16B 0.97 . C17 N6 1.307(6) . C17 S3 1.697(5) . C18 C19 1.325(7) . C18 S3 1.710(6) . C18 H18 0.93 . C19 N6 1.388(6) . C19 H19 0.93 . N1 Cu1 2.219(4) . N2 Cu1 2.034(4) . N3 Cu1 2.066(4) . N4 Cu2 2.017(4) . N5 Cu1 1.986(4) . N6 Cu1 1.969(4) . O1 Cu2 1.927(3) . Cu2 O1 1.927(3) 2_666 Cu2 N4 2.017(4) 2_666 O3A Cl1A 1.366(8) . O4A Cl1A 1.485(9) . O5A Cl1A 1.452(9) . O6A Cl1A 1.461(8) . O3B Cl1B 1.412(12) . O4B Cl1B 1.427(12) . O5B Cl1B 1.436(9) . O6B Cl1B 1.455(13) . O3C Cl1C 1.489(12) . O4C Cl1C 1.454(13) . O5C Cl1C 1.411(14) . O6C Cl1C 1.417(13) . O7 Cl2 1.429(4) . O8 Cl2 1.411(4) . O9 Cl2 1.402(5) . O10 Cl2 1.401(5) . O11 H11V 0.85(2) . O11 H11W 0.85(2) . loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O11 H11V O9 0.85(2) 2.31(5) 3.023(8) 142(7) 2_666 O11 H11W O2 0.85(2) 2.01(3) 2.805(6) 156(7) 1_455