Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2006 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Sunney I. Chan' _publ_contact_author_address ; Institute of Chemistry, Academia Sinica, Taipei 115, Taiwan ; _publ_contact_author_email chans@chem.sinica.edu.tw _publ_contact_author_phone 886-2-2789-8654 _publ_contact_author_fax 886-2-2789-8654 _publ_section_title ; Synthesis, structure and dioxygen reactivity of a bis(miodo)dicopper(I) complex supported by the [N(3,5ditertbutyl2hydroxybenzyl)N,Ndi(2pyridylmethyl)]amine ligand ; loop_ _publ_author_name 'Sunney I. Chan' 'Hung Kay Lee.' 'Svetlana V. Pavlova' 'Hing Lun To.' 'Edith S. H. Chan' ; Hung-Wing Li ; 'Thomas C. W. Mak' # Attachment 'CIF_file_for_4.cif' data_i6691 _database_code_depnum_ccdc_archive 'CCDC 285531' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C29 H37 Cl8 Cu N3 O' _chemical_formula_sum 'C29 H37 Cl8 Cu N3 O' _chemical_formula_weight 790.76 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 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' O O 0.0106 0.0060 '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' 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/n loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x-1/2, -y-1/2, z-1/2' _cell_length_a 11.6412(3) _cell_length_b 18.7028(5) _cell_length_c 16.4521(4) _cell_angle_alpha 90.00 _cell_angle_beta 95.529(2) _cell_angle_gamma 90.00 _cell_volume 3565.34(16) _cell_formula_units_Z 4 _cell_measurement_temperature 100.0(1) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description ? _exptl_crystal_colour ? _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.12 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.473 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1620 _exptl_absorpt_coefficient_mu 1.240 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8875 _exptl_absorpt_correction_T_max 0.9895 _exptl_absorpt_process_details 'Bruker SADABS' _exptl_special_details ; ? ; _diffrn_ambient_temperature 100.0(1) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker P4' _diffrn_measurement_method '\w scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 26772 _diffrn_reflns_av_R_equivalents 0.0596 _diffrn_reflns_av_sigmaI/netI 0.0909 _diffrn_reflns_limit_h_min -13 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -22 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 19 _diffrn_reflns_theta_min 1.65 _diffrn_reflns_theta_max 25.03 _reflns_number_total 6299 _reflns_number_gt 3995 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SMART' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Ortep-3 for Windows (Farrugia, 1997)' _computing_publication_material 'WinGX publication routines (Farrugia, 1999)' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0133P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 6299 _refine_ls_number_parameters 383 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.0544 _refine_ls_R_factor_gt 0.0305 _refine_ls_wR_factor_ref 0.0510 _refine_ls_wR_factor_gt 0.0491 _refine_ls_goodness_of_fit_ref 0.785 _refine_ls_restrained_S_all 0.785 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 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 Cu Cu 0.63662(3) 0.007712(17) 0.066187(19) 0.01483(9) Uani 1 1 d . . . Cl1 Cl 0.49410(5) -0.07073(3) 0.08057(4) 0.01736(16) Uani 1 1 d . . . Cl2 Cl 0.90412(7) -0.33061(5) 0.06385(5) 0.0433(2) Uani 1 1 d . . . Cl3 Cl 1.14204(6) -0.28383(4) 0.07575(5) 0.0382(2) Uani 1 1 d . . . Cl4 Cl 1.00245(6) -0.27845(4) -0.07863(4) 0.0315(2) Uani 1 1 d . . . Cl5 Cl 0.19385(6) 0.41515(5) 0.23530(5) 0.0466(2) Uani 1 1 d . . . Cl6 Cl 0.34265(7) 0.35704(4) 0.12116(5) 0.0435(2) Uani 1 1 d . . . Cl7 Cl 0.36994(7) 0.50351(5) 0.17214(4) 0.0464(2) Uani 1 1 d . . . Cl8 Cl 0.95824(6) -0.12217(4) 0.13807(4) 0.02175(17) Uani 1 1 d . . . O1 O 0.75865(15) -0.03555(10) 0.18656(11) 0.0168(5) Uani 1 1 d D . . N1 N 0.76015(16) 0.08037(11) 0.04414(12) 0.0122(5) Uani 1 1 d . . . N2 N 0.57718(17) 0.08637(11) 0.13130(12) 0.0133(5) Uani 1 1 d . . . N3 N 0.71754(17) -0.05023(11) -0.01154(12) 0.0147(5) Uani 1 1 d . . . C1 C 0.8694(2) 0.06778(14) 0.09819(14) 0.0151(6) Uani 1 1 d . . . H1A H 0.9274 0.1012 0.0830 0.018 Uiso 1 1 calc R . . H1B H 0.8969 0.0199 0.0881 0.018 Uiso 1 1 calc R . . C2 C 0.8585(2) 0.07549(14) 0.18806(15) 0.0144(6) Uani 1 1 d . . . C3 C 0.8072(2) 0.02215(14) 0.23140(15) 0.0148(6) Uani 1 1 d . . . C4 C 0.7998(2) 0.02810(14) 0.31532(16) 0.0155(7) Uani 1 1 d . . . C5 C 0.8446(2) 0.09036(14) 0.35322(15) 0.0169(7) Uani 1 1 d . . . H5 H 0.8408 0.0951 0.4092 0.020 Uiso 1 1 calc R . . C6 C 0.8945(2) 0.14564(14) 0.31231(16) 0.0160(7) Uani 1 1 d . . . C7 C 0.9003(2) 0.13646(14) 0.22866(15) 0.0156(7) Uani 1 1 d . . . H7 H 0.9332 0.1723 0.1993 0.019 Uiso 1 1 calc R . . C8 C 0.7460(2) -0.03120(14) 0.36417(16) 0.0175(7) Uani 1 1 d . . . C9 C 0.6171(2) -0.03980(14) 0.33413(16) 0.0275(8) Uani 1 1 d . . . H9A H 0.5780 0.0048 0.3399 0.041 Uiso 1 1 calc R . . H9B H 0.5835 -0.0758 0.3660 0.041 Uiso 1 1 calc R . . H9C H 0.6096 -0.0538 0.2777 0.041 Uiso 1 1 calc R . . C10 C 0.8093(2) -0.10226(14) 0.35526(16) 0.0253(7) Uani 1 1 d . . . H10A H 0.8894 -0.0965 0.3742 0.038 Uiso 1 1 calc R . . H10B H 0.8023 -0.1163 0.2989 0.038 Uiso 1 1 calc R . . H10C H 0.7759 -0.1384 0.3871 0.038 Uiso 1 1 calc R . . C11 C 0.7543(2) -0.01454(15) 0.45545(15) 0.0292(8) Uani 1 1 d . . . H11A H 0.8339 -0.0091 0.4759 0.044 Uiso 1 1 calc R . . H11B H 0.7209 -0.0530 0.4837 0.044 Uiso 1 1 calc R . . H11C H 0.7134 0.0290 0.4641 0.044 Uiso 1 1 calc R . . C12 C 0.9371(2) 0.21594(14) 0.35203(16) 0.0192(7) Uani 1 1 d . . . C13 C 0.9399(2) 0.21382(14) 0.44442(15) 0.0271(7) Uani 1 1 d . . . H13A H 0.9674 0.2588 0.4667 0.041 Uiso 1 1 calc R . . H13B H 0.9905 0.1762 0.4654 0.041 Uiso 1 1 calc R . . H13C H 0.8635 0.2051 0.4596 0.041 Uiso 1 1 calc R . . C14 C 1.0605(2) 0.23234(15) 0.33055(17) 0.0312(8) Uani 1 1 d . . . H14A H 1.0614 0.2337 0.2723 0.047 Uiso 1 1 calc R . . H14B H 1.1121 0.1957 0.3528 0.047 Uiso 1 1 calc R . . H14C H 1.0848 0.2778 0.3532 0.047 Uiso 1 1 calc R . . C15 C 0.8559(2) 0.27561(14) 0.31777(16) 0.0282(8) Uani 1 1 d . . . H15A H 0.8550 0.2769 0.2594 0.042 Uiso 1 1 calc R . . H15B H 0.8827 0.3207 0.3401 0.042 Uiso 1 1 calc R . . H15C H 0.7794 0.2666 0.3324 0.042 Uiso 1 1 calc R . . C21 C 0.7118(2) 0.15241(13) 0.05738(15) 0.0172(7) Uani 1 1 d . . . H21A H 0.6720 0.1698 0.0067 0.021 Uiso 1 1 calc R . . H21B H 0.7741 0.1854 0.0740 0.021 Uiso 1 1 calc R . . C22 C 0.6290(2) 0.14970(14) 0.12217(15) 0.0141(6) Uani 1 1 d . . . C23 C 0.6031(2) 0.20873(15) 0.16683(16) 0.0211(7) Uani 1 1 d . . . H23 H 0.6396 0.2521 0.1592 0.025 Uiso 1 1 calc R . . C24 C 0.5228(2) 0.20349(15) 0.22289(16) 0.0241(7) Uani 1 1 d . . . H24 H 0.5049 0.2427 0.2540 0.029 Uiso 1 1 calc R . . C25 C 0.4700(2) 0.13846(15) 0.23145(15) 0.0207(7) Uani 1 1 d . . . H25 H 0.4152 0.1332 0.2686 0.025 Uiso 1 1 calc R . . C26 C 0.4986(2) 0.08115(15) 0.18485(14) 0.0162(7) Uani 1 1 d . . . H26 H 0.4619 0.0375 0.1909 0.019 Uiso 1 1 calc R . . C31 C 0.7868(2) 0.06773(14) -0.04119(15) 0.0170(7) Uani 1 1 d . . . H31A H 0.8625 0.0867 -0.0489 0.020 Uiso 1 1 calc R . . H31B H 0.7303 0.0918 -0.0789 0.020 Uiso 1 1 calc R . . C32 C 0.7841(2) -0.01095(14) -0.05771(15) 0.0147(6) Uani 1 1 d . . . C33 C 0.8412(2) -0.04223(15) -0.11796(16) 0.0199(7) Uani 1 1 d . . . H33 H 0.8879 -0.0149 -0.1487 0.024 Uiso 1 1 calc R . . C34 C 0.8284(2) -0.11457(16) -0.13223(16) 0.0232(7) Uani 1 1 d . . . H34 H 0.8638 -0.1362 -0.1742 0.028 Uiso 1 1 calc R . . C35 C 0.7627(2) -0.15438(15) -0.08381(16) 0.0236(7) Uani 1 1 d . . . H35 H 0.7545 -0.2034 -0.0916 0.028 Uiso 1 1 calc R . . C36 C 0.7095(2) -0.12034(14) -0.02364(15) 0.0184(7) Uani 1 1 d . . . H36 H 0.6664 -0.1474 0.0098 0.022 Uiso 1 1 calc R . . C41 C 1.0019(2) -0.26961(15) 0.02792(15) 0.0249(7) Uani 1 1 d . . . H41 H 0.9774 -0.2210 0.0403 0.030 Uiso 1 1 calc R . . C51 C 0.3331(2) 0.41730(15) 0.20227(16) 0.0298(8) Uani 1 1 d . . . H51 H 0.3884 0.4025 0.2478 0.036 Uiso 1 1 calc R . . H1C H 0.817(2) -0.0637(14) 0.1738(18) 0.064(12) 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 Cu 0.01485(18) 0.0139(2) 0.01616(18) -0.00141(17) 0.00362(14) -0.00226(16) Cl1 0.0163(4) 0.0148(4) 0.0211(4) 0.0018(3) 0.0021(3) -0.0031(3) Cl2 0.0371(5) 0.0563(6) 0.0362(5) 0.0096(5) 0.0023(4) -0.0220(5) Cl3 0.0243(5) 0.0519(6) 0.0377(5) 0.0097(4) 0.0007(4) -0.0031(4) Cl4 0.0392(5) 0.0309(5) 0.0251(4) 0.0012(4) 0.0068(4) 0.0043(4) Cl5 0.0304(5) 0.0645(7) 0.0459(5) -0.0168(5) 0.0094(4) -0.0082(5) Cl6 0.0460(6) 0.0462(6) 0.0387(5) -0.0189(4) 0.0059(4) -0.0009(4) Cl7 0.0735(6) 0.0398(5) 0.0258(4) 0.0001(4) 0.0048(4) -0.0141(5) Cl8 0.0190(4) 0.0211(4) 0.0255(4) -0.0019(3) 0.0040(3) 0.0015(3) O1 0.0172(12) 0.0131(11) 0.0200(11) -0.0035(9) 0.0004(9) -0.0029(9) N1 0.0116(13) 0.0127(13) 0.0122(12) 0.0004(10) 0.0014(10) -0.0019(10) N2 0.0122(13) 0.0128(14) 0.0148(13) -0.0002(10) -0.0001(10) 0.0006(11) N3 0.0130(13) 0.0147(14) 0.0162(13) -0.0024(11) 0.0006(10) 0.0003(11) C1 0.0125(16) 0.0153(16) 0.0174(15) 0.0001(13) 0.0006(12) -0.0016(13) C2 0.0097(15) 0.0177(17) 0.0153(15) -0.0016(13) -0.0013(12) 0.0008(13) C3 0.0122(16) 0.0133(16) 0.0177(16) -0.0031(13) -0.0040(12) 0.0018(13) C4 0.0118(16) 0.0160(17) 0.0183(16) 0.0025(13) -0.0004(13) 0.0024(13) C5 0.0187(17) 0.0186(17) 0.0131(15) -0.0016(13) 0.0004(13) 0.0050(14) C6 0.0144(16) 0.0165(17) 0.0167(16) -0.0012(13) -0.0008(13) 0.0046(13) C7 0.0096(16) 0.0150(17) 0.0221(17) 0.0028(13) 0.0009(13) 0.0000(13) C8 0.0207(17) 0.0157(16) 0.0162(16) 0.0001(13) 0.0025(13) -0.0014(13) C9 0.0288(19) 0.0250(18) 0.0291(18) 0.0086(15) 0.0045(15) -0.0051(15) C10 0.0322(19) 0.0202(18) 0.0242(18) 0.0070(14) 0.0052(14) -0.0010(15) C11 0.043(2) 0.0235(19) 0.0218(17) 0.0043(15) 0.0075(14) -0.0036(16) C12 0.0191(17) 0.0184(17) 0.0203(16) -0.0047(14) 0.0021(13) -0.0033(14) C13 0.0351(19) 0.0198(18) 0.0265(18) -0.0066(15) 0.0037(14) -0.0039(15) C14 0.0280(19) 0.028(2) 0.037(2) -0.0134(16) -0.0035(15) -0.0075(15) C15 0.037(2) 0.0204(18) 0.0265(18) -0.0056(15) -0.0006(15) -0.0010(15) C21 0.0188(17) 0.0122(16) 0.0197(16) 0.0017(13) -0.0025(13) -0.0039(13) C22 0.0131(16) 0.0152(17) 0.0131(15) -0.0008(13) -0.0033(12) 0.0019(13) C23 0.0232(18) 0.0171(17) 0.0222(17) -0.0008(14) -0.0020(14) -0.0009(14) C24 0.0276(19) 0.0226(19) 0.0220(17) -0.0078(15) 0.0018(14) 0.0067(15) C25 0.0155(17) 0.0294(19) 0.0177(16) -0.0046(15) 0.0040(13) 0.0028(14) C26 0.0142(16) 0.0207(17) 0.0136(15) 0.0035(13) 0.0001(13) -0.0028(13) C31 0.0117(16) 0.0215(17) 0.0184(16) 0.0041(14) 0.0043(12) -0.0029(13) C32 0.0102(15) 0.0199(17) 0.0139(15) -0.0003(14) -0.0003(12) 0.0033(13) C33 0.0131(17) 0.0305(19) 0.0162(16) 0.0029(14) 0.0015(13) 0.0043(14) C34 0.0179(17) 0.034(2) 0.0183(17) -0.0078(15) 0.0022(13) 0.0072(15) C35 0.0202(18) 0.0192(18) 0.0305(19) -0.0053(15) -0.0023(14) 0.0029(14) C36 0.0175(17) 0.0188(18) 0.0185(16) 0.0015(14) -0.0007(13) 0.0034(14) C41 0.0184(17) 0.0288(19) 0.0278(18) 0.0047(15) 0.0039(14) -0.0028(14) C51 0.0278(18) 0.035(2) 0.0261(18) -0.0032(16) 0.0015(14) -0.0031(16) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 Cu N3 1.982(2) . ? Cu N2 1.983(2) . ? Cu N1 2.0364(19) . ? Cu Cl1 2.2441(7) . ? Cl2 C41 1.754(3) . ? Cl3 C41 1.762(3) . ? Cl4 C41 1.761(3) . ? Cl5 C51 1.759(3) . ? Cl6 C51 1.758(3) . ? Cl7 C51 1.752(3) . ? O1 C3 1.396(3) . ? O1 H1C 0.900(17) . ? N1 C21 1.484(3) . ? N1 C31 1.485(3) . ? N1 C1 1.499(3) . ? N2 C26 1.334(3) . ? N2 C22 1.344(3) . ? N3 C36 1.328(3) . ? N3 C32 1.353(3) . ? C1 C2 1.503(3) . ? C1 H1A 0.9700 . ? C1 H1B 0.9700 . ? C2 C7 1.386(3) . ? C2 C3 1.393(3) . ? C3 C4 1.396(3) . ? C4 C5 1.398(3) . ? C4 C8 1.538(3) . ? C5 C6 1.391(3) . ? C5 H5 0.9300 . ? C6 C7 1.395(3) . ? C6 C12 1.529(3) . ? C7 H7 0.9300 . ? C8 C11 1.528(3) . ? C8 C10 1.534(3) . ? C8 C9 1.542(3) . ? C9 H9A 0.9600 . ? C9 H9B 0.9600 . ? C9 H9C 0.9600 . ? C10 H10A 0.9600 . ? C10 H10B 0.9600 . ? C10 H10C 0.9600 . ? C11 H11A 0.9600 . ? C11 H11B 0.9600 . ? C11 H11C 0.9600 . ? C12 C13 1.518(3) . ? C12 C15 1.534(3) . ? C12 C14 1.543(3) . ? C13 H13A 0.9600 . ? C13 H13B 0.9600 . ? C13 H13C 0.9600 . ? C14 H14A 0.9600 . ? C14 H14B 0.9600 . ? C14 H14C 0.9600 . ? C15 H15A 0.9600 . ? C15 H15B 0.9600 . ? C15 H15C 0.9600 . ? C21 C22 1.506(3) . ? C21 H21A 0.9700 . ? C21 H21B 0.9700 . ? C22 C23 1.376(3) . ? C23 C24 1.378(3) . ? C23 H23 0.9300 . ? C24 C25 1.376(3) . ? C24 H24 0.9300 . ? C25 C26 1.377(3) . ? C25 H25 0.9300 . ? C26 H26 0.9300 . ? C31 C32 1.496(3) . ? C31 H31A 0.9700 . ? C31 H31B 0.9700 . ? C32 C33 1.376(3) . ? C33 C34 1.379(3) . ? C33 H33 0.9300 . ? C34 C35 1.375(3) . ? C34 H34 0.9300 . ? C35 C36 1.374(3) . ? C35 H35 0.9300 . ? C36 H36 0.9300 . ? C41 H41 0.9800 . ? C51 H51 0.9800 . ? 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 N3 Cu N2 165.06(9) . . ? N3 Cu N1 82.08(8) . . ? N2 Cu N1 83.70(8) . . ? N3 Cu Cl1 96.47(6) . . ? N2 Cu Cl1 97.36(6) . . ? N1 Cu Cl1 175.52(6) . . ? C3 O1 H1C 107.5(19) . . ? C21 N1 C31 113.56(19) . . ? C21 N1 C1 111.58(19) . . ? C31 N1 C1 107.06(18) . . ? C21 N1 Cu 107.18(14) . . ? C31 N1 Cu 106.09(14) . . ? C1 N1 Cu 111.29(15) . . ? C26 N2 C22 118.8(2) . . ? C26 N2 Cu 126.86(18) . . ? C22 N2 Cu 114.19(17) . . ? C36 N3 C32 119.2(2) . . ? C36 N3 Cu 127.28(19) . . ? C32 N3 Cu 113.50(17) . . ? N1 C1 C2 114.9(2) . . ? N1 C1 H1A 108.5 . . ? C2 C1 H1A 108.5 . . ? N1 C1 H1B 108.5 . . ? C2 C1 H1B 108.5 . . ? H1A C1 H1B 107.5 . . ? C7 C2 C3 119.4(2) . . ? C7 C2 C1 119.6(2) . . ? C3 C2 C1 121.1(2) . . ? C2 C3 O1 117.0(2) . . ? C2 C3 C4 121.3(2) . . ? O1 C3 C4 121.6(2) . . ? C3 C4 C5 116.8(2) . . ? C3 C4 C8 121.8(2) . . ? C5 C4 C8 121.4(2) . . ? C6 C5 C4 124.0(2) . . ? C6 C5 H5 118.0 . . ? C4 C5 H5 118.0 . . ? C5 C6 C7 116.6(2) . . ? C5 C6 C12 124.4(2) . . ? C7 C6 C12 118.9(2) . . ? C2 C7 C6 121.9(3) . . ? C2 C7 H7 119.0 . . ? C6 C7 H7 119.0 . . ? C11 C8 C10 106.6(2) . . ? C11 C8 C4 112.1(2) . . ? C10 C8 C4 110.6(2) . . ? C11 C8 C9 107.7(2) . . ? C10 C8 C9 109.9(2) . . ? C4 C8 C9 109.9(2) . . ? C8 C9 H9A 109.5 . . ? C8 C9 H9B 109.5 . . ? H9A C9 H9B 109.5 . . ? C8 C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? C8 C10 H10A 109.5 . . ? C8 C10 H10B 109.5 . . ? H10A C10 H10B 109.5 . . ? C8 C10 H10C 109.5 . . ? H10A C10 H10C 109.5 . . ? H10B C10 H10C 109.5 . . ? C8 C11 H11A 109.5 . . ? C8 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C8 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C13 C12 C6 112.4(2) . . ? C13 C12 C15 109.9(2) . . ? C6 C12 C15 107.8(2) . . ? C13 C12 C14 107.7(2) . . ? C6 C12 C14 110.1(2) . . ? C15 C12 C14 109.0(2) . . ? C12 C13 H13A 109.5 . . ? C12 C13 H13B 109.5 . . ? H13A C13 H13B 109.5 . . ? C12 C13 H13C 109.5 . . ? H13A C13 H13C 109.5 . . ? H13B C13 H13C 109.5 . . ? C12 C14 H14A 109.5 . . ? C12 C14 H14B 109.5 . . ? H14A C14 H14B 109.5 . . ? C12 C14 H14C 109.5 . . ? H14A C14 H14C 109.5 . . ? H14B C14 H14C 109.5 . . ? C12 C15 H15A 109.5 . . ? C12 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? C12 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? N1 C21 C22 110.5(2) . . ? N1 C21 H21A 109.5 . . ? C22 C21 H21A 109.5 . . ? N1 C21 H21B 109.5 . . ? C22 C21 H21B 109.5 . . ? H21A C21 H21B 108.1 . . ? N2 C22 C23 121.6(2) . . ? N2 C22 C21 115.7(2) . . ? C23 C22 C21 122.6(2) . . ? C22 C23 C24 119.9(3) . . ? C22 C23 H23 120.1 . . ? C24 C23 H23 120.1 . . ? C25 C24 C23 118.0(3) . . ? C25 C24 H24 121.0 . . ? C23 C24 H24 121.0 . . ? C24 C25 C26 119.8(3) . . ? C24 C25 H25 120.1 . . ? C26 C25 H25 120.1 . . ? N2 C26 C25 121.9(3) . . ? N2 C26 H26 119.0 . . ? C25 C26 H26 119.0 . . ? N1 C31 C32 109.0(2) . . ? N1 C31 H31A 109.9 . . ? C32 C31 H31A 109.9 . . ? N1 C31 H31B 109.9 . . ? C32 C31 H31B 109.9 . . ? H31A C31 H31B 108.3 . . ? N3 C32 C33 121.1(2) . . ? N3 C32 C31 115.8(2) . . ? C33 C32 C31 123.1(2) . . ? C32 C33 C34 119.2(3) . . ? C32 C33 H33 120.4 . . ? C34 C33 H33 120.4 . . ? C35 C34 C33 119.3(3) . . ? C35 C34 H34 120.3 . . ? C33 C34 H34 120.3 . . ? C36 C35 C34 118.8(3) . . ? C36 C35 H35 120.6 . . ? C34 C35 H35 120.6 . . ? N3 C36 C35 122.4(3) . . ? N3 C36 H36 118.8 . . ? C35 C36 H36 118.8 . . ? Cl2 C41 Cl4 109.83(15) . . ? Cl2 C41 Cl3 110.75(15) . . ? Cl4 C41 Cl3 109.76(14) . . ? Cl2 C41 H41 108.8 . . ? Cl4 C41 H41 108.8 . . ? Cl3 C41 H41 108.8 . . ? Cl7 C51 Cl6 109.87(15) . . ? Cl7 C51 Cl5 111.51(16) . . ? Cl6 C51 Cl5 110.33(15) . . ? Cl7 C51 H51 108.3 . . ? Cl6 C51 H51 108.3 . . ? Cl5 C51 H51 108.3 . . ? 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 N3 Cu N1 C21 152.86(16) . . . . ? N2 Cu N1 C21 -22.53(15) . . . . ? Cl1 Cu N1 C21 81.4(8) . . . . ? N3 Cu N1 C31 31.22(15) . . . . ? N2 Cu N1 C31 -144.17(16) . . . . ? Cl1 Cu N1 C31 -40.3(9) . . . . ? N3 Cu N1 C1 -84.89(16) . . . . ? N2 Cu N1 C1 99.72(16) . . . . ? Cl1 Cu N1 C1 -156.4(7) . . . . ? N3 Cu N2 C26 175.4(3) . . . . ? N1 Cu N2 C26 -166.6(2) . . . . ? Cl1 Cu N2 C26 17.8(2) . . . . ? N3 Cu N2 C22 -8.8(4) . . . . ? N1 Cu N2 C22 9.16(17) . . . . ? Cl1 Cu N2 C22 -166.46(16) . . . . ? N2 Cu N3 C36 -178.4(3) . . . . ? N1 Cu N3 C36 163.6(2) . . . . ? Cl1 Cu N3 C36 -20.7(2) . . . . ? N2 Cu N3 C32 -0.7(4) . . . . ? N1 Cu N3 C32 -18.80(17) . . . . ? Cl1 Cu N3 C32 156.93(16) . . . . ? C21 N1 C1 C2 57.3(3) . . . . ? C31 N1 C1 C2 -177.9(2) . . . . ? Cu N1 C1 C2 -62.4(2) . . . . ? N1 C1 C2 C7 -103.8(3) . . . . ? N1 C1 C2 C3 76.5(3) . . . . ? C7 C2 C3 O1 175.2(2) . . . . ? C1 C2 C3 O1 -5.0(3) . . . . ? C7 C2 C3 C4 -1.6(4) . . . . ? C1 C2 C3 C4 178.1(2) . . . . ? C2 C3 C4 C5 0.9(4) . . . . ? O1 C3 C4 C5 -175.8(2) . . . . ? C2 C3 C4 C8 -178.6(2) . . . . ? O1 C3 C4 C8 4.7(4) . . . . ? C3 C4 C5 C6 0.4(4) . . . . ? C8 C4 C5 C6 179.8(2) . . . . ? C4 C5 C6 C7 -0.9(4) . . . . ? C4 C5 C6 C12 176.0(2) . . . . ? C3 C2 C7 C6 1.1(4) . . . . ? C1 C2 C7 C6 -178.6(2) . . . . ? C5 C6 C7 C2 0.1(4) . . . . ? C12 C6 C7 C2 -177.0(2) . . . . ? C3 C4 C8 C11 176.5(2) . . . . ? C5 C4 C8 C11 -2.9(3) . . . . ? C3 C4 C8 C10 57.8(3) . . . . ? C5 C4 C8 C10 -121.7(3) . . . . ? C3 C4 C8 C9 -63.7(3) . . . . ? C5 C4 C8 C9 116.8(3) . . . . ? C5 C6 C12 C13 10.8(4) . . . . ? C7 C6 C12 C13 -172.4(2) . . . . ? C5 C6 C12 C15 -110.5(3) . . . . ? C7 C6 C12 C15 66.4(3) . . . . ? C5 C6 C12 C14 130.8(3) . . . . ? C7 C6 C12 C14 -52.4(3) . . . . ? C31 N1 C21 C22 148.2(2) . . . . ? C1 N1 C21 C22 -90.7(2) . . . . ? Cu N1 C21 C22 31.4(2) . . . . ? C26 N2 C22 C23 0.3(4) . . . . ? Cu N2 C22 C23 -175.87(19) . . . . ? C26 N2 C22 C21 -176.8(2) . . . . ? Cu N2 C22 C21 7.1(3) . . . . ? N1 C21 C22 N2 -26.5(3) . . . . ? N1 C21 C22 C23 156.5(2) . . . . ? N2 C22 C23 C24 0.4(4) . . . . ? C21 C22 C23 C24 177.3(2) . . . . ? C22 C23 C24 C25 -0.7(4) . . . . ? C23 C24 C25 C26 0.3(4) . . . . ? C22 N2 C26 C25 -0.7(4) . . . . ? Cu N2 C26 C25 174.89(18) . . . . ? C24 C25 C26 N2 0.4(4) . . . . ? C21 N1 C31 C32 -155.36(19) . . . . ? C1 N1 C31 C32 81.0(2) . . . . ? Cu N1 C31 C32 -37.9(2) . . . . ? C36 N3 C32 C33 1.5(4) . . . . ? Cu N3 C32 C33 -176.37(18) . . . . ? C36 N3 C32 C31 179.0(2) . . . . ? Cu N3 C32 C31 1.1(3) . . . . ? N1 C31 C32 N3 25.4(3) . . . . ? N1 C31 C32 C33 -157.1(2) . . . . ? N3 C32 C33 C34 1.2(4) . . . . ? C31 C32 C33 C34 -176.1(2) . . . . ? C32 C33 C34 C35 -2.7(4) . . . . ? C33 C34 C35 C36 1.5(4) . . . . ? C32 N3 C36 C35 -2.7(4) . . . . ? Cu N3 C36 C35 174.77(18) . . . . ? C34 C35 C36 N3 1.3(4) . . . . ? _diffrn_measured_fraction_theta_max 1.000 _diffrn_reflns_theta_full 25.03 _diffrn_measured_fraction_theta_full 1.000 _refine_diff_density_max 0.597 _refine_diff_density_min -0.530 _refine_diff_density_rms 0.063 # Attachment 'CIF_file_for_1.cif' data_c2c _database_code_depnum_ccdc_archive 'CCDC 286337' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C56 H74 Cl4 Cu2 I2 N6 O2' _chemical_formula_weight 1385.9 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' 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' I I -0.4742 1.8119 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/c loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 38.658(2) _cell_length_b 9.2999(5) _cell_length_c 18.7382(10) _cell_angle_alpha 90.00 _cell_angle_beta 110.7820(10) _cell_angle_gamma 90.00 _cell_volume 6298.4(6) _cell_formula_units_Z 8 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description Block _exptl_crystal_colour Colorless _exptl_crystal_size_max 0.71 _exptl_crystal_size_mid 0.65 _exptl_crystal_size_min 0.54 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.462 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2800 _exptl_absorpt_coefficient_mu 1.867 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.7121 _exptl_absorpt_correction_T_max 1.0000 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'Bruker SMART CCD Diffractometer' _diffrn_measurement_method 'omega scan' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 21414 _diffrn_reflns_av_R_equivalents 0.0233 _diffrn_reflns_av_sigmaI/netI 0.0251 _diffrn_reflns_limit_h_min -51 _diffrn_reflns_limit_h_max 51 _diffrn_reflns_limit_k_min -10 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 24 _diffrn_reflns_theta_min 2.19 _diffrn_reflns_theta_max 28.02 _reflns_number_total 7588 _reflns_number_gt 5751 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART CCD Diffractometer' _computing_cell_refinement 'Bruker SMART CCD Diffractometer' _computing_data_reduction 'Bruker SMART CCD Diffractometer' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0556P)^2^+3.9448P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.00004(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 7588 _refine_ls_number_parameters 327 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0537 _refine_ls_R_factor_gt 0.0385 _refine_ls_wR_factor_ref 0.1057 _refine_ls_wR_factor_gt 0.1002 _refine_ls_goodness_of_fit_ref 1.055 _refine_ls_restrained_S_all 1.055 _refine_ls_shift/su_max 0.003 _refine_ls_shift/su_mean 0.000 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 I1 I 0.535893(6) 0.14014(3) 0.097755(11) 0.05364(9) Uani 1 1 d . . . Cu1 Cu 0.468251(12) 0.00552(5) 0.02445(2) 0.05707(13) Uani 1 1 d . . . N1 N 0.45925(7) -0.1273(3) 0.10421(15) 0.0460(6) Uani 1 1 d . . . N2 N 0.43673(7) 0.1888(3) -0.00951(16) 0.0538(7) Uani 1 1 d . . . N3 N 0.41162(6) 0.1394(3) 0.13997(15) 0.0447(6) Uani 1 1 d . . . O1 O 0.39247(6) 0.3887(2) 0.18771(15) 0.0564(6) Uani 1 1 d . . . H1A H 0.4060 0.3319 0.1772 0.062(11) Uiso 1 1 d . . . C1 C 0.46082(9) -0.2704(4) 0.0966(2) 0.0549(8) Uani 1 1 d . . . H1B H 0.4648 -0.3057 0.0537 0.066 Uiso 1 1 calc R . . C2 C 0.45695(10) -0.3679(4) 0.1483(2) 0.0628(9) Uani 1 1 d . . . H2A H 0.4579 -0.4662 0.1402 0.075 Uiso 1 1 calc R . . C3 C 0.45159(9) -0.3150(5) 0.2132(2) 0.0650(10) Uani 1 1 d . . . H3A H 0.4491 -0.3776 0.2498 0.078 Uiso 1 1 calc R . . C4 C 0.45001(8) -0.1703(4) 0.22202(19) 0.0547(8) Uani 1 1 d . . . H4A H 0.4465 -0.1335 0.2651 0.066 Uiso 1 1 calc R . . C5 C 0.45354(7) -0.0766(4) 0.16695(16) 0.0450(7) Uani 1 1 d . . . C6 C 0.44984(7) 0.0825(4) 0.17314(17) 0.0459(7) Uani 1 1 d . . . H6A H 0.4598 0.1088 0.2267 0.055 Uiso 1 1 calc R . . H6B H 0.4649 0.1293 0.1481 0.055 Uiso 1 1 calc R . . C7 C 0.39485(8) 0.1210(4) 0.05600(18) 0.0485(7) Uani 1 1 d . . . H7A H 0.3682 0.1303 0.0403 0.058 Uiso 1 1 calc R . . H7B H 0.4003 0.0250 0.0426 0.058 Uiso 1 1 calc R . . C8 C 0.40896(8) 0.2290(4) 0.01381(17) 0.0483(7) Uani 1 1 d . . . C9 C 0.39356(12) 0.3662(4) -0.0011(2) 0.0703(11) Uani 1 1 d . . . H9A H 0.3744 0.3922 0.0155 0.084 Uiso 1 1 calc R . . C10 C 0.40695(14) 0.4633(5) -0.0409(2) 0.0818(13) Uani 1 1 d . . . H10A H 0.3971 0.5555 -0.0506 0.098 Uiso 1 1 calc R . . C11 C 0.43443(13) 0.4239(5) -0.0655(2) 0.0778(12) Uani 1 1 d . . . H11A H 0.4436 0.4876 -0.0928 0.093 Uiso 1 1 calc R . . C12 C 0.44861(11) 0.2862(5) -0.0491(2) 0.0725(11) Uani 1 1 d . . . H12A H 0.4674 0.2591 -0.0664 0.087 Uiso 1 1 calc R . . C13 C 0.38678(8) 0.0859(4) 0.1789(2) 0.0482(7) Uani 1 1 d . . . H13A H 0.4004 0.0815 0.2334 0.058 Uiso 1 1 calc R . . H13B H 0.3787 -0.0107 0.1613 0.058 Uiso 1 1 calc R . . C14 C 0.35358(8) 0.1804(3) 0.16389(18) 0.0427(6) Uani 1 1 d . . . C15 C 0.31842(8) 0.1215(3) 0.14722(18) 0.0449(7) Uani 1 1 d . . . H15A H 0.3153 0.0227 0.1403 0.054 Uiso 1 1 calc R . . C16 C 0.28786(8) 0.2072(3) 0.14075(18) 0.0459(7) Uani 1 1 d . . . C17 C 0.29345(8) 0.3535(3) 0.14893(19) 0.0479(7) Uani 1 1 d . . . H17A H 0.2732 0.4117 0.1447 0.058 Uiso 1 1 calc R . . C18 C 0.32786(8) 0.4198(3) 0.16324(18) 0.0456(7) Uani 1 1 d . . . C19 C 0.35780(8) 0.3294(3) 0.17118(17) 0.0431(7) Uani 1 1 d . . . C20 C 0.24989(9) 0.1371(4) 0.1269(2) 0.0602(9) Uani 1 1 d . . . C21 C 0.24044(13) 0.0337(6) 0.0587(3) 0.0949(15) Uani 1 1 d . . . H21A H 0.2384 0.0868 0.0135 0.142 Uiso 1 1 calc R . . H21B H 0.2174 -0.0134 0.0518 0.142 Uiso 1 1 calc R . . H21C H 0.2597 -0.0370 0.0683 0.142 Uiso 1 1 calc R . . C22 C 0.21954(11) 0.2449(6) 0.1139(5) 0.137(3) Uani 1 1 d . . . H22A H 0.2176 0.3026 0.0702 0.205 Uiso 1 1 calc R . . H22B H 0.2250 0.3054 0.1580 0.205 Uiso 1 1 calc R . . H22C H 0.1966 0.1957 0.1051 0.205 Uiso 1 1 calc R . . C23 C 0.25277(12) 0.0435(6) 0.1969(3) 0.0926(15) Uani 1 1 d . . . H23A H 0.2293 -0.0015 0.1889 0.139 Uiso 1 1 calc R . . H23B H 0.2594 0.1030 0.2417 0.139 Uiso 1 1 calc R . . H23C H 0.2713 -0.0291 0.2037 0.139 Uiso 1 1 calc R . . C24 C 0.33228(10) 0.5840(4) 0.1698(2) 0.0587(9) Uani 1 1 d . . . C25 C 0.35847(14) 0.6235(5) 0.2504(3) 0.0857(14) Uani 1 1 d . . . H25A H 0.3486 0.5878 0.2872 0.129 Uiso 1 1 calc R . . H25B H 0.3609 0.7261 0.2548 0.129 Uiso 1 1 calc R . . H25C H 0.3823 0.5812 0.2595 0.129 Uiso 1 1 calc R . . C26 C 0.34770(12) 0.6407(4) 0.1101(2) 0.0677(10) Uani 1 1 d . . . H26A H 0.3314 0.6140 0.0600 0.102 Uiso 1 1 calc R . . H26B H 0.3717 0.6002 0.1195 0.102 Uiso 1 1 calc R . . H26C H 0.3496 0.7436 0.1136 0.102 Uiso 1 1 calc R . . C27 C 0.29496(13) 0.6608(4) 0.1542(3) 0.0894(15) Uani 1 1 d . . . H27A H 0.2842 0.6288 0.1905 0.134 Uiso 1 1 calc R . . H27B H 0.2785 0.6385 0.1035 0.134 Uiso 1 1 calc R . . H27C H 0.2989 0.7628 0.1590 0.134 Uiso 1 1 calc R . . C28 C 0.35287(15) 0.8431(5) -0.1476(3) 0.0896(14) Uani 1 1 d . . . H28A H 0.3782 0.8094 -0.1330 0.108 Uiso 1 1 calc R . . H28B H 0.3390 0.8032 -0.1974 0.108 Uiso 1 1 calc R . . Cl1 Cl 0.33425(8) 0.7803(3) -0.08265(14) 0.1752(9) Uani 1 1 d . . . Cl2 Cl 0.35247(4) 1.02732(14) -0.15418(8) 0.1008(4) 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 I1 0.05148(13) 0.07031(17) 0.04258(12) -0.00360(10) 0.02092(9) -0.00687(10) Cu1 0.0680(3) 0.0570(3) 0.0575(3) 0.00481(19) 0.0362(2) 0.0088(2) N1 0.0426(13) 0.0537(16) 0.0471(14) -0.0008(12) 0.0224(11) -0.0014(11) N2 0.0542(15) 0.0552(16) 0.0556(16) 0.0103(13) 0.0237(13) 0.0059(13) N3 0.0352(11) 0.0562(15) 0.0470(13) -0.0072(12) 0.0197(10) 0.0002(11) O1 0.0455(11) 0.0524(14) 0.0787(16) -0.0159(11) 0.0310(12) -0.0122(10) C1 0.0555(18) 0.057(2) 0.0554(19) -0.0043(16) 0.0233(16) -0.0067(16) C2 0.060(2) 0.052(2) 0.075(2) 0.0078(18) 0.0224(18) -0.0051(17) C3 0.0525(19) 0.078(3) 0.069(2) 0.026(2) 0.0269(18) 0.0007(18) C4 0.0426(16) 0.079(3) 0.0451(17) 0.0092(16) 0.0184(14) 0.0064(15) C5 0.0301(13) 0.064(2) 0.0413(15) -0.0006(14) 0.0126(11) 0.0000(13) C6 0.0358(14) 0.062(2) 0.0419(15) -0.0079(14) 0.0167(12) -0.0019(13) C7 0.0379(14) 0.060(2) 0.0473(17) -0.0094(14) 0.0147(13) 0.0025(13) C8 0.0429(15) 0.057(2) 0.0399(15) -0.0045(14) 0.0090(12) 0.0048(14) C9 0.078(3) 0.070(3) 0.059(2) -0.0024(19) 0.020(2) 0.024(2) C10 0.113(4) 0.055(2) 0.068(3) 0.009(2) 0.020(3) 0.021(2) C11 0.093(3) 0.064(3) 0.069(3) 0.016(2) 0.020(2) -0.005(2) C12 0.066(2) 0.083(3) 0.072(2) 0.024(2) 0.030(2) 0.005(2) C13 0.0411(15) 0.0494(18) 0.0615(19) -0.0001(15) 0.0273(14) 0.0015(13) C14 0.0410(14) 0.0437(16) 0.0501(16) -0.0025(13) 0.0242(13) 0.0005(12) C15 0.0460(15) 0.0381(16) 0.0564(18) -0.0026(13) 0.0252(14) -0.0052(12) C16 0.0387(14) 0.0473(17) 0.0551(18) 0.0000(14) 0.0210(13) -0.0023(13) C17 0.0440(15) 0.0477(18) 0.0575(18) 0.0050(14) 0.0247(14) 0.0066(13) C18 0.0515(16) 0.0424(16) 0.0503(17) -0.0012(13) 0.0272(14) -0.0007(13) C19 0.0426(14) 0.0456(17) 0.0470(16) -0.0064(12) 0.0230(13) -0.0066(12) C20 0.0410(16) 0.067(2) 0.074(2) 0.0047(18) 0.0214(16) -0.0098(15) C21 0.071(3) 0.117(4) 0.087(3) -0.012(3) 0.016(2) -0.037(3) C22 0.043(2) 0.089(4) 0.277(9) 0.014(4) 0.056(4) 0.003(2) C23 0.072(3) 0.125(4) 0.094(3) 0.008(3) 0.046(2) -0.027(3) C24 0.067(2) 0.0420(18) 0.075(2) -0.0076(16) 0.0347(19) -0.0030(16) C25 0.114(4) 0.070(3) 0.084(3) -0.035(2) 0.048(3) -0.019(2) C26 0.078(2) 0.049(2) 0.080(3) 0.0029(18) 0.033(2) -0.0134(18) C27 0.096(3) 0.042(2) 0.152(5) 0.001(2) 0.070(3) 0.012(2) C28 0.099(3) 0.091(3) 0.092(3) 0.024(3) 0.049(3) 0.012(3) Cl1 0.236(2) 0.1654(19) 0.180(2) 0.0476(16) 0.1423(19) -0.0116(17) Cl2 0.1115(9) 0.0796(8) 0.0999(9) 0.0034(7) 0.0236(8) -0.0033(7) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; 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 I1 Cu1 2.6161(5) 5_655 ? I1 Cu1 2.7826(5) . ? Cu1 N2 2.060(3) . ? Cu1 N1 2.062(3) . ? Cu1 I1 2.6161(5) 5_655 ? Cu1 Cu1 2.9106(8) 5_655 ? N1 C1 1.341(4) . ? N1 C5 1.355(4) . ? N2 C8 1.348(4) . ? N2 C12 1.351(5) . ? N3 C6 1.482(4) . ? N3 C13 1.483(4) . ? N3 C7 1.484(4) . ? O1 C19 1.379(3) . ? C1 C2 1.372(5) . ? C2 C3 1.394(6) . ? C3 C4 1.361(5) . ? C4 C5 1.393(5) . ? C5 C6 1.495(5) . ? C7 C8 1.496(5) . ? C8 C9 1.393(5) . ? C9 C10 1.383(6) . ? C10 C11 1.350(6) . ? C11 C12 1.384(6) . ? C13 C14 1.497(4) . ? C14 C15 1.394(4) . ? C14 C19 1.396(4) . ? C15 C16 1.394(4) . ? C16 C17 1.377(4) . ? C16 C20 1.542(4) . ? C17 C18 1.403(4) . ? C18 C19 1.395(4) . ? C18 C24 1.537(5) . ? C20 C22 1.496(6) . ? C20 C21 1.536(6) . ? C20 C23 1.545(6) . ? C24 C26 1.535(5) . ? C24 C25 1.535(6) . ? C24 C27 1.542(5) . ? C28 Cl2 1.718(5) . ? C28 Cl1 1.721(5) . ? 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 Cu1 I1 Cu1 65.164(15) 5_655 . ? N2 Cu1 N1 119.09(10) . . ? N2 Cu1 I1 108.19(8) . 5_655 ? N1 Cu1 I1 110.52(8) . 5_655 ? N2 Cu1 I1 97.45(8) . . ? N1 Cu1 I1 106.41(7) . . ? I1 Cu1 I1 114.836(15) 5_655 . ? N2 Cu1 Cu1 113.86(8) . 5_655 ? N1 Cu1 Cu1 125.81(7) . 5_655 ? I1 Cu1 Cu1 60.181(15) 5_655 5_655 ? I1 Cu1 Cu1 54.655(16) . 5_655 ? C1 N1 C5 117.6(3) . . ? C1 N1 Cu1 119.5(2) . . ? C5 N1 Cu1 122.8(2) . . ? C8 N2 C12 117.2(3) . . ? C8 N2 Cu1 125.6(2) . . ? C12 N2 Cu1 116.4(2) . . ? C6 N3 C13 113.4(2) . . ? C6 N3 C7 113.5(2) . . ? C13 N3 C7 111.5(2) . . ? N1 C1 C2 124.1(3) . . ? C1 C2 C3 118.0(4) . . ? C4 C3 C2 118.8(3) . . ? C3 C4 C5 120.5(3) . . ? N1 C5 C4 120.9(3) . . ? N1 C5 C6 117.5(3) . . ? C4 C5 C6 121.6(3) . . ? N3 C6 C5 115.4(2) . . ? N3 C7 C8 112.3(2) . . ? N2 C8 C9 121.4(3) . . ? N2 C8 C7 117.8(3) . . ? C9 C8 C7 120.7(3) . . ? C10 C9 C8 119.4(4) . . ? C11 C10 C9 119.8(4) . . ? C10 C11 C12 118.2(4) . . ? N2 C12 C11 123.9(4) . . ? N3 C13 C14 111.9(3) . . ? C15 C14 C19 118.8(3) . . ? C15 C14 C13 121.0(3) . . ? C19 C14 C13 120.1(3) . . ? C16 C15 C14 121.6(3) . . ? C17 C16 C15 117.4(3) . . ? C17 C16 C20 122.6(3) . . ? C15 C16 C20 120.0(3) . . ? C16 C17 C18 123.8(3) . . ? C19 C18 C17 116.7(3) . . ? C19 C18 C24 121.7(3) . . ? C17 C18 C24 121.5(3) . . ? O1 C19 C18 119.1(3) . . ? O1 C19 C14 119.3(3) . . ? C18 C19 C14 121.6(3) . . ? C22 C20 C21 110.0(4) . . ? C22 C20 C16 112.9(3) . . ? C21 C20 C16 109.6(3) . . ? C22 C20 C23 109.4(4) . . ? C21 C20 C23 106.1(4) . . ? C16 C20 C23 108.5(3) . . ? C26 C24 C25 110.1(3) . . ? C26 C24 C18 110.2(3) . . ? C25 C24 C18 109.4(3) . . ? C26 C24 C27 106.4(3) . . ? C25 C24 C27 108.7(4) . . ? C18 C24 C27 112.0(3) . . ? Cl2 C28 Cl1 113.2(3) . . ? _diffrn_measured_fraction_theta_max 0.996 _diffrn_reflns_theta_full 28.02 _diffrn_measured_fraction_theta_full 0.996 _refine_diff_density_max 1.051 _refine_diff_density_min -0.646 _refine_diff_density_rms 0.070