# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2009 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Shim Sung Lee' _publ_contact_author_email SSLEE@GNU.AC.KR _publ_section_title ; Supramolecular copper(I) halide complexes of O2S2X (X=S, O and NH) macrocycles exhibiting dinuclear, 1D- and 2D-coordination polymeric structures ; loop_ _publ_author_name 'Shim Sung Lee' 'Minhye Jo' 'Leonard Lindoy' 'Joobeom Seo' # Attachment 'Complex11.cif' data_Complex1 _database_code_depnum_ccdc_archive 'CCDC 725340' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H48 Cu2 I2 O4 S6' _chemical_formula_weight 1166.02 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' O O 0.0106 0.0060 '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' I I -0.4742 1.8119 '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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.9156(8) _cell_length_b 9.5412(9) _cell_length_c 13.4975(13) _cell_angle_alpha 81.535(2) _cell_angle_beta 80.153(2) _cell_angle_gamma 77.857(2) _cell_volume 1098.55(18) _cell_formula_units_Z 1 _cell_measurement_temperature 173(2) _cell_measurement_reflns_used 2227 _cell_measurement_theta_min 2.20 _cell_measurement_theta_max 28.25 _exptl_crystal_description block _exptl_crystal_colour colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.30 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.763 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 580 _exptl_absorpt_coefficient_mu 2.697 _exptl_absorpt_correction_type 'empirical (SADABS)' _exptl_absorpt_correction_T_min 0.3457 _exptl_absorpt_correction_T_max 0.4983 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 173(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6164 _diffrn_reflns_av_R_equivalents 0.0253 _diffrn_reflns_av_sigmaI/netI 0.0619 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 11 _diffrn_reflns_theta_min 1.54 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4224 _reflns_number_gt 3117 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0212P)^2^+0.9628P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4224 _refine_ls_number_parameters 244 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0645 _refine_ls_R_factor_gt 0.0351 _refine_ls_wR_factor_ref 0.0726 _refine_ls_wR_factor_gt 0.0622 _refine_ls_goodness_of_fit_ref 1.053 _refine_ls_restrained_S_all 1.053 _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 Cu1 Cu 0.38503(7) 1.03589(6) 0.44319(4) 0.02474(16) Uani 1 1 d . . . I1 I 0.35396(4) 0.88144(4) 0.62411(2) 0.02578(10) Uani 1 1 d . . . S1 S 0.33675(16) 1.42102(14) 0.23540(10) 0.0323(3) Uani 1 1 d . . . S2 S 0.15185(14) 1.20174(13) 0.44761(9) 0.0261(3) Uani 1 1 d . . . S3 S 0.30786(15) 0.90934(13) 0.32870(9) 0.0246(3) Uani 1 1 d . . . O1 O 0.0468(4) 1.3980(3) 0.1148(2) 0.0258(8) Uani 1 1 d . . . O2 O 0.1776(4) 1.1054(3) 0.0866(2) 0.0270(8) Uani 1 1 d . . . C1 C -0.0308(6) 1.3023(5) 0.0797(4) 0.0273(12) Uani 1 1 d . . . H1A H -0.1066 1.3565 0.0390 0.033 Uiso 1 1 calc R . . H1B H -0.0833 1.2493 0.1364 0.033 Uiso 1 1 calc R . . C2 C -0.0414(6) 1.4912(5) 0.1792(3) 0.0253(11) Uani 1 1 d . . . C3 C -0.1978(6) 1.4957(5) 0.2141(4) 0.0319(13) Uani 1 1 d . . . H3 H -0.2507 1.4292 0.1938 0.038 Uiso 1 1 calc R . . C4 C -0.2781(7) 1.5963(6) 0.2784(4) 0.0413(15) Uani 1 1 d . . . H4 H -0.3861 1.5982 0.3028 0.050 Uiso 1 1 calc R . . C5 C -0.2039(7) 1.6933(6) 0.3075(4) 0.0439(15) Uani 1 1 d . . . H5 H -0.2598 1.7642 0.3508 0.053 Uiso 1 1 calc R . . C6 C -0.0473(7) 1.6867(5) 0.2733(4) 0.0403(15) Uani 1 1 d . . . H6 H 0.0041 1.7546 0.2933 0.048 Uiso 1 1 calc R . . C7 C 0.0377(6) 1.5858(5) 0.2113(4) 0.0297(12) Uani 1 1 d . . . C8 C 0.2099(6) 1.5780(5) 0.1788(4) 0.0370(14) Uani 1 1 d . . . H8A H 0.2367 1.6635 0.1949 0.044 Uiso 1 1 calc R . . H8B H 0.2309 1.5790 0.1066 0.044 Uiso 1 1 calc R . . C9 C 0.2929(6) 1.4470(5) 0.3674(4) 0.0322(13) Uani 1 1 d . . . H9A H 0.3808 1.3986 0.3996 0.039 Uiso 1 1 calc R . . H9B H 0.2806 1.5482 0.3725 0.039 Uiso 1 1 calc R . . C10 C 0.1500(6) 1.3949(5) 0.4266(4) 0.0344(13) Uani 1 1 d . . . H10A H 0.0634 1.4400 0.3922 0.041 Uiso 1 1 calc R . . H10B H 0.1307 1.4298 0.4917 0.041 Uiso 1 1 calc R . . C11 C 0.0866(6) 1.1677(5) 0.3344(4) 0.0290(12) Uani 1 1 d . . . H11A H -0.0209 1.2111 0.3348 0.035 Uiso 1 1 calc R . . H11B H 0.1449 1.2105 0.2754 0.035 Uiso 1 1 calc R . . C12 C 0.1083(5) 1.0060(5) 0.3304(4) 0.0294(12) Uani 1 1 d . . . H12A H 0.0712 0.9907 0.2709 0.035 Uiso 1 1 calc R . . H12B H 0.0456 0.9657 0.3881 0.035 Uiso 1 1 calc R . . C13 C 0.4055(5) 0.9817(5) 0.2078(3) 0.0226(11) Uani 1 1 d . . . H13A H 0.3671 1.0838 0.1980 0.027 Uiso 1 1 calc R . . H13B H 0.5141 0.9678 0.2121 0.027 Uiso 1 1 calc R . . C14 C 0.3877(5) 0.9178(5) 0.1156(3) 0.0205(11) Uani 1 1 d . . . C15 C 0.4879(6) 0.7936(5) 0.0873(3) 0.0272(12) Uani 1 1 d . . . H15 H 0.5627 0.7445 0.1302 0.033 Uiso 1 1 calc R . . C16 C 0.4832(6) 0.7381(5) -0.0012(4) 0.0290(12) Uani 1 1 d . . . H16 H 0.5535 0.6516 -0.0191 0.035 Uiso 1 1 calc R . . C17 C 0.3766(6) 0.8083(5) -0.0631(4) 0.0297(12) Uani 1 1 d . . . H17 H 0.3736 0.7713 -0.1249 0.036 Uiso 1 1 calc R . . C18 C 0.2734(6) 0.9322(5) -0.0370(3) 0.0258(11) Uani 1 1 d . . . H18 H 0.1997 0.9813 -0.0808 0.031 Uiso 1 1 calc R . . C19 C 0.2776(5) 0.9847(5) 0.0531(3) 0.0227(11) Uani 1 1 d . . . C20 C 0.0863(6) 1.2000(5) 0.0184(3) 0.0253(11) Uani 1 1 d . . . H20A H 0.0353 1.1461 -0.0156 0.030 Uiso 1 1 calc R . . H20B H 0.1507 1.2522 -0.0316 0.030 Uiso 1 1 calc R . . 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 0.0228(4) 0.0318(4) 0.0187(3) -0.0017(3) -0.0059(2) -0.0015(3) I1 0.02173(19) 0.03291(19) 0.02089(17) 0.00466(14) -0.00456(12) -0.00532(14) S1 0.0316(8) 0.0372(8) 0.0300(7) -0.0047(6) -0.0020(6) -0.0119(6) S2 0.0230(7) 0.0316(7) 0.0194(6) 0.0022(5) -0.0027(5) 0.0006(6) S3 0.0286(7) 0.0281(7) 0.0168(6) -0.0002(5) -0.0030(5) -0.0067(6) O1 0.027(2) 0.0243(18) 0.0305(19) -0.0051(15) -0.0102(15) -0.0076(15) O2 0.033(2) 0.0284(19) 0.0197(17) -0.0037(15) -0.0104(14) 0.0009(16) C1 0.027(3) 0.029(3) 0.029(3) -0.003(2) -0.011(2) -0.006(2) C2 0.035(3) 0.021(3) 0.023(3) 0.002(2) -0.014(2) -0.007(2) C3 0.035(3) 0.025(3) 0.037(3) -0.001(2) -0.014(2) -0.002(2) C4 0.038(4) 0.042(3) 0.039(3) 0.001(3) -0.016(3) 0.009(3) C5 0.058(4) 0.036(3) 0.036(3) -0.006(3) -0.023(3) 0.008(3) C6 0.065(5) 0.021(3) 0.040(3) 0.001(3) -0.028(3) -0.005(3) C7 0.041(3) 0.026(3) 0.026(3) 0.004(2) -0.019(2) -0.008(2) C8 0.053(4) 0.034(3) 0.031(3) 0.008(2) -0.018(3) -0.022(3) C9 0.042(4) 0.022(3) 0.034(3) -0.006(2) -0.017(2) 0.002(2) C10 0.036(3) 0.031(3) 0.028(3) -0.002(2) -0.005(2) 0.010(2) C11 0.023(3) 0.038(3) 0.026(3) 0.002(2) -0.007(2) -0.007(2) C12 0.021(3) 0.047(3) 0.022(3) 0.000(2) -0.002(2) -0.013(2) C13 0.021(3) 0.029(3) 0.021(2) -0.002(2) -0.0049(19) -0.010(2) C14 0.021(3) 0.028(3) 0.014(2) -0.001(2) -0.0004(19) -0.012(2) C15 0.024(3) 0.033(3) 0.022(3) 0.001(2) 0.000(2) -0.005(2) C16 0.030(3) 0.029(3) 0.026(3) -0.007(2) 0.008(2) -0.008(2) C17 0.036(3) 0.036(3) 0.022(3) -0.005(2) 0.003(2) -0.021(3) C18 0.023(3) 0.035(3) 0.023(3) -0.005(2) -0.004(2) -0.011(2) C19 0.025(3) 0.022(3) 0.020(3) -0.001(2) 0.001(2) -0.009(2) C20 0.029(3) 0.024(3) 0.024(3) 0.001(2) -0.012(2) -0.004(2) _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 Cu1 S2 2.3304(13) . ? Cu1 S3 2.3626(14) . ? Cu1 I1 2.5885(7) 2_676 ? Cu1 I1 2.6631(7) . ? Cu1 Cu1 2.6831(12) 2_676 ? I1 Cu1 2.5885(7) 2_676 ? S1 C9 1.800(5) . ? S1 C8 1.831(5) . ? S2 C11 1.819(5) . ? S2 C10 1.820(5) . ? S3 C12 1.822(5) . ? S3 C13 1.825(4) . ? O1 C2 1.365(6) . ? O1 C1 1.428(5) . ? O2 C19 1.382(5) . ? O2 C20 1.424(5) . ? C1 C20 1.497(6) . ? C2 C3 1.388(7) . ? C2 C7 1.410(7) . ? C3 C4 1.389(7) . ? C4 C5 1.380(8) . ? C5 C6 1.384(8) . ? C6 C7 1.384(7) . ? C7 C8 1.512(7) . ? C9 C10 1.521(7) . ? C11 C12 1.522(7) . ? C13 C14 1.509(6) . ? C14 C15 1.385(6) . ? C14 C19 1.395(6) . ? C15 C16 1.386(7) . ? C16 C17 1.374(7) . ? C17 C18 1.386(7) . ? C18 C19 1.391(6) . ? 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 S2 Cu1 S3 91.06(5) . . ? S2 Cu1 I1 120.62(4) . 2_676 ? S3 Cu1 I1 112.91(4) . 2_676 ? S2 Cu1 I1 102.78(4) . . ? S3 Cu1 I1 106.94(4) . . ? I1 Cu1 I1 118.57(2) 2_676 . ? S2 Cu1 Cu1 135.31(5) . 2_676 ? S3 Cu1 Cu1 131.66(5) . 2_676 ? I1 Cu1 Cu1 60.65(2) 2_676 2_676 ? I1 Cu1 Cu1 57.92(2) . 2_676 ? Cu1 I1 Cu1 61.43(2) 2_676 . ? C9 S1 C8 101.5(2) . . ? C11 S2 C10 103.1(2) . . ? C11 S2 Cu1 99.94(16) . . ? C10 S2 Cu1 120.83(18) . . ? C12 S3 C13 103.2(2) . . ? C12 S3 Cu1 98.64(17) . . ? C13 S3 Cu1 101.54(15) . . ? C2 O1 C1 116.7(4) . . ? C19 O2 C20 119.3(3) . . ? O1 C1 C20 108.9(4) . . ? O1 C2 C3 124.5(4) . . ? O1 C2 C7 115.5(4) . . ? C3 C2 C7 120.0(5) . . ? C2 C3 C4 120.2(5) . . ? C5 C4 C3 120.5(6) . . ? C4 C5 C6 118.9(5) . . ? C7 C6 C5 122.4(5) . . ? C6 C7 C2 118.0(5) . . ? C6 C7 C8 120.9(5) . . ? C2 C7 C8 121.1(5) . . ? C7 C8 S1 116.1(3) . . ? C10 C9 S1 116.7(4) . . ? C9 C10 S2 118.4(3) . . ? C12 C11 S2 110.1(3) . . ? C11 C12 S3 114.5(3) . . ? C14 C13 S3 116.2(3) . . ? C15 C14 C19 117.7(4) . . ? C15 C14 C13 120.3(4) . . ? C19 C14 C13 121.9(4) . . ? C14 C15 C16 122.0(5) . . ? C17 C16 C15 119.2(5) . . ? C16 C17 C18 120.7(5) . . ? C17 C18 C19 119.4(5) . . ? O2 C19 C18 123.7(4) . . ? O2 C19 C14 115.3(4) . . ? C18 C19 C14 121.0(4) . . ? O2 C20 C1 107.2(4) . . ? _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.979 _refine_diff_density_max 0.761 _refine_diff_density_min -0.502 _refine_diff_density_rms 0.120 # Attachment 'Complex21.cif' data_Complex2 _database_code_depnum_ccdc_archive 'CCDC 725341' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C44 H54 Cl2 Cu2 N2 O6 S4' _chemical_formula_weight 1033.11 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' O O 0.0106 0.0060 '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' 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' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 9.7044(11) _cell_length_b 10.1375(11) _cell_length_c 12.7131(14) _cell_angle_alpha 104.412(2) _cell_angle_beta 99.681(2) _cell_angle_gamma 94.493(2) _cell_volume 1184.6(2) _cell_formula_units_Z 1 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 4837 _cell_measurement_theta_min 2.31 _cell_measurement_theta_max 28.24 _exptl_crystal_description plate _exptl_crystal_colour colorless _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.40 _exptl_crystal_size_min 0.10 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.448 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 536 _exptl_absorpt_coefficient_mu 1.234 _exptl_absorpt_correction_type 'empirical (SADABS)' _exptl_absorpt_correction_T_min 0.6381 _exptl_absorpt_correction_T_max 0.8865 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 6620 _diffrn_reflns_av_R_equivalents 0.0195 _diffrn_reflns_av_sigmaI/netI 0.0341 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 2.15 _diffrn_reflns_theta_max 26.00 _reflns_number_total 4504 _reflns_number_gt 3936 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.0430P)^2^+1.3848P] 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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4504 _refine_ls_number_parameters 271 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0436 _refine_ls_R_factor_gt 0.0378 _refine_ls_wR_factor_ref 0.1148 _refine_ls_wR_factor_gt 0.1109 _refine_ls_goodness_of_fit_ref 1.140 _refine_ls_restrained_S_all 1.140 _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 Cu1 Cu 0.40005(5) 0.44684(4) 0.38210(3) 0.04053(14) Uani 1 1 d . . . Cl1 Cl 0.33932(8) 0.54294(9) 0.55040(7) 0.0408(2) Uani 1 1 d . . . S2 S 0.39833(8) 0.54375(8) 0.23995(6) 0.03333(18) Uani 1 1 d . . . S1 S 0.31855(8) 1.21470(7) 0.32558(6) 0.03369(18) Uani 1 1 d . . . O1 O 0.2566(3) 0.9661(2) 0.08556(19) 0.0444(6) Uani 1 1 d . . . O2 O 0.1140(2) 0.7009(2) 0.0904(2) 0.0435(5) Uani 1 1 d . . . O3 O 0.3656(3) 0.9330(2) 0.3857(2) 0.0453(6) Uani 1 1 d . . . C1 C 0.1460(4) 0.8798(3) 0.0030(3) 0.0420(8) Uani 1 1 d . . . H1A H 0.1851 0.8113 -0.0476 0.050 Uiso 1 1 calc R . . H1B H 0.0944 0.9341 -0.0392 0.050 Uiso 1 1 calc R . . C2 C 0.0498(3) 0.8116(3) 0.0587(3) 0.0423(8) Uani 1 1 d . . . H2A H 0.0328 0.8772 0.1236 0.051 Uiso 1 1 calc R . . H2B H -0.0399 0.7765 0.0087 0.051 Uiso 1 1 calc R . . C3 C 0.0390(3) 0.6219(3) 0.1394(3) 0.0377(7) Uani 1 1 d . . . C4 C -0.0918(4) 0.6473(4) 0.1662(3) 0.0491(9) Uani 1 1 d . . . H4 H -0.1338 0.7211 0.1500 0.059 Uiso 1 1 calc R . . C5 C -0.1588(4) 0.5623(5) 0.2169(3) 0.0561(10) Uani 1 1 d . . . H5 H -0.2464 0.5788 0.2341 0.067 Uiso 1 1 calc R . . C6 C -0.0973(4) 0.4533(5) 0.2422(4) 0.0566(10) Uani 1 1 d . . . H6 H -0.1421 0.3970 0.2771 0.068 Uiso 1 1 calc R . . C7 C 0.0325(4) 0.4291(4) 0.2149(3) 0.0456(8) Uani 1 1 d . . . H7 H 0.0737 0.3551 0.2315 0.055 Uiso 1 1 calc R . . C8 C 0.1023(3) 0.5104(3) 0.1641(3) 0.0355(7) Uani 1 1 d . . . C9 C 0.2415(3) 0.4806(3) 0.1318(3) 0.0371(7) Uani 1 1 d . . . H9A H 0.2516 0.5199 0.0709 0.044 Uiso 1 1 calc R . . H9B H 0.2382 0.3820 0.1045 0.044 Uiso 1 1 calc R . . C10 C 0.4012(3) 0.7279(3) 0.2743(3) 0.0367(7) Uani 1 1 d . . . H10A H 0.4981 0.7688 0.3041 0.044 Uiso 1 1 calc R . . H10B H 0.3719 0.7534 0.2061 0.044 Uiso 1 1 calc R . . C11 C 0.3124(4) 0.7919(3) 0.3549(3) 0.0383(7) Uani 1 1 d . . . H11A H 0.2136 0.7773 0.3200 0.046 Uiso 1 1 calc R . . H11B H 0.3235 0.7546 0.4187 0.046 Uiso 1 1 calc R . . C12 C 0.2857(4) 1.0229(3) 0.4469(3) 0.0499(9) Uani 1 1 d . . . H12A H 0.2907 1.0087 0.5200 0.060 Uiso 1 1 calc R . . H12B H 0.1877 1.0061 0.4095 0.060 Uiso 1 1 calc R . . C13 C 0.3463(4) 1.1669(3) 0.4557(3) 0.0433(8) Uani 1 1 d . . . H13A H 0.4468 1.1776 0.4846 0.052 Uiso 1 1 calc R . . H13B H 0.3047 1.2299 0.5086 0.052 Uiso 1 1 calc R . . C14 C 0.4540(3) 1.1332(3) 0.2573(3) 0.0375(7) Uani 1 1 d . . . H14A H 0.5469 1.1748 0.2992 0.045 Uiso 1 1 calc R . . H14B H 0.4450 1.0362 0.2540 0.045 Uiso 1 1 calc R . . C15 C 0.4363(3) 1.1515(3) 0.1422(3) 0.0360(7) Uani 1 1 d . . . C16 C 0.5194(4) 1.2530(4) 0.1181(3) 0.0463(8) Uani 1 1 d . . . H16 H 0.5872 1.3112 0.1744 0.056 Uiso 1 1 calc R . . C17 C 0.5043(4) 1.2700(4) 0.0125(4) 0.0571(10) Uani 1 1 d . . . H17 H 0.5599 1.3400 -0.0018 0.068 Uiso 1 1 calc R . . C18 C 0.4062(4) 1.1826(4) -0.0709(3) 0.0540(10) Uani 1 1 d . . . H18 H 0.3961 1.1933 -0.1422 0.065 Uiso 1 1 calc R . . C19 C 0.3221(4) 1.0785(4) -0.0508(3) 0.0463(8) Uani 1 1 d . . . H19 H 0.2567 1.0191 -0.1082 0.056 Uiso 1 1 calc R . . C20 C 0.3361(3) 1.0638(3) 0.0558(3) 0.0369(7) Uani 1 1 d . . . N1 N 0.1059(8) 0.9154(9) 0.6816(6) 0.153(3) Uani 1 1 d . . . C21 C 0.0664(7) 0.8298(9) 0.6119(6) 0.0987(19) Uani 1 1 d . . . C22 C 0.0165(6) 0.7180(7) 0.5159(5) 0.1006(19) Uani 1 1 d . . . H22A H -0.0179 0.7529 0.4541 0.151 Uiso 1 1 calc R . . H22B H -0.0584 0.6603 0.5291 0.151 Uiso 1 1 calc R . . H22C H 0.0922 0.6656 0.4998 0.151 Uiso 1 1 calc R . . 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 0.0508(3) 0.0285(2) 0.0416(2) 0.00914(16) 0.00671(18) 0.00656(17) Cl1 0.0354(4) 0.0436(4) 0.0416(4) 0.0057(3) 0.0093(3) 0.0081(3) S2 0.0326(4) 0.0276(4) 0.0390(4) 0.0093(3) 0.0041(3) 0.0045(3) S1 0.0367(4) 0.0254(4) 0.0377(4) 0.0076(3) 0.0043(3) 0.0046(3) O1 0.0508(14) 0.0398(13) 0.0383(12) 0.0120(10) 0.0013(10) -0.0090(10) O2 0.0366(12) 0.0375(12) 0.0616(15) 0.0236(11) 0.0072(11) 0.0073(10) O3 0.0558(15) 0.0245(11) 0.0568(15) 0.0100(10) 0.0162(12) 0.0036(10) C1 0.0409(18) 0.0365(18) 0.0446(18) 0.0125(14) -0.0035(14) 0.0021(14) C2 0.0371(17) 0.0322(17) 0.057(2) 0.0152(15) 0.0024(15) 0.0055(13) C3 0.0306(15) 0.0365(17) 0.0418(17) 0.0097(13) -0.0004(13) -0.0022(13) C4 0.0337(17) 0.050(2) 0.064(2) 0.0182(18) 0.0050(16) 0.0075(15) C5 0.0348(19) 0.070(3) 0.065(2) 0.020(2) 0.0135(17) 0.0047(17) C6 0.043(2) 0.066(3) 0.065(2) 0.027(2) 0.0107(18) -0.0032(18) C7 0.0414(19) 0.0438(19) 0.051(2) 0.0178(16) 0.0024(15) 0.0017(15) C8 0.0344(16) 0.0320(16) 0.0357(15) 0.0075(12) -0.0010(13) -0.0010(12) C9 0.0382(17) 0.0330(16) 0.0356(16) 0.0058(13) 0.0011(13) 0.0030(13) C10 0.0426(17) 0.0286(15) 0.0386(16) 0.0120(13) 0.0062(13) -0.0030(13) C11 0.0444(18) 0.0254(15) 0.0442(18) 0.0108(13) 0.0055(14) 0.0013(13) C12 0.069(2) 0.0332(18) 0.055(2) 0.0150(16) 0.0250(19) 0.0130(17) C13 0.061(2) 0.0310(17) 0.0380(17) 0.0085(13) 0.0083(15) 0.0093(15) C14 0.0349(16) 0.0297(16) 0.0452(18) 0.0055(13) 0.0060(13) 0.0067(12) C15 0.0375(16) 0.0277(15) 0.0463(18) 0.0102(13) 0.0147(14) 0.0094(12) C16 0.0408(18) 0.0340(17) 0.066(2) 0.0107(16) 0.0203(17) 0.0056(14) C17 0.057(2) 0.050(2) 0.083(3) 0.031(2) 0.040(2) 0.0121(18) C18 0.059(2) 0.066(3) 0.056(2) 0.033(2) 0.0311(19) 0.023(2) C19 0.049(2) 0.052(2) 0.0433(18) 0.0161(16) 0.0149(15) 0.0127(16) C20 0.0410(17) 0.0305(16) 0.0430(17) 0.0128(13) 0.0133(14) 0.0072(13) N1 0.126(6) 0.187(8) 0.104(5) -0.003(5) -0.017(4) -0.004(5) C21 0.072(4) 0.128(6) 0.101(5) 0.045(4) 0.008(3) 0.012(4) C22 0.072(4) 0.123(5) 0.102(4) 0.023(4) 0.014(3) 0.014(3) _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 Cu1 S2 2.2599(9) . ? Cu1 Cl1 2.3133(9) . ? Cu1 S1 2.3142(9) 1_545 ? Cu1 Cl1 2.5158(9) 2_666 ? Cl1 Cu1 2.5158(9) 2_666 ? S2 C10 1.805(3) . ? S2 C9 1.823(3) . ? S1 C13 1.820(3) . ? S1 C14 1.833(3) . ? S1 Cu1 2.3142(9) 1_565 ? O1 C20 1.373(4) . ? O1 C1 1.427(4) . ? O2 C3 1.367(4) . ? O2 C2 1.435(4) . ? O3 C12 1.413(4) . ? O3 C11 1.415(4) . ? C1 C2 1.489(5) . ? C3 C4 1.395(5) . ? C3 C8 1.405(4) . ? C4 C5 1.382(5) . ? C5 C6 1.376(6) . ? C6 C7 1.386(5) . ? C7 C8 1.371(5) . ? C8 C9 1.507(5) . ? C10 C11 1.506(5) . ? C12 C13 1.501(5) . ? C14 C15 1.504(5) . ? C15 C16 1.382(5) . ? C15 C20 1.402(5) . ? C16 C17 1.381(6) . ? C17 C18 1.369(6) . ? C18 C19 1.384(5) . ? C19 C20 1.384(5) . ? N1 C21 1.066(9) . ? C21 C22 1.427(10) . ? 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 S2 Cu1 Cl1 126.52(3) . . ? S2 Cu1 S1 113.29(3) . 1_545 ? Cl1 Cu1 S1 109.32(3) . 1_545 ? S2 Cu1 Cl1 100.93(3) . 2_666 ? Cl1 Cu1 Cl1 98.20(3) . 2_666 ? S1 Cu1 Cl1 104.39(3) 1_545 2_666 ? Cu1 Cl1 Cu1 81.80(3) . 2_666 ? C10 S2 C9 103.84(15) . . ? C10 S2 Cu1 115.96(11) . . ? C9 S2 Cu1 112.55(11) . . ? C13 S1 C14 102.18(16) . . ? C13 S1 Cu1 102.24(11) . 1_565 ? C14 S1 Cu1 105.12(11) . 1_565 ? C20 O1 C1 117.9(3) . . ? C3 O2 C2 117.6(3) . . ? C12 O3 C11 116.0(3) . . ? O1 C1 C2 108.6(3) . . ? O2 C2 C1 108.8(3) . . ? O2 C3 C4 124.0(3) . . ? O2 C3 C8 115.9(3) . . ? C4 C3 C8 120.1(3) . . ? C5 C4 C3 119.7(4) . . ? C6 C5 C4 120.7(4) . . ? C5 C6 C7 118.9(4) . . ? C8 C7 C6 122.3(3) . . ? C7 C8 C3 118.3(3) . . ? C7 C8 C9 121.8(3) . . ? C3 C8 C9 119.9(3) . . ? C8 C9 S2 116.6(2) . . ? C11 C10 S2 117.9(2) . . ? O3 C11 C10 103.4(3) . . ? O3 C12 C13 107.5(3) . . ? C12 C13 S1 114.4(3) . . ? C15 C14 S1 109.0(2) . . ? C16 C15 C20 118.1(3) . . ? C16 C15 C14 121.4(3) . . ? C20 C15 C14 120.5(3) . . ? C17 C16 C15 121.7(4) . . ? C18 C17 C16 119.1(3) . . ? C17 C18 C19 121.1(4) . . ? C18 C19 C20 119.4(4) . . ? O1 C20 C19 124.3(3) . . ? O1 C20 C15 115.1(3) . . ? C19 C20 C15 120.5(3) . . ? N1 C21 C22 177.6(10) . . ? _diffrn_measured_fraction_theta_max 0.967 _diffrn_reflns_theta_full 26.00 _diffrn_measured_fraction_theta_full 0.967 _refine_diff_density_max 0.852 _refine_diff_density_min -0.407 _refine_diff_density_rms 0.069 # Attachment 'Complex31.cif' data_Complex3 _database_code_depnum_ccdc_archive 'CCDC 725342' _audit_creation_method SHELXTL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C40 H50 Cu4 I4 N2 O4 S4' _chemical_formula_weight 1512.82 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' 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' I I -0.4742 1.8119 '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 14.1994(13) _cell_length_b 19.6855(17) _cell_length_c 24.487(2) _cell_angle_alpha 90.00 _cell_angle_beta 106.85 _cell_angle_gamma 90.00 _cell_volume 6550.8(10) _cell_formula_units_Z 4 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 6367 _cell_measurement_theta_min 2.20 _cell_measurement_theta_max 26.98 _exptl_crystal_description needle _exptl_crystal_colour colorless _exptl_crystal_size_max 0.50 _exptl_crystal_size_mid 0.10 _exptl_crystal_size_min 0.01 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.534 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2912 _exptl_absorpt_coefficient_mu 3.323 _exptl_absorpt_correction_type 'empirical (SADABS)' _exptl_absorpt_correction_T_min 0.2873 _exptl_absorpt_correction_T_max 0.9675 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 298(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 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19699 _diffrn_reflns_av_R_equivalents 0.0610 _diffrn_reflns_av_sigmaI/netI 0.0792 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 18 _diffrn_reflns_limit_k_min -25 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -31 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 27.00 _reflns_number_total 7112 _reflns_number_gt 5039 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'Bruker SHELXTL' _computing_structure_refinement 'Bruker SHELXTL' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker 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^)+(0.1000P)^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 constr _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 7112 _refine_ls_number_parameters 262 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0777 _refine_ls_R_factor_gt 0.0577 _refine_ls_wR_factor_ref 0.1608 _refine_ls_wR_factor_gt 0.1522 _refine_ls_goodness_of_fit_ref 0.970 _refine_ls_restrained_S_all 0.970 _refine_ls_shift/su_max 0.000 _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 Cu1 Cu 0.53945(7) 0.36641(5) 0.20530(4) 0.0302(2) Uani 1 1 d . . . Cu2 Cu 0.41094(7) 0.26336(5) 0.21297(4) 0.0373(3) Uani 1 1 d . . . I1 I 0.56837(4) 0.24086(2) 0.179100(19) 0.02837(15) Uani 1 1 d . . . I2 I 0.34918(3) 0.39679(2) 0.187612(19) 0.02652(15) Uani 1 1 d . . . N1 N 0.5571(5) 0.6510(3) 0.1770(3) 0.0310(14) Uani 1 1 d . . . H1A H 0.5348 0.6500 0.2061 0.037 Uiso 1 1 calc R . . S2 S 0.77820(14) 0.70053(10) 0.15666(7) 0.0296(4) Uani 1 1 d . . . S1 S 0.58252(14) 0.44861(10) 0.14920(8) 0.0287(4) Uani 1 1 d . . . O1 O 0.7060(6) 0.4841(3) 0.0593(3) 0.066(2) Uani 1 1 d . . . O2 O 0.6761(4) 0.6225(3) 0.0246(2) 0.0404(14) Uani 1 1 d . . . C1 C 0.6958(10) 0.5086(6) 0.0021(4) 0.072(4) Uani 1 1 d . . . H1B H 0.6698 0.4728 -0.0254 0.087 Uiso 1 1 calc R . . H1C H 0.7596 0.5219 -0.0014 0.087 Uiso 1 1 calc R . . C2 C 0.6285(8) 0.5675(5) -0.0099(4) 0.055(3) Uani 1 1 d . . . H2A H 0.6125 0.5798 -0.0499 0.067 Uiso 1 1 calc R . . H2B H 0.5678 0.5563 -0.0012 0.067 Uiso 1 1 calc R . . C3 C 0.6247(6) 0.6817(5) 0.0160(3) 0.038(2) Uani 1 1 d . . . C4 C 0.5275(7) 0.6898(6) -0.0191(4) 0.054(3) Uani 1 1 d . . . H4A H 0.4945 0.6524 -0.0389 0.065 Uiso 1 1 calc R . . C5 C 0.4818(8) 0.7487(7) -0.0248(4) 0.069(3) Uani 1 1 d . . . H5A H 0.4175 0.7519 -0.0483 0.083 Uiso 1 1 calc R . . C6 C 0.5288(8) 0.8073(6) 0.0041(4) 0.061(3) Uani 1 1 d . . . H6A H 0.4961 0.8487 0.0004 0.074 Uiso 1 1 calc R . . C7 C 0.6257(7) 0.8008(5) 0.0383(4) 0.048(2) Uani 1 1 d . . . H7A H 0.6583 0.8391 0.0569 0.057 Uiso 1 1 calc R . . C8 C 0.6750(7) 0.7392(4) 0.0454(3) 0.0360(19) Uani 1 1 d . . . C9 C 0.7743(6) 0.7323(4) 0.0855(3) 0.0331(18) Uani 1 1 d . . . H9A H 0.8063 0.7763 0.0898 0.040 Uiso 1 1 calc R . . H9B H 0.8121 0.7017 0.0689 0.040 Uiso 1 1 calc R . . C10 C 0.6774(5) 0.7456(4) 0.1737(3) 0.0317(17) Uani 1 1 d . . . H10A H 0.6925 0.7480 0.2149 0.038 Uiso 1 1 calc R . . H10B H 0.6762 0.7918 0.1597 0.038 Uiso 1 1 calc R . . C11 C 0.5751(5) 0.7161(4) 0.1503(3) 0.0329(17) Uani 1 1 d . . . H11A H 0.5279 0.7495 0.1551 0.039 Uiso 1 1 calc R . . H11B H 0.5626 0.7087 0.1096 0.039 Uiso 1 1 calc R . . C12 C 0.5800(7) 0.5888(4) 0.1501(3) 0.0361(19) Uani 1 1 d . . . H12A H 0.6480 0.5900 0.1496 0.043 Uiso 1 1 calc R . . H12B H 0.5385 0.5863 0.1110 0.043 Uiso 1 1 calc R . . C13 C 0.5629(6) 0.5262(4) 0.1831(3) 0.0337(18) Uani 1 1 d . . . H13A H 0.4961 0.5270 0.1858 0.040 Uiso 1 1 calc R . . H13B H 0.6074 0.5277 0.2216 0.040 Uiso 1 1 calc R . . C14 C 0.7171(6) 0.4511(5) 0.1683(4) 0.046(2) Uani 1 1 d . . . H14A H 0.7391 0.4968 0.1636 0.056 Uiso 1 1 calc R . . H14B H 0.7451 0.4378 0.2078 0.056 Uiso 1 1 calc R . . C15 C 0.7507(7) 0.4020(5) 0.1291(5) 0.052(3) Uani 1 1 d . . . C16 C 0.7837(7) 0.3394(6) 0.1490(6) 0.076(4) Uani 1 1 d . . . H16A H 0.7868 0.3264 0.1859 0.091 Uiso 1 1 calc R . . C17 C 0.8146(9) 0.2924(6) 0.1099(9) 0.112(7) Uani 1 1 d . . . H17A H 0.8360 0.2485 0.1209 0.134 Uiso 1 1 calc R . . C18 C 0.8104(11) 0.3161(7) 0.0588(8) 0.097(5) Uani 1 1 d . . . H18 H 0.8339 0.2885 0.0348 0.117 Uiso 1 1 calc R . . C19 C 0.7749(11) 0.3765(6) 0.0394(7) 0.090(5) Uani 1 1 d . . . H19 H 0.7704 0.3889 0.0020 0.108 Uiso 1 1 calc R . . C20 C 0.7444(8) 0.4215(5) 0.0744(5) 0.060(3) 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 0.0349(6) 0.0248(5) 0.0339(5) 0.0008(4) 0.0149(4) -0.0041(4) Cu2 0.0307(6) 0.0458(6) 0.0329(5) -0.0021(4) 0.0053(4) -0.0065(4) I1 0.0320(3) 0.0281(3) 0.0268(2) -0.00630(18) 0.0112(2) 0.0015(2) I2 0.0243(3) 0.0225(2) 0.0301(3) 0.00236(18) 0.00373(19) -0.00073(19) N1 0.038(4) 0.023(3) 0.039(3) 0.009(3) 0.022(3) -0.005(3) S2 0.0250(10) 0.0397(11) 0.0233(9) 0.0003(8) 0.0059(7) -0.0055(8) S1 0.0299(10) 0.0301(10) 0.0284(9) 0.0007(7) 0.0122(8) -0.0037(8) O1 0.126(7) 0.036(4) 0.061(4) -0.003(3) 0.066(5) -0.001(4) O2 0.044(4) 0.041(3) 0.033(3) -0.007(2) 0.007(3) -0.011(3) C1 0.131(11) 0.052(7) 0.048(6) -0.016(5) 0.048(7) -0.016(7) C2 0.074(7) 0.061(7) 0.029(4) -0.009(4) 0.013(5) -0.028(6) C3 0.041(5) 0.059(6) 0.013(3) -0.001(3) 0.004(3) -0.015(4) C4 0.034(5) 0.091(8) 0.033(5) 0.001(5) 0.004(4) 0.007(5) C5 0.044(6) 0.123(11) 0.036(5) 0.007(6) 0.006(5) 0.001(7) C6 0.072(8) 0.082(8) 0.042(5) 0.034(5) 0.036(5) 0.037(6) C7 0.063(6) 0.051(6) 0.037(5) 0.020(4) 0.026(5) 0.010(5) C8 0.048(5) 0.035(4) 0.028(4) 0.007(3) 0.016(4) -0.003(4) C9 0.032(4) 0.044(5) 0.025(4) -0.004(3) 0.011(3) -0.016(4) C10 0.027(4) 0.041(5) 0.030(4) 0.000(3) 0.013(3) -0.002(3) C11 0.026(4) 0.031(4) 0.045(4) 0.007(3) 0.016(4) -0.003(3) C12 0.058(6) 0.028(4) 0.029(4) 0.005(3) 0.022(4) -0.011(4) C13 0.054(5) 0.018(4) 0.037(4) 0.005(3) 0.026(4) -0.008(3) C14 0.030(5) 0.053(6) 0.060(6) 0.016(4) 0.020(4) -0.007(4) C15 0.040(5) 0.042(5) 0.089(8) 0.004(5) 0.043(5) -0.004(4) C16 0.025(5) 0.070(8) 0.134(11) 0.027(7) 0.025(6) -0.001(5) C17 0.048(8) 0.039(7) 0.26(2) 0.001(10) 0.069(11) 0.002(6) C18 0.111(12) 0.048(8) 0.175(16) -0.030(9) 0.108(12) -0.016(7) C19 0.116(12) 0.054(8) 0.133(12) -0.020(7) 0.091(10) -0.017(7) C20 0.066(7) 0.041(6) 0.086(8) -0.014(5) 0.047(6) -0.005(5) _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 Cu1 S1 2.317(2) . ? Cu1 I1 2.6157(10) . ? Cu1 I2 2.6770(11) . ? Cu1 I2 2.7074(10) 2_655 ? Cu1 Cu1 2.7331(18) 2_655 ? Cu1 Cu2 2.7711(14) . ? Cu1 Cu2 2.7926(13) 2_655 ? Cu2 S2 2.340(2) 3_445 ? Cu2 I1 2.6109(11) 2_655 ? Cu2 I1 2.6375(12) . ? Cu2 Cu2 2.651(2) 2_655 ? Cu2 I2 2.7816(12) . ? Cu2 Cu1 2.7926(13) 2_655 ? I1 Cu2 2.6109(11) 2_655 ? I2 Cu1 2.7074(10) 2_655 ? N1 C12 1.470(10) . ? N1 C11 1.495(9) . ? S2 C10 1.831(8) . ? S2 C9 1.837(7) . ? S2 Cu2 2.340(2) 3 ? S1 C13 1.799(8) . ? S1 C14 1.832(8) . ? O1 C20 1.355(12) . ? O1 C1 1.448(11) . ? O2 C3 1.359(11) . ? O2 C2 1.419(10) . ? C1 C2 1.477(15) . ? C3 C4 1.408(12) . ? C3 C8 1.419(11) . ? C4 C5 1.316(16) . ? C5 C6 1.414(16) . ? C6 C7 1.394(14) . ? C7 C8 1.386(12) . ? C8 C9 1.472(12) . ? C10 C11 1.514(10) . ? C12 C13 1.531(9) . ? C14 C15 1.532(13) . ? C15 C16 1.357(14) . ? C15 C20 1.371(15) . ? C16 C17 1.49(2) . ? C17 C18 1.32(2) . ? C18 C19 1.326(19) . ? C19 C20 1.386(15) . ? 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 S1 Cu1 I1 115.30(6) . . ? S1 Cu1 I2 100.11(6) . . ? I1 Cu1 I2 113.21(4) . . ? S1 Cu1 I2 103.87(6) . 2_655 ? I1 Cu1 I2 110.92(4) . 2_655 ? I2 Cu1 I2 112.71(3) . 2_655 ? S1 Cu1 Cu1 135.64(5) . 2_655 ? I1 Cu1 Cu1 109.05(2) . 2_655 ? I2 Cu1 Cu1 60.05(4) . 2_655 ? I2 Cu1 Cu1 58.95(3) 2_655 2_655 ? S1 Cu1 Cu2 147.54(7) . . ? I1 Cu1 Cu2 58.54(3) . . ? I2 Cu1 Cu2 61.37(3) . . ? I2 Cu1 Cu2 107.89(4) 2_655 . ? Cu1 Cu1 Cu2 60.97(3) 2_655 . ? S1 Cu1 Cu2 151.31(7) . 2_655 ? I1 Cu1 Cu2 57.62(3) . 2_655 ? I2 Cu1 Cu2 108.13(4) . 2_655 ? I2 Cu1 Cu2 60.74(3) 2_655 2_655 ? Cu1 Cu1 Cu2 60.19(3) 2_655 2_655 ? Cu2 Cu1 Cu2 56.90(4) . 2_655 ? S2 Cu2 I1 109.99(6) 3_445 2_655 ? S2 Cu2 I1 109.70(6) 3_445 . ? I1 Cu2 I1 115.65(4) 2_655 . ? S2 Cu2 Cu2 148.09(6) 3_445 2_655 ? I1 Cu2 Cu2 60.16(4) 2_655 2_655 ? I1 Cu2 Cu2 59.17(4) . 2_655 ? S2 Cu2 Cu1 141.32(6) 3_445 . ? I1 Cu2 Cu1 108.05(4) 2_655 . ? I1 Cu2 Cu1 57.78(3) . . ? Cu2 Cu2 Cu1 61.96(4) 2_655 . ? S2 Cu2 I2 102.68(6) 3_445 . ? I1 Cu2 I2 108.78(4) 2_655 . ? I1 Cu2 I2 109.24(4) . . ? Cu2 Cu2 I2 109.23(2) 2_655 . ? Cu1 Cu2 I2 57.64(3) . . ? S2 Cu2 Cu1 143.03(7) 3_445 2_655 ? I1 Cu2 Cu1 57.79(3) 2_655 2_655 ? I1 Cu2 Cu1 106.66(4) . 2_655 ? Cu2 Cu2 Cu1 61.14(3) 2_655 2_655 ? Cu1 Cu2 Cu1 58.84(4) . 2_655 ? I2 Cu2 Cu1 58.12(3) . 2_655 ? Cu2 I1 Cu1 64.59(3) 2_655 . ? Cu2 I1 Cu2 60.66(4) 2_655 . ? Cu1 I1 Cu2 63.67(3) . . ? Cu1 I2 Cu1 61.00(3) . 2_655 ? Cu1 I2 Cu2 60.98(3) . . ? Cu1 I2 Cu2 61.15(3) 2_655 . ? C12 N1 C11 115.4(6) . . ? C10 S2 C9 103.9(4) . . ? C10 S2 Cu2 99.1(3) . 3 ? C9 S2 Cu2 100.2(2) . 3 ? C13 S1 C14 98.6(4) . . ? C13 S1 Cu1 102.5(2) . . ? C14 S1 Cu1 107.6(3) . . ? C20 O1 C1 119.2(8) . . ? C3 O2 C2 114.8(7) . . ? O1 C1 C2 109.3(8) . . ? O2 C2 C1 108.1(8) . . ? O2 C3 C4 125.5(8) . . ? O2 C3 C8 115.9(7) . . ? C4 C3 C8 118.7(9) . . ? C5 C4 C3 122.0(11) . . ? C4 C5 C6 121.3(10) . . ? C7 C6 C5 117.8(10) . . ? C8 C7 C6 122.0(10) . . ? C7 C8 C3 118.2(9) . . ? C7 C8 C9 121.1(8) . . ? C3 C8 C9 120.5(7) . . ? C8 C9 S2 115.1(5) . . ? C11 C10 S2 117.1(5) . . ? N1 C11 C10 115.5(6) . . ? N1 C12 C13 110.1(6) . . ? C12 C13 S1 111.7(5) . . ? C15 C14 S1 108.3(6) . . ? C16 C15 C20 121.4(11) . . ? C16 C15 C14 119.1(11) . . ? C20 C15 C14 119.4(9) . . ? C15 C16 C17 118.1(13) . . ? C18 C17 C16 116.7(12) . . ? C17 C18 C19 124.3(13) . . ? C18 C19 C20 120.4(14) . . ? O1 C20 C15 115.4(8) . . ? O1 C20 C19 125.8(12) . . ? C15 C20 C19 118.9(11) . . ? _diffrn_measured_fraction_theta_max 0.992 _diffrn_reflns_theta_full 27.00 _diffrn_measured_fraction_theta_full 0.992 _refine_diff_density_max 1.844 _refine_diff_density_min -1.696 _refine_diff_density_rms 0.273 _vrf_PLAT602_Complex3 ; PROBLEM: VERY LARGE Solvent Accessible VOID(S) in Structure! RESPONSE: Although the SQUEEZE analysis at the end still suggested some solvent accessible volume, the difference Fourier revealed no meaningful electron density that could be reliably assigned to the solvent. ;