Electronic Supplementary Material 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_author_name E.Colacio _publ_contact_author_email ECOLACIO@UGR.ES data_1 _database_code_depnum_ccdc_archive 'CCDC 617738' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H18 Au4 Co2 N16' _chemical_formula_weight 1340.09 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' Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Au Au -2.0133 8.8022 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/m #no.12 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 9.6165(13) _cell_length_b 15.040(2) _cell_length_c 10.4448(14) _cell_angle_alpha 90.00 _cell_angle_beta 111.160(2) _cell_angle_gamma 90.00 _cell_volume 1408.8(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 2229 _cell_measurement_theta_min 27.75 _cell_measurement_theta_max 2.65 _exptl_crystal_description needle _exptl_crystal_colour yellow-orange _exptl_crystal_size_max 0.03 _exptl_crystal_size_mid 0.04 _exptl_crystal_size_min 0.17 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 3.131 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1168 _exptl_absorpt_coefficient_mu 21.937 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min 0.438351 _exptl_absorpt_correction_T_max 1.000000 _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 APEX CCD system' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.26 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4517 _diffrn_reflns_av_R_equivalents 0.0237 _diffrn_reflns_av_sigmaI/netI 0.0301 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.09 _diffrn_reflns_theta_max 28.21 _reflns_number_total 1694 _reflns_number_gt 1524 _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, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0249P)^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 SHELXL _refine_ls_extinction_coef 0.00010(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1694 _refine_ls_number_parameters 95 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0273 _refine_ls_R_factor_gt 0.0229 _refine_ls_wR_factor_ref 0.0539 _refine_ls_wR_factor_gt 0.0524 _refine_ls_goodness_of_fit_ref 1.076 _refine_ls_restrained_S_all 1.076 _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 Co Co 0.59812(9) 0.0000 0.27017(9) 0.02422(19) Uani 1 2 d S . . N4 N 0.6518(5) -0.1044(3) 0.1629(4) 0.0341(10) Uani 1 1 d . . . C4 C 0.6882(5) -0.1595(3) 0.1069(5) 0.0315(11) Uani 1 1 d . . . N1 N 0.5382(5) -0.0892(2) 0.4040(4) 0.0292(9) Uani 1 1 d . . . N2 N 0.3698(6) 0.0000 0.1350(7) 0.0368(14) Uani 1 2 d S . . N3 N 0.8224(7) 0.0000 0.4108(7) 0.0447(16) Uani 1 2 d S . . C1 C 0.5000 -0.0493(4) 0.5000 0.0274(14) Uani 1 2 d S . . C2 C 0.5366(7) -0.1786(3) 0.4047(6) 0.0407(13) Uani 1 1 d . . . H2 H 0.5612 -0.2093 0.3385 0.049 Uiso 1 1 calc R . . C3 C 0.5000 -0.2255(5) 0.5000 0.051(2) Uani 1 2 d S . . H3 H 0.5000 -0.2874 0.5000 0.061 Uiso 1 2 calc SR . . C5 C 0.9196(7) -0.1172(4) -0.2061(7) 0.0437(13) Uani 1 1 d . . . N5 N 0.8746(7) -0.1184(3) -0.3224(6) 0.0666(16) Uani 1 1 d . . . Au1 Au 1.0000 -0.115873(18) 0.0000 0.03431(10) Uani 1 2 d S . . Au2 Au 0.7500 -0.2500 0.0000 0.03084(10) Uani 1 2 d S . . 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 Co 0.0295(4) 0.0244(4) 0.0229(5) 0.000 0.0145(4) 0.000 N4 0.042(2) 0.034(2) 0.032(3) -0.0013(19) 0.020(2) 0.0036(18) C4 0.039(3) 0.026(2) 0.035(3) -0.006(2) 0.020(2) -0.004(2) N1 0.044(2) 0.026(2) 0.024(2) -0.0018(17) 0.0200(19) 0.0009(17) N2 0.030(3) 0.047(4) 0.030(4) 0.000 0.007(3) 0.000 N3 0.032(3) 0.060(4) 0.036(4) 0.000 0.006(3) 0.000 C1 0.034(3) 0.031(3) 0.019(4) 0.000 0.013(3) 0.000 C2 0.068(4) 0.026(3) 0.040(3) -0.002(2) 0.033(3) 0.003(2) C3 0.099(7) 0.018(3) 0.055(6) 0.000 0.051(6) 0.000 C5 0.053(3) 0.035(3) 0.044(4) 0.007(3) 0.019(3) 0.011(2) N5 0.104(5) 0.047(3) 0.043(4) 0.000(3) 0.020(3) 0.012(3) Au1 0.03271(16) 0.03525(17) 0.03650(19) 0.000 0.01434(13) 0.000 Au2 0.03679(16) 0.02749(16) 0.03532(18) -0.00696(11) 0.02154(13) 0.00065(10) _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 Co N4 2.099(4) . ? Co N4 2.099(4) 6 ? Co N3 2.127(6) . ? Co N2 2.139(6) . ? Co N1 2.160(4) 6 ? Co N1 2.160(4) . ? N4 C4 1.139(6) . ? C4 Au2 1.983(5) . ? N1 C1 1.329(4) . ? N1 C2 1.345(6) . ? C1 N1 1.329(4) 2_656 ? C1 C1 1.484(13) 5_656 ? C2 C3 1.367(6) . ? C3 C2 1.367(6) 2_656 ? C5 N5 1.133(8) . ? C5 Au1 2.007(6) . ? Au1 C5 2.007(6) 2_755 ? Au1 Au2 3.1383(4) . ? Au1 Au2 3.1383(3) 2_755 ? Au2 C4 1.983(5) 7_645 ? Au2 Au1 3.1383(3) 7_645 ? 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 N4 Co N4 96.9(2) . 6 ? N4 Co N3 89.14(18) . . ? N4 Co N3 89.14(18) 6 . ? N4 Co N2 92.25(17) . . ? N4 Co N2 92.25(17) 6 . ? N3 Co N2 177.9(3) . . ? N4 Co N1 169.86(15) . 6 ? N4 Co N1 93.17(14) 6 6 ? N3 Co N1 89.67(19) . 6 ? N2 Co N1 88.69(18) . 6 ? N4 Co N1 93.17(14) . . ? N4 Co N1 169.86(15) 6 . ? N3 Co N1 89.67(19) . . ? N2 Co N1 88.69(18) . . ? N1 Co N1 76.8(2) 6 . ? C4 N4 Co 176.5(4) . . ? N4 C4 Au2 176.5(4) . . ? C1 N1 C2 116.1(4) . . ? C1 N1 Co 114.8(3) . . ? C2 N1 Co 129.1(3) . . ? N1 C1 N1 126.4(6) 2_656 . ? N1 C1 C1 116.8(3) 2_656 5_656 ? N1 C1 C1 116.8(3) . 5_656 ? N1 C2 C3 121.8(5) . . ? C2 C3 C2 117.7(7) 2_656 . ? N5 C5 Au1 179.6(6) . . ? C5 Au1 C5 178.8(3) 2_755 . ? C5 Au1 Au2 89.53(15) 2_755 . ? C5 Au1 Au2 89.71(17) . . ? C5 Au1 Au2 89.71(17) 2_755 2_755 ? C5 Au1 Au2 89.53(15) . 2_755 ? Au2 Au1 Au2 100.001(13) . 2_755 ? C4 Au2 C4 180.0(2) 7_645 . ? C4 Au2 Au1 93.22(13) 7_645 . ? C4 Au2 Au1 86.78(13) . . ? C4 Au2 Au1 86.78(13) 7_645 7_645 ? C4 Au2 Au1 93.22(13) . 7_645 ? Au1 Au2 Au1 180.000(8) . 7_645 ? _diffrn_measured_fraction_theta_max 0.940 _diffrn_reflns_theta_full 28.21 _diffrn_measured_fraction_theta_full 0.940 _refine_diff_density_max 0.927 _refine_diff_density_min -0.737 _refine_diff_density_rms 0.159 # Attachment 'Compound2.cif' data_2 _database_code_depnum_ccdc_archive 'CCDC 617739' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H18 Au4 N16 Ni2 O0' _chemical_formula_weight 1339.65 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' K K 0.2009 0.2494 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Au Au -2.0133 8.8022 '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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M C2/m #( no.12) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 9.5057(11) _cell_length_b 14.9669(17) _cell_length_c 10.3484(12) _cell_angle_alpha 90.00 _cell_angle_beta 110.275(2) _cell_angle_gamma 90.00 _cell_volume 1381.1(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour pink _exptl_crystal_size_max 0.09 _exptl_crystal_size_mid 0.13 _exptl_crystal_size_min 0.23 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 3.193 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1172 _exptl_absorpt_coefficient_mu 22.540 _exptl_absorpt_correction_type ? _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _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 APEX CCD system' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.26 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4323 _diffrn_reflns_av_R_equivalents 0.1486 _diffrn_reflns_av_sigmaI/netI 0.0934 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_l_min -12 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.10 _diffrn_reflns_theta_max 28.21 _reflns_number_total 1631 _reflns_number_gt 1367 _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, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.1309P)^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 1631 _refine_ls_number_parameters 94 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0831 _refine_ls_R_factor_gt 0.0774 _refine_ls_wR_factor_ref 0.1944 _refine_ls_wR_factor_gt 0.1913 _refine_ls_goodness_of_fit_ref 1.084 _refine_ls_restrained_S_all 1.084 _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 Au2 Au 1.0000 0.38538(6) 0.5000 0.0382(3) Uani 1 2 d S . . Au1 Au 0.7500 0.2500 0.5000 0.0323(3) Uani 1 2 d S . . Ni1 Ni 0.6000(2) 0.5000 0.7733(2) 0.0229(5) Uani 1 2 d S . . N1 N 0.5417(13) 0.4111(7) 0.9046(11) 0.028(2) Uani 1 1 d . . . N4 N 0.6518(14) 0.3996(8) 0.6644(12) 0.037(3) Uani 1 1 d . . . C1 C 0.5000 0.4490(11) 1.0000 0.025(3) Uani 1 2 d S . . N2 N 0.3781(19) 0.5000 0.6376(17) 0.033(3) Uani 1 2 d S . . N3 N 0.819(2) 0.5000 0.907(2) 0.045(4) Uani 1 2 d S . . C4 C 0.6916(15) 0.3409(8) 0.6073(12) 0.031(3) Uani 1 1 d . . . N5 N 0.875(2) 0.3842(13) 0.1727(17) 0.075(5) Uani 1 1 d . . . C7 C 0.540(2) 0.3209(9) 0.9002(16) 0.041(3) Uani 1 1 d . . . H7 H 0.5638 0.2906 0.8322 0.049 Uiso 1 1 calc R . . C8 C 0.5000 0.2733(18) 1.0000 0.048(5) Uani 1 2 d S . . H8 H 0.5000 0.2112 1.0000 0.057 Uiso 1 2 calc SR . . C5 C 0.9181(18) 0.3859(12) 0.2934(18) 0.051(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 Au2 0.0316(5) 0.0472(6) 0.0364(5) 0.000 0.0125(3) 0.000 Au1 0.0337(5) 0.0374(5) 0.0321(5) -0.0066(3) 0.0194(3) 0.0010(3) Ni1 0.0250(10) 0.0291(11) 0.0184(10) 0.000 0.0122(8) 0.000 N1 0.038(6) 0.029(5) 0.024(5) -0.002(4) 0.019(5) 0.004(5) N4 0.040(6) 0.048(7) 0.028(6) 0.004(5) 0.017(5) 0.008(5) C1 0.027(8) 0.028(9) 0.022(8) 0.000 0.012(6) 0.000 N2 0.031(8) 0.038(9) 0.032(8) 0.000 0.012(7) 0.000 N3 0.033(9) 0.052(11) 0.040(10) 0.000 0.001(7) 0.000 C4 0.042(7) 0.027(6) 0.025(6) -0.003(5) 0.014(5) 0.001(5) N5 0.088(13) 0.079(13) 0.052(10) -0.002(9) 0.016(9) 0.015(10) C7 0.061(9) 0.029(7) 0.045(8) -0.001(6) 0.034(8) -0.001(6) C8 0.061(14) 0.050(13) 0.041(12) 0.000 0.028(11) 0.000 C5 0.040(8) 0.062(11) 0.052(10) -0.004(8) 0.019(7) 0.016(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 Au2 C5 2.006(17) . ? Au2 C5 2.006(17) 2_756 ? Au2 Au1 3.1229(6) . ? Au2 Au1 3.1229(6) 2_756 ? Au1 C4 1.955(12) 7_656 ? Au1 C4 1.955(12) . ? Au1 Au2 3.1229(6) 7_656 ? Ni1 N4 2.038(12) . ? Ni1 N4 2.038(12) 6_565 ? Ni1 N3 2.061(18) . ? Ni1 N2 2.090(17) . ? Ni1 N1 2.109(11) 6_565 ? Ni1 N1 2.109(11) . ? N1 C1 1.314(12) . ? N1 C7 1.350(15) . ? N4 C4 1.192(16) . ? C1 N1 1.314(12) 2_657 ? C1 C1 1.53(3) 5_667 ? N5 C5 1.17(2) . ? C7 C8 1.409(19) . ? C8 C7 1.409(19) 2_657 ? 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 C5 Au2 C5 179.5(10) . 2_756 ? C5 Au2 Au1 89.3(5) . . ? C5 Au2 Au1 91.0(4) 2_756 . ? C5 Au2 Au1 91.0(4) . 2_756 ? C5 Au2 Au1 89.3(5) 2_756 2_756 ? Au1 Au2 Au1 99.10(3) . 2_756 ? C4 Au1 C4 180.000(3) 7_656 . ? C4 Au1 Au2 85.1(4) 7_656 7_656 ? C4 Au1 Au2 94.9(4) . 7_656 ? C4 Au1 Au2 94.9(4) 7_656 . ? C4 Au1 Au2 85.1(4) . . ? Au2 Au1 Au2 180.00(2) 7_656 . ? N4 Ni1 N4 95.0(7) . 6_565 ? N4 Ni1 N3 89.3(5) . . ? N4 Ni1 N3 89.3(6) 6_565 . ? N4 Ni1 N2 90.6(5) . . ? N4 Ni1 N2 90.6(5) 6_565 . ? N3 Ni1 N2 179.9(8) . . ? N4 Ni1 N1 171.6(5) . 6_565 ? N4 Ni1 N1 93.3(4) 6_565 6_565 ? N3 Ni1 N1 89.9(6) . 6_565 ? N2 Ni1 N1 90.2(5) . 6_565 ? N4 Ni1 N1 93.3(4) . . ? N4 Ni1 N1 171.6(5) 6_565 . ? N3 Ni1 N1 89.9(6) . . ? N2 Ni1 N1 90.2(5) . . ? N1 Ni1 N1 78.3(6) 6_565 . ? C1 N1 C7 116.9(13) . . ? C1 N1 Ni1 115.2(10) . . ? C7 N1 Ni1 127.9(10) . . ? C4 N4 Ni1 175.6(12) . . ? N1 C1 N1 128.8(17) 2_657 . ? N1 C1 C1 115.6(9) 2_657 5_667 ? N1 C1 C1 115.6(9) . 5_667 ? N4 C4 Au1 175.4(11) . . ? N1 C7 C8 119.0(16) . . ? C7 C8 C7 119(2) 2_657 . ? N5 C5 Au2 177.4(15) . . ? _diffrn_measured_fraction_theta_max 0.918 _diffrn_reflns_theta_full 28.21 _diffrn_measured_fraction_theta_full 0.918 _refine_diff_density_max 5.138 _refine_diff_density_min -5.603 _refine_diff_density_rms 0.690 # Attachment 'Compound3.cif' data_3 _database_code_depnum_ccdc_archive 'CCDC 617740' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C16 H18Au4 Cu2 N16' _chemical_formula_weight 1349.31 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' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Au Au -2.0133 8.8022 '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/m # (no. 12) loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z' '-x, -y, -z' 'x, -y, z' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z' _cell_length_a 9.5517(12) _cell_length_b 15.1144(18) _cell_length_c 10.5110(13) _cell_angle_alpha 90.00 _cell_angle_beta 113.722(2) _cell_angle_gamma 90.00 _cell_volume 1389.2(3) _cell_formula_units_Z 2 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description needle _exptl_crystal_colour green _exptl_crystal_size_max 0.01 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.26 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 3.197 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1176 _exptl_absorpt_coefficient_mu 22.582 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _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 APEX CCD system' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean 8.26 _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 4428 _diffrn_reflns_av_R_equivalents 0.2272 _diffrn_reflns_av_sigmaI/netI 0.1643 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 12 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -13 _diffrn_reflns_limit_l_max 13 _diffrn_reflns_theta_min 2.12 _diffrn_reflns_theta_max 28.13 _reflns_number_total 1647 _reflns_number_gt 1393 _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, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0968P)^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 SHELXL _refine_ls_extinction_coef 0.0024(4) _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_number_reflns 1647 _refine_ls_number_parameters 95 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0858 _refine_ls_R_factor_gt 0.0799 _refine_ls_wR_factor_ref 0.1875 _refine_ls_wR_factor_gt 0.1827 _refine_ls_goodness_of_fit_ref 1.084 _refine_ls_restrained_S_all 1.084 _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 C5 C 0.0789(19) 0.1148(10) 0.7060(14) 0.041(3) Uani 1 1 d . . . N5 N 0.120(3) 0.1175(13) 0.8272(16) 0.077(6) Uani 1 1 d . . . Cu Cu 0.6001(3) 0.0000 0.76872(19) 0.0235(5) Uani 1 2 d S . . N4 N 0.1549(17) 0.3911(8) 0.6666(12) 0.039(3) Uani 1 1 d . . . C4 C 0.1936(18) 0.3374(9) 0.6104(14) 0.035(3) Uani 1 1 d . . . N2 N 0.382(2) 0.0000 0.6323(16) 0.035(4) Uani 1 2 d S . . N3 N 0.815(2) 0.0000 0.908(2) 0.044(4) Uani 1 2 d S . . N1 N 0.5360(15) -0.0886(8) 0.9041(11) 0.034(3) Uani 1 1 d . . . C1 C 0.5000 -0.0480(11) 1.0000 0.028(4) Uani 1 2 d S . . C2 C 0.536(2) -0.1811(11) 0.9028(18) 0.047(4) Uani 1 1 d . . . H11 H 0.5587 -0.2127 0.8379 0.056 Uiso 1 1 calc R . . C3 C 0.5000 -0.2226(16) 1.0000 0.055(7) Uani 1 2 d S . . H12 H 0.5000 -0.2841 1.0000 0.066 Uiso 1 2 calc SR . . Au1 Au 0.0000 0.11469(5) 0.5000 0.0331(4) Uani 1 2 d S . . Au2 Au 0.2500 0.2500 0.5000 0.0318(4) Uani 1 2 d S . . 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 C5 0.050(9) 0.031(7) 0.039(7) 0.003(6) 0.015(6) 0.007(7) N5 0.109(16) 0.059(11) 0.052(8) -0.002(8) 0.022(9) 0.005(11) Cu 0.0276(11) 0.0208(10) 0.0262(9) 0.000 0.0149(8) 0.000 N4 0.048(8) 0.033(7) 0.040(6) -0.002(5) 0.024(6) 0.005(6) C4 0.040(8) 0.030(7) 0.042(6) -0.007(6) 0.022(6) -0.001(6) N2 0.031(9) 0.039(9) 0.034(7) 0.000 0.013(7) 0.000 N3 0.031(10) 0.033(9) 0.061(11) 0.000 0.011(8) 0.000 N1 0.042(7) 0.031(6) 0.037(5) 0.002(5) 0.025(5) 0.013(5) C1 0.033(10) 0.021(9) 0.029(7) 0.000 0.012(7) 0.000 C2 0.053(10) 0.033(7) 0.062(9) 0.002(7) 0.030(8) 0.003(7) C3 0.09(2) 0.028(11) 0.053(12) 0.000 0.034(13) 0.000 Au1 0.0324(5) 0.0268(5) 0.0404(5) 0.000 0.0148(3) 0.000 Au2 0.0365(5) 0.0247(5) 0.0404(5) -0.0025(3) 0.0220(4) 0.0005(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 C5 N5 1.17(2) . ? C5 Au1 1.986(14) . ? Cu N3 1.98(2) . ? Cu N2 2.001(18) . ? Cu N4 2.142(12) 3_545 ? Cu N4 2.142(12) 8 ? Cu N1 2.212(12) . ? Cu N1 2.212(12) 6 ? N4 C4 1.149(16) . ? N4 Cu 2.142(12) 3_455 ? C4 Au2 1.971(12) . ? N1 C1 1.338(13) . ? N1 C2 1.398(18) . ? C1 N1 1.338(13) 2_657 ? C1 C1 1.45(3) 5_657 ? C2 C3 1.35(2) . ? C3 C2 1.35(2) 2_657 ? Au1 C5 1.986(14) 2_556 ? Au1 Au2 3.1440(6) . ? Au1 Au2 3.1440(6) 2_556 ? Au2 C4 1.971(12) 7_556 ? Au2 Au1 3.1440(6) 7_556 ? 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 N5 C5 Au1 177.0(17) . . ? N3 Cu N2 178.3(8) . . ? N3 Cu N4 89.1(6) . 3_545 ? N2 Cu N4 92.0(5) . 3_545 ? N3 Cu N4 89.1(6) . 8 ? N2 Cu N4 92.0(5) . 8 ? N4 Cu N4 100.5(7) 3_545 8 ? N3 Cu N1 89.7(6) . . ? N2 Cu N1 89.0(5) . . ? N4 Cu N1 92.5(4) 3_545 . ? N4 Cu N1 166.9(4) 8 . ? N3 Cu N1 89.7(6) . 6 ? N2 Cu N1 89.0(5) . 6 ? N4 Cu N1 166.9(4) 3_545 6 ? N4 Cu N1 92.5(4) 8 6 ? N1 Cu N1 74.5(6) . 6 ? C4 N4 Cu 174.0(12) . 3_455 ? N4 C4 Au2 175.5(13) . . ? C1 N1 C2 117.7(13) . . ? C1 N1 Cu 115.4(10) . . ? C2 N1 Cu 126.8(10) . . ? N1 C1 N1 125.4(17) 2_657 . ? N1 C1 C1 117.3(8) 2_657 5_657 ? N1 C1 C1 117.3(8) . 5_657 ? C3 C2 N1 117.2(16) . . ? C2 C3 C2 125(2) . 2_657 ? C5 Au1 C5 179.9(9) 2_556 . ? C5 Au1 Au2 87.4(5) 2_556 . ? C5 Au1 Au2 92.6(5) . . ? C5 Au1 Au2 92.6(5) 2_556 2_556 ? C5 Au1 Au2 87.4(5) . 2_556 ? Au2 Au1 Au2 98.84(2) . 2_556 ? C4 Au2 C4 180.000(3) 7_556 . ? C4 Au2 Au1 87.2(4) 7_556 . ? C4 Au2 Au1 92.8(4) . . ? C4 Au2 Au1 92.8(4) 7_556 7_556 ? C4 Au2 Au1 87.2(4) . 7_556 ? Au1 Au2 Au1 180.00(2) . 7_556 ? _diffrn_measured_fraction_theta_max 0.932 _diffrn_reflns_theta_full 28.13 _diffrn_measured_fraction_theta_full 0.932 _refine_diff_density_max 7.659 _refine_diff_density_min -3.918 _refine_diff_density_rms 0.747