# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 1999 # CCDC Number: 186/1588 data_DMLG9803 _audit_creation_method SHELXL _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_formula_moiety ? _chemical_formula_structural ? _chemical_formula_analytical ? _chemical_formula_sum 'C10 H26 N14 O10 Cu2' _chemical_formula_weight 629.53 _chemical_melting_point ? _chemical_compound_source ? loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source 'C' 'C' 0.0181 0.0091 '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' 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'O' 'O' 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 'Cu' 'Cu' -1.9646 0.5888 '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 7.8614(7) _cell_length_b 7.9384(5) _cell_length_c 10.4874(6) _cell_angle_alpha 89.938(3) _cell_angle_beta 81.778(5) _cell_angle_gamma 70.111(5) _cell_volume 608.33(7) _cell_formula_units_Z 1 _cell_measurement_temperature 293(2) _cell_measurement_reflns_used 41 _cell_measurement_theta_min 9.71 _cell_measurement_theta_max 25.85 _exptl_crystal_description rhombs _exptl_crystal_colour Blue _exptl_crystal_size_max 0.40 _exptl_crystal_size_mid 0.37 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.718 _exptl_crystal_density_method ? _exptl_crystal_F_000 322 _exptl_absorpt_coefficient_mu 2.847 _exptl_absorpt_correction_type Ellipsoidal _exptl_absorpt_correction_T_min 0.3082 _exptl_absorpt_correction_T_max 0.5512 _exptl_special_details ; ? ; _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 1.54178 _diffrn_radiation_type CuK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '\w scans' _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 2119 _diffrn_reflns_av_R_equivalents 0.0231 _diffrn_reflns_av_sigmaI/netI 0.0211 _diffrn_reflns_limit_h_min 0 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -8 _diffrn_reflns_limit_k_max 9 _diffrn_reflns_limit_l_min -11 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 4.26 _diffrn_reflns_theta_max 62.99 _reflns_number_total 1957 _reflns_number_observed 1859 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens XSCANS' _computing_cell_refinement 'Siemens XSCANS' _computing_data_reduction 'Siemens SHELXTL' _computing_structure_solution 'SHELXS-86 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'Siemens SHELXTL' _computing_publication_material 'Siemens SHELXTL' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 17 with very negative F^2^ or flagged by the user for potential systematic errors. Weighted R-factors wR and all goodnesses 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 observed criterion of F^2^ > 2sigma(F^2^) is used only for calculating _R_factor_obs 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 w=1/[\s^2^(Fo^2^)+(0.0411P)^2^+0.8361P] 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 ? _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0123(15) _refine_ls_extinction_expression 'Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^' _refine_ls_number_reflns 1940 _refine_ls_number_parameters 192 _refine_ls_number_restraints 7 _refine_ls_R_factor_all 0.0446 _refine_ls_R_factor_obs 0.0357 _refine_ls_wR_factor_all 0.1194 _refine_ls_wR_factor_obs 0.0918 _refine_ls_goodness_of_fit_all 1.120 _refine_ls_goodness_of_fit_obs 1.133 _refine_ls_restrained_S_all 1.443 _refine_ls_restrained_S_obs 1.130 _refine_ls_shift/esd_max 0.005 _refine_ls_shift/esd_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_thermal_displace_type _atom_site_occupancy _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_group Cu Cu 0.04806(6) -0.00565(5) 0.13377(4) 0.0266(2) Uani 1 d . . N1 N 0.2471(3) -0.1827(3) 0.2153(2) 0.0275(5) Uani 1 d . . C2 C 0.4234(4) -0.2199(4) 0.1569(3) 0.0297(7) Uani 1 d . . N2 N 0.4497(4) -0.1841(4) 0.0329(3) 0.0429(7) Uani 1 d D . H2A H 0.5680(16) -0.2200(52) -0.0033(36) 0.054(12) Uiso 1 d D . H2B H 0.3570(35) -0.1584(52) -0.0135(32) 0.049(11) Uiso 1 d D . N3 N 0.5700(3) -0.2867(4) 0.2159(3) 0.0337(6) Uani 1 d . . C4 C 0.5360(4) -0.3416(4) 0.3350(3) 0.0327(7) Uani 1 d . . N4 N 0.6778(4) -0.4117(5) 0.3982(3) 0.0504(8) Uani 1 d D . H4A H 0.6529(62) -0.4724(55) 0.4667(28) 0.071(14) Uiso 1 d D . H4B H 0.7928(23) -0.4378(63) 0.3568(39) 0.072(15) Uiso 1 d D . N5 N 0.3703(4) -0.3293(4) 0.3971(2) 0.0341(6) Uani 1 d . . C6 C 0.2299(4) -0.2430(4) 0.3362(3) 0.0287(7) Uani 1 d . . N6 N 0.0619(4) -0.2128(4) 0.3982(3) 0.0412(7) Uani 1 d D . H6A H -0.0323(33) -0.1637(47) 0.3546(32) 0.046(11) Uiso 1 d D . H6B H 0.0457(56) -0.2419(54) 0.4809(12) 0.056(12) Uiso 1 d D . O7 O -0.2260(3) -0.0534(3) 0.2393(2) 0.0442(6) Uani 1 d D . H7 H -0.2672(51) -0.1391(37) 0.2145(38) 0.052(12) Uiso 1 d D . C7 C -0.3694(6) 0.0872(7) 0.3139(5) 0.0623(12) Uani 1 d . . H7A H -0.4182(6) 0.0395(7) 0.3890(5) 0.093 Uiso 1 d R . H7B H -0.4645(6) 0.1405(7) 0.2630(5) 0.093 Uiso 1 d R . H7C H -0.3225(6) 0.1766(7) 0.3401(5) 0.093 Uiso 1 d R . O8 O 0.0915(3) -0.1583(3) -0.0196(2) 0.0322(5) Uani 1 d . . C8 C 0.1168(7) -0.3425(5) -0.0145(4) 0.0589(12) Uani 1 d . . H8A H 0.1900(7) -0.3933(5) 0.0511(4) 0.088 Uiso 1 d R . H8B H 0.1777(7) -0.4022(5) -0.0965(4) 0.088 Uiso 1 d R . H8C H -0.0001(7) -0.3575(5) 0.0054(4) 0.088 Uiso 1 d R . N9 N 0.1171(4) 0.2562(4) 0.2616(3) 0.0377(7) Uani 1 d . . O10 O -0.0019(3) 0.1780(3) 0.2771(2) 0.0330(5) Uani 1 d . . O11 O 0.2353(4) 0.2131(4) 0.1654(3) 0.0558(7) Uani 1 d . . O12 O 0.1056(5) 0.3719(5) 0.3436(3) 0.0772(10) Uani 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 Cu 0.0316(3) 0.0255(3) 0.0213(3) 0.0033(2) -0.0053(2) -0.0076(2) N1 0.0286(13) 0.0311(13) 0.0205(12) 0.0047(10) -0.0011(10) -0.0084(10) C2 0.032(2) 0.029(2) 0.026(2) 0.0035(12) 0.0007(13) -0.0084(13) N2 0.036(2) 0.061(2) 0.0252(15) 0.0109(13) 0.0025(12) -0.0106(15) N3 0.0291(14) 0.0370(15) 0.0313(14) 0.0071(11) -0.0017(11) -0.0077(11) C4 0.032(2) 0.030(2) 0.034(2) 0.0068(13) -0.0067(13) -0.0076(13) N4 0.033(2) 0.064(2) 0.048(2) 0.028(2) -0.0116(14) -0.0073(15) N5 0.0312(14) 0.0394(15) 0.0268(13) 0.0115(11) -0.0048(11) -0.0058(11) C6 0.030(2) 0.028(2) 0.0251(15) 0.0045(12) -0.0005(12) -0.0081(13) N6 0.032(2) 0.056(2) 0.029(2) 0.0186(13) 0.0008(12) -0.0090(13) O7 0.0351(13) 0.0501(15) 0.0494(15) 0.0020(12) -0.0007(11) -0.0194(11) C7 0.045(2) 0.072(3) 0.065(3) -0.017(2) 0.005(2) -0.019(2) O8 0.0444(13) 0.0212(11) 0.0281(11) 0.0022(8) -0.0097(9) -0.0060(9) C8 0.096(3) 0.026(2) 0.058(2) 0.006(2) -0.036(2) -0.017(2) N9 0.037(2) 0.039(2) 0.036(2) -0.0055(13) -0.0019(13) -0.0128(13) O10 0.0322(12) 0.0375(12) 0.0295(11) -0.0012(9) 0.0014(9) -0.0145(10) O11 0.0449(15) 0.066(2) 0.054(2) -0.0016(14) 0.0153(13) -0.0245(14) O12 0.076(2) 0.074(2) 0.087(2) -0.039(2) 0.002(2) -0.038(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 Cu O8 1.932(2) 2 ? Cu O8 1.933(2) . ? Cu O10 1.996(2) . ? Cu N1 2.010(2) . ? Cu O7 2.426(2) . ? Cu Cu 3.0018(8) 2 ? N1 C6 1.360(4) . ? N1 C2 1.364(4) . ? C2 N2 1.333(4) . ? C2 N3 1.334(4) . ? N3 C4 1.344(4) . ? C4 N4 1.334(4) . ? C4 N5 1.342(4) . ? N5 C6 1.334(4) . ? C6 N6 1.328(4) . ? O7 C7 1.422(5) . ? O8 C8 1.409(4) . ? O8 Cu 1.932(2) 2 ? N9 O11 1.230(4) . ? N9 O12 1.230(4) . ? N9 O10 1.280(3) . ? 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 O8 Cu O8 78.10(9) 2 . ? O8 Cu O10 95.32(9) 2 . ? O8 Cu O10 172.67(9) . . ? O8 Cu N1 165.09(10) 2 . ? O8 Cu N1 93.88(9) . . ? O10 Cu N1 91.81(10) . . ? O8 Cu O7 90.86(9) 2 . ? O8 Cu O7 98.15(9) . . ? O10 Cu O7 85.07(9) . . ? N1 Cu O7 102.81(9) . . ? O8 Cu Cu 39.07(6) 2 2 ? O8 Cu Cu 39.03(6) . 2 ? O10 Cu Cu 134.31(7) . 2 ? N1 Cu Cu 131.72(7) . 2 ? O7 Cu Cu 95.79(6) . 2 ? C6 N1 C2 114.6(3) . . ? C6 N1 Cu 126.4(2) . . ? C2 N1 Cu 117.6(2) . . ? N2 C2 N3 118.1(3) . . ? N2 C2 N1 117.4(3) . . ? N3 C2 N1 124.5(3) . . ? C2 N3 C4 114.9(3) . . ? N4 C4 N5 117.0(3) . . ? N4 C4 N3 117.6(3) . . ? N5 C4 N3 125.4(3) . . ? C6 N5 C4 115.3(3) . . ? N6 C6 N5 117.8(3) . . ? N6 C6 N1 117.7(3) . . ? N5 C6 N1 124.4(3) . . ? C7 O7 Cu 121.1(2) . . ? C8 O8 Cu 125.8(2) . 2 ? C8 O8 Cu 122.5(2) . . ? Cu O8 Cu 101.90(9) 2 . ? O11 N9 O12 123.7(3) . . ? O11 N9 O10 118.5(3) . . ? O12 N9 O10 117.9(3) . . ? N9 O10 Cu 110.3(2) . . ? _refine_diff_density_max 0.250 _refine_diff_density_min -0.580 _refine_diff_density_rms 0.065