# Electronic Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 2012 data_global _journal_name_full ? _journal_coden_cambridge ? _journal_year ? _journal_volume ? _journal_page_first ? _publ_contact_author_name 'Sartaj Tabassum' _publ_contact_author_email tsartaj62@yahoo.com _publ_author_name 'S. Tabassum' data_stl2m _database_code_depnum_ccdc_archive 'CCDC 794697' #TrackingRef 'web_deposit_cif_file_0_sartajtabassum_1312634580.stl2m_a.corrected.cif' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C12 H30 Cu2 N6 O10, 2(H2 O)' _chemical_formula_sum 'C12 H34 Cu2 N6 O12 ' _chemical_formula_weight 581.55 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' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_hall '-P 2ybc' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y-1/2, z-1/2' _cell_length_a 8.704(4) _cell_length_b 10.611(5) _cell_length_c 12.345(5) _cell_angle_alpha 90.00 _cell_angle_beta 105.085(8) _cell_angle_gamma 90.00 _cell_volume 1100.9(9) _cell_formula_units_Z 2 _cell_measurement_temperature 298(2) _cell_measurement_reflns_used 468 _cell_measurement_theta_min 2.42 _cell_measurement_theta_max 17.21 _exptl_crystal_description block _exptl_crystal_colour blue _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.14 _exptl_crystal_size_min 0.12 _exptl_crystal_density_meas none _exptl_crystal_density_diffrn 1.754 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 604.0 _exptl_absorpt_coefficient_mu 2.003 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.859 _exptl_absorpt_correction_T_max 0.886 _exptl_absorpt_process_details SADABS _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 9480 _diffrn_reflns_av_R_equivalents 0.2058 _diffrn_reflns_av_sigmaI/netI 0.1599 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min -14 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.42 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1943 _reflns_number_gt 980 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _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^)+(0.0000P)^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 1943 _refine_ls_number_parameters 169 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1006 _refine_ls_R_factor_gt 0.0419 _refine_ls_wR_factor_ref 0.0667 _refine_ls_wR_factor_gt 0.0556 _refine_ls_goodness_of_fit_ref 0.982 _refine_ls_restrained_S_all 0.982 _refine_ls_shift/su_max 0.004 _refine_ls_shift/su_mean 0.006 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 0.32495(6) 0.93682(5) 0.72542(5) 0.0250(2) Uani 1 1 d . . . N6 N 0.4373(4) 0.9456(3) 0.8880(3) 0.0183(9) Uani 1 1 d . . . H6 H 0.474 0.866 0.908 0.022 Uiso 1 1 calc . . . N1 N 0.2366(4) 0.9144(3) 0.5691(3) 0.0216(9) Uani 1 1 d . . . O6 O 0.0718(3) 0.7967(3) 0.4318(3) 0.0332(9) Uani 1 1 d . . . O4 O 0.4161(3) 1.0933(3) 0.6732(2) 0.0269(8) Uani 1 1 d . . . O5 O 0.4245(4) 1.1986(3) 0.5197(3) 0.0428(10) Uani 1 1 d . . . O12 O 0.6074(5) 0.8211(4) 0.7127(4) 0.0414(11) Uani 1 1 d . . . N2 N 0.2294(4) 0.7601(3) 0.7327(3) 0.0275(10) Uani 1 1 d . . . H2A H 0.3069 0.7016 0.7462 0.033 Uiso 1 1 calc R . . H2B' H 0.1801 0.7570 0.7883 0.033 Uiso 1 1 calc R . . C4 C 0.1436(5) 0.8210(4) 0.5330(4) 0.0233(11) Uani 1 1 d . . . C29 C 0.3335(5) 0.9792(4) 0.9632(4) 0.0269(12) Uani 1 1 d . . . H29A H 0.2938 1.0643 0.9467 0.032 Uiso 1 1 calc R . . H29B H 0.2428 0.9227 0.9486 0.032 Uiso 1 1 calc R . . C30 C 0.5781(5) 1.0295(4) 0.9163(4) 0.0238(11) Uani 1 1 d . . . H30A H 0.6489 1.0071 0.8703 0.029 Uiso 1 1 calc R . . H30B H 0.5439 1.1158 0.8989 0.029 Uiso 1 1 calc R . . C5 C 0.1144(5) 0.7355(4) 0.6236(4) 0.0240(12) Uani 1 1 d . . . H5A H 0.0072 0.7487 0.6307 0.029 Uiso 1 1 calc R . . H5B H 0.1233 0.6483 0.6024 0.029 Uiso 1 1 calc R . . C1 C 0.3780(5) 1.1090(4) 0.5670(4) 0.0263(12) Uani 1 1 d . . . C2 C 0.2688(5) 1.0122(4) 0.4983(4) 0.0301(13) Uani 1 1 d . . . H3A' H 0.1698 1.0520 0.4586 0.036 Uiso 1 1 calc R . . H2B H 0.3177 0.9763 0.4432 0.036 Uiso 1 1 calc R . . O10 O 0.9071(5) 0.5909(4) 0.3324(4) 0.0521(12) Uani 1 1 d . . . O11 O 0.1029(4) 1.0577(4) 0.7455(3) 0.0460(10) Uani 1 1 d . . . H11 H 0.0603 1.0919 0.6857 0.069 Uiso 1 1 calc R . . H26 H 0.039(7) 0.992(6) 0.745(6) 0.11(3) Uiso 1 1 d . . . H21 H 0.930(6) 0.668(5) 0.356(4) 0.055(19) Uiso 1 1 d . . . H20 H 0.598(6) 0.817(5) 0.646(5) 0.05(2) Uiso 1 1 d . . . H23 H 0.594(7) 0.761(6) 0.744(6) 0.12(4) Uiso 1 1 d . . . H22 H 0.808(7) 0.596(5) 0.295(5) 0.09(3) Uiso 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 0.0337(4) 0.0232(3) 0.0147(3) -0.0005(3) 0.0004(2) -0.0065(3) N6 0.024(2) 0.014(2) 0.015(2) -0.0038(19) 0.0024(17) 0.0005(19) N1 0.028(2) 0.022(2) 0.013(2) 0.0027(18) 0.0003(17) -0.0106(18) O6 0.037(2) 0.032(2) 0.023(2) 0.0024(17) -0.0060(17) -0.0099(16) O4 0.037(2) 0.026(2) 0.0148(18) -0.0052(15) 0.0011(15) -0.0062(15) O5 0.072(3) 0.029(2) 0.027(2) 0.0049(17) 0.0099(19) -0.0210(18) O12 0.060(3) 0.037(3) 0.024(3) 0.001(2) 0.005(2) -0.004(2) N2 0.038(3) 0.024(2) 0.025(3) 0.0090(19) 0.017(2) -0.0042(19) C4 0.031(3) 0.019(3) 0.020(3) 0.007(2) 0.006(2) -0.003(2) C29 0.027(3) 0.026(3) 0.025(3) 0.000(2) 0.002(2) 0.006(2) C30 0.022(3) 0.034(3) 0.016(3) 0.000(2) 0.006(2) 0.005(2) C5 0.018(3) 0.026(3) 0.027(3) 0.001(2) 0.004(2) -0.003(2) C1 0.033(3) 0.023(3) 0.025(3) -0.001(2) 0.011(3) 0.003(2) C2 0.042(3) 0.019(3) 0.031(3) 0.004(2) 0.011(3) -0.009(2) O10 0.045(3) 0.039(3) 0.065(3) -0.010(2) 0.002(2) 0.002(2) O11 0.042(2) 0.058(3) 0.034(2) 0.009(2) 0.0034(19) 0.015(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 N1 1.897(3) . ? Cu1 N6 1.993(3) . ? Cu1 O4 2.017(3) . ? Cu1 N2 2.063(3) . ? Cu1 O11 2.385(3) . ? N6 C30 1.481(5) . ? N6 C29 1.498(5) . ? N6 H6 0.910 . ? N1 C4 1.284(5) . ? N1 C2 1.431(5) . ? O6 C4 1.269(5) . ? O4 C1 1.277(5) . ? O5 C1 1.238(5) . ? O12 H20 0.81(5) . ? O12 H23 0.78(7) . ? N2 C5 1.477(5) . ? N2 H2A 0.9000 . ? N2 H2B' 0.9000 . ? C4 C5 1.512(6) . ? C29 C30 1.490(6) 3_677 ? C29 H29A 0.9700 . ? C29 H29B 0.9700 . ? C30 C29 1.490(6) 3_677 ? C30 H30A 0.9700 . ? C30 H30B 0.9700 . ? C5 H5A 0.9700 . ? C5 H5B 0.9700 . ? C1 C2 1.502(6) . ? C2 H3A' 0.9700 . ? C2 H2B 0.9700 . ? O10 H21 0.88(5) . ? O10 H22 0.87(5) . ? O11 H11 0.8200 . ? O11 H26 0.89(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 N1 Cu1 N6 173.19(15) . . ? N1 Cu1 O4 82.38(13) . . ? N6 Cu1 O4 98.78(13) . . ? N1 Cu1 N2 82.46(15) . . ? N6 Cu1 N2 95.53(15) . . ? O4 Cu1 N2 163.50(13) . . ? N1 Cu1 O11 92.78(13) . . ? N6 Cu1 O11 93.94(13) . . ? O4 Cu1 O11 89.29(14) . . ? N2 Cu1 O11 97.90(16) . . ? C30 N6 C29 107.9(3) . . ? C30 N6 Cu1 115.1(3) . . ? C29 N6 Cu1 114.7(3) . . ? C30 N6 H6 106.00 . . ? C29 N6 H6 106.00 . . ? Cu1 N6 H6 106.00 . . ? C4 N1 C2 123.6(4) . . ? C4 N1 Cu1 120.2(3) . . ? C2 N1 Cu1 116.0(3) . . ? C1 O4 Cu1 114.6(3) . . ? H20 O12 H23 119(6) . . ? C5 N2 Cu1 107.8(2) . . ? C5 N2 H2A 110.1 . . ? Cu1 N2 H2A 110.1 . . ? C5 N2 H2B' 110.1 . . ? Cu1 N2 H2B' 110.1 . . ? H2A N2 H2B' 108.5 . . ? O6 C4 N1 127.1(4) . . ? O6 C4 C5 118.1(4) . . ? N1 C4 C5 114.7(4) . . ? C30 C29 N6 111.5(3) 3_677 . ? C30 C29 H29A 109.3 3_677 . ? N6 C29 H29A 109.3 . . ? C30 C29 H29B 109.3 3_677 . ? N6 C29 H29B 109.3 . . ? H29A C29 H29B 108.0 . . ? C29 C30 N6 112.3(3) 3_677 . ? C29 C30 H30A 109.2 3_677 . ? N6 C30 H30A 109.2 . . ? C29 C30 H30B 109.2 3_677 . ? N6 C30 H30B 109.2 . . ? H30A C30 H30B 107.9 . . ? N2 C5 C4 111.3(3) . . ? N2 C5 H5A 109.4 . . ? C4 C5 H5A 109.4 . . ? N2 C5 H5B 109.4 . . ? C4 C5 H5B 109.4 . . ? H5A C5 H5B 108.0 . . ? O5 C1 O4 123.7(4) . . ? O5 C1 C2 119.7(4) . . ? O4 C1 C2 116.6(4) . . ? N1 C2 C1 110.3(4) . . ? N1 C2 H3A' 109.6 . . ? C1 C2 H3A' 109.6 . . ? N1 C2 H2B 109.6 . . ? C1 C2 H2B 109.6 . . ? H3A' C2 H2B 108.1 . . ? H21 O10 H22 103(5) . . ? Cu1 O11 H11 109.5 . . ? Cu1 O11 H26 96(4) . . ? H11 O11 H26 101.8 . . ? 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 O4 Cu1 N6 C30 -17.3(3) . . . . ? N2 Cu1 N6 C30 154.5(3) . . . . ? O11 Cu1 N6 C30 -107.1(3) . . . . ? O4 Cu1 N6 C29 108.8(3) . . . . ? N2 Cu1 N6 C29 -79.4(3) . . . . ? O11 Cu1 N6 C29 18.9(3) . . . . ? O4 Cu1 N1 C4 -177.0(4) . . . . ? N2 Cu1 N1 C4 9.5(3) . . . . ? O11 Cu1 N1 C4 -88.1(4) . . . . ? O4 Cu1 N1 C2 -2.4(3) . . . . ? N2 Cu1 N1 C2 -175.9(3) . . . . ? O11 Cu1 N1 C2 86.5(3) . . . . ? N1 Cu1 O4 C1 0.3(3) . . . . ? N6 Cu1 O4 C1 173.6(3) . . . . ? N2 Cu1 O4 C1 23.7(6) . . . . ? O11 Cu1 O4 C1 -92.6(3) . . . . ? N1 Cu1 N2 C5 -15.7(3) . . . . ? N6 Cu1 N2 C5 170.8(3) . . . . ? O4 Cu1 N2 C5 -39.1(6) . . . . ? O11 Cu1 N2 C5 76.0(3) . . . . ? C2 N1 C4 O6 3.1(7) . . . . ? Cu1 N1 C4 O6 177.3(3) . . . . ? C2 N1 C4 C5 -174.4(4) . . . . ? Cu1 N1 C4 C5 -0.2(5) . . . . ? C30 N6 C29 C30 -56.3(5) . . . 3_677 ? Cu1 N6 C29 C30 174.0(3) . . . 3_677 ? C29 N6 C30 C29 56.8(5) . . . 3_677 ? Cu1 N6 C30 C29 -173.7(3) . . . 3_677 ? Cu1 N2 C5 C4 19.5(4) . . . . ? O6 C4 C5 N2 168.5(4) . . . . ? N1 C4 C5 N2 -13.8(5) . . . . ? Cu1 O4 C1 O5 -179.0(4) . . . . ? Cu1 O4 C1 C2 1.8(5) . . . . ? C4 N1 C2 C1 178.2(4) . . . . ? Cu1 N1 C2 C1 3.8(5) . . . . ? O5 C1 C2 N1 177.1(4) . . . . ? O4 C1 C2 N1 -3.6(6) . . . . ? _diffrn_measured_fraction_theta_max 0.973 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.973 _refine_diff_density_max 0.476 _refine_diff_density_min -0.399 _refine_diff_density_rms 0.079