# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 1999 # CCDC Number: 186/1573 # The following is a replacement CIF for MS 9/04012i: # A Novel Square-planar Cyclic Tetranuclear Copper(II) Complex Containing # Oximate Bridges .... # # E. Colacio, C. Lopez-Magana, V. McKee and A. Romerosa data_amcu2x _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C6 H11 Cl Cu N3 O10.50' _chemical_formula_weight 392.17 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' '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' _symmetry_cell_setting Tetragonal _symmetry_space_group_name_H-M 'I -4' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z' 'y, -x, -z' '-y, x, -z' 'x+1/2, y+1/2, z+1/2' '-x+1/2, -y+1/2, z+1/2' 'y+1/2, -x+1/2, -z+1/2' '-y+1/2, x+1/2, -z+1/2' _cell_length_a 18.761(4) _cell_length_b 18.761(4) _cell_length_c 7.524(4) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 2648.5(16) _cell_formula_units_Z 8 _cell_measurement_temperature 153(2) _cell_measurement_reflns_used 55 _cell_measurement_theta_min 4.5 _cell_measurement_theta_max 14 _exptl_crystal_description block _exptl_crystal_colour brown/yellow _exptl_crystal_size_max 0.88 _exptl_crystal_size_mid 0.78 _exptl_crystal_size_min 0.50 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.967 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1584 _exptl_absorpt_coefficient_mu 1.913 _exptl_absorpt_correction_type empirical _exptl_absorpt_correction_T_min 0.667 _exptl_absorpt_correction_T_max 0.966 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 153(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 ? _diffrn_measurement_method ? _diffrn_detector_area_resol_mean ? _diffrn_standards_number 3 _diffrn_standards_interval_count 97 _diffrn_standards_interval_time ? _diffrn_standards_decay_% 0 _diffrn_reflns_number 1641 _diffrn_reflns_av_R_equivalents 0.0241 _diffrn_reflns_av_sigmaI/netI 0.0207 _diffrn_reflns_limit_h_min -17 _diffrn_reflns_limit_h_max 22 _diffrn_reflns_limit_k_min -17 _diffrn_reflns_limit_k_max 22 _diffrn_reflns_limit_l_min -1 _diffrn_reflns_limit_l_max 8 _diffrn_reflns_theta_min 2.17 _diffrn_reflns_theta_max 25.00 _reflns_number_total 1540 _reflns_number_gt 1335 _reflns_threshold_expression >2sigma(I) _computing_data_collection ? _computing_cell_refinement ? _computing_data_reduction ? _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics ? _computing_publication_material ? _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^)+(0.0295P)^2^+75.1807P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.49(8) _refine_ls_number_reflns 1540 _refine_ls_number_parameters 191 _refine_ls_number_restraints 6 _refine_ls_R_factor_all 0.0911 _refine_ls_R_factor_gt 0.0784 _refine_ls_wR_factor_ref 0.1721 _refine_ls_wR_factor_gt 0.1633 _refine_ls_goodness_of_fit_ref 1.095 _refine_ls_restrained_S_all 1.094 _refine_ls_shift/su_max 0.114 _refine_ls_shift/su_mean 0.015 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_multiplicit _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu Cu 0.40289(7) 0.65100(7) 0.9913(5) 0.0449(6) Uani 1 1 d . . . O1 O 0.5502(7) 0.5979(7) 0.973(3) 0.025(3) Uiso 0.50 1 d P A 1 N1 N 0.5129(9) 0.6566(8) 0.977(3) 0.021(4) Uiso 0.50 1 d P A 1 C1 C 0.5470(6) 0.7175(6) 1.016(2) 0.032(3) Uiso 0.50 1 d P A 1 O1' O 0.4939(8) 0.6093(8) 0.962(2) 0.028(4) Uiso 0.50 1 d P A 2 N1' N 0.5514(10) 0.6470(10) 1.025(4) 0.029(4) Uiso 0.50 1 d P A 2 C1' C 0.5470(6) 0.7175(6) 1.016(2) 0.032(3) Uiso 0.50 1 d P A 2 C2 C 0.4896(6) 0.7700(6) 0.978(2) 0.033(3) Uani 1 1 d . . . O2 O 0.4253(4) 0.7510(4) 0.972(2) 0.052(3) Uani 1 1 d . A . N2 N 0.5078(4) 0.8398(4) 0.999(3) 0.032(3) Uani 1 1 d . A . C5 C 0.4506(6) 0.8930(7) 0.959(3) 0.055(6) Uani 1 1 d . . . H5A H 0.4043 0.8689 0.9549 0.082 Uiso 1 1 calc R A . H5B H 0.4603 0.9156 0.8444 0.082 Uiso 1 1 calc R . . H5C H 0.4498 0.9295 1.0527 0.082 Uiso 1 1 calc R . . C3 C 0.5784(6) 0.8627(5) 1.000(4) 0.045(4) Uani 1 1 d U . . O3 O 0.5905(4) 0.9252(4) 1.035(2) 0.061(5) Uani 1 1 d . A . N3 N 0.6321(4) 0.8119(4) 0.997(3) 0.041(3) Uani 1 1 d . A . C6 C 0.7066(6) 0.8349(7) 1.047(3) 0.042(5) Uani 1 1 d . . . H6A H 0.7358 0.7927 1.0711 0.063 Uiso 1 1 calc R A . H6B H 0.7048 0.8651 1.1530 0.063 Uiso 1 1 calc R . . H6C H 0.7276 0.8619 0.9483 0.063 Uiso 1 1 calc R . . C4 C 0.6201(6) 0.7414(5) 1.009(3) 0.045(4) Uani 1 1 d . . . O4 O 0.6711(4) 0.6987(4) 1.024(2) 0.047(3) Uani 1 1 d . A . O1W O 0.4142(11) 0.6409(12) 0.694(3) 0.116(8) Uani 1 1 d . A . O2W O 0.4085(8) 0.6490(8) 1.292(2) 0.075(5) Uani 1 1 d . A . O3W O 0.5000 0.5000 0.671(3) 0.168(13) Uani 1 2 d S . . Cl Cl 0.25005(16) 0.93058(17) 1.0058(8) 0.0517(10) Uani 1 1 d . . . O11 O 0.1796(6) 0.9544(8) 1.000(5) 0.153(10) Uani 1 1 d . . . O12 O 0.2705(18) 0.9779(15) 1.123(3) 0.200(15) Uani 1 1 d . . . O13 O 0.2938(7) 0.9370(15) 0.858(2) 0.140(10) Uani 1 1 d . . . O14 O 0.2484(11) 0.8669(8) 1.097(3) 0.123(7) 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 Cu 0.0195(6) 0.0196(7) 0.0955(15) 0.0175(14) -0.0088(14) 0.0019(5) C2 0.034(6) 0.025(5) 0.040(9) 0.005(8) 0.004(8) -0.005(5) O2 0.023(4) 0.045(5) 0.086(10) 0.034(7) -0.022(7) -0.014(3) N2 0.019(4) 0.016(4) 0.060(8) -0.001(7) 0.024(8) -0.001(3) C5 0.030(6) 0.038(7) 0.096(19) 0.012(10) -0.001(10) 0.016(5) C3 0.026(5) 0.021(5) 0.087(12) 0.024(10) 0.040(10) -0.001(4) O3 0.034(4) 0.014(4) 0.134(14) -0.015(7) -0.026(8) -0.004(3) N3 0.021(4) 0.019(4) 0.082(9) 0.001(9) 0.032(9) 0.003(3) C6 0.016(5) 0.049(7) 0.060(14) -0.018(8) 0.003(7) -0.013(5) C4 0.033(6) 0.019(5) 0.082(12) -0.014(11) -0.023(12) 0.001(4) O4 0.032(4) 0.027(4) 0.083(10) -0.012(7) 0.001(8) 0.009(3) O1W 0.102(16) 0.098(16) 0.15(2) 0.063(14) 0.012(14) 0.021(13) O2W 0.050(10) 0.055(10) 0.121(14) 0.016(9) 0.010(9) -0.013(8) O3W 0.12(3) 0.32(5) 0.056(14) 0.000 0.000 -0.03(4) Cl 0.0329(14) 0.0459(17) 0.076(3) -0.006(3) -0.011(3) 0.0016(13) O11 0.046(6) 0.117(11) 0.30(3) -0.12(2) 0.001(18) 0.021(7) O12 0.31(4) 0.19(2) 0.097(16) -0.056(18) 0.06(2) -0.13(3) O13 0.034(7) 0.33(3) 0.050(9) -0.029(17) 0.005(7) 0.009(12) O14 0.166(16) 0.062(9) 0.141(19) 0.024(10) -0.031(15) 0.015(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 Cu O1' 1.890(14) . ? Cu O1 1.910(13) 4_657 ? Cu O2 1.929(8) . ? Cu O4 1.948(8) 4_657 ? Cu N1 2.070(17) . ? Cu N1' 2.094(19) 4_657 ? Cu O1W 2.25(2) . ? Cu O2W 2.267(19) . ? O1 N1 1.31(2) . ? O1 Cu 1.910(13) 3_567 ? N1 C1 1.34(2) . ? C1 C4 1.443(15) . ? C1 C2 1.489(15) . ? O1' N1' 1.37(2) . ? N1' Cu 2.094(19) 3_567 ? C2 O2 1.259(13) . ? C2 N2 1.363(13) . ? N2 C3 1.392(13) . ? N2 C5 1.495(15) . ? C3 O3 1.223(15) . ? C3 N3 1.387(13) . ? N3 C4 1.346(13) . ? N3 C6 1.510(15) . ? C4 O4 1.253(13) . ? O4 Cu 1.948(8) 3_567 ? Cl O12 1.31(2) . ? Cl O14 1.380(16) . ? Cl O13 1.387(16) . ? Cl O11 1.397(12) . ? 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 O1' Cu O1 67.3(6) . 4_657 ? O1' Cu O2 101.4(5) . . ? O1 Cu O2 167.3(5) 4_657 . ? O1' Cu O4 163.2(6) . 4_657 ? O1 Cu O4 101.2(5) 4_657 4_657 ? O2 Cu O4 91.1(3) . 4_657 ? O1' Cu N1 27.6(6) . . ? O1 Cu N1 93.7(6) 4_657 . ? O2 Cu N1 74.3(5) . . ? O4 Cu N1 164.5(6) 4_657 . ? O1' Cu N1' 91.6(7) . 4_657 ? O1 Cu N1' 28.5(6) 4_657 4_657 ? O2 Cu N1' 164.1(6) . 4_657 ? O4 Cu N1' 74.5(5) 4_657 4_657 ? N1 Cu N1' 119.2(6) . 4_657 ? O1' Cu O1W 76.5(7) . . ? O1 Cu O1W 93.4(8) 4_657 . ? O2 Cu O1W 89.2(8) . . ? O4 Cu O1W 92.8(7) 4_657 . ? N1 Cu O1W 81.8(9) . . ? N1' Cu O1W 84.8(9) 4_657 . ? O1' Cu O2W 93.8(7) . . ? O1 Cu O2W 80.9(7) 4_657 . ? O2 Cu O2W 94.7(6) . . ? O4 Cu O2W 96.3(6) 4_657 . ? N1 Cu O2W 90.4(8) . . ? N1' Cu O2W 93.6(8) 4_657 . ? O1W Cu O2W 170.1(5) . . ? N1 O1 Cu 122.2(12) . 3_567 ? O1 N1 C1 117.9(16) . . ? O1 N1 Cu 119.6(12) . . ? C1 N1 Cu 120.4(11) . . ? N1 C1 C4 135.1(13) . . ? N1 C1 C2 100.1(12) . . ? C4 C1 C2 118.3(10) . . ? N1' O1' Cu 117.2(13) . . ? O1' N1' Cu 116.8(13) . 3_567 ? O2 C2 N2 121.1(10) . . ? O2 C2 C1 120.9(10) . . ? N2 C2 C1 115.6(10) . . ? C2 O2 Cu 118.8(7) . . ? C2 N2 C3 122.3(9) . . ? C2 N2 C5 116.0(10) . . ? C3 N2 C5 118.5(9) . . ? O3 C3 N3 121.7(12) . . ? O3 C3 N2 118.2(10) . . ? N3 C3 N2 118.7(8) . . ? C4 N3 C3 123.6(8) . . ? C4 N3 C6 114.8(10) . . ? C3 N3 C6 118.3(10) . . ? O4 C4 N3 120.4(9) . . ? O4 C4 C1 121.6(10) . . ? N3 C4 C1 117.8(9) . . ? C4 O4 Cu 118.1(7) . 3_567 ? O12 Cl O14 104.9(14) . . ? O12 Cl O13 107.9(12) . . ? O14 Cl O13 119.3(14) . . ? O12 Cl O11 94.8(18) . . ? O14 Cl O11 105.9(14) . . ? O13 Cl O11 120.3(17) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 25.00 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.661 _refine_diff_density_min -0.765 _refine_diff_density_rms 0.141