Supplementary Material (ESI) for Dalton Transactions This journal is (c) The Royal Society of Chemistry 2001 data_for [Mn(1,4-DO2A)]2 B72CH3OH _database_code_CSD 153198 _journal_coden_Cambridge 186 _publ_requested_journal 'Dalton Transactions' loop_ _publ_author_name 'Antonio Bianchi' 'Luisella Calabi' 'Claudia Giorgi' 'Pietro Losi' 'Palma Mariani' 'Daniela Palano' 'Paola Paoli' 'Patrizia Rossi' 'Barbara Valtancoli' _publ_contact_author_name 'Prof A Bianchi' _publ_contact_author_address ; Prof A Bianchi Department of Chemistry University of Florence Via Maragliano 75/77 Florence 50144 ITALY ; _publ_contact_author_email 'bianchi@chim1.unifi.it' _audit_creation_method SHELXL _chemical_name_systematic ? _chemical_name_common ? _chemical_formula_moiety '(Mn 2+)2, (C12 H22 N4 O4 2-)2, (C H4 O)2' _chemical_formula_structural '(Mn2 (C12 H22 N4 O4)2) (C H4 O)2' _chemical_formula_analytical ? _chemical_formula_sum 'C26 H52 Mn2 N8 O10' _chemical_formula_weight 746.35 _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' 0.0033 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' 'Mn' 'Mn' 0.3368 0.7283 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting 'monoclinic' _symmetry_space_group_name_H-M P21/c 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 8.869(1) _cell_length_b 12.965(2) _cell_length_c 14.165(2) _cell_angle_alpha 90 _cell_angle_beta 96.01(1) _cell_angle_gamma 90 _cell_volume 1619.8(4) _cell_formula_units_Z 2 _cell_measurement_temperature 293 _cell_measurement_reflns_used 25 _cell_measurement_theta_min 8.0 _cell_measurement_theta_max 12.0 _exptl_crystal_description 'prismatic' _exptl_crystal_colour 'colourless' _exptl_crystal_size_max 0.5 _exptl_crystal_size_mid 0.4 _exptl_crystal_size_min 0.35 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.531 _exptl_crystal_density_method ? _exptl_crystal_F_000 788 _exptl_absorpt_coefficient_mu 8.46 _exptl_absorpt_correction_type 'refdelf (Walker and Stuart, 1983)' _exptl_absorpt_correction_T_min 0.65 _exptl_absorpt_correction_T_max 0.75 _exptl_special_details ;? ; _diffrn_ambient_temperature 293 _diffrn_radiation_wavelength 0.71068 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'X-ray tube' _diffrn_radiation_monochromator 'graphite' _diffrn_measurement_device 'Siemens P4' _diffrn_measurement_method '\q/2\q' _diffrn_standards_number 3 _diffrn_standards_interval_count ? _diffrn_standards_interval_time 60 _diffrn_standards_decay_% 0 _diffrn_reflns_number 2958 _diffrn_reflns_av_R_equivalents 0.1133 _diffrn_reflns_av_sigmaI/netI 0.0546 _diffrn_reflns_limit_h_min -9 _diffrn_reflns_limit_h_max 1 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 1 _diffrn_reflns_limit_l_min -15 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3 _diffrn_reflns_theta_max 47 _reflns_number_total 2361 _reflns_number_observed 2084 _reflns_observed_criterion >2sigma(I) _computing_data_collection 'Siemens P4' _computing_cell_refinement 'Siemens P4' _computing_data_reduction 'Siemens P4' _computing_structure_solution 'SIR97 (Altomare, 1994)' _computing_structure_refinement 'SHELXL-93 (Sheldrick, 1993)' _computing_molecular_graphics 'ORTEP (Johnson, 1971)' _computing_publication_material 'PARST (Nardelli, 1983)' _refine_special_details ; Refinement on F^2^ for ALL reflections except for 0 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^)+(0.1549P)^2^+4.6252P] 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 refU _refine_ls_extinction_method SHELXL _refine_ls_extinction_coef 0.0008(7) _refine_ls_extinction_expression ; Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ ; _refine_ls_number_reflns 2361 _refine_ls_number_parameters 220 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0840 _refine_ls_R_factor_obs 0.0778 _refine_ls_wR_factor_all 0.2174 _refine_ls_wR_factor_obs 0.2104 _refine_ls_goodness_of_fit_all 1.036 _refine_ls_goodness_of_fit_obs 1.072 _refine_ls_restrained_S_all 1.036 _refine_ls_restrained_S_obs 1.072 _refine_ls_shift/esd_max 0.072 _refine_ls_shift/esd_mean 0.005 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 Mn1 Mn 0.38762(9) 0.04476(6) 0.39768(5) 0.0199(4) Uani 1 d . . O1 O 0.3972(5) 0.0406(3) 0.5581(3) 0.0271(10) Uani 1 d . . O2 O 0.2810(5) 0.0808(4) 0.6845(3) 0.0460(12) Uani 1 d . . O3 O 0.2775(5) -0.1032(3) 0.4066(3) 0.0464(13) Uani 1 d . . O4 O 0.1231(5) -0.2257(3) 0.3450(3) 0.0409(11) Uani 1 d . . N1 N 0.4800(6) 0.0667(4) 0.2524(3) 0.0278(11) Uani 1 d . . H1N H 0.5453(84) 0.0250(57) 0.2675(51) 0.037(20) Uiso 1 d . . N2 N 0.5377(6) 0.1935(4) 0.4143(4) 0.0298(12) Uani 1 d . . H2N H 0.5878(63) 0.1846(40) 0.4638(42) 0.010(14) Uiso 1 d . . N3 N 0.2267(5) 0.1734(3) 0.4486(3) 0.0231(10) Uani 1 d . . N4 N 0.1637(5) 0.0430(3) 0.2808(3) 0.0237(11) Uani 1 d . . C1 C 0.5507(8) 0.1680(5) 0.2447(4) 0.040(2) Uani 1 d . . H1A H 0.4734(8) 0.2194(5) 0.2270(4) 0.055(4) Uiso 1 calc R . H1B H 0.6195(8) 0.1662(5) 0.1958(4) 0.055(4) Uiso 1 calc R . C2 C 0.6380(7) 0.1966(5) 0.3402(5) 0.040(2) Uani 1 d . . H2A H 0.7210(7) 0.1486(5) 0.3549(5) 0.055(4) Uiso 1 calc R . H2B H 0.6803(7) 0.2653(5) 0.3364(5) 0.055(4) Uiso 1 calc R . C3 C 0.4406(8) 0.2850(4) 0.4172(5) 0.0362(15) Uani 1 d . . H3A H 0.3960(8) 0.3017(4) 0.3536(5) 0.055(4) Uiso 1 calc R . H3B H 0.5011(8) 0.3435(4) 0.4414(5) 0.055(4) Uiso 1 calc R . C4 C 0.3179(7) 0.2649(4) 0.4797(4) 0.0312(14) Uani 1 d . . H4A H 0.3629(7) 0.2546(4) 0.5444(4) 0.055(4) Uiso 1 calc R . H4B H 0.2521(7) 0.3247(4) 0.4790(4) 0.055(4) Uiso 1 calc R . C5 C 0.1061(7) 0.2000(5) 0.3724(4) 0.0324(14) Uani 1 d . . H5A H 0.1462(7) 0.2476(5) 0.3284(4) 0.055(4) Uiso 1 calc R . H5B H 0.0238(7) 0.2343(5) 0.3999(4) 0.055(4) Uiso 1 calc R . C6 C 0.0455(6) 0.1048(5) 0.3189(4) 0.0304(14) Uani 1 d . . H6A H -0.0070(6) 0.0621(5) 0.3612(4) 0.055(4) Uiso 1 calc R . H6B H -0.0279(6) 0.1260(5) 0.2669(4) 0.055(4) Uiso 1 calc R . C7 C 0.2121(7) 0.0879(5) 0.1928(4) 0.0319(14) Uani 1 d . . H7A H 0.2196(7) 0.1622(5) 0.1991(4) 0.055(4) Uiso 1 calc R . H7B H 0.1372(7) 0.0725(5) 0.1398(4) 0.055(4) Uiso 1 calc R . C8 C 0.3647(7) 0.0439(4) 0.1738(4) 0.0293(14) Uani 1 d . . H8A H 0.3561(7) -0.0302(4) 0.1653(4) 0.055(4) Uiso 1 calc R . H8B H 0.3949(7) 0.0733(4) 0.1157(4) 0.055(4) Uiso 1 calc R . C9 C 0.1651(6) 0.1296(5) 0.5324(4) 0.0286(13) Uani 1 d . . H9A H 0.0894(6) 0.0780(5) 0.5124(4) 0.055(4) Uiso 1 calc R . H9B H 0.1164(6) 0.1837(5) 0.5656(4) 0.055(4) Uiso 1 calc R . C10 C 0.2906(6) 0.0810(4) 0.5988(4) 0.0259(13) Uani 1 d . . C11 C 0.1117(7) -0.0648(5) 0.2666(4) 0.0321(14) Uani 1 d . . H11A H 0.1416(7) -0.0897(5) 0.2067(4) 0.055(4) Uiso 1 calc R . H11B H 0.0018(7) -0.0662(5) 0.2623(4) 0.055(4) Uiso 1 calc R . C12 C 0.1748(6) -0.1377(4) 0.3458(4) 0.0286(13) Uani 1 d . . C13 C -0.1775(13) 0.1382(6) 0.0121(5) 0.072(3) Uani 1 d . . H13A H -0.2447(37) 0.1883(11) 0.0349(23) 0.055(4) Uiso 1 calc R . H13B H -0.2027(52) 0.1284(10) -0.0548(6) 0.055(4) Uiso 1 calc R . H13C H -0.0748(17) 0.1622(18) 0.0239(26) 0.055(4) Uiso 1 calc R . O5 O -0.1916(13) 0.0493(7) 0.0570(8) 0.129(4) Uani 1 d . . H5 H -0.2813(15) 0.0330(37) 0.0533(57) 0.055(4) Uiso 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 Mn1 0.0241(6) 0.0173(6) 0.0186(6) 0.0014(3) 0.0044(4) 0.0010(3) O1 0.030(2) 0.030(2) 0.022(2) 0.003(2) 0.008(2) 0.008(2) O2 0.046(3) 0.070(3) 0.023(2) 0.001(2) 0.010(2) 0.021(2) O3 0.060(3) 0.023(2) 0.051(3) 0.016(2) -0.019(2) -0.013(2) O4 0.046(3) 0.018(2) 0.059(3) 0.001(2) 0.007(2) -0.006(2) N1 0.031(3) 0.030(3) 0.023(3) 0.009(2) 0.004(2) 0.002(2) N2 0.035(3) 0.028(3) 0.025(3) 0.005(2) 0.000(2) -0.003(2) N3 0.031(2) 0.015(2) 0.023(2) 0.000(2) 0.003(2) 0.003(2) N4 0.028(3) 0.025(3) 0.018(2) 0.000(2) 0.000(2) 0.001(2) C1 0.051(4) 0.041(4) 0.031(3) 0.006(3) 0.017(3) -0.005(3) C2 0.036(3) 0.040(4) 0.046(4) 0.005(3) 0.010(3) -0.010(3) C3 0.051(4) 0.017(3) 0.041(4) 0.003(3) 0.005(3) -0.009(3) C4 0.045(4) 0.016(3) 0.032(3) -0.004(2) 0.002(3) 0.002(3) C5 0.039(3) 0.031(3) 0.027(3) 0.004(3) 0.001(3) 0.014(3) C6 0.028(3) 0.034(3) 0.027(3) 0.000(3) -0.004(2) 0.003(2) C7 0.038(3) 0.032(3) 0.024(3) 0.004(3) -0.001(2) 0.002(3) C8 0.041(4) 0.031(3) 0.018(3) 0.001(2) 0.011(2) 0.005(2) C9 0.027(3) 0.034(3) 0.025(3) -0.001(3) 0.006(2) 0.013(3) C10 0.033(3) 0.026(3) 0.021(3) 0.004(2) 0.009(2) 0.004(3) C11 0.039(4) 0.027(3) 0.030(3) -0.003(3) 0.000(3) -0.007(3) C12 0.028(3) 0.027(3) 0.031(3) -0.002(3) 0.003(2) 0.007(3) C13 0.160(10) 0.023(4) 0.031(4) -0.001(3) -0.006(5) -0.016(5) O5 0.125(8) 0.115(8) 0.137(9) -0.040(6) -0.032(7) -0.011(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 Mn1 O3 2.163(4) . ? Mn1 O1 2.238(4) 3_656 ? Mn1 O1 2.265(4) . ? Mn1 N1 2.310(5) . ? Mn1 N2 2.341(5) . ? Mn1 N3 2.357(4) . ? Mn1 N4 2.449(5) . ? O1 C10 1.271(7) . ? O1 Mn1 2.238(4) 3_656 ? O2 C10 1.225(7) . ? O3 C12 1.267(7) . ? O4 C12 1.229(7) . ? N1 C8 1.462(8) . ? N1 C1 1.464(8) . ? N2 C2 1.446(8) . ? N2 C3 1.469(8) . ? N3 C9 1.472(7) . ? N3 C4 1.477(7) . ? N3 C5 1.478(7) . ? N4 C6 1.467(8) . ? N4 C11 1.479(7) . ? N4 C7 1.479(7) . ? C1 C2 1.533(9) . ? C3 C4 1.496(9) . ? C5 C6 1.517(8) . ? C7 C8 1.519(9) . ? C9 C10 1.517(8) . ? C11 C12 1.528(8) . ? C13 O5 1.329(11) . ? 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 O3 Mn1 O1 85.5(2) . 3_656 ? O3 Mn1 O1 83.7(2) . . ? O1 Mn1 O1 76.5(2) 3_656 . ? O3 Mn1 N1 111.4(2) . . ? O1 Mn1 N1 86.5(2) 3_656 . ? O1 Mn1 N1 156.4(2) . . ? O3 Mn1 N2 168.7(2) . . ? O1 Mn1 N2 85.4(2) 3_656 . ? O1 Mn1 N2 87.6(2) . . ? N1 Mn1 N2 74.8(2) . . ? O3 Mn1 N3 108.6(2) . . ? O1 Mn1 N3 142.20(15) 3_656 . ? O1 Mn1 N3 70.77(14) . . ? N1 Mn1 N3 117.9(2) . . ? N2 Mn1 N3 75.1(2) . . ? O3 Mn1 N4 72.1(2) . . ? O1 Mn1 N4 142.40(14) 3_656 . ? O1 Mn1 N4 128.4(2) . . ? N1 Mn1 N4 74.8(2) . . ? N2 Mn1 N4 119.2(2) . . ? N3 Mn1 N4 74.9(2) . . ? C10 O1 Mn1 136.8(4) . 3_656 ? C10 O1 Mn1 119.6(3) . . ? Mn1 O1 Mn1 103.5(2) 3_656 . ? C12 O3 Mn1 124.7(4) . . ? C8 N1 C1 113.3(5) . . ? C8 N1 Mn1 111.7(4) . . ? C1 N1 Mn1 111.8(4) . . ? C2 N2 C3 113.9(5) . . ? C2 N2 Mn1 109.7(4) . . ? C3 N2 Mn1 109.8(4) . . ? C9 N3 C4 107.9(4) . . ? C9 N3 C5 112.2(4) . . ? C4 N3 C5 111.2(4) . . ? C9 N3 Mn1 105.2(3) . . ? C4 N3 Mn1 109.2(3) . . ? C5 N3 Mn1 110.9(3) . . ? C6 N4 C11 110.0(5) . . ? C6 N4 C7 112.2(4) . . ? C11 N4 C7 111.8(5) . . ? C6 N4 Mn1 107.8(3) . . ? C11 N4 Mn1 108.6(3) . . ? C7 N4 Mn1 106.2(3) . . ? N1 C1 C2 109.4(5) . . ? N2 C2 C1 110.0(5) . . ? N2 C3 C4 109.9(5) . . ? N3 C4 C3 111.9(5) . . ? N3 C5 C6 111.5(5) . . ? N4 C6 C5 113.5(5) . . ? N4 C7 C8 110.2(5) . . ? N1 C8 C7 110.7(5) . . ? N3 C9 C10 110.5(4) . . ? O2 C10 O1 125.5(5) . . ? O2 C10 C9 119.5(5) . . ? O1 C10 C9 115.0(5) . . ? N4 C11 C12 113.6(5) . . ? O4 C12 O3 125.0(5) . . ? O4 C12 C11 117.4(5) . . ? O3 C12 C11 117.6(5) . . ? _refine_diff_density_max 0.704 _refine_diff_density_min -0.807 _refine_diff_density_rms 0.133 #======END