# Supplementary Material (ESI) for Dalton Transactions # This journal is © The Royal Society of Chemistry 1999 # CCDC Number: 186/1722 data_1 _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C12 H12 Mn N8' _chemical_formula_weight 323.24 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' '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 'C 2/c' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, y, -z+1/2' 'x+1/2, y+1/2, z' '-x+1/2, y+1/2, -z+1/2' '-x, -y, -z' 'x, -y, z-1/2' '-x+1/2, -y+1/2, -z' 'x+1/2, -y+1/2, z-1/2' _cell_length_a 9.991(3) _cell_length_b 13.883(2) _cell_length_c 10.482(3) _cell_angle_alpha 90.00 _cell_angle_beta 103.15(2) _cell_angle_gamma 90.00 _cell_volume 1415.8(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_description 'prismatic' _exptl_crystal_colour 'light yelow' _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.1 _exptl_crystal_size_min 0.1 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.516 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 660 _exptl_absorpt_coefficient_mu 0.939 _diffrn_ambient_temperature 293(2) _diffrn_radiation_wavelength 0.71070 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_reflns_number 4232 _diffrn_reflns_av_R_equivalents 0.0422 _diffrn_reflns_av_sigmaI/netI 0.0584 _diffrn_reflns_limit_h_min -14 _diffrn_reflns_limit_h_max 13 _diffrn_reflns_limit_k_min -19 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 14 _diffrn_reflns_theta_min 2.56 _diffrn_reflns_theta_max 29.95 _reflns_number_total 2056 _reflns_number_gt 1516 _reflns_threshold_expression >2sigma(I) _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement '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^)+(0.1000P)^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 2056 _refine_ls_number_parameters 152 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0907 _refine_ls_R_factor_gt 0.0552 _refine_ls_wR_factor_ref 0.1659 _refine_ls_wR_factor_gt 0.1350 _refine_ls_goodness_of_fit_ref 1.024 _refine_ls_restrained_S_all 1.024 _refine_ls_shift/su_max 0.020 _refine_ls_shift/su_mean 0.003 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 Mn1 Mn 0.0000 -0.96534(5) 0.2500 0.0252(2) Uani 1 2 d S . . N1 N 0.0000 -0.8039(3) 0.2500 0.0380(9) Uani 1 2 d S . . N2 N 0.0000 -0.1292(3) 0.2500 0.0432(11) Uani 1 2 d S . . N3 N 0.1728(3) -0.9676(2) 0.4268(3) 0.0416(7) Uani 1 1 d . . . N4 N 0.1593(3) -1.0009(2) 0.5257(3) 0.0294(5) Uani 1 1 d . . . N5 N 0.1511(3) -1.0350(3) 0.6252(3) 0.0448(7) Uani 1 1 d . . . C1A C 0.041(4) -0.7591(15) 0.3758(19) 0.049(4) Uani 0.50 1 d P . . C1B C 0.048(3) -0.7477(17) 0.345(2) 0.046(4) Uani 0.50 1 d P . . C2B C 0.0478(16) -0.6484(9) 0.3357(11) 0.051(3) Uani 0.50 1 d P . . C2A C 0.0462(15) -0.6560(10) 0.3878(10) 0.046(3) Uani 0.50 1 d P . . C3 C 0.0055(10) -0.6013(5) 0.2199(7) 0.0314(16) Uani 0.50 1 d P . . C4 C -0.0129(8) -0.4921(5) 0.2958(7) 0.0351(14) Uani 0.50 1 d P . . C5 C 0.0048(9) -0.4361(5) 0.1758(9) 0.0408(17) Uani 0.50 1 d P . . C6 C 0.0043(8) -0.3298(4) 0.2015(7) 0.0350(14) Uani 0.50 1 d P . . C7A C -0.1252(11) -0.2760(8) 0.2602(14) 0.053(3) Uani 0.50 1 d P . . C7B C -0.1168(11) -0.2784(8) 0.1859(16) 0.058(3) Uani 0.50 1 d P . . C8A C -0.126(3) -0.175(2) 0.241(3) 0.049(4) Uani 0.50 1 d P . . C8B C -0.109(3) -0.183(2) 0.207(3) 0.046(5) Uani 0.50 1 d P . . 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 0.0339(4) 0.0202(3) 0.0214(3) 0.000 0.0065(2) 0.000 N1 0.050(2) 0.0236(19) 0.041(2) 0.000 0.0119(19) 0.000 N2 0.034(2) 0.0194(18) 0.075(3) 0.000 0.010(2) 0.000 N3 0.0401(16) 0.0537(18) 0.0296(14) 0.0088(14) 0.0049(12) -0.0071(14) N4 0.0255(12) 0.0321(12) 0.0299(14) -0.0001(11) 0.0049(10) 0.0017(10) N5 0.0446(17) 0.0584(19) 0.0347(15) 0.0149(14) 0.0160(13) 0.0133(15) C1A 0.087(8) 0.023(7) 0.041(10) -0.010(6) 0.021(9) -0.015(6) C1B 0.074(9) 0.027(5) 0.037(8) 0.012(5) 0.009(7) -0.005(5) C2B 0.086(8) 0.030(5) 0.031(5) -0.015(5) 0.001(7) -0.011(5) C2A 0.063(6) 0.039(5) 0.029(5) -0.010(5) -0.003(5) 0.001(4) C3 0.033(3) 0.026(3) 0.037(6) 0.004(3) 0.012(4) 0.002(3) C4 0.042(4) 0.023(3) 0.040(4) -0.003(3) 0.009(3) -0.002(3) C5 0.052(4) 0.019(3) 0.058(5) 0.008(3) 0.025(4) 0.007(3) C6 0.042(3) 0.014(2) 0.052(4) 0.000(2) 0.016(3) -0.001(2) C7A 0.031(4) 0.027(4) 0.097(9) -0.003(5) 0.009(6) -0.003(3) C7B 0.033(4) 0.025(4) 0.118(11) -0.014(6) 0.022(7) -0.007(3) C8A 0.032(9) 0.025(6) 0.096(14) -0.013(7) 0.026(6) -0.001(6) C8B 0.021(5) 0.022(5) 0.100(15) -0.006(8) 0.028(7) 0.008(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 Mn1 N5 2.211(3) 5_536 ? Mn1 N5 2.211(3) 6_535 ? Mn1 N3 2.227(3) . ? Mn1 N3 2.227(3) 2 ? Mn1 N1 2.241(4) . ? Mn1 N2 2.274(4) 1_545 ? N1 C1B 1.27(3) . ? N1 C1B 1.27(3) 2 ? N1 C1A 1.43(2) . ? N1 C1A 1.43(2) 2 ? N2 C8B 1.31(3) 2 ? N2 C8B 1.31(3) . ? N2 C8A 1.39(3) . ? N2 C8A 1.39(3) 2 ? N2 Mn1 2.274(4) 1_565 ? N3 N4 1.170(4) . ? N4 N5 1.165(4) . ? N5 Mn1 2.211(3) 5_536 ? C1A C2A 1.44(3) . ? C1A C2B 1.60(2) . ? C1B C2A 1.35(3) . ? C1B C2B 1.38(3) . ? C1B C1B 2.00(5) 2 ? C2B C2A 0.560(11) . ? C2B C3 0.954(16) 2 ? C2B C3 1.358(14) . ? C2B C2B 1.83(2) 2 ? C2A C3 1.361(12) 2 ? C2A C3 1.874(13) . ? C3 C3 0.664(12) 2 ? C3 C2B 0.954(16) 2 ? C3 C2A 1.361(12) 2 ? C3 C4 1.528(11) 2 ? C3 C4 1.741(11) . ? C4 C5 0.830(9) 2 ? C4 C4 1.050(14) 2 ? C4 C5 1.523(10) . ? C4 C3 1.528(11) 2 ? C5 C4 0.830(9) 2 ? C5 C6 1.500(10) . ? C5 C5 1.579(17) 2 ? C5 C6 1.973(10) 2 ? C6 C6 1.040(14) 2 ? C6 C7B 1.382(13) . ? C6 C7A 1.399(13) 2 ? C6 C7B 1.601(16) 2 ? C6 C7A 1.724(14) . ? C6 C5 1.973(10) 2 ? C7A C7B 0.803(14) . ? C7A C6 1.399(13) 2 ? C7A C8A 1.41(3) . ? C7A C8B 1.43(3) . ? C7B C8B 1.35(3) . ? C7B C8A 1.55(3) . ? C7B C6 1.601(16) 2 ? 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 Mn1 N5 179.73(19) 5_536 6_535 ? N5 Mn1 N3 90.68(12) 5_536 . ? N5 Mn1 N3 89.32(12) 6_535 . ? N5 Mn1 N3 89.32(12) 5_536 2 ? N5 Mn1 N3 90.68(12) 6_535 2 ? N3 Mn1 N3 178.38(18) . 2 ? N5 Mn1 N1 89.87(10) 5_536 . ? N5 Mn1 N1 89.87(10) 6_535 . ? N3 Mn1 N1 90.81(9) . . ? N3 Mn1 N1 90.81(9) 2 . ? N5 Mn1 N2 90.13(10) 5_536 1_545 ? N5 Mn1 N2 90.13(10) 6_535 1_545 ? N3 Mn1 N2 89.19(9) . 1_545 ? N3 Mn1 N2 89.19(9) 2 1_545 ? N1 Mn1 N2 180.0 . 1_545 ? C1B N1 C1B 104.1(19) . 2 ? C1B N1 C1A 14.8(13) . . ? C1B N1 C1A 115.6(7) 2 . ? C1B N1 C1A 115.6(7) . 2 ? C1B N1 C1A 14.8(13) 2 2 ? C1A N1 C1A 128.5(16) . 2 ? C1B N1 Mn1 127.9(9) . . ? C1B N1 Mn1 127.9(9) 2 . ? C1A N1 Mn1 115.8(8) . . ? C1A N1 Mn1 115.8(8) 2 . ? C8B N2 C8B 111(2) 2 . ? C8B N2 C8A 115.5(7) 2 . ? C8B N2 C8A 17.9(15) . . ? C8B N2 C8A 17.9(15) 2 2 ? C8B N2 C8A 115.5(7) . 2 ? C8A N2 C8A 125(2) . 2 ? C8B N2 Mn1 124.5(12) 2 1_565 ? C8B N2 Mn1 124.5(12) . 1_565 ? C8A N2 Mn1 117.4(11) . 1_565 ? C8A N2 Mn1 117.4(11) 2 1_565 ? N4 N3 Mn1 121.3(2) . . ? N5 N4 N3 177.4(3) . . ? N4 N5 Mn1 136.5(3) . 5_536 ? C2A C1A N1 120.7(14) . . ? C2A C1A C2B 20.4(5) . . ? N1 C1A C2B 101.3(11) . . ? N1 C1B C2A 144(2) . . ? N1 C1B C2B 124.4(16) . . ? C2A C1B C2B 23.6(6) . . ? N1 C1B C1B 37.9(9) . 2 ? C2A C1B C1B 106.8(12) . 2 ? C2B C1B C1B 86.4(11) . 2 ? C2A C2B C3 126(3) . 2 ? C2A C2B C3 153(3) . . ? C3 C2B C3 26.7(7) 2 . ? C2A C2B C1B 75(3) . . ? C3 C2B C1B 136.0(17) 2 . ? C3 C2B C1B 122.5(13) . . ? C2A C2B C1A 63(2) . . ? C3 C2B C1A 140.4(17) 2 . ? C3 C2B C1A 132.5(12) . . ? C1B C2B C1A 12.2(15) . . ? C2A C2B C2B 146(3) . 2 ? C3 C2B C2B 46.1(7) 2 2 ? C3 C2B C2B 30.4(6) . 2 ? C1B C2B C2B 93.5(11) . 2 ? C1A C2B C2B 102.4(10) . 2 ? C2B C2A C1B 81(2) . . ? C2B C2A C3 35(2) . 2 ? C1B C2A C3 106.3(11) . 2 ? C2B C2A C1A 96(3) . . ? C1B C2A C1A 15.4(13) . . ? C3 C2A C1A 119.0(12) 2 . ? C2B C2A C3 19(2) . . ? C1B C2A C3 94.9(10) . . ? C3 C2A C3 15.2(5) 2 . ? C1A C2A C3 109.0(10) . . ? C3 C3 C2B 113.0(17) 2 2 ? C3 C3 C2B 40.3(13) 2 . ? C2B C3 C2B 103.4(12) 2 . ? C3 C3 C2A 132.4(14) 2 2 ? C2B C3 C2A 19.4(11) 2 2 ? C2B C3 C2A 117.0(7) . 2 ? C3 C3 C4 97.2(3) 2 2 ? C2B C3 C4 130.4(9) 2 2 ? C2B C3 C4 124.2(8) . 2 ? C2A C3 C4 118.8(8) 2 2 ? C3 C3 C4 60.6(3) 2 . ? C2B C3 C4 140.7(12) 2 . ? C2B C3 C4 93.2(7) . . ? C2A C3 C4 143.6(9) 2 . ? C4 C3 C4 36.8(5) 2 . ? C3 C3 C2A 32.5(10) 2 . ? C2B C3 C2A 105.5(8) 2 . ? C2B C3 C2A 7.9(9) . . ? C2A C3 C2A 120.9(10) 2 . ? C4 C3 C2A 119.9(6) 2 . ? C4 C3 C2A 86.9(5) . . ? C5 C4 C4 107.6(8) 2 2 ? C5 C4 C5 78.3(10) 2 . ? C4 C4 C5 31.3(4) 2 . ? C5 C4 C3 164.8(10) 2 2 ? C4 C4 C3 82.7(3) 2 2 ? C5 C4 C3 113.5(5) . 2 ? C5 C4 C3 165.4(10) 2 . ? C4 C4 C3 60.6(3) 2 . ? C5 C4 C3 91.3(5) . . ? C3 C4 C3 22.2(4) 2 . ? C4 C5 C6 149.5(11) 2 . ? C4 C5 C4 41.1(7) 2 . ? C6 C5 C4 110.4(6) . . ? C4 C5 C5 70.8(8) 2 2 ? C6 C5 C5 79.6(4) . 2 ? C4 C5 C5 31.0(4) . 2 ? C4 C5 C6 118.9(9) 2 2 ? C6 C5 C6 31.2(5) . 2 ? C4 C5 C6 79.2(5) . 2 ? C5 C5 C6 48.4(3) 2 2 ? C6 C6 C7B 81.4(10) 2 . ? C6 C6 C7A 88.7(10) 2 2 ? C7B C6 C7A 115.7(6) . 2 ? C6 C6 C5 100.4(4) 2 . ? C7B C6 C5 121.7(7) . . ? C7A C6 C5 122.6(7) 2 . ? C6 C6 C7B 58.6(8) 2 2 ? C7B C6 C7B 107.8(8) . 2 ? C7A C6 C7B 30.1(5) 2 2 ? C5 C6 C7B 122.7(7) . 2 ? C6 C6 C7A 54.2(7) 2 . ? C7B C6 C7A 27.2(7) . . ? C7A C6 C7A 109.6(8) 2 . ? C5 C6 C7A 121.6(6) . . ? C7B C6 C7A 90.1(5) 2 . ? C6 C6 C5 48.4(3) 2 2 ? C7B C6 C5 107.1(7) . 2 ? C7A C6 C5 112.1(7) 2 2 ? C5 C6 C5 52.0(6) . 2 ? C7B C6 C5 88.9(6) 2 2 ? C7A C6 C5 86.7(6) . 2 ? C7B C7A C6 89.0(15) . 2 ? C7B C7A C8A 84.2(18) . . ? C6 C7A C8A 123.0(14) 2 . ? C7B C7A C8B 67.5(16) . . ? C6 C7A C8B 115.5(13) 2 . ? C8A C7A C8B 17.4(13) . . ? C7B C7A C6 51.9(13) . . ? C6 C7A C6 37.1(6) 2 . ? C8A C7A C6 110.8(10) . . ? C8B C7A C6 95.5(9) . . ? C7A C7B C8B 79.0(17) . . ? C7A C7B C6 100.9(18) . . ? C8B C7B C6 118.5(14) . . ? C7A C7B C8A 64.8(17) . . ? C8B C7B C8A 15.0(18) . . ? C6 C7B C8A 123.7(14) . . ? C7A C7B C6 60.9(15) . 2 ? C8B C7B C6 108.3(17) . 2 ? C6 C7B C6 40.0(6) . 2 ? C8A C7B C6 103.2(16) . 2 ? N2 C8A C7A 118(2) . . ? N2 C8A C7B 108.8(12) . . ? C7A C8A C7B 31.0(8) . . ? N2 C8B C7B 129(2) . . ? N2 C8B C7A 122(2) . . ? C7B C8B C7A 33.4(9) . . ? _diffrn_measured_fraction_theta_max 0.999 _diffrn_reflns_theta_full 29.95 _diffrn_measured_fraction_theta_full 0.999 _refine_diff_density_max 0.665 _refine_diff_density_min -0.259 _refine_diff_density_rms 0.093