Supplementary Material (ESI) for Dalton Transactions This journal is © The Royal Society of Chemistry 2004 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Prof Keith Murray' _publ_contact_author_address ; School of Chemistry Monash University Monash Victoria 3800 AUSTRALIA ; _publ_contact_author_email KEITH.MURRAY@SCI.MONASH.EDU.AU _publ_section_title ; Synthesis, structure and magnetism of new single molecule magnets composed of MnII2MnIII2 alkoxo-carboxylate bridged clusters capped by triethanolamine ligands ; loop_ _publ_author_name 'Lisa M. Wittick' 'Keith S. Murray' 'Boujemaa Moubaraki' 'Stuart R. Batten' 'Leone Spiccia' 'Kevin J. Berry' data_Complex_1 _database_code_depnum_ccdc_archive 'CCDC 221593' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C32 H74 Mn4 N4 O24' _chemical_formula_weight 1118.71 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 Triclinic _symmetry_space_group_name_H-M P-1 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.3931(1) _cell_length_b 10.8348(1) _cell_length_c 13.4395(1) _cell_angle_alpha 72.638(1) _cell_angle_beta 86.768(1) _cell_angle_gamma 86.597(1) _cell_volume 1163.46(2) _cell_formula_units_Z 1 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'Irregular blocks' _exptl_crystal_colour Red-brown _exptl_crystal_size_max 0.33 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.25 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.597 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 586 _exptl_absorpt_coefficient_mu 1.148 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 19293 _diffrn_reflns_av_R_equivalents 0.0482 _diffrn_reflns_av_sigmaI/netI 0.0405 _diffrn_reflns_limit_h_min -11 _diffrn_reflns_limit_h_max 11 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -17 _diffrn_reflns_limit_l_max 17 _diffrn_reflns_theta_min 2.85 _diffrn_reflns_theta_max 28.30 _reflns_number_total 5689 _reflns_number_gt 4755 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1' _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^)+(0.0296P)^2^+0.3120P] 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 5689 _refine_ls_number_parameters 437 _refine_ls_number_restraints 2 _refine_ls_R_factor_all 0.0377 _refine_ls_R_factor_gt 0.0270 _refine_ls_wR_factor_ref 0.0695 _refine_ls_wR_factor_gt 0.0654 _refine_ls_goodness_of_fit_ref 1.057 _refine_ls_restrained_S_all 1.057 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_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_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 0.52715(3) 0.29272(2) 0.199870(17) 0.01215(7) Uani 1 1 d . . . Mn2 Mn 0.44509(3) 0.60288(2) 0.061890(17) 0.01135(7) Uani 1 1 d . . . O11 O 0.53285(14) 0.06500(11) 0.27716(9) 0.0210(3) Uani 1 1 d . . . H11 H 0.634(3) 0.034(2) 0.3147(18) 0.053(7) Uiso 1 1 d . . . O12 O 0.57894(14) 0.32960(11) 0.34718(8) 0.0187(2) Uani 1 1 d D . . H12 H 0.644(2) 0.286(2) 0.3893(14) 0.044(7) Uiso 1 1 d D . . O13 O 0.36585(12) 0.46458(10) 0.17053(8) 0.0144(2) Uani 1 1 d . . . N1 N 0.28971(16) 0.23406(13) 0.30733(10) 0.0172(3) Uani 1 1 d . . . C11 C 0.2572(2) 0.09729(17) 0.32065(15) 0.0228(4) Uani 1 1 d . . . H11A H 0.170(2) 0.0671(18) 0.3712(14) 0.021(5) Uiso 1 1 d . . . H11B H 0.225(2) 0.0949(18) 0.2521(15) 0.022(5) Uiso 1 1 d . . . C12 C 0.4057(2) 0.01015(17) 0.34861(14) 0.0240(4) Uani 1 1 d . . . H12A H 0.384(2) -0.074(2) 0.3407(15) 0.031(5) Uiso 1 1 d . . . H12B H 0.435(2) 0.0012(18) 0.4198(15) 0.027(5) Uiso 1 1 d . . . C13 C 0.3132(2) 0.25546(18) 0.40940(13) 0.0222(4) Uani 1 1 d . . . H13A H 0.208(2) 0.2812(18) 0.4401(15) 0.027(5) Uiso 1 1 d . . . H13B H 0.354(2) 0.1703(18) 0.4551(14) 0.019(5) Uiso 1 1 d . . . C14 C 0.4370(2) 0.35512(18) 0.40263(13) 0.0209(4) Uani 1 1 d . . . H14A H 0.457(2) 0.3537(18) 0.4727(15) 0.023(5) Uiso 1 1 d . . . H14B H 0.399(2) 0.4490(19) 0.3641(14) 0.023(5) Uiso 1 1 d . . . C15 C 0.1602(2) 0.31911(17) 0.24945(14) 0.0212(4) Uani 1 1 d . . . H15A H 0.148(2) 0.2920(16) 0.1885(14) 0.017(4) Uiso 1 1 d . . . H15B H 0.057(2) 0.3124(18) 0.2922(14) 0.025(5) Uiso 1 1 d . . . C16 C 0.20580(19) 0.45905(16) 0.21088(13) 0.0183(3) Uani 1 1 d . . . H16A H 0.192(2) 0.5033(17) 0.2674(14) 0.018(4) Uiso 1 1 d . . . H16B H 0.136(2) 0.5071(17) 0.1555(13) 0.017(4) Uiso 1 1 d . . . O21 O 0.52271(13) 0.73660(10) -0.05527(8) 0.0149(2) Uani 1 1 d . . . O22 O 0.81873(18) 0.67276(13) 0.33700(11) 0.0333(3) Uani 1 1 d . . . H22 H 0.887(3) 0.708(3) 0.368(2) 0.066(8) Uiso 1 1 d . . . O23 O 0.62573(12) 0.47553(10) 0.06166(8) 0.0123(2) Uani 1 1 d . . . N2 N 0.64596(15) 0.69061(12) 0.13607(10) 0.0144(3) Uani 1 1 d . . . C21 C 0.6891(2) 0.81021(16) 0.05258(13) 0.0187(3) Uani 1 1 d . . . H21A H 0.791(2) 0.7940(18) 0.0182(15) 0.026(5) Uiso 1 1 d . . . H21B H 0.707(2) 0.8790(18) 0.0818(14) 0.025(5) Uiso 1 1 d . . . C22 C 0.5645(2) 0.84826(16) -0.02999(13) 0.0205(3) Uani 1 1 d . . . H22A H 0.606(2) 0.9123(16) -0.0951(13) 0.011(4) Uiso 1 1 d . . . H22B H 0.467(2) 0.8899(18) -0.0012(15) 0.027(5) Uiso 1 1 d . . . C23 C 0.5849(2) 0.71559(19) 0.23387(13) 0.0205(4) Uani 1 1 d . . . H23A H 0.551(2) 0.6349(19) 0.2766(14) 0.020(5) Uiso 1 1 d . . . H23B H 0.495(3) 0.7792(19) 0.2170(15) 0.030(5) Uiso 1 1 d . . . C24 C 0.6993(2) 0.76793(18) 0.29283(14) 0.0229(4) Uani 1 1 d . . . H24A H 0.638(3) 0.794(2) 0.3515(17) 0.037(6) Uiso 1 1 d . . . H24B H 0.749(2) 0.8531(19) 0.2466(15) 0.026(5) Uiso 1 1 d . . . C25 C 0.77574(19) 0.58877(16) 0.15085(13) 0.0163(3) Uani 1 1 d . . . H25A H 0.881(2) 0.6224(17) 0.1548(13) 0.017(4) Uiso 1 1 d . . . H25B H 0.755(2) 0.5259(17) 0.2166(14) 0.016(4) Uiso 1 1 d . . . C26 C 0.77801(18) 0.52748(16) 0.06323(12) 0.0147(3) Uani 1 1 d . . . H26A H 0.860(2) 0.4594(17) 0.0757(13) 0.017(4) Uiso 1 1 d . . . H26B H 0.800(2) 0.5922(16) -0.0029(13) 0.008(4) Uiso 1 1 d . . . O24 O 0.28797(14) 0.71857(11) 0.10340(9) 0.0204(2) Uani 1 1 d . . . O25 O 0.10572(16) 0.79578(16) -0.01588(10) 0.0434(4) Uani 1 1 d . . . C27 C 0.16796(19) 0.79204(16) 0.06547(12) 0.0185(3) Uani 1 1 d . . . C28 C 0.1003(2) 0.87484(19) 0.13177(15) 0.0256(4) Uani 1 1 d . . . H28A H 0.184(3) 0.908(2) 0.164(2) 0.060(8) Uiso 1 1 d . . . H28B H 0.030(3) 0.939(2) 0.098(2) 0.056(7) Uiso 1 1 d . . . H28C H 0.047(3) 0.823(3) 0.193(2) 0.059(8) Uiso 1 1 d . . . O14 O 0.78352(14) 0.23861(12) 0.19512(9) 0.0185(2) Uani 1 1 d D . . H14C H 0.815(3) 0.228(2) 0.1382(10) 0.036(6) Uiso 1 1 d D . . H14D H 0.815(3) 0.166(2) 0.2396(18) 0.044(7) Uiso 1 1 d D . . O1 O 0.79351(15) 0.20036(11) 0.47404(9) 0.0234(3) Uani 1 1 d . . . O2 O 0.98470(14) 0.19128(11) 0.58362(9) 0.0250(3) Uani 1 1 d . . . C1 C 0.86882(19) 0.24757(16) 0.53165(12) 0.0180(3) Uani 1 1 d . . . C2 C 0.8105(3) 0.3779(2) 0.5406(2) 0.0370(5) Uani 1 1 d . . . H2A H 0.713(4) 0.369(3) 0.573(3) 0.090(11) Uiso 1 1 d . . . H2B H 0.798(4) 0.435(3) 0.472(2) 0.072(9) Uiso 1 1 d . . . H2C H 0.886(3) 0.415(2) 0.574(2) 0.059(7) Uiso 1 1 d . . . O3 O 0.82029(16) 0.02411(13) 0.37095(10) 0.0235(3) Uani 1 1 d . . . H3A H 0.889(3) -0.040(2) 0.3857(17) 0.043(7) Uiso 1 1 d . . . H3B H 0.826(3) 0.072(2) 0.4145(19) 0.049(7) 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 Mn1 0.01076(12) 0.01394(13) 0.01136(12) -0.00304(9) -0.00233(9) 0.00080(9) Mn2 0.01063(12) 0.01147(12) 0.01196(12) -0.00343(9) -0.00234(9) 0.00115(9) O11 0.0172(6) 0.0198(6) 0.0221(6) -0.0002(5) -0.0015(5) -0.0012(5) O12 0.0142(6) 0.0279(7) 0.0147(5) -0.0075(5) -0.0039(5) 0.0025(5) O13 0.0094(5) 0.0160(5) 0.0160(5) -0.0022(4) 0.0004(4) 0.0015(4) N1 0.0139(7) 0.0184(7) 0.0172(6) -0.0018(5) -0.0014(5) -0.0018(5) C11 0.0183(9) 0.0207(9) 0.0267(9) -0.0019(7) -0.0007(7) -0.0066(7) C12 0.0223(9) 0.0196(9) 0.0260(9) 0.0000(7) 0.0005(7) -0.0036(7) C13 0.0212(9) 0.0289(10) 0.0151(8) -0.0047(7) 0.0022(7) -0.0022(7) C14 0.0192(9) 0.0297(10) 0.0161(8) -0.0107(7) -0.0001(7) 0.0005(7) C15 0.0110(8) 0.0261(9) 0.0234(9) -0.0024(7) -0.0010(7) -0.0014(7) C16 0.0097(7) 0.0225(9) 0.0205(8) -0.0035(7) 0.0008(6) 0.0018(6) O21 0.0197(6) 0.0123(5) 0.0133(5) -0.0034(4) -0.0049(4) -0.0028(4) O22 0.0376(8) 0.0299(7) 0.0376(8) -0.0157(6) -0.0227(7) 0.0071(6) O23 0.0088(5) 0.0143(5) 0.0150(5) -0.0056(4) -0.0030(4) 0.0001(4) N2 0.0137(6) 0.0149(6) 0.0151(6) -0.0053(5) -0.0033(5) 0.0010(5) C21 0.0212(9) 0.0142(8) 0.0219(8) -0.0055(7) -0.0062(7) -0.0035(7) C22 0.0267(9) 0.0152(8) 0.0203(8) -0.0049(7) -0.0052(7) -0.0048(7) C23 0.0186(9) 0.0276(10) 0.0180(8) -0.0107(7) -0.0018(7) -0.0017(8) C24 0.0244(9) 0.0260(10) 0.0214(9) -0.0115(8) -0.0063(7) 0.0024(7) C25 0.0127(8) 0.0163(8) 0.0202(8) -0.0051(7) -0.0066(6) 0.0006(6) C26 0.0089(7) 0.0161(8) 0.0191(8) -0.0050(7) -0.0017(6) 0.0001(6) O24 0.0196(6) 0.0197(6) 0.0220(6) -0.0076(5) -0.0021(5) 0.0070(5) O25 0.0271(8) 0.0816(12) 0.0275(7) -0.0284(8) -0.0100(6) 0.0237(8) C27 0.0143(8) 0.0198(8) 0.0199(8) -0.0044(6) 0.0019(6) 0.0019(6) C28 0.0239(10) 0.0255(10) 0.0278(10) -0.0105(8) -0.0002(8) 0.0080(8) O14 0.0156(6) 0.0214(6) 0.0159(6) -0.0024(5) -0.0017(5) 0.0036(5) O1 0.0264(7) 0.0224(6) 0.0245(6) -0.0107(5) -0.0114(5) 0.0036(5) O2 0.0214(6) 0.0248(7) 0.0306(7) -0.0099(5) -0.0117(5) 0.0049(5) C1 0.0173(8) 0.0197(8) 0.0164(8) -0.0046(6) -0.0003(6) -0.0008(7) C2 0.0345(12) 0.0299(11) 0.0561(14) -0.0257(11) -0.0214(11) 0.0101(9) O3 0.0265(7) 0.0203(7) 0.0243(6) -0.0073(5) -0.0096(5) 0.0051(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 O21 2.1281(10) 2_665 ? Mn1 O13 2.1859(10) . ? Mn1 O14 2.1988(12) . ? Mn1 O12 2.2042(11) . ? Mn1 O11 2.3729(12) . ? Mn1 N1 2.3956(13) . ? Mn1 O23 2.4257(11) . ? Mn2 O13 1.8768(11) . ? Mn2 O21 1.9073(11) . ? Mn2 O24 1.9390(11) . ? Mn2 O23 1.9890(10) . ? Mn2 O23 2.2011(10) 2_665 ? Mn2 N2 2.3844(13) . ? Mn2 Mn2 3.2223(4) 2_665 ? O11 C12 1.426(2) . ? O11 H11 1.00(3) . ? O12 C14 1.4265(19) . ? O12 H12 0.825(10) . ? O13 C16 1.4179(18) . ? N1 C15 1.478(2) . ? N1 C11 1.479(2) . ? N1 C13 1.483(2) . ? C11 C12 1.512(2) . ? C11 H11A 0.970(19) . ? C11 H11B 0.981(19) . ? C12 H12A 0.98(2) . ? C12 H12B 0.98(2) . ? C13 C14 1.523(3) . ? C13 H13A 1.01(2) . ? C13 H13B 0.998(18) . ? C14 H14A 0.962(19) . ? C14 H14B 1.035(19) . ? C15 C16 1.514(2) . ? C15 H15A 0.961(18) . ? C15 H15B 1.01(2) . ? C16 H16A 1.010(18) . ? C16 H16B 0.974(18) . ? O21 C22 1.4182(19) . ? O21 Mn1 2.1281(10) 2_665 ? O22 C24 1.414(2) . ? O22 H22 0.89(3) . ? O23 C26 1.4306(18) . ? O23 Mn2 2.2011(10) 2_665 ? N2 C23 1.477(2) . ? N2 C25 1.481(2) . ? N2 C21 1.487(2) . ? C21 C22 1.517(2) . ? C21 H21A 0.98(2) . ? C21 H21B 0.962(19) . ? C22 H22A 1.000(17) . ? C22 H22B 1.02(2) . ? C23 C24 1.513(2) . ? C23 H23A 0.941(19) . ? C23 H23B 0.98(2) . ? C24 H24A 1.02(2) . ? C24 H24B 1.04(2) . ? C25 C26 1.514(2) . ? C25 H25A 0.984(19) . ? C25 H25B 0.954(18) . ? C26 H26A 0.961(18) . ? C26 H26B 0.970(16) . ? O24 C27 1.2761(19) . ? O25 C27 1.227(2) . ? C27 C28 1.510(2) . ? C28 H28A 0.98(3) . ? C28 H28B 0.91(3) . ? C28 H28C 0.95(3) . ? O14 H14C 0.833(10) . ? O14 H14D 0.87(2) . ? O1 C1 1.261(2) . ? O2 C1 1.2480(19) . ? C1 C2 1.504(2) . ? C2 H2A 0.90(4) . ? C2 H2B 0.96(3) . ? C2 H2C 0.97(3) . ? O3 H3A 0.86(2) . ? O3 H3B 0.89(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 O21 Mn1 O13 92.02(4) 2_665 . ? O21 Mn1 O14 96.19(4) 2_665 . ? O13 Mn1 O14 140.41(4) . . ? O21 Mn1 O12 178.22(4) 2_665 . ? O13 Mn1 O12 86.63(4) . . ? O14 Mn1 O12 84.13(4) . . ? O21 Mn1 O11 88.77(4) 2_665 . ? O13 Mn1 O11 141.83(4) . . ? O14 Mn1 O11 77.19(4) . . ? O12 Mn1 O11 93.01(4) . . ? O21 Mn1 N1 104.79(4) 2_665 . ? O13 Mn1 N1 72.36(4) . . ? O14 Mn1 N1 140.72(5) . . ? O12 Mn1 N1 75.91(4) . . ? O11 Mn1 N1 70.58(4) . . ? O21 Mn1 O23 72.52(4) 2_665 . ? O13 Mn1 O23 66.77(4) . . ? O14 Mn1 O23 78.97(4) . . ? O12 Mn1 O23 105.85(4) . . ? O11 Mn1 O23 147.74(4) . . ? N1 Mn1 O23 138.82(4) . . ? O13 Mn2 O21 175.88(4) . . ? O13 Mn2 O24 89.24(5) . . ? O21 Mn2 O24 93.05(5) . . ? O13 Mn2 O23 82.31(4) . . ? O21 Mn2 O23 96.31(5) . . ? O24 Mn2 O23 163.24(5) . . ? O13 Mn2 O23 93.94(4) . 2_665 ? O21 Mn2 O23 81.99(4) . 2_665 ? O24 Mn2 O23 115.58(4) . 2_665 ? O23 Mn2 O23 79.59(4) . 2_665 ? O13 Mn2 N2 105.66(5) . . ? O21 Mn2 N2 77.83(4) . . ? O24 Mn2 N2 88.94(5) . . ? O23 Mn2 N2 79.52(4) . . ? O23 Mn2 N2 149.00(4) 2_665 . ? O13 Mn2 Mn2 87.96(3) . 2_665 ? O21 Mn2 Mn2 88.43(3) . 2_665 ? O24 Mn2 Mn2 152.37(4) . 2_665 ? O23 Mn2 Mn2 42.21(3) . 2_665 ? O23 Mn2 Mn2 37.38(3) 2_665 2_665 ? N2 Mn2 Mn2 118.25(3) . 2_665 ? C12 O11 Mn1 118.53(10) . . ? C12 O11 H11 106.4(14) . . ? Mn1 O11 H11 110.6(14) . . ? C14 O12 Mn1 112.12(9) . . ? C14 O12 H12 109.1(16) . . ? Mn1 O12 H12 124.7(16) . . ? C16 O13 Mn2 124.24(9) . . ? C16 O13 Mn1 122.09(9) . . ? Mn2 O13 Mn1 111.86(5) . . ? C15 N1 C11 109.61(13) . . ? C15 N1 C13 112.56(13) . . ? C11 N1 C13 111.00(13) . . ? C15 N1 Mn1 105.28(9) . . ? C11 N1 Mn1 110.05(10) . . ? C13 N1 Mn1 108.17(10) . . ? N1 C11 C12 111.58(14) . . ? N1 C11 H11A 112.1(11) . . ? C12 C11 H11A 111.0(11) . . ? N1 C11 H11B 105.5(11) . . ? C12 C11 H11B 107.9(11) . . ? H11A C11 H11B 108.5(15) . . ? O11 C12 C11 108.50(14) . . ? O11 C12 H12A 109.1(12) . . ? C11 C12 H12A 107.7(12) . . ? O11 C12 H12B 109.6(12) . . ? C11 C12 H12B 111.1(11) . . ? H12A C12 H12B 110.9(16) . . ? N1 C13 C14 112.72(13) . . ? N1 C13 H13A 110.6(11) . . ? C14 C13 H13A 110.4(11) . . ? N1 C13 H13B 105.3(10) . . ? C14 C13 H13B 108.0(11) . . ? H13A C13 H13B 109.7(15) . . ? O12 C14 C13 111.17(13) . . ? O12 C14 H14A 112.0(11) . . ? C13 C14 H14A 107.7(11) . . ? O12 C14 H14B 106.0(10) . . ? C13 C14 H14B 113.6(11) . . ? H14A C14 H14B 106.4(15) . . ? N1 C15 C16 111.71(14) . . ? N1 C15 H15A 105.7(10) . . ? C16 C15 H15A 106.5(10) . . ? N1 C15 H15B 112.2(11) . . ? C16 C15 H15B 109.6(11) . . ? H15A C15 H15B 110.9(15) . . ? O13 C16 C15 109.12(13) . . ? O13 C16 H16A 110.4(11) . . ? C15 C16 H16A 112.3(10) . . ? O13 C16 H16B 109.0(10) . . ? C15 C16 H16B 109.6(10) . . ? H16A C16 H16B 106.4(14) . . ? C22 O21 Mn2 113.61(9) . . ? C22 O21 Mn1 131.72(9) . 2_665 ? Mn2 O21 Mn1 112.50(5) . 2_665 ? C24 O22 H22 108.6(17) . . ? C26 O23 Mn2 112.73(9) . . ? C26 O23 Mn2 124.02(9) . 2_665 ? Mn2 O23 Mn2 100.41(4) . 2_665 ? C26 O23 Mn1 122.78(9) . . ? Mn2 O23 Mn1 99.04(4) . . ? Mn2 O23 Mn1 92.92(4) 2_665 . ? C23 N2 C25 113.88(13) . . ? C23 N2 C21 113.22(13) . . ? C25 N2 C21 111.76(13) . . ? C23 N2 Mn2 110.81(10) . . ? C25 N2 Mn2 102.17(9) . . ? C21 N2 Mn2 103.95(9) . . ? N2 C21 C22 110.91(13) . . ? N2 C21 H21A 109.2(11) . . ? C22 C21 H21A 107.6(11) . . ? N2 C21 H21B 110.7(11) . . ? C22 C21 H21B 112.4(11) . . ? H21A C21 H21B 105.8(16) . . ? O21 C22 C21 109.35(13) . . ? O21 C22 H22A 108.4(9) . . ? C21 C22 H22A 111.3(10) . . ? O21 C22 H22B 110.9(11) . . ? C21 C22 H22B 108.4(11) . . ? H22A C22 H22B 108.5(14) . . ? N2 C23 C24 117.62(15) . . ? N2 C23 H23A 104.6(11) . . ? C24 C23 H23A 108.9(11) . . ? N2 C23 H23B 107.9(11) . . ? C24 C23 H23B 106.5(11) . . ? H23A C23 H23B 111.4(17) . . ? O22 C24 C23 110.70(15) . . ? O22 C24 H24A 108.5(12) . . ? C23 C24 H24A 109.3(12) . . ? O22 C24 H24B 111.4(11) . . ? C23 C24 H24B 112.2(10) . . ? H24A C24 H24B 104.5(15) . . ? N2 C25 C26 109.59(12) . . ? N2 C25 H25A 112.3(10) . . ? C26 C25 H25A 110.4(10) . . ? N2 C25 H25B 107.7(11) . . ? C26 C25 H25B 110.6(10) . . ? H25A C25 H25B 106.2(15) . . ? O23 C26 C25 109.16(12) . . ? O23 C26 H26A 110.0(11) . . ? C25 C26 H26A 108.4(10) . . ? O23 C26 H26B 109.4(10) . . ? C25 C26 H26B 109.7(9) . . ? H26A C26 H26B 110.2(14) . . ? C27 O24 Mn2 138.47(10) . . ? O25 C27 O24 125.08(15) . . ? O25 C27 C28 120.60(15) . . ? O24 C27 C28 114.28(14) . . ? C27 C28 H28A 112.6(15) . . ? C27 C28 H28B 113.7(16) . . ? H28A C28 H28B 112(2) . . ? C27 C28 H28C 110.2(15) . . ? H28A C28 H28C 100(2) . . ? H28B C28 H28C 108(2) . . ? Mn1 O14 H14C 112.4(15) . . ? Mn1 O14 H14D 116.7(15) . . ? H14C O14 H14D 102(2) . . ? O2 C1 O1 124.13(15) . . ? O2 C1 C2 118.45(15) . . ? O1 C1 C2 117.38(15) . . ? C1 C2 H2A 108(2) . . ? C1 C2 H2B 108.1(17) . . ? H2A C2 H2B 107(3) . . ? C1 C2 H2C 112.4(15) . . ? H2A C2 H2C 114(2) . . ? H2B C2 H2C 107(2) . . ? H3A O3 H3B 111(2) . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O3 H3A O2 0.86(2) 1.85(2) 2.7032(17) 172(2) 2_756 O3 H3B O1 0.89(3) 1.80(3) 2.6664(17) 162(2) . O14 H14C O25 0.833(10) 1.823(10) 2.6549(17) 177(2) 2_665 O22 H22 O2 0.89(3) 1.85(3) 2.7304(18) 169(3) 2_766 O14 H14D O3 0.87(2) 1.96(2) 2.7929(17) 158(2) . O12 H12 O1 0.825(10) 1.772(10) 2.5947(16) 176(2) . O11 H11 O3 1.00(3) 1.76(3) 2.7365(17) 165(2) . _diffrn_measured_fraction_theta_max 0.982 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.998 _refine_diff_density_max 0.563 _refine_diff_density_min -0.389 _refine_diff_density_rms 0.065 data_Complex_2 _database_code_depnum_ccdc_archive 'CCDC 221594' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C54 H77 Mn4 N5 O20' _chemical_formula_weight 1335.97 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 C2/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 30.1516(9) _cell_length_b 8.6367(4) _cell_length_c 26.5200(2) _cell_angle_alpha 90.00 _cell_angle_beta 119.460(2) _cell_angle_gamma 90.00 _cell_volume 6013.1(5) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'Fine Needles' _exptl_crystal_colour Red-brown _exptl_crystal_size_max 0.45 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.05 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.476 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 2784 _exptl_absorpt_coefficient_mu 0.898 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 32410 _diffrn_reflns_av_R_equivalents 0.2482 _diffrn_reflns_av_sigmaI/netI 0.3477 _diffrn_reflns_limit_h_min -39 _diffrn_reflns_limit_h_max 38 _diffrn_reflns_limit_k_min -11 _diffrn_reflns_limit_k_max 11 _diffrn_reflns_limit_l_min -34 _diffrn_reflns_limit_l_max 33 _diffrn_reflns_theta_min 2.50 _diffrn_reflns_theta_max 27.89 _reflns_number_total 7038 _reflns_number_gt 2467 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1' _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^)+(0.0619P)^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 7038 _refine_ls_number_parameters 389 _refine_ls_number_restraints 1 _refine_ls_R_factor_all 0.2956 _refine_ls_R_factor_gt 0.0778 _refine_ls_wR_factor_ref 0.1750 _refine_ls_wR_factor_gt 0.1193 _refine_ls_goodness_of_fit_ref 0.959 _refine_ls_restrained_S_all 0.959 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_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_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 -0.07521(3) 0.52804(10) 0.37858(4) 0.0282(3) Uani 1 1 d . . . Mn2 Mn 0.04037(3) 0.42575(10) 0.48545(4) 0.0265(3) Uani 1 1 d . . . N1 N -0.1025(2) 0.3063(5) 0.3176(2) 0.0348(14) Uani 1 1 d . . . O1 O -0.01080(14) 0.3508(4) 0.41444(16) 0.0286(10) Uani 1 1 d . . . O2 O -0.06032(17) 0.5945(5) 0.30920(18) 0.0389(12) Uani 1 1 d . . . H2 H -0.093(4) 0.659(10) 0.277(4) 0.15(4) Uiso 1 1 d . . . O3 O -0.16113(15) 0.5582(6) 0.31490(19) 0.0385(12) Uani 1 1 d . . . H3 H -0.168(2) 0.658(8) 0.298(3) 0.06(2) Uiso 1 1 d . . . C1 C -0.0192(2) 0.2007(6) 0.3899(3) 0.0420(19) Uani 1 1 d . . . H1A H -0.0037 0.1222 0.4210 0.050 Uiso 1 1 calc R . . H1B H -0.0031 0.1918 0.3653 0.050 Uiso 1 1 calc R . . C2 C -0.0756(2) 0.1723(7) 0.3541(3) 0.0424(19) Uani 1 1 d . . . H2A H -0.0815 0.0806 0.3291 0.051 Uiso 1 1 calc R . . H2B H -0.0896 0.1494 0.3801 0.051 Uiso 1 1 calc R . . C3 C -0.0502(2) 0.4569(8) 0.2844(3) 0.049(2) Uani 1 1 d . . . H3A H -0.0164 0.4143 0.3125 0.059 Uiso 1 1 calc R . . H3B H -0.0491 0.4863 0.2489 0.059 Uiso 1 1 calc R . . C4 C -0.0909(3) 0.3320(8) 0.2694(3) 0.053(2) Uani 1 1 d . . . H4A H -0.1224 0.3631 0.2341 0.063 Uiso 1 1 calc R . . H4B H -0.0789 0.2336 0.2610 0.063 Uiso 1 1 calc R . . C5 C -0.1855(2) 0.4430(7) 0.2711(3) 0.0421(18) Uani 1 1 d . . . H5A H -0.1842 0.4725 0.2358 0.051 Uiso 1 1 calc R . . H5B H -0.2217 0.4321 0.2610 0.051 Uiso 1 1 calc R . . C6 C -0.1578(2) 0.2940(7) 0.2949(3) 0.0419(19) Uani 1 1 d . . . H6A H -0.1640 0.2584 0.3264 0.050 Uiso 1 1 calc R . . H6B H -0.1717 0.2147 0.2640 0.050 Uiso 1 1 calc R . . O4 O -0.09764(16) 0.7795(5) 0.3985(2) 0.0461(13) Uani 1 1 d . . . O5 O -0.07806(15) 0.7641(4) 0.49340(19) 0.0394(12) Uani 1 1 d . . . C7 C -0.1040(3) 0.8202(8) 0.4408(3) 0.0426(19) Uani 1 1 d . . . C8 C -0.1464(2) 0.9212(7) 0.4312(3) 0.0391(18) Uani 1 1 d . . . C9 C -0.1785(2) 0.9852(7) 0.3764(3) 0.0431(19) Uani 1 1 d . . . H9 H -0.1728 0.9641 0.3449 0.052 Uiso 1 1 calc R . . C10 C -0.2186(3) 1.0790(7) 0.3685(4) 0.049(2) Uani 1 1 d . . . H10 H -0.2396 1.1245 0.3316 0.059 Uiso 1 1 calc R . . C11 C -0.2290(3) 1.1083(7) 0.4124(4) 0.047(2) Uani 1 1 d . . . H11 H -0.2572 1.1720 0.4054 0.056 Uiso 1 1 calc R . . C12 C -0.1983(3) 1.0448(8) 0.4675(4) 0.064(2) Uani 1 1 d . . . H12 H -0.2051 1.0626 0.4984 0.077 Uiso 1 1 calc R . . C13 C -0.1571(2) 0.9536(7) 0.4748(3) 0.0393(18) Uani 1 1 d . . . H13 H -0.1352 0.9118 0.5122 0.047 Uiso 1 1 calc R . . N2 N 0.08646(18) 0.5663(6) 0.4525(2) 0.0322(13) Uani 1 1 d . . . O6 O 0.09038(15) 0.5246(4) 0.55475(16) 0.0289(10) Uani 1 1 d . . . O7 O -0.00277(13) 0.6111(4) 0.46006(15) 0.0243(10) Uani 1 1 d . . . O8 O 0.1022(3) 0.6726(7) 0.3556(4) 0.108(3) Uani 1 1 d D . . H8 H 0.110(3) 0.665(9) 0.329(3) 0.11(4) Uiso 1 1 d D . . C14 C 0.1333(3) 0.5862(10) 0.5563(3) 0.071(3) Uani 1 1 d . . . H14A H 0.1632 0.5262 0.5848 0.085 Uiso 1 1 calc R . . H14B H 0.1376 0.6935 0.5712 0.085 Uiso 1 1 calc R . . C15 C 0.1348(3) 0.5902(11) 0.5049(3) 0.075(3) Uani 1 1 d . . . H15A H 0.1589 0.5098 0.5067 0.090 Uiso 1 1 calc R . . H15B H 0.1486 0.6918 0.5021 0.090 Uiso 1 1 calc R . . C16 C 0.0253(2) 0.7436(6) 0.4591(3) 0.0334(17) Uani 1 1 d . . . H16A H 0.0489 0.7771 0.4993 0.040 Uiso 1 1 calc R . . H16B H 0.0015 0.8298 0.4389 0.040 Uiso 1 1 calc R . . C17 C 0.0556(2) 0.7069(7) 0.4284(3) 0.0376(18) Uani 1 1 d . . . H17A H 0.0319 0.6920 0.3866 0.045 Uiso 1 1 calc R . . H17B H 0.0782 0.7952 0.4329 0.045 Uiso 1 1 calc R . . C18 C 0.1261(3) 0.5431(10) 0.3869(3) 0.070(3) Uani 1 1 d . . . H18A H 0.1600 0.5704 0.4196 0.084 Uiso 1 1 calc R . . H18B H 0.1308 0.4667 0.3621 0.084 Uiso 1 1 calc R . . C19 C 0.0934(3) 0.4774(7) 0.4089(3) 0.056(2) Uani 1 1 d . . . H19A H 0.1074 0.3748 0.4259 0.068 Uiso 1 1 calc R . . H19B H 0.0592 0.4594 0.3752 0.068 Uiso 1 1 calc R . . O9 O -0.12992(17) 0.7481(5) 0.22325(19) 0.0477(13) Uani 1 1 d . . . O10 O -0.18603(16) 0.8149(5) 0.25030(19) 0.0398(12) Uani 1 1 d . . . C20 C -0.1655(3) 0.8321(7) 0.2205(3) 0.0343(17) Uani 1 1 d . . . C21 C -0.1828(2) 0.9633(6) 0.1772(3) 0.0298(16) Uani 1 1 d . . . C22 C -0.1534(3) 1.0113(8) 0.1527(3) 0.054(2) Uani 1 1 d . . . H22 H -0.1219 0.9614 0.1634 0.064 Uiso 1 1 calc R . . C23 C -0.1697(4) 1.1310(9) 0.1130(4) 0.083(3) Uani 1 1 d . . . H23 H -0.1497 1.1633 0.0963 0.099 Uiso 1 1 calc R . . C24 C -0.2151(5) 1.2026(9) 0.0979(4) 0.089(3) Uani 1 1 d . . . H24 H -0.2267 1.2840 0.0703 0.106 Uiso 1 1 calc R . . C25 C -0.2441(3) 1.1584(9) 0.1221(4) 0.070(3) Uani 1 1 d . . . H25 H -0.2750 1.2111 0.1123 0.084 Uiso 1 1 calc R . . C26 C -0.2283(3) 1.0371(7) 0.1609(3) 0.0433(19) Uani 1 1 d . . . H26 H -0.2490 1.0042 0.1766 0.052 Uiso 1 1 calc R . . N3 N 0.0000 1.1417(14) 0.2500 0.148(6) Uani 1 2 d S . . C27 C 0.0000 1.0096(18) 0.2500 0.084(4) Uani 1 2 d S . . C28 C 0.0000 0.8463(13) 0.2500 0.094(4) Uani 1 2 d S . . H28A H 0.0182 0.8085 0.2303 0.140 Uiso 0.50 1 calc PR . . H28B H -0.0352 0.8085 0.2296 0.140 Uiso 0.50 1 calc PR . . H28C H 0.0170 0.8085 0.2900 0.140 Uiso 0.50 1 calc PR . . 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 0.0276(6) 0.0357(6) 0.0172(6) 0.0021(5) 0.0079(5) -0.0016(5) Mn2 0.0291(6) 0.0322(6) 0.0162(6) -0.0002(5) 0.0094(5) -0.0023(4) N1 0.033(4) 0.042(3) 0.016(3) -0.001(3) 0.002(3) -0.001(3) O1 0.033(3) 0.026(2) 0.020(3) -0.0006(19) 0.008(2) 0.0006(19) O2 0.038(3) 0.059(3) 0.023(3) 0.012(2) 0.018(3) 0.002(2) O3 0.032(3) 0.048(3) 0.032(3) 0.003(3) 0.013(2) -0.002(2) C1 0.051(5) 0.026(4) 0.028(5) -0.004(3) 0.003(4) 0.003(3) C2 0.050(5) 0.032(4) 0.028(5) -0.009(3) 0.006(4) -0.006(3) C3 0.039(5) 0.075(6) 0.028(5) 0.012(4) 0.012(4) 0.012(4) C4 0.053(5) 0.070(5) 0.030(5) -0.006(4) 0.016(4) 0.018(4) C5 0.040(4) 0.058(5) 0.029(5) 0.010(4) 0.018(4) 0.004(4) C6 0.046(5) 0.047(4) 0.022(4) -0.011(3) 0.008(4) -0.019(4) O4 0.039(3) 0.043(3) 0.046(4) 0.012(3) 0.013(3) 0.001(2) O5 0.038(3) 0.040(3) 0.021(3) 0.003(2) 0.000(2) 0.004(2) C7 0.035(5) 0.059(5) 0.027(5) 0.003(4) 0.010(4) 0.009(4) C8 0.039(5) 0.032(4) 0.041(5) 0.000(4) 0.015(4) -0.004(3) C9 0.035(4) 0.037(4) 0.042(5) 0.006(4) 0.007(4) -0.001(3) C10 0.037(5) 0.040(4) 0.057(6) 0.001(4) 0.012(4) 0.003(4) C11 0.030(5) 0.035(4) 0.057(6) -0.003(4) 0.007(5) 0.002(3) C12 0.064(6) 0.049(5) 0.067(7) -0.003(4) 0.023(5) 0.005(4) C13 0.029(4) 0.036(4) 0.036(5) -0.001(3) 0.003(4) 0.010(3) N2 0.027(3) 0.052(3) 0.018(3) 0.009(3) 0.011(3) 0.006(3) O6 0.032(3) 0.040(2) 0.020(3) -0.005(2) 0.017(2) -0.012(2) O7 0.026(2) 0.027(2) 0.018(2) -0.0006(18) 0.008(2) -0.0029(18) O8 0.193(8) 0.070(4) 0.156(7) 0.029(4) 0.158(7) 0.024(4) C14 0.067(6) 0.118(7) 0.041(6) -0.025(5) 0.036(5) -0.047(5) C15 0.037(5) 0.152(8) 0.033(6) 0.008(5) 0.015(5) -0.014(5) C16 0.035(4) 0.028(4) 0.033(5) 0.000(3) 0.013(4) -0.009(3) C17 0.044(5) 0.038(4) 0.035(5) 0.003(3) 0.022(4) -0.012(3) C18 0.051(5) 0.122(8) 0.051(6) 0.015(5) 0.036(5) 0.005(5) C19 0.087(6) 0.053(5) 0.059(6) 0.017(4) 0.059(5) 0.018(4) O9 0.054(3) 0.063(3) 0.038(3) 0.019(2) 0.032(3) 0.029(3) O10 0.040(3) 0.055(3) 0.030(3) 0.005(2) 0.022(3) 0.004(2) C20 0.029(5) 0.045(4) 0.022(4) -0.006(3) 0.008(4) 0.006(3) C21 0.033(4) 0.029(4) 0.019(4) -0.001(3) 0.007(3) 0.007(3) C22 0.063(5) 0.046(5) 0.063(6) 0.010(4) 0.039(5) -0.002(4) C23 0.139(9) 0.050(6) 0.083(8) 0.028(5) 0.073(7) 0.006(6) C24 0.148(11) 0.036(5) 0.058(7) 0.023(5) 0.032(7) 0.027(6) C25 0.087(7) 0.051(6) 0.052(7) 0.009(5) 0.019(6) 0.020(5) C26 0.038(5) 0.046(5) 0.030(5) -0.007(4) 0.004(4) 0.005(4) N3 0.168(13) 0.076(9) 0.30(2) 0.000 0.188(14) 0.000 C27 0.078(10) 0.088(10) 0.128(13) 0.000 0.082(10) 0.000 C28 0.073(9) 0.072(9) 0.114(12) 0.000 0.029(9) 0.000 _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 O6 2.083(4) 5_566 ? Mn1 O2 2.175(4) . ? Mn1 O1 2.281(4) . ? Mn1 O7 2.305(4) . ? Mn1 O3 2.308(4) . ? Mn1 N1 2.377(5) . ? Mn1 O4 2.409(5) . ? Mn2 O1 1.868(4) . ? Mn2 O6 1.912(4) . ? Mn2 O5 1.915(4) 5_566 ? Mn2 O7 1.962(4) . ? Mn2 O7 2.255(4) 5_566 ? Mn2 N2 2.316(5) . ? N1 C2 1.471(7) . ? N1 C6 1.471(7) . ? N1 C4 1.497(7) . ? O1 C1 1.416(6) . ? O2 C3 1.461(7) . ? O2 H2 1.09(10) . ? O3 C5 1.428(7) . ? O3 H3 0.94(7) . ? C1 C2 1.505(8) . ? C1 H1A 0.9900 . ? C1 H1B 0.9900 . ? C2 H2A 0.9900 . ? C2 H2B 0.9900 . ? C3 C4 1.532(9) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4A 0.9900 . ? C4 H4B 0.9900 . ? C5 C6 1.495(8) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6A 0.9900 . ? C6 H6B 0.9900 . ? O4 C7 1.278(7) . ? O5 C7 1.311(7) . ? O5 Mn2 1.915(4) 5_566 ? C7 C8 1.463(9) . ? C8 C13 1.374(8) . ? C8 C9 1.404(8) . ? C9 C10 1.383(8) . ? C9 H9 0.9500 . ? C10 C11 1.370(9) . ? C10 H10 0.9500 . ? C11 C12 1.402(9) . ? C11 H11 0.9500 . ? C12 C13 1.401(9) . ? C12 H12 0.9500 . ? C13 H13 0.9500 . ? N2 C15 1.451(8) . ? N2 C17 1.470(7) . ? N2 C19 1.484(7) . ? O6 C14 1.382(7) . ? O6 Mn1 2.083(4) 5_566 ? O7 C16 1.431(6) . ? O7 Mn2 2.255(4) 5_566 ? O8 C18 1.368(9) . ? O8 H8 0.84(2) . ? C14 C15 1.386(9) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? C16 C17 1.526(7) . ? C16 H16A 0.9900 . ? C16 H16B 0.9900 . ? C17 H17A 0.9900 . ? C17 H17B 0.9900 . ? C18 C19 1.484(9) . ? C18 H18A 0.9900 . ? C18 H18B 0.9900 . ? C19 H19A 0.9900 . ? C19 H19B 0.9900 . ? O9 C20 1.268(7) . ? O10 C20 1.228(7) . ? C20 C21 1.512(8) . ? C21 C26 1.375(8) . ? C21 C22 1.395(8) . ? C22 C23 1.382(10) . ? C22 H22 0.9500 . ? C23 C24 1.371(11) . ? C23 H23 0.9500 . ? C24 C25 1.369(11) . ? C24 H24 0.9500 . ? C25 C26 1.378(9) . ? C25 H25 0.9500 . ? C26 H26 0.9500 . ? N3 C27 1.141(14) . ? C27 C28 1.410(15) . ? C28 H28A 0.9800 . ? C28 H28B 0.9800 . ? C28 H28C 0.9800 . ? 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 O6 Mn1 O2 177.26(17) 5_566 . ? O6 Mn1 O1 89.82(14) 5_566 . ? O2 Mn1 O1 92.42(16) . . ? O6 Mn1 O7 76.97(14) 5_566 . ? O2 Mn1 O7 102.49(15) . . ? O1 Mn1 O7 66.31(13) . . ? O6 Mn1 O3 90.55(15) 5_566 . ? O2 Mn1 O3 88.61(16) . . ? O1 Mn1 O3 143.11(16) . . ? O7 Mn1 O3 148.86(15) . . ? O6 Mn1 N1 104.77(16) 5_566 . ? O2 Mn1 N1 77.46(17) . . ? O1 Mn1 N1 71.45(15) . . ? O7 Mn1 N1 137.73(15) . . ? O3 Mn1 N1 72.83(18) . . ? O6 Mn1 O4 78.95(15) 5_566 . ? O2 Mn1 O4 98.31(17) . . ? O1 Mn1 O4 141.90(14) . . ? O7 Mn1 O4 75.68(13) . . ? O3 Mn1 O4 73.96(16) . . ? N1 Mn1 O4 146.59(16) . . ? O1 Mn2 O6 173.76(16) . . ? O1 Mn2 O5 94.33(16) . 5_566 ? O6 Mn2 O5 91.55(17) . 5_566 ? O1 Mn2 O7 81.80(15) . . ? O6 Mn2 O7 92.39(15) . . ? O5 Mn2 O7 175.74(17) 5_566 . ? O1 Mn2 O7 99.83(14) . 5_566 ? O6 Mn2 O7 81.63(14) . 5_566 ? O5 Mn2 O7 95.99(16) 5_566 5_566 ? O7 Mn2 O7 82.97(15) . 5_566 ? O1 Mn2 N2 98.78(17) . . ? O6 Mn2 N2 78.04(17) . . ? O5 Mn2 N2 100.34(17) 5_566 . ? O7 Mn2 N2 82.09(16) . . ? O7 Mn2 N2 154.14(16) 5_566 . ? C2 N1 C6 111.0(5) . . ? C2 N1 C4 113.1(5) . . ? C6 N1 C4 110.8(5) . . ? C2 N1 Mn1 107.0(3) . . ? C6 N1 Mn1 106.2(4) . . ? C4 N1 Mn1 108.3(4) . . ? C1 O1 Mn2 130.8(3) . . ? C1 O1 Mn1 120.0(3) . . ? Mn2 O1 Mn1 107.42(16) . . ? C3 O2 Mn1 110.0(4) . . ? C3 O2 H2 112(5) . . ? Mn1 O2 H2 109(5) . . ? C5 O3 Mn1 117.4(4) . . ? C5 O3 H3 111(4) . . ? Mn1 O3 H3 111(4) . . ? O1 C1 C2 109.3(5) . . ? O1 C1 H1A 109.8 . . ? C2 C1 H1A 109.8 . . ? O1 C1 H1B 109.8 . . ? C2 C1 H1B 109.8 . . ? H1A C1 H1B 108.3 . . ? N1 C2 C1 111.9(5) . . ? N1 C2 H2A 109.2 . . ? C1 C2 H2A 109.2 . . ? N1 C2 H2B 109.2 . . ? C1 C2 H2B 109.2 . . ? H2A C2 H2B 107.9 . . ? O2 C3 C4 111.8(5) . . ? O2 C3 H3A 109.3 . . ? C4 C3 H3A 109.3 . . ? O2 C3 H3B 109.3 . . ? C4 C3 H3B 109.3 . . ? H3A C3 H3B 107.9 . . ? N1 C4 C3 112.1(5) . . ? N1 C4 H4A 109.2 . . ? C3 C4 H4A 109.2 . . ? N1 C4 H4B 109.2 . . ? C3 C4 H4B 109.2 . . ? H4A C4 H4B 107.9 . . ? O3 C5 C6 107.4(5) . . ? O3 C5 H5A 110.2 . . ? C6 C5 H5A 110.2 . . ? O3 C5 H5B 110.2 . . ? C6 C5 H5B 110.2 . . ? H5A C5 H5B 108.5 . . ? N1 C6 C5 113.4(5) . . ? N1 C6 H6A 108.9 . . ? C5 C6 H6A 108.9 . . ? N1 C6 H6B 108.9 . . ? C5 C6 H6B 108.9 . . ? H6A C6 H6B 107.7 . . ? C7 O4 Mn1 128.4(4) . . ? C7 O5 Mn2 125.9(4) . 5_566 ? O4 C7 O5 124.3(6) . . ? O4 C7 C8 120.5(7) . . ? O5 C7 C8 114.8(6) . . ? C13 C8 C9 117.7(6) . . ? C13 C8 C7 121.4(7) . . ? C9 C8 C7 120.9(7) . . ? C10 C9 C8 119.6(7) . . ? C10 C9 H9 120.2 . . ? C8 C9 H9 120.2 . . ? C11 C10 C9 121.8(7) . . ? C11 C10 H10 119.1 . . ? C9 C10 H10 119.1 . . ? C10 C11 C12 120.3(7) . . ? C10 C11 H11 119.9 . . ? C12 C11 H11 119.9 . . ? C13 C12 C11 116.8(8) . . ? C13 C12 H12 121.6 . . ? C11 C12 H12 121.6 . . ? C8 C13 C12 123.8(7) . . ? C8 C13 H13 118.1 . . ? C12 C13 H13 118.1 . . ? C15 N2 C17 114.9(6) . . ? C15 N2 C19 111.1(5) . . ? C17 N2 C19 113.0(5) . . ? C15 N2 Mn2 102.6(4) . . ? C17 N2 Mn2 103.2(3) . . ? C19 N2 Mn2 111.3(4) . . ? C14 O6 Mn2 119.1(4) . . ? C14 O6 Mn1 130.7(4) . 5_566 ? Mn2 O6 Mn1 108.66(17) . 5_566 ? C16 O7 Mn2 111.1(3) . . ? C16 O7 Mn2 127.8(3) . 5_566 ? Mn2 O7 Mn2 97.03(14) . 5_566 ? C16 O7 Mn1 121.9(3) . . ? Mn2 O7 Mn1 103.32(15) . . ? Mn2 O7 Mn1 90.78(13) 5_566 . ? C18 O8 H8 100(6) . . ? O6 C14 C15 117.5(6) . . ? O6 C14 H14A 107.9 . . ? C15 C14 H14A 107.9 . . ? O6 C14 H14B 107.9 . . ? C15 C14 H14B 107.9 . . ? H14A C14 H14B 107.2 . . ? C14 C15 N2 115.9(6) . . ? C14 C15 H15A 108.3 . . ? N2 C15 H15A 108.3 . . ? C14 C15 H15B 108.3 . . ? N2 C15 H15B 108.3 . . ? H15A C15 H15B 107.4 . . ? O7 C16 C17 111.0(5) . . ? O7 C16 H16A 109.4 . . ? C17 C16 H16A 109.4 . . ? O7 C16 H16B 109.4 . . ? C17 C16 H16B 109.4 . . ? H16A C16 H16B 108.0 . . ? N2 C17 C16 110.9(5) . . ? N2 C17 H17A 109.5 . . ? C16 C17 H17A 109.5 . . ? N2 C17 H17B 109.5 . . ? C16 C17 H17B 109.5 . . ? H17A C17 H17B 108.0 . . ? O8 C18 C19 107.4(6) . . ? O8 C18 H18A 110.2 . . ? C19 C18 H18A 110.2 . . ? O8 C18 H18B 110.2 . . ? C19 C18 H18B 110.2 . . ? H18A C18 H18B 108.5 . . ? C18 C19 N2 118.9(6) . . ? C18 C19 H19A 107.6 . . ? N2 C19 H19A 107.6 . . ? C18 C19 H19B 107.6 . . ? N2 C19 H19B 107.6 . . ? H19A C19 H19B 107.0 . . ? O10 C20 O9 125.0(6) . . ? O10 C20 C21 119.0(6) . . ? O9 C20 C21 115.9(6) . . ? C26 C21 C22 118.7(6) . . ? C26 C21 C20 120.2(6) . . ? C22 C21 C20 121.1(6) . . ? C23 C22 C21 120.5(7) . . ? C23 C22 H22 119.8 . . ? C21 C22 H22 119.8 . . ? C24 C23 C22 119.3(8) . . ? C24 C23 H23 120.3 . . ? C22 C23 H23 120.3 . . ? C25 C24 C23 120.9(8) . . ? C25 C24 H24 119.5 . . ? C23 C24 H24 119.5 . . ? C24 C25 C26 119.7(8) . . ? C24 C25 H25 120.2 . . ? C26 C25 H25 120.2 . . ? C21 C26 C25 120.8(7) . . ? C21 C26 H26 119.6 . . ? C25 C26 H26 119.6 . . ? N3 C27 C28 180.000(9) . . ? C27 C28 H28A 109.5 . . ? C27 C28 H28B 109.5 . . ? H28A C28 H28B 109.5 . . ? C27 C28 H28C 109.5 . . ? H28A C28 H28C 109.5 . . ? H28B C28 H28C 109.5 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O2 H2 O9 1.09(10) 1.52(10) 2.580(6) 164(8) . O3 H3 O10 0.94(7) 1.76(7) 2.674(6) 164(6) . O8 H8 O9 0.84(2) 1.91(4) 2.685(8) 153(8) 2 _diffrn_measured_fraction_theta_max 0.979 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.990 _refine_diff_density_max 0.650 _refine_diff_density_min -0.796 _refine_diff_density_rms 0.119 #=END data_Complex_3 _database_code_depnum_ccdc_archive 'CCDC 221595' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety ? _chemical_formula_sum 'C30 H64 Cl2 Mn4 N4 O24' _chemical_formula_weight 1155.51 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' Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Monoclinic _symmetry_space_group_name_H-M P2(1)/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 11.222(2) _cell_length_b 14.736(3) _cell_length_c 14.876(3) _cell_angle_alpha 90.00 _cell_angle_beta 112.16(3) _cell_angle_gamma 90.00 _cell_volume 2278.4(8) _cell_formula_units_Z 2 _cell_measurement_temperature 123(2) _cell_measurement_reflns_used ? _cell_measurement_theta_min ? _cell_measurement_theta_max ? _exptl_crystal_description 'Irregular blocks' _exptl_crystal_colour Grey _exptl_crystal_size_max 0.15 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.13 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.684 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1196 _exptl_absorpt_coefficient_mu 1.289 _exptl_absorpt_correction_type none _exptl_absorpt_correction_T_min ? _exptl_absorpt_correction_T_max ? _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 123(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_method CCD _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 16110 _diffrn_reflns_av_R_equivalents 0.1139 _diffrn_reflns_av_sigmaI/netI 0.2511 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 14 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 19 _diffrn_reflns_limit_l_min -19 _diffrn_reflns_limit_l_max 15 _diffrn_reflns_theta_min 3.89 _diffrn_reflns_theta_max 27.90 _reflns_number_total 5186 _reflns_number_gt 2191 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Collect (Nonius BV, 1997-2000)' _computing_cell_refinement 'HKL Scalepack (Otwinowski & Minor 1997)' _computing_data_reduction 'HKL Denzo and Scalepack (Otwinowski & Minor 1' _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^)+(0.0626P)^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 5186 _refine_ls_number_parameters 295 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.2247 _refine_ls_R_factor_gt 0.0702 _refine_ls_wR_factor_ref 0.1587 _refine_ls_wR_factor_gt 0.1203 _refine_ls_goodness_of_fit_ref 0.990 _refine_ls_restrained_S_all 0.990 _refine_ls_shift/su_max 0.000 _refine_ls_shift/su_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_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 0.65164(8) 0.33942(6) 0.05881(6) 0.0241(3) Uani 1 1 d . . . Mn2 Mn 0.37745(7) 0.44490(6) -0.06904(6) 0.0186(3) Uani 1 1 d . . . N1 N 0.6918(4) 0.2501(3) -0.0603(3) 0.0284(12) Uani 1 1 d . . . O1 O 0.8503(4) 0.2823(3) 0.1262(3) 0.0394(12) Uani 1 1 d . . . H1A H 0.913(5) 0.284(3) 0.188(3) 0.014(15) Uiso 1 1 d . . . O2 O 0.5763(4) 0.2018(3) 0.0744(3) 0.0334(10) Uani 1 1 d . . . O3 O 0.4818(3) 0.3516(2) -0.0853(2) 0.0243(9) Uani 1 1 d . . . C1 C 0.9046(6) 0.2319(4) 0.0710(5) 0.0427(18) Uani 1 1 d . . . H1B H 0.8991 0.1662 0.0832 0.051 Uiso 1 1 calc R . . H1C H 0.9965 0.2480 0.0901 0.051 Uiso 1 1 calc R . . C2 C 0.8340(5) 0.2517(4) -0.0342(5) 0.0384(17) Uani 1 1 d . . . H2B H 0.8574 0.2059 -0.0735 0.046 Uiso 1 1 calc R . . H2C H 0.8599 0.3121 -0.0496 0.046 Uiso 1 1 calc R . . C3 C 0.5378(5) 0.1543(4) -0.0169(4) 0.0355(17) Uani 1 1 d . . . H3A H 0.4588 0.1824 -0.0639 0.043 Uiso 1 1 calc R . . H3B H 0.5182 0.0904 -0.0075 0.043 Uiso 1 1 calc R . . C4 C 0.6430(6) 0.1575(4) -0.0571(5) 0.0385(17) Uani 1 1 d . . . H4B H 0.7153 0.1187 -0.0166 0.046 Uiso 1 1 calc R . . H4A H 0.6094 0.1320 -0.1236 0.046 Uiso 1 1 calc R . . C5 C 0.4858(5) 0.3155(4) -0.1723(4) 0.0286(15) Uani 1 1 d . . . H5A H 0.4508 0.3599 -0.2258 0.034 Uiso 1 1 calc R . . H5B H 0.4337 0.2594 -0.1906 0.034 Uiso 1 1 calc R . . C6 C 0.6243(6) 0.2951(4) -0.1544(4) 0.0337(16) Uani 1 1 d . . . H6B H 0.6280 0.2555 -0.2071 0.040 Uiso 1 1 calc R . . H6A H 0.6692 0.3525 -0.1564 0.040 Uiso 1 1 calc R . . O4 O 0.2797(3) 0.4556(3) -0.2059(3) 0.0259(10) Uani 1 1 d . . . O5 O 0.2646(3) 0.6085(3) -0.2220(3) 0.0322(10) Uani 1 1 d . . . Cl1 Cl 0.23299(16) -0.00430(12) -0.21010(13) 0.0421(5) Uani 1 1 d . . . N2 N 0.2451(4) 0.3566(3) -0.0083(3) 0.0226(11) Uani 1 1 d . . . O6 O 0.4948(3) 0.4349(2) 0.0663(2) 0.0177(9) Uani 1 1 d . . . O7 O 0.2751(3) 0.5339(2) -0.0382(3) 0.0229(9) Uani 1 1 d . . . C7 C 0.2367(6) 0.5301(5) -0.2553(5) 0.0360(17) Uani 1 1 d . . . O8 O 0.0443(4) 0.1987(3) -0.2028(3) 0.0484(13) Uani 1 1 d . . . H8A H 0.0972 0.1597 -0.2059 0.058 Uiso 1 1 calc R . . C8 C 0.1427(6) 0.5119(5) -0.3565(4) 0.0427(18) Uani 1 1 d . . . H8B H 0.1321 0.5680 -0.3953 0.051 Uiso 1 1 calc R . . H8C H 0.0582 0.4970 -0.3537 0.051 Uiso 1 1 calc R . . O9 O 0.3599(4) -0.0416(3) -0.1806(3) 0.0651(15) Uani 1 1 d . . . C9 C 0.1811(8) 0.4362(5) -0.4077(5) 0.066(2) Uani 1 1 d . . . H9B H 0.2666 0.4487 -0.4083 0.099 Uiso 1 1 calc R . . H9A H 0.1186 0.4316 -0.4746 0.099 Uiso 1 1 calc R . . H9C H 0.1832 0.3789 -0.3737 0.099 Uiso 1 1 calc R . . O10 O 0.1554(5) -0.0470(4) -0.3002(4) 0.0842(18) Uani 1 1 d . . . C10 C 0.4285(5) 0.4175(4) 0.1302(4) 0.0248(15) Uani 1 1 d . . . H10A H 0.3794 0.4720 0.1346 0.030 Uiso 1 1 calc R . . H10B H 0.4914 0.4032 0.1961 0.030 Uiso 1 1 calc R . . O11 O 0.1804(6) -0.0171(4) -0.1387(4) 0.104(2) Uani 1 1 d . . . C11 C 0.3377(5) 0.3383(4) 0.0915(4) 0.0282(15) Uani 1 1 d . . . H11B H 0.3879 0.2830 0.0914 0.034 Uiso 1 1 calc R . . H11A H 0.2901 0.3271 0.1345 0.034 Uiso 1 1 calc R . . O12 O 0.2376(5) 0.0888(3) -0.2294(4) 0.0745(17) Uani 1 1 d . . . C12 C 0.1453(5) 0.5052(4) -0.0639(4) 0.0252(14) Uani 1 1 d . . . H12A H 0.1065 0.4915 -0.1342 0.030 Uiso 1 1 calc R . . H12B H 0.0944 0.5540 -0.0497 0.030 Uiso 1 1 calc R . . C13 C 0.1439(5) 0.4214(4) -0.0060(4) 0.0282(15) Uani 1 1 d . . . H13A H 0.1602 0.4386 0.0620 0.034 Uiso 1 1 calc R . . H13B H 0.0583 0.3921 -0.0336 0.034 Uiso 1 1 calc R . . C14 C 0.1869(5) 0.2712(4) -0.0558(4) 0.0292(16) Uani 1 1 d . . . H14A H 0.1292 0.2477 -0.0246 0.035 Uiso 1 1 calc R . . H14B H 0.2558 0.2258 -0.0457 0.035 Uiso 1 1 calc R . . C15 C 0.1109(6) 0.2815(4) -0.1636(4) 0.0400(18) Uani 1 1 d . . . H15A H 0.0480 0.3316 -0.1749 0.048 Uiso 1 1 calc R . . H15B H 0.1699 0.2970 -0.1968 0.048 Uiso 1 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 0.0192(5) 0.0171(5) 0.0326(6) 0.0023(4) 0.0061(4) 0.0039(4) Mn2 0.0163(5) 0.0158(5) 0.0212(5) -0.0018(4) 0.0042(4) 0.0007(4) N1 0.029(3) 0.018(3) 0.040(3) 0.000(3) 0.015(3) 0.005(2) O1 0.026(3) 0.036(3) 0.046(3) -0.004(2) 0.003(2) 0.013(2) O2 0.038(3) 0.018(2) 0.047(3) -0.002(2) 0.019(2) -0.0039(19) O3 0.024(2) 0.023(2) 0.021(2) -0.0046(19) 0.0024(18) 0.0049(18) C1 0.024(4) 0.040(4) 0.060(5) 0.003(4) 0.011(4) 0.006(3) C2 0.031(4) 0.024(4) 0.065(5) -0.009(4) 0.024(4) 0.002(3) C3 0.033(4) 0.019(4) 0.048(4) 0.002(3) 0.008(3) -0.001(3) C4 0.037(4) 0.024(4) 0.052(4) 0.002(3) 0.014(3) 0.003(3) C5 0.035(4) 0.024(4) 0.023(4) -0.007(3) 0.008(3) 0.006(3) C6 0.048(4) 0.019(4) 0.040(4) 0.005(3) 0.024(3) 0.007(3) O4 0.021(2) 0.028(2) 0.025(2) 0.001(2) 0.0052(18) 0.0055(18) O5 0.027(2) 0.026(3) 0.039(3) 0.007(2) 0.007(2) 0.003(2) Cl1 0.0443(11) 0.0396(12) 0.0445(11) 0.0095(9) 0.0191(9) 0.0087(9) N2 0.016(2) 0.024(3) 0.026(3) -0.002(2) 0.006(2) -0.002(2) O6 0.0139(19) 0.019(2) 0.019(2) -0.0026(18) 0.0046(17) -0.0034(16) O7 0.017(2) 0.018(2) 0.034(2) -0.0032(18) 0.0092(18) 0.0006(16) C7 0.026(4) 0.036(5) 0.034(4) 0.002(4) -0.002(3) -0.001(3) O8 0.035(3) 0.029(3) 0.063(3) -0.011(3) -0.002(2) -0.002(2) C8 0.038(4) 0.043(4) 0.038(4) 0.005(4) 0.004(3) -0.006(3) O9 0.049(3) 0.079(4) 0.055(3) 0.007(3) 0.007(3) 0.015(3) C9 0.083(6) 0.044(5) 0.053(5) -0.016(4) 0.005(4) -0.001(4) O10 0.052(3) 0.091(4) 0.090(4) -0.026(4) 0.004(3) -0.001(3) C10 0.017(3) 0.037(4) 0.019(3) 0.004(3) 0.006(3) 0.002(3) O11 0.133(6) 0.116(5) 0.109(5) 0.045(4) 0.097(5) 0.040(4) C11 0.022(3) 0.034(4) 0.031(4) 0.004(3) 0.012(3) 0.003(3) O12 0.115(5) 0.033(3) 0.103(4) 0.026(3) 0.071(4) 0.027(3) C12 0.013(3) 0.021(4) 0.040(4) -0.010(3) 0.008(3) -0.001(3) C13 0.014(3) 0.031(4) 0.039(4) -0.002(3) 0.009(3) -0.004(3) C14 0.023(3) 0.029(4) 0.034(4) 0.002(3) 0.009(3) -0.002(3) C15 0.039(4) 0.025(4) 0.048(5) -0.021(4) 0.008(4) -0.010(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 O7 2.108(3) 3_665 ? Mn1 O1 2.236(4) . ? Mn1 O2 2.243(4) . ? Mn1 O3 2.276(3) . ? Mn1 O6 2.288(3) . ? Mn1 O5 2.376(4) 3_665 ? Mn1 N1 2.383(5) . ? Mn1 Mn2 3.2046(13) 3_665 ? Mn2 O3 1.880(4) . ? Mn2 O7 1.910(3) . ? Mn2 O4 1.921(4) . ? Mn2 O6 1.952(3) . ? Mn2 O6 2.269(3) 3_665 ? Mn2 N2 2.393(4) . ? Mn2 Mn2 3.1874(18) 3_665 ? Mn2 Mn1 3.2046(13) 3_665 ? N1 C6 1.474(7) . ? N1 C4 1.479(7) . ? N1 C2 1.493(7) . ? O1 C1 1.406(7) . ? O1 H1A 0.92(5) . ? O2 C3 1.441(6) . ? O3 C5 1.416(6) . ? C1 C2 1.493(8) . ? C1 H1B 0.9900 . ? C1 H1C 0.9900 . ? C2 H2B 0.9900 . ? C2 H2C 0.9900 . ? C3 C4 1.511(8) . ? C3 H3A 0.9900 . ? C3 H3B 0.9900 . ? C4 H4B 0.9900 . ? C4 H4A 0.9900 . ? C5 C6 1.504(7) . ? C5 H5A 0.9900 . ? C5 H5B 0.9900 . ? C6 H6B 0.9900 . ? C6 H6A 0.9900 . ? O4 C7 1.308(7) . ? O5 C7 1.249(7) . ? O5 Mn1 2.376(4) 3_665 ? Cl1 O12 1.407(5) . ? Cl1 O11 1.408(5) . ? Cl1 O9 1.432(5) . ? Cl1 O10 1.439(5) . ? N2 C14 1.470(6) . ? N2 C11 1.481(6) . ? N2 C13 1.495(6) . ? O6 C10 1.434(6) . ? O6 Mn2 2.269(3) 3_665 ? O7 C12 1.424(6) . ? O7 Mn1 2.108(3) 3_665 ? C7 C8 1.501(8) . ? O8 C15 1.436(6) . ? O8 H8A 0.8400 . ? C8 C9 1.503(9) . ? C8 H8B 0.9900 . ? C8 H8C 0.9900 . ? C9 H9B 0.9800 . ? C9 H9A 0.9800 . ? C9 H9C 0.9800 . ? C10 C11 1.513(7) . ? C10 H10A 0.9900 . ? C10 H10B 0.9900 . ? C11 H11B 0.9900 . ? C11 H11A 0.9900 . ? C12 C13 1.509(7) . ? C12 H12A 0.9900 . ? C12 H12B 0.9900 . ? C13 H13A 0.9900 . ? C13 H13B 0.9900 . ? C14 C15 1.513(7) . ? C14 H14A 0.9900 . ? C14 H14B 0.9900 . ? C15 H15A 0.9900 . ? C15 H15B 0.9900 . ? 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 O7 Mn1 O1 91.20(14) 3_665 . ? O7 Mn1 O2 177.04(15) 3_665 . ? O1 Mn1 O2 87.96(15) . . ? O7 Mn1 O3 91.56(13) 3_665 . ? O1 Mn1 O3 142.33(16) . . ? O2 Mn1 O3 87.38(14) . . ? O7 Mn1 O6 79.15(13) 3_665 . ? O1 Mn1 O6 149.84(15) . . ? O2 Mn1 O6 102.94(13) . . ? O3 Mn1 O6 67.13(12) . . ? O7 Mn1 O5 80.59(14) 3_665 3_665 ? O1 Mn1 O5 73.74(15) . 3_665 ? O2 Mn1 O5 101.89(14) . 3_665 ? O3 Mn1 O5 143.62(13) . 3_665 ? O6 Mn1 O5 76.50(12) . 3_665 ? O7 Mn1 N1 100.80(15) 3_665 . ? O1 Mn1 N1 71.92(17) . . ? O2 Mn1 N1 76.24(15) . . ? O3 Mn1 N1 70.66(14) . . ? O6 Mn1 N1 137.76(14) . . ? O5 Mn1 N1 145.64(14) 3_665 . ? O7 Mn1 Mn2 35.00(9) 3_665 3_665 ? O1 Mn1 Mn2 117.02(11) . 3_665 ? O2 Mn1 Mn2 147.44(10) . 3_665 ? O3 Mn1 Mn2 84.40(9) . 3_665 ? O6 Mn1 Mn2 45.09(8) . 3_665 ? O5 Mn1 Mn2 68.84(10) 3_665 3_665 ? N1 Mn1 Mn2 129.36(12) . 3_665 ? O3 Mn2 O7 173.46(16) . . ? O3 Mn2 O4 93.31(16) . . ? O7 Mn2 O4 92.50(16) . . ? O3 Mn2 O6 82.34(15) . . ? O7 Mn2 O6 92.14(15) . . ? O4 Mn2 O6 173.24(15) . . ? O3 Mn2 O6 98.84(15) . 3_665 ? O7 Mn2 O6 83.81(14) . 3_665 ? O4 Mn2 O6 93.39(14) . 3_665 ? O6 Mn2 O6 82.24(14) . 3_665 ? O3 Mn2 N2 98.97(16) . . ? O7 Mn2 N2 76.59(15) . . ? O4 Mn2 N2 104.92(15) . . ? O6 Mn2 N2 80.95(14) . . ? O6 Mn2 N2 153.56(14) 3_665 . ? O3 Mn2 Mn2 91.59(11) . 3_665 ? O7 Mn2 Mn2 86.91(11) . 3_665 ? O4 Mn2 Mn2 130.57(12) . 3_665 ? O6 Mn2 Mn2 44.87(10) . 3_665 ? O6 Mn2 Mn2 37.37(8) 3_665 3_665 ? N2 Mn2 Mn2 122.77(11) . 3_665 ? O3 Mn2 Mn1 144.21(12) . 3_665 ? O7 Mn2 Mn1 39.29(10) . 3_665 ? O4 Mn2 Mn1 86.64(12) . 3_665 ? O6 Mn2 Mn1 93.86(10) . 3_665 ? O6 Mn2 Mn1 45.56(9) 3_665 3_665 ? N2 Mn2 Mn1 115.64(11) . 3_665 ? Mn2 Mn2 Mn1 62.79(3) 3_665 3_665 ? C6 N1 C4 112.5(5) . . ? C6 N1 C2 110.9(5) . . ? C4 N1 C2 112.2(4) . . ? C6 N1 Mn1 106.5(3) . . ? C4 N1 Mn1 108.0(3) . . ? C2 N1 Mn1 106.4(3) . . ? C1 O1 Mn1 121.0(4) . . ? C1 O1 H1A 105(3) . . ? Mn1 O1 H1A 134(3) . . ? C3 O2 Mn1 109.4(3) . . ? C5 O3 Mn2 129.0(3) . . ? C5 O3 Mn1 121.8(3) . . ? Mn2 O3 Mn1 106.10(16) . . ? O1 C1 C2 109.5(5) . . ? O1 C1 H1B 109.8 . . ? C2 C1 H1B 109.8 . . ? O1 C1 H1C 109.8 . . ? C2 C1 H1C 109.8 . . ? H1B C1 H1C 108.2 . . ? C1 C2 N1 111.3(5) . . ? C1 C2 H2B 109.4 . . ? N1 C2 H2B 109.4 . . ? C1 C2 H2C 109.4 . . ? N1 C2 H2C 109.4 . . ? H2B C2 H2C 108.0 . . ? O2 C3 C4 110.9(5) . . ? O2 C3 H3A 109.5 . . ? C4 C3 H3A 109.5 . . ? O2 C3 H3B 109.5 . . ? C4 C3 H3B 109.5 . . ? H3A C3 H3B 108.0 . . ? N1 C4 C3 113.3(5) . . ? N1 C4 H4B 108.9 . . ? C3 C4 H4B 108.9 . . ? N1 C4 H4A 108.9 . . ? C3 C4 H4A 108.9 . . ? H4B C4 H4A 107.7 . . ? O3 C5 C6 107.5(4) . . ? O3 C5 H5A 110.2 . . ? C6 C5 H5A 110.2 . . ? O3 C5 H5B 110.2 . . ? C6 C5 H5B 110.2 . . ? H5A C5 H5B 108.5 . . ? N1 C6 C5 112.6(5) . . ? N1 C6 H6B 109.1 . . ? C5 C6 H6B 109.1 . . ? N1 C6 H6A 109.1 . . ? C5 C6 H6A 109.1 . . ? H6B C6 H6A 107.8 . . ? C7 O4 Mn2 127.3(4) . . ? C7 O5 Mn1 130.4(4) . 3_665 ? O12 Cl1 O11 110.1(3) . . ? O12 Cl1 O9 109.1(3) . . ? O11 Cl1 O9 111.6(3) . . ? O12 Cl1 O10 107.0(3) . . ? O11 Cl1 O10 111.4(4) . . ? O9 Cl1 O10 107.4(3) . . ? C14 N2 C11 110.0(4) . . ? C14 N2 C13 110.8(4) . . ? C11 N2 C13 110.2(4) . . ? C14 N2 Mn2 120.7(3) . . ? C11 N2 Mn2 100.2(3) . . ? C13 N2 Mn2 104.2(3) . . ? C10 O6 Mn2 112.4(3) . . ? C10 O6 Mn2 127.6(3) . 3_665 ? Mn2 O6 Mn2 97.76(14) . 3_665 ? C10 O6 Mn1 121.6(3) . . ? Mn2 O6 Mn1 103.19(15) . . ? Mn2 O6 Mn1 89.36(12) 3_665 . ? C12 O7 Mn2 112.2(3) . . ? C12 O7 Mn1 129.8(3) . 3_665 ? Mn2 O7 Mn1 105.71(16) . 3_665 ? O5 C7 O4 124.7(6) . . ? O5 C7 C8 122.6(6) . . ? O4 C7 C8 112.6(6) . . ? C15 O8 H8A 109.5 . . ? C7 C8 C9 114.5(6) . . ? C7 C8 H8B 108.6 . . ? C9 C8 H8B 108.6 . . ? C7 C8 H8C 108.6 . . ? C9 C8 H8C 108.6 . . ? H8B C8 H8C 107.6 . . ? C8 C9 H9B 109.5 . . ? C8 C9 H9A 109.5 . . ? H9B C9 H9A 109.5 . . ? C8 C9 H9C 109.5 . . ? H9B C9 H9C 109.5 . . ? H9A C9 H9C 109.5 . . ? O6 C10 C11 109.2(4) . . ? O6 C10 H10A 109.8 . . ? C11 C10 H10A 109.8 . . ? O6 C10 H10B 109.8 . . ? C11 C10 H10B 109.8 . . ? H10A C10 H10B 108.3 . . ? N2 C11 C10 111.0(4) . . ? N2 C11 H11B 109.4 . . ? C10 C11 H11B 109.4 . . ? N2 C11 H11A 109.4 . . ? C10 C11 H11A 109.4 . . ? H11B C11 H11A 108.0 . . ? O7 C12 C13 108.6(4) . . ? O7 C12 H12A 110.0 . . ? C13 C12 H12A 110.0 . . ? O7 C12 H12B 110.0 . . ? C13 C12 H12B 110.0 . . ? H12A C12 H12B 108.3 . . ? N2 C13 C12 109.8(4) . . ? N2 C13 H13A 109.7 . . ? C12 C13 H13A 109.7 . . ? N2 C13 H13B 109.7 . . ? C12 C13 H13B 109.7 . . ? H13A C13 H13B 108.2 . . ? N2 C14 C15 113.2(5) . . ? N2 C14 H14A 108.9 . . ? C15 C14 H14A 108.9 . . ? N2 C14 H14B 108.9 . . ? C15 C14 H14B 108.9 . . ? H14A C14 H14B 107.8 . . ? O8 C15 C14 110.2(5) . . ? O8 C15 H15A 109.6 . . ? C14 C15 H15A 109.6 . . ? O8 C15 H15B 109.6 . . ? C14 C15 H15B 109.6 . . ? H15A C15 H15B 108.1 . . ? loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_site_symmetry_A O1 H1A O8 0.92(5) 1.75(5) 2.666(6) 171(5) 4_666 _diffrn_measured_fraction_theta_max 0.949 _diffrn_reflns_theta_full 27.50 _diffrn_measured_fraction_theta_full 0.957 _refine_diff_density_max 1.108 _refine_diff_density_min -0.600 _refine_diff_density_rms 0.137 #=END