# Supplementary Material (ESI) for Dalton Transactions # This journal is (c) The Royal Society of Chemistry 2010 data_global _journal_name_full 'Dalton Trans.' _journal_coden_Cambridge 0222 _publ_contact_author_name 'Stumpf, Humberto' _publ_contact_author_email stumpf@ufmg.br _publ_section_title ; Design of 1D and 2D molecule-based magnets with the ligand 4,5-dimethyl-1,2-phenylenebis(oxamato) ; loop_ _publ_author_name C.Pereira E.Pedroso A.Doriguetto J.Ellena K.Boubekeur ; Y.Filali ; Y.Journaux M.Novak H.Stumpf # Attachment '- ccdc deposit MnCuH2O.txt' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2009-12-26 at 09:32:59 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\program files\cryst\wingx\files\archive.reqdat # CIF files read : mncudm import #------------------ SECTION 1. GLOBAL INFORMATION ---------------------------# data_mncudm _database_code_depnum_ccdc_archive 'CCDC 759875' #TrackingRef '- ccdc deposit MnCuH2O.txt' _audit_creation_date 2009-12-26T09:32:59-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_name_common MnCu(dmopba)(H2O)3.4H2O _chemical_formula_sum 'C12 H22 Cu1 Mn1 N2 O13' _chemical_formula_weight 520.8 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.4666(3) _cell_length_b 10.5796(5) _cell_length_c 10.7969(4) _cell_angle_alpha 89.873(4) _cell_angle_beta 95.912(4) _cell_angle_gamma 93.725(2) _cell_volume 959.93(7) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 23104 _cell_measurement_theta_min 3.395 _cell_measurement_theta_max 27.485 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description prism _exptl_crystal_colour green _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.07 _exptl_crystal_size_min 0.03 _exptl_crystal_density_diffrn 1.802 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 532 loop_ _exptl_crystal_face_index_h _exptl_crystal_face_index_k _exptl_crystal_face_index_l _exptl_crystal_face_perp_dist 0 1 0 0.016 0 -1 0 0.018 0 0 -1 0.074 0 0 1 0.072 -1 0 0 0.028 1 0 0 0.038 _exptl_special_details ; ? ; #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.836 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; _exptl_absorpt_correction_T_min 0.7963 _exptl_absorpt_correction_T_max 0.947 #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator graphite _diffrn_detector_area_resol_mean 9 _diffrn_orient_matrix_type 'by Nonius Collect from scalepack cell' _diffrn_orient_matrix_ub_11 0.0197693 _diffrn_orient_matrix_ub_12 0.0838769 _diffrn_orient_matrix_ub_13 -0.0404249 _diffrn_orient_matrix_ub_21 0.0235969 _diffrn_orient_matrix_ub_22 -0.0440008 _diffrn_orient_matrix_ub_23 -0.0772282 _diffrn_orient_matrix_ub_31 -0.1149443 _diffrn_orient_matrix_ub_32 -0.0009898 _diffrn_orient_matrix_ub_33 -0.0327431 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_reflns_number 11155 _diffrn_reflns_av_R_equivalents 0.0836 _diffrn_reflns_av_sigmaI/netI 0.0652 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -12 _diffrn_reflns_limit_k_max 12 _diffrn_reflns_limit_l_min 0 _diffrn_reflns_limit_l_max 12 _diffrn_reflns_theta_min 3.42 _diffrn_reflns_theta_max 25 _diffrn_reflns_theta_full 25 _diffrn_measured_fraction_theta_full 0.96 _diffrn_measured_fraction_theta_max 0.96 _reflns_number_total 3242 _reflns_number_gt 2864 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _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 1997)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.1143P)^2^+5.4009P] 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 Constr _refine_ls_extinction_method SHELXL _refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^ _refine_ls_extinction_coef 0.012(5) _refine_ls_number_reflns 3242 _refine_ls_number_parameters 263 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0703 _refine_ls_R_factor_gt 0.0617 _refine_ls_wR_factor_ref 0.2062 _refine_ls_wR_factor_gt 0.1943 _refine_ls_goodness_of_fit_ref 1.14 _refine_ls_restrained_S_all 1.14 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 0.894 _refine_diff_density_min -0.951 _refine_diff_density_rms 0.18 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' Mn Mn 0.3368 0.7283 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 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 C1 C 1.0113(7) 0.1987(6) 0.2057(6) 0.0195(13) Uani 1 1 d . . . C2 C 0.9009(7) 0.3102(5) 0.2090(6) 0.0199(13) Uani 1 1 d . . . C3 C 0.7969(7) 0.4351(5) 0.3725(6) 0.0208(13) Uani 1 1 d . . . C4 C 0.7073(7) 0.5219(6) 0.3066(6) 0.0212(13) Uani 1 1 d . . . H4 H 0.6947 0.517 0.2183 0.025 Uiso 1 1 calc R . . C5 C 0.6347(7) 0.6166(6) 0.3653(6) 0.0216(13) Uani 1 1 d . . . C6 C 0.6536(7) 0.6228(5) 0.4967(6) 0.0186(12) Uani 1 1 d . . . C7 C 0.7410(7) 0.5341(6) 0.5635(6) 0.0217(13) Uani 1 1 d . . . H7 H 0.7529 0.5387 0.6518 0.026 Uiso 1 1 calc R . . C8 C 0.8111(7) 0.4396(5) 0.5057(5) 0.0168(12) Uani 1 1 d . . . C9 C 0.9328(7) 0.3200(5) 0.6817(6) 0.0213(13) Uani 1 1 d . . . C10 C 1.0369(7) 0.2044(5) 0.6991(6) 0.0215(13) Uani 1 1 d . . . C11 C 0.5384(8) 0.7084(6) 0.2901(7) 0.0290(15) Uani 1 1 d . . . H11A H 0.5382 0.6892 0.2014 0.044 Uiso 1 1 calc R . . H11B H 0.5847 0.7947 0.3071 0.044 Uiso 1 1 calc R . . H11C H 0.4289 0.7016 0.3125 0.044 Uiso 1 1 calc R . . C12 C 0.5794(8) 0.7250(6) 0.5623(7) 0.0267(14) Uani 1 1 d . . . H12A H 0.5235 0.7789 0.5007 0.04 Uiso 1 1 calc R . . H12B H 0.6626 0.7764 0.6128 0.04 Uiso 1 1 calc R . . H12C H 0.5036 0.6865 0.6164 0.04 Uiso 1 1 calc R . . Cu1 Cu 0.97885(8) 0.23053(6) 0.44957(7) 0.0195(3) Uani 1 1 d . . . Mn1 Mn 0.95632(11) 0.27981(9) 0.94778(9) 0.0218(4) Uani 1 1 d . . . N1 N 0.8789(6) 0.3379(5) 0.3235(5) 0.0187(11) Uani 1 1 d . . . N2 N 0.8999(6) 0.3438(5) 0.5629(5) 0.0195(11) Uani 1 1 d . . . O1 O 1.0623(5) 0.1497(4) 0.3075(4) 0.0226(9) Uani 1 1 d . . . O2 O 1.0445(5) 0.1645(4) 0.1017(4) 0.0239(10) Uani 1 1 d . . . O3 O 0.8492(5) 0.3590(4) 0.1069(4) 0.0229(10) Uani 1 1 d . . . O4 O 1.0777(5) 0.1516(4) 0.6045(4) 0.0214(9) Uani 1 1 d . . . O5 O 1.0715(5) 0.1713(4) 0.8097(4) 0.0222(9) Uani 1 1 d . . . O6 O 0.8926(5) 0.3739(4) 0.7755(4) 0.0237(10) Uani 1 1 d . . . O7 O 0.7712(5) 0.0679(4) 0.4386(4) 0.0233(10) Uani 1 1 d . . . H71 H 0.6835 0.044 0.4669 0.035 Uiso 1 1 d . . . H72 H 0.8103 0.0012 0.4132 0.035 Uiso 1 1 d . . . O8 O 0.7404(5) 0.1540(4) 0.9133(4) 0.0254(10) Uani 1 1 d . . . H81 H 0.6569 0.1955 0.91 0.038 Uiso 1 1 d . . . H82 H 0.7356 0.1021 0.9739 0.038 Uiso 1 1 d . . . O9 O 1.1741(6) 0.4011(4) 0.9952(5) 0.0343(12) Uani 1 1 d . . . H91 H 1.1861 0.4106 1.0749 0.051 Uiso 1 1 d . . . H92 H 1.189 0.4749 0.9645 0.051 Uiso 1 1 d . . . O10 O 0.4649(6) 0.2682(5) 0.0552(5) 0.0412(13) Uani 1 1 d . . . H101 H 0.4348 0.3281 0.0067 0.062 Uiso 1 1 d . . . H102 H 0.5417 0.2999 0.1058 0.062 Uiso 1 1 d . . . O12 O 0.5463(5) 0.0892(4) 0.2380(4) 0.0299(11) Uani 1 1 d . . . H121 H 0.564 0.1522 0.2881 0.045 Uiso 1 1 d . . . H122 H 0.4507 0.0923 0.2044 0.045 Uiso 1 1 d . . . O11 O 0.7222(5) 0.0337(4) 0.6862(4) 0.0262(10) Uani 1 1 d . . . H111 H 0.7697 0.1001 0.7212 0.039 Uiso 1 1 d . . . H112 H 0.791 -0.0219 0.6865 0.039 Uiso 1 1 d . . . O13 O 0.6850(5) -0.0468(4) 0.0700(4) 0.0281(10) Uani 1 1 d . . . H131 H 0.5995 -0.083 0.0929 0.042 Uiso 1 1 d . . . H132 H 0.7607 -0.0928 0.096 0.042 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 C1 0.024(3) 0.022(3) 0.014(3) 0.001(2) 0.005(2) 0.001(2) C2 0.020(3) 0.015(3) 0.025(4) 0.001(2) 0.003(2) -0.001(2) C3 0.018(3) 0.015(3) 0.029(4) -0.001(2) 0.005(2) 0.000(2) C4 0.023(3) 0.020(3) 0.020(3) 0.003(2) 0.003(2) -0.001(2) C5 0.018(3) 0.017(3) 0.030(4) 0.005(2) 0.004(2) -0.001(2) C6 0.021(3) 0.019(3) 0.016(3) -0.005(2) 0.004(2) -0.002(2) C7 0.016(3) 0.019(3) 0.030(4) 0.002(2) 0.004(2) -0.002(2) C8 0.020(3) 0.017(3) 0.013(3) 0.002(2) 0.000(2) -0.001(2) C9 0.019(3) 0.013(3) 0.032(4) 0.003(2) 0.006(2) 0.000(2) C10 0.019(3) 0.015(3) 0.031(4) 0.003(3) 0.005(2) 0.000(2) C11 0.031(4) 0.026(3) 0.032(4) 0.003(3) 0.006(3) 0.009(3) C12 0.025(3) 0.021(3) 0.035(4) -0.003(3) 0.006(3) 0.003(2) Cu1 0.0240(5) 0.0182(5) 0.0170(5) 0.0006(3) 0.0036(3) 0.0046(3) Mn1 0.0277(6) 0.0213(6) 0.0172(6) 0.0011(4) 0.0045(4) 0.0048(4) N1 0.027(3) 0.019(2) 0.011(3) -0.0002(19) 0.0057(19) 0.003(2) N2 0.020(3) 0.017(2) 0.021(3) 0.003(2) 0.001(2) 0.0009(19) O1 0.027(2) 0.023(2) 0.018(2) 0.0014(17) 0.0050(17) 0.0064(17) O2 0.028(2) 0.022(2) 0.022(3) 0.0014(18) 0.0051(18) 0.0047(18) O3 0.033(2) 0.022(2) 0.014(2) 0.0024(17) 0.0022(17) 0.0063(18) O4 0.022(2) 0.018(2) 0.025(2) -0.0011(17) 0.0061(17) 0.0031(16) O5 0.025(2) 0.022(2) 0.021(2) 0.0031(17) 0.0049(17) 0.0038(17) O6 0.029(2) 0.020(2) 0.023(3) 0.0002(18) 0.0075(18) 0.0051(17) O7 0.020(2) 0.019(2) 0.031(3) -0.0020(18) 0.0046(18) 0.0012(17) O8 0.027(2) 0.025(2) 0.025(3) 0.0023(18) 0.0047(18) 0.0032(18) O9 0.042(3) 0.022(2) 0.039(3) 0.003(2) 0.009(2) -0.004(2) O10 0.037(3) 0.040(3) 0.046(3) 0.012(2) 0.003(2) 0.002(2) O12 0.022(2) 0.036(3) 0.032(3) -0.005(2) 0.0004(18) 0.0027(19) O11 0.023(2) 0.022(2) 0.034(3) -0.0005(18) 0.0024(18) 0.0041(17) O13 0.028(2) 0.028(2) 0.030(3) 0.0040(19) 0.0085(19) 0.0072(18) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _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 C1 O2 1.246(8) . ? C1 O1 1.261(8) . ? C1 C2 1.555(9) . ? C2 O3 1.265(8) . ? C2 N1 1.305(8) . ? C3 C4 1.378(9) . ? C3 N1 1.411(8) . ? C3 C8 1.431(9) . ? C4 C5 1.395(9) . ? C4 H4 0.95 . ? C5 C6 1.412(9) . ? C5 C11 1.494(9) . ? C6 C7 1.388(9) . ? C6 C12 1.500(8) . ? C7 C8 1.378(9) . ? C7 H7 0.95 . ? C8 N2 1.405(8) . ? C9 O6 1.251(8) . ? C9 N2 1.311(8) . ? C9 C10 1.553(9) . ? C10 O5 1.255(8) . ? C10 O4 1.255(8) . ? C11 H11A 0.98 . ? C11 H11B 0.98 . ? C11 H11C 0.98 . ? C12 H12A 0.98 . ? C12 H12B 0.98 . ? C12 H12C 0.98 . ? Cu1 N2 1.913(5) . ? Cu1 N1 1.934(5) . ? Cu1 O1 1.973(4) . ? Cu1 O4 1.998(4) . ? Cu1 O7 2.372(4) . ? Mn1 O6 2.144(5) . ? Mn1 O2 2.159(4) 1_556 ? Mn1 O8 2.191(5) . ? Mn1 O9 2.193(5) . ? Mn1 O3 2.215(4) 1_556 ? Mn1 O5 2.223(4) . ? O2 Mn1 2.159(4) 1_554 ? O3 Mn1 2.215(4) 1_554 ? O7 H71 0.855(4) . ? O7 H72 0.856(4) . ? O8 H81 0.853(4) . ? O8 H82 0.856(4) . ? O9 H91 0.861(5) . ? O9 H92 0.855(5) . ? O10 H101 0.856(5) . ? O10 H102 0.856(5) . ? O12 H121 0.855(5) . ? O12 H122 0.855(4) . ? O11 H111 0.855(4) . ? O11 H112 0.854(4) . ? O13 H131 0.856(4) . ? O13 H132 0.854(4) . ? 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 O2 C1 O1 124.4(6) . . ? O2 C1 C2 117.2(5) . . ? O1 C1 C2 118.4(5) . . ? O3 C2 N1 130.8(6) . . ? O3 C2 C1 118.4(5) . . ? N1 C2 C1 110.7(5) . . ? C4 C3 N1 127.2(6) . . ? C4 C3 C8 118.9(6) . . ? N1 C3 C8 113.9(5) . . ? C3 C4 C5 122.2(6) . . ? C3 C4 H4 118.9 . . ? C5 C4 H4 118.9 . . ? C4 C5 C6 118.5(6) . . ? C4 C5 C11 120.4(6) . . ? C6 C5 C11 121.1(6) . . ? C7 C6 C5 119.4(6) . . ? C7 C6 C12 120.8(6) . . ? C5 C6 C12 119.8(6) . . ? C8 C7 C6 122.1(6) . . ? C8 C7 H7 119 . . ? C6 C7 H7 119 . . ? C7 C8 N2 127.3(6) . . ? C7 C8 C3 118.8(5) . . ? N2 C8 C3 113.9(5) . . ? O6 C9 N2 130.3(6) . . ? O6 C9 C10 119.4(6) . . ? N2 C9 C10 110.3(5) . . ? O5 C10 O4 125.6(6) . . ? O5 C10 C9 115.4(6) . . ? O4 C10 C9 119.0(6) . . ? C5 C11 H11A 109.5 . . ? C5 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C5 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C6 C12 H12A 109.5 . . ? C6 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C6 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? N2 Cu1 N1 84.0(2) . . ? N2 Cu1 O1 166.4(2) . . ? N1 Cu1 O1 84.23(19) . . ? N2 Cu1 O4 84.02(19) . . ? N1 Cu1 O4 167.43(19) . . ? O1 Cu1 O4 107.21(17) . . ? N2 Cu1 O7 99.65(18) . . ? N1 Cu1 O7 96.56(18) . . ? O1 Cu1 O7 88.43(17) . . ? O4 Cu1 O7 89.11(16) . . ? O6 Mn1 O2 169.76(17) . 1_556 ? O6 Mn1 O8 89.27(17) . . ? O2 Mn1 O8 91.24(17) 1_556 . ? O6 Mn1 O9 94.48(18) . . ? O2 Mn1 O9 85.23(18) 1_556 . ? O8 Mn1 O9 176.15(17) . . ? O6 Mn1 O3 113.10(16) . 1_556 ? O2 Mn1 O3 77.14(16) 1_556 1_556 ? O8 Mn1 O3 87.56(17) . 1_556 ? O9 Mn1 O3 90.17(18) . 1_556 ? O6 Mn1 O5 76.56(16) . . ? O2 Mn1 O5 93.21(16) 1_556 . ? O8 Mn1 O5 89.87(16) . . ? O9 Mn1 O5 91.84(18) . . ? O3 Mn1 O5 169.94(16) 1_556 . ? C2 N1 C3 131.2(5) . . ? C2 N1 Cu1 115.3(4) . . ? C3 N1 Cu1 113.5(4) . . ? C9 N2 C8 129.3(5) . . ? C9 N2 Cu1 116.1(4) . . ? C8 N2 Cu1 114.5(4) . . ? C1 O1 Cu1 111.2(4) . . ? C1 O2 Mn1 115.0(4) . 1_554 ? C2 O3 Mn1 111.7(4) . 1_554 ? C10 O4 Cu1 110.4(4) . . ? C10 O5 Mn1 113.8(4) . . ? C9 O6 Mn1 114.2(4) . . ? Cu1 O7 H71 143.9(4) . . ? Cu1 O7 H72 106.5(3) . . ? H71 O7 H72 106.8(4) . . ? Mn1 O8 H81 111.2(4) . . ? Mn1 O8 H82 109.1(4) . . ? H81 O8 H82 106.9(5) . . ? Mn1 O9 H91 107.6(4) . . ? Mn1 O9 H92 122.9(4) . . ? H91 O9 H92 106.3(5) . . ? H101 O10 H102 106.7(6) . . ? H121 O12 H122 106.7(5) . . ? H111 O11 H112 106.9(5) . . ? H131 O13 H132 106.7(5) . . ? # Attachment '- ccdc deposit MnCudmDMSO.txt' #\#CIF_1.1 # CIF produced by WinGX routine CIF_UPDATE # Created on 2009-12-28 at 16:58:20 # Using CIFtbx version 2.6.2 16 Jun 1998 # Dictionary name : cif_core.dic # Dictionary vers : 2.3 # Request file : c:\program files\cryst\wingx\files\archive.dat # CIF files read : archive-mncudmso # # CCDC ELECTRONIC DATA DEPOSITION FORM (CIF) # # This electronic data deposition form can be used: # # (a) WHEN SUBMITTING A PAPER TO A JOURNAL FOR PUBLICATION or # (b) WHEN SUBMITTING A PRIVATE COMMUNICATION TO THE CCDC # # A comprehensive archive of CIF resources is maintained by the IUCr # at its Chester office. This can be accessed # by anonymous ftp to ftp.iucr.org # or via the WWW at http://www.iucr.org/cif/home.html # If data items in this form are not available or not applicable # then ignore these items # A few items specific to CCDC input are indicated by _ccdc_ # # Submission and help information is provided at the end of this form #------------------------------------------------------------------------- #1 Global data block identification for start of deposition data_archive-mncudmso _database_code_depnum_ccdc_archive 'CCDC 759876' #TrackingRef '- ccdc deposit MnCudmDMSO.txt' _audit_creation_date 2009-12-28T16:58:20-00:00 _audit_creation_method 'WinGX routine CIF_UPDATE' #----------------------------------------------------------------------------# # CHEMICAL INFORMATION # #----------------------------------------------------------------------------# _chemical_name_systematic ; ? ; _chemical_formula_moiety 'C18 H26 Cu Mn N2 O9 S3, C2 H6 O S' _chemical_formula_sum 'C20 H32 Cu Mn N2 O10 S4' _chemical_formula_weight 707.2 #----------------------------------------------------------------------------# # UNIT CELL INFORMATION # #----------------------------------------------------------------------------# _symmetry_cell_setting triclinic _symmetry_space_group_name_H-M 'P -1' _symmetry_space_group_name_Hall '-P 1' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 8.5580(11) _cell_length_b 10.1730(15) _cell_length_c 18.201(6) _cell_angle_alpha 93.146(17) _cell_angle_beta 98.93(2) _cell_angle_gamma 110.158(14) _cell_volume 1459.4(6) _cell_formula_units_Z 2 _cell_measurement_temperature 250(2) _cell_measurement_reflns_used 50 _cell_measurement_theta_min 3.41 _cell_measurement_theta_max 19.31 #----------------------------------------------------------------------------# # CRYSTAL INFORMATION # #----------------------------------------------------------------------------# _exptl_crystal_description plate-like _exptl_crystal_colour 'pale green' _exptl_crystal_size_max 0.21 _exptl_crystal_size_mid 0.18 _exptl_crystal_size_min 0.03 _exptl_crystal_density_meas 'not measured' _exptl_crystal_density_diffrn 1.609 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 728 #----------------------------------------------------------------------------# # ABSORPTION CORRECTION # #----------------------------------------------------------------------------# _exptl_absorpt_coefficient_mu 1.499 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details ; R.H. Blessing, Acta Cryst. (1995), A51, 33-38 ; #----------------------------------------------------------------------------# # DATA COLLECTION # #----------------------------------------------------------------------------# _diffrn_ambient_temperature 250(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_monochromator 'horizonally mounted graphite crystal' _diffrn_detector_area_resol_mean 9 _diffrn_measurement_device '95mm CCD camera on \k-goniostat' _diffrn_measurement_device_type KappaCCD _diffrn_measurement_method CCD _diffrn_standards_number 0 _diffrn_standards_decay_% 0 _diffrn_reflns_av_R_equivalents 0.0581 _diffrn_reflns_number 23081 _diffrn_reflns_limit_h_min -12 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -14 _diffrn_reflns_limit_k_max 14 _diffrn_reflns_limit_l_min -24 _diffrn_reflns_limit_l_max 25 _diffrn_reflns_theta_min 3.03 _diffrn_reflns_theta_max 30 _diffrn_reflns_theta_full 30 _diffrn_measured_fraction_theta_full 0.989 _diffrn_measured_fraction_theta_max 0.989 _reflns_number_total 8152 _reflns_number_gt 3998 _reflns_threshold_expression >2sigma(I) #----------------------------------------------------------------------------# # COMPUTER PROGRAMS USED # #----------------------------------------------------------------------------# _computing_data_collection 'COLLECT (Nonius BV, 1997-2000)' _computing_cell_refinement 'DIRAX/LSQ (Duisenberg & Schreurs, 1989-2000)' _computing_data_reduction 'EvalCCD (Duisenberg & Schreurs 1990-2000)' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'DIAMOND (Brandenburg, 1999)' _computing_publication_material 'SHELXL-97 (Sheldrick, 1997)' #----------------------------------------------------------------------------# # REFINEMENT INFORMATION # #----------------------------------------------------------------------------# _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^)+(0.1200P)^2^+11.0726P] 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 constr _refine_ls_extinction_method none _refine_ls_number_reflns 8152 _refine_ls_number_parameters 373 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.1013 _refine_ls_R_factor_gt 0.053 _refine_ls_wR_factor_ref 0.1543 _refine_ls_wR_factor_gt 0.1281 _refine_ls_goodness_of_fit_ref 1.056 _refine_ls_restrained_S_all 1.056 _refine_ls_shift/su_max 0 _refine_ls_shift/su_mean 0 _refine_diff_density_max 2.017 _refine_diff_density_min -2.176 _refine_diff_density_rms 0.177 #----------------------------------------------------------------------------# # ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS # #----------------------------------------------------------------------------# 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 0 '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' Mn Mn 0.3368 0.7283 '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 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.75770(13) 0.07285(10) 0.31637(5) 0.0311(3) Uani 1 1 d . . . Mn1 Mn 1.21363(16) 0.58713(13) 0.28586(7) 0.0319(3) Uani 1 1 d . . . S1 S 1.1149(5) 0.7266(4) 0.42940(15) 0.0605(8) Uani 1 1 d . . . S2 S 1.2870(3) 0.4247(3) 0.13017(13) 0.0423(5) Uani 1 1 d . . . S3 S 0.5428(16) 0.2482(15) 0.3863(4) 0.224(6) Uani 1 1 d . . . O1 O 0.6939(8) -0.1029(6) 0.3659(3) 0.0373(14) Uani 1 1 d . . . O2 O 0.4679(8) -0.3012(6) 0.3551(3) 0.0377(14) Uani 1 1 d . . . O3 O 0.3229(7) -0.2338(6) 0.2262(3) 0.0374(14) Uani 1 1 d . . . O4 O 0.9872(7) 0.2023(6) 0.3679(3) 0.0386(14) Uani 1 1 d . . . O5 O 1.1639(8) 0.4206(7) 0.3619(3) 0.0381(14) Uani 1 1 d . . . O6 O 0.9652(7) 0.4342(6) 0.2331(3) 0.0351(13) Uani 1 1 d . . . O7 O 0.6373(15) 0.1787(13) 0.3966(5) 0.088(4) Uani 1 1 d . . . O8 O 1.0949(10) 0.7064(8) 0.3456(4) 0.0510(17) Uani 1 1 d . A . O9 O 1.3180(9) 0.4730(8) 0.2128(4) 0.0501(17) Uani 1 1 d . . . N1 N 0.5619(8) -0.0322(7) 0.2412(4) 0.0299(14) Uani 1 1 d . . . N2 N 0.7912(8) 0.2104(7) 0.2447(4) 0.0299(14) Uani 1 1 d . . . C1 C 0.5483(11) -0.1866(8) 0.3330(5) 0.0327(17) Uani 1 1 d . . . C2 C 0.4647(9) -0.1520(8) 0.2595(5) 0.0291(16) Uani 1 1 d . . . C3 C 0.5356(9) 0.0379(8) 0.1793(4) 0.0267(15) Uani 1 1 d . . . C4 C 0.4002(10) -0.0125(8) 0.1182(4) 0.0302(16) Uani 1 1 d . . . H4 H 0.3165 -0.1004 0.117 0.036 Uiso 1 1 calc R . . C5 C 0.3904(10) 0.0684(8) 0.0592(4) 0.0291(16) Uani 1 1 d . . . C6 C 0.5131(11) 0.2016(9) 0.0610(4) 0.0320(17) Uani 1 1 d . . . C7 C 0.6459(10) 0.2522(9) 0.1224(4) 0.0300(16) Uani 1 1 d . . . H7 H 0.7266 0.3419 0.1245 0.036 Uiso 1 1 calc R . . C8 C 0.6602(10) 0.1717(8) 0.1805(4) 0.0280(15) Uani 1 1 d . . . C9 C 0.9248(10) 0.3252(8) 0.2658(4) 0.0267(15) Uani 1 1 d . . . C10 C 1.0312(9) 0.3157(8) 0.3374(4) 0.0260(15) Uani 1 1 d . . . C11 C 0.2453(12) 0.0045(11) -0.0067(5) 0.040(2) Uani 1 1 d . . . H11A H 0.1919 0.0715 -0.0187 0.06 Uiso 1 1 calc R . . H11B H 0.164 -0.0788 0.0061 0.06 Uiso 1 1 calc R . . H11C H 0.288 -0.0196 -0.0492 0.06 Uiso 1 1 calc R . . C12 C 0.5036(13) 0.2907(11) -0.0017(5) 0.042(2) Uani 1 1 d . . . H12A H 0.5081 0.2421 -0.0476 0.063 Uiso 1 1 calc R . . H12B H 0.5973 0.3788 0.0094 0.063 Uiso 1 1 calc R . . H12C H 0.3993 0.3082 -0.0069 0.063 Uiso 1 1 calc R . . C13A C 1.181(17) 0.917(5) 0.460(5) 0.27(7) Uani 0.5 1 d P A 1 H13A H 1.2884 0.9654 0.4466 0.408 Uiso 0.5 1 calc PR A 1 H13B H 1.1896 0.9313 0.513 0.408 Uiso 0.5 1 calc PR A 1 H13C H 1.0979 0.9519 0.4354 0.408 Uiso 0.5 1 calc PR A 1 C14A C 0.908(8) 0.679(10) 0.449(2) 0.14(3) Uani 0.5 1 d P A 1 H14A H 0.8745 0.76 0.4501 0.205 Uiso 0.5 1 calc PR A 1 H14B H 0.9059 0.6442 0.4973 0.205 Uiso 0.5 1 calc PR A 1 H14C H 0.83 0.6067 0.4115 0.205 Uiso 0.5 1 calc PR A 1 C13B C 1.133(9) 0.895(5) 0.4525(16) 0.12(2) Uani 0.5 1 d P A 2 H13D H 1.2235 0.9579 0.4322 0.185 Uiso 0.5 1 calc PR A 2 H13E H 1.1556 0.916 0.506 0.185 Uiso 0.5 1 calc PR A 2 H13F H 1.0286 0.9074 0.4323 0.185 Uiso 0.5 1 calc PR A 2 C14B C 0.909(7) 0.624(9) 0.443(3) 0.15(4) Uani 0.5 1 d P A 2 H14D H 0.8434 0.6829 0.4458 0.227 Uiso 0.5 1 calc PR A 2 H14E H 0.9173 0.5811 0.4882 0.227 Uiso 0.5 1 calc PR A 2 H14F H 0.8549 0.5514 0.4012 0.227 Uiso 0.5 1 calc PR A 2 C15 C 1.1422(15) 0.4967(14) 0.0841(6) 0.057(3) Uani 1 1 d . . . H15A H 1.0415 0.469 0.1054 0.086 Uiso 1 1 calc R . . H15B H 1.1134 0.4624 0.0318 0.086 Uiso 1 1 calc R . . H15C H 1.1932 0.5977 0.0902 0.086 Uiso 1 1 calc R . . C16 C 1.1442(17) 0.2473(12) 0.1197(8) 0.063(3) Uani 1 1 d . . . H16A H 1.196 0.1922 0.1488 0.095 Uiso 1 1 calc R . . H16B H 1.1169 0.2095 0.0679 0.095 Uiso 1 1 calc R . . H16C H 1.0425 0.2443 0.1368 0.095 Uiso 1 1 calc R . . C17 C 0.468(3) 0.312(3) 0.4596(8) 0.122(9) Uani 1 1 d . . . H17A H 0.3898 0.2342 0.478 0.183 Uiso 1 1 calc R . . H17B H 0.4128 0.3744 0.4418 0.183 Uiso 1 1 calc R . . H17C H 0.5621 0.3618 0.4993 0.183 Uiso 1 1 calc R . . C18 C 0.432(6) 0.264(6) 0.3145(11) 0.30(3) Uani 1 1 d . . . H18A H 0.4439 0.2092 0.2726 0.452 Uiso 1 1 calc R . . H18B H 0.4679 0.3618 0.3059 0.452 Uiso 1 1 calc R . . H18C H 0.3157 0.2323 0.3202 0.452 Uiso 1 1 calc R . . S4 S -0.0681(3) -0.2834(3) 0.16729(14) 0.0443(6) Uani 1 1 d . . . O10 O -0.1025(13) -0.2908(12) 0.0827(4) 0.075(3) Uani 1 1 d . . . C19 C -0.0075(18) -0.1032(13) 0.2033(8) 0.068(3) Uani 1 1 d . . . H19A H 0.0985 -0.0497 0.1899 0.102 Uiso 1 1 calc R . . H19B H 0.0047 -0.0954 0.2569 0.102 Uiso 1 1 calc R . . H19C H -0.0928 -0.0673 0.1827 0.102 Uiso 1 1 calc R . . C20 C -0.2662(16) -0.3453(15) 0.1965(8) 0.067(3) Uani 1 1 d . . . H20A H -0.3417 -0.3064 0.1692 0.1 Uiso 1 1 calc R . . H20B H -0.2508 -0.3168 0.2491 0.1 Uiso 1 1 calc R . . H20C H -0.3135 -0.4463 0.1872 0.1 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 Cu1 0.0269(5) 0.0289(5) 0.0292(5) 0.0061(4) -0.0015(4) 0.0020(4) Mn1 0.0283(6) 0.0285(6) 0.0309(6) 0.0026(5) 0.0059(5) 0.0001(5) S1 0.081(2) 0.0769(19) 0.0333(12) 0.0009(12) -0.0015(12) 0.0468(17) S2 0.0351(12) 0.0534(13) 0.0376(11) -0.0022(10) 0.0075(9) 0.0157(10) S3 0.324(13) 0.408(15) 0.094(4) 0.014(6) 0.042(6) 0.324(13) O1 0.030(3) 0.032(3) 0.039(3) 0.011(2) -0.006(2) 0.002(2) O2 0.035(3) 0.034(3) 0.036(3) 0.008(2) 0.000(2) 0.004(2) O3 0.027(3) 0.037(3) 0.035(3) 0.010(2) -0.004(2) -0.002(2) O4 0.028(3) 0.041(3) 0.039(3) 0.012(3) -0.004(2) 0.006(3) O5 0.028(3) 0.043(3) 0.035(3) 0.009(3) -0.001(2) 0.004(3) O6 0.031(3) 0.032(3) 0.036(3) 0.011(2) 0.001(2) 0.003(2) O7 0.116(8) 0.141(9) 0.048(5) -0.004(5) 0.005(5) 0.106(8) O8 0.064(5) 0.058(4) 0.034(3) 0.000(3) 0.010(3) 0.027(4) O9 0.042(4) 0.069(5) 0.040(4) -0.006(3) 0.000(3) 0.025(3) N1 0.024(3) 0.029(3) 0.029(3) 0.005(3) -0.003(2) 0.003(3) N2 0.025(3) 0.037(3) 0.024(3) 0.008(3) 0.003(2) 0.006(3) C1 0.031(4) 0.021(3) 0.040(4) 0.001(3) 0.005(3) 0.002(3) C2 0.016(3) 0.026(3) 0.036(4) -0.007(3) 0.001(3) 0.000(3) C3 0.018(3) 0.030(4) 0.028(4) 0.006(3) 0.004(3) 0.003(3) C4 0.028(4) 0.027(4) 0.028(4) 0.000(3) -0.001(3) 0.003(3) C5 0.027(4) 0.034(4) 0.026(3) 0.003(3) -0.001(3) 0.013(3) C6 0.033(4) 0.034(4) 0.029(4) 0.007(3) 0.004(3) 0.013(3) C7 0.026(4) 0.035(4) 0.027(4) 0.004(3) 0.005(3) 0.008(3) C8 0.026(4) 0.027(3) 0.027(3) 0.005(3) 0.006(3) 0.003(3) C9 0.028(4) 0.029(4) 0.024(3) 0.006(3) 0.007(3) 0.009(3) C10 0.023(4) 0.023(3) 0.028(4) 0.005(3) 0.005(3) 0.003(3) C11 0.035(5) 0.054(5) 0.026(4) -0.001(4) -0.005(3) 0.017(4) C12 0.043(5) 0.052(5) 0.034(4) 0.010(4) 0.007(4) 0.020(4) C13A 0.52(18) 0.04(2) 0.24(8) -0.03(3) -0.05(9) 0.14(5) C14A 0.14(4) 0.29(8) 0.038(16) 0.00(3) 0.001(19) 0.16(5) C13B 0.24(6) 0.12(4) 0.022(11) -0.024(15) -0.05(2) 0.12(4) C14B 0.11(4) 0.24(8) 0.10(4) 0.02(4) 0.10(3) 0.03(4) C15 0.055(7) 0.085(8) 0.034(5) -0.001(5) 0.004(4) 0.031(6) C16 0.058(7) 0.052(6) 0.075(8) -0.016(6) 0.014(6) 0.017(5) C17 0.159(19) 0.22(2) 0.043(7) -0.020(10) 0.000(9) 0.144(19) C18 0.42(6) 0.69(9) 0.062(11) 0.11(3) 0.09(2) 0.51(7) S4 0.0386(12) 0.0518(13) 0.0453(13) 0.0052(10) 0.0042(10) 0.0212(11) O10 0.081(6) 0.129(8) 0.040(4) 0.010(5) 0.011(4) 0.068(6) C19 0.070(8) 0.054(7) 0.080(9) 0.008(6) 0.018(7) 0.021(6) C20 0.049(7) 0.078(8) 0.081(9) 0.007(7) 0.029(6) 0.025(6) #----------------------------------------------------------------------------# # MOLECULAR GEOMETRY # #----------------------------------------------------------------------------# _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N1 1.927(6) . ? Cu1 N2 1.945(6) . ? Cu1 O1 1.991(6) . ? Cu1 O4 1.995(6) . ? Cu1 O7 2.327(9) . ? Mn1 O3 2.175(6) . ? Mn1 O8 2.176(8) . ? Mn1 O6 2.188(6) . ? Mn1 O9 2.198(7) . ? Mn1 O2 2.214(6) . ? Mn1 O5 2.216(6) . ? S1 O8 1.503(7) . ? S1 C13B 1.69(4) . ? S1 C14B 1.77(5) . ? S1 C14A 1.77(6) . ? S1 C13A 1.84(4) . ? S2 O9 1.510(7) . ? S2 C15 1.774(12) . ? S2 C16 1.777(12) . ? S3 O7 1.246(10) . ? S3 C18 1.54(2) . ? S3 C17 1.749(16) . ? O1 C1 1.272(10) . ? O2 C1 1.256(10) 1_665 ? O3 C2 1.246(9) 1_665 ? O4 C10 1.271(9) . ? O5 C10 1.258(9) . ? O6 C9 1.255(9) . ? N1 C2 1.311(10) . ? N1 C3 1.397(10) . ? N2 C9 1.309(10) . ? N2 C8 1.420(9) . ? C1 O2 1.256(10) 1_445 ? C1 C2 1.534(11) . ? C2 O3 1.246(9) 1_445 ? C3 C4 1.403(10) . ? C3 C8 1.407(10) . ? C4 C5 1.398(11) . ? C4 H4 0.93 . ? C5 C6 1.394(11) . ? C5 C11 1.517(10) . ? C6 C7 1.395(11) . ? C6 C12 1.505(11) . ? C7 C8 1.389(11) . ? C7 H7 0.93 . ? C9 C10 1.497(10) . ? C11 H11A 0.96 . ? C11 H11B 0.96 . ? C11 H11C 0.96 . ? C12 H12A 0.96 . ? C12 H12B 0.96 . ? C12 H12C 0.96 . ? C13A H13A 0.96 . ? C13A H13B 0.96 . ? C13A H13C 0.96 . ? C14A H14A 0.96 . ? C14A H14B 0.96 . ? C14A H14C 0.96 . ? C13B H13D 0.9601 . ? C13B H13E 0.9601 . ? C13B H13F 0.9601 . ? C14B H14D 0.96 . ? C14B H14E 0.96 . ? C14B H14F 0.96 . ? C15 H15A 0.96 . ? C15 H15B 0.96 . ? C15 H15C 0.96 . ? C16 H16A 0.96 . ? C16 H16B 0.96 . ? C16 H16C 0.96 . ? C17 H17A 0.96 . ? C17 H17B 0.96 . ? C17 H17C 0.96 . ? C18 H18A 0.96 . ? C18 H18B 0.96 . ? C18 H18C 0.96 . ? S4 O10 1.515(8) . ? S4 C20 1.771(12) . ? S4 C19 1.780(13) . ? C19 H19A 0.96 . ? C19 H19B 0.96 . ? C19 H19C 0.96 . ? C20 H20A 0.96 . ? C20 H20B 0.96 . ? C20 H20C 0.96 . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N1 Cu1 N2 82.8(3) . . ? N1 Cu1 O1 84.1(2) . . ? N2 Cu1 O1 165.1(3) . . ? N1 Cu1 O4 163.3(3) . . ? N2 Cu1 O4 82.8(3) . . ? O1 Cu1 O4 109.0(2) . . ? N1 Cu1 O7 101.0(4) . . ? N2 Cu1 O7 97.8(4) . . ? O1 Cu1 O7 91.5(4) . . ? O4 Cu1 O7 89.4(4) . . ? O3 Mn1 O8 90.5(3) . . ? O3 Mn1 O6 117.0(2) . . ? O8 Mn1 O6 90.8(3) . . ? O3 Mn1 O9 85.4(3) . . ? O8 Mn1 O9 172.9(3) . . ? O6 Mn1 O9 86.1(3) . . ? O3 Mn1 O2 76.4(2) . . ? O8 Mn1 O2 93.5(3) . . ? O6 Mn1 O2 165.9(2) . . ? O9 Mn1 O2 91.1(3) . . ? O3 Mn1 O5 166.5(2) . . ? O8 Mn1 O5 92.8(3) . . ? O6 Mn1 O5 76.1(2) . . ? O9 Mn1 O5 92.6(3) . . ? O2 Mn1 O5 90.3(2) . . ? O8 S1 C13B 106.3(12) . . ? O8 S1 C14B 102(2) . . ? C13B S1 C14B 105(4) . . ? O8 S1 C14A 106.4(15) . . ? C13B S1 C14A 86(4) . . ? O8 S1 C13A 108(3) . . ? C14B S1 C13A 115(5) . . ? C14A S1 C13A 96(5) . . ? O9 S2 C15 107.4(5) . . ? O9 S2 C16 104.6(6) . . ? C15 S2 C16 96.9(6) . . ? O7 S3 C18 131.3(12) . . ? O7 S3 C17 122.2(9) . . ? C18 S3 C17 104.7(10) . . ? C1 O1 Cu1 109.4(5) . . ? C1 O2 Mn1 113.7(5) 1_665 . ? C2 O3 Mn1 113.2(5) 1_665 . ? C10 O4 Cu1 110.3(5) . . ? C10 O5 Mn1 113.4(5) . . ? C9 O6 Mn1 112.0(5) . . ? S3 O7 Cu1 133.0(7) . . ? S1 O8 Mn1 124.1(4) . . ? S2 O9 Mn1 136.3(4) . . ? C2 N1 C3 129.7(6) . . ? C2 N1 Cu1 115.0(5) . . ? C3 N1 Cu1 114.9(5) . . ? C9 N2 C8 131.3(7) . . ? C9 N2 Cu1 114.7(5) . . ? C8 N2 Cu1 113.9(5) . . ? O2 C1 O1 124.3(8) 1_445 . ? O2 C1 C2 116.2(7) 1_445 . ? O1 C1 C2 119.4(7) . . ? O3 C2 N1 129.2(7) 1_445 . ? O3 C2 C1 120.1(7) 1_445 . ? N1 C2 C1 110.7(6) . . ? N1 C3 C4 126.4(7) . . ? N1 C3 C8 114.7(6) . . ? C4 C3 C8 118.9(7) . . ? C5 C4 C3 120.5(7) . . ? C5 C4 H4 119.8 . . ? C3 C4 H4 119.8 . . ? C6 C5 C4 120.5(7) . . ? C6 C5 C11 121.9(7) . . ? C4 C5 C11 117.7(7) . . ? C7 C6 C5 118.8(7) . . ? C7 C6 C12 120.0(8) . . ? C5 C6 C12 121.2(7) . . ? C8 C7 C6 121.5(7) . . ? C8 C7 H7 119.3 . . ? C6 C7 H7 119.3 . . ? C7 C8 C3 119.8(7) . . ? C7 C8 N2 126.6(7) . . ? C3 C8 N2 113.7(6) . . ? O6 C9 N2 126.8(7) . . ? O6 C9 C10 121.2(7) . . ? N2 C9 C10 112.0(6) . . ? O5 C10 O4 124.1(7) . . ? O5 C10 C9 116.8(6) . . ? O4 C10 C9 119.1(6) . . ? C5 C11 H11A 109.5 . . ? C5 C11 H11B 109.5 . . ? H11A C11 H11B 109.5 . . ? C5 C11 H11C 109.5 . . ? H11A C11 H11C 109.5 . . ? H11B C11 H11C 109.5 . . ? C6 C12 H12A 109.5 . . ? C6 C12 H12B 109.5 . . ? H12A C12 H12B 109.5 . . ? C6 C12 H12C 109.5 . . ? H12A C12 H12C 109.5 . . ? H12B C12 H12C 109.5 . . ? S1 C13A H13A 109 . . ? S1 C13A H13B 109 . . ? S1 C13A H13C 109 . . ? S1 C14A H14A 109.5 . . ? S1 C14A H14B 109.5 . . ? S1 C14A H14C 109.5 . . ? S1 C13B H13D 109.5 . . ? S1 C13B H13E 109.4 . . ? H13D C13B H13E 109.5 . . ? S1 C13B H13F 109.5 . . ? H13D C13B H13F 109.5 . . ? H13E C13B H13F 109.5 . . ? S1 C14B H14D 109.4 . . ? S1 C14B H14E 109.5 . . ? H14D C14B H14E 109.5 . . ? S1 C14B H14F 109.5 . . ? H14D C14B H14F 109.5 . . ? H14E C14B H14F 109.5 . . ? S2 C15 H15A 109.5 . . ? S2 C15 H15B 109.5 . . ? H15A C15 H15B 109.5 . . ? S2 C15 H15C 109.5 . . ? H15A C15 H15C 109.5 . . ? H15B C15 H15C 109.5 . . ? S2 C16 H16A 109.5 . . ? S2 C16 H16B 109.5 . . ? H16A C16 H16B 109.5 . . ? S2 C16 H16C 109.5 . . ? H16A C16 H16C 109.5 . . ? H16B C16 H16C 109.5 . . ? S3 C17 H17A 109.5 . . ? S3 C17 H17B 109.5 . . ? H17A C17 H17B 109.5 . . ? S3 C17 H17C 109.5 . . ? H17A C17 H17C 109.5 . . ? H17B C17 H17C 109.5 . . ? S3 C18 H18A 109.5 . . ? S3 C18 H18B 109.5 . . ? H18A C18 H18B 109.5 . . ? S3 C18 H18C 109.5 . . ? H18A C18 H18C 109.5 . . ? H18B C18 H18C 109.5 . . ? O10 S4 C20 107.6(6) . . ? O10 S4 C19 107.0(7) . . ? C20 S4 C19 97.3(7) . . ? S4 C19 H19A 109.5 . . ? S4 C19 H19B 109.5 . . ? H19A C19 H19B 109.5 . . ? S4 C19 H19C 109.5 . . ? H19A C19 H19C 109.5 . . ? H19B C19 H19C 109.5 . . ? S4 C20 H20A 109.5 . . ? S4 C20 H20B 109.5 . . ? H20A C20 H20B 109.5 . . ? S4 C20 H20C 109.5 . . ? H20A C20 H20C 109.5 . . ? H20B C20 H20C 109.5 . . ?