# Electronic Supplementary Material (ESI) for Dalton Transactions
# This journal is © The Royal Society of Chemistry 2013


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# 
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#  This CIF contains data from an original supplementary publication 
#  deposited with the CCDC, and may include chemical, crystal,   
#  experimental, refinement, atomic coordinates, 
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted. 
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data_ru12
_database_code_depnum_ccdc_archive 'CCDC 921826'
#TrackingRef 'ru12.cif'
_audit_creation_method           SHELXL-97
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         'C42 H26 Mn4 N6 O28, 2(CH3OH), 4(H2 O)'
_chemical_formula_sum            'C22 H21 Mn2 N3 O17'
_chemical_melting_point          ?
_exptl_crystal_description       needle
_exptl_crystal_colour            'dark brown'
_diffrn_ambient_temperature      293(2)
_chemical_formula_weight         709.30
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'
_symmetry_int_tables_number      2
_chemical_absolute_configuration ?
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a                   10.008(2)
_cell_length_b                   11.139(2)
_cell_length_c                   13.248(2)
_cell_angle_alpha                89.10(1)
_cell_angle_beta                 68.11(1)
_cell_angle_gamma                83.26(1)
_cell_volume                     1360.3(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    23
_cell_measurement_theta_min      4.1
_cell_measurement_theta_max      8.2
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.732
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             720
_exptl_absorpt_coefficient_mu    1.017
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_correction_T_min  0.6865
_exptl_absorpt_correction_T_max  0.9701
_exptl_absorpt_process_details   '(XEMP; Siemens, 1994)'
_exptl_special_details           
;
?
;
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Siemens P4'
_diffrn_measurement_method       2\q/\w
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         3
_diffrn_standards_interval_count 97
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0.1
_diffrn_reflns_number            6514
_diffrn_reflns_av_R_equivalents  0.0507
_diffrn_reflns_av_sigmaI/netI    0.0652
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4.09
_diffrn_reflns_theta_max         26.37
_reflns_number_total             5543
_reflns_number_gt                4012
_reflns_threshold_expression     >2\s(I)
_computing_data_collection       'XSCANS (Siemens, 1994)'
_computing_cell_refinement       'XSCANS (Siemens, 1994)'
_computing_data_reduction        'XSCANS (Siemens, 1994)'
_computing_structure_solution    'SIR2011 (Burla, 2012)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2\s(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^)+(0.0602P)^2^+1.5756P] 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_extinction_coef       ?
_refine_ls_number_reflns         5543
_refine_ls_number_parameters     397
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0824
_refine_ls_R_factor_gt           0.0533
_refine_ls_wR_factor_ref         0.1408
_refine_ls_wR_factor_gt          0.1243
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.028
_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 -0.14383(6) 0.29306(5) 0.89243(5) 0.02758(17) Uani 1 1 d . . .
Mn2 Mn 0.41627(6) 0.15704(5) 0.47845(5) 0.02734(17) Uani 1 1 d . . .
O1 O -0.2224(3) 0.2750(3) 1.0658(2) 0.0369(7) Uani 1 1 d . . .
O2 O 0.0287(3) 0.2569(3) 0.7268(2) 0.0362(7) Uani 1 1 d . . .
O3 O -0.2310(3) 0.1517(2) 0.8725(2) 0.0329(6) Uani 1 1 d . . .
O4 O -0.1128(3) 0.4621(3) 0.8970(3) 0.0403(7) Uani 1 1 d . . .
O5 O -0.1656(3) 0.1863(3) 1.1999(2) 0.0419(8) Uani 1 1 d . . .
O6 O 0.2579(4) 0.1710(3) 0.6422(2) 0.0480(8) Uani 1 1 d . . .
O7 O -0.4234(3) 0.0908(3) 0.8491(3) 0.0471(8) Uani 1 1 d . . .
O8 O -0.2067(4) 0.6544(3) 0.8915(3) 0.0543(9) Uani 1 1 d . . .
O9 O 0.4047(3) -0.0495(2) 0.4682(2) 0.0311(6) Uani 1 1 d . . .
O10 O 0.2815(4) 0.3529(3) 0.4431(3) 0.0487(8) Uani 1 1 d . . .
O11 O 0.3003(4) -0.1929(3) 0.4184(3) 0.0518(9) Uani 1 1 d . . .
O12 O 0.1183(4) 0.4280(3) 0.3742(3) 0.0516(9) Uani 1 1 d . . .
N1 N 0.0271(3) 0.1995(3) 0.9177(2) 0.0238(7) Uani 1 1 d . . .
N2 N -0.3145(3) 0.3718(3) 0.8701(3) 0.0280(7) Uani 1 1 d . . .
N3 N 0.2372(3) 0.1252(3) 0.4162(3) 0.0288(7) Uani 1 1 d . . .
C1 C 0.0099(4) 0.1691(3) 1.0199(3) 0.0249(8) Uani 1 1 d . . .
C2 C 0.1190(4) 0.0965(4) 1.0399(3) 0.0299(9) Uani 1 1 d . . .
H2 H 0.1070 0.0751 1.1106 0.036 Uiso 1 1 calc R . .
C3 C 0.2462(4) 0.0562(4) 0.9540(4) 0.0350(9) Uani 1 1 d . . .
H3 H 0.3203 0.0078 0.9666 0.042 Uiso 1 1 calc R . .
C4 C 0.2620(4) 0.0888(4) 0.8480(3) 0.0306(9) Uani 1 1 d . . .
H4 H 0.3465 0.0628 0.7891 0.037 Uiso 1 1 calc R . .
C5 C 0.1488(4) 0.1609(3) 0.8329(3) 0.0242(8) Uani 1 1 d . . .
C6 C -0.1378(4) 0.2141(4) 1.1035(3) 0.0290(8) Uani 1 1 d . . .
C7 C 0.1462(4) 0.1989(3) 0.7235(3) 0.0289(8) Uani 1 1 d . . .
C8 C -0.4064(4) 0.3031(3) 0.8557(3) 0.0303(9) Uani 1 1 d . . .
C9 C -0.5298(5) 0.3557(4) 0.8424(4) 0.0427(11) Uani 1 1 d . . .
H9 H -0.5952 0.3085 0.8328 0.051 Uiso 1 1 calc R . .
C10 C -0.5544(5) 0.4812(4) 0.8438(4) 0.0469(12) Uani 1 1 d . . .
H10 H -0.6372 0.5187 0.8349 0.056 Uiso 1 1 calc R . .
C11 C -0.4567(5) 0.5512(4) 0.8583(4) 0.0404(11) Uani 1 1 d . . .
H11 H -0.4737 0.6351 0.8599 0.048 Uiso 1 1 calc R . .
C12 C -0.3337(4) 0.4937(3) 0.8703(3) 0.0302(9) Uani 1 1 d . . .
C13 C -0.3552(4) 0.1691(4) 0.8590(3) 0.0314(9) Uani 1 1 d . . .
C14 C -0.2101(5) 0.5464(4) 0.8875(4) 0.0354(9) Uani 1 1 d . . .
C15 C 0.2145(4) 0.0118(4) 0.4047(3) 0.0286(8) Uani 1 1 d . . .
C16 C 0.1076(4) -0.0172(4) 0.3680(3) 0.0354(9) Uani 1 1 d . . .
H16 H 0.0942 -0.0973 0.3607 0.042 Uiso 1 1 calc R . .
C17 C 0.0226(5) 0.0760(4) 0.3431(4) 0.0414(11) Uani 1 1 d . . .
H17 H -0.0507 0.0595 0.3201 0.050 Uiso 1 1 calc R . .
C18 C 0.0469(5) 0.1938(4) 0.3526(4) 0.0411(11) Uani 1 1 d . . .
H18 H -0.0074 0.2576 0.3341 0.049 Uiso 1 1 calc R . .
C19 C 0.1549(4) 0.2150(4) 0.3905(3) 0.0318(9) Uani 1 1 d . . .
C20 C 0.3143(4) -0.0859(4) 0.4324(3) 0.0316(9) Uani 1 1 d . . .
C21 C 0.1913(5) 0.3377(4) 0.4060(4) 0.0383(10) Uani 1 1 d . . .
O1S O 0.5152(3) 0.3119(3) 0.5073(3) 0.0458(8) Uani 1 1 d D . .
H1S H 0.5712 0.2830 0.5358 0.069 Uiso 1 1 d RD . .
H2S H 0.4627 0.3718 0.5410 0.069 Uiso 1 1 d RD . .
O2S O 0.5475(3) 0.1623(3) 0.3053(2) 0.0445(8) Uani 1 1 d D . .
H3S H 0.6268 0.1878 0.2823 0.067 Uiso 1 1 d RD . .
H4S H 0.5088 0.1672 0.2604 0.067 Uiso 1 1 d RD . .
O1M O 0.3579(5) 0.5092(4) 0.6388(4) 0.0735(12) Uani 1 1 d . . .
H1M H 0.3862 0.5753 0.6208 0.110 Uiso 1 1 d R . .
C1M C 0.2092(8) 0.5223(7) 0.6818(8) 0.113(3) Uani 1 1 d . . .
H1M1 H 0.1763 0.4723 0.7438 0.170 Uiso 1 1 d R . .
H1M2 H 0.1738 0.4984 0.6279 0.170 Uiso 1 1 d R . .
H1M3 H 0.1733 0.6053 0.7037 0.170 Uiso 1 1 d R . .
O1W O -0.4153(4) -0.1602(3) 0.8536(3) 0.0515(9) Uani 1 1 d . . .
H1W H -0.3668 -0.2023 0.8830 0.077 Uiso 1 1 d R . .
H2W H -0.4006 -0.0884 0.8533 0.077 Uiso 1 1 d R . .
O2W O 0.1219(6) 0.6451(4) 0.3950(4) 0.0951(16) Uani 1 1 d . . .
H3W H 0.1558 0.5747 0.3967 0.143 Uiso 1 1 d R . .
H4W H 0.0796 0.6545 0.3524 0.143 Uiso 0.50 1 d PR A 1
H5W H 0.1812 0.6930 0.3865 0.143 Uiso 0.50 1 d PR B 2
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 0.0249(3) 0.0252(3) 0.0328(4) 0.0016(2) -0.0133(3) 0.0048(2)
Mn2 0.0266(3) 0.0283(3) 0.0251(3) 0.0014(2) -0.0085(3) 0.0002(2)
O1 0.0285(15) 0.0426(17) 0.0310(16) 0.0008(13) -0.0059(13) 0.0112(13)
O2 0.0359(16) 0.0452(17) 0.0297(16) 0.0060(13) -0.0167(13) 0.0009(13)
O3 0.0309(15) 0.0250(13) 0.0433(17) 0.0027(12) -0.0171(13) 0.0047(11)
O4 0.0398(17) 0.0321(15) 0.055(2) 0.0029(14) -0.0246(15) -0.0040(13)
O5 0.0315(16) 0.062(2) 0.0270(16) 0.0041(14) -0.0063(13) -0.0008(14)
O6 0.0436(19) 0.065(2) 0.0235(16) 0.0004(15) -0.0042(14) 0.0099(16)
O7 0.0412(18) 0.0307(16) 0.074(2) 0.0007(16) -0.0268(17) -0.0056(14)
O8 0.065(2) 0.0281(17) 0.078(3) 0.0019(16) -0.035(2) -0.0053(15)
O9 0.0297(14) 0.0272(14) 0.0402(17) 0.0023(12) -0.0184(13) -0.0007(11)
O10 0.052(2) 0.0356(17) 0.066(2) 0.0040(16) -0.0331(19) 0.0023(15)
O11 0.057(2) 0.0284(16) 0.090(3) 0.0016(16) -0.051(2) -0.0035(14)
O12 0.055(2) 0.0432(18) 0.056(2) 0.0123(16) -0.0261(18) 0.0144(16)
N1 0.0250(16) 0.0230(15) 0.0234(17) -0.0003(12) -0.0102(13) 0.0016(12)
N2 0.0276(17) 0.0243(16) 0.0300(18) 0.0003(13) -0.0107(14) 0.0049(13)
N3 0.0269(17) 0.0336(18) 0.0229(17) 0.0026(14) -0.0079(14) 0.0033(14)
C1 0.0257(19) 0.0246(18) 0.026(2) 0.0023(15) -0.0115(16) -0.0037(15)
C2 0.029(2) 0.036(2) 0.027(2) 0.0060(17) -0.0145(17) -0.0012(17)
C3 0.027(2) 0.037(2) 0.042(2) 0.0073(19) -0.0172(19) 0.0048(17)
C4 0.0219(19) 0.033(2) 0.031(2) -0.0022(17) -0.0057(17) 0.0043(16)
C5 0.0236(18) 0.0217(17) 0.027(2) 0.0008(15) -0.0091(16) -0.0019(14)
C6 0.0256(19) 0.035(2) 0.026(2) -0.0006(16) -0.0104(17) -0.0007(16)
C7 0.032(2) 0.0279(19) 0.027(2) 0.0034(16) -0.0103(18) -0.0046(16)
C8 0.030(2) 0.0266(19) 0.033(2) 0.0025(16) -0.0111(18) 0.0005(16)
C9 0.038(2) 0.038(2) 0.059(3) -0.004(2) -0.028(2) 0.0034(19)
C10 0.042(3) 0.042(2) 0.064(3) -0.004(2) -0.032(2) 0.014(2)
C11 0.047(3) 0.026(2) 0.050(3) 0.0025(19) -0.024(2) 0.0090(18)
C12 0.034(2) 0.0240(19) 0.029(2) 0.0018(16) -0.0093(18) 0.0039(16)
C13 0.028(2) 0.030(2) 0.035(2) 0.0027(17) -0.0112(18) 0.0015(16)
C14 0.042(2) 0.029(2) 0.036(2) 0.0021(17) -0.015(2) -0.0023(18)
C15 0.0260(19) 0.033(2) 0.024(2) -0.0011(16) -0.0075(16) 0.0001(16)
C16 0.033(2) 0.045(2) 0.031(2) -0.0037(19) -0.0155(19) -0.0032(18)
C17 0.032(2) 0.058(3) 0.037(2) 0.000(2) -0.019(2) 0.004(2)
C18 0.036(2) 0.048(3) 0.038(3) 0.002(2) -0.017(2) 0.010(2)
C19 0.030(2) 0.037(2) 0.025(2) 0.0039(17) -0.0096(17) 0.0059(17)
C20 0.027(2) 0.034(2) 0.034(2) 0.0001(17) -0.0130(18) -0.0002(17)
C21 0.035(2) 0.042(2) 0.033(2) 0.0065(19) -0.0099(19) 0.0078(19)
O1S 0.051(2) 0.0311(16) 0.066(2) 0.0025(15) -0.0373(18) 0.0035(14)
O2S 0.0309(16) 0.066(2) 0.0321(17) 0.0067(15) -0.0063(13) -0.0074(15)
O1M 0.080(3) 0.058(2) 0.078(3) 0.003(2) -0.024(2) -0.008(2)
C1M 0.067(5) 0.095(6) 0.168(9) -0.057(6) -0.039(5) 0.020(4)
O1W 0.064(2) 0.0348(17) 0.066(2) 0.0047(16) -0.037(2) -0.0045(16)
O2W 0.112(4) 0.083(3) 0.118(4) 0.015(3) -0.073(4) -0.019(3)
_geom_special_details            
;
All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell s.u.'s are taken
into account individually in the estimation of s.u.'s in distances, angles
and torsion angles; correlations between s.u.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell s.u.'s is used for estimating s.u.'s 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 N1 2.030(3) . y
Mn1 N2 1.947(3) . y
Mn1 O1 2.147(3) . y
Mn1 O2 2.236(3) . y
Mn1 O3 1.954(3) . y
Mn1 O4 1.949(3) . y
Mn2 N3 2.297(3) . y
Mn2 O6 2.152(3) . y
Mn2 O9 2.326(3) . y
Mn2 O1S 2.192(3) . y
Mn2 O2S 2.181(3) . y
Mn2 O9 2.357(3) 2_656 ?
O1 C6 1.264(5) . ?
O2 C7 1.260(5) . ?
O3 C13 1.312(5) . ?
O4 C14 1.312(5) . ?
O5 C6 1.243(5) . ?
O6 C7 1.240(5) . ?
O7 C13 1.206(5) . ?
O8 C14 1.209(5) . ?
O9 C20 1.273(5) . ?
O9 Mn2 2.357(3) 2_656 ?
O10 C21 1.206(5) . ?
O11 C20 1.241(5) . ?
O12 C21 1.330(5) . ?
N1 C1 1.342(5) . ?
N1 C5 1.343(5) . ?
N2 C8 1.330(5) . ?
N2 C12 1.349(5) . ?
N3 C15 1.331(5) . ?
N3 C19 1.341(5) . ?
C1 C2 1.385(5) . ?
C1 C6 1.513(5) . ?
C2 C3 1.385(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.401(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.386(5) . ?
C4 H4 0.9300 . ?
C5 C7 1.511(5) . ?
C8 C9 1.374(6) . ?
C8 C13 1.526(5) . ?
C9 C10 1.390(6) . ?
C9 H9 0.9300 . ?
C10 C11 1.387(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.382(6) . ?
C11 H11 0.9300 . ?
C12 C14 1.519(6) . ?
C13 O7 1.206(5) 1 ?
C15 C16 1.399(6) . ?
C15 C20 1.524(5) . ?
C16 C17 1.379(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.378(7) . ?
C17 H17 0.9300 . ?
C18 C19 1.395(6) . ?
C18 H18 0.9300 . ?
C19 C21 1.492(6) . ?
C21 O12 1.330(5) 1 ?
O1S H1S 0.8200 . ?
O1S H2S 0.8200 . ?
O2S H3S 0.8200 . ?
O2S H4S 0.8200 . ?
O1M C1M 1.372(8) . ?
O1M H1M 0.8200 . ?
C1M O1M 1.372(8) 1 ?
C1M H1M1 0.9600 . ?
C1M H1M2 0.9600 . ?
C1M H1M3 0.9600 . ?
O1W H1W 0.8300 . ?
O1W H2W 0.8300 . ?
O2W H3W 0.8203 . ?
O2W H4W 0.8200 . ?
O2W H5W 0.8200 . ?
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 Mn1 N2 175.8(1) . . y
N1 Mn1 O1 76.5(1) . . y
N1 Mn1 O2 74.7(1) . . y
N1 Mn1 O3 96.2(1) . . y
N1 Mn1 O4 104.4(1) . . y
N2 Mn1 O1 102.4(1) . . y
N2 Mn1 O2 106.2(1) . . y
N2 Mn1 O3 79.7(1) . . y
N2 Mn1 O4 79.7(1) . . y
O1 Mn1 O2 151.2(1) . . y
O1 Mn1 O3 92.2(1) . . y
O1 Mn1 O4 94.8(1) . . y
O2 Mn1 O3 89.6(1) . . y
O2 Mn1 O4 93.5(1) . . y
O3 Mn1 O4 159.3(1) . . y
N3 Mn2 O6 89.4(1) . . y
N3 Mn2 O9 70.5(1) . . y
N3 Mn2 O1S 137.1(1) . . y
N3 Mn2 O2S 83.2(1) . . y
O6 Mn2 O9 91.5(1) . . y
O6 Mn2 O1S 91.7(1) . . y
O6 Mn2 O2S 169.9(1) . . y
O9 Mn2 O1S 152.2(1) . . y
O9 Mn2 O2S 92.4(1) . . y
O1S Mn2 O2S 89.1(1) . . y
O6 Mn2 O9 92.77(11) . 2_656 ?
O2S Mn2 O9 97.29(11) . 2_656 ?
O1S Mn2 O9 81.89(10) . 2_656 ?
N3 Mn2 O9 140.90(11) . 2_656 ?
O9 Mn2 O9 70.38(11) . 2_656 ?
C6 O1 Mn1 116.6(2) . . ?
C7 O2 Mn1 116.0(3) . . ?
C13 O3 Mn1 118.4(2) . . ?
C14 O4 Mn1 118.9(3) . . ?
C7 O6 Mn2 163.0(3) . . ?
C20 O9 Mn2 119.0(2) . . ?
C20 O9 Mn2 131.3(2) . 2_656 ?
Mn2 O9 Mn2 109.62(11) . 2_656 ?
C1 N1 C5 121.5(3) . . ?
C1 N1 Mn1 118.1(2) . . ?
C5 N1 Mn1 120.2(3) . . ?
C8 N2 C12 123.3(3) . . ?
C8 N2 Mn1 118.6(3) . . ?
C12 N2 Mn1 118.1(3) . . ?
C15 N3 C19 118.4(3) . . ?
C15 N3 Mn2 118.2(2) . . ?
C19 N3 Mn2 123.4(3) . . ?
N1 C1 C2 120.2(3) . . ?
N1 C1 C6 113.9(3) . . ?
C2 C1 C6 125.9(4) . . ?
C3 C2 C1 119.6(4) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C2 C3 C4 119.4(4) . . ?
C2 C3 H3 120.3 . . ?
C4 C3 H3 120.3 . . ?
C5 C4 C3 118.4(4) . . ?
C5 C4 H4 120.8 . . ?
C3 C4 H4 120.8 . . ?
N1 C5 C4 121.0(4) . . ?
N1 C5 C7 114.2(3) . . ?
C4 C5 C7 124.8(3) . . ?
O5 C6 O1 126.7(4) . . ?
O5 C6 C1 118.4(3) . . ?
O1 C6 C1 114.9(3) . . ?
O6 C7 O2 127.7(4) . . ?
O6 C7 C5 117.5(4) . . ?
O2 C7 C5 114.8(3) . . ?
N2 C8 C9 120.2(4) . . ?
N2 C8 C13 111.0(3) . . ?
C9 C8 C13 128.8(4) . . ?
C8 C9 C10 118.2(4) . . ?
C8 C9 H9 120.9 . . ?
C10 C9 H9 120.9 . . ?
C11 C10 C9 120.7(4) . . ?
C11 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?
C12 C11 C10 118.7(4) . . ?
C12 C11 H11 120.6 . . ?
C10 C11 H11 120.6 . . ?
N2 C12 C11 118.9(4) . . ?
N2 C12 C14 111.0(3) . . ?
C11 C12 C14 130.1(4) . . ?
O7 C13 O3 125.6(4) 1 . ?
O7 C13 O3 125.6(4) . . ?
O7 C13 C8 122.2(4) 1 . ?
O7 C13 C8 122.2(4) . . ?
O3 C13 C8 112.2(3) . . ?
O8 C14 O4 126.0(4) . . ?
O8 C14 C12 121.9(4) . . ?
O4 C14 C12 112.1(3) . . ?
N3 C15 C16 122.6(4) . . ?
N3 C15 C20 115.7(3) . . ?
C16 C15 C20 121.6(4) . . ?
C17 C16 C15 118.4(4) . . ?
C17 C16 H16 120.8 . . ?
C15 C16 H16 120.8 . . ?
C18 C17 C16 119.5(4) . . ?
C18 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
C17 C18 C19 118.5(4) . . ?
C17 C18 H18 120.8 . . ?
C19 C18 H18 120.8 . . ?
N3 C19 C18 122.5(4) . . ?
N3 C19 C21 113.4(4) . . ?
C18 C19 C21 124.1(4) . . ?
O11 C20 O9 126.0(4) . . ?
O11 C20 C15 117.5(4) . . ?
O9 C20 C15 116.4(3) . . ?
O10 C21 O12 123.0(4) . 1 ?
O10 C21 O12 123.0(4) . . ?
O10 C21 C19 122.3(4) . . ?
O12 C21 C19 114.7(4) 1 . ?
O12 C21 C19 114.7(4) . . ?
Mn2 O1S H1S 104.5 . . ?
Mn2 O1S H2S 119.3 . . ?
H1S O1S H2S 112.3 . . ?
Mn2 O2S H3S 122.8 . . ?
Mn2 O2S H4S 120.2 . . ?
H3S O2S H4S 112.1 . . ?
C1M O1M H1M 109.5 . . ?
O1M C1M H1M1 109.5 1 . ?
O1M C1M H1M1 109.5 . . ?
O1M C1M H1M2 109.5 1 . ?
O1M C1M H1M2 109.5 . . ?
H1M1 C1M H1M2 109.5 . . ?
O1M C1M H1M3 109.5 1 . ?
O1M C1M H1M3 109.5 . . ?
H1M1 C1M H1M3 109.5 . . ?
H1M2 C1M H1M3 109.5 . . ?
H1W O1W H2W 110.6 . . ?
H3W O2W H4W 113.0 . . ?
H3W O2W H5W 112.8 . . ?
H4W O2W H5W 113.0 . . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N2 Mn1 O1 C6 172.6(3) . . . . ?
O4 Mn1 O1 C6 -106.9(3) . . . . ?
O3 Mn1 O1 C6 92.6(3) . . . . ?
N1 Mn1 O1 C6 -3.2(3) . . . . ?
O2 Mn1 O1 C6 -0.7(4) . . . . ?
N2 Mn1 O2 C7 -175.7(3) . . . . ?
O4 Mn1 O2 C7 104.0(3) . . . . ?
O3 Mn1 O2 C7 -96.6(3) . . . . ?
N1 Mn1 O2 C7 0.0(3) . . . . ?
O1 Mn1 O2 C7 -2.6(4) . . . . ?
N2 Mn1 O3 C13 -2.6(3) . . . . ?
O4 Mn1 O3 C13 -10.2(6) . . . . ?
N1 Mn1 O3 C13 176.2(3) . . . . ?
O1 Mn1 O3 C13 99.6(3) . . . . ?
O2 Mn1 O3 C13 -109.2(3) . . . . ?
N2 Mn1 O4 C14 1.8(3) . . . . ?
O3 Mn1 O4 C14 9.4(6) . . . . ?
N1 Mn1 O4 C14 -177.3(3) . . . . ?
O1 Mn1 O4 C14 -100.0(3) . . . . ?
O2 Mn1 O4 C14 107.6(3) . . . . ?
O2S Mn2 O6 C7 -4.5(17) . . . . ?
O1S Mn2 O6 C7 90.0(11) . . . . ?
N3 Mn2 O6 C7 -47.1(11) . . . . ?
O9 Mn2 O6 C7 -117.6(11) . . . . ?
O9 Mn2 O6 C7 172.0(11) 2_656 . . . ?
O6 Mn2 O9 C20 90.7(3) . . . . ?
O2S Mn2 O9 C20 -80.0(3) . . . . ?
O1S Mn2 O9 C20 -172.7(3) . . . . ?
N3 Mn2 O9 C20 1.9(3) . . . . ?
O9 Mn2 O9 C20 -176.9(4) 2_656 . . . ?
O6 Mn2 O9 Mn2 -92.39(14) . . . 2_656 ?
O2S Mn2 O9 Mn2 96.88(13) . . . 2_656 ?
O1S Mn2 O9 Mn2 4.2(3) . . . 2_656 ?
N3 Mn2 O9 Mn2 178.83(15) . . . 2_656 ?
O9 Mn2 O9 Mn2 0.0 2_656 . . 2_656 ?
O4 Mn1 N1 C1 94.1(3) . . . . ?
O3 Mn1 N1 C1 -88.2(3) . . . . ?
O1 Mn1 N1 C1 2.6(3) . . . . ?
O2 Mn1 N1 C1 -176.1(3) . . . . ?
O4 Mn1 N1 C5 -91.4(3) . . . . ?
O3 Mn1 N1 C5 86.2(3) . . . . ?
O1 Mn1 N1 C5 177.0(3) . . . . ?
O2 Mn1 N1 C5 -1.7(3) . . . . ?
O4 Mn1 N2 C8 178.9(3) . . . . ?
O3 Mn1 N2 C8 1.6(3) . . . . ?
O1 Mn1 N2 C8 -88.4(3) . . . . ?
O2 Mn1 N2 C8 88.2(3) . . . . ?
O4 Mn1 N2 C12 -1.4(3) . . . . ?
O3 Mn1 N2 C12 -178.6(3) . . . . ?
O1 Mn1 N2 C12 91.3(3) . . . . ?
O2 Mn1 N2 C12 -92.1(3) . . . . ?
O6 Mn2 N3 C15 -92.0(3) . . . . ?
O2S Mn2 N3 C15 94.8(3) . . . . ?
O1S Mn2 N3 C15 176.2(3) . . . . ?
O9 Mn2 N3 C15 -0.2(3) . . . . ?
O9 Mn2 N3 C15 1.6(4) 2_656 . . . ?
O6 Mn2 N3 C19 88.3(3) . . . . ?
O2S Mn2 N3 C19 -84.9(3) . . . . ?
O1S Mn2 N3 C19 -3.6(4) . . . . ?
O9 Mn2 N3 C19 -179.9(3) . . . . ?
O9 Mn2 N3 C19 -178.1(3) 2_656 . . . ?
C5 N1 C1 C2 0.1(5) . . . . ?
Mn1 N1 C1 C2 174.5(3) . . . . ?
C5 N1 C1 C6 -176.1(3) . . . . ?
Mn1 N1 C1 C6 -1.8(4) . . . . ?
N1 C1 C2 C3 0.4(6) . . . . ?
C6 C1 C2 C3 176.1(4) . . . . ?
C1 C2 C3 C4 -0.4(6) . . . . ?
C2 C3 C4 C5 0.0(6) . . . . ?
C1 N1 C5 C4 -0.6(6) . . . . ?
Mn1 N1 C5 C4 -174.8(3) . . . . ?
C1 N1 C5 C7 177.2(3) . . . . ?
Mn1 N1 C5 C7 2.9(4) . . . . ?
C3 C4 C5 N1 0.5(6) . . . . ?
C3 C4 C5 C7 -177.0(4) . . . . ?
Mn1 O1 C6 O5 -175.0(3) . . . . ?
Mn1 O1 C6 C1 3.3(4) . . . . ?
N1 C1 C6 O5 177.3(3) . . . . ?
C2 C1 C6 O5 1.3(6) . . . . ?
N1 C1 C6 O1 -1.1(5) . . . . ?
C2 C1 C6 O1 -177.1(4) . . . . ?
Mn2 O6 C7 O2 8.2(14) . . . . ?
Mn2 O6 C7 C5 -171.2(9) . . . . ?
Mn1 O2 C7 O6 -178.0(4) . . . . ?
Mn1 O2 C7 C5 1.4(4) . . . . ?
N1 C5 C7 O6 176.7(4) . . . . ?
C4 C5 C7 O6 -5.6(6) . . . . ?
N1 C5 C7 O2 -2.8(5) . . . . ?
C4 C5 C7 O2 174.9(4) . . . . ?
C12 N2 C8 C9 -1.3(6) . . . . ?
Mn1 N2 C8 C9 178.4(3) . . . . ?
C12 N2 C8 C13 179.7(3) . . . . ?
Mn1 N2 C8 C13 -0.5(5) . . . . ?
N2 C8 C9 C10 0.4(7) . . . . ?
C13 C8 C9 C10 179.1(5) . . . . ?
C8 C9 C10 C11 0.0(8) . . . . ?
C9 C10 C11 C12 0.6(8) . . . . ?
C8 N2 C12 C11 1.9(6) . . . . ?
Mn1 N2 C12 C11 -177.8(3) . . . . ?
C8 N2 C12 C14 -179.5(4) . . . . ?
Mn1 N2 C12 C14 0.8(4) . . . . ?
C10 C11 C12 N2 -1.5(7) . . . . ?
C10 C11 C12 C14 -179.8(5) . . . . ?
O7 O7 C13 O3 0.0(2) 1 . . . ?
O7 O7 C13 C8 0.0(2) 1 . . . ?
Mn1 O3 C13 O7 -177.7(4) . . . 1 ?
Mn1 O3 C13 O7 -177.7(4) . . . . ?
Mn1 O3 C13 C8 3.0(5) . . . . ?
N2 C8 C13 O7 179.1(4) . . . 1 ?
C9 C8 C13 O7 0.3(7) . . . 1 ?
N2 C8 C13 O7 179.1(4) . . . . ?
C9 C8 C13 O7 0.3(7) . . . . ?
N2 C8 C13 O3 -1.6(5) . . . . ?
C9 C8 C13 O3 179.7(4) . . . . ?
Mn1 O4 C14 O8 178.1(4) . . . . ?
Mn1 O4 C14 C12 -1.8(5) . . . . ?
N2 C12 C14 O8 -179.2(4) . . . . ?
C11 C12 C14 O8 -0.8(8) . . . . ?
N2 C12 C14 O4 0.6(5) . . . . ?
C11 C12 C14 O4 179.0(4) . . . . ?
C19 N3 C15 C16 -0.7(6) . . . . ?
Mn2 N3 C15 C16 179.6(3) . . . . ?
C19 N3 C15 C20 178.4(3) . . . . ?
Mn2 N3 C15 C20 -1.3(4) . . . . ?
N3 C15 C16 C17 0.0(6) . . . . ?
C20 C15 C16 C17 -179.1(4) . . . . ?
C15 C16 C17 C18 1.4(6) . . . . ?
C16 C17 C18 C19 -1.9(7) . . . . ?
C15 N3 C19 C18 0.1(6) . . . . ?
Mn2 N3 C19 C18 179.8(3) . . . . ?
C15 N3 C19 C21 -179.5(3) . . . . ?
Mn2 N3 C19 C21 0.2(5) . . . . ?
C17 C18 C19 N3 1.2(7) . . . . ?
C17 C18 C19 C21 -179.2(4) . . . . ?
Mn2 O9 C20 O11 177.0(4) . . . . ?
Mn2 O9 C20 O11 0.8(7) 2_656 . . . ?
Mn2 O9 C20 C15 -3.2(5) . . . . ?
Mn2 O9 C20 C15 -179.3(2) 2_656 . . . ?
N3 C15 C20 O11 -177.2(4) . . . . ?
C16 C15 C20 O11 2.0(6) . . . . ?
N3 C15 C20 O9 3.0(5) . . . . ?
C16 C15 C20 O9 -177.9(4) . . . . ?
O12 O12 C21 O10 0.0(3) 1 . . . ?
O12 O12 C21 C19 0.00(14) 1 . . . ?
N3 C19 C21 O10 -3.4(6) . . . . ?
C18 C19 C21 O10 177.0(4) . . . . ?
N3 C19 C21 O12 175.6(4) . . . 1 ?
C18 C19 C21 O12 -4.1(6) . . . 1 ?
N3 C19 C21 O12 175.6(4) . . . . ?
C18 C19 C21 O12 -4.1(6) . . . . ?
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
O1S H1S O11 0.82 1.81 2.622(4) 168.5 2_656
O1S H2S O1M 0.82 1.95 2.758(5) 169.4 1
O2S H3S O5 0.82 1.95 2.728(4) 157.6 1_654
O2S H4S O1W 0.82 2.06 2.876(5) 174.1 2_556
O1M H1M O1S 0.82 2.10 2.823(5) 147.0 2_666
O1W H1W O8 0.83 2.16 2.935(5) 155.7 1_545
O1W H2W O7 0.83 1.98 2.788(4) 162.8 1
O2W H3W O12 0.82 1.77 2.444(6) 137.9 1
O2W H4W O2 0.82 1.95 2.727(5) 156.9 2_566
O2W H5W O11 0.82 1.99 2.779(6) 161.3 1_565
_diffrn_measured_fraction_theta_max 0.995
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.995
_refine_diff_density_max         1.623
_refine_diff_density_min         -0.659
_refine_diff_density_rms         0.087