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

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#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
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data_lb352
#TrackingRef '17443_web_deposit_cif_file_0_OlivierRoubeau_1359917449.Cpd1-LB352.CIF'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C72 H45 Mn2 Na2 O21, 3(C16 H36 N)'
_chemical_formula_sum            'C120 H153 Mn2 N3 Na2 O21'
_chemical_formula_weight         2129.31

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C -0.0020 0.0020
'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
H H 0.0000 0.0000
'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
N N -0.0031 0.0040
'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
O O -0.0041 0.0074
'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
Na Na 0.0394 0.0302
'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'
Mn Mn 0.2237 0.8587
'WCROMER Program in WinGX L.Kissel & R.H.Pratt Acta Cryst A46 170 1990'

_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_H-M   P63/m

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, z+1/2'
'y, -x+y, z+1/2'
'x-y, x, z+1/2'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'x, y, -z-1/2'
'-y, x-y, -z-1/2'
'-x+y, -x, -z-1/2'

_cell_length_a                   17.8546(11)
_cell_length_b                   17.8546(11)
_cell_length_c                   19.9647(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     5511.8(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6268
_cell_measurement_theta_min      3.08
_cell_measurement_theta_max      26.88

_exptl_crystal_description       rod
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2268
_exptl_absorpt_coefficient_mu    0.384
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.94
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_process_details   'SADABS v2.10 Bruker AXS Madison WI US'

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.77490
_diffrn_radiation_type           synchrotron
_diffrn_radiation_source         'Advanced Light Source station 11.3.1'
_diffrn_radiation_monochromator  'silicon 111'
_diffrn_measurement_device_type  'Bruker APEX II CCD diffractometer'
_diffrn_measurement_method       '\w rotation with narrow frames'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_interval_time  .
_diffrn_standards_decay_%        .
_diffrn_reflns_number            26929
_diffrn_reflns_av_R_equivalents  0.0534
_diffrn_reflns_av_sigmaI/netI    0.0280
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.87
_diffrn_reflns_theta_max         27.12
_reflns_number_total             3240
_reflns_number_gt                2518
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX 2'
_computing_cell_refinement       'Bruker SAINT v7.56a'
_computing_data_reduction        'Bruker SAINT v7.56a'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL & local programs'

_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. All non-hydrogens were
refined anisotropically. The uncoordinated phenol group shows some
thermal disorder and was refined with soft displacement parameters
restraints for O1, C2-C4. Two butyl arms of the tetrabutylammonium
moiety have one of their carbons disordered over two positions by
symmetry (C16 and C25). Another atom showed some strong disorder (C23)
and splitting it into two positions (related by symmetry) was attempted,
similarly to C16. The result of splitting being worse, it was nevertheless
finally abandoned. All these disordered carbons were refined with
displacement parameters restraints, including some of their neighbors
(C15-C17, C22-C24). Hydrogens were found in difference Fourier maps,
placed geometrically on their carrier atom and refined with a riding
model, where possible. Those of some of the carbons of the tetrabutyl-
ammonium group and of the central phenol ring of the ligand were refined
freely with their thermal parameters 1.5 times that of their carrier
atom, and a distance restraint (H11A, H12A, H14A, H15A, H22A, H23A).
Although some strong diffraction remained up to 0.80 angstrom, data
were integrated to 0.85 angstroms, where Rint>26%, thus resulting in low
values of thetafull and thus thetamax. This was observed on various
crystals and may be related to the tetrabutylammonium moiety being
disordered.
;

_vrf_PLAT027_lb352               
;
PROBLEM: _diffrn_reflns_theta_full (too) Low ............ 27.10 Deg.
RESPONSE: Although some strong diffraction remained up to 0.80 angstrom,
there was only very few remaining diffraction detected at resolution
higher than 0.85 angstroms, where Rint>26%, thus resulting in low values
of thetafull and thus thetamax. This was observed on various crystals
and may be related to the tetrabutylammonium moiety being disordered.
;

_vrf_THETM01_lb352               
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.590
RESPONSE: Although some strong diffraction remained up to 0.80 angstrom,
there was only very few remaining diffraction detected at resolution
higher than 0.85 angstroms, where Rint>26%, thus resulting in low values
of thetafull and thus thetamax. This was observed on various crystals
and may be related to the tetrabutylammonium moiety being disordered.
;

_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^)+(0.0759P)^2^+7.2178P] 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         3240
_refine_ls_number_parameters     261
_refine_ls_number_restraints     64
_refine_ls_R_factor_all          0.0770
_refine_ls_R_factor_gt           0.0593
_refine_ls_wR_factor_ref         0.1692
_refine_ls_wR_factor_gt          0.1536
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.116
_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 0.6667 0.3333 0.17806(4) 0.0353(3) Uani 1 3 d S . .
Na2 Na 0.6667 0.3333 0.02244(12) 0.0641(8) Uani 1 3 d S . .
O1 O 0.8057(3) 0.5572(3) -0.12471(17) 0.1058(14) Uani 1 1 d U . .
H1 H 0.7767 0.5178 -0.0970 0.159 Uiso 1 1 calc R . .
O2 O 0.72747(19) 0.4854(2) -0.01867(13) 0.0709(9) Uani 1 1 d . . .
O3 O 0.66333(16) 0.42377(16) 0.11213(11) 0.0482(6) Uani 1 1 d . . .
O4 O 0.7103(2) 0.43870(19) 0.2500 0.0351(7) Uani 1 2 d S . .
N1 N 1.0236(3) 0.3768(3) 0.7500 0.0455(10) Uani 1 2 d S . .
C1 C 0.8241(3) 0.6345(5) -0.0985(3) 0.0873(17) Uani 1 1 d . . .
C2 C 0.8719(3) 0.7081(5) -0.1396(3) 0.0910(18) Uani 1 1 d U . .
H2A H 0.8912 0.7026 -0.1827 0.109 Uiso 1 1 calc R . .
C3 C 0.8894(4) 0.7859(5) -0.1160(4) 0.108(2) Uani 1 1 d U . .
H3A H 0.9230 0.8362 -0.1423 0.130 Uiso 1 1 calc R . .
C4 C 0.8595(4) 0.7933(4) -0.0548(3) 0.104(2) Uani 1 1 d U . .
H4A H 0.8703 0.8480 -0.0391 0.125 Uiso 1 1 calc R . .
C5 C 0.8135(3) 0.7202(4) -0.0162(3) 0.0925(18) Uani 1 1 d . . .
H5A H 0.7930 0.7261 0.0263 0.111 Uiso 1 1 calc R . .
C6 C 0.7955(3) 0.6383(4) -0.0361(2) 0.0738(14) Uani 1 1 d . . .
C7 C 0.7484(3) 0.5589(3) 0.0080(2) 0.0626(11) Uani 1 1 d . . .
C8 C 0.7314(2) 0.5685(3) 0.07386(19) 0.0541(10) Uani 1 1 d . . .
H8A H 0.7506 0.6260 0.0882 0.065 Uiso 1 1 calc R . .
C9 C 0.6893(2) 0.5039(2) 0.12225(18) 0.0445(8) Uani 1 1 d . . .
C10 C 0.6735(2) 0.5312(2) 0.18885(17) 0.0419(8) Uani 1 1 d . . .
C11 C 0.6481(2) 0.5938(2) 0.1907(2) 0.0539(10) Uani 1 1 d . . .
H11A H 0.6400 0.6159 0.1497 0.065 Uiso 1 1 calc R . .
C12 C 0.6344(4) 0.6243(4) 0.2500 0.0592(15) Uani 1 2 d S . .
H12A H 0.618(4) 0.664(4) 0.2500 0.071 Uiso 1 2 d S . .
C13 C 0.6844(3) 0.4967(3) 0.2500 0.0384(10) Uani 1 2 d S . .
C14 C 1.0308(4) 0.2957(4) 0.7500 0.0574(15) Uani 1 2 d S . .
H14A H 1.000(3) 0.269(3) 0.710(2) 0.086 Uiso 1 1 d . . .
C15 C 1.1233(5) 0.3126(5) 0.7500 0.095(3) Uani 1 2 d SU . .
H15A H 1.144(5) 0.336(4) 0.714(3) 0.142 Uiso 1 1 d . . .
C16 C 1.1221(6) 0.2299(6) 0.7128(6) 0.092(3) Uani 0.50 1 d PDU . .
H16A H 1.0928 0.2198 0.6689 0.111 Uiso 0.50 1 calc PR . .
H16B H 1.1822 0.2432 0.7047 0.111 Uiso 0.50 1 calc PR . .
C17 C 1.0811(6) 0.1585(5) 0.7500 0.125(3) Uani 1 2 d SDU . .
H17A H 1.0823 0.1106 0.7271 0.187 Uiso 0.50 1 calc PR . .
H17B H 1.0210 0.1441 0.7567 0.187 Uiso 0.50 1 calc PR . .
H17C H 1.1099 0.1684 0.7935 0.187 Uiso 0.50 1 calc PR . .
C18 C 1.0675(2) 0.4336(2) 0.81036(18) 0.0490(9) Uani 1 1 d . . .
H18A H 1.1303 0.4549 0.8071 0.059 Uiso 1 1 calc R . .
H18B H 1.0596 0.4846 0.8078 0.059 Uiso 1 1 calc R . .
C19 C 1.0371(2) 0.3926(3) 0.8782(2) 0.0565(10) Uani 1 1 d . . .
H19A H 1.0549 0.3489 0.8857 0.068 Uiso 1 1 calc R . .
H19B H 0.9732 0.3632 0.8805 0.068 Uiso 1 1 calc R . .
C20 C 1.0768(2) 0.4630(3) 0.93176(19) 0.0547(10) Uani 1 1 d . . .
H20A H 1.1405 0.4900 0.9300 0.066 Uiso 1 1 calc R . .
H20B H 1.0621 0.5083 0.9215 0.066 Uiso 1 1 calc R . .
C21 C 1.0464(3) 0.4297(3) 1.0019(2) 0.0628(11) Uani 1 1 d . . .
H21A H 1.0739 0.4777 1.0338 0.094 Uiso 1 1 calc R . .
H21B H 1.0623 0.3859 1.0130 0.094 Uiso 1 1 calc R . .
H21C H 0.9835 0.4038 1.0044 0.094 Uiso 1 1 calc R . .
C22 C 0.9266(3) 0.3450(4) 0.7500 0.0566(13) Uani 1 2 d SU . .
H22A H 0.904(3) 0.312(3) 0.709(2) 0.085 Uiso 1 1 d . . .
C23 C 0.9042(5) 0.4155(5) 0.7500 0.0954(19) Uani 1 2 d SDU . .
H23A H 0.927(3) 0.439(3) 0.7118(5) 0.115 Uiso 1 1 d D . .
C24 C 0.8120(4) 0.3861(5) 0.7500 0.0779(18) Uani 1 2 d SDU . .
H24A H 0.7765 0.3260 0.7336 0.093 Uiso 0.50 1 calc PR . .
H24B H 0.7979 0.4251 0.7246 0.093 Uiso 0.50 1 calc PR . .
C25 C 0.8051(9) 0.3937(8) 0.8264(5) 0.104(4) Uani 0.50 1 d PD . .
H25A H 0.7453 0.3760 0.8383 0.155 Uiso 0.50 1 calc PR . .
H25B H 0.8433 0.4537 0.8403 0.155 Uiso 0.50 1 calc PR . .
H25C H 0.8225 0.3561 0.8492 0.155 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 0.0398(3) 0.0398(3) 0.0265(4) 0.000 0.000 0.01989(17)
Na2 0.0798(12) 0.0798(12) 0.0327(13) 0.000 0.000 0.0399(6)
O1 0.098(3) 0.141(4) 0.0512(19) 0.025(2) 0.0087(18) 0.039(3)
O2 0.0652(19) 0.107(3) 0.0401(15) 0.0154(16) -0.0045(13) 0.0423(19)
O3 0.0593(16) 0.0536(15) 0.0324(11) 0.0018(10) -0.0073(11) 0.0288(13)
O4 0.0386(17) 0.0352(16) 0.0330(15) 0.000 0.000 0.0195(14)
N1 0.033(2) 0.037(2) 0.062(3) 0.000 0.000 0.0140(18)
C1 0.062(3) 0.122(5) 0.073(3) 0.029(3) -0.003(3) 0.043(3)
C2 0.059(3) 0.136(5) 0.078(3) 0.050(3) 0.015(2) 0.048(3)
C3 0.075(3) 0.133(5) 0.119(5) 0.063(4) 0.017(3) 0.055(3)
C4 0.084(4) 0.106(4) 0.121(5) 0.057(4) 0.020(3) 0.045(3)
C5 0.070(3) 0.099(4) 0.107(4) 0.059(4) 0.015(3) 0.042(3)
C6 0.046(2) 0.114(4) 0.060(3) 0.039(3) 0.004(2) 0.039(3)
C7 0.049(2) 0.086(3) 0.052(2) 0.015(2) -0.0074(18) 0.034(2)
C8 0.046(2) 0.064(2) 0.053(2) 0.0191(18) -0.0021(17) 0.0283(19)
C9 0.0410(19) 0.047(2) 0.046(2) 0.0058(16) -0.0084(15) 0.0227(16)
C10 0.0346(17) 0.0363(18) 0.051(2) 0.0043(15) -0.0032(15) 0.0149(14)
C11 0.043(2) 0.040(2) 0.075(3) 0.0095(18) -0.0053(18) 0.0184(17)
C12 0.050(3) 0.038(3) 0.092(5) 0.000 0.000 0.024(3)
C13 0.027(2) 0.032(2) 0.048(3) 0.000 0.000 0.0092(19)
C14 0.037(3) 0.040(3) 0.092(5) 0.000 0.000 0.017(2)
C15 0.045(3) 0.052(3) 0.193(8) 0.000 0.000 0.030(3)
C16 0.041(4) 0.067(4) 0.176(8) -0.011(3) 0.000(4) 0.032(4)
C17 0.098(6) 0.060(3) 0.226(10) 0.000 0.000 0.047(4)
C18 0.0388(19) 0.0420(19) 0.058(2) 0.0017(16) -0.0010(16) 0.0139(16)
C19 0.042(2) 0.056(2) 0.059(2) 0.0109(19) 0.0015(17) 0.0156(18)
C20 0.0386(19) 0.063(2) 0.058(2) 0.0075(19) 0.0037(17) 0.0219(18)
C21 0.044(2) 0.082(3) 0.055(2) 0.013(2) 0.0048(18) 0.026(2)
C22 0.033(3) 0.055(3) 0.078(4) 0.000 0.000 0.018(2)
C23 0.059(3) 0.079(4) 0.158(5) 0.000 0.000 0.042(3)
C24 0.058(3) 0.077(4) 0.112(5) 0.000 0.000 0.044(3)
C25 0.152(12) 0.102(9) 0.094(8) 0.031(7) 0.049(8) 0.092(9)

_geom_special_details            
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mn1 O3 2.107(2) 3_665 ?
Mn1 O3 2.107(2) 2_655 ?
Mn1 O3 2.107(2) . ?
Mn1 O4 2.178(2) 3_665 ?
Mn1 O4 2.178(2) 2_655 ?
Mn1 O4 2.178(2) . ?
Mn1 Mn1 2.8724(15) 10_556 ?
Mn1 Na2 3.107(3) . ?
Na2 O3 2.432(3) 3_665 ?
Na2 O3 2.432(3) 2_655 ?
Na2 O3 2.432(3) . ?
Na2 O2 2.506(4) 3_665 ?
Na2 O2 2.506(4) 2_655 ?
Na2 O2 2.506(4) . ?
O1 C1 1.354(7) . ?
O1 H1 0.8400 . ?
O2 C7 1.286(6) . ?
O4 C13 1.328(5) . ?
O4 Mn1 2.178(2) 10_556 ?
O3 C9 1.281(4) . ?
N1 C14 1.515(7) . ?
N1 C18 1.516(4) . ?
N1 C18 1.516(4) 10_557 ?
N1 C22 1.529(6) . ?
C1 C6 1.360(7) . ?
C1 C2 1.417(8) . ?
C2 C3 1.348(9) . ?
C2 H2A 0.9500 . ?
C3 C4 1.366(9) . ?
C3 H3A 0.9500 . ?
C4 C5 1.379(7) . ?
C4 H4A 0.9500 . ?
C5 C6 1.389(8) . ?
C5 H5A 0.9500 . ?
C6 C7 1.516(6) . ?
C7 C8 1.379(6) . ?
C8 C9 1.400(5) . ?
C8 H8A 0.9500 . ?
C9 C10 1.491(5) . ?
C10 C11 1.402(5) . ?
C10 C13 1.424(4) . ?
C11 C12 1.375(5) . ?
C11 H11A 0.9500 . ?
C12 C11 1.375(5) 10_556 ?
C12 H12A 0.89(7) . ?
C13 C10 1.424(4) 10_556 ?
C14 C15 1.524(9) . ?
C14 H14A 0.94(4) . ?
C15 C16 1.643(11) . ?
C15 C16 1.643(11) 10_557 ?
C15 H15A 0.82(6) . ?
C16 C17 1.334(10) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.505(5) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.529(6) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C21 1.512(5) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.499(10) . ?
C22 H22A 0.97(4) . ?
C23 C24 1.458(10) . ?
C23 H23A 0.868(19) . ?
C24 C25 1.541(10) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 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
O3 Mn1 O3 85.10(10) 3_665 2_655 ?
O3 Mn1 O3 85.10(10) 3_665 . ?
O3 Mn1 O3 85.10(10) 2_655 . ?
O3 Mn1 O4 83.39(9) 3_665 3_665 ?
O3 Mn1 O4 116.84(10) 2_655 3_665 ?
O3 Mn1 O4 154.07(11) . 3_665 ?
O3 Mn1 O4 154.07(10) 3_665 2_655 ?
O3 Mn1 O4 83.39(9) 2_655 2_655 ?
O3 Mn1 O4 116.84(10) . 2_655 ?
O4 Mn1 O4 81.24(8) 3_665 2_655 ?
O3 Mn1 O4 116.84(10) 3_665 . ?
O3 Mn1 O4 154.07(10) 2_655 . ?
O3 Mn1 O4 83.39(9) . . ?
O4 Mn1 O4 81.24(8) 3_665 . ?
O4 Mn1 O4 81.24(8) 2_655 . ?
O3 Mn1 Mn1 128.66(7) 3_665 10_556 ?
O3 Mn1 Mn1 128.66(7) 2_655 10_556 ?
O3 Mn1 Mn1 128.66(7) . 10_556 ?
O4 Mn1 Mn1 48.74(5) 3_665 10_556 ?
O4 Mn1 Mn1 48.74(5) 2_655 10_556 ?
O4 Mn1 Mn1 48.74(5) . 10_556 ?
O3 Mn1 Na2 51.34(7) 3_665 . ?
O3 Mn1 Na2 51.34(7) 2_655 . ?
O3 Mn1 Na2 51.34(7) . . ?
O4 Mn1 Na2 131.26(5) 3_665 . ?
O4 Mn1 Na2 131.26(5) 2_655 . ?
O4 Mn1 Na2 131.26(5) . . ?
Mn1 Mn1 Na2 180.0 10_556 . ?
O3 Na2 O3 71.74(10) 3_665 2_655 ?
O3 Na2 O3 71.74(10) 3_665 . ?
O3 Na2 O3 71.74(10) 2_655 . ?
O3 Na2 O2 70.29(9) 3_665 3_665 ?
O3 Na2 O2 107.14(9) 2_655 3_665 ?
O3 Na2 O2 140.00(11) . 3_665 ?
O3 Na2 O2 140.00(11) 3_665 2_655 ?
O3 Na2 O2 70.29(9) 2_655 2_655 ?
O3 Na2 O2 107.14(9) . 2_655 ?
O2 Na2 O2 109.82(8) 3_665 2_655 ?
O3 Na2 O2 107.14(9) 3_665 . ?
O3 Na2 O2 140.00(11) 2_655 . ?
O3 Na2 O2 70.29(9) . . ?
O2 Na2 O2 109.82(8) 3_665 . ?
O2 Na2 O2 109.82(8) 2_655 . ?
O3 Na2 Mn1 42.58(7) 3_665 . ?
O3 Na2 Mn1 42.58(7) 2_655 . ?
O3 Na2 Mn1 42.58(7) . . ?
O2 Na2 Mn1 109.12(9) 3_665 . ?
O2 Na2 Mn1 109.12(9) 2_655 . ?
O2 Na2 Mn1 109.12(9) . . ?
C1 O1 H1 109.5 . . ?
C7 O2 Na2 135.8(3) . . ?
C13 O4 Mn1 124.05(17) . . ?
C13 O4 Mn1 124.05(17) . 10_556 ?
Mn1 O4 Mn1 82.51(11) . 10_556 ?
C9 O3 Mn1 128.6(2) . . ?
C9 O3 Na2 138.0(2) . . ?
Mn1 O3 Na2 86.08(10) . . ?
C14 N1 C18 112.1(3) . . ?
C14 N1 C18 112.1(3) . 10_557 ?
C18 N1 C18 105.2(4) . 10_557 ?
C14 N1 C22 105.5(4) . . ?
C18 N1 C22 111.0(3) . . ?
C18 N1 C22 111.0(3) 10_557 . ?
O1 C1 C6 119.9(5) . . ?
O1 C1 C2 116.5(6) . . ?
C6 C1 C2 123.5(7) . . ?
C3 C2 C1 118.4(6) . . ?
C3 C2 H2A 120.8 . . ?
C1 C2 H2A 120.8 . . ?
C2 C3 C4 120.8(6) . . ?
C2 C3 H3A 119.6 . . ?
C4 C3 H3A 119.6 . . ?
C3 C4 C5 119.1(7) . . ?
C3 C4 H4A 120.5 . . ?
C5 C4 H4A 120.5 . . ?
C4 C5 C6 123.4(6) . . ?
C4 C5 H5A 118.3 . . ?
C6 C5 H5A 118.3 . . ?
C1 C6 C5 114.8(5) . . ?
C1 C6 C7 122.1(6) . . ?
C5 C6 C7 123.1(5) . . ?
O2 C7 C8 123.5(4) . . ?
O2 C7 C6 117.1(4) . . ?
C8 C7 C6 119.4(5) . . ?
C7 C8 C9 128.0(4) . . ?
C7 C8 H8A 116.0 . . ?
C9 C8 H8A 116.0 . . ?
O3 C9 C8 123.8(4) . . ?
O3 C9 C10 118.9(3) . . ?
C8 C9 C10 117.2(3) . . ?
C11 C10 C13 119.4(3) . . ?
C11 C10 C9 118.3(3) . . ?
C13 C10 C9 122.3(3) . . ?
C12 C11 C10 122.0(4) . . ?
C12 C11 H11A 119.0 . . ?
C10 C11 H11A 119.0 . . ?
C11 C12 C11 118.9(5) . 10_556 ?
C11 C12 H12A 120.5(3) . . ?
C11 C12 H12A 120.5(3) 10_556 . ?
O4 C13 C10 120.9(2) . 10_556 ?
O4 C13 C10 120.9(2) . . ?
C10 C13 C10 118.0(4) 10_556 . ?
N1 C14 C15 114.3(5) . . ?
N1 C14 H14A 100(3) . . ?
C15 C14 H14A 113(3) . . ?
C14 C15 C16 107.2(5) . . ?
C14 C15 C16 107.2(5) . 10_557 ?
C16 C15 C16 53.7(8) . 10_557 ?
C14 C15 H15A 105(5) . . ?
C16 C15 H15A 83(5) . . ?
C16 C15 H15A 131(5) 10_557 . ?
C17 C16 C15 111.2(8) . . ?
C17 C16 H16A 109.4 . . ?
C15 C16 H16A 109.4 . . ?
C17 C16 H16B 109.4 . . ?
C15 C16 H16B 109.4 . . ?
H16A C16 H16B 108.0 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 N1 116.7(3) . . ?
C19 C18 H18A 108.1 . . ?
N1 C18 H18A 108.1 . . ?
C19 C18 H18B 108.1 . . ?
N1 C18 H18B 108.1 . . ?
H18A C18 H18B 107.3 . . ?
C18 C19 C20 108.9(3) . . ?
C18 C19 H19A 109.9 . . ?
C20 C19 H19A 109.9 . . ?
C18 C19 H19B 109.9 . . ?
C20 C19 H19B 109.9 . . ?
H19A C19 H19B 108.3 . . ?
C21 C20 C19 113.4(3) . . ?
C21 C20 H20A 108.9 . . ?
C19 C20 H20A 108.9 . . ?
C21 C20 H20B 108.9 . . ?
C19 C20 H20B 108.9 . . ?
H20A C20 H20B 107.7 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 N1 114.6(5) . . ?
C23 C22 H22A 107(3) . . ?
N1 C22 H22A 106(3) . . ?
C24 C23 C22 115.2(6) . . ?
C24 C23 H23A 110(4) . . ?
C22 C23 H23A 99(4) . . ?
C23 C24 C25 95.3(6) . . ?
C23 C24 H24A 112.7 . . ?
C25 C24 H24A 112.7 . . ?
C23 C24 H24B 112.7 . . ?
C25 C24 H24B 112.7 . . ?
H24A C24 H24B 110.2 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.10
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.616
_refine_diff_density_min         -1.048
_refine_diff_density_rms         0.058
_database_code_depnum_ccdc_archive 'CCDC 923301'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  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.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_lb353
#TrackingRef '17444_web_deposit_cif_file_1_OlivierRoubeau_1359917449.Cpd2-LB353.CIF'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C72 H45 Co2 Na2 O21, 3(C16 H36 N)'
_chemical_formula_sum            'C120 H153 Co2 N3 Na2 O21'
_chemical_formula_weight         2137.29

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'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_H-M   P63/m

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y, x-y, z'
'-x+y, -x, z'
'x-y, x, z+1/2'
'y, -x+y, z+1/2'
'-x, -y, -z'
'x, y, -z-1/2'
'y, -x+y, -z'
'x-y, x, -z'
'-x+y, -x, -z-1/2'
'-y, x-y, -z-1/2'

_cell_length_a                   17.7486(4)
_cell_length_b                   17.7486(4)
_cell_length_c                   19.9938(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     5454.5(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3929
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      28.37

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.25
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2276
_exptl_absorpt_coefficient_mu    0.384
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.87
_exptl_absorpt_correction_T_max  0.91
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean 10.3468
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            11806
_diffrn_reflns_av_R_equivalents  0.0378
_diffrn_reflns_av_sigmaI/netI    0.0367
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.29
_diffrn_reflns_theta_max         26.35
_reflns_number_total             3704
_reflns_number_gt                2933
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_structure_solution    'SIR97 (Altomare, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_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^ > 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. All non-hydrogens were
refined anisotropically. Atoms C16 and C21 of the TBA moiety were refined
with half occupancy since they are disordered over two positions by
symmetry. Two C4 branches of the TBA are strongly disordered and were
refined with displacement parameters restraints (C15 > C21). The
uncoordinated phenol group (O1, C1 > C6) also shows some thermal
disorder, and was refined with displacement parameters restraints.
All hydrogens were found in difference Fourier maps, placed geometrically
on their carrier atom and refined with a riding model.
;

_vrf_PLAT241_lb353               
;
PROBLEM: Check High Ueq as Compared to Neighbors for C19
RESPONSE: Two C4 branches of the TBA are strongly disordered and were
refined with displacement parameters restraints (C15 > C21). Event
like this some the atoms still present large Ueq compared to their
neighbors. Splitting of these atoms was considered but did not result
in better Ueq ratios while not adding information so it was abandoned.
;

_vrf_PLAT220_lb353               
;
PROBLEM: arge Non-Solvent O and N Ueq(max)/Ueq(min)
RESPONSE: The uncoordinated phenol group (O1, C1 > C6) shows some
important thermal disorder and was refined with displacement parameters
restraints. Even like this, the Ueq remain large with respect to other atoms of the complex, resulting in large Ueq(max)/Ueq(min) ratio for
the main residue, both for oxygen and carbon. It was considered
splitting the whole phenol group, but it did not improve
significantly this aspect, while not adding information so it was
abandoned.
;

_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^)+(0.0568P)^2^+13.9059P] 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         3704
_refine_ls_number_parameters     247
_refine_ls_number_restraints     137
_refine_ls_R_factor_all          0.0871
_refine_ls_R_factor_gt           0.0690
_refine_ls_wR_factor_ref         0.1738
_refine_ls_wR_factor_gt          0.1586
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.169
_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
Co1 Co 0.6667 0.3333 0.67930(4) 0.0222(2) Uani 1 3 d S . .
Na2 Na 0.6667 0.3333 0.52283(13) 0.0412(7) Uani 1 3 d S . .
O1 O 0.8055(3) 0.5542(3) 0.37484(18) 0.0912(13) Uani 1 1 d U . .
H1 H 0.7747 0.5141 0.4018 0.109 Uiso 1 1 calc R . .
O2 O 0.7270(2) 0.4830(2) 0.48076(14) 0.0514(9) Uani 1 1 d . . .
O3 O 0.66517(17) 0.42032(17) 0.61259(12) 0.0326(6) Uani 1 1 d . . .
O4 O 0.7103(2) 0.4345(2) 0.7500 0.0226(7) Uani 1 2 d S . .
C1 C 0.8227(3) 0.6308(5) 0.4008(3) 0.0760(13) Uani 1 1 d U . .
C2 C 0.8705(3) 0.7058(5) 0.3613(3) 0.0835(14) Uani 1 1 d U . .
H2A H 0.8907 0.7012 0.3183 0.100 Uiso 1 1 calc R . .
C3 C 0.8876(4) 0.7843(5) 0.3846(4) 0.0931(17) Uani 1 1 d U . .
H3A H 0.9210 0.8350 0.3584 0.112 Uiso 1 1 calc R . .
C4 C 0.8572(4) 0.7908(5) 0.4453(4) 0.0890(16) Uani 1 1 d U . .
H4A H 0.8677 0.8458 0.4608 0.107 Uiso 1 1 calc R . .
C5 C 0.8109(3) 0.7173(4) 0.4847(4) 0.0777(14) Uani 1 1 d U . .
H5A H 0.7903 0.7232 0.5272 0.093 Uiso 1 1 calc R . .
C6 C 0.7938(3) 0.6358(4) 0.4642(3) 0.0620(11) Uani 1 1 d U . .
C7 C 0.7473(3) 0.5557(3) 0.5077(2) 0.0454(11) Uani 1 1 d . . .
C8 C 0.7303(2) 0.5653(3) 0.5740(2) 0.0391(10) Uani 1 1 d . . .
H8A H 0.7486 0.6230 0.5882 0.047 Uiso 1 1 calc R . .
C9 C 0.6892(2) 0.4999(2) 0.62257(19) 0.0296(8) Uani 1 1 d . . .
C10 C 0.6728(2) 0.5272(2) 0.68893(19) 0.0292(8) Uani 1 1 d . . .
C11 C 0.6465(2) 0.5896(2) 0.6909(2) 0.0398(10) Uani 1 1 d . . .
H11A H 0.6384 0.6118 0.6499 0.048 Uiso 1 1 calc R . .
C12 C 0.6321(4) 0.6198(4) 0.7500 0.0447(16) Uani 1 2 d S . .
H12A H 0.6125 0.6608 0.7500 0.054 Uiso 1 2 calc SR . .
C13 C 0.6838(3) 0.4924(3) 0.7500 0.0241(10) Uani 1 2 d S . .
N1 N 0.9756(3) 0.6238(3) 0.7500 0.0260(9) Uani 1 2 d S . .
C14 C 0.9671(3) 0.7044(3) 0.7500 0.0365(13) Uani 1 2 d S . .
H14A H 0.9972 0.7396 0.7100 0.044 Uiso 0.50 1 calc PR . .
H14B H 0.9972 0.7396 0.7900 0.044 Uiso 0.50 1 calc PR . .
C15 C 0.8742(5) 0.6864(5) 0.7500 0.069(2) Uani 1 2 d SU . .
H15A H 0.8361 0.6322 0.7750 0.082 Uiso 0.50 1 calc PR . .
H15B H 0.8522 0.6796 0.7036 0.082 Uiso 0.50 1 calc PR . .
C16 C 0.8754(6) 0.7710(6) 0.7867(5) 0.056(2) Uani 0.50 1 d PU . .
H16A H 0.8148 0.7567 0.7959 0.067 Uiso 0.50 1 calc PR . .
H16B H 0.9062 0.7825 0.8301 0.067 Uiso 0.50 1 calc PR . .
C17 C 0.9133(7) 0.8406(6) 0.7500 0.090(3) Uani 1 2 d SU . .
H17A H 0.9127 0.8888 0.7734 0.135 Uiso 0.50 1 calc PR . .
H17B H 0.8823 0.8299 0.7074 0.135 Uiso 0.50 1 calc PR . .
H17C H 0.9736 0.8556 0.7415 0.135 Uiso 0.50 1 calc PR . .
C18 C 1.0733(3) 0.6572(4) 0.7500 0.0339(12) Uani 1 2 d SU . .
H18A H 1.0990 0.6944 0.7101 0.041 Uiso 0.50 1 calc PR . .
H18B H 1.0990 0.6944 0.7899 0.041 Uiso 0.50 1 calc PR . .
C19 C 1.0984(5) 0.5899(6) 0.7500 0.083(2) Uani 1 2 d SU . .
H19A H 1.0721 0.5528 0.7899 0.099 Uiso 0.50 1 calc PR . .
H19B H 1.0721 0.5528 0.7101 0.099 Uiso 0.50 1 calc PR . .
C20 C 1.1903(4) 0.6186(5) 0.7500 0.0510(15) Uani 1 2 d SU . .
H20A H 1.2269 0.6801 0.7362 0.061 Uiso 0.50 1 calc PR . .
H20B H 1.2047 0.5807 0.7231 0.061 Uiso 0.50 1 calc PR . .
C21 C 1.1933(9) 0.6052(7) 0.8256(6) 0.068(3) Uani 0.50 1 d PU . .
H21A H 1.2527 0.6212 0.8387 0.102 Uiso 0.50 1 calc PR . .
H21B H 1.1536 0.5440 0.8368 0.102 Uiso 0.50 1 calc PR . .
H21C H 1.1756 0.6419 0.8497 0.102 Uiso 0.50 1 calc PR . .
C22 C 0.9322(2) 0.5666(2) 0.68976(18) 0.0324(8) Uani 1 1 d . . .
H22A H 0.8688 0.5442 0.6932 0.039 Uiso 1 1 calc R . .
H22B H 0.9410 0.5159 0.6923 0.039 Uiso 1 1 calc R . .
C23 C 0.9620(3) 0.6078(3) 0.62149(19) 0.0365(9) Uani 1 1 d . . .
H23A H 1.0263 0.6386 0.6189 0.044 Uiso 1 1 calc R . .
H23B H 0.9426 0.6505 0.6135 0.044 Uiso 1 1 calc R . .
C24 C 0.9230(2) 0.5359(3) 0.56903(18) 0.0340(9) Uani 1 1 d . . .
H24A H 0.9393 0.4915 0.5798 0.041 Uiso 1 1 calc R . .
H24B H 0.8588 0.5075 0.5710 0.041 Uiso 1 1 calc R . .
C25 C 0.9531(3) 0.5693(3) 0.4986(2) 0.0411(10) Uani 1 1 d . . .
H25A H 0.9264 0.5206 0.4670 0.062 Uiso 1 1 calc R . .
H25B H 1.0166 0.5966 0.4961 0.062 Uiso 1 1 calc R . .
H25C H 0.9358 0.6122 0.4871 0.062 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
Co1 0.0233(3) 0.0233(3) 0.0201(4) 0.000 0.000 0.01164(15)
Na2 0.0490(11) 0.0490(11) 0.0257(14) 0.000 0.000 0.0245(5)
O1 0.064(2) 0.118(3) 0.041(2) 0.031(2) 0.0034(18) 0.008(2)
O2 0.0374(17) 0.074(2) 0.0322(16) 0.0158(16) -0.0040(13) 0.0203(17)
O3 0.0389(15) 0.0332(14) 0.0263(13) 0.0037(11) -0.0045(11) 0.0185(12)
O4 0.0234(17) 0.0206(16) 0.0249(17) 0.000 0.000 0.0118(14)
C1 0.032(2) 0.109(3) 0.063(3) 0.049(2) -0.001(2) 0.018(3)
C2 0.035(2) 0.124(3) 0.075(3) 0.060(3) 0.009(2) 0.028(3)
C3 0.056(3) 0.116(3) 0.107(3) 0.075(3) 0.014(3) 0.042(3)
C4 0.059(3) 0.089(3) 0.121(4) 0.070(3) 0.021(3) 0.039(3)
C5 0.046(3) 0.081(3) 0.108(4) 0.063(2) 0.016(3) 0.033(3)
C6 0.026(2) 0.083(2) 0.067(2) 0.048(2) 0.0002(19) 0.020(2)
C7 0.026(2) 0.059(3) 0.043(2) 0.022(2) -0.0064(18) 0.015(2)
C8 0.028(2) 0.040(2) 0.047(2) 0.0158(19) -0.0064(18) 0.0154(18)
C9 0.0215(17) 0.032(2) 0.035(2) 0.0068(16) -0.0055(15) 0.0127(15)
C10 0.0186(16) 0.0206(17) 0.043(2) 0.0026(15) -0.0046(15) 0.0062(14)
C11 0.0254(19) 0.0235(19) 0.067(3) 0.0075(19) -0.0083(19) 0.0100(16)
C12 0.028(3) 0.021(3) 0.087(5) 0.000 0.000 0.014(2)
C13 0.013(2) 0.015(2) 0.040(3) 0.000 0.000 0.0032(18)
N1 0.017(2) 0.022(2) 0.036(2) 0.000 0.000 0.0071(17)
C14 0.024(3) 0.018(2) 0.064(4) 0.000 0.000 0.008(2)
C15 0.040(3) 0.041(3) 0.133(6) 0.000 0.000 0.026(3)
C16 0.029(4) 0.057(4) 0.090(6) -0.008(3) 0.000(4) 0.027(4)
C17 0.092(6) 0.053(3) 0.142(7) 0.000 0.000 0.049(4)
C18 0.018(2) 0.031(3) 0.049(3) 0.000 0.000 0.009(2)
C19 0.053(3) 0.068(4) 0.144(5) 0.000 0.000 0.042(3)
C20 0.043(3) 0.049(4) 0.073(4) 0.000 0.000 0.033(3)
C21 0.097(8) 0.046(5) 0.073(4) -0.008(5) -0.004(5) 0.044(6)
C22 0.0267(19) 0.0266(19) 0.035(2) 0.0011(16) -0.0010(16) 0.0069(15)
C23 0.028(2) 0.036(2) 0.035(2) 0.0063(17) 0.0001(16) 0.0083(17)
C24 0.0230(18) 0.040(2) 0.032(2) 0.0035(17) 0.0005(15) 0.0101(16)
C25 0.028(2) 0.052(3) 0.033(2) 0.0069(19) 0.0003(17) 0.0119(19)

_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
Co1 O3 2.050(3) 4_665 ?
Co1 O3 2.050(3) 3_655 ?
Co1 O3 2.050(3) . ?
Co1 O4 2.105(2) 4_665 ?
Co1 O4 2.105(2) 3_655 ?
Co1 O4 2.105(2) . ?
Co1 Co1 2.8272(15) 8_557 ?
Co1 Na2 3.128(3) . ?
Na2 O3 2.376(3) 4_665 ?
Na2 O3 2.376(3) 3_655 ?
Na2 O3 2.376(3) . ?
Na2 O2 2.462(4) 4_665 ?
Na2 O2 2.462(4) 3_655 ?
Na2 O2 2.462(4) . ?
O1 C1 1.340(9) . ?
O1 H1 0.8400 . ?
O2 C7 1.274(6) . ?
O3 C9 1.271(5) . ?
O4 C13 1.327(6) . ?
O4 Co1 2.105(2) 8_557 ?
C1 C6 1.387(9) . ?
C1 C2 1.409(8) . ?
C2 C3 1.352(11) . ?
C2 H2A 0.9500 . ?
C3 C4 1.355(10) . ?
C3 H3A 0.9500 . ?
C4 C5 1.388(7) . ?
C4 H4A 0.9500 . ?
C5 C6 1.384(9) . ?
C5 H5A 0.9500 . ?
C6 C7 1.511(6) . ?
C7 C8 1.389(7) . ?
C8 C9 1.406(5) . ?
C8 H8A 0.9500 . ?
C9 C10 1.490(5) . ?
C10 C11 1.400(5) . ?
C10 C13 1.425(4) . ?
C11 C12 1.375(5) . ?
C11 H11A 0.9500 . ?
C12 C11 1.375(5) 8_557 ?
C12 H12A 0.9500 . ?
C13 C10 1.425(4) 8_557 ?
N1 C22 1.514(4) . ?
N1 C22 1.514(4) 8_557 ?
N1 C14 1.513(6) . ?
N1 C18 1.526(6) . ?
C14 C15 1.514(8) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.663(11) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.299(12) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.469(9) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.446(10) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C21 1.536(11) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.514(5) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.524(6) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 C25 1.518(5) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 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
O3 Co1 O3 82.26(11) 4_665 3_655 ?
O3 Co1 O3 82.26(11) 4_665 . ?
O3 Co1 O3 82.26(11) 3_655 . ?
O3 Co1 O4 86.13(10) 4_665 4_665 ?
O3 Co1 O4 118.24(11) 3_655 4_665 ?
O3 Co1 O4 154.84(12) . 4_665 ?
O3 Co1 O4 154.84(12) 4_665 3_655 ?
O3 Co1 O4 86.13(10) 3_655 3_655 ?
O3 Co1 O4 118.24(11) . 3_655 ?
O4 Co1 O4 79.82(9) 4_665 3_655 ?
O3 Co1 O4 118.24(11) 4_665 . ?
O3 Co1 O4 154.84(12) 3_655 . ?
O3 Co1 O4 86.13(10) . . ?
O4 Co1 O4 79.82(9) 4_665 . ?
O4 Co1 O4 79.82(9) 3_655 . ?
O3 Co1 Co1 130.58(8) 4_665 8_557 ?
O3 Co1 Co1 130.58(8) 3_655 8_557 ?
O3 Co1 Co1 130.58(8) . 8_557 ?
O4 Co1 Co1 47.80(6) 4_665 8_557 ?
O4 Co1 Co1 47.80(6) 3_655 8_557 ?
O4 Co1 Co1 47.80(6) . 8_557 ?
O3 Co1 Na2 49.42(8) 4_665 . ?
O3 Co1 Na2 49.42(8) 3_655 . ?
O3 Co1 Na2 49.42(8) . . ?
O4 Co1 Na2 132.20(6) 4_665 . ?
O4 Co1 Na2 132.20(6) 3_655 . ?
O4 Co1 Na2 132.20(6) . . ?
Co1 Co1 Na2 180.000(1) 8_557 . ?
O3 Na2 O3 69.17(12) 4_665 3_655 ?
O3 Na2 O3 69.17(12) 4_665 . ?
O3 Na2 O3 69.17(12) 3_655 . ?
O3 Na2 O2 72.38(10) 4_665 4_665 ?
O3 Na2 O2 108.50(10) 3_655 4_665 ?
O3 Na2 O2 139.40(12) . 4_665 ?
O3 Na2 O2 139.40(12) 4_665 3_655 ?
O3 Na2 O2 72.38(10) 3_655 3_655 ?
O3 Na2 O2 108.50(10) . 3_655 ?
O2 Na2 O2 108.96(10) 4_665 3_655 ?
O3 Na2 O2 108.50(10) 4_665 . ?
O3 Na2 O2 139.40(12) 3_655 . ?
O3 Na2 O2 72.38(10) . . ?
O2 Na2 O2 108.96(10) 4_665 . ?
O2 Na2 O2 108.96(10) 3_655 . ?
O3 Na2 Co1 40.95(7) 4_665 . ?
O3 Na2 Co1 40.95(7) 3_655 . ?
O3 Na2 Co1 40.95(7) . . ?
O2 Na2 Co1 109.97(9) 4_665 . ?
O2 Na2 Co1 109.97(9) 3_655 . ?
O2 Na2 Co1 109.97(9) . . ?
C1 O1 H1 109.5 . . ?
C7 O2 Na2 134.4(3) . . ?
C9 O3 Co1 127.7(2) . . ?
C9 O3 Na2 137.3(2) . . ?
Co1 O3 Na2 89.63(11) . . ?
C13 O4 Co1 122.63(18) . . ?
C13 O4 Co1 122.63(18) . 8_557 ?
Co1 O4 Co1 84.39(12) . 8_557 ?
O1 C1 C6 120.9(5) . . ?
O1 C1 C2 117.7(6) . . ?
C6 C1 C2 121.3(8) . . ?
C3 C2 C1 119.9(7) . . ?
C3 C2 H2A 120.1 . . ?
C1 C2 H2A 120.1 . . ?
C2 C3 C4 120.2(6) . . ?
C2 C3 H3A 119.9 . . ?
C4 C3 H3A 119.9 . . ?
C3 C4 C5 120.2(8) . . ?
C3 C4 H4A 119.9 . . ?
C5 C4 H4A 119.9 . . ?
C6 C5 C4 122.1(7) . . ?
C6 C5 H5A 119.0 . . ?
C4 C5 H5A 119.0 . . ?
C5 C6 C1 116.3(5) . . ?
C5 C6 C7 122.9(5) . . ?
C1 C6 C7 120.8(6) . . ?
O2 C7 C8 124.0(4) . . ?
O2 C7 C6 117.1(5) . . ?
C8 C7 C6 118.9(5) . . ?
C7 C8 C9 127.8(4) . . ?
C7 C8 H8A 116.1 . . ?
C9 C8 H8A 116.1 . . ?
O3 C9 C8 123.8(4) . . ?
O3 C9 C10 119.3(3) . . ?
C8 C9 C10 116.8(4) . . ?
C11 C10 C13 119.4(4) . . ?
C11 C10 C9 118.6(3) . . ?
C13 C10 C9 122.0(3) . . ?
C12 C11 C10 122.2(4) . . ?
C12 C11 H11A 118.9 . . ?
C10 C11 H11A 118.9 . . ?
C11 C12 C11 118.7(5) . 8_557 ?
C11 C12 H12A 120.7 . . ?
C11 C12 H12A 120.7 8_557 . ?
O4 C13 C10 120.9(2) . 8_557 ?
O4 C13 C10 120.9(2) . . ?
C10 C13 C10 117.9(4) 8_557 . ?
C22 N1 C22 105.4(4) . 8_557 ?
C22 N1 C14 112.1(3) . . ?
C22 N1 C14 112.1(3) 8_557 . ?
C22 N1 C18 111.1(3) . . ?
C22 N1 C18 111.1(3) 8_557 . ?
C14 N1 C18 105.3(4) . . ?
N1 C14 C15 114.4(5) . . ?
N1 C14 H14A 108.7 . . ?
C15 C14 H14A 108.7 . . ?
N1 C14 H14B 108.7 . . ?
C15 C14 H14B 108.7 . . ?
H14A C14 H14B 107.6 . . ?
C14 C15 C16 106.8(5) . . ?
C14 C15 H15A 110.4 . . ?
C16 C15 H15A 110.4 . . ?
C14 C15 H15B 110.4 . . ?
C16 C15 H15B 110.4 . . ?
H15A C15 H15B 108.6 . . ?
C17 C16 C15 112.1(8) . . ?
C17 C16 H16A 109.2 . . ?
C15 C16 H16A 109.2 . . ?
C17 C16 H16B 109.2 . . ?
C15 C16 H16B 109.2 . . ?
H16A C16 H16B 107.9 . . ?
C16 C17 H17A 109.5 . . ?
C16 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C16 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C19 C18 N1 115.6(5) . . ?
C19 C18 H18A 108.4 . . ?
N1 C18 H18A 108.4 . . ?
C19 C18 H18B 108.4 . . ?
N1 C18 H18B 108.4 . . ?
H18A C18 H18B 107.5 . . ?
C20 C19 C18 117.5(7) . . ?
C20 C19 H19A 107.9 . . ?
C18 C19 H19A 107.9 . . ?
C20 C19 H19B 107.9 . . ?
C18 C19 H19B 107.9 . . ?
H19A C19 H19B 107.2 . . ?
C19 C20 C21 93.8(6) . . ?
C19 C20 H20A 113.0 . . ?
C21 C20 H20A 113.0 . . ?
C19 C20 H20B 113.0 . . ?
C21 C20 H20B 113.0 . . ?
H20A C20 H20B 110.4 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N1 C22 C23 117.1(3) . . ?
N1 C22 H22A 108.0 . . ?
C23 C22 H22A 108.0 . . ?
N1 C22 H22B 108.0 . . ?
C23 C22 H22B 108.0 . . ?
H22A C22 H22B 107.3 . . ?
C22 C23 C24 108.3(3) . . ?
C22 C23 H23A 110.0 . . ?
C24 C23 H23A 110.0 . . ?
C22 C23 H23B 110.0 . . ?
C24 C23 H23B 110.0 . . ?
H23A C23 H23B 108.4 . . ?
C25 C24 C23 112.8(3) . . ?
C25 C24 H24A 109.0 . . ?
C23 C24 H24A 109.0 . . ?
C25 C24 H24B 109.0 . . ?
C23 C24 H24B 109.0 . . ?
H24A C24 H24B 107.8 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.968
_diffrn_reflns_theta_full        26.35
_diffrn_measured_fraction_theta_full 0.968
_refine_diff_density_max         1.369
_refine_diff_density_min         -1.800
_refine_diff_density_rms         0.079


_database_code_depnum_ccdc_archive 'CCDC 923302'