# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_f2
_database_code_depnum_ccdc_archive 'CCDC 1036374'
_audit_update_record             
;
2014-11-26 deposited with the CCDC.
2015-01-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C63 H57 Mn3 N24 Na2 O13'
_chemical_formula_weight         1569.12

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0040 0.0020 'Calculated using XDISP in WinGX (Farrugia, 1999)'
H H 0.0000 0.0000 'Calculated using XDISP in WinGX (Farrugia, 1999)'
N N 0.0076 0.0040 'Calculated using XDISP in WinGX (Farrugia, 1999)'
O O 0.0132 0.0074 'Calculated using XDISP in WinGX (Farrugia, 1999)'
Na Na 0.0437 0.0302 'Calculated using XDISP in WinGX (Farrugia, 1999)'
Mn Mn 0.3529 0.8587 'Calculated using XDISP in WinGX (Farrugia, 1999)'

_space_group_crystal_system      hexagonal
_space_group_IT_number           176
_space_group_name_H-M_alt        'P 63/m'
_space_group_name_Hall           '-P 6c'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_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                   13.3404(4)
_cell_length_b                   13.3404(4)
_cell_length_c                   24.3913(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     3759.3(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9470
_cell_measurement_theta_min      2.648
_cell_measurement_theta_max      33.222

_exptl_crystal_description       plate
_exptl_crystal_colour            'clear dark blue'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_F_000             1608
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.731
_shelx_estimated_absorpt_T_min   0.930
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.885
_exptl_absorpt_correction_T_max  0.986
_exptl_absorpt_process_details   'SADABS-2014/4 - Bruker AXS, Madison WI'

_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.7749
_diffrn_radiation_type           synchrotron
_diffrn_source                   
;
Advanced Light Source, station 11.3.1
;
_diffrn_measurement_device_type  'Bruker APEX-II CCD diffractometer'
_diffrn_measurement_method       '/w scans with narrow frames'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            26944
_diffrn_reflns_av_unetI/netI     0.0278
_diffrn_reflns_av_R_equivalents  0.0498
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         2.648
_diffrn_reflns_theta_max         32.171
_diffrn_reflns_theta_full        27.706
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3473
_reflns_number_gt                2816
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX-II Bruker-AXS, Madison WI'
_computing_cell_refinement       'SAINT V8.34A Bruker-AXS, Madison WI'
_computing_data_reduction        'SAINT V8.34A Bruker-AXS, Madison WI'
_computing_structure_solution    'SHELXT 2014/4 Bruker-AXS, Madison WI'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2013)'
_computing_molecular_graphics    
;
Bruker SHELXTL Bruker-AXS, Madison WI
and local programs
;
_computing_publication_material  'Bruker SHELXTL Bruker-AXS, Madison WI'


_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. All non-hydrogen atoms were 
 refined anisotropically.
 Hydrogen atoms were placed geometrically on the carbon atoms and refined
 with a riding model.
 The Azide is disordered over two positions across the mirror plane. 
 Appropriate restraints were utilized to manage this disorder as best
 as possible; however, the displacement parameters are still larger
 than ideal.
 There are two pockets in the structure for solvent. One of them contained
 an acetone disorderd over the -6 axis, the other contained an unknown
 species of solvents, possibly only waters. Due to the inability to 
 identify any or all of the solvents present in the lattice, they were 
 removed via SQUEEZE algorithm incorporated in the PLATON software suite. 
 (van der Sluis, P. & Spek, A. L., Acta Cryst. 1990, A46, 194-201 and Spek, 
 A. L., Acta Cryst. 2009, D65, 148-155) The solvents were left out of the
 formula. The SQUEEZE results can be found further down in the cif.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1138P)²+2.1597P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3473
_refine_ls_number_parameters     175
_refine_ls_number_restraints     15
_refine_ls_R_factor_all          0.0644
_refine_ls_R_factor_gt           0.0531
_refine_ls_wR_factor_ref         0.1809
_refine_ls_wR_factor_gt          0.1700
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.088
_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.19351(4) 0.66469(5) 0.7500 0.03114(18) Uani 1 2 d S T P A .
Na1 Na 0.3333 0.6667 0.62439(6) 0.0279(3) Uani 1 3 d S T P . .
O1 O 0.16816(14) 0.64996(14) 0.67386(7) 0.0295(3) Uani 1 1 d . . . . .
O2 O 0.23482(16) 0.73810(16) 0.56274(7) 0.0379(4) Uani 1 1 d . . . . .
O3 O 0.3333 0.6667 0.7500 0.0254(7) Uani 1 6 d S T P . .
N1 N 0.0408(2) 0.6455(2) 0.7500 0.0281(5) Uani 1 2 d S T P . .
N2 N -0.0555(2) 0.5464(2) 0.57448(9) 0.0402(5) Uani 1 1 d . . . . .
C1 C -0.0068(2) 0.64436(19) 0.70155(9) 0.0294(4) Uani 1 1 d . . . . .
N3 N -0.0731(2) 0.3378(2) 0.60969(10) 0.0489(6) Uani 1 1 d . . . . .
C2 C -0.1119(2) 0.6412(2) 0.70033(11) 0.0365(5) Uani 1 1 d . . . . .
H2A H -0.1476 0.6405 0.6665 0.044 Uiso 1 1 calc R U . . .
C3 C -0.1637(3) 0.6392(4) 0.7500 0.0404(8) Uani 1 2 d S T P . .
H3A H -0.2363 0.6364 0.7500 0.048 Uiso 1 2 calc R U P . .
C8 C -0.00036(19) 0.5408(2) 0.61861(9) 0.0304(4) Uani 1 1 d . . . . .
C4 C 0.06934(19) 0.6496(2) 0.65305(9) 0.0288(4) Uani 1 1 d . . . . .
C6 C 0.1800(2) 0.7858(2) 0.57175(10) 0.0342(5) Uani 1 1 d . . . . .
C11 C -0.0069(2) 0.4377(2) 0.63552(11) 0.0412(6) Uani 1 1 d . . . . .
H11A H 0.0373 0.4388 0.6663 0.049 Uiso 1 1 calc R U . . .
C5 C 0.1021(2) 0.7605(2) 0.62115(10) 0.0349(5) Uani 1 1 d . . . . .
H5A H 0.0298 0.7570 0.6087 0.042 Uiso 1 1 calc R U . . .
H5B H 0.1408 0.8266 0.6468 0.042 Uiso 1 1 calc R U . . .
C7 C 0.1852(3) 0.8786(3) 0.53486(12) 0.0456(6) Uani 1 1 d . . . . .
H7A H 0.2452 0.8985 0.5070 0.068 Uiso 1 1 calc R U . . .
H7B H 0.2037 0.9475 0.5566 0.068 Uiso 1 1 calc R U . . .
H7C H 0.1101 0.8503 0.5169 0.068 Uiso 1 1 calc R U . . .
C10 C -0.1298(2) 0.3436(3) 0.56541(12) 0.0473(7) Uani 1 1 d . . . . .
H10A H -0.1785 0.2745 0.5457 0.057 Uiso 1 1 calc R U . . .
C9 C -0.1201(3) 0.4451(3) 0.54765(11) 0.0464(7) Uani 1 1 d . . . . .
H9A H -0.1600 0.4447 0.5153 0.056 Uiso 1 1 calc R U . . .
N4 N 0.2894(2) 0.8653(3) 0.7500 0.0325(6) Uani 1 2 d S TU P . .
N5 N 0.2310(6) 0.8987(5) 0.7414(5) 0.076(3) Uani 0.5 1 d . U P A -1
N6 N 0.1711(8) 0.9382(7) 0.7314(5) 0.118(5) Uani 0.5 1 d . U P A -1


_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 1.8522(5) . ?
Mn1 O1 1.8802(16) . ?
Mn1 O1 1.8802(16) 10_557 ?
Mn1 N1 1.922(3) . ?
Mn1 N4 2.319(3) . ?
Mn1 Mn1 3.2081(8) 3_565 ?
Mn1 Mn1 3.2081(8) 2_665 ?
Mn1 Na1 3.5801(13) 10_557 ?
Mn1 Na1 3.5801(13) . ?
Na1 O1 2.4228(17) . ?
Na1 O1 2.4227(18) 3_565 ?
Na1 O1 2.4227(17) 2_665 ?
Na1 O2 2.480(2) . ?
Na1 O2 2.480(2) 3_565 ?
Na1 O2 2.480(2) 2_665 ?
Na1 Mn1 3.5801(13) 3_565 ?
Na1 Mn1 3.5801(13) 2_665 ?
O1 C4 1.411(3) . ?
O2 C6 1.206(3) . ?
O3 Mn1 1.8522(5) 3_565 ?
O3 Mn1 1.8522(5) 2_665 ?
N1 C1 1.338(2) 10_557 ?
N1 C1 1.338(2) . ?
N2 C8 1.327(3) . ?
N2 C9 1.354(4) . ?
C1 C2 1.382(3) . ?
C1 C4 1.538(3) . ?
N3 C11 1.332(3) . ?
N3 C10 1.342(4) . ?
C2 C3 1.388(3) . ?
C2 H2A 0.9500 . ?
C3 C2 1.388(3) 10_557 ?
C3 H3A 0.9500 . ?
C8 C11 1.397(4) . ?
C8 C4 1.526(3) . ?
C4 C5 1.529(3) . ?
C6 C7 1.504(4) . ?
C6 C5 1.515(3) . ?
C11 H11A 0.9500 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C10 C9 1.365(5) . ?
C10 H10A 0.9500 . ?
C9 H9A 0.9500 . ?
N4 N5 1.094(8) . ?
N5 N6 1.182(10) . ?

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 O1 97.40(5) . . ?
O3 Mn1 O1 97.40(5) . 10_557 ?
O1 Mn1 O1 162.00(11) . 10_557 ?
O3 Mn1 N1 174.08(9) . . ?
O1 Mn1 N1 82.11(5) . . ?
O1 Mn1 N1 82.11(5) 10_557 . ?
O3 Mn1 N4 90.76(8) . . ?
O1 Mn1 N4 95.00(5) . . ?
O1 Mn1 N4 95.00(5) 10_557 . ?
N1 Mn1 N4 95.15(11) . . ?
O3 Mn1 Mn1 30.0 . 3_565 ?
O1 Mn1 Mn1 98.97(5) . 3_565 ?
O1 Mn1 Mn1 98.97(5) 10_557 3_565 ?
N1 Mn1 Mn1 155.92(9) . 3_565 ?
N4 Mn1 Mn1 60.76(8) . 3_565 ?
O3 Mn1 Mn1 30.0 . 2_665 ?
O1 Mn1 Mn1 93.84(5) . 2_665 ?
O1 Mn1 Mn1 93.84(5) 10_557 2_665 ?
N1 Mn1 Mn1 144.08(9) . 2_665 ?
N4 Mn1 Mn1 120.76(8) . 2_665 ?
Mn1 Mn1 Mn1 60.0 3_565 2_665 ?
O3 Mn1 Na1 58.845(14) . 10_557 ?
O1 Mn1 Na1 155.76(5) . 10_557 ?
O1 Mn1 Na1 38.86(5) 10_557 10_557 ?
N1 Mn1 Na1 120.971(15) . 10_557 ?
N4 Mn1 Na1 90.39(4) . 10_557 ?
Mn1 Mn1 Na1 63.381(11) 3_565 10_557 ?
Mn1 Mn1 Na1 63.382(11) 2_665 10_557 ?
O3 Mn1 Na1 58.844(14) . . ?
O1 Mn1 Na1 38.86(5) . . ?
O1 Mn1 Na1 155.76(5) 10_557 . ?
N1 Mn1 Na1 120.972(15) . . ?
N4 Mn1 Na1 90.39(4) . . ?
Mn1 Mn1 Na1 63.381(12) 3_565 . ?
Mn1 Mn1 Na1 63.381(11) 2_665 . ?
Na1 Mn1 Na1 117.69(3) 10_557 . ?
O1 Na1 O1 97.35(6) . 3_565 ?
O1 Na1 O1 97.35(6) . 2_665 ?
O1 Na1 O1 97.35(6) 3_565 2_665 ?
O1 Na1 O2 72.84(6) . . ?
O1 Na1 O2 107.57(6) 3_565 . ?
O1 Na1 O2 154.06(6) 2_665 . ?
O1 Na1 O2 154.06(6) . 3_565 ?
O1 Na1 O2 72.84(6) 3_565 3_565 ?
O1 Na1 O2 107.57(6) 2_665 3_565 ?
O2 Na1 O2 87.04(7) . 3_565 ?
O1 Na1 O2 107.57(6) . 2_665 ?
O1 Na1 O2 154.06(6) 3_565 2_665 ?
O1 Na1 O2 72.84(6) 2_665 2_665 ?
O2 Na1 O2 87.04(7) . 2_665 ?
O2 Na1 O2 87.04(7) 3_565 2_665 ?
O1 Na1 Mn1 29.14(4) . . ?
O1 Na1 Mn1 76.50(5) 3_565 . ?
O1 Na1 Mn1 80.11(5) 2_665 . ?
O2 Na1 Mn1 98.48(4) . . ?
O2 Na1 Mn1 149.07(5) 3_565 . ?
O2 Na1 Mn1 123.48(5) 2_665 . ?
O1 Na1 Mn1 80.11(5) . 3_565 ?
O1 Na1 Mn1 29.14(4) 3_565 3_565 ?
O1 Na1 Mn1 76.50(5) 2_665 3_565 ?
O2 Na1 Mn1 123.48(5) . 3_565 ?
O2 Na1 Mn1 98.49(4) 3_565 3_565 ?
O2 Na1 Mn1 149.07(5) 2_665 3_565 ?
Mn1 Na1 Mn1 53.24(2) . 3_565 ?
O1 Na1 Mn1 76.50(5) . 2_665 ?
O1 Na1 Mn1 80.11(5) 3_565 2_665 ?
O1 Na1 Mn1 29.14(4) 2_665 2_665 ?
O2 Na1 Mn1 149.07(5) . 2_665 ?
O2 Na1 Mn1 123.48(5) 3_565 2_665 ?
O2 Na1 Mn1 98.49(4) 2_665 2_665 ?
Mn1 Na1 Mn1 53.24(2) . 2_665 ?
Mn1 Na1 Mn1 53.24(2) 3_565 2_665 ?
C4 O1 Mn1 118.35(13) . . ?
C4 O1 Na1 128.80(13) . . ?
Mn1 O1 Na1 111.99(8) . . ?
C6 O2 Na1 132.09(16) . . ?
Mn1 O3 Mn1 120.0 . 3_565 ?
Mn1 O3 Mn1 120.001(1) . 2_665 ?
Mn1 O3 Mn1 120.0 3_565 2_665 ?
C1 N1 C1 124.0(3) 10_557 . ?
C1 N1 Mn1 117.84(14) 10_557 . ?
C1 N1 Mn1 117.84(14) . . ?
C8 N2 C9 115.5(2) . . ?
N1 C1 C2 119.2(2) . . ?
N1 C1 C4 112.32(19) . . ?
C2 C1 C4 128.5(2) . . ?
C11 N3 C10 115.8(3) . . ?
C1 C2 C3 118.0(2) . . ?
C1 C2 H2A 121.0 . . ?
C3 C2 H2A 121.0 . . ?
C2 C3 C2 121.5(3) 10_557 . ?
C2 C3 H3A 119.2 10_557 . ?
C2 C3 H3A 119.2 . . ?
N2 C8 C11 122.1(2) . . ?
N2 C8 C4 119.0(2) . . ?
C11 C8 C4 118.9(2) . . ?
O1 C4 C8 108.97(18) . . ?
O1 C4 C5 111.43(19) . . ?
C8 C4 C5 112.57(19) . . ?
O1 C4 C1 108.56(17) . . ?
C8 C4 C1 107.79(18) . . ?
C5 C4 C1 107.37(18) . . ?
O2 C6 C7 122.3(2) . . ?
O2 C6 C5 123.8(2) . . ?
C7 C6 C5 113.8(2) . . ?
N3 C11 C8 121.9(2) . . ?
N3 C11 H11A 119.1 . . ?
C8 C11 H11A 119.1 . . ?
C6 C5 C4 117.0(2) . . ?
C6 C5 H5A 108.1 . . ?
C4 C5 H5A 108.1 . . ?
C6 C5 H5B 108.1 . . ?
C4 C5 H5B 108.1 . . ?
H5A C5 H5B 107.3 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N3 C10 C9 122.4(3) . . ?
N3 C10 H10A 118.8 . . ?
C9 C10 H10A 118.8 . . ?
N2 C9 C10 122.3(3) . . ?
N2 C9 H9A 118.9 . . ?
C10 C9 H9A 118.9 . . ?
N5 N4 Mn1 112.1(3) . . ?
N4 N5 N6 177.7(10) . . ?

_refine_diff_density_max         0.707
_refine_diff_density_min         -0.494
_refine_diff_density_rms         0.099

_shelxl_version_number           2014/6



