# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1037586'
_audit_update_record             
;
2014-12-04 deposited with the CCDC.
2015-05-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H18 Co2 N3 Na O12'
_chemical_formula_weight         777.34

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Na Na 0.1353 0.1239 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_H-M   P42/m

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

_cell_length_a                   14.8967(2)
_cell_length_b                   14.8967(2)
_cell_length_c                   10.0502(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2230.26(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1762
_cell_measurement_theta_min      4.1800
_cell_measurement_theta_max      68.4390

_exptl_crystal_description       block
_exptl_crystal_colour            purple
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.158
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             784
_exptl_absorpt_coefficient_mu    6.367
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.45612
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4616
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_av_sigmaI/netI    0.0402
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -5
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.20
_diffrn_reflns_theta_max         73.31
_reflns_number_total             2308
_reflns_number_gt                1630
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1260P)²+0.0000P] where P=(Fo²+2Fc²)/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         2308
_refine_ls_number_parameters     158
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0814
_refine_ls_R_factor_gt           0.0632
_refine_ls_wR_factor_ref         0.1986
_refine_ls_wR_factor_gt          0.1874
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_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
Co1 Co 0.43244(6) 0.19685(6) 0.0000 0.0468(3) Uani 1 2 d S . .
Na1 Na 0.5000 0.0000 0.0000 0.0439(7) Uani 1 4 d S . .
O1 O 0.4141(2) 0.1001(2) 0.1446(3) 0.0574(8) Uani 1 1 d . . .
O2 O 0.4369(2) 0.2258(2) 0.2518(3) 0.0615(8) Uani 1 1 d . . .
O3 O 0.5831(3) 0.1439(4) 0.0000 0.0782(15) Uani 1 2 d S . .
O4 O 0.5373(3) 0.2846(3) 0.0000 0.0681(12) Uani 1 2 d S . .
C1 C 0.4214(3) 0.1447(3) 0.2521(4) 0.0486(9) Uani 1 1 d . . .
C2 C 0.4223(4) 0.1393(4) 0.5000 0.0430(11) Uani 1 2 d S . .
H2 H 0.4422 0.1999 0.5000 0.044(16) Uiso 1 2 calc SR . .
C3 C 0.4082(2) 0.0961(3) 0.3788(4) 0.0427(8) Uani 1 1 d . . .
C4 C 0.3813(3) 0.0064(3) 0.3815(4) 0.0471(9) Uani 1 1 d . . .
H4 H 0.3730 -0.0243 0.2996 0.12(2) Uiso 1 1 calc R . .
C5 C 0.3663(4) -0.0398(4) 0.5000 0.0468(12) Uani 1 2 d S . .
C6 C 0.3330(4) -0.1338(4) 0.5000 0.0474(13) Uani 1 2 d S . .
C7 C 0.2824(8) -0.1652(6) 0.3981(9) 0.071(3) Uani 0.576(8) 1 d P . .
C10A C 0.3483(6) -0.1916(6) 0.3910(9) 0.064(2) Uani 0.576(8) 1 d P . .
C8 C 0.2487(9) -0.2502(7) 0.4010(10) 0.061(3) Uani 0.424(8) 1 d P . .
C9A C 0.3123(6) -0.2773(6) 0.3958(10) 0.045(2) Uani 0.424(8) 1 d P . .
C11 C 0.5998(5) 0.2251(6) 0.0000 0.0675(18) Uani 1 2 d S . .
C12 C 0.6959(5) 0.2570(7) 0.0000 0.095(3) Uani 1 2 d S . .
H12B H 0.7156 0.2674 0.0918 0.21(10) Uiso 0.50 1 calc PR . .
H12C H 0.7004 0.3130 -0.0506 0.08(4) Uiso 0.50 1 calc PR . .
H12A H 0.7342 0.2112 -0.0411 0.09(4) Uiso 0.50 1 calc PR . .
C13 C 0.5203(17) 0.4158(9) 0.313(2) 0.175(11) Uani 0.50 1 d P . .
H13B H 0.4800 0.4098 0.3897 0.263 Uiso 0.50 1 d PR . .
H13C H 0.5827 0.4149 0.3439 0.263 Uiso 0.50 1 d PR . .
H13A H 0.5102 0.3658 0.2516 0.263 Uiso 0.50 1 d PR . .
N1 N 0.2622(3) -0.3082(3) 0.5000 0.0530(11) Uani 1 2 d S . .
N2 N 0.5000 0.5000 0.2500 0.183(8) Uani 1 4 d S . .


_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 O4 2.036(5) . ?
Co1 O1 2.065(3) 7 ?
Co1 O1 2.065(3) . ?
Co1 N1 2.091(5) 2_554 ?
Co1 O3 2.379(5) . ?
Co1 Na1 3.1003(9) . ?
Na1 O1 2.445(3) 5_655 ?
Na1 O1 2.445(3) 3_655 ?
Na1 O1 2.445(3) . ?
Na1 O1 2.445(3) 7 ?
Na1 O3 2.475(5) . ?
Na1 O3 2.475(5) 5_655 ?
Na1 Co1 3.1003(9) 5_655 ?
O1 C1 1.272(5) . ?
O2 C1 1.231(5) . ?
O3 C11 1.235(9) . ?
O4 C11 1.286(9) . ?
C1 C3 1.478(5) . ?
C2 C3 1.394(5) . ?
C2 C3 1.394(5) 7_556 ?
C3 C4 1.394(6) . ?
C4 C5 1.394(5) . ?
C5 C4 1.394(5) 7_556 ?
C5 C6 1.485(8) . ?
C6 C7 1.355(9) . ?
C6 C7 1.355(9) 7_556 ?
C6 C10A 1.412(9) . ?
C6 C10A 1.412(9) 7_556 ?
C7 C10A 1.060(13) . ?
C7 C8 1.362(13) . ?
C7 C9A 1.729(13) . ?
C10A C9A 1.385(12) . ?
C10A C8 1.724(14) . ?
C8 C9A 1.031(15) . ?
C8 N1 1.333(10) . ?
C8 C8 1.990(19) 7_556 ?
C9A N1 1.366(10) . ?
C11 C12 1.509(9) . ?
C13 N2 1.438(14) . ?
N1 C8 1.333(10) 7_556 ?
N1 C9A 1.366(10) 7_556 ?
N1 Co1 2.091(5) 6_556 ?
N2 C13 1.438(14) 8_656 ?
N2 C13 1.438(14) 3_665 ?
N2 C13 1.438(14) 6_566 ?

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
O4 Co1 O1 123.33(13) . 7 ?
O4 Co1 O1 123.33(13) . . ?
O1 Co1 O1 89.50(17) 7 . ?
O4 Co1 N1 112.3(2) . 2_554 ?
O1 Co1 N1 101.97(13) 7 2_554 ?
O1 Co1 N1 101.97(13) . 2_554 ?
O4 Co1 O3 59.3(2) . . ?
O1 Co1 O3 83.89(13) 7 . ?
O1 Co1 O3 83.89(13) . . ?
N1 Co1 O3 171.65(19) 2_554 . ?
O4 Co1 Na1 110.98(16) . . ?
O1 Co1 Na1 51.91(8) 7 . ?
O1 Co1 Na1 51.91(8) . . ?
N1 Co1 Na1 136.67(14) 2_554 . ?
O3 Co1 Na1 51.68(12) . . ?
O1 Na1 O1 72.96(15) 5_655 3_655 ?
O1 Na1 O1 180.0(2) 5_655 . ?
O1 Na1 O1 107.04(15) 3_655 . ?
O1 Na1 O1 107.04(15) 5_655 7 ?
O1 Na1 O1 180.00(12) 3_655 7 ?
O1 Na1 O1 72.96(15) . 7 ?
O1 Na1 O3 105.45(12) 5_655 . ?
O1 Na1 O3 105.45(12) 3_655 . ?
O1 Na1 O3 74.55(12) . . ?
O1 Na1 O3 74.55(12) 7 . ?
O1 Na1 O3 74.55(12) 5_655 5_655 ?
O1 Na1 O3 74.55(12) 3_655 5_655 ?
O1 Na1 O3 105.45(12) . 5_655 ?
O1 Na1 O3 105.45(12) 7 5_655 ?
O3 Na1 O3 180.0(2) . 5_655 ?
O1 Na1 Co1 41.66(7) 5_655 5_655 ?
O1 Na1 Co1 41.66(7) 3_655 5_655 ?
O1 Na1 Co1 138.34(7) . 5_655 ?
O1 Na1 Co1 138.34(7) 7 5_655 ?
O3 Na1 Co1 131.04(13) . 5_655 ?
O3 Na1 Co1 48.96(13) 5_655 5_655 ?
O1 Na1 Co1 138.34(7) 5_655 . ?
O1 Na1 Co1 138.34(7) 3_655 . ?
O1 Na1 Co1 41.66(7) . . ?
O1 Na1 Co1 41.66(7) 7 . ?
O3 Na1 Co1 48.96(13) . . ?
O3 Na1 Co1 131.04(13) 5_655 . ?
Co1 Na1 Co1 180.00(3) 5_655 . ?
C1 O1 Co1 102.9(3) . . ?
C1 O1 Na1 141.0(3) . . ?
Co1 O1 Na1 86.44(10) . . ?
C11 O3 Co1 82.2(4) . . ?
C11 O3 Na1 161.6(5) . . ?
Co1 O3 Na1 79.36(14) . . ?
C11 O4 Co1 96.5(4) . . ?
O2 C1 O1 121.7(4) . . ?
O2 C1 C3 120.5(4) . . ?
O1 C1 C3 117.7(4) . . ?
C3 C2 C3 121.9(5) . 7_556 ?
C4 C3 C2 117.9(4) . . ?
C4 C3 C1 121.6(4) . . ?
C2 C3 C1 120.4(4) . . ?
C5 C4 C3 122.4(4) . . ?
C4 C5 C4 117.4(5) 7_556 . ?
C4 C5 C6 121.3(3) 7_556 . ?
C4 C5 C6 121.3(3) . . ?
C7 C6 C7 98.1(9) . 7_556 ?
C7 C6 C10A 45.0(5) . . ?
C7 C6 C10A 117.7(6) 7_556 . ?
C7 C6 C10A 117.7(6) . 7_556 ?
C7 C6 C10A 45.0(5) 7_556 7_556 ?
C10A C6 C10A 101.7(8) . 7_556 ?
C7 C6 C5 120.7(5) . . ?
C7 C6 C5 120.7(5) 7_556 . ?
C10A C6 C5 121.5(4) . . ?
C10A C6 C5 121.5(4) 7_556 . ?
C10A C7 C6 70.4(8) . . ?
C10A C7 C8 89.9(10) . . ?
C6 C7 C8 120.7(8) . . ?
C10A C7 C9A 53.2(7) . . ?
C6 C7 C9A 101.6(7) . . ?
C8 C7 C9A 36.6(7) . . ?
C7 C10A C9A 89.0(8) . . ?
C7 C10A C6 64.7(7) . . ?
C9A C10A C6 118.2(7) . . ?
C7 C10A C8 52.2(7) . . ?
C9A C10A C8 36.8(5) . . ?
C6 C10A C8 97.2(6) . . ?
C9A C8 N1 69.2(9) . . ?
C9A C8 C7 91.4(11) . . ?
N1 C8 C7 124.2(9) . . ?
C9A C8 C10A 53.5(8) . . ?
N1 C8 C10A 104.0(8) . . ?
C7 C8 C10A 37.9(6) . . ?
C9A C8 C8 92.9(8) . 7_556 ?
N1 C8 C8 41.7(5) . 7_556 ?
C7 C8 C8 91.2(6) . 7_556 ?
C10A C8 C8 93.3(5) . 7_556 ?
C8 C9A N1 65.9(8) . . ?
C8 C9A C10A 89.8(10) . . ?
N1 C9A C10A 123.3(8) . . ?
C8 C9A C7 52.0(8) . . ?
N1 C9A C7 100.0(6) . . ?
C10A C9A C7 37.8(5) . . ?
O3 C11 O4 122.0(6) . . ?
O3 C11 C12 119.9(8) . . ?
O4 C11 C12 118.1(7) . . ?
C8 N1 C8 96.5(10) 7_556 . ?
C8 N1 C9A 44.9(7) 7_556 7_556 ?
C8 N1 C9A 115.9(6) . 7_556 ?
C8 N1 C9A 115.9(6) 7_556 . ?
C8 N1 C9A 44.9(7) . . ?
C9A N1 C9A 100.1(8) 7_556 . ?
C8 N1 Co1 120.2(5) 7_556 6_556 ?
C8 N1 Co1 120.2(5) . 6_556 ?
C9A N1 Co1 123.5(4) 7_556 6_556 ?
C9A N1 Co1 123.5(4) . 6_556 ?
C13 N2 C13 101.2(7) 8_656 3_665 ?
C13 N2 C13 127.6(17) 8_656 6_566 ?
C13 N2 C13 101.2(7) 3_665 6_566 ?
C13 N2 C13 101.2(7) 8_656 . ?
C13 N2 C13 127.6(17) 3_665 . ?
C13 N2 C13 101.2(7) 6_566 . ?

_diffrn_measured_fraction_theta_max 0.968
_diffrn_reflns_theta_full        73.31
_diffrn_measured_fraction_theta_full 0.967
_refine_diff_density_max         0.606
_refine_diff_density_min         -0.371
_refine_diff_density_rms         0.102
# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.000 -0.025 599 127 ' '
_platon_squeeze_details          
;
;
