# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2016

####################################################################### 
# 
# 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 1472736'
_audit_update_record             
;
2016-04-07 deposited with the CCDC.
2016-09-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         C36H36N24O12,2Na+3H2O,2I-,2H2O
_chemical_formula_sum            'C36 H36 I2 N24 Na2 O20'
_chemical_formula_weight         1440.67

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'
I I -0.3257 6.8362 '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'
Na Na 0.1353 0.1239 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pnnm

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

_cell_length_a                   11.6184(7)
_cell_length_b                   15.9574(10)
_cell_length_c                   15.0119(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2783.2(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4327
_cell_measurement_theta_min      4.04
_cell_measurement_theta_max      73.22

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.700
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1416
_exptl_absorpt_coefficient_mu    9.857
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.2699
_exptl_absorpt_correction_T_max  0.5060

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Agilent Supranova'
_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            6700
_diffrn_reflns_av_R_equivalents  0.0302
_diffrn_reflns_av_sigmaI/netI    0.0307
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         4.04
_diffrn_reflns_theta_max         73.22
_reflns_number_total             2829
_reflns_number_gt                2196
_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)+(0.1443P)²+4.6915P] 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         2829
_refine_ls_number_parameters     204
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0801
_refine_ls_R_factor_gt           0.0665
_refine_ls_wR_factor_ref         0.2235
_refine_ls_wR_factor_gt          0.2055
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_restrained_S_all      1.072
_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
I1 I 0.73393(6) -0.00206(3) 0.0000 0.0521(3) Uani 1 2 d S . .
N2 N 0.3724(4) -0.5401(3) -0.2858(3) 0.0437(11) Uani 1 1 d . . .
N3 N 0.4305(4) -0.4080(3) -0.2978(4) 0.0475(12) Uani 1 1 d . . .
C5 C 0.4291(6) -0.3187(4) -0.2889(4) 0.0491(14) Uani 1 1 d . . .
H5A H 0.3480 -0.2999 -0.2850 0.059 Uiso 1 1 calc R . .
H5B H 0.4627 -0.2937 -0.3434 0.059 Uiso 1 1 calc R . .
O2 O 0.2535(4) -0.4347(3) -0.2360(4) 0.0614(13) Uani 1 1 d . . .
C4 C 0.3427(5) -0.4588(4) -0.2696(4) 0.0458(13) Uani 1 1 d . . .
C2 C 0.2891(5) -0.6074(4) -0.2823(4) 0.0475(14) Uani 1 1 d . . .
H2A H 0.2913 -0.6388 -0.3391 0.057 Uiso 1 1 calc R . .
H2B H 0.2111 -0.5832 -0.2757 0.057 Uiso 1 1 calc R . .
C3 C 0.4769(5) -0.5454(4) -0.3386(4) 0.0438(13) Uani 1 1 d . . .
H3 H 0.4607 -0.5656 -0.4004 0.053 Uiso 1 1 calc R . .
N4 N 0.4910(4) -0.2866(3) -0.2123(4) 0.0440(12) Uani 1 1 d . . .
N5 N 0.5175(4) -0.2268(3) -0.0807(4) 0.0433(11) Uani 1 1 d . . .
C9 C 0.4893(7) -0.1827(5) 0.0000 0.0436(19) Uani 1 2 d S . .
H9A H 0.5304 -0.1283 0.0000 0.052 Uiso 1 2 calc SR . .
H9B H 0.4057 -0.1705 0.0000 0.052 Uiso 1 2 calc SR . .
N1 N 0.3105(4) -0.6650(3) -0.2090(3) 0.0438(11) Uani 1 1 d . . .
C10 C 0.4373(5) -0.2619(3) -0.1358(4) 0.0448(13) Uani 1 1 d . . .
C7 C 0.6298(5) -0.2217(3) -0.1230(4) 0.0396(12) Uani 1 1 d . . .
H7 H 0.6549 -0.1622 -0.1305 0.048 Uiso 1 1 calc R . .
C6 C 0.6122(5) -0.2651(3) -0.2139(4) 0.0430(13) Uani 1 1 d . . .
H6 H 0.6313 -0.2270 -0.2647 0.052 Uiso 1 1 calc R . .
O1 O 0.1747(4) -0.6117(3) -0.1128(3) 0.0592(12) Uani 1 1 d . . .
N6 N 0.7177(4) -0.2712(3) -0.0805(3) 0.0413(11) Uani 1 1 d . . .
O3 O 0.3346(4) -0.2691(3) -0.1197(3) 0.0577(12) Uani 1 1 d . . .
C1 C 0.2495(4) -0.6623(4) -0.1315(4) 0.0414(12) Uani 1 1 d . . .
C8 C 0.7777(7) -0.2477(6) 0.0000 0.0426(18) Uani 1 2 d S . .
H8A H 0.8546 -0.2744 0.0000 0.051 Uiso 1 2 calc SR . .
H8B H 0.7894 -0.1862 0.0000 0.051 Uiso 1 2 calc SR . .
Na7 Na 0.133(3) -0.5011(9) 0.0000 0.300(15) Uani 1 2 d S . .
O4W O 0.0000 -0.5000 -0.3318(16) 0.168(9) Uani 1 2 d S . .
O3W O 0.1054(13) -0.2463(15) 0.0000 0.208(8) Uani 1 2 d S . .
O2W O 0.295(2) -0.437(3) 0.0000 0.286(15) Uani 1 2 d S . .
O1W O 0.0689(16) -0.402(2) -0.1248(17) 0.210(12) Uani 0.50 1 d P . .


_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
N2 C4 1.364(9) . ?
N2 C2 1.446(7) . ?
N2 C3 1.452(8) . ?
N3 C4 1.370(8) . ?
N3 C5 1.432(7) . ?
N3 C3 1.444(8) 2_645 ?
C5 N4 1.450(8) . ?
O2 C4 1.215(8) . ?
C2 N1 1.455(8) . ?
C3 N3 1.444(8) 2_645 ?
C3 C3 1.545(12) 2_645 ?
N4 C10 1.365(8) . ?
N4 C6 1.450(7) . ?
N5 C10 1.366(8) . ?
N5 C9 1.439(7) . ?
N5 C7 1.454(7) . ?
C9 N5 1.439(7) 6 ?
N1 C1 1.362(7) . ?
N1 C6 1.434(7) 2_645 ?
C10 O3 1.223(7) . ?
C7 N6 1.439(7) . ?
C7 C6 1.543(8) . ?
C6 N1 1.434(7) 2_645 ?
O1 C1 1.220(7) . ?
O1 Na7 2.492(14) . ?
N6 C1 1.363(8) 2_645 ?
N6 C8 1.445(6) . ?
C1 N6 1.363(8) 2_645 ?
C8 N6 1.445(6) 6 ?
Na7 O2W 2.13(4) . ?
Na7 O1 2.492(14) 6 ?
Na7 O1W 2.56(3) 6 ?
Na7 O1W 2.56(3) . ?
Na7 Na7 3.10(8) 5_545 ?

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
C4 N2 C2 122.1(5) . . ?
C4 N2 C3 111.4(5) . . ?
C2 N2 C3 122.4(5) . . ?
C4 N3 C5 123.5(5) . . ?
C4 N3 C3 112.4(5) . 2_645 ?
C5 N3 C3 124.1(5) . 2_645 ?
N3 C5 N4 114.8(5) . . ?
O2 C4 N2 126.2(6) . . ?
O2 C4 N3 125.2(6) . . ?
N2 C4 N3 108.6(5) . . ?
N2 C2 N1 112.6(5) . . ?
N3 C3 N2 115.0(5) 2_645 . ?
N3 C3 C3 103.0(5) 2_645 2_645 ?
N2 C3 C3 103.6(6) . 2_645 ?
C10 N4 C5 122.9(5) . . ?
C10 N4 C6 112.9(5) . . ?
C5 N4 C6 123.5(5) . . ?
C10 N5 C9 123.7(5) . . ?
C10 N5 C7 111.7(5) . . ?
C9 N5 C7 123.0(5) . . ?
N5 C9 N5 114.6(7) 6 . ?
C1 N1 C6 113.2(5) . 2_645 ?
C1 N1 C2 122.4(5) . . ?
C6 N1 C2 124.1(5) 2_645 . ?
O3 C10 N4 125.7(6) . . ?
O3 C10 N5 125.8(6) . . ?
N4 C10 N5 108.5(5) . . ?
N6 C7 N5 114.4(5) . . ?
N6 C7 C6 103.9(4) . . ?
N5 C7 C6 104.0(4) . . ?
N1 C6 N4 115.0(5) 2_645 . ?
N1 C6 C7 102.7(4) 2_645 . ?
N4 C6 C7 102.7(5) . . ?
C1 O1 Na7 139.7(9) . . ?
C1 N6 C7 112.1(5) 2_645 . ?
C1 N6 C8 122.5(5) 2_645 . ?
C7 N6 C8 124.8(5) . . ?
O1 C1 N1 126.0(6) . . ?
O1 C1 N6 125.8(6) . 2_645 ?
N1 C1 N6 108.0(5) . 2_645 ?
N6 C8 N6 113.6(6) 6 . ?
O2W Na7 O1 99.8(14) . 6 ?
O2W Na7 O1 99.8(14) . . ?
O1 Na7 O1 85.6(6) 6 . ?
O2W Na7 O1W 87.8(12) . 6 ?
O1 Na7 O1W 89.8(7) 6 6 ?
O1 Na7 O1W 171.7(15) . 6 ?
O2W Na7 O1W 87.8(12) . . ?
O1 Na7 O1W 171.7(15) 6 . ?
O1 Na7 O1W 89.8(7) . . ?
O1W Na7 O1W 93.9(14) 6 . ?
O2W Na7 Na7 150.8(16) . 5_545 ?
O1 Na7 Na7 101.6(10) 6 5_545 ?
O1 Na7 Na7 101.6(10) . 5_545 ?
O1W Na7 Na7 72.6(10) 6 5_545 ?
O1W Na7 Na7 72.6(10) . 5_545 ?

_diffrn_measured_fraction_theta_max 0.971
_diffrn_reflns_theta_full        73.22
_diffrn_measured_fraction_theta_full 0.971
_refine_diff_density_max         1.700
_refine_diff_density_min         -1.378
_refine_diff_density_rms         0.155
