# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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 1852418'
_audit_update_record             
;
2018-06-29 deposited with the CCDC.
2018-12-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H18 N4 Na O16 Zn2'
_chemical_formula_weight         820.19

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'
Na Na 0.1353 0.1239 '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'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'
'-x, -y, -z'

_cell_length_a                   9.7489(5)
_cell_length_b                   10.0757(5)
_cell_length_c                   10.6156(5)
_cell_angle_alpha                71.619(4)
_cell_angle_beta                 65.447(5)
_cell_angle_gamma                86.347(4)
_cell_volume                     897.32(9)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3209
_cell_measurement_theta_min      4.6386
_cell_measurement_theta_max      70.8610

_exptl_crystal_description       block
_exptl_crystal_colour            peach
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.518
_exptl_crystal_F_000             413
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    2.430
_shelx_estimated_absorpt_T_min   0.605
_shelx_estimated_absorpt_T_max   0.743
_exptl_absorpt_correction_T_min  0.70789
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'Micro-Focus (Cu) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'OXFORD DIFFRACTION SUPER NOVA'
_diffrn_measurement_method       ω/q-scan
_diffrn_detector_area_resol_mean 15.9948
_diffrn_reflns_number            5532
_diffrn_reflns_av_unetI/netI     0.0553
_diffrn_reflns_av_R_equivalents  0.0770
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         4.639
_diffrn_reflns_theta_max         71.228
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3382
_reflns_number_gt                3113
_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.
 
 _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       'CrysAlis CCD, Oxford Diffraction Ltd.,'
_computing_cell_refinement       'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_data_reduction        'CrysAlis RED, Oxford Diffraction Ltd.,'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    Ortep3
_computing_publication_material  Shelx97
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1447P)²+1.1522P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3382
_refine_ls_number_parameters     233
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0757
_refine_ls_R_factor_gt           0.0730
_refine_ls_wR_factor_ref         0.2088
_refine_ls_wR_factor_gt          0.2023
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_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
Na1 Na 0.000000 0.000000 0.000000 0.0426(6) Uani 1 2 d S . P . .
Zn1 Zn 0.15757(5) 0.27845(5) -0.28205(5) 0.0344(3) Uani 1 1 d . . . . .
O1 O 0.3353(3) 0.2523(4) -0.2310(3) 0.0457(7) Uani 1 1 d . . . . .
O2 O 0.1678(3) 0.1526(4) -0.0044(4) 0.0507(8) Uani 1 1 d . . . . .
O3 O 0.3135(4) 0.0137(4) 0.4035(3) 0.0560(9) Uani 1 1 d . . . . .
O4 O 0.5512(4) 0.0443(4) 0.3665(3) 0.0474(8) Uani 1 1 d . . . . .
H4 H 0.632724 0.074674 0.296713 0.071 Uiso 1 1 calc R U . . .
O5 O -0.0559(3) 0.2218(3) -0.1365(3) 0.0388(7) Uani 1 1 d . . . . .
O6 O -0.1129(4) 0.2847(4) -0.3254(3) 0.0550(9) Uani 1 1 d . . . . .
O7 O 0.1593(4) 0.0508(3) -0.2679(4) 0.0455(7) Uani 1 1 d . . . . .
O8 O 0.1311(5) 0.4818(4) -0.2665(4) 0.0659(11) Uani 1 1 d . . . . .
H8A H 0.090673 0.505222 -0.189423 0.099 Uiso 1 1 d R U . . .
H8B H 0.158395 0.559282 -0.335813 0.099 Uiso 1 1 d R U . . .
N1 N 0.2723(4) 0.3470(4) -0.5078(3) 0.0352(7) Uani 1 1 d . . . . .
N2 N 0.5346(4) 0.4875(4) -0.9613(4) 0.0394(8) Uani 1 1 d . . . . .
C1 C 0.4212(5) 0.3708(5) -0.5653(4) 0.0456(11) Uani 1 1 d . . . . .
H1 H 0.468950 0.356398 -0.502842 0.055 Uiso 1 1 calc R U . . .
C2 C 0.5089(5) 0.4162(6) -0.7149(5) 0.0466(11) Uani 1 1 d . . . . .
H2 H 0.613488 0.430638 -0.752257 0.056 Uiso 1 1 calc R U . . .
C3 C 0.4374(5) 0.4394(4) -0.8063(4) 0.0351(8) Uani 1 1 d . . . . .
C4 C 0.2836(5) 0.4162(6) -0.7477(5) 0.0474(11) Uani 1 1 d . . . . .
H4A H 0.233373 0.431585 -0.808183 0.057 Uiso 1 1 calc R U . . .
C5 C 0.2043(5) 0.3702(6) -0.5990(5) 0.0481(11) Uani 1 1 d . . . . .
H5 H 0.099727 0.354420 -0.559797 0.058 Uiso 1 1 calc R U . . .
C6 C 0.2993(5) 0.1966(4) -0.0952(4) 0.0357(8) Uani 1 1 d . . . . .
C7 C 0.4229(4) 0.1821(4) -0.0439(4) 0.0289(7) Uani 1 1 d . . . . .
C8 C 0.3842(4) 0.1271(4) 0.1054(4) 0.0316(8) Uani 1 1 d . . . . .
H8 H 0.283770 0.098518 0.169829 0.038 Uiso 1 1 calc R U . . .
C9 C 0.4938(4) 0.1142(4) 0.1595(4) 0.0308(8) Uani 1 1 d . . . . .
C10 C 0.4466(4) 0.0525(4) 0.3204(4) 0.0329(8) Uani 1 1 d . . . . .
C11 C 0.6441(4) 0.1554(4) 0.0623(4) 0.0301(7) Uani 1 1 d . . . . .
H11 H 0.717452 0.149917 0.097896 0.036 Uiso 1 1 calc R U . . .
C12 C 0.6861(4) 0.2050(4) -0.0883(4) 0.0296(7) Uani 1 1 d . . . . .
C13 C -0.1513(5) 0.2407(4) -0.1917(4) 0.0337(8) Uani 1 1 d . . . . .
C14 C 0.5723(4) 0.2197(4) -0.1385(4) 0.0299(7) Uani 1 1 d . . . . .
H14 H 0.598402 0.255700 -0.238301 0.036 Uiso 1 1 calc R U . . .


_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
Na1 O2 2.292(3) 2 ?
Na1 O2 2.292(3) . ?
Na1 O5 2.418(3) . ?
Na1 O5 2.418(3) 2 ?
Na1 O7 2.505(3) . ?
Na1 O7 2.505(3) 2 ?
Na1 Zn1 3.2595(5) . ?
Na1 Zn1 3.2595(5) 2 ?
Zn1 O5 1.991(3) . ?
Zn1 O1 2.000(3) . ?
Zn1 N1 2.073(3) . ?
Zn1 O8 2.098(4) . ?
Zn1 O7 2.250(3) . ?
O1 C6 1.269(5) . ?
O2 C6 1.243(5) . ?
O3 C10 1.229(5) . ?
O4 C10 1.291(5) . ?
O4 H4 0.8200 . ?
O5 C13 1.267(5) . ?
O6 C13 1.239(5) . ?
O8 H8A 0.8500 . ?
O8 H8B 0.8499 . ?
N1 C1 1.324(6) . ?
N1 C5 1.342(6) . ?
N2 N2 1.225(7) 2_663 ?
N2 C3 1.449(5) . ?
C1 C2 1.388(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.371(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.366(6) . ?
C4 C5 1.369(6) . ?
C4 H4A 0.9300 . ?
C5 H5 0.9300 . ?
C6 C7 1.497(5) . ?
C7 C14 1.374(5) . ?
C7 C8 1.392(5) . ?
C8 C9 1.391(6) . ?
C8 H8 0.9300 . ?
C9 C11 1.391(5) . ?
C9 C10 1.493(5) . ?
C11 C12 1.397(5) . ?
C11 H11 0.9300 . ?
C12 C14 1.398(5) . ?
C12 C13 1.492(5) 1_655 ?
C14 H14 0.9300 . ?

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
O2 Na1 O2 180.0 2 . ?
O2 Na1 O5 101.26(11) 2 . ?
O2 Na1 O5 78.74(11) . . ?
O2 Na1 O5 78.74(11) 2 2 ?
O2 Na1 O5 101.26(11) . 2 ?
O5 Na1 O5 180.0 . 2 ?
O2 Na1 O7 93.17(11) 2 . ?
O2 Na1 O7 86.83(11) . . ?
O5 Na1 O7 69.79(10) . . ?
O5 Na1 O7 110.21(10) 2 . ?
O2 Na1 O7 86.83(11) 2 2 ?
O2 Na1 O7 93.17(11) . 2 ?
O5 Na1 O7 110.21(10) . 2 ?
O5 Na1 O7 69.79(10) 2 2 ?
O7 Na1 O7 180.0 . 2 ?
O2 Na1 Zn1 121.03(8) 2 . ?
O2 Na1 Zn1 58.97(8) . . ?
O5 Na1 Zn1 37.50(6) . . ?
O5 Na1 Zn1 142.50(6) 2 . ?
O7 Na1 Zn1 43.55(7) . . ?
O7 Na1 Zn1 136.45(7) 2 . ?
O2 Na1 Zn1 58.97(8) 2 2 ?
O2 Na1 Zn1 121.03(8) . 2 ?
O5 Na1 Zn1 142.50(6) . 2 ?
O5 Na1 Zn1 37.50(6) 2 2 ?
O7 Na1 Zn1 136.45(7) . 2 ?
O7 Na1 Zn1 43.55(7) 2 2 ?
Zn1 Na1 Zn1 180.0 . 2 ?
O5 Zn1 O1 124.01(12) . . ?
O5 Zn1 N1 136.57(13) . . ?
O1 Zn1 N1 98.92(13) . . ?
O5 Zn1 O8 89.72(15) . . ?
O1 Zn1 O8 93.69(17) . . ?
N1 Zn1 O8 94.12(15) . . ?
O5 Zn1 O7 83.01(12) . . ?
O1 Zn1 O7 87.84(14) . . ?
N1 Zn1 O7 93.30(13) . . ?
O8 Zn1 O7 172.10(13) . . ?
O5 Zn1 Na1 47.67(8) . . ?
O1 Zn1 Na1 85.61(9) . . ?
N1 Zn1 Na1 143.11(10) . . ?
O8 Zn1 Na1 122.26(11) . . ?
O7 Zn1 Na1 50.08(8) . . ?
C6 O1 Zn1 113.4(3) . . ?
C6 O2 Na1 130.3(3) . . ?
C10 O4 H4 109.5 . . ?
C13 O5 Zn1 114.3(2) . . ?
C13 O5 Na1 126.8(3) . . ?
Zn1 O5 Na1 94.83(11) . . ?
Zn1 O7 Na1 86.37(11) . . ?
Zn1 O8 H8A 127.7 . . ?
Zn1 O8 H8B 127.8 . . ?
H8A O8 H8B 104.5 . . ?
C1 N1 C5 118.1(4) . . ?
C1 N1 Zn1 118.0(3) . . ?
C5 N1 Zn1 123.9(3) . . ?
N2 N2 C3 113.5(5) 2_663 . ?
N1 C1 C2 122.7(4) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
C3 C2 C1 118.3(4) . . ?
C3 C2 H2 120.8 . . ?
C1 C2 H2 120.8 . . ?
C4 C3 C2 119.3(4) . . ?
C4 C3 N2 124.9(4) . . ?
C2 C3 N2 115.8(4) . . ?
C3 C4 C5 119.3(4) . . ?
C3 C4 H4A 120.4 . . ?
C5 C4 H4A 120.4 . . ?
N1 C5 C4 122.3(4) . . ?
N1 C5 H5 118.8 . . ?
C4 C5 H5 118.8 . . ?
O2 C6 O1 123.1(4) . . ?
O2 C6 C7 119.1(3) . . ?
O1 C6 C7 117.7(3) . . ?
C14 C7 C8 119.1(3) . . ?
C14 C7 C6 122.5(3) . . ?
C8 C7 C6 118.4(3) . . ?
C9 C8 C7 120.9(3) . . ?
C9 C8 H8 119.6 . . ?
C7 C8 H8 119.6 . . ?
C11 C9 C8 119.2(3) . . ?
C11 C9 C10 122.1(3) . . ?
C8 C9 C10 118.7(3) . . ?
O3 C10 O4 122.5(4) . . ?
O3 C10 C9 120.7(4) . . ?
O4 C10 C9 116.8(3) . . ?
C9 C11 C12 120.8(3) . . ?
C9 C11 H11 119.6 . . ?
C12 C11 H11 119.6 . . ?
C11 C12 C14 118.3(3) . . ?
C11 C12 C13 120.2(3) . 1_655 ?
C14 C12 C13 121.5(3) . 1_655 ?
O6 C13 O5 122.2(4) . . ?
O6 C13 C12 120.7(4) . 1_455 ?
O5 C13 C12 117.1(3) . 1_455 ?
C7 C14 C12 121.6(3) . . ?
C7 C14 H14 119.2 . . ?
C12 C14 H14 119.2 . . ?

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
C5 N1 C1 C2 -1.0(7) . . . . ?
Zn1 N1 C1 C2 179.7(4) . . . . ?
N1 C1 C2 C3 1.0(8) . . . . ?
C1 C2 C3 C4 -0.4(7) . . . . ?
C1 C2 C3 N2 179.6(4) . . . . ?
N2 N2 C3 C4 3.0(7) 2_663 . . . ?
N2 N2 C3 C2 -177.1(5) 2_663 . . . ?
C2 C3 C4 C5 -0.1(7) . . . . ?
N2 C3 C4 C5 179.8(4) . . . . ?
C1 N1 C5 C4 0.4(8) . . . . ?
Zn1 N1 C5 C4 179.6(4) . . . . ?
C3 C4 C5 N1 0.1(8) . . . . ?
Na1 O2 C6 O1 52.7(6) . . . . ?
Na1 O2 C6 C7 -126.4(3) . . . . ?
Zn1 O1 C6 O2 5.3(6) . . . . ?
Zn1 O1 C6 C7 -175.5(3) . . . . ?
O2 C6 C7 C14 175.6(4) . . . . ?
O1 C6 C7 C14 -3.6(6) . . . . ?
O2 C6 C7 C8 -3.7(6) . . . . ?
O1 C6 C7 C8 177.1(4) . . . . ?
C14 C7 C8 C9 2.1(6) . . . . ?
C6 C7 C8 C9 -178.5(3) . . . . ?
C7 C8 C9 C11 -0.9(6) . . . . ?
C7 C8 C9 C10 -179.1(3) . . . . ?
C11 C9 C10 O3 -178.1(4) . . . . ?
C8 C9 C10 O3 0.1(6) . . . . ?
C11 C9 C10 O4 2.8(6) . . . . ?
C8 C9 C10 O4 -179.0(4) . . . . ?
C8 C9 C11 C12 -2.0(6) . . . . ?
C10 C9 C11 C12 176.1(4) . . . . ?
C9 C11 C12 C14 3.6(5) . . . . ?
C9 C11 C12 C13 -176.3(3) . . . 1_655 ?
Zn1 O5 C13 O6 3.1(5) . . . . ?
Na1 O5 C13 O6 -113.8(4) . . . . ?
Zn1 O5 C13 C12 -178.0(3) . . . 1_455 ?
Na1 O5 C13 C12 65.1(4) . . . 1_455 ?
C8 C7 C14 C12 -0.5(6) . . . . ?
C6 C7 C14 C12 -179.8(3) . . . . ?
C11 C12 C14 C7 -2.3(6) . . . . ?
C13 C12 C14 C7 177.6(3) 1_655 . . . ?

_refine_diff_density_max         0.657
_refine_diff_density_min         -1.246
_refine_diff_density_rms         0.134


# 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 0.037 0.463 183 44 ' '
_platon_squeeze_details          
;
;
