# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2017

####################################################################### 
# 
# 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_mm
_database_code_depnum_ccdc_archive 'CCDC 1422972'
_audit_update_record             
;
2015-09-08 deposited with the CCDC.
2017-01-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C66 H18 N21 O24 Zn8'
_chemical_formula_weight         2012.13

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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Hexagonal
_symmetry_space_group_name_H-M   'P 63/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                   20.034(5)
_cell_length_b                   20.034(5)
_cell_length_c                   30.459(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 90.000(5)
_cell_angle_gamma                120.000(5)
_cell_volume                     10587(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    'total reflection'
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    0.631
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1986.0
_exptl_absorpt_coefficient_mu    0.923
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.752
_exptl_absorpt_correction_T_max  0.863
_exptl_absorpt_process_details   'SADABS(Sheldrick, 1996)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX CCD area-detector'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            60098
_diffrn_reflns_av_R_equivalents  0.2119
_diffrn_reflns_av_sigmaI/netI    0.1501
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         1.17
_diffrn_reflns_theta_max         25.00
_reflns_number_total             6353
_reflns_number_gt                3077
_reflns_threshold_expression     >2σ(I)

_computing_data_collection       'SMART (Bruker, 1997)'
_computing_cell_refinement       'SMART (Bruker, 1997)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXS-97(Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'SHELXTL-PLUS (Sheldrick, 1990)'
_computing_publication_material  SHELXL-97

_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 > 2σ(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)+(0.1489P)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         6353
_refine_ls_number_parameters     211
_refine_ls_number_restraints     302
_refine_ls_R_factor_all          0.1871
_refine_ls_R_factor_gt           0.1030
_refine_ls_wR_factor_ref         0.2822
_refine_ls_wR_factor_gt          0.2483
_refine_ls_goodness_of_fit_ref   0.976
_refine_ls_restrained_S_all      0.995
_refine_ls_shift/su_max          0.016
_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
Zn1 Zn 0.3333 0.6667 0.39545(5) 0.0287(4) Uani 1 3 d S . .
Zn2 Zn 0.49141(6) 0.64614(6) 0.43095(3) 0.0437(4) Uani 1 1 d . . .
C1 C 0.1838(5) 0.5355(7) 0.3452(3) 0.060(3) Uani 1 1 d U . .
C3 C 0.1726(6) 0.5254(6) 0.2966(3) 0.071(3) Uani 1 1 d U . .
C2A C 0.2165(18) 0.5969(15) 0.2672(7) 0.055(4) Uani 0.50 1 d PU . 1
C4A C 0.1372(13) 0.4641(12) 0.2736(7) 0.056(4) Uani 0.50 1 d PU . 1
N4A N 0.084(2) 0.388(2) 0.2870(12) 0.079(6) Uani 0.25 1 d PU . 1
C2B C 0.2149(18) 0.6104(16) 0.2791(8) 0.055(4) Uani 0.50 1 d PU . 2
C4B C 0.1087(12) 0.4839(12) 0.2753(7) 0.053(4) Uani 0.50 1 d PU . 2
N4B N 0.046(2) 0.435(2) 0.3030(12) 0.082(6) Uani 0.25 1 d PU . 2
C5 C 0.5376(5) 0.8045(5) 0.4684(3) 0.0459(17) Uani 1 1 d U . .
C6 C 0.4988(4) 0.8522(4) 0.4681(2) 0.0264(15) Uani 1 1 d DU . .
C7 C 0.5425(4) 0.9292(4) 0.4894(3) 0.0459(18) Uani 1 1 d DU . .
H7 H 0.5224 0.9622 0.4887 0.055 Uiso 1 1 calc R . .
C8 C 0.6133(5) 0.9532(5) 0.5104(3) 0.0485(19) Uani 1 1 d DU . .
C9 C 0.6446(5) 0.9064(5) 0.5099(3) 0.0489(18) Uani 1 1 d U . .
H9 H 0.6897 0.9231 0.5260 0.059 Uiso 1 1 calc R . .
C10 C 0.6179(5) 0.8399(5) 0.4891(3) 0.0515(19) Uani 1 1 d U . .
H10 H 0.6469 0.8154 0.4871 0.062 Uiso 1 1 calc R . .
C11 C 0.6531(7) 1.0313(5) 0.5328(3) 0.066(3) Uani 1 1 d DU . .
N1 N 0.4908(4) 0.7411(4) 0.4459(2) 0.0351(16) Uani 1 1 d U . .
N2 N 0.4310(4) 0.7524(4) 0.4345(2) 0.051(2) Uani 1 1 d U . .
N3 N 0.4415(5) 0.8188(5) 0.4461(3) 0.058(2) Uani 1 1 d U . .
O1 O 0.2455(4) 0.5844(4) 0.3600(2) 0.067(2) Uani 1 1 d U . .
O2 O 0.1249(4) 0.4857(4) 0.3680(2) 0.068(2) Uani 1 1 d U . .
O3 O 0.7090(4) 1.0505(3) 0.5523(2) 0.0587(19) Uani 1 1 d U . .
O4 O 0.6105(4) 1.0637(4) 0.5324(2) 0.0595(18) Uani 1 1 d U . .


_geom_special_details            
;
 All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell s.u.'s are taken
 into account individually in the estimation of s.u.'s in distances, angles
 and torsion angles; correlations between s.u.'s in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell s.u.'s is used for estimating s.u.'s 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
Zn1 O1 2.020(6) 4_565 ?
Zn1 O1 2.020(6) . ?
Zn1 O1 2.020(6) 3_665 ?
Zn1 N2 2.197(7) 3_665 ?
Zn1 N2 2.197(7) . ?
Zn1 N2 2.197(7) 4_565 ?
Zn2 O4 1.945(6) 10_656 ?
Zn2 N1 1.961(7) . ?
Zn2 O2 1.992(6) 3_665 ?
Zn2 N3 2.123(8) 4_565 ?
C1 O1 1.217(10) . ?
C1 O2 1.301(11) . ?
C1 C3 1.494(13) . ?
C3 C4A 1.28(2) . ?
C3 C4B 1.30(2) . ?
C3 C2A 1.54(3) . ?
C3 C2B 1.57(3) . ?
C2A C2A 1.05(4) 8_556 ?
C4A N4A 1.41(4) . ?
C4A C4A 1.44(4) 8_556 ?
C2B C2B 1.77(5) 8_556 ?
C4B N4B 1.42(4) . ?
C4B C4B 1.54(4) 8_556 ?
C5 N1 1.332(10) . ?
C5 C6 1.503(10) . ?
C5 C10 1.533(12) . ?
C6 N3 1.202(10) . ?
C6 C7 1.489(8) . ?
C7 C8 1.405(11) . ?
C7 H7 0.9300 . ?
C8 C9 1.365(12) . ?
C8 C11 1.517(8) . ?
C9 C10 1.323(12) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 O3 1.152(11) . ?
C11 O4 1.304(11) . ?
N1 N2 1.371(10) . ?
N2 N3 1.289(10) . ?
N3 Zn2 2.123(8) 3_665 ?
O2 Zn2 1.992(6) 4_565 ?
O4 Zn2 1.945(6) 9_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
O1 Zn1 O1 94.0(2) 4_565 . ?
O1 Zn1 O1 94.0(2) 4_565 3_665 ?
O1 Zn1 O1 94.0(2) . 3_665 ?
O1 Zn1 N2 84.3(3) 4_565 3_665 ?
O1 Zn1 N2 88.2(3) . 3_665 ?
O1 Zn1 N2 177.3(3) 3_665 3_665 ?
O1 Zn1 N2 88.2(3) 4_565 . ?
O1 Zn1 N2 177.3(3) . . ?
O1 Zn1 N2 84.3(3) 3_665 . ?
N2 Zn1 N2 93.5(3) 3_665 . ?
O1 Zn1 N2 177.3(3) 4_565 4_565 ?
O1 Zn1 N2 84.3(3) . 4_565 ?
O1 Zn1 N2 88.2(3) 3_665 4_565 ?
N2 Zn1 N2 93.5(3) 3_665 4_565 ?
N2 Zn1 N2 93.5(3) . 4_565 ?
O4 Zn2 N1 120.3(3) 10_656 . ?
O4 Zn2 O2 109.5(3) 10_656 3_665 ?
N1 Zn2 O2 113.8(3) . 3_665 ?
O4 Zn2 N3 98.5(3) 10_656 4_565 ?
N1 Zn2 N3 103.1(3) . 4_565 ?
O2 Zn2 N3 110.0(3) 3_665 4_565 ?
O1 C1 O2 125.8(9) . . ?
O1 C1 C3 119.9(9) . . ?
O2 C1 C3 114.1(8) . . ?
C4A C3 C4B 38.2(12) . . ?
C4A C3 C1 130.3(13) . . ?
C4B C3 C1 127.9(12) . . ?
C4A C3 C2A 111.1(13) . . ?
C4B C3 C2A 103.2(15) . . ?
C1 C3 C2A 118.2(11) . . ?
C4A C3 C2B 126.6(14) . . ?
C4B C3 C2B 110.5(16) . . ?
C1 C3 C2B 103.1(12) . . ?
C2A C3 C2B 17.1(14) . . ?
C2A C2A C3 125.6(9) 8_556 . ?
C3 C4A N4A 129(2) . . ?
C3 C4A C4A 123.3(10) . 8_556 ?
N4A C4A C4A 106.8(17) . 8_556 ?
C3 C2B C2B 109.9(9) . 8_556 ?
C3 C4B N4B 113(2) . . ?
C3 C4B C4B 120.0(10) . 8_556 ?
N4B C4B C4B 126.5(17) . 8_556 ?
N1 C5 C6 105.2(7) . . ?
N1 C5 C10 136.7(8) . . ?
C6 C5 C10 117.8(7) . . ?
N3 C6 C7 136.1(8) . . ?
N3 C6 C5 107.7(7) . . ?
C7 C6 C5 115.7(7) . . ?
C8 C7 C6 121.5(8) . . ?
C8 C7 H7 119.2 . . ?
C6 C7 H7 119.3 . . ?
C9 C8 C7 119.5(8) . . ?
C9 C8 C11 122.0(9) . . ?
C7 C8 C11 118.5(9) . . ?
C10 C9 C8 127.2(9) . . ?
C10 C9 H9 116.4 . . ?
C8 C9 H9 116.4 . . ?
C9 C10 C5 117.7(8) . . ?
C9 C10 H10 121.2 . . ?
C5 C10 H10 121.2 . . ?
O3 C11 O4 127.5(9) . . ?
O3 C11 C8 119.9(9) . . ?
O4 C11 C8 111.8(9) . . ?
C5 N1 N2 103.3(6) . . ?
C5 N1 Zn2 134.6(5) . . ?
N2 N1 Zn2 122.1(5) . . ?
N3 N2 N1 113.3(7) . . ?
N3 N2 Zn1 125.3(6) . . ?
N1 N2 Zn1 121.2(5) . . ?
C6 N3 N2 110.1(8) . . ?
C6 N3 Zn2 131.4(7) . 3_665 ?
N2 N3 Zn2 118.0(6) . 3_665 ?
C1 O1 Zn1 167.2(7) . . ?
C1 O2 Zn2 106.6(6) . 4_565 ?
C11 O4 Zn2 115.8(6) . 9_566 ?

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
O1 C1 C3 C4A 140.1(19) . . . . ?
O2 C1 C3 C4A -36(2) . . . . ?
O1 C1 C3 C4B -170.1(17) . . . . ?
O2 C1 C3 C4B 14(2) . . . . ?
O1 C1 C3 C2A -32(2) . . . . ?
O2 C1 C3 C2A 151.9(17) . . . . ?
O1 C1 C3 C2B -40.5(18) . . . . ?
O2 C1 C3 C2B 143.4(15) . . . . ?
C4A C3 C2A C2A 2(2) . . . 8_556 ?
C4B C3 C2A C2A -37.1(18) . . . 8_556 ?
C1 C3 C2A C2A 175.7(7) . . . 8_556 ?
C2B C3 C2A C2A -155(8) . . . 8_556 ?
C4B C3 C4A N4A -88(4) . . . . ?
C1 C3 C4A N4A 15(4) . . . . ?
C2A C3 C4A N4A -172(3) . . . . ?
C2B C3 C4A N4A -164(3) . . . . ?
C4B C3 C4A C4A 82(2) . . . 8_556 ?
C1 C3 C4A C4A -174.6(9) . . . 8_556 ?
C2A C3 C4A C4A -2(2) . . . 8_556 ?
C2B C3 C4A C4A 6(3) . . . 8_556 ?
C4A C3 C2B C2B -5(2) . . . 8_556 ?
C4B C3 C2B C2B -45.4(16) . . . 8_556 ?
C1 C3 C2B C2B 175.1(6) . . . 8_556 ?
C2A C3 C2B C2B 22(7) . . . 8_556 ?
C4A C3 C4B N4B 99(3) . . . . ?
C1 C3 C4B N4B -10(3) . . . . ?
C2A C3 C4B N4B -153(3) . . . . ?
C2B C3 C4B N4B -137(2) . . . . ?
C4A C3 C4B C4B -73(2) . . . 8_556 ?
C1 C3 C4B C4B 177.3(10) . . . 8_556 ?
C2A C3 C4B C4B 34.5(16) . . . 8_556 ?
C2B C3 C4B C4B 50.6(17) . . . 8_556 ?
N1 C5 C6 N3 -3.1(10) . . . . ?
C10 C5 C6 N3 171.8(8) . . . . ?
N1 C5 C6 C7 -176.7(7) . . . . ?
C10 C5 C6 C7 -1.8(11) . . . . ?
N3 C6 C7 C8 -174.5(10) . . . . ?
C5 C6 C7 C8 -3.3(11) . . . . ?
C6 C7 C8 C9 2.7(13) . . . . ?
C6 C7 C8 C11 -177.8(8) . . . . ?
C7 C8 C9 C10 4.3(15) . . . . ?
C11 C8 C9 C10 -175.2(9) . . . . ?
C8 C9 C10 C5 -9.4(15) . . . . ?
N1 C5 C10 C9 -179.5(10) . . . . ?
C6 C5 C10 C9 7.7(12) . . . . ?
C9 C8 C11 O3 -4.7(15) . . . . ?
C7 C8 C11 O3 175.8(9) . . . . ?
C9 C8 C11 O4 -175.0(9) . . . . ?
C7 C8 C11 O4 5.5(12) . . . . ?
C6 C5 N1 N2 -0.7(8) . . . . ?
C10 C5 N1 N2 -174.1(10) . . . . ?
C6 C5 N1 Zn2 -177.6(5) . . . . ?
C10 C5 N1 Zn2 9.0(16) . . . . ?
O4 Zn2 N1 C5 24.6(9) 10_656 . . . ?
O2 Zn2 N1 C5 -108.2(8) 3_665 . . . ?
N3 Zn2 N1 C5 132.7(8) 4_565 . . . ?
O4 Zn2 N1 N2 -151.7(5) 10_656 . . . ?
O2 Zn2 N1 N2 75.4(6) 3_665 . . . ?
N3 Zn2 N1 N2 -43.6(6) 4_565 . . . ?
C5 N1 N2 N3 4.2(9) . . . . ?
Zn2 N1 N2 N3 -178.4(6) . . . . ?
C5 N1 N2 Zn1 179.4(5) . . . . ?
Zn2 N1 N2 Zn1 -3.2(8) . . . . ?
O1 Zn1 N2 N3 37.8(7) 4_565 . . . ?
O1 Zn1 N2 N3 -176(71) . . . . ?
O1 Zn1 N2 N3 132.1(7) 3_665 . . . ?
N2 Zn1 N2 N3 -46.3(8) 3_665 . . . ?
N2 Zn1 N2 N3 -140.1(6) 4_565 . . . ?
O1 Zn1 N2 N1 -136.7(6) 4_565 . . . ?
O1 Zn1 N2 N1 10(6) . . . . ?
O1 Zn1 N2 N1 -42.5(6) 3_665 . . . ?
N2 Zn1 N2 N1 139.1(5) 3_665 . . . ?
N2 Zn1 N2 N1 45.4(7) 4_565 . . . ?
C7 C6 N3 N2 177.4(9) . . . . ?
C5 C6 N3 N2 5.7(10) . . . . ?
C7 C6 N3 Zn2 -10.6(16) . . . 3_665 ?
C5 C6 N3 Zn2 177.7(6) . . . 3_665 ?
N1 N2 N3 C6 -6.7(10) . . . . ?
Zn1 N2 N3 C6 178.4(6) . . . . ?
N1 N2 N3 Zn2 -179.9(5) . . . 3_665 ?
Zn1 N2 N3 Zn2 5.1(10) . . . 3_665 ?
O2 C1 O1 Zn1 -36(4) . . . . ?
C3 C1 O1 Zn1 149(3) . . . . ?
O1 Zn1 O1 C1 -97(4) 4_565 . . . ?
O1 Zn1 O1 C1 169(4) 3_665 . . . ?
N2 Zn1 O1 C1 -13(4) 3_665 . . . ?
N2 Zn1 O1 C1 117(6) . . . . ?
N2 Zn1 O1 C1 81(4) 4_565 . . . ?
O1 C1 O2 Zn2 2.3(14) . . . 4_565 ?
C3 C1 O2 Zn2 178.2(8) . . . 4_565 ?
O3 C11 O4 Zn2 -0.1(15) . . . 9_566 ?
C8 C11 O4 Zn2 169.2(6) . . . 9_566 ?

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         1.906
_refine_diff_density_min         -1.191
_refine_diff_density_rms         0.121

# 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 -0.013 -0.008 -0.001 7893 4975 ' '
_platon_squeeze_details          
;
;

