# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 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_1
_database_code_depnum_ccdc_archive 'CCDC 1581860'
_audit_update_record             
;
2017-10-25 deposited with the CCDC.
2017-11-30 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31.50 H13.50 N1.50 O13 Zn4'
_chemical_formula_weight         882.42

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'
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Trigonal
_symmetry_space_group_name_H-M   R-3

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   19.093(4)
_cell_length_b                   19.093(4)
_cell_length_c                   19.869(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     6273(3)
_cell_formula_units_Z            6
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1875
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      22.06

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.402
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2622
_exptl_absorpt_coefficient_mu    2.321
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6292
_exptl_absorpt_correction_T_max  0.6801
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  CCD
_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            10196
_diffrn_reflns_av_R_equivalents  0.0481
_diffrn_reflns_av_sigmaI/netI    0.0500
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.60
_diffrn_reflns_theta_max         24.99
_reflns_number_total             2429
_reflns_number_gt                1494
_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)+(0.2000P)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         2429
_refine_ls_number_parameters     236
_refine_ls_number_restraints     533
_refine_ls_R_factor_all          0.1412
_refine_ls_R_factor_gt           0.1103
_refine_ls_wR_factor_ref         0.3408
_refine_ls_wR_factor_gt          0.3168
_refine_ls_goodness_of_fit_ref   1.268
_refine_ls_restrained_S_all      1.182
_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
C1 C 0.2446(7) 0.7543(7) 0.0492(4) 0.088(3) Uani 1 1 d DU . .
C2A C 0.1945(13) 0.7820(15) 0.0855(4) 0.093(3) Uani 0.50 1 d PGDU A 1
C3A C 0.2015(15) 0.7925(17) 0.1549(4) 0.089(3) Uani 0.50 1 d PGDU A 1
H3A H 0.2336 0.7776 0.1792 0.106 Uiso 0.50 1 calc PR A 1
C4A C 0.1605(13) 0.8254(14) 0.1879(5) 0.095(3) Uani 0.50 1 d PGDU A 1
C5A C 0.1125(11) 0.8478(12) 0.1516(7) 0.104(3) Uani 0.50 1 d PGDU A 1
C6A C 0.1055(11) 0.8372(13) 0.0823(7) 0.100(3) Uani 0.50 1 d PGU A 1
H6A H 0.0734 0.8522 0.0580 0.120 Uiso 0.50 1 calc PR A 1
C7A C 0.1465(11) 0.8043(13) 0.0492(5) 0.102(3) Uani 0.50 1 d PGDU A 1
H7A H 0.1419 0.7972 0.0028 0.122 Uiso 0.50 1 calc PR A 1
C8A C 0.1565(14) 0.8191(18) 0.2603(8) 0.097(3) Uani 0.50 1 d PDU A 1
N1A N 0.0969(15) 0.8175(15) 0.3000(10) 0.102(3) Uani 0.25 1 d PU . 1
C9A C 0.0969(15) 0.8175(15) 0.3000(10) 0.102(3) Uani 0.25 1 d PDU . 1
H9A H 0.0513 0.8150 0.2808 0.123 Uiso 0.25 1 d PR . 1
C10A C 0.2270(15) 0.8469(16) 0.2964(10) 0.096(3) Uani 0.50 1 d PDU . 1
H10A H 0.2741 0.8661 0.2712 0.116 Uiso 0.50 1 d PR . 1
C11A C 0.0797(12) 0.8959(15) 0.1796(15) 0.115(3) Uani 0.50 1 d PDU A 1
O4A O 0.1219(11) 0.9531(12) 0.2174(9) 0.121(4) Uani 0.50 1 d PDU . 1
O5A O 0.0069(10) 0.8641(12) 0.1909(10) 0.121(4) Uani 0.50 1 d PDU A 1
C2B C 0.2162(14) 0.8036(13) 0.0858(4) 0.093(3) Uani 0.50 1 d PGDU A 2
C3B C 0.2089(17) 0.7988(15) 0.1555(4) 0.089(3) Uani 0.50 1 d PGDU A 2
H3B H 0.2244 0.7669 0.1795 0.107 Uiso 0.50 1 calc PR A 2
C4B C 0.1785(15) 0.8415(14) 0.1893(5) 0.096(3) Uani 0.50 1 d PGDU A 2
C5B C 0.1553(12) 0.8892(11) 0.1535(8) 0.106(3) Uani 0.50 1 d PGDU A 2
C6B C 0.1626(13) 0.8940(11) 0.0838(8) 0.103(3) Uani 0.50 1 d PGU A 2
H6B H 0.1471 0.9258 0.0598 0.124 Uiso 0.50 1 calc PR A 2
C7B C 0.1930(13) 0.8512(11) 0.0500(5) 0.103(3) Uani 0.50 1 d PGDU A 2
H7B H 0.1979 0.8544 0.0033 0.123 Uiso 0.50 1 calc PR A 2
C8B C 0.1745(19) 0.8403(13) 0.2617(8) 0.097(3) Uani 0.50 1 d PDU A 2
N1B N 0.1867(15) 0.9038(14) 0.3020(10) 0.103(3) Uani 0.25 1 d PU . 2
C9B C 0.1867(15) 0.9038(14) 0.3020(10) 0.103(3) Uani 0.25 1 d PDU . 2
H9B H 0.1948 0.9515 0.2822 0.123 Uiso 0.25 1 d PR . 2
C10B C 0.1472(16) 0.7692(14) 0.2953(10) 0.095(3) Uani 0.50 1 d PDU . 2
H10B H 0.1280 0.7221 0.2701 0.115 Uiso 0.50 1 d PR . 2
C11B C 0.1168(15) 0.9257(12) 0.1894(15) 0.117(3) Uani 0.50 1 d PDU A 2
O4B O 0.1410(13) 0.9967(10) 0.1904(10) 0.124(4) Uani 0.50 1 d PDU . 2
O5B O 0.0510(12) 0.8827(11) 0.2183(9) 0.122(4) Uani 0.50 1 d PDU A 2
O1 O 0.3333 0.6667 -0.0486(4) 0.0391(18) Uani 1 3 d S . .
O2 O 0.2450(5) 0.7536(5) -0.0137(3) 0.092(2) Uani 1 1 d . A .
O3 O 0.2779(5) 0.7216(5) 0.0848(3) 0.081(2) Uani 1 1 d . A .
Zn1 Zn 0.3333 0.6667 0.05304(7) 0.0457(6) Uani 1 3 d S . .
Zn2 Zn 0.27998(9) 0.71983(9) -0.09135(6) 0.0879(7) Uani 1 1 d . . .


_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
C1 O2 1.251(10) . ?
C1 O3 1.299(11) . ?
C1 C2B 1.489(9) . ?
C1 C2A 1.489(9) . ?
C2A C3A 1.3900 . ?
C2A C7A 1.3900 . ?
C3A C4A 1.3900 . ?
C4A C5A 1.3900 . ?
C4A C8A 1.442(15) . ?
C5A C6A 1.3900 . ?
C5A C11A 1.456(15) . ?
C6A C7A 1.3900 . ?
C8A N1A 1.372(17) . ?
C8A C10A 1.375(18) . ?
N1A C10A 1.41(3) 16_565 ?
C10A C9A 1.41(3) 16_565 ?
C10A N1A 1.41(3) 16_565 ?
C11A O5A 1.227(17) . ?
C11A O4A 1.235(16) . ?
O4A Zn2 2.135(16) 6_465 ?
O5A Zn2 1.819(12) 5_565 ?
C2B C3B 1.3900 . ?
C2B C7B 1.3900 . ?
C3B C4B 1.3900 . ?
C4B C5B 1.3900 . ?
C4B C8B 1.440(15) . ?
C5B C6B 1.3900 . ?
C5B C11B 1.433(15) . ?
C6B C7B 1.3900 . ?
C8B C10B 1.362(18) . ?
C8B N1B 1.371(17) . ?
N1B C10B 1.38(3) 16_565 ?
C10B C9B 1.38(3) 16_565 ?
C10B N1B 1.38(3) 16_565 ?
C11B O4B 1.193(16) . ?
C11B O5B 1.245(16) . ?
O4B Zn2 1.835(13) 6_465 ?
O5B Zn2 2.151(16) 5_565 ?
O1 Zn2 1.955(3) . ?
O1 Zn2 1.955(3) 2_665 ?
O1 Zn2 1.955(3) 3_565 ?
O1 Zn1 2.020(7) . ?
O2 Zn2 1.916(7) . ?
O3 Zn1 1.932(6) . ?
Zn1 O3 1.932(6) 3_565 ?
Zn1 O3 1.932(6) 2_665 ?
Zn2 O5A 1.819(12) 9_454 ?
Zn2 O4B 1.835(13) 8_664 ?
Zn2 O4A 2.135(16) 8_664 ?
Zn2 O5B 2.151(16) 9_454 ?
Zn2 Zn2 3.051(2) 3_565 ?
Zn2 Zn2 3.051(2) 2_665 ?

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 C1 O3 122.1(8) . . ?
O2 C1 C2B 120.0(7) . . ?
O3 C1 C2B 117.2(6) . . ?
O2 C1 C2A 119.7(7) . . ?
O3 C1 C2A 117.5(6) . . ?
C2B C1 C2A 16.0(17) . . ?
C3A C2A C7A 120.0 . . ?
C3A C2A C1 119.9(4) . . ?
C7A C2A C1 119.8(4) . . ?
C2A C3A C4A 120.0 . . ?
C5A C4A C3A 120.0 . . ?
C5A C4A C8A 121.9(12) . . ?
C3A C4A C8A 116.8(12) . . ?
C4A C5A C6A 120.0 . . ?
C4A C5A C11A 123.6(14) . . ?
C6A C5A C11A 115.4(15) . . ?
C7A C6A C5A 120.0 . . ?
C6A C7A C2A 120.0 . . ?
N1A C8A C10A 110.4(18) . . ?
N1A C8A C4A 125.7(19) . . ?
C10A C8A C4A 119.2(19) . . ?
C8A N1A C10A 118.6(18) . 16_565 ?
C8A C10A C9A 128(2) . 16_565 ?
C8A C10A N1A 128(2) . 16_565 ?
C9A C10A N1A 0(2) 16_565 16_565 ?
O5A C11A O4A 113.8(18) . . ?
O5A C11A C5A 119.7(15) . . ?
O4A C11A C5A 119.5(14) . . ?
C11A O4A Zn2 127.6(16) . 6_465 ?
C11A O5A Zn2 133.0(15) . 5_565 ?
C3B C2B C7B 120.0 . . ?
C3B C2B C1 120.0(4) . . ?
C7B C2B C1 119.9(4) . . ?
C4B C3B C2B 120.0 . . ?
C3B C4B C5B 120.0 . . ?
C3B C4B C8B 120.5(13) . . ?
C5B C4B C8B 119.4(12) . . ?
C6B C5B C4B 120.0 . . ?
C6B C5B C11B 121.5(16) . . ?
C4B C5B C11B 118.2(16) . . ?
C7B C6B C5B 120.0 . . ?
C6B C7B C2B 120.0 . . ?
C10B C8B N1B 114.0(18) . . ?
C10B C8B C4B 119.7(18) . . ?
N1B C8B C4B 125.7(19) . . ?
C8B N1B C10B 120.9(19) . 16_565 ?
C8B C10B C9B 123.9(19) . 16_565 ?
C8B C10B N1B 123.9(19) . 16_565 ?
C9B C10B N1B 0(2) 16_565 16_565 ?
O4B C11B O5B 115.6(16) . . ?
O4B C11B C5B 124.0(14) . . ?
O5B C11B C5B 120.1(13) . . ?
C11B O4B Zn2 129.0(16) . 6_465 ?
C11B O5B Zn2 135.5(16) . 5_565 ?
Zn2 O1 Zn2 102.5(2) . 2_665 ?
Zn2 O1 Zn2 102.5(2) . 3_565 ?
Zn2 O1 Zn2 102.5(2) 2_665 3_565 ?
Zn2 O1 Zn1 115.74(19) . . ?
Zn2 O1 Zn1 115.74(19) 2_665 . ?
Zn2 O1 Zn1 115.74(19) 3_565 . ?
C1 O2 Zn2 144.4(7) . . ?
C1 O3 Zn1 128.0(5) . . ?
O3 Zn1 O3 109.87(19) . 3_565 ?
O3 Zn1 O3 109.87(19) . 2_665 ?
O3 Zn1 O3 109.87(19) 3_565 2_665 ?
O3 Zn1 O1 109.07(19) . . ?
O3 Zn1 O1 109.07(19) 3_565 . ?
O3 Zn1 O1 109.07(19) 2_665 . ?
O5A Zn2 O4B 102.0(10) 9_454 8_664 ?
O5A Zn2 O2 106.6(7) 9_454 . ?
O4B Zn2 O2 105.7(7) 8_664 . ?
O5A Zn2 O1 118.9(6) 9_454 . ?
O4B Zn2 O1 121.4(6) 8_664 . ?
O2 Zn2 O1 100.7(3) . . ?
O5A Zn2 O4A 126.8(8) 9_454 8_664 ?
O4B Zn2 O4A 24.8(7) 8_664 8_664 ?
O2 Zn2 O4A 96.9(6) . 8_664 ?
O1 Zn2 O4A 101.9(5) . 8_664 ?
O5A Zn2 O5B 24.8(7) 9_454 9_454 ?
O4B Zn2 O5B 126.8(8) 8_664 9_454 ?
O2 Zn2 O5B 96.9(6) . 9_454 ?
O1 Zn2 O5B 99.8(5) . 9_454 ?
O4A Zn2 O5B 151.5(8) 8_664 9_454 ?
O5A Zn2 Zn2 128.7(7) 9_454 3_565 ?
O4B Zn2 Zn2 83.3(6) 8_664 3_565 ?
O2 Zn2 Zn2 121.1(2) . 3_565 ?
O1 Zn2 Zn2 38.73(11) . 3_565 ?
O4A Zn2 Zn2 67.6(5) 8_664 3_565 ?
O5B Zn2 Zn2 124.0(5) 9_454 3_565 ?
O5A Zn2 Zn2 80.8(6) 9_454 2_665 ?
O4B Zn2 Zn2 130.8(7) 8_664 2_665 ?
O2 Zn2 Zn2 120.7(2) . 2_665 ?
O1 Zn2 Zn2 38.73(11) . 2_665 ?
O4A Zn2 Zn2 125.9(5) 8_664 2_665 ?
O5B Zn2 Zn2 65.6(5) 9_454 2_665 ?
Zn2 Zn2 Zn2 60.0 3_565 2_665 ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        24.99
_diffrn_measured_fraction_theta_full 0.986
_refine_diff_density_max         1.965
_refine_diff_density_min         -0.907
_refine_diff_density_rms         0.189

# SQUEEZE RESULTS (Version = 150216)
# 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 -0.076 -0.062 -0.005 1610 403 ' '
_platon_squeeze_void_probe_radius 1.20
_platon_squeeze_details          ?
