# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_20170308wp_0m_sq
_database_code_depnum_ccdc_archive 'CCDC 1538663'
_audit_update_record             
;
2017-05-13 deposited with the CCDC.
2018-02-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H32 O20 Zn4'
_chemical_formula_weight         901.97

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'

_space_group_crystal_system      cubic
_space_group_IT_number           198
_space_group_name_H-M_alt        'P 21 3'
_space_group_name_Hall           'P 2ac 2ab 3'

_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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'z, x, y'
'z+1/2, -x+1/2, -y'
'-z+1/2, -x, y+1/2'
'-z, x+1/2, -y+1/2'
'y, z, x'
'-y, z+1/2, -x+1/2'
'y+1/2, -z+1/2, -x'
'-y+1/2, -z, x+1/2'

_cell_length_a                   14.325(6)
_cell_length_b                   14.325(6)
_cell_length_c                   14.325(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2940(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2839
_cell_measurement_theta_min      2.84
_cell_measurement_theta_max      24.80

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.019
_exptl_crystal_F_000             912
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    1.659
_shelx_estimated_absorpt_T_min   0.722
_shelx_estimated_absorpt_T_max   0.789
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.81
_exptl_absorpt_correction_T_max  0.85
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6616
_diffrn_reflns_av_unetI/netI     0.0570
_diffrn_reflns_av_R_equivalents  0.0473
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_theta_min         2.844
_diffrn_reflns_theta_max         28.332
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             2420
_reflns_number_gt                1852
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.803
_reflns_Friedel_fraction_max     0.995
_reflns_Friedel_fraction_full    0.994

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1511P)²+0.6206P] 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_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.18(6)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2420
_refine_ls_number_parameters     75
_refine_ls_number_restraints     20
_refine_ls_R_factor_all          0.0886
_refine_ls_R_factor_gt           0.0714
_refine_ls_wR_factor_ref         0.2235
_refine_ls_wR_factor_gt          0.2022
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.069
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.001

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
Zn1 Zn 0.27838(6) 0.77838(6) 0.72162(6) 0.0546(5) Uani 1 3 d S T P . .
Zn2 Zn 0.42535(6) 0.92535(6) 0.57465(6) 0.0711(6) Uani 1 3 d S T P . .
O1 O 0.4236(5) 0.7806(4) 0.5660(4) 0.0735(16) Uani 1 1 d . . . . .
O2 O 0.3841(4) 0.6984(4) 0.6940(4) 0.0674(15) Uani 1 1 d . . . . .
O3 O 0.4123(12) 0.9345(10) 0.4321(9) 0.161(5) Uani 1 1 d D U . . .
H3A H 0.3868 0.8796 0.4086 0.193 Uiso 1 1 calc R U . . .
O4 O 0.1985(5) 0.6985(5) 0.8015(5) 0.094(4) Uani 1 3 d S T P . .
H4A H 0.2152 0.6427 0.8144 0.113 Uiso 0.3333 1 d R U P . .
C1 C 0.4365(5) 0.7166(6) 0.6218(5) 0.0562(15) Uani 1 1 d . . . . .
C2 C 0.5146(6) 0.6494(6) 0.6047(5) 0.0561(16) Uani 1 1 d . . . . .
C3 C 0.5740(5) 0.6645(5) 0.5300(5) 0.0533(15) Uani 1 1 d . . . . .
H3 H 0.5636 0.7145 0.4900 0.064 Uiso 1 1 calc R U . . .
C4 C 0.4304(17) 1.000(2) 0.356(2) 0.208(9) Uani 1 1 d D U . . .
H4B H 0.3911 1.0538 0.3629 0.312 Uiso 1 1 calc R U . . .
H4C H 0.4172 0.9702 0.2973 0.312 Uiso 1 1 calc R U . . .
H4D H 0.4946 1.0188 0.3574 0.312 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
Zn1 O2 1.940(6) 8_656 ?
Zn1 O2 1.940(6) 11_466 ?
Zn1 O2 1.940(6) . ?
Zn1 O4 1.983(13) . ?
Zn2 O3 2.055(13) . ?
Zn2 O3 2.055(13) 11_466 ?
Zn2 O3 2.055(13) 8_656 ?
Zn2 O1 2.078(6) . ?
Zn2 O1 2.078(6) 11_466 ?
Zn2 O1 2.078(6) 8_656 ?
O1 C1 1.231(10) . ?
O2 C1 1.303(9) . ?
O3 C4 1.46(2) . ?
O3 H3A 0.9300 . ?
O4 H4A 0.8543 . ?
C1 C2 1.496(11) . ?
C2 C3 1.384(11) . ?
C2 C3 1.396(11) 5 ?
C3 C2 1.396(11) 9 ?
C3 H3 0.9300 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C4 H4D 0.9600 . ?

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 Zn1 O2 114.97(14) 8_656 11_466 ?
O2 Zn1 O2 114.96(14) 8_656 . ?
O2 Zn1 O2 114.97(14) 11_466 . ?
O2 Zn1 O4 103.17(19) 8_656 . ?
O2 Zn1 O4 103.17(19) 11_466 . ?
O2 Zn1 O4 103.18(19) . . ?
O3 Zn2 O3 91.9(7) . 11_466 ?
O3 Zn2 O3 91.9(7) . 8_656 ?
O3 Zn2 O3 91.9(7) 11_466 8_656 ?
O3 Zn2 O1 90.2(5) . . ?
O3 Zn2 O1 176.5(4) 11_466 . ?
O3 Zn2 O1 85.3(5) 8_656 . ?
O3 Zn2 O1 85.3(5) . 11_466 ?
O3 Zn2 O1 90.2(5) 11_466 11_466 ?
O3 Zn2 O1 176.5(4) 8_656 11_466 ?
O1 Zn2 O1 92.7(3) . 11_466 ?
O3 Zn2 O1 176.5(4) . 8_656 ?
O3 Zn2 O1 85.3(5) 11_466 8_656 ?
O3 Zn2 O1 90.2(5) 8_656 8_656 ?
O1 Zn2 O1 92.8(3) . 8_656 ?
O1 Zn2 O1 92.7(3) 11_466 8_656 ?
C1 O1 Zn2 134.7(5) . . ?
C1 O2 Zn1 119.6(5) . . ?
C4 O3 Zn2 140.1(18) . . ?
C4 O3 H3A 110.0 . . ?
Zn2 O3 H3A 110.0 . . ?
Zn1 O4 H4A 120.2 . . ?
O1 C1 O2 125.3(7) . . ?
O1 C1 C2 119.0(7) . . ?
O2 C1 C2 115.6(7) . . ?
C3 C2 C3 119.8(8) . 5 ?
C3 C2 C1 119.1(7) . . ?
C3 C2 C1 121.0(7) 5 . ?
C2 C3 C2 120.2(8) . 9 ?
C2 C3 H3 119.9 . . ?
C2 C3 H3 119.9 9 . ?
O3 C4 H4B 109.5 . . ?
O3 C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
O3 C4 H4D 109.5 . . ?
H4B C4 H4D 109.5 . . ?
H4C C4 H4D 109.5 . . ?

_refine_diff_density_max         0.808
_refine_diff_density_min         -0.541
_refine_diff_density_rms         0.101



_chemical_properties_physical    
', Air-sensitive,Moisture-sensitive,Hygroscopic,Heat-sensitive,Oxygen-sensitive'
_exptl_crystal_preparation       ', Luminescent'
