# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_xb5504_0m
_database_code_depnum_ccdc_archive 'CCDC 888821'
_audit_update_record             
;
2012-06-27 deposited with the CCDC.
2015-11-03 downloaded from the CCDC.
;
#TrackingRef 'web_deposit_cif_file_0_Wen-HuanHuang_1340779426.xb5504.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C42 H26 O20 Zn5'
_chemical_formula_weight         1177.48

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'

_symmetry_cell_setting           ?
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   6.327
_cell_length_b                   12.671
_cell_length_c                   15.684
_cell_angle_alpha                95.69
_cell_angle_beta                 99.77
_cell_angle_gamma                98.01
_cell_volume                     1217.3
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.19
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.606
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             588
_exptl_absorpt_coefficient_mu    2.501
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7474
_exptl_absorpt_correction_T_max  0.8362
_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  ?
_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            6227
_diffrn_reflns_av_R_equivalents  0.0202
_diffrn_reflns_av_sigmaI/netI    0.0463
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.33
_diffrn_reflns_theta_max         25.10
_reflns_number_total             4294
_reflns_number_gt                3413
_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)+(0.1000P)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         4294
_refine_ls_number_parameters     312
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0530
_refine_ls_R_factor_gt           0.0432
_refine_ls_wR_factor_ref         0.1454
_refine_ls_wR_factor_gt          0.1390
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.001
_refine_ls_shift/su_max          0.008
_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 0.7246(7) 0.8266(4) 0.4366(3) 0.0223(10) Uani 1 1 d . . .
C2 C 0.7196(8) 0.7274(4) 0.3762(3) 0.0247(10) Uani 1 1 d . . .
C3 C 0.9097(8) 0.6905(4) 0.3624(4) 0.0353(13) Uani 1 1 d . . .
H3 H 1.0429 0.7278 0.3923 0.042 Uiso 1 1 calc R . .
C4 C 0.9045(8) 0.6003(4) 0.3057(4) 0.0364(13) Uani 1 1 d . . .
H4 H 1.0331 0.5770 0.2969 0.044 Uiso 1 1 calc R . .
C5 C 0.7061(8) 0.5440(4) 0.2616(3) 0.0262(11) Uani 1 1 d . . .
C6 C 0.5136(8) 0.5785(4) 0.2746(4) 0.0330(12) Uani 1 1 d . . .
H6 H 0.3805 0.5405 0.2453 0.040 Uiso 1 1 calc R . .
C7 C 0.5223(8) 0.6695(4) 0.3314(3) 0.0313(12) Uani 1 1 d . . .
H7 H 0.3936 0.6929 0.3400 0.038 Uiso 1 1 calc R . .
C8 C 0.8645(8) 0.4074(4) 0.1908(3) 0.0294(11) Uani 1 1 d . . .
C9 C 0.9274(8) 0.3318(4) 0.2423(3) 0.0319(12) Uani 1 1 d . . .
H9 H 0.8576 0.3154 0.2881 0.038 Uiso 1 1 calc R . .
C10 C 1.0990(8) 0.2796(4) 0.2244(3) 0.0277(11) Uani 1 1 d . . .
C11 C 1.2016(8) 0.3033(4) 0.1561(3) 0.0266(11) Uani 1 1 d . . .
H11 H 1.3159 0.2686 0.1447 0.032 Uiso 1 1 calc R . .
C12 C 1.1321(8) 0.3796(4) 0.1047(3) 0.0281(11) Uani 1 1 d . . .
C13 C 0.9643(9) 0.4337(4) 0.1220(3) 0.0308(12) Uani 1 1 d . . .
H13 H 0.9205 0.4860 0.0883 0.037 Uiso 1 1 calc R . .
C14 C 1.2558(8) 0.3288(4) -0.0243(3) 0.0274(11) Uani 1 1 d . . .
C15 C 1.0816(9) 0.2510(5) -0.0617(4) 0.0405(14) Uani 1 1 d . . .
H15 H 0.9515 0.2486 -0.0413 0.049 Uiso 1 1 calc R . .
C16 C 1.0992(9) 0.1769(5) -0.1290(4) 0.0433(15) Uani 1 1 d . . .
H16 H 0.9788 0.1271 -0.1563 0.052 Uiso 1 1 calc R . .
C17 C 1.2956(8) 0.1762(4) -0.1563(3) 0.0283(11) Uani 1 1 d . . .
C18 C 1.4682(8) 0.2536(5) -0.1177(4) 0.0377(13) Uani 1 1 d . . .
H18 H 1.6006 0.2531 -0.1358 0.045 Uiso 1 1 calc R . .
C19 C 1.4516(9) 0.3316(5) -0.0533(4) 0.0403(14) Uani 1 1 d . . .
H19 H 1.5687 0.3852 -0.0295 0.048 Uiso 1 1 calc R . .
C20 C 1.1689(8) 0.1969(4) 0.2801(3) 0.0318(12) Uani 1 1 d . . .
C25 C 1.3167(8) 0.0933(4) -0.2277(3) 0.0272(11) Uani 1 1 d . . .
O5 O 0.5469(5) 0.8490(3) 0.4523(2) 0.0296(8) Uani 1 1 d . . .
O4 O 0.9090(5) 0.8843(3) 0.4683(2) 0.0251(7) Uani 1 1 d . . .
O3 O 0.6807(5) 0.4539(3) 0.2024(2) 0.0361(9) Uani 1 1 d . . .
O6 O 1.2384(6) 0.4105(3) 0.0383(2) 0.0355(9) Uani 1 1 d . . .
O8 O 1.1469(6) 0.0454(3) -0.2777(2) 0.0413(10) Uani 1 1 d . . .
O7 O 1.5072(6) 0.0772(3) -0.2344(2) 0.0378(9) Uani 1 1 d . . .
O2 O 1.3170(6) 0.1484(3) 0.2568(3) 0.0440(10) Uani 1 1 d . . .
O1 O 1.0807(6) 0.1810(3) 0.3439(2) 0.0365(9) Uani 1 1 d . . .
O1W O 1.2497(5) -0.0189(3) 0.3922(2) 0.0235(7) Uani 1 1 d D . .
O2W O 0.6873(5) 0.0823(3) 0.4130(2) 0.0241(7) Uani 1 1 d D . .
Zn1 Zn 0.97993(8) 0.04627(5) 0.39948(3) 0.02350(19) Uani 1 1 d . . .
Zn2 Zn 1.44116(9) 0.03790(5) 0.31402(4) 0.02629(19) Uani 1 1 d . . .
Zn3 Zn 1.5000 0.0000 0.5000 0.0245(2) Uani 1 2 d S . .
H1W H 1.204(13) -0.086(2) 0.380(5) 0.09(3) Uiso 1 1 d D . .
H2W H 0.71(2) 0.150(2) 0.428(9) 0.23(7) Uiso 1 1 d 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 O5 1.255(6) . ?
C1 O4 1.280(5) . ?
C1 C2 1.490(6) . ?
C2 C7 1.391(7) . ?
C2 C3 1.392(7) . ?
C3 C4 1.370(7) . ?
C4 C5 1.386(7) . ?
C5 O3 1.371(6) . ?
C5 C6 1.390(7) . ?
C6 C7 1.374(7) . ?
C8 C9 1.372(7) . ?
C8 C13 1.385(7) . ?
C8 O3 1.404(6) . ?
C9 C10 1.400(7) . ?
C10 C11 1.379(6) . ?
C10 C20 1.495(7) . ?
C11 C12 1.389(7) . ?
C12 C13 1.390(7) . ?
C12 O6 1.391(6) . ?
C14 C15 1.376(7) . ?
C14 O6 1.385(6) . ?
C14 C19 1.387(7) . ?
C15 C16 1.370(7) . ?
C16 C17 1.382(7) . ?
C17 C18 1.371(7) . ?
C17 C25 1.494(7) . ?
C18 C19 1.370(7) . ?
C20 O1 1.246(6) . ?
C20 O2 1.273(6) . ?
C25 O8 1.256(6) . ?
C25 O7 1.270(6) . ?
O5 Zn3 2.063(3) 1_465 ?
O4 Zn1 2.130(3) 2_766 ?
O4 Zn1 2.435(3) 1_565 ?
O8 Zn1 2.102(4) 2_755 ?
O7 Zn2 1.924(4) 2_855 ?
O2 Zn2 1.924(4) . ?
O1 Zn1 2.064(4) . ?
O1W Zn2 1.981(3) . ?
O1W Zn1 2.012(3) . ?
O1W Zn3 2.080(3) . ?
O2W Zn2 1.978(3) 1_455 ?
O2W Zn1 2.007(3) . ?
O2W Zn3 2.200(3) 1_455 ?
Zn1 O8 2.102(4) 2_755 ?
Zn1 O4 2.130(3) 2_766 ?
Zn1 O4 2.435(3) 1_545 ?
Zn2 O7 1.924(4) 2_855 ?
Zn2 O2W 1.978(3) 1_655 ?
Zn3 O5 2.063(3) 1_645 ?
Zn3 O5 2.063(3) 2_766 ?
Zn3 O1W 2.080(3) 2_856 ?
Zn3 O2W 2.200(3) 2_756 ?
Zn3 O2W 2.200(3) 1_655 ?
Zn3 Zn2 2.9726(5) 2_856 ?

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
O5 C1 O4 124.0(4) . . ?
O5 C1 C2 117.8(4) . . ?
O4 C1 C2 118.2(4) . . ?
C7 C2 C3 118.2(5) . . ?
C7 C2 C1 120.2(4) . . ?
C3 C2 C1 121.5(4) . . ?
C4 C3 C2 121.3(5) . . ?
C3 C4 C5 119.5(5) . . ?
O3 C5 C4 124.7(4) . . ?
O3 C5 C6 114.9(4) . . ?
C4 C5 C6 120.4(5) . . ?
C7 C6 C5 119.2(5) . . ?
C6 C7 C2 121.3(5) . . ?
C9 C8 C13 122.4(5) . . ?
C9 C8 O3 119.6(5) . . ?
C13 C8 O3 117.8(5) . . ?
C8 C9 C10 118.5(5) . . ?
C11 C10 C9 120.8(5) . . ?
C11 C10 C20 120.2(4) . . ?
C9 C10 C20 119.0(4) . . ?
C10 C11 C12 119.2(4) . . ?
C11 C12 C13 121.2(5) . . ?
C11 C12 O6 121.2(4) . . ?
C13 C12 O6 117.4(4) . . ?
C8 C13 C12 118.0(4) . . ?
C15 C14 O6 121.8(5) . . ?
C15 C14 C19 120.3(5) . . ?
O6 C14 C19 117.8(4) . . ?
C16 C15 C14 120.2(5) . . ?
C15 C16 C17 120.2(5) . . ?
C18 C17 C16 118.8(5) . . ?
C18 C17 C25 121.0(4) . . ?
C16 C17 C25 120.2(5) . . ?
C19 C18 C17 122.0(5) . . ?
C18 C19 C14 118.4(5) . . ?
O1 C20 O2 125.7(5) . . ?
O1 C20 C10 118.8(5) . . ?
O2 C20 C10 115.5(4) . . ?
O8 C25 O7 124.3(5) . . ?
O8 C25 C17 118.4(4) . . ?
O7 C25 C17 117.3(4) . . ?
C1 O5 Zn3 124.3(3) . 1_465 ?
C1 O4 Zn1 126.4(3) . 2_766 ?
C1 O4 Zn1 113.9(3) . 1_565 ?
Zn1 O4 Zn1 98.11(13) 2_766 1_565 ?
C5 O3 C8 118.8(4) . . ?
C14 O6 C12 116.0(4) . . ?
C25 O8 Zn1 145.1(3) . 2_755 ?
C25 O7 Zn2 122.1(3) . 2_855 ?
C20 O2 Zn2 125.7(3) . . ?
C20 O1 Zn1 134.4(3) . . ?
Zn2 O1W Zn1 117.95(17) . . ?
Zn2 O1W Zn3 94.06(13) . . ?
Zn1 O1W Zn3 120.43(16) . . ?
Zn2 O2W Zn1 118.63(17) 1_455 . ?
Zn2 O2W Zn3 90.54(13) 1_455 1_455 ?
Zn1 O2W Zn3 120.56(16) . 1_455 ?
O2W Zn1 O1W 168.44(14) . . ?
O2W Zn1 O1 96.64(15) . . ?
O1W Zn1 O1 94.72(14) . . ?
O2W Zn1 O8 92.13(14) . 2_755 ?
O1W Zn1 O8 85.14(14) . 2_755 ?
O1 Zn1 O8 92.97(16) . 2_755 ?
O2W Zn1 O4 86.85(13) . 2_766 ?
O1W Zn1 O4 93.99(13) . 2_766 ?
O1 Zn1 O4 96.51(14) . 2_766 ?
O8 Zn1 O4 170.51(15) 2_755 2_766 ?
O2W Zn1 O4 90.32(12) . 1_545 ?
O1W Zn1 O4 78.40(12) . 1_545 ?
O1 Zn1 O4 172.77(12) . 1_545 ?
O8 Zn1 O4 88.69(14) 2_755 1_545 ?
O4 Zn1 O4 81.89(13) 2_766 1_545 ?
O2 Zn2 O7 113.48(17) . 2_855 ?
O2 Zn2 O2W 118.09(17) . 1_655 ?
O7 Zn2 O2W 111.92(14) 2_855 1_655 ?
O2 Zn2 O1W 109.20(15) . . ?
O7 Zn2 O1W 110.39(15) 2_855 . ?
O2W Zn2 O1W 91.45(13) 1_655 . ?
O5 Zn3 O5 180.00(19) 1_645 2_766 ?
O5 Zn3 O1W 95.15(13) 1_645 2_856 ?
O5 Zn3 O1W 84.85(13) 2_766 2_856 ?
O5 Zn3 O1W 84.85(13) 1_645 . ?
O5 Zn3 O1W 95.15(13) 2_766 . ?
O1W Zn3 O1W 180.0 2_856 . ?
O5 Zn3 O2W 86.06(13) 1_645 2_756 ?
O5 Zn3 O2W 93.94(13) 2_766 2_756 ?
O1W Zn3 O2W 82.89(12) 2_856 2_756 ?
O1W Zn3 O2W 97.11(12) . 2_756 ?
O5 Zn3 O2W 93.94(13) 1_645 1_655 ?
O5 Zn3 O2W 86.06(13) 2_766 1_655 ?
O1W Zn3 O2W 97.11(12) 2_856 1_655 ?
O1W Zn3 O2W 82.89(12) . 1_655 ?
O2W Zn3 O2W 180.0 2_756 1_655 ?
O5 Zn3 Zn2 95.75(10) 1_645 2_856 ?
O5 Zn3 Zn2 84.25(10) 2_766 2_856 ?
O1W Zn3 Zn2 41.67(9) 2_856 2_856 ?
O1W Zn3 Zn2 138.33(9) . 2_856 ?
O2W Zn3 Zn2 41.71(9) 2_756 2_856 ?
O2W Zn3 Zn2 138.29(9) 1_655 2_856 ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        25.10
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.614
_refine_diff_density_min         -1.205
_refine_diff_density_rms         0.249


