# Electronic Supplementary Material (ESI) for ChemComm.
# 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_JLU-Liu48
_database_code_depnum_ccdc_archive 'CCDC 1573784'
_audit_update_record             
;
2017-09-11 deposited with the CCDC.
2018-02-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C33 H45.50 N7.50 O11.50 Zn'
_chemical_formula_sum            'C33 H45.50 N7.50 O11.50 Zn'
_chemical_formula_weight         796.64

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           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                   47.432(7)
_cell_length_b                   47.432(7)
_cell_length_c                   13.658(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     26611(7)
_cell_formula_units_Z            18
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    10467
_cell_measurement_theta_min      1.49
_cell_measurement_theta_max      25.06

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.24
_exptl_crystal_density_meas      none
_exptl_crystal_density_diffrn    0.895
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             7524
_exptl_absorpt_coefficient_mu    0.459
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.8757
_exptl_absorpt_correction_T_max  0.8918
_exptl_absorpt_process_details   SADABS

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(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 area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 9.00cm
_diffrn_standards_number         none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_decay_%        none
_diffrn_reflns_number            57781
_diffrn_reflns_av_R_equivalents  0.0848
_diffrn_reflns_av_sigmaI/netI    0.0900
_diffrn_reflns_limit_h_min       -54
_diffrn_reflns_limit_h_max       56
_diffrn_reflns_limit_k_min       -56
_diffrn_reflns_limit_k_max       41
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.49
_diffrn_reflns_theta_max         25.06
_reflns_number_total             10467
_reflns_number_gt                5270
_reflns_threshold_expression     >2sigma(I)

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

_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)+(0.1044P)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         10467
_refine_ls_number_parameters     307
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.1215
_refine_ls_R_factor_gt           0.0661
_refine_ls_wR_factor_ref         0.1925
_refine_ls_wR_factor_gt          0.1745
_refine_ls_goodness_of_fit_ref   0.930
_refine_ls_restrained_S_all      0.953
_refine_ls_shift/su_max          0.001
_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 0.056125(11) 0.399954(11) 0.44356(3) 0.05268(19) Uani 1 1 d . . .
O1 O 0.09366(7) 0.39386(7) 0.4479(2) 0.0683(8) Uani 1 1 d . . .
O2 O 0.08533(9) 0.37361(9) 0.3000(3) 0.0989(11) Uani 1 1 d U . .
O3 O 0.29965(7) 0.37617(8) 0.01646(19) 0.0682(8) Uani 1 1 d . . .
O4 O 0.29952(9) 0.42096(9) -0.0233(3) 0.0995(11) Uani 1 1 d U . .
O5 O 0.30841(8) 0.39513(8) 0.7604(2) 0.0761(9) Uani 1 1 d . . .
O6 O 0.25990(9) 0.35569(9) 0.8067(3) 0.1042(11) Uani 1 1 d U . .
O7 O 0.01629(7) 0.35596(7) 0.4595(2) 0.0758(9) Uani 1 1 d . . .
N1 N 0.22446(8) 0.38880(10) 0.3870(2) 0.0749(11) Uani 1 1 d . . .
N2 N -0.01455(11) 0.30811(11) 0.5342(3) 0.0954(13) Uani 1 1 d U . .
H2 H -0.0135 0.2921 0.5600 0.114 Uiso 1 1 calc R A 1
C1 C 0.19393(10) 0.38688(12) 0.3836(3) 0.0654(12) Uani 1 1 d . . .
C2 C 0.18389(11) 0.39892(13) 0.4605(3) 0.0818(15) Uani 1 1 d . . .
H2A H 0.1973 0.4079 0.5148 0.098 Uiso 1 1 calc R . .
C3 C 0.15400(11) 0.39766(12) 0.4571(3) 0.0744(14) Uani 1 1 d . . .
H3 H 0.1476 0.4056 0.5097 0.089 Uiso 1 1 calc R . .
C4 C 0.13389(9) 0.38498(10) 0.3780(3) 0.0569(11) Uani 1 1 d . . .
C5 C 0.14443(10) 0.37351(11) 0.3006(3) 0.0689(12) Uani 1 1 d . . .
H5 H 0.1313 0.3651 0.2455 0.083 Uiso 1 1 calc R . .
C6 C 0.17384(11) 0.37422(12) 0.3033(3) 0.0723(13) Uani 1 1 d . . .
H6 H 0.1801 0.3661 0.2508 0.087 Uiso 1 1 calc R . .
C7 C 0.10212(11) 0.38406(11) 0.3749(3) 0.0661(12) Uani 1 1 d . . .
C8 C 0.24172(10) 0.39144(12) 0.2994(3) 0.0653(12) Uani 1 1 d . . .
C9 C 0.25407(11) 0.37079(12) 0.2831(3) 0.0713(13) Uani 1 1 d . . .
H9 H 0.2516 0.3556 0.3304 0.086 Uiso 1 1 calc R . .
C10 C 0.26993(11) 0.37273(12) 0.1967(3) 0.0734(13) Uani 1 1 d . . .
H10 H 0.2773 0.3582 0.1849 0.088 Uiso 1 1 calc R . .
C11 C 0.27499(10) 0.39594(12) 0.1277(3) 0.0647(12) Uani 1 1 d . . .
C12 C 0.26329(12) 0.41675(13) 0.1452(3) 0.0866(15) Uani 1 1 d . . .
H12 H 0.2670 0.4328 0.0995 0.104 Uiso 1 1 calc R . .
C13 C 0.24602(12) 0.41424(13) 0.2295(3) 0.0847(15) Uani 1 1 d . . .
H13 H 0.2374 0.4278 0.2390 0.102 Uiso 1 1 calc R . .
C14 C 0.29291(11) 0.39824(13) 0.0343(3) 0.0703(12) Uani 1 1 d . . .
C15 C 0.23725(10) 0.38514(12) 0.4775(3) 0.0623(12) Uani 1 1 d . . .
C16 C 0.27028(11) 0.40522(12) 0.4963(3) 0.0724(13) Uani 1 1 d . . .
H16 H 0.2835 0.4208 0.4507 0.087 Uiso 1 1 calc R . .
C17 C 0.28342(11) 0.40186(12) 0.5837(3) 0.0714(13) Uani 1 1 d . . .
H17 H 0.3056 0.4147 0.5953 0.086 Uiso 1 1 calc R . .
C18 C 0.26375(11) 0.37962(11) 0.6529(3) 0.0617(11) Uani 1 1 d . . .
C19 C 0.23114(11) 0.36022(12) 0.6337(3) 0.0712(13) Uani 1 1 d . . .
H19 H 0.2177 0.3451 0.6802 0.085 Uiso 1 1 calc R . .
C20 C 0.21806(10) 0.36280(12) 0.5469(3) 0.0702(13) Uani 1 1 d . . .
H20 H 0.1960 0.3493 0.5349 0.084 Uiso 1 1 calc R . .
C21 C 0.27928(13) 0.37732(12) 0.7469(3) 0.0724(13) Uani 1 1 d . . .
C22 C 0.01204(11) 0.33619(12) 0.5215(3) 0.0686(12) Uani 1 1 d . B .
H22 H 0.0292 0.3413 0.5643 0.082 Uiso 1 1 calc R . .
C23 C -0.0460(3) 0.3039(3) 0.5045(10) 0.118(4) Uani 0.50 1 d PU B 1
H23A H -0.0629 0.2820 0.5184 0.176 Uiso 0.50 1 calc PR B 1
H23B H -0.0457 0.3080 0.4356 0.176 Uiso 0.50 1 calc PR B 1
H23C H -0.0502 0.3189 0.5400 0.176 Uiso 0.50 1 calc PR B 1
C23' C -0.0395(3) 0.2925(3) 0.4481(10) 0.122(4) Uani 0.50 1 d PU B 2
H23D H -0.0574 0.2720 0.4687 0.183 Uiso 0.50 1 calc PR B 2
H23E H -0.0289 0.2893 0.3929 0.183 Uiso 0.50 1 calc PR B 2
H23F H -0.0475 0.3068 0.4299 0.183 Uiso 0.50 1 calc PR B 2


_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 O1 1.942(3) . ?
Zn1 O5 1.962(3) 14_456 ?
Zn1 O3 1.977(3) 14_455 ?
Zn1 O7 2.007(3) . ?
Zn1 C14 2.584(5) 14_455 ?
O1 C7 1.249(5) . ?
O2 C7 1.237(5) . ?
O3 C14 1.262(5) . ?
O3 Zn1 1.977(3) 15 ?
O4 C14 1.241(5) . ?
O5 C21 1.220(5) . ?
O5 Zn1 1.962(3) 15_556 ?
O6 C21 1.274(5) . ?
O7 C22 1.204(5) . ?
N1 C1 1.405(5) . ?
N1 C8 1.420(5) . ?
N1 C15 1.425(5) . ?
N2 C22 1.310(5) . ?
N2 C23 1.461(12) . ?
N2 C23' 1.567(12) . ?
N2 H2 0.8600 . ?
C1 C6 1.379(5) . ?
C1 C2 1.388(5) . ?
C2 C3 1.389(5) . ?
C2 H2A 0.9300 . ?
C3 C4 1.367(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.391(5) . ?
C4 C7 1.486(5) . ?
C5 C6 1.379(5) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C8 C13 1.379(6) . ?
C8 C9 1.388(6) . ?
C9 C10 1.377(5) . ?
C9 H9 0.9300 . ?
C10 C11 1.376(6) . ?
C10 H10 0.9300 . ?
C11 C12 1.373(6) . ?
C11 C14 1.506(6) . ?
C12 C13 1.384(6) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 Zn1 2.584(5) 15 ?
C15 C20 1.373(6) . ?
C15 C16 1.391(6) . ?
C16 C17 1.392(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.376(6) . ?
C17 H17 0.9300 . ?
C18 C19 1.373(5) . ?
C18 C21 1.511(6) . ?
C19 C20 1.372(5) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C22 H22 0.9300 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C23' H23D 0.9600 . ?
C23' H23E 0.9600 . ?
C23' H23F 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
O1 Zn1 O5 97.56(13) . 14_456 ?
O1 Zn1 O3 119.16(12) . 14_455 ?
O5 Zn1 O3 130.96(13) 14_456 14_455 ?
O1 Zn1 O7 107.36(13) . . ?
O5 Zn1 O7 103.71(13) 14_456 . ?
O3 Zn1 O7 95.47(13) 14_455 . ?
O1 Zn1 C14 107.17(14) . 14_455 ?
O5 Zn1 C14 114.12(14) 14_456 14_455 ?
O3 Zn1 C14 28.34(13) 14_455 14_455 ?
O7 Zn1 C14 123.70(15) . 14_455 ?
C7 O1 Zn1 121.3(3) . . ?
C14 O3 Zn1 103.6(3) . 15 ?
C21 O5 Zn1 113.1(3) . 15_556 ?
C22 O7 Zn1 126.1(3) . . ?
C1 N1 C8 120.5(3) . . ?
C1 N1 C15 120.5(3) . . ?
C8 N1 C15 118.7(3) . . ?
C22 N2 C23 120.1(6) . . ?
C22 N2 C23' 119.7(6) . . ?
C23 N2 C23' 41.2(6) . . ?
C22 N2 H2 120.0 . . ?
C23 N2 H2 120.0 . . ?
C23' N2 H2 104.8 . . ?
C6 C1 C2 118.4(4) . . ?
C6 C1 N1 121.3(3) . . ?
C2 C1 N1 120.2(4) . . ?
C1 C2 C3 120.7(4) . . ?
C1 C2 H2A 119.7 . . ?
C3 C2 H2A 119.7 . . ?
C4 C3 C2 121.2(4) . . ?
C4 C3 H3 119.4 . . ?
C2 C3 H3 119.4 . . ?
C3 C4 C5 117.7(4) . . ?
C3 C4 C7 120.7(3) . . ?
C5 C4 C7 121.6(4) . . ?
C6 C5 C4 121.8(4) . . ?
C6 C5 H5 119.1 . . ?
C4 C5 H5 119.1 . . ?
C1 C6 C5 120.2(4) . . ?
C1 C6 H6 119.9 . . ?
C5 C6 H6 119.9 . . ?
O2 C7 O1 123.2(4) . . ?
O2 C7 C4 118.4(4) . . ?
O1 C7 C4 118.4(4) . . ?
C13 C8 C9 119.6(4) . . ?
C13 C8 N1 120.3(4) . . ?
C9 C8 N1 120.1(4) . . ?
C10 C9 C8 120.0(4) . . ?
C10 C9 H9 120.0 . . ?
C8 C9 H9 120.0 . . ?
C11 C10 C9 120.7(4) . . ?
C11 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?
C12 C11 C10 119.0(4) . . ?
C12 C11 C14 120.7(4) . . ?
C10 C11 C14 120.3(4) . . ?
C11 C12 C13 121.1(4) . . ?
C11 C12 H12 119.4 . . ?
C13 C12 H12 119.4 . . ?
C8 C13 C12 119.5(4) . . ?
C8 C13 H13 120.2 . . ?
C12 C13 H13 120.2 . . ?
O4 C14 O3 122.6(4) . . ?
O4 C14 C11 119.2(5) . . ?
O3 C14 C11 118.1(4) . . ?
O4 C14 Zn1 74.7(3) . 15 ?
O3 C14 Zn1 48.0(2) . 15 ?
C11 C14 Zn1 166.1(4) . 15 ?
C20 C15 C16 119.1(4) . . ?
C20 C15 N1 122.3(4) . . ?
C16 C15 N1 118.6(4) . . ?
C15 C16 C17 119.7(4) . . ?
C15 C16 H16 120.1 . . ?
C17 C16 H16 120.1 . . ?
C18 C17 C16 120.4(4) . . ?
C18 C17 H17 119.8 . . ?
C16 C17 H17 119.8 . . ?
C19 C18 C17 119.2(4) . . ?
C19 C18 C21 122.7(4) . . ?
C17 C18 C21 118.1(4) . . ?
C20 C19 C18 120.9(4) . . ?
C20 C19 H19 119.5 . . ?
C18 C19 H19 119.5 . . ?
C19 C20 C15 120.7(4) . . ?
C19 C20 H20 119.6 . . ?
C15 C20 H20 119.6 . . ?
O5 C21 O6 124.9(4) . . ?
O5 C21 C18 120.2(4) . . ?
O6 C21 C18 114.9(5) . . ?
O7 C22 N2 125.9(4) . . ?
O7 C22 H22 117.1 . . ?
N2 C22 H22 117.1 . . ?
N2 C23 H23A 109.5 . . ?
N2 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
N2 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N2 C23' H23D 109.5 . . ?
N2 C23' H23E 109.5 . . ?
H23D C23' H23E 109.5 . . ?
N2 C23' H23F 109.5 . . ?
H23D C23' H23F 109.5 . . ?
H23E C23' H23F 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.06
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.745
_refine_diff_density_min         -0.488
_refine_diff_density_rms         0.053
