# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_y346
_database_code_depnum_ccdc_archive 'CCDC 1914021'
loop_
_audit_author_name
_audit_author_address
'Xiao-Gang Yang'
;Luoyang Normal University
China
;
_audit_update_record             
;
2019-05-05 deposited with the CCDC.	2019-08-21 downloaded from the CCDC.
;
_audit_creation_date             2019-05-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.06(C128 H64 O64 Zn16)'
_chemical_formula_sum            'C8 H4 O4 Zn'
_chemical_formula_weight         229.48
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         C1H1O1N1Zn1
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'

_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.
;
_space_group_crystal_system      tetragonal
_space_group_IT_number           96
_space_group_name_H-M_alt        'P 43 21 2'
_space_group_name_Hall           'P 4nw 2abw'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y+1/2, x+1/2, z+3/4'
'y+1/2, -x+1/2, z+1/4'
'-x+1/2, y+1/2, -z+3/4'
'x+1/2, -y+1/2, -z+1/4'
'y, x, -z'
'-y, -x, -z+1/2'

_cell_length_a                   9.63550(10)
_cell_length_b                   9.63550(10)
_cell_length_c                   32.1835(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2988.01(9)
_cell_formula_units_Z            16
_cell_measurement_reflns_used    18409
_cell_measurement_temperature    293.37(10)
_cell_measurement_theta_max      28.2010
_cell_measurement_theta_min      4.2170
_shelx_estimated_absorpt_T_max   0.473
_shelx_estimated_absorpt_T_min   0.441
_exptl_absorpt_coefficient_mu    3.258
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.31745
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.040
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1824
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.27
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0605
_diffrn_reflns_av_unetI/netI     0.0225
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_number            41879
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.335
_diffrn_reflns_theta_min         3.299
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      293.37(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1169
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -13.25  25.00   0.75    5.00    --  -13.80 -99.00 -30.00   51
  2  ω    -78.00 -30.75   0.75    5.00    --  -13.80 -57.00-180.00   63
  3  ω    -66.00   0.00   0.75    5.00    --  -13.80 122.00  40.21   88
  4  ω     17.00  80.00   0.75    5.00    --   14.82  38.00   0.00   84
  5  ω     -4.00  83.00   0.75    5.00    --   14.82  38.00-150.00  116
  6  ω      3.00  82.50   0.75    5.00    --   14.82  38.00 -60.00  106
  7  ω    -49.00  31.25   0.75    5.00    --   14.82 -57.00-180.00  107
  8  ω     -3.00  83.25   0.75    5.00    --   14.82  38.00 120.00  115
  9  ω     -5.00  63.25   0.75    5.00    --   14.82-116.00  42.00   91
 10  ω    -13.00  58.25   0.75    5.00    --   14.82-106.00 -67.75   95
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset/far, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0730369000
_diffrn_orient_matrix_UB_12      -0.0085819000
_diffrn_orient_matrix_UB_13      -0.0010393000
_diffrn_orient_matrix_UB_21      0.0048688000
_diffrn_orient_matrix_UB_22      -0.0119085000
_diffrn_orient_matrix_UB_23      -0.0216993000
_diffrn_orient_matrix_UB_31      0.0078889000
_diffrn_orient_matrix_UB_32      -0.0721285000
_diffrn_orient_matrix_UB_33      0.0037073000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.633
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                2570
_reflns_number_total             2735
_reflns_odcompleteness_completeness 99.30
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     25.30
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.631
_refine_diff_density_min         -1.747
_refine_diff_density_rms         0.170
_refine_ls_abs_structure_details 
;
 Flack x determined using 926 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.464(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.164
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         2735
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0666
_refine_ls_R_factor_gt           0.0644
_refine_ls_restrained_S_all      1.160
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+67.7993P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1565
_refine_ls_wR_factor_ref         0.1573
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Rigid bond restraints
 C8, C10, C16
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
C8 \\sim C10 \\sim C16: within 2A with sigma of 0.01 and sigma for terminal
atoms of 0.02
Uanis(C8) \\sim Ueq, Uanis(C10) \\sim Ueq, Uanis(C16) \\sim Ueq: with sigma of
0.01 and sigma for terminal atoms of 0.02
4.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C6(H6), C10(H10), C12(H12), C13(H13), C14(H14)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 1.01492(16) 0.45154(16) 0.24964(5) 0.0194(4) Uani 1 1 d . . . . .
Zn2 Zn 1.04391(18) -0.04391(18) 0.2500 0.0217(5) Uani 1 2 d S T P . .
Zn3 Zn 0.98527(17) -0.01473(17) 0.5000 0.0175(5) Uani 1 2 d S T P . .
O1 O 0.9124(10) 0.5005(11) 0.2011(3) 0.022(2) Uani 1 1 d . . . . .
O2 O 0.7138(12) 0.5026(13) 0.2328(3) 0.030(3) Uani 1 1 d . . . . .
O3 O 0.9386(11) 0.5301(11) 0.0496(3) 0.026(2) Uani 1 1 d . . . . .
O4 O 0.7442(11) 0.5375(13) 0.0148(3) 0.029(3) Uani 1 1 d . . . . .
O5 O 0.9826(12) 0.2532(11) 0.2631(3) 0.028(3) Uani 1 1 d . . . . .
O6 O 1.0013(10) 0.0624(10) 0.2989(3) 0.023(2) Uani 1 1 d . . . . .
O7 O 0.9869(11) 0.0913(10) 0.4498(3) 0.024(2) Uani 1 1 d . . . . .
O8 O 0.9435(13) 0.2863(11) 0.4826(3) 0.028(3) Uani 1 1 d . . . . .
C1 C 0.7297(13) 0.5840(15) 0.1619(4) 0.014(3) Uani 1 1 d . . . . .
C2 C 0.7870(14) 0.5416(15) 0.1246(4) 0.017(3) Uani 1 1 d . . . . .
H2 H 0.8563 0.4744 0.1246 0.020 Uiso 1 1 calc R . . . .
C3 C 0.7429(15) 0.5976(14) 0.0871(4) 0.019(3) Uani 1 1 d . . . . .
C4 C 0.6426(17) 0.6998(17) 0.0875(5) 0.027(4) Uani 1 1 d . . . . .
H4 H 0.6131 0.7389 0.0626 0.032 Uiso 1 1 calc R . . . .
C5 C 0.5850(16) 0.7452(15) 0.1249(5) 0.022(3) Uani 1 1 d . . . . .
H5 H 0.5201 0.8166 0.1253 0.027 Uiso 1 1 calc R . . . .
C6 C 0.6266(15) 0.6817(15) 0.1617(5) 0.021(3) Uani 1 1 d . . . . .
H6 H 0.5836 0.7059 0.1865 0.025 Uiso 1 1 calc R . . . .
C7 C 0.7864(14) 0.5230(16) 0.2015(4) 0.017(3) Uani 1 1 d . . . . .
C8 C 0.8109(14) 0.5503(15) 0.0479(4) 0.015(3) Uani 1 1 d . U . . .
C9 C 0.9141(14) 0.2554(14) 0.3341(4) 0.017(3) Uani 1 1 d . . . . .
C10 C 0.9564(14) 0.2126(14) 0.3732(4) 0.016(3) Uani 1 1 d . U . . .
H10 H 1.0223 0.1425 0.3754 0.020 Uiso 1 1 calc R . . . .
C11 C 0.9034(14) 0.2712(16) 0.4090(5) 0.020(3) Uani 1 1 d . . . . .
C12 C 0.8039(18) 0.3732(17) 0.4058(5) 0.028(3) Uani 1 1 d . . . . .
H12 H 0.7687 0.4136 0.4299 0.034 Uiso 1 1 calc R . . . .
C13 C 0.7550(16) 0.4171(17) 0.3673(5) 0.027(4) Uani 1 1 d . . . . .
H13 H 0.6855 0.4838 0.3653 0.032 Uiso 1 1 calc R . . . .
C14 C 0.8139(16) 0.3575(17) 0.3316(4) 0.026(3) Uani 1 1 d . . . . .
H14 H 0.7846 0.3876 0.3055 0.031 Uiso 1 1 calc R . . . .
C15 C 0.9725(15) 0.1861(15) 0.2963(4) 0.018(3) Uani 1 1 d . . . . .
C16 C 0.9492(15) 0.2156(14) 0.4504(4) 0.016(3) Uani 1 1 d . 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 O1 1.908(9) . ?
Zn1 O3 1.931(10) 4_565 ?
Zn1 O5 1.984(11) . ?
Zn1 O8 1.993(11) 3_644 ?
Zn2 O4 1.989(11) 6 ?
Zn2 O4 1.989(11) 4 ?
Zn2 O6 1.922(10) 8_665 ?
Zn2 O6 1.922(10) . ?
Zn3 O2 2.004(11) 4 ?
Zn3 O2 2.004(11) 5_645 ?
Zn3 O7 1.912(10) . ?
Zn3 O7 1.912(10) 7_646 ?
O1 C7 1.233(17) . ?
O2 Zn3 2.004(11) 3_544 ?
O2 C7 1.241(17) . ?
O3 Zn1 1.931(10) 3_644 ?
O3 C8 1.246(17) . ?
O4 Zn2 1.989(11) 3_544 ?
O4 C8 1.252(17) . ?
O5 C15 1.253(17) . ?
O6 C15 1.226(18) . ?
O7 C16 1.251(17) . ?
O8 Zn1 1.993(11) 4_565 ?
O8 C16 1.240(17) . ?
C1 C2 1.383(19) . ?
C1 C6 1.37(2) . ?
C1 C7 1.507(19) . ?
C2 H2 0.9300 . ?
C2 C3 1.39(2) . ?
C3 C4 1.38(2) . ?
C3 C8 1.49(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.40(2) . ?
C5 H5 0.9300 . ?
C5 C6 1.39(2) . ?
C6 H6 0.9300 . ?
C9 C10 1.386(19) . ?
C9 C14 1.38(2) . ?
C9 C15 1.50(2) . ?
C10 H10 0.9300 . ?
C10 C11 1.38(2) . ?
C11 C12 1.38(2) . ?
C11 C16 1.505(19) . ?
C12 H12 0.9300 . ?
C12 C13 1.39(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.41(2) . ?
C14 H14 0.9300 . ?

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 O3 125.9(4) . 4_565 ?
O1 Zn1 O5 109.6(4) . . ?
O1 Zn1 O8 106.4(4) . 3_644 ?
O3 Zn1 O5 110.9(4) 4_565 . ?
O3 Zn1 O8 100.2(5) 4_565 3_644 ?
O5 Zn1 O8 100.0(5) . 3_644 ?
O4 Zn2 O4 96.7(7) 4 6 ?
O6 Zn2 O4 112.7(4) 8_665 4 ?
O6 Zn2 O4 112.7(4) . 6 ?
O6 Zn2 O4 108.4(4) 8_665 6 ?
O6 Zn2 O4 108.4(4) . 4 ?
O6 Zn2 O6 116.3(6) . 8_665 ?
O2 Zn3 O2 103.6(7) 4 5_645 ?
O7 Zn3 O2 101.4(5) 7_646 4 ?
O7 Zn3 O2 106.1(4) 7_646 5_645 ?
O7 Zn3 O2 101.4(5) . 5_645 ?
O7 Zn3 O2 106.1(4) . 4 ?
O7 Zn3 O7 134.9(7) . 7_646 ?
C7 O1 Zn1 122.9(9) . . ?
C7 O2 Zn3 141.0(10) . 3_544 ?
C8 O3 Zn1 121.1(9) . 3_644 ?
C8 O4 Zn2 134.4(10) . 3_544 ?
C15 O5 Zn1 134.1(10) . . ?
C15 O6 Zn2 120.7(9) . . ?
C16 O7 Zn3 119.7(9) . . ?
C16 O8 Zn1 139.1(9) . 4_565 ?
C2 C1 C7 118.3(12) . . ?
C6 C1 C2 119.3(14) . . ?
C6 C1 C7 122.4(13) . . ?
C1 C2 H2 119.4 . . ?
C1 C2 C3 121.1(14) . . ?
C3 C2 H2 119.4 . . ?
C2 C3 C8 118.8(13) . . ?
C4 C3 C2 119.0(14) . . ?
C4 C3 C8 122.1(13) . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.6(14) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 H5 120.6 . . ?
C6 C5 C4 118.8(14) . . ?
C6 C5 H5 120.6 . . ?
C1 C6 C5 121.0(14) . . ?
C1 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
O1 C7 O2 122.4(13) . . ?
O1 C7 C1 114.6(12) . . ?
O2 C7 C1 122.9(13) . . ?
O3 C8 O4 121.9(13) . . ?
O3 C8 C3 116.3(12) . . ?
O4 C8 C3 121.7(13) . . ?
C10 C9 C15 119.6(13) . . ?
C14 C9 C10 118.2(14) . . ?
C14 C9 C15 122.2(13) . . ?
C9 C10 H10 119.1 . . ?
C11 C10 C9 121.8(14) . . ?
C11 C10 H10 119.1 . . ?
C10 C11 C16 119.0(13) . . ?
C12 C11 C10 119.2(14) . . ?
C12 C11 C16 121.6(13) . . ?
C11 C12 H12 119.4 . . ?
C11 C12 C13 121.2(15) . . ?
C13 C12 H12 119.4 . . ?
C12 C13 H13 121.0 . . ?
C12 C13 C14 117.9(14) . . ?
C14 C13 H13 121.0 . . ?
C9 C14 C13 121.6(14) . . ?
C9 C14 H14 119.2 . . ?
C13 C14 H14 119.2 . . ?
O5 C15 C9 119.4(13) . . ?
O6 C15 O5 122.9(14) . . ?
O6 C15 C9 117.6(12) . . ?
O7 C16 C11 114.3(12) . . ?
O8 C16 O7 123.6(13) . . ?
O8 C16 C11 122.1(13) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.232
_oxdiff_exptl_absorpt_empirical_full_min 0.584
