# 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 2020

####################################################################### 
# 
# 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_aaaa
_database_code_depnum_ccdc_archive 'CCDC 1956753'
_audit_update_record             
;
2019-09-28 deposited with the CCDC.	2020-05-22 downloaded from the CCDC.
;
_audit_creation_date             2019-08-31
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         '0.33(C126 H72 Cl18 N72 Zn18)'
_chemical_formula_sum            'C42 H24 Cl6 N24 Zn6'
_chemical_formula_weight         1469.60
_chemical_melting_point          ?
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'
Cl Cl 0.1484 0.1585 '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'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_H-M_alt        'R -3'
_space_group_name_Hall           '-R 3'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-y, x-y, z'
3 '-x+y, -x, z'
4 'x+2/3, y+1/3, z+1/3'
5 '-y+2/3, x-y+1/3, z+1/3'
6 '-x+y+2/3, -x+1/3, z+1/3'
7 'x+1/3, y+2/3, z+2/3'
8 '-y+1/3, x-y+2/3, z+2/3'
9 '-x+y+1/3, -x+2/3, z+2/3'
10 '-x, -y, -z'
11 'y, -x+y, -z'
12 'x-y, x, -z'
13 '-x+2/3, -y+1/3, -z+1/3'
14 'y+2/3, -x+y+1/3, -z+1/3'
15 'x-y+2/3, x+1/3, -z+1/3'
16 '-x+1/3, -y+2/3, -z+2/3'
17 'y+1/3, -x+y+2/3, -z+2/3'
18 'x-y+1/3, x+2/3, -z+2/3'

_cell_length_a                   20.397(3)
_cell_length_b                   20.397(3)
_cell_length_c                   12.0129(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     4328.1(9)
_cell_formula_units_Z            3.0006
_cell_measurement_reflns_used    3680
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.81
_cell_measurement_theta_min      3.46
_exptl_absorpt_coefficient_mu    2.786
_exptl_absorpt_correction_T_max  0.7310
_exptl_absorpt_correction_T_min  0.4020
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.692
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2178
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0573
_diffrn_reflns_av_unetI/netI     0.0307
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            16455
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.05
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_reflns_number_gt                1539
_reflns_number_total             1971
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT v8.27A (Bruker, 2012)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.27A (Bruker, 2012)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         1.350
_refine_diff_density_min         -0.377
_refine_diff_density_rms         0.135
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         1971
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0590
_refine_ls_R_factor_gt           0.0408
_refine_ls_restrained_S_all      1.099
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0708P)²+25.8553P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1259
_refine_ls_wR_factor_ref         0.1364
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Zn1 Zn 0.46800(3) 0.59753(3) 0.68836(5) 0.0320(2) Uani 1 d . . .
Cl1 Cl 0.35521(7) 0.55615(8) 0.78274(10) 0.0415(3) Uani 1 d . . .
N1 N 0.5213(2) 0.5466(2) 0.8016(4) 0.0376(10) Uani 1 d . . .
N2 N 0.6544(2) 0.7410(2) 0.8799(3) 0.0335(9) Uani 1 d . . .
N3 N 0.5563(2) 0.6866(2) 0.7622(3) 0.0265(8) Uani 1 d . . .
N4 N 0.5856(2) 0.76263(19) 0.7538(3) 0.0275(8) Uani 1 d . . .
C1 C 0.5007(4) 0.4740(3) 0.8178(5) 0.0541(15) Uani 1 d . . .
H1 H 0.4605 0.4373 0.7766 0.065 Uiso 1 calc . . R
C2 C 0.5362(4) 0.4513(4) 0.8925(6) 0.0671(19) Uani 1 d . . .
H2 H 0.5208 0.4002 0.9003 0.081 Uiso 1 calc . . R
C3 C 0.5938(4) 0.5037(4) 0.9544(5) 0.0587(17) Uani 1 d . . .
H3 H 0.6181 0.4890 1.0059 0.070 Uiso 1 calc . . R
C4 C 0.6166(3) 0.5793(3) 0.9410(5) 0.0445(13) Uani 1 d . . .
H4 H 0.6557 0.6164 0.9834 0.053 Uiso 1 calc . . R
C5 C 0.5791(3) 0.5980(3) 0.8623(4) 0.0316(10) Uani 1 d . . .
C6 C 0.5980(2) 0.6763(2) 0.8369(4) 0.0281(10) Uani 1 d . . .
C7 C 0.6435(2) 0.7928(2) 0.8247(4) 0.0285(10) Uani 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Zn1 0.0256(3) 0.0231(3) 0.0399(4) -0.0072(2) -0.0057(2) 0.0067(2)
Cl1 0.0305(6) 0.0505(8) 0.0374(7) -0.0091(5) 0.0013(5) 0.0156(6)
N1 0.039(2) 0.024(2) 0.046(2) 0.0000(17) -0.0053(19) 0.0136(18)
N2 0.028(2) 0.030(2) 0.043(2) -0.0047(17) -0.0114(17) 0.0151(18)
N3 0.0239(18) 0.0190(17) 0.034(2) -0.0024(15) -0.0087(15) 0.0085(15)
N4 0.0227(18) 0.0178(17) 0.039(2) -0.0019(15) -0.0085(16) 0.0077(15)
C1 0.065(4) 0.027(3) 0.065(4) 0.000(3) -0.008(3) 0.020(3)
C2 0.090(5) 0.036(3) 0.084(5) 0.016(3) 0.007(4) 0.037(4)
C3 0.074(4) 0.057(4) 0.063(4) 0.020(3) 0.000(3) 0.046(4)
C4 0.047(3) 0.050(3) 0.047(3) 0.008(3) -0.002(3) 0.032(3)
C5 0.033(3) 0.030(2) 0.035(3) 0.002(2) 0.001(2) 0.018(2)
C6 0.025(2) 0.026(2) 0.035(2) -0.0014(19) -0.0034(18) 0.0138(19)
C7 0.021(2) 0.023(2) 0.038(2) -0.0026(18) -0.0057(18) 0.0090(18)

_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 Cl1 2.3126(13) . ?
Zn1 Cl1 2.5046(13) 15_556 ?
Zn1 N1 2.288(4) . ?
Zn1 N3 2.015(3) . ?
Zn1 N4 2.022(4) 14_456 ?
Cl1 Zn1 2.5046(13) 14_456 ?
N1 C1 1.337(7) . ?
N1 C5 1.336(6) . ?
N2 C6 1.348(6) . ?
N2 C7 1.355(6) . ?
N3 N4 1.358(5) . ?
N3 C6 1.323(6) . ?
N4 Zn1 2.022(4) 15_556 ?
N4 C7 1.333(6) . ?
C1 H1 0.9300 . ?
C1 C2 1.371(9) . ?
C2 H2 0.9300 . ?
C2 C3 1.350(10) . ?
C3 H3 0.9300 . ?
C3 C4 1.379(8) . ?
C4 H4 0.9300 . ?
C4 C5 1.383(7) . ?
C5 C6 1.476(6) . ?
C7 C7 1.452(8) 16_666 ?

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
Cl1 Zn1 Cl1 102.17(7) . 15_556 ?
N1 Zn1 Cl1 156.62(11) . 15_556 ?
N1 Zn1 Cl1 98.89(12) . . ?
N3 Zn1 Cl1 113.03(12) . . ?
N3 Zn1 Cl1 87.82(10) . 15_556 ?
N3 Zn1 N1 74.58(14) . . ?
N3 Zn1 N4 149.02(15) . 14_456 ?
N4 Zn1 Cl1 96.67(11) 14_456 . ?
N4 Zn1 Cl1 94.62(12) 14_456 15_556 ?
N4 Zn1 N1 92.91(15) 14_456 . ?
Zn1 Cl1 Zn1 100.23(5) . 14_456 ?
C1 N1 Zn1 129.2(4) . . ?
C1 N1 C5 117.0(5) . . ?
C5 N1 Zn1 113.7(3) . . ?
C6 N2 C7 100.6(4) . . ?
N4 N3 Zn1 132.9(3) . . ?
C6 N3 Zn1 120.7(3) . . ?
C6 N3 N4 106.4(3) . . ?
N3 N4 Zn1 118.2(3) . 15_556 ?
C7 N4 Zn1 136.7(3) . 15_556 ?
C7 N4 N3 105.1(3) . . ?
N1 C1 H1 118.5 . . ?
N1 C1 C2 123.0(6) . . ?
C2 C1 H1 118.5 . . ?
C1 C2 H2 120.3 . . ?
C3 C2 C1 119.4(6) . . ?
C3 C2 H2 120.3 . . ?
C2 C3 H3 120.2 . . ?
C2 C3 C4 119.6(5) . . ?
C4 C3 H3 120.2 . . ?
C3 C4 H4 121.2 . . ?
C3 C4 C5 117.7(5) . . ?
C5 C4 H4 121.2 . . ?
N1 C5 C4 123.4(5) . . ?
N1 C5 C6 112.7(4) . . ?
C4 C5 C6 124.0(5) . . ?
N2 C6 C5 127.9(4) . . ?
N3 C6 N2 113.9(4) . . ?
N3 C6 C5 118.2(4) . . ?
N2 C7 C7 123.5(5) . 16_666 ?
N4 C7 N2 114.0(4) . . ?
N4 C7 C7 122.6(5) . 16_666 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 N1 C1 C2 -177.1(5) . . . . ?
Zn1 N1 C5 C4 176.0(4) . . . . ?
Zn1 N1 C5 C6 -3.4(5) . . . . ?
Zn1 N3 N4 Zn1 -1.9(5) . . . 15_556 ?
Zn1 N3 N4 C7 179.0(3) . . . . ?
Zn1 N3 C6 N2 -179.3(3) . . . . ?
Zn1 N3 C6 C5 1.6(6) . . . . ?
Zn1 N4 C7 N2 -178.9(3) 15_556 . . . ?
Zn1 N4 C7 C7 2.0(9) 15_556 . . 16_666 ?
Cl1 Zn1 Cl1 Zn1 78.47(6) 15_556 . . 14_456 ?
Cl1 Zn1 N1 C1 -137.2(4) 15_556 . . . ?
Cl1 Zn1 N1 C1 68.7(5) . . . . ?
Cl1 Zn1 N1 C5 45.8(5) 15_556 . . . ?
Cl1 Zn1 N1 C5 -108.3(3) . . . . ?
Cl1 Zn1 N3 N4 14.4(4) 15_556 . . . ?
Cl1 Zn1 N3 N4 -87.9(4) . . . . ?
Cl1 Zn1 N3 C6 90.8(3) . . . . ?
Cl1 Zn1 N3 C6 -166.9(3) 15_556 . . . ?
N1 Zn1 Cl1 Zn1 -111.76(11) . . . 14_456 ?
N1 Zn1 N3 N4 178.8(4) . . . . ?
N1 Zn1 N3 C6 -2.5(3) . . . . ?
N1 C1 C2 C3 1.2(11) . . . . ?
N1 C5 C6 N2 -177.5(5) . . . . ?
N1 C5 C6 N3 1.5(6) . . . . ?
N3 Zn1 Cl1 Zn1 171.30(11) . . . 14_456 ?
N3 Zn1 N1 C1 -179.7(5) . . . . ?
N3 Zn1 N1 C5 3.3(3) . . . . ?
N3 N4 C7 N2 -0.1(5) . . . . ?
N3 N4 C7 C7 -179.2(6) . . . 16_666 ?
N4 Zn1 Cl1 Zn1 -17.74(12) 14_456 . . 14_456 ?
N4 Zn1 N1 C1 -28.5(5) 14_456 . . . ?
N4 Zn1 N1 C5 154.5(4) 14_456 . . . ?
N4 Zn1 N3 N4 109.7(3) 14_456 . . . ?
N4 Zn1 N3 C6 -71.6(5) 14_456 . . . ?
N4 N3 C6 N2 -0.3(5) . . . . ?
N4 N3 C6 C5 -179.5(4) . . . . ?
C1 N1 C5 C4 -1.4(8) . . . . ?
C1 N1 C5 C6 179.2(5) . . . . ?
C1 C2 C3 C4 -0.7(11) . . . . ?
C2 C3 C4 C5 -0.8(9) . . . . ?
C3 C4 C5 N1 1.9(8) . . . . ?
C3 C4 C5 C6 -178.7(5) . . . . ?
C4 C5 C6 N2 3.1(8) . . . . ?
C4 C5 C6 N3 -177.9(5) . . . . ?
C5 N1 C1 C2 -0.2(9) . . . . ?
C6 N2 C7 N4 -0.1(5) . . . . ?
C6 N2 C7 C7 179.0(6) . . . 16_666 ?
C6 N3 N4 Zn1 179.3(3) . . . 15_556 ?
C6 N3 N4 C7 0.2(5) . . . . ?
C7 N2 C6 N3 0.3(5) . . . . ?
C7 N2 C6 C5 179.3(5) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

# SQUEEZE RESULTS (APPEND TO CIF)
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
1 0.333 0.667 0.167 251.2 44.3
2 0.667 0.333 -0.167 251.3 44.4
3 0.000 0.000 0.500 251.0 44.3
_platon_squeeze_details          
;
;
