# 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_a
_database_code_depnum_ccdc_archive 'CCDC 1921048'
loop_
_audit_author_name
_audit_author_address
'Zhichao Shao'
;Zhengzhou University
China
;
_audit_update_record             
;
2019-06-05 deposited with the CCDC.	2019-08-09 downloaded from the CCDC.
;
_audit_creation_date             2019-06-05
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H13 N2 O8 Zn, C6 H6 N, 3(H2 O)'
_chemical_formula_sum            'C28 H25 N3 O11 Zn'
_chemical_formula_weight         644.88
_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'
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'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.198(7)
_cell_length_b                   12.125(9)
_cell_length_c                   14.677(11)
_cell_angle_alpha                72.35(3)
_cell_angle_beta                 78.63(4)
_cell_angle_gamma                82.21(4)
_cell_volume                     1358.5(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9822
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.55
_cell_measurement_theta_min      2.54
_shelx_estimated_absorpt_T_max   0.900
_shelx_estimated_absorpt_T_min   0.884
_exptl_absorpt_coefficient_mu    0.974
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6526
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0989 before and 0.0490 after correction.
The Ratio of minimum to maximum transmission is 0.8753.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.576
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             664
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   0.745
_exptl_transmission_factor_min   0.6526
_diffrn_reflns_av_R_equivalents  0.0361
_diffrn_reflns_av_unetI/netI     0.0223
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            57559
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.582
_diffrn_reflns_theta_min         1.955
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5547
_reflns_number_total             6254
_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       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_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    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         1.263
_refine_diff_density_min         -0.469
_refine_diff_density_rms         0.068
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     392
_refine_ls_number_reflns         6254
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0337
_refine_ls_restrained_S_all      1.059
_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)+(0.0363P)²+1.5358P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0811
_refine_ls_wR_factor_ref         0.0853
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 C21-C22
 1.47 with sigma of 0.02
 N3-H3A
 0.85 with sigma of 0.02
3. Rigid bond restraints
 C21, C22
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4.a Riding coordinates:
 O9(H9A,H9B), O10(H10A,H10B), O11(H11A,H11B)
4.b Secondary CH2 refined with riding coordinates:
 C8(H8A,H8B)
4.c Aromatic/amide H refined with riding coordinates:
 C28(H28), C27(H27), C26(H26), C23(H23), C24(H24), C15(H15), C7(H7), C4(H4),
 C3(H3), C10(H10), C13(H13), C18(H18), C19(H19), C20(H20), C17(H17), C22(H22)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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 0.90213(3) 0.09650(2) 0.22698(2) 0.01480(7) Uani 1 1 d . . . . .
N3 N 0.4737(2) 0.33854(16) 0.75208(14) 0.0251(4) Uani 1 1 d D . . . .
O3 O 0.72181(18) 0.17485(12) 0.29626(10) 0.0218(3) Uani 1 1 d . . . . .
O4 O 0.57996(19) 0.20526(13) 0.17470(10) 0.0241(3) Uani 1 1 d . . . . .
O8 O -0.0578(3) 0.81778(14) 0.34877(11) 0.0402(5) Uani 1 1 d . . . . .
O7 O -0.1149(2) 0.94571(12) 0.21005(11) 0.0237(3) Uani 1 1 d . . . . .
O5 O 0.0623(2) 0.64536(13) -0.08578(10) 0.0275(3) Uani 1 1 d . . . . .
O6 O 0.01083(19) 0.83288(12) -0.08989(10) 0.0216(3) Uani 1 1 d . . . . .
O1 O 0.2778(2) 0.45419(14) 0.56550(11) 0.0302(4) Uani 1 1 d . . . . .
O2 O 0.4709(2) 0.30378(14) 0.58482(11) 0.0314(4) Uani 1 1 d . . . . .
N1 N 0.0185(2) 0.55365(13) 0.21513(11) 0.0160(3) Uani 1 1 d . . . . .
N2 N 1.0780(2) 0.07635(14) 0.31123(12) 0.0188(3) Uani 1 1 d . . . . .
C28 C 0.3970(3) 0.43928(18) 0.76396(15) 0.0206(4) Uani 1 1 d . . . . .
H28 H 0.338975 0.486838 0.716041 0.025 Uiso 1 1 calc R . . . .
C27 C 0.3999(2) 0.47570(17) 0.84383(14) 0.0196(4) Uani 1 1 d . . . . .
H27 H 0.341746 0.545020 0.850298 0.023 Uiso 1 1 calc R . . . .
C25 C 0.4915(3) 0.40728(17) 0.91524(14) 0.0203(4) Uani 1 1 d . . . . .
C26 C 0.5153(3) 0.44526(18) 0.99742(15) 0.0220(4) Uani 1 1 d . . . . .
H26 H 0.554286 0.389518 1.049355 0.026 Uiso 1 1 calc R . . . .
C23 C 0.5544(3) 0.2695(2) 0.82227(17) 0.0311(5) Uani 1 1 d . . . . .
H23 H 0.604697 0.198159 0.815802 0.037 Uiso 1 1 calc R . . . .
C24 C 0.5657(3) 0.30043(19) 0.90413(16) 0.0273(5) Uani 1 1 d . . . . .
H24 H 0.622526 0.250226 0.951505 0.033 Uiso 1 1 calc R . . . .
C16 C 0.5963(2) 0.21603(16) 0.25337(14) 0.0168(4) Uani 1 1 d . . . . .
C14 C 0.4613(2) 0.28305(15) 0.30583(14) 0.0162(4) Uani 1 1 d . . . . .
C15 C 0.3171(2) 0.32828(15) 0.26655(13) 0.0159(4) Uani 1 1 d . . . . .
H15 H 0.305460 0.317654 0.208092 0.019 Uiso 1 1 calc R . . . .
C9 C 0.1906(2) 0.38911(15) 0.31384(13) 0.0149(4) Uani 1 1 d . . . . .
C8 C 0.0283(2) 0.42842(16) 0.27547(14) 0.0171(4) Uani 1 1 d . . . . .
H8A H 0.014384 0.379676 0.236393 0.020 Uiso 1 1 calc R . . . .
H8B H -0.063094 0.417804 0.329710 0.020 Uiso 1 1 calc R . . . .
C7 C -0.0109(2) 0.63803(16) 0.26110(14) 0.0162(4) Uani 1 1 d . . . . .
H7 H -0.015430 0.618018 0.327885 0.019 Uiso 1 1 calc R . . . .
C5 C -0.0341(2) 0.75347(16) 0.20921(14) 0.0168(4) Uani 1 1 d . . . . .
C6 C -0.0717(3) 0.84548(17) 0.26285(14) 0.0203(4) Uani 1 1 d . . . . .
C4 C -0.0223(2) 0.78254(16) 0.10904(14) 0.0176(4) Uani 1 1 d . . . . .
H4 H -0.037069 0.859846 0.073238 0.021 Uiso 1 1 calc R . . . .
C2 C 0.0118(2) 0.69538(16) 0.06248(13) 0.0160(4) Uani 1 1 d . . . . .
C3 C 0.0306(2) 0.58050(16) 0.11755(13) 0.0157(4) Uani 1 1 d . . . . .
H3 H 0.051604 0.521602 0.087341 0.019 Uiso 1 1 calc R . . . .
C1 C 0.0296(2) 0.72444(16) -0.04711(14) 0.0173(4) Uani 1 1 d . . . . .
C10 C 0.2095(2) 0.40570(16) 0.40045(14) 0.0181(4) Uani 1 1 d . . . . .
H10 H 0.125685 0.447680 0.431733 0.022 Uiso 1 1 calc R . . . .
C11 C 0.3526(2) 0.36024(16) 0.44110(14) 0.0175(4) Uani 1 1 d . . . . .
C12 C 0.3642(3) 0.37707(17) 0.53695(14) 0.0207(4) Uani 1 1 d . . . . .
C13 C 0.4787(2) 0.29774(16) 0.39403(14) 0.0167(4) Uani 1 1 d . . . . .
H13 H 0.573873 0.266030 0.421266 0.020 Uiso 1 1 calc R . . . .
C18 C 1.0455(3) 0.11771(18) 0.38889(14) 0.0217(4) Uani 1 1 d . . . . .
H18 H 0.944390 0.160665 0.399734 0.026 Uiso 1 1 calc R . . . .
C19 C 1.1552(3) 0.09930(19) 0.45297(16) 0.0267(5) Uani 1 1 d . . . . .
H19 H 1.127859 0.129269 0.505840 0.032 Uiso 1 1 calc R . . . .
C21 C 1.3051(3) 0.03633(19) 0.43816(16) 0.0282(5) Uani 1 1 d D U . . .
C20 C 1.3391(3) -0.0088(2) 0.35840(19) 0.0326(5) Uani 1 1 d . . . . .
H20 H 1.438571 -0.053209 0.346941 0.039 Uiso 1 1 calc R . . . .
C17 C 1.2227(3) 0.01339(19) 0.29683(18) 0.0280(5) Uani 1 1 d . . . . .
H17 H 1.246055 -0.016410 0.243843 0.034 Uiso 1 1 calc R . . . .
C22 C 1.4226(3) 0.02269(19) 0.50643(17) 0.0285(5) Uani 1 1 d D U . . .
H22 H 1.384600 0.047621 0.561493 0.034 Uiso 1 1 calc R . . . .
O9 O 0.5396(3) 0.01129(19) 0.11759(16) 0.0540(5) Uani 1 1 d . . . . .
H9A H 0.624787 0.014791 0.073454 0.081 Uiso 1 1 d R . . . .
H9B H 0.563267 0.069361 0.132054 0.081 Uiso 1 1 d R . . . .
O10 O 0.2520(2) -0.00840(18) 0.05565(15) 0.0487(5) Uani 1 1 d . . . . .
H10A H 0.173487 0.045263 0.054428 0.073 Uiso 1 1 d R . . . .
H10B H 0.334827 -0.001257 0.079768 0.073 Uiso 1 1 d R . . . .
O11 O 0.8565(3) 0.2981(2) 0.50385(15) 0.0587(6) Uani 1 1 d . . . . .
H11A H 0.900908 0.273760 0.554766 0.088 Uiso 1 1 d R . . . .
H11B H 0.772468 0.346970 0.507456 0.088 Uiso 1 1 d R . . . .
H3A H 0.472(9) 0.323(6) 0.697(3) 0.19(3) 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
Zn1 O3 1.9324(18) . ?
Zn1 O7 1.9448(19) 1_645 ?
Zn1 O6 1.9612(19) 2_665 ?
Zn1 N2 2.023(2) . ?
N3 C28 1.340(3) . ?
N3 C23 1.340(3) . ?
N3 H3A 0.88(2) . ?
O3 C16 1.277(3) . ?
O4 C16 1.235(3) . ?
O8 C6 1.227(3) . ?
O7 C6 1.274(3) . ?
O5 C1 1.230(2) . ?
O6 C1 1.276(3) . ?
O1 C12 1.221(3) . ?
O2 C12 1.304(3) . ?
N1 C8 1.509(3) . ?
N1 C7 1.359(3) . ?
N1 C3 1.355(3) . ?
N2 C18 1.346(3) . ?
N2 C17 1.338(3) . ?
C28 H28 0.9300 . ?
C28 C27 1.378(3) . ?
C27 H27 0.9300 . ?
C27 C25 1.401(3) . ?
C25 C26 1.469(3) . ?
C25 C24 1.397(3) . ?
C26 C26 1.339(4) 2_667 ?
C26 H26 0.9300 . ?
C23 H23 0.9300 . ?
C23 C24 1.385(3) . ?
C24 H24 0.9300 . ?
C16 C14 1.509(3) . ?
C14 C15 1.390(3) . ?
C14 C13 1.395(3) . ?
C15 H15 0.9300 . ?
C15 C9 1.386(3) . ?
C9 C8 1.509(3) . ?
C9 C10 1.386(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C7 H7 0.9300 . ?
C7 C5 1.383(3) . ?
C5 C6 1.518(3) . ?
C5 C4 1.391(3) . ?
C4 H4 0.9300 . ?
C4 C2 1.395(3) . ?
C2 C3 1.388(3) . ?
C2 C1 1.520(3) . ?
C3 H3 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.391(3) . ?
C11 C12 1.504(3) . ?
C11 C13 1.394(3) . ?
C13 H13 0.9300 . ?
C18 H18 0.9300 . ?
C18 C19 1.376(3) . ?
C19 H19 0.9300 . ?
C19 C21 1.372(4) . ?
C21 C20 1.402(4) . ?
C21 C22 1.481(3) . ?
C20 H20 0.9300 . ?
C20 C17 1.386(3) . ?
C17 H17 0.9300 . ?
C22 C22 1.315(5) 2_856 ?
C22 H22 0.9300 . ?
O9 H9A 0.8500 . ?
O9 H9B 0.8500 . ?
O10 H10A 0.8499 . ?
O10 H10B 0.8501 . ?
O11 H11A 0.8500 . ?
O11 H11B 0.8501 . ?

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
O3 Zn1 O7 122.61(8) . 1_645 ?
O3 Zn1 O6 121.03(7) . 2_665 ?
O3 Zn1 N2 99.75(9) . . ?
O7 Zn1 O6 94.32(7) 1_645 2_665 ?
O7 Zn1 N2 107.55(7) 1_645 . ?
O6 Zn1 N2 111.48(9) 2_665 . ?
C28 N3 H3A 118(5) . . ?
C23 N3 C28 118.10(19) . . ?
C23 N3 H3A 124(5) . . ?
C16 O3 Zn1 115.77(13) . . ?
C6 O7 Zn1 128.39(14) . 1_465 ?
C1 O6 Zn1 123.91(13) . 2_665 ?
C7 N1 C8 118.60(16) . . ?
C3 N1 C8 120.25(16) . . ?
C3 N1 C7 121.06(16) . . ?
C18 N2 Zn1 120.26(15) . . ?
C17 N2 Zn1 121.31(15) . . ?
C17 N2 C18 118.16(19) . . ?
N3 C28 H28 118.5 . . ?
N3 C28 C27 123.09(19) . . ?
C27 C28 H28 118.5 . . ?
C28 C27 H27 120.3 . . ?
C28 C27 C25 119.36(19) . . ?
C25 C27 H27 120.3 . . ?
C27 C25 C26 122.79(19) . . ?
C24 C25 C27 117.08(19) . . ?
C24 C25 C26 120.10(19) . . ?
C25 C26 H26 117.8 . . ?
C26 C26 C25 124.4(2) 2_667 . ?
C26 C26 H26 117.8 2_667 . ?
N3 C23 H23 118.8 . . ?
N3 C23 C24 122.5(2) . . ?
C24 C23 H23 118.8 . . ?
C25 C24 H24 120.1 . . ?
C23 C24 C25 119.7(2) . . ?
C23 C24 H24 120.1 . . ?
O3 C16 C14 114.98(17) . . ?
O4 C16 O3 125.22(18) . . ?
O4 C16 C14 119.79(18) . . ?
C15 C14 C16 119.39(17) . . ?
C15 C14 C13 119.96(18) . . ?
C13 C14 C16 120.64(18) . . ?
C14 C15 H15 119.7 . . ?
C9 C15 C14 120.50(18) . . ?
C9 C15 H15 119.7 . . ?
C15 C9 C8 120.09(18) . . ?
C15 C9 C10 119.47(18) . . ?
C10 C9 C8 120.26(17) . . ?
N1 C8 C9 113.42(16) . . ?
N1 C8 H8A 108.9 . . ?
N1 C8 H8B 108.9 . . ?
C9 C8 H8A 108.9 . . ?
C9 C8 H8B 108.9 . . ?
H8A C8 H8B 107.7 . . ?
N1 C7 H7 119.8 . . ?
N1 C7 C5 120.44(18) . . ?
C5 C7 H7 119.8 . . ?
C7 C5 C6 119.27(18) . . ?
C7 C5 C4 119.22(17) . . ?
C4 C5 C6 121.51(17) . . ?
O8 C6 O7 127.54(19) . . ?
O8 C6 C5 118.97(18) . . ?
O7 C6 C5 113.49(18) . . ?
C5 C4 H4 120.1 . . ?
C5 C4 C2 119.77(18) . . ?
C2 C4 H4 120.1 . . ?
C4 C2 C1 121.08(17) . . ?
C3 C2 C4 119.10(18) . . ?
C3 C2 C1 119.82(17) . . ?
N1 C3 C2 120.37(17) . . ?
N1 C3 H3 119.8 . . ?
C2 C3 H3 119.8 . . ?
O5 C1 O6 126.64(19) . . ?
O5 C1 C2 119.25(18) . . ?
O6 C1 C2 114.09(16) . . ?
C9 C10 H10 119.6 . . ?
C9 C10 C11 120.73(18) . . ?
C11 C10 H10 119.6 . . ?
C10 C11 C12 118.61(17) . . ?
C10 C11 C13 119.68(18) . . ?
C13 C11 C12 121.69(18) . . ?
O1 C12 O2 124.34(19) . . ?
O1 C12 C11 120.84(19) . . ?
O2 C12 C11 114.81(17) . . ?
C14 C13 H13 120.2 . . ?
C11 C13 C14 119.63(18) . . ?
C11 C13 H13 120.2 . . ?
N2 C18 H18 118.5 . . ?
N2 C18 C19 123.0(2) . . ?
C19 C18 H18 118.5 . . ?
C18 C19 H19 120.3 . . ?
C21 C19 C18 119.4(2) . . ?
C21 C19 H19 120.3 . . ?
C19 C21 C20 118.1(2) . . ?
C19 C21 C22 117.7(2) . . ?
C20 C21 C22 124.2(2) . . ?
C21 C20 H20 120.4 . . ?
C17 C20 C21 119.3(2) . . ?
C17 C20 H20 120.4 . . ?
N2 C17 C20 122.1(2) . . ?
N2 C17 H17 119.0 . . ?
C20 C17 H17 119.0 . . ?
C21 C22 H22 118.1 . . ?
C22 C22 C21 123.7(3) 2_856 . ?
C22 C22 H22 118.1 2_856 . ?
H9A O9 H9B 92.8 . . ?
H10A O10 H10B 115.7 . . ?
H11A O11 H11B 114.3 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O9 H9A O10 0.85 1.98 2.777(4) 155.2 2_655 yes
O9 H9B O4 0.85 1.96 2.803(3) 170.8 . yes
O10 H10A O6 0.85 2.07 2.899(3) 164.6 2_565 yes
O10 H10B O9 0.85 1.91 2.751(3) 171.9 . yes
O11 H11A O8 0.85 2.07 2.883(3) 161.0 2_666 yes
O11 H11B O1 0.85 2.34 2.994(3) 134.2 2_666 yes

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 O3 C16 O4 3.1(3) . . . . ?
Zn1 O3 C16 C14 -176.50(12) . . . . ?
Zn1 O7 C6 O8 24.0(3) 1_465 . . . ?
Zn1 O7 C6 C5 -155.67(14) 1_465 . . . ?
Zn1 O6 C1 O5 -20.4(3) 2_665 . . . ?
Zn1 O6 C1 C2 158.28(13) 2_665 . . . ?
Zn1 N2 C18 C19 175.06(15) . . . . ?
Zn1 N2 C17 C20 -174.88(17) . . . . ?
N3 C28 C27 C25 2.2(3) . . . . ?
N3 C23 C24 C25 -0.2(4) . . . . ?
O3 C16 C14 C15 -178.01(17) . . . . ?
O3 C16 C14 C13 0.6(3) . . . . ?
O4 C16 C14 C15 2.4(3) . . . . ?
O4 C16 C14 C13 -178.96(18) . . . . ?
N1 C7 C5 C6 178.20(17) . . . . ?
N1 C7 C5 C4 -1.8(3) . . . . ?
N2 C18 C19 C21 0.1(3) . . . . ?
C28 N3 C23 C24 -2.3(4) . . . . ?
C28 C27 C25 C26 173.59(19) . . . . ?
C28 C27 C25 C24 -4.5(3) . . . . ?
C27 C25 C26 C26 -14.7(4) . . . 2_667 ?
C27 C25 C24 C23 3.5(3) . . . . ?
C26 C25 C24 C23 -174.6(2) . . . . ?
C23 N3 C28 C27 1.2(3) . . . . ?
C24 C25 C26 C26 163.4(3) . . . 2_667 ?
C16 C14 C15 C9 179.32(17) . . . . ?
C16 C14 C13 C11 179.85(17) . . . . ?
C14 C15 C9 C8 -174.43(17) . . . . ?
C14 C15 C9 C10 0.7(3) . . . . ?
C15 C14 C13 C11 -1.5(3) . . . . ?
C15 C9 C8 N1 -98.4(2) . . . . ?
C15 C9 C10 C11 -1.1(3) . . . . ?
C9 C10 C11 C12 -177.84(17) . . . . ?
C9 C10 C11 C13 0.3(3) . . . . ?
C8 N1 C7 C5 -174.83(17) . . . . ?
C8 N1 C3 C2 176.20(17) . . . . ?
C8 C9 C10 C11 173.94(17) . . . . ?
C7 N1 C8 C9 -76.3(2) . . . . ?
C7 N1 C3 C2 -0.5(3) . . . . ?
C7 C5 C6 O8 10.1(3) . . . . ?
C7 C5 C6 O7 -170.14(18) . . . . ?
C7 C5 C4 C2 0.3(3) . . . . ?
C5 C4 C2 C3 1.1(3) . . . . ?
C5 C4 C2 C1 -178.51(18) . . . . ?
C6 C5 C4 C2 -179.71(18) . . . . ?
C4 C5 C6 O8 -169.9(2) . . . . ?
C4 C5 C6 O7 9.9(3) . . . . ?
C4 C2 C3 N1 -1.0(3) . . . . ?
C4 C2 C1 O5 178.86(19) . . . . ?
C4 C2 C1 O6 0.0(3) . . . . ?
C3 N1 C8 C9 106.9(2) . . . . ?
C3 N1 C7 C5 1.9(3) . . . . ?
C3 C2 C1 O5 -0.7(3) . . . . ?
C3 C2 C1 O6 -179.53(18) . . . . ?
C1 C2 C3 N1 178.60(17) . . . . ?
C10 C9 C8 N1 86.5(2) . . . . ?
C10 C11 C12 O1 -20.7(3) . . . . ?
C10 C11 C12 O2 159.05(19) . . . . ?
C10 C11 C13 C14 1.0(3) . . . . ?
C12 C11 C13 C14 179.11(18) . . . . ?
C13 C14 C15 C9 0.7(3) . . . . ?
C13 C11 C12 O1 161.2(2) . . . . ?
C13 C11 C12 O2 -19.1(3) . . . . ?
C18 N2 C17 C20 -0.7(3) . . . . ?
C18 C19 C21 C20 -1.2(3) . . . . ?
C18 C19 C21 C22 177.49(19) . . . . ?
C19 C21 C20 C17 1.3(3) . . . . ?
C19 C21 C22 C22 -171.2(3) . . . 2_856 ?
C21 C20 C17 N2 -0.3(4) . . . . ?
C20 C21 C22 C22 7.4(4) . . . 2_856 ?
C17 N2 C18 C19 0.8(3) . . . . ?
C22 C21 C20 C17 -177.3(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
