# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 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_zn
_database_code_depnum_ccdc_archive 'CCDC 1912021'
loop_
_audit_author_name
_audit_author_address
'Yong-Cong Ou'
;South China Normal University
China
;
_audit_update_record             
;
2019-04-24 deposited with the CCDC.	2020-09-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H20 N2 O8 Zn'
_chemical_formula_weight         505.77

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   9.8032(4)
_cell_length_b                   18.8923(8)
_cell_length_c                   22.6814(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4200.7(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    2309
_cell_measurement_theta_min      3.8630
_cell_measurement_theta_max      72.4380

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.599
_exptl_crystal_F_000             2080
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    2.106
_shelx_estimated_absorpt_T_min   0.817
_shelx_estimated_absorpt_T_max   0.884
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.74934
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_reflns_number            10450
_diffrn_reflns_av_unetI/netI     0.0643
_diffrn_reflns_av_R_equivalents  0.0658
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         3.898
_diffrn_reflns_theta_max         73.381
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4114
_reflns_number_gt                2995
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1155P)²+11.7188P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4114
_refine_ls_number_parameters     308
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1015
_refine_ls_R_factor_gt           0.0768
_refine_ls_wR_factor_ref         0.2240
_refine_ls_wR_factor_gt          0.2002
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.038
_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_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 0.44245(7) 0.06364(4) 0.58601(3) 0.0230(2) Uani 1 1 d . . . . .
N1 N 0.4597(5) 0.1095(2) 0.66694(18) 0.0274(10) Uani 1 1 d . . . . .
N2 N 0.4523(4) 0.3545(2) 1.02487(18) 0.0245(9) Uani 1 1 d . . . . .
O1 O 0.5895(4) -0.0039(2) 0.56948(19) 0.0347(9) Uani 1 1 d . . . . .
O2 O 0.7270(5) 0.0878(2) 0.58544(18) 0.0391(10) Uani 1 1 d . . . . .
O3 O 0.7559(6) -0.1527(3) 0.6985(2) 0.0644(16) Uani 1 1 d . . . . .
O4 O 0.7130(5) -0.0368(2) 0.69066(19) 0.0517(13) Uani 1 1 d . . . . .
H4B H 0.6639 -0.0445 0.7203 0.078 Uiso 1 1 calc R U . . .
O5 O 1.1615(5) -0.1708(3) 0.69377(19) 0.0524(13) Uani 1 1 d . . . . .
H5B H 1.1898 -0.1629 0.7281 0.079 Uiso 1 1 calc R U . . .
O6 O 1.0564(12) -0.0709(6) 0.7080(3) 0.060(4) Uani 0.84(3) 1 d . . P A 1
O6' O 1.121(3) -0.0372(18) 0.6969(12) 0.027(9) Uani 0.16(3) 1 d . U P A 2
O7 O 1.2466(5) 0.0413(3) 0.5699(2) 0.0583(14) Uani 1 1 d . . . . .
O8 O 1.3012(6) -0.0465(3) 0.6271(3) 0.0749(19) Uani 1 1 d . . . . .
C1 C 0.8263(5) -0.0274(3) 0.5755(2) 0.0265(11) Uani 1 1 d . . . . .
H1A H 0.8365 -0.0393 0.5328 0.032 Uiso 1 1 calc R U . . .
C2 C 0.8018(6) -0.0985(3) 0.6064(2) 0.0289(11) Uani 1 1 d . . . . .
H2A H 0.7238 -0.1204 0.5847 0.035 Uiso 1 1 calc R U . . .
C3 C 0.9233(6) -0.1489(3) 0.5959(3) 0.0355(13) Uani 1 1 d . . . . .
H3A H 0.9099 -0.1917 0.6205 0.043 Uiso 1 1 calc R U . . .
H3B H 0.9216 -0.1642 0.5541 0.043 Uiso 1 1 calc R U . . .
C4 C 1.0644(6) -0.1186(4) 0.6093(3) 0.0409(15) Uani 1 1 d . . . . .
H4A H 1.1327 -0.1508 0.5904 0.049 Uiso 1 1 calc R U . . .
C5 C 1.0800(6) -0.0453(4) 0.5797(3) 0.0411(16) Uani 1 1 d . . . . .
H5A H 1.0783 -0.0537 0.5362 0.049 Uiso 1 1 calc R U . . .
C6 C 0.9616(6) 0.0052(3) 0.5933(2) 0.0322(13) Uani 1 1 d . . . . .
H6A H 0.9603 0.0159 0.6361 0.039 Uiso 1 1 calc R U . . .
H6B H 0.9751 0.0502 0.5717 0.039 Uiso 1 1 calc R U . . .
C7 C 0.7069(6) 0.0233(3) 0.5784(2) 0.0282(11) Uani 1 1 d . . . . .
C8 C 0.7579(7) -0.0973(3) 0.6694(3) 0.0434(16) Uani 1 1 d . . . . .
C9 C 1.0968(7) -0.1165(4) 0.6747(3) 0.0478(17) Uani 1 1 d . . . . .
C10 C 1.2200(8) -0.0155(4) 0.5941(3) 0.0483(17) Uani 1 1 d . . . . .
C11 C 0.5469(6) 0.1643(3) 0.6725(2) 0.0358(13) Uani 1 1 d . . . . .
H11A H 0.5987 0.1787 0.6393 0.043 Uiso 1 1 calc R U . . .
C12 C 0.5630(7) 0.1999(3) 0.7252(3) 0.0382(14) Uani 1 1 d . . . . .
H12A H 0.6252 0.2384 0.7275 0.046 Uiso 1 1 calc R U . . .
C13 C 0.4898(6) 0.1803(3) 0.7746(2) 0.0302(12) Uani 1 1 d . . . . .
C14 C 0.4003(6) 0.1226(3) 0.7686(2) 0.0327(12) Uani 1 1 d . . . . .
H14A H 0.3484 0.1065 0.8013 0.039 Uiso 1 1 calc R U . . .
C15 C 0.3891(6) 0.0896(3) 0.7145(2) 0.0318(12) Uani 1 1 d . . . . .
H15A H 0.3282 0.0507 0.7109 0.038 Uiso 1 1 calc R U . . .
C16 C 0.5056(7) 0.2214(3) 0.8285(2) 0.0334(13) Uani 1 1 d . . . . .
H16A H 0.5676 0.2600 0.8269 0.040 Uiso 1 1 calc R U . . .
C17 C 0.4427(6) 0.2108(3) 0.8799(2) 0.0300(12) Uani 1 1 d . . . . .
H17A H 0.3876 0.1697 0.8838 0.036 Uiso 1 1 calc R U . . .
C18 C 0.4532(5) 0.2583(3) 0.9307(2) 0.0254(11) Uani 1 1 d . . . . .
C19 C 0.5442(5) 0.3151(3) 0.9324(2) 0.0244(10) Uani 1 1 d . . . . .
H19A H 0.6088 0.3217 0.9017 0.029 Uiso 1 1 calc R U . . .
C20 C 0.5391(5) 0.3617(3) 0.9797(2) 0.0254(11) Uani 1 1 d . . . . .
H20A H 0.6002 0.4007 0.9800 0.030 Uiso 1 1 calc R U . . .
C21 C 0.3657(6) 0.2994(3) 1.0238(2) 0.0298(12) Uani 1 1 d . . . . .
H21A H 0.3026 0.2940 1.0553 0.036 Uiso 1 1 calc R U . . .
C22 C 0.3651(6) 0.2505(3) 0.9786(2) 0.0304(12) Uani 1 1 d . . . . .
H22A H 0.3043 0.2114 0.9801 0.037 Uiso 1 1 calc R 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 1.961(4) . ?
Zn1 O7 2.000(5) 1_455 ?
Zn1 N1 2.037(4) . ?
Zn1 N2 2.079(4) 7_565 ?
N1 C15 1.336(7) . ?
N1 C11 1.347(7) . ?
N2 C20 1.339(7) . ?
N2 C21 1.344(7) . ?
N2 Zn1 2.079(4) 7_566 ?
O1 C7 1.276(7) . ?
O2 C7 1.245(7) . ?
O3 C8 1.237(8) . ?
O4 C8 1.316(8) . ?
O4 H4B 0.8400 . ?
O5 C9 1.283(8) . ?
O5 H5B 0.8400 . ?
O6 C9 1.211(9) . ?
O6' C9 1.60(3) . ?
O7 C10 1.233(9) . ?
O7 Zn1 2.000(5) 1_655 ?
O8 C10 1.240(9) . ?
C1 C7 1.513(8) . ?
C1 C6 1.518(7) . ?
C1 C2 1.533(7) . ?
C1 H1A 1.0000 . ?
C2 C8 1.494(7) . ?
C2 C3 1.544(8) . ?
C2 H2A 1.0000 . ?
C3 C4 1.528(9) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C9 1.518(8) . ?
C4 C5 1.545(10) . ?
C4 H4A 1.0000 . ?
C5 C10 1.519(9) . ?
C5 C6 1.534(9) . ?
C5 H5A 1.0000 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C11 C12 1.381(8) . ?
C11 H11A 0.9500 . ?
C12 C13 1.380(8) . ?
C12 H12A 0.9500 . ?
C13 C14 1.407(8) . ?
C13 C16 1.458(7) . ?
C14 C15 1.382(7) . ?
C14 H14A 0.9500 . ?
C15 H15A 0.9500 . ?
C16 C17 1.334(8) . ?
C16 H16A 0.9500 . ?
C17 C18 1.465(7) . ?
C17 H17A 0.9500 . ?
C18 C22 1.395(7) . ?
C18 C19 1.396(7) . ?
C19 C20 1.388(7) . ?
C19 H19A 0.9500 . ?
C20 H20A 0.9500 . ?
C21 C22 1.381(8) . ?
C21 H21A 0.9500 . ?
C22 H22A 0.9500 . ?

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 O7 122.3(2) . 1_455 ?
O1 Zn1 N1 112.83(18) . . ?
O7 Zn1 N1 109.5(2) 1_455 . ?
O1 Zn1 N2 108.77(18) . 7_565 ?
O7 Zn1 N2 94.6(2) 1_455 7_565 ?
N1 Zn1 N2 106.30(17) . 7_565 ?
C15 N1 C11 118.0(5) . . ?
C15 N1 Zn1 124.3(4) . . ?
C11 N1 Zn1 117.7(4) . . ?
C20 N2 C21 117.8(4) . . ?
C20 N2 Zn1 117.7(4) . 7_566 ?
C21 N2 Zn1 124.0(3) . 7_566 ?
C7 O1 Zn1 111.8(3) . . ?
C8 O4 H4B 109.5 . . ?
C9 O5 H5B 109.5 . . ?
C10 O7 Zn1 107.8(5) . 1_655 ?
C7 C1 C6 114.0(5) . . ?
C7 C1 C2 114.4(4) . . ?
C6 C1 C2 111.7(4) . . ?
C7 C1 H1A 105.2 . . ?
C6 C1 H1A 105.2 . . ?
C2 C1 H1A 105.2 . . ?
C8 C2 C1 118.0(5) . . ?
C8 C2 C3 112.3(5) . . ?
C1 C2 C3 110.4(5) . . ?
C8 C2 H2A 104.9 . . ?
C1 C2 H2A 104.9 . . ?
C3 C2 H2A 104.9 . . ?
C4 C3 C2 115.9(5) . . ?
C4 C3 H3A 108.3 . . ?
C2 C3 H3A 108.3 . . ?
C4 C3 H3B 108.3 . . ?
C2 C3 H3B 108.3 . . ?
H3A C3 H3B 107.4 . . ?
C9 C4 C3 113.2(6) . . ?
C9 C4 C5 112.3(6) . . ?
C3 C4 C5 109.8(5) . . ?
C9 C4 H4A 107.1 . . ?
C3 C4 H4A 107.1 . . ?
C5 C4 H4A 107.1 . . ?
C10 C5 C6 114.2(6) . . ?
C10 C5 C4 109.2(6) . . ?
C6 C5 C4 113.3(5) . . ?
C10 C5 H5A 106.5 . . ?
C6 C5 H5A 106.5 . . ?
C4 C5 H5A 106.5 . . ?
C1 C6 C5 110.8(5) . . ?
C1 C6 H6A 109.5 . . ?
C5 C6 H6A 109.5 . . ?
C1 C6 H6B 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 108.1 . . ?
O2 C7 O1 123.8(5) . . ?
O2 C7 C1 120.2(5) . . ?
O1 C7 C1 115.9(5) . . ?
O3 C8 O4 122.4(5) . . ?
O3 C8 C2 120.1(6) . . ?
O4 C8 C2 117.3(5) . . ?
O6 C9 O5 121.3(6) . . ?
O6 C9 C4 124.1(6) . . ?
O5 C9 C4 114.3(6) . . ?
O5 C9 O6' 124.8(10) . . ?
C4 C9 O6' 111.3(11) . . ?
O7 C10 O8 123.0(7) . . ?
O7 C10 C5 114.7(7) . . ?
O8 C10 C5 122.3(7) . . ?
N1 C11 C12 121.9(5) . . ?
N1 C11 H11A 119.0 . . ?
C12 C11 H11A 119.0 . . ?
C13 C12 C11 120.7(5) . . ?
C13 C12 H12A 119.6 . . ?
C11 C12 H12A 119.6 . . ?
C12 C13 C14 117.1(5) . . ?
C12 C13 C16 118.9(5) . . ?
C14 C13 C16 124.0(5) . . ?
C15 C14 C13 119.0(5) . . ?
C15 C14 H14A 120.5 . . ?
C13 C14 H14A 120.5 . . ?
N1 C15 C14 123.3(5) . . ?
N1 C15 H15A 118.4 . . ?
C14 C15 H15A 118.4 . . ?
C17 C16 C13 127.2(5) . . ?
C17 C16 H16A 116.4 . . ?
C13 C16 H16A 116.4 . . ?
C16 C17 C18 124.3(5) . . ?
C16 C17 H17A 117.9 . . ?
C18 C17 H17A 117.9 . . ?
C22 C18 C19 117.1(5) . . ?
C22 C18 C17 120.3(5) . . ?
C19 C18 C17 122.5(5) . . ?
C20 C19 C18 119.0(5) . . ?
C20 C19 H19A 120.5 . . ?
C18 C19 H19A 120.5 . . ?
N2 C20 C19 123.4(5) . . ?
N2 C20 H20A 118.3 . . ?
C19 C20 H20A 118.3 . . ?
N2 C21 C22 122.3(5) . . ?
N2 C21 H21A 118.8 . . ?
C22 C21 H21A 118.8 . . ?
C21 C22 C18 120.3(5) . . ?
C21 C22 H22A 119.9 . . ?
C18 C22 H22A 119.9 . . ?

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
C7 C1 C2 C8 -54.4(7) . . . . ?
C6 C1 C2 C8 77.1(6) . . . . ?
C7 C1 C2 C3 174.5(4) . . . . ?
C6 C1 C2 C3 -54.0(6) . . . . ?
C8 C2 C3 C4 -83.1(7) . . . . ?
C1 C2 C3 C4 50.9(6) . . . . ?
C2 C3 C4 C9 77.6(7) . . . . ?
C2 C3 C4 C5 -48.7(7) . . . . ?
C9 C4 C5 C10 52.4(7) . . . . ?
C3 C4 C5 C10 179.3(5) . . . . ?
C9 C4 C5 C6 -76.0(6) . . . . ?
C3 C4 C5 C6 50.8(6) . . . . ?
C7 C1 C6 C5 -170.8(5) . . . . ?
C2 C1 C6 C5 57.6(6) . . . . ?
C10 C5 C6 C1 177.7(5) . . . . ?
C4 C5 C6 C1 -56.4(6) . . . . ?
Zn1 O1 C7 O2 -13.0(7) . . . . ?
Zn1 O1 C7 C1 171.4(3) . . . . ?
C6 C1 C7 O2 11.1(7) . . . . ?
C2 C1 C7 O2 141.4(5) . . . . ?
C6 C1 C7 O1 -173.2(5) . . . . ?
C2 C1 C7 O1 -42.9(6) . . . . ?
C1 C2 C8 O3 -169.6(7) . . . . ?
C3 C2 C8 O3 -39.4(9) . . . . ?
C1 C2 C8 O4 15.2(9) . . . . ?
C3 C2 C8 O4 145.4(6) . . . . ?
C3 C4 C9 O6 -80.5(13) . . . . ?
C5 C4 C9 O6 44.6(13) . . . . ?
C3 C4 C9 O5 93.6(7) . . . . ?
C5 C4 C9 O5 -141.4(6) . . . . ?
C3 C4 C9 O6' -118.3(14) . . . . ?
C5 C4 C9 O6' 6.8(14) . . . . ?
Zn1 O7 C10 O8 6.9(8) 1_655 . . . ?
Zn1 O7 C10 C5 -172.5(4) 1_655 . . . ?
C6 C5 C10 O7 -56.0(7) . . . . ?
C4 C5 C10 O7 176.1(5) . . . . ?
C6 C5 C10 O8 124.7(7) . . . . ?
C4 C5 C10 O8 -3.3(8) . . . . ?
C15 N1 C11 C12 -0.8(9) . . . . ?
Zn1 N1 C11 C12 178.3(5) . . . . ?
N1 C11 C12 C13 0.2(10) . . . . ?
C11 C12 C13 C14 0.6(10) . . . . ?
C11 C12 C13 C16 -177.4(6) . . . . ?
C12 C13 C14 C15 -0.8(9) . . . . ?
C16 C13 C14 C15 177.1(6) . . . . ?
C11 N1 C15 C14 0.6(9) . . . . ?
Zn1 N1 C15 C14 -178.5(5) . . . . ?
C13 C14 C15 N1 0.2(9) . . . . ?
C12 C13 C16 C17 179.4(6) . . . . ?
C14 C13 C16 C17 1.5(10) . . . . ?
C13 C16 C17 C18 -173.7(6) . . . . ?
C16 C17 C18 C22 168.0(6) . . . . ?
C16 C17 C18 C19 -8.2(9) . . . . ?
C22 C18 C19 C20 -2.4(7) . . . . ?
C17 C18 C19 C20 173.9(5) . . . . ?
C21 N2 C20 C19 -0.5(8) . . . . ?
Zn1 N2 C20 C19 -172.3(4) 7_566 . . . ?
C18 C19 C20 N2 1.3(8) . . . . ?
C20 N2 C21 C22 0.9(8) . . . . ?
Zn1 N2 C21 C22 172.2(4) 7_566 . . . ?
N2 C21 C22 C18 -2.1(9) . . . . ?
C19 C18 C22 C21 2.8(8) . . . . ?
C17 C18 C22 C21 -173.5(5) . . . . ?

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
O4 H4B O6 0.84 2.00 2.839(9) 174.8 6_557
O4 H4B O6' 0.84 1.93 2.71(2) 153.1 6_557
O5 H5B O3 0.84 1.80 2.636(6) 175.5 6_657
C1 H1A O7 1.00 2.47 3.384(7) 152.2 5_756
C11 H11A O2 0.95 2.46 3.018(8) 117.9 .
C12 H12A O3 0.95 2.45 3.357(8) 158.6 8_765
C15 H15A O6' 0.95 2.64 3.58(4) 168.3 1_455

_refine_diff_density_max         2.046
_refine_diff_density_min         -0.696
_refine_diff_density_rms         0.126

####################################################################### 
# 
# 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_znm
_database_code_depnum_ccdc_archive 'CCDC 1912024'
loop_
_audit_author_name
_audit_author_address
'Yong-Cong Ou'
;South China Normal University
China
;
_audit_update_record             
;
2019-04-24 deposited with the CCDC.	2020-09-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H16 O12 Zn2'
_chemical_formula_weight         458.97

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   12.2574(6)
_cell_length_b                   13.4329(6)
_cell_length_c                   18.4947(8)
_cell_angle_alpha                90
_cell_angle_beta                 94.667(2)
_cell_angle_gamma                90
_cell_volume                     3035.1(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6664
_cell_measurement_theta_min      3.04
_cell_measurement_theta_max      27.48

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.009
_exptl_crystal_F_000             1856
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    3.225
_shelx_estimated_absorpt_T_min   0.512
_shelx_estimated_absorpt_T_max   0.679
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5968
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS SPIDER IP'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11128
_diffrn_reflns_av_unetI/netI     0.0497
_diffrn_reflns_av_R_equivalents  0.0550
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.033
_diffrn_reflns_theta_max         26.996
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             3297
_reflns_number_gt                2642
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'PROCESS-AUTO (Rigaku, 1998)'
_computing_cell_refinement       'PROCESS-AUTO (Rigaku, 1998)'
_computing_data_reduction        'PROCESS-AUTO (Rigaku, 1998)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0427P)²+2.0986P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3297
_refine_ls_number_parameters     247
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0484
_refine_ls_R_factor_gt           0.0348
_refine_ls_wR_factor_ref         0.0837
_refine_ls_wR_factor_gt          0.0775
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.094
_refine_ls_shift/su_max          0.002
_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_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 0.95827(3) 0.17856(2) 0.53090(2) 0.01873(11) Uani 1 1 d . . . . .
Zn2 Zn 1.11575(3) 0.13224(3) 0.14437(2) 0.01980(11) Uani 1 1 d . U . . .
O1 O 1.0905(2) 0.15048(18) 0.48592(13) 0.0301(5) Uani 1 1 d . . . . .
O1W O 0.9964(3) 0.2081(2) 0.63298(14) 0.0528(8) Uani 1 1 d . . . . .
H1WA H 1.0246 0.1568 0.6540 0.063 Uiso 1 1 d R U . . .
H1WB H 0.9387 0.2244 0.6527 0.063 Uiso 1 1 d R U . . .
O2 O 1.04190(19) 0.10365(18) 0.37150(12) 0.0287(5) Uani 1 1 d . . . . .
O3 O 1.1853(3) 0.1855(2) 0.24901(14) 0.0453(7) Uani 1 1 d . U . . .
O4 O 1.1591(2) 0.0283(2) 0.23111(13) 0.0418(7) Uani 1 1 d . U . . .
O5 O 1.3977(2) -0.19377(17) 0.49988(12) 0.0373(7) Uani 1 1 d . . . . .
O6 O 1.3807(3) -0.22211(18) 0.38161(13) 0.0449(8) Uani 1 1 d . . . . .
O7 O 1.2252(2) -0.06641(19) 0.58689(12) 0.0337(6) Uani 1 1 d . . . . .
O8 O 1.1495(2) -0.07518(18) 0.47403(13) 0.0320(6) Uani 1 1 d . . . . .
C1 C 1.2325(3) 0.1330(2) 0.40887(17) 0.0202(6) Uani 1 1 d . . . . .
H1 H 1.2449 0.2035 0.3988 0.024 Uiso 1 1 calc R U . . .
C2 C 1.2687(3) 0.0770(2) 0.34157(16) 0.0220(7) Uani 1 1 d . . . . .
H2 H 1.3415 0.1029 0.3338 0.026 Uiso 1 1 calc R U . . .
C3 C 1.2840(3) -0.0345(2) 0.35410(16) 0.0214(7) Uani 1 1 d . . . . .
H3A H 1.3148 -0.0640 0.3124 0.026 Uiso 1 1 calc R U . . .
H3B H 1.2133 -0.0652 0.3590 0.026 Uiso 1 1 calc R U . . .
C4 C 1.3600(3) -0.0554(2) 0.42264(15) 0.0173(6) Uani 1 1 d . . . . .
H4 H 1.4313 -0.0272 0.4133 0.021 Uiso 1 1 calc R U . . .
C5 C 1.3257(2) -0.0027(2) 0.49134(15) 0.0174(6) Uani 1 1 d . . . . .
H5 H 1.3866 -0.0094 0.5288 0.021 Uiso 1 1 calc R U . . .
C6 C 1.3098(3) 0.1096(2) 0.47566(17) 0.0207(6) Uani 1 1 d . . . . .
H6A H 1.2817 0.1408 0.5176 0.025 Uiso 1 1 calc R U . . .
H6B H 1.3807 0.1390 0.4692 0.025 Uiso 1 1 calc R U . . .
C7 C 1.1114(3) 0.1262(2) 0.42263(17) 0.0204(6) Uani 1 1 d . . . . .
C8 C 1.1980(3) 0.0975(3) 0.27070(19) 0.0308(7) Uani 1 1 d . U . . .
C9 C 1.3796(3) -0.1661(2) 0.43533(17) 0.0214(6) Uani 1 1 d . . . . .
C10 C 1.2265(3) -0.0516(2) 0.52004(16) 0.0187(6) Uani 1 1 d . . . . .
O2W O 1.3032(6) 0.3366(4) 0.3115(4) 0.064(3) Uani 0.529(8) 1 d . . P A 1
H2WA H 1.2836 0.3913 0.2914 0.077 Uiso 0.529(8) 1 d R U P A 1
H2WB H 1.2920 0.2893 0.2812 0.077 Uiso 0.529(8) 1 d R U P A 1
O2W' O 1.3777(6) 0.3303(5) 0.2547(3) 0.052(2) Uani 0.471(8) 1 d . . P A 2
H2WC H 1.3201 0.2950 0.2537 0.062 Uiso 0.471(8) 1 d R U P A 2
H2WD H 1.3599 0.3910 0.2592 0.062 Uiso 0.471(8) 1 d R U P A 2
O3W O 1.0645(7) 0.5467(14) 0.3126(4) 0.067(4) Uani 0.50(2) 1 d . . P B 1
H3WA H 1.1329 0.5448 0.3432 0.081 Uiso 0.50(2) 1 d R U P B 1
H3WB H 1.0655 0.4774 0.3052 0.081 Uiso 0.50(2) 1 d R U P B 1
O3W' O 1.0671(8) 0.6154(14) 0.3100(6) 0.082(4) Uani 0.50(2) 1 d . . P B 2
H3WD H 1.1259 0.6245 0.3368 0.098 Uiso 0.50(2) 1 d R U P B 2
O4W O 1.0386(8) 0.3451(6) 0.2812(5) 0.106(4) Uani 0.546(8) 1 d . . P C 1
H4WA H 1.0813 0.2975 0.2725 0.127 Uiso 0.546(8) 1 d R U P C 1
H4WB H 0.9936 0.3245 0.3105 0.127 Uiso 0.546(8) 1 d R U P C 1
O4W' O 1.0972(8) 0.4087(9) 0.3438(5) 0.104(4) Uani 0.454(8) 1 d . . P C 2
H4WC H 1.0460 0.3826 0.3657 0.125 Uiso 0.454(8) 1 d R U P C 2
H4WD H 1.1340 0.4472 0.3729 0.125 Uiso 0.454(8) 1 d R U P C 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 O8 1.914(2) 5_756 ?
Zn1 O1 1.918(2) . ?
Zn1 O5 1.937(2) 3_455 ?
Zn1 O1W 1.949(3) . ?
Zn2 O2 1.969(2) 2_755 ?
Zn2 O7 1.986(2) 6 ?
Zn2 O6 2.016(2) 4_755 ?
Zn2 O4 2.161(3) . ?
Zn2 O3 2.172(3) . ?
Zn2 C8 2.512(3) . ?
O1 C7 1.261(4) . ?
O1W H1WA 0.8500 . ?
O1W H1WB 0.8500 . ?
O2 C7 1.258(4) . ?
O2 Zn2 1.969(2) 2_755 ?
O3 C8 1.255(4) . ?
O4 C8 1.253(5) . ?
O5 C9 1.253(4) . ?
O5 Zn1 1.937(2) 3_545 ?
O6 C9 1.248(4) . ?
O6 Zn2 2.016(2) 4_745 ?
O7 C10 1.254(4) . ?
O7 Zn2 1.986(2) 6_556 ?
O8 C10 1.259(4) . ?
O8 Zn1 1.914(2) 5_756 ?
C1 C6 1.528(4) . ?
C1 C7 1.528(4) . ?
C1 C2 1.550(4) . ?
C1 H1 0.9800 . ?
C2 C3 1.524(4) . ?
C2 C8 1.536(4) . ?
C2 H2 0.9800 . ?
C3 C4 1.537(4) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 C9 1.521(4) . ?
C4 C5 1.542(4) . ?
C4 H4 0.9800 . ?
C5 C10 1.516(4) . ?
C5 C6 1.546(4) . ?
C5 H5 0.9800 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
O2W H2WA 0.8499 . ?
O2W H2WB 0.8502 . ?
O2W' H2WC 0.8498 . ?
O2W' H2WD 0.8501 . ?
O3W H3WA 0.9725 . ?
O3W H3WB 0.9407 . ?
O3W' H3WD 0.8500 . ?
O4W O4W 1.43(2) 2_755 ?
O4W H4WA 0.8500 . ?
O4W H4WB 0.8500 . ?
O4W' H4WC 0.8500 . ?
O4W' H4WD 0.8500 . ?

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
O8 Zn1 O1 116.15(11) 5_756 . ?
O8 Zn1 O5 112.47(12) 5_756 3_455 ?
O1 Zn1 O5 111.25(12) . 3_455 ?
O8 Zn1 O1W 107.72(12) 5_756 . ?
O1 Zn1 O1W 108.40(13) . . ?
O5 Zn1 O1W 99.35(12) 3_455 . ?
O2 Zn2 O7 122.07(11) 2_755 6 ?
O2 Zn2 O6 101.16(12) 2_755 4_755 ?
O7 Zn2 O6 106.03(12) 6 4_755 ?
O2 Zn2 O4 99.44(11) 2_755 . ?
O7 Zn2 O4 88.48(10) 6 . ?
O6 Zn2 O4 142.71(11) 4_755 . ?
O2 Zn2 O3 120.43(11) 2_755 . ?
O7 Zn2 O3 112.99(11) 6 . ?
O6 Zn2 O3 82.99(10) 4_755 . ?
O4 Zn2 O3 59.76(10) . . ?
O2 Zn2 C8 114.66(11) 2_755 . ?
O7 Zn2 C8 100.23(10) 6 . ?
O6 Zn2 C8 112.79(12) 4_755 . ?
O4 Zn2 C8 29.92(11) . . ?
O3 Zn2 C8 29.96(11) . . ?
C7 O1 Zn1 134.1(2) . . ?
Zn1 O1W H1WA 109.5 . . ?
Zn1 O1W H1WB 109.0 . . ?
H1WA O1W H1WB 109.5 . . ?
C7 O2 Zn2 131.5(2) . 2_755 ?
C8 O3 Zn2 90.2(2) . . ?
C8 O4 Zn2 90.8(2) . . ?
C9 O5 Zn1 125.4(2) . 3_545 ?
C9 O6 Zn2 141.0(2) . 4_745 ?
C10 O7 Zn2 131.4(2) . 6_556 ?
C10 O8 Zn1 133.7(2) . 5_756 ?
C6 C1 C7 113.6(3) . . ?
C6 C1 C2 110.5(2) . . ?
C7 C1 C2 116.7(3) . . ?
C6 C1 H1 104.9 . . ?
C7 C1 H1 104.9 . . ?
C2 C1 H1 104.9 . . ?
C3 C2 C8 111.1(3) . . ?
C3 C2 C1 113.3(2) . . ?
C8 C2 C1 114.8(3) . . ?
C3 C2 H2 105.6 . . ?
C8 C2 H2 105.6 . . ?
C1 C2 H2 105.6 . . ?
C2 C3 C4 111.4(3) . . ?
C2 C3 H3A 109.4 . . ?
C4 C3 H3A 109.4 . . ?
C2 C3 H3B 109.4 . . ?
C4 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
C9 C4 C3 112.6(2) . . ?
C9 C4 C5 111.8(2) . . ?
C3 C4 C5 114.1(2) . . ?
C9 C4 H4 105.9 . . ?
C3 C4 H4 105.9 . . ?
C5 C4 H4 105.9 . . ?
C10 C5 C4 111.7(2) . . ?
C10 C5 C6 113.3(2) . . ?
C4 C5 C6 109.4(2) . . ?
C10 C5 H5 107.4 . . ?
C4 C5 H5 107.4 . . ?
C6 C5 H5 107.4 . . ?
C1 C6 C5 114.4(2) . . ?
C1 C6 H6A 108.7 . . ?
C5 C6 H6A 108.7 . . ?
C1 C6 H6B 108.7 . . ?
C5 C6 H6B 108.7 . . ?
H6A C6 H6B 107.6 . . ?
O2 C7 O1 125.7(3) . . ?
O2 C7 C1 119.8(3) . . ?
O1 C7 C1 114.4(3) . . ?
O4 C8 O3 118.8(3) . . ?
O4 C8 C2 121.8(3) . . ?
O3 C8 C2 119.3(3) . . ?
O4 C8 Zn2 59.32(18) . . ?
O3 C8 Zn2 59.83(18) . . ?
C2 C8 Zn2 169.4(2) . . ?
O6 C9 O5 124.5(3) . . ?
O6 C9 C4 118.6(3) . . ?
O5 C9 C4 116.8(3) . . ?
O7 C10 O8 123.9(3) . . ?
O7 C10 C5 119.3(3) . . ?
O8 C10 C5 116.8(3) . . ?
H2WA O2W H2WB 109.5 . . ?
H2WC O2W' H2WD 108.6 . . ?
H3WA O3W H3WB 92.2 . . ?
O4W O4W H4WA 102.9 2_755 . ?
O4W O4W H4WB 95.4 2_755 . ?
H4WA O4W H4WB 108.4 . . ?
H4WC O4W' H4WD 108.9 . . ?

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
C6 C1 C2 C3 52.5(4) . . . . ?
C7 C1 C2 C3 -79.3(3) . . . . ?
C6 C1 C2 C8 -178.4(3) . . . . ?
C7 C1 C2 C8 49.8(4) . . . . ?
C8 C2 C3 C4 176.8(3) . . . . ?
C1 C2 C3 C4 -52.3(4) . . . . ?
C2 C3 C4 C9 -178.3(3) . . . . ?
C2 C3 C4 C5 52.9(3) . . . . ?
C9 C4 C5 C10 -55.1(3) . . . . ?
C3 C4 C5 C10 74.1(3) . . . . ?
C9 C4 C5 C6 178.6(3) . . . . ?
C3 C4 C5 C6 -52.2(3) . . . . ?
C7 C1 C6 C5 79.9(3) . . . . ?
C2 C1 C6 C5 -53.5(3) . . . . ?
C10 C5 C6 C1 -72.3(3) . . . . ?
C4 C5 C6 C1 53.1(3) . . . . ?
Zn2 O2 C7 O1 20.6(5) 2_755 . . . ?
Zn2 O2 C7 C1 -154.9(2) 2_755 . . . ?
Zn1 O1 C7 O2 -8.0(5) . . . . ?
Zn1 O1 C7 C1 167.7(2) . . . . ?
C6 C1 C7 O2 -151.3(3) . . . . ?
C2 C1 C7 O2 -21.0(4) . . . . ?
C6 C1 C7 O1 32.7(4) . . . . ?
C2 C1 C7 O1 163.0(3) . . . . ?
Zn2 O4 C8 O3 7.1(4) . . . . ?
Zn2 O4 C8 C2 -167.6(3) . . . . ?
Zn2 O3 C8 O4 -7.1(4) . . . . ?
Zn2 O3 C8 C2 167.8(3) . . . . ?
C3 C2 C8 O4 0.9(5) . . . . ?
C1 C2 C8 O4 -129.3(3) . . . . ?
C3 C2 C8 O3 -173.8(3) . . . . ?
C1 C2 C8 O3 56.0(4) . . . . ?
C3 C2 C8 Zn2 -91.8(14) . . . . ?
C1 C2 C8 Zn2 138.1(13) . . . . ?
Zn2 O6 C9 O5 11.6(7) 4_745 . . . ?
Zn2 O6 C9 C4 -171.2(3) 4_745 . . . ?
Zn1 O5 C9 O6 12.5(5) 3_545 . . . ?
Zn1 O5 C9 C4 -164.7(2) 3_545 . . . ?
C3 C4 C9 O6 32.3(4) . . . . ?
C5 C4 C9 O6 162.3(3) . . . . ?
C3 C4 C9 O5 -150.3(3) . . . . ?
C5 C4 C9 O5 -20.3(4) . . . . ?
Zn2 O7 C10 O8 2.9(5) 6_556 . . . ?
Zn2 O7 C10 C5 -177.0(2) 6_556 . . . ?
Zn1 O8 C10 O7 -30.3(5) 5_756 . . . ?
Zn1 O8 C10 C5 149.6(2) 5_756 . . . ?
C4 C5 C10 O7 136.2(3) . . . . ?
C6 C5 C10 O7 -99.7(3) . . . . ?
C4 C5 C10 O8 -43.7(4) . . . . ?
C6 C5 C10 O8 80.4(3) . . . . ?

_refine_diff_density_max         1.221
_refine_diff_density_min         -0.755
_refine_diff_density_rms         0.120

####################################################################### 
# 
# 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_zn_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1912023'
loop_
_audit_author_name
_audit_author_address
'Yong-Cong Ou'
;South China Normal University
China
;
_audit_update_record             
;
2019-04-24 deposited with the CCDC.	2020-09-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H25 N3 O9 Zn'
_chemical_formula_weight         516.80

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.1309(9)
_cell_length_b                   11.1211(11)
_cell_length_c                   12.0204(11)
_cell_angle_alpha                82.746(8)
_cell_angle_beta                 82.652(8)
_cell_angle_gamma                83.543(8)
_cell_volume                     1064.25(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    6152
_cell_measurement_theta_min      2.5290
_cell_measurement_theta_max      29.0270

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.613
_exptl_crystal_F_000             536
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.110
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    1.213
_shelx_estimated_absorpt_T_min   0.878
_shelx_estimated_absorpt_T_max   0.909
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.80020
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13650
_diffrn_reflns_av_unetI/netI     0.0553
_diffrn_reflns_av_R_equivalents  0.0462
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.382
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4614
_reflns_number_gt                3953
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0556P)²+0.7978P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4614
_refine_ls_number_parameters     298
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0556
_refine_ls_R_factor_gt           0.0468
_refine_ls_wR_factor_ref         0.1167
_refine_ls_wR_factor_gt          0.1098
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_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_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 0.38793(4) 0.61028(3) 0.90839(2) 0.01640(12) Uani 1 1 d . . . . .
N1 N 0.5516(3) 0.6269(2) 0.75490(17) 0.0169(5) Uani 1 1 d . . . . .
N2 N 1.2185(3) 0.6038(2) 0.05995(17) 0.0162(5) Uani 1 1 d . . . . .
N3 N 0.2304(3) 0.7812(2) 0.52634(19) 0.0255(6) Uani 1 1 d . . . . .
O1 O 0.3670(2) 0.43712(17) 0.88857(15) 0.0196(4) Uani 1 1 d . . . . .
O1W O 0.2194(2) 0.72760(17) 0.83005(15) 0.0202(4) Uani 1 1 d . . . . .
H1WA H 0.1209 0.7495 0.8581 0.024 Uiso 1 1 d R U . . .
H1WB H 0.2177 0.7409 0.7590 0.024 Uiso 1 1 d R U . . .
O2 O 0.4647(2) 0.29676(17) 1.01911(14) 0.0187(4) Uani 1 1 d . . . . .
O2W O 0.0619(3) -0.0068(2) 1.32648(17) 0.0357(6) Uani 1 1 d . . . . .
H2WA H 0.1145 -0.0468 1.3782 0.043 Uiso 1 1 d R U . . .
H2WB H -0.0079 0.0443 1.3586 0.043 Uiso 1 1 d R U . . .
O3 O 0.0964(3) 0.20479(19) 1.07653(16) 0.0238(5) Uani 1 1 d . . . . .
O4 O 0.2279(3) 0.02358(19) 1.12944(17) 0.0288(5) Uani 1 1 d . . . . .
H4 H 0.1530 0.0301 1.1981 0.035 Uiso 1 1 d R U . . .
O5 O 0.2282(3) 0.7047(2) 0.61091(16) 0.0337(6) Uani 1 1 d . . . . .
O6 O 0.2803(3) 0.7498(2) 0.43236(17) 0.0383(6) Uani 1 1 d . . . . .
O7 O 0.1816(4) 0.8897(2) 0.5353(2) 0.0474(7) Uani 1 1 d . . . . .
C1 C 0.3197(4) 0.2346(3) 0.8776(2) 0.0208(6) Uani 1 1 d . . . . .
H1A H 0.2033 0.2657 0.8628 0.025 Uiso 1 1 calc R U . . .
C2 C 0.3134(4) 0.1127(3) 0.9486(2) 0.0206(6) Uani 1 1 d . . . . .
H2A H 0.4285 0.0834 0.9675 0.025 Uiso 1 1 calc R U . . .
C3 C 0.2539(4) 0.0178(3) 0.8849(2) 0.0246(6) Uani 1 1 d . . . . .
H3A H 0.2559 -0.0617 0.9326 0.030 Uiso 1 1 calc R U . . .
H3B H 0.1375 0.0429 0.8695 0.030 Uiso 1 1 calc R U . . .
C4 C 0.3637(4) 0.0039(3) 0.7743(2) 0.0287(7) Uani 1 1 d . . . . .
H4A H 0.4783 -0.0274 0.7899 0.034 Uiso 1 1 calc R U . . .
H4B H 0.3205 -0.0557 0.7336 0.034 Uiso 1 1 calc R U . . .
C5 C 0.3670(5) 0.1241(3) 0.7019(2) 0.0301(7) Uani 1 1 d . . . . .
H5A H 0.2540 0.1512 0.6805 0.036 Uiso 1 1 calc R U . . .
H5B H 0.4431 0.1140 0.6318 0.036 Uiso 1 1 calc R U . . .
C6 C 0.4244(4) 0.2207(3) 0.7626(2) 0.0229(6) Uani 1 1 d . . . . .
H6A H 0.4166 0.2998 0.7145 0.027 Uiso 1 1 calc R U . . .
H6B H 0.5427 0.1989 0.7747 0.027 Uiso 1 1 calc R U . . .
C7 C 0.3891(3) 0.3299(3) 0.9336(2) 0.0179(6) Uani 1 1 d . . . . .
C8 C 0.2004(4) 0.1218(3) 1.0576(2) 0.0192(6) Uani 1 1 d . . . . .
C9 C 0.5681(4) 0.5434(3) 0.6821(2) 0.0210(6) Uani 1 1 d . . . . .
H9A H 0.5041 0.4756 0.7003 0.025 Uiso 1 1 calc R U . . .
C10 C 0.6720(4) 0.5500(3) 0.5826(2) 0.0214(6) Uani 1 1 d . . . . .
H10A H 0.6794 0.4880 0.5341 0.026 Uiso 1 1 calc R U . . .
C11 C 0.7664(3) 0.6486(3) 0.5534(2) 0.0180(6) Uani 1 1 d . . . . .
C12 C 0.7476(4) 0.7359(3) 0.6284(2) 0.0219(6) Uani 1 1 d . . . . .
H12A H 0.8082 0.8054 0.6116 0.026 Uiso 1 1 calc R U . . .
C13 C 0.6417(4) 0.7220(3) 0.7267(2) 0.0207(6) Uani 1 1 d . . . . .
H13A H 0.6320 0.7826 0.7769 0.025 Uiso 1 1 calc R U . . .
C14 C 0.8814(4) 0.6624(3) 0.4502(2) 0.0193(6) Uani 1 1 d . . . . .
H14A H 0.9415 0.7323 0.4364 0.023 Uiso 1 1 calc R U . . .
C15 C 0.9078(3) 0.5830(3) 0.3737(2) 0.0190(6) Uani 1 1 d . . . . .
H15A H 0.8501 0.5120 0.3904 0.023 Uiso 1 1 calc R U . . .
C16 C 1.0160(3) 0.5942(3) 0.2673(2) 0.0172(6) Uani 1 1 d . . . . .
C17 C 1.0344(3) 0.4997(3) 0.2004(2) 0.0181(6) Uani 1 1 d . . . . .
H17A H 0.9772 0.4294 0.2247 0.022 Uiso 1 1 calc R U . . .
C18 C 1.1343(3) 0.5070(3) 0.0994(2) 0.0177(6) Uani 1 1 d . . . . .
H18A H 1.1446 0.4408 0.0554 0.021 Uiso 1 1 calc R U . . .
C19 C 1.1965(4) 0.6970(3) 0.1230(2) 0.0183(6) Uani 1 1 d . . . . .
H19A H 1.2512 0.7676 0.0949 0.022 Uiso 1 1 calc R U . . .
C20 C 1.1000(3) 0.6968(3) 0.2252(2) 0.0174(6) Uani 1 1 d . . . . .
H20A H 1.0903 0.7650 0.2667 0.021 Uiso 1 1 calc R 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 1.9984(19) . ?
Zn1 O2 2.0092(19) 2_667 ?
Zn1 O1W 2.021(2) . ?
Zn1 N1 2.133(2) . ?
Zn1 N2 2.138(2) 1_456 ?
N1 C13 1.338(4) . ?
N1 C9 1.340(4) . ?
N2 C19 1.342(3) . ?
N2 C18 1.344(3) . ?
N2 Zn1 2.138(2) 1_654 ?
N3 O6 1.230(3) . ?
N3 O5 1.240(3) . ?
N3 O7 1.241(4) . ?
O1 C7 1.250(3) . ?
O1W H1WA 0.8500 . ?
O1W H1WB 0.8499 . ?
O2 C7 1.259(3) . ?
O2 Zn1 2.0092(19) 2_667 ?
O2W H2WA 0.8499 . ?
O2W H2WB 0.8499 . ?
O3 C8 1.202(4) . ?
O4 C8 1.321(3) . ?
O4 H4 0.9662 . ?
C1 C2 1.511(4) . ?
C1 C7 1.519(4) . ?
C1 C6 1.543(4) . ?
C1 H1A 1.0000 . ?
C2 C8 1.508(4) . ?
C2 C3 1.532(4) . ?
C2 H2A 1.0000 . ?
C3 C4 1.519(4) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.500(4) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.517(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C9 C10 1.372(4) . ?
C9 H9A 0.9500 . ?
C10 C11 1.392(4) . ?
C10 H10A 0.9500 . ?
C11 C12 1.390(4) . ?
C11 C14 1.457(4) . ?
C12 C13 1.373(4) . ?
C12 H12A 0.9500 . ?
C13 H13A 0.9500 . ?
C14 C15 1.335(4) . ?
C14 H14A 0.9500 . ?
C15 C16 1.457(4) . ?
C15 H15A 0.9500 . ?
C16 C17 1.386(4) . ?
C16 C20 1.402(4) . ?
C17 C18 1.371(4) . ?
C17 H17A 0.9500 . ?
C18 H18A 0.9500 . ?
C19 C20 1.370(4) . ?
C19 H19A 0.9500 . ?
C20 H20A 0.9500 . ?

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 O2 137.91(8) . 2_667 ?
O1 Zn1 O1W 112.28(8) . . ?
O2 Zn1 O1W 109.77(8) 2_667 . ?
O1 Zn1 N1 89.89(8) . . ?
O2 Zn1 N1 89.98(8) 2_667 . ?
O1W Zn1 N1 87.88(8) . . ?
O1 Zn1 N2 92.68(8) . 1_456 ?
O2 Zn1 N2 89.35(8) 2_667 1_456 ?
O1W Zn1 N2 89.43(8) . 1_456 ?
N1 Zn1 N2 176.83(9) . 1_456 ?
C13 N1 C9 117.0(2) . . ?
C13 N1 Zn1 121.34(18) . . ?
C9 N1 Zn1 121.69(18) . . ?
C19 N2 C18 116.7(2) . . ?
C19 N2 Zn1 120.35(17) . 1_654 ?
C18 N2 Zn1 122.91(18) . 1_654 ?
O6 N3 O5 120.1(3) . . ?
O6 N3 O7 119.3(3) . . ?
O5 N3 O7 120.6(3) . . ?
C7 O1 Zn1 143.54(18) . . ?
Zn1 O1W H1WA 125.9 . . ?
Zn1 O1W H1WB 125.0 . . ?
H1WA O1W H1WB 105.1 . . ?
C7 O2 Zn1 129.04(18) . 2_667 ?
H2WA O2W H2WB 106.2 . . ?
C8 O4 H4 109.4 . . ?
C2 C1 C7 113.8(2) . . ?
C2 C1 C6 110.6(2) . . ?
C7 C1 C6 108.6(2) . . ?
C2 C1 H1A 107.9 . . ?
C7 C1 H1A 107.9 . . ?
C6 C1 H1A 107.9 . . ?
C8 C2 C1 111.8(2) . . ?
C8 C2 C3 108.6(2) . . ?
C1 C2 C3 111.6(2) . . ?
C8 C2 H2A 108.3 . . ?
C1 C2 H2A 108.3 . . ?
C3 C2 H2A 108.3 . . ?
C4 C3 C2 111.1(2) . . ?
C4 C3 H3A 109.4 . . ?
C2 C3 H3A 109.4 . . ?
C4 C3 H3B 109.4 . . ?
C2 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
C5 C4 C3 110.5(3) . . ?
C5 C4 H4A 109.6 . . ?
C3 C4 H4A 109.6 . . ?
C5 C4 H4B 109.6 . . ?
C3 C4 H4B 109.6 . . ?
H4A C4 H4B 108.1 . . ?
C4 C5 C6 111.7(2) . . ?
C4 C5 H5A 109.3 . . ?
C6 C5 H5A 109.3 . . ?
C4 C5 H5B 109.3 . . ?
C6 C5 H5B 109.3 . . ?
H5A C5 H5B 107.9 . . ?
C5 C6 C1 112.2(2) . . ?
C5 C6 H6A 109.2 . . ?
C1 C6 H6A 109.2 . . ?
C5 C6 H6B 109.2 . . ?
C1 C6 H6B 109.2 . . ?
H6A C6 H6B 107.9 . . ?
O1 C7 O2 125.0(2) . . ?
O1 C7 C1 115.8(2) . . ?
O2 C7 C1 119.2(2) . . ?
O3 C8 O4 124.1(3) . . ?
O3 C8 C2 125.4(3) . . ?
O4 C8 C2 110.5(3) . . ?
N1 C9 C10 123.7(3) . . ?
N1 C9 H9A 118.1 . . ?
C10 C9 H9A 118.1 . . ?
C9 C10 C11 119.4(3) . . ?
C9 C10 H10A 120.3 . . ?
C11 C10 H10A 120.3 . . ?
C12 C11 C10 116.8(2) . . ?
C12 C11 C14 120.1(2) . . ?
C10 C11 C14 123.1(3) . . ?
C13 C12 C11 120.3(3) . . ?
C13 C12 H12A 119.9 . . ?
C11 C12 H12A 119.9 . . ?
N1 C13 C12 122.9(3) . . ?
N1 C13 H13A 118.6 . . ?
C12 C13 H13A 118.6 . . ?
C15 C14 C11 124.1(3) . . ?
C15 C14 H14A 117.9 . . ?
C11 C14 H14A 117.9 . . ?
C14 C15 C16 126.5(3) . . ?
C14 C15 H15A 116.7 . . ?
C16 C15 H15A 116.7 . . ?
C17 C16 C20 116.9(2) . . ?
C17 C16 C15 118.7(2) . . ?
C20 C16 C15 124.4(3) . . ?
C18 C17 C16 120.5(2) . . ?
C18 C17 H17A 119.7 . . ?
C16 C17 H17A 119.7 . . ?
N2 C18 C17 122.8(3) . . ?
N2 C18 H18A 118.6 . . ?
C17 C18 H18A 118.6 . . ?
N2 C19 C20 124.2(2) . . ?
N2 C19 H19A 117.9 . . ?
C20 C19 H19A 117.9 . . ?
C19 C20 C16 118.8(3) . . ?
C19 C20 H20A 120.6 . . ?
C16 C20 H20A 120.6 . . ?

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
C7 C1 C2 C8 62.1(3) . . . . ?
C6 C1 C2 C8 -175.4(2) . . . . ?
C7 C1 C2 C3 -176.1(2) . . . . ?
C6 C1 C2 C3 -53.5(3) . . . . ?
C8 C2 C3 C4 -179.7(3) . . . . ?
C1 C2 C3 C4 56.6(3) . . . . ?
C2 C3 C4 C5 -57.3(4) . . . . ?
C3 C4 C5 C6 56.4(4) . . . . ?
C4 C5 C6 C1 -54.5(4) . . . . ?
C2 C1 C6 C5 52.7(3) . . . . ?
C7 C1 C6 C5 178.2(3) . . . . ?
Zn1 O1 C7 O2 -10.0(5) . . . . ?
Zn1 O1 C7 C1 170.9(2) . . . . ?
Zn1 O2 C7 O1 -13.9(4) 2_667 . . . ?
Zn1 O2 C7 C1 165.16(18) 2_667 . . . ?
C2 C1 C7 O1 -166.6(2) . . . . ?
C6 C1 C7 O1 69.7(3) . . . . ?
C2 C1 C7 O2 14.2(4) . . . . ?
C6 C1 C7 O2 -109.5(3) . . . . ?
C1 C2 C8 O3 17.2(4) . . . . ?
C3 C2 C8 O3 -106.3(3) . . . . ?
C1 C2 C8 O4 -164.6(2) . . . . ?
C3 C2 C8 O4 71.9(3) . . . . ?
C13 N1 C9 C10 0.6(4) . . . . ?
Zn1 N1 C9 C10 -179.8(2) . . . . ?
N1 C9 C10 C11 -0.3(5) . . . . ?
C9 C10 C11 C12 -0.4(4) . . . . ?
C9 C10 C11 C14 179.2(3) . . . . ?
C10 C11 C12 C13 0.9(4) . . . . ?
C14 C11 C12 C13 -178.8(3) . . . . ?
C9 N1 C13 C12 -0.1(4) . . . . ?
Zn1 N1 C13 C12 -179.7(2) . . . . ?
C11 C12 C13 N1 -0.7(5) . . . . ?
C12 C11 C14 C15 179.8(3) . . . . ?
C10 C11 C14 C15 0.1(5) . . . . ?
C11 C14 C15 C16 177.5(3) . . . . ?
C14 C15 C16 C17 177.0(3) . . . . ?
C14 C15 C16 C20 -5.2(5) . . . . ?
C20 C16 C17 C18 1.7(4) . . . . ?
C15 C16 C17 C18 179.6(3) . . . . ?
C19 N2 C18 C17 -2.1(4) . . . . ?
Zn1 N2 C18 C17 175.5(2) 1_654 . . . ?
C16 C17 C18 N2 -0.1(4) . . . . ?
C18 N2 C19 C20 2.6(4) . . . . ?
Zn1 N2 C19 C20 -175.0(2) 1_654 . . . ?
N2 C19 C20 C16 -1.0(4) . . . . ?
C17 C16 C20 C19 -1.2(4) . . . . ?
C15 C16 C20 C19 -179.0(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
O1W H1WA O3 0.85 1.88 2.732(3) 178.6 2_567
O1W H1WB O5 0.85 1.86 2.670(3) 157.8 .
O2W H2WA N3 0.85 2.62 3.449(3) 164.1 1_546
O2W H2WA O6 0.85 2.55 3.276(4) 143.3 1_546
O2W H2WA O7 0.85 2.05 2.867(3) 160.7 1_546
O2W H2WB O7 0.85 1.92 2.739(4) 160.4 2_567
O4 H4 O2W 0.97 1.65 2.574(3) 159.3 .
C9 H9A O1 0.95 2.40 2.981(3) 119.1 .
C10 H10A O6 0.95 2.61 3.338(4) 133.4 2_666
C13 H13A O2 0.95 2.55 3.055(3) 113.1 2_667
C18 H18A O1 0.95 2.52 3.089(3) 118.3 1_654
C20 H20A O6 0.95 2.65 3.194(3) 116.8 1_655

_refine_diff_density_max         1.103
_refine_diff_density_min         -0.619
_refine_diff_density_rms         0.100

####################################################################### 
# 
# 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_znm_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1912025'
loop_
_audit_author_name
_audit_author_address
'Yong-Cong Ou'
;South China Normal University
China
;
_audit_update_record             
;
2019-04-24 deposited with the CCDC.	2020-09-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C15 H12 N O8 Zn2'
_chemical_formula_weight         465.00

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.6953(14)
_cell_length_b                   10.2001(11)
_cell_length_c                   16.7973(18)
_cell_angle_alpha                90
_cell_angle_beta                 104.530(12)
_cell_angle_gamma                90
_cell_volume                     1442.2(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    1549
_cell_measurement_theta_min      2.7045
_cell_measurement_theta_max      62.5382

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.142
_exptl_crystal_F_000             932
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.090
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    4.588
_shelx_estimated_absorpt_T_min   0.683
_shelx_estimated_absorpt_T_max   0.838
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.89396
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET)
(compiled Feb 27 2009,15:38:38)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_diffrn_measurement_device_type  
'Goniometer Xcalibur, detector: Sapphire3 (Gemini ultra Cu)'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0855
_diffrn_reflns_number            3667
_diffrn_reflns_av_unetI/netI     0.0576
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         5.119
_diffrn_reflns_theta_max         62.633
_diffrn_reflns_theta_full        62.633
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measured_fraction_theta_full 0.962
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_Laue_measured_fraction_full 0.962
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_point_group_measured_fraction_full 0.962
_reflns_number_total             2227
_reflns_number_gt                1725
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET)
(compiled Feb 27 2009,15:38:38)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET)
(compiled Feb 27 2009,15:38:38)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET)
(compiled Feb 27 2009,15:38:38)
;
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0294P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2227
_refine_ls_number_parameters     235
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_gt           0.0314
_refine_ls_wR_factor_ref         0.0682
_refine_ls_wR_factor_gt          0.0655
_refine_ls_goodness_of_fit_ref   0.906
_refine_ls_restrained_S_all      0.906
_refine_ls_shift/su_max          0.000
_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_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 -0.78744(6) -0.96816(5) -0.12312(3) 0.01487(14) Uani 1 1 d . . . . .
Zn2 Zn -0.57945(6) -0.22144(5) -0.15146(3) 0.01522(14) Uani 1 1 d . . . . .
N1 N -0.8396(4) -0.7916(3) -0.06648(18) 0.0171(7) Uani 1 1 d . . . . .
O1 O -0.5704(3) -0.9228(3) -0.12647(16) 0.0194(6) Uani 1 1 d . . . . .
O2 O -0.4363(3) -1.0816(3) -0.17232(16) 0.0195(6) Uani 1 1 d . . . . .
O3 O -0.2140(3) -0.9173(3) 0.02809(16) 0.0193(6) Uani 1 1 d . . . . .
O4 O -0.4075(3) -0.7757(3) 0.03571(16) 0.0243(7) Uani 1 1 d . . . . .
O5 O -0.4715(3) -0.3862(3) -0.14792(16) 0.0208(6) Uani 1 1 d . . . . .
O6 O -0.5333(3) -0.4200(3) -0.28226(16) 0.0195(6) Uani 1 1 d . . . . .
O7 O -0.7150(3) -0.6427(3) -0.29060(16) 0.0198(6) Uani 1 1 d . . . . .
O8 O -0.6472(3) -0.8478(3) -0.30203(19) 0.0288(7) Uani 1 1 d . . . . .
C1 C -0.3165(4) -0.8715(4) -0.1485(2) 0.0134(8) Uani 1 1 d . . . . .
H1 H -0.2371 -0.9231 -0.1377 0.016 Uiso 1 1 d R U . . .
C2 C -0.3028(4) -0.7651(4) -0.0821(2) 0.0149(8) Uani 1 1 d . . . . .
H2 H -0.2070 -0.7393 -0.0724 0.018 Uiso 1 1 d R U . . .
C3 C -0.4151(5) -0.6491(4) -0.1082(2) 0.0166(9) Uani 1 1 d . . . . .
H3A H -0.3917 -0.5950 -0.0684 0.020 Uiso 1 1 d R U . . .
H3B H -0.5111 -0.6729 -0.1145 0.020 Uiso 1 1 d R U . . .
C4 C -0.3974(5) -0.5911(4) -0.1892(2) 0.0151(8) Uani 1 1 d . . . . .
H4 H -0.3008 -0.5683 -0.1815 0.018 Uiso 1 1 d R U . . .
C5 C -0.4340(4) -0.6930(4) -0.2575(2) 0.0150(8) Uani 1 1 d . . . . .
H5 H -0.4163 -0.6600 -0.3008 0.018 Uiso 1 1 d R U . . .
C6 C -0.3218(4) -0.8099(4) -0.2325(2) 0.0155(8) Uani 1 1 d . . . . .
H6A H -0.3451 -0.8704 -0.2683 0.019 Uiso 1 1 d R U . . .
H6B H -0.2302 -0.7807 -0.2325 0.019 Uiso 1 1 d R U . . .
C7 C -0.4528(5) -0.9657(4) -0.1500(2) 0.0148(8) Uani 1 1 d . . . . .
C8 C -0.3099(5) -0.8235(4) 0.0004(2) 0.0167(9) Uani 1 1 d . . . . .
C9 C -0.4786(4) -0.4582(4) -0.2083(2) 0.0161(9) Uani 1 1 d . . . . .
C10 C -0.6084(5) -0.7342(4) -0.2843(2) 0.0170(9) Uani 1 1 d . . . . .
C11 C -0.8711(5) -0.7830(4) 0.0076(2) 0.0235(10) Uani 1 1 d . . . . .
H11 H -0.8353 -0.8587 0.0391 0.028 Uiso 1 1 d R U . . .
C12 C -0.9299(5) -0.6709(4) 0.0361(2) 0.0231(10) Uani 1 1 d . . . . .
H12 H -0.9470 -0.6751 0.0882 0.028 Uiso 1 1 d R U . . .
C13 C -0.9626(5) -0.5604(4) -0.0129(2) 0.0174(9) Uani 1 1 d . . . . .
C14 C -0.9235(5) -0.5666(4) -0.0880(3) 0.0223(9) Uani 1 1 d . . . . .
H14 H -0.9347 -0.4928 -0.1284 0.027 Uiso 1 1 d R U . . .
C15 C -0.8644(5) -0.6813(4) -0.1120(2) 0.0225(9) Uani 1 1 d . . . . .
H15 H -0.8311 -0.6864 -0.1643 0.027 Uiso 1 1 d R 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 1.958(3) . ?
Zn1 O3 1.976(3) 3_435 ?
Zn1 O6 1.988(3) 2_344 ?
Zn1 N1 2.138(3) . ?
Zn1 O7 2.299(3) 2_344 ?
Zn2 O5 1.919(3) . ?
Zn2 O4 1.976(3) 3_445 ?
Zn2 O7 1.978(3) 2_354 ?
Zn2 O2 1.982(3) 1_565 ?
N1 C11 1.342(5) . ?
N1 C15 1.347(5) . ?
O1 C7 1.264(5) . ?
O2 C7 1.258(5) . ?
O2 Zn2 1.982(3) 1_545 ?
O3 C8 1.278(5) . ?
O3 Zn1 1.976(3) 3_435 ?
O4 C8 1.250(5) . ?
O4 Zn2 1.976(3) 3_445 ?
O5 C9 1.241(5) . ?
O6 C9 1.275(5) . ?
O6 Zn1 1.988(3) 2_354 ?
O7 C10 1.300(5) . ?
O7 Zn2 1.978(3) 2_344 ?
O7 Zn1 2.299(3) 2_354 ?
O8 C10 1.223(5) . ?
C1 C7 1.521(6) . ?
C1 C6 1.535(5) . ?
C1 C2 1.540(5) . ?
C1 H1 0.8500 . ?
C2 C8 1.523(6) . ?
C2 C3 1.527(5) . ?
C2 H2 0.8501 . ?
C3 C4 1.527(5) . ?
C3 H3A 0.8500 . ?
C3 H3B 0.8500 . ?
C4 C5 1.521(5) . ?
C4 C9 1.525(5) . ?
C4 H4 0.8499 . ?
C5 C10 1.528(5) . ?
C5 C6 1.531(5) . ?
C5 H5 0.8500 . ?
C6 H6A 0.8499 . ?
C6 H6B 0.8500 . ?
C11 C12 1.386(6) . ?
C11 H11 0.9434 . ?
C12 C13 1.384(6) . ?
C12 H12 0.9239 . ?
C13 C14 1.388(6) . ?
C13 C13 1.507(8) 3_345 ?
C14 C15 1.378(6) . ?
C14 H14 1.0011 . ?
C15 H15 0.9921 . ?

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 110.63(11) . 3_435 ?
O1 Zn1 O6 119.13(12) . 2_344 ?
O3 Zn1 O6 129.54(12) 3_435 2_344 ?
O1 Zn1 N1 97.31(12) . . ?
O3 Zn1 N1 95.61(12) 3_435 . ?
O6 Zn1 N1 86.36(11) 2_344 . ?
O1 Zn1 O7 90.21(10) . 2_344 ?
O3 Zn1 O7 92.98(11) 3_435 2_344 ?
O6 Zn1 O7 79.44(10) 2_344 2_344 ?
N1 Zn1 O7 165.78(11) . 2_344 ?
O5 Zn2 O4 96.03(12) . 3_445 ?
O5 Zn2 O7 138.18(12) . 2_354 ?
O4 Zn2 O7 102.83(12) 3_445 2_354 ?
O5 Zn2 O2 108.18(12) . 1_565 ?
O4 Zn2 O2 112.24(12) 3_445 1_565 ?
O7 Zn2 O2 98.68(12) 2_354 1_565 ?
C11 N1 C15 115.5(4) . . ?
C11 N1 Zn1 125.6(3) . . ?
C15 N1 Zn1 118.2(3) . . ?
C7 O1 Zn1 142.1(3) . . ?
C7 O2 Zn2 120.0(3) . 1_545 ?
C8 O3 Zn1 127.5(3) . 3_435 ?
C8 O4 Zn2 132.5(3) . 3_445 ?
C9 O5 Zn2 124.7(3) . . ?
C9 O6 Zn1 136.8(3) . 2_354 ?
C10 O7 Zn2 106.7(2) . 2_344 ?
C10 O7 Zn1 119.2(2) . 2_354 ?
Zn2 O7 Zn1 98.87(11) 2_344 2_354 ?
C7 C1 C6 113.6(3) . . ?
C7 C1 C2 112.1(3) . . ?
C6 C1 C2 110.9(3) . . ?
C7 C1 H1 101.5 . . ?
C6 C1 H1 106.6 . . ?
C2 C1 H1 111.8 . . ?
C8 C2 C3 113.3(3) . . ?
C8 C2 C1 111.7(3) . . ?
C3 C2 C1 114.3(3) . . ?
C8 C2 H2 102.0 . . ?
C3 C2 H2 109.9 . . ?
C1 C2 H2 104.5 . . ?
C4 C3 C2 110.8(3) . . ?
C4 C3 H3A 113.0 . . ?
C2 C3 H3A 105.5 . . ?
C4 C3 H3B 108.3 . . ?
C2 C3 H3B 110.6 . . ?
H3A C3 H3B 108.6 . . ?
C5 C4 C9 116.8(3) . . ?
C5 C4 C3 111.0(3) . . ?
C9 C4 C3 112.8(3) . . ?
C5 C4 H4 108.3 . . ?
C9 C4 H4 100.2 . . ?
C3 C4 H4 106.7 . . ?
C4 C5 C10 114.5(3) . . ?
C4 C5 C6 109.1(3) . . ?
C10 C5 C6 112.6(3) . . ?
C4 C5 H5 109.0 . . ?
C10 C5 H5 103.6 . . ?
C6 C5 H5 107.6 . . ?
C5 C6 C1 116.2(3) . . ?
C5 C6 H6A 110.5 . . ?
C1 C6 H6A 107.4 . . ?
C5 C6 H6B 105.1 . . ?
C1 C6 H6B 109.3 . . ?
H6A C6 H6B 108.2 . . ?
O2 C7 O1 125.4(4) . . ?
O2 C7 C1 116.9(3) . . ?
O1 C7 C1 117.6(3) . . ?
O4 C8 O3 125.3(4) . . ?
O4 C8 C2 117.8(3) . . ?
O3 C8 C2 116.9(4) . . ?
O5 C9 O6 123.0(4) . . ?
O5 C9 C4 115.4(3) . . ?
O6 C9 C4 121.1(3) . . ?
O8 C10 O7 120.8(4) . . ?
O8 C10 C5 121.6(4) . . ?
O7 C10 C5 117.5(3) . . ?
N1 C11 C12 123.6(4) . . ?
N1 C11 H11 110.5 . . ?
C12 C11 H11 125.4 . . ?
C13 C12 C11 120.3(4) . . ?
C13 C12 H12 122.9 . . ?
C11 C12 H12 116.8 . . ?
C12 C13 C14 116.3(4) . . ?
C12 C13 C13 122.2(5) . 3_345 ?
C14 C13 C13 121.5(4) . 3_345 ?
C15 C14 C13 119.9(4) . . ?
C15 C14 H14 114.8 . . ?
C13 C14 H14 125.2 . . ?
N1 C15 C14 124.1(4) . . ?
N1 C15 H15 114.7 . . ?
C14 C15 H15 121.1 . . ?

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
C7 C1 C2 C8 47.7(4) . . . . ?
C6 C1 C2 C8 175.7(3) . . . . ?
C7 C1 C2 C3 -82.6(4) . . . . ?
C6 C1 C2 C3 45.4(4) . . . . ?
C8 C2 C3 C4 177.5(3) . . . . ?
C1 C2 C3 C4 -53.0(4) . . . . ?
C2 C3 C4 C5 59.5(4) . . . . ?
C2 C3 C4 C9 -167.3(3) . . . . ?
C9 C4 C5 C10 -62.3(5) . . . . ?
C3 C4 C5 C10 68.8(4) . . . . ?
C9 C4 C5 C6 170.5(3) . . . . ?
C3 C4 C5 C6 -58.3(4) . . . . ?
C4 C5 C6 C1 53.1(4) . . . . ?
C10 C5 C6 C1 -75.2(4) . . . . ?
C7 C1 C6 C5 81.0(4) . . . . ?
C2 C1 C6 C5 -46.3(4) . . . . ?
Zn2 O2 C7 O1 -12.3(5) 1_545 . . . ?
Zn2 O2 C7 C1 165.3(2) 1_545 . . . ?
Zn1 O1 C7 O2 -12.8(6) . . . . ?
Zn1 O1 C7 C1 169.6(3) . . . . ?
C6 C1 C7 O2 83.7(4) . . . . ?
C2 C1 C7 O2 -149.7(3) . . . . ?
C6 C1 C7 O1 -98.5(4) . . . . ?
C2 C1 C7 O1 28.1(5) . . . . ?
Zn2 O4 C8 O3 20.0(6) 3_445 . . . ?
Zn2 O4 C8 C2 -159.4(3) 3_445 . . . ?
Zn1 O3 C8 O4 10.5(6) 3_435 . . . ?
Zn1 O3 C8 C2 -170.1(2) 3_435 . . . ?
C3 C2 C8 O4 2.5(5) . . . . ?
C1 C2 C8 O4 -128.2(4) . . . . ?
C3 C2 C8 O3 -176.9(3) . . . . ?
C1 C2 C8 O3 52.3(4) . . . . ?
Zn2 O5 C9 O6 14.0(5) . . . . ?
Zn2 O5 C9 C4 -173.7(2) . . . . ?
Zn1 O6 C9 O5 -118.1(4) 2_354 . . . ?
Zn1 O6 C9 C4 70.1(5) 2_354 . . . ?
C5 C4 C9 O5 166.8(3) . . . . ?
C3 C4 C9 O5 36.5(5) . . . . ?
C5 C4 C9 O6 -20.7(5) . . . . ?
C3 C4 C9 O6 -151.1(3) . . . . ?
Zn2 O7 C10 O8 -9.5(5) 2_344 . . . ?
Zn1 O7 C10 O8 -120.1(4) 2_354 . . . ?
Zn2 O7 C10 C5 168.0(3) 2_344 . . . ?
Zn1 O7 C10 C5 57.4(4) 2_354 . . . ?
C4 C5 C10 O8 -141.6(4) . . . . ?
C6 C5 C10 O8 -16.2(5) . . . . ?
C4 C5 C10 O7 41.0(5) . . . . ?
C6 C5 C10 O7 166.3(3) . . . . ?
C15 N1 C11 C12 1.9(6) . . . . ?
Zn1 N1 C11 C12 -168.9(3) . . . . ?
N1 C11 C12 C13 1.4(7) . . . . ?
C11 C12 C13 C14 -4.1(6) . . . . ?
C11 C12 C13 C13 175.6(4) . . . 3_345 ?
C12 C13 C14 C15 3.8(6) . . . . ?
C13 C13 C14 C15 -176.0(4) 3_345 . . . ?
C11 N1 C15 C14 -2.3(6) . . . . ?
Zn1 N1 C15 C14 169.2(3) . . . . ?
C13 C14 C15 N1 -0.6(7) . . . . ?

_refine_diff_density_max         0.403
_refine_diff_density_min         -0.595
_refine_diff_density_rms         0.088

####################################################################### 
# 
# 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_zn_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1912022'
loop_
_audit_author_name
_audit_author_address
'Yong-Cong Ou'
;South China Normal University
China
;
_audit_update_record             
;
2019-04-24 deposited with the CCDC.	2020-09-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H20 N2 O4 Zn'
_chemical_formula_weight         417.75

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           52
_space_group_name_H-M_alt        'P n n a'
_space_group_name_Hall           '-P 2a 2bc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z'
'-x+1/2, y+1/2, -z+1/2'
'x, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z'
'x-1/2, -y-1/2, z-1/2'
'-x, y-1/2, z-1/2'

_cell_length_a                   25.1315(6)
_cell_length_b                   11.8428(3)
_cell_length_c                   15.9866(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4758.05(19)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6034
_cell_measurement_theta_min      2.7860
_cell_measurement_theta_max      71.3320

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.166
_exptl_crystal_F_000             1728
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.270
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    1.625
_shelx_estimated_absorpt_T_min   0.633
_shelx_estimated_absorpt_T_max   0.716
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.81408
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Onyx, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 8.2417
_diffrn_reflns_number            12939
_diffrn_reflns_av_unetI/netI     0.0166
_diffrn_reflns_av_R_equivalents  0.0178
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.517
_diffrn_reflns_theta_max         72.201
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.973
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             4586
_reflns_number_gt                3763
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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.
;

_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1198P)²+3.6192P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4586
_refine_ls_number_parameters     245
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0697
_refine_ls_R_factor_gt           0.0617
_refine_ls_wR_factor_ref         0.2106
_refine_ls_wR_factor_gt          0.1989
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.000
_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_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 0.29950(3) 0.7500 0.2500 0.0571(2) Uani 1 2 d S T P . .
Zn2 Zn -0.06390(3) 1.2500 -0.2500 0.0563(2) Uani 1 2 d S T P . .
N1 N 0.24428(11) 0.8265(2) 0.17188(18) 0.0590(6) Uani 1 1 d . . . . .
N2 N -0.01008(12) 1.1596(2) -0.18073(16) 0.0577(6) Uani 1 1 d . . . . .
O1 O 0.31439(10) 0.6085(2) 0.17750(16) 0.0651(6) Uani 1 1 d . . . . .
O2 O 0.36626(11) 0.7506(2) 0.14627(19) 0.0693(7) Uani 1 1 d . . . . .
O3 O 0.39391(12) 0.3145(2) 0.16122(16) 0.0729(7) Uani 1 1 d . . . . .
O4 O 0.42757(11) 0.4835(2) 0.18321(16) 0.0711(7) Uani 1 1 d . . . . .
C1 C 0.36693(18) 0.5843(4) 0.0564(2) 0.0753(11) Uani 1 1 d . . . . .
H1A H 0.3394 0.6012 0.0130 0.090 Uiso 1 1 calc R U . . .
C2 C 0.36334(19) 0.4563(4) 0.0701(2) 0.0772(11) Uani 1 1 d . . . . .
H2A H 0.3257 0.4388 0.0854 0.093 Uiso 1 1 calc R U . . .
C3 C 0.3756(2) 0.3924(4) -0.0092(3) 0.0994(15) Uani 1 1 d . . . . .
H3A H 0.3477 0.4080 -0.0513 0.119 Uiso 1 1 calc R U . . .
H3B H 0.3755 0.3103 0.0025 0.119 Uiso 1 1 calc R U . . .
C4 C 0.4298(3) 0.4265(5) -0.0443(3) 0.1117(19) Uani 1 1 d . . . . .
H4A H 0.4581 0.4071 -0.0037 0.134 Uiso 1 1 calc R U . . .
H4B H 0.4368 0.3848 -0.0968 0.134 Uiso 1 1 calc R U . . .
C5 C 0.4306(3) 0.5533(6) -0.0614(3) 0.119(2) Uani 1 1 d . . . . .
H5A H 0.4038 0.5715 -0.1048 0.143 Uiso 1 1 calc R U . . .
H5B H 0.4660 0.5753 -0.0830 0.143 Uiso 1 1 calc R U . . .
C6 C 0.4184(2) 0.6213(4) 0.0180(3) 0.0923(13) Uani 1 1 d . . . . .
H6A H 0.4475 0.6108 0.0589 0.111 Uiso 1 1 calc R U . . .
H6B H 0.4163 0.7026 0.0039 0.111 Uiso 1 1 calc R U . . .
C7 C 0.35025(14) 0.6523(3) 0.1322(2) 0.0592(8) Uani 1 1 d . . . . .
C8 C 0.39855(15) 0.4184(3) 0.1439(2) 0.0630(8) Uani 1 1 d . . . . .
C9 C 0.24235(16) 0.8136(4) 0.0889(2) 0.0767(10) Uani 1 1 d . . . . .
H9A H 0.2683 0.7672 0.0627 0.092 Uiso 1 1 calc R U . . .
C10 C 0.20415(18) 0.8650(4) 0.0397(3) 0.0841(12) Uani 1 1 d . . . . .
H10A H 0.2037 0.8537 -0.0191 0.101 Uiso 1 1 calc R U . . .
C11 C 0.16574(14) 0.9348(3) 0.0787(3) 0.0659(9) Uani 1 1 d . . . . .
C12 C 0.16843(16) 0.9471(3) 0.1631(3) 0.0686(9) Uani 1 1 d . . . . .
H12A H 0.1433 0.9931 0.1915 0.082 Uiso 1 1 calc R U . . .
C13 C 0.20752(15) 0.8928(3) 0.2070(3) 0.0666(9) Uani 1 1 d . . . . .
H13A H 0.2086 0.9028 0.2659 0.080 Uiso 1 1 calc R U . . .
C14 C 0.12329(16) 0.9941(3) 0.0332(3) 0.0697(9) Uani 1 1 d . . . . .
H14A H 0.1012 1.0441 0.0641 0.084 Uiso 1 1 calc R U . . .
C15 C 0.11374(16) 0.9829(3) -0.0469(2) 0.0699(9) Uani 1 1 d . U . . .
H15A H 0.1356 0.9332 -0.0785 0.084 Uiso 1 1 calc R U . . .
C16 C 0.06945(15) 1.0456(3) -0.0918(2) 0.0664(8) Uani 1 1 d . U . . .
C17 C 0.06775(16) 1.0419(4) -0.1767(3) 0.0722(10) Uani 1 1 d . . . . .
H17A H 0.0938 1.0006 -0.2070 0.087 Uiso 1 1 calc R U . . .
C18 C 0.02801(16) 1.0985(3) -0.2181(2) 0.0693(9) Uani 1 1 d . . . . .
H18A H 0.0275 1.0941 -0.2775 0.083 Uiso 1 1 calc R U . . .
C19 C -0.00899(16) 1.1624(3) -0.0971(2) 0.0625(8) Uani 1 1 d . . . . .
H19A H -0.0357 1.2035 -0.0681 0.075 Uiso 1 1 calc R U . . .
C20 C 0.03009(17) 1.1070(3) -0.0513(2) 0.0677(9) Uani 1 1 d . U . . .
H20A H 0.0299 1.1111 0.0081 0.081 Uiso 1 1 calc R 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 2.071(3) . ?
Zn1 O1 2.071(3) 4_565 ?
Zn1 N1 2.075(3) 4_565 ?
Zn1 N1 2.075(3) . ?
Zn1 O2 2.359(3) 4_565 ?
Zn1 O2 2.359(3) . ?
Zn1 C7 2.551(4) 4_565 ?
Zn1 C7 2.551(4) . ?
Zn2 O3 1.929(2) 7_575 ?
Zn2 O3 1.929(2) 6_565 ?
Zn2 N2 2.050(3) 4_574 ?
Zn2 N2 2.050(3) . ?
N1 C13 1.336(5) . ?
N1 C9 1.336(5) . ?
N2 C19 1.338(4) . ?
N2 C18 1.341(5) . ?
O1 C7 1.267(4) . ?
O2 C7 1.252(4) . ?
O3 C8 1.268(4) . ?
O3 Zn2 1.929(2) 6_645 ?
O4 C8 1.233(4) . ?
C1 C6 1.496(6) . ?
C1 C7 1.515(5) . ?
C1 C2 1.535(6) . ?
C1 H1A 1.0000 . ?
C2 C3 1.508(6) . ?
C2 C8 1.542(5) . ?
C2 H2A 1.0000 . ?
C3 C4 1.528(8) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.526(9) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C6 1.533(8) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C9 C10 1.382(6) . ?
C9 H9A 0.9500 . ?
C10 C11 1.416(6) . ?
C10 H10A 0.9500 . ?
C11 C12 1.359(5) . ?
C11 C14 1.470(5) . ?
C12 C13 1.368(5) . ?
C12 H12A 0.9500 . ?
C13 H13A 0.9500 . ?
C14 C15 1.310(6) . ?
C14 H14A 0.9500 . ?
C15 C16 1.518(6) . ?
C15 H15A 0.9500 . ?
C16 C17 1.359(5) . ?
C16 C20 1.387(6) . ?
C17 C18 1.374(6) . ?
C17 H17A 0.9500 . ?
C18 H18A 0.9500 . ?
C19 C20 1.390(5) . ?
C19 H19A 0.9500 . ?
C20 H20A 0.9500 . ?

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 O1 159.19(14) . 4_565 ?
O1 Zn1 N1 95.99(11) . 4_565 ?
O1 Zn1 N1 97.89(10) 4_565 4_565 ?
O1 Zn1 N1 97.89(11) . . ?
O1 Zn1 N1 95.99(11) 4_565 . ?
N1 Zn1 N1 96.06(16) 4_565 . ?
O1 Zn1 O2 105.22(9) . 4_565 ?
O1 Zn1 O2 58.70(9) 4_565 4_565 ?
N1 Zn1 O2 92.94(10) 4_565 4_565 ?
N1 Zn1 O2 154.15(10) . 4_565 ?
O1 Zn1 O2 58.70(9) . . ?
O1 Zn1 O2 105.22(9) 4_565 . ?
N1 Zn1 O2 154.15(10) 4_565 . ?
N1 Zn1 O2 92.94(10) . . ?
O2 Zn1 O2 89.34(14) 4_565 . ?
O1 Zn1 C7 133.59(11) . 4_565 ?
O1 Zn1 C7 29.54(10) 4_565 4_565 ?
N1 Zn1 C7 95.06(11) 4_565 4_565 ?
N1 Zn1 C7 125.47(11) . 4_565 ?
O2 Zn1 C7 29.20(10) 4_565 4_565 ?
O2 Zn1 C7 99.32(10) . 4_565 ?
O1 Zn1 C7 29.54(10) . . ?
O1 Zn1 C7 133.58(11) 4_565 . ?
N1 Zn1 C7 125.47(11) 4_565 . ?
N1 Zn1 C7 95.06(11) . . ?
O2 Zn1 C7 99.32(10) 4_565 . ?
O2 Zn1 C7 29.20(10) . . ?
C7 Zn1 C7 120.02(16) 4_565 . ?
O3 Zn2 O3 113.31(18) 7_575 6_565 ?
O3 Zn2 N2 99.90(11) 7_575 4_574 ?
O3 Zn2 N2 123.61(11) 6_565 4_574 ?
O3 Zn2 N2 123.61(11) 7_575 . ?
O3 Zn2 N2 99.90(11) 6_565 . ?
N2 Zn2 N2 97.42(16) 4_574 . ?
C13 N1 C9 117.3(3) . . ?
C13 N1 Zn1 117.8(2) . . ?
C9 N1 Zn1 124.9(3) . . ?
C19 N2 C18 116.4(3) . . ?
C19 N2 Zn2 122.7(2) . . ?
C18 N2 Zn2 120.8(2) . . ?
C7 O1 Zn1 96.7(2) . . ?
C7 O2 Zn1 83.9(2) . . ?
C8 O3 Zn2 119.6(2) . 6_645 ?
C6 C1 C7 114.3(4) . . ?
C6 C1 C2 113.5(4) . . ?
C7 C1 C2 113.2(3) . . ?
C6 C1 H1A 104.8 . . ?
C7 C1 H1A 104.8 . . ?
C2 C1 H1A 104.8 . . ?
C3 C2 C1 111.3(4) . . ?
C3 C2 C8 112.3(3) . . ?
C1 C2 C8 111.3(4) . . ?
C3 C2 H2A 107.2 . . ?
C1 C2 H2A 107.2 . . ?
C8 C2 H2A 107.2 . . ?
C2 C3 C4 111.0(5) . . ?
C2 C3 H3A 109.4 . . ?
C4 C3 H3A 109.4 . . ?
C2 C3 H3B 109.4 . . ?
C4 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
C5 C4 C3 109.7(5) . . ?
C5 C4 H4A 109.7 . . ?
C3 C4 H4A 109.7 . . ?
C5 C4 H4B 109.7 . . ?
C3 C4 H4B 109.7 . . ?
H4A C4 H4B 108.2 . . ?
C4 C5 C6 111.5(4) . . ?
C4 C5 H5A 109.3 . . ?
C6 C5 H5A 109.3 . . ?
C4 C5 H5B 109.3 . . ?
C6 C5 H5B 109.3 . . ?
H5A C5 H5B 108.0 . . ?
C1 C6 C5 111.0(5) . . ?
C1 C6 H6A 109.4 . . ?
C5 C6 H6A 109.4 . . ?
C1 C6 H6B 109.4 . . ?
C5 C6 H6B 109.4 . . ?
H6A C6 H6B 108.0 . . ?
O2 C7 O1 120.5(3) . . ?
O2 C7 C1 123.3(3) . . ?
O1 C7 C1 115.9(3) . . ?
O2 C7 Zn1 66.8(2) . . ?
O1 C7 Zn1 53.74(17) . . ?
C1 C7 Zn1 166.0(3) . . ?
O4 C8 O3 123.4(3) . . ?
O4 C8 C2 123.2(3) . . ?
O3 C8 C2 113.4(3) . . ?
N1 C9 C10 122.7(4) . . ?
N1 C9 H9A 118.7 . . ?
C10 C9 H9A 118.7 . . ?
C9 C10 C11 118.7(4) . . ?
C9 C10 H10A 120.7 . . ?
C11 C10 H10A 120.7 . . ?
C12 C11 C10 117.8(4) . . ?
C12 C11 C14 118.5(4) . . ?
C10 C11 C14 123.7(4) . . ?
C11 C12 C13 119.6(4) . . ?
C11 C12 H12A 120.2 . . ?
C13 C12 H12A 120.2 . . ?
N1 C13 C12 123.9(4) . . ?
N1 C13 H13A 118.0 . . ?
C12 C13 H13A 118.0 . . ?
C15 C14 C11 124.7(4) . . ?
C15 C14 H14A 117.7 . . ?
C11 C14 H14A 117.7 . . ?
C14 C15 C16 123.2(4) . . ?
C14 C15 H15A 118.4 . . ?
C16 C15 H15A 118.4 . . ?
C17 C16 C20 117.4(4) . . ?
C17 C16 C15 118.6(4) . . ?
C20 C16 C15 123.9(3) . . ?
C16 C17 C18 119.3(4) . . ?
C16 C17 H17A 120.4 . . ?
C18 C17 H17A 120.4 . . ?
N2 C18 C17 124.6(4) . . ?
N2 C18 H18A 117.7 . . ?
C17 C18 H18A 117.7 . . ?
N2 C19 C20 122.0(4) . . ?
N2 C19 H19A 119.0 . . ?
C20 C19 H19A 119.0 . . ?
C16 C20 C19 120.3(3) . . ?
C16 C20 H20A 119.8 . . ?
C19 C20 H20A 119.8 . . ?

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
C6 C1 C2 C3 -52.6(5) . . . . ?
C7 C1 C2 C3 175.0(4) . . . . ?
C6 C1 C2 C8 73.6(4) . . . . ?
C7 C1 C2 C8 -58.9(5) . . . . ?
C1 C2 C3 C4 55.2(5) . . . . ?
C8 C2 C3 C4 -70.4(5) . . . . ?
C2 C3 C4 C5 -58.3(5) . . . . ?
C3 C4 C5 C6 57.8(6) . . . . ?
C7 C1 C6 C5 -176.4(4) . . . . ?
C2 C1 C6 C5 51.7(5) . . . . ?
C4 C5 C6 C1 -54.7(6) . . . . ?
Zn1 O2 C7 O1 -3.8(3) . . . . ?
Zn1 O2 C7 C1 168.9(3) . . . . ?
Zn1 O1 C7 O2 4.3(3) . . . . ?
Zn1 O1 C7 C1 -168.9(3) . . . . ?
C6 C1 C7 O2 22.8(5) . . . . ?
C2 C1 C7 O2 154.9(4) . . . . ?
C6 C1 C7 O1 -164.2(3) . . . . ?
C2 C1 C7 O1 -32.1(5) . . . . ?
C6 C1 C7 Zn1 156.1(9) . . . . ?
C2 C1 C7 Zn1 -71.9(11) . . . . ?
Zn2 O3 C8 O4 -2.8(5) 6_645 . . . ?
Zn2 O3 C8 C2 178.5(2) 6_645 . . . ?
C3 C2 C8 O4 122.2(5) . . . . ?
C1 C2 C8 O4 -3.4(5) . . . . ?
C3 C2 C8 O3 -59.1(5) . . . . ?
C1 C2 C8 O3 175.3(3) . . . . ?
C13 N1 C9 C10 -0.4(6) . . . . ?
Zn1 N1 C9 C10 178.9(3) . . . . ?
N1 C9 C10 C11 0.5(7) . . . . ?
C9 C10 C11 C12 -0.3(6) . . . . ?
C9 C10 C11 C14 179.9(4) . . . . ?
C10 C11 C12 C13 0.1(6) . . . . ?
C14 C11 C12 C13 180.0(3) . . . . ?
C9 N1 C13 C12 0.2(6) . . . . ?
Zn1 N1 C13 C12 -179.1(3) . . . . ?
C11 C12 C13 N1 -0.1(6) . . . . ?
C12 C11 C14 C15 -174.6(4) . . . . ?
C10 C11 C14 C15 5.2(7) . . . . ?
C11 C14 C15 C16 180.0(3) . . . . ?
C14 C15 C16 C17 170.1(4) . . . . ?
C14 C15 C16 C20 -10.1(6) . . . . ?
C20 C16 C17 C18 0.3(6) . . . . ?
C15 C16 C17 C18 -179.8(4) . . . . ?
C19 N2 C18 C17 -1.4(6) . . . . ?
Zn2 N2 C18 C17 175.3(3) . . . . ?
C16 C17 C18 N2 0.6(6) . . . . ?
C18 N2 C19 C20 1.3(5) . . . . ?
Zn2 N2 C19 C20 -175.3(2) . . . . ?
C17 C16 C20 C19 -0.4(5) . . . . ?
C15 C16 C20 C19 179.8(3) . . . . ?
N2 C19 C20 C16 -0.5(5) . . . . ?

_refine_diff_density_max         0.695
_refine_diff_density_min         -0.368
_refine_diff_density_rms         0.064



