# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_exp_3887
_database_code_depnum_ccdc_archive 'CCDC 2047049'
loop_
_audit_author_name
_audit_author_address
'Tadeusz Muziol'
;Nicolaus Copernicus University in Torun, Faculty of Chemistry
Poland
;
_audit_update_record             
;
2020-11-29 deposited with the CCDC.	2021-07-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         
'(Zn 2+)2, (C36 H34 N4 O2 2-), (C2 H3 O2 1-)2, (C2 H6 O)2'
_chemical_formula_sum            'C44 H52 N4 O8 Zn2'
_chemical_melting_point          ?

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_diffrn_ambient_temperature      100(2)
_chemical_formula_weight         895.63

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                   8.44590(10)
_cell_length_b                   23.8241(3)
_cell_length_c                   20.1246(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.4230(10)
_cell_angle_gamma                90
_cell_volume                     4048.14(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    13428
_cell_measurement_theta_min      4.2480
_cell_measurement_theta_max      75.7870
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.470
_exptl_crystal_F_000             1872
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    1.946
_shelx_estimated_absorpt_T_min   0.685
_shelx_estimated_absorpt_T_max   0.962
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.750
_exptl_absorpt_correction_T_max  0.961
_exptl_absorpt_process_details   'CrysAlisPro 1.171.40.67a'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova (Cu) X-ray Source'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37479
_diffrn_reflns_av_unetI/netI     0.0378
_diffrn_reflns_av_R_equivalents  0.0541
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.875
_diffrn_reflns_theta_max         74.500
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8285
_reflns_number_gt                6858
_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 1.171.40.67a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ciftab
_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)+(0.0800P)²+2.7557P] 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         8285
_refine_ls_number_parameters     535
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0608
_refine_ls_R_factor_gt           0.0495
_refine_ls_wR_factor_ref         0.1339
_refine_ls_wR_factor_gt          0.1246
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_restrained_S_all      1.044
_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 0.53147(4) 0.51596(2) 0.81923(2) 0.01514(10) Uani 1 1 d . . . . .
Zn2 Zn 0.48237(4) 0.46437(2) 0.67381(2) 0.01496(10) Uani 1 1 d . . . . .
C1 C 0.8847(3) 0.50697(10) 0.83577(12) 0.0169(4) Uani 1 1 d . . . . .
H1 H 0.983538 0.520324 0.852840 0.020 Uiso 1 1 calc R U . . .
N1 N 0.7634(2) 0.53969(8) 0.83931(10) 0.0157(4) Uani 1 1 d . . . . .
C2 C 0.7690(3) 0.59510(9) 0.86554(11) 0.0151(4) Uani 1 1 d . . . . .
C3 C 0.9024(3) 0.61836(10) 0.89728(12) 0.0172(5) Uani 1 1 d . . . . .
H3 H 0.997978 0.597407 0.900693 0.021 Uiso 1 1 calc R U . . .
C4 C 0.8957(3) 0.67202(10) 0.92384(12) 0.0191(5) Uani 1 1 d . . . . .
H4 H 0.986596 0.687606 0.945603 0.023 Uiso 1 1 calc R U . . .
C5 C 0.7560(3) 0.70323(10) 0.91875(13) 0.0207(5) Uani 1 1 d . . . . .
H5 H 0.752049 0.739890 0.937205 0.025 Uiso 1 1 calc R U . . .
C6 C 0.6232(3) 0.68087(10) 0.88686(12) 0.0190(5) Uani 1 1 d . . . . .
H6 H 0.528627 0.702356 0.883480 0.023 Uiso 1 1 calc R U . . .
C7 C 0.6274(3) 0.62671(9) 0.85947(11) 0.0149(4) Uani 1 1 d . . . . .
N8 N 0.4989(2) 0.60098(8) 0.82511(10) 0.0146(4) Uani 1 1 d . . . . .
C8 C 0.3752(3) 0.62729(9) 0.80258(12) 0.0163(4) Uani 1 1 d . . . . .
H8 H 0.365952 0.665871 0.813749 0.020 Uiso 1 1 calc R U . . .
C9 C 0.2487(3) 0.60285(9) 0.76148(11) 0.0145(4) Uani 1 1 d . . . . .
C10 C 0.1166(3) 0.63654(9) 0.74523(12) 0.0158(4) Uani 1 1 d . . . . .
H10 H 0.111305 0.672931 0.764352 0.019 Uiso 1 1 calc R U . . .
C11 C -0.0066(3) 0.61957(10) 0.70274(12) 0.0161(4) Uani 1 1 d . . . . .
C12 C 0.0014(3) 0.56490(10) 0.67781(12) 0.0168(4) Uani 1 1 d . . . . .
H12 H -0.084877 0.551204 0.651312 0.020 Uiso 1 1 calc R U . . .
C13 C 0.1307(3) 0.52953(10) 0.69018(12) 0.0149(4) Uani 1 1 d . . . . .
C14 C 0.2590(3) 0.54901(10) 0.73125(11) 0.0153(4) Uani 1 1 d . . . . .
O14 O 0.3841(2) 0.51762(7) 0.74039(9) 0.0202(4) Uani 1 1 d . . . . .
C15 C -0.1407(3) 0.65896(10) 0.67968(13) 0.0189(5) Uani 1 1 d . . . . .
C16 C -0.1086(4) 0.67811(12) 0.60832(14) 0.0288(6) Uani 1 1 d . . . . .
H16A H -0.010766 0.700226 0.608033 0.043 Uiso 1 1 calc R U . . .
H16B H -0.197180 0.701156 0.591751 0.043 Uiso 1 1 calc R U . . .
H16C H -0.097324 0.645144 0.579693 0.043 Uiso 1 1 calc R U . . .
C17 C -0.3008(3) 0.62865(11) 0.68021(14) 0.0239(5) Uani 1 1 d . . . . .
H17A H -0.303038 0.599238 0.646156 0.036 Uiso 1 1 calc R U . . .
H17B H -0.386030 0.655644 0.670830 0.036 Uiso 1 1 calc R U . . .
H17C H -0.315728 0.611704 0.723982 0.036 Uiso 1 1 calc R U . . .
C18 C -0.1495(3) 0.71117(11) 0.72371(15) 0.0254(5) Uani 1 1 d . . . . .
H18A H -0.167040 0.699797 0.769748 0.038 Uiso 1 1 calc R U . . .
H18B H -0.237271 0.735053 0.708078 0.038 Uiso 1 1 calc R U . . .
H18C H -0.049905 0.732112 0.721522 0.038 Uiso 1 1 calc R U . . .
C21 C 0.1261(3) 0.47283(10) 0.66175(12) 0.0164(4) Uani 1 1 d . . . . .
H21 H 0.026127 0.458269 0.647596 0.020 Uiso 1 1 calc R U . . .
N21 N 0.2488(2) 0.44158(8) 0.65478(10) 0.0156(4) Uani 1 1 d . . . . .
C22 C 0.2410(3) 0.38574(10) 0.62986(11) 0.0149(4) Uani 1 1 d . . . . .
C23 C 0.1091(3) 0.36312(10) 0.59636(12) 0.0181(5) Uani 1 1 d . . . . .
H23 H 0.017031 0.385406 0.589196 0.022 Uiso 1 1 calc R U . . .
C24 C 0.1121(3) 0.30821(10) 0.57349(12) 0.0190(5) Uani 1 1 d . . . . .
H24 H 0.021814 0.293118 0.550757 0.023 Uiso 1 1 calc R U . . .
C25 C 0.2461(3) 0.27507(10) 0.58356(13) 0.0200(5) Uani 1 1 d . . . . .
H25 H 0.246607 0.237299 0.568414 0.024 Uiso 1 1 calc R U . . .
C26 C 0.3798(3) 0.29742(10) 0.61596(12) 0.0185(5) Uani 1 1 d . . . . .
H26 H 0.471722 0.274870 0.622259 0.022 Uiso 1 1 calc R U . . .
C27 C 0.3796(3) 0.35260(10) 0.63918(11) 0.0154(4) Uani 1 1 d . . . . .
N28 N 0.5094(2) 0.37884(8) 0.67318(10) 0.0149(4) Uani 1 1 d . . . . .
C28 C 0.6318(3) 0.35219(9) 0.69602(11) 0.0159(4) Uani 1 1 d . . . . .
H28 H 0.639507 0.313406 0.685625 0.019 Uiso 1 1 calc R U . . .
C29 C 0.7600(3) 0.37684(10) 0.73671(11) 0.0155(4) Uani 1 1 d . . . . .
C30 C 0.8891(3) 0.34216(9) 0.75418(12) 0.0162(4) Uani 1 1 d . . . . .
H30 H 0.892939 0.305456 0.735830 0.019 Uiso 1 1 calc R U . . .
C31 C 1.0117(3) 0.35914(10) 0.79710(12) 0.0158(4) Uani 1 1 d . . . . .
C32 C 1.0047(3) 0.41408(10) 0.82173(12) 0.0170(5) Uani 1 1 d . . . . .
H32 H 1.089188 0.427158 0.849677 0.020 Uiso 1 1 calc R U . . .
C33 C 0.8792(3) 0.45041(10) 0.80701(12) 0.0163(4) Uani 1 1 d . . . . .
C34 C 0.7526(3) 0.43159(10) 0.76437(12) 0.0160(4) Uani 1 1 d . . . . .
O34 O 0.6335(2) 0.46457(7) 0.75155(9) 0.0208(4) Uani 1 1 d . . . . .
C35 C 1.1444(3) 0.31947(10) 0.82083(12) 0.0185(5) Uani 1 1 d . . . . .
C36 C 1.1144(4) 0.30209(12) 0.89278(14) 0.0296(6) Uani 1 1 d . . . . .
H36A H 1.111012 0.335624 0.920912 0.044 Uiso 1 1 calc R U . . .
H36B H 1.199877 0.277341 0.908688 0.044 Uiso 1 1 calc R U . . .
H36C H 1.013019 0.282201 0.894720 0.044 Uiso 1 1 calc R U . . .
C37 C 1.3061(3) 0.34863(11) 0.81802(14) 0.0249(5) Uani 1 1 d . . . . .
H37A H 1.319983 0.364343 0.773535 0.037 Uiso 1 1 calc R U . . .
H37B H 1.390229 0.321294 0.827726 0.037 Uiso 1 1 calc R U . . .
H37C H 1.311358 0.378885 0.850996 0.037 Uiso 1 1 calc R U . . .
C38 C 1.1498(3) 0.26626(11) 0.77838(15) 0.0259(5) Uani 1 1 d . . . . .
H38A H 1.049456 0.245931 0.781715 0.039 Uiso 1 1 calc R U . . .
H38B H 1.237001 0.242265 0.794324 0.039 Uiso 1 1 calc R U . . .
H38C H 1.166459 0.276515 0.731915 0.039 Uiso 1 1 calc R U . . .
O41 O 0.4680(2) 0.47223(8) 0.89591(10) 0.0240(4) Uani 1 1 d . . . . .
O42 O 0.2489(2) 0.52408(9) 0.89793(10) 0.0270(4) Uani 1 1 d . . . . .
C42 C 0.3367(3) 0.48658(11) 0.92059(13) 0.0225(5) Uani 1 1 d . . . . .
C43 C 0.2890(4) 0.45461(13) 0.98203(15) 0.0329(6) Uani 1 1 d . . . . .
H43A H 0.323443 0.415469 0.978457 0.049 Uiso 1 1 calc R U . . .
H43B H 0.173649 0.455921 0.985882 0.049 Uiso 1 1 calc R U . . .
H43C H 0.339196 0.471775 1.021480 0.049 Uiso 1 1 calc R U . . .
O46 O 0.5592(2) 0.50574(8) 0.59736(9) 0.0219(4) Uani 1 1 d . . . . .
O47 O 0.7686(2) 0.44877(8) 0.59387(10) 0.0249(4) Uani 1 1 d . . . . .
C47 C 0.6897(3) 0.48943(10) 0.57287(13) 0.0206(5) Uani 1 1 d . . . . .
C48 C 0.7456(3) 0.52298(13) 0.51416(15) 0.0295(6) Uani 1 1 d . . . . .
H48A H 0.680921 0.513453 0.474644 0.044 Uiso 1 1 calc R U . . .
H48B H 0.856767 0.514095 0.506143 0.044 Uiso 1 1 calc R U . . .
H48C H 0.735223 0.563145 0.523624 0.044 Uiso 1 1 calc R U . . .
O51 O 0.2807(2) 0.63131(9) 0.95550(10) 0.0286(4) Uani 1 1 d . . . . .
H51 H 0.270148 0.602169 0.932306 0.043 Uiso 1 1 calc R U . . .
C52 C 0.2612(4) 0.61763(13) 1.02368(15) 0.0343(6) Uani 1 1 d . . . . .
H52B H 0.321339 0.583121 1.034995 0.041 Uiso 1 1 calc R U . . .
H52A H 0.147932 0.610725 1.032235 0.041 Uiso 1 1 calc R U . . .
C53 C 0.3201(5) 0.66510(16) 1.06509(18) 0.0439(8) Uani 1 1 d . . . . .
H53C H 0.431917 0.671928 1.056031 0.066 Uiso 1 1 calc R U . . .
H53B H 0.308957 0.655851 1.112196 0.066 Uiso 1 1 calc R U . . .
H53A H 0.258289 0.698867 1.054410 0.066 Uiso 1 1 calc R U . . .
O56 O 0.7125(3) 0.34018(8) 0.54161(11) 0.0312(4) Uani 1 1 d . . . . .
H56 H 0.746285 0.369990 0.559170 0.047 Uiso 1 1 calc R U . . .
C57 C 0.6059(4) 0.35345(14) 0.48773(16) 0.0354(7) Uani 1 1 d . . . . .
H57B H 0.529158 0.381931 0.502657 0.042 Uiso 1 1 calc R U . . .
H57A H 0.545596 0.319318 0.474913 0.042 Uiso 1 1 calc R U . . .
C58 C 0.6879(4) 0.37511(16) 0.42898(18) 0.0421(8) Uani 1 1 d . . . . .
H58A H 0.609498 0.384803 0.394123 0.063 Uiso 1 1 calc R U . . .
H58B H 0.759541 0.346261 0.412393 0.063 Uiso 1 1 calc R U . . .
H58C H 0.748908 0.408629 0.441478 0.063 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 O41 1.9482(18) . ?
Zn1 O14 1.9925(18) . ?
Zn1 O34 2.0384(17) . ?
Zn1 N8 2.048(2) . ?
Zn1 N1 2.069(2) . ?
Zn2 O46 1.9516(18) . ?
Zn2 O34 1.9944(18) . ?
Zn2 O14 2.0368(17) . ?
Zn2 N28 2.0506(19) . ?
Zn2 N21 2.072(2) . ?
C1 N1 1.290(3) . ?
C1 C33 1.467(3) . ?
C1 H1 0.9500 . ?
N1 C2 1.422(3) . ?
C2 C3 1.396(3) . ?
C2 C7 1.416(3) . ?
C3 C4 1.387(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.396(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.385(4) . ?
C5 H5 0.9500 . ?
C6 C7 1.404(3) . ?
C6 H6 0.9500 . ?
C7 N8 1.412(3) . ?
N8 C8 1.290(3) . ?
C8 C9 1.456(3) . ?
C8 H8 0.9500 . ?
C9 C10 1.406(3) . ?
C9 C14 1.423(3) . ?
C10 C11 1.391(3) . ?
C10 H10 0.9500 . ?
C11 C12 1.398(3) . ?
C11 C15 1.534(3) . ?
C12 C13 1.397(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.424(3) . ?
C13 C21 1.467(3) . ?
C14 O14 1.304(3) . ?
C15 C18 1.530(3) . ?
C15 C17 1.534(3) . ?
C15 C16 1.537(4) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C21 N21 1.287(3) . ?
C21 H21 0.9500 . ?
N21 C22 1.423(3) . ?
C22 C23 1.395(3) . ?
C22 C27 1.421(3) . ?
C23 C24 1.387(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.391(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.395(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.395(3) . ?
C26 H26 0.9500 . ?
C27 N28 1.423(3) . ?
N28 C28 1.288(3) . ?
C28 C29 1.464(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.406(3) . ?
C29 C34 1.420(3) . ?
C30 C31 1.392(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.401(3) . ?
C31 C35 1.533(3) . ?
C32 C33 1.395(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.426(3) . ?
C34 O34 1.297(3) . ?
C35 C38 1.530(3) . ?
C35 C36 1.533(4) . ?
C35 C37 1.535(4) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
O41 C42 1.273(3) . ?
O42 C42 1.240(3) . ?
C42 C43 1.515(4) . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
O46 C47 1.279(3) . ?
O47 C47 1.244(3) . ?
C47 C48 1.512(4) . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 0.9800 . ?
O51 C52 1.424(4) . ?
O51 H51 0.8400 . ?
C52 C53 1.483(5) . ?
C52 H52B 0.9900 . ?
C52 H52A 0.9900 . ?
C53 H53C 0.9800 . ?
C53 H53B 0.9800 . ?
C53 H53A 0.9800 . ?
O56 C57 1.428(4) . ?
O56 H56 0.8400 . ?
C57 C58 1.478(5) . ?
C57 H57B 0.9900 . ?
C57 H57A 0.9900 . ?
C58 H58A 0.9800 . ?
C58 H58B 0.9800 . ?
C58 H58C 0.9800 . ?

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
O41 Zn1 O14 117.55(8) . . ?
O41 Zn1 O34 109.72(8) . . ?
O14 Zn1 O34 75.28(7) . . ?
O41 Zn1 N8 116.30(8) . . ?
O14 Zn1 N8 86.80(7) . . ?
O34 Zn1 N8 133.81(8) . . ?
O41 Zn1 N1 105.63(8) . . ?
O14 Zn1 N1 136.03(8) . . ?
O34 Zn1 N1 83.15(8) . . ?
N8 Zn1 N1 81.17(8) . . ?
O46 Zn2 O34 113.47(8) . . ?
O46 Zn2 O14 110.67(8) . . ?
O34 Zn2 O14 75.28(7) . . ?
O46 Zn2 N28 117.23(8) . . ?
O34 Zn2 N28 86.44(8) . . ?
O14 Zn2 N28 132.09(8) . . ?
O46 Zn2 N21 108.68(8) . . ?
O34 Zn2 N21 137.16(8) . . ?
O14 Zn2 N21 83.29(8) . . ?
N28 Zn2 N21 81.04(8) . . ?
N1 C1 C33 124.0(2) . . ?
N1 C1 H1 118.0 . . ?
C33 C1 H1 118.0 . . ?
C1 N1 C2 124.2(2) . . ?
C1 N1 Zn1 124.95(16) . . ?
C2 N1 Zn1 110.40(15) . . ?
C3 C2 C7 119.9(2) . . ?
C3 C2 N1 123.9(2) . . ?
C7 C2 N1 116.2(2) . . ?
C4 C3 C2 120.1(2) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C5 120.3(2) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 119.8 . . ?
C6 C5 C4 120.1(2) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C5 C6 C7 120.5(2) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 H6 119.7 . . ?
C6 C7 N8 124.4(2) . . ?
C6 C7 C2 118.9(2) . . ?
N8 C7 C2 116.6(2) . . ?
C8 N8 C7 124.5(2) . . ?
C8 N8 Zn1 124.67(17) . . ?
C7 N8 Zn1 110.78(15) . . ?
N8 C8 C9 125.5(2) . . ?
N8 C8 H8 117.2 . . ?
C9 C8 H8 117.2 . . ?
C10 C9 C14 118.1(2) . . ?
C10 C9 C8 118.1(2) . . ?
C14 C9 C8 123.5(2) . . ?
C11 C10 C9 123.7(2) . . ?
C11 C10 H10 118.2 . . ?
C9 C10 H10 118.2 . . ?
C10 C11 C12 116.7(2) . . ?
C10 C11 C15 122.9(2) . . ?
C12 C11 C15 120.2(2) . . ?
C13 C12 C11 122.8(2) . . ?
C13 C12 H12 118.6 . . ?
C11 C12 H12 118.6 . . ?
C12 C13 C14 119.2(2) . . ?
C12 C13 C21 118.2(2) . . ?
C14 C13 C21 122.6(2) . . ?
O14 C14 C9 120.9(2) . . ?
O14 C14 C13 119.8(2) . . ?
C9 C14 C13 119.2(2) . . ?
C14 O14 Zn1 127.72(16) . . ?
C14 O14 Zn2 127.34(16) . . ?
Zn1 O14 Zn2 104.76(8) . . ?
C18 C15 C17 108.8(2) . . ?
C18 C15 C11 111.6(2) . . ?
C17 C15 C11 110.8(2) . . ?
C18 C15 C16 108.2(2) . . ?
C17 C15 C16 108.8(2) . . ?
C11 C15 C16 108.6(2) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N21 C21 C13 124.2(2) . . ?
N21 C21 H21 117.9 . . ?
C13 C21 H21 117.9 . . ?
C21 N21 C22 123.3(2) . . ?
C21 N21 Zn2 126.43(17) . . ?
C22 N21 Zn2 110.24(15) . . ?
C23 C22 C27 119.6(2) . . ?
C23 C22 N21 124.1(2) . . ?
C27 C22 N21 116.2(2) . . ?
C24 C23 C22 120.3(2) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C23 C24 C25 120.5(2) . . ?
C23 C24 H24 119.7 . . ?
C25 C24 H24 119.7 . . ?
C24 C25 C26 119.8(2) . . ?
C24 C25 H25 120.1 . . ?
C26 C25 H25 120.1 . . ?
C27 C26 C25 120.6(2) . . ?
C27 C26 H26 119.7 . . ?
C25 C26 H26 119.7 . . ?
C26 C27 C22 119.2(2) . . ?
C26 C27 N28 124.6(2) . . ?
C22 C27 N28 116.2(2) . . ?
C28 N28 C27 123.9(2) . . ?
C28 N28 Zn2 125.19(17) . . ?
C27 N28 Zn2 110.79(15) . . ?
N28 C28 C29 125.3(2) . . ?
N28 C28 H28 117.4 . . ?
C29 C28 H28 117.4 . . ?
C30 C29 C34 118.9(2) . . ?
C30 C29 C28 117.5(2) . . ?
C34 C29 C28 123.3(2) . . ?
C31 C30 C29 123.0(2) . . ?
C31 C30 H30 118.5 . . ?
C29 C30 H30 118.5 . . ?
C30 C31 C32 117.0(2) . . ?
C30 C31 C35 122.7(2) . . ?
C32 C31 C35 120.2(2) . . ?
C33 C32 C31 122.9(2) . . ?
C33 C32 H32 118.6 . . ?
C31 C32 H32 118.6 . . ?
C32 C33 C34 119.1(2) . . ?
C32 C33 C1 118.0(2) . . ?
C34 C33 C1 122.8(2) . . ?
O34 C34 C29 121.3(2) . . ?
O34 C34 C33 119.7(2) . . ?
C29 C34 C33 119.0(2) . . ?
C34 O34 Zn2 129.24(16) . . ?
C34 O34 Zn1 124.71(16) . . ?
Zn2 O34 Zn1 104.63(8) . . ?
C38 C35 C36 108.2(2) . . ?
C38 C35 C31 111.6(2) . . ?
C36 C35 C31 108.9(2) . . ?
C38 C35 C37 108.4(2) . . ?
C36 C35 C37 109.0(2) . . ?
C31 C35 C37 110.7(2) . . ?
C35 C36 H36A 109.5 . . ?
C35 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C35 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C35 C37 H37A 109.5 . . ?
C35 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C35 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C35 C38 H38A 109.5 . . ?
C35 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C35 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C42 O41 Zn1 115.15(17) . . ?
O42 C42 O41 124.6(2) . . ?
O42 C42 C43 119.6(3) . . ?
O41 C42 C43 115.8(2) . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C47 O46 Zn2 117.19(17) . . ?
O47 C47 O46 124.4(2) . . ?
O47 C47 C48 120.2(2) . . ?
O46 C47 C48 115.4(2) . . ?
C47 C48 H48A 109.5 . . ?
C47 C48 H48B 109.5 . . ?
H48A C48 H48B 109.5 . . ?
C47 C48 H48C 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?
C52 O51 H51 109.5 . . ?
O51 C52 C53 108.8(3) . . ?
O51 C52 H52B 109.9 . . ?
C53 C52 H52B 109.9 . . ?
O51 C52 H52A 109.9 . . ?
C53 C52 H52A 109.9 . . ?
H52B C52 H52A 108.3 . . ?
C52 C53 H53C 109.5 . . ?
C52 C53 H53B 109.5 . . ?
H53C C53 H53B 109.5 . . ?
C52 C53 H53A 109.5 . . ?
H53C C53 H53A 109.5 . . ?
H53B C53 H53A 109.5 . . ?
C57 O56 H56 109.5 . . ?
O56 C57 C58 112.7(3) . . ?
O56 C57 H57B 109.1 . . ?
C58 C57 H57B 109.1 . . ?
O56 C57 H57A 109.1 . . ?
C58 C57 H57A 109.1 . . ?
H57B C57 H57A 107.8 . . ?
C57 C58 H58A 109.5 . . ?
C57 C58 H58B 109.5 . . ?
H58A C58 H58B 109.5 . . ?
C57 C58 H58C 109.5 . . ?
H58A C58 H58C 109.5 . . ?
H58B C58 H58C 109.5 . . ?

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
C33 C1 N1 C2 -178.3(2) . . . . ?
C33 C1 N1 Zn1 10.0(3) . . . . ?
C1 N1 C2 C3 -7.4(4) . . . . ?
Zn1 N1 C2 C3 165.37(18) . . . . ?
C1 N1 C2 C7 174.1(2) . . . . ?
Zn1 N1 C2 C7 -13.1(2) . . . . ?
C7 C2 C3 C4 1.1(3) . . . . ?
N1 C2 C3 C4 -177.4(2) . . . . ?
C2 C3 C4 C5 -0.3(4) . . . . ?
C3 C4 C5 C6 -0.3(4) . . . . ?
C4 C5 C6 C7 0.1(4) . . . . ?
C5 C6 C7 N8 -178.8(2) . . . . ?
C5 C6 C7 C2 0.6(4) . . . . ?
C3 C2 C7 C6 -1.2(3) . . . . ?
N1 C2 C7 C6 177.4(2) . . . . ?
C3 C2 C7 N8 178.3(2) . . . . ?
N1 C2 C7 N8 -3.2(3) . . . . ?
C6 C7 N8 C8 15.2(4) . . . . ?
C2 C7 N8 C8 -164.2(2) . . . . ?
C6 C7 N8 Zn1 -162.55(19) . . . . ?
C2 C7 N8 Zn1 18.0(2) . . . . ?
C7 N8 C8 C9 173.6(2) . . . . ?
Zn1 N8 C8 C9 -9.0(3) . . . . ?
N8 C8 C9 C10 175.4(2) . . . . ?
N8 C8 C9 C14 -11.4(4) . . . . ?
C14 C9 C10 C11 1.9(3) . . . . ?
C8 C9 C10 C11 175.4(2) . . . . ?
C9 C10 C11 C12 2.8(3) . . . . ?
C9 C10 C11 C15 -173.3(2) . . . . ?
C10 C11 C12 C13 -4.6(3) . . . . ?
C15 C11 C12 C13 171.6(2) . . . . ?
C11 C12 C13 C14 1.6(4) . . . . ?
C11 C12 C13 C21 179.7(2) . . . . ?
C10 C9 C14 O14 174.8(2) . . . . ?
C8 C9 C14 O14 1.6(4) . . . . ?
C10 C9 C14 C13 -4.9(3) . . . . ?
C8 C9 C14 C13 -178.0(2) . . . . ?
C12 C13 C14 O14 -176.4(2) . . . . ?
C21 C13 C14 O14 5.6(3) . . . . ?
C12 C13 C14 C9 3.2(3) . . . . ?
C21 C13 C14 C9 -174.8(2) . . . . ?
C9 C14 O14 Zn1 28.9(3) . . . . ?
C13 C14 O14 Zn1 -151.44(17) . . . . ?
C9 C14 O14 Zn2 -145.31(18) . . . . ?
C13 C14 O14 Zn2 34.3(3) . . . . ?
C10 C11 C15 C18 -16.9(3) . . . . ?
C12 C11 C15 C18 167.2(2) . . . . ?
C10 C11 C15 C17 -138.4(2) . . . . ?
C12 C11 C15 C17 45.7(3) . . . . ?
C10 C11 C15 C16 102.2(3) . . . . ?
C12 C11 C15 C16 -73.7(3) . . . . ?
C12 C13 C21 N21 161.8(2) . . . . ?
C14 C13 C21 N21 -20.2(4) . . . . ?
C13 C21 N21 C22 177.1(2) . . . . ?
C13 C21 N21 Zn2 -5.4(3) . . . . ?
C21 N21 C22 C23 15.4(4) . . . . ?
Zn2 N21 C22 C23 -162.50(19) . . . . ?
C21 N21 C22 C27 -166.2(2) . . . . ?
Zn2 N21 C22 C27 15.9(2) . . . . ?
C27 C22 C23 C24 1.3(4) . . . . ?
N21 C22 C23 C24 179.7(2) . . . . ?
C22 C23 C24 C25 0.0(4) . . . . ?
C23 C24 C25 C26 -1.1(4) . . . . ?
C24 C25 C26 C27 0.8(4) . . . . ?
C25 C26 C27 C22 0.5(4) . . . . ?
C25 C26 C27 N28 179.5(2) . . . . ?
C23 C22 C27 C26 -1.5(3) . . . . ?
N21 C22 C27 C26 179.9(2) . . . . ?
C23 C22 C27 N28 179.4(2) . . . . ?
N21 C22 C27 N28 0.9(3) . . . . ?
C26 C27 N28 C28 -11.9(4) . . . . ?
C22 C27 N28 C28 167.1(2) . . . . ?
C26 C27 N28 Zn2 163.51(19) . . . . ?
C22 C27 N28 Zn2 -17.5(2) . . . . ?
C27 N28 C28 C29 -173.7(2) . . . . ?
Zn2 N28 C28 C29 11.5(3) . . . . ?
N28 C28 C29 C30 -176.4(2) . . . . ?
N28 C28 C29 C34 9.9(4) . . . . ?
C34 C29 C30 C31 -0.5(3) . . . . ?
C28 C29 C30 C31 -174.5(2) . . . . ?
C29 C30 C31 C32 -1.8(3) . . . . ?
C29 C30 C31 C35 174.4(2) . . . . ?
C30 C31 C32 C33 2.5(4) . . . . ?
C35 C31 C32 C33 -173.8(2) . . . . ?
C31 C32 C33 C34 -0.9(4) . . . . ?
C31 C32 C33 C1 179.9(2) . . . . ?
N1 C1 C33 C32 -163.2(2) . . . . ?
N1 C1 C33 C34 17.6(4) . . . . ?
C30 C29 C34 O34 -177.8(2) . . . . ?
C28 C29 C34 O34 -4.2(4) . . . . ?
C30 C29 C34 C33 2.2(3) . . . . ?
C28 C29 C34 C33 175.8(2) . . . . ?
C32 C33 C34 O34 178.4(2) . . . . ?
C1 C33 C34 O34 -2.4(4) . . . . ?
C32 C33 C34 C29 -1.6(3) . . . . ?
C1 C33 C34 C29 177.6(2) . . . . ?
C29 C34 O34 Zn2 -23.9(3) . . . . ?
C33 C34 O34 Zn2 156.06(17) . . . . ?
C29 C34 O34 Zn1 140.36(18) . . . . ?
C33 C34 O34 Zn1 -39.7(3) . . . . ?
C30 C31 C35 C38 15.2(3) . . . . ?
C32 C31 C35 C38 -168.7(2) . . . . ?
C30 C31 C35 C36 -104.2(3) . . . . ?
C32 C31 C35 C36 71.9(3) . . . . ?
C30 C31 C35 C37 136.0(2) . . . . ?
C32 C31 C35 C37 -47.9(3) . . . . ?
Zn1 O41 C42 O42 2.3(3) . . . . ?
Zn1 O41 C42 C43 -177.49(18) . . . . ?
Zn2 O46 C47 O47 1.1(3) . . . . ?
Zn2 O46 C47 C48 -179.44(18) . . . . ?

_refine_diff_density_max         1.423
_refine_diff_density_min         -0.764
_refine_diff_density_rms         0.098

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_h-m   'P 21/n'
_symmetry_int_tables_number      14
_chemical_absolute_configuration .

####################################################################### 
# 
# 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_11be25-p-1_a
_database_code_depnum_ccdc_archive 'CCDC 2046260'
loop_
_audit_author_name
_audit_author_address
'Tadeusz Muziol'
;Nicolaus Copernicus University in Torun
Poland
;
_audit_update_record             
;
2021-07-04 deposited with the CCDC.	2021-07-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/1
_shelx_SHELXL_version_number     2018/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         
'(Zn 2+)2, (C30 H22 N4 O2 2-), (C H3 O 1-)1.4, (O H 1-)0.6, (H2 O)2'
_chemical_formula_sum            'C31.40 H30.80 N4 O6 Zn2'
_chemical_melting_point          ?

_exptl_crystal_description       plate
_exptl_crystal_colour            'light yellow'
_diffrn_ambient_temperature      100(2)
_chemical_formula_weight         690.94

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0040 0.0020 '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 0.0080 0.0040 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0140 0.0080 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.1920 1.7610 '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                   8.4210(17)
_cell_length_b                   8.7490(17)
_cell_length_c                   10.713(2)
_cell_angle_alpha                84.53(3)
_cell_angle_beta                 88.28(3)
_cell_angle_gamma                65.61(3)
_cell_volume                     715.5(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    11267
_cell_measurement_theta_min      2.150
_cell_measurement_theta_max      34.451
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.603
_exptl_crystal_F_000             355
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.060
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.015
_exptl_absorpt_coefficient_mu    2.301
_shelx_estimated_absorpt_T_min   0.874
_shelx_estimated_absorpt_T_max   0.966
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.874
_exptl_absorpt_correction_T_max  0.966
_exptl_absorpt_process_details   'CrysAlis CCD, Oxford 2001'
_exptl_absorpt_special_details   ?
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.7999
_diffrn_source                   synchrotron
_diffrn_source_type              'MX14-2 beamline, BESSY II, HZB (Berlin)'
_diffrn_measurement_device_type  'Desy/HZB nanodiffractometer'
_diffrn_measurement_method       'single axis rotation'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8721
_diffrn_reflns_av_unetI/netI     0.0563
_diffrn_reflns_av_R_equivalents  0.0591
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.149
_diffrn_reflns_theta_max         29.992
_diffrn_reflns_theta_full        28.681
_diffrn_measured_fraction_theta_max 0.889
_diffrn_measured_fraction_theta_full 0.896
_diffrn_reflns_Laue_measured_fraction_max 0.889
_diffrn_reflns_Laue_measured_fraction_full 0.896
_diffrn_reflns_point_group_measured_fraction_max 0.889
_diffrn_reflns_point_group_measured_fraction_full 0.896
_reflns_number_total             2601
_reflns_number_gt                1899
_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       xdsapp
_computing_cell_refinement       xdsapp
_computing_data_reduction        'XDS and CrysAlis'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_molecular_graphics    'WinGX version 1.80.03'
_computing_publication_material  ciftab
_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)+(0.0665P)²+3.9944P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2601
_refine_ls_number_parameters     217
_refine_ls_number_restraints     11
_refine_ls_R_factor_all          0.0956
_refine_ls_R_factor_gt           0.0592
_refine_ls_wR_factor_ref         0.1805
_refine_ls_wR_factor_gt          0.1518
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.061
_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 -0.03080(10) 0.64880(10) 0.58685(8) 0.0407(3) Uani 1 1 d . . . . .
O17 O 0.1553(9) 0.6370(9) 0.7072(9) 0.054(2) Uani 0.7 1 d D U P A 1
C18 C 0.268(2) 0.645(3) 0.7825(19) 0.058(4) Uani 0.7 1 d D U P A 1
H18A H 0.241718 0.763748 0.791247 0.088 Uiso 0.7 1 calc R U P A 1
H18B H 0.385008 0.589887 0.748669 0.088 Uiso 0.7 1 calc R U P A 1
H18C H 0.261238 0.588754 0.864741 0.088 Uiso 0.7 1 calc R U P A 1
O19 O 0.219(4) 0.632(5) 0.768(4) 0.058(4) Uani 0.3 1 d . . P B 2
N1 N -0.2728(6) 0.7352(7) 0.6721(5) 0.0367(13) Uani 1 1 d . . . . .
C1 C -0.3360(8) 0.6417(9) 0.7356(6) 0.0393(15) Uani 1 1 d . . . . .
H1 H -0.446155 0.696181 0.773676 0.059 Uiso 1 1 calc R U . . .
C2 C -0.3563(7) 0.9119(8) 0.6532(6) 0.0368(15) Uani 1 1 d . . . . .
C3 C -0.4947(8) 1.0120(9) 0.7244(7) 0.0427(16) Uani 1 1 d . . . . .
H3 H -0.538358 0.960572 0.790714 0.051 Uiso 1 1 calc R U . . .
C4 C -0.5696(8) 1.1858(9) 0.6995(7) 0.0438(17) Uani 1 1 d . . . . .
H4 H -0.663826 1.252657 0.748918 0.053 Uiso 1 1 calc R U . . .
C5 C -0.5075(8) 1.2625(9) 0.6029(7) 0.0423(16) Uani 1 1 d . . . . .
H5 H -0.559780 1.381616 0.585981 0.051 Uiso 1 1 calc R U . . .
C6 C -0.3686(8) 1.1655(9) 0.5305(7) 0.0394(15) Uani 1 1 d . . . . .
H6 H -0.325882 1.218358 0.464545 0.047 Uiso 1 1 calc R U . . .
C7 C -0.2923(8) 0.9899(8) 0.5550(6) 0.0354(14) Uani 1 1 d . . . . .
C8 C -0.0997(8) 0.9258(9) 0.3812(7) 0.0407(16) Uani 1 1 d . . . . .
H8 H -0.162552 1.039256 0.348009 0.061 Uiso 1 1 calc R U . . .
N8 N -0.1473(6) 0.8819(6) 0.4881(5) 0.0359(12) Uani 1 1 d . . . . .
C9 C 0.0428(8) 0.8173(8) 0.3049(7) 0.0384(15) Uani 1 1 d . . . . .
C10 C 0.1007(8) 0.8921(9) 0.2022(7) 0.0413(16) Uani 1 1 d . . . . .
H10 H 0.046232 1.011090 0.184673 0.050 Uiso 1 1 calc R U . . .
C11 C 0.2333(8) 0.7996(9) 0.1261(7) 0.0421(16) Uani 1 1 d . . . . .
C12 C 0.3085(8) 0.6254(9) 0.1518(7) 0.0399(15) Uani 1 1 d . . . . .
H12 H 0.403416 0.560838 0.101919 0.048 Uiso 1 1 calc R U . . .
C13 C 0.2516(8) 0.5417(9) 0.2463(7) 0.0381(15) Uani 1 1 d . . . . .
C14 C 0.1176(8) 0.6402(8) 0.3277(7) 0.0379(15) Uani 1 1 d . . . . .
O14 O 0.0670(6) 0.5655(6) 0.4203(5) 0.0480(13) Uani 1 1 d . . . . .
C15 C 0.2979(10) 0.8829(10) 0.0190(7) 0.0514(18) Uani 1 1 d . . . . .
H15A H 0.421075 0.857409 0.033073 0.077 Uiso 1 1 calc R U . . .
H15B H 0.229536 1.005109 0.014012 0.077 Uiso 1 1 calc R U . . .
H15C H 0.285056 0.840207 -0.059676 0.077 Uiso 1 1 calc R U . . .
O21 O -0.0725(16) 0.5793(17) 1.0034(11) 0.060(3) Uani 0.5 1 d D . P C -1
H21A H -0.09(3) 0.52(2) 1.062(11) 0.090 Uiso 0.5 1 d D U P D -1
H21B H -0.02(3) 0.64(2) 1.022(16) 0.090 Uiso 0.5 1 d D U P E -1
O22 O -0.200(3) 0.693(2) 1.0070(17) 0.109(5) Uani 0.5 1 d . . P F 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 O14 2.014(5) . ?
Zn1 O17 2.022(9) . ?
Zn1 O14 2.029(5) 2_566 ?
Zn1 N8 2.059(6) . ?
Zn1 N1 2.075(5) . ?
O17 C18 1.290(9) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
N1 C1 1.283(9) . ?
N1 C2 1.406(8) . ?
C1 C13 1.458(9) 2_566 ?
C1 H1 0.9500 . ?
C2 C3 1.392(8) . ?
C2 C7 1.412(9) . ?
C3 C4 1.387(10) . ?
C3 H3 0.9500 . ?
C4 C5 1.385(10) . ?
C4 H4 0.9500 . ?
C5 C6 1.394(9) . ?
C5 H5 0.9500 . ?
C6 C7 1.400(9) . ?
C6 H6 0.9500 . ?
C7 N8 1.421(7) . ?
C8 N8 1.278(9) . ?
C8 C9 1.469(9) . ?
C8 H8 0.9500 . ?
C9 C10 1.403(10) . ?
C9 C14 1.410(9) . ?
C10 C11 1.375(9) . ?
C10 H10 0.9500 . ?
C11 C12 1.390(10) . ?
C11 C15 1.508(10) . ?
C12 C13 1.382(10) . ?
C12 H12 0.9500 . ?
C13 C14 1.435(9) . ?
C14 O14 1.294(8) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
O21 H21B 0.82(2) . ?

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
O14 Zn1 O17 112.6(3) . . ?
O14 Zn1 O14 75.2(2) . 2_566 ?
O17 Zn1 O14 116.4(3) . 2_566 ?
O14 Zn1 N8 85.4(2) . . ?
O17 Zn1 N8 112.2(3) . . ?
O14 Zn1 N8 131.3(2) 2_566 . ?
O14 Zn1 N1 136.8(2) . . ?
O17 Zn1 N1 110.5(3) . . ?
O14 Zn1 N1 83.9(2) 2_566 . ?
N8 Zn1 N1 80.7(2) . . ?
C18 O17 Zn1 174.4(12) . . ?
O17 C18 H18A 109.5 . . ?
O17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
O17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C1 N1 C2 124.6(5) . . ?
C1 N1 Zn1 125.1(5) . . ?
C2 N1 Zn1 110.2(4) . . ?
N1 C1 C13 124.9(6) . 2_566 ?
N1 C1 H1 117.5 . . ?
C13 C1 H1 117.5 2_566 . ?
C3 C2 N1 124.4(6) . . ?
C3 C2 C7 119.1(6) . . ?
N1 C2 C7 116.5(5) . . ?
C4 C3 C2 120.7(7) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C3 C4 C5 120.3(6) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C4 C5 C6 120.2(6) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C5 C6 C7 119.9(6) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?
C6 C7 C2 119.8(6) . . ?
C6 C7 N8 123.6(6) . . ?
C2 C7 N8 116.6(6) . . ?
N8 C8 C9 126.2(6) . . ?
N8 C8 H8 116.9 . . ?
C9 C8 H8 116.9 . . ?
C8 N8 C7 123.8(6) . . ?
C8 N8 Zn1 125.9(4) . . ?
C7 N8 Zn1 110.3(4) . . ?
C10 C9 C14 119.0(6) . . ?
C10 C9 C8 118.8(6) . . ?
C14 C9 C8 122.1(6) . . ?
C11 C10 C9 122.4(6) . . ?
C11 C10 H10 118.8 . . ?
C9 C10 H10 118.8 . . ?
C10 C11 C12 117.8(6) . . ?
C10 C11 C15 121.6(7) . . ?
C12 C11 C15 120.5(6) . . ?
C13 C12 C11 123.1(6) . . ?
C13 C12 H12 118.4 . . ?
C11 C12 H12 118.4 . . ?
C12 C13 C14 118.2(6) . . ?
C12 C13 C1 119.2(6) . 2_566 ?
C14 C13 C1 122.4(6) . 2_566 ?
O14 C14 C9 121.2(6) . . ?
O14 C14 C13 119.6(6) . . ?
C9 C14 C13 119.2(6) . . ?
C14 O14 Zn1 129.2(4) . . ?
C14 O14 Zn1 125.2(4) . 2_566 ?
Zn1 O14 Zn1 104.8(2) . 2_566 ?
C11 C15 H15A 109.5 . . ?
C11 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C11 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?

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
C2 N1 C1 C13 178.8(6) . . . 2_566 ?
Zn1 N1 C1 C13 -2.9(9) . . . 2_566 ?
C1 N1 C2 C3 16.9(10) . . . . ?
Zn1 N1 C2 C3 -161.6(5) . . . . ?
C1 N1 C2 C7 -163.3(6) . . . . ?
Zn1 N1 C2 C7 18.2(7) . . . . ?
N1 C2 C3 C4 179.9(6) . . . . ?
C7 C2 C3 C4 0.2(10) . . . . ?
C2 C3 C4 C5 0.1(10) . . . . ?
C3 C4 C5 C6 -0.4(10) . . . . ?
C4 C5 C6 C7 0.3(10) . . . . ?
C5 C6 C7 C2 -0.1(9) . . . . ?
C5 C6 C7 N8 -178.2(6) . . . . ?
C3 C2 C7 C6 -0.2(9) . . . . ?
N1 C2 C7 C6 -179.9(5) . . . . ?
C3 C2 C7 N8 178.1(6) . . . . ?
N1 C2 C7 N8 -1.7(8) . . . . ?
C9 C8 N8 C7 -176.6(6) . . . . ?
C9 C8 N8 Zn1 2.6(9) . . . . ?
C6 C7 N8 C8 -18.4(9) . . . . ?
C2 C7 N8 C8 163.5(6) . . . . ?
C6 C7 N8 Zn1 162.3(5) . . . . ?
C2 C7 N8 Zn1 -15.8(6) . . . . ?
N8 C8 C9 C10 -167.5(6) . . . . ?
N8 C8 C9 C14 15.5(10) . . . . ?
C14 C9 C10 C11 -3.0(10) . . . . ?
C8 C9 C10 C11 -180.0(6) . . . . ?
C9 C10 C11 C12 1.5(10) . . . . ?
C9 C10 C11 C15 -177.8(6) . . . . ?
C10 C11 C12 C13 2.6(10) . . . . ?
C15 C11 C12 C13 -178.1(6) . . . . ?
C11 C12 C13 C14 -4.9(10) . . . . ?
C11 C12 C13 C1 178.6(6) . . . 2_566 ?
C10 C9 C14 O14 -179.1(6) . . . . ?
C8 C9 C14 O14 -2.2(10) . . . . ?
C10 C9 C14 C13 0.6(9) . . . . ?
C8 C9 C14 C13 177.5(6) . . . . ?
C12 C13 C14 O14 -177.1(6) . . . . ?
C1 C13 C14 O14 -0.7(10) 2_566 . . . ?
C12 C13 C14 C9 3.2(9) . . . . ?
C1 C13 C14 C9 179.5(6) 2_566 . . . ?
C9 C14 O14 Zn1 -29.2(9) . . . . ?
C13 C14 O14 Zn1 151.0(5) . . . . ?
C9 C14 O14 Zn1 139.1(5) . . . 2_566 ?
C13 C14 O14 Zn1 -40.6(8) . . . 2_566 ?

_refine_diff_density_max         0.947
_refine_diff_density_min         -0.527
_refine_diff_density_rms         0.116

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_h-m   'P -1'
_symmetry_int_tables_number      2
_chemical_absolute_configuration .
# start Validation Reply Form
_vrf_PLAT029_11be25-p-1_a        
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.896 Why?
RESPONSE: This problem is related to rotation around spindle axis only.
For details see _publ_section_exptl_refinement
;
_vrf_PLAT420_11be25-p-1_a        
;
PROBLEM: D-H Bond Without Acceptor  O21      --H21A     .     Please Check
PROBLEM: D-H Bond Without Acceptor  O21      --H21B     .     Please Check
RESPONSE: at least one such atom can be assigned to rather weak interaction 
with O17 oxygen atom. For details see _publ_section_exptl_refinement
;
_vrf_PLAT911_11be25-p-1_a        
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.600        269 Report
RESPONSE: missing reflections are related due to rotation about one axis
and hence, some reflections cannot be collected. For details see 
_publ_section_exptl_refinement
;
# end Validation Reply Form
#END
