# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_170517c_sq
_database_code_depnum_ccdc_archive 'CCDC 2301442'
loop_
_audit_author_name
_audit_author_address
'Suna Wang'
;Liaocheng University
China
;
_audit_update_record             
;
2023-10-15 deposited with the CCDC.	2023-12-28 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            'C28 H22 Co N2 O7'
_chemical_formula_weight         557.40

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'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_H-M_alt        'P 21 21 2'
_space_group_name_Hall           'P 2 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, -y, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'

_cell_length_a                   13.6420(12)
_cell_length_b                   21.8159(17)
_cell_length_c                   10.0776(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2999.2(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3958
_cell_measurement_theta_min      2.3905
_cell_measurement_theta_max      25.4875

_exptl_crystal_description       crystal
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.234
_exptl_crystal_F_000             1148
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.615
_shelx_estimated_absorpt_T_min   0.930
_shelx_estimated_absorpt_T_max   0.935
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.95
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14350
_diffrn_reflns_av_unetI/netI     0.0545
_diffrn_reflns_av_R_equivalents  0.0437
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.391
_diffrn_reflns_theta_max         25.017
_diffrn_reflns_theta_full        25.017
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5279
_reflns_number_gt                4110
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.766
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0002P)²+2.0453P] 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_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.48(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5279
_refine_ls_number_parameters     345
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0573
_refine_ls_R_factor_gt           0.0367
_refine_ls_wR_factor_ref         0.0677
_refine_ls_wR_factor_gt          0.0624
_refine_ls_goodness_of_fit_ref   0.981
_refine_ls_restrained_S_all      0.981
_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
Co1 Co 0.48299(4) 0.16562(3) 1.02897(5) 0.02887(14) Uani 1 1 d . . . . .
N1 N 0.5945(2) 0.10216(15) 1.0390(4) 0.0350(8) Uani 1 1 d . . . . .
N2 N 0.5352(2) 0.25355(14) 1.0259(4) 0.0313(8) Uani 1 1 d . . . . .
O1 O 0.5187(3) 0.17801(18) 1.2742(3) 0.0465(10) Uani 1 1 d . . . . .
O2 O 0.3831(2) 0.15359(16) 1.1705(3) 0.0376(9) Uani 1 1 d . . . . .
O3 O 0.3910(2) 0.15571(16) 0.8775(3) 0.0384(8) Uani 1 1 d . . . . .
O4 O 0.5287(2) 0.17374(18) 0.7718(3) 0.0384(8) Uani 1 1 d . . . . .
O5 O 0.0741(2) 0.1640(2) 0.4124(3) 0.0543(10) Uani 1 1 d . . . . .
O6 O -0.2210(2) 0.1791(2) 0.7236(3) 0.0682(13) Uani 1 1 d . . . . .
O7 O -0.3435(2) 0.1871(2) 0.5830(3) 0.0757(15) Uani 1 1 d . . . . .
H7A H -0.3770 0.1804 0.6490 0.114 Uiso 1 1 calc R U . . .
C1 C -0.2515(3) 0.1796(3) 0.6122(5) 0.0461(15) Uani 1 1 d . . . . .
C2 C -0.1880(3) 0.1746(2) 0.4918(4) 0.0402(13) Uani 1 1 d . . . . .
C3 C -0.2269(3) 0.1713(3) 0.3652(5) 0.0505(15) Uani 1 1 d . . . . .
H3 H -0.2944 0.1728 0.3522 0.061 Uiso 1 1 calc R U . . .
C4 C -0.1636(4) 0.1657(3) 0.2575(5) 0.0568(14) Uani 1 1 d . . . . .
H4 H -0.1888 0.1634 0.1719 0.068 Uiso 1 1 calc R U . . .
C5 C -0.0641(3) 0.1635(3) 0.2770(4) 0.0503(13) Uani 1 1 d . . . . .
H5 H -0.0223 0.1595 0.2046 0.060 Uiso 1 1 calc R U . . .
C6 C -0.0260(3) 0.1673(2) 0.4024(4) 0.0403(11) Uani 1 1 d . . . . .
C7 C -0.0877(3) 0.1728(2) 0.5110(4) 0.0404(12) Uani 1 1 d . . . . .
H7 H -0.0619 0.1752 0.5962 0.048 Uiso 1 1 calc R U . . .
C8 C 0.1157(3) 0.1710(3) 0.5391(5) 0.0445(12) Uani 1 1 d . . . . .
H8A H 0.0910 0.1393 0.5979 0.053 Uiso 1 1 calc R U . . .
H8B H 0.0974 0.2105 0.5756 0.053 Uiso 1 1 calc R U . . .
C9 C 0.2259(3) 0.1665(2) 0.5295(5) 0.0330(9) Uani 1 1 d . . . . .
C10 C 0.2745(3) 0.1649(3) 0.4091(4) 0.0340(11) Uani 1 1 d . . . . .
H10 H 0.2390 0.1646 0.3303 0.041 Uiso 1 1 calc R U . . .
C11 C 0.3762(3) 0.1636(2) 0.4056(4) 0.0290(10) Uani 1 1 d . . . . .
C12 C 0.4287(3) 0.16471(19) 0.5228(4) 0.0301(9) Uani 1 1 d . . . . .
H12 H 0.4969 0.1653 0.5200 0.036 Uiso 1 1 calc R U . . .
C13 C 0.3813(3) 0.1650(3) 0.6444(4) 0.0272(10) Uani 1 1 d . . . . .
C14 C 0.2794(3) 0.1654(3) 0.6466(4) 0.0356(12) Uani 1 1 d . . . . .
H14 H 0.2467 0.1650 0.7276 0.043 Uiso 1 1 calc R U . . .
C15 C 0.4383(3) 0.1646(3) 0.7710(4) 0.0280(10) Uani 1 1 d . . . . .
C16 C 0.4314(3) 0.1662(3) 1.2762(4) 0.0302(11) Uani 1 1 d . . . . .
C17 C 0.5945(4) 0.0601(2) 1.1355(5) 0.0524(15) Uani 1 1 d . . . . .
H17 H 0.5442 0.0609 1.1978 0.063 Uiso 1 1 calc R U . . .
C18 C 0.6650(4) 0.0158(2) 1.1467(5) 0.0577(16) Uani 1 1 d . . . . .
H18 H 0.6604 -0.0133 1.2138 0.069 Uiso 1 1 calc R U . . .
C19 C 0.7421(4) 0.0140(2) 1.0604(5) 0.0471(14) Uani 1 1 d . . . . .
C20 C 0.8195(4) -0.0362(2) 1.0667(5) 0.0642(17) Uani 1 1 d . . . . .
H20A H 0.8825 -0.0181 1.0881 0.077 Uiso 1 1 calc R U . . .
H20B H 0.8028 -0.0648 1.1369 0.077 Uiso 1 1 calc R U . . .
C21 C 0.7446(3) 0.0585(2) 0.9631(6) 0.0490(13) Uani 1 1 d . . . . .
H21 H 0.7966 0.0601 0.9034 0.059 Uiso 1 1 calc R U . . .
C22 C 0.6698(3) 0.1005(2) 0.9553(5) 0.0403(11) Uani 1 1 d . . . . .
H22 H 0.6719 0.1294 0.8875 0.048 Uiso 1 1 calc R U . . .
C23 C 0.6223(3) 0.26533(19) 0.9707(5) 0.0381(11) Uani 1 1 d . . . . .
H23 H 0.6537 0.2343 0.9238 0.046 Uiso 1 1 calc R U . . .
C24 C 0.6672(3) 0.32162(19) 0.9808(5) 0.0405(11) Uani 1 1 d . . . . .
H24 H 0.7284 0.3278 0.9424 0.049 Uiso 1 1 calc R U . . .
C25 C 0.6214(3) 0.3690(2) 1.0479(5) 0.0376(11) Uani 1 1 d . . . . .
C26 C 0.6724(4) 0.4297(2) 1.0620(5) 0.0528(15) Uani 1 1 d . . . . .
H26A H 0.6367 0.4547 1.1252 0.063 Uiso 1 1 calc R U . . .
H26B H 0.7377 0.4229 1.0974 0.063 Uiso 1 1 calc R U . . .
C27 C 0.5298(4) 0.3572(2) 1.1005(4) 0.0402(12) Uani 1 1 d . . . . .
H27 H 0.4951 0.3880 1.1436 0.048 Uiso 1 1 calc R U . . .
C28 C 0.4904(4) 0.2992(2) 1.0885(4) 0.0379(11) Uani 1 1 d . . . . .
H28 H 0.4293 0.2917 1.1261 0.045 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
Co1 O3 1.988(3) . ?
Co1 O2 1.990(3) . ?
Co1 N2 2.046(3) . ?
Co1 N1 2.060(3) . ?
N1 C22 1.329(5) . ?
N1 C17 1.338(6) . ?
N2 C28 1.327(5) . ?
N2 C23 1.337(5) . ?
O1 C16 1.218(5) . ?
O2 C16 1.282(5) . ?
O3 C15 1.267(5) . ?
O4 C15 1.250(5) . ?
O5 C6 1.372(5) . ?
O5 C8 1.405(5) . ?
O6 C1 1.197(5) . ?
O7 C1 1.299(5) . ?
C1 C2 1.495(6) . ?
C2 C7 1.382(5) . ?
C2 C3 1.384(6) . ?
C3 C4 1.392(6) . ?
C4 C5 1.372(6) . ?
C5 C6 1.369(6) . ?
C6 C7 1.386(6) . ?
C8 C9 1.510(5) . ?
C9 C10 1.383(6) . ?
C9 C14 1.388(6) . ?
C10 C11 1.388(5) . ?
C11 C12 1.381(5) . ?
C11 C16 1.507(5) 1_554 ?
C12 C13 1.386(5) . ?
C13 C14 1.390(5) . ?
C13 C15 1.493(5) . ?
C16 C11 1.507(5) 1_556 ?
C17 C18 1.367(7) . ?
C18 C19 1.366(7) . ?
C19 C21 1.380(6) . ?
C19 C20 1.523(6) . ?
C20 C26 1.499(6) 3_647 ?
C21 C22 1.374(6) . ?
C23 C24 1.376(5) . ?
C24 C25 1.383(6) . ?
C25 C27 1.382(6) . ?
C25 C26 1.503(6) . ?
C26 C20 1.499(6) 3_657 ?
C27 C28 1.381(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Co1 O2 95.98(10) . . ?
O3 Co1 N2 108.07(14) . . ?
O2 Co1 N2 111.88(14) . . ?
O3 Co1 N1 115.51(14) . . ?
O2 Co1 N1 112.46(14) . . ?
N2 Co1 N1 111.94(14) . . ?
C22 N1 C17 116.3(4) . . ?
C22 N1 Co1 123.9(3) . . ?
C17 N1 Co1 119.8(3) . . ?
C28 N2 C23 117.6(4) . . ?
C28 N2 Co1 122.4(3) . . ?
C23 N2 Co1 119.7(3) . . ?
C16 O2 Co1 102.4(3) . . ?
C15 O3 Co1 108.2(3) . . ?
C6 O5 C8 117.6(3) . . ?
O6 C1 O7 123.4(5) . . ?
O6 C1 C2 124.0(4) . . ?
O7 C1 C2 112.6(4) . . ?
C7 C2 C3 120.4(4) . . ?
C7 C2 C1 117.5(4) . . ?
C3 C2 C1 122.0(4) . . ?
C2 C3 C4 119.0(4) . . ?
C5 C4 C3 120.4(5) . . ?
C6 C5 C4 120.4(4) . . ?
C5 C6 O5 116.3(4) . . ?
C5 C6 C7 120.2(4) . . ?
O5 C6 C7 123.5(4) . . ?
C2 C7 C6 119.6(4) . . ?
O5 C8 C9 109.7(4) . . ?
C10 C9 C14 119.6(3) . . ?
C10 C9 C8 122.3(4) . . ?
C14 C9 C8 118.1(4) . . ?
C9 C10 C11 120.1(4) . . ?
C12 C11 C10 119.8(4) . . ?
C12 C11 C16 118.7(3) . 1_554 ?
C10 C11 C16 121.4(4) . 1_554 ?
C11 C12 C13 120.9(3) . . ?
C12 C13 C14 118.7(4) . . ?
C12 C13 C15 120.8(4) . . ?
C14 C13 C15 120.5(4) . . ?
C9 C14 C13 120.8(4) . . ?
O4 C15 O3 121.4(4) . . ?
O4 C15 C13 121.2(4) . . ?
O3 C15 C13 117.3(4) . . ?
O1 C16 O2 122.3(4) . . ?
O1 C16 C11 120.7(4) . 1_556 ?
O2 C16 C11 117.0(4) . 1_556 ?
N1 C17 C18 123.0(5) . . ?
C19 C18 C17 120.7(5) . . ?
C18 C19 C21 116.7(4) . . ?
C18 C19 C20 121.9(5) . . ?
C21 C19 C20 121.3(5) . . ?
C26 C20 C19 111.8(4) 3_647 . ?
C22 C21 C19 119.5(5) . . ?
N1 C22 C21 123.7(5) . . ?
N2 C23 C24 122.4(4) . . ?
C23 C24 C25 120.1(4) . . ?
C27 C25 C24 117.2(4) . . ?
C27 C25 C26 123.1(4) . . ?
C24 C25 C26 119.7(4) . . ?
C20 C26 C25 112.9(4) 3_657 . ?
C28 C27 C25 119.3(4) . . ?
N2 C28 C27 123.4(4) . . ?

_refine_diff_density_max         0.300
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.047



####################################################################### 
# 
# 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_170305i_sq
_database_code_depnum_ccdc_archive 'CCDC 2301443'
loop_
_audit_author_name
_audit_author_address
'Suna Wang'
;Liaocheng University
China
;
_audit_update_record             
;
2023-10-15 deposited with the CCDC.	2023-12-28 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            'C28 H22 N2 O7 Zn'
_chemical_formula_weight         563.84

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      orthorhombic
_space_group_IT_number           18
_space_group_name_H-M_alt        'P 21 21 2'
_space_group_name_Hall           'P 2 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, -y, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'

_cell_length_a                   13.6458(13)
_cell_length_b                   21.7476(19)
_cell_length_c                   10.1293(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3006.0(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    4371
_cell_measurement_theta_min      2.3925
_cell_measurement_theta_max      26.046

_exptl_crystal_description       crystal
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_F_000             1160
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.860
_shelx_estimated_absorpt_T_min   0.814
_shelx_estimated_absorpt_T_max   0.882
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.95
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13822
_diffrn_reflns_av_unetI/netI     0.0508
_diffrn_reflns_av_R_equivalents  0.0397
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.395
_diffrn_reflns_theta_max         25.017
_diffrn_reflns_theta_full        25.017
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             5284
_reflns_number_gt                4337
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.766
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0261P)²] 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_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.244(14)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5284
_refine_ls_number_parameters     344
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0324
_refine_ls_wR_factor_ref         0.0666
_refine_ls_wR_factor_gt          0.0633
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_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 0.51908(3) 0.83315(2) 0.97101(4) 0.02923(12) Uani 1 1 d . . . . .
N1 N 0.4089(2) 0.89728(13) 0.9619(3) 0.0355(7) Uani 1 1 d . . . . .
N2 N 0.4659(2) 0.74559(12) 0.9765(3) 0.0311(7) Uani 1 1 d . . . . .
O1 O 1.3446(2) 0.81350(18) 0.4178(3) 0.0788(13) Uani 1 1 d . . . . .
H1 H 1.3765 0.8110 0.3494 0.118 Uiso 1 1 calc R U . . .
O2 O 1.2232(2) 0.8220(2) 0.2776(3) 0.0676(11) Uani 1 1 d . . . . .
O3 O 0.92727(18) 0.83653(19) 0.5871(3) 0.0541(8) Uani 1 1 d . . . . .
O4 O 0.61519(18) 0.84512(14) 0.8273(2) 0.0371(8) Uani 1 1 d . . . . .
O5 O 0.4823(2) 0.81858(16) 0.7191(3) 0.0502(9) Uani 1 1 d . . . . .
O6 O 0.60976(18) 0.84300(14) 1.1232(2) 0.0382(7) Uani 1 1 d . . . . .
O7 O 0.4726(2) 0.82615(17) 1.2312(2) 0.0396(7) Uani 1 1 d . . . . .
C1 C 1.2523(3) 0.8212(2) 0.3894(5) 0.0483(13) Uani 1 1 d . . . . .
C2 C 1.1895(3) 0.82590(19) 0.5080(4) 0.0390(11) Uani 1 1 d . . . . .
C3 C 1.0890(3) 0.82762(19) 0.4897(4) 0.0393(10) Uani 1 1 d . . . . .
H3 H 1.0630 0.8249 0.4050 0.047 Uiso 1 1 calc R U . . .
C4 C 1.0277(3) 0.8333(2) 0.5967(4) 0.0397(9) Uani 1 1 d . . . . .
C5 C 1.0652(3) 0.8368(2) 0.7219(4) 0.0492(11) Uani 1 1 d . . . . .
H5 H 1.0233 0.8410 0.7938 0.059 Uiso 1 1 calc R U . . .
C6 C 1.1658(3) 0.8340(2) 0.7416(4) 0.0551(12) Uani 1 1 d . . . . .
H6 H 1.1913 0.8357 0.8267 0.066 Uiso 1 1 calc R U . . .
C7 C 1.2281(3) 0.8288(3) 0.6344(4) 0.0473(12) Uani 1 1 d . . . . .
H7 H 1.2955 0.8273 0.6472 0.057 Uiso 1 1 calc R U . . .
C8 C 0.5690(3) 0.8320(3) 0.7212(4) 0.0297(9) Uani 1 1 d . . . . .
C9 C 0.5631(3) 0.8348(3) 1.2296(4) 0.0297(9) Uani 1 1 d . . . . .
C10 C 0.6251(2) 0.8352(2) 0.5930(4) 0.0289(9) Uani 1 1 d . . . . .
C11 C 0.5737(2) 0.83447(16) 0.4765(4) 0.0305(8) Uani 1 1 d . . . . .
H11 H 0.5056 0.8336 0.4790 0.037 Uiso 1 1 calc R U . . .
C12 C 0.6206(2) 0.8349(2) 0.3553(3) 0.0269(9) Uani 1 1 d . . . . .
C13 C 0.7225(3) 0.8343(2) 0.3537(4) 0.0350(10) Uani 1 1 d . . . . .
H13 H 0.7553 0.8345 0.2732 0.042 Uiso 1 1 calc R U . . .
C14 C 0.7757(2) 0.83351(19) 0.4697(4) 0.0324(8) Uani 1 1 d . . . . .
C15 C 0.7275(2) 0.8350(2) 0.5900(4) 0.0334(10) Uani 1 1 d . . . . .
H15 H 0.7631 0.8359 0.6683 0.040 Uiso 1 1 calc R U . . .
C16 C 0.8860(2) 0.8294(2) 0.4604(4) 0.0421(10) Uani 1 1 d . . . . .
H16A H 0.9047 0.7898 0.4241 0.050 Uiso 1 1 calc R U . . .
H16B H 0.9105 0.8613 0.4021 0.050 Uiso 1 1 calc R U . . .
C17 C 0.4091(3) 0.9383(2) 0.8645(5) 0.0515(13) Uani 1 1 d . . . . .
H17 H 0.4594 0.9371 0.8026 0.062 Uiso 1 1 calc R U . . .
C18 C 0.3372(4) 0.9825(2) 0.8525(5) 0.0612(15) Uani 1 1 d . . . . .
H18 H 0.3406 1.0109 0.7839 0.073 Uiso 1 1 calc R U . . .
C19 C 0.2608(3) 0.98529(18) 0.9399(4) 0.0459(12) Uani 1 1 d . . . . .
C20 C 0.2588(3) 0.94073(18) 1.0370(5) 0.0477(11) Uani 1 1 d . . . . .
H20 H 0.2068 0.9391 1.0963 0.057 Uiso 1 1 calc R U . . .
C21 C 0.3338(3) 0.89899(17) 1.0455(5) 0.0413(10) Uani 1 1 d . . . . .
H21 H 0.3321 0.8703 1.1134 0.050 Uiso 1 1 calc R U . . .
C22 C 0.3790(3) 0.73393(17) 1.0322(5) 0.0379(9) Uani 1 1 d . . . . .
H22 H 0.3483 0.7651 1.0796 0.046 Uiso 1 1 calc R U . . .
C23 C 0.3334(3) 0.67799(16) 1.0225(4) 0.0413(10) Uani 1 1 d . . . . .
H23 H 0.2725 0.6720 1.0615 0.050 Uiso 1 1 calc R U . . .
C24 C 0.3781(3) 0.63038(18) 0.9543(4) 0.0391(10) Uani 1 1 d . . . . .
C25 C 0.4694(3) 0.64179(18) 0.9008(4) 0.0415(11) Uani 1 1 d . . . . .
H25 H 0.5033 0.6107 0.8573 0.050 Uiso 1 1 calc R U . . .
C26 C 0.5100(3) 0.69945(17) 0.9124(4) 0.0384(10) Uani 1 1 d . . . . .
H26 H 0.5708 0.7067 0.8741 0.046 Uiso 1 1 calc R U . . .
C27 C 0.1843(4) 1.0354(2) 0.9327(5) 0.0646(15) Uani 1 1 d . . . . .
H27A H 0.2022 1.0643 0.8638 0.077 Uiso 1 1 calc R U . . .
H27B H 0.1217 1.0174 0.9091 0.077 Uiso 1 1 calc R U . . .
C28 C 0.3261(4) 0.56931(18) 0.9394(4) 0.0522(13) Uani 1 1 d . . . . .
H28A H 0.2615 0.5764 0.9024 0.063 Uiso 1 1 calc R U . . .
H28B H 0.3624 0.5439 0.8777 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 O4 1.976(3) . ?
Zn1 O6 1.988(2) . ?
Zn1 N2 2.038(3) . ?
Zn1 N1 2.053(3) . ?
N1 C21 1.330(5) . ?
N1 C17 1.329(5) . ?
N2 C22 1.337(4) . ?
N2 C26 1.338(4) . ?
O1 C1 1.303(5) . ?
O2 C1 1.200(5) . ?
O3 C4 1.375(4) . ?
O3 C16 1.411(5) . ?
O4 C8 1.278(4) . ?
O5 C8 1.220(4) . ?
O6 C9 1.264(4) . ?
O7 C9 1.249(4) . ?
C1 C2 1.479(6) . ?
C2 C3 1.384(5) . ?
C2 C7 1.386(5) . ?
C3 C4 1.375(5) . ?
C4 C5 1.370(5) . ?
C5 C6 1.388(5) . ?
C6 C7 1.384(6) . ?
C8 C10 1.509(5) . ?
C9 C12 1.495(5) 1_556 ?
C10 C11 1.373(5) . ?
C10 C15 1.397(4) . ?
C11 C12 1.384(5) . ?
C12 C13 1.391(4) . ?
C12 C9 1.495(5) 1_554 ?
C13 C14 1.382(5) . ?
C14 C15 1.385(5) . ?
C14 C16 1.511(4) . ?
C17 C18 1.380(6) . ?
C18 C19 1.369(6) . ?
C19 C20 1.381(6) . ?
C19 C27 1.511(5) . ?
C20 C21 1.371(5) . ?
C22 C23 1.370(5) . ?
C23 C24 1.386(5) . ?
C24 C25 1.382(5) . ?
C24 C28 1.513(5) . ?
C25 C26 1.376(5) . ?
C27 C28 1.498(6) 3_557 ?
C28 C27 1.498(6) 3_547 ?

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
O4 Zn1 O6 98.28(9) . . ?
O4 Zn1 N2 112.30(13) . . ?
O6 Zn1 N2 107.52(12) . . ?
O4 Zn1 N1 111.30(13) . . ?
O6 Zn1 N1 114.68(12) . . ?
N2 Zn1 N1 112.02(12) . . ?
C21 N1 C17 117.1(3) . . ?
C21 N1 Zn1 123.7(3) . . ?
C17 N1 Zn1 119.2(3) . . ?
C22 N2 C26 117.5(3) . . ?
C22 N2 Zn1 120.3(2) . . ?
C26 N2 Zn1 121.8(2) . . ?
C4 O3 C16 117.1(3) . . ?
C8 O4 Zn1 105.3(2) . . ?
C9 O6 Zn1 109.4(2) . . ?
O2 C1 O1 122.0(4) . . ?
O2 C1 C2 125.0(4) . . ?
O1 C1 C2 112.9(4) . . ?
C3 C2 C7 119.9(4) . . ?
C3 C2 C1 117.8(4) . . ?
C7 C2 C1 122.3(3) . . ?
C4 C3 C2 120.0(3) . . ?
C5 C4 C3 120.5(3) . . ?
C5 C4 O3 115.8(3) . . ?
C3 C4 O3 123.8(3) . . ?
C4 C5 C6 120.0(4) . . ?
C7 C6 C5 119.9(4) . . ?
C6 C7 C2 119.7(4) . . ?
O5 C8 O4 123.1(4) . . ?
O5 C8 C10 119.2(4) . . ?
O4 C8 C10 117.6(3) . . ?
O7 C9 O6 122.0(4) . . ?
O7 C9 C12 120.5(3) . 1_556 ?
O6 C9 C12 117.5(3) . 1_556 ?
C11 C10 C15 119.5(3) . . ?
C11 C10 C8 118.7(3) . . ?
C15 C10 C8 121.7(3) . . ?
C10 C11 C12 121.7(3) . . ?
C11 C12 C13 118.2(3) . . ?
C11 C12 C9 120.8(3) . 1_554 ?
C13 C12 C9 121.0(3) . 1_554 ?
C14 C13 C12 121.0(3) . . ?
C13 C14 C15 119.9(3) . . ?
C13 C14 C16 118.1(4) . . ?
C15 C14 C16 122.0(4) . . ?
C14 C15 C10 119.6(3) . . ?
O3 C16 C14 109.5(3) . . ?
N1 C17 C18 122.1(4) . . ?
C19 C18 C17 121.0(4) . . ?
C18 C19 C20 116.4(4) . . ?
C18 C19 C27 121.7(4) . . ?
C20 C19 C27 121.8(4) . . ?
C21 C20 C19 119.6(4) . . ?
N1 C21 C20 123.6(4) . . ?
N2 C22 C23 122.7(4) . . ?
C22 C23 C24 120.0(4) . . ?
C25 C24 C23 117.3(4) . . ?
C25 C24 C28 122.8(4) . . ?
C23 C24 C28 120.0(4) . . ?
C26 C25 C24 119.5(4) . . ?
N2 C26 C25 123.0(4) . . ?
C28 C27 C19 112.3(4) 3_557 . ?
C27 C28 C24 112.9(4) 3_547 . ?

_refine_diff_density_max         0.313
_refine_diff_density_min         -0.208
_refine_diff_density_rms         0.044



