# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# 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_znpg
_database_code_depnum_ccdc_archive 'CCDC 1914493'
loop_
_audit_author_name
_audit_author_address
'Mikhail Kiskin'
;Institute of General and Inorganic Chemistry of the Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2021-01-21 deposited with the CCDC.	2021-05-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H30 Co0.10 N4 O4 Zn0.90'
_chemical_formula_weight         455.20

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'
Co Co 0.3494 0.9721 '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/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.9572(10)
_cell_length_b                   15.2563(13)
_cell_length_c                   14.2673(13)
_cell_angle_alpha                90
_cell_angle_beta                 113.225(5)
_cell_angle_gamma                90
_cell_volume                     2391.8(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4983
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      24.60

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            violet
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_F_000             959
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.350
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    1.026
_shelx_estimated_absorpt_T_min   0.715
_shelx_estimated_absorpt_T_max   0.821
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.629
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   'SADABS v2004/1, Sheldrick, G.M., (2004)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            20964
_diffrn_reflns_av_unetI/netI     0.0424
_diffrn_reflns_av_R_equivalents  0.0340
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.048
_diffrn_reflns_theta_max         29.613
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.968
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.968
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.968
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             6518
_reflns_number_gt                4207
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0606P)²+0.3920P] 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         6518
_refine_ls_number_parameters     277
_refine_ls_number_restraints     240
_refine_ls_R_factor_all          0.0765
_refine_ls_R_factor_gt           0.0411
_refine_ls_wR_factor_ref         0.1204
_refine_ls_wR_factor_gt          0.1027
_refine_ls_goodness_of_fit_ref   0.978
_refine_ls_restrained_S_all      1.012
_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 0.26943(2) 0.34799(2) 0.55749(2) 0.04311(10) Uani 0.9 1 d . U P . .
Co1 Co 0.26943(2) 0.34799(2) 0.55749(2) 0.04311(10) Uani 0.1 1 d . U P . .
O1 O 0.10901(14) 0.29682(11) 0.47800(11) 0.0539(4) Uani 1 1 d . U . . .
O2 O 0.15793(18) 0.21298(14) 0.61291(14) 0.0763(5) Uani 1 1 d . U . . .
O3 O 0.42409(13) 0.28926(10) 0.64377(11) 0.0515(4) Uani 1 1 d . U . . .
O4 O 0.36812(18) 0.22469(13) 0.49711(13) 0.0755(6) Uani 1 1 d . U . . .
N1 N 0.22667(15) 0.42116(12) 0.66068(13) 0.0453(4) Uani 1 1 d . U . . .
N2 N 0.3474(2) 0.34196(13) 0.80276(15) 0.0619(6) Uani 1 1 d . U . . .
H2A H 0.388668 0.323250 0.769210 0.074 Uiso 1 1 calc R U . . .
H2B H 0.366373 0.325522 0.864796 0.074 Uiso 1 1 calc R U . . .
N3 N 0.28640(16) 0.43811(12) 0.45762(14) 0.0469(4) Uani 1 1 d . U . . .
N4 N 0.1912(2) 0.35029(14) 0.31642(16) 0.0674(6) Uani 1 1 d . U . . .
H4D H 0.172791 0.314129 0.354336 0.081 Uiso 1 1 calc R U . . .
H4E H 0.169519 0.339557 0.252485 0.081 Uiso 1 1 calc R U . . .
C1 C 0.0827(2) 0.23842(16) 0.52995(19) 0.0532(6) Uani 1 1 d D U . . .
C2 C -0.0470(2) 0.20497(19) 0.4866(2) 0.0759(8) Uani 1 1 d D U . . .
C3 C -0.0870(6) 0.1917(6) 0.3696(4) 0.140(3) Uani 0.698(10) 1 d D U P A 1
H3A H -0.076353 0.245548 0.339260 0.210 Uiso 0.698(10) 1 calc R U P A 1
H3B H -0.038258 0.146666 0.357545 0.210 Uiso 0.698(10) 1 calc R U P A 1
H3C H -0.171137 0.174826 0.339957 0.210 Uiso 0.698(10) 1 calc R U P A 1
C4 C -0.1290(4) 0.2773(4) 0.5015(6) 0.111(2) Uani 0.698(10) 1 d D U P A 1
H4A H -0.120620 0.330029 0.468075 0.166 Uiso 0.698(10) 1 calc R U P A 1
H4B H -0.212324 0.258381 0.472629 0.166 Uiso 0.698(10) 1 calc R U P A 1
H4C H -0.105109 0.288512 0.573000 0.166 Uiso 0.698(10) 1 calc R U P A 1
C5 C -0.0611(7) 0.1239(5) 0.5388(7) 0.141(3) Uani 0.698(10) 1 d D U P A 1
H5A H -0.000059 0.082162 0.540951 0.211 Uiso 0.698(10) 1 calc R U P A 1
H5B H -0.140367 0.099422 0.502040 0.211 Uiso 0.698(10) 1 calc R U P A 1
H5C H -0.051918 0.137892 0.607040 0.211 Uiso 0.698(10) 1 calc R U P A 1
C3A C -0.1128(17) 0.2232(14) 0.3785(9) 0.115(7) Uiso 0.302(10) 1 d D . P A 2
H3AA H -0.067757 0.200409 0.341072 0.173 Uiso 0.302(10) 1 calc R U P A 2
H3AB H -0.191320 0.195734 0.354936 0.173 Uiso 0.302(10) 1 calc R U P A 2
H3AC H -0.122569 0.285334 0.368173 0.173 Uiso 0.302(10) 1 calc R U P A 2
C4A C -0.0974(18) 0.2334(16) 0.5605(13) 0.159(8) Uiso 0.302(10) 1 d D . P A 2
H4AA H -0.043263 0.216472 0.627999 0.239 Uiso 0.302(10) 1 calc R U P A 2
H4AB H -0.106623 0.296026 0.557508 0.239 Uiso 0.302(10) 1 calc R U P A 2
H4AC H -0.175374 0.206427 0.544270 0.239 Uiso 0.302(10) 1 calc R U P A 2
C5A C -0.0299(12) 0.0975(9) 0.4867(12) 0.097(4) Uiso 0.302(10) 1 d . . P A 2
H5AA H 0.013202 0.077437 0.555381 0.146 Uiso 0.302(10) 1 calc R U P A 2
H5AB H -0.108480 0.070019 0.458352 0.146 Uiso 0.302(10) 1 calc R U P A 2
H5AC H 0.015333 0.082580 0.446357 0.146 Uiso 0.302(10) 1 calc R U P A 2
C6 C 0.43331(19) 0.22656(15) 0.58911(17) 0.0473(5) Uani 1 1 d D U . . .
C7 C 0.5244(2) 0.15403(16) 0.6385(2) 0.0656(7) Uani 1 1 d D U . . .
C8 C 0.5723(4) 0.1606(3) 0.7541(3) 0.1402(19) Uani 1 1 d D U . . .
H8A H 0.505718 0.155899 0.775354 0.210 Uiso 1 1 calc R U . . .
H8B H 0.629135 0.113946 0.784115 0.210 Uiso 1 1 calc R U . . .
H8C H 0.612277 0.215947 0.775712 0.210 Uiso 1 1 calc R U . . .
C9 C 0.4590(4) 0.0667(2) 0.6070(3) 0.1193(14) Uani 1 1 d D U . . .
H9A H 0.394829 0.063192 0.631364 0.179 Uiso 1 1 calc R U . . .
H9B H 0.425102 0.062011 0.534000 0.179 Uiso 1 1 calc R U . . .
H9C H 0.515637 0.019747 0.635817 0.179 Uiso 1 1 calc R U . . .
C10 C 0.6255(4) 0.1610(3) 0.6010(4) 0.153(2) Uani 1 1 d D U . . .
H10A H 0.684086 0.115495 0.631542 0.229 Uiso 1 1 calc R U . . .
H10B H 0.592543 0.154735 0.528199 0.229 Uiso 1 1 calc R U . . .
H10C H 0.664202 0.217121 0.619537 0.229 Uiso 1 1 calc R U . . .
C16 C 0.2537(2) 0.42318(16) 0.35688(18) 0.0522(6) Uani 1 1 d . U . . .
C17 C 0.2839(3) 0.4843(2) 0.2967(2) 0.0732(8) Uani 1 1 d . U . . .
H17 H 0.262889 0.473452 0.227709 0.088 Uiso 1 1 calc R U . . .
C18 C 0.3439(3) 0.5590(2) 0.3397(3) 0.0880(10) Uani 1 1 d . U . . .
H18 H 0.364285 0.599409 0.300162 0.106 Uiso 1 1 calc R U . . .
C19 C 0.3747(3) 0.5750(2) 0.4420(3) 0.0817(9) Uani 1 1 d . U . . .
H19 H 0.414835 0.626253 0.472388 0.098 Uiso 1 1 calc R U . . .
C20 C 0.3446(2) 0.51414(17) 0.4965(2) 0.0612(6) Uani 1 1 d . U . . .
H20 H 0.365335 0.525082 0.565447 0.073 Uiso 1 1 calc R U . . .
C11 C 0.2540(2) 0.39657(15) 0.75850(16) 0.0478(5) Uani 1 1 d . U . . .
C12 C 0.1850(2) 0.42898(18) 0.8115(2) 0.0654(7) Uani 1 1 d . U . . .
H12 H 0.201366 0.410124 0.877600 0.078 Uiso 1 1 calc R U . . .
C13 C 0.0954(3) 0.4873(2) 0.7660(2) 0.0774(8) Uani 1 1 d . U . . .
H13 H 0.049624 0.508389 0.800907 0.093 Uiso 1 1 calc R U . . .
C14 C 0.0708(2) 0.51629(19) 0.6680(2) 0.0719(8) Uani 1 1 d . U . . .
H14 H 0.011229 0.558257 0.636869 0.086 Uiso 1 1 calc R U . . .
C15 C 0.1371(2) 0.48088(16) 0.61930(19) 0.0569(6) Uani 1 1 d . U . . .
H15 H 0.119763 0.498950 0.552767 0.068 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 1.9646(15) . ?
Zn1 O3 1.9856(15) . ?
Zn1 N3 2.0469(18) . ?
Zn1 N1 2.0662(17) . ?
O1 C1 1.275(3) . ?
O2 C1 1.233(3) . ?
O3 C6 1.266(3) . ?
O4 C6 1.235(3) . ?
N1 C15 1.352(3) . ?
N1 C11 1.355(3) . ?
N2 C11 1.336(3) . ?
N2 H2A 0.8600 . ?
N2 H2B 0.8600 . ?
N3 C16 1.352(3) . ?
N3 C20 1.354(3) . ?
N4 C16 1.337(3) . ?
N4 H4D 0.8600 . ?
N4 H4E 0.8600 . ?
C1 C2 1.513(3) . ?
C2 C3A 1.456(11) . ?
C2 C4A 1.472(11) . ?
C2 C5 1.486(6) . ?
C2 C4 1.546(5) . ?
C2 C3 1.558(6) . ?
C2 C5A 1.652(14) . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C3A H3AA 0.9600 . ?
C3A H3AB 0.9600 . ?
C3A H3AC 0.9600 . ?
C4A H4AA 0.9600 . ?
C4A H4AB 0.9600 . ?
C4A H4AC 0.9600 . ?
C5A H5AA 0.9600 . ?
C5A H5AB 0.9600 . ?
C5A H5AC 0.9600 . ?
C6 C7 1.517(3) . ?
C7 C10 1.505(4) . ?
C7 C9 1.520(4) . ?
C7 C8 1.521(4) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C16 C17 1.407(3) . ?
C17 C18 1.358(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.379(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.348(4) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C11 C12 1.410(3) . ?
C12 C13 1.347(4) . ?
C12 H12 0.9300 . ?
C13 C14 1.383(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.356(3) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?

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 129.59(7) . . ?
O1 Zn1 N3 101.97(7) . . ?
O3 Zn1 N3 114.26(7) . . ?
O1 Zn1 N1 99.57(7) . . ?
O3 Zn1 N1 103.52(6) . . ?
N3 Zn1 N1 104.68(8) . . ?
C1 O1 Zn1 110.54(14) . . ?
C6 O3 Zn1 104.19(13) . . ?
C15 N1 C11 117.67(19) . . ?
C15 N1 Zn1 115.41(15) . . ?
C11 N1 Zn1 123.88(14) . . ?
C11 N2 H2A 120.0 . . ?
C11 N2 H2B 120.0 . . ?
H2A N2 H2B 120.0 . . ?
C16 N3 C20 117.8(2) . . ?
C16 N3 Zn1 124.08(16) . . ?
C20 N3 Zn1 117.80(16) . . ?
C16 N4 H4D 120.0 . . ?
C16 N4 H4E 120.0 . . ?
H4D N4 H4E 120.0 . . ?
O2 C1 O1 121.6(2) . . ?
O2 C1 C2 121.9(2) . . ?
O1 C1 C2 116.5(2) . . ?
C3A C2 C4A 120.0(10) . . ?
C3A C2 C1 114.0(8) . . ?
C4A C2 C1 104.6(8) . . ?
C5 C2 C1 112.1(3) . . ?
C5 C2 C4 108.8(4) . . ?
C1 C2 C4 107.8(3) . . ?
C5 C2 C3 112.4(5) . . ?
C1 C2 C3 108.3(3) . . ?
C4 C2 C3 107.2(4) . . ?
C3A C2 C5A 101.8(9) . . ?
C4A C2 C5A 112.2(10) . . ?
C1 C2 C5A 103.2(5) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C2 C5 H5A 109.5 . . ?
C2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C2 C3A H3AA 109.5 . . ?
C2 C3A H3AB 109.5 . . ?
H3AA C3A H3AB 109.5 . . ?
C2 C3A H3AC 109.5 . . ?
H3AA C3A H3AC 109.5 . . ?
H3AB C3A H3AC 109.5 . . ?
C2 C4A H4AA 109.5 . . ?
C2 C4A H4AB 109.5 . . ?
H4AA C4A H4AB 109.5 . . ?
C2 C4A H4AC 109.5 . . ?
H4AA C4A H4AC 109.5 . . ?
H4AB C4A H4AC 109.5 . . ?
C2 C5A H5AA 109.5 . . ?
C2 C5A H5AB 109.5 . . ?
H5AA C5A H5AB 109.5 . . ?
C2 C5A H5AC 109.5 . . ?
H5AA C5A H5AC 109.5 . . ?
H5AB C5A H5AC 109.5 . . ?
O4 C6 O3 120.0(2) . . ?
O4 C6 C7 120.9(2) . . ?
O3 C6 C7 119.1(2) . . ?
C10 C7 C6 108.3(2) . . ?
C10 C7 C9 110.4(3) . . ?
C6 C7 C9 108.1(2) . . ?
C10 C7 C8 111.6(3) . . ?
C6 C7 C8 110.5(2) . . ?
C9 C7 C8 107.9(3) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
N4 C16 N3 118.5(2) . . ?
N4 C16 C17 121.4(2) . . ?
N3 C16 C17 120.0(3) . . ?
C18 C17 C16 119.9(3) . . ?
C18 C17 H17 120.1 . . ?
C16 C17 H17 120.1 . . ?
C17 C18 C19 120.0(3) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C20 C19 C18 117.9(3) . . ?
C20 C19 H19 121.0 . . ?
C18 C19 H19 121.0 . . ?
C19 C20 N3 124.4(3) . . ?
C19 C20 H20 117.8 . . ?
N3 C20 H20 117.8 . . ?
N2 C11 N1 118.47(19) . . ?
N2 C11 C12 121.5(2) . . ?
N1 C11 C12 120.0(2) . . ?
C13 C12 C11 119.7(2) . . ?
C13 C12 H12 120.1 . . ?
C11 C12 H12 120.1 . . ?
C12 C13 C14 120.7(2) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
C15 C14 C13 117.2(3) . . ?
C15 C14 H14 121.4 . . ?
C13 C14 H14 121.4 . . ?
N1 C15 C14 124.6(2) . . ?
N1 C15 H15 117.7 . . ?
C14 C15 H15 117.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 O1 C1 O2 -8.3(3) . . . . ?
Zn1 O1 C1 C2 169.15(18) . . . . ?
O2 C1 C2 C3A -164.4(9) . . . . ?
O1 C1 C2 C3A 18.2(9) . . . . ?
O2 C1 C2 C4A 62.7(11) . . . . ?
O1 C1 C2 C4A -114.8(11) . . . . ?
O2 C1 C2 C5 -15.8(6) . . . . ?
O1 C1 C2 C5 166.7(5) . . . . ?
O2 C1 C2 C4 103.9(4) . . . . ?
O1 C1 C2 C4 -73.6(4) . . . . ?
O2 C1 C2 C3 -140.4(5) . . . . ?
O1 C1 C2 C3 42.1(5) . . . . ?
O2 C1 C2 C5A -54.8(7) . . . . ?
O1 C1 C2 C5A 127.7(6) . . . . ?
Zn1 O3 C6 O4 14.0(3) . . . . ?
Zn1 O3 C6 C7 -165.51(18) . . . . ?
O4 C6 C7 C10 70.1(4) . . . . ?
O3 C6 C7 C10 -110.5(3) . . . . ?
O4 C6 C7 C9 -49.5(4) . . . . ?
O3 C6 C7 C9 129.9(3) . . . . ?
O4 C6 C7 C8 -167.4(3) . . . . ?
O3 C6 C7 C8 12.1(4) . . . . ?
C20 N3 C16 N4 -177.0(2) . . . . ?
Zn1 N3 C16 N4 9.6(3) . . . . ?
C20 N3 C16 C17 2.2(3) . . . . ?
Zn1 N3 C16 C17 -171.23(16) . . . . ?
N4 C16 C17 C18 177.8(3) . . . . ?
N3 C16 C17 C18 -1.3(4) . . . . ?
C16 C17 C18 C19 -0.2(5) . . . . ?
C17 C18 C19 C20 0.8(5) . . . . ?
C18 C19 C20 N3 0.1(4) . . . . ?
C16 N3 C20 C19 -1.6(4) . . . . ?
Zn1 N3 C20 C19 172.2(2) . . . . ?
C15 N1 C11 N2 -175.7(2) . . . . ?
Zn1 N1 C11 N2 24.9(3) . . . . ?
C15 N1 C11 C12 3.8(3) . . . . ?
Zn1 N1 C11 C12 -155.49(18) . . . . ?
N2 C11 C12 C13 176.7(2) . . . . ?
N1 C11 C12 C13 -2.9(4) . . . . ?
C11 C12 C13 C14 -0.4(4) . . . . ?
C12 C13 C14 C15 2.5(4) . . . . ?
C11 N1 C15 C14 -1.7(4) . . . . ?
Zn1 N1 C15 C14 159.4(2) . . . . ?
C13 C14 C15 N1 -1.5(4) . . . . ?

_refine_diff_density_max         0.338
_refine_diff_density_min         -0.394
_refine_diff_density_rms         0.057


_exptl_crystal_preparation       'Magnetic properties'
####################################################################### 
# 
# 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_znp
_database_code_depnum_ccdc_archive 'CCDC 1914496'
loop_
_audit_author_name
_audit_author_address
'Mikhail Kiskin'
;Institute of General and Inorganic Chemistry of the Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2021-01-21 deposited with the CCDC.	2021-05-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H30 Co0.25 N4 O4 Zn0.75'
_chemical_formula_weight         454.24

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'
Co Co 0.3494 0.9721 '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/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.7904(5)
_cell_length_b                   15.0865(6)
_cell_length_c                   14.2619(6)
_cell_angle_alpha                90
_cell_angle_beta                 114.1650(10)
_cell_angle_gamma                90
_cell_volume                     2314.54(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    5977
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      28.19

_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            violet
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.304
_exptl_crystal_F_000             957
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.012
_shelx_estimated_absorpt_T_min   0.823
_shelx_estimated_absorpt_T_max   0.906
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.593
_exptl_absorpt_correction_T_max  0.745
_exptl_absorpt_process_details   'SADABS v2004/1, Sheldrick, G.M., (2004)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            19571
_diffrn_reflns_av_unetI/netI     0.0281
_diffrn_reflns_av_R_equivalents  0.0277
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.325
_diffrn_reflns_theta_max         28.275
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             5693
_reflns_number_gt                4546
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0600P)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_number_reflns         5693
_refine_ls_number_parameters     279
_refine_ls_number_restraints     89
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0350
_refine_ls_wR_factor_ref         0.1061
_refine_ls_wR_factor_gt          0.0997
_refine_ls_goodness_of_fit_ref   1.158
_refine_ls_restrained_S_all      1.310
_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 0.27173(2) 0.34938(2) 0.55829(2) 0.02154(9) Uani 0.75 1 d . . P . .
Co1 Co 0.27173(2) 0.34938(2) 0.55829(2) 0.02154(9) Uani 0.25 1 d . . P . .
O1 O 0.10633(12) 0.29834(8) 0.47535(9) 0.0271(3) Uani 1 1 d . . . . .
O2 O 0.16094(14) 0.21446(10) 0.61312(10) 0.0372(3) Uani 1 1 d . . . . .
O3 O 0.42997(11) 0.28911(8) 0.64853(9) 0.0248(3) Uani 1 1 d . . . . .
O4 O 0.36461(14) 0.22667(9) 0.49729(10) 0.0360(3) Uani 1 1 d . . . . .
N3 N 0.28803(14) 0.44029(10) 0.45824(11) 0.0233(3) Uani 1 1 d . . . . .
N4 N 0.19076(17) 0.35054(10) 0.31523(12) 0.0321(4) Uani 1 1 d . . . . .
H4G H 0.170623 0.313473 0.353569 0.039 Uiso 1 1 calc R U . . .
H4H H 0.168666 0.339193 0.249565 0.039 Uiso 1 1 calc R U . . .
N1 N 0.22763(14) 0.42205(10) 0.66128(11) 0.0222(3) Uani 1 1 d . . . . .
N2 N 0.35016(16) 0.34026(10) 0.80521(12) 0.0289(4) Uani 1 1 d . . . . .
H2A H 0.395055 0.322341 0.772434 0.035 Uiso 1 1 calc R U . . .
H2B H 0.368483 0.322161 0.868417 0.035 Uiso 1 1 calc R U . . .
C1 C 0.08196(17) 0.23946(12) 0.52879(14) 0.0263(4) Uani 1 1 d D . . . .
C2 C -0.0513(2) 0.20540(14) 0.48652(19) 0.0433(5) Uani 1 1 d D . . . .
C3 C -0.1040(4) 0.2052(4) 0.3665(3) 0.0673(13) Uani 0.783(10) 1 d D . P A 1
H3A H -0.191592 0.187356 0.338049 0.101 Uiso 0.783(10) 1 calc R U P A 1
H3B H -0.056552 0.163242 0.344178 0.101 Uiso 0.783(10) 1 calc R U P A 1
H3C H -0.096882 0.264759 0.342104 0.101 Uiso 0.783(10) 1 calc R U P A 1
C4 C -0.1315(3) 0.2795(3) 0.5063(3) 0.0547(11) Uani 0.783(10) 1 d D . P A 1
H4A H -0.126913 0.333626 0.470072 0.082 Uiso 0.783(10) 1 calc R U P A 1
H4B H -0.099787 0.291453 0.580160 0.082 Uiso 0.783(10) 1 calc R U P A 1
H4C H -0.218142 0.259729 0.480981 0.082 Uiso 0.783(10) 1 calc R U P A 1
C5 C -0.0580(4) 0.1183(3) 0.5328(3) 0.1277(16) Uani 1 1 d D U . . .
H5C H -0.034246 0.125710 0.606691 0.192 Uiso 1 1 calc R U . A 2
H5A H -0.001039 0.076505 0.521728 0.192 Uiso 1 1 calc R U . A 2
H5B H -0.143074 0.095378 0.500407 0.192 Uiso 1 1 calc R U . A 2
C3A C -0.0946(15) 0.1678(9) 0.3878(8) 0.044(4) Uiso 0.217(10) 1 d D . P A 2
H3D H -0.181515 0.149673 0.366124 0.066 Uiso 0.217(10) 1 calc R U P A 2
H3E H -0.043954 0.115918 0.389212 0.066 Uiso 0.217(10) 1 calc R U P A 2
H3F H -0.088651 0.211600 0.339297 0.066 Uiso 0.217(10) 1 calc R U P A 2
C4A C -0.1117(15) 0.2430(11) 0.5447(12) 0.068(5) Uiso 0.217(10) 1 d D . P A 2
H4D H -0.201838 0.242281 0.504048 0.102 Uiso 0.217(10) 1 calc R U P A 2
H4E H -0.083692 0.304344 0.562471 0.102 Uiso 0.217(10) 1 calc R U P A 2
H4F H -0.091546 0.208577 0.607703 0.102 Uiso 0.217(10) 1 calc R U P A 2
C6 C 0.43430(16) 0.22584(12) 0.59061(13) 0.0225(3) Uani 1 1 d . . . . .
C7 C 0.52383(19) 0.14948(13) 0.63703(16) 0.0323(4) Uani 1 1 d . . . . .
C8 C 0.5771(3) 0.15274(17) 0.75491(19) 0.0573(7) Uani 1 1 d . . . . .
H8A H 0.620008 0.209325 0.779042 0.086 Uiso 1 1 calc R U . . .
H8B H 0.636033 0.103869 0.783451 0.086 Uiso 1 1 calc R U . . .
H8C H 0.509299 0.147112 0.777455 0.086 Uiso 1 1 calc R U . . .
C9 C 0.4540(2) 0.06271(14) 0.5980(2) 0.0488(6) Uani 1 1 d . . . . .
H9C H 0.427457 0.058710 0.523454 0.073 Uiso 1 1 calc R U . . .
H9D H 0.380852 0.060937 0.614217 0.073 Uiso 1 1 calc R U . . .
H9E H 0.508756 0.012724 0.631370 0.073 Uiso 1 1 calc R U . . .
C10 C 0.6282(2) 0.15775(17) 0.6003(2) 0.0551(7) Uani 1 1 d . . . . .
H10A H 0.592542 0.159277 0.525046 0.083 Uiso 1 1 calc R U . . .
H10B H 0.684165 0.106778 0.624837 0.083 Uiso 1 1 calc R U . . .
H10C H 0.674803 0.212500 0.627529 0.083 Uiso 1 1 calc R U . . .
C16 C 0.25502(17) 0.42424(12) 0.35681(13) 0.0255(4) Uani 1 1 d . . . . .
C17 C 0.28724(19) 0.48530(15) 0.29652(16) 0.0367(5) Uani 1 1 d . . . . .
H17 H 0.266465 0.473143 0.226039 0.044 Uiso 1 1 calc R U . . .
C18 C 0.3482(2) 0.56170(16) 0.33971(18) 0.0430(6) Uani 1 1 d . . . . .
H18 H 0.370211 0.602731 0.299420 0.052 Uiso 1 1 calc R U . . .
C19 C 0.3782(2) 0.57939(14) 0.44314(18) 0.0394(5) Uani 1 1 d . . . . .
H19 H 0.419204 0.632724 0.474257 0.047 Uiso 1 1 calc R U . . .
C20 C 0.34671(18) 0.51775(13) 0.49807(15) 0.0300(4) Uani 1 1 d . . . . .
H20 H 0.367046 0.529634 0.568540 0.036 Uiso 1 1 calc R U . . .
C11 C 0.25360(16) 0.39528(11) 0.75873(13) 0.0228(4) Uani 1 1 d . . . . .
C12 C 0.18110(19) 0.42531(14) 0.81037(14) 0.0315(4) Uani 1 1 d . . . . .
H12 H 0.196804 0.403838 0.877169 0.038 Uiso 1 1 calc R U . . .
C13 C 0.0886(2) 0.48517(14) 0.76395(16) 0.0371(5) Uani 1 1 d . . . . .
H13 H 0.039267 0.505248 0.798251 0.045 Uiso 1 1 calc R U . . .
C14 C 0.06596(19) 0.51726(14) 0.66564(15) 0.0335(4) Uani 1 1 d . . . . .
H14 H 0.004355 0.561029 0.633218 0.040 Uiso 1 1 calc R U . . .
C15 C 0.13604(17) 0.48301(12) 0.61863(14) 0.0266(4) Uani 1 1 d . . . . .
H15 H 0.119720 0.503174 0.551215 0.032 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 1.9764(13) . ?
Zn1 O3 1.9995(12) . ?
Zn1 N3 2.0441(15) . ?
Zn1 N1 2.0627(15) . ?
Zn1 O4 2.4826(14) . ?
Zn1 C6 2.5762(17) . ?
O1 C1 1.277(2) . ?
O2 C1 1.240(2) . ?
O3 C6 1.277(2) . ?
O4 C6 1.246(2) . ?
N3 C16 1.357(2) . ?
N3 C20 1.358(2) . ?
N4 C16 1.339(2) . ?
N1 C11 1.356(2) . ?
N1 C15 1.358(2) . ?
N2 C11 1.344(2) . ?
C1 C2 1.523(3) . ?
C2 C3A 1.406(9) . ?
C2 C4A 1.415(10) . ?
C2 C5 1.486(4) . ?
C2 C4 1.562(4) . ?
C2 C3 1.564(5) . ?
C5 C4A 2.014(14) . ?
C6 C7 1.519(2) . ?
C7 C9 1.525(3) . ?
C7 C10 1.526(3) . ?
C7 C8 1.536(3) . ?
C16 C17 1.414(3) . ?
C17 C18 1.365(3) . ?
C18 C19 1.395(3) . ?
C19 C20 1.362(3) . ?
C11 C12 1.412(3) . ?
C12 C13 1.361(3) . ?
C13 C14 1.402(3) . ?
C14 C15 1.361(3) . ?

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 129.80(6) . . ?
O1 Zn1 N3 101.26(6) . . ?
O3 Zn1 N3 115.13(6) . . ?
O1 Zn1 N1 99.13(6) . . ?
O3 Zn1 N1 102.95(5) . . ?
N3 Zn1 N1 105.28(6) . . ?
O1 Zn1 O4 88.19(5) . . ?
O3 Zn1 O4 57.13(5) . . ?
N3 Zn1 O4 94.28(5) . . ?
N1 Zn1 O4 157.19(5) . . ?
O1 Zn1 C6 107.75(6) . . ?
O3 Zn1 C6 29.07(5) . . ?
N3 Zn1 C6 109.55(6) . . ?
N1 Zn1 C6 130.02(5) . . ?
O4 Zn1 C6 28.43(5) . . ?
C1 O1 Zn1 108.76(11) . . ?
C6 O3 Zn1 101.39(10) . . ?
C6 O4 Zn1 79.96(10) . . ?
C16 N3 C20 118.28(16) . . ?
C16 N3 Zn1 123.82(12) . . ?
C20 N3 Zn1 117.56(12) . . ?
C11 N1 C15 117.72(15) . . ?
C11 N1 Zn1 123.67(12) . . ?
C15 N1 Zn1 115.28(11) . . ?
O2 C1 O1 121.80(17) . . ?
O2 C1 C2 121.62(18) . . ?
O1 C1 C2 116.48(16) . . ?
C3A C2 C4A 133.2(9) . . ?
C3A C2 C5 91.4(6) . . ?
C4A C2 C5 87.9(8) . . ?
C3A C2 C1 115.2(7) . . ?
C4A C2 C1 108.5(7) . . ?
C5 C2 C1 110.9(2) . . ?
C5 C2 C4 113.9(3) . . ?
C1 C2 C4 106.9(2) . . ?
C5 C2 C3 114.5(3) . . ?
C1 C2 C3 108.5(2) . . ?
C4 C2 C3 101.6(3) . . ?
C2 C5 C4A 44.6(4) . . ?
C2 C4A C5 47.5(4) . . ?
O4 C6 O3 120.01(16) . . ?
O4 C6 C7 120.67(16) . . ?
O3 C6 C7 119.32(15) . . ?
O4 C6 Zn1 71.61(10) . . ?
O3 C6 Zn1 49.54(8) . . ?
C7 C6 Zn1 163.75(13) . . ?
C6 C7 C9 108.47(17) . . ?
C6 C7 C10 107.61(17) . . ?
C9 C7 C10 109.6(2) . . ?
C6 C7 C8 110.65(17) . . ?
C9 C7 C8 110.15(19) . . ?
C10 C7 C8 110.3(2) . . ?
N4 C16 N3 118.91(17) . . ?
N4 C16 C17 121.04(17) . . ?
N3 C16 C17 120.05(18) . . ?
C18 C17 C16 119.92(19) . . ?
C17 C18 C19 119.8(2) . . ?
C20 C19 C18 117.8(2) . . ?
N3 C20 C19 124.00(19) . . ?
N2 C11 N1 118.65(16) . . ?
N2 C11 C12 120.82(16) . . ?
N1 C11 C12 120.53(16) . . ?
C13 C12 C11 119.66(18) . . ?
C12 C13 C14 120.15(18) . . ?
C15 C14 C13 117.14(18) . . ?
N1 C15 C14 124.62(18) . . ?

_refine_diff_density_max         0.969
_refine_diff_density_min         -0.777
_refine_diff_density_rms         0.058


_exptl_crystal_preparation       'Magnetic properties'
####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1914495'
loop_
_audit_author_name
_audit_author_address
'Mikhail Kiskin'
;Institute of General and Inorganic Chemistry of the Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2021-01-21 deposited with the CCDC.	2021-05-14 downloaded from the CCDC.
;
_audit_creation_date             2021-01-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H30 Co0.5 N4 O4 Zn0.5'
_chemical_formula_sum            'C20 H30 Co0.50 N4 O4 Zn0.50'
_chemical_formula_weight         452.63
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.2630(19)
_cell_length_b                   23.767(4)
_cell_length_c                   8.5542(14)
_cell_angle_alpha                90
_cell_angle_beta                 102.451(3)
_cell_angle_gamma                90
_cell_volume                     2236.0(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1256
_cell_measurement_theta_min      2.52
_cell_measurement_theta_max      20.25
_cell_measurement_temperature    150(2)
_shelx_estimated_absorpt_T_max   0.981
_shelx_estimated_absorpt_T_min   0.893
_exptl_absorpt_coefficient_mu    0.965
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_description       parallelepiped
_exptl_crystal_colour            violet
_exptl_crystal_density_diffrn    1.345
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             954
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1037
_diffrn_reflns_av_unetI/netI     0.1311
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            14729
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.022
_diffrn_reflns_theta_max         25.022
_diffrn_reflns_theta_min         1.714
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2306
_reflns_number_total             3939
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         1.002
_refine_diff_density_min         -0.367
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.794
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     276
_refine_ls_number_reflns         3939
_refine_ls_number_restraints     7
_refine_ls_R_factor_all          0.0987
_refine_ls_R_factor_gt           0.0492
_refine_ls_restrained_S_all      0.795
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0500P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0982
_refine_ls_wR_factor_ref         0.1126
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Shared sites
{ZN1, CO1}
3. Restrained distances
 N2-H2A = N2-H2B
 0.8 with sigma of 0.01
 H2A-H2B
 1.6 with sigma of 0.02
 N4-H4B = N4-H4A
 0.8 with sigma of 0.01
 H4B-H4A
 1.4 with sigma of 0.02
4. Restrained planarity
 N4, C20, H4A, H4B
 with sigma of 0.1
5. Uiso/Uaniso restraints and constraints
Uanis(ZN1) = Uanis(CO1)
6. Others
 Fixed Sof: ZN1(0.5) CO1(0.5)
7.a Me refined with riding coordinates:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C3(H3A,H3B,H3C),
 C4(H4C,H4D,H4E), C5(H5A,H5B,H5C)
7.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17), C18(H18), C19(H19)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
ZN1 Co 0.30605(5) 0.87206(2) 1.52175(6) 0.01939(17) Uani 0.5 1 d . . P . .
CO1 Zn 0.30605(5) 0.87206(2) 1.52175(6) 0.01939(17) Uani 0.5 1 d . . P . .
N1 N 0.3703(3) 0.89889(14) 1.3232(4) 0.0189(8) Uani 1 1 d . . . . .
N2 N 0.3665(4) 0.99443(17) 1.3821(5) 0.0260(9) Uani 1 1 d D . . . .
H2A H 0.410(4) 1.0208(13) 1.369(5) 0.045(17) Uiso 1 1 d D . . . .
H2B H 0.325(3) 0.9839(15) 1.443(4) 0.020(13) Uiso 1 1 d D . . . .
N3 N 0.1600(3) 0.82514(14) 1.3919(4) 0.0199(8) Uani 1 1 d . . . . .
N4 N 0.2622(3) 0.74041(16) 1.4066(5) 0.0326(10) Uani 1 1 d D . . . .
H4A H 0.313(3) 0.7569(14) 1.469(4) 0.039 Uiso 1 1 d DR . . . .
H4B H 0.267(4) 0.7078(7) 1.385(5) 0.039 Uiso 1 1 d DR . . . .
O3 O 0.2172(3) 0.94200(12) 1.5846(3) 0.0236(7) Uani 1 1 d . . . . .
O4 O 0.2323(3) 0.86961(12) 1.7445(3) 0.0266(7) Uani 1 1 d . . . . .
O1 O 0.4434(3) 0.81569(12) 1.5992(3) 0.0255(8) Uani 1 1 d . . . . .
O2 O 0.5003(3) 0.90216(12) 1.6667(3) 0.0226(7) Uani 1 1 d . . . . .
C6 C 0.1960(4) 0.91868(19) 1.7096(5) 0.0199(10) Uani 1 1 d . . . . .
C7 C 0.1213(4) 0.95049(19) 1.8099(5) 0.0221(10) Uani 1 1 d . . . . .
C8 C 0.1748(5) 1.0086(2) 1.8473(8) 0.0624(19) Uani 1 1 d . . . . .
H8A H 0.2584 1.0053 1.9098 0.094 Uiso 1 1 calc R . . . .
H8B H 0.1750 1.0286 1.7472 0.094 Uiso 1 1 calc R . . . .
H8C H 0.1258 1.0296 1.9092 0.094 Uiso 1 1 calc R . . . .
C9 C 0.1211(5) 0.9187(2) 1.9647(6) 0.0540(17) Uani 1 1 d . . . . .
H9A H 0.0863 0.8812 1.9393 0.081 Uiso 1 1 calc R . . . .
H9B H 0.2046 0.9152 2.0269 0.081 Uiso 1 1 calc R . . . .
H9C H 0.0721 0.9394 2.0274 0.081 Uiso 1 1 calc R . . . .
C10 C -0.0082(4) 0.9550(2) 1.7131(6) 0.0431(14) Uani 1 1 d . . . . .
H10A H -0.0421 0.9172 1.6895 0.065 Uiso 1 1 calc R . . . .
H10B H -0.0577 0.9758 1.7747 0.065 Uiso 1 1 calc R . . . .
H10C H -0.0085 0.9748 1.6126 0.065 Uiso 1 1 calc R . . . .
C1 C 0.5265(4) 0.85165(19) 1.6562(5) 0.0188(10) Uani 1 1 d . . . . .
C2 C 0.6580(4) 0.83158(18) 1.7016(5) 0.0216(10) Uani 1 1 d . . . . .
C3 C 0.7255(4) 0.8620(2) 1.8531(5) 0.0355(13) Uani 1 1 d . . . . .
H3A H 0.7216 0.9028 1.8347 0.053 Uiso 1 1 calc R . . . .
H3B H 0.6874 0.8529 1.9426 0.053 Uiso 1 1 calc R . . . .
H3C H 0.8107 0.8500 1.8786 0.053 Uiso 1 1 calc R . . . .
C4 C 0.7148(4) 0.84676(19) 1.5604(5) 0.0291(11) Uani 1 1 d . . . . .
H4C H 0.7105 0.8876 1.5437 0.044 Uiso 1 1 calc R . . . .
H4D H 0.8000 0.8347 1.5832 0.044 Uiso 1 1 calc R . . . .
H4E H 0.6704 0.8277 1.4638 0.044 Uiso 1 1 calc R . . . .
C5 C 0.6638(4) 0.76828(19) 1.7295(6) 0.0393(14) Uani 1 1 d . . . . .
H5A H 0.7490 0.7563 1.7585 0.059 Uiso 1 1 calc R . . . .
H5B H 0.6232 0.7589 1.8165 0.059 Uiso 1 1 calc R . . . .
H5C H 0.6230 0.7489 1.6314 0.059 Uiso 1 1 calc R . . . .
C11 C 0.4011(4) 0.85788(18) 1.2292(5) 0.0250(11) Uani 1 1 d . . . . .
H11 H 0.3744 0.8206 1.2429 0.030 Uiso 1 1 calc R . . . .
C12 C 0.4678(4) 0.8667(2) 1.1167(5) 0.0287(11) Uani 1 1 d . . . . .
H12 H 0.4853 0.8367 1.0517 0.034 Uiso 1 1 calc R . . . .
C13 C 0.5096(4) 0.9207(2) 1.0996(6) 0.0329(12) Uani 1 1 d . . . . .
H13 H 0.5588 0.9280 1.0246 0.039 Uiso 1 1 calc R . . . .
C14 C 0.4795(4) 0.9638(2) 1.1917(6) 0.0303(12) Uani 1 1 d . . . . .
H14 H 0.5085 1.0009 1.1821 0.036 Uiso 1 1 calc R . . . .
C15 C 0.4057(4) 0.95193(19) 1.2995(5) 0.0218(11) Uani 1 1 d . . . . .
C16 C 0.0586(4) 0.85530(18) 1.3330(5) 0.0264(11) Uani 1 1 d . . . . .
H16 H 0.0554 0.8932 1.3673 0.032 Uiso 1 1 calc R . . . .
C17 C -0.0392(4) 0.8344(2) 1.2270(6) 0.0318(12) Uani 1 1 d . . . . .
H17 H -0.1098 0.8566 1.1909 0.038 Uiso 1 1 calc R . . . .
C18 C -0.0326(4) 0.7793(2) 1.1730(5) 0.0312(12) Uani 1 1 d . . . . .
H18 H -0.0978 0.7640 1.0953 0.037 Uiso 1 1 calc R . . . .
C19 C 0.0672(4) 0.74770(19) 1.2318(5) 0.0277(11) Uani 1 1 d . . . . .
H19 H 0.0718 0.7100 1.1965 0.033 Uiso 1 1 calc R . . . .
C20 C 0.1639(4) 0.77089(18) 1.3453(5) 0.0200(10) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
ZN1 N1 2.085(3) . ?
ZN1 N3 2.096(3) . ?
ZN1 O3 2.070(3) . ?
ZN1 O4 2.238(3) . ?
ZN1 O1 2.046(3) . ?
ZN1 O2 2.380(3) . ?
ZN1 C6 2.491(4) . ?
N1 C11 1.355(5) . ?
N1 C15 1.351(5) . ?
N2 C15 1.360(6) . ?
N3 C16 1.350(5) . ?
N3 C20 1.353(5) . ?
N4 C20 1.333(5) . ?
O3 C6 1.272(5) . ?
O4 C6 1.251(5) . ?
O1 C1 1.283(5) . ?
O2 C1 1.244(5) . ?
C6 C7 1.526(6) . ?
C7 C8 1.514(6) . ?
C7 C9 1.524(6) . ?
C7 C10 1.518(6) . ?
C1 C2 1.525(6) . ?
C2 C3 1.535(6) . ?
C2 C4 1.527(6) . ?
C2 C5 1.522(6) . ?
C11 C12 1.359(6) . ?
C12 C13 1.385(6) . ?
C13 C14 1.378(6) . ?
C14 C15 1.397(6) . ?
C16 C17 1.361(6) . ?
C17 C18 1.395(6) . ?
C18 C19 1.356(6) . ?
C19 C20 1.406(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
N1 ZN1 N3 95.83(13) . . ?
N1 ZN1 O4 163.68(13) . . ?
N1 ZN1 O2 83.75(12) . . ?
N1 ZN1 C6 134.27(14) . . ?
N3 ZN1 O4 92.55(12) . . ?
N3 ZN1 O2 164.56(12) . . ?
N3 ZN1 C6 97.79(13) . . ?
O3 ZN1 N1 103.78(12) . . ?
O3 ZN1 N3 101.33(13) . . ?
O3 ZN1 O4 60.71(11) . . ?
O3 ZN1 O2 93.73(11) . . ?
O3 ZN1 C6 30.65(12) . . ?
O4 ZN1 O2 91.84(10) . . ?
O4 ZN1 C6 30.06(11) . . ?
O1 ZN1 N1 95.35(13) . . ?
O1 ZN1 N3 105.99(13) . . ?
O1 ZN1 O3 144.68(12) . . ?
O1 ZN1 O4 95.77(11) . . ?
O1 ZN1 O2 58.81(10) . . ?
O1 ZN1 C6 121.94(13) . . ?
O2 ZN1 C6 93.41(12) . . ?
C11 N1 ZN1 116.2(3) . . ?
C15 N1 ZN1 125.0(3) . . ?
C15 N1 C11 117.4(4) . . ?
C16 N3 ZN1 114.8(3) . . ?
C16 N3 C20 118.3(4) . . ?
C20 N3 ZN1 126.3(3) . . ?
C6 O3 ZN1 93.3(3) . . ?
C6 O4 ZN1 86.3(2) . . ?
C1 O1 ZN1 97.2(3) . . ?
C1 O2 ZN1 83.0(2) . . ?
O3 C6 ZN1 56.1(2) . . ?
O3 C6 C7 118.9(4) . . ?
O4 C6 ZN1 63.7(2) . . ?
O4 C6 O3 119.8(4) . . ?
O4 C6 C7 121.3(4) . . ?
C7 C6 ZN1 174.2(3) . . ?
C8 C7 C6 109.2(4) . . ?
C8 C7 C9 110.1(4) . . ?
C8 C7 C10 110.1(4) . . ?
C9 C7 C6 110.4(4) . . ?
C10 C7 C6 108.0(4) . . ?
C10 C7 C9 109.1(4) . . ?
O1 C1 C2 118.5(4) . . ?
O2 C1 O1 120.3(4) . . ?
O2 C1 C2 121.1(4) . . ?
C1 C2 C3 110.2(4) . . ?
C1 C2 C4 105.9(3) . . ?
C4 C2 C3 109.9(4) . . ?
C5 C2 C1 110.8(4) . . ?
C5 C2 C3 109.7(4) . . ?
C5 C2 C4 110.3(4) . . ?
N1 C11 C12 124.1(4) . . ?
C11 C12 C13 118.0(4) . . ?
C14 C13 C12 119.8(4) . . ?
C13 C14 C15 118.8(4) . . ?
N1 C15 N2 118.4(4) . . ?
N1 C15 C14 121.7(4) . . ?
N2 C15 C14 120.0(4) . . ?
N3 C16 C17 123.5(4) . . ?
C16 C17 C18 118.1(4) . . ?
C19 C18 C17 119.7(4) . . ?
C18 C19 C20 119.7(4) . . ?
N3 C20 C19 120.5(4) . . ?
N4 C20 N3 118.6(4) . . ?
N4 C20 C19 120.8(4) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_preparation       'Magnetic properties'
####################################################################### 
# 
# 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_znp_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1914498'
loop_
_audit_author_name
_audit_author_address
'Mikhail Kiskin'
;Institute of General and Inorganic Chemistry of the Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2021-01-21 deposited with the CCDC.	2021-05-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H30 N4 O4 Zn'
_chemical_formula_weight         455.85

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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.7525(7)
_cell_length_b                   15.1377(9)
_cell_length_c                   14.2554(9)
_cell_angle_alpha                90
_cell_angle_beta                 114.1370(10)
_cell_angle_gamma                90
_cell_volume                     2314.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6104
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      28.25

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.308
_exptl_crystal_F_000             960
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.092
_shelx_estimated_absorpt_T_min   0.811
_shelx_estimated_absorpt_T_max   0.899
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.659
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   'SADABS v2004/1, Sheldrick, G.M., (2004)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15079
_diffrn_reflns_av_unetI/netI     0.0253
_diffrn_reflns_av_R_equivalents  0.0211
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.331
_diffrn_reflns_theta_max         28.272
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             5678
_reflns_number_gt                4625
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0428P)²+1.0057P] 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         5678
_refine_ls_number_parameters     271
_refine_ls_number_restraints     89
_refine_ls_R_factor_all          0.0418
_refine_ls_R_factor_gt           0.0308
_refine_ls_wR_factor_ref         0.0845
_refine_ls_wR_factor_gt          0.0785
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.109
_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 0.27207(2) 0.35160(2) 0.55750(2) 0.02106(7) Uani 1 1 d . . . . .
O1 O 0.10789(11) 0.29896(8) 0.47692(9) 0.0269(3) Uani 1 1 d . . . . .
O2 O 0.15960(13) 0.21279(9) 0.61282(10) 0.0378(3) Uani 1 1 d . . . . .
O3 O 0.42874(11) 0.29018(8) 0.64614(9) 0.0248(2) Uani 1 1 d . . . . .
O4 O 0.36588(13) 0.22622(9) 0.49582(9) 0.0370(3) Uani 1 1 d . . . . .
N1 N 0.22850(13) 0.42329(9) 0.66138(10) 0.0224(3) Uani 1 1 d . . . . .
N2 N 0.35135(15) 0.34095(10) 0.80462(11) 0.0287(3) Uani 1 1 d . . . . .
H2A H 0.396436 0.323354 0.771743 0.034 Uiso 1 1 calc R U . . .
H2B H 0.369605 0.322544 0.867692 0.034 Uiso 1 1 calc R U . . .
N3 N 0.28769(13) 0.44140(9) 0.45682(10) 0.0233(3) Uani 1 1 d . . . . .
N4 N 0.18987(16) 0.35109(10) 0.31470(11) 0.0321(3) Uani 1 1 d . . . . .
H4D H 0.169767 0.314564 0.353503 0.039 Uiso 1 1 calc R U . . .
H4E H 0.167564 0.339264 0.249119 0.039 Uiso 1 1 calc R U . . .
C1 C 0.08243(16) 0.23918(11) 0.52918(13) 0.0267(3) Uani 1 1 d D . . . .
C2 C -0.05181(19) 0.20588(14) 0.48426(17) 0.0428(5) Uani 1 1 d D . . . .
C3 C -0.1026(3) 0.2071(4) 0.3647(3) 0.0664(12) Uani 0.813(10) 1 d D . P A 1
H3A H -0.094713 0.266825 0.341501 0.100 Uiso 0.813(10) 1 calc R U P A 1
H3B H -0.054510 0.165716 0.342400 0.100 Uiso 0.813(10) 1 calc R U P A 1
H3C H -0.190568 0.189553 0.335052 0.100 Uiso 0.813(10) 1 calc R U P A 1
C4 C -0.1308(3) 0.2781(3) 0.5077(3) 0.0587(11) Uani 0.813(10) 1 d D . P A 1
H4A H -0.122399 0.334170 0.476824 0.088 Uiso 0.813(10) 1 calc R U P A 1
H4B H -0.218598 0.260148 0.478832 0.088 Uiso 0.813(10) 1 calc R U P A 1
H4C H -0.101144 0.285366 0.582281 0.088 Uiso 0.813(10) 1 calc R U P A 1
C5 C -0.0591(4) 0.1177(2) 0.5287(4) 0.1368(18) Uani 1 1 d D U . . .
H5A H -0.031616 0.123157 0.603268 0.205 Uiso 1 1 calc R U . A 2
H5B H -0.145404 0.096384 0.498081 0.205 Uiso 1 1 calc R U . A 2
H5C H -0.005191 0.075688 0.513858 0.205 Uiso 1 1 calc R U . A 2
C4A C -0.1168(17) 0.2399(12) 0.5417(13) 0.072(6) Uiso 0.187(10) 1 d D . P A 2
H4F H -0.056596 0.260600 0.608806 0.108 Uiso 0.187(10) 1 calc R U P A 2
H4G H -0.169994 0.289176 0.504220 0.108 Uiso 0.187(10) 1 calc R U P A 2
H4H H -0.168596 0.193168 0.551678 0.108 Uiso 0.187(10) 1 calc R U P A 2
C3A C -0.0963(14) 0.1688(9) 0.3845(8) 0.040(4) Uiso 0.187(10) 1 d D . P A 2
H3D H -0.025522 0.152089 0.368749 0.060 Uiso 0.187(10) 1 calc R U P A 2
H3E H -0.146459 0.116287 0.381633 0.060 Uiso 0.187(10) 1 calc R U P A 2
H3F H -0.147857 0.212295 0.334174 0.060 Uiso 0.187(10) 1 calc R U P A 2
C6 C 0.43359(15) 0.22630(11) 0.58909(12) 0.0232(3) Uani 1 1 d . . . . .
C7 C 0.52330(17) 0.15028(12) 0.63780(14) 0.0309(4) Uani 1 1 d . . . . .
C8 C 0.5737(2) 0.15360(16) 0.75497(17) 0.0533(6) Uani 1 1 d . . . . .
H8A H 0.631023 0.104096 0.784342 0.080 Uiso 1 1 calc R U . . .
H8B H 0.618102 0.209417 0.779731 0.080 Uiso 1 1 calc R U . . .
H8C H 0.504206 0.149419 0.775988 0.080 Uiso 1 1 calc R U . . .
C9 C 0.4540(2) 0.06359(13) 0.59826(19) 0.0479(5) Uani 1 1 d . . . . .
H9C H 0.510528 0.013908 0.628921 0.072 Uiso 1 1 calc R U . . .
H9D H 0.382820 0.059957 0.617174 0.072 Uiso 1 1 calc R U . . .
H9E H 0.424190 0.061221 0.523269 0.072 Uiso 1 1 calc R U . . .
C10 C 0.6305(2) 0.15842(17) 0.6036(2) 0.0552(7) Uani 1 1 d . . . . .
H10A H 0.690021 0.110259 0.633734 0.083 Uiso 1 1 calc R U . . .
H10B H 0.597321 0.154961 0.528419 0.083 Uiso 1 1 calc R U . . .
H10C H 0.672629 0.215249 0.626567 0.083 Uiso 1 1 calc R U . . .
C16 C 0.25430(16) 0.42456(11) 0.35539(13) 0.0259(3) Uani 1 1 d . . . . .
C17 C 0.28627(18) 0.48534(14) 0.29454(15) 0.0367(4) Uani 1 1 d . . . . .
H17 H 0.264702 0.473059 0.223959 0.044 Uiso 1 1 calc R U . . .
C18 C 0.34755(19) 0.56098(15) 0.33677(17) 0.0432(5) Uani 1 1 d . . . . .
H18 H 0.369923 0.601260 0.296067 0.052 Uiso 1 1 calc R U . . .
C19 C 0.37774(19) 0.57963(13) 0.44006(17) 0.0393(5) Uani 1 1 d . . . . .
H19 H 0.418589 0.633072 0.470434 0.047 Uiso 1 1 calc R U . . .
C20 C 0.34667(17) 0.51857(12) 0.49602(14) 0.0300(4) Uani 1 1 d . . . . .
H20 H 0.367546 0.530805 0.566501 0.036 Uiso 1 1 calc R U . . .
C11 C 0.25471(15) 0.39589(11) 0.75854(12) 0.0231(3) Uani 1 1 d . . . . .
C12 C 0.18228(18) 0.42558(13) 0.81065(14) 0.0319(4) Uani 1 1 d . . . . .
H12 H 0.198226 0.404018 0.877450 0.038 Uiso 1 1 calc R U . . .
C13 C 0.08961(18) 0.48523(14) 0.76456(15) 0.0368(4) Uani 1 1 d . . . . .
H13 H 0.040210 0.505006 0.799076 0.044 Uiso 1 1 calc R U . . .
C14 C 0.06660(18) 0.51770(13) 0.66641(15) 0.0343(4) Uani 1 1 d . . . . .
H14 H 0.004768 0.561406 0.634456 0.041 Uiso 1 1 calc R U . . .
C15 C 0.13647(16) 0.48404(11) 0.61873(13) 0.0267(3) Uani 1 1 d . . . . .
H15 H 0.119856 0.504310 0.551314 0.032 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 1.9660(12) . ?
Zn1 O3 1.9871(11) . ?
Zn1 N3 2.0389(14) . ?
Zn1 N1 2.0622(14) . ?
Zn1 C6 2.5893(16) . ?
O1 C1 1.283(2) . ?
O2 C1 1.233(2) . ?
O3 C6 1.280(2) . ?
O4 C6 1.2392(19) . ?
N1 C11 1.355(2) . ?
N1 C15 1.359(2) . ?
N2 C11 1.343(2) . ?
N3 C20 1.357(2) . ?
N3 C16 1.358(2) . ?
N4 C16 1.337(2) . ?
C1 C2 1.525(2) . ?
C2 C3A 1.415(9) . ?
C2 C4A 1.425(10) . ?
C2 C5 1.495(4) . ?
C2 C4 1.556(4) . ?
C2 C3 1.559(4) . ?
C5 C4A 2.005(15) . ?
C6 C7 1.523(2) . ?
C7 C9 1.526(3) . ?
C7 C8 1.528(3) . ?
C7 C10 1.530(3) . ?
C16 C17 1.417(2) . ?
C17 C18 1.356(3) . ?
C18 C19 1.395(3) . ?
C19 C20 1.365(3) . ?
C11 C12 1.413(2) . ?
C12 C13 1.359(3) . ?
C13 C14 1.401(3) . ?
C14 C15 1.361(3) . ?

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 127.93(5) . . ?
O1 Zn1 N3 102.02(5) . . ?
O3 Zn1 N3 115.65(5) . . ?
O1 Zn1 N1 99.22(5) . . ?
O3 Zn1 N1 103.14(5) . . ?
N3 Zn1 N1 105.96(6) . . ?
O1 Zn1 C6 106.22(5) . . ?
O3 Zn1 C6 28.82(5) . . ?
N3 Zn1 C6 109.88(5) . . ?
N1 Zn1 C6 129.81(5) . . ?
C1 O1 Zn1 110.66(10) . . ?
C6 O3 Zn1 102.71(10) . . ?
C11 N1 C15 118.10(14) . . ?
C11 N1 Zn1 123.60(11) . . ?
C15 N1 Zn1 114.88(11) . . ?
C20 N3 C16 118.46(15) . . ?
C20 N3 Zn1 117.52(11) . . ?
C16 N3 Zn1 123.66(12) . . ?
O2 C1 O1 122.43(16) . . ?
O2 C1 C2 121.63(17) . . ?
O1 C1 C2 115.86(15) . . ?
C3A C2 C4A 131.0(9) . . ?
C3A C2 C5 90.5(6) . . ?
C4A C2 C5 86.6(8) . . ?
C3A C2 C1 116.6(6) . . ?
C4A C2 C1 110.2(8) . . ?
C5 C2 C1 110.2(2) . . ?
C5 C2 C4 113.2(3) . . ?
C1 C2 C4 106.45(19) . . ?
C5 C2 C3 114.3(3) . . ?
C1 C2 C3 108.8(2) . . ?
C4 C2 C3 103.4(3) . . ?
C2 C5 C4A 45.2(5) . . ?
C2 C4A C5 48.1(4) . . ?
O4 C6 O3 120.44(15) . . ?
O4 C6 C7 120.64(15) . . ?
O3 C6 C7 118.92(14) . . ?
O4 C6 Zn1 73.18(9) . . ?
O3 C6 Zn1 48.47(7) . . ?
C7 C6 Zn1 162.63(12) . . ?
C6 C7 C9 108.43(16) . . ?
C6 C7 C8 111.11(16) . . ?
C9 C7 C8 109.99(18) . . ?
C6 C7 C10 107.47(15) . . ?
C9 C7 C10 109.62(18) . . ?
C8 C7 C10 110.16(19) . . ?
N4 C16 N3 118.93(15) . . ?
N4 C16 C17 121.30(16) . . ?
N3 C16 C17 119.76(17) . . ?
C18 C17 C16 120.16(18) . . ?
C17 C18 C19 119.96(18) . . ?
C20 C19 C18 117.81(19) . . ?
N3 C20 C19 123.79(18) . . ?
N2 C11 N1 118.88(15) . . ?
N2 C11 C12 120.72(15) . . ?
N1 C11 C12 120.40(15) . . ?
C13 C12 C11 119.54(17) . . ?
C12 C13 C14 120.34(17) . . ?
C15 C14 C13 117.25(17) . . ?
N1 C15 C14 124.21(17) . . ?

_refine_diff_density_max         0.881
_refine_diff_density_min         -0.672
_refine_diff_density_rms         0.055

####################################################################### 
# 
# 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_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1914494'
loop_
_audit_author_name
_audit_author_address
'Mikhail Kiskin'
;Institute of General and Inorganic Chemistry of the Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2021-01-21 deposited with the CCDC.	2021-05-14 downloaded from the CCDC.
;
_audit_creation_date             2021-01-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H30 Co0.75 N4 O4 Zn0.25'
_chemical_formula_sum            'C20 H30 Co0.75 N4 O4 Zn0.25'
_chemical_formula_weight         451.02
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.2611(9)
_cell_length_b                   23.7458(18)
_cell_length_c                   8.5582(6)
_cell_angle_alpha                90
_cell_angle_beta                 102.5270(10)
_cell_angle_gamma                90
_cell_volume                     2234.0(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1957
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      21.77
_cell_measurement_temperature    150(2)
_shelx_estimated_absorpt_T_max   0.983
_shelx_estimated_absorpt_T_min   0.901
_exptl_absorpt_coefficient_mu    0.883
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.341
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             951
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0813
_diffrn_reflns_av_unetI/netI     0.1030
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            15491
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.022
_diffrn_reflns_theta_min         1.715
_diffrn_ambient_temperature      150.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2706
_reflns_number_total             4403
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.383
_refine_diff_density_min         -0.493
_refine_diff_density_rms         0.060
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.805
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     278
_refine_ls_number_reflns         4403
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0783
_refine_ls_R_factor_gt           0.0366
_refine_ls_restrained_S_all      0.808
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0100P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0540
_refine_ls_wR_factor_ref         0.0614
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Shared sites
{Zn1, Co1}
3. Restrained distances
 N2-H2A = N2-H2B
 0.8 with sigma of 0.01
 H2A-H2B
 1.6 with sigma of 0.02
 N4-H4A = N4-H4B
 0.8 with sigma of 0.01
 H4A-H4B
 1.4 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
Uanis(Zn1) = Uanis(Co1)
5. Others
 Fixed Sof: Co1(0.75) Zn1(0.25)
6.a Me refined with riding coordinates:
 C8(H8A,H8B,H8C), C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C3(H3A,H3B,H3C),
 C4(H4C,H4D,H4E), C5(H5A,H5B,H5C)
6.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C16(H16), C17(H17), C18(H18), C19(H19)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.30723(3) 0.87232(2) 1.52306(4) 0.01839(10) Uani 0.75 1 d . . P . .
Zn1 Zn 0.30723(3) 0.87232(2) 1.52306(4) 0.01839(10) Uani 0.25 1 d . . P . .
N1 N 0.37084(18) 0.89856(8) 1.3237(2) 0.0182(5) Uani 1 1 d . . . . .
N2 N 0.3668(2) 0.99399(9) 1.3818(3) 0.0259(6) Uani 1 1 d D . . . .
H2A H 0.403(2) 1.0238(6) 1.373(3) 0.029(8) Uiso 1 1 d D . . . .
H2B H 0.3260(19) 0.9845(9) 1.447(2) 0.019(8) Uiso 1 1 d D . . . .
N3 N 0.16131(18) 0.82553(8) 1.3936(2) 0.0181(5) Uani 1 1 d . . . . .
N4 N 0.2621(2) 0.74010(10) 1.4076(3) 0.0328(6) Uani 1 1 d D . . . .
H4A H 0.3196(16) 0.7536(9) 1.469(3) 0.032(10) Uiso 1 1 d D . . . .
H4B H 0.268(2) 0.7078(6) 1.381(3) 0.049(10) Uiso 1 1 d D . . . .
O3 O 0.21819(15) 0.94248(6) 1.5862(2) 0.0221(4) Uani 1 1 d . . . . .
O4 O 0.23206(15) 0.86919(7) 1.74325(19) 0.0246(4) Uani 1 1 d . . . . .
O1 O 0.44377(15) 0.81508(7) 1.6005(2) 0.0244(5) Uani 1 1 d . . . . .
O2 O 0.49947(15) 0.90212(7) 1.6661(2) 0.0232(4) Uani 1 1 d . . . . .
C6 C 0.1960(2) 0.91851(10) 1.7104(3) 0.0187(6) Uani 1 1 d . . . . .
C7 C 0.1209(2) 0.94986(10) 1.8109(3) 0.0228(7) Uani 1 1 d . . . . .
C8 C 0.1754(3) 1.00836(12) 1.8496(4) 0.0590(11) Uani 1 1 d . . . . .
H8A H 0.2586 1.0048 1.9132 0.089 Uiso 1 1 calc R . . . .
H8B H 0.1767 1.0284 1.7498 0.089 Uiso 1 1 calc R . . . .
H8C H 0.1259 1.0295 1.9105 0.089 Uiso 1 1 calc R . . . .
C9 C 0.1203(3) 0.91730(13) 1.9633(3) 0.0529(10) Uani 1 1 d . . . . .
H9A H 0.2037 0.9139 2.0265 0.079 Uiso 1 1 calc R . . . .
H9B H 0.0703 0.9373 2.0259 0.079 Uiso 1 1 calc R . . . .
H9C H 0.0864 0.8797 1.9359 0.079 Uiso 1 1 calc R . . . .
C10 C -0.0076(2) 0.95530(13) 1.7126(4) 0.0447(9) Uani 1 1 d . . . . .
H10A H -0.0067 0.9763 1.6143 0.067 Uiso 1 1 calc R . . . .
H10B H -0.0416 0.9177 1.6848 0.067 Uiso 1 1 calc R . . . .
H10C H -0.0578 0.9754 1.7748 0.067 Uiso 1 1 calc R . . . .
C1 C 0.5264(2) 0.85125(10) 1.6562(3) 0.0195(6) Uani 1 1 d . . . . .
C2 C 0.6580(2) 0.83204(10) 1.7029(3) 0.0214(6) Uani 1 1 d . . . . .
C3 C 0.7258(2) 0.86304(12) 1.8526(3) 0.0338(7) Uani 1 1 d . . . . .
H3A H 0.8104 0.8500 1.8804 0.051 Uiso 1 1 calc R . . . .
H3B H 0.7243 0.9036 1.8316 0.051 Uiso 1 1 calc R . . . .
H3C H 0.6863 0.8554 1.9417 0.051 Uiso 1 1 calc R . . . .
C4 C 0.7159(2) 0.84741(10) 1.5617(3) 0.0288(7) Uani 1 1 d . . . . .
H4C H 0.8015 0.8358 1.5859 0.043 Uiso 1 1 calc R . . . .
H4D H 0.6725 0.8280 1.4650 0.043 Uiso 1 1 calc R . . . .
H4E H 0.7107 0.8882 1.5442 0.043 Uiso 1 1 calc R . . . .
C5 C 0.6649(2) 0.76849(10) 1.7320(4) 0.0367(8) Uani 1 1 d . . . . .
H5A H 0.7503 0.7569 1.7620 0.055 Uiso 1 1 calc R . . . .
H5B H 0.6240 0.7590 1.8186 0.055 Uiso 1 1 calc R . . . .
H5C H 0.6248 0.7488 1.6340 0.055 Uiso 1 1 calc R . . . .
C11 C 0.4021(2) 0.85744(10) 1.2297(3) 0.0232(7) Uani 1 1 d . . . . .
H11 H 0.3758 0.8201 1.2437 0.028 Uiso 1 1 calc R . . . .
C12 C 0.4683(2) 0.86610(11) 1.1176(3) 0.0279(7) Uani 1 1 d . . . . .
H12 H 0.4861 0.8360 1.0531 0.033 Uiso 1 1 calc R . . . .
C13 C 0.5096(2) 0.92049(11) 1.0997(3) 0.0317(7) Uani 1 1 d . . . . .
H13 H 0.5584 0.9279 1.0243 0.038 Uiso 1 1 calc R . . . .
C14 C 0.4796(2) 0.96319(11) 1.1909(3) 0.0296(7) Uani 1 1 d . . . . .
H14 H 0.5081 1.0004 1.1803 0.035 Uiso 1 1 calc R . . . .
C15 C 0.4063(2) 0.95166(10) 1.3002(3) 0.0199(6) Uani 1 1 d . . . . .
C16 C 0.0588(2) 0.85540(10) 1.3341(3) 0.0246(7) Uani 1 1 d . . . . .
H16 H 0.0555 0.8932 1.3693 0.030 Uiso 1 1 calc R . . . .
C17 C -0.0391(3) 0.83522(11) 1.2282(3) 0.0304(7) Uani 1 1 d . . . . .
H17 H -0.1093 0.8578 1.1921 0.037 Uiso 1 1 calc R . . . .
C18 C -0.0331(3) 0.78016(11) 1.1739(3) 0.0310(7) Uani 1 1 d . . . . .
H18 H -0.0986 0.7650 1.0962 0.037 Uiso 1 1 calc R . . . .
C19 C 0.0670(2) 0.74808(11) 1.2326(3) 0.0270(7) Uani 1 1 d . . . . .
H19 H 0.0714 0.7104 1.1972 0.032 Uiso 1 1 calc R . . . .
C20 C 0.1636(2) 0.77139(10) 1.3461(3) 0.0212(6) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 N1 2.084(2) . ?
Co1 N3 2.091(2) . ?
Co1 O3 2.0756(16) . ?
Co1 O4 2.2282(16) . ?
Co1 O1 2.0516(17) . ?
Co1 O2 2.3528(17) . ?
Co1 C6 2.493(3) . ?
N1 C11 1.359(3) . ?
N1 C15 1.351(3) . ?
N2 C15 1.353(3) . ?
N3 C16 1.356(3) . ?
N3 C20 1.350(3) . ?
N4 C20 1.344(3) . ?
O3 C6 1.277(3) . ?
O4 C6 1.251(3) . ?
O1 C1 1.280(3) . ?
O2 C1 1.253(3) . ?
C6 C7 1.524(3) . ?
C7 C8 1.526(3) . ?
C7 C9 1.518(4) . ?
C7 C10 1.514(4) . ?
C1 C2 1.518(3) . ?
C2 C3 1.530(3) . ?
C2 C4 1.537(3) . ?
C2 C5 1.529(3) . ?
C11 C12 1.352(3) . ?
C12 C13 1.392(3) . ?
C13 C14 1.366(3) . ?
C14 C15 1.403(3) . ?
C16 C17 1.354(3) . ?
C17 C18 1.394(3) . ?
C18 C19 1.363(3) . ?
C19 C20 1.405(3) . ?

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
N1 Co1 N3 95.46(8) . . ?
N1 Co1 O4 164.47(7) . . ?
N1 Co1 O2 83.98(7) . . ?
N1 Co1 C6 134.83(8) . . ?
N3 Co1 O4 91.80(7) . . ?
N3 Co1 O2 164.59(7) . . ?
N3 Co1 C6 97.34(8) . . ?
O3 Co1 N1 104.15(7) . . ?
O3 Co1 N3 101.30(7) . . ?
O3 Co1 O4 60.85(6) . . ?
O3 Co1 O2 93.73(6) . . ?
O3 Co1 C6 30.77(7) . . ?
O4 Co1 O2 92.60(6) . . ?
O4 Co1 C6 30.08(7) . . ?
O1 Co1 N1 95.50(7) . . ?
O1 Co1 N3 105.47(7) . . ?
O1 Co1 O3 144.91(7) . . ?
O1 Co1 O4 95.76(7) . . ?
O1 Co1 O2 59.38(6) . . ?
O1 Co1 C6 121.99(8) . . ?
O2 Co1 C6 93.85(7) . . ?
C11 N1 Co1 116.69(16) . . ?
C15 N1 Co1 124.48(17) . . ?
C15 N1 C11 117.4(2) . . ?
C16 N3 Co1 115.33(16) . . ?
C20 N3 Co1 126.95(17) . . ?
C20 N3 C16 117.1(2) . . ?
C6 O3 Co1 92.97(14) . . ?
C6 O4 Co1 86.74(15) . . ?
C1 O1 Co1 96.27(15) . . ?
C1 O2 Co1 83.35(16) . . ?
O3 C6 Co1 56.26(12) . . ?
O3 C6 C7 119.0(2) . . ?
O4 C6 Co1 63.18(13) . . ?
O4 C6 O3 119.4(2) . . ?
O4 C6 C7 121.5(2) . . ?
C7 C6 Co1 174.42(19) . . ?
C6 C7 C8 108.7(2) . . ?
C9 C7 C6 110.1(2) . . ?
C9 C7 C8 110.7(3) . . ?
C10 C7 C6 108.0(2) . . ?
C10 C7 C8 109.5(2) . . ?
C10 C7 C9 109.8(2) . . ?
O1 C1 C2 119.0(2) . . ?
O2 C1 O1 120.3(2) . . ?
O2 C1 C2 120.6(2) . . ?
C1 C2 C3 110.9(2) . . ?
C1 C2 C4 106.2(2) . . ?
C1 C2 C5 110.6(2) . . ?
C3 C2 C4 108.9(2) . . ?
C5 C2 C3 109.9(2) . . ?
C5 C2 C4 110.3(2) . . ?
C12 C11 N1 124.4(2) . . ?
C11 C12 C13 117.9(2) . . ?
C14 C13 C12 119.7(3) . . ?
C13 C14 C15 119.4(2) . . ?
N1 C15 N2 118.4(2) . . ?
N1 C15 C14 121.1(2) . . ?
N2 C15 C14 120.4(2) . . ?
C17 C16 N3 124.7(2) . . ?
C16 C17 C18 117.6(3) . . ?
C19 C18 C17 119.8(3) . . ?
C18 C19 C20 119.3(2) . . ?
N3 C20 C19 121.4(2) . . ?
N4 C20 N3 118.5(2) . . ?
N4 C20 C19 120.2(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_preparation       'Magnetic properties'
####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1914497'
loop_
_audit_author_name
_audit_author_address
'Mikhail Kiskin'
;Institute of General and Inorganic Chemistry of the Russian Academy of Sciences
Russia
;
_audit_update_record             
;
2021-01-21 deposited with the CCDC.	2021-05-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H30 Co0.90 N4 O4 Zn0.10'
_chemical_formula_weight         450.05

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'
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           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.2471(10)
_cell_length_b                   23.713(2)
_cell_length_c                   8.5650(7)
_cell_angle_alpha                90
_cell_angle_beta                 102.580(2)
_cell_angle_gamma                90
_cell_volume                     2229.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3727
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      27.48

_exptl_crystal_description       plate
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.341
_exptl_crystal_F_000             949
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.060
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.835
_shelx_estimated_absorpt_T_min   0.906
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18436
_diffrn_reflns_av_unetI/netI     0.0849
_diffrn_reflns_av_R_equivalents  0.0729
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.718
_diffrn_reflns_theta_max         29.471
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6178
_reflns_number_gt                4018
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0100P)²] 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         6178
_refine_ls_number_parameters     278
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0397
_refine_ls_wR_factor_ref         0.0725
_refine_ls_wR_factor_gt          0.0677
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_restrained_S_all      1.001
_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
Co1 Co 0.30826(2) 0.87250(2) 1.52427(3) 0.01807(7) Uani 0.9 1 d . . P . .
Zn1 Zn 0.30826(2) 0.87250(2) 1.52427(3) 0.01807(7) Uani 0.1 1 d . . P . .
N1 N 0.37116(13) 0.89829(6) 1.32451(18) 0.0183(4) Uani 1 1 d . . . . .
N2 N 0.36689(17) 0.99384(7) 1.3814(2) 0.0259(4) Uani 1 1 d D . . . .
H2A H 0.4013(15) 1.0246(5) 1.374(2) 0.021(6) Uiso 1 1 d D . . . .
H2B H 0.3260(16) 0.9851(8) 1.447(2) 0.032(7) Uiso 1 1 d D . . . .
N3 N 0.16066(14) 0.82593(6) 1.39404(19) 0.0188(4) Uani 1 1 d . . . . .
N4 N 0.26238(17) 0.74045(7) 1.4073(3) 0.0322(5) Uani 1 1 d D . . . .
H4D H 0.3197(13) 0.7539(7) 1.471(2) 0.027(6) Uiso 1 1 d D . . . .
H4E H 0.2595(19) 0.7077(5) 1.380(3) 0.049(8) Uiso 1 1 d D . . . .
O3 O 0.21882(11) 0.94270(5) 1.58725(16) 0.0222(3) Uani 1 1 d . . . . .
O4 O 0.23250(12) 0.86887(5) 1.74214(16) 0.0248(3) Uani 1 1 d . . . . .
O1 O 0.44439(11) 0.81472(5) 1.60163(16) 0.0237(3) Uani 1 1 d . . . . .
O2 O 0.49866(11) 0.90183(5) 1.66519(16) 0.0221(3) Uani 1 1 d . . . . .
C6 C 0.19599(16) 0.91842(7) 1.7111(2) 0.0182(4) Uani 1 1 d . . . . .
C7 C 0.12181(17) 0.94957(8) 1.8126(2) 0.0219(4) Uani 1 1 d . . . . .
C8 C 0.1767(2) 1.00764(10) 1.8528(4) 0.0570(8) Uani 1 1 d . . . . .
H8A H 0.177395 1.028145 1.753623 0.085 Uiso 1 1 calc R U . . .
H8B H 0.127844 1.028514 1.915170 0.085 Uiso 1 1 calc R U . . .
H8C H 0.260266 1.003768 1.915441 0.085 Uiso 1 1 calc R U . . .
C9 C 0.1193(2) 0.91669(11) 1.9634(3) 0.0505(7) Uani 1 1 d . . . . .
H9A H 0.083630 0.879405 1.934733 0.076 Uiso 1 1 calc R U . . .
H9B H 0.202603 0.912321 2.026695 0.076 Uiso 1 1 calc R U . . .
H9C H 0.070180 0.937067 2.026424 0.076 Uiso 1 1 calc R U . . .
C10 C -0.00721(19) 0.95541(11) 1.7126(3) 0.0424(6) Uani 1 1 d . . . . .
H10A H -0.005530 0.976686 1.615058 0.064 Uiso 1 1 calc R U . . .
H10B H -0.041492 0.917863 1.683917 0.064 Uiso 1 1 calc R U . . .
H10C H -0.057690 0.975425 1.774582 0.064 Uiso 1 1 calc R U . . .
C1 C 0.52686(17) 0.85101(8) 1.6573(2) 0.0191(4) Uani 1 1 d . . . . .
C2 C 0.65911(17) 0.83236(8) 1.7045(2) 0.0218(4) Uani 1 1 d . . . . .
C3 C 0.72602(18) 0.86366(9) 1.8533(3) 0.0337(5) Uani 1 1 d . . . . .
H3A H 0.810941 0.850979 1.881439 0.051 Uiso 1 1 calc R U . . .
H3B H 0.723625 0.904286 1.831841 0.051 Uiso 1 1 calc R U . . .
H3C H 0.686529 0.855845 1.942325 0.051 Uiso 1 1 calc R U . . .
C4 C 0.71657(18) 0.84748(8) 1.5623(3) 0.0299(5) Uani 1 1 d . . . . .
H4A H 0.802504 0.836276 1.586518 0.045 Uiso 1 1 calc R U . . .
H4B H 0.673336 0.827536 1.466384 0.045 Uiso 1 1 calc R U . . .
H4C H 0.710416 0.888241 1.543359 0.045 Uiso 1 1 calc R U . . .
C5 C 0.66647(19) 0.76876(8) 1.7343(3) 0.0375(6) Uani 1 1 d . . . . .
H5A H 0.752093 0.757247 1.764614 0.056 Uiso 1 1 calc R U . . .
H5B H 0.625473 0.759353 1.820827 0.056 Uiso 1 1 calc R U . . .
H5C H 0.626560 0.748905 1.636550 0.056 Uiso 1 1 calc R U . . .
C11 C 0.40234(17) 0.85713(8) 1.2310(2) 0.0238(5) Uani 1 1 d . . . . .
H11A H 0.376229 0.819775 1.245611 0.029 Uiso 1 1 calc R U . . .
C12 C 0.46837(18) 0.86566(8) 1.1176(2) 0.0277(5) Uani 1 1 d . . . . .
H12A H 0.486007 0.835511 1.053217 0.033 Uiso 1 1 calc R U . . .
C13 C 0.50927(19) 0.92027(9) 1.0995(3) 0.0327(5) Uani 1 1 d . . . . .
H13A H 0.557831 0.927705 1.023885 0.039 Uiso 1 1 calc R U . . .
C14 C 0.47938(19) 0.96301(8) 1.1905(3) 0.0289(5) Uani 1 1 d . . . . .
H14A H 0.507663 1.000242 1.179509 0.035 Uiso 1 1 calc R U . . .
C15 C 0.40673(17) 0.95150(8) 1.3000(2) 0.0201(4) Uani 1 1 d . . . . .
C16 C 0.05899(18) 0.85591(8) 1.3354(2) 0.0255(5) Uani 1 1 d . . . . .
H16A H 0.056195 0.893759 1.370800 0.031 Uiso 1 1 calc R U . . .
C17 C -0.03966(19) 0.83593(9) 1.2296(3) 0.0307(5) Uani 1 1 d . . . . .
H17A H -0.110193 0.858504 1.194466 0.037 Uiso 1 1 calc R U . . .
C18 C -0.03340(19) 0.78070(9) 1.1741(3) 0.0307(5) Uani 1 1 d . . . . .
H18A H -0.098818 0.765731 1.095762 0.037 Uiso 1 1 calc R U . . .
C19 C 0.06588(18) 0.74872(8) 1.2322(3) 0.0260(5) Uani 1 1 d . . . . .
H19A H 0.069913 0.710988 1.196429 0.031 Uiso 1 1 calc R U . . .
C20 C 0.16315(17) 0.77166(8) 1.3460(2) 0.0211(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 2.0540(13) . ?
Zn1 O3 2.0761(12) . ?
Zn1 N1 2.0806(16) . ?
Zn1 N3 2.1006(16) . ?
Zn1 O4 2.2154(13) . ?
Zn1 O2 2.3239(13) . ?
Zn1 C6 2.4939(19) . ?
Zn1 C1 2.5265(19) . ?
N1 C15 1.354(2) . ?
N1 C11 1.357(2) . ?
N2 C15 1.353(2) . ?
N3 C16 1.347(2) . ?
N3 C20 1.353(2) . ?
N4 C20 1.347(2) . ?
O3 C6 1.281(2) . ?
O4 C6 1.254(2) . ?
O1 C1 1.279(2) . ?
O2 C1 1.252(2) . ?
C6 C7 1.521(3) . ?
C7 C9 1.514(3) . ?
C7 C8 1.518(3) . ?
C7 C10 1.522(3) . ?
C1 C2 1.520(3) . ?
C2 C5 1.529(2) . ?
C2 C3 1.524(3) . ?
C2 C4 1.541(3) . ?
C11 C12 1.360(3) . ?
C12 C13 1.394(3) . ?
C13 C14 1.364(3) . ?
C14 C15 1.399(3) . ?
C16 C17 1.356(3) . ?
C17 C18 1.400(3) . ?
C18 C19 1.352(3) . ?
C19 C20 1.406(3) . ?

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 145.12(5) . . ?
O1 Zn1 N1 95.64(6) . . ?
O3 Zn1 N1 104.41(5) . . ?
O1 Zn1 N3 105.54(6) . . ?
O3 Zn1 N3 100.83(6) . . ?
N1 Zn1 N3 95.10(6) . . ?
O1 Zn1 O4 95.67(5) . . ?
O3 Zn1 O4 61.01(5) . . ?
N1 Zn1 O4 165.03(5) . . ?
N3 Zn1 O4 91.29(6) . . ?
O1 Zn1 O2 59.62(5) . . ?
O3 Zn1 O2 93.95(5) . . ?
N1 Zn1 O2 84.21(5) . . ?
N3 Zn1 O2 164.87(5) . . ?
O4 Zn1 O2 93.10(5) . . ?
O1 Zn1 C6 122.03(6) . . ?
O3 Zn1 C6 30.86(5) . . ?
N1 Zn1 C6 135.20(6) . . ?
N3 Zn1 C6 96.79(6) . . ?
O4 Zn1 C6 30.15(5) . . ?
O2 Zn1 C6 94.25(5) . . ?
O1 Zn1 C1 30.24(5) . . ?
O3 Zn1 C1 121.57(6) . . ?
N1 Zn1 C1 87.62(6) . . ?
N3 Zn1 C1 135.43(6) . . ?
O4 Zn1 C1 97.31(6) . . ?
O2 Zn1 C1 29.53(5) . . ?
C6 Zn1 C1 112.19(6) . . ?
C15 N1 C11 117.12(16) . . ?
C15 N1 Zn1 124.50(13) . . ?
C11 N1 Zn1 116.88(12) . . ?
C16 N3 C20 117.42(16) . . ?
C16 N3 Zn1 115.40(12) . . ?
C20 N3 Zn1 126.52(13) . . ?
C6 O3 Zn1 92.90(10) . . ?
C6 O4 Zn1 87.31(11) . . ?
C1 O1 Zn1 95.77(11) . . ?
C1 O2 Zn1 84.24(11) . . ?
O4 C6 O3 118.79(17) . . ?
O4 C6 C7 121.92(17) . . ?
O3 C6 C7 119.26(16) . . ?
O4 C6 Zn1 62.54(10) . . ?
O3 C6 Zn1 56.24(9) . . ?
C7 C6 Zn1 174.94(14) . . ?
C9 C7 C8 110.8(2) . . ?
C9 C7 C10 109.52(18) . . ?
C8 C7 C10 109.62(19) . . ?
C9 C7 C6 110.60(16) . . ?
C8 C7 C6 108.89(16) . . ?
C10 C7 C6 107.28(17) . . ?
O2 C1 O1 119.75(17) . . ?
O2 C1 C2 120.71(16) . . ?
O1 C1 C2 119.46(16) . . ?
O2 C1 Zn1 66.23(10) . . ?
O1 C1 Zn1 53.98(9) . . ?
C2 C1 Zn1 168.14(13) . . ?
C1 C2 C5 110.22(15) . . ?
C1 C2 C3 110.92(15) . . ?
C5 C2 C3 110.00(17) . . ?
C1 C2 C4 106.07(16) . . ?
C5 C2 C4 110.16(16) . . ?
C3 C2 C4 109.40(16) . . ?
N1 C11 C12 124.49(18) . . ?
C11 C12 C13 117.56(19) . . ?
C14 C13 C12 119.86(19) . . ?
C13 C14 C15 119.39(18) . . ?
N2 C15 N1 117.99(17) . . ?
N2 C15 C14 120.54(18) . . ?
N1 C15 C14 121.43(17) . . ?
N3 C16 C17 124.69(19) . . ?
C16 C17 C18 117.35(19) . . ?
C19 C18 C17 119.89(19) . . ?
C18 C19 C20 119.58(18) . . ?
N3 C20 N4 118.31(18) . . ?
N3 C20 C19 120.93(17) . . ?
N4 C20 C19 120.74(18) . . ?

_refine_diff_density_max         0.433
_refine_diff_density_min         -0.420
_refine_diff_density_rms         0.065


_exptl_crystal_preparation       'Magnetic properties'
