# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2020

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_10815
_database_code_depnum_ccdc_archive 'CCDC 1988575'
loop_
_audit_author_name
_audit_author_address
'Chuancong Zhou'
;Liaocheng University
China
;
_audit_update_record             
;
2020-09-12 deposited with the CCDC.	2020-09-17 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            'C25 H20 Cd1.50 N5 O8'
_chemical_formula_weight         687.06

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   33.516(3)
_cell_length_b                   13.4848(9)
_cell_length_c                   16.0485(19)
_cell_angle_alpha                90
_cell_angle_beta                 127.892(17)
_cell_angle_gamma                90
_cell_volume                     5724.0(14)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3807
_cell_measurement_theta_min      3.3800
_cell_measurement_theta_max      27.5270

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.595
_exptl_crystal_F_000             2728
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    1.178
_shelx_estimated_absorpt_T_min   0.872
_shelx_estimated_absorpt_T_max   0.881
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.96539
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 8.1281
_diffrn_reflns_number            13918
_diffrn_reflns_av_unetI/netI     0.0568
_diffrn_reflns_av_R_equivalents  0.0460
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.642
_diffrn_reflns_theta_max         25.010
_diffrn_reflns_theta_full        25.010
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             5024
_reflns_number_gt                3793
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0694P)²+12.1432P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5024
_refine_ls_number_parameters     453
_refine_ls_number_restraints     1473
_refine_ls_R_factor_all          0.0692
_refine_ls_R_factor_gt           0.0461
_refine_ls_wR_factor_ref         0.1315
_refine_ls_wR_factor_gt          0.1172
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.015
_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
Cd1 Cd 0.34856(2) 0.88917(3) 0.54547(3) 0.03627(16) Uani 1 1 d D U . . .
Cd2 Cd 0.250000 0.750000 0.500000 0.02677(17) Uani 1 2 d S U P B .
N1 N 0.40792(18) 0.9360(5) 0.5297(5) 0.0749(18) Uani 1 1 d D U . . .
N2 N 0.52500(17) 0.6272(4) 1.0537(4) 0.0448(13) Uani 1 1 d . U . . .
N3 N 0.49495(18) 0.5394(4) 1.1214(4) 0.0505(14) Uani 1 1 d . U . . .
N4 N 0.54484(19) 0.5155(5) 1.1760(4) 0.0514(14) Uani 1 1 d . U . . .
O1 O 0.32510(13) 0.8193(3) 0.6397(3) 0.0375(9) Uani 1 1 d . U . . .
O2 O 0.40691(14) 0.8190(3) 0.7217(3) 0.0457(11) Uani 1 1 d . U . . .
O3 O 0.72971(16) 0.3987(3) 1.4195(3) 0.0463(11) Uani 1 1 d . U . . .
O4 O 0.78321(16) 0.4461(4) 1.3889(4) 0.0655(14) Uani 1 1 d . U . . .
O5 O 0.72470(14) 0.6830(3) 1.0942(3) 0.0444(11) Uani 1 1 d . U . . .
O6 O 0.64524(16) 0.7332(4) 0.9981(4) 0.0544(12) Uani 1 1 d . U . . .
O8 O 0.4311(3) 0.4172(6) 0.1464(5) 0.107(2) Uani 1 1 d . . . . .
H8C H 0.433259 0.439406 0.198657 0.128 Uiso 1 1 d R U . . .
H8D H 0.407339 0.374776 0.113987 0.128 Uiso 1 1 d R U . . .
C1 C 0.3701(2) 0.7955(5) 0.7189(4) 0.0363(13) Uani 1 1 d . U . . .
C2 C 0.3784(2) 0.7438(5) 0.8098(4) 0.0362(13) Uani 1 1 d . U . . .
C3 C 0.4253(2) 0.6998(5) 0.8864(5) 0.0394(13) Uani 1 1 d . U . . .
H3 H 0.450750 0.703670 0.879216 0.047 Uiso 1 1 calc R U . . .
C4 C 0.4347(2) 0.6510(5) 0.9719(5) 0.0444(14) Uani 1 1 d . U . . .
C5 C 0.3965(2) 0.6465(6) 0.9829(5) 0.0565(17) Uani 1 1 d . U . . .
H5 H 0.402384 0.614395 1.040777 0.068 Uiso 1 1 calc R U . . .
C6 C 0.3501(2) 0.6896(6) 0.9080(6) 0.0599(18) Uani 1 1 d . U . . .
H6 H 0.324796 0.686261 0.915847 0.072 Uiso 1 1 calc R U . . .
C7 C 0.3407(2) 0.7381(5) 0.8210(5) 0.0486(16) Uani 1 1 d . U . . .
H7 H 0.309216 0.766445 0.770565 0.058 Uiso 1 1 calc R U . . .
C8 C 0.4844(2) 0.6062(5) 1.0484(5) 0.0457(15) Uani 1 1 d . U . . .
C9 C 0.5616(2) 0.5695(5) 1.1338(5) 0.0404(14) Uani 1 1 d . U . . .
C10 C 0.6136(2) 0.5655(5) 1.1664(5) 0.0394(13) Uani 1 1 d . U . . .
C11 C 0.6242(2) 0.6207(5) 1.1088(5) 0.0404(14) Uani 1 1 d . U . . .
H11 H 0.598662 0.658348 1.051857 0.048 Uiso 1 1 calc R U . . .
C12 C 0.6721(2) 0.6206(5) 1.1346(4) 0.0364(13) Uani 1 1 d . U . . .
C13 C 0.7101(2) 0.5635(5) 1.2191(4) 0.0373(13) Uani 1 1 d . U . . .
H13 H 0.742294 0.562597 1.237060 0.045 Uiso 1 1 calc R U . . .
C14 C 0.6997(2) 0.5077(5) 1.2768(5) 0.0375(13) Uani 1 1 d . U . . .
C15 C 0.6515(2) 0.5094(5) 1.2505(5) 0.0415(14) Uani 1 1 d . U . . .
H15 H 0.644930 0.472548 1.289820 0.050 Uiso 1 1 calc R U . . .
C16 C 0.6820(2) 0.6839(5) 1.0717(4) 0.0362(13) Uani 1 1 d . U . . .
C17 C 0.7408(2) 0.4456(5) 1.3687(5) 0.0416(14) Uani 1 1 d . U . . .
C18 C 0.4560(3) 0.9001(13) 0.5968(10) 0.074(4) Uani 0.584(11) 1 d D U P A 1
H18 H 0.464832 0.859580 0.652773 0.089 Uiso 0.584(11) 1 calc R U P A 1
C19 C 0.4914(3) 0.9228(14) 0.5829(11) 0.081(4) Uani 0.584(11) 1 d D U P A 1
H19 H 0.524819 0.903038 0.632918 0.097 Uiso 0.584(11) 1 calc R U P A 1
C20 C 0.4775(4) 0.9751(13) 0.4942(11) 0.069(3) Uani 0.584(11) 1 d D U P A 1
C21 C 0.4294(4) 1.0124(12) 0.4271(11) 0.073(3) Uani 0.584(11) 1 d D U P A 1
H21 H 0.420112 1.051320 0.369884 0.088 Uiso 0.584(11) 1 calc R U P A 1
C22 C 0.3949(3) 0.9922(12) 0.4445(10) 0.072(3) Uani 0.584(11) 1 d D U P A 1
H22 H 0.362146 1.016918 0.398093 0.087 Uiso 0.584(11) 1 calc R U P A 1
C18' C 0.4460(6) 0.8727(11) 0.5587(18) 0.067(4) Uani 0.416(11) 1 d D U P A 2
H18' H 0.447571 0.810656 0.585828 0.081 Uiso 0.416(11) 1 calc R U P A 2
C19' C 0.4824(6) 0.8996(11) 0.548(2) 0.075(5) Uani 0.416(11) 1 d D U P A 2
H19' H 0.504115 0.852413 0.553798 0.090 Uiso 0.416(11) 1 calc R U P A 2
C20' C 0.4860(6) 0.9984(12) 0.530(2) 0.075(5) Uani 0.416(11) 1 d D U P A 2
C21' C 0.4461(6) 1.0606(11) 0.4957(19) 0.075(4) Uani 0.416(11) 1 d D U P A 2
H21' H 0.442071 1.119562 0.461263 0.090 Uiso 0.416(11) 1 calc R U P A 2
C22' C 0.4121(6) 1.0341(9) 0.5136(19) 0.078(4) Uani 0.416(11) 1 d D U P A 2
H22' H 0.392455 1.081930 0.514657 0.094 Uiso 0.416(11) 1 calc R U P A 2
O7 O 0.3563(3) 1.0377(6) 0.6208(7) 0.078(2) Uani 0.742(7) 1 d D U P B 1
N5 N 0.3209(4) 1.1453(8) 0.6703(10) 0.115(4) Uani 0.742(7) 1 d D U P B 1
C23 C 0.3256(4) 1.0570(7) 0.6367(10) 0.094(4) Uani 0.742(7) 1 d D U P B 1
H23 H 0.303632 1.006636 0.624595 0.113 Uiso 0.742(7) 1 calc R U P B 1
C25 C 0.2895(6) 1.1559(13) 0.7047(14) 0.142(5) Uani 0.742(7) 1 d D U P B 1
H25A H 0.263107 1.106969 0.669984 0.213 Uiso 0.742(7) 1 calc R U P B 1
H25B H 0.274734 1.220942 0.686813 0.213 Uiso 0.742(7) 1 calc R U P B 1
H25C H 0.309970 1.146686 0.779722 0.213 Uiso 0.742(7) 1 calc R U P B 1
C24 C 0.3595(6) 1.2236(9) 0.7077(17) 0.202(9) Uani 0.742(7) 1 d D U P B 1
H24A H 0.392353 1.197315 0.762518 0.304 Uiso 0.742(7) 1 calc R U P B 1
H24B H 0.352368 1.278388 0.734866 0.304 Uiso 0.742(7) 1 calc R U P B 1
H24C H 0.358810 1.245724 0.649985 0.304 Uiso 0.742(7) 1 calc R U P B 1
O7' O 0.3266(8) 1.0314(13) 0.585(2) 0.100(5) Uani 0.258(7) 1 d D U P B 2
C23' C 0.2851(8) 1.0151(13) 0.565(2) 0.109(6) Uani 0.258(7) 1 d D U P B 2
H23' H 0.271666 0.952654 0.537230 0.131 Uiso 0.258(7) 1 calc R U P B 2
N5' N 0.2563(8) 1.0747(17) 0.577(2) 0.128(8) Uani 0.258(7) 1 d D U P B 2
C25' C 0.2018(8) 1.052(2) 0.518(2) 0.081(7) Uani 0.258(7) 1 d D U P B 2
H25D H 0.189401 1.019364 0.452787 0.121 Uiso 0.258(7) 1 calc R U P B 2
H25E H 0.183484 1.113087 0.502165 0.121 Uiso 0.258(7) 1 calc R U P B 2
H25F H 0.197251 1.010276 0.559377 0.121 Uiso 0.258(7) 1 calc R U P B 2
C24' C 0.2723(11) 1.1773(19) 0.612(4) 0.147(12) Uani 0.258(7) 1 d D U P B 2
H24D H 0.285963 1.193222 0.683099 0.220 Uiso 0.258(7) 1 d R U P B 2
H24E H 0.242773 1.217061 0.563869 0.220 Uiso 0.258(7) 1 d R U P B 2
H24F H 0.297093 1.190571 0.601459 0.220 Uiso 0.258(7) 1 d R U P B 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cd1 O4 2.223(4) 3_454 ?
Cd1 N1 2.245(4) . ?
Cd1 O6 2.267(5) 2_656 ?
Cd1 O7 2.270(7) . ?
Cd1 O7' 2.283(10) . ?
Cd1 O1 2.292(4) . ?
Cd1 O2 2.434(4) . ?
Cd1 C1 2.719(6) . ?
Cd1 Cd2 3.4648(5) . ?
Cd2 O3 2.252(4) 5_667 ?
Cd2 O3 2.252(4) 3_454 ?
Cd2 O1 2.303(4) . ?
Cd2 O1 2.303(4) 7_566 ?
Cd2 O5 2.323(4) 8_465 ?
Cd2 O5 2.323(4) 2_656 ?
N1 C18' 1.359(9) . ?
N1 C18 1.363(7) . ?
N1 C22' 1.371(9) . ?
N1 C22 1.378(7) . ?
N2 C8 1.339(8) . ?
N2 C9 1.351(7) . ?
N3 C8 1.341(8) . ?
N3 N4 1.366(7) . ?
N4 C9 1.332(8) . ?
O1 C1 1.281(6) . ?
O2 C1 1.246(7) . ?
O3 C17 1.254(7) . ?
O4 C17 1.251(7) . ?
O5 C16 1.241(7) . ?
O6 C16 1.252(7) . ?
C1 C2 1.481(8) . ?
C2 C7 1.384(8) . ?
C2 C3 1.401(8) . ?
C3 C4 1.372(8) . ?
C4 C5 1.396(9) . ?
C4 C8 1.463(8) . ?
C5 C6 1.381(9) . ?
C6 C7 1.392(9) . ?
C9 C10 1.482(8) . ?
C10 C15 1.378(8) . ?
C10 C11 1.391(8) . ?
C11 C12 1.390(8) . ?
C12 C13 1.390(8) . ?
C12 C16 1.509(8) . ?
C13 C14 1.395(8) . ?
C14 C15 1.395(8) . ?
C14 C17 1.509(8) . ?
C18 C19 1.371(8) . ?
C19 C20 1.388(8) . ?
C20 C21 1.370(8) . ?
C20 C20 1.56(2) 5_676 ?
C21 C22 1.374(8) . ?
C18' C19' 1.375(9) . ?
C19' C20' 1.388(9) . ?
C20' C21' 1.376(9) . ?
C20' C20' 1.70(4) 5_676 ?
C21' C22' 1.381(9) . ?
O7 C23 1.232(8) . ?
N5 C23 1.355(7) . ?
N5 C25 1.466(8) . ?
N5 C24 1.481(8) . ?
O7' C23' 1.235(9) . ?
C23' N5' 1.359(8) . ?
N5' C24' 1.465(9) . ?
N5' C25' 1.481(9) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Cd1 N1 95.83(18) 3_454 . ?
O4 Cd1 O6 100.68(19) 3_454 2_656 ?
N1 Cd1 O6 88.3(2) . 2_656 ?
O4 Cd1 O7 90.5(3) 3_454 . ?
N1 Cd1 O7 89.6(3) . . ?
O6 Cd1 O7 168.8(3) 2_656 . ?
O4 Cd1 O7' 76.3(7) 3_454 . ?
N1 Cd1 O7' 104.9(6) . . ?
O6 Cd1 O7' 166.7(6) 2_656 . ?
O4 Cd1 O1 112.87(15) 3_454 . ?
N1 Cd1 O1 151.28(17) . . ?
O6 Cd1 O1 87.47(17) 2_656 . ?
O7 Cd1 O1 89.1(2) . . ?
O7' Cd1 O1 81.9(7) . . ?
O4 Cd1 O2 168.09(15) 3_454 . ?
N1 Cd1 O2 96.04(17) . . ?
O6 Cd1 O2 80.64(17) 2_656 . ?
O7 Cd1 O2 88.6(3) . . ?
O7' Cd1 O2 99.7(7) . . ?
O1 Cd1 O2 55.25(13) . . ?
O4 Cd1 C1 140.87(17) 3_454 . ?
N1 Cd1 C1 123.30(18) . . ?
O6 Cd1 C1 82.38(18) 2_656 . ?
O7 Cd1 C1 89.6(3) . . ?
O7' Cd1 C1 91.8(7) . . ?
O1 Cd1 C1 28.00(14) . . ?
O2 Cd1 C1 27.27(14) . . ?
O4 Cd1 Cd2 78.41(13) 3_454 . ?
N1 Cd1 Cd2 157.7(2) . . ?
O6 Cd1 Cd2 71.86(11) 2_656 . ?
O7 Cd1 Cd2 111.9(2) . . ?
O7' Cd1 Cd2 94.8(6) . . ?
O1 Cd1 Cd2 41.18(9) . . ?
O2 Cd1 Cd2 90.91(10) . . ?
C1 Cd1 Cd2 65.41(12) . . ?
O3 Cd2 O3 180.0 5_667 3_454 ?
O3 Cd2 O1 92.20(15) 5_667 . ?
O3 Cd2 O1 87.80(15) 3_454 . ?
O3 Cd2 O1 87.80(15) 5_667 7_566 ?
O3 Cd2 O1 92.20(15) 3_454 7_566 ?
O1 Cd2 O1 180.0 . 7_566 ?
O3 Cd2 O5 94.32(16) 5_667 8_465 ?
O3 Cd2 O5 85.68(16) 3_454 8_465 ?
O1 Cd2 O5 79.98(14) . 8_465 ?
O1 Cd2 O5 100.02(14) 7_566 8_465 ?
O3 Cd2 O5 85.68(16) 5_667 2_656 ?
O3 Cd2 O5 94.32(16) 3_454 2_656 ?
O1 Cd2 O5 100.02(14) . 2_656 ?
O1 Cd2 O5 79.98(13) 7_566 2_656 ?
O5 Cd2 O5 180.0 8_465 2_656 ?
O3 Cd2 Cd1 63.36(11) 5_667 7_566 ?
O3 Cd2 Cd1 116.64(11) 3_454 7_566 ?
O1 Cd2 Cd1 139.05(10) . 7_566 ?
O1 Cd2 Cd1 40.94(10) 7_566 7_566 ?
O5 Cd2 Cd1 70.48(10) 8_465 7_566 ?
O5 Cd2 Cd1 109.52(10) 2_656 7_566 ?
O3 Cd2 Cd1 116.64(11) 5_667 . ?
O3 Cd2 Cd1 63.36(11) 3_454 . ?
O1 Cd2 Cd1 40.95(10) . . ?
O1 Cd2 Cd1 139.06(10) 7_566 . ?
O5 Cd2 Cd1 109.52(10) 8_465 . ?
O5 Cd2 Cd1 70.48(10) 2_656 . ?
Cd1 Cd2 Cd1 180.0 7_566 . ?
C18' N1 C22' 119.1(8) . . ?
C18 N1 C22 118.7(6) . . ?
C18' N1 Cd1 119.7(6) . . ?
C18 N1 Cd1 120.6(5) . . ?
C22' N1 Cd1 119.6(6) . . ?
C22 N1 Cd1 120.2(4) . . ?
C8 N2 C9 103.4(5) . . ?
C8 N3 N4 106.3(5) . . ?
C9 N4 N3 106.1(5) . . ?
C1 O1 Cd1 94.8(3) . . ?
C1 O1 Cd2 141.4(4) . . ?
Cd1 O1 Cd2 97.87(14) . . ?
C1 O2 Cd1 89.2(3) . . ?
C17 O3 Cd2 135.8(4) . 3_546 ?
C17 O4 Cd1 117.7(4) . 3_546 ?
C16 O5 Cd2 128.5(4) . 2_656 ?
C16 O6 Cd1 124.0(4) . 2_656 ?
O2 C1 O1 120.6(5) . . ?
O2 C1 C2 120.1(5) . . ?
O1 C1 C2 119.2(5) . . ?
O2 C1 Cd1 63.5(3) . . ?
O1 C1 Cd1 57.2(3) . . ?
C2 C1 Cd1 176.3(4) . . ?
C7 C2 C3 119.0(6) . . ?
C7 C2 C1 121.4(5) . . ?
C3 C2 C1 119.6(5) . . ?
C4 C3 C2 121.7(5) . . ?
C3 C4 C5 118.8(6) . . ?
C3 C4 C8 118.7(5) . . ?
C5 C4 C8 122.5(6) . . ?
C6 C5 C4 120.2(6) . . ?
C5 C6 C7 120.6(6) . . ?
C2 C7 C6 119.7(6) . . ?
N2 C8 N3 112.0(5) . . ?
N2 C8 C4 123.8(6) . . ?
N3 C8 C4 124.3(5) . . ?
N4 C9 N2 112.2(5) . . ?
N4 C9 C10 125.0(5) . . ?
N2 C9 C10 122.8(5) . . ?
C15 C10 C11 119.1(5) . . ?
C15 C10 C9 122.8(5) . . ?
C11 C10 C9 118.0(5) . . ?
C12 C11 C10 121.3(5) . . ?
C11 C12 C13 119.4(5) . . ?
C11 C12 C16 119.4(5) . . ?
C13 C12 C16 121.3(5) . . ?
C12 C13 C14 119.5(5) . . ?
C13 C14 C15 120.3(5) . . ?
C13 C14 C17 119.9(5) . . ?
C15 C14 C17 119.8(5) . . ?
C10 C15 C14 120.3(5) . . ?
O5 C16 O6 124.9(6) . . ?
O5 C16 C12 119.3(5) . . ?
O6 C16 C12 115.8(5) . . ?
O4 C17 O3 125.3(6) . . ?
O4 C17 C14 117.4(6) . . ?
O3 C17 C14 117.3(5) . . ?
N1 C18 C19 120.9(7) . . ?
C18 C19 C20 120.1(6) . . ?
C21 C20 C19 119.0(6) . . ?
C21 C20 C20 121.5(12) . 5_676 ?
C19 C20 C20 113.9(12) . 5_676 ?
C20 C21 C22 119.9(6) . . ?
C21 C22 N1 121.1(6) . . ?
N1 C18' C19' 120.6(9) . . ?
C18' C19' C20' 118.8(8) . . ?
C21' C20' C19' 118.5(8) . . ?
C21' C20' C20' 120.1(18) . 5_676 ?
C19' C20' C20' 107.3(18) . 5_676 ?
C20' C21' C22' 119.1(8) . . ?
N1 C22' C21' 118.8(9) . . ?
C23 O7 Cd1 117.4(6) . . ?
C23 N5 C25 121.4(8) . . ?
C23 N5 C24 120.1(7) . . ?
C25 N5 C24 115.4(7) . . ?
O7 C23 N5 125.8(8) . . ?
C23' O7' Cd1 106.3(10) . . ?
O7' C23' N5' 129.8(10) . . ?
C23' N5' C24' 119.1(8) . . ?
C23' N5' C25' 119.5(9) . . ?
C24' N5' C25' 117.0(9) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O8 H8D O6 0.85 2.14 2.958(8) 162.1 5_666 yes
O8 H8C N4 0.85 1.96 2.775(8) 161.8 2_656 yes

_refine_diff_density_max         0.893
_refine_diff_density_min         -1.004
_refine_diff_density_rms         0.114

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_9961
_database_code_depnum_ccdc_archive 'CCDC 1988578'
loop_
_audit_author_name
_audit_author_address
'Chuancong Zhou'
;Liaocheng University
China
;
_audit_update_record             
;
2020-09-12 deposited with the CCDC.	2020-09-17 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            'C25 H20 Co1.50 N5 O8'
_chemical_formula_weight         606.85

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co -2.3653 3.6143 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        I2/c
_space_group_name_Hall           ?

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   15.0379(9)
_cell_length_b                   13.8407(7)
_cell_length_c                   26.5035(10)
_cell_angle_alpha                90
_cell_angle_beta                 101.131(5)
_cell_angle_gamma                90
_cell_volume                     5412.6(5)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2771
_cell_measurement_theta_min      3.1530
_cell_measurement_theta_max      71.3430

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.489
_exptl_crystal_F_000             2476
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    7.783
_shelx_estimated_absorpt_T_min   0.455
_shelx_estimated_absorpt_T_max   0.481
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.67299
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10102
_diffrn_reflns_av_unetI/netI     0.0518
_diffrn_reflns_av_R_equivalents  0.0386
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         3.399
_diffrn_reflns_theta_max         67.233
_diffrn_reflns_theta_full        67.233
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measured_fraction_theta_full 0.953
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_Laue_measured_fraction_full 0.953
_diffrn_reflns_point_group_measured_fraction_max 0.953
_diffrn_reflns_point_group_measured_fraction_full 0.953
_reflns_number_total             4631
_reflns_number_gt                3732
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.1038P)²+7.8479P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4631
_refine_ls_number_parameters     360
_refine_ls_number_restraints     882
_refine_ls_R_factor_all          0.0748
_refine_ls_R_factor_gt           0.0603
_refine_ls_wR_factor_ref         0.1749
_refine_ls_wR_factor_gt          0.1634
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.500000 0.500000 0.500000 0.0271(2) Uani 1 2 d S U P . .
Co2 Co 0.55215(5) 0.37188(5) 0.89836(2) 0.0308(2) Uani 1 1 d . U . . .
N1 N 0.6263(3) 0.3225(3) 0.84406(14) 0.0436(9) Uani 1 1 d . U . . .
N2 N 0.4001(6) 0.1265(5) 0.9189(4) 0.116(3) Uani 1 1 d . U . . .
N3 N 0.7873(3) 0.6245(3) 0.77872(15) 0.0479(10) Uani 1 1 d . U . . .
N4 N 0.8883(4) 0.7126(5) 0.7498(2) 0.0767(15) Uani 1 1 d . U . . .
N5 N 0.8927(4) 0.7355(4) 0.80046(19) 0.0716(14) Uani 1 1 d . U . . .
O1 O 0.9357(2) 0.8720(2) 0.97987(12) 0.0436(8) Uani 1 1 d . U . . .
O2 O 0.8659(3) 0.8111(3) 1.03920(12) 0.0528(9) Uani 1 1 d . U . . .
O3 O 0.6139(2) 0.5637(2) 0.97671(12) 0.0416(7) Uani 1 1 d . U . . .
O4 O 0.6156(3) 0.5011(3) 0.89971(13) 0.0495(9) Uani 1 1 d . U . . .
O5 O 0.5589(2) 0.4386(3) 0.65451(12) 0.0452(8) Uani 1 1 d . U . . .
O6 O 0.5577(2) 0.4386(2) 0.57250(10) 0.0354(7) Uani 1 1 d . U . . .
O7 O 0.4786(3) 0.2424(3) 0.88942(19) 0.0710(12) Uani 1 1 d . U . . .
O8 O 0.9674(5) 0.8624(6) 0.6868(3) 0.158(3) Uani 1 1 d . U . . .
H8A H 0.933139 0.903826 0.669046 0.190 Uiso 1 1 d R U . . .
H8B H 1.021660 0.857066 0.682406 0.190 Uiso 1 1 d R U . . .
C1 C 0.8315(3) 0.7480(3) 0.95486(18) 0.0431(11) Uani 1 1 d . U . . .
C2 C 0.7618(4) 0.6885(4) 0.96494(18) 0.0435(10) Uani 1 1 d . U . . .
H2 H 0.745801 0.689889 0.997106 0.052 Uiso 1 1 calc R U . . .
C3 C 0.7165(3) 0.6274(3) 0.92688(18) 0.0397(10) Uani 1 1 d . U . . .
C4 C 0.7407(4) 0.6273(3) 0.87856(18) 0.0430(10) Uani 1 1 d . U . . .
H4 H 0.709689 0.587397 0.852827 0.052 Uiso 1 1 calc R U . . .
C5 C 0.8097(4) 0.6853(4) 0.86828(18) 0.0438(11) Uani 1 1 d . U . . .
C6 C 0.8553(3) 0.7457(3) 0.90644(17) 0.0417(10) Uani 1 1 d . U . . .
H6 H 0.901969 0.784861 0.899781 0.050 Uiso 1 1 calc R U . . .
C7 C 0.8819(3) 0.8158(3) 0.99480(17) 0.0407(10) Uani 1 1 d . U . . .
C8 C 0.6422(3) 0.5596(3) 0.93614(16) 0.0362(9) Uani 1 1 d . U . . .
C9 C 0.8319(4) 0.6812(4) 0.81653(19) 0.0457(11) Uani 1 1 d . U . . .
C10 C 0.8257(4) 0.6446(4) 0.73872(19) 0.0499(12) Uani 1 1 d . U . . .
C11 C 0.7978(4) 0.5997(4) 0.68771(19) 0.0483(11) Uani 1 1 d . U . . .
C12 C 0.7155(3) 0.5529(4) 0.67641(17) 0.0420(10) Uani 1 1 d . U . . .
H12 H 0.679702 0.548371 0.701291 0.050 Uiso 1 1 calc R U . . .
C13 C 0.6852(3) 0.5120(3) 0.62793(17) 0.0384(10) Uani 1 1 d . U . . .
C14 C 0.5952(3) 0.4615(3) 0.61795(16) 0.0350(9) Uani 1 1 d . U . . .
C15 C 0.7388(4) 0.5166(4) 0.5917(2) 0.0524(13) Uani 1 1 d . U . . .
H15 H 0.719375 0.487938 0.559671 0.063 Uiso 1 1 calc R U . . .
C16 C 0.8208(4) 0.5631(5) 0.6022(2) 0.0649(15) Uani 1 1 d . U . . .
H16 H 0.856603 0.566311 0.577319 0.078 Uiso 1 1 calc R U . . .
C17 C 0.8508(4) 0.6059(5) 0.6507(2) 0.0619(14) Uani 1 1 d . U . . .
H17 H 0.906067 0.638169 0.657794 0.074 Uiso 1 1 calc R U . . .
C18 C 0.6204(5) 0.3671(5) 0.8004(2) 0.0751(18) Uani 1 1 d . U . . .
H18 H 0.582328 0.420586 0.794468 0.090 Uiso 1 1 calc R U . . .
C19 C 0.6658(5) 0.3414(6) 0.7629(2) 0.0803(19) Uani 1 1 d . U . . .
H19 H 0.657663 0.376413 0.732374 0.096 Uiso 1 1 calc R U . . .
C20 C 0.7226(4) 0.2651(4) 0.76966(18) 0.0497(12) Uani 1 1 d . U . . .
C21 C 0.7349(6) 0.2225(6) 0.8167(2) 0.087(2) Uani 1 1 d . U . . .
H21 H 0.777196 0.173075 0.824934 0.105 Uiso 1 1 calc R U . . .
C22 C 0.6850(5) 0.2522(5) 0.8522(2) 0.0805(19) Uani 1 1 d . U . . .
H22 H 0.693505 0.220488 0.883646 0.097 Uiso 1 1 calc R U . . .
C23 C 0.4382(6) 0.2131(5) 0.9210(4) 0.089(2) Uani 1 1 d . U . . .
H23 H 0.433248 0.253217 0.948496 0.107 Uiso 1 1 calc R U . . .
C24 C 0.4048(10) 0.0662(8) 0.8728(6) 0.174(5) Uani 1 1 d . U . . .
H24A H 0.431350 0.103262 0.848863 0.261 Uiso 1 1 calc R U . . .
H24B H 0.344784 0.046530 0.856654 0.261 Uiso 1 1 calc R U . . .
H24C H 0.441242 0.010043 0.883090 0.261 Uiso 1 1 calc R U . . .
C25 C 0.3502(9) 0.0960(10) 0.9591(6) 0.174(5) Uani 1 1 d . U . . .
H25A H 0.358933 0.142872 0.986285 0.261 Uiso 1 1 calc R U . . .
H25B H 0.372400 0.034352 0.972568 0.261 Uiso 1 1 calc R U . . .
H25C H 0.286752 0.090990 0.944471 0.261 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O1 2.040(3) 7_666 ?
Co1 O1 2.040(3) 3_444 ?
Co1 O3 2.121(3) 6_565 ?
Co1 O3 2.121(3) 2_656 ?
Co1 O6 2.127(3) 5_666 ?
Co1 O6 2.127(3) . ?
Co2 O4 2.025(3) . ?
Co2 O2 2.043(3) 4_646 ?
Co2 O7 2.095(4) . ?
Co2 N1 2.098(4) . ?
Co2 O6 2.161(3) 2_656 ?
Co2 O5 2.169(3) 2_656 ?
Co2 C14 2.502(5) 2_656 ?
N1 C18 1.298(7) . ?
N1 C22 1.303(7) . ?
N2 C23 1.326(10) . ?
N2 C25 1.477(13) . ?
N2 C24 1.493(14) . ?
N3 C10 1.331(7) . ?
N3 C9 1.345(6) . ?
N4 C10 1.324(7) . ?
N4 N5 1.368(6) . ?
N5 C9 1.317(7) . ?
O1 C7 1.240(6) . ?
O2 C7 1.247(6) . ?
O3 C8 1.232(6) . ?
O4 C8 1.264(5) . ?
O5 C14 1.241(6) . ?
O6 C14 1.268(5) . ?
O7 C23 1.197(9) . ?
C1 C2 1.397(7) . ?
C1 C6 1.398(6) . ?
C1 C7 1.506(6) . ?
C2 C3 1.390(6) . ?
C3 C4 1.397(7) . ?
C3 C8 1.516(6) . ?
C4 C5 1.380(7) . ?
C5 C6 1.387(6) . ?
C5 C9 1.474(6) . ?
C10 C11 1.474(7) . ?
C11 C12 1.378(7) . ?
C11 C17 1.381(7) . ?
C12 C13 1.397(6) . ?
C13 C15 1.369(7) . ?
C13 C14 1.502(7) . ?
C15 C16 1.371(8) . ?
C16 C17 1.409(8) . ?
C18 C19 1.360(8) . ?
C19 C20 1.348(8) . ?
C20 C21 1.360(7) . ?
C20 C20 1.506(9) 7_656 ?
C21 C22 1.375(8) . ?

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 Co1 O1 180.0 7_666 3_444 ?
O1 Co1 O3 93.94(14) 7_666 6_565 ?
O1 Co1 O3 86.06(14) 3_444 6_565 ?
O1 Co1 O3 86.06(14) 7_666 2_656 ?
O1 Co1 O3 93.94(14) 3_444 2_656 ?
O3 Co1 O3 180.00(15) 6_565 2_656 ?
O1 Co1 O6 88.80(12) 7_666 5_666 ?
O1 Co1 O6 91.20(12) 3_444 5_666 ?
O3 Co1 O6 96.60(12) 6_565 5_666 ?
O3 Co1 O6 83.40(12) 2_656 5_666 ?
O1 Co1 O6 91.20(12) 7_666 . ?
O1 Co1 O6 88.80(12) 3_444 . ?
O3 Co1 O6 83.40(12) 6_565 . ?
O3 Co1 O6 96.60(12) 2_656 . ?
O6 Co1 O6 180.00(16) 5_666 . ?
O4 Co2 O2 98.10(17) . 4_646 ?
O4 Co2 O7 173.99(18) . . ?
O2 Co2 O7 87.82(19) 4_646 . ?
O4 Co2 N1 89.34(16) . . ?
O2 Co2 N1 95.99(15) 4_646 . ?
O7 Co2 N1 89.01(18) . . ?
O4 Co2 O6 90.39(14) . 2_656 ?
O2 Co2 O6 105.62(12) 4_646 2_656 ?
O7 Co2 O6 89.00(16) . 2_656 ?
N1 Co2 O6 158.20(13) . 2_656 ?
O4 Co2 O5 86.37(16) . 2_656 ?
O2 Co2 O5 165.29(14) 4_646 2_656 ?
O7 Co2 O5 88.14(17) . 2_656 ?
N1 Co2 O5 98.08(14) . 2_656 ?
O6 Co2 O5 60.16(11) 2_656 2_656 ?
O4 Co2 C14 87.93(15) . 2_656 ?
O2 Co2 C14 135.97(14) 4_646 2_656 ?
O7 Co2 C14 88.51(17) . 2_656 ?
N1 Co2 C14 127.80(15) . 2_656 ?
O6 Co2 C14 30.43(12) 2_656 2_656 ?
O5 Co2 C14 29.73(13) 2_656 2_656 ?
C18 N1 C22 115.4(5) . . ?
C18 N1 Co2 120.1(4) . . ?
C22 N1 Co2 124.3(3) . . ?
C23 N2 C25 120.2(10) . . ?
C23 N2 C24 116.8(9) . . ?
C25 N2 C24 122.8(9) . . ?
C10 N3 C9 104.0(4) . . ?
C10 N4 N5 106.3(5) . . ?
C9 N5 N4 106.3(4) . . ?
C7 O1 Co1 140.0(3) . 3 ?
C7 O2 Co2 123.1(3) . 4_656 ?
C8 O3 Co1 132.0(3) . 2_656 ?
C8 O4 Co2 131.1(3) . . ?
C14 O5 Co2 90.2(3) . 2_656 ?
C14 O6 Co1 141.9(3) . . ?
C14 O6 Co2 89.8(3) . 2_656 ?
Co1 O6 Co2 106.65(13) . 2_656 ?
C23 O7 Co2 122.6(5) . . ?
C2 C1 C6 119.8(4) . . ?
C2 C1 C7 121.8(4) . . ?
C6 C1 C7 118.4(4) . . ?
C3 C2 C1 120.0(4) . . ?
C2 C3 C4 119.2(4) . . ?
C2 C3 C8 122.2(4) . . ?
C4 C3 C8 118.6(4) . . ?
C5 C4 C3 121.3(4) . . ?
C4 C5 C6 119.4(4) . . ?
C4 C5 C9 118.4(4) . . ?
C6 C5 C9 122.2(4) . . ?
C5 C6 C1 120.3(4) . . ?
O1 C7 O2 126.2(4) . . ?
O1 C7 C1 115.9(4) . . ?
O2 C7 C1 117.9(4) . . ?
O3 C8 O4 125.8(4) . . ?
O3 C8 C3 120.2(4) . . ?
O4 C8 C3 114.0(4) . . ?
N5 C9 N3 111.7(4) . . ?
N5 C9 C5 125.1(4) . . ?
N3 C9 C5 123.1(4) . . ?
N4 C10 N3 111.8(4) . . ?
N4 C10 C11 124.7(5) . . ?
N3 C10 C11 123.5(5) . . ?
C12 C11 C17 119.5(5) . . ?
C12 C11 C10 118.9(5) . . ?
C17 C11 C10 121.6(5) . . ?
C11 C12 C13 120.6(5) . . ?
C15 C13 C12 119.8(5) . . ?
C15 C13 C14 122.0(4) . . ?
C12 C13 C14 118.2(4) . . ?
O5 C14 O6 119.8(4) . . ?
O5 C14 C13 119.9(4) . . ?
O6 C14 C13 120.3(4) . . ?
O5 C14 Co2 60.1(2) . 2_656 ?
O6 C14 Co2 59.7(2) . 2_656 ?
C13 C14 Co2 178.1(3) . 2_656 ?
C13 C15 C16 120.4(5) . . ?
C15 C16 C17 120.1(5) . . ?
C11 C17 C16 119.6(6) . . ?
N1 C18 C19 124.7(6) . . ?
C20 C19 C18 120.2(5) . . ?
C19 C20 C21 115.7(5) . . ?
C19 C20 C20 122.8(6) . 7_656 ?
C21 C20 C20 121.2(6) . 7_656 ?
C20 C21 C22 120.1(5) . . ?
N1 C22 C21 123.6(5) . . ?
O7 C23 N2 123.4(9) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C10 N4 N5 C9 -0.9(8) . . . . ?
C6 C1 C2 C3 0.0(8) . . . . ?
C7 C1 C2 C3 179.6(5) . . . . ?
C1 C2 C3 C4 -0.9(8) . . . . ?
C1 C2 C3 C8 178.4(5) . . . . ?
C2 C3 C4 C5 1.3(8) . . . . ?
C8 C3 C4 C5 -178.0(5) . . . . ?
C3 C4 C5 C6 -0.8(8) . . . . ?
C3 C4 C5 C9 179.7(5) . . . . ?
C4 C5 C6 C1 -0.1(8) . . . . ?
C9 C5 C6 C1 179.4(5) . . . . ?
C2 C1 C6 C5 0.5(8) . . . . ?
C7 C1 C6 C5 -179.1(5) . . . . ?
Co1 O1 C7 O2 -20.6(9) 3 . . . ?
Co1 O1 C7 C1 159.0(4) 3 . . . ?
Co2 O2 C7 O1 -15.9(8) 4_656 . . . ?
Co2 O2 C7 C1 164.5(3) 4_656 . . . ?
C2 C1 C7 O1 -172.8(5) . . . . ?
C6 C1 C7 O1 6.7(7) . . . . ?
C2 C1 C7 O2 6.8(8) . . . . ?
C6 C1 C7 O2 -173.6(5) . . . . ?
Co1 O3 C8 O4 -12.1(8) 2_656 . . . ?
Co1 O3 C8 C3 168.9(3) 2_656 . . . ?
Co2 O4 C8 O3 -21.3(8) . . . . ?
Co2 O4 C8 C3 157.7(3) . . . . ?
C2 C3 C8 O3 7.0(7) . . . . ?
C4 C3 C8 O3 -173.7(5) . . . . ?
C2 C3 C8 O4 -172.1(5) . . . . ?
C4 C3 C8 O4 7.2(7) . . . . ?
N4 N5 C9 N3 -0.6(8) . . . . ?
N4 N5 C9 C5 -176.7(6) . . . . ?
C10 N3 C9 N5 1.8(7) . . . . ?
C10 N3 C9 C5 178.0(5) . . . . ?
C4 C5 C9 N5 176.5(6) . . . . ?
C6 C5 C9 N5 -3.0(9) . . . . ?
C4 C5 C9 N3 0.9(8) . . . . ?
C6 C5 C9 N3 -178.7(5) . . . . ?
N5 N4 C10 N3 2.1(8) . . . . ?
N5 N4 C10 C11 178.9(6) . . . . ?
C9 N3 C10 N4 -2.4(7) . . . . ?
C9 N3 C10 C11 -179.3(6) . . . . ?
N4 C10 C11 C12 -160.4(6) . . . . ?
N3 C10 C11 C12 16.1(9) . . . . ?
N4 C10 C11 C17 17.8(10) . . . . ?
N3 C10 C11 C17 -165.8(6) . . . . ?
C17 C11 C12 C13 -0.2(9) . . . . ?
C10 C11 C12 C13 178.0(5) . . . . ?
C11 C12 C13 C15 1.6(8) . . . . ?
C11 C12 C13 C14 179.7(5) . . . . ?
Co2 O5 C14 O6 -0.6(4) 2_656 . . . ?
Co2 O5 C14 C13 -177.8(4) 2_656 . . . ?
Co1 O6 C14 O5 118.1(5) . . . . ?
Co2 O6 C14 O5 0.6(4) 2_656 . . . ?
Co1 O6 C14 C13 -64.8(6) . . . . ?
Co2 O6 C14 C13 177.8(4) 2_656 . . . ?
Co1 O6 C14 Co2 117.5(5) . . . 2_656 ?
C15 C13 C14 O5 162.8(5) . . . . ?
C12 C13 C14 O5 -15.3(7) . . . . ?
C15 C13 C14 O6 -14.4(7) . . . . ?
C12 C13 C14 O6 167.5(4) . . . . ?
C12 C13 C15 C16 -1.7(9) . . . . ?
C14 C13 C15 C16 -179.7(5) . . . . ?
C13 C15 C16 C17 0.5(10) . . . . ?
C12 C11 C17 C16 -0.9(10) . . . . ?
C10 C11 C17 C16 -179.1(6) . . . . ?
C15 C16 C17 C11 0.8(11) . . . . ?
C22 N1 C18 C19 4.5(12) . . . . ?
Co2 N1 C18 C19 179.7(7) . . . . ?
N1 C18 C19 C20 -0.7(14) . . . . ?
C18 C19 C20 C21 -4.3(12) . . . . ?
C18 C19 C20 C20 -177.8(8) . . . 7_656 ?
C19 C20 C21 C22 5.5(13) . . . . ?
C20 C20 C21 C22 179.1(8) 7_656 . . . ?
C18 N1 C22 C21 -3.1(12) . . . . ?
Co2 N1 C22 C21 -178.1(7) . . . . ?
C20 C21 C22 N1 -1.9(15) . . . . ?
Co2 O7 C23 N2 -172.0(7) . . . . ?
C25 N2 C23 O7 -179.2(10) . . . . ?
C24 N2 C23 O7 -3.4(15) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O8 H8A O4 0.85 2.25 3.047(7) 155.6 7_666 yes
O8 H8B N5 0.85 2.11 2.711(8) 126.9 2_756 yes

_refine_diff_density_max         0.578
_refine_diff_density_min         -0.515
_refine_diff_density_rms         0.080

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_9964
_database_code_depnum_ccdc_archive 'CCDC 2000676'
loop_
_audit_author_name
_audit_author_address
'Jing Lu'
;Liaocheng University
China
;
_audit_update_record             
;
2020-09-12 deposited with the CCDC.	2020-09-17 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            'C25 H20 N5 O8 Zn1.50'
_chemical_formula_weight         616.51

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn -1.5491 0.6778 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 2/a'
_space_group_name_Hall           '-I 2ya'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   15.3323(17)
_cell_length_b                   13.6260(6)
_cell_length_c                   26.3724(13)
_cell_angle_alpha                90
_cell_angle_beta                 99.996(5)
_cell_angle_gamma                90
_cell_volume                     5426.0(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4917
_cell_measurement_theta_min      3.6090
_cell_measurement_theta_max      71.1700

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.509
_exptl_crystal_F_000             2512
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    2.210
_shelx_estimated_absorpt_T_min   0.777
_shelx_estimated_absorpt_T_max   0.793
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.64156
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 8.1281
_diffrn_reflns_number            10673
_diffrn_reflns_av_unetI/netI     0.0498
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         3.403
_diffrn_reflns_theta_max         67.245
_diffrn_reflns_theta_full        67.245
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             4822
_reflns_number_gt                4175
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0710P)²+6.1205P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4822
_refine_ls_number_parameters     360
_refine_ls_number_restraints     888
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0490
_refine_ls_wR_factor_ref         0.1357
_refine_ls_wR_factor_gt          0.1265
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.172
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn2 Zn 0.69231(3) 0.88088(3) 0.34897(2) 0.02500(15) Uani 1 1 d . U . . .
Zn1 Zn 0.750000 0.750000 0.750000 0.02230(16) Uani 1 2 d S U P . .
N1 N 0.6237(2) 0.9287(2) 0.40549(11) 0.0415(7) Uani 1 1 d . U . . .
N2 N 0.8474(5) 1.1286(5) 0.3284(3) 0.1050(18) Uani 1 1 d . U . . .
N3 N 0.4659(2) 0.6277(2) 0.47396(11) 0.0359(6) Uani 1 1 d . U . . .
N4 N 0.3699(2) 0.5361(3) 0.50664(12) 0.0488(8) Uani 1 1 d . U . . .
N5 N 0.3640(2) 0.5128(3) 0.45602(12) 0.0460(7) Uani 1 1 d . U . . .
O1 O 0.31207(16) 0.37866(17) 0.27269(9) 0.0329(5) Uani 1 1 d . U . . .
O2 O 0.38639(19) 0.4371(2) 0.21366(9) 0.0458(7) Uani 1 1 d . U . . .
O3 O 0.63450(15) 0.68422(18) 0.27316(8) 0.0316(5) Uani 1 1 d . U . . .
O4 O 0.63565(19) 0.7459(2) 0.35127(10) 0.0424(6) Uani 1 1 d . U . . .
O5 O 0.69413(17) 0.8140(2) 0.59410(9) 0.0396(6) Uani 1 1 d . U . . .
O6 O 0.69763(14) 0.81535(17) 0.67715(8) 0.0284(5) Uani 1 1 d . U . . .
O7 O 0.7647(3) 1.0147(3) 0.35795(15) 0.0689(9) Uani 1 1 d . U . . .
O8 O 0.2849(3) 0.4027(3) 0.56921(18) 0.0910(13) Uani 1 1 d . U . . .
H8A H 0.232655 0.414051 0.574426 0.109 Uiso 1 1 d R U . . .
H8B H 0.314765 0.357902 0.586746 0.109 Uiso 1 1 d R U . . .
C1 C 0.4189(2) 0.5014(3) 0.29804(12) 0.0303(6) Uani 1 1 d . U . . .
C2 C 0.4875(2) 0.5601(3) 0.28696(12) 0.0303(6) Uani 1 1 d . U . . .
H2 H 0.502677 0.558383 0.254318 0.036 Uiso 1 1 calc R U . . .
C3 C 0.5335(2) 0.6213(2) 0.32475(12) 0.0293(6) Uani 1 1 d . U . . .
C4 C 0.5103(2) 0.6226(2) 0.37331(12) 0.0305(6) Uani 1 1 d . U . . .
H4 H 0.541021 0.663118 0.398646 0.037 Uiso 1 1 calc R U . . .
C5 C 0.4418(2) 0.5643(3) 0.38479(12) 0.0321(7) Uani 1 1 d . U . . .
C6 C 0.3955(2) 0.5044(3) 0.34695(12) 0.0310(6) Uani 1 1 d . U . . .
H6 H 0.348840 0.466212 0.354088 0.037 Uiso 1 1 calc R U . . .
C7 C 0.3682(2) 0.4332(2) 0.25808(12) 0.0293(6) Uani 1 1 d . U . . .
C8 C 0.6072(2) 0.6890(2) 0.31476(12) 0.0270(6) Uani 1 1 d . U . . .
C9 C 0.4220(2) 0.5692(3) 0.43754(13) 0.0350(7) Uani 1 1 d . U . . .
C10 C 0.4301(2) 0.6066(3) 0.51574(13) 0.0373(7) Uani 1 1 d . U . . .
C11 C 0.4588(2) 0.6533(3) 0.56598(13) 0.0380(7) Uani 1 1 d . U . . .
C12 C 0.5408(2) 0.6993(3) 0.57570(12) 0.0322(7) Uani 1 1 d . U . . .
H12 H 0.575735 0.701010 0.550199 0.039 Uiso 1 1 calc R U . . .
C13 C 0.5712(2) 0.7427(3) 0.62325(12) 0.0295(6) Uani 1 1 d . U . . .
C14 C 0.6595(2) 0.7920(2) 0.63181(12) 0.0285(6) Uani 1 1 d . U . . .
C15 C 0.5186(3) 0.7415(3) 0.66107(13) 0.0400(8) Uani 1 1 d . U . . .
H15 H 0.538341 0.770795 0.692831 0.048 Uiso 1 1 calc R U . . .
C16 C 0.4364(3) 0.6961(4) 0.65115(15) 0.0503(9) Uani 1 1 d . U . . .
H16 H 0.401003 0.695197 0.676420 0.060 Uiso 1 1 calc R U . . .
C17 C 0.4067(3) 0.6522(4) 0.60395(15) 0.0489(9) Uani 1 1 d . U . . .
H17 H 0.351490 0.621927 0.597719 0.059 Uiso 1 1 calc R U . . .
C18 C 0.6319(4) 0.8826(4) 0.44963(17) 0.0614(11) Uani 1 1 d . U . . .
H18 H 0.671265 0.830242 0.455803 0.074 Uiso 1 1 calc R U . . .
C19 C 0.5840(4) 0.9093(4) 0.48756(17) 0.0654(12) Uani 1 1 d . U . . .
H19 H 0.591423 0.874609 0.518382 0.078 Uiso 1 1 calc R U . . .
C20 C 0.5267(3) 0.9851(4) 0.48002(15) 0.0531(10) Uani 1 1 d . U . . .
C21 C 0.5106(4) 1.0251(5) 0.43202(19) 0.0788(14) Uani 1 1 d . U . . .
H21 H 0.466015 1.071568 0.423511 0.095 Uiso 1 1 calc R U . . .
C22 C 0.5611(4) 0.9961(4) 0.39602(19) 0.0717(12) Uani 1 1 d . U . . .
H22 H 0.550523 1.025463 0.363687 0.086 Uiso 1 1 calc R U . . .
C23 C 0.8079(4) 1.0432(5) 0.3262(3) 0.0775(14) Uani 1 1 d . U . . .
H23 H 0.813042 1.001911 0.298783 0.093 Uiso 1 1 calc R U . . .
C24 C 0.8422(7) 1.1928(7) 0.3734(5) 0.147(3) Uani 1 1 d . U . . .
H24A H 0.794971 1.239169 0.364399 0.221 Uiso 1 1 calc R U . . .
H24B H 0.897210 1.227242 0.383022 0.221 Uiso 1 1 calc R U . . .
H24C H 0.831178 1.153305 0.401753 0.221 Uiso 1 1 calc R U . . .
C25 C 0.9017(7) 1.1589(8) 0.2925(4) 0.140(3) Uani 1 1 d . U . . .
H25A H 0.910462 1.104650 0.270682 0.210 Uiso 1 1 calc R U . . .
H25B H 0.958008 1.180735 0.310794 0.210 Uiso 1 1 calc R U . . .
H25C H 0.873266 1.211642 0.271838 0.210 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
Zn2 O2 2.020(2) 4 ?
Zn2 O4 2.039(3) . ?
Zn2 N1 2.073(3) . ?
Zn2 O7 2.126(3) . ?
Zn2 O6 2.127(2) 2_656 ?
Zn2 O5 2.282(2) 2_656 ?
Zn2 C14 2.547(3) 2_656 ?
Zn1 O1 2.035(2) 5_666 ?
Zn1 O1 2.035(2) 3 ?
Zn1 O6 2.143(2) . ?
Zn1 O6 2.143(2) 7_666 ?
Zn1 O3 2.165(2) 2_656 ?
Zn1 O3 2.165(2) 8_565 ?
N1 C18 1.309(5) . ?
N1 C22 1.321(6) . ?
N2 C23 1.308(8) . ?
N2 C25 1.427(9) . ?
N2 C24 1.486(11) . ?
N3 C9 1.337(4) . ?
N3 C10 1.344(4) . ?
N4 C10 1.325(5) . ?
N4 N5 1.360(4) . ?
N5 C9 1.330(5) . ?
O1 C7 1.247(4) . ?
O2 C7 1.252(4) . ?
O3 C8 1.242(4) . ?
O4 C8 1.254(4) . ?
O5 C14 1.243(4) . ?
O6 C14 1.277(4) . ?
O7 C23 1.217(7) . ?
O8 H8A 0.8500 . ?
O8 H8B 0.8500 . ?
C1 C2 1.392(5) . ?
C1 C6 1.398(4) . ?
C1 C7 1.515(4) . ?
C2 C3 1.394(5) . ?
C2 H2 0.9300 . ?
C3 C4 1.388(4) . ?
C3 C8 1.517(4) . ?
C4 C5 1.390(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.386(5) . ?
C5 C9 1.476(4) . ?
C6 H6 0.9300 . ?
C10 C11 1.467(5) . ?
C11 C17 1.385(5) . ?
C11 C12 1.388(5) . ?
C12 C13 1.392(5) . ?
C12 H12 0.9300 . ?
C13 C15 1.387(5) . ?
C13 C14 1.492(5) . ?
C15 C16 1.387(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.385(6) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C19 1.389(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.348(6) . ?
C19 H19 0.9300 . ?
C20 C21 1.361(6) . ?
C20 C20 1.498(7) 5_676 ?
C21 C22 1.383(6) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?

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
O2 Zn2 O4 99.74(13) 4 . ?
O2 Zn2 N1 99.40(12) 4 . ?
O4 Zn2 N1 89.42(12) . . ?
O2 Zn2 O7 89.55(15) 4 . ?
O4 Zn2 O7 170.67(14) . . ?
N1 Zn2 O7 88.34(14) . . ?
O2 Zn2 O6 106.82(9) 4 2_656 ?
O4 Zn2 O6 89.84(10) . 2_656 ?
N1 Zn2 O6 153.51(11) . 2_656 ?
O7 Zn2 O6 88.14(12) . 2_656 ?
O2 Zn2 O5 165.62(10) 4 2_656 ?
O4 Zn2 O5 84.31(11) . 2_656 ?
N1 Zn2 O5 94.40(11) . 2_656 ?
O7 Zn2 O5 86.83(14) . 2_656 ?
O6 Zn2 O5 59.19(8) 2_656 2_656 ?
O2 Zn2 C14 136.78(10) 4 2_656 ?
O4 Zn2 C14 86.29(12) . 2_656 ?
N1 Zn2 C14 123.56(12) . 2_656 ?
O7 Zn2 C14 87.42(14) . 2_656 ?
O6 Zn2 C14 30.02(9) 2_656 2_656 ?
O5 Zn2 C14 29.17(9) 2_656 2_656 ?
O1 Zn1 O1 180.0 5_666 3 ?
O1 Zn1 O6 90.64(9) 5_666 . ?
O1 Zn1 O6 89.36(9) 3 . ?
O1 Zn1 O6 89.36(9) 5_666 7_666 ?
O1 Zn1 O6 90.64(9) 3 7_666 ?
O6 Zn1 O6 180.0 . 7_666 ?
O1 Zn1 O3 85.65(10) 5_666 2_656 ?
O1 Zn1 O3 94.35(10) 3 2_656 ?
O6 Zn1 O3 96.69(8) . 2_656 ?
O6 Zn1 O3 83.31(8) 7_666 2_656 ?
O1 Zn1 O3 94.35(10) 5_666 8_565 ?
O1 Zn1 O3 85.65(10) 3 8_565 ?
O6 Zn1 O3 83.31(8) . 8_565 ?
O6 Zn1 O3 96.69(8) 7_666 8_565 ?
O3 Zn1 O3 180.0 2_656 8_565 ?
C18 N1 C22 117.2(3) . . ?
C18 N1 Zn2 120.4(3) . . ?
C22 N1 Zn2 121.7(3) . . ?
C23 N2 C25 123.1(8) . . ?
C23 N2 C24 118.1(7) . . ?
C25 N2 C24 118.5(7) . . ?
C9 N3 C10 103.6(3) . . ?
C10 N4 N5 105.8(3) . . ?
C9 N5 N4 106.9(3) . . ?
C7 O1 Zn1 137.3(2) . 3_444 ?
C7 O2 Zn2 123.4(2) . 4_545 ?
C8 O3 Zn1 130.2(2) . 2_656 ?
C8 O4 Zn2 128.9(2) . . ?
C14 O5 Zn2 87.33(19) . 2_656 ?
C14 O6 Zn2 93.55(19) . 2_656 ?
C14 O6 Zn1 140.8(2) . . ?
Zn2 O6 Zn1 105.66(9) 2_656 . ?
C23 O7 Zn2 122.2(4) . . ?
H8A O8 H8B 118.5 . . ?
C2 C1 C6 120.1(3) . . ?
C2 C1 C7 121.4(3) . . ?
C6 C1 C7 118.5(3) . . ?
C1 C2 C3 120.0(3) . . ?
C1 C2 H2 120.0 . . ?
C3 C2 H2 120.0 . . ?
C4 C3 C2 119.2(3) . . ?
C4 C3 C8 118.1(3) . . ?
C2 C3 C8 122.6(3) . . ?
C3 C4 C5 121.2(3) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
C6 C5 C4 119.4(3) . . ?
C6 C5 C9 122.8(3) . . ?
C4 C5 C9 117.8(3) . . ?
C5 C6 C1 120.0(3) . . ?
C5 C6 H6 120.0 . . ?
C1 C6 H6 120.0 . . ?
O1 C7 O2 126.3(3) . . ?
O1 C7 C1 116.7(3) . . ?
O2 C7 C1 117.0(3) . . ?
O3 C8 O4 125.8(3) . . ?
O3 C8 C3 119.8(3) . . ?
O4 C8 C3 114.4(3) . . ?
N5 C9 N3 111.5(3) . . ?
N5 C9 C5 125.4(3) . . ?
N3 C9 C5 123.0(3) . . ?
N4 C10 N3 112.2(3) . . ?
N4 C10 C11 124.6(3) . . ?
N3 C10 C11 123.1(3) . . ?
C17 C11 C12 119.3(3) . . ?
C17 C11 C10 121.9(3) . . ?
C12 C11 C10 118.8(3) . . ?
C11 C12 C13 120.6(3) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 H12 119.7 . . ?
C15 C13 C12 119.8(3) . . ?
C15 C13 C14 121.5(3) . . ?
C12 C13 C14 118.8(3) . . ?
O5 C14 O6 119.9(3) . . ?
O5 C14 C13 119.3(3) . . ?
O6 C14 C13 120.7(3) . . ?
O5 C14 Zn2 63.49(18) . 2_656 ?
O6 C14 Zn2 56.43(16) . 2_656 ?
C13 C14 Zn2 176.7(2) . 2_656 ?
C16 C15 C13 119.5(3) . . ?
C16 C15 H15 120.2 . . ?
C13 C15 H15 120.2 . . ?
C17 C16 C15 120.6(4) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C16 C17 C11 120.2(4) . . ?
C16 C17 H17 119.9 . . ?
C11 C17 H17 119.9 . . ?
N1 C18 C19 122.2(4) . . ?
N1 C18 H18 118.9 . . ?
C19 C18 H18 118.9 . . ?
C20 C19 C18 120.5(4) . . ?
C20 C19 H19 119.8 . . ?
C18 C19 H19 119.8 . . ?
C19 C20 C21 116.9(4) . . ?
C19 C20 C20 121.7(5) . 5_676 ?
C21 C20 C20 120.8(5) . 5_676 ?
C20 C21 C22 119.4(4) . . ?
C20 C21 H21 120.3 . . ?
C22 C21 H21 120.3 . . ?
N1 C22 C21 122.9(4) . . ?
N1 C22 H22 118.5 . . ?
C21 C22 H22 118.5 . . ?
O7 C23 N2 123.8(7) . . ?
O7 C23 H23 118.1 . . ?
N2 C23 H23 118.1 . . ?
N2 C24 H24A 109.5 . . ?
N2 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N2 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
N2 C25 H25A 109.5 . . ?
N2 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
N2 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O8 H8A N5 0.85 2.06 2.717(5) 133.7 2_556 yes
O8 H8B O4 0.85 2.20 3.016(5) 162.2 5_666 yes

_refine_diff_density_max         0.877
_refine_diff_density_min         -0.565
_refine_diff_density_rms         0.088

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_10654
_database_code_depnum_ccdc_archive 'CCDC 2000675'
loop_
_audit_author_name
_audit_author_address
'Jing Lu'
;Liaocheng University
China
;
_audit_update_record             
;
2020-09-12 deposited with the CCDC.	2020-09-17 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            'C25 H20 N5 Ni1.50 O8'
_chemical_formula_weight         606.52

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        I2/c
_space_group_name_Hall           ?

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   15.2474(11)
_cell_length_b                   13.5792(11)
_cell_length_c                   26.1965(13)
_cell_angle_alpha                90
_cell_angle_beta                 100.068(6)
_cell_angle_gamma                90
_cell_volume                     5340.4(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2292
_cell_measurement_theta_min      3.4310
_cell_measurement_theta_max      70.4470

_exptl_crystal_description       block
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.509
_exptl_crystal_F_000             2488
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    1.902
_shelx_estimated_absorpt_T_min   0.804
_shelx_estimated_absorpt_T_max   0.818
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.92357
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10808
_diffrn_reflns_av_unetI/netI     0.0880
_diffrn_reflns_av_R_equivalents  0.0524
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         3.427
_diffrn_reflns_theta_max         67.234
_diffrn_reflns_theta_full        67.234
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4776
_reflns_number_gt                2991
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.1273P)²+13.5011P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4776
_refine_ls_number_parameters     360
_refine_ls_number_restraints     228
_refine_ls_R_factor_all          0.1185
_refine_ls_R_factor_gt           0.0738
_refine_ls_wR_factor_ref         0.2479
_refine_ls_wR_factor_gt          0.2041
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 1.000000 1.000000 1.000000 0.0307(4) Uani 1 2 d S . P . .
Ni2 Ni 0.55302(7) 0.63000(8) 0.39893(3) 0.0340(3) Uani 1 1 d . . . . .
N1 N 0.6278(4) 0.6774(5) 0.34600(19) 0.0521(15) Uani 1 1 d . U . . .
N2 N 0.4035(9) 0.8798(9) 0.4178(6) 0.144(4) Uani 1 1 d . U . . .
N3 N 0.7160(4) 0.8791(5) 0.7236(2) 0.0498(14) Uani 1 1 d . U . . .
N4 N 0.6180(4) 0.7881(5) 0.7558(2) 0.0613(17) Uani 1 1 d . U . . .
N5 N 0.6126(4) 0.7639(5) 0.7049(2) 0.0598(16) Uani 1 1 d . U . . .
O1 O 0.5641(3) 0.6267(3) 0.52224(15) 0.0412(11) Uani 1 1 d . U . . .
O2 O 0.6338(3) 0.6864(4) 0.46110(16) 0.0533(13) Uani 1 1 d . U . . .
O3 O 0.8892(3) 0.9345(3) 0.52326(15) 0.0402(11) Uani 1 1 d . U . . .
O4 O 0.8861(3) 0.9992(4) 0.60054(17) 0.0496(12) Uani 1 1 d . U . . .
O5 O 0.9461(3) 1.0651(4) 0.84591(15) 0.0450(12) Uani 1 1 d . U . . .
O6 O 0.9486(3) 1.0646(3) 0.92919(13) 0.0324(9) Uani 1 1 d . U . . .
O7 O 0.4826(4) 0.7592(4) 0.3900(2) 0.0700(16) Uani 1 1 d . U . . .
C1 C 0.6700(5) 0.7517(6) 0.5467(2) 0.0453(15) Uani 1 1 d . U . . .
C2 C 0.7382(4) 0.8101(5) 0.5355(2) 0.0420(15) Uani 1 1 d . U . . .
H2 H 0.753744 0.807823 0.502738 0.050 Uiso 1 1 calc R U . . .
C3 C 0.7843(5) 0.8731(5) 0.5735(2) 0.0411(14) Uani 1 1 d . U . . .
C4 C 0.7609(5) 0.8727(5) 0.6223(2) 0.0425(15) Uani 1 1 d . U . . .
H4 H 0.792659 0.912199 0.648111 0.051 Uiso 1 1 calc R U . . .
C5 C 0.6923(5) 0.8157(5) 0.6339(2) 0.0439(15) Uani 1 1 d . U . . .
C6 C 0.6459(5) 0.7556(5) 0.5961(2) 0.0447(15) Uani 1 1 d . U . . .
H6 H 0.598819 0.717576 0.603248 0.054 Uiso 1 1 calc R U . . .
C7 C 0.6192(5) 0.6828(5) 0.5066(2) 0.0425(14) Uani 1 1 d . U . . .
C8 C 0.8598(4) 0.9394(5) 0.5645(2) 0.0387(14) Uani 1 1 d . U . . .
C9 C 0.6719(5) 0.8195(6) 0.6865(2) 0.0472(15) Uani 1 1 d . U . . .
C10 C 0.6796(5) 0.8581(6) 0.7653(3) 0.0515(16) Uani 1 1 d . U . . .
C11 C 0.7082(5) 0.9039(6) 0.8164(3) 0.0524(16) Uani 1 1 d . U . . .
C12 C 0.7912(5) 0.9494(5) 0.8268(2) 0.0436(15) Uani 1 1 d . U . . .
H12 H 0.826934 0.950797 0.801439 0.052 Uiso 1 1 calc R U . . .
C13 C 0.8209(4) 0.9924(5) 0.8742(2) 0.0401(14) Uani 1 1 d . U . . .
C14 C 0.9097(4) 1.0414(5) 0.8838(2) 0.0371(13) Uani 1 1 d . U . . .
C15 C 0.7674(5) 0.9914(6) 0.9120(3) 0.0529(17) Uani 1 1 d . U . . .
H15 H 0.787142 1.020580 0.944041 0.063 Uiso 1 1 calc R U . . .
C16 C 0.6854(5) 0.9475(7) 0.9019(3) 0.063(2) Uani 1 1 d . U . . .
H16 H 0.648722 0.948857 0.926734 0.075 Uiso 1 1 calc R U . . .
C17 C 0.6565(5) 0.9009(7) 0.8545(3) 0.063(2) Uani 1 1 d . U . . .
H17 H 0.602333 0.867714 0.848690 0.076 Uiso 1 1 calc R U . . .
C18 C 0.6173(6) 0.6343(7) 0.3007(3) 0.075(2) Uani 1 1 d . U . . .
H18 H 0.577679 0.581765 0.294492 0.090 Uiso 1 1 calc R U . . .
C19 C 0.6616(6) 0.6626(8) 0.2618(3) 0.079(2) Uani 1 1 d . U . . .
H19 H 0.648796 0.632033 0.229607 0.095 Uiso 1 1 calc R U . . .
C20 C 0.7242(5) 0.7350(6) 0.2701(2) 0.060(2) Uani 1 1 d . U . . .
C21 C 0.7407(7) 0.7717(8) 0.3192(3) 0.085(2) Uani 1 1 d . U . . .
H21 H 0.785814 0.817897 0.328117 0.102 Uiso 1 1 calc R U . . .
C22 C 0.6919(7) 0.7418(8) 0.3556(3) 0.080(2) Uani 1 1 d . U . . .
H22 H 0.705116 0.768717 0.388727 0.097 Uiso 1 1 calc R U . . .
C23 C 0.4440(8) 0.7909(8) 0.4212(5) 0.107(3) Uani 1 1 d . U . . .
H23 H 0.440844 0.752405 0.450189 0.128 Uiso 1 1 calc R U . . .
C24 C 0.4118(12) 0.9379(12) 0.3686(7) 0.190(7) Uani 1 1 d . U . . .
H24A H 0.446387 0.996302 0.377855 0.285 Uiso 1 1 calc R U . . .
H24B H 0.353520 0.955916 0.350783 0.285 Uiso 1 1 calc R U . . .
H24C H 0.440652 0.897761 0.346268 0.285 Uiso 1 1 calc R U . . .
C25 C 0.3503(11) 0.9113(14) 0.4592(7) 0.187(7) Uani 1 1 d . U . . .
H25A H 0.290502 0.927331 0.443052 0.280 Uiso 1 1 calc R U . . .
H25B H 0.377733 0.967947 0.477204 0.280 Uiso 1 1 calc R U . . .
H25C H 0.348989 0.858346 0.483340 0.280 Uiso 1 1 calc R U . . .
O8 O 0.4700(5) 0.6505(6) 0.6816(3) 0.123(3) Uani 1 1 d . . . . .
H8A H 0.418286 0.674905 0.680198 0.147 Uiso 1 1 d R U . . .
H8B H 0.475317 0.588225 0.683298 0.147 Uiso 1 1 d R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 O1 2.014(4) 7_666 ?
Ni1 O1 2.014(4) 3 ?
Ni1 O6 2.078(4) . ?
Ni1 O6 2.078(4) 5_777 ?
Ni1 O3 2.091(4) 2_756 ?
Ni1 O3 2.091(4) 6_576 ?
Ni2 O4 2.003(5) 4_645 ?
Ni2 O2 2.014(4) . ?
Ni2 N1 2.047(5) . ?
Ni2 O7 2.048(6) . ?
Ni2 O6 2.095(4) 3_444 ?
Ni2 O5 2.139(4) 3_444 ?
Ni2 C14 2.465(7) 3_444 ?
N1 C22 1.303(10) . ?
N1 C18 1.308(9) . ?
N2 C23 1.352(14) . ?
N2 C25 1.524(17) . ?
N2 C24 1.537(18) . ?
N3 C10 1.341(8) . ?
N3 C9 1.350(8) . ?
N4 C10 1.329(9) . ?
N4 N5 1.360(8) . ?
N5 C9 1.332(8) . ?
O1 C7 1.254(8) . ?
O2 C7 1.252(7) . ?
O3 C8 1.241(7) . ?
O4 C8 1.257(7) . ?
O5 C14 1.261(7) . ?
O6 C14 1.271(7) . ?
O7 C23 1.169(12) . ?
C1 C2 1.380(9) . ?
C1 C6 1.406(8) . ?
C1 C7 1.514(9) . ?
C2 C3 1.404(9) . ?
C3 C4 1.385(8) . ?
C3 C8 1.513(9) . ?
C4 C5 1.377(9) . ?
C5 C6 1.380(9) . ?
C5 C9 1.466(8) . ?
C10 C11 1.471(9) . ?
C11 C17 1.376(10) . ?
C11 C12 1.392(10) . ?
C12 C13 1.376(8) . ?
C13 C15 1.388(9) . ?
C13 C14 1.490(9) . ?
C15 C16 1.368(10) . ?
C16 C17 1.394(10) . ?
C18 C19 1.371(10) . ?
C19 C20 1.361(10) . ?
C20 C21 1.361(10) . ?
C20 C20 1.478(12) 7_665 ?
C21 C22 1.371(10) . ?

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 Ni1 O1 180.0 7_666 3 ?
O1 Ni1 O6 90.82(17) 7_666 . ?
O1 Ni1 O6 89.18(17) 3 . ?
O1 Ni1 O6 89.18(17) 7_666 5_777 ?
O1 Ni1 O6 90.82(17) 3 5_777 ?
O6 Ni1 O6 180.0(2) . 5_777 ?
O1 Ni1 O3 85.89(18) 7_666 2_756 ?
O1 Ni1 O3 94.11(19) 3 2_756 ?
O6 Ni1 O3 96.71(15) . 2_756 ?
O6 Ni1 O3 83.29(15) 5_777 2_756 ?
O1 Ni1 O3 94.11(19) 7_666 6_576 ?
O1 Ni1 O3 85.89(18) 3 6_576 ?
O6 Ni1 O3 83.29(15) . 6_576 ?
O6 Ni1 O3 96.71(15) 5_777 6_576 ?
O3 Ni1 O3 180.0 2_756 6_576 ?
O4 Ni2 O2 96.6(2) 4_645 . ?
O4 Ni2 N1 88.3(2) 4_645 . ?
O2 Ni2 N1 95.4(2) . . ?
O4 Ni2 O7 173.3(2) 4_645 . ?
O2 Ni2 O7 90.0(3) . . ?
N1 Ni2 O7 89.8(3) . . ?
O4 Ni2 O6 90.19(19) 4_645 3_444 ?
O2 Ni2 O6 104.64(16) . 3_444 ?
N1 Ni2 O6 159.93(19) . 3_444 ?
O7 Ni2 O6 89.3(2) . 3_444 ?
O4 Ni2 O5 86.5(2) 4_645 3_444 ?
O2 Ni2 O5 166.21(17) . 3_444 ?
N1 Ni2 O5 98.12(19) . 3_444 ?
O7 Ni2 O5 87.4(2) . 3_444 ?
O6 Ni2 O5 61.81(15) 3_444 3_444 ?
O4 Ni2 C14 88.0(2) 4_645 3_444 ?
O2 Ni2 C14 135.65(19) . 3_444 ?
N1 Ni2 C14 128.9(2) . 3_444 ?
O7 Ni2 C14 88.1(2) . 3_444 ?
O6 Ni2 C14 31.05(16) 3_444 3_444 ?
O5 Ni2 C14 30.76(17) 3_444 3_444 ?
C22 N1 C18 116.4(6) . . ?
C22 N1 Ni2 124.6(5) . . ?
C18 N1 Ni2 118.7(5) . . ?
C23 N2 C25 119.9(14) . . ?
C23 N2 C24 114.2(12) . . ?
C25 N2 C24 125.8(13) . . ?
C10 N3 C9 103.6(6) . . ?
C10 N4 N5 106.1(6) . . ?
C9 N5 N4 106.8(6) . . ?
C7 O1 Ni1 138.0(4) . 3_444 ?
C7 O2 Ni2 124.7(4) . . ?
C8 O3 Ni1 131.6(4) . 2_756 ?
C8 O4 Ni2 131.6(4) . 4_655 ?
C14 O5 Ni2 89.1(4) . 3 ?
C14 O6 Ni1 140.5(4) . . ?
C14 O6 Ni2 90.7(3) . 3 ?
Ni1 O6 Ni2 108.90(17) . 3 ?
C23 O7 Ni2 123.7(7) . . ?
C2 C1 C6 120.1(6) . . ?
C2 C1 C7 121.5(6) . . ?
C6 C1 C7 118.5(6) . . ?
C1 C2 C3 120.1(6) . . ?
C4 C3 C2 118.3(6) . . ?
C4 C3 C8 118.2(6) . . ?
C2 C3 C8 123.4(6) . . ?
C5 C4 C3 122.2(6) . . ?
C4 C5 C6 119.2(6) . . ?
C4 C5 C9 118.8(6) . . ?
C6 C5 C9 122.0(6) . . ?
C5 C6 C1 120.0(6) . . ?
O2 C7 O1 125.2(6) . . ?
O2 C7 C1 118.7(6) . . ?
O1 C7 C1 116.1(5) . . ?
O3 C8 O4 124.9(6) . . ?
O3 C8 C3 120.4(6) . . ?
O4 C8 C3 114.7(5) . . ?
N5 C9 N3 111.2(5) . . ?
N5 C9 C5 126.2(6) . . ?
N3 C9 C5 122.5(6) . . ?
N4 C10 N3 112.2(6) . . ?
N4 C10 C11 124.2(6) . . ?
N3 C10 C11 123.6(7) . . ?
C17 C11 C12 119.2(7) . . ?
C17 C11 C10 122.1(7) . . ?
C12 C11 C10 118.7(6) . . ?
C13 C12 C11 120.6(6) . . ?
C12 C13 C15 119.8(6) . . ?
C12 C13 C14 119.2(6) . . ?
C15 C13 C14 120.9(6) . . ?
O5 C14 O6 118.4(6) . . ?
O5 C14 C13 119.5(5) . . ?
O6 C14 C13 122.0(5) . . ?
O5 C14 Ni2 60.2(3) . 3 ?
O6 C14 Ni2 58.2(3) . 3 ?
C13 C14 Ni2 177.3(5) . 3 ?
C16 C15 C13 119.8(6) . . ?
C15 C16 C17 120.4(7) . . ?
C11 C17 C16 120.0(7) . . ?
N1 C18 C19 123.4(8) . . ?
C20 C19 C18 120.5(7) . . ?
C21 C20 C19 115.1(6) . . ?
C21 C20 C20 122.6(8) . 7_665 ?
C19 C20 C20 122.1(8) . 7_665 ?
C20 C21 C22 121.1(8) . . ?
N1 C22 C21 123.0(7) . . ?
O7 C23 N2 124.3(13) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O8 H8A N4 0.85 2.41 2.959(9) 122.9 2_656 yes
O8 H8B O4 0.85 2.63 3.054(8) 112.0 8_465 yes

_refine_diff_density_max         0.700
_refine_diff_density_min         -0.606
_refine_diff_density_rms         0.107

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_exp_9965
_database_code_depnum_ccdc_archive 'CCDC 1988579'
loop_
_audit_author_name
_audit_author_address
'Chuancong Zhou'
;Liaocheng University
China
;
_audit_update_record             
;
2020-09-12 deposited with the CCDC.	2020-09-17 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            'C25 H20 Mn1.50 N5 O8'
_chemical_formula_weight         600.87

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Mn Mn -0.5299 2.8052 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        I2/c
_space_group_name_Hall           ?

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   15.0060(11)
_cell_length_b                   14.1267(8)
_cell_length_c                   26.9845(15)
_cell_angle_alpha                90
_cell_angle_beta                 102.140(6)
_cell_angle_gamma                90
_cell_volume                     5592.4(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2990
_cell_measurement_theta_min      3.1600
_cell_measurement_theta_max      71.2020

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_F_000             2452
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    6.074
_shelx_estimated_absorpt_T_min   0.529
_shelx_estimated_absorpt_T_max   0.555
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.30544
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            11075
_diffrn_reflns_av_unetI/netI     0.0893
_diffrn_reflns_av_R_equivalents  0.0559
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.351
_diffrn_reflns_theta_max         67.248
_diffrn_reflns_theta_full        67.248
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4997
_reflns_number_gt                2993
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.35c (Rigaku OD, 2017)'
_computing_structure_solution    'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.1407P)²+41.4955P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4997
_refine_ls_number_parameters     360
_refine_ls_number_restraints     228
_refine_ls_R_factor_all          0.1382
_refine_ls_R_factor_gt           0.0905
_refine_ls_wR_factor_ref         0.3165
_refine_ls_wR_factor_gt          0.2521
_refine_ls_goodness_of_fit_ref   1.189
_refine_ls_restrained_S_all      1.193
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.000000 0.500000 0.500000 0.0290(5) Uani 1 2 d S . P . .
Mn2 Mn -0.05069(10) 0.63128(8) 0.10115(5) 0.0360(4) Uani 1 1 d . . . . .
N1 N -0.1247(7) 0.6806(6) 0.1584(3) 0.063(2) Uani 1 1 d . U . . .
N2 N 0.0988(13) 0.8733(11) 0.0730(8) 0.143(4) Uani 1 1 d . U . . .
N3 N 0.2875(6) 0.3693(6) 0.2804(3) 0.0505(18) Uani 1 1 d . U . . .
N4 N 0.4003(7) 0.2952(7) 0.2578(3) 0.074(2) Uani 1 1 d . U . . .
N5 N 0.4009(7) 0.2715(7) 0.3066(4) 0.071(2) Uani 1 1 d . U . . .
O1 O 0.4378(5) 0.1348(4) 0.4834(3) 0.0520(16) Uani 1 1 d . U . . .
O2 O 0.3622(6) 0.1946(5) 0.5384(2) 0.065(2) Uani 1 1 d . U . . .
O3 O 0.1180(5) 0.4389(5) 0.4756(2) 0.0493(16) Uani 1 1 d . U . . .
O4 O 0.1171(5) 0.5005(5) 0.4005(3) 0.0574(18) Uani 1 1 d . U . . .
O5 O 0.0666(5) 0.5606(5) 0.1559(2) 0.0506(16) Uani 1 1 d . U . . .
O6 O 0.0646(4) 0.5566(4) 0.07500(19) 0.0361(13) Uani 1 1 d . U . . .
O7 O 0.0293(8) 0.7596(6) 0.1085(4) 0.105(3) Uani 1 1 d . U . . .
O8 O 0.5276(11) 0.1222(13) 0.3063(9) 0.255(12) Uani 1 1 d . . . . .
H8D H 0.497961 0.148080 0.326258 0.306 Uiso 1 1 d R U . . .
H8B H 0.508631 0.065670 0.301138 0.306 Uiso 1 1 d R U . . .
C1 C 0.3317(7) 0.2556(6) 0.4553(3) 0.0468(19) Uani 1 1 d . U . . .
C2 C 0.2620(7) 0.3150(6) 0.4636(3) 0.047(2) Uani 1 1 d . U . . .
H2 H 0.245781 0.314774 0.495052 0.056 Uiso 1 1 calc R U . . .
C3 C 0.2170(7) 0.3740(6) 0.4261(3) 0.0464(19) Uani 1 1 d . U . . .
C4 C 0.2410(7) 0.3733(6) 0.3789(3) 0.047(2) Uani 1 1 d . U . . .
H4 H 0.210290 0.412546 0.353247 0.056 Uiso 1 1 calc R U . . .
C5 C 0.3102(7) 0.3150(6) 0.3697(3) 0.0487(19) Uani 1 1 d . U . . .
C6 C 0.3550(7) 0.2557(6) 0.4076(3) 0.048(2) Uani 1 1 d . U . . .
H6 H 0.400822 0.215832 0.401529 0.058 Uiso 1 1 calc R U . . .
C7 C 0.3811(7) 0.1897(7) 0.4959(3) 0.0485(19) Uani 1 1 d . U . . .
C8 C 0.1446(7) 0.4428(6) 0.4350(4) 0.0471(19) Uani 1 1 d . U . . .
C9 C 0.3337(7) 0.3180(7) 0.3192(4) 0.052(2) Uani 1 1 d . U . . .
C10 C 0.3307(8) 0.3537(7) 0.2434(4) 0.055(2) Uani 1 1 d . U . . .
C11 C 0.3032(8) 0.3953(8) 0.1923(4) 0.055(2) Uani 1 1 d . U . . .
C12 C 0.3545(9) 0.3850(9) 0.1557(4) 0.070(3) Uani 1 1 d . U . . .
H12 H 0.408479 0.350561 0.163124 0.084 Uiso 1 1 calc R U . . .
C13 C 0.3266(9) 0.4254(9) 0.1081(4) 0.070(3) Uani 1 1 d . U . . .
H13 H 0.362824 0.419850 0.084206 0.084 Uiso 1 1 calc R U . . .
C14 C 0.2443(8) 0.4741(8) 0.0961(4) 0.057(2) Uani 1 1 d . U . . .
H14 H 0.225973 0.501044 0.064168 0.068 Uiso 1 1 calc R U . . .
C15 C 0.1898(7) 0.4831(6) 0.1309(3) 0.0451(19) Uani 1 1 d . U . . .
C16 C 0.0990(6) 0.5355(6) 0.1194(3) 0.0403(17) Uani 1 1 d . U . . .
C17 C 0.2207(7) 0.4433(6) 0.1798(3) 0.0453(19) Uani 1 1 d . U . . .
H17 H 0.185084 0.449436 0.203942 0.054 Uiso 1 1 calc R U . . .
C18 C -0.1203(10) 0.6341(9) 0.2001(4) 0.078(3) Uani 1 1 d . U . . .
H18 H -0.082734 0.581122 0.205766 0.094 Uiso 1 1 calc R U . . .
C19 C -0.1691(10) 0.6589(10) 0.2376(5) 0.086(3) Uani 1 1 d . U . . .
H19 H -0.164030 0.622192 0.266623 0.103 Uiso 1 1 calc R U . . .
C20 C -0.2228(10) 0.7356(9) 0.2310(4) 0.076(3) Uani 1 1 d . U . . .
C21 C -0.2334(11) 0.7808(10) 0.1856(5) 0.093(3) Uani 1 1 d . U . . .
H21 H -0.275370 0.829637 0.177282 0.111 Uiso 1 1 calc R U . . .
C22 C -0.1797(11) 0.7522(10) 0.1518(5) 0.091(3) Uani 1 1 d . U . . .
H22 H -0.183909 0.787294 0.122255 0.109 Uiso 1 1 calc R U . . .
C23 C 0.0660(14) 0.7897(11) 0.0758(8) 0.124(4) Uani 1 1 d . U . . .
H23 H 0.071196 0.747763 0.050014 0.148 Uiso 1 1 calc R U . . .
C24 C 0.0963(19) 0.9386(16) 0.1172(11) 0.191(8) Uani 1 1 d . U . . .
H24A H 0.157338 0.950230 0.135602 0.287 Uiso 1 1 calc R U . . .
H24B H 0.061722 0.909531 0.139215 0.287 Uiso 1 1 calc R U . . .
H24C H 0.068268 0.997481 0.104732 0.287 Uiso 1 1 calc R U . . .
C25 C 0.1455(16) 0.9068(17) 0.0341(10) 0.176(8) Uani 1 1 d . U . . .
H25A H 0.133545 0.864193 0.005714 0.264 Uiso 1 1 calc R U . . .
H25B H 0.209915 0.909233 0.047740 0.264 Uiso 1 1 calc R U . . .
H25C H 0.123825 0.968846 0.023165 0.264 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
Mn1 O1 2.126(6) 8_455 ?
Mn1 O1 2.126(6) 4 ?
Mn1 O3 2.192(6) . ?
Mn1 O3 2.192(6) 5_566 ?
Mn1 O6 2.202(5) 6_566 ?
Mn1 O6 2.202(5) 2 ?
Mn2 O4 2.095(6) 2 ?
Mn2 O2 2.109(7) 3_454 ?
Mn2 O7 2.161(8) . ?
Mn2 N1 2.198(7) . ?
Mn2 O6 2.263(6) . ?
Mn2 O5 2.277(7) . ?
N1 C18 1.292(13) . ?
N1 C22 1.294(14) . ?
N2 C23 1.289(19) . ?
N2 C25 1.46(2) . ?
N2 C24 1.51(3) . ?
N3 C10 1.319(12) . ?
N3 C9 1.340(12) . ?
N4 C10 1.324(13) . ?
N4 N5 1.357(11) . ?
N5 C9 1.308(12) . ?
O1 C7 1.248(11) . ?
O2 C7 1.240(11) . ?
O3 C8 1.244(11) . ?
O4 C8 1.241(11) . ?
O5 C16 1.239(10) . ?
O6 C16 1.237(10) . ?
O7 C23 1.209(19) . ?
C1 C2 1.396(13) . ?
C1 C6 1.402(12) . ?
C1 C7 1.507(12) . ?
C2 C3 1.374(13) . ?
C3 C4 1.394(12) . ?
C3 C8 1.515(13) . ?
C4 C5 1.388(13) . ?
C5 C6 1.383(13) . ?
C5 C9 1.478(12) . ?
C10 C11 1.477(13) . ?
C11 C12 1.381(14) . ?
C11 C17 1.389(14) . ?
C12 C13 1.388(15) . ?
C13 C14 1.391(16) . ?
C14 C15 1.374(13) . ?
C15 C17 1.420(12) . ?
C15 C16 1.523(14) . ?
C18 C19 1.411(15) . ?
C19 C20 1.340(15) . ?
C20 C21 1.359(15) . ?
C20 C20 1.496(19) 7_465 ?
C21 C22 1.397(16) . ?

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 Mn1 O1 180.0(4) 8_455 4 ?
O1 Mn1 O3 86.0(3) 8_455 . ?
O1 Mn1 O3 94.0(3) 4 . ?
O1 Mn1 O3 94.0(3) 8_455 5_566 ?
O1 Mn1 O3 86.0(3) 4 5_566 ?
O3 Mn1 O3 180.0 . 5_566 ?
O1 Mn1 O6 87.5(2) 8_455 6_566 ?
O1 Mn1 O6 92.5(2) 4 6_566 ?
O3 Mn1 O6 84.6(2) . 6_566 ?
O3 Mn1 O6 95.4(2) 5_566 6_566 ?
O1 Mn1 O6 92.5(2) 8_455 2 ?
O1 Mn1 O6 87.5(2) 4 2 ?
O3 Mn1 O6 95.4(2) . 2 ?
O3 Mn1 O6 84.6(2) 5_566 2 ?
O6 Mn1 O6 180.0 6_566 2 ?
O4 Mn2 O2 98.4(3) 2 3_454 ?
O4 Mn2 O7 174.0(4) 2 . ?
O2 Mn2 O7 87.5(4) 3_454 . ?
O4 Mn2 N1 89.2(3) 2 . ?
O2 Mn2 N1 96.4(3) 3_454 . ?
O7 Mn2 N1 91.3(4) . . ?
O4 Mn2 O6 88.5(2) 2 . ?
O2 Mn2 O6 109.4(2) 3_454 . ?
O7 Mn2 O6 88.5(3) . . ?
N1 Mn2 O6 154.2(3) . . ?
O4 Mn2 O5 85.8(3) 2 . ?
O2 Mn2 O5 166.2(3) 3_454 . ?
O7 Mn2 O5 88.3(4) . . ?
N1 Mn2 O5 96.8(3) . . ?
O6 Mn2 O5 57.3(2) . . ?
C18 N1 C22 115.6(9) . . ?
C18 N1 Mn2 120.7(7) . . ?
C22 N1 Mn2 123.6(7) . . ?
C23 N2 C25 126(2) . . ?
C23 N2 C24 116.0(19) . . ?
C25 N2 C24 117.7(17) . . ?
C10 N3 C9 104.2(8) . . ?
C10 N4 N5 106.4(8) . . ?
C9 N5 N4 106.3(8) . . ?
C7 O1 Mn1 142.6(6) . 4_545 ?
C7 O2 Mn2 119.8(7) . 3_545 ?
C8 O3 Mn1 132.6(6) . . ?
C8 O4 Mn2 132.6(6) . 2 ?
C16 O5 Mn2 89.4(6) . . ?
C16 O6 Mn1 144.7(6) . 2 ?
C16 O6 Mn2 90.1(5) . . ?
Mn1 O6 Mn2 103.8(2) 2 . ?
C23 O7 Mn2 123.9(11) . . ?
C2 C1 C6 119.1(8) . . ?
C2 C1 C7 121.7(8) . . ?
C6 C1 C7 119.2(8) . . ?
C3 C2 C1 120.9(8) . . ?
C2 C3 C4 119.2(9) . . ?
C2 C3 C8 122.0(8) . . ?
C4 C3 C8 118.7(8) . . ?
C5 C4 C3 121.0(9) . . ?
C6 C5 C4 119.5(8) . . ?
C6 C5 C9 121.8(8) . . ?
C4 C5 C9 118.7(8) . . ?
C5 C6 C1 120.2(9) . . ?
O2 C7 O1 125.7(9) . . ?
O2 C7 C1 117.7(8) . . ?
O1 C7 C1 116.6(8) . . ?
O4 C8 O3 124.9(9) . . ?
O4 C8 C3 116.1(8) . . ?
O3 C8 C3 119.0(8) . . ?
N5 C9 N3 111.7(8) . . ?
N5 C9 C5 124.9(9) . . ?
N3 C9 C5 123.4(8) . . ?
N3 C10 N4 111.5(8) . . ?
N3 C10 C11 123.8(9) . . ?
N4 C10 C11 124.7(9) . . ?
C12 C11 C17 118.7(9) . . ?
C12 C11 C10 122.5(10) . . ?
C17 C11 C10 118.7(9) . . ?
C11 C12 C13 120.9(11) . . ?
C12 C13 C14 119.9(10) . . ?
C15 C14 C13 121.0(9) . . ?
C14 C15 C17 118.2(9) . . ?
C14 C15 C16 122.8(8) . . ?
C17 C15 C16 119.1(8) . . ?
O6 C16 O5 123.2(9) . . ?
O6 C16 C15 119.2(7) . . ?
O5 C16 C15 117.4(8) . . ?
C11 C17 C15 121.3(9) . . ?
N1 C18 C19 123.9(10) . . ?
C20 C19 C18 119.6(11) . . ?
C19 C20 C21 116.9(10) . . ?
C19 C20 C20 121.9(12) . 7_465 ?
C21 C20 C20 120.9(12) . 7_465 ?
C20 C21 C22 118.6(11) . . ?
N1 C22 C21 125.0(11) . . ?
O7 C23 N2 127(2) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O8 H8D N5 0.85 2.26 2.84(2) 125.4 . yes
O8 H8B O5 0.85 2.52 3.212(17) 139.3 7 yes

_refine_diff_density_max         1.077
_refine_diff_density_min         -1.874
_refine_diff_density_rms         0.148

