# Supplementary Information (SI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_H2GlyPmDI
_database_code_depnum_ccdc_archive 'CCDC 2486232'
loop_
_audit_author_name
_audit_author_address
'David Turner'
;Monash University
Australia
;
_audit_update_record             
;
2025-09-08 deposited with the CCDC.	2025-12-15 downloaded from the CCDC.
;
_audit_creation_date             2025-07-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H8 N2 O8'
_chemical_formula_sum            'C14 H8 N2 O8'
_chemical_formula_weight         332.22
_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'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.0740(10)
_cell_length_b                   5.2610(11)
_cell_length_c                   12.385(3)
_cell_angle_alpha                90.10(3)
_cell_angle_beta                 97.94(3)
_cell_angle_gamma                95.82(3)
_cell_volume                     325.71(13)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    11748
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      31.680
_cell_measurement_theta_min      1.660
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.143
_exptl_absorpt_correction_T_max  0.4340
_exptl_absorpt_correction_T_min  0.3067
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.694
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             170
_exptl_crystal_size_max          0.03
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0509
_diffrn_reflns_av_unetI/netI     0.0296
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.843
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11748
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.843
_diffrn_reflns_theta_full        25.244
_diffrn_reflns_theta_max         31.685
_diffrn_reflns_theta_min         1.661
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.843
_diffrn_measurement_device_type  'ADSC Quantum 210r'
_diffrn_measurement_method       'Φ Scan'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.7108
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1478
_reflns_number_total             1857
_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       'XDS (Kabsch, 1999)'
_computing_data_collection       'BluICE (McPhillips, 2002)'
_computing_data_reduction        'XDS (Kabsch, 1999)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.329
_refine_diff_density_min         -0.336
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     112
_refine_ls_number_reflns         1857
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0712
_refine_ls_R_factor_gt           0.0551
_refine_ls_restrained_S_all      1.027
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0797P)²+0.1750P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1392
_refine_ls_wR_factor_ref         0.1512
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, H7 of C7
 At 1.5 times of:
  H1 of C4
2. Restrained distances
 O1-H1
 0.86 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B)
3.b Aromatic/amide H refined with riding coordinates:
 C7(H7)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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
O1 O 0.1767(3) 1.3243(3) 0.98325(14) 0.0506(5) Uani 1 1 d D . . . .
O2 O 0.5473(3) 1.2560(3) 0.91224(11) 0.0370(3) Uani 1 1 d . . . . .
O3 O 0.0273(3) 1.3479(3) 0.64454(11) 0.0382(3) Uani 1 1 d . . . . .
O4 O 0.5048(3) 0.6958(3) 0.77692(11) 0.0406(4) Uani 1 1 d . . . . .
N1 N 0.2292(3) 1.0168(3) 0.73313(12) 0.0324(3) Uani 1 1 d . . . . .
C1 C 0.3044(3) 1.2198(4) 0.91492(14) 0.0321(4) Uani 1 1 d . . . . .
C2 C 0.1253(4) 1.0341(4) 0.83596(15) 0.0367(4) Uani 1 1 d . . . . .
H2A H 0.110743 0.862859 0.868974 0.044 Uiso 1 1 calc R U . . .
H2B H -0.056246 1.091128 0.822550 0.044 Uiso 1 1 calc R U . . .
C3 C 0.1756(3) 1.1816(3) 0.64653(14) 0.0310(4) Uani 1 1 d . . . . .
C4 C 0.4161(4) 0.8498(3) 0.71313(15) 0.0324(4) Uani 1 1 d . . . . .
H1 H 0.276(5) 1.450(4) 1.0243(19) 0.049 Uiso 1 1 d D U . . .
C5 C 0.3353(3) 1.1073(3) 0.56081(14) 0.0281(3) Uani 1 1 d . . . . .
C6 C 0.4786(3) 0.9064(3) 0.60098(14) 0.0286(3) Uani 1 1 d . . . . .
C7 C 0.3504(3) 1.2083(3) 0.45835(14) 0.0295(4) Uani 1 1 d . . . . .
H7 H 0.252274 1.344403 0.430888 0.035 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
O1 C1 1.289(2) . ?
O1 H1 0.900(17) . ?
O2 C1 1.233(2) . ?
O3 C3 1.208(2) . ?
O4 C4 1.209(2) . ?
N1 C2 1.450(2) . ?
N1 C3 1.395(2) . ?
N1 C4 1.402(2) . ?
C1 C2 1.519(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C5 1.496(2) . ?
C4 C6 1.491(3) . ?
C5 C6 1.397(2) . ?
C5 C7 1.385(3) . ?
C6 C7 1.392(2) 2_676 ?
C7 H7 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 H1 113.7(18) . . ?
C3 N1 C2 123.86(16) . . ?
C3 N1 C4 111.96(15) . . ?
C4 N1 C2 123.89(16) . . ?
O1 C1 C2 113.12(16) . . ?
O2 C1 O1 125.62(17) . . ?
O2 C1 C2 121.24(16) . . ?
N1 C2 C1 111.52(16) . . ?
N1 C2 H2A 109.3 . . ?
N1 C2 H2B 109.3 . . ?
C1 C2 H2A 109.3 . . ?
C1 C2 H2B 109.3 . . ?
H2A C2 H2B 108.0 . . ?
O3 C3 N1 125.08(17) . . ?
O3 C3 C5 128.81(18) . . ?
N1 C3 C5 106.10(14) . . ?
O4 C4 N1 125.07(18) . . ?
O4 C4 C6 129.02(17) . . ?
N1 C4 C6 105.91(15) . . ?
C6 C5 C3 107.81(15) . . ?
C7 C5 C3 129.38(16) . . ?
C7 C5 C6 122.81(16) . . ?
C5 C6 C4 108.15(15) . . ?
C7 C6 C4 129.02(16) 2_676 . ?
C7 C6 C5 122.83(16) 2_676 . ?
C5 C7 C6 114.36(15) . 2_676 ?
C5 C7 H7 122.8 . . ?
C6 C7 H7 122.8 2_676 . ?

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
O1 H1 O2 0.900(17) 1.826(18) 2.715(2) 169(3) 2_687 yes

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
O1 C1 C2 N1 151.85(18) . . . . ?
O2 C1 C2 N1 -29.7(3) . . . . ?
O3 C3 C5 C6 179.30(18) . . . . ?
O3 C3 C5 C7 -0.7(3) . . . . ?
O4 C4 C6 C5 -177.45(18) . . . . ?
O4 C4 C6 C7 1.6(3) . . . 2_676 ?
N1 C3 C5 C6 -0.99(18) . . . . ?
N1 C3 C5 C7 178.98(16) . . . . ?
N1 C4 C6 C5 1.89(19) . . . . ?
N1 C4 C6 C7 -179.05(17) . . . 2_676 ?
C2 N1 C3 O3 -4.0(3) . . . . ?
C2 N1 C3 C5 176.29(15) . . . . ?
C2 N1 C4 O4 2.8(3) . . . . ?
C2 N1 C4 C6 -176.62(15) . . . . ?
C3 N1 C2 C1 -86.4(2) . . . . ?
C3 N1 C4 O4 176.77(17) . . . . ?
C3 N1 C4 C6 -2.62(19) . . . . ?
C3 C5 C6 C4 -0.56(18) . . . . ?
C3 C5 C6 C7 -179.68(15) . . . 2_676 ?
C3 C5 C7 C6 179.72(15) . . . 2_676 ?
C4 N1 C2 C1 86.9(2) . . . . ?
C4 N1 C3 O3 -177.99(17) . . . . ?
C4 N1 C3 C5 2.28(19) . . . . ?
C6 C5 C7 C6 -0.3(3) . . . 2_676 ?
C7 C5 C6 C4 179.47(15) . . . . ?
C7 C5 C6 C7 0.3(3) . . . 2_676 ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_2Mn
_database_code_depnum_ccdc_archive 'CCDC 2486236'
loop_
_audit_author_name
_audit_author_address
'David Turner'
;Monash University
Australia
;
_audit_update_record             
;
2025-09-08 deposited with the CCDC.	2025-12-15 downloaded from the CCDC.
;
_audit_creation_date             2025-07-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18.325 H16.091 Mn N3.442 O9.442, 1.5[H2O]'
_chemical_formula_sum            'C18.33 H19.09 Mn N3.44 O10.94'
_chemical_formula_weight         517.56
_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'
Mn Mn 0.3368 0.7283 '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'

_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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   31.934(6)
_cell_length_b                   4.7500(9)
_cell_length_c                   29.072(6)
_cell_angle_alpha                90
_cell_angle_beta                 99.72(3)
_cell_angle_gamma                90
_cell_volume                     4346.6(15)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    18180
_cell_measurement_temperature    100.15
_cell_measurement_theta_max      31.712
_cell_measurement_theta_min      1.294
_shelx_estimated_absorpt_T_max   0.967
_shelx_estimated_absorpt_T_min   0.936
_exptl_absorpt_coefficient_mu    0.675
_exptl_absorpt_correction_T_max  'Value not supplied by XDS'
_exptl_absorpt_correction_T_min  'Value not supplied by XDS'
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'XDS (Kabsch, 1999)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.582
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0964
_diffrn_reflns_av_unetI/netI     0.1105
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.829
_diffrn_reflns_limit_h_max       46
_diffrn_reflns_limit_h_min       -46
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       42
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            18180
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.829
_diffrn_reflns_theta_full        25.244
_diffrn_reflns_theta_max         31.712
_diffrn_reflns_theta_min         1.294
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.829
_diffrn_measurement_device_type  'ADSC Quantum 210r'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.7108
_diffrn_source                   'MX1 Australian Synchtrotron'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3590
_reflns_number_total             6091
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'XDS (Kabsch, 1999)'
_computing_data_collection       'BluICE (McPhillips, 2002)'
_computing_data_reduction        'XDS (Kabsch, 1999)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.029
_refine_diff_density_min         -0.749
_refine_diff_density_rms         0.125
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     377
_refine_ls_number_reflns         6091
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.1431
_refine_ls_R_factor_gt           0.0980
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1944P)²+2.0942P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2783
_refine_ls_wR_factor_ref         0.3254
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C20A) \\sim Ueq, Uanis(N4A) \\sim Ueq, Uanis(N4B) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.2
Uanis(C20B) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.02
Uanis(C18A) \\sim Ueq, Uanis(C18B) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.2
3. Others
 Sof(Mn1)=Sof(O9)=Sof(O10B)=Sof(N3)=Sof(N4B)=Sof(C15)=Sof(H15)=Sof(C16)=
 Sof(H16A)=Sof(H16B)=Sof(H16C)=Sof(C17)=Sof(H17A)=Sof(H17B)=Sof(H17C)=Sof(C18B)=
 Sof(H18B)=Sof(C19B)=Sof(H19D)=Sof(H19E)=Sof(H19F)=Sof(C20B)=Sof(H20D)=
 Sof(H20E)=Sof(H20F)=1-FVAR(1)
 Sof(Mn2)=Sof(O10A)=Sof(N4A)=Sof(C18A)=Sof(H18A)=Sof(C19A)=Sof(H19A)=Sof(H19B)=
 Sof(H19C)=Sof(C20A)=Sof(H20A)=Sof(H20B)=Sof(H20C)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C13(H13A,H13B)
4.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C15(H15), C18A(H18A), C18B(H18B)
4.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C19A(H19A,H19B,H19C), C19B(H19D,
 H19E,H19F), C20A(H20A,H20B,H20C), C20B(H20D,H20E,H20F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
Mn1 Mn 0.38454(11) 0.3913(4) 0.26746(6) 0.0262(5) Uani 0.442(7) 1 d . . P A 2
Mn2 Mn 0.36758(11) 0.3537(4) 0.26713(5) 0.0316(5) Uani 0.558(7) 1 d . . P A 1
O1 O 0.41354(12) 0.2383(9) 0.32104(13) 0.0595(9) Uani 1 1 d . . . . .
O2 O 0.38783(17) 0.5750(9) 0.36170(15) 0.0788(13) Uani 1 1 d . . . . .
O3 O 0.35794(13) 0.1660(8) 0.44824(14) 0.0643(10) Uani 1 1 d . . . . .
O4 O 0.48252(11) 0.6482(8) 0.45481(13) 0.0551(8) Uani 1 1 d . . . . .
O5 O 0.31770(12) 0.8507(8) 0.61154(14) 0.0605(9) Uani 1 1 d . . . . .
O6 O 0.44552(12) 1.3027(8) 0.62179(13) 0.0571(8) Uani 1 1 d . . . . .
O7 O 0.37883(14) 0.8558(7) 0.71017(13) 0.0603(9) Uani 1 1 d . . . . .
O8 O 0.36058(14) 1.2511(8) 0.74402(14) 0.0629(9) Uani 1 1 d . . . . .
O9 O 0.4406(2) 0.6036(14) 0.2537(3) 0.0483(18) Uani 0.442(7) 1 d . . P A -2
O10A O 0.3125(4) 0.243(4) 0.2861(6) 0.054(3) Uani 0.558(7) 1 d . . P A 1
O10B O 0.3255(5) 0.281(4) 0.2818(8) 0.049(3) Uani 0.442(7) 1 d . . P A 2
N1 N 0.42384(13) 0.3534(9) 0.44465(15) 0.0523(9) Uani 1 1 d . . . . .
N2 N 0.37997(13) 1.1107(9) 0.62664(15) 0.0525(9) Uani 1 1 d . . . . .
N3 N 0.4859(3) 0.966(2) 0.2705(4) 0.049(2) Uani 0.442(7) 1 d . . P A -2
N4A N 0.2847(4) -0.052(3) 0.3344(4) 0.058(3) Uani 0.558(7) 1 d . U P A 1
N4B N 0.2813(6) 0.033(4) 0.3186(6) 0.067(4) Uani 0.442(7) 1 d . U P A 2
C1 C 0.40883(16) 0.3606(10) 0.35928(16) 0.0498(10) Uani 1 1 d . . . . .
C2 C 0.43113(18) 0.2148(12) 0.40217(17) 0.0564(12) Uani 1 1 d . . . . .
H2A H 0.421019 0.017767 0.402195 0.068 Uiso 1 1 calc R U . . .
H2B H 0.462018 0.210605 0.401514 0.068 Uiso 1 1 calc R U . . .
C3 C 0.38656(16) 0.3259(10) 0.46263(17) 0.0512(10) Uani 1 1 d . . . . .
C4 C 0.44965(14) 0.5662(10) 0.46673(16) 0.0467(9) Uani 1 1 d . . . . .
C5 C 0.38992(14) 0.5311(10) 0.50268(16) 0.0478(10) Uani 1 1 d . . . . .
C6 C 0.42838(14) 0.6750(9) 0.50534(16) 0.0448(9) Uani 1 1 d . . . . .
C7 C 0.36157(15) 0.5877(10) 0.53273(17) 0.0503(10) Uani 1 1 d . . . . .
H7 H 0.335192 0.492290 0.530867 0.060 Uiso 1 1 calc R U . . .
C8 C 0.44191(14) 0.8768(9) 0.53817(16) 0.0459(9) Uani 1 1 d . . . . .
H8 H 0.468374 0.971042 0.539967 0.055 Uiso 1 1 calc R U . . .
C9 C 0.37465(15) 0.7931(10) 0.56555(16) 0.0479(10) Uani 1 1 d . . . . .
C10 C 0.41360(14) 0.9325(9) 0.56879(15) 0.0454(9) Uani 1 1 d . . . . .
C11 C 0.35247(15) 0.9089(10) 0.60276(18) 0.0501(10) Uani 1 1 d . . . . .
C12 C 0.41714(15) 1.1379(10) 0.60778(16) 0.0486(10) Uani 1 1 d . . . . .
C13 C 0.37096(18) 1.2800(11) 0.66514(19) 0.0554(11) Uani 1 1 d . . . . .
H13A H 0.343039 1.372389 0.655694 0.067 Uiso 1 1 calc R U . . .
H13B H 0.392674 1.430093 0.671465 0.067 Uiso 1 1 calc R U . . .
C14 C 0.37018(17) 1.1147(10) 0.71063(18) 0.0539(11) Uani 1 1 d . . . . .
C15 C 0.4606(3) 0.775(2) 0.2818(4) 0.046(2) Uani 0.442(7) 1 d . . P A -2
H15 H 0.457096 0.764186 0.313539 0.055 Uiso 0.442(7) 1 calc R U P A -2
C16 C 0.4896(6) 1.020(3) 0.2220(4) 0.065(3) Uani 0.442(7) 1 d . . P A -2
H16A H 0.478114 0.860083 0.202699 0.097 Uiso 0.442(7) 1 calc R U P A -2
H16B H 0.519629 1.046387 0.219524 0.097 Uiso 0.442(7) 1 calc R U P A -2
H16C H 0.473699 1.190870 0.211172 0.097 Uiso 0.442(7) 1 calc R U P A -2
C17 C 0.5065(4) 1.177(3) 0.3057(4) 0.056(3) Uani 0.442(7) 1 d . . P A -2
H17A H 0.490670 1.354944 0.301480 0.085 Uiso 0.442(7) 1 calc R U P A -2
H17B H 0.535850 1.209675 0.301254 0.085 Uiso 0.442(7) 1 calc R U P A -2
H17C H 0.506320 1.105153 0.337206 0.085 Uiso 0.442(7) 1 calc R U P A -2
C18A C 0.3152(7) 0.050(5) 0.3164(8) 0.055(5) Uani 0.558(7) 1 d . U P A 1
H18A H 0.342642 -0.026191 0.326815 0.066 Uiso 0.558(7) 1 calc R U P A 1
C18B C 0.3208(8) 0.089(7) 0.3101(8) 0.051(5) Uani 0.442(7) 1 d . U P A 2
H18B H 0.344590 -0.015846 0.325323 0.061 Uiso 0.442(7) 1 calc R U P A 2
C19A C 0.2408(4) 0.057(4) 0.3189(6) 0.089(5) Uani 0.558(7) 1 d . . P A 1
H19A H 0.238028 0.127636 0.286867 0.134 Uiso 0.558(7) 1 calc R U P A 1
H19B H 0.235114 0.210015 0.339610 0.134 Uiso 0.558(7) 1 calc R U P A 1
H19C H 0.220250 -0.095364 0.320070 0.134 Uiso 0.558(7) 1 calc R U P A 1
C19B C 0.2438(6) 0.185(5) 0.2959(8) 0.086(5) Uani 0.442(7) 1 d . . P A 2
H19D H 0.251484 0.380942 0.290642 0.128 Uiso 0.442(7) 1 calc R U P A 2
H19E H 0.221965 0.180747 0.315809 0.128 Uiso 0.442(7) 1 calc R U P A 2
H19F H 0.232801 0.096101 0.265845 0.128 Uiso 0.442(7) 1 calc R U P A 2
C20A C 0.2909(5) -0.245(3) 0.3725(5) 0.076(4) Uani 0.558(7) 1 d . U P A 1
H20A H 0.321093 -0.294625 0.380196 0.114 Uiso 0.558(7) 1 calc R U P A 1
H20B H 0.274190 -0.415934 0.363841 0.114 Uiso 0.558(7) 1 calc R U P A 1
H20C H 0.281758 -0.158051 0.399708 0.114 Uiso 0.558(7) 1 calc R U P A 1
C20B C 0.2773(10) -0.197(8) 0.3502(13) 0.130(11) Uani 0.442(7) 1 d . U P A 2
H20D H 0.258608 -0.341940 0.333918 0.194 Uiso 0.442(7) 1 calc R U P A 2
H20E H 0.265308 -0.126844 0.376903 0.194 Uiso 0.442(7) 1 calc R U P A 2
H20F H 0.305444 -0.278231 0.361322 0.194 Uiso 0.442(7) 1 calc R U P A 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
Mn1 O1 1.823(4) . ?
Mn1 O7 2.020(4) 6_565 ?
Mn1 O8 1.939(4) 6_575 ?
Mn1 O9 2.149(8) . ?
Mn1 O10B 2.067(11) . ?
Mn2 O1 2.033(4) . ?
Mn2 O7 2.015(4) 6_565 ?
Mn2 O8 1.993(4) 6_575 ?
Mn2 O10A 1.999(11) . ?
O1 C1 1.285(6) . ?
O2 C1 1.228(6) . ?
O3 C3 1.208(6) . ?
O4 C4 1.223(6) . ?
O5 C11 1.213(6) . ?
O6 C12 1.215(6) . ?
O7 C14 1.261(6) . ?
O8 C14 1.248(6) . ?
O9 C15 1.251(13) . ?
O10A C18A 1.26(3) . ?
O10B C18B 1.26(4) . ?
N1 C2 1.453(7) . ?
N1 C3 1.385(7) . ?
N1 C4 1.391(6) . ?
N2 C11 1.402(7) . ?
N2 C12 1.395(7) . ?
N2 C13 1.446(7) . ?
N3 C15 1.295(13) . ?
N3 C16 1.457(15) . ?
N3 C17 1.501(14) . ?
N4A C18A 1.28(2) . ?
N4A C19A 1.492(18) . ?
N4A C20A 1.43(2) . ?
N4B C18B 1.35(3) . ?
N4B C19B 1.46(3) . ?
N4B C20B 1.45(3) . ?
C1 C2 1.497(7) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C5 1.509(7) . ?
C4 C6 1.499(6) . ?
C5 C6 1.396(6) . ?
C5 C7 1.386(7) . ?
C6 C8 1.370(6) . ?
C7 H7 0.9500 . ?
C7 C9 1.379(7) . ?
C8 H8 0.9500 . ?
C8 C10 1.397(7) . ?
C9 C10 1.398(7) . ?
C9 C11 1.494(7) . ?
C10 C12 1.485(7) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.542(7) . ?
C15 H15 0.9500 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18A H18A 0.9500 . ?
C18B H18B 0.9500 . ?
C19A H19A 0.9800 . ?
C19A H19B 0.9800 . ?
C19A H19C 0.9800 . ?
C19B H19D 0.9800 . ?
C19B H19E 0.9800 . ?
C19B H19F 0.9800 . ?
C20A H20A 0.9800 . ?
C20A H20B 0.9800 . ?
C20A H20C 0.9800 . ?
C20B H20D 0.9800 . ?
C20B H20E 0.9800 . ?
C20B H20F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Mn1 O7 115.79(19) . 6_565 ?
O1 Mn1 O8 139.7(2) . 6_575 ?
O1 Mn1 O9 91.6(3) . . ?
O1 Mn1 O10B 94.3(6) . . ?
O7 Mn1 O9 94.7(3) 6_565 . ?
O7 Mn1 O10B 93.5(6) 6_565 . ?
O8 Mn1 O7 104.11(18) 6_575 6_565 ?
O8 Mn1 O9 79.3(3) 6_575 . ?
O8 Mn1 O10B 88.5(6) 6_575 . ?
O10B Mn1 O9 166.7(6) . . ?
O7 Mn2 O1 107.14(19) 6_565 . ?
O8 Mn2 O1 122.6(2) 6_575 . ?
O8 Mn2 O7 102.32(17) 6_575 6_565 ?
O8 Mn2 O10A 106.6(5) 6_575 . ?
O10A Mn2 O1 105.7(5) . . ?
O10A Mn2 O7 112.5(5) . 6_565 ?
C1 O1 Mn1 116.3(4) . . ?
C1 O1 Mn2 111.7(3) . . ?
C14 O7 Mn1 123.2(4) . 6_566 ?
C14 O7 Mn2 113.8(3) . 6_566 ?
C14 O8 Mn1 126.5(4) . 6_576 ?
C14 O8 Mn2 136.3(4) . 6_576 ?
C15 O9 Mn1 122.4(7) . . ?
C18A O10A Mn2 115.1(14) . . ?
C18B O10B Mn1 122.0(17) . . ?
C3 N1 C2 123.3(4) . . ?
C3 N1 C4 112.0(4) . . ?
C4 N1 C2 123.6(5) . . ?
C11 N2 C13 125.0(4) . . ?
C12 N2 C11 111.9(4) . . ?
C12 N2 C13 123.1(4) . . ?
C15 N3 C16 121.7(11) . . ?
C15 N3 C17 121.0(10) . . ?
C16 N3 C17 116.4(10) . . ?
C18A N4A C19A 119.2(17) . . ?
C18A N4A C20A 123.2(15) . . ?
C20A N4A C19A 117.2(13) . . ?
C18B N4B C19B 123(2) . . ?
C18B N4B C20B 116(2) . . ?
C20B N4B C19B 121(2) . . ?
O1 C1 C2 113.8(4) . . ?
O2 C1 O1 124.7(5) . . ?
O2 C1 C2 121.6(4) . . ?
N1 C2 C1 112.1(4) . . ?
N1 C2 H2A 109.2 . . ?
N1 C2 H2B 109.2 . . ?
C1 C2 H2A 109.2 . . ?
C1 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
O3 C3 N1 125.3(5) . . ?
O3 C3 C5 128.7(5) . . ?
N1 C3 C5 106.1(4) . . ?
O4 C4 N1 124.8(5) . . ?
O4 C4 C6 128.4(4) . . ?
N1 C4 C6 106.7(4) . . ?
C6 C5 C3 107.8(4) . . ?
C7 C5 C3 130.0(4) . . ?
C7 C5 C6 122.2(4) . . ?
C5 C6 C4 107.2(4) . . ?
C8 C6 C4 129.3(4) . . ?
C8 C6 C5 123.5(5) . . ?
C5 C7 H7 122.6 . . ?
C9 C7 C5 114.8(4) . . ?
C9 C7 H7 122.6 . . ?
C6 C8 H8 122.8 . . ?
C6 C8 C10 114.5(4) . . ?
C10 C8 H8 122.8 . . ?
C7 C9 C10 122.9(5) . . ?
C7 C9 C11 129.5(4) . . ?
C10 C9 C11 107.6(4) . . ?
C8 C10 C9 122.1(4) . . ?
C8 C10 C12 129.5(4) . . ?
C9 C10 C12 108.3(4) . . ?
O5 C11 N2 124.8(5) . . ?
O5 C11 C9 129.1(5) . . ?
N2 C11 C9 106.0(4) . . ?
O6 C12 N2 124.3(5) . . ?
O6 C12 C10 129.5(5) . . ?
N2 C12 C10 106.2(4) . . ?
N2 C13 H13A 108.6 . . ?
N2 C13 H13B 108.6 . . ?
N2 C13 C14 114.5(4) . . ?
H13A C13 H13B 107.6 . . ?
C14 C13 H13A 108.6 . . ?
C14 C13 H13B 108.6 . . ?
O7 C14 C13 116.9(5) . . ?
O8 C14 O7 126.7(5) . . ?
O8 C14 C13 116.4(4) . . ?
O9 C15 N3 124.4(10) . . ?
O9 C15 H15 117.8 . . ?
N3 C15 H15 117.8 . . ?
N3 C16 H16A 109.5 . . ?
N3 C16 H16B 109.5 . . ?
N3 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N3 C17 H17A 109.5 . . ?
N3 C17 H17B 109.5 . . ?
N3 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O10A C18A N4A 127(2) . . ?
O10A C18A H18A 116.7 . . ?
N4A C18A H18A 116.7 . . ?
O10B C18B N4B 118(2) . . ?
O10B C18B H18B 120.8 . . ?
N4B C18B H18B 120.8 . . ?
N4A C19A H19A 109.5 . . ?
N4A C19A H19B 109.5 . . ?
N4A C19A H19C 109.5 . . ?
H19A C19A H19B 109.5 . . ?
H19A C19A H19C 109.5 . . ?
H19B C19A H19C 109.5 . . ?
N4B C19B H19D 109.5 . . ?
N4B C19B H19E 109.5 . . ?
N4B C19B H19F 109.5 . . ?
H19D C19B H19E 109.5 . . ?
H19D C19B H19F 109.5 . . ?
H19E C19B H19F 109.5 . . ?
N4A C20A H20A 109.5 . . ?
N4A C20A H20B 109.5 . . ?
N4A C20A H20C 109.5 . . ?
H20A C20A H20B 109.5 . . ?
H20A C20A H20C 109.5 . . ?
H20B C20A H20C 109.5 . . ?
N4B C20B H20D 109.5 . . ?
N4B C20B H20E 109.5 . . ?
N4B C20B H20F 109.5 . . ?
H20D C20B H20E 109.5 . . ?
H20D C20B H20F 109.5 . . ?
H20E C20B H20F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Mn1 O1 C1 O2 -2.9(7) . . . . ?
Mn1 O1 C1 C2 176.3(4) . . . . ?
Mn1 O7 C14 O8 -6.3(8) 6_566 . . . ?
Mn1 O7 C14 C13 174.6(4) 6_566 . . . ?
Mn1 O8 C14 O7 131.7(5) 6_576 . . . ?
Mn1 O8 C14 C13 -49.1(7) 6_576 . . . ?
Mn1 O9 C15 N3 -158.6(9) . . . . ?
Mn1 O10B C18B N4B 178.4(16) . . . . ?
Mn2 O1 C1 O2 -19.5(7) . . . . ?
Mn2 O1 C1 C2 159.7(4) . . . . ?
Mn2 O7 C14 O8 8.8(8) 6_566 . . . ?
Mn2 O7 C14 C13 -170.4(4) 6_566 . . . ?
Mn2 O8 C14 O7 149.5(5) 6_576 . . . ?
Mn2 O8 C14 C13 -31.3(8) 6_576 . . . ?
Mn2 O10A C18A N4A 178.8(17) . . . . ?
O1 C1 C2 N1 -178.0(4) . . . . ?
O2 C1 C2 N1 1.2(8) . . . . ?
O3 C3 C5 C6 -178.5(5) . . . . ?
O3 C3 C5 C7 0.1(8) . . . . ?
O4 C4 C6 C5 174.8(5) . . . . ?
O4 C4 C6 C8 -4.9(8) . . . . ?
O7 Mn1 O1 C1 -163.8(3) 6_565 . . . ?
O8 Mn1 O1 C1 25.0(6) 6_575 . . . ?
O9 Mn1 O1 C1 100.2(4) . . . . ?
O10B Mn1 O1 C1 -67.8(7) . . . . ?
N1 C3 C5 C6 1.8(5) . . . . ?
N1 C3 C5 C7 -179.6(5) . . . . ?
N1 C4 C6 C5 -3.0(5) . . . . ?
N1 C4 C6 C8 177.2(4) . . . . ?
N2 C13 C14 O7 2.4(7) . . . . ?
N2 C13 C14 O8 -176.8(5) . . . . ?
C2 N1 C3 O3 7.6(8) . . . . ?
C2 N1 C3 C5 -172.7(4) . . . . ?
C2 N1 C4 O4 -4.8(7) . . . . ?
C2 N1 C4 C6 173.2(4) . . . . ?
C3 N1 C2 C1 77.5(6) . . . . ?
C3 N1 C4 O4 -173.6(4) . . . . ?
C3 N1 C4 C6 4.3(5) . . . . ?
C3 C5 C6 C4 0.8(5) . . . . ?
C3 C5 C6 C8 -179.5(4) . . . . ?
C3 C5 C7 C9 -179.3(4) . . . . ?
C4 N1 C2 C1 -90.1(6) . . . . ?
C4 N1 C3 O3 176.5(5) . . . . ?
C4 N1 C3 C5 -3.9(5) . . . . ?
C4 C6 C8 C10 178.6(4) . . . . ?
C5 C6 C8 C10 -1.1(6) . . . . ?
C5 C7 C9 C10 -0.6(7) . . . . ?
C5 C7 C9 C11 179.4(4) . . . . ?
C6 C5 C7 C9 -0.8(7) . . . . ?
C6 C8 C10 C9 -0.4(6) . . . . ?
C6 C8 C10 C12 -178.9(4) . . . . ?
C7 C5 C6 C4 -178.0(4) . . . . ?
C7 C5 C6 C8 1.8(7) . . . . ?
C7 C9 C10 C8 1.2(7) . . . . ?
C7 C9 C10 C12 -179.9(4) . . . . ?
C7 C9 C11 O5 -1.6(9) . . . . ?
C7 C9 C11 N2 179.3(5) . . . . ?
C8 C10 C12 O6 -0.2(8) . . . . ?
C8 C10 C12 N2 179.2(4) . . . . ?
C9 C10 C12 O6 -179.0(5) . . . . ?
C9 C10 C12 N2 0.5(5) . . . . ?
C10 C9 C11 O5 178.4(5) . . . . ?
C10 C9 C11 N2 -0.6(5) . . . . ?
C11 N2 C12 O6 178.5(4) . . . . ?
C11 N2 C12 C10 -0.9(5) . . . . ?
C11 N2 C13 C14 69.5(6) . . . . ?
C11 C9 C10 C8 -178.8(4) . . . . ?
C11 C9 C10 C12 0.1(5) . . . . ?
C12 N2 C11 O5 -178.1(5) . . . . ?
C12 N2 C11 C9 1.0(5) . . . . ?
C12 N2 C13 C14 -112.8(5) . . . . ?
C13 N2 C11 O5 -0.2(8) . . . . ?
C13 N2 C11 C9 178.9(4) . . . . ?
C13 N2 C12 O6 0.6(7) . . . . ?
C13 N2 C12 C10 -178.9(4) . . . . ?
C16 N3 C15 O9 7(2) . . . . ?
C17 N3 C15 O9 175.6(10) . . . . ?
C19A N4A C18A O10A 1(3) . . . . ?
C19B N4B C18B O10B 1(4) . . . . ?
C20A N4A C18A O10A -172.1(18) . . . . ?
C20B N4B C18B O10B 178(3) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.250 0.006 0.500 100.8 29.4 '3 H2O'
2 0.250 0.061 1.000 100.8 29.4 '3 H2O'
3 0.750 -0.366 0.000 100.8 29.4 '3 H2O'
4 0.750 -0.485 0.500 100.8 29.4 '3 H2O'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_TYPE047_2Mn                 
;
PROBLEM: _exptl_absorpt_correction_T_min is not of type numb.
RESPONSE: Value not supplied by XDS software
;
_vrf_TYPE048_2Mn                 
;
PROBLEM: _exptl_absorpt_correction_T_max is not of type numb.
RESPONSE: Value not supplied by XDS software
;
_vrf_PLAT058_2Mn                 
;
PROBLEM: Maximum Transmission Factor Missing ............          ?       
RESPONSE: Value not supplied by XDS software
;
_vrf_PLAT059_2Mn                 
;
PROBLEM: Minimum Transmission Factor Missing ............          ?       
RESPONSE: Value not supplied by XDS software
;
_vrf_PLAT430_2Mn                 
;
PROBLEM: Short Inter D...A Contact  O8       ..O9       .       2.62 Ang.  
RESPONSE: Both within distorted metal coordination sphere
;
_vrf_PLAT077_2Mn                 
;
PROBLEM: Unit Cell Contains Non-integer Number of Atoms .     Please Check 
RESPONSE: Due to disordered components not present as "clean" fractions
;
####################################################################### 
# 
# 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_3Ca
_database_code_depnum_ccdc_archive 'CCDC 2486239'
loop_
_audit_author_name
_audit_author_address
'David Turner'
;Monash University
Australia
;
_audit_update_record             
;
2025-09-08 deposited with the CCDC.	2025-12-15 downloaded from the CCDC.
;
_audit_creation_date             2025-07-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H20 Ca N4 O10'
_chemical_formula_sum            'C20 H20 Ca N4 O10'
_chemical_formula_weight         516.48
_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 0.0035 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'
Ca Ca 0.2333 0.3165 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0065 0.0032 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0116 0.0061 '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                   13.425(3)
_cell_length_b                   17.687(4)
_cell_length_c                   9.6290(19)
_cell_angle_alpha                90
_cell_angle_beta                 91.03(3)
_cell_angle_gamma                90
_cell_volume                     2286.0(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    30533
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.499
_cell_measurement_theta_min      1.517
_shelx_estimated_absorpt_T_max   0.997
_shelx_estimated_absorpt_T_min   0.983
_exptl_absorpt_coefficient_mu    0.339
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'XDS (Kabsch, 1999)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.501
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1666
_diffrn_reflns_av_unetI/netI     0.1027
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            30533
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.249
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         1.517
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Eiger 16M'
_diffrn_measurement_method       'phi scan'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.71092
_diffrn_source                   'MX2, Australian Synchrotron'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2087
_reflns_number_total             5201
_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       'XDS (Kabsch, 1999)'
_computing_data_collection       'BluICE (McPhillips, 2002)'
_computing_data_reduction        'XDS (Kabsch, 1999)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.029
_refine_diff_density_min         -0.617
_refine_diff_density_rms         0.134
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     320
_refine_ls_number_reflns         5201
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2235
_refine_ls_R_factor_gt           0.1531
_refine_ls_restrained_S_all      1.092
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3902
_refine_ls_wR_factor_ref         0.4302
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C15(H15), C18(H18)
2.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C20(H20A,H20B,
 H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
Ca1 Ca 0.90954(12) 0.71697(8) 0.08234(18) 0.0833(7) Uani 1 1 d . . . . .
O1 O 0.8353(4) 0.8047(3) 0.2198(7) 0.0927(16) Uani 1 1 d . . . . .
O2 O 0.7720(4) 0.7921(3) 0.4317(7) 0.0859(15) Uani 1 1 d . . . . .
O3 O 0.5669(4) 0.6731(3) 0.3506(6) 0.0953(17) Uani 1 1 d . . . . .
O4 O 0.5665(4) 0.9312(3) 0.3727(7) 0.1092(19) Uani 1 1 d . . . . .
O5 O 0.2500(4) 0.6580(3) 0.7831(6) 0.0924(16) Uani 1 1 d . . . . .
O6 O 0.2594(4) 0.9151(3) 0.8248(6) 0.0963(17) Uani 1 1 d . . . . .
O7 O 0.0462(4) 0.7942(3) 0.7377(7) 0.0836(15) Uani 1 1 d . . . . .
O8 O -0.0128(4) 0.8092(3) 0.9517(6) 0.0816(14) Uani 1 1 d . . . . .
O9 O 0.8269(5) 0.6259(4) 0.2005(7) 0.110(2) Uani 1 1 d . . . . .
O10 O 1.0030(4) 0.6357(3) -0.0465(6) 0.0943(16) Uani 1 1 d . . . . .
N1 N 0.5813(5) 0.8025(4) 0.3321(7) 0.0889(19) Uani 1 1 d . . . . .
N2 N 0.2403(5) 0.7856(3) 0.8318(7) 0.0789(17) Uani 1 1 d . . . . .
N3 N 0.7181(5) 0.5486(3) 0.3063(8) 0.095(2) Uani 1 1 d . . . . .
N4 N 0.9591(5) 0.5424(3) -0.1955(7) 0.0864(18) Uani 1 1 d . . . . .
C1 C 0.7668(7) 0.8007(4) 0.3062(9) 0.081(2) Uani 1 1 d . . . . .
C2 C 0.6630(6) 0.8063(5) 0.2371(8) 0.083(2) Uani 1 1 d . . . . .
H2A H 0.658565 0.854583 0.185420 0.099 Uiso 1 1 calc R U . . .
H2B H 0.655683 0.764742 0.168764 0.099 Uiso 1 1 calc R U . . .
C3 C 0.5446(5) 0.7351(4) 0.3882(8) 0.0699(18) Uani 1 1 d . . . . .
C4 C 0.5423(6) 0.8668(5) 0.3996(9) 0.086(2) Uani 1 1 d . . . . .
C5 C 0.4704(6) 0.7585(4) 0.4888(8) 0.0765(19) Uani 1 1 d . . . . .
C6 C 0.4701(6) 0.8380(4) 0.4973(9) 0.085(2) Uani 1 1 d . . . . .
C7 C 0.4107(5) 0.7142(4) 0.5706(8) 0.076(2) Uani 1 1 d . . . . .
H7 H 0.411655 0.660617 0.564760 0.091 Uiso 1 1 calc R U . . .
C8 C 0.4102(5) 0.8765(4) 0.5875(8) 0.082(2) Uani 1 1 d . . . . .
H8 H 0.409577 0.930148 0.592836 0.099 Uiso 1 1 calc R U . . .
C9 C 0.3486(6) 0.7520(4) 0.6626(8) 0.083(2) Uani 1 1 d . . . . .
C10 C 0.3505(6) 0.8313(4) 0.6708(8) 0.082(2) Uani 1 1 d . . . . .
C11 C 0.2782(6) 0.7239(4) 0.7625(9) 0.085(2) Uani 1 1 d . . . . .
C12 C 0.2806(6) 0.8539(5) 0.7798(9) 0.085(2) Uani 1 1 d . . . . .
C13 C 0.1613(6) 0.7860(4) 0.9325(9) 0.089(2) Uani 1 1 d . . . . .
H13A H 0.174709 0.826862 1.000624 0.106 Uiso 1 1 calc R U . . .
H13B H 0.162567 0.737440 0.983489 0.106 Uiso 1 1 calc R U . . .
C14 C 0.0546(8) 0.7979(4) 0.8674(13) 0.096(3) Uani 1 1 d . . . . .
C15 C 0.7935(9) 0.6019(6) 0.3066(15) 0.133(4) Uani 1 1 d . . . . .
H15 H 0.819435 0.620053 0.392771 0.160 Uiso 1 1 calc R U . . .
C16 C 0.6887(13) 0.5197(7) 0.4362(14) 0.172(6) Uani 1 1 d . . . . .
H16A H 0.718496 0.469698 0.450781 0.258 Uiso 1 1 calc R U . . .
H16B H 0.615902 0.515413 0.437371 0.258 Uiso 1 1 calc R U . . .
H16C H 0.711156 0.553950 0.510326 0.258 Uiso 1 1 calc R U . . .
C17 C 0.6658(12) 0.5242(6) 0.1846(14) 0.165(6) Uani 1 1 d . . . . .
H17A H 0.674052 0.561628 0.110662 0.248 Uiso 1 1 calc R U . . .
H17B H 0.594879 0.518798 0.204864 0.248 Uiso 1 1 calc R U . . .
H17C H 0.692426 0.475414 0.154571 0.248 Uiso 1 1 calc R U . . .
C18 C 1.0132(6) 0.6025(4) -0.1589(10) 0.093(2) Uani 1 1 d . . . . .
H18 H 1.061680 0.620762 -0.221314 0.111 Uiso 1 1 calc R U . . .
C19 C 0.8792(7) 0.5139(4) -0.1110(9) 0.099(3) Uani 1 1 d . . . . .
H19A H 0.895511 0.462589 -0.079508 0.149 Uiso 1 1 calc R U . . .
H19B H 0.817122 0.512831 -0.166116 0.149 Uiso 1 1 calc R U . . .
H19C H 0.870938 0.546867 -0.030284 0.149 Uiso 1 1 calc R U . . .
C20 C 0.9709(9) 0.5086(5) -0.3301(10) 0.121(3) Uani 1 1 d . . . . .
H20A H 1.009094 0.542676 -0.389160 0.181 Uiso 1 1 calc R U . . .
H20B H 0.905209 0.499483 -0.372890 0.181 Uiso 1 1 calc R U . . .
H20C H 1.006513 0.460448 -0.319971 0.181 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
Ca1 O1 2.281(6) . ?
Ca1 O2 2.333(6) 4_575 ?
Ca1 O7 2.355(5) 4_675 ?
Ca1 O8 2.319(5) 1_654 ?
Ca1 O9 2.273(7) . ?
Ca1 O10 2.288(6) . ?
Ca1 C14 3.205(11) 1_654 ?
O1 C1 1.253(10) . ?
O2 C1 1.218(9) . ?
O3 C3 1.194(8) . ?
O4 C4 1.213(9) . ?
O5 C11 1.244(9) . ?
O6 C12 1.201(9) . ?
O7 C14 1.253(12) . ?
O8 C14 1.242(11) . ?
O9 C15 1.200(13) . ?
O10 C18 1.240(10) . ?
N1 C2 1.442(10) . ?
N1 C3 1.403(10) . ?
N1 C4 1.416(10) . ?
N2 C11 1.380(10) . ?
N2 C12 1.419(10) . ?
N2 C13 1.449(10) . ?
N3 C15 1.383(13) . ?
N3 C16 1.414(13) . ?
N3 C17 1.422(12) . ?
N4 C18 1.332(10) . ?
N4 C19 1.449(10) . ?
N4 C20 1.439(11) . ?
C1 C2 1.536(12) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C5 1.461(10) . ?
C4 C6 1.455(11) . ?
C5 C6 1.409(10) . ?
C5 C7 1.378(11) . ?
C6 C8 1.375(11) . ?
C7 H7 0.9500 . ?
C7 C9 1.398(10) . ?
C8 H8 0.9500 . ?
C8 C10 1.396(10) . ?
C9 C10 1.405(11) . ?
C9 C11 1.448(11) . ?
C10 C12 1.476(11) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.568(14) . ?
C15 H15 0.9500 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ca1 O2 93.4(2) . 4_575 ?
O1 Ca1 O7 91.8(2) . 4_675 ?
O1 Ca1 O8 92.4(2) . 1_654 ?
O1 Ca1 O10 172.65(19) . . ?
O1 Ca1 C14 110.4(2) . 1_654 ?
O2 Ca1 O7 171.17(19) 4_575 4_675 ?
O2 Ca1 C14 96.5(3) 4_575 1_654 ?
O7 Ca1 C14 88.4(2) 4_675 1_654 ?
O8 Ca1 O2 94.0(2) 1_654 4_575 ?
O8 Ca1 O7 92.9(2) 1_654 4_675 ?
O8 Ca1 C14 18.39(18) 1_654 1_654 ?
O9 Ca1 O1 88.3(2) . . ?
O9 Ca1 O2 82.8(2) . 4_575 ?
O9 Ca1 O7 90.3(2) . 4_675 ?
O9 Ca1 O8 176.7(2) . 1_654 ?
O9 Ca1 O10 95.9(2) . . ?
O9 Ca1 C14 161.4(2) . 1_654 ?
O10 Ca1 O2 93.1(2) . 4_575 ?
O10 Ca1 O7 82.1(2) . 4_675 ?
O10 Ca1 O8 83.8(2) . 1_654 ?
O10 Ca1 C14 65.5(2) . 1_654 ?
C1 O1 Ca1 132.9(5) . . ?
C1 O2 Ca1 131.0(6) . 4_576 ?
C14 O7 Ca1 133.8(6) . 4_476 ?
C14 O8 Ca1 125.6(5) . 1_456 ?
C15 O9 Ca1 150.4(8) . . ?
C18 O10 Ca1 147.2(5) . . ?
C3 N1 C2 124.1(7) . . ?
C3 N1 C4 111.8(7) . . ?
C4 N1 C2 123.1(6) . . ?
C11 N2 C12 110.9(7) . . ?
C11 N2 C13 127.5(6) . . ?
C12 N2 C13 121.3(6) . . ?
C15 N3 C16 117.5(11) . . ?
C15 N3 C17 124.0(10) . . ?
C16 N3 C17 118.5(10) . . ?
C18 N4 C19 122.4(7) . . ?
C18 N4 C20 120.2(8) . . ?
C20 N4 C19 117.1(7) . . ?
O1 C1 C2 112.3(7) . . ?
O2 C1 O1 129.4(9) . . ?
O2 C1 C2 118.3(8) . . ?
N1 C2 C1 114.6(6) . . ?
N1 C2 H2A 108.6 . . ?
N1 C2 H2B 108.6 . . ?
C1 C2 H2A 108.6 . . ?
C1 C2 H2B 108.6 . . ?
H2A C2 H2B 107.6 . . ?
O3 C3 N1 124.8(7) . . ?
O3 C3 C5 129.7(7) . . ?
N1 C3 C5 105.3(6) . . ?
O4 C4 N1 123.6(7) . . ?
O4 C4 C6 130.6(8) . . ?
N1 C4 C6 105.8(7) . . ?
C6 C5 C3 108.9(7) . . ?
C7 C5 C3 128.9(7) . . ?
C7 C5 C6 122.1(7) . . ?
C5 C6 C4 108.0(7) . . ?
C8 C6 C4 129.7(7) . . ?
C8 C6 C5 122.2(7) . . ?
C5 C7 H7 121.6 . . ?
C5 C7 C9 116.8(7) . . ?
C9 C7 H7 121.6 . . ?
C6 C8 H8 122.3 . . ?
C6 C8 C10 115.4(7) . . ?
C10 C8 H8 122.3 . . ?
C7 C9 C10 120.2(7) . . ?
C7 C9 C11 131.4(7) . . ?
C10 C9 C11 108.5(7) . . ?
C8 C10 C9 123.3(7) . . ?
C8 C10 C12 129.3(7) . . ?
C9 C10 C12 107.4(7) . . ?
O5 C11 N2 123.2(8) . . ?
O5 C11 C9 129.2(8) . . ?
N2 C11 C9 107.5(6) . . ?
O6 C12 N2 123.1(8) . . ?
O6 C12 C10 131.1(8) . . ?
N2 C12 C10 105.7(7) . . ?
N2 C13 H13A 108.7 . . ?
N2 C13 H13B 108.7 . . ?
N2 C13 C14 114.0(8) . . ?
H13A C13 H13B 107.6 . . ?
C14 C13 H13A 108.7 . . ?
C14 C13 H13B 108.7 . . ?
O7 C14 Ca1 125.1(6) . 1_456 ?
O7 C14 C13 117.2(9) . . ?
O8 C14 Ca1 36.1(4) . 1_456 ?
O8 C14 O7 127.3(9) . . ?
O8 C14 C13 115.5(10) . . ?
C13 C14 Ca1 104.1(6) . 1_456 ?
O9 C15 N3 121.6(12) . . ?
O9 C15 H15 119.2 . . ?
N3 C15 H15 119.2 . . ?
N3 C16 H16A 109.5 . . ?
N3 C16 H16B 109.5 . . ?
N3 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N3 C17 H17A 109.5 . . ?
N3 C17 H17B 109.5 . . ?
N3 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O10 C18 N4 122.7(9) . . ?
O10 C18 H18 118.7 . . ?
N4 C18 H18 118.7 . . ?
N4 C19 H19A 109.5 . . ?
N4 C19 H19B 109.5 . . ?
N4 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N4 C20 H20A 109.5 . . ?
N4 C20 H20B 109.5 . . ?
N4 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ca1 O1 C1 O2 94.1(9) . . . . ?
Ca1 O1 C1 C2 -84.6(8) . . . . ?
Ca1 O2 C1 O1 2.7(12) 4_576 . . . ?
Ca1 O2 C1 C2 -178.7(4) 4_576 . . . ?
Ca1 O7 C14 Ca1 31.9(9) 4_476 . . 1_456 ?
Ca1 O7 C14 O8 -13.2(12) 4_476 . . . ?
Ca1 O7 C14 C13 166.0(4) 4_476 . . . ?
Ca1 O8 C14 O7 100.5(8) 1_456 . . . ?
Ca1 O8 C14 C13 -78.6(8) 1_456 . . . ?
Ca1 O9 C15 N3 158.2(9) . . . . ?
Ca1 O10 C18 N4 -76.0(13) . . . . ?
O1 C1 C2 N1 -179.6(6) . . . . ?
O2 C1 C2 N1 1.5(10) . . . . ?
O3 C3 C5 C6 -179.3(8) . . . . ?
O3 C3 C5 C7 3.4(14) . . . . ?
O4 C4 C6 C5 -179.9(9) . . . . ?
O4 C4 C6 C8 -1.0(17) . . . . ?
N1 C3 C5 C6 -4.2(8) . . . . ?
N1 C3 C5 C7 178.5(7) . . . . ?
N1 C4 C6 C5 1.9(9) . . . . ?
N1 C4 C6 C8 -179.2(8) . . . . ?
N2 C13 C14 Ca1 153.2(5) . . . 1_456 ?
N2 C13 C14 O7 10.5(9) . . . . ?
N2 C13 C14 O8 -170.3(6) . . . . ?
C2 N1 C3 O3 -10.5(12) . . . . ?
C2 N1 C3 C5 174.1(7) . . . . ?
C2 N1 C4 O4 8.3(13) . . . . ?
C2 N1 C4 C6 -173.4(7) . . . . ?
C3 N1 C2 C1 -79.9(9) . . . . ?
C3 N1 C4 O4 176.9(8) . . . . ?
C3 N1 C4 C6 -4.7(9) . . . . ?
C3 C5 C6 C4 1.4(9) . . . . ?
C3 C5 C6 C8 -177.6(7) . . . . ?
C3 C5 C7 C9 177.5(7) . . . . ?
C4 N1 C2 C1 87.4(9) . . . . ?
C4 N1 C3 O3 -179.1(7) . . . . ?
C4 N1 C3 C5 5.5(8) . . . . ?
C4 C6 C8 C10 -178.3(9) . . . . ?
C5 C6 C8 C10 0.5(11) . . . . ?
C5 C7 C9 C10 -1.4(11) . . . . ?
C5 C7 C9 C11 -179.4(8) . . . . ?
C6 C5 C7 C9 0.5(10) . . . . ?
C6 C8 C10 C9 -1.5(11) . . . . ?
C6 C8 C10 C12 178.2(8) . . . . ?
C7 C5 C6 C4 179.0(7) . . . . ?
C7 C5 C6 C8 0.0(12) . . . . ?
C7 C9 C10 C8 2.0(12) . . . . ?
C7 C9 C10 C12 -177.8(7) . . . . ?
C7 C9 C11 O5 -6.4(15) . . . . ?
C7 C9 C11 N2 176.9(8) . . . . ?
C8 C10 C12 O6 -1.5(15) . . . . ?
C8 C10 C12 N2 -179.6(8) . . . . ?
C9 C10 C12 O6 178.2(8) . . . . ?
C9 C10 C12 N2 0.2(9) . . . . ?
C10 C9 C11 O5 175.4(8) . . . . ?
C10 C9 C11 N2 -1.3(9) . . . . ?
C11 N2 C12 O6 -179.3(8) . . . . ?
C11 N2 C12 C10 -1.0(9) . . . . ?
C11 N2 C13 C14 -90.5(9) . . . . ?
C11 C9 C10 C8 -179.5(7) . . . . ?
C11 C9 C10 C12 0.7(9) . . . . ?
C12 N2 C11 O5 -175.5(7) . . . . ?
C12 N2 C11 C9 1.5(9) . . . . ?
C12 N2 C13 C14 81.5(9) . . . . ?
C13 N2 C11 O5 -2.8(13) . . . . ?
C13 N2 C11 C9 174.2(7) . . . . ?
C13 N2 C12 O6 7.5(12) . . . . ?
C13 N2 C12 C10 -174.3(7) . . . . ?
C16 N3 C15 O9 175.4(10) . . . . ?
C17 N3 C15 O9 -7.7(15) . . . . ?
C19 N4 C18 O10 4.2(12) . . . . ?
C20 N4 C18 O10 177.0(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_RINTA01_3Ca                 
;
PROBLEM: The value of Rint is greater than 0.12
RESPONSE: Best data obtainable using synchrotron source
;
_vrf_PLAT058_3Ca                 
;
PROBLEM: Maximum Transmission Factor Missing ............          ?       
RESPONSE: Value not supplied by XDS software
;
_vrf_PLAT059_3Ca                 
;
PROBLEM: Minimum Transmission Factor Missing ............          ?       
RESPONSE: Value not supplied by XDS software
;
_vrf_PLAT230_3Ca                 
;
PROBLEM: Hirshfeld Test Diff for    O9       --C15      .        8.1 s.u.  
RESPONSE: Some unresolvable disorder in coordinated solvent molecule
;
_vrf_PLAT242_3Ca                 
;
PROBLEM: Low    'MainMol' Ueq as Compared to Neighbors of         N3 Check 
RESPONSE: Some unresolvable disorder in coordinated solvent molecule
;
_vrf_PLAT020_3Ca                 
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.167 Report
RESPONSE: Best data obtainable using synchrotron source
;
_vrf_PLAT026_3Ca                 
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        40% Check 
RESPONSE: Best data obtainable using synchrotron source
;
_vrf_PLAT241_3Ca                 
;
PROBLEM: High   'MainMol' Ueq as Compared to Neighbors of        C15 Check 
RESPONSE: Some unresolvable disorder in coordinated solvent molecule
;
####################################################################### 
# 
# 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_H2AlaPmDI
_database_code_depnum_ccdc_archive 'CCDC 2486233'
loop_
_audit_author_name
_audit_author_address
'David Turner'
;Monash University
Australia
;
_audit_update_record             
;
2025-09-08 deposited with the CCDC.	2025-12-15 downloaded from the CCDC.
;
_audit_creation_date             2025-07-04
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C16 H12 N2 O8, H2 O'
_chemical_formula_sum            'C16 H14 N2 O9'
_chemical_formula_weight         378.29
_chemical_absolute_configuration syn
_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 0.0181 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'

_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           5
_space_group_name_H-M_alt        'C 1 2 1'
_space_group_name_Hall           'C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'

_cell_length_a                   20.7529(5)
_cell_length_b                   5.63890(10)
_cell_length_c                   16.0661(3)
_cell_angle_alpha                90
_cell_angle_beta                 118.704(2)
_cell_angle_gamma                90
_cell_volume                     1649.07(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11354
_cell_measurement_temperature    122.99(11)
_cell_measurement_theta_max      75.9030
_cell_measurement_theta_min      3.1280
_shelx_estimated_absorpt_T_max   0.955
_shelx_estimated_absorpt_T_min   0.637
_exptl_absorpt_coefficient_mu    1.099
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78554
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.524
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             784
_exptl_crystal_size_max          0.451
_exptl_crystal_size_mid          0.092
_exptl_crystal_size_min          0.042
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0817
_diffrn_reflns_av_unetI/netI     0.0427
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            16340
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         77.016
_diffrn_reflns_theta_min         3.136
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      122.99(11)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -58.00  26.00   0.50    0.20    --  -48.53  18.00-109.00  168
  2  ω   -122.00 -39.00   0.50    0.20    --  -48.53 -18.00  81.00  166
  3  ω    -25.00  59.00   0.50    0.20    --   48.53 -18.00  81.00  168
  4  ω     39.00 122.00   0.50    0.20    --   48.53  18.00-109.00  166
  5  ω   -159.00 -73.00   0.50    0.80    --  -84.25 -18.00  81.00  172
  6  ω     95.00 178.00   0.50    0.80    --  105.75  18.00-109.00  166
  7  ω     31.00 117.00   0.50    0.80    --  105.75 -18.00  81.00  172
  8  ω    -58.00  24.00   0.50    0.20    --  -48.53  37.00 -30.00  164
  9  ω   -120.00 -35.00   0.50    0.20    --  -48.53 -57.00 -60.00  170
 10  ω     27.00 120.00   0.50    0.20    --   48.53  77.00 -30.00  186
 11  ω     35.00 120.00   0.50    0.20    --   48.53  57.00  30.00  170
 12  ω     31.00  95.00   0.50    0.20    --   48.53-125.00 -90.00  128
 13  ω     39.00 121.00   0.50    0.20    --   48.53  37.00 -30.00  164
 14  ω     27.00 120.00   0.50    0.20    --   48.53  77.00 -60.00  186
 15  ω   -156.00 -65.00   0.50    0.80    --  -84.25 -70.00 -50.07  182
 16  ω   -156.00 -62.00   0.50    0.80    --  -84.25 -77.00  60.00  188
 17  ω   -142.00 -62.00   0.50    0.80    --  -84.25 -77.00 -30.00  160
 18  ω    -87.00 -60.00   0.50    0.80    --  -84.25 -83.00   6.94   54
 19  ω    -88.00 -61.00   0.50    0.80    --  -84.25 -82.00  -7.47   54
 20  ω   -115.00 -89.00   0.50    0.80    --  -84.25 -61.00 -90.00   52
 21  ω    -91.00 -65.00   0.50    0.80    --  -84.25 -71.00  -2.99   52
 22  ω    -94.00 -63.00   0.50    0.80    --  -84.25 -77.00 -60.00   62
 23  ω    -91.00 -64.00   0.50    0.80    --  -84.25 -72.00 -55.41   54
 24  ω    -97.00 -71.00   0.50    0.80    --  -84.25 -61.00  30.00   52
 25  ω    -77.00 -52.00   0.50    0.80    --  -84.25  18.00-109.00   50
 26  ω    -90.00 -64.00   0.50    0.80    --  -84.25 -77.00  30.00   52
 27  ω    -87.00 -60.00   0.50    0.80    --  -84.25 -82.00  25.40   54
 28  ω     84.00 148.00   0.50    0.80    --  105.75  77.00  30.00  128
 29  ω    129.00 177.00   0.50    0.80    --  105.75  77.00 -60.00   96
 30  ω     34.00  59.00   0.50    0.80    --  105.75 -45.00 -60.00   50
 31  ω     86.00 116.00   0.50    0.80    --  105.75  77.00 -60.00   60
 32  ω     36.00  75.00   0.50    0.80    --  105.75 -45.00 -30.00   78
 33  ω     34.00  59.00   0.50    0.80    --  105.75 -45.00 120.00   50
 34  ω     35.00  61.00   0.50    0.80    --  105.75 -94.00-150.00   52
 35  ω     34.00  62.00   0.50    0.80    --  105.75 -30.00-120.00   56
 36  ω     92.00 124.00   0.50    0.80    --  105.75  61.00 -60.00   64
 37  ω     39.00  65.00   0.50    0.80    --  105.75 -30.00  60.00   52
 38  ω    104.00 133.00   0.50    0.80    --  105.75  61.00 -30.00   58
 39  ω    129.00 165.00   0.50    0.80    --  105.75  77.00 -30.00   72
 40  ω     42.00  82.00   0.50    0.80    --  105.75 -94.00 -30.00   80
 41  ω     84.00 120.00   0.50    0.80    --  105.75  77.00 -30.00   72
 42  ω     86.00 174.00   0.50    0.80    --  105.75  77.00   0.00  176
 43  ω     36.00 120.00   0.50    0.80    --  105.75 -61.00 -30.00  168
 44  ω     87.00 140.00   0.50    0.80    --  105.75  70.00 -91.66  106
 45  ω    102.00 129.00   0.50    0.80    --  105.75  61.00 -90.00   54
 46  ω     35.00  68.00   0.50    0.80    --  105.75 -45.00-150.00   66
 47  ω     99.00 148.00   0.50    0.80    --  105.75  61.00   0.00   98
 48  ω     65.00 108.00   0.50    0.80    --  105.75 -94.00-120.00   86
 49  ω     87.00 112.00   0.50    0.80    --  105.75  77.00 -90.00   50
 50  ω    126.00 176.00   0.50    0.80    --  105.75  77.00 -90.00  100
 51  ω     35.00 101.00   0.50    0.80    --  105.75 -94.00  90.00  132
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0799223000
_diffrn_orient_matrix_UB_12      -0.0620649000
_diffrn_orient_matrix_UB_13      0.0669014000
_diffrn_orient_matrix_UB_21      -0.0578989000
_diffrn_orient_matrix_UB_22      0.0156928000
_diffrn_orient_matrix_UB_23      0.0502254000
_diffrn_orient_matrix_UB_31      -0.0221323000
_diffrn_orient_matrix_UB_32      -0.2656259000
_diffrn_orient_matrix_UB_33      -0.0127311000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.747
_reflns_Friedel_fraction_full    0.970
_reflns_Friedel_fraction_max     0.910
_reflns_number_gt                3149
_reflns_number_total             3312
_reflns_odcompleteness_completeness 100.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     71.98
_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       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.214
_refine_diff_density_min         -0.268
_refine_diff_density_rms         0.060
_refine_ls_abs_structure_details 
;
 Flack x determined using 1260 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(14)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         3312
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0482
_refine_ls_R_factor_gt           0.0465
_refine_ls_restrained_S_all      1.107
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0770P)²+0.7681P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1268
_refine_ls_wR_factor_ref         0.1286
_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, All O(H) groups, All O(H,H) groups
2. Restrained distances
 O9-H9B
 0.84 with sigma of 0.01
 O9-H9A
 0.84 with sigma of 0.01
 O1-H1
 0.84 with sigma of 0.01
 O8-H8
 0.84 with sigma of 0.01
 O7A-C16 \\sim O7B-C16
 with sigma of 0.01
3. Others
 Sof(O7A)=1-FVAR(1)
 Sof(O7B)=FVAR(1)
4.a Ternary CH refined with riding coordinates:
 C2(H2), C14(H14)
4.b Aromatic/amide H refined with riding coordinates:
 C8(H8A), C9(H9)
4.c Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C15(H15A,H15B,H15C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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
O1 O 0.63633(11) -0.0775(5) 0.99335(15) 0.0340(6) Uani 1 1 d D . . . .
H1 H 0.618(2) -0.154(8) 1.022(3) 0.051 Uiso 1 1 d D U . . .
O2 O 0.52235(10) 0.0586(5) 0.90701(14) 0.0298(5) Uani 1 1 d . . . . .
O3 O 0.52821(12) 0.5645(5) 0.83337(14) 0.0338(5) Uani 1 1 d . . . . .
O4 O 0.55241(11) -0.0455(4) 0.66223(14) 0.0293(5) Uani 1 1 d . . . . .
O5 O 0.28156(11) 0.9742(5) 0.47596(15) 0.0323(5) Uani 1 1 d . . . . .
O6 O 0.31120(14) 0.3765(5) 0.30400(16) 0.0408(6) Uani 1 1 d . . . . .
O7A O 0.1389(10) 0.581(4) 0.2971(8) 0.039(4) Uani 0.34(5) 1 d D . P A 1
O7B O 0.1517(5) 0.495(4) 0.2771(13) 0.070(6) Uani 0.66(5) 1 d D . P A 2
O8 O 0.10418(12) 0.7888(6) 0.1692(2) 0.0450(7) Uani 1 1 d D . . . .
H8 H 0.066(2) 0.705(9) 0.151(4) 0.067 Uiso 1 1 d D U . . .
O9 O 0.5816(2) -0.2638(8) 1.0889(3) 0.0766(13) Uani 1 1 d D . . . .
H9A H 0.542(2) -0.208(14) 1.081(5) 0.115 Uiso 1 1 d D U . . .
H9B H 0.589(4) -0.407(5) 1.104(6) 0.115 Uiso 1 1 d D U . . .
N1 N 0.55347(12) 0.2312(6) 0.76962(16) 0.0274(6) Uani 1 1 d . . . . .
N2 N 0.28491(13) 0.7082(6) 0.36825(17) 0.0288(6) Uani 1 1 d . . . . .
C1 C 0.58507(14) 0.0352(6) 0.92059(19) 0.0256(6) Uani 1 1 d . . . . .
C2 C 0.61284(15) 0.1280(7) 0.8551(2) 0.0270(7) Uani 1 1 d . . . . .
H2 H 0.631067 -0.012341 0.834426 0.032 Uiso 1 1 calc R U . . .
C3 C 0.67832(15) 0.2963(8) 0.9060(2) 0.0342(7) Uani 1 1 d . . . . .
H3A H 0.696082 0.345115 0.862011 0.051 Uiso 1 1 calc R U . . .
H3B H 0.717813 0.214852 0.960495 0.051 Uiso 1 1 calc R U . . .
H3C H 0.662947 0.436568 0.927955 0.051 Uiso 1 1 calc R U . . .
C4 C 0.51622(15) 0.4417(6) 0.7664(2) 0.0269(6) Uani 1 1 d . . . . .
C5 C 0.52812(15) 0.1318(6) 0.67902(19) 0.0254(6) Uani 1 1 d . . . . .
C6 C 0.46001(15) 0.4738(6) 0.66445(19) 0.0262(7) Uani 1 1 d . . . . .
C7 C 0.46800(15) 0.2906(6) 0.61228(19) 0.0249(6) Uani 1 1 d . . . . .
C8 C 0.40819(15) 0.6510(6) 0.6246(2) 0.0265(6) Uani 1 1 d . . . . .
H8A H 0.402319 0.773891 0.660860 0.032 Uiso 1 1 calc R U . . .
C9 C 0.42459(14) 0.2731(6) 0.51441(19) 0.0254(6) Uani 1 1 d . . . . .
H9 H 0.429335 0.147211 0.478420 0.030 Uiso 1 1 calc R U . . .
C10 C 0.36517(14) 0.6335(6) 0.52626(19) 0.0252(6) Uani 1 1 d . . . . .
C11 C 0.37369(16) 0.4549(7) 0.4736(2) 0.0269(6) Uani 1 1 d . . . . .
C12 C 0.30618(15) 0.7968(7) 0.4594(2) 0.0276(7) Uani 1 1 d . . . . .
C13 C 0.32061(16) 0.4969(6) 0.3712(2) 0.0290(7) Uani 1 1 d . . . . .
C14 C 0.22860(15) 0.8226(7) 0.2834(2) 0.0288(7) Uani 1 1 d . . . . .
H14 H 0.220830 0.984047 0.302768 0.035 Uiso 1 1 calc R U . . .
C15 C 0.25164(17) 0.8583(7) 0.2069(2) 0.0329(8) Uani 1 1 d . . . . .
H15A H 0.300457 0.931421 0.235318 0.049 Uiso 1 1 calc R U . . .
H15B H 0.216117 0.961912 0.156983 0.049 Uiso 1 1 calc R U . . .
H15C H 0.253109 0.704458 0.179511 0.049 Uiso 1 1 calc R U . . .
C16 C 0.15671(17) 0.6909(8) 0.2474(2) 0.0391(9) Uani 1 1 d 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
O1 H1 0.849(14) . ?
O1 C1 1.307(4) . ?
O2 C1 1.219(3) . ?
O3 C4 1.201(4) . ?
O4 C5 1.207(4) . ?
O5 C12 1.210(4) . ?
O6 C13 1.209(4) . ?
O7A C16 1.201(9) . ?
O7B C16 1.225(10) . ?
O8 H8 0.843(14) . ?
O8 C16 1.326(4) . ?
O9 H9A 0.838(14) . ?
O9 H9B 0.837(14) . ?
N1 C2 1.455(4) . ?
N1 C4 1.404(4) . ?
N1 C5 1.405(4) . ?
N2 C12 1.403(4) . ?
N2 C13 1.392(5) . ?
N2 C14 1.453(4) . ?
C1 C2 1.516(4) . ?
C2 H2 1.0000 . ?
C2 C3 1.532(5) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C6 1.496(4) . ?
C5 C7 1.491(4) . ?
C6 C7 1.389(4) . ?
C6 C8 1.379(5) . ?
C7 C9 1.390(4) . ?
C8 H8A 0.9500 . ?
C8 C10 1.396(4) . ?
C9 H9 0.9500 . ?
C9 C11 1.390(5) . ?
C10 C11 1.381(5) . ?
C10 C12 1.496(4) . ?
C11 C13 1.495(4) . ?
C14 H14 1.0000 . ?
C14 C15 1.531(4) . ?
C14 C16 1.511(4) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 H1 110(3) . . ?
C16 O8 H8 108(4) . . ?
H9A O9 H9B 116(8) . . ?
C4 N1 C2 125.1(3) . . ?
C4 N1 C5 111.9(2) . . ?
C5 N1 C2 123.0(3) . . ?
C12 N2 C14 122.0(3) . . ?
C13 N2 C12 112.0(2) . . ?
C13 N2 C14 126.0(3) . . ?
O1 C1 C2 111.8(2) . . ?
O2 C1 O1 123.6(3) . . ?
O2 C1 C2 124.6(3) . . ?
N1 C2 C1 111.2(2) . . ?
N1 C2 H2 106.7 . . ?
N1 C2 C3 112.8(3) . . ?
C1 C2 H2 106.7 . . ?
C1 C2 C3 112.3(2) . . ?
C3 C2 H2 106.7 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
O3 C4 N1 125.5(3) . . ?
O3 C4 C6 128.9(3) . . ?
N1 C4 C6 105.6(2) . . ?
O4 C5 N1 125.0(3) . . ?
O4 C5 C7 129.2(3) . . ?
N1 C5 C7 105.9(3) . . ?
C7 C6 C4 108.3(3) . . ?
C8 C6 C4 128.3(3) . . ?
C8 C6 C7 123.4(3) . . ?
C6 C7 C5 108.3(2) . . ?
C6 C7 C9 122.3(3) . . ?
C9 C7 C5 129.4(3) . . ?
C6 C8 H8A 123.0 . . ?
C6 C8 C10 114.0(3) . . ?
C10 C8 H8A 123.0 . . ?
C7 C9 H9 122.8 . . ?
C11 C9 C7 114.5(3) . . ?
C11 C9 H9 122.8 . . ?
C8 C10 C12 128.9(3) . . ?
C11 C10 C8 123.0(3) . . ?
C11 C10 C12 108.1(2) . . ?
C9 C11 C13 128.9(3) . . ?
C10 C11 C9 122.7(3) . . ?
C10 C11 C13 108.4(3) . . ?
O5 C12 N2 124.7(3) . . ?
O5 C12 C10 129.6(3) . . ?
N2 C12 C10 105.6(3) . . ?
O6 C13 N2 126.5(3) . . ?
O6 C13 C11 127.7(3) . . ?
N2 C13 C11 105.8(3) . . ?
N2 C14 H14 106.8 . . ?
N2 C14 C15 113.0(2) . . ?
N2 C14 C16 110.0(3) . . ?
C15 C14 H14 106.8 . . ?
C16 C14 H14 106.8 . . ?
C16 C14 C15 112.9(3) . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
O7A C16 O8 118.0(10) . . ?
O7A C16 C14 124.2(7) . . ?
O7B C16 O8 124.0(5) . . ?
O7B C16 C14 123.1(4) . . ?
O8 C16 C14 111.6(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O1 H1 O9 0.849(14) 1.693(16) 2.534(4) 170(5) . yes
O8 H8 O2 0.843(14) 1.810(17) 2.644(3) 170(6) 4_556 yes
O9 H9A O2 0.838(14) 2.07(4) 2.846(4) 153(8) 2_657 yes
O9 H9B O8 0.837(14) 1.95(3) 2.769(5) 165(8) 3_536 yes
C3 H3A O6 0.98 2.60 3.512(4) 154.2 2_656 yes
C8 H8A O7A 0.95 2.18 3.097(12) 162.8 4_556 yes
C8 H8A O7B 0.95 2.21 3.114(9) 158.6 4_556 yes

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
O1 C1 C2 N1 174.1(3) . . . . ?
O1 C1 C2 C3 -58.5(4) . . . . ?
O2 C1 C2 N1 -4.9(5) . . . . ?
O2 C1 C2 C3 122.6(4) . . . . ?
O3 C4 C6 C7 178.4(3) . . . . ?
O3 C4 C6 C8 -1.2(5) . . . . ?
O4 C5 C7 C6 -179.4(3) . . . . ?
O4 C5 C7 C9 0.6(5) . . . . ?
N1 C4 C6 C7 -2.3(3) . . . . ?
N1 C4 C6 C8 178.2(3) . . . . ?
N1 C5 C7 C6 -0.1(3) . . . . ?
N1 C5 C7 C9 180.0(3) . . . . ?
N2 C14 C16 O7A 29.0(16) . . . . ?
N2 C14 C16 O7B -11.5(17) . . . . ?
N2 C14 C16 O8 -179.2(3) . . . . ?
C2 N1 C4 O3 -0.1(5) . . . . ?
C2 N1 C4 C6 -179.4(3) . . . . ?
C2 N1 C5 O4 -0.4(5) . . . . ?
C2 N1 C5 C7 -179.8(3) . . . . ?
C4 N1 C2 C1 68.8(4) . . . . ?
C4 N1 C2 C3 -58.4(4) . . . . ?
C4 N1 C5 O4 178.0(3) . . . . ?
C4 N1 C5 C7 -1.4(3) . . . . ?
C4 C6 C7 C5 1.4(3) . . . . ?
C4 C6 C7 C9 -178.6(3) . . . . ?
C4 C6 C8 C10 178.1(3) . . . . ?
C5 N1 C2 C1 -113.1(3) . . . . ?
C5 N1 C2 C3 119.7(3) . . . . ?
C5 N1 C4 O3 -178.3(3) . . . . ?
C5 N1 C4 C6 2.3(3) . . . . ?
C5 C7 C9 C11 -179.2(3) . . . . ?
C6 C7 C9 C11 0.8(4) . . . . ?
C6 C8 C10 C11 0.0(4) . . . . ?
C6 C8 C10 C12 -177.5(3) . . . . ?
C7 C6 C8 C10 -1.4(4) . . . . ?
C7 C9 C11 C10 -2.2(4) . . . . ?
C7 C9 C11 C13 177.6(3) . . . . ?
C8 C6 C7 C5 -179.0(3) . . . . ?
C8 C6 C7 C9 1.0(5) . . . . ?
C8 C10 C11 C9 1.8(5) . . . . ?
C8 C10 C11 C13 -178.0(3) . . . . ?
C8 C10 C12 O5 -2.4(5) . . . . ?
C8 C10 C12 N2 175.3(3) . . . . ?
C9 C11 C13 O6 1.3(6) . . . . ?
C9 C11 C13 N2 -177.3(3) . . . . ?
C10 C11 C13 O6 -178.9(3) . . . . ?
C10 C11 C13 N2 2.5(3) . . . . ?
C11 C10 C12 O5 179.7(3) . . . . ?
C11 C10 C12 N2 -2.5(3) . . . . ?
C12 N2 C13 O6 177.1(3) . . . . ?
C12 N2 C13 C11 -4.3(3) . . . . ?
C12 N2 C14 C15 131.8(3) . . . . ?
C12 N2 C14 C16 -100.9(4) . . . . ?
C12 C10 C11 C9 179.8(3) . . . . ?
C12 C10 C11 C13 0.0(3) . . . . ?
C13 N2 C12 O5 -177.8(3) . . . . ?
C13 N2 C12 C10 4.3(3) . . . . ?
C13 N2 C14 C15 -52.2(4) . . . . ?
C13 N2 C14 C16 75.0(4) . . . . ?
C14 N2 C12 O5 -1.4(5) . . . . ?
C14 N2 C12 C10 -179.3(3) . . . . ?
C14 N2 C13 O6 0.8(5) . . . . ?
C14 N2 C13 C11 179.5(3) . . . . ?
C15 C14 C16 O7A 156.3(16) . . . . ?
C15 C14 C16 O7B 115.8(17) . . . . ?
C15 C14 C16 O8 -51.9(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.005
_oxdiff_exptl_absorpt_empirical_full_min 0.366
####################################################################### 
# 
# 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_H2ibaPmDI
_database_code_depnum_ccdc_archive 'CCDC 2486234'
loop_
_audit_author_name
_audit_author_address
'David Turner'
;Monash University
Australia
;
_audit_update_record             
;
2025-09-08 deposited with the CCDC.	2025-12-15 downloaded from the CCDC.
;
_audit_creation_date             2025-07-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H16 N2 O8'
_chemical_formula_sum            'C18 H16 N2 O8'
_chemical_formula_weight         388.33
_chemical_melting_point          ?
_chemical_oxdiff_formula         C10O4N2H20
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'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.7316(2)
_cell_length_b                   6.1988(2)
_cell_length_c                   12.4730(5)
_cell_angle_alpha                85.726(3)
_cell_angle_beta                 80.660(3)
_cell_angle_gamma                81.607(3)
_cell_volume                     432.01(3)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    2667
_cell_measurement_temperature    122.99(10)
_cell_measurement_theta_max      76.4360
_cell_measurement_theta_min      3.5830
_cell_oxdiff_angle_alpha         85.726(3)
_cell_oxdiff_angle_beta          80.660(3)
_cell_oxdiff_angle_gamma         81.607(3)
_cell_oxdiff_length_a            5.7316(2)
_cell_oxdiff_length_b            6.1988(2)
_cell_oxdiff_length_c            12.4730(5)
_cell_oxdiff_measurement_reflns_used 2667
_cell_oxdiff_volume              432.01(3)
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.020
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.43041
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_density_diffrn    1.493
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             202
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_av_unetI/netI     0.0364
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.944
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            4416
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.944
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.979
_diffrn_reflns_theta_min         3.596
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      122.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -103.00 -51.00   0.50    0.05    --  -47.45-155.00  16.00  104
  2  ω   -119.00 -74.00   0.50    0.05    --  -47.45-125.00 -30.00   90
  3  ω   -142.00 -98.00   0.50    0.05    --  -86.25-155.00  16.00   88
  4  ω   -137.00 -70.00   0.50    0.05    --  -86.25-125.00 120.00  134
  5  ω   -116.00 -80.00   0.50    0.05    --  -47.45-120.00 172.00   72
  6  ω   -117.00 -75.00   0.50    0.05    --  -86.25-120.00 172.00   84
  7  ω     36.00  61.00   0.50    0.05    --   47.45-120.00 172.00   50
  8  ω     35.00  83.00   0.50    0.05    --  107.75-120.00 172.00   96
  9  ω     88.00 113.00   0.50    0.05    --  107.75-120.00 172.00   50
 10  ω     51.00  82.00   0.50    0.05    --  107.75-125.00 120.00   62
 11  ω     92.00 117.00   0.50    0.05    --  107.75-155.00  16.00   50
 12  ω     76.00 106.00   0.50    0.05    --   47.45-155.00  16.00   60
 13  ω     39.00  69.00   0.50    0.05    --  107.75 -99.00   0.00   60
 14  ω     61.00  87.00   0.50    0.05    --  107.75 -38.00 -60.00   52
 15  ω     36.00 108.00   0.50    0.05    --  107.75 -99.00-150.00  144
 16  ω     36.00 116.00   0.50    0.05    --  107.75-125.00 -30.00  160
 17  ω     39.00  78.00   0.50    0.05    --  107.75 -38.00 120.00   78
 18  ω     87.00 116.00   0.50    0.05    --  107.75 -38.00 120.00   58
 19  ω     96.00 175.00   0.50    0.05    --  107.75  38.00 -30.00  158
 20  ω    146.00 172.00   0.50    0.05    --  107.75  38.00-120.00   52
 21  ω    112.00 137.00   0.50    0.05    --  107.75 120.00-102.00   50
 22  ω     98.00 174.00   0.50    0.05    --  107.75 125.00-180.00  152
 23  ω    101.00 128.00   0.50    0.05    --  107.75  38.00-120.00   54
 24  ω     78.00 103.00   0.50    0.05    --   47.45 155.00  53.00   50
 25  ω     95.00 120.00   0.50    0.05    --  107.75 155.00  53.00   50
 26  ω    -25.00  22.00   0.50    0.05    --   47.45 -38.00  60.00   94
 27  ω     28.00  56.00   0.50    0.05    --   47.45 -38.00  60.00   56
 28  ω     -1.00  58.00   0.50    0.05    --   47.45 -99.00   0.00  118
 29  ω     41.00 106.00   0.50    0.05    --  107.75 -99.00  30.00  130
 30  ω    -71.00 -46.00   0.50    0.05    --  -47.45 120.00-102.00   50
 31  ω    -57.00 -32.00   0.50    0.05    --  -86.25 120.00-102.00   50
 32  ω    -88.00 -62.00   0.50    0.05    --  -47.45 155.00  53.00   52
 33  ω   -162.00 -99.00   0.50    0.05    --  -86.25 -19.00-150.00  126
 34  ω   -145.00-112.00   0.50    0.05    --  -86.25 -57.00-180.00   66
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1570272000
_diffrn_orient_matrix_UB_12      0.0961196000
_diffrn_orient_matrix_UB_13      0.1021679000
_diffrn_orient_matrix_UB_21      0.1081908000
_diffrn_orient_matrix_UB_22      -0.1907481000
_diffrn_orient_matrix_UB_23      0.0709254000
_diffrn_orient_matrix_UB_31      0.1980769000
_diffrn_orient_matrix_UB_32      0.1328827000
_diffrn_orient_matrix_UB_33      0.0155512000
_diffrn_oxdiff_ac3_digest_frames 
;
01532063d6c56c8e737d0b12cc2c6abb7c00089f576
;
_diffrn_oxdiff_ac3_digest_hkl    
;
01c22f9992bfe8b11cfca8498dbf3bce4130da
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1559
_reflns_number_total             1726
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.384
_refine_diff_density_min         -0.377
_refine_diff_density_rms         0.100
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.194
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     133
_refine_ls_number_reflns         1726
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0568
_refine_ls_R_factor_gt           0.0445
_refine_ls_restrained_S_all      1.194
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0764P)²+0.3889P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1134
_refine_ls_wR_factor_ref         0.1599
_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. Restrained distances
 O1-H1
 0.84 with sigma of 0.01
3.a Aromatic/amide H refined with riding coordinates:
 C9(H9)
3.b Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C3(H3A,H3B,H3C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     iterative
_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
O3 O 0.3524(3) 0.0071(2) 0.62502(12) 0.0220(4) Uani 1 1 d . . . . .
O4 O 0.0325(3) 0.6413(3) 0.78552(13) 0.0229(4) Uani 1 1 d . . . . .
O2 O 0.7450(3) 0.1609(3) 0.71019(13) 0.0247(4) Uani 1 1 d . . . . .
O1 O 0.6291(3) -0.0936(3) 0.83655(13) 0.0225(4) Uani 1 1 d D . . . .
N1 N 0.2571(3) 0.3229(3) 0.72071(15) 0.0170(4) Uani 1 1 d . . . . .
C5 C 0.2639(4) 0.1947(4) 0.63048(17) 0.0183(5) Uani 1 1 d . . . . .
C6 C 0.1040(4) 0.5154(4) 0.71282(18) 0.0192(5) Uani 1 1 d . . . . .
C7 C 0.1341(4) 0.3386(3) 0.55184(17) 0.0174(5) Uani 1 1 d . . . . .
C8 C 0.0384(4) 0.5328(3) 0.60161(17) 0.0180(5) Uani 1 1 d . . . . .
C9 C 0.0987(4) 0.2977(3) 0.44817(17) 0.0187(5) Uani 1 1 d . . . . .
H9 H 0.162741 0.165199 0.414211 0.022 Uiso 1 1 calc R U . . .
C2 C 0.3547(4) 0.2299(3) 0.81923(17) 0.0169(5) Uani 1 1 d . . . . .
C1 C 0.5969(4) 0.0939(3) 0.77944(17) 0.0170(4) Uani 1 1 d . . . . .
C4 C 0.4196(4) 0.4062(4) 0.8843(2) 0.0256(5) Uani 1 1 d . . . . .
H4A H 0.511863 0.504328 0.835016 0.038 Uiso 1 1 calc R U . . .
H4B H 0.515120 0.337272 0.939136 0.038 Uiso 1 1 calc R U . . .
H4C H 0.273237 0.489867 0.920372 0.038 Uiso 1 1 calc R U . . .
C3 C 0.1766(4) 0.0983(4) 0.88986(18) 0.0233(5) Uani 1 1 d . . . . .
H3A H 0.024145 0.192110 0.908229 0.035 Uiso 1 1 calc R U . . .
H3B H 0.238829 0.043131 0.956815 0.035 Uiso 1 1 calc R U . . .
H3C H 0.152335 -0.024793 0.849887 0.035 Uiso 1 1 calc R U . . .
H1 H 0.764(3) -0.163(5) 0.814(3) 0.042(9) Uiso 1 1 d 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
O3 C5 1.201(3) . ?
O4 C6 1.221(3) . ?
O2 C1 1.205(3) . ?
O1 C1 1.323(3) . ?
O1 H1 0.843(10) . ?
N1 C5 1.417(3) . ?
N1 C6 1.382(3) . ?
N1 C2 1.476(3) . ?
C5 C7 1.491(3) . ?
C6 C8 1.487(3) . ?
C7 C8 1.394(3) . ?
C7 C9 1.388(3) . ?
C8 C9 1.388(3) 2_566 ?
C9 H9 0.9500 . ?
C2 C1 1.543(3) . ?
C2 C4 1.529(3) . ?
C2 C3 1.526(3) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 H1 110(2) . . ?
C5 N1 C2 121.41(17) . . ?
C6 N1 C5 110.88(17) . . ?
C6 N1 C2 125.99(17) . . ?
O3 C5 N1 124.47(19) . . ?
O3 C5 C7 129.84(19) . . ?
N1 C5 C7 105.65(17) . . ?
O4 C6 N1 125.6(2) . . ?
O4 C6 C8 127.5(2) . . ?
N1 C6 C8 106.83(18) . . ?
C8 C7 C5 107.83(18) . . ?
C9 C7 C5 129.5(2) . . ?
C9 C7 C8 122.7(2) . . ?
C7 C8 C6 107.79(18) . . ?
C9 C8 C6 129.1(2) 2_566 . ?
C9 C8 C7 123.1(2) 2_566 . ?
C7 C9 H9 122.9 . . ?
C8 C9 C7 114.2(2) 2_566 . ?
C8 C9 H9 122.9 2_566 . ?
N1 C2 C1 106.40(16) . . ?
N1 C2 C4 112.03(17) . . ?
N1 C2 C3 109.84(17) . . ?
C4 C2 C1 104.00(17) . . ?
C3 C2 C1 113.82(17) . . ?
C3 C2 C4 110.62(18) . . ?
O2 C1 O1 124.6(2) . . ?
O2 C1 C2 123.01(19) . . ?
O1 C1 C2 112.12(18) . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 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
C3 H3C O4 0.98 2.50 3.461(3) 167.5 1_545 yes
O1 H1 O4 0.843(10) 1.820(12) 2.650(2) 167(3) 1_645 yes

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
O3 C5 C7 C8 172.2(2) . . . . ?
O3 C5 C7 C9 -5.8(4) . . . . ?
O4 C6 C8 C7 -171.4(2) . . . . ?
O4 C6 C8 C9 6.6(4) . . . 2_566 ?
N1 C5 C7 C8 -5.6(2) . . . . ?
N1 C5 C7 C9 176.5(2) . . . . ?
N1 C6 C8 C7 6.4(2) . . . . ?
N1 C6 C8 C9 -175.6(2) . . . 2_566 ?
N1 C2 C1 O2 47.3(3) . . . . ?
N1 C2 C1 O1 -138.27(18) . . . . ?
C5 N1 C6 O4 167.6(2) . . . . ?
C5 N1 C6 C8 -10.2(2) . . . . ?
C5 N1 C2 C1 44.3(2) . . . . ?
C5 N1 C2 C4 157.30(19) . . . . ?
C5 N1 C2 C3 -79.3(2) . . . . ?
C5 C7 C8 C6 -0.4(2) . . . . ?
C5 C7 C8 C9 -178.5(2) . . . 2_566 ?
C5 C7 C9 C8 178.1(2) . . . 2_566 ?
C6 N1 C5 O3 -168.0(2) . . . . ?
C6 N1 C5 C7 9.9(2) . . . . ?
C6 N1 C2 C1 -152.0(2) . . . . ?
C6 N1 C2 C4 -39.0(3) . . . . ?
C6 N1 C2 C3 84.4(2) . . . . ?
C8 C7 C9 C8 0.4(3) . . . 2_566 ?
C9 C7 C8 C6 177.7(2) . . . . ?
C9 C7 C8 C9 -0.4(4) . . . 2_566 ?
C2 N1 C5 O3 -2.0(3) . . . . ?
C2 N1 C5 C7 175.85(18) . . . . ?
C2 N1 C6 O4 2.5(4) . . . . ?
C2 N1 C6 C8 -175.38(18) . . . . ?
C4 C2 C1 O2 -71.2(2) . . . . ?
C4 C2 C1 O1 103.3(2) . . . . ?
C3 C2 C1 O2 168.4(2) . . . . ?
C3 C2 C1 O1 -17.2(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.666
_oxdiff_exptl_absorpt_empirical_full_min 0.574

####################################################################### 
# 
# 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_2Zn
_database_code_depnum_ccdc_archive 'CCDC 2486237'
loop_
_audit_author_name
_audit_author_address
'David Turner'
;Monash University
Australia
;
_audit_update_record             
;
2025-09-08 deposited with the CCDC.	2025-12-15 downloaded from the CCDC.
;
_audit_creation_date             2025-07-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18.449 H16.38 N3.483 O9.483 Zn, 1.5[H2O]'
_chemical_formula_sum            'C18.45 H19.38 N3.48 O10.98 Zn'
_chemical_formula_weight         531.00
_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 0.0035 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 0.0065 0.0032 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0116 0.0061 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.3120 1.4668 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   32.040(6)
_cell_length_b                   4.7400(9)
_cell_length_c                   29.170(6)
_cell_angle_alpha                90
_cell_angle_beta                 99.52(3)
_cell_angle_gamma                90
_cell_volume                     4369.0(15)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    36573
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      32.112
_cell_measurement_theta_min      1.289
_shelx_estimated_absorpt_T_max   0.943
_shelx_estimated_absorpt_T_min   0.890
_exptl_absorpt_coefficient_mu    1.192
_exptl_absorpt_correction_T_max  'Value not given by XDS'
_exptl_absorpt_correction_T_min  'Value not given by XDS'
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'XDS (Kabsch, 1999)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.615
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             2179
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0625
_diffrn_reflns_av_unetI/netI     0.0512
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.831
_diffrn_reflns_limit_h_max       46
_diffrn_reflns_limit_h_min       -46
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       43
_diffrn_reflns_limit_l_min       -43
_diffrn_reflns_number            36573
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.831
_diffrn_reflns_theta_full        25.243
_diffrn_reflns_theta_max         32.112
_diffrn_reflns_theta_min         1.289
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.831
_diffrn_measurement_device_type  'Eiger 16M'
_diffrn_measurement_method       'phi scan'
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.71076
_diffrn_source                   'MX2 Australian Synchrotron'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5618
_reflns_number_total             6345
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'XDS (Kabsch, 1999)'
_computing_data_collection       'BluICE (McPhillips, 2002)'
_computing_data_reduction        'XDS (Kabsch, 1999)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         1.146
_refine_diff_density_min         -1.051
_refine_diff_density_rms         0.079
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.162
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     377
_refine_ls_number_reflns         6345
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0602
_refine_ls_R_factor_gt           0.0565
_refine_ls_restrained_S_all      1.162
_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)+(0.0887P)²+3.9555P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1702
_refine_ls_wR_factor_ref         0.1745
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(Zn1)=Sof(O9)=Sof(O10B)=Sof(N3)=Sof(N4B)=Sof(C15)=Sof(H15)=Sof(C16)=
 Sof(H16A)=Sof(H16B)=Sof(H16C)=Sof(C17)=Sof(H17A)=Sof(H17B)=Sof(H17C)=Sof(C18B)=
 Sof(H18B)=Sof(C19B)=Sof(H19D)=Sof(H19E)=Sof(H19F)=Sof(C20B)=Sof(H20D)=
 Sof(H20E)=Sof(H20F)=1-FVAR(1)
 Sof(Zn2)=Sof(O10A)=Sof(N4A)=Sof(C18A)=Sof(H18A)=Sof(C19A)=Sof(H19A)=Sof(H19B)=
 Sof(H19C)=Sof(C20A)=Sof(H20A)=Sof(H20B)=Sof(H20C)=FVAR(1)
3.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C13(H13A,H13B)
3.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C15(H15), C18A(H18A), C18B(H18B)
3.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C19A(H19A,H19B,H19C), C19B(H19D,
 H19E,H19F), C20A(H20A,H20B,H20C), C20B(H20D,H20E,H20F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 Zn 0.38439(5) 0.39232(16) 0.26761(2) 0.0272(2) Uani 0.483(3) 1 d . . P A 2
Zn2 Zn 0.36699(5) 0.35528(17) 0.26721(2) 0.0291(2) Uani 0.517(3) 1 d . . P A 1
O1 O 0.41359(5) 0.2404(4) 0.32104(5) 0.0423(4) Uani 1 1 d . . . . .
O2 O 0.38747(8) 0.5777(4) 0.36189(7) 0.0603(6) Uani 1 1 d . . . . .
O3 O 0.35777(6) 0.1621(4) 0.44888(6) 0.0442(4) Uani 1 1 d . . . . .
O4 O 0.48232(5) 0.6486(3) 0.45499(6) 0.0368(3) Uani 1 1 d . . . . .
O5 O 0.31790(5) 0.8488(4) 0.61172(6) 0.0426(4) Uani 1 1 d . . . . .
O6 O 0.44580(5) 1.3025(3) 0.62169(6) 0.0388(3) Uani 1 1 d . . . . .
O7 O 0.37916(6) 0.8535(3) 0.71040(6) 0.0421(4) Uani 1 1 d . . . . .
O8 O 0.36064(6) 1.2472(3) 0.74422(6) 0.0439(4) Uani 1 1 d . . . . .
O9 O 0.44003(10) 0.6078(7) 0.25354(12) 0.0370(7) Uani 0.483(3) 1 d . . P A -2
O10A O 0.3135(2) 0.2386(13) 0.2856(2) 0.0343(10) Uani 0.517(3) 1 d . . P A 1
O10B O 0.3250(2) 0.2938(16) 0.2825(3) 0.0414(15) Uani 0.483(3) 1 d . . P A 2
N1 N 0.42378(6) 0.3525(4) 0.44474(6) 0.0338(3) Uani 1 1 d . . . . .
N2 N 0.38004(6) 1.1082(4) 0.62685(6) 0.0335(3) Uani 1 1 d . . . . .
N3 N 0.48655(14) 0.9728(8) 0.27063(14) 0.0355(8) Uani 0.483(3) 1 d . . P A -2
N4A N 0.2834(2) -0.0489(14) 0.3346(2) 0.0397(12) Uani 0.517(3) 1 d . . P A 1
N4B N 0.2828(3) 0.0306(15) 0.3208(3) 0.0483(16) Uani 0.483(3) 1 d . . P A 2
C1 C 0.40869(7) 0.3651(4) 0.35893(7) 0.0350(4) Uani 1 1 d . . . . .
C2 C 0.43109(7) 0.2142(5) 0.40248(8) 0.0404(4) Uani 1 1 d . . . . .
H2A H 0.420824 0.017139 0.402388 0.048 Uiso 1 1 calc R U . . .
H2B H 0.461878 0.208829 0.401862 0.048 Uiso 1 1 calc R U . . .
C3 C 0.38638(7) 0.3247(4) 0.46300(7) 0.0342(4) Uani 1 1 d . . . . .
C4 C 0.44992(6) 0.5671(4) 0.46673(6) 0.0313(4) Uani 1 1 d . . . . .
C5 C 0.38975(6) 0.5291(4) 0.50247(7) 0.0311(4) Uani 1 1 d . . . . .
C6 C 0.42851(6) 0.6716(4) 0.50538(6) 0.0292(3) Uani 1 1 d . . . . .
C7 C 0.36145(6) 0.5850(4) 0.53270(7) 0.0328(4) Uani 1 1 d . . . . .
H7 H 0.335098 0.490082 0.530792 0.039 Uiso 1 1 calc R U . . .
C8 C 0.44202(6) 0.8774(4) 0.53871(7) 0.0292(3) Uani 1 1 d . . . . .
H8 H 0.468321 0.972749 0.540569 0.035 Uiso 1 1 calc R U . . .
C9 C 0.37473(6) 0.7909(4) 0.56600(7) 0.0310(4) Uani 1 1 d . . . . .
C10 C 0.41376(6) 0.9308(4) 0.56890(6) 0.0287(3) Uani 1 1 d . . . . .
C11 C 0.35242(7) 0.9061(4) 0.60317(7) 0.0341(4) Uani 1 1 d . . . . .
C12 C 0.41745(7) 1.1369(4) 0.60801(7) 0.0317(4) Uani 1 1 d . . . . .
C13 C 0.37065(7) 1.2770(4) 0.66504(7) 0.0360(4) Uani 1 1 d . . . . .
H13A H 0.342630 1.366642 0.655658 0.043 Uiso 1 1 calc R U . . .
H13B H 0.391927 1.429706 0.671177 0.043 Uiso 1 1 calc R U . . .
C14 C 0.37025(7) 1.1131(4) 0.71008(7) 0.0359(4) Uani 1 1 d . . . . .
C15 C 0.46115(13) 0.7732(9) 0.28193(15) 0.0327(8) Uani 0.483(3) 1 d . . P A -2
H15 H 0.458763 0.753877 0.313815 0.039 Uiso 0.483(3) 1 calc R U P A -2
C16 C 0.4900(2) 1.0294(13) 0.22185(19) 0.0471(12) Uani 0.483(3) 1 d . . P A -2
H16A H 0.479251 0.866809 0.202693 0.071 Uiso 0.483(3) 1 calc R U P A -2
H16B H 0.519678 1.062150 0.219229 0.071 Uiso 0.483(3) 1 calc R U P A -2
H16C H 0.473243 1.196914 0.211098 0.071 Uiso 0.483(3) 1 calc R U P A -2
C17 C 0.50690(15) 1.1772(11) 0.30498(19) 0.0425(10) Uani 0.483(3) 1 d . . P A
-2
H17A H 0.493633 1.362541 0.298648 0.064 Uiso 0.483(3) 1 calc R U P A -2
H17B H 0.537076 1.190372 0.303010 0.064 Uiso 0.483(3) 1 calc R U P A -2
H17C H 0.503587 1.115338 0.336234 0.064 Uiso 0.483(3) 1 calc R U P A -2
C18A C 0.3149(6) 0.052(4) 0.3163(6) 0.034(2) Uani 0.517(3) 1 d . . P A 1
H18A H 0.342020 -0.024074 0.327694 0.041 Uiso 0.517(3) 1 calc R U P A 1
C18B C 0.3208(7) 0.098(4) 0.3103(7) 0.038(3) Uani 0.483(3) 1 d . . P A 2
H18B H 0.344997 -0.005227 0.324126 0.046 Uiso 0.483(3) 1 calc R U P A 2
C19A C 0.24032(18) 0.0569(16) 0.3191(3) 0.0585(15) Uani 0.517(3) 1 d . . P A 1
H19A H 0.240404 0.188323 0.293141 0.088 Uiso 0.517(3) 1 calc R U P A 1
H19B H 0.230356 0.154801 0.344810 0.088 Uiso 0.517(3) 1 calc R U P A 1
H19C H 0.221445 -0.101714 0.308851 0.088 Uiso 0.517(3) 1 calc R U P A 1
C19B C 0.2431(2) 0.176(2) 0.2985(3) 0.0667(19) Uani 0.483(3) 1 d . . P A 2
H19D H 0.250457 0.340378 0.280975 0.100 Uiso 0.483(3) 1 calc R U P A 2
H19E H 0.227173 0.238787 0.322583 0.100 Uiso 0.483(3) 1 calc R U P A 2
H19F H 0.225787 0.045568 0.277367 0.100 Uiso 0.483(3) 1 calc R U P A 2
C20A C 0.2909(3) -0.2536(15) 0.3725(3) 0.0517(16) Uani 0.517(3) 1 d . . P A 1
H20A H 0.321350 -0.288127 0.380918 0.078 Uiso 0.517(3) 1 calc R U P A 1
H20B H 0.276456 -0.430774 0.362397 0.078 Uiso 0.517(3) 1 calc R U P A 1
H20C H 0.279882 -0.179437 0.399462 0.078 Uiso 0.517(3) 1 calc R U P A 1
C20B C 0.2798(4) -0.185(2) 0.3560(6) 0.088(4) Uani 0.483(3) 1 d . . P A 2
H20D H 0.306954 -0.283518 0.363671 0.132 Uiso 0.483(3) 1 calc R U P A 2
H20E H 0.257649 -0.321240 0.343769 0.132 Uiso 0.483(3) 1 calc R U P A 2
H20F H 0.272693 -0.096047 0.383989 0.132 Uiso 0.483(3) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn1 O1 1.828(2) . ?
Zn1 O7 2.0193(17) 6_565 ?
Zn1 O8 1.9475(18) 6_575 ?
Zn1 O9 2.152(3) . ?
Zn1 O10B 2.073(6) . ?
Zn2 O1 2.053(2) . ?
Zn2 O7 2.0226(17) 6_565 ?
Zn2 O8 1.9992(17) 6_575 ?
Zn2 O10A 1.959(6) . ?
O1 C1 1.286(3) . ?
O2 C1 1.227(3) . ?
O3 C3 1.216(3) . ?
O4 C4 1.209(3) . ?
O5 C11 1.204(3) . ?
O6 C12 1.217(3) . ?
O7 C14 1.263(2) . ?
O8 C14 1.262(3) . ?
O9 C15 1.254(5) . ?
O10A C18A 1.253(15) . ?
O10B C18B 1.253(15) . ?
N1 C2 1.449(3) . ?
N1 C3 1.396(3) . ?
N1 C4 1.404(3) . ?
N2 C11 1.406(3) . ?
N2 C12 1.406(3) . ?
N2 C13 1.443(3) . ?
N3 C15 1.325(6) . ?
N3 C16 1.470(6) . ?
N3 C17 1.467(6) . ?
N4A C18A 1.307(13) . ?
N4A C19A 1.469(10) . ?
N4A C20A 1.459(9) . ?
N4B C18B 1.342(16) . ?
N4B C19B 1.498(13) . ?
N4B C20B 1.463(12) . ?
C1 C2 1.529(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C5 1.495(3) . ?
C4 C6 1.498(3) . ?
C5 C6 1.404(3) . ?
C5 C7 1.391(3) . ?
C6 C8 1.395(3) . ?
C7 H7 0.9500 . ?
C7 C9 1.393(3) . ?
C8 H8 0.9500 . ?
C8 C10 1.387(3) . ?
C9 C10 1.406(3) . ?
C9 C11 1.497(3) . ?
C10 C12 1.492(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.528(3) . ?
C15 H15 0.9500 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18A H18A 0.9500 . ?
C18B H18B 0.9500 . ?
C19A H19A 0.9800 . ?
C19A H19B 0.9800 . ?
C19A H19C 0.9800 . ?
C19B H19D 0.9800 . ?
C19B H19E 0.9800 . ?
C19B H19F 0.9800 . ?
C20A H20A 0.9800 . ?
C20A H20B 0.9800 . ?
C20A H20C 0.9800 . ?
C20B H20D 0.9800 . ?
C20B H20E 0.9800 . ?
C20B H20F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Zn1 O7 115.98(8) . 6_565 ?
O1 Zn1 O8 139.45(9) . 6_575 ?
O1 Zn1 O9 91.51(13) . . ?
O1 Zn1 O10B 95.2(3) . . ?
O7 Zn1 O9 94.27(11) 6_565 . ?
O7 Zn1 O10B 95.2(2) 6_565 . ?
O8 Zn1 O7 104.03(8) 6_575 6_565 ?
O8 Zn1 O9 78.74(11) 6_575 . ?
O8 Zn1 O10B 87.3(3) 6_575 . ?
O10B Zn1 O9 164.7(2) . . ?
O7 Zn2 O1 106.40(9) 6_565 . ?
O8 Zn2 O1 121.83(10) 6_575 . ?
O8 Zn2 O7 102.06(7) 6_575 6_565 ?
O10A Zn2 O1 105.9(2) . . ?
O10A Zn2 O7 112.5(2) . 6_565 ?
O10A Zn2 O8 108.2(2) . 6_575 ?
C1 O1 Zn1 115.71(16) . . ?
C1 O1 Zn2 111.02(15) . . ?
C14 O7 Zn1 123.77(15) . 6_566 ?
C14 O7 Zn2 114.12(15) . 6_566 ?
C14 O8 Zn1 125.89(15) . 6_576 ?
C14 O8 Zn2 135.63(14) . 6_576 ?
C15 O9 Zn1 123.0(3) . . ?
C18A O10A Zn2 117.7(8) . . ?
C18B O10B Zn1 120.3(11) . . ?
C3 N1 C2 123.48(18) . . ?
C3 N1 C4 112.29(17) . . ?
C4 N1 C2 123.26(19) . . ?
C11 N2 C13 124.25(18) . . ?
C12 N2 C11 112.46(17) . . ?
C12 N2 C13 123.24(18) . . ?
C15 N3 C16 121.2(4) . . ?
C15 N3 C17 121.6(4) . . ?
C17 N3 C16 116.4(4) . . ?
C18A N4A C19A 119.8(10) . . ?
C18A N4A C20A 120.8(11) . . ?
C20A N4A C19A 119.3(6) . . ?
C18B N4B C19B 121.7(12) . . ?
C18B N4B C20B 119.7(13) . . ?
C20B N4B C19B 118.5(9) . . ?
O1 C1 C2 113.08(19) . . ?
O2 C1 O1 125.9(2) . . ?
O2 C1 C2 121.01(19) . . ?
N1 C2 C1 112.04(17) . . ?
N1 C2 H2A 109.2 . . ?
N1 C2 H2B 109.2 . . ?
C1 C2 H2A 109.2 . . ?
C1 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
O3 C3 N1 125.3(2) . . ?
O3 C3 C5 128.7(2) . . ?
N1 C3 C5 106.00(17) . . ?
O4 C4 N1 125.28(19) . . ?
O4 C4 C6 129.01(19) . . ?
N1 C4 C6 105.69(17) . . ?
C6 C5 C3 107.97(17) . . ?
C7 C5 C3 129.81(18) . . ?
C7 C5 C6 122.22(18) . . ?
C5 C6 C4 107.85(17) . . ?
C8 C6 C4 128.90(18) . . ?
C8 C6 C5 123.23(18) . . ?
C5 C7 H7 122.6 . . ?
C5 C7 C9 114.80(18) . . ?
C9 C7 H7 122.6 . . ?
C6 C8 H8 122.9 . . ?
C10 C8 C6 114.24(17) . . ?
C10 C8 H8 122.9 . . ?
C7 C9 C10 122.60(18) . . ?
C7 C9 C11 129.28(18) . . ?
C10 C9 C11 108.11(17) . . ?
C8 C10 C9 122.91(18) . . ?
C8 C10 C12 128.89(17) . . ?
C9 C10 C12 108.19(17) . . ?
O5 C11 N2 125.2(2) . . ?
O5 C11 C9 129.2(2) . . ?
N2 C11 C9 105.52(17) . . ?
O6 C12 N2 124.96(19) . . ?
O6 C12 C10 129.32(19) . . ?
N2 C12 C10 105.71(16) . . ?
N2 C13 H13A 108.6 . . ?
N2 C13 H13B 108.6 . . ?
N2 C13 C14 114.47(16) . . ?
H13A C13 H13B 107.6 . . ?
C14 C13 H13A 108.6 . . ?
C14 C13 H13B 108.6 . . ?
O7 C14 C13 117.88(18) . . ?
O8 C14 O7 124.7(2) . . ?
O8 C14 C13 117.41(17) . . ?
O9 C15 N3 124.6(4) . . ?
O9 C15 H15 117.7 . . ?
N3 C15 H15 117.7 . . ?
N3 C16 H16A 109.5 . . ?
N3 C16 H16B 109.5 . . ?
N3 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N3 C17 H17A 109.5 . . ?
N3 C17 H17B 109.5 . . ?
N3 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O10A C18A N4A 127.7(16) . . ?
O10A C18A H18A 116.1 . . ?
N4A C18A H18A 116.1 . . ?
O10B C18B N4B 121.7(19) . . ?
O10B C18B H18B 119.2 . . ?
N4B C18B H18B 119.2 . . ?
N4A C19A H19A 109.5 . . ?
N4A C19A H19B 109.5 . . ?
N4A C19A H19C 109.5 . . ?
H19A C19A H19B 109.5 . . ?
H19A C19A H19C 109.5 . . ?
H19B C19A H19C 109.5 . . ?
N4B C19B H19D 109.5 . . ?
N4B C19B H19E 109.5 . . ?
N4B C19B H19F 109.5 . . ?
H19D C19B H19E 109.5 . . ?
H19D C19B H19F 109.5 . . ?
H19E C19B H19F 109.5 . . ?
N4A C20A H20A 109.5 . . ?
N4A C20A H20B 109.5 . . ?
N4A C20A H20C 109.5 . . ?
H20A C20A H20B 109.5 . . ?
H20A C20A H20C 109.5 . . ?
H20B C20A H20C 109.5 . . ?
N4B C20B H20D 109.5 . . ?
N4B C20B H20E 109.5 . . ?
N4B C20B H20F 109.5 . . ?
H20D C20B H20E 109.5 . . ?
H20D C20B H20F 109.5 . . ?
H20E C20B H20F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Zn1 O1 C1 O2 -2.2(3) . . . . ?
Zn1 O1 C1 C2 175.42(16) . . . . ?
Zn1 O7 C14 O8 -5.2(4) 6_566 . . . ?
Zn1 O7 C14 C13 175.48(16) 6_566 . . . ?
Zn1 O8 C14 O7 131.8(2) 6_576 . . . ?
Zn1 O8 C14 C13 -48.9(3) 6_576 . . . ?
Zn1 O9 C15 N3 -157.9(3) . . . . ?
Zn1 O10B C18B N4B 179.6(11) . . . . ?
Zn2 O1 C1 O2 -18.9(3) . . . . ?
Zn2 O1 C1 C2 158.80(16) . . . . ?
Zn2 O7 C14 O8 10.2(3) 6_566 . . . ?
Zn2 O7 C14 C13 -169.07(16) 6_566 . . . ?
Zn2 O8 C14 O7 150.2(2) 6_576 . . . ?
Zn2 O8 C14 C13 -30.5(4) 6_576 . . . ?
Zn2 O10A C18A N4A 177.7(12) . . . . ?
O1 C1 C2 N1 -177.80(18) . . . . ?
O2 C1 C2 N1 0.0(3) . . . . ?
O3 C3 C5 C6 -179.7(2) . . . . ?
O3 C3 C5 C7 0.0(4) . . . . ?
O4 C4 C6 C5 174.4(2) . . . . ?
O4 C4 C6 C8 -3.9(3) . . . . ?
O7 Zn1 O1 C1 -164.47(15) 6_565 . . . ?
O8 Zn1 O1 C1 25.7(3) 6_575 . . . ?
O9 Zn1 O1 C1 100.04(17) . . . . ?
O10B Zn1 O1 C1 -66.2(3) . . . . ?
N1 C3 C5 C6 0.9(2) . . . . ?
N1 C3 C5 C7 -179.35(19) . . . . ?
N1 C4 C6 C5 -4.0(2) . . . . ?
N1 C4 C6 C8 177.68(18) . . . . ?
N2 C13 C14 O7 2.0(3) . . . . ?
N2 C13 C14 O8 -177.3(2) . . . . ?
C2 N1 C3 O3 8.0(3) . . . . ?
C2 N1 C3 C5 -172.65(18) . . . . ?
C2 N1 C4 O4 -4.7(3) . . . . ?
C2 N1 C4 C6 173.78(17) . . . . ?
C3 N1 C2 C1 78.0(3) . . . . ?
C3 N1 C4 O4 -173.74(19) . . . . ?
C3 N1 C4 C6 4.7(2) . . . . ?
C3 C5 C6 C4 1.9(2) . . . . ?
C3 C5 C6 C8 -179.66(17) . . . . ?
C3 C5 C7 C9 179.91(19) . . . . ?
C4 N1 C2 C1 -89.8(2) . . . . ?
C4 N1 C3 O3 177.0(2) . . . . ?
C4 N1 C3 C5 -3.6(2) . . . . ?
C4 C6 C8 C10 177.96(18) . . . . ?
C5 C6 C8 C10 -0.2(3) . . . . ?
C5 C7 C9 C10 -0.2(3) . . . . ?
C5 C7 C9 C11 179.01(18) . . . . ?
C6 C5 C7 C9 -0.4(3) . . . . ?
C6 C8 C10 C9 -0.4(3) . . . . ?
C6 C8 C10 C12 -179.24(18) . . . . ?
C7 C5 C6 C4 -177.89(17) . . . . ?
C7 C5 C6 C8 0.6(3) . . . . ?
C7 C9 C10 C8 0.6(3) . . . . ?
C7 C9 C10 C12 179.64(18) . . . . ?
C7 C9 C11 O5 -1.4(4) . . . . ?
C7 C9 C11 N2 179.9(2) . . . . ?
C8 C10 C12 O6 0.3(3) . . . . ?
C8 C10 C12 N2 179.28(18) . . . . ?
C9 C10 C12 O6 -178.7(2) . . . . ?
C9 C10 C12 N2 0.3(2) . . . . ?
C10 C9 C11 O5 177.8(2) . . . . ?
C10 C9 C11 N2 -0.8(2) . . . . ?
C11 N2 C12 O6 178.22(19) . . . . ?
C11 N2 C12 C10 -0.8(2) . . . . ?
C11 N2 C13 C14 70.5(3) . . . . ?
C11 C9 C10 C8 -178.76(17) . . . . ?
C11 C9 C10 C12 0.3(2) . . . . ?
C12 N2 C11 O5 -177.7(2) . . . . ?
C12 N2 C11 C9 1.0(2) . . . . ?
C12 N2 C13 C14 -112.2(2) . . . . ?
C13 N2 C11 O5 -0.1(3) . . . . ?
C13 N2 C11 C9 178.58(17) . . . . ?
C13 N2 C12 O6 0.6(3) . . . . ?
C13 N2 C12 C10 -178.43(17) . . . . ?
C16 N3 C15 O9 4.0(8) . . . . ?
C17 N3 C15 O9 173.6(4) . . . . ?
C19A N4A C18A O10A 0(2) . . . . ?
C19B N4B C18B O10B 3(2) . . . . ?
C20A N4A C18A O10A -176.0(13) . . . . ?
C20B N4B C18B O10B -175.5(14) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.250 -0.210 0.500 101.2 28.9 '3 H2O'
2 0.250 -0.425 0.000 101.2 28.9 '3 H2O'
3 0.750 -0.710 0.500 101.2 28.9 '3 H2O'
4 0.750 -0.925 0.000 101.2 28.9 '3 H2O'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_TYPE047_2Zn                 
;
PROBLEM: _exptl_absorpt_correction_T_min is not of type numb.
RESPONSE: Value is not reported by XDS software
;
_vrf_TYPE048_2Zn                 
;
PROBLEM: _exptl_absorpt_correction_T_max is not of type numb.
RESPONSE: Value is not reported by XDS software
;
_vrf_PLAT058_2Zn                 
;
PROBLEM: Maximum Transmission Factor Missing ............          ?       
RESPONSE: Value is not reported by XDS software
;
_vrf_PLAT059_2Zn                 
;
PROBLEM: Minimum Transmission Factor Missing ............          ?       
RESPONSE: Value is not reported by XDS software
;
_vrf_PLAT430_2Zn                 
;
PROBLEM: Short Inter D...A Contact  O8       ..O9       .       2.61 Ang.  
RESPONSE: Both within distorted metal coordination sphere
;
_vrf_PLAT220_2Zn                 
;
PROBLEM: NonSolvent   Resd 1  C   Ueq(max)/Ueq(min) Range        3.1 Ratio 
RESPONSE: Some regions of disorder in coordinated solvent
;
####################################################################### 
# 
# 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_5Co
_database_code_depnum_ccdc_archive 'CCDC 2486242'
loop_
_audit_author_name
_audit_author_address
'David Turner'
;Monash University
Australia
;
_audit_update_record             
;
2025-09-08 deposited with the CCDC.	2025-12-15 downloaded from the CCDC.
;
_audit_creation_date             2014-05-08
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C38 H34 Co2 N6 O18'
_chemical_formula_sum            'C38 H34 Co2 N6 O18'
_chemical_formula_weight         980.57
_chemical_absolute_configuration ad
_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'
Co Co 0.3500 0.9680 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z'

_cell_length_a                   8.6350(17)
_cell_length_b                   20.581(4)
_cell_length_c                   12.070(2)
_cell_angle_alpha                90.00
_cell_angle_beta                 101.80(3)
_cell_angle_gamma                90.00
_cell_volume                     2099.7(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    56343
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.50
_cell_measurement_theta_min      1.72
_exptl_absorpt_coefficient_mu    0.874
_exptl_absorpt_correction_T_max  'Value not provided by XDS'
_exptl_absorpt_correction_T_min  'Value not provided by XDS'
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   'XScale within XDS'
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.551
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1004
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.06
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0923
_diffrn_reflns_av_unetI/netI     0.0515
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            56343
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.50
_diffrn_reflns_theta_min         1.72
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'ADSC Quantum 210r'
_diffrn_measurement_method       'Phi Scan'
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.71080
_diffrn_source                   'Australian Synchrotron'
_diffrn_standards_number         0
_reflns_number_gt                8602
_reflns_number_total             10548
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'XDS (Kabsch, 1993)'
_computing_data_collection       'BluIce (McPhillips, 2002)'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_refine_diff_density_max         0.747
_refine_diff_density_min         -0.454
_refine_diff_density_rms         0.073
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.06(2)
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     775
_refine_ls_number_reflns         10548
_refine_ls_number_restraints     199
_refine_ls_R_factor_all          0.0770
_refine_ls_R_factor_gt           0.0634
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1085P)²+1.1365P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1744
_refine_ls_wR_factor_ref         0.1879
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 

 One ligand molecule and one dimethylformamide molecule were modelled as
 disordered across two positions with use of PART 1/PART 2 and required
 substantial ISOR and DFIX/DANG restraints (shown below) in order to generate
 a sensible model.
;
_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. Restrained distances
 C42A-C38A
 1.35 with sigma of 0.02
 C64A-N62A
 1.5 with sigma of 0.02
 C63A-N62A
 1.5 with sigma of 0.02
 C42A-C39A
 2.4 with sigma of 0.04
 O48A-C39A
 1.25 with sigma of 0.04
 C61A-C64A
 2.5 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Uanis(C42A) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.2
Uanis(C43B) \\sim Ueq, Uanis(C43A) \\sim Ueq, Uanis(C37B) \\sim Ueq,
Uanis(C37A) \\sim Ueq, Uanis(C36A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C61A) \\sim Ueq, Uanis(N62A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C63A) \\sim Ueq, Uanis(C30A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(C63A) \\sim Ueq, Uanis(N62A) \\sim Ueq, Uanis(C61A) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
Uanis(C58) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C35B) \\sim Ueq, Uanis(C45A) \\sim Ueq, Uanis(O46A) \\sim Ueq,
Uanis(O46B) \\sim Ueq, Uanis(C45B) \\sim Ueq, Uanis(C44B) \\sim Ueq,
Uanis(C44A) \\sim Ueq, Uanis(C36B) \\sim Ueq, Uanis(C35A) \\sim Ueq,
Uanis(O47B) \\sim Ueq, Uanis(C32A) \\sim Ueq, Uanis(N34A) \\sim Ueq,
Uanis(N34B) \\sim Ueq, Uanis(C33B) \\sim Ueq, Uanis(C33A) \\sim Ueq,
Uanis(C32B) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C64B) \\sim Ueq, Uanis(C61B) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
4. Others
 Fixed Sof: C30A(0.5) C30B(0.5) C32A(0.5) H32A(0.5) C32B(0.5) H32B(0.5)
 C33A(0.5) H33A(0.5) H33B(0.5) H33C(0.5) C33B(0.5) H33D(0.5) H33E(0.5)
 H33F(0.5) N34A(0.5) N34B(0.5) C35A(0.5) C35B(0.5) C36A(0.5) C36B(0.5)
 C37A(0.5) H37A(0.5) C37B(0.5) H37B(0.5) C38A(0.5) C38B(0.5) C39A(0.5)
 C39B(0.5) C41A(0.5) C41B(0.5) C42A(0.5) C42B(0.5) C43A(0.5) H43A(0.5)
 C43B(0.5) H43B(0.5) C44A(0.5) C44B(0.5) C45A(0.5) C45B(0.5) O46A(0.5)
 O46B(0.5) O47A(0.5) O47B(0.5) O48A(0.5) O48B(0.5) O49A(0.5) O49B(0.5)
 C61A(0.5) H61A(0.5) C61B(0.5) H61B(0.5) N62A(0.5) N62B(0.5) C63A(0.5)
 H63A(0.5) H63B(0.5) H63C(0.5) C63B(0.5) H63D(0.5) H63E(0.5) H63F(0.5)
 C64A(0.5) H64A(0.5) H64B(0.5) H64C(0.5) C64B(0.5) H64D(0.5) H64E(0.5) H64F(0.5)
5.a Ternary CH refined with riding coordinates:
 C6(H6), C24(H24), C32A(H32A), C32B(H32B), C50(H50)
5.b Me refined with riding coordinates:
 C7(H7A,H7B,H7C), C25(H25A,H25B,H25C), C33A(H33A,H33B,H33C), C33B(H33D,H33E,
 H33F), C51(H51A,H51B,H51C), C58(H58A,H58B,H58C), C59(H59A,H59B,H59C),
 C63A(H63A,H63B,H63C), C63B(H63D,H63E,H63F), C64A(H64A,H64B,H64C), C64B(H64D,
 H64E,H64F)
5.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C17(H17), C37A(H37A), C37B(H37B), C43A(H43A), C43B(H43B), C56(H56),
 C61A(H61A), C61B(H61B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Co1 Co 0.54605(5) 0.60418(3) 0.67501(4) 0.04453(14) Uani 1 d . . . .
Co2 Co 0.15811(6) 0.60017(4) 0.74261(4) 0.05419(17) Uani 1 d . . . .
O3 O 0.4875(5) 0.5169(2) 0.7348(4) 0.0701(10) Uani 1 d . . . .
C4 C 0.3890(8) 0.4931(3) 0.7860(7) 0.0732(15) Uani 1 d . . . .
O5 O 0.2652(7) 0.5162(2) 0.7973(5) 0.0861(14) Uani 1 d . . . .
C6 C 0.4370(10) 0.4316(4) 0.8450(8) 0.091(2) Uani 1 d . . . .
H6 H 0.5239 0.4428 0.9106 0.110 Uiso 1 calc . . R .
C7 C 0.5048(14) 0.3845(5) 0.7758(14) 0.141(5) Uani 1 d . . . .
H7A H 0.4287 0.3763 0.7051 0.211 Uiso 1 calc . . R .
H7B H 0.5280 0.3437 0.8179 0.211 Uiso 1 calc . . R .
H7C H 0.6026 0.4022 0.7587 0.211 Uiso 1 calc . . R .
N8 N 0.3111(7) 0.4014(2) 0.8934(6) 0.0771(16) Uani 1 d . . . .
C9 C 0.3013(13) 0.4172(4) 1.0043(8) 0.097(3) Uani 1 d . . . .
C10 C 0.1427(9) 0.3913(3) 1.0195(6) 0.0713(16) Uani 1 d . . . .
C11 C 0.0824(12) 0.3897(4) 1.1125(8) 0.097(3) Uani 1 d . . . .
H11 H 0.1357 0.4084 1.1818 0.116 Uiso 1 calc . . R .
C12 C -0.0635(10) 0.3588(3) 1.1019(7) 0.079(2) Uani 1 d . . . .
C13 C -0.1480(10) 0.3461(4) 1.1989(9) 0.094(3) Uani 1 d . . . .
N14 N -0.2789(9) 0.3102(3) 1.1425(8) 0.099(2) Uani 1 d . . . .
C15 C -0.2760(9) 0.2965(5) 1.0322(8) 0.101(3) Uani 1 d . . . .
C16 C -0.1332(8) 0.3293(4) 1.0085(7) 0.0732(16) Uani 1 d . . . .
C17 C -0.0729(9) 0.3301(5) 0.9065(7) 0.088(2) Uani 1 d . . . .
H17 H -0.1239 0.3097 0.8382 0.106 Uiso 1 calc . . R .
C18 C 0.0668(8) 0.3638(3) 0.9183(6) 0.0694(16) Uani 1 d . . . .
C19 C 0.1753(9) 0.3717(4) 0.8361(6) 0.0761(17) Uani 1 d . . . .
O20 O 0.1462(9) 0.3572(4) 0.7385(5) 0.112(2) Uani 1 d . . . .
O21 O 0.3984(12) 0.4429(5) 1.0680(8) 0.178(5) Uani 1 d . . . .
O22 O -0.1258(13) 0.3630(4) 1.2911(8) 0.156(4) Uani 1 d . . . .
O23 O -0.3579(11) 0.2579(6) 0.9721(7) 0.182(5) Uani 1 d . . . .
C24 C -0.3793(11) 0.2760(5) 1.2060(11) 0.124(4) Uani 1 d . . . .
H24 H -0.3471 0.2929 1.2851 0.149 Uiso 1 calc . . R .
C25 C -0.5469(17) 0.2917(12) 1.172(2) 0.256(14) Uani 1 d . . . .
H25A H -0.5673 0.3338 1.2045 0.384 Uiso 1 calc . . R .
H25B H -0.6097 0.2580 1.1997 0.384 Uiso 1 calc . . R .
H25C H -0.5765 0.2940 1.0894 0.384 Uiso 1 calc . . R .
C26 C -0.3124(14) 0.1999(4) 1.2123(7) 0.101(3) Uani 1 d . . . .
O27 O -0.1826(7) 0.1901(2) 1.1971(5) 0.0844(13) Uani 1 d . . . .
O28 O -0.3974(6) 0.1555(3) 1.2382(4) 0.0872(14) Uani 1 d . . . .
O29 O 0.3562(4) 0.6031(4) 0.5406(3) 0.0884(13) Uani 1 d . . . .
C30A C 0.2077(19) 0.5841(9) 0.5153(13) 0.071(3) Uani 0.50 d A 1 . U
C30B C 0.2166(11) 0.6287(8) 0.5175(7) 0.055(3) Uani 0.50 d A 2 . .
O31 O 0.1131(4) 0.6061(6) 0.5781(3) 0.133(3) Uani 1 d . . . .
C32A C 0.1303(13) 0.5841(7) 0.3872(10) 0.074(3) Uani 0.50 d A 1 . U
H32A H 0.0672 0.6249 0.3705 0.089 Uiso 0.50 calc A 1 R .
C32B C 0.1610(12) 0.6663(7) 0.4040(9) 0.067(3) Uani 0.50 d A 2 . U
H32B H 0.1564 0.7136 0.4223 0.080 Uiso 0.50 calc A 2 R .
C33A C 0.0168(18) 0.5269(9) 0.3580(13) 0.088(4) Uani 0.50 d A 1 . U
H33A H 0.0631 0.4882 0.3993 0.132 Uiso 0.50 calc A 1 R .
H33B H -0.0016 0.5184 0.2764 0.132 Uiso 0.50 calc A 1 R .
H33C H -0.0839 0.5372 0.3794 0.132 Uiso 0.50 calc A 1 R .
C33B C 0.0032(17) 0.6463(12) 0.3423(13) 0.104(5) Uani 0.50 d A 2 . U
H33D H -0.0212 0.6684 0.2688 0.157 Uiso 0.50 calc A 2 R .
H33E H -0.0761 0.6580 0.3864 0.157 Uiso 0.50 calc A 2 R .
H33F H 0.0019 0.5992 0.3304 0.157 Uiso 0.50 calc A 2 R .
N34A N 0.2550(18) 0.5850(9) 0.3189(10) 0.068(3) Uani 0.50 d A 1 . U
N34B N 0.2808(14) 0.6576(8) 0.3327(11) 0.064(3) Uani 0.50 d A 2 . U
C35A C 0.3516(19) 0.5320(8) 0.3062(10) 0.066(3) Uani 0.50 d A 1 . U
C35B C 0.3176(14) 0.6015(10) 0.2979(8) 0.063(3) Uani 0.50 d A 2 . U
C36A C 0.4760(14) 0.5668(9) 0.2480(9) 0.055(2) Uani 0.50 d A 1 . U
C36B C 0.4601(15) 0.6075(11) 0.2446(9) 0.045(2) Uani 0.50 d A 2 . U
C37A C 0.5896(15) 0.5338(7) 0.1973(10) 0.059(3) Uani 0.50 d A 1 . U
H37A H 0.6046 0.4881 0.2025 0.070 Uiso 0.50 calc A 1 R .
C37B C 0.5397(17) 0.5649(8) 0.1851(10) 0.065(3) Uani 0.50 d A 2 . U
H37B H 0.5179 0.5197 0.1790 0.078 Uiso 0.50 calc A 2 R .
C38A C 0.669(2) 0.5704(10) 0.1445(16) 0.056(4) Uani 0.50 d A 1 D .
C38B C 0.655(2) 0.5949(7) 0.1350(12) 0.040(3) Uani 0.50 d A 2 . .
C39A C 0.778(2) 0.5514(9) 0.071(2) 0.056(5) Uani 0.50 d A 1 D .
C39B C 0.769(3) 0.5726(7) 0.0693(19) 0.051(4) Uani 0.50 d A 2 . .
N40 N 0.8461(5) 0.6173(3) 0.0379(3) 0.0631(12) Uani 1 d . . . .
C41A C 0.754(2) 0.6720(13) 0.0628(16) 0.081(6) Uani 0.50 d A 1 . .
C41B C 0.822(2) 0.6736(10) 0.0907(17) 0.075(5) Uani 0.50 d A 2 . .
C42A C 0.6537(16) 0.6341(11) 0.1381(11) 0.054(4) Uani 0.50 d A 1 D U
C42B C 0.6861(19) 0.6613(6) 0.1525(13) 0.057(3) Uani 0.50 d A 2 . .
C43A C 0.5336(17) 0.6707(8) 0.1859(12) 0.074(3) Uani 0.50 d A 1 . U
H43A H 0.5188 0.7163 0.1768 0.088 Uiso 0.50 calc A 1 R .
C43B C 0.6173(17) 0.7014(6) 0.2162(11) 0.066(3) Uani 0.50 d A 2 . U
H43B H 0.6493 0.7453 0.2300 0.079 Uiso 0.50 calc A 2 R .
C44A C 0.450(2) 0.6348(11) 0.2413(15) 0.057(4) Uani 0.50 d A 1 . U
C44B C 0.4954(14) 0.6736(6) 0.2604(9) 0.056(2) Uani 0.50 d A 2 . U
C45A C 0.3163(19) 0.6464(9) 0.2931(13) 0.066(3) Uani 0.50 d A 1 . U
C45B C 0.3835(18) 0.7054(8) 0.3206(12) 0.076(3) Uani 0.50 d A 2 . U
O46A O 0.2511(15) 0.6957(8) 0.3046(11) 0.101(4) Uani 0.50 d A 1 . U
O46B O 0.3852(16) 0.7623(6) 0.3520(11) 0.102(4) Uani 0.50 d A 2 . U
O47A O 0.3377(13) 0.4801(6) 0.3283(8) 0.081(3) Uani 0.50 d A 1 . .
O47B O 0.2532(19) 0.5476(9) 0.3092(11) 0.093(4) Uani 0.50 d A 2 . U
O48A O 0.8301(18) 0.5033(9) 0.0431(15) 0.094(5) Uani 0.50 d A 1 D .
O48B O 0.7635(17) 0.5135(7) 0.0347(13) 0.072(3) Uani 0.50 d A 2 . .
O49A O 0.775(2) 0.7248(8) 0.0484(11) 0.109(5) Uani 0.50 d A 1 . .
O49B O 0.881(2) 0.7259(7) 0.0796(18) 0.139(8) Uani 0.50 d A 2 . .
C50 C 0.9524(6) 0.6144(5) -0.0414(4) 0.088(3) Uani 1 d A . . .
H50 H 0.9913 0.6600 -0.0437 0.106 Uiso 1 calc . . R .
C51 C 1.0961(7) 0.5769(5) -0.0001(5) 0.098(3) Uani 1 d . . . .
H51A H 1.0700 0.5305 -0.0009 0.146 Uiso 1 calc A . R .
H51B H 1.1431 0.5903 0.0774 0.146 Uiso 1 calc . . R .
H51C H 1.1718 0.5846 -0.0491 0.146 Uiso 1 calc . . R .
C52 C 0.8630(4) 0.6020(5) -0.1612(3) 0.0718(14) Uani 1 d . . . .
O53 O 0.7173(3) 0.6076(3) -0.1794(2) 0.0673(9) Uani 1 d . . . .
O54 O 0.9419(4) 0.5840(3) -0.2338(3) 0.0815(15) Uani 1 d . . . .
O55 O 0.6211(8) 0.6887(3) 0.6088(5) 0.1017(17) Uani 1 d . . . .
C56 C 0.7441(12) 0.6966(4) 0.5841(9) 0.096(3) Uani 1 d A . . .
H56 H 0.8178 0.6618 0.5960 0.115 Uiso 1 calc . . R .
N57 N 0.7861(13) 0.7514(4) 0.5403(8) 0.127(3) Uani 1 d . . . .
C58 C 0.942(2) 0.7547(9) 0.5000(18) 0.198(8) Uani 1 d A . . U
H58A H 0.9347 0.7877 0.4406 0.298 Uiso 1 calc . . R .
H58B H 0.9645 0.7123 0.4697 0.298 Uiso 1 calc . . R .
H58C H 1.0277 0.7661 0.5637 0.298 Uiso 1 calc . . R .
C59 C 0.705(3) 0.8101(10) 0.538(2) 0.261(14) Uani 1 d A . . .
H59A H 0.7387 0.8323 0.6110 0.391 Uiso 1 calc . . R .
H59B H 0.5913 0.8018 0.5244 0.391 Uiso 1 calc . . R .
H59C H 0.7294 0.8376 0.4775 0.391 Uiso 1 calc . . R .
O60 O 0.6622(6) 0.5519(3) 0.5697(4) 0.0841(13) Uani 1 d . . . .
C61A C 0.669(3) 0.4964(10) 0.5707(18) 0.098(5) Uani 0.50 d A 1 D U
H61A H 0.5856 0.4723 0.5915 0.118 Uiso 0.50 calc A 1 R .
C61B C 0.7423(13) 0.5088(6) 0.5843(10) 0.057(3) Uani 0.50 d A 2 . U
H61B H 0.8361 0.5140 0.6404 0.068 Uiso 0.50 calc A 2 R .
N62A N 0.799(2) 0.4621(8) 0.5419(15) 0.098(5) Uani 0.50 d A 1 D U
N62B N 0.7229(16) 0.4483(7) 0.5310(12) 0.081(4) Uani 0.50 d A 2 . .
C63A C 0.763(3) 0.3927(8) 0.5403(17) 0.091(4) Uani 0.50 d A 1 D U
H63A H 0.8333 0.3694 0.4997 0.137 Uiso 0.50 calc A 1 R .
H63B H 0.6528 0.3857 0.5021 0.137 Uiso 0.50 calc A 1 R .
H63C H 0.7789 0.3764 0.6182 0.137 Uiso 0.50 calc A 1 R .
C63B C 0.623(3) 0.4450(12) 0.419(3) 0.175(15) Uani 0.50 d A 2 . .
H63D H 0.5435 0.4795 0.4100 0.263 Uiso 0.50 calc A 2 R .
H63E H 0.5707 0.4026 0.4080 0.263 Uiso 0.50 calc A 2 R .
H63F H 0.6887 0.4507 0.3617 0.263 Uiso 0.50 calc A 2 R .
C64A C 0.946(2) 0.4723(11) 0.5035(17) 0.123(7) Uani 0.50 d A 1 D .
H64A H 0.9650 0.5190 0.4970 0.184 Uiso 0.50 calc A 1 R .
H64B H 0.9395 0.4516 0.4295 0.184 Uiso 0.50 calc A 1 R .
H64C H 1.0341 0.4530 0.5581 0.184 Uiso 0.50 calc A 1 R .
C64B C 0.867(4) 0.4063(14) 0.584(3) 0.148(9) Uani 0.50 d A 2 . U
H64D H 0.9384 0.4316 0.6423 0.222 Uiso 0.50 calc A 2 R .
H64E H 0.9240 0.3931 0.5255 0.222 Uiso 0.50 calc A 2 R .
H64F H 0.8314 0.3676 0.6191 0.222 Uiso 0.50 calc A 2 R .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 O3 2.038(4) . ?
Co1 O28 2.099(4) 2_557 ?
Co1 O29 2.057(3) . ?
Co1 O53 2.053(3) 1_556 ?
Co1 O55 2.073(5) . ?
Co1 O60 2.074(5) . ?
Co2 O5 2.007(5) . ?
Co2 C26 2.447(12) 2_557 ?
Co2 O27 1.984(5) 2_557 ?
Co2 O28 2.329(6) 2_557 ?
Co2 O31 1.947(4) . ?
Co2 O54 1.974(3) 1_456 ?
O3 C4 1.250(7) . ?
C4 O5 1.203(8) . ?
C4 C6 1.468(11) . ?
C6 C7 1.477(15) . ?
C6 N8 1.473(8) . ?
N8 C9 1.397(11) . ?
N8 C19 1.377(10) . ?
C9 C10 1.515(11) . ?
C9 O21 1.144(11) . ?
C10 C11 1.331(11) . ?
C10 C18 1.384(10) . ?
C11 C12 1.394(11) . ?
C12 C13 1.523(10) . ?
C12 C16 1.315(11) . ?
C13 N14 1.405(12) . ?
C13 O22 1.144(12) . ?
N14 C15 1.366(13) . ?
N14 C24 1.452(9) . ?
C15 C16 1.483(9) . ?
C15 O23 1.203(13) . ?
C16 C17 1.431(11) . ?
C17 C18 1.373(10) . ?
C18 C19 1.506(9) . ?
C19 O20 1.191(10) . ?
C24 C25 1.458(16) . ?
C24 C26 1.666(16) . ?
C26 Co2 2.447(12) 2_547 ?
C26 O27 1.189(13) . ?
C26 O28 1.252(8) . ?
O27 Co2 1.984(5) 2_547 ?
O28 Co1 2.099(4) 2_547 ?
O28 Co2 2.329(6) 2_547 ?
O29 C30A 1.315(17) . ?
O29 C30B 1.293(11) . ?
C30A O31 1.304(16) . ?
C30A C32A 1.555(19) . ?
C30B O31 1.349(11) . ?
C30B C32B 1.561(14) . ?
C32A C33A 1.526(19) . ?
C32A N34A 1.484(18) . ?
C32B C33B 1.472(19) . ?
C32B N34B 1.485(16) . ?
N34A C35A 1.40(2) . ?
N34A C45A 1.43(2) . ?
N34B C35B 1.29(2) . ?
N34B C45B 1.35(2) . ?
C35A C36A 1.571(17) . ?
C35A O47A 1.114(18) . ?
C35B C36B 1.505(17) . ?
C35B O47B 1.26(2) . ?
C36A C37A 1.429(19) . ?
C36A C44A 1.416(19) . ?
C36B C37B 1.40(2) . ?
C36B C44B 1.40(2) . ?
C37A C38A 1.27(3) . ?
C37B C38B 1.407(18) . ?
C38A C39A 1.47(3) . ?
C38A C42A 1.319(14) . ?
C38B C39B 1.46(3) . ?
C38B C42B 1.400(16) . ?
C39A N40 1.56(2) . ?
C39A O48A 1.16(2) . ?
C39B N40 1.24(2) . ?
C39B O48B 1.283(17) . ?
N40 C41A 1.44(3) . ?
N40 C41B 1.36(2) . ?
N40 C50 1.457(6) . ?
C41A C42A 1.58(2) . ?
C41A O49A 1.12(3) . ?
C41B C42B 1.54(2) . ?
C41B O49B 1.21(3) . ?
C42A C43A 1.49(2) . ?
C42B C43B 1.346(18) . ?
C43A C44A 1.31(3) . ?
C43B C44B 1.396(16) . ?
C44A C45A 1.44(3) . ?
C44B C45B 1.476(18) . ?
C45A O46A 1.18(2) . ?
C45B O46B 1.23(2) . ?
C50 C51 1.460(10) . ?
C50 C52 1.516(7) . ?
C52 O53 1.238(5) . ?
C52 O54 1.269(6) . ?
O53 Co1 2.053(3) 1_554 ?
O54 Co2 1.974(3) 1_654 ?
O55 C56 1.172(11) . ?
C56 N57 1.327(10) . ?
N57 C58 1.526(18) . ?
N57 C59 1.39(2) . ?
O60 C61A 1.15(2) . ?
O60 C61B 1.116(11) . ?
C61A N62A 1.43(3) . ?
C61B N62B 1.396(16) . ?
N62A C63A 1.461(16) . ?
N62A C64A 1.458(17) . ?
N62B C63B 1.45(3) . ?
N62B C64B 1.55(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
O3 Co1 O28 92.6(2) . 2_557 ?
O3 Co1 O29 93.1(3) . . ?
O3 Co1 O53 85.1(2) . 1_556 ?
O3 Co1 O55 175.0(2) . . ?
O3 Co1 O60 86.90(19) . . ?
O29 Co1 O28 85.9(2) . 2_557 ?
O29 Co1 O55 88.1(3) . . ?
O29 Co1 O60 85.3(2) . . ?
O53 Co1 O28 87.87(18) 1_556 2_557 ?
O53 Co1 O29 173.47(14) 1_556 . ?
O53 Co1 O55 94.3(2) 1_556 . ?
O53 Co1 O60 100.8(2) 1_556 . ?
O55 Co1 O28 92.4(3) . 2_557 ?
O55 Co1 O60 88.3(3) . . ?
O60 Co1 O28 171.2(2) . 2_557 ?
O5 Co2 C26 117.1(2) . 2_557 ?
O5 Co2 O28 92.8(2) . 2_557 ?
O27 Co2 O5 132.5(2) 2_557 . ?
O27 Co2 C26 28.8(2) 2_557 2_557 ?
O27 Co2 O28 58.8(2) 2_557 2_557 ?
O28 Co2 C26 30.3(2) 2_557 2_557 ?
O31 Co2 O5 111.9(4) . . ?
O31 Co2 C26 99.2(4) . 2_557 ?
O31 Co2 O27 107.4(4) . 2_557 ?
O31 Co2 O28 93.4(2) . 2_557 ?
O31 Co2 O54 99.22(16) . 1_456 ?
O54 Co2 O5 101.1(2) 1_456 . ?
O54 Co2 C26 126.7(3) 1_456 2_557 ?
O54 Co2 O27 97.9(2) 1_456 2_557 ?
O54 Co2 O28 156.13(18) 1_456 2_557 ?
C4 O3 Co1 139.8(4) . . ?
O3 C4 C6 115.1(6) . . ?
O5 C4 O3 127.7(7) . . ?
O5 C4 C6 117.1(6) . . ?
C4 O5 Co2 131.6(5) . . ?
C4 C6 C7 113.4(8) . . ?
C4 C6 N8 113.4(6) . . ?
N8 C6 C7 110.9(7) . . ?
C9 N8 C6 118.5(7) . . ?
C19 N8 C6 127.6(7) . . ?
C19 N8 C9 111.9(6) . . ?
N8 C9 C10 105.5(7) . . ?
O21 C9 N8 124.8(9) . . ?
O21 C9 C10 129.6(8) . . ?
C11 C10 C9 129.0(8) . . ?
C11 C10 C18 122.6(7) . . ?
C18 C10 C9 108.3(6) . . ?
C10 C11 C12 115.9(8) . . ?
C11 C12 C13 125.1(8) . . ?
C16 C12 C11 122.4(7) . . ?
C16 C12 C13 111.9(7) . . ?
N14 C13 C12 100.5(7) . . ?
O22 C13 C12 133.1(8) . . ?
O22 C13 N14 126.2(8) . . ?
C13 N14 C24 120.5(9) . . ?
C15 N14 C13 114.1(6) . . ?
C15 N14 C24 123.2(9) . . ?
N14 C15 C16 106.0(8) . . ?
O23 C15 N14 126.7(8) . . ?
O23 C15 C16 126.4(10) . . ?
C12 C16 C15 107.3(7) . . ?
C12 C16 C17 123.3(6) . . ?
C17 C16 C15 129.4(8) . . ?
C18 C17 C16 112.6(8) . . ?
C10 C18 C19 106.9(6) . . ?
C17 C18 C10 123.0(6) . . ?
C17 C18 C19 129.7(8) . . ?
N8 C19 C18 107.3(6) . . ?
O20 C19 N8 126.4(7) . . ?
O20 C19 C18 126.2(8) . . ?
N14 C24 C25 114.2(9) . . ?
N14 C24 C26 103.9(8) . . ?
C25 C24 C26 122.5(13) . . ?
C24 C26 Co2 165.2(7) . 2_547 ?
O27 C26 Co2 53.5(5) . 2_547 ?
O27 C26 C24 118.8(6) . . ?
O27 C26 O28 122.3(10) . . ?
O28 C26 Co2 69.6(5) . 2_547 ?
O28 C26 C24 118.8(10) . . ?
C26 O27 Co2 97.8(5) . 2_547 ?
Co1 O28 Co2 109.0(2) 2_547 2_547 ?
C26 O28 Co1 160.3(7) . 2_547 ?
C26 O28 Co2 80.1(7) . 2_547 ?
C30A O29 Co1 140.2(8) . . ?
C30B O29 Co1 136.3(6) . . ?
C30B O29 C30A 41.3(6) . . ?
O29 C30A C32A 115.5(11) . . ?
O31 C30A O29 117.4(13) . . ?
O31 C30A C32A 112.7(12) . . ?
O29 C30B O31 115.8(10) . . ?
O29 C30B C32B 119.8(8) . . ?
O31 C30B C32B 121.9(8) . . ?
C30A O31 Co2 123.5(8) . . ?
C30A O31 C30B 40.5(6) . . ?
C30B O31 Co2 124.0(5) . . ?
C33A C32A C30A 110.8(12) . . ?
N34A C32A C30A 109.8(11) . . ?
N34A C32A C33A 112.7(12) . . ?
C33B C32B C30B 113.1(12) . . ?
C33B C32B N34B 110.8(12) . . ?
N34B C32B C30B 108.8(9) . . ?
C35A N34A C32A 124.5(16) . . ?
C35A N34A C45A 114.2(15) . . ?
C45A N34A C32A 118.4(13) . . ?
C35B N34B C32B 123.0(13) . . ?
C35B N34B C45B 113.9(15) . . ?
C45B N34B C32B 121.6(16) . . ?
N34A C35A C36A 99.9(14) . . ?
O47A C35A N34A 128.7(16) . . ?
O47A C35A C36A 131.4(15) . . ?
N34B C35B C36B 110.1(17) . . ?
O47B C35B N34B 127.5(15) . . ?
O47B C35B C36B 122.3(17) . . ?
C37A C36A C35A 124.5(15) . . ?
C44A C36A C35A 111.2(15) . . ?
C44A C36A C37A 123.9(14) . . ?
C37B C36B C35B 134.3(17) . . ?
C44B C36B C35B 101.3(15) . . ?
C44B C36B C37B 124.2(11) . . ?
C38A C37A C36A 114.8(15) . . ?
C36B C37B C38B 114.2(13) . . ?
C37A C38A C39A 128.4(18) . . ?
C37A C38A C42A 124(2) . . ?
C42A C38A C39A 107.2(17) . . ?
C37B C38B C39B 135.2(14) . . ?
C42B C38B C37B 119.6(14) . . ?
C42B C38B C39B 105.0(13) . . ?
C38A C39A N40 104.1(12) . . ?
O48A C39A C38A 137(2) . . ?
O48A C39A N40 118(2) . . ?
N40 C39B C38B 113.4(13) . . ?
N40 C39B O48B 126.1(19) . . ?
O48B C39B C38B 119.5(18) . . ?
C39B N40 C39A 12.5(14) . . ?
C39B N40 C41A 99.3(13) . . ?
C39B N40 C41B 110.3(12) . . ?
C39B N40 C50 128.3(11) . . ?
C41A N40 C39A 111.8(10) . . ?
C41A N40 C50 128.1(9) . . ?
C41B N40 C39A 121.4(12) . . ?
C41B N40 C41A 25.2(9) . . ?
C41B N40 C50 121.4(10) . . ?
C50 N40 C39A 116.9(9) . . ?
N40 C41A C42A 97.2(16) . . ?
O49A C41A N40 127.5(18) . . ?
O49A C41A C42A 134(2) . . ?
N40 C41B C42B 106.9(14) . . ?
O49B C41B N40 126.8(15) . . ?
O49B C41B C42B 125.7(15) . . ?
C38A C42A C41A 117.6(18) . . ?
C38A C42A C43A 123.3(17) . . ?
C43A C42A C41A 118.7(19) . . ?
C38B C42B C41B 103.4(13) . . ?
C43B C42B C38B 126.2(13) . . ?
C43B C42B C41B 130.2(13) . . ?
C44A C43A C42A 114.3(16) . . ?
C42B C43B C44B 114.9(12) . . ?
C36A C44A C45A 105.6(17) . . ?
C43A C44A C36A 119.4(16) . . ?
C43A C44A C45A 134.6(19) . . ?
C36B C44B C45B 110.6(12) . . ?
C43B C44B C36B 120.5(11) . . ?
C43B C44B C45B 128.8(13) . . ?
N34A C45A C44A 108.2(16) . . ?
O46A C45A N34A 121.8(18) . . ?
O46A C45A C44A 130(2) . . ?
N34B C45B C44B 103.9(14) . . ?
O46B C45B N34B 128.7(15) . . ?
O46B C45B C44B 127.4(14) . . ?
N40 C50 C51 113.8(5) . . ?
N40 C50 C52 111.6(4) . . ?
C51 C50 C52 117.9(7) . . ?
O53 C52 C50 117.0(4) . . ?
O53 C52 O54 125.0(4) . . ?
O54 C52 C50 117.9(4) . . ?
C52 O53 Co1 132.6(3) . 1_554 ?
C52 O54 Co2 135.0(4) . 1_654 ?
C56 O55 Co1 125.8(6) . . ?
O55 C56 N57 123.7(10) . . ?
C56 N57 C58 119.7(11) . . ?
C56 N57 C59 124.7(13) . . ?
C59 N57 C58 115.3(12) . . ?
C61A O60 Co1 122.8(11) . . ?
C61B O60 Co1 132.6(7) . . ?
C61B O60 C61A 34.5(10) . . ?
O60 C61A N62A 122.2(17) . . ?
O60 C61B N62B 128.7(12) . . ?
C61A N62A C63A 108.2(17) . . ?
C61A N62A C64A 142.1(17) . . ?
C64A N62A C63A 109.4(16) . . ?
C61B N62B C63B 117.7(15) . . ?
C61B N62B C64B 107.3(16) . . ?
C63B N62B C64B 129.5(16) . . ?

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
Co1 O3 C4 O5 17.9(14) . . . . ?
Co1 O3 C4 C6 -157.8(6) . . . . ?
Co1 O29 C30A O31 55(2) . . . . ?
Co1 O29 C30A C32A -167.7(9) . . . . ?
Co1 O29 C30B O31 -68.4(18) . . . . ?
Co1 O29 C30B C32B 129.2(10) . . . . ?
Co1 O55 C56 N57 179.0(8) . . . . ?
Co1 O60 C61A N62A -150.7(15) . . . . ?
Co1 O60 C61B N62B 120.8(13) . . . . ?
Co2 C26 O28 Co1 119.5(18) 2_547 . . 2_547 ?
O3 Co1 O29 C30A 35.4(14) . . . . ?
O3 Co1 O29 C30B 99.1(11) . . . . ?
O3 Co1 O55 C56 -19(3) . . . . ?
O3 Co1 O60 C61A -1.6(14) . . . . ?
O3 Co1 O60 C61B -43.9(11) . . . . ?
O3 C4 O5 Co2 0.2(14) . . . . ?
O3 C4 C6 C7 -45.8(11) . . . . ?
O3 C4 C6 N8 -173.5(7) . . . . ?
C4 C6 N8 C9 -90.6(10) . . . . ?
C4 C6 N8 C19 71.6(10) . . . . ?
O5 Co2 O31 C30A -37.4(14) . . . . ?
O5 Co2 O31 C30B -86.6(13) . . . . ?
O5 C4 C6 C7 138.0(9) . . . . ?
O5 C4 C6 N8 10.3(11) . . . . ?
C6 C4 O5 Co2 175.8(6) . . . . ?
C6 N8 C9 C10 167.6(6) . . . . ?
C6 N8 C9 O21 -14.2(16) . . . . ?
C6 N8 C19 C18 -166.1(7) . . . . ?
C6 N8 C19 O20 11.3(13) . . . . ?
C7 C6 N8 C9 140.4(10) . . . . ?
C7 C6 N8 C19 -57.5(12) . . . . ?
N8 C9 C10 C11 174.4(8) . . . . ?
N8 C9 C10 C18 -1.5(9) . . . . ?
C9 N8 C19 C18 -3.0(9) . . . . ?
C9 N8 C19 O20 174.4(8) . . . . ?
C9 C10 C11 C12 -176.0(8) . . . . ?
C9 C10 C18 C17 173.3(7) . . . . ?
C9 C10 C18 C19 -0.2(8) . . . . ?
C10 C11 C12 C13 174.6(8) . . . . ?
C10 C11 C12 C16 4.4(12) . . . . ?
C10 C18 C19 N8 1.9(7) . . . . ?
C10 C18 C19 O20 -175.5(8) . . . . ?
C11 C10 C18 C17 -2.9(11) . . . . ?
C11 C10 C18 C19 -176.4(8) . . . . ?
C11 C12 C13 N14 -175.5(8) . . . . ?
C11 C12 C13 O22 9.6(17) . . . . ?
C11 C12 C16 C15 174.1(8) . . . . ?
C11 C12 C16 C17 -5.0(12) . . . . ?
C12 C13 N14 C15 4.6(10) . . . . ?
C12 C13 N14 C24 167.9(7) . . . . ?
C12 C16 C17 C18 1.4(11) . . . . ?
C13 C12 C16 C15 2.8(9) . . . . ?
C13 C12 C16 C17 -176.4(7) . . . . ?
C13 N14 C15 C16 -3.2(11) . . . . ?
C13 N14 C15 O23 166.5(12) . . . . ?
C13 N14 C24 C25 126.3(16) . . . . ?
C13 N14 C24 C26 -97.8(10) . . . . ?
N14 C15 C16 C12 0.1(10) . . . . ?
N14 C15 C16 C17 179.2(8) . . . . ?
N14 C24 C26 Co2 75(3) . . . 2_547 ?
N14 C24 C26 O27 20.2(13) . . . . ?
N14 C24 C26 O28 -163.3(8) . . . . ?
C15 N14 C24 C25 -71.9(18) . . . . ?
C15 N14 C24 C26 63.9(11) . . . . ?
C15 C16 C17 C18 -177.5(8) . . . . ?
C16 C12 C13 N14 -4.5(9) . . . . ?
C16 C12 C13 O22 -179.4(12) . . . . ?
C16 C17 C18 C10 2.4(11) . . . . ?
C16 C17 C18 C19 174.3(7) . . . . ?
C17 C18 C19 N8 -171.0(7) . . . . ?
C17 C18 C19 O20 11.6(13) . . . . ?
C18 C10 C11 C12 -0.5(12) . . . . ?
C19 N8 C9 C10 2.8(9) . . . . ?
C19 N8 C9 O21 -179.0(11) . . . . ?
O21 C9 C10 C11 -3.6(18) . . . . ?
O21 C9 C10 C18 -179.6(12) . . . . ?
O22 C13 N14 C15 179.9(11) . . . . ?
O22 C13 N14 C24 -16.7(15) . . . . ?
O23 C15 C16 C12 -169.6(12) . . . . ?
O23 C15 C16 C17 9.4(18) . . . . ?
C24 N14 C15 C16 -166.1(7) . . . . ?
C24 N14 C15 O23 3.6(17) . . . . ?
C24 C26 O27 Co2 165.0(7) . . . 2_547 ?
C24 C26 O28 Co1 -47(2) . . . 2_547 ?
C24 C26 O28 Co2 -166.6(8) . . . 2_547 ?
C25 C24 C26 Co2 -154(2) . . . 2_547 ?
C25 C24 C26 O27 151.4(13) . . . . ?
C25 C24 C26 O28 -32.1(17) . . . . ?
C26 Co2 O5 C4 -52.9(9) 2_557 . . . ?
C26 Co2 O31 C30A 86.8(13) 2_557 . . . ?
C26 Co2 O31 C30B 37.6(12) 2_557 . . . ?
O27 Co2 O5 C4 -82.9(8) 2_557 . . . ?
O27 Co2 O31 C30A 115.2(13) 2_557 . . . ?
O27 Co2 O31 C30B 66.0(12) 2_557 . . . ?
O27 C26 O28 Co1 129.3(17) . . . 2_547 ?
O27 C26 O28 Co2 9.8(8) . . . 2_547 ?
O28 Co1 O3 C4 11.3(8) 2_557 . . . ?
O28 Co1 O29 C30A -57.0(14) 2_557 . . . ?
O28 Co1 O29 C30B 6.7(11) 2_557 . . . ?
O28 Co1 O55 C56 151.4(9) 2_557 . . . ?
O28 Co1 O60 C61A -89(2) 2_557 . . . ?
O28 Co1 O60 C61B -130.9(17) 2_557 . . . ?
O28 Co2 O5 C4 -34.1(8) 2_557 . . . ?
O28 Co2 O31 C30A 57.0(13) 2_557 . . . ?
O28 Co2 O31 C30B 7.7(12) 2_557 . . . ?
O28 C26 O27 Co2 -11.4(9) . . . 2_547 ?
O29 Co1 O3 C4 -74.8(8) . . . . ?
O29 Co1 O55 C56 -122.7(9) . . . . ?
O29 Co1 O60 C61A -95.0(14) . . . . ?
O29 Co1 O60 C61B -137.3(11) . . . . ?
O29 C30A O31 Co2 -52(2) . . . . ?
O29 C30A O31 C30B 52.7(13) . . . . ?
O29 C30A C32A C33A 143.6(14) . . . . ?
O29 C30A C32A N34A 18(2) . . . . ?
O29 C30B O31 Co2 50.8(18) . . . . ?
O29 C30B O31 C30A -52.9(14) . . . . ?
O29 C30B C32B C33B 131.2(15) . . . . ?
O29 C30B C32B N34B 7.7(19) . . . . ?
C30A O29 C30B O31 51.1(13) . . . . ?
C30A O29 C30B C32B -111(2) . . . . ?
C30A C32A N34A C35A 72.9(19) . . . . ?
C30A C32A N34A C45A -86.6(16) . . . . ?
C30B O29 C30A O31 -54.7(14) . . . . ?
C30B O29 C30A C32A 82.0(18) . . . . ?
C30B C32B N34B C35B 60.9(16) . . . . ?
C30B C32B N34B C45B -104.1(15) . . . . ?
O31 Co2 O5 C4 60.6(8) . . . . ?
O31 C30A C32A C33A -77.7(18) . . . . ?
O31 C30A C32A N34A 157.1(15) . . . . ?
O31 C30B C32B C33B -30(2) . . . . ?
O31 C30B C32B N34B -153.6(14) . . . . ?
C32A C30A O31 Co2 169.8(10) . . . . ?
C32A C30A O31 C30B -85.3(17) . . . . ?
C32A N34A C35A C36A -169.2(12) . . . . ?
C32A N34A C35A O47A 13(2) . . . . ?
C32A N34A C45A C44A 171.7(12) . . . . ?
C32A N34A C45A O46A -15(2) . . . . ?
C32B C30B O31 Co2 -147.2(10) . . . . ?
C32B C30B O31 C30A 109(2) . . . . ?
C32B N34B C35B C36B -170.6(11) . . . . ?
C32B N34B C35B O47B 6(2) . . . . ?
C32B N34B C45B C44B 171.0(11) . . . . ?
C32B N34B C45B O46B -9(2) . . . . ?
C33A C32A N34A C35A -51.2(19) . . . . ?
C33A C32A N34A C45A 149.3(14) . . . . ?
C33B C32B N34B C35B -64.0(17) . . . . ?
C33B C32B N34B C45B 131.0(16) . . . . ?
N34A C35A C36A C37A -168.7(12) . . . . ?
N34A C35A C36A C44A 4.9(16) . . . . ?
N34B C35B C36B C37B -173.0(15) . . . . ?
N34B C35B C36B C44B 2.1(14) . . . . ?
C35A N34A C45A C44A 10.1(16) . . . . ?
C35A N34A C45A O46A -176.7(15) . . . . ?
C35A C36A C37A C38A 173.1(14) . . . . ?
C35A C36A C44A C43A -173.6(13) . . . . ?
C35A C36A C44A C45A 0.6(18) . . . . ?
C35B N34B C45B C44B 4.7(16) . . . . ?
C35B N34B C45B O46B -175.1(15) . . . . ?
C35B C36B C37B C38B 170.5(15) . . . . ?
C35B C36B C44B C43B -176.1(11) . . . . ?
C35B C36B C44B C45B 0.8(14) . . . . ?
C36A C37A C38A C39A -170.7(17) . . . . ?
C36A C37A C38A C42A 2(3) . . . . ?
C36A C44A C45A N34A -5.9(18) . . . . ?
C36A C44A C45A O46A -178.4(17) . . . . ?
C36B C37B C38B C39B 178(2) . . . . ?
C36B C37B C38B C42B 3(2) . . . . ?
C36B C44B C45B N34B -3.2(15) . . . . ?
C36B C44B C45B O46B 176.6(15) . . . . ?
C37A C36A C44A C43A 0(3) . . . . ?
C37A C36A C44A C45A 174.3(11) . . . . ?
C37A C38A C39A N40 -176.5(17) . . . . ?
C37A C38A C39A O48A -5(4) . . . . ?
C37A C38A C42A C41A -176.3(15) . . . . ?
C37A C38A C42A C43A -4(3) . . . . ?
C37B C36B C44B C43B 0(2) . . . . ?
C37B C36B C44B C45B 176.5(13) . . . . ?
C37B C38B C39B N40 177.7(17) . . . . ?
C37B C38B C39B O48B 8(3) . . . . ?
C37B C38B C42B C41B 176.9(15) . . . . ?
C37B C38B C42B C43B 1(3) . . . . ?
C38A C39A N40 C39B -19(7) . . . . ?
C38A C39A N40 C41A -15.4(16) . . . . ?
C38A C39A N40 C41B 11(2) . . . . ?
C38A C39A N40 C50 -176.6(10) . . . . ?
C38A C42A C43A C44A 4(2) . . . . ?
C38B C39B N40 C39A 164(9) . . . . ?
C38B C39B N40 C41A -13(2) . . . . ?
C38B C39B N40 C41B 11(2) . . . . ?
C38B C39B N40 C50 -170.5(10) . . . . ?
C38B C42B C43B C44B -5(3) . . . . ?
C39A C38A C42A C41A -2(2) . . . . ?
C39A C38A C42A C43A 169.7(14) . . . . ?
C39A N40 C41A C42A 12.8(13) . . . . ?
C39A N40 C41A O49A 180(2) . . . . ?
C39A N40 C41B C42B -16(2) . . . . ?
C39A N40 C41B O49B 173(2) . . . . ?
C39A N40 C50 C51 -61.6(12) . . . . ?
C39A N40 C50 C52 74.9(12) . . . . ?
C39B C38B C42B C41B 1(2) . . . . ?
C39B C38B C42B C43B -174.9(17) . . . . ?
C39B N40 C41A C42A 13.5(16) . . . . ?
C39B N40 C41A O49A -179(2) . . . . ?
C39B N40 C41B C42B -10(2) . . . . ?
C39B N40 C41B O49B 179(3) . . . . ?
C39B N40 C50 C51 -67.6(16) . . . . ?
C39B N40 C50 C52 68.9(17) . . . . ?
N40 C41A C42A C38A -7(2) . . . . ?
N40 C41A C42A C43A -179.3(12) . . . . ?
N40 C41B C42B C38B 5(2) . . . . ?
N40 C41B C42B C43B -179.6(16) . . . . ?
N40 C50 C52 O53 12.4(12) . . . . ?
N40 C50 C52 O54 -164.6(8) . . . . ?
C41A N40 C41B C42B 58(3) . . . . ?
C41A N40 C41B O49B -113(5) . . . . ?
C41A N40 C50 C51 140.7(12) . . . . ?
C41A N40 C50 C52 -82.8(13) . . . . ?
C41A C42A C43A C44A 176.2(15) . . . . ?
C41B N40 C41A C42A -105(3) . . . . ?
C41B N40 C41A O49A 62(3) . . . . ?
C41B N40 C50 C51 111.1(14) . . . . ?
C41B N40 C50 C52 -112.5(13) . . . . ?
C41B C42B C43B C44B -179.8(17) . . . . ?
C42A C38A C39A N40 10(2) . . . . ?
C42A C38A C39A O48A -179(3) . . . . ?
C42A C43A C44A C36A -2(2) . . . . ?
C42A C43A C44A C45A -174.2(18) . . . . ?
C42B C38B C39B N40 -7(2) . . . . ?
C42B C38B C39B O48B -176(2) . . . . ?
C42B C43B C44B C36B 5(2) . . . . ?
C42B C43B C44B C45B -171.5(14) . . . . ?
C43A C44A C45A N34A 167.0(19) . . . . ?
C43A C44A C45A O46A -5(3) . . . . ?
C43B C44B C45B N34B 173.3(13) . . . . ?
C43B C44B C45B O46B -7(2) . . . . ?
C44A C36A C37A C38A 0(2) . . . . ?
C44B C36B C37B C38B -4(2) . . . . ?
C45A N34A C35A C36A -8.9(14) . . . . ?
C45A N34A C35A O47A 173.6(14) . . . . ?
C45B N34B C35B C36B -4.5(16) . . . . ?
C45B N34B C35B O47B 172.3(14) . . . . ?
O47A C35A C36A C37A 9(2) . . . . ?
O47A C35A C36A C44A -177.6(16) . . . . ?
O47B C35B C36B C37B 10(2) . . . . ?
O47B C35B C36B C44B -174.9(12) . . . . ?
O48A C39A N40 C39B 168(10) . . . . ?
O48A C39A N40 C41A 171.4(19) . . . . ?
O48A C39A N40 C41B -162.5(18) . . . . ?
O48A C39A N40 C50 10(2) . . . . ?
O48B C39B N40 C39A -28(6) . . . . ?
O48B C39B N40 C41A 156(2) . . . . ?
O48B C39B N40 C41B 179(2) . . . . ?
O48B C39B N40 C50 -2(3) . . . . ?
O49A C41A C42A C38A -173(2) . . . . ?
O49A C41A C42A C43A 15(3) . . . . ?
O49B C41B C42B C38B 176(3) . . . . ?
O49B C41B C42B C43B -8(4) . . . . ?
C50 N40 C41A C42A 171.4(7) . . . . ?
C50 N40 C41A O49A -21(3) . . . . ?
C50 N40 C41B C42B 171.5(10) . . . . ?
C50 N40 C41B O49B 0(3) . . . . ?
C50 C52 O53 Co1 173.8(6) . . . 1_554 ?
C50 C52 O54 Co2 -31.5(13) . . . 1_654 ?
C51 C50 C52 O53 146.9(9) . . . . ?
C51 C50 C52 O54 -30.1(12) . . . . ?
O53 Co1 O3 C4 98.9(8) 1_556 . . . ?
O53 Co1 O29 C30A -38(4) 1_556 . . . ?
O53 Co1 O29 C30B 25(4) 1_556 . . . ?
O53 Co1 O55 C56 63.4(9) 1_556 . . . ?
O53 Co1 O60 C61A 82.8(14) 1_556 . . . ?
O53 Co1 O60 C61B 40.5(11) 1_556 . . . ?
O53 C52 O54 Co2 151.8(7) . . . 1_654 ?
O54 Co2 O5 C4 165.4(8) 1_456 . . . ?
O54 Co2 O31 C30A -143.4(13) 1_456 . . . ?
O54 Co2 O31 C30B 167.3(12) 1_456 . . . ?
O54 C52 O53 Co1 -9.4(15) . . . 1_554 ?
O55 Co1 O3 C4 -178(2) . . . . ?
O55 Co1 O29 C30A -149.6(15) . . . . ?
O55 Co1 O29 C30B -85.8(11) . . . . ?
O55 Co1 O60 C61A 176.8(14) . . . . ?
O55 Co1 O60 C61B 134.5(11) . . . . ?
O55 C56 N57 C58 -173.9(13) . . . . ?
O55 C56 N57 C59 13(2) . . . . ?
O60 Co1 O3 C4 -159.9(8) . . . . ?
O60 Co1 O29 C30A 122.0(15) . . . . ?
O60 Co1 O29 C30B -174.3(11) . . . . ?
O60 Co1 O55 C56 -37.3(9) . . . . ?
O60 C61A N62A C63A -174.2(19) . . . . ?
O60 C61A N62A C64A -2(4) . . . . ?
O60 C61B N62B C63B 25(3) . . . . ?
O60 C61B N62B C64B -179.2(17) . . . . ?
C61A O60 C61B N62B 33(2) . . . . ?
C61B O60 C61A N62A -31.7(16) . . . . ?

# start Validation Reply Form
_vrf_TYPE047_5Co                 
;
PROBLEM: _exptl_absorpt_correction_T_min is not of type numb.
RESPONSE: Value not supplied by XDS
;
_vrf_TYPE048_5Co                 
;
PROBLEM: _exptl_absorpt_correction_T_max is not of type numb.
RESPONSE: Value not supplied by XDS
;
_vrf_PLAT058_5Co                 
;
PROBLEM: Maximum Transmission Factor Missing ............          ?       
RESPONSE: Value not supplied by XDS
;
_vrf_PLAT059_5Co                 
;
PROBLEM: Minimum Transmission Factor Missing ............          ?       
RESPONSE: Value not supplied by XDS
;
# end Validation Reply Form

####################################################################### 
# 
# 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_1Mn
_database_code_depnum_ccdc_archive 'CCDC 2486235'
loop_
_audit_author_name
_audit_author_address
'David Turner'
;Monash University
Australia
;
_audit_update_record             
;
2025-09-08 deposited with the CCDC.	2025-12-15 downloaded from the CCDC.
;
_audit_creation_date             2025-07-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H20 Mn N4 O10'
_chemical_formula_sum            'C20 H20 Mn N4 O10'
_chemical_formula_weight         531.34
_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 0.0035 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'
Mn Mn 0.3478 0.7327 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0065 0.0032 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0116 0.0061 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.880(2)
_cell_length_b                   10.140(2)
_cell_length_c                   13.570(3)
_cell_angle_alpha                84.31(3)
_cell_angle_beta                 71.44(3)
_cell_angle_gamma                63.63(3)
_cell_volume                     1153.3(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    20472
_cell_measurement_temperature    100.15
_cell_measurement_theta_max      31.769
_cell_measurement_theta_min      2.418
_shelx_estimated_absorpt_T_max   0.994
_shelx_estimated_absorpt_T_min   0.969
_exptl_absorpt_coefficient_mu    0.636
_exptl_absorpt_correction_T_max  'Min/Max transmission to supplied by XDS'
_exptl_absorpt_correction_T_min  'Min/Max transmission to supplied by XDS'
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'XDS (Kabsch, 1999)'
_exptl_absorpt_special_details   'Min/Max transmission to supplied by XDS'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.530
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             546
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0918
_diffrn_reflns_av_unetI/netI     0.1191
_diffrn_reflns_Laue_measured_fraction_full 0.962
_diffrn_reflns_Laue_measured_fraction_max 0.793
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            20472
_diffrn_reflns_point_group_measured_fraction_full 0.962
_diffrn_reflns_point_group_measured_fraction_max 0.793
_diffrn_reflns_theta_full        25.243
_diffrn_reflns_theta_max         31.769
_diffrn_reflns_theta_min         2.418
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.793
_diffrn_measurement_device_type  'Eiger 16M'
_diffrn_measurement_method       'phi scan'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.71076
_diffrn_source                   'MX2 Australian Synchrotron'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4652
_reflns_number_total             6226
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'XDS (Kabsch, 1999)'
_computing_data_collection       'BluICE (McPhillips, 2002)'
_computing_data_reduction        'XDS (Kabsch, 1999)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         2.688
_refine_diff_density_min         -1.493
_refine_diff_density_rms         0.122
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.148
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     323
_refine_ls_number_reflns         6226
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0962
_refine_ls_R_factor_gt           0.0880
_refine_ls_restrained_S_all      1.148
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1635P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2614
_refine_ls_wR_factor_ref         0.2727
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C15(H15), C18(H18)
2.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C20(H20A,H20B,
 H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
Mn1 Mn 0.000000 0.500000 1.000000 0.02228(19) Uani 1 2 d S . P . .
Mn2 Mn 1.500000 0.500000 0.000000 0.02273(19) Uani 1 2 d S . P . .
O1 O 0.15165(18) 0.60857(17) 0.94719(11) 0.0257(3) Uani 1 1 d . . . . .
O2 O 0.40070(19) 0.58109(19) 0.87072(12) 0.0281(3) Uani 1 1 d . . . . .
O3 O 0.3310(2) 0.78547(19) 0.64592(13) 0.0330(4) Uani 1 1 d . . . . .
O4 O 0.5408(2) 0.2860(2) 0.67923(14) 0.0340(4) Uani 1 1 d . . . . .
O5 O 0.9477(2) 0.7180(2) 0.32597(15) 0.0365(4) Uani 1 1 d . . . . .
O6 O 1.1577(2) 0.21771(19) 0.35593(14) 0.0353(4) Uani 1 1 d . . . . .
O7 O 1.10523(19) 0.41050(19) 0.12690(12) 0.0280(3) Uani 1 1 d . . . . .
O8 O 1.35619(18) 0.38216(17) 0.05880(11) 0.0259(3) Uani 1 1 d . . . . .
O9 O -0.1663(2) 0.69467(18) 1.10469(12) 0.0307(4) Uani 1 1 d . . . . .
O10 O 1.6745(2) 0.30657(18) -0.10443(12) 0.0290(4) Uani 1 1 d . . . . .
N1 N 0.3988(2) 0.5388(2) 0.67816(13) 0.0263(4) Uani 1 1 d . . . . .
N2 N 1.0895(2) 0.4646(2) 0.32322(13) 0.0281(4) Uani 1 1 d . . . . .
N3 N -0.3776(2) 0.9184(2) 1.14971(16) 0.0343(4) Uani 1 1 d . . . . .
N4 N 1.8547(2) 0.0656(2) -0.13694(16) 0.0347(4) Uani 1 1 d . . . . .
C1 C 0.2725(3) 0.5844(2) 0.86961(15) 0.0243(4) Uani 1 1 d . . . . .
C2 C 0.2577(3) 0.5591(3) 0.76412(16) 0.0274(4) Uani 1 1 d . . . . .
H2A H 0.238197 0.470959 0.766661 0.033 Uiso 1 1 calc R U . . .
H2B H 0.165161 0.644844 0.751968 0.033 Uiso 1 1 calc R U . . .
C3 C 0.4260(3) 0.6568(2) 0.63074(16) 0.0271(4) Uani 1 1 d . . . . .
C4 C 0.5330(3) 0.4031(2) 0.64795(16) 0.0265(4) Uani 1 1 d . . . . .
C5 C 0.5932(3) 0.5910(2) 0.55846(15) 0.0258(4) Uani 1 1 d . . . . .
C6 C 0.6573(3) 0.4375(2) 0.56903(15) 0.0250(4) Uani 1 1 d . . . . .
C7 C 0.6770(3) 0.6600(2) 0.49104(16) 0.0265(4) Uani 1 1 d . . . . .
H7 H 0.632539 0.763599 0.484088 0.032 Uiso 1 1 calc R U . . .
C8 C 0.8124(3) 0.3430(2) 0.51192(16) 0.0267(4) Uani 1 1 d . . . . .
H8 H 0.856997 0.239399 0.519011 0.032 Uiso 1 1 calc R U . . .
C9 C 0.8320(3) 0.5655(2) 0.43407(16) 0.0257(4) Uani 1 1 d . . . . .
C10 C 0.8962(3) 0.4120(2) 0.44409(15) 0.0258(4) Uani 1 1 d . . . . .
C11 C 0.9558(3) 0.6000(3) 0.35526(16) 0.0280(4) Uani 1 1 d . . . . .
C12 C 1.0627(3) 0.3463(3) 0.37095(16) 0.0289(4) Uani 1 1 d . . . . .
C13 C 1.2328(3) 0.4458(3) 0.23927(16) 0.0298(5) Uani 1 1 d . . . . .
H13A H 1.325497 0.364813 0.255039 0.036 Uiso 1 1 calc R U . . .
H13B H 1.246791 0.537150 0.235775 0.036 Uiso 1 1 calc R U . . .
C14 C 1.2293(3) 0.4107(2) 0.13261(16) 0.0249(4) Uani 1 1 d . . . . .
C15 C -0.2995(2) 0.7866(2) 1.10150(16) 0.0345(5) Uani 1 1 d . . . . .
H15 H -0.348456 0.760548 1.061755 0.041 Uiso 1 1 calc R U . . .
C16 C -0.5382(3) 1.0157(3) 1.1472(2) 0.0556(7) Uani 1 1 d . . . . .
H16A H -0.540307 1.107284 1.115043 0.083 Uiso 1 1 calc R U . . .
H16B H -0.611426 1.038402 1.218332 0.083 Uiso 1 1 calc R U . . .
H16C H -0.570594 0.966958 1.106453 0.083 Uiso 1 1 calc R U . . .
C17 C -0.3166(3) 0.9688(3) 1.2146(2) 0.0526(7) Uani 1 1 d . . . . .
H17A H -0.372086 0.964575 1.288070 0.079 Uiso 1 1 calc R U . . .
H17B H -0.333748 1.070540 1.199394 0.079 Uiso 1 1 calc R U . . .
H17C H -0.202692 0.905389 1.200267 0.079 Uiso 1 1 calc R U . . .
C18 C 1.7563(3) 0.1851(2) -0.07497(16) 0.0331(4) Uani 1 1 d . . . . .
H18 H 1.747495 0.177664 -0.003062 0.040 Uiso 1 1 calc R U . . .
C19 C 1.8819(3) 0.0655(2) -0.24849(17) 0.0418(5) Uani 1 1 d . . . . .
H19A H 1.808782 0.160698 -0.266572 0.063 Uiso 1 1 calc R U . . .
H19B H 1.863642 -0.013359 -0.269638 0.063 Uiso 1 1 calc R U . . .
H19C H 1.991583 0.049047 -0.284602 0.063 Uiso 1 1 calc R U . . .
C20 C 1.9420(3) -0.0747(2) -0.09581(19) 0.0455(6) Uani 1 1 d . . . . .
H20A H 2.056309 -0.104633 -0.125922 0.068 Uiso 1 1 calc R U . . .
H20B H 1.916343 -0.150129 -0.114040 0.068 Uiso 1 1 calc R U . . .
H20C H 1.911981 -0.063359 -0.019925 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
Mn1 O1 2.1438(16) . ?
Mn1 O1 2.1438(16) 2_567 ?
Mn1 O7 2.2049(17) 2_666 ?
Mn1 O7 2.2049(17) 1_456 ?
Mn1 O9 2.1918(19) 2_567 ?
Mn1 O9 2.1918(18) . ?
Mn2 O2 2.1931(17) 1_654 ?
Mn2 O2 2.1931(17) 2_766 ?
Mn2 O8 2.1634(16) 2_865 ?
Mn2 O8 2.1635(16) . ?
Mn2 O10 2.1955(19) . ?
Mn2 O10 2.1955(19) 2_865 ?
O1 C1 1.259(3) . ?
O2 C1 1.257(3) . ?
O3 C3 1.212(3) . ?
O4 C4 1.199(3) . ?
O5 C11 1.198(3) . ?
O6 C12 1.211(3) . ?
O7 C14 1.254(3) . ?
O8 C14 1.263(3) . ?
O9 C15 1.242(3) . ?
O10 C18 1.247(3) . ?
N1 C2 1.450(3) . ?
N1 C3 1.394(3) . ?
N1 C4 1.402(3) . ?
N2 C11 1.401(3) . ?
N2 C12 1.396(3) . ?
N2 C13 1.455(3) . ?
N3 C15 1.320(3) . ?
N3 C16 1.459(3) . ?
N3 C17 1.450(3) . ?
N4 C18 1.325(3) . ?
N4 C19 1.451(3) . ?
N4 C20 1.463(3) . ?
C1 C2 1.541(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C5 1.502(3) . ?
C4 C6 1.498(3) . ?
C5 C6 1.408(3) . ?
C5 C7 1.385(3) . ?
C6 C8 1.398(3) . ?
C7 H7 0.9500 . ?
C7 C9 1.397(3) . ?
C8 H8 0.9500 . ?
C8 C10 1.387(3) . ?
C9 C10 1.407(3) . ?
C9 C11 1.495(3) . ?
C10 C12 1.501(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.539(3) . ?
C15 H15 0.9500 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Mn1 O1 180.0 . 2_567 ?
O1 Mn1 O7 89.21(6) 2_567 2_666 ?
O1 Mn1 O7 89.21(6) . 1_456 ?
O1 Mn1 O7 90.79(6) 2_567 1_456 ?
O1 Mn1 O7 90.79(6) . 2_666 ?
O1 Mn1 O9 86.71(7) . . ?
O1 Mn1 O9 93.29(7) 2_567 . ?
O1 Mn1 O9 93.29(7) . 2_567 ?
O1 Mn1 O9 86.71(7) 2_567 2_567 ?
O7 Mn1 O7 180.0 1_456 2_666 ?
O9 Mn1 O7 86.46(7) . 1_456 ?
O9 Mn1 O7 86.46(7) 2_567 2_666 ?
O9 Mn1 O7 93.54(7) . 2_666 ?
O9 Mn1 O7 93.54(7) 2_567 1_456 ?
O9 Mn1 O9 180.00(10) . 2_567 ?
O2 Mn2 O2 180.0 2_766 1_654 ?
O2 Mn2 O10 85.58(7) 1_654 . ?
O2 Mn2 O10 94.42(7) 1_654 2_865 ?
O2 Mn2 O10 94.42(7) 2_766 . ?
O2 Mn2 O10 85.58(7) 2_766 2_865 ?
O8 Mn2 O2 92.05(6) 2_865 2_766 ?
O8 Mn2 O2 87.95(6) . 2_766 ?
O8 Mn2 O2 87.95(7) 2_865 1_654 ?
O8 Mn2 O2 92.05(7) . 1_654 ?
O8 Mn2 O8 180.0 2_865 . ?
O8 Mn2 O10 87.86(6) . . ?
O8 Mn2 O10 87.86(7) 2_865 2_865 ?
O8 Mn2 O10 92.14(6) 2_865 . ?
O8 Mn2 O10 92.14(7) . 2_865 ?
O10 Mn2 O10 180.00(10) . 2_865 ?
C1 O1 Mn1 132.46(13) . . ?
C1 O2 Mn2 123.57(14) . 1_456 ?
C14 O7 Mn1 125.46(14) . 1_654 ?
C14 O8 Mn2 132.60(13) . . ?
C15 O9 Mn1 127.55(14) . . ?
C18 O10 Mn2 124.39(14) . . ?
C3 N1 C2 122.45(18) . . ?
C3 N1 C4 112.66(18) . . ?
C4 N1 C2 123.80(19) . . ?
C11 N2 C13 124.0(2) . . ?
C12 N2 C11 112.45(19) . . ?
C12 N2 C13 122.99(19) . . ?
C15 N3 C16 120.5(2) . . ?
C15 N3 C17 122.7(2) . . ?
C17 N3 C16 116.51(19) . . ?
C18 N4 C19 122.5(2) . . ?
C18 N4 C20 121.34(19) . . ?
C19 N4 C20 116.17(18) . . ?
O1 C1 C2 115.73(18) . . ?
O2 C1 O1 126.13(19) . . ?
O2 C1 C2 118.13(18) . . ?
N1 C2 C1 112.41(18) . . ?
N1 C2 H2A 109.1 . . ?
N1 C2 H2B 109.1 . . ?
C1 C2 H2A 109.1 . . ?
C1 C2 H2B 109.1 . . ?
H2A C2 H2B 107.9 . . ?
O3 C3 N1 125.6(2) . . ?
O3 C3 C5 128.3(2) . . ?
N1 C3 C5 106.05(18) . . ?
O4 C4 N1 125.5(2) . . ?
O4 C4 C6 129.0(2) . . ?
N1 C4 C6 105.56(19) . . ?
C6 C5 C3 107.47(19) . . ?
C7 C5 C3 129.3(2) . . ?
C7 C5 C6 123.18(19) . . ?
C5 C6 C4 108.19(19) . . ?
C8 C6 C4 129.9(2) . . ?
C8 C6 C5 121.9(2) . . ?
C5 C7 H7 122.6 . . ?
C5 C7 C9 114.83(19) . . ?
C9 C7 H7 122.6 . . ?
C6 C8 H8 122.6 . . ?
C10 C8 C6 114.89(19) . . ?
C10 C8 H8 122.6 . . ?
C7 C9 C10 122.1(2) . . ?
C7 C9 C11 129.7(2) . . ?
C10 C9 C11 108.14(19) . . ?
C8 C10 C9 123.01(19) . . ?
C8 C10 C12 129.5(2) . . ?
C9 C10 C12 107.50(19) . . ?
O5 C11 N2 125.7(2) . . ?
O5 C11 C9 128.5(2) . . ?
N2 C11 C9 105.8(2) . . ?
O6 C12 N2 125.7(2) . . ?
O6 C12 C10 128.2(2) . . ?
N2 C12 C10 106.06(19) . . ?
N2 C13 H13A 109.0 . . ?
N2 C13 H13B 109.0 . . ?
N2 C13 C14 112.99(18) . . ?
H13A C13 H13B 107.8 . . ?
C14 C13 H13A 109.0 . . ?
C14 C13 H13B 109.0 . . ?
O7 C14 O8 126.40(19) . . ?
O7 C14 C13 118.42(18) . . ?
O8 C14 C13 115.17(18) . . ?
O9 C15 N3 124.3(2) . . ?
O9 C15 H15 117.8 . . ?
N3 C15 H15 117.8 . . ?
N3 C16 H16A 109.5 . . ?
N3 C16 H16B 109.5 . . ?
N3 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N3 C17 H17A 109.5 . . ?
N3 C17 H17B 109.5 . . ?
N3 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O10 C18 N4 124.6(2) . . ?
O10 C18 H18 117.7 . . ?
N4 C18 H18 117.7 . . ?
N4 C19 H19A 109.5 . . ?
N4 C19 H19B 109.5 . . ?
N4 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N4 C20 H20A 109.5 . . ?
N4 C20 H20B 109.5 . . ?
N4 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Mn1 O1 C1 O2 -133.09(19) . . . . ?
Mn1 O1 C1 C2 47.9(3) . . . . ?
Mn1 O7 C14 O8 -41.8(3) 1_654 . . . ?
Mn1 O7 C14 C13 139.50(17) 1_654 . . . ?
Mn1 O9 C15 N3 -163.10(17) . . . . ?
Mn2 O2 C1 O1 34.2(3) 1_456 . . . ?
Mn2 O2 C1 C2 -146.78(15) 1_456 . . . ?
Mn2 O8 C14 O7 127.5(2) . . . . ?
Mn2 O8 C14 C13 -53.8(3) . . . . ?
Mn2 O10 C18 N4 175.71(16) . . . . ?
O1 C1 C2 N1 177.35(18) . . . . ?
O2 C1 C2 N1 -1.7(3) . . . . ?
O3 C3 C5 C6 179.0(2) . . . . ?
O3 C3 C5 C7 -1.4(4) . . . . ?
O4 C4 C6 C5 -179.6(2) . . . . ?
O4 C4 C6 C8 0.2(4) . . . . ?
N1 C3 C5 C6 -1.5(2) . . . . ?
N1 C3 C5 C7 178.1(2) . . . . ?
N1 C4 C6 C5 1.7(2) . . . . ?
N1 C4 C6 C8 -178.4(2) . . . . ?
N2 C13 C14 O7 4.1(3) . . . . ?
N2 C13 C14 O8 -174.70(19) . . . . ?
C2 N1 C3 O3 -9.3(4) . . . . ?
C2 N1 C3 C5 171.17(18) . . . . ?
C2 N1 C4 O4 10.2(3) . . . . ?
C2 N1 C4 C6 -171.07(19) . . . . ?
C3 N1 C2 C1 -82.5(3) . . . . ?
C3 N1 C4 O4 178.5(2) . . . . ?
C3 N1 C4 C6 -2.8(2) . . . . ?
C3 C5 C6 C4 -0.2(2) . . . . ?
C3 C5 C6 C8 180.0(2) . . . . ?
C3 C5 C7 C9 -179.9(2) . . . . ?
C4 N1 C2 C1 84.7(2) . . . . ?
C4 N1 C3 O3 -177.8(2) . . . . ?
C4 N1 C3 C5 2.7(2) . . . . ?
C4 C6 C8 C10 179.5(2) . . . . ?
C5 C6 C8 C10 -0.6(3) . . . . ?
C5 C7 C9 C10 0.7(3) . . . . ?
C5 C7 C9 C11 -179.9(2) . . . . ?
C6 C5 C7 C9 -0.4(3) . . . . ?
C6 C8 C10 C9 0.9(3) . . . . ?
C6 C8 C10 C12 -179.5(2) . . . . ?
C7 C5 C6 C4 -179.7(2) . . . . ?
C7 C5 C6 C8 0.4(4) . . . . ?
C7 C9 C10 C8 -1.1(4) . . . . ?
C7 C9 C10 C12 179.3(2) . . . . ?
C7 C9 C11 O5 1.4(4) . . . . ?
C7 C9 C11 N2 179.6(2) . . . . ?
C8 C10 C12 O6 0.7(4) . . . . ?
C8 C10 C12 N2 -178.3(2) . . . . ?
C9 C10 C12 O6 -179.7(2) . . . . ?
C9 C10 C12 N2 1.3(2) . . . . ?
C10 C9 C11 O5 -179.1(2) . . . . ?
C10 C9 C11 N2 -0.9(2) . . . . ?
C11 N2 C12 O6 179.0(2) . . . . ?
C11 N2 C12 C10 -2.0(2) . . . . ?
C11 N2 C13 C14 -90.8(3) . . . . ?
C11 C9 C10 C8 179.4(2) . . . . ?
C11 C9 C10 C12 -0.2(2) . . . . ?
C12 N2 C11 O5 -179.9(2) . . . . ?
C12 N2 C11 C9 1.8(2) . . . . ?
C12 N2 C13 C14 80.3(3) . . . . ?
C13 N2 C11 O5 -8.0(4) . . . . ?
C13 N2 C11 C9 173.7(2) . . . . ?
C13 N2 C12 O6 7.0(4) . . . . ?
C13 N2 C12 C10 -173.96(19) . . . . ?
C16 N3 C15 O9 -176.0(2) . . . . ?
C17 N3 C15 O9 -1.6(4) . . . . ?
C19 N4 C18 O10 2.3(4) . . . . ?
C20 N4 C18 O10 -177.5(2) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.811 0.000 0.500 80.9 10.7 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_TYPE047_1Mn                 
;
PROBLEM: _exptl_absorpt_correction_T_min is not of type numb.
RESPONSE: Value not provided by XDS software
;
_vrf_TYPE048_1Mn                 
;
PROBLEM: _exptl_absorpt_correction_T_max is not of type numb.
RESPONSE: Value not provided by XDS software
;
_vrf_DIFMX02_1Mn                 
;
PROBLEM: The maximum difference density is > 0.1*ZMAX*0.75
RESPONSE: Fourier ripple close to metal ion that was not removed by absorption correction
;
_vrf_PLAT058_1Mn                 
;
PROBLEM: Maximum Transmission Factor Missing ............          ?       
RESPONSE: Value not provided by XDS software
;
_vrf_PLAT059_1Mn                 
;
PROBLEM: Minimum Transmission Factor Missing ............          ?       
RESPONSE: Value not provided by XDS software
;
_vrf_PLAT097_1Mn                 
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       2.69 eA-3  
RESPONSE: Fourier ripple close to metal ion that was not removed by absorption correction
;
_vrf_PLAT029_1Mn                 
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low .      0.962 Why?  
RESPONSE: Only single rotation axis available
;
_vrf_PLAT084_1Mn                 
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.27 Report
RESPONSE: Small, poorly diffracting sample
;
_vrf_PLAT112_1Mn                 
;
PROBLEM: ADDSYM Detects New (Pseudo) Symm. Elem       a/2         94 %Fit  
RESPONSE: Underlying symmetry of network broken by solvent molecules only
;
####################################################################### 
# 
# 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_1Co
_database_code_depnum_ccdc_archive 'CCDC 2486238'
loop_
_audit_author_name
_audit_author_address
'David Turner'
;Monash University
Australia
;
_audit_update_record             
;
2025-09-08 deposited with the CCDC.	2025-12-15 downloaded from the CCDC.
;
_audit_creation_date             2025-07-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H20 Co N4 O10'
_chemical_formula_sum            'C20 H20 Co N4 O10'
_chemical_formula_weight         535.33
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C H N O Co'
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'
Co Co -2.3653 3.6143 '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'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.6362(5)
_cell_length_b                   10.1021(7)
_cell_length_c                   13.5166(6)
_cell_angle_alpha                84.244(4)
_cell_angle_beta                 71.817(4)
_cell_angle_gamma                63.400(6)
_cell_volume                     1116.56(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7451
_cell_measurement_temperature    123.0(2)
_cell_measurement_theta_max      75.4100
_cell_measurement_theta_min      4.7950
_cell_oxdiff_angle_alpha         84.244(4)
_cell_oxdiff_angle_beta          71.817(4)
_cell_oxdiff_angle_gamma         63.400(6)
_cell_oxdiff_length_a            9.6362(4)
_cell_oxdiff_length_b            10.1021(7)
_cell_oxdiff_length_c            13.5166(6)
_cell_oxdiff_measurement_reflns_used 7451
_cell_oxdiff_volume              1116.56(10)
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    6.617
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72209
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.95a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.592
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             550
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0892
_diffrn_reflns_av_unetI/netI     0.0520
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.960
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            22192
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.632
_diffrn_reflns_theta_min         4.901
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.0(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.960
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     25.00 120.00   0.50    2.50    --   47.64  77.00   0.00  190
  2  ω    105.00 178.00   0.50   11.00    --  107.75 107.00 -88.00  146
  3  ω     95.00 178.00   0.50   11.00    --  107.75  45.00 -30.00  166
  4  ω     95.00 178.00   0.50   11.00    --  107.75 125.00  60.00  166
  5  ω     95.00 178.00   0.50   11.00    --  107.75 125.00 150.00  166
  6  ω     36.00  76.00   0.50   11.00    --  107.75 -45.00  60.00   80
  7  ω     35.00 106.00   0.50   11.00    --  107.75 -94.00   0.00  142
  8  ω     36.00  76.00   0.50   11.00    --  107.75 -45.00-120.00   80
  9  ω     35.00 106.00   0.50   11.00    --  107.75 -94.00-150.00  142
 10  ω     36.00  76.00   0.50   11.00    --  107.75 -45.00 -30.00   80
 11  ω     33.00  66.00   0.50   11.00    --  107.75 -30.00 -30.00   66
 12  ω     35.00 124.00   0.50   11.00    --  107.75 -61.00   0.00  178
 13  ω     95.00 178.00   0.50   11.00    --  107.75  45.00-120.00  166
 14  ω     95.00 178.00   0.50   11.00    --  107.75  45.00-180.00  166
 15  ω     35.00 106.00   0.50   11.00    --  107.75 -94.00-180.00  142
 16  ω     36.00  76.00   0.50   11.00    --  107.75 -45.00-180.00   80
 17  ω     35.00 106.00   0.50   11.00    --  107.75 -94.00-120.00  142
 18  ω     36.00  76.00   0.50   11.00    --  107.75 -45.00-150.00   80
 19  ω     35.00 106.00   0.50   11.00    --  107.75-100.00-145.19  142
 20  ω     35.00 112.00   0.50   11.00    --  107.75-125.00-180.00  154
 21  ω     35.00 106.00   0.50   11.00    --  107.75 -94.00 -30.00  142
 22  ω     33.00  66.00   0.50   11.00    --  107.75 -30.00  30.00   66
 23  ω     33.00  66.00   0.50   11.00    --  107.75 -30.00   0.00   66
 24  ω     35.00 106.00   0.50   11.00    --  107.75 -94.00  60.00  142
 25  ω     36.00  76.00   0.50   11.00    --  107.75 -45.00 150.00   80
 26  ω     35.00 107.00   0.50   11.00    --  107.75-107.00 173.00  144
 27  ω     33.00  66.00   0.50   11.00    --  107.75 -30.00 120.00   66
 28  ω     35.00 106.00   0.50   11.00    --  107.75 -94.00  90.00  142
 29  ω     35.00 112.00   0.50   11.00    --  107.75-125.00 -30.00  154
 30  ω     20.00  86.00   0.50    2.50    --   47.64-107.00 173.00  132
 31  ω     33.00 120.00   0.50    2.50    --   47.64  57.00 120.00  174
 32  ω     25.00 120.00   0.50    2.50    --   47.64  77.00 -90.00  190
 33  ω     25.00 120.00   0.50    2.50    --   47.64  77.00-180.00  190
 34  ω    -61.00  25.00   0.50    2.50    --  -47.64  38.00-180.00  172
 35  ω    -61.00  25.00   0.50    2.50    --  -47.64  38.00 -60.00  172
 36  ω    -68.00 -11.00   0.50   11.00    --  -86.25  30.00  30.00  114
 37  ω    -81.00   1.00   0.50    2.50    --  -47.64 107.00 -88.00  164
 38  ω    -81.00 -13.00   0.50   11.00    --  -86.25 107.00 -88.00  136
 39  ω   -120.00 -34.00   0.50    2.50    --  -47.64 -38.00-150.00  172
 40  ω   -120.00 -33.00   0.50    2.50    --  -47.64 -57.00  30.00  174
 41  ω   -120.00 -66.00   0.50    2.50    --  -47.64 -77.00 120.00  108
 42  ω   -159.00 -83.00   0.50   11.00    --  -86.25-107.00 173.00  152
 43  ω   -161.00 -73.00   0.50   11.00    --  -86.25 -30.00  30.00  176
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0347538000
_diffrn_orient_matrix_UB_12      0.1113111000
_diffrn_orient_matrix_UB_13      -0.0860636000
_diffrn_orient_matrix_UB_21      0.1579347000
_diffrn_orient_matrix_UB_22      -0.1078065000
_diffrn_orient_matrix_UB_23      -0.0787937000
_diffrn_orient_matrix_UB_31      -0.0947918000
_diffrn_orient_matrix_UB_32      -0.0716821000
_diffrn_orient_matrix_UB_33      -0.0284159000
_diffrn_oxdiff_digest_hkl        
;
0130f9d311e804ae5c4d62f6e26bce66b40f38
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3213
_reflns_number_total             4614
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.95a (Rigaku OD, 2023)'
_computing_data_collection       
'CrysAlisPro system (CCD 40.84a 64-bit (release 31-07-2020))'
_computing_data_reduction        'CrysAlisPro 1.171.43.95a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         1.106
_refine_diff_density_min         -0.804
_refine_diff_density_rms         0.127
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     323
_refine_ls_number_reflns         4614
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0919
_refine_ls_R_factor_gt           0.0751
_refine_ls_restrained_S_all      1.047
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1611P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2171
_refine_ls_wR_factor_ref         0.2322
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C15(H15), C18(H18)
2.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C20(H20A,H20B,
 H20C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.000000 0.500000 1.000000 0.0265(3) Uani 1 2 d S . P . .
Co2 Co 1.500000 0.500000 0.000000 0.0273(3) Uani 1 2 d S . P . .
O1 O 0.1482(3) 0.6051(3) 0.9510(2) 0.0297(6) Uani 1 1 d . . . . .
O2 O 0.4020(3) 0.5748(3) 0.8747(2) 0.0319(6) Uani 1 1 d . . . . .
O3 O 0.3313(4) 0.7869(3) 0.6497(2) 0.0406(7) Uani 1 1 d . . . . .
O4 O 0.5350(4) 0.2856(3) 0.6807(2) 0.0399(7) Uani 1 1 d . . . . .
O5 O 0.9564(4) 0.7083(4) 0.3244(2) 0.0431(7) Uani 1 1 d . . . . .
O6 O 1.1618(4) 0.2073(4) 0.3538(3) 0.0446(7) Uani 1 1 d . . . . .
O7 O 1.1057(3) 0.4138(3) 0.1232(2) 0.0325(6) Uani 1 1 d . . . . .
O8 O 1.3621(3) 0.3831(3) 0.0548(2) 0.0304(6) Uani 1 1 d . . . . .
O9 O -0.1590(3) 0.6868(3) 1.1017(2) 0.0374(6) Uani 1 1 d . . . . .
O10 O 1.6750(3) 0.3148(3) -0.1016(2) 0.0343(6) Uani 1 1 d . . . . .
N1 N 0.3950(4) 0.5414(4) 0.6811(2) 0.0312(7) Uani 1 1 d . . . . .
N2 N 1.0963(4) 0.4537(4) 0.3211(3) 0.0338(7) Uani 1 1 d . . . . .
N3 N -0.3729(4) 0.9123(4) 1.1481(3) 0.0405(8) Uani 1 1 d . . . . .
N4 N 1.8528(4) 0.0722(4) -0.1336(3) 0.0404(8) Uani 1 1 d . . . . .
C1 C 0.2700(5) 0.5811(4) 0.8744(3) 0.0297(7) Uani 1 1 d . . . . .
C2 C 0.2509(4) 0.5632(5) 0.7676(3) 0.0333(8) Uani 1 1 d . . . . .
H2A H 0.227054 0.477292 0.768477 0.040 Uiso 1 1 calc R U . . .
H2B H 0.157059 0.652684 0.756782 0.040 Uiso 1 1 calc R U . . .
C3 C 0.4250(4) 0.6575(4) 0.6339(3) 0.0310(8) Uani 1 1 d . . . . .
C4 C 0.5297(5) 0.4034(5) 0.6503(3) 0.0326(8) Uani 1 1 d . . . . .
C5 C 0.5940(4) 0.5880(5) 0.5600(3) 0.0319(8) Uani 1 1 d . . . . .
C6 C 0.6568(5) 0.4351(5) 0.5699(3) 0.0316(8) Uani 1 1 d . . . . .
C7 C 0.6807(5) 0.6559(5) 0.4916(3) 0.0326(8) Uani 1 1 d . . . . .
H7 H 0.637684 0.760096 0.484832 0.039 Uiso 1 1 calc R U . . .
C8 C 0.8125(5) 0.3372(5) 0.5122(3) 0.0326(8) Uani 1 1 d . . . . .
H8 H 0.855873 0.232910 0.518881 0.039 Uiso 1 1 calc R U . . .
C9 C 0.8358(5) 0.5579(5) 0.4342(3) 0.0323(8) Uani 1 1 d . . . . .
C10 C 0.8987(4) 0.4053(5) 0.4442(3) 0.0325(8) Uani 1 1 d . . . . .
C11 C 0.9630(5) 0.5898(5) 0.3539(3) 0.0340(8) Uani 1 1 d . . . . .
C12 C 1.0680(5) 0.3364(5) 0.3692(3) 0.0331(8) Uani 1 1 d . . . . .
C13 C 1.2428(4) 0.4334(5) 0.2364(3) 0.0354(9) Uani 1 1 d . . . . .
H13A H 1.336817 0.346892 0.249877 0.042 Uiso 1 1 calc R U . . .
H13B H 1.262337 0.521813 0.235757 0.042 Uiso 1 1 calc R U . . .
C14 C 1.2337(5) 0.4095(4) 0.1285(3) 0.0301(7) Uani 1 1 d . . . . .
C15 C -0.2927(5) 0.7798(5) 1.0981(3) 0.0392(9) Uani 1 1 d . . . . .
H15 H -0.342917 0.756007 1.056844 0.047 Uiso 1 1 calc R U . . .
C16 C -0.5350(6) 1.0098(6) 1.1452(5) 0.0671(15) Uani 1 1 d . . . . .
H16A H -0.536146 1.100171 1.110685 0.101 Uiso 1 1 calc R U . . .
H16B H -0.609055 1.035544 1.216477 0.101 Uiso 1 1 calc R U . . .
H16C H -0.570379 0.960095 1.106388 0.101 Uiso 1 1 calc R U . . .
C17 C -0.3112(7) 0.9571(6) 1.2152(4) 0.0650(14) Uani 1 1 d . . . . .
H17A H -0.371605 0.954201 1.287971 0.097 Uiso 1 1 calc R U . . .
H17B H -0.324078 1.058281 1.200341 0.097 Uiso 1 1 calc R U . . .
H17C H -0.195656 0.889747 1.203146 0.097 Uiso 1 1 calc R U . . .
C18 C 1.7530(4) 0.1940(4) -0.0720(3) 0.0364(8) Uani 1 1 d . . . . .
H18 H 1.741915 0.185857 0.000392 0.044 Uiso 1 1 calc R U . . .
C19 C 1.8828(5) 0.0724(5) -0.2442(4) 0.0478(10) Uani 1 1 d . . . . .
H19A H 1.817737 0.171914 -0.263967 0.072 Uiso 1 1 calc R U . . .
H19B H 1.852565 0.001532 -0.265467 0.072 Uiso 1 1 calc R U . . .
H19C H 1.998501 0.044064 -0.278923 0.072 Uiso 1 1 calc R U . . .
C20 C 1.9355(5) -0.0693(5) -0.0917(4) 0.0547(12) Uani 1 1 d . . . . .
H20A H 2.053229 -0.101678 -0.117771 0.082 Uiso 1 1 calc R U . . .
H20B H 1.909365 -0.142942 -0.113449 0.082 Uiso 1 1 calc R U . . .
H20C H 1.899688 -0.059076 -0.015376 0.082 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 2.058(2) 2_567 ?
Co1 O1 2.058(2) . ?
Co1 O7 2.131(3) 2_666 ?
Co1 O7 2.131(3) 1_456 ?
Co1 O9 2.101(3) 2_567 ?
Co1 O9 2.101(3) . ?
Co2 O2 2.106(2) 1_654 ?
Co2 O2 2.106(3) 2_766 ?
Co2 O8 2.080(2) 2_865 ?
Co2 O8 2.080(2) . ?
Co2 O10 2.115(3) . ?
Co2 O10 2.115(3) 2_865 ?
O1 C1 1.243(5) . ?
O2 C1 1.247(4) . ?
O3 C3 1.204(5) . ?
O4 C4 1.204(5) . ?
O5 C11 1.204(5) . ?
O6 C12 1.201(5) . ?
O7 C14 1.240(4) . ?
O8 C14 1.258(5) . ?
O9 C15 1.220(5) . ?
O10 C18 1.217(5) . ?
N1 C2 1.452(5) . ?
N1 C3 1.380(5) . ?
N1 C4 1.400(5) . ?
N2 C11 1.386(5) . ?
N2 C12 1.388(5) . ?
N2 C13 1.459(5) . ?
N3 C15 1.332(5) . ?
N3 C16 1.437(6) . ?
N3 C17 1.428(6) . ?
N4 C18 1.334(5) . ?
N4 C19 1.431(6) . ?
N4 C20 1.449(6) . ?
C1 C2 1.548(5) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C5 1.498(5) . ?
C4 C6 1.495(5) . ?
C5 C6 1.394(6) . ?
C5 C7 1.388(5) . ?
C6 C8 1.390(5) . ?
C7 H7 0.9500 . ?
C7 C9 1.386(6) . ?
C8 H8 0.9500 . ?
C8 C10 1.385(5) . ?
C9 C10 1.391(6) . ?
C9 C11 1.496(5) . ?
C10 C12 1.506(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.537(5) . ?
C15 H15 0.9500 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18 0.9500 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Co1 O1 180.00(9) 2_567 . ?
O1 Co1 O7 91.57(10) . 2_666 ?
O1 Co1 O7 91.57(10) 2_567 1_456 ?
O1 Co1 O7 88.43(10) . 1_456 ?
O1 Co1 O7 88.43(10) 2_567 2_666 ?
O1 Co1 O9 94.43(10) 2_567 . ?
O1 Co1 O9 85.56(10) . . ?
O1 Co1 O9 85.57(10) 2_567 2_567 ?
O1 Co1 O9 94.44(10) . 2_567 ?
O7 Co1 O7 180.0 1_456 2_666 ?
O9 Co1 O7 85.16(11) . 1_456 ?
O9 Co1 O7 85.16(11) 2_567 2_666 ?
O9 Co1 O7 94.84(11) . 2_666 ?
O9 Co1 O7 94.84(11) 2_567 1_456 ?
O9 Co1 O9 180.00(17) . 2_567 ?
O2 Co2 O2 180.00(17) 2_766 1_654 ?
O2 Co2 O10 84.76(11) 1_654 . ?
O2 Co2 O10 95.24(11) 1_654 2_865 ?
O2 Co2 O10 95.24(11) 2_766 . ?
O2 Co2 O10 84.76(11) 2_766 2_865 ?
O8 Co2 O2 91.33(10) 2_865 2_766 ?
O8 Co2 O2 88.67(10) . 2_766 ?
O8 Co2 O2 88.67(10) 2_865 1_654 ?
O8 Co2 O2 91.33(10) . 1_654 ?
O8 Co2 O8 180.0 2_865 . ?
O8 Co2 O10 87.96(10) . . ?
O8 Co2 O10 87.96(10) 2_865 2_865 ?
O8 Co2 O10 92.04(10) 2_865 . ?
O8 Co2 O10 92.04(10) . 2_865 ?
O10 Co2 O10 180.0 . 2_865 ?
C1 O1 Co1 131.9(2) . . ?
C1 O2 Co2 123.8(2) . 1_456 ?
C14 O7 Co1 126.3(2) . 1_654 ?
C14 O8 Co2 132.4(2) . . ?
C15 O9 Co1 126.9(3) . . ?
C18 O10 Co2 123.8(3) . . ?
C3 N1 C2 122.8(3) . . ?
C3 N1 C4 112.8(3) . . ?
C4 N1 C2 123.4(3) . . ?
C11 N2 C12 112.6(3) . . ?
C11 N2 C13 123.9(3) . . ?
C12 N2 C13 123.1(3) . . ?
C15 N3 C16 120.2(4) . . ?
C15 N3 C17 122.3(4) . . ?
C17 N3 C16 117.1(4) . . ?
C18 N4 C19 122.4(4) . . ?
C18 N4 C20 121.5(4) . . ?
C19 N4 C20 116.1(4) . . ?
O1 C1 O2 126.8(3) . . ?
O1 C1 C2 115.7(3) . . ?
O2 C1 C2 117.5(3) . . ?
N1 C2 C1 112.8(3) . . ?
N1 C2 H2A 109.0 . . ?
N1 C2 H2B 109.0 . . ?
C1 C2 H2A 109.0 . . ?
C1 C2 H2B 109.0 . . ?
H2A C2 H2B 107.8 . . ?
O3 C3 N1 125.8(3) . . ?
O3 C3 C5 128.4(4) . . ?
N1 C3 C5 105.8(3) . . ?
O4 C4 N1 125.7(4) . . ?
O4 C4 C6 128.9(4) . . ?
N1 C4 C6 105.4(3) . . ?
C6 C5 C3 108.0(3) . . ?
C7 C5 C3 128.9(4) . . ?
C7 C5 C6 123.1(4) . . ?
C5 C6 C4 107.9(3) . . ?
C8 C6 C4 129.3(4) . . ?
C8 C6 C5 122.8(4) . . ?
C5 C7 H7 123.0 . . ?
C9 C7 C5 114.0(4) . . ?
C9 C7 H7 123.0 . . ?
C6 C8 H8 123.0 . . ?
C10 C8 C6 114.0(4) . . ?
C10 C8 H8 123.0 . . ?
C7 C9 C10 123.0(4) . . ?
C7 C9 C11 129.1(4) . . ?
C10 C9 C11 107.9(3) . . ?
C8 C10 C9 123.2(4) . . ?
C8 C10 C12 129.1(4) . . ?
C9 C10 C12 107.7(3) . . ?
O5 C11 N2 125.7(4) . . ?
O5 C11 C9 128.3(4) . . ?
N2 C11 C9 106.0(3) . . ?
O6 C12 N2 126.2(4) . . ?
O6 C12 C10 128.1(4) . . ?
N2 C12 C10 105.7(3) . . ?
N2 C13 H13A 108.8 . . ?
N2 C13 H13B 108.8 . . ?
N2 C13 C14 113.6(3) . . ?
H13A C13 H13B 107.7 . . ?
C14 C13 H13A 108.8 . . ?
C14 C13 H13B 108.8 . . ?
O7 C14 O8 127.1(4) . . ?
O7 C14 C13 118.0(3) . . ?
O8 C14 C13 114.9(3) . . ?
O9 C15 N3 124.5(4) . . ?
O9 C15 H15 117.8 . . ?
N3 C15 H15 117.8 . . ?
N3 C16 H16A 109.5 . . ?
N3 C16 H16B 109.5 . . ?
N3 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N3 C17 H17A 109.5 . . ?
N3 C17 H17B 109.5 . . ?
N3 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O10 C18 N4 124.9(4) . . ?
O10 C18 H18 117.5 . . ?
N4 C18 H18 117.5 . . ?
N4 C19 H19A 109.5 . . ?
N4 C19 H19B 109.5 . . ?
N4 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N4 C20 H20A 109.5 . . ?
N4 C20 H20B 109.5 . . ?
N4 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Co1 O1 C1 O2 -132.3(3) . . . . ?
Co1 O1 C1 C2 50.2(5) . . . . ?
Co1 O7 C14 O8 -37.8(6) 1_654 . . . ?
Co1 O7 C14 C13 144.4(3) 1_654 . . . ?
Co1 O9 C15 N3 -164.1(3) . . . . ?
Co2 O2 C1 O1 31.5(5) 1_456 . . . ?
Co2 O2 C1 C2 -151.0(3) 1_456 . . . ?
Co2 O8 C14 O7 125.0(4) . . . . ?
Co2 O8 C14 C13 -57.2(5) . . . . ?
Co2 O10 C18 N4 173.5(3) . . . . ?
O1 C1 C2 N1 177.6(3) . . . . ?
O2 C1 C2 N1 -0.1(5) . . . . ?
O3 C3 C5 C6 178.8(4) . . . . ?
O3 C3 C5 C7 -1.2(7) . . . . ?
O4 C4 C6 C5 179.1(4) . . . . ?
O4 C4 C6 C8 -1.3(7) . . . . ?
N1 C3 C5 C6 -1.9(4) . . . . ?
N1 C3 C5 C7 178.1(4) . . . . ?
N1 C4 C6 C5 2.0(4) . . . . ?
N1 C4 C6 C8 -178.4(4) . . . . ?
N2 C13 C14 O7 2.0(5) . . . . ?
N2 C13 C14 O8 -176.0(3) . . . . ?
C2 N1 C3 O3 -8.5(6) . . . . ?
C2 N1 C3 C5 172.3(3) . . . . ?
C2 N1 C4 O4 10.6(6) . . . . ?
C2 N1 C4 C6 -172.2(3) . . . . ?
C3 N1 C2 C1 -84.3(4) . . . . ?
C3 N1 C4 O4 179.4(4) . . . . ?
C3 N1 C4 C6 -3.4(4) . . . . ?
C3 C5 C6 C4 0.0(4) . . . . ?
C3 C5 C6 C8 -179.7(3) . . . . ?
C3 C5 C7 C9 179.8(4) . . . . ?
C4 N1 C2 C1 83.5(4) . . . . ?
C4 N1 C3 O3 -177.4(4) . . . . ?
C4 N1 C3 C5 3.3(4) . . . . ?
C4 C6 C8 C10 -179.8(4) . . . . ?
C5 C6 C8 C10 -0.2(6) . . . . ?
C5 C7 C9 C10 0.0(6) . . . . ?
C5 C7 C9 C11 180.0(4) . . . . ?
C6 C5 C7 C9 -0.2(6) . . . . ?
C6 C8 C10 C9 0.0(6) . . . . ?
C6 C8 C10 C12 -179.2(4) . . . . ?
C7 C5 C6 C4 180.0(3) . . . . ?
C7 C5 C6 C8 0.3(6) . . . . ?
C7 C9 C10 C8 0.1(6) . . . . ?
C7 C9 C10 C12 179.4(3) . . . . ?
C7 C9 C11 O5 1.4(7) . . . . ?
C7 C9 C11 N2 179.4(4) . . . . ?
C8 C10 C12 O6 -0.1(7) . . . . ?
C8 C10 C12 N2 -179.2(4) . . . . ?
C9 C10 C12 O6 -179.4(4) . . . . ?
C9 C10 C12 N2 1.6(4) . . . . ?
C10 C9 C11 O5 -178.6(4) . . . . ?
C10 C9 C11 N2 -0.6(4) . . . . ?
C11 N2 C12 O6 178.9(4) . . . . ?
C11 N2 C12 C10 -2.1(4) . . . . ?
C11 N2 C13 C14 -88.1(5) . . . . ?
C11 C9 C10 C8 -179.9(4) . . . . ?
C11 C9 C10 C12 -0.6(4) . . . . ?
C12 N2 C11 O5 179.8(4) . . . . ?
C12 N2 C11 C9 1.7(4) . . . . ?
C12 N2 C13 C14 84.1(5) . . . . ?
C13 N2 C11 O5 -7.4(6) . . . . ?
C13 N2 C11 C9 174.6(3) . . . . ?
C13 N2 C12 O6 6.0(6) . . . . ?
C13 N2 C12 C10 -175.0(3) . . . . ?
C16 N3 C15 O9 -175.4(4) . . . . ?
C17 N3 C15 O9 -2.3(7) . . . . ?
C19 N4 C18 O10 2.0(6) . . . . ?
C20 N4 C18 O10 -177.0(4) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.783 0.000 0.500 71.0 5.1 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.866
_oxdiff_exptl_absorpt_empirical_full_min 0.406

# start Validation Reply Form
_vrf_PLAT112_1Co                 
;
PROBLEM: ADDSYM Detects New (Pseudo) Symm. Elem       a/2         94 %Fit  
RESPONSE: Symmetry of underlying 2D net broken by ordered DMF
;
####################################################################### 
# 
# 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_4Cd
_database_code_depnum_ccdc_archive 'CCDC 2486241'
loop_
_audit_author_name
_audit_author_address
'David Turner'
;Monash University
Australia
;
_audit_update_record             
;
2025-09-08 deposited with the CCDC.	2025-12-15 downloaded from the CCDC.
;
_audit_creation_date             2025-07-11
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H13 Cd N3 O9'
_chemical_formula_sum            'C17 H13 Cd N3 O9'
_chemical_formula_weight         515.70
_chemical_absolute_configuration ?
_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 0.0035 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'
Cd Cd -0.8048 1.2290 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0065 0.0032 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0116 0.0061 '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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   4.7900(10)
_cell_length_b                   15.013(3)
_cell_length_c                   25.310(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1820.1(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    8379
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.499
_cell_measurement_theta_min      1.577
_shelx_estimated_absorpt_T_max   0.884
_shelx_estimated_absorpt_T_min   0.704
_exptl_absorpt_coefficient_mu    1.260
_exptl_absorpt_correction_T_max  0.4342
_exptl_absorpt_correction_T_min  0.2545
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.1344 before and 0.0476 after correction.
The Ratio of minimum to maximum transmission is 0.5861.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.882
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1694
_diffrn_reflns_av_unetI/netI     0.1635
_diffrn_reflns_Laue_measured_fraction_full 0.957
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            8379
_diffrn_reflns_point_group_measured_fraction_full 0.967
_diffrn_reflns_point_group_measured_fraction_max 0.967
_diffrn_reflns_theta_full        25.248
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         1.577
_diffrn_ambient_temperature      100.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.957
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_device_type  'ADSC Quantum 210r'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.7109
_diffrn_source                   'Australian Synchrotron MX1'
_reflns_Friedel_coverage         0.720
_reflns_Friedel_fraction_full    0.981
_reflns_Friedel_fraction_max     0.981
_reflns_number_gt                1796
_reflns_number_total             4053
_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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'XDS (Kabsch, 1999)'
_computing_data_collection       'BluICE (McPhillips, 2002)'
_computing_data_reduction        'XDS (Kabsch, 1999)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         3.910
_refine_diff_density_min         -1.499
_refine_diff_density_rms         0.273
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.5(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.201
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     143
_refine_ls_number_reflns         4053
_refine_ls_number_restraints     28
_refine_ls_R_factor_all          0.2473
_refine_ls_R_factor_gt           0.1419
_refine_ls_restrained_S_all      1.199
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3587
_refine_ls_wR_factor_ref         0.4283
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.5(2)
 0.5(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
3. Restrained distances
 C8-C6
 1.39 with sigma of 0.02
 C9-C7
 1.39 with sigma of 0.02
 C5-C3
 1.495 with sigma of 0.02
 C6-C4
 1.495 with sigma of 0.02
 C12-C10
 1.495 with sigma of 0.02
 C11-C9
 1.495 with sigma of 0.02
 C14-O7
 1.26 with sigma of 0.02
 O8-C14
 1.26 with sigma of 0.02
 C16B-N16
 1.46 with sigma of 0.02
 C17B-N16
 1.46 with sigma of 0.02
 O1-C1 = O2-C1
 1.26 with sigma of 0.02
 N16-C16B = N16-C17B
 1.45 with sigma of 0.01
 N16-C15B
 1.32 with sigma of 0.01
 O9-C15B
 1.25 with sigma of 0.01
 O9-C15A
 1.25 with sigma of 0.01
 N10-C15A
 1.32 with sigma of 0.01
 N10-C17A = N10-C16A
 1.45 with sigma of 0.01
 O1-O2
 2.12 with sigma of 0.01
 C16B-C17B
 2.47 with sigma of 0.01
 C16A-C17A
 2.47 with sigma of 0.01
4. Restrained planarity
 N16, C15B, C16B, C17B
 with sigma of 0.1
 O9, N16, C15B, C16B, C17B
 with sigma of 0.1
 O9, N10, C15A, C16A, C17A
 with sigma of 0.1
5. Others
 Fixed Sof: N10(0.5) N16(0.5) C15A(0.5) H15A(0.5) C15B(0.5) H15B(0.5)
 C16A(0.5) H16A(0.5) H16B(0.5) H16C(0.5) C16B(0.5) H16D(0.5) H16E(0.5)
 H16F(0.5) C17A(0.5) H17A(0.5) H17B(0.5) H17C(0.5) C17B(0.5) H17D(0.5)
 H17E(0.5) H17F(0.5)
6.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C13(H13A,H13B)
6.b Me refined with riding coordinates:
 C16A(H16A,H16B,H16C), C16B(H16D,H16E,H16F), C17A(H17A,H17B,H17C), C17B(H17D,
 H17E,H17F)
6.c Aromatic/amide H refined with riding coordinates:
 C7(H7), C8(H8), C15A(H15A), C15B(H15B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Cd1 Cd 1.2867(6) 0.66363(15) 0.46979(7) 0.0683(10) Uani 1 1 d . . . . .
O1 O 0.935(9) 0.657(8) 0.423(2) 0.33(4) Uiso 1 1 d D . . . .
O2 O 0.528(6) 0.651(4) 0.3898(16) 0.144(14) Uiso 1 1 d D . . . .
O3 O 0.678(5) 0.478(2) 0.3240(10) 0.087(8) Uiso 1 1 d . . . . .
O4 O 0.712(5) 0.747(2) 0.2388(10) 0.083(7) Uiso 1 1 d . . . . .
O5 O -0.243(4) 0.3514(13) 0.1751(7) 0.051(4) Uiso 1 1 d . . . . .
O6 O -0.224(4) 0.6125(14) 0.0859(8) 0.058(5) Uiso 1 1 d . . . . .
O7 O -0.073(5) 0.3783(19) 0.0439(10) 0.078(7) Uiso 1 1 d D . . . .
O8 O -0.451(4) 0.3084(14) 0.0308(9) 0.067(6) Uiso 1 1 d D . . . .
O9 O 1.212(5) 0.5166(18) 0.4692(9) 0.085(7) Uiso 1 1 d D . . . .
N1 N 0.742(5) 0.6194(18) 0.2913(9) 0.060(6) Uiso 1 1 d . . . . .
N2 N -0.252(5) 0.4746(14) 0.1230(7) 0.041(4) Uiso 1 1 d . . . . .
N10 N 1.281(8) 0.383(2) 0.4282(13) 0.036(8) Uiso 0.5 1 d D . P A 2
N16 N 1.106(10) 0.395(3) 0.4186(15) 0.056(12) Uiso 0.5 1 d D . P B 1
C1 C 0.781(6) 0.664(3) 0.3844(11) 0.063(7) Uiso 1 1 d D . . . .
C2 C 0.922(8) 0.655(3) 0.3343(14) 0.080(10) Uiso 1 1 d . . . . .
H2A H 1.085323 0.615235 0.338749 0.096 Uiso 1 1 calc R U . . .
H2B H 0.993424 0.714376 0.323610 0.096 Uiso 1 1 calc R U . . .
C3 C 0.605(7) 0.539(3) 0.2953(12) 0.066(9) Uiso 1 1 d D . . . .
C4 C 0.619(7) 0.675(3) 0.2502(14) 0.077(10) Uiso 1 1 d D . . . .
C5 C 0.395(7) 0.536(3) 0.2505(14) 0.078(10) Uiso 1 1 d D . . . .
C6 C 0.404(7) 0.619(3) 0.2220(13) 0.077(10) Uiso 1 1 d D . . . .
C7 C 0.222(5) 0.4655(18) 0.2335(9) 0.045(6) Uiso 1 1 d D . . . .
H7 H 0.225577 0.408755 0.250144 0.054 Uiso 1 1 calc R U . . .
C8 C 0.230(5) 0.6360(18) 0.1798(9) 0.045(6) Uiso 1 1 d D . . . .
H8 H 0.221170 0.692440 0.162913 0.054 Uiso 1 1 calc R U . . .
C9 C 0.045(6) 0.483(2) 0.1912(11) 0.066(9) Uiso 1 1 d D . . . .
C10 C 0.068(6) 0.563(3) 0.1643(12) 0.064(8) Uiso 1 1 d D . . . .
C11 C -0.165(6) 0.422(2) 0.1665(12) 0.063(8) Uiso 1 1 d D . . . .
C12 C -0.135(6) 0.561(2) 0.1198(11) 0.059(8) Uiso 1 1 d D . . . .
C13 C -0.456(7) 0.433(3) 0.0816(14) 0.074(10) Uiso 1 1 d . . . . .
H13A H -0.610656 0.402496 0.100426 0.088 Uiso 1 1 calc R U . . .
H13B H -0.538178 0.480749 0.059723 0.088 Uiso 1 1 calc R U . . .
C14 C -0.325(5) 0.3724(18) 0.0492(10) 0.050(7) Uiso 1 1 d D . . . .
C15A C 1.245(8) 0.470(2) 0.4289(13) 0.038(15) Uiso 0.5 1 d D . P A 2
H15A H 1.244542 0.500111 0.395801 0.045 Uiso 0.5 1 calc R U P A 2
C15B C 1.259(14) 0.466(3) 0.4311(19) 0.15(7) Uiso 0.5 1 d D . P B 1
H15B H 1.415686 0.478673 0.409409 0.181 Uiso 0.5 1 calc R U P B 1
C16A C 1.302(15) 0.352(6) 0.3742(16) 0.09(2) Uiso 0.5 1 d D . P A 2
H16A H 1.328488 0.287054 0.374064 0.131 Uiso 0.5 1 calc R U P A 2
H16B H 1.129630 0.366546 0.355137 0.131 Uiso 0.5 1 calc R U P A 2
H16C H 1.460746 0.380493 0.356757 0.131 Uiso 0.5 1 calc R U P A 2
C16B C 1.142(10) 0.335(4) 0.3746(15) 0.041(11) Uiso 0.5 1 d D . P B 1
H16D H 0.995609 0.288864 0.375774 0.061 Uiso 0.5 1 calc R U P B 1
H16E H 1.127775 0.367667 0.341316 0.061 Uiso 0.5 1 calc R U P B 1
H16F H 1.325242 0.306124 0.376934 0.061 Uiso 0.5 1 calc R U P B 1
C17A C 1.31(3) 0.316(6) 0.469(3) 0.27(11) Uiso 0.5 1 d D . P A 2
H17A H 1.333251 0.257613 0.453223 0.404 Uiso 0.5 1 calc R U P A 2
H17B H 1.471423 0.330260 0.491397 0.404 Uiso 0.5 1 calc R U P A 2
H17C H 1.140211 0.316277 0.491333 0.404 Uiso 0.5 1 calc R U P A 2
C17B C 0.87(3) 0.378(10) 0.454(4) 0.31(13) Uiso 0.5 1 d D . P B 1
H17D H 0.770552 0.325477 0.441478 0.466 Uiso 0.5 1 calc R U P B 1
H17E H 0.940170 0.368642 0.489561 0.466 Uiso 0.5 1 calc R U P B 1
H17F H 0.745565 0.429915 0.453221 0.466 Uiso 0.5 1 calc R U P B 1


_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 O1 2.06(3) . ?
Cd1 O2 2.34(4) 1_655 ?
Cd1 O7 2.41(2) 2_665 ?
Cd1 O8 2.31(2) 3_655 ?
Cd1 O8 2.27(2) 2_565 ?
Cd1 O9 2.24(3) . ?
O1 C1 1.23(2) . ?
O2 C1 1.23(2) . ?
O3 C3 1.22(4) . ?
O4 C4 1.20(4) . ?
O5 C11 1.14(3) . ?
O6 C12 1.23(4) . ?
O7 C14 1.22(2) . ?
O8 C14 1.23(2) . ?
O9 C15A 1.246(13) . ?
O9 C15B 1.251(13) . ?
N1 C2 1.49(4) . ?
N1 C3 1.38(4) . ?
N1 C4 1.46(5) . ?
N2 C11 1.42(4) . ?
N2 C12 1.41(4) . ?
N2 C13 1.57(4) . ?
N10 C15A 1.318(13) . ?
N10 C16A 1.451(13) . ?
N10 C17A 1.451(14) . ?
N16 C15B 1.324(14) . ?
N16 C16B 1.450(12) . ?
N16 C17B 1.452(12) . ?
C1 C2 1.44(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C5 1.51(2) . ?
C4 C6 1.51(2) . ?
C5 C6 1.44(5) . ?
C5 C7 1.41(5) . ?
C6 C8 1.38(2) . ?
C7 H7 0.9500 . ?
C7 C9 1.39(2) . ?
C8 H8 0.9500 . ?
C8 C10 1.39(4) . ?
C9 C10 1.39(5) . ?
C9 C11 1.51(2) . ?
C10 C12 1.49(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.37(4) . ?
C15A H15A 0.9500 . ?
C15B H15B 0.9500 . ?
C16A H16A 0.9800 . ?
C16A H16B 0.9800 . ?
C16A H16C 0.9800 . ?
C16B H16D 0.9800 . ?
C16B H16E 0.9800 . ?
C16B H16F 0.9800 . ?
C17A H17A 0.9800 . ?
C17A H17B 0.9800 . ?
C17A H17C 0.9800 . ?
C17B H17D 0.9800 . ?
C17B H17E 0.9800 . ?
C17B H17F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cd1 O2 84.4(19) . 1_655 ?
O1 Cd1 O7 154(2) . 2_665 ?
O1 Cd1 O8 80(2) . 2_565 ?
O1 Cd1 O8 109(3) . 3_655 ?
O1 Cd1 O9 79(3) . . ?
O2 Cd1 O7 111.8(11) 1_655 2_665 ?
O8 Cd1 O2 84.3(14) 3_655 1_655 ?
O8 Cd1 O2 162.7(11) 2_565 1_655 ?
O8 Cd1 O7 93.3(9) 3_655 2_665 ?
O8 Cd1 O7 85.5(9) 2_565 2_665 ?
O8 Cd1 O8 94.1(6) 2_565 3_655 ?
O9 Cd1 O2 89.7(14) . 1_655 ?
O9 Cd1 O7 80.7(9) . 2_665 ?
O9 Cd1 O8 94.2(8) . 2_565 ?
O9 Cd1 O8 169.3(8) . 3_655 ?
C1 O1 Cd1 161(5) . . ?
C1 O2 Cd1 125(3) . 1_455 ?
C14 O7 Cd1 129(2) . 2_664 ?
Cd1 O8 Cd1 114.2(9) 2_564 3_645 ?
C14 O8 Cd1 117.5(19) . 2_564 ?
C14 O8 Cd1 124.9(19) . 3_645 ?
C15A O9 Cd1 122(2) . . ?
C15B O9 Cd1 125(3) . . ?
C3 N1 C2 123(3) . . ?
C3 N1 C4 111(3) . . ?
C4 N1 C2 123(3) . . ?
C11 N2 C13 118(2) . . ?
C12 N2 C11 116(2) . . ?
C12 N2 C13 125(2) . . ?
C15A N10 C16A 110(4) . . ?
C15A N10 C17A 133(4) . . ?
C16A N10 C17A 116.5(16) . . ?
C15B N16 C16B 128(4) . . ?
C15B N16 C17B 115(4) . . ?
C16B N16 C17B 116.7(15) . . ?
O1 C1 O2 119(3) . . ?
O1 C1 C2 114(4) . . ?
O2 C1 C2 123(3) . . ?
N1 C2 H2A 108.8 . . ?
N1 C2 H2B 108.8 . . ?
C1 C2 N1 114(3) . . ?
C1 C2 H2A 108.8 . . ?
C1 C2 H2B 108.8 . . ?
H2A C2 H2B 107.7 . . ?
O3 C3 N1 124(3) . . ?
O3 C3 C5 128(4) . . ?
N1 C3 C5 106(3) . . ?
O4 C4 N1 122(3) . . ?
O4 C4 C6 130(4) . . ?
N1 C4 C6 107(3) . . ?
C6 C5 C3 109(3) . . ?
C7 C5 C3 130(3) . . ?
C7 C5 C6 121(2) . . ?
C5 C6 C4 106(3) . . ?
C8 C6 C4 132(3) . . ?
C8 C6 C5 122(3) . . ?
C5 C7 H7 121.7 . . ?
C9 C7 C5 117(3) . . ?
C9 C7 H7 121.7 . . ?
C6 C8 H8 123.0 . . ?
C6 C8 C10 114(3) . . ?
C10 C8 H8 123.0 . . ?
C7 C9 C11 127(3) . . ?
C10 C9 C7 120(3) . . ?
C10 C9 C11 112(2) . . ?
C8 C10 C12 127(3) . . ?
C9 C10 C8 126(2) . . ?
C9 C10 C12 107(3) . . ?
O5 C11 N2 125(3) . . ?
O5 C11 C9 135(3) . . ?
N2 C11 C9 100(2) . . ?
O6 C12 N2 119(2) . . ?
O6 C12 C10 137(3) . . ?
N2 C12 C10 104(3) . . ?
N2 C13 H13A 109.2 . . ?
N2 C13 H13B 109.2 . . ?
H13A C13 H13B 107.9 . . ?
C14 C13 N2 112(3) . . ?
C14 C13 H13A 109.2 . . ?
C14 C13 H13B 109.2 . . ?
O7 C14 O8 120(3) . . ?
O7 C14 C13 118(3) . . ?
O8 C14 C13 121(3) . . ?
O9 C15A N10 125(4) . . ?
O9 C15A H15A 117.3 . . ?
N10 C15A H15A 117.3 . . ?
O9 C15B N16 125(5) . . ?
O9 C15B H15B 117.6 . . ?
N16 C15B H15B 117.6 . . ?
N10 C16A H16A 109.5 . . ?
N10 C16A H16B 109.5 . . ?
N10 C16A H16C 109.5 . . ?
H16A C16A H16B 109.5 . . ?
H16A C16A H16C 109.5 . . ?
H16B C16A H16C 109.5 . . ?
N16 C16B H16D 109.5 . . ?
N16 C16B H16E 109.5 . . ?
N16 C16B H16F 109.5 . . ?
H16D C16B H16E 109.5 . . ?
H16D C16B H16F 109.5 . . ?
H16E C16B H16F 109.5 . . ?
N10 C17A H17A 109.5 . . ?
N10 C17A H17B 109.5 . . ?
N10 C17A H17C 109.5 . . ?
H17A C17A H17B 109.5 . . ?
H17A C17A H17C 109.5 . . ?
H17B C17A H17C 109.5 . . ?
N16 C17B H17D 109.5 . . ?
N16 C17B H17E 109.5 . . ?
N16 C17B H17F 109.5 . . ?
H17D C17B H17E 109.5 . . ?
H17D C17B H17F 109.5 . . ?
H17E C17B H17F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cd1 O1 C1 O2 -170(22) . . . . ?
Cd1 O1 C1 C2 30(29) . . . . ?
Cd1 O2 C1 O1 22(9) 1_455 . . . ?
Cd1 O2 C1 C2 180(3) 1_455 . . . ?
Cd1 O7 C14 O8 37(4) 2_664 . . . ?
Cd1 O7 C14 C13 -151(3) 2_664 . . . ?
Cd1 O8 C14 O7 -120(3) 2_564 . . . ?
Cd1 O8 C14 O7 38(4) 3_645 . . . ?
Cd1 O8 C14 C13 -134(3) 3_645 . . . ?
Cd1 O8 C14 C13 68(4) 2_564 . . . ?
Cd1 O9 C15A N10 160(3) . . . . ?
Cd1 O9 C15B N16 -145(5) . . . . ?
O1 C1 C2 N1 152(7) . . . . ?
O2 C1 C2 N1 -7(7) . . . . ?
O3 C3 C5 C6 -171(4) . . . . ?
O3 C3 C5 C7 5(7) . . . . ?
O4 C4 C6 C5 174(4) . . . . ?
O4 C4 C6 C8 -9(7) . . . . ?
N1 C3 C5 C6 -3(4) . . . . ?
N1 C3 C5 C7 173(3) . . . . ?
N1 C4 C6 C5 5(4) . . . . ?
N1 C4 C6 C8 -179(4) . . . . ?
N2 C13 C14 O7 -23(5) . . . . ?
N2 C13 C14 O8 149(3) . . . . ?
C2 N1 C3 O3 -24(5) . . . . ?
C2 N1 C3 C5 167(3) . . . . ?
C2 N1 C4 O4 21(5) . . . . ?
C2 N1 C4 C6 -168(3) . . . . ?
C3 N1 C2 C1 -56(5) . . . . ?
C3 N1 C4 O4 -178(3) . . . . ?
C3 N1 C4 C6 -7(4) . . . . ?
C3 C5 C6 C4 -1(4) . . . . ?
C3 C5 C6 C8 -178(3) . . . . ?
C3 C5 C7 C9 179(3) . . . . ?
C4 N1 C2 C1 103(4) . . . . ?
C4 N1 C3 O3 175(3) . . . . ?
C4 N1 C3 C5 6(4) . . . . ?
C4 C6 C8 C10 178(4) . . . . ?
C5 C6 C8 C10 -6(5) . . . . ?
C5 C7 C9 C10 7(4) . . . . ?
C5 C7 C9 C11 -178(3) . . . . ?
C6 C5 C7 C9 -6(5) . . . . ?
C6 C8 C10 C9 9(5) . . . . ?
C6 C8 C10 C12 -179(3) . . . . ?
C7 C5 C6 C4 -178(3) . . . . ?
C7 C5 C6 C8 5(6) . . . . ?
C7 C9 C10 C8 -10(5) . . . . ?
C7 C9 C10 C12 177(3) . . . . ?
C7 C9 C11 O5 4(6) . . . . ?
C7 C9 C11 N2 -174(3) . . . . ?
C8 C10 C12 O6 -1(7) . . . . ?
C8 C10 C12 N2 -177(3) . . . . ?
C9 C10 C12 O6 173(4) . . . . ?
C9 C10 C12 N2 -3(4) . . . . ?
C10 C9 C11 O5 179(4) . . . . ?
C10 C9 C11 N2 1(4) . . . . ?
C11 N2 C12 O6 -173(3) . . . . ?
C11 N2 C12 C10 4(3) . . . . ?
C11 N2 C13 C14 -74(4) . . . . ?
C11 C9 C10 C8 175(3) . . . . ?
C11 C9 C10 C12 1(4) . . . . ?
C12 N2 C11 O5 179(3) . . . . ?
C12 N2 C11 C9 -3(3) . . . . ?
C12 N2 C13 C14 103(4) . . . . ?
C13 N2 C11 O5 -4(5) . . . . ?
C13 N2 C11 C9 174(2) . . . . ?
C13 N2 C12 O6 10(4) . . . . ?
C13 N2 C12 C10 -173(3) . . . . ?
C16A N10 C15A O9 178(3) . . . . ?
C16B N16 C15B O9 178(3) . . . . ?
C17A N10 C15A O9 -4(5) . . . . ?
C17B N16 C15B O9 -1(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.5(2)
2 0.5(2)

# start Validation Reply Form
_vrf_DIFMX02_4Cd                 
;
PROBLEM: The maximum difference density is > 0.1*ZMAX*0.75
RESPONSE: Low quality data, large residual peak near Cd.
;
_vrf_RINTA01_4Cd                 
;
PROBLEM: The value of Rint is greater than 0.12
RESPONSE: Low quality data but the best that could be obtained. Connectivity unambiguous.
;
_vrf_STRVA01_4Cd                 
;
PROBLEM: Flack test results are ambiguous.
RESPONSE: Low quality data, Flack cannot be acuralte determined.
;
_vrf_PLAT201_4Cd                 
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) .......         25 Report
RESPONSE: Low quality data could only be modelled isotropically. Connectivity unambiguous.
;
_vrf_PLAT084_4Cd                 
;
PROBLEM: High wR2 Value (i.e. > 0.25) ...................       0.43 Report
RESPONSE: Low quality data but the best that could be obtained. Connectivity unambiguous.
;
_vrf_PLAT020_4Cd                 
;
PROBLEM: The Value of Rint is Greater Than 0.12 .........      0.169 Report
RESPONSE: Low quality data but the best that could be obtained. Connectivity unambiguous.
;
_vrf_PLAT026_4Cd                 
;
PROBLEM: Ratio Observed / Unique Reflections (too) Low ..        44% Check 
RESPONSE: Low quality data but the best that could be obtained. Connectivity unambiguous.
;
_vrf_PLAT082_4Cd                 
;
PROBLEM: High R1 Value ..................................       0.14 Report
RESPONSE: Low quality data but the best that could be obtained. Connectivity unambiguous.
;
_vrf_PLAT097_4Cd                 
;
PROBLEM: Large Reported Max.  (Positive) Residual Density       3.91 eA-3  
RESPONSE: Low quality data, large residual peak near Cd.
;
####################################################################### 
# 
# 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_1Cd
_database_code_depnum_ccdc_archive 'CCDC 2486240'
loop_
_audit_author_name
_audit_author_address
'David Turner'
;Monash University
Australia
;
_audit_update_record             
;
2025-09-08 deposited with the CCDC.	2025-12-15 downloaded from the CCDC.
;
_audit_creation_date             2025-07-10
_audit_creation_method           
;
Olex2 1.5
(compiled 2025.05.31 svn.r86d253d1 for OlexSys, GUI svn.r7254)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C20 H20 Cd N4 O10'
_chemical_formula_sum            'C20 H20 Cd N4 O10'
_chemical_formula_weight         588.80
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C20 H20 Cd1 O2 N1'
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'
Cd Cd -0.8075 1.2024 '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'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   4.97300(10)
_cell_length_b                   9.0826(4)
_cell_length_c                   12.8166(4)
_cell_angle_alpha                91.128(3)
_cell_angle_beta                 92.195(2)
_cell_angle_gamma                94.386(3)
_cell_volume                     576.63(3)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    16090
_cell_measurement_temperature    123.00(11)
_cell_measurement_theta_max      29.9070
_cell_measurement_theta_min      2.7280
_cell_oxdiff_angle_alpha         91.128(3)
_cell_oxdiff_angle_beta          92.195(2)
_cell_oxdiff_angle_gamma         94.386(3)
_cell_oxdiff_length_a            4.97298(11)
_cell_oxdiff_length_b            9.0826(4)
_cell_oxdiff_length_c            12.8166(4)
_cell_oxdiff_measurement_reflns_used 16090
_cell_oxdiff_volume              576.63(3)
_shelx_estimated_absorpt_T_max   0.970
_shelx_estimated_absorpt_T_min   0.676
_exptl_absorpt_coefficient_mu    1.010
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76220
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.95a (Rigaku Oxford Diffraction, 2023)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.696
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             296
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 0 0.0180
0 -1 0 0.0310
0 0 -1 0.0162
0 0 1 0.0162
1 0 0 0.2086
-1 0 0 0.2086

_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-0.0004 0.9995 -0.0003 -0.0706 -0.0336 -0.0045
0.0004 -0.9995 0.0003 0.0706 0.0336 0.0045
-0.0002 0.0001 -0.9992 -0.0228 0.0498 0.0081
0.0002 -0.0001 0.9992 0.0228 -0.0498 -0.0081
0.9988 0.0010 0.0000 -0.0059 -0.0318 0.1393
-0.9988 -0.0010 -0.0000 0.0059 0.0318 -0.1393

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1281
_diffrn_reflns_av_unetI/netI     0.0360
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            34715
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.992
_diffrn_reflns_theta_max         24.992
_diffrn_reflns_theta_min         2.726
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.00(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -18.00  64.00   0.50    1.38    --   -8.50  38.00   0.00  164
  2  ω     -3.00  80.00   0.50    1.38    --    7.57  38.00-120.00  166
  3  ω    -14.00  80.00   0.50    1.38    --    7.57  77.00 120.00  188
  4  ω    -18.00  64.00   0.50    1.38    --   -8.50  38.00  90.00  164
  5  ω    -26.00  40.00   0.50    1.38    --    7.57 -99.00 -60.00  132
  6  ω      4.00  50.00   0.50    1.38    --    7.57-117.00-109.00   92
  7  ω    -26.00  24.00   0.50    1.38    --   -8.50 -99.00-180.00  100
  8  ω    -64.00  19.00   0.50    1.38    --    7.57 -38.00-150.00  166
  9  ω    -18.00  64.00   0.50    1.38    --   -8.50  38.00-180.00  164
 10  ω    -48.00 -21.00   0.50    1.38    --   -8.50 111.00 -70.83   54
 11  ω    -48.00 -22.00   0.50    1.38    --   -8.50 112.00-128.75   52
 12  ω    -48.00 -22.00   0.50    1.38    --   -8.00 112.00-163.28   52
 13  ω    -81.00  50.00   0.50    1.38    --   -8.50   0.00-180.00  262
 14  ω    -64.00  19.00   0.50    1.38    --    7.57 -38.00   0.00  166
 15  ω    -26.00  24.00   0.50    1.38    --   -8.50 -99.00  60.00  100
 16  ω     28.00  79.00   0.50    1.38    --    7.57-163.00 101.00  102
 17  ω    -67.00  19.00   0.50    1.38    --    7.57 -19.00  90.00  172
 18  ω    -64.00  19.00   0.50    1.38    --    7.57 -38.00 150.00  166
 19  ω    -64.00  19.00   0.50    1.38    --    7.57 -38.00 120.00  166
 20  ω    -67.00  19.00   0.50    1.38    --    7.57 -19.00  30.00  172
 21  ω    -64.00  19.00   0.50    1.38    --    7.57 -38.00 -60.00  166
 22  ω    -83.00   3.00   0.50    1.38    --   -8.50 -19.00 -30.00  172
 23  ω    -81.00   3.00   0.50    1.38    --   -8.50 -38.00-120.00  168
 24  ω    -81.00  50.00   0.50    1.38    --   -8.50   0.00-150.00  262
 25  ω    -81.00  50.00   0.50    1.38    --   -8.50   0.00-120.00  262
 26  ω    -38.00  16.00   0.50    1.38    --   -8.50  93.00 159.50  108
 27  ω    -48.00 -21.00   0.50    1.38    --   -8.50 111.00 177.49   54
 28  ω    -81.00  50.00   0.50    1.38    --   -8.50   0.00  30.00  262
 29  ω    -81.00  -5.00   0.50    1.38    --   -8.50   0.00  60.00  152
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0058555000
_diffrn_orient_matrix_UB_12      -0.0706004000
_diffrn_orient_matrix_UB_13      0.0228648000
_diffrn_orient_matrix_UB_21      -0.0317595000
_diffrn_orient_matrix_UB_22      -0.0336727000
_diffrn_orient_matrix_UB_23      -0.0498022000
_diffrn_orient_matrix_UB_31      0.1394740000
_diffrn_orient_matrix_UB_32      -0.0044154000
_diffrn_orient_matrix_UB_33      -0.0081101000
_diffrn_oxdiff_digest_hkl        
;
0126a3416eb07255032b1a2d83b8605b972160
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1988
_reflns_number_total             2019
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.43.95a (Rigaku OD, 2023)'
_computing_data_collection       
'CrysAlisPro system (CCD 39.46 (release 15-03-2018))'
_computing_data_reduction        'CrysAlisPro 1.171.43.95a (Rigaku OD, 2023)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.370
_refine_diff_density_min         -0.447
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         2019
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0240
_refine_ls_R_factor_gt           0.0236
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0169P)²+0.6237P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0556
_refine_ls_wR_factor_ref         0.0558
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Sof(C8A)=Sof(H8A)=Sof(C9B)=Sof(H9BA)=Sof(H9BB)=Sof(H9BC)=Sof(C10B)=Sof(H10D)=
 Sof(H10E)=Sof(H10F)=1-FVAR(1)
 Sof(C8B)=Sof(H8B)=Sof(C9A)=Sof(H9AA)=Sof(H9AB)=Sof(H9AC)=Sof(C10A)=Sof(H10A)=
 Sof(H10B)=Sof(H10C)=FVAR(1)
3.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B)
3.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C8A(H8A), C8B(H8B)
3.c Idealised Me refined as rotating group:
 C9A(H9AA,H9AB,H9AC), C9B(H9BA,H9BB,H9BC), C10A(H10A,H10B,H10C), C10B(H10D,
 H10E,H10F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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
Cd1 Cd 0.000000 0.500000 0.500000 0.01322(9) Uani 1 2 d S . P A .
O1 O 0.3800(3) 0.6214(2) 0.44315(13) 0.0183(4) Uani 1 1 d . . . . .
O2 O 0.7645(3) 0.5938(2) 0.36312(13) 0.0193(4) Uani 1 1 d . . . . .
O3 O 0.6178(4) 0.7888(2) 0.13470(14) 0.0250(4) Uani 1 1 d . . . . .
O4 O 0.5426(4) 0.2913(2) 0.18475(14) 0.0261(4) Uani 1 1 d . . . . .
O5 O 0.0325(3) 0.3005(2) 0.39045(13) 0.0212(4) Uani 1 1 d . . . . .
N1 N 0.5232(4) 0.5438(2) 0.17465(15) 0.0182(4) Uani 1 1 d . . . . .
N2 N 0.1599(5) 0.0728(3) 0.3536(2) 0.0323(6) Uani 1 1 d . . . . .
C1 C 0.5128(4) 0.5956(3) 0.36459(18) 0.0150(5) Uani 1 1 d . . . . .
C2 C 0.3510(5) 0.5664(3) 0.26137(19) 0.0185(5) Uani 1 1 d . . . . .
H2A H 0.224354 0.477817 0.267889 0.022 Uiso 1 1 calc R U . . .
H2B H 0.242932 0.651352 0.246841 0.022 Uiso 1 1 calc R U . . .
C3 C 0.6554(5) 0.6604(3) 0.12347(19) 0.0188(5) Uani 1 1 d . . . . .
C4 C 0.6189(5) 0.4082(3) 0.14929(19) 0.0189(5) Uani 1 1 d . . . . .
C5 C 0.8480(5) 0.5905(3) 0.05370(18) 0.0173(5) Uani 1 1 d . . . . .
C6 C 0.8259(5) 0.4401(3) 0.06907(18) 0.0171(5) Uani 1 1 d . . . . .
C7 C 0.9773(5) 0.3424(3) 0.01631(19) 0.0185(5) Uani 1 1 d . . . . .
H7 H 0.962823 0.239000 0.027111 0.022 Uiso 1 1 calc R U . . .
C8A C 0.1166(17) 0.1829(10) 0.4210(7) 0.0211(17) Uani 0.496(7) 1 d . . P A 1
H8A H 0.151096 0.170573 0.493544 0.025 Uiso 0.496(7) 1 calc R U P A 1
C8B C 0.2015(16) 0.2113(9) 0.3951(6) 0.0166(15) Uani 0.504(7) 1 d . . P A 2
H8B H 0.370751 0.239807 0.429331 0.020 Uiso 0.504(7) 1 calc R U P A 2
C9A C 0.2199(12) -0.0730(7) 0.4022(5) 0.0325(17) Uani 0.504(7) 1 d . . P A 1
H9AA H 0.058903 -0.142255 0.395078 0.049 Uiso 0.504(7) 1 calc R U P A 1
H9AB H 0.270660 -0.056409 0.476381 0.049 Uiso 0.504(7) 1 calc R U P A 1
H9AC H 0.368798 -0.114251 0.366477 0.049 Uiso 0.504(7) 1 calc R U P A 1
C9B C 0.4083(12) -0.0135(7) 0.3489(6) 0.0380(19) Uani 0.496(7) 1 d . . P A 2
H9BA H 0.371610 -0.110078 0.380399 0.057 Uiso 0.496(7) 1 calc R U P A 2
H9BB H 0.559566 0.041165 0.387416 0.057 Uiso 0.496(7) 1 calc R U P A 2
H9BC H 0.454475 -0.027415 0.275922 0.057 Uiso 0.496(7) 1 calc R U P A 2
C10A C 0.0721(15) 0.0659(8) 0.2490(5) 0.0282(15) Uani 0.504(7) 1 d . . P A 1
H10A H 0.228153 0.063266 0.204784 0.042 Uiso 0.504(7) 1 calc R U P A 1
H10B H -0.024955 0.153146 0.232912 0.042 Uiso 0.504(7) 1 calc R U P A 1
H10C H -0.048644 -0.023430 0.235780 0.042 Uiso 0.504(7) 1 calc R U P A 1
C10B C -0.0507(17) 0.0296(8) 0.2811(6) 0.0348(18) Uani 0.496(7) 1 d . . P A 2
H10D H -0.192578 0.098408 0.285716 0.052 Uiso 0.496(7) 1 calc R U P A 2
H10E H -0.125287 -0.070268 0.296422 0.052 Uiso 0.496(7) 1 calc R U P A 2
H10F H 0.018382 0.030599 0.210544 0.052 Uiso 0.496(7) 1 calc R U P A 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 O1 2.2661(16) 2_566 ?
Cd1 O1 2.2661(16) . ?
Cd1 O2 2.2867(16) 1_455 ?
Cd1 O2 2.2867(16) 2_666 ?
Cd1 O5 2.2899(18) 2_566 ?
Cd1 O5 2.2899(18) . ?
O1 C1 1.253(3) . ?
O2 C1 1.254(3) . ?
O3 C3 1.201(3) . ?
O4 C4 1.204(3) . ?
O5 C8A 1.241(9) . ?
O5 C8B 1.212(8) . ?
N1 C2 1.450(3) . ?
N1 C3 1.392(3) . ?
N1 C4 1.391(3) . ?
N2 C8A 1.344(9) . ?
N2 C8B 1.354(8) . ?
N2 C9A 1.519(6) . ?
N2 C9B 1.515(6) . ?
N2 C10A 1.393(7) . ?
N2 C10B 1.401(7) . ?
C1 C2 1.530(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C5 1.502(3) . ?
C4 C6 1.499(3) . ?
C5 C6 1.381(4) . ?
C5 C7 1.390(4) 2_765 ?
C6 C7 1.388(4) . ?
C7 H7 0.9500 . ?
C8A H8A 0.9500 . ?
C8B H8B 0.9500 . ?
C9A H9AA 0.9800 . ?
C9A H9AB 0.9800 . ?
C9A H9AC 0.9800 . ?
C9B H9BA 0.9800 . ?
C9B H9BB 0.9800 . ?
C9B H9BC 0.9800 . ?
C10A H10A 0.9800 . ?
C10A H10B 0.9800 . ?
C10A H10C 0.9800 . ?
C10B H10D 0.9800 . ?
C10B H10E 0.9800 . ?
C10B H10F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cd1 O1 180.0 2_566 . ?
O1 Cd1 O2 91.38(6) . 2_666 ?
O1 Cd1 O2 88.62(6) . 1_455 ?
O1 Cd1 O2 88.62(6) 2_566 2_666 ?
O1 Cd1 O2 91.38(6) 2_566 1_455 ?
O1 Cd1 O5 93.43(6) 2_566 2_566 ?
O1 Cd1 O5 93.43(6) . . ?
O1 Cd1 O5 86.57(6) . 2_566 ?
O1 Cd1 O5 86.57(6) 2_566 . ?
O2 Cd1 O2 180.0 2_666 1_455 ?
O2 Cd1 O5 84.89(6) 1_455 . ?
O2 Cd1 O5 95.11(6) 1_455 2_566 ?
O2 Cd1 O5 84.89(6) 2_666 2_566 ?
O2 Cd1 O5 95.11(6) 2_666 . ?
O5 Cd1 O5 180.00(8) 2_566 . ?
C1 O1 Cd1 129.62(15) . . ?
C1 O2 Cd1 120.30(15) . 1_655 ?
C8A O5 Cd1 122.6(4) . . ?
C8B O5 Cd1 127.0(4) . . ?
C3 N1 C2 122.5(2) . . ?
C4 N1 C2 123.5(2) . . ?
C4 N1 C3 112.6(2) . . ?
C8A N2 C9A 115.9(5) . . ?
C8A N2 C10A 124.6(5) . . ?
C8B N2 C9B 115.5(4) . . ?
C8B N2 C10B 123.3(5) . . ?
C10A N2 C9A 116.2(4) . . ?
C10B N2 C9B 116.0(4) . . ?
O1 C1 O2 125.9(2) . . ?
O1 C1 C2 116.4(2) . . ?
O2 C1 C2 117.7(2) . . ?
N1 C2 C1 112.22(19) . . ?
N1 C2 H2A 109.2 . . ?
N1 C2 H2B 109.2 . . ?
C1 C2 H2A 109.2 . . ?
C1 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
O3 C3 N1 125.8(2) . . ?
O3 C3 C5 128.9(2) . . ?
N1 C3 C5 105.4(2) . . ?
O4 C4 N1 125.6(2) . . ?
O4 C4 C6 128.8(2) . . ?
N1 C4 C6 105.7(2) . . ?
C6 C5 C3 108.2(2) . . ?
C6 C5 C7 123.0(2) . 2_765 ?
C7 C5 C3 128.8(2) 2_765 . ?
C5 C6 C4 108.1(2) . . ?
C5 C6 C7 123.0(2) . . ?
C7 C6 C4 129.0(2) . . ?
C5 C7 H7 123.0 2_765 . ?
C6 C7 C5 114.0(2) . 2_765 ?
C6 C7 H7 123.0 . . ?
O5 C8A N2 121.5(7) . . ?
O5 C8A H8A 119.3 . . ?
N2 C8A H8A 119.3 . . ?
O5 C8B N2 123.0(6) . . ?
O5 C8B H8B 118.5 . . ?
N2 C8B H8B 118.5 . . ?
N2 C9A H9AA 109.5 . . ?
N2 C9A H9AB 109.5 . . ?
N2 C9A H9AC 109.5 . . ?
H9AA C9A H9AB 109.5 . . ?
H9AA C9A H9AC 109.5 . . ?
H9AB C9A H9AC 109.5 . . ?
N2 C9B H9BA 109.5 . . ?
N2 C9B H9BB 109.5 . . ?
N2 C9B H9BC 109.5 . . ?
H9BA C9B H9BB 109.5 . . ?
H9BA C9B H9BC 109.5 . . ?
H9BB C9B H9BC 109.5 . . ?
N2 C10A H10A 109.5 . . ?
N2 C10A H10B 109.5 . . ?
N2 C10A H10C 109.5 . . ?
H10A C10A H10B 109.5 . . ?
H10A C10A H10C 109.5 . . ?
H10B C10A H10C 109.5 . . ?
N2 C10B H10D 109.5 . . ?
N2 C10B H10E 109.5 . . ?
N2 C10B H10F 109.5 . . ?
H10D C10B H10E 109.5 . . ?
H10D C10B H10F 109.5 . . ?
H10E C10B H10F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cd1 O1 C1 O2 -134.0(2) . . . . ?
Cd1 O1 C1 C2 47.1(3) . . . . ?
Cd1 O2 C1 O1 37.8(3) 1_655 . . . ?
Cd1 O2 C1 C2 -143.36(18) 1_655 . . . ?
Cd1 O5 C8A N2 -173.1(4) . . . . ?
Cd1 O5 C8B N2 156.3(4) . . . . ?
O1 C1 C2 N1 177.6(2) . . . . ?
O2 C1 C2 N1 -1.4(3) . . . . ?
O3 C3 C5 C6 178.4(2) . . . . ?
O3 C3 C5 C7 -1.9(4) . . . 2_765 ?
O4 C4 C6 C5 -179.4(2) . . . . ?
O4 C4 C6 C7 0.4(4) . . . . ?
N1 C3 C5 C6 -1.7(3) . . . . ?
N1 C3 C5 C7 178.0(2) . . . 2_765 ?
N1 C4 C6 C5 1.8(2) . . . . ?
N1 C4 C6 C7 -178.3(2) . . . . ?
C2 N1 C3 O3 -10.1(4) . . . . ?
C2 N1 C3 C5 169.93(19) . . . . ?
C2 N1 C4 O4 11.4(4) . . . . ?
C2 N1 C4 C6 -169.9(2) . . . . ?
C3 N1 C2 C1 -81.0(3) . . . . ?
C3 N1 C4 O4 178.2(2) . . . . ?
C3 N1 C4 C6 -3.0(3) . . . . ?
C3 C5 C6 C4 -0.1(2) . . . . ?
C3 C5 C6 C7 -180.0(2) . . . . ?
C4 N1 C2 C1 84.5(3) . . . . ?
C4 N1 C3 O3 -177.1(2) . . . . ?
C4 N1 C3 C5 3.0(3) . . . . ?
C4 C6 C7 C5 179.8(2) . . . 2_765 ?
C5 C6 C7 C5 -0.3(4) . . . 2_765 ?
C7 C5 C6 C4 -179.8(2) 2_765 . . . ?
C7 C5 C6 C7 0.4(4) 2_765 . . . ?
C9A N2 C8A O5 -170.7(6) . . . . ?
C9B N2 C8B O5 169.1(6) . . . . ?
C10A N2 C8A O5 -12.3(11) . . . . ?
C10B N2 C8B O5 15.7(12) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.364 0.000 0.000 32.5 3.3 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.136
_oxdiff_exptl_absorpt_empirical_full_min 0.292
