# Supplementary Information (SI) for RSC Advances.
# 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_py2n2_karboxni
_database_code_depnum_ccdc_archive 'CCDC 2516498'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2025-12-16 deposited with the CCDC.	2026-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H22 N4 Ni O6, 2(H2 O)'
_chemical_formula_sum            'C18 H26 N4 Ni O8'
_chemical_formula_weight         485.14

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'
Ni Ni 0.3393 1.1124 '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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   15.8485(5)
_cell_length_b                   14.0168(4)
_cell_length_c                   9.6438(4)
_cell_angle_alpha                90
_cell_angle_beta                 108.6340(10)
_cell_angle_gamma                90
_cell_volume                     2030.02(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9950
_cell_measurement_theta_min      3.2947
_cell_measurement_theta_max      28.2574

_exptl_crystal_description       bar
_exptl_crystal_colour            'light purple'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.587
_exptl_crystal_F_000             1016
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.460
_exptl_crystal_size_mid          0.174
_exptl_crystal_size_min          0.116
_exptl_absorpt_coefficient_mu    1.011
_shelx_estimated_absorpt_T_min   0.653
_shelx_estimated_absorpt_T_max   0.892
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.76
_exptl_absorpt_correction_T_max  0.89
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'INCOATEC I\mS'
_diffrn_measurement_device       'KAPPA diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 7.391
_diffrn_reflns_number            14004
_diffrn_reflns_av_unetI/netI     0.0129
_diffrn_reflns_av_R_equivalents  0.0187
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.295
_diffrn_reflns_theta_max         28.287
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2513
_reflns_number_gt                2471
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker Instrument Service v8.5.1.2 Release'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0182P)²+2.5029P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2513
_refine_ls_number_parameters     165
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0220
_refine_ls_R_factor_gt           0.0216
_refine_ls_wR_factor_ref         0.0532
_refine_ls_wR_factor_gt          0.0529
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.500000 0.19065(2) 0.750000 0.01213(6) Uani 1 2 d S T P . .
N1 N 0.58182(6) 0.29642(7) 0.73539(11) 0.01419(18) Uani 1 1 d . . . . .
C2 C 0.63572(7) 0.33296(8) 0.86049(13) 0.0151(2) Uani 1 1 d . . . . .
C3 C 0.64278(8) 0.27385(9) 0.99425(13) 0.0182(2) Uani 1 1 d . . . . .
H31 H 0.6840(11) 0.2223(12) 0.9982(17) 0.023(4) Uiso 1 1 d . . . . .
H32 H 0.6644(11) 0.3123(11) 1.0817(18) 0.022(4) Uiso 1 1 d . . . . .
N4 N 0.55743(6) 0.22649(7) 0.98604(10) 0.01396(18) Uani 1 1 d . . . . .
C5 C 0.49501(8) 0.29288(9) 1.02390(13) 0.0191(2) Uani 1 1 d . . . . .
H51 H 0.529777 0.342105 1.092043 0.023 Uiso 1 1 calc R U . . .
H52 H 0.459989 0.256915 1.075019 0.023 Uiso 1 1 calc R U . . .
C6 C 0.56779(7) 0.34112(8) 0.60829(13) 0.0164(2) Uani 1 1 d . . . . .
C7 C 0.68178(7) 0.41722(8) 0.86094(14) 0.0184(2) Uani 1 1 d . . . . .
H71 H 0.720439 0.442865 0.949726 0.022 Uiso 1 1 calc R U . . .
C8 C 0.67000(8) 0.46313(9) 0.72854(15) 0.0237(3) Uani 1 1 d . . . . .
H81 H 0.701945 0.520037 0.725618 0.028 Uiso 1 1 calc R U . . .
C9 C 0.61161(9) 0.42591(9) 0.60063(14) 0.0235(3) Uani 1 1 d . . . . .
H91 H 0.601757 0.457613 0.509753 0.028 Uiso 1 1 calc R U . . .
C10 C 0.57342(7) 0.14077(8) 1.08068(12) 0.0155(2) Uani 1 1 d . . . . .
H101 H 0.610845 0.095909 1.046574 0.019 Uiso 1 1 calc R U . . .
H102 H 0.515505 0.109050 1.066978 0.019 Uiso 1 1 calc R U . . .
C11 C 0.61845(7) 0.15805(8) 1.24527(12) 0.0156(2) Uani 1 1 d . . . . .
O111 O 0.64348(6) 0.23991(6) 1.28936(9) 0.02084(18) Uani 1 1 d . . . . .
O112 O 0.62591(6) 0.08545(6) 1.32599(9) 0.02089(18) Uani 1 1 d . . . . .
O1W O 0.59221(6) 0.09284(7) 0.74586(11) 0.0238(2) Uani 1 1 d . . . . .
H11W H 0.6304(13) 0.1080(14) 0.709(2) 0.040(5) Uiso 1 1 d . . . . .
H12W H 0.5973(13) 0.0359(15) 0.767(2) 0.045(5) Uiso 1 1 d . . . . .
O2W O 0.70936(6) 0.13889(7) 0.61081(10) 0.02219(19) Uani 1 1 d . . . . .
H21W H 0.7458(14) 0.1799(15) 0.626(2) 0.043(6) Uiso 1 1 d . . . . .
H22W H 0.6881(13) 0.1303(14) 0.522(2) 0.038(5) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 N1 2.0040(9) . ?
Ni1 N1 2.0040(9) 2_656 ?
Ni1 O1W 2.0135(9) 2_656 ?
Ni1 O1W 2.0135(9) . ?
Ni1 N4 2.2222(9) 2_656 ?
Ni1 N4 2.2222(10) . ?
N1 C6 1.3305(15) . ?
N1 C2 1.3375(15) . ?
C2 C7 1.3877(15) . ?
C2 C3 1.5069(16) . ?
C3 N4 1.4861(14) . ?
C3 H31 0.966(17) . ?
C3 H32 0.967(16) . ?
N4 C10 1.4808(14) . ?
N4 C5 1.4862(14) . ?
C5 C6 1.5040(16) 2_656 ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 C9 1.3903(16) . ?
C7 C8 1.3881(17) . ?
C7 H71 0.9500 . ?
C8 C9 1.3859(18) . ?
C8 H81 0.9500 . ?
C9 H91 0.9500 . ?
C10 C11 1.5374(15) . ?
C10 H101 0.9900 . ?
C10 H102 0.9900 . ?
C11 O111 1.2438(14) . ?
C11 O112 1.2636(14) . ?
O1W H11W 0.82(2) . ?
O1W H12W 0.82(2) . ?
O2W H21W 0.79(2) . ?
O2W H22W 0.82(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Ni1 N1 84.58(5) . 2_656 ?
N1 Ni1 O1W 174.37(4) . 2_656 ?
N1 Ni1 O1W 90.70(4) 2_656 2_656 ?
N1 Ni1 O1W 90.70(4) . . ?
N1 Ni1 O1W 174.37(4) 2_656 . ?
O1W Ni1 O1W 94.17(6) 2_656 . ?
N1 Ni1 N4 79.82(4) . 2_656 ?
N1 Ni1 N4 80.93(4) 2_656 2_656 ?
O1W Ni1 N4 96.42(4) 2_656 2_656 ?
O1W Ni1 N4 101.30(4) . 2_656 ?
N1 Ni1 N4 80.93(4) . . ?
N1 Ni1 N4 79.82(4) 2_656 . ?
O1W Ni1 N4 101.30(4) 2_656 . ?
O1W Ni1 N4 96.43(4) . . ?
N4 Ni1 N4 153.88(5) 2_656 . ?
C6 N1 C2 121.41(10) . . ?
C6 N1 Ni1 119.45(8) . . ?
C2 N1 Ni1 117.45(8) . . ?
N1 C2 C7 120.83(11) . . ?
N1 C2 C3 114.39(10) . . ?
C7 C2 C3 124.76(10) . . ?
N4 C3 C2 112.50(9) . . ?
N4 C3 H31 105.1(9) . . ?
C2 C3 H31 108.0(9) . . ?
N4 C3 H32 111.0(9) . . ?
C2 C3 H32 110.4(9) . . ?
H31 C3 H32 109.6(13) . . ?
C10 N4 C3 110.85(9) . . ?
C10 N4 C5 110.67(9) . . ?
C3 N4 C5 111.91(9) . . ?
C10 N4 Ni1 112.42(7) . . ?
C3 N4 Ni1 102.91(7) . . ?
C5 N4 Ni1 107.84(7) . . ?
N4 C5 C6 112.67(9) . 2_656 ?
N4 C5 H51 109.1 . . ?
C6 C5 H51 109.1 2_656 . ?
N4 C5 H52 109.1 . . ?
C6 C5 H52 109.1 2_656 . ?
H51 C5 H52 107.8 . . ?
N1 C6 C9 120.81(11) . . ?
N1 C6 C5 116.08(10) . 2_656 ?
C9 C6 C5 123.08(11) . 2_656 ?
C2 C7 C8 118.40(11) . . ?
C2 C7 H71 120.8 . . ?
C8 C7 H71 120.8 . . ?
C9 C8 C7 119.97(11) . . ?
C9 C8 H81 120.0 . . ?
C7 C8 H81 120.0 . . ?
C8 C9 C6 118.51(11) . . ?
C8 C9 H91 120.7 . . ?
C6 C9 H91 120.7 . . ?
N4 C10 C11 116.11(9) . . ?
N4 C10 H101 108.3 . . ?
C11 C10 H101 108.3 . . ?
N4 C10 H102 108.3 . . ?
C11 C10 H102 108.3 . . ?
H101 C10 H102 107.4 . . ?
O111 C11 O112 125.14(11) . . ?
O111 C11 C10 119.37(10) . . ?
O112 C11 C10 115.49(10) . . ?
Ni1 O1W H11W 118.2(14) . . ?
Ni1 O1W H12W 132.1(14) . . ?
H11W O1W H12W 109.3(19) . . ?
H21W O2W H22W 109.4(19) . . ?

_refine_diff_density_max         0.387
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.045

####################################################################### 
# 
# 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_py2n2_karboxnib
_database_code_depnum_ccdc_archive 'CCDC 2516504'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2025-12-16 deposited with the CCDC.	2026-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H18 N4 Ni O4, 2(H2 O)'
_chemical_formula_sum            'C18 H22 N4 Ni O6'
_chemical_formula_weight         449.10

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'
Ni Ni 0.3393 1.1124 '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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   29.7755(11)
_cell_length_b                   9.6626(3)
_cell_length_c                   13.6057(5)
_cell_angle_alpha                90
_cell_angle_beta                 107.7570(10)
_cell_angle_gamma                90
_cell_volume                     3728.0(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9939
_cell_measurement_theta_min      2.8495
_cell_measurement_theta_max      28.2679

_exptl_crystal_description       prism
_exptl_crystal_colour            'deep purle'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.600
_exptl_crystal_F_000             1872
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.370
_exptl_crystal_size_mid          0.313
_exptl_crystal_size_min          0.266
_exptl_absorpt_coefficient_mu    1.087
_shelx_estimated_absorpt_T_min   0.689
_shelx_estimated_absorpt_T_max   0.761
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.68
_exptl_absorpt_correction_T_max  0.76
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'INCOATEC I\mS'
_diffrn_measurement_device       'KAPPA diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 7.391
_diffrn_reflns_number            34853
_diffrn_reflns_av_unetI/netI     0.0124
_diffrn_reflns_av_R_equivalents  0.0195
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.227
_diffrn_reflns_theta_max         28.276
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             4607
_reflns_number_gt                4514
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker Instrument Service v8.5.1.2 Release'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0219P)²+5.1077P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4607
_refine_ls_number_parameters     278
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0226
_refine_ls_R_factor_gt           0.0223
_refine_ls_wR_factor_ref         0.0570
_refine_ls_wR_factor_gt          0.0568
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.62552(2) 0.34086(2) 0.27003(2) 0.01091(5) Uani 1 1 d . . . . .
N1 N 0.66845(3) 0.26556(10) 0.40160(7) 0.01289(18) Uani 1 1 d . . . . .
C2 C 0.69092(4) 0.14684(12) 0.40032(9) 0.0137(2) Uani 1 1 d . . . . .
C3 C 0.68835(4) 0.09387(12) 0.29401(9) 0.0159(2) Uani 1 1 d . . . . .
H31 H 0.718897 0.111529 0.281453 0.019 Uiso 1 1 calc R U . . .
H32 H 0.683283 -0.007483 0.291868 0.019 Uiso 1 1 calc R U . . .
N4 N 0.64985(3) 0.15985(10) 0.20992(7) 0.01333(18) Uani 1 1 d . . . . .
C5 C 0.60803(4) 0.06842(12) 0.17383(9) 0.0164(2) Uani 1 1 d . . . . .
H51 H 0.618033 -0.027738 0.166486 0.020 Uiso 1 1 calc R U . . .
H52 H 0.587377 0.100138 0.105876 0.020 Uiso 1 1 calc R U . . .
C6 C 0.58172(4) 0.07443(12) 0.25319(9) 0.0155(2) Uani 1 1 d . . . . .
N7 N 0.57790(3) 0.20375(10) 0.28583(7) 0.01376(18) Uani 1 1 d . . . . .
C8 C 0.55802(4) 0.22933(12) 0.35959(9) 0.0152(2) Uani 1 1 d . . . . .
C9 C 0.55817(4) 0.38079(12) 0.38861(9) 0.0159(2) Uani 1 1 d . . . . .
H91 H 0.529062 0.425430 0.344490 0.019 Uiso 1 1 calc R U . . .
H92 H 0.558253 0.388371 0.461230 0.019 Uiso 1 1 calc R U . . .
N10 N 0.60022(3) 0.45493(10) 0.37610(7) 0.01276(18) Uani 1 1 d . . . . .
C11 C 0.63937(4) 0.45847(12) 0.47499(8) 0.0146(2) Uani 1 1 d . . . . .
H111 H 0.626421 0.473119 0.533121 0.018 Uiso 1 1 calc R U . . .
H112 H 0.660865 0.536277 0.474073 0.018 Uiso 1 1 calc R U . . .
C12 C 0.66638(4) 0.32332(12) 0.48981(8) 0.0139(2) Uani 1 1 d . . . . .
C13 C 0.71544(4) 0.08065(12) 0.49189(9) 0.0166(2) Uani 1 1 d . . . . .
H131 H 0.732440 -0.002407 0.491390 0.020 Uiso 1 1 calc R U . . .
C14 C 0.71420(4) 0.14016(13) 0.58400(9) 0.0185(2) Uani 1 1 d . . . . .
H141 H 0.730719 0.097533 0.647697 0.022 Uiso 1 1 calc R U . . .
C15 C 0.68900(4) 0.26168(13) 0.58395(9) 0.0172(2) Uani 1 1 d . . . . .
H151 H 0.687361 0.301224 0.646687 0.021 Uiso 1 1 calc R U . . .
C16 C 0.56399(5) -0.03674(13) 0.29301(10) 0.0220(2) Uani 1 1 d . . . . .
H161 H 0.566117 -0.128011 0.268866 0.026 Uiso 1 1 calc R U . . .
C17 C 0.54285(5) -0.01159(14) 0.36966(11) 0.0263(3) Uani 1 1 d . . . . .
H171 H 0.530496 -0.086504 0.398577 0.032 Uiso 1 1 calc R U . . .
C18 C 0.53976(5) 0.12250(14) 0.40400(10) 0.0221(2) Uani 1 1 d . . . . .
H181 H 0.525545 0.140542 0.456420 0.027 Uiso 1 1 calc R U . . .
C20 C 0.66796(4) 0.21671(12) 0.12896(9) 0.0162(2) Uani 1 1 d . . . . .
H201 H 0.641369 0.239027 0.066802 0.019 Uiso 1 1 calc R U . . .
H202 H 0.688286 0.147528 0.109579 0.019 Uiso 1 1 calc R U . . .
C21 C 0.69657(4) 0.34859(12) 0.17022(9) 0.0155(2) Uani 1 1 d . . . . .
O211 O 0.68044(3) 0.42642(9) 0.22761(6) 0.01582(16) Uani 1 1 d . . . . .
O212 O 0.73244(3) 0.37211(10) 0.14533(7) 0.02203(18) Uani 1 1 d . . . . .
C30 C 0.58751(4) 0.59128(12) 0.32605(9) 0.0153(2) Uani 1 1 d . . . . .
H301 H 0.615843 0.651085 0.342853 0.018 Uiso 1 1 calc R U . . .
H302 H 0.563834 0.636462 0.353016 0.018 Uiso 1 1 calc R U . . .
C31 C 0.56731(4) 0.57551(12) 0.20827(9) 0.0167(2) Uani 1 1 d . . . . .
O311 O 0.57849(3) 0.46640(9) 0.16803(6) 0.01678(16) Uani 1 1 d . . . . .
O312 O 0.54264(4) 0.67056(10) 0.15958(8) 0.0294(2) Uani 1 1 d . . . . .
O1W O 0.79963(4) 0.16443(13) 0.14072(10) 0.0377(3) Uani 1 1 d . . . . .
H11W H 0.7766(8) 0.225(2) 0.1341(17) 0.053(6) Uiso 1 1 d . . . . .
H12W H 0.8001(8) 0.097(3) 0.1876(19) 0.061(7) Uiso 1 1 d . . . . .
O2W O 0.46228(4) 0.70525(10) -0.00448(8) 0.02287(19) Uani 1 1 d . . . . .
H21W H 0.4859(7) 0.683(2) 0.0375(16) 0.033(5) Uiso 1 1 d . . . . .
H22W H 0.4549(7) 0.643(2) -0.0481(15) 0.031(5) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni1 N1 1.9931(9) . ?
Ni1 N7 1.9994(10) . ?
Ni1 O311 2.0428(8) . ?
Ni1 O211 2.0656(8) . ?
Ni1 N10 2.1279(9) . ?
Ni1 N4 2.1480(10) . ?
N1 C2 1.3307(14) . ?
N1 C12 1.3420(14) . ?
C2 C13 1.3926(15) . ?
C2 C3 1.5142(15) . ?
C3 N4 1.4932(14) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C20 1.4724(14) . ?
N4 C5 1.4830(15) . ?
C5 C6 1.5163(16) . ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 N7 1.3426(15) . ?
C6 C16 1.3786(17) . ?
N7 C8 1.3345(15) . ?
C8 C18 1.3880(17) . ?
C8 C9 1.5154(16) . ?
C9 N10 1.4967(14) . ?
C9 H91 0.9900 . ?
C9 H92 0.9900 . ?
N10 C30 1.4784(14) . ?
N10 C11 1.4878(14) . ?
C11 C12 1.5146(16) . ?
C11 H111 0.9900 . ?
C11 H112 0.9900 . ?
C12 C15 1.3865(16) . ?
C13 C14 1.3895(17) . ?
C13 H131 0.9500 . ?
C14 C15 1.3935(18) . ?
C14 H141 0.9500 . ?
C15 H151 0.9500 . ?
C16 C17 1.3938(19) . ?
C16 H161 0.9500 . ?
C17 C18 1.3899(19) . ?
C17 H171 0.9500 . ?
C18 H181 0.9500 . ?
C20 C21 1.5406(16) . ?
C20 H201 0.9900 . ?
C20 H202 0.9900 . ?
C21 O212 1.2360(15) . ?
C21 O211 1.2785(14) . ?
C30 C31 1.5378(16) . ?
C30 H301 0.9900 . ?
C30 H302 0.9900 . ?
C31 O312 1.2349(15) . ?
C31 O311 1.2779(14) . ?
O1W H11W 0.88(2) . ?
O1W H12W 0.91(3) . ?
O2W H21W 0.79(2) . ?
O2W H22W 0.83(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Ni1 N7 86.74(4) . . ?
N1 Ni1 O311 161.08(4) . . ?
N7 Ni1 O311 96.02(4) . . ?
N1 Ni1 O211 92.95(4) . . ?
N7 Ni1 O211 160.57(4) . . ?
O311 Ni1 O211 90.55(3) . . ?
N1 Ni1 N10 80.95(4) . . ?
N7 Ni1 N10 82.01(4) . . ?
O311 Ni1 N10 80.91(3) . . ?
O211 Ni1 N10 117.15(3) . . ?
N1 Ni1 N4 81.16(4) . . ?
N7 Ni1 N4 80.44(4) . . ?
O311 Ni1 N4 117.76(3) . . ?
O211 Ni1 N4 80.32(4) . . ?
N10 Ni1 N4 155.53(4) . . ?
C2 N1 C12 122.05(10) . . ?
C2 N1 Ni1 119.36(8) . . ?
C12 N1 Ni1 117.36(8) . . ?
N1 C2 C13 120.84(11) . . ?
N1 C2 C3 115.14(10) . . ?
C13 C2 C3 124.01(10) . . ?
N4 C3 C2 113.01(9) . . ?
N4 C3 H31 109.0 . . ?
C2 C3 H31 109.0 . . ?
N4 C3 H32 109.0 . . ?
C2 C3 H32 109.0 . . ?
H31 C3 H32 107.8 . . ?
C20 N4 C5 115.89(9) . . ?
C20 N4 C3 111.21(9) . . ?
C5 N4 C3 111.73(9) . . ?
C20 N4 Ni1 102.94(7) . . ?
C5 N4 Ni1 105.34(7) . . ?
C3 N4 Ni1 108.98(7) . . ?
N4 C5 C6 107.78(9) . . ?
N4 C5 H51 110.2 . . ?
C6 C5 H51 110.2 . . ?
N4 C5 H52 110.1 . . ?
C6 C5 H52 110.2 . . ?
H51 C5 H52 108.5 . . ?
N7 C6 C16 120.93(11) . . ?
N7 C6 C5 112.67(10) . . ?
C16 C6 C5 126.37(11) . . ?
C8 N7 C6 121.52(10) . . ?
C8 N7 Ni1 116.74(8) . . ?
C6 N7 Ni1 116.54(8) . . ?
N7 C8 C18 120.80(11) . . ?
N7 C8 C9 114.09(10) . . ?
C18 C8 C9 125.11(11) . . ?
N10 C9 C8 111.63(9) . . ?
N10 C9 H91 109.3 . . ?
C8 C9 H91 109.3 . . ?
N10 C9 H92 109.3 . . ?
C8 C9 H92 109.3 . . ?
H91 C9 H92 108.0 . . ?
C30 N10 C11 114.58(9) . . ?
C30 N10 C9 111.93(9) . . ?
C11 N10 C9 111.10(9) . . ?
C30 N10 Ni1 104.07(7) . . ?
C11 N10 Ni1 106.47(7) . . ?
C9 N10 Ni1 108.10(7) . . ?
N10 C11 C12 109.78(9) . . ?
N10 C11 H111 109.7 . . ?
C12 C11 H111 109.7 . . ?
N10 C11 H112 109.7 . . ?
C12 C11 H112 109.7 . . ?
H111 C11 H112 108.2 . . ?
N1 C12 C15 120.37(11) . . ?
N1 C12 C11 114.01(10) . . ?
C15 C12 C11 125.59(10) . . ?
C14 C13 C2 117.77(11) . . ?
C14 C13 H131 121.1 . . ?
C2 C13 H131 121.1 . . ?
C13 C14 C15 120.70(11) . . ?
C13 C14 H141 119.6 . . ?
C15 C14 H141 119.6 . . ?
C12 C15 C14 118.18(11) . . ?
C12 C15 H151 120.9 . . ?
C14 C15 H151 120.9 . . ?
C6 C16 C17 118.20(12) . . ?
C6 C16 H161 120.9 . . ?
C17 C16 H161 120.9 . . ?
C18 C17 C16 120.35(12) . . ?
C18 C17 H171 119.8 . . ?
C16 C17 H171 119.8 . . ?
C8 C18 C17 118.17(12) . . ?
C8 C18 H181 120.9 . . ?
C17 C18 H181 120.9 . . ?
N4 C20 C21 108.91(9) . . ?
N4 C20 H201 109.9 . . ?
C21 C20 H201 109.9 . . ?
N4 C20 H202 109.9 . . ?
C21 C20 H202 109.9 . . ?
H201 C20 H202 108.3 . . ?
O212 C21 O211 125.18(11) . . ?
O212 C21 C20 118.71(11) . . ?
O211 C21 C20 116.11(10) . . ?
C21 O211 Ni1 114.34(7) . . ?
N10 C30 C31 110.82(9) . . ?
N10 C30 H301 109.5 . . ?
C31 C30 H301 109.5 . . ?
N10 C30 H302 109.5 . . ?
C31 C30 H302 109.5 . . ?
H301 C30 H302 108.1 . . ?
O312 C31 O311 125.01(11) . . ?
O312 C31 C30 117.70(10) . . ?
O311 C31 C30 117.25(10) . . ?
C31 O311 Ni1 114.40(7) . . ?
H11W O1W H12W 113(2) . . ?
H21W O2W H22W 107.4(19) . . ?

_refine_diff_density_max         0.419
_refine_diff_density_min         -0.386
_refine_diff_density_rms         0.048

####################################################################### 
# 
# 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_nipy2n2
_database_code_depnum_ccdc_archive 'CCDC 2516499'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2026-02-20 deposited with the CCDC.	2026-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H16 Cl2 N4 Ni, 0.5(C3 H8 O), H2 O'
_chemical_formula_sum            'C15.50 H22 Cl2 N4 Ni O1.50'
_chemical_formula_weight         417.98

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'
Cl Cl 0.1484 0.1585 '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'
Ni Ni 0.3393 1.1124 '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      orthorhombic
_space_group_IT_number           70
_space_group_name_H-M_alt        'F d d d'
_space_group_name_Hall           '-F 2uv 2vw'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+3/4, -y+3/4, z'
'-x+3/4, y, -z+3/4'
'x, -y+3/4, -z+3/4'
'x, y+1/2, z+1/2'
'-x+3/4, -y+5/4, z+1/2'
'-x+3/4, y+1/2, -z+5/4'
'x, -y+5/4, -z+5/4'
'x+1/2, y, z+1/2'
'-x+5/4, -y+3/4, z+1/2'
'-x+5/4, y, -z+5/4'
'x+1/2, -y+3/4, -z+5/4'
'x+1/2, y+1/2, z'
'-x+5/4, -y+5/4, z'
'-x+5/4, y+1/2, -z+3/4'
'x+1/2, -y+5/4, -z+3/4'
'-x, -y, -z'
'x-3/4, y-3/4, -z'
'x-3/4, -y, z-3/4'
'-x, y-3/4, z-3/4'
'-x, -y+1/2, -z+1/2'
'x-3/4, y-1/4, -z+1/2'
'x-3/4, -y+1/2, z-1/4'
'-x, y-1/4, z-1/4'
'-x+1/2, -y, -z+1/2'
'x-1/4, y-3/4, -z+1/2'
'x-1/4, -y, z-1/4'
'-x+1/2, y-3/4, z-1/4'
'-x+1/2, -y+1/2, -z'
'x-1/4, y-1/4, -z'
'x-1/4, -y+1/2, z-3/4'
'-x+1/2, y-1/4, z-3/4'

_cell_length_a                   8.5884(5)
_cell_length_b                   28.5181(17)
_cell_length_c                   29.1373(19)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7136.4(8)
_cell_formula_units_Z            16
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9651
_cell_measurement_theta_min      3.246
_cell_measurement_theta_max      28.2827

_exptl_crystal_description       plate
_exptl_crystal_colour            'light blue'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.556
_exptl_crystal_F_000             3472
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.471
_exptl_crystal_size_mid          0.411
_exptl_crystal_size_min          0.088
_exptl_absorpt_coefficient_mu    1.400
_shelx_estimated_absorpt_T_min   0.558
_shelx_estimated_absorpt_T_max   0.887
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.558
_exptl_absorpt_correction_T_max  0.887
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for single-crystal
 structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'INCOATEC I\mS'
_diffrn_measurement_device       'KAPPA diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 7.391
_diffrn_reflns_number            48120
_diffrn_reflns_av_unetI/netI     0.0089
_diffrn_reflns_av_R_equivalents  0.0210
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         2.574
_diffrn_reflns_theta_max         28.285
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2226
_reflns_number_gt                2175
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker Instrument Service v8.5.1.2.Release'
_computing_cell_refinement       'SAINT V8.41 (Bruker AXS LLC)'
_computing_data_reduction        'SAINT V8.41 (Bruker AXS LLC)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0267P)²+21.6575P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2226
_refine_ls_number_parameters     125
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0204
_refine_ls_R_factor_gt           0.0200
_refine_ls_wR_factor_ref         0.0531
_refine_ls_wR_factor_gt          0.0527
_refine_ls_goodness_of_fit_ref   0.955
_refine_ls_restrained_S_all      0.955
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni1 Ni 0.375000 0.68286(2) 0.375000 0.01140(7) Uani 1 2 d S T P . .
Cl1 Cl 0.36312(3) 0.62394(2) 0.43351(2) 0.01651(7) Uani 1 1 d . . . . .
N1 N 0.35868(10) 0.73459(3) 0.42170(3) 0.01343(17) Uani 1 1 d . . . . .
C2 C 0.22043(13) 0.75435(4) 0.42952(4) 0.0151(2) Uani 1 1 d . . . . .
C3 C 0.08353(13) 0.73060(4) 0.40684(4) 0.0177(2) Uani 1 1 d . . . . .
H31 H 0.029696 0.710693 0.429702 0.021 Uiso 1 1 calc R U . . .
H32 H 0.008979 0.754808 0.396330 0.021 Uiso 1 1 calc R U . . .
N4 N 0.12984(11) 0.70129(3) 0.36721(3) 0.01446(19) Uani 1 1 d . . . . .
H41 H 0.070(2) 0.6770(6) 0.3660(5) 0.025(4) Uiso 1 1 d . . . . .
C5 C 0.11466(13) 0.72541(4) 0.32242(4) 0.0182(2) Uani 1 1 d . . . . .
H51 H 0.025537 0.747386 0.323644 0.022 Uiso 1 1 calc R U . . .
H52 H 0.093006 0.701941 0.298212 0.022 Uiso 1 1 calc R U . . .
C6 C 0.48945(13) 0.75214(4) 0.43971(4) 0.0154(2) Uani 1 1 d . . . . .
C7 C 0.20735(14) 0.79294(4) 0.45847(4) 0.0197(2) Uani 1 1 d . . . . .
H71 H 0.108713 0.806720 0.464467 0.024 Uiso 1 1 calc R U . . .
C8 C 0.34139(16) 0.81087(4) 0.47837(4) 0.0220(2) Uani 1 1 d . . . . .
H81 H 0.334984 0.836770 0.498793 0.026 Uiso 1 1 calc R U . . .
C9 C 0.48534(14) 0.79090(4) 0.46840(4) 0.0196(2) Uani 1 1 d . . . . .
H91 H 0.578459 0.803509 0.480935 0.023 Uiso 1 1 calc R U . . .
O1 O 0.125000 0.625000 0.23980(6) 0.0451(5) Uani 1 2 d S T P . .
H11W H 0.196(3) 0.6257(7) 0.2570(7) 0.050(6) Uiso 1 1 d . . . . .
C1A C -0.0489(7) 0.6198(2) 0.1212(3) 0.0286(12) Uiso 0.25 1 d D . P A -1
H11A H -0.055204 0.593373 0.143455 0.034 Uiso 0.25 1 d R U P A -1
H12A H -0.073943 0.606847 0.090425 0.034 Uiso 0.25 1 d R U P A -1
H13A H -0.124764 0.643390 0.129321 0.034 Uiso 0.25 1 d R U P A -1
C2A C 0.1037(5) 0.64724(14) 0.1269(2) 0.0181(9) Uiso 0.25 1 d D . P A -1
H21A H 0.125631 0.665549 0.098363 0.022 Uiso 0.25 1 d R U P A -1
O2A O 0.0990(4) 0.67569(13) 0.16205(13) 0.0252(7) Uiso 0.25 1 d . . P A -1
H21O H 0.106916 0.659765 0.186653 0.030 Uiso 0.25 1 d R U P A -1
C3A C 0.2367(8) 0.6111(2) 0.1317(2) 0.0393(15) Uiso 0.25 1 d D . P A -1
H31A H 0.205679 0.590789 0.157303 0.047 Uiso 0.25 1 d R U P A -1
H32A H 0.336506 0.626041 0.138886 0.047 Uiso 0.25 1 d R U P A -1
H33A H 0.247282 0.592264 0.103785 0.047 Uiso 0.25 1 d R U P A -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
Ni1 N1 2.0118(9) 3 ?
Ni1 N1 2.0118(9) . ?
Ni1 N4 2.1819(9) 3 ?
Ni1 N4 2.1819(9) . ?
Ni1 Cl1 2.3959(3) . ?
Ni1 Cl1 2.3959(3) 3 ?
N1 C2 1.3339(14) . ?
N1 C6 1.3369(14) . ?
C2 C7 1.3911(15) . ?
C2 C3 1.5092(16) . ?
C3 N4 1.4800(14) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C5 1.4809(14) . ?
N4 H41 0.863(18) . ?
C5 C6 1.5087(15) 3 ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 C9 1.3861(15) . ?
C7 C8 1.3868(18) . ?
C7 H71 0.9500 . ?
C8 C9 1.3919(17) . ?
C8 H81 0.9500 . ?
C9 H91 0.9500 . ?
O1 H11W 0.79(2) . ?
O1 H11W 0.79(2) 14_455 ?
C1A C2A 1.536(5) . ?
C1A H11A 0.9950 . ?
C1A H12A 0.9935 . ?
C1A H13A 0.9662 . ?
C2A O2A 1.307(7) . ?
C2A C3A 1.545(5) . ?
C2A H21A 1.0000 . ?
O2A H21O 0.8513 . ?
C3A H31A 0.9800 . ?
C3A H32A 0.9800 . ?
C3A H33A 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
N1 Ni1 N1 85.68(5) 3 . ?
N1 Ni1 N4 80.01(4) 3 3 ?
N1 Ni1 N4 79.65(4) . 3 ?
N1 Ni1 N4 79.65(4) 3 . ?
N1 Ni1 N4 80.01(4) . . ?
N4 Ni1 N4 152.13(5) 3 . ?
N1 Ni1 Cl1 176.87(3) 3 . ?
N1 Ni1 Cl1 91.72(3) . . ?
N4 Ni1 Cl1 97.82(3) 3 . ?
N4 Ni1 Cl1 101.64(3) . . ?
N1 Ni1 Cl1 91.72(3) 3 3 ?
N1 Ni1 Cl1 176.87(3) . 3 ?
N4 Ni1 Cl1 101.64(3) 3 3 ?
N4 Ni1 Cl1 97.81(3) . 3 ?
Cl1 Ni1 Cl1 90.931(15) . 3 ?
C2 N1 C6 121.51(10) . . ?
C2 N1 Ni1 119.17(7) . . ?
C6 N1 Ni1 118.78(7) . . ?
N1 C2 C7 120.64(11) . . ?
N1 C2 C3 115.41(9) . . ?
C7 C2 C3 123.89(10) . . ?
N4 C3 C2 112.70(9) . . ?
N4 C3 H31 109.1 . . ?
C2 C3 H31 109.1 . . ?
N4 C3 H32 109.1 . . ?
C2 C3 H32 109.1 . . ?
H31 C3 H32 107.8 . . ?
C3 N4 C5 113.67(9) . . ?
C3 N4 Ni1 108.31(7) . . ?
C5 N4 Ni1 106.76(6) . . ?
C3 N4 H41 108.9(11) . . ?
C5 N4 H41 106.5(11) . . ?
Ni1 N4 H41 112.8(12) . . ?
N4 C5 C6 111.61(9) . 3 ?
N4 C5 H51 109.3 . . ?
C6 C5 H51 109.3 3 . ?
N4 C5 H52 109.3 . . ?
C6 C5 H52 109.3 3 . ?
H51 C5 H52 108.0 . . ?
N1 C6 C9 120.91(10) . . ?
N1 C6 C5 114.62(9) . 3 ?
C9 C6 C5 124.43(10) . 3 ?
C8 C7 C2 118.57(11) . . ?
C8 C7 H71 120.7 . . ?
C2 C7 H71 120.7 . . ?
C7 C8 C9 119.94(10) . . ?
C7 C8 H81 120.0 . . ?
C9 C8 H81 120.0 . . ?
C6 C9 C8 118.35(11) . . ?
C6 C9 H91 120.8 . . ?
C8 C9 H91 120.8 . . ?
H11W O1 H11W 102(3) . 14_455 ?
C2A C1A H11A 111.2 . . ?
C2A C1A H12A 118.1 . . ?
H11A C1A H12A 107.2 . . ?
C2A C1A H13A 101.2 . . ?
H11A C1A H13A 109.4 . . ?
H12A C1A H13A 109.5 . . ?
O2A C2A C3A 111.5(5) . . ?
O2A C2A C1A 112.0(5) . . ?
C3A C2A C1A 107.5(5) . . ?
O2A C2A H21A 109.5 . . ?
C3A C2A H21A 106.6 . . ?
C1A C2A H21A 109.7 . . ?
C2A O2A H21O 109.0 . . ?
C2A C3A H31A 105.2 . . ?
C2A C3A H32A 112.1 . . ?
H31A C3A H32A 109.5 . . ?
C2A C3A H33A 111.0 . . ?
H31A C3A H33A 109.5 . . ?
H32A C3A H33A 109.5 . . ?

_refine_diff_density_max         0.390
_refine_diff_density_min         -0.322
_refine_diff_density_rms         0.049

####################################################################### 
# 
# 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_py2n2_karboxga2_sq
_database_code_depnum_ccdc_archive 'CCDC 2516501'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2026-02-20 deposited with the CCDC.	2026-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
;
C72 H72 Ga4 N16 O16, Cl, 11(H2 O) [+ 3Cl, 6(H2 O)]
;
_chemical_formula_sum            'C72 H106 Cl4 Ga4 N16 O33'
_chemical_formula_weight         2144.40

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.2307 1.6083 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.5403(5)
_cell_length_b                   15.2607(8)
_cell_length_c                   15.6879(8)
_cell_angle_alpha                100.388(2)
_cell_angle_beta                 106.769(2)
_cell_angle_gamma                91.963(2)
_cell_volume                     2142.01(19)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9712
_cell_measurement_theta_min      2.2516
_cell_measurement_theta_max      28.2615

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.662
_exptl_crystal_F_000             1106
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.228
_exptl_crystal_size_mid          0.195
_exptl_crystal_size_min          0.124
_exptl_absorpt_coefficient_mu    1.466
_shelx_estimated_absorpt_T_min   0.731
_shelx_estimated_absorpt_T_max   0.839
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.73
_exptl_absorpt_correction_T_max  0.838
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for single-crystal
 structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'INCOATEC I\mS'
_diffrn_measurement_device       'KAPPA diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 7.391
_diffrn_reflns_number            57267
_diffrn_reflns_av_unetI/netI     0.0221
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.126
_diffrn_reflns_theta_max         28.269
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             10566
_reflns_number_gt                9401
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker Instrument Service v8.5.5.6'
_computing_cell_refinement       'SAINT V8.41 (Bruker AXS LLC)'
_computing_data_reduction        'SAINT V8.41 (Bruker AXS LLC)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
Diffuse electron density corresponding to disordered chloride anions and water
molecules of crystallization was treated using the SQUEEZE procedure implemented
in PLATON. The solvent-accessible void volume is 282 Å^3 per unit cell containing
107 electrons, consistent with three chloride anions and six water molecules
per unit cel.
;
_platon_squeeze_void_content     '3Cl, 6(H2 O)'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0416P)²+1.6730P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10566
_refine_ls_number_parameters     557
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0343
_refine_ls_R_factor_gt           0.0294
_refine_ls_wR_factor_ref         0.0828
_refine_ls_wR_factor_gt          0.0797
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.058
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ga1A Ga 0.62338(2) 0.79477(2) 0.62062(2) 0.01416(5) Uani 1 1 d . . . . .
N1A N 0.54915(16) 0.91795(9) 0.61670(10) 0.0156(3) Uani 1 1 d . . . . .
C2A C 0.63866(19) 0.98987(12) 0.66685(12) 0.0181(3) Uani 1 1 d . . . . .
C3A C 0.7821(2) 0.97504(13) 0.73195(16) 0.0320(5) Uani 1 1 d . . . . .
H31 H 0.863107 1.007392 0.719166 0.038 Uiso 1 1 calc R U . . .
H32 H 0.782645 1.001445 0.794517 0.038 Uiso 1 1 calc R U . . .
N4A N 0.81184(17) 0.87920(10) 0.72780(11) 0.0216(3) Uani 1 1 d . . . . .
C5A C 0.8244(2) 0.85065(14) 0.81446(13) 0.0261(4) Uani 1 1 d . . . . .
H51 H 0.876821 0.899502 0.865802 0.031 Uiso 1 1 calc R U . . .
H52 H 0.881897 0.797947 0.818166 0.031 Uiso 1 1 calc R U . . .
C6A C 0.6738(2) 0.82724(12) 0.82116(13) 0.0234(4) Uani 1 1 d . . . . .
N7A N 0.56542(17) 0.80652(10) 0.74184(10) 0.0181(3) Uani 1 1 d . . . . .
C8A C 0.4270(2) 0.78839(12) 0.74033(12) 0.0197(3) Uani 1 1 d . . . . .
C9A C 0.30957(19) 0.77731(12) 0.65029(12) 0.0190(3) Uani 1 1 d . . . . .
H91 H 0.242510 0.723465 0.642185 0.023 Uiso 1 1 calc R U . . .
H92 H 0.251188 0.829694 0.650761 0.023 Uiso 1 1 calc R U . . .
N10A N 0.37017(15) 0.76842(9) 0.57207(9) 0.0141(3) Uani 1 1 d . . . . .
C11A C 0.32253(18) 0.83895(11) 0.51879(12) 0.0164(3) Uani 1 1 d . . . . .
H111 H 0.217163 0.846133 0.511259 0.020 Uiso 1 1 calc R U . . .
H112 H 0.334862 0.821125 0.457686 0.020 Uiso 1 1 calc R U . . .
C12A C 0.41224(18) 0.92616(11) 0.56664(11) 0.0154(3) Uani 1 1 d . . . . .
C13A C 0.5965(2) 1.07539(12) 0.66204(12) 0.0199(3) Uani 1 1 d . . . . .
H131 H 0.661273 1.126532 0.696074 0.024 Uiso 1 1 calc R U . . .
C14A C 0.4578(2) 1.08459(12) 0.60650(13) 0.0211(4) Uani 1 1 d . . . . .
H141 H 0.428323 1.142501 0.600222 0.025 Uiso 1 1 calc R U . . .
C15A C 0.3619(2) 1.00934(12) 0.56001(12) 0.0185(3) Uani 1 1 d . . . . .
H151 H 0.264466 1.014834 0.524682 0.022 Uiso 1 1 calc R U . . .
C16A C 0.6467(3) 0.82543(15) 0.90294(14) 0.0315(5) Uani 1 1 d . . . . .
H161 H 0.723853 0.839604 0.958665 0.038 Uiso 1 1 calc R U . . .
C17A C 0.5044(3) 0.80247(16) 0.90135(14) 0.0344(5) Uani 1 1 d . . . . .
H171 H 0.483315 0.799101 0.956334 0.041 Uiso 1 1 calc R U . . .
C18A C 0.3925(2) 0.78436(14) 0.81977(14) 0.0282(4) Uani 1 1 d . . . . .
H181 H 0.294178 0.769468 0.818199 0.034 Uiso 1 1 calc R U . . .
C20A C 0.9419(2) 0.86199(14) 0.69643(14) 0.0257(4) Uani 1 1 d . . . . .
H201 H 0.979194 0.805026 0.710920 0.031 Uiso 1 1 calc R U . . .
H202 H 1.021001 0.910821 0.727255 0.031 Uiso 1 1 calc R U . . .
C21A C 0.8967(2) 0.85682(14) 0.59489(15) 0.0267(4) Uani 1 1 d . . . . .
O211 O 0.76105(13) 0.83006(8) 0.55263(9) 0.0188(2) Uani 1 1 d . . . . .
O212 O 0.98783(18) 0.87501(16) 0.55722(13) 0.0524(5) Uani 1 1 d . . . . .
C30A C 0.32569(18) 0.68032(11) 0.51075(11) 0.0149(3) Uani 1 1 d . . . . .
H301 H 0.231861 0.682313 0.463421 0.018 Uiso 1 1 calc R U . . .
H302 H 0.311145 0.634454 0.545467 0.018 Uiso 1 1 calc R U . . .
C31A C 0.44427(18) 0.65688(11) 0.46736(11) 0.0138(3) Uani 1 1 d . . . . .
O311 O 0.56062(13) 0.70764(8) 0.49169(8) 0.0169(2) Uani 1 1 d . . . . .
O312 O 0.41887(13) 0.58572(8) 0.40721(8) 0.0153(2) Uani 1 1 d . . . . .
Ga1B Ga 0.54723(2) 0.54044(2) 0.33545(2) 0.01372(5) Uani 1 1 d . . . . .
N1B N 0.60725(17) 0.48781(10) 0.22397(10) 0.0170(3) Uani 1 1 d . . . . .
C2B C 0.7427(2) 0.51069(12) 0.22068(12) 0.0197(3) Uani 1 1 d . . . . .
C3B C 0.84712(19) 0.56296(12) 0.30716(12) 0.0196(3) Uani 1 1 d . . . . .
H35 H 0.898488 0.521032 0.344296 0.024 Uiso 1 1 calc R U . . .
H36 H 0.922024 0.599236 0.292710 0.024 Uiso 1 1 calc R U . . .
N4B N 0.76967(16) 0.62285(10) 0.36035(10) 0.0159(3) Uani 1 1 d . . . . .
C5B C 0.74815(19) 0.70954(12) 0.33170(13) 0.0201(3) Uani 1 1 d . . . . .
H55 H 0.825669 0.723767 0.304525 0.024 Uiso 1 1 calc R U . . .
H56 H 0.757260 0.757180 0.385478 0.024 Uiso 1 1 calc R U . . .
C6B C 0.59945(19) 0.70759(11) 0.26352(12) 0.0166(3) Uani 1 1 d . . . . .
N7B N 0.49516(16) 0.64700(10) 0.26431(9) 0.0150(3) Uani 1 1 d . . . . .
C8B C 0.35855(19) 0.64212(12) 0.20685(11) 0.0175(3) Uani 1 1 d . . . . .
C9B C 0.25188(19) 0.57056(12) 0.21288(12) 0.0202(4) Uani 1 1 d . . . . .
H95 H 0.205011 0.594215 0.259920 0.024 Uiso 1 1 calc R U . . .
H96 H 0.173711 0.553254 0.154006 0.024 Uiso 1 1 calc R U . . .
N10B N 0.32709(16) 0.49068(10) 0.23596(10) 0.0169(3) Uani 1 1 d . . . . .
C11B C 0.3511(2) 0.43198(13) 0.15530(12) 0.0240(4) Uani 1 1 d . . . . .
H115 H 0.279423 0.443293 0.099526 0.029 Uiso 1 1 calc R U . . .
H116 H 0.332095 0.368664 0.158550 0.029 Uiso 1 1 calc R U . . .
C12B C 0.5033(2) 0.44659(12) 0.14861(12) 0.0200(3) Uani 1 1 d . . . . .
C13B C 0.7801(2) 0.48653(15) 0.14140(14) 0.0272(4) Uani 1 1 d . . . . .
H135 H 0.876073 0.502629 0.139527 0.033 Uiso 1 1 calc R U . . .
C14B C 0.6760(2) 0.43870(15) 0.06501(14) 0.0299(4) Uani 1 1 d . . . . .
H145 H 0.701415 0.419159 0.010822 0.036 Uiso 1 1 calc R U . . .
C15B C 0.5351(2) 0.41929(13) 0.06737(13) 0.0258(4) Uani 1 1 d . . . . .
H155 H 0.461576 0.388016 0.014728 0.031 Uiso 1 1 calc R U . . .
C16B C 0.5698(2) 0.76745(12) 0.20509(12) 0.0208(4) Uani 1 1 d . . . . .
H165 H 0.644979 0.809693 0.204735 0.025 Uiso 1 1 calc R U . . .
C17B C 0.4287(2) 0.76446(12) 0.14741(12) 0.0223(4) Uani 1 1 d . . . . .
H175 H 0.405492 0.805469 0.107542 0.027 Uiso 1 1 calc R U . . .
C18B C 0.3207(2) 0.70104(12) 0.14805(12) 0.0211(4) Uani 1 1 d . . . . .
H185 H 0.223155 0.698233 0.108976 0.025 Uiso 1 1 calc R U . . .
C20B C 0.84772(18) 0.63185(12) 0.45768(12) 0.0168(3) Uani 1 1 d . . . . .
H205 H 0.821306 0.686014 0.492783 0.020 Uiso 1 1 calc R U . . .
H206 H 0.955266 0.637720 0.467877 0.020 Uiso 1 1 calc R U . . .
C21B C 0.80407(18) 0.54942(11) 0.48860(11) 0.0154(3) Uani 1 1 d . . . . .
O215 O 0.68181(13) 0.50431(8) 0.43786(8) 0.0170(2) Uani 1 1 d . . . . .
O216 O 0.88043(13) 0.52946(9) 0.55862(8) 0.0196(3) Uani 1 1 d . . . . .
C30B C 0.23889(18) 0.43765(11) 0.27576(12) 0.0164(3) Uani 1 1 d . . . . .
H305 H 0.153756 0.403497 0.227379 0.020 Uiso 1 1 calc R U . . .
H306 H 0.201552 0.477814 0.319612 0.020 Uiso 1 1 calc R U . . .
C31B C 0.33690(19) 0.37423(11) 0.32341(11) 0.0156(3) Uani 1 1 d . . . . .
O315 O 0.47150(13) 0.39073(9) 0.34182(9) 0.0189(2) Uani 1 1 d . . . . .
O316 O 0.27249(13) 0.30737(8) 0.34063(8) 0.0168(2) Uani 1 1 d . . . . .
Cl1 Cl 0.98634(16) 0.57305(15) 0.99646(10) 0.0547(4) Uani 0.5 1 d . . P A 1
O1W O 0.9992(7) 0.6201(5) 0.9770(4) 0.091(2) Uani 0.5 1 d . . P B 2
H11W H 0.934972 0.635299 1.010565 0.109 Uiso 0.5 1 d R U P B 2
H12W H 1.090972 0.607300 1.014565 0.109 Uiso 0.5 1 d R U P B 2
O2W O 0.9914(3) 0.90710(14) 0.38972(15) 0.0610(6) Uani 1 1 d D . . . .
H21W H 0.963801 0.896177 0.443148 0.076(11) Uiso 1 1 d DR . . . .
H22W H 0.912650 0.925646 0.354972 0.042(8) Uiso 1 1 d DR . . . .
O3W O 1.10999(15) 0.75410(10) 0.30218(10) 0.0261(3) Uani 1 1 d D . . . .
H31W H 1.059277 0.747468 0.246056 0.031 Uiso 1 1 d R U . . .
H32W H 1.084821 0.805004 0.323580 0.046(8) Uiso 1 1 d DR . . . .
O4W O 0.85406(18) 0.69799(11) 0.11706(10) 0.0330(3) Uani 1 1 d . . . . .
H41W H 0.900358 0.751121 0.121995 0.040 Uiso 1 1 d R U . . .
H42W H 0.767433 0.683147 0.071865 0.061(10) Uiso 1 1 d R . . . .
O5W O 1.09036(16) 0.65171(11) 0.70176(11) 0.0339(3) Uani 1 1 d . . . . .
H51W H 1.008889 0.620654 0.651350 0.041 Uiso 1 1 d R U . . .
H52W H 1.072829 0.667098 0.758073 0.063(10) Uiso 1 1 d R . . . .
O6W O 1.0853(2) 0.71841(15) 0.88940(14) 0.0561(5) Uani 1 1 d . . . . .
H61W H 1.135473 0.766994 0.933229 0.046(8) Uiso 1 1 d R . . . .
H62W H 1.014673 0.686191 0.910128 0.049(9) Uiso 1 1 d 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
Ga1A O316 1.9712(12) 2_666 ?
Ga1A O211 2.0297(13) . ?
Ga1A N1A 2.0364(14) . ?
Ga1A N7A 2.1082(15) . ?
Ga1A O311 2.1200(12) . ?
Ga1A N4A 2.2440(15) . ?
Ga1A N10A 2.3106(14) . ?
N1A C2A 1.338(2) . ?
N1A C12A 1.339(2) . ?
C2A C13A 1.387(2) . ?
C2A C3A 1.505(3) . ?
C3A N4A 1.493(2) . ?
C3A H31 0.9900 . ?
C3A H32 0.9900 . ?
N4A C5A 1.475(3) . ?
N4A C20A 1.476(3) . ?
C5A C6A 1.506(3) . ?
C5A H51 0.9900 . ?
C5A H52 0.9900 . ?
C6A N7A 1.346(2) . ?
C6A C16A 1.385(3) . ?
N7A C8A 1.333(2) . ?
C8A C18A 1.388(3) . ?
C8A C9A 1.505(2) . ?
C9A N10A 1.488(2) . ?
C9A H91 0.9900 . ?
C9A H92 0.9900 . ?
N10A C30A 1.474(2) . ?
N10A C11A 1.484(2) . ?
C11A C12A 1.503(2) . ?
C11A H111 0.9900 . ?
C11A H112 0.9900 . ?
C12A C15A 1.383(2) . ?
C13A C14A 1.386(3) . ?
C13A H131 0.9500 . ?
C14A C15A 1.389(3) . ?
C14A H141 0.9500 . ?
C15A H151 0.9500 . ?
C16A C17A 1.383(3) . ?
C16A H161 0.9500 . ?
C17A C18A 1.385(3) . ?
C17A H171 0.9500 . ?
C18A H181 0.9500 . ?
C20A C21A 1.512(3) . ?
C20A H201 0.9900 . ?
C20A H202 0.9900 . ?
C21A O212 1.233(3) . ?
C21A O211 1.285(2) . ?
C30A C31A 1.502(2) . ?
C30A H301 0.9900 . ?
C30A H302 0.9900 . ?
C31A O311 1.252(2) . ?
C31A O312 1.269(2) . ?
O312 Ga1B 1.9537(12) . ?
Ga1B O215 1.9265(12) . ?
Ga1B N1B 2.0334(14) . ?
Ga1B N7B 2.1276(14) . ?
Ga1B N10B 2.2351(15) . ?
Ga1B N4B 2.3237(14) . ?
Ga1B O315 2.4006(13) . ?
N1B C12B 1.338(2) . ?
N1B C2B 1.345(2) . ?
C2B C13B 1.382(3) . ?
C2B C3B 1.498(3) . ?
C3B N4B 1.485(2) . ?
C3B H35 0.9900 . ?
C3B H36 0.9900 . ?
N4B C20B 1.472(2) . ?
N4B C5B 1.475(2) . ?
C5B C6B 1.506(2) . ?
C5B H55 0.9900 . ?
C5B H56 0.9900 . ?
C6B N7B 1.339(2) . ?
C6B C16B 1.387(2) . ?
N7B C8B 1.345(2) . ?
C8B C18B 1.385(2) . ?
C8B C9B 1.501(2) . ?
C9B N10B 1.484(2) . ?
C9B H95 0.9900 . ?
C9B H96 0.9900 . ?
N10B C30B 1.480(2) . ?
N10B C11B 1.493(2) . ?
C11B C12B 1.498(3) . ?
C11B H115 0.9900 . ?
C11B H116 0.9900 . ?
C12B C15B 1.389(3) . ?
C13B C14B 1.379(3) . ?
C13B H135 0.9500 . ?
C14B C15B 1.379(3) . ?
C14B H145 0.9500 . ?
C15B H155 0.9500 . ?
C16B C17B 1.382(3) . ?
C16B H165 0.9500 . ?
C17B C18B 1.392(3) . ?
C17B H175 0.9500 . ?
C18B H185 0.9500 . ?
C20B C21B 1.514(2) . ?
C20B H205 0.9900 . ?
C20B H206 0.9900 . ?
C21B O216 1.227(2) . ?
C21B O215 1.296(2) . ?
C30B C31B 1.513(2) . ?
C30B H305 0.9900 . ?
C30B H306 0.9900 . ?
C31B O315 1.238(2) . ?
C31B O316 1.282(2) . ?
Cl1 Cl1 2.272(5) 2_767 ?
O1W H11W 0.9270 . ?
O1W H12W 0.9522 . ?
O2W H21W 0.9868 . ?
O2W H22W 0.8804 . ?
O3W H31W 0.8592 . ?
O3W H32W 0.8597 . ?
O4W H41W 0.8897 . ?
O4W H42W 0.9100 . ?
O5W H51W 0.9691 . ?
O5W H52W 0.9363 . ?
O6W H61W 0.9237 . ?
O6W H62W 0.9816 . ?

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
O316 Ga1A O211 95.95(5) 2_666 . ?
O316 Ga1A N1A 163.79(6) 2_666 . ?
O211 Ga1A N1A 86.54(5) . . ?
O316 Ga1A N7A 85.05(5) 2_666 . ?
O211 Ga1A N7A 149.76(6) . . ?
N1A Ga1A N7A 84.82(6) . . ?
O316 Ga1A O311 82.80(5) 2_666 . ?
O211 Ga1A O311 73.13(5) . . ?
N1A Ga1A O311 113.16(5) . . ?
N7A Ga1A O311 136.61(5) . . ?
O316 Ga1A N4A 84.99(5) 2_666 . ?
O211 Ga1A N4A 75.10(6) . . ?
N1A Ga1A N4A 80.16(6) . . ?
N7A Ga1A N4A 74.89(6) . . ?
O311 Ga1A N4A 144.43(6) . . ?
O316 Ga1A N10A 114.37(5) 2_666 . ?
O211 Ga1A N10A 129.33(5) . . ?
N1A Ga1A N10A 75.19(5) . . ?
N7A Ga1A N10A 75.87(5) . . ?
O311 Ga1A N10A 71.76(5) . . ?
N4A Ga1A N10A 143.07(6) . . ?
C2A N1A C12A 121.01(15) . . ?
C2A N1A Ga1A 118.58(12) . . ?
C12A N1A Ga1A 120.39(11) . . ?
N1A C2A C13A 120.65(16) . . ?
N1A C2A C3A 118.05(16) . . ?
C13A C2A C3A 121.22(16) . . ?
N4A C3A C2A 114.51(15) . . ?
N4A C3A H31 108.6 . . ?
C2A C3A H31 108.6 . . ?
N4A C3A H32 108.6 . . ?
C2A C3A H32 108.6 . . ?
H31 C3A H32 107.6 . . ?
C5A N4A C20A 112.43(15) . . ?
C5A N4A C3A 112.34(17) . . ?
C20A N4A C3A 110.27(16) . . ?
C5A N4A Ga1A 107.85(11) . . ?
C20A N4A Ga1A 105.29(12) . . ?
C3A N4A Ga1A 108.30(11) . . ?
N4A C5A C6A 110.07(15) . . ?
N4A C5A H51 109.6 . . ?
C6A C5A H51 109.6 . . ?
N4A C5A H52 109.6 . . ?
C6A C5A H52 109.6 . . ?
H51 C5A H52 108.2 . . ?
N7A C6A C16A 121.28(19) . . ?
N7A C6A C5A 115.76(17) . . ?
C16A C6A C5A 122.95(18) . . ?
C8A N7A C6A 120.63(17) . . ?
C8A N7A Ga1A 121.19(12) . . ?
C6A N7A Ga1A 118.04(13) . . ?
N7A C8A C18A 120.90(17) . . ?
N7A C8A C9A 117.42(16) . . ?
C18A C8A C9A 121.60(17) . . ?
N10A C9A C8A 112.98(14) . . ?
N10A C9A H91 109.0 . . ?
C8A C9A H91 109.0 . . ?
N10A C9A H92 109.0 . . ?
C8A C9A H92 109.0 . . ?
H91 C9A H92 107.8 . . ?
C30A N10A C11A 108.67(13) . . ?
C30A N10A C9A 112.28(13) . . ?
C11A N10A C9A 110.95(13) . . ?
C30A N10A Ga1A 109.98(10) . . ?
C11A N10A Ga1A 103.31(10) . . ?
C9A N10A Ga1A 111.26(10) . . ?
N10A C11A C12A 110.06(14) . . ?
N10A C11A H111 109.6 . . ?
C12A C11A H111 109.6 . . ?
N10A C11A H112 109.6 . . ?
C12A C11A H112 109.6 . . ?
H111 C11A H112 108.2 . . ?
N1A C12A C15A 121.26(16) . . ?
N1A C12A C11A 114.57(15) . . ?
C15A C12A C11A 124.17(16) . . ?
C14A C13A C2A 118.56(17) . . ?
C14A C13A H131 120.7 . . ?
C2A C13A H131 120.7 . . ?
C13A C14A C15A 120.16(17) . . ?
C13A C14A H141 119.9 . . ?
C15A C14A H141 119.9 . . ?
C12A C15A C14A 118.07(17) . . ?
C12A C15A H151 121.0 . . ?
C14A C15A H151 121.0 . . ?
C17A C16A C6A 118.25(19) . . ?
C17A C16A H161 120.9 . . ?
C6A C16A H161 120.9 . . ?
C16A C17A C18A 120.1(2) . . ?
C16A C17A H171 119.9 . . ?
C18A C17A H171 119.9 . . ?
C17A C18A C8A 118.7(2) . . ?
C17A C18A H181 120.7 . . ?
C8A C18A H181 120.7 . . ?
N4A C20A C21A 108.18(15) . . ?
N4A C20A H201 110.1 . . ?
C21A C20A H201 110.1 . . ?
N4A C20A H202 110.1 . . ?
C21A C20A H202 110.1 . . ?
H201 C20A H202 108.4 . . ?
O212 C21A O211 124.0(2) . . ?
O212 C21A C20A 120.58(18) . . ?
O211 C21A C20A 115.37(17) . . ?
C21A O211 Ga1A 120.68(13) . . ?
N10A C30A C31A 108.60(13) . . ?
N10A C30A H301 110.0 . . ?
C31A C30A H301 110.0 . . ?
N10A C30A H302 110.0 . . ?
C31A C30A H302 110.0 . . ?
H301 C30A H302 108.4 . . ?
O311 C31A O312 123.96(15) . . ?
O311 C31A C30A 119.14(15) . . ?
O312 C31A C30A 116.90(14) . . ?
C31A O311 Ga1A 119.63(11) . . ?
C31A O312 Ga1B 126.45(11) . . ?
O215 Ga1B O312 92.07(5) . . ?
O215 Ga1B N1B 106.99(6) . . ?
O312 Ga1B N1B 158.46(6) . . ?
O215 Ga1B N7B 144.74(5) . . ?
O312 Ga1B N7B 88.19(5) . . ?
N1B Ga1B N7B 82.02(6) . . ?
O215 Ga1B N10B 137.51(5) . . ?
O312 Ga1B N10B 79.61(5) . . ?
N1B Ga1B N10B 79.52(6) . . ?
N7B Ga1B N10B 77.13(5) . . ?
O215 Ga1B N4B 74.59(5) . . ?
O312 Ga1B N4B 118.17(5) . . ?
N1B Ga1B N4B 77.59(6) . . ?
N7B Ga1B N4B 74.32(5) . . ?
N10B Ga1B N4B 145.42(5) . . ?
O215 Ga1B O315 70.43(5) . . ?
O312 Ga1B O315 89.25(5) . . ?
N1B Ga1B O315 87.83(5) . . ?
N7B Ga1B O315 144.81(5) . . ?
N10B Ga1B O315 67.89(5) . . ?
N4B Ga1B O315 135.99(5) . . ?
C12B N1B C2B 120.24(15) . . ?
C12B N1B Ga1B 118.92(12) . . ?
C2B N1B Ga1B 119.38(12) . . ?
N1B C2B C13B 120.81(18) . . ?
N1B C2B C3B 115.89(15) . . ?
C13B C2B C3B 123.30(17) . . ?
N4B C3B C2B 111.63(14) . . ?
N4B C3B H35 109.3 . . ?
C2B C3B H35 109.3 . . ?
N4B C3B H36 109.3 . . ?
C2B C3B H36 109.3 . . ?
H35 C3B H36 108.0 . . ?
C20B N4B C5B 113.24(14) . . ?
C20B N4B C3B 108.78(13) . . ?
C5B N4B C3B 112.97(14) . . ?
C20B N4B Ga1B 105.82(10) . . ?
C5B N4B Ga1B 111.79(10) . . ?
C3B N4B Ga1B 103.55(10) . . ?
N4B C5B C6B 111.18(14) . . ?
N4B C5B H55 109.4 . . ?
C6B C5B H55 109.4 . . ?
N4B C5B H56 109.4 . . ?
C6B C5B H56 109.4 . . ?
H55 C5B H56 108.0 . . ?
N7B C6B C16B 121.45(16) . . ?
N7B C6B C5B 116.49(15) . . ?
C16B C6B C5B 122.02(16) . . ?
C6B N7B C8B 120.21(15) . . ?
C6B N7B Ga1B 121.58(11) . . ?
C8B N7B Ga1B 117.13(11) . . ?
N7B C8B C18B 121.29(16) . . ?
N7B C8B C9B 115.39(15) . . ?
C18B C8B C9B 123.31(16) . . ?
N10B C9B C8B 111.01(15) . . ?
N10B C9B H95 109.4 . . ?
C8B C9B H95 109.4 . . ?
N10B C9B H96 109.4 . . ?
C8B C9B H96 109.4 . . ?
H95 C9B H96 108.0 . . ?
C30B N10B C9B 109.75(14) . . ?
C30B N10B C11B 108.73(14) . . ?
C9B N10B C11B 112.52(14) . . ?
C30B N10B Ga1B 110.97(10) . . ?
C9B N10B Ga1B 106.94(10) . . ?
C11B N10B Ga1B 107.93(11) . . ?
N10B C11B C12B 113.15(15) . . ?
N10B C11B H115 108.9 . . ?
C12B C11B H115 108.9 . . ?
N10B C11B H116 108.9 . . ?
C12B C11B H116 108.9 . . ?
H115 C11B H116 107.8 . . ?
N1B C12B C15B 121.30(18) . . ?
N1B C12B C11B 117.23(16) . . ?
C15B C12B C11B 121.47(17) . . ?
C14B C13B C2B 119.06(19) . . ?
C14B C13B H135 120.5 . . ?
C2B C13B H135 120.5 . . ?
C15B C14B C13B 119.94(18) . . ?
C15B C14B H145 120.0 . . ?
C13B C14B H145 120.0 . . ?
C14B C15B C12B 118.38(19) . . ?
C14B C15B H155 120.8 . . ?
C12B C15B H155 120.8 . . ?
C17B C16B C6B 118.75(17) . . ?
C17B C16B H165 120.6 . . ?
C6B C16B H165 120.6 . . ?
C16B C17B C18B 119.65(17) . . ?
C16B C17B H175 120.2 . . ?
C18B C17B H175 120.2 . . ?
C8B C18B C17B 118.61(17) . . ?
C8B C18B H185 120.7 . . ?
C17B C18B H185 120.7 . . ?
N4B C20B C21B 108.45(14) . . ?
N4B C20B H205 110.0 . . ?
C21B C20B H205 110.0 . . ?
N4B C20B H206 110.0 . . ?
C21B C20B H206 110.0 . . ?
H205 C20B H206 108.4 . . ?
O216 C21B O215 123.61(16) . . ?
O216 C21B C20B 120.61(15) . . ?
O215 C21B C20B 115.76(14) . . ?
C21B O215 Ga1B 125.02(11) . . ?
N10B C30B C31B 108.00(14) . . ?
N10B C30B H305 110.1 . . ?
C31B C30B H305 110.1 . . ?
N10B C30B H306 110.1 . . ?
C31B C30B H306 110.1 . . ?
H305 C30B H306 108.4 . . ?
O315 C31B O316 125.67(16) . . ?
O315 C31B C30B 117.63(15) . . ?
O316 C31B C30B 116.70(15) . . ?
C31B O315 Ga1B 114.44(11) . . ?
C31B O316 Ga1A 122.67(11) . 2_666 ?
H11W O1W H12W 111.1 . . ?
H21W O2W H22W 105.2 . . ?
H31W O3W H32W 100.2 . . ?
H41W O4W H42W 116.5 . . ?
H51W O5W H52W 116.7 . . ?
H61W O6W H62W 111.5 . . ?

_refine_diff_density_max         1.121
_refine_diff_density_min         -0.463
_refine_diff_density_rms         0.069




# start Validation Reply Form
_vrf_PLAT420_py2n2_karboxga2_sq  
;
PROBLEM: D-H Bond Without Acceptor O1W --H12W . Please Check
RESPONSE: The O-H... acceptor for the water molecule was part of the disordered 
solvent region, which has been treated with PLATON SQUEEZE. The reported 
structure corresponds to the solvent-free model.
;
# 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_cupy2n2
_database_code_depnum_ccdc_archive 'CCDC 2516502'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2026-02-20 deposited with the CCDC.	2026-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H16 Cl2 Cu N4, 0.5(C3 H8 O), H2 O'
_chemical_formula_sum            'C15.50 H22 Cl2 Cu N4 O1.50'
_chemical_formula_weight         422.81

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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      orthorhombic
_space_group_IT_number           70
_space_group_name_H-M_alt        'F d d d'
_space_group_name_Hall           '-F 2uv 2vw'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+3/4, -y+3/4, z'
'-x+3/4, y, -z+3/4'
'x, -y+3/4, -z+3/4'
'x, y+1/2, z+1/2'
'-x+3/4, -y+5/4, z+1/2'
'-x+3/4, y+1/2, -z+5/4'
'x, -y+5/4, -z+5/4'
'x+1/2, y, z+1/2'
'-x+5/4, -y+3/4, z+1/2'
'-x+5/4, y, -z+5/4'
'x+1/2, -y+3/4, -z+5/4'
'x+1/2, y+1/2, z'
'-x+5/4, -y+5/4, z'
'-x+5/4, y+1/2, -z+3/4'
'x+1/2, -y+5/4, -z+3/4'
'-x, -y, -z'
'x-3/4, y-3/4, -z'
'x-3/4, -y, z-3/4'
'-x, y-3/4, z-3/4'
'-x, -y+1/2, -z+1/2'
'x-3/4, y-1/4, -z+1/2'
'x-3/4, -y+1/2, z-1/4'
'-x, y-1/4, z-1/4'
'-x+1/2, -y, -z+1/2'
'x-1/4, y-3/4, -z+1/2'
'x-1/4, -y, z-1/4'
'-x+1/2, y-3/4, z-1/4'
'-x+1/2, -y+1/2, -z'
'x-1/4, y-1/4, -z'
'x-1/4, -y+1/2, z-3/4'
'-x+1/2, y-1/4, z-3/4'

_cell_length_a                   8.6379(5)
_cell_length_b                   28.7209(15)
_cell_length_c                   28.9370(17)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7178.9(7)
_cell_formula_units_Z            16
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9810
_cell_measurement_theta_min      2.5609
_cell_measurement_theta_max      28.2737

_exptl_crystal_description       plate
_exptl_crystal_colour            'light blue'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.565
_exptl_crystal_F_000             3488
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.344
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    1.528
_shelx_estimated_absorpt_T_min   0.622
_shelx_estimated_absorpt_T_max   0.901
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.622
_exptl_absorpt_correction_T_max  0.901
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for single-crystal
 structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'INCOATEC I\mS'
_diffrn_measurement_device       'KAPPA diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 7.391
_diffrn_reflns_number            29778
_diffrn_reflns_av_unetI/netI     0.0101
_diffrn_reflns_av_R_equivalents  0.0217
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         2.561
_diffrn_reflns_theta_max         28.277
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2236
_reflns_number_gt                2139
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker Instrument Service v8.5.1.2.Release'
_computing_cell_refinement       'SAINT V8.41 (Bruker AXS LLC)'
_computing_data_reduction        'SAINT V8.41 (Bruker AXS LLC)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0288P)²+16.0879P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2236
_refine_ls_number_parameters     125
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0217
_refine_ls_R_factor_gt           0.0208
_refine_ls_wR_factor_ref         0.0592
_refine_ls_wR_factor_gt          0.0585
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_restrained_S_all      1.104
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.625000 0.31983(2) 0.625000 0.01177(7) Uani 1 2 d S T P . .
Cl1 Cl 0.63951(4) 0.37521(2) 0.56690(2) 0.01673(8) Uani 1 1 d . . . . .
N1 N 0.64146(11) 0.26655(3) 0.57869(4) 0.01371(19) Uani 1 1 d . . . . .
C2 C 0.51163(14) 0.24844(4) 0.56073(4) 0.0157(2) Uani 1 1 d . . . . .
C3 C 0.36151(14) 0.27318(5) 0.57204(5) 0.0191(2) Uani 1 1 d . . . . .
H31 H 0.338682 0.296108 0.547420 0.023 Uiso 1 1 calc R U . . .
H32 H 0.276214 0.250165 0.572537 0.023 Uiso 1 1 calc R U . . .
N4 N 0.36715(12) 0.29720(4) 0.61657(4) 0.0153(2) Uani 1 1 d . . . . .
H41 H 0.309(2) 0.3212(6) 0.6155(6) 0.025(4) Uiso 1 1 d . . . . .
C5 C 0.33047(14) 0.26847(4) 0.65680(4) 0.0183(2) Uani 1 1 d . . . . .
H51 H 0.258140 0.243520 0.647244 0.022 Uiso 1 1 calc R U . . .
H52 H 0.276912 0.287959 0.680046 0.022 Uiso 1 1 calc R U . . .
C6 C 0.77875(14) 0.24645(4) 0.57099(4) 0.0153(2) Uani 1 1 d . . . . .
C7 C 0.51610(16) 0.20951(4) 0.53228(4) 0.0198(2) Uani 1 1 d . . . . .
H71 H 0.423545 0.196739 0.519875 0.024 Uiso 1 1 calc R U . . .
C8 C 0.65921(17) 0.18963(4) 0.52235(5) 0.0224(3) Uani 1 1 d . . . . .
H81 H 0.665893 0.163766 0.501982 0.027 Uiso 1 1 calc R U . . .
C9 C 0.79141(15) 0.20770(4) 0.54228(5) 0.0198(2) Uani 1 1 d . . . . .
H91 H 0.889513 0.193928 0.536499 0.024 Uiso 1 1 calc R U . . .
O1W O 0.875000 0.375000 0.75934(7) 0.0592(7) Uani 1 2 d S T P . .
H11W H 0.9466(11) 0.3760(9) 0.7422(9) 0.067(8) Uiso 1 1 d D . . . .
C1A C 1.0489(7) 0.3704(3) 0.8712(4) 0.0301(14) Uiso 0.25 1 d D . P A -1
H11A H 1.089447 0.370009 0.839543 0.036 Uiso 0.25 1 d R U P A -1
H12A H 1.045415 0.338508 0.883226 0.036 Uiso 0.25 1 d R U P A -1
H13A H 1.116548 0.389396 0.890757 0.036 Uiso 0.25 1 d R U P A -1
C2A C 0.8955(6) 0.39700(15) 0.8772(3) 0.0199(10) Uiso 0.25 1 d D . P A -1
H21A H 0.889000 0.418563 0.904287 0.024 Uiso 0.25 1 d R U P A -1
O2A O 0.8487(5) 0.42389(16) 0.83525(16) 0.0297(9) Uiso 0.25 1 d . . P A -1
H21O H 0.857122 0.408058 0.810493 0.036 Uiso 0.25 1 d R U P A -1
C3A C 0.7613(9) 0.3617(3) 0.8817(3) 0.0399(17) Uiso 0.25 1 d D . P A -1
H31A H 0.693522 0.360394 0.854576 0.048 Uiso 0.25 1 d R U P A -1
H32A H 0.699861 0.369330 0.909131 0.048 Uiso 0.25 1 d R U P A -1
H33A H 0.811417 0.331396 0.886063 0.048 Uiso 0.25 1 d R U P A -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
Cu1 N1 2.0390(10) . ?
Cu1 N1 2.0390(10) 11 ?
Cu1 Cl1 2.3178(3) . ?
Cu1 Cl1 2.3179(3) 11 ?
Cu1 N4 2.3329(11) . ?
Cu1 N4 2.3329(11) 11 ?
N1 C6 1.3377(15) . ?
N1 C2 1.3411(15) . ?
C2 C7 1.3890(16) . ?
C2 C3 1.5145(17) . ?
C3 N4 1.4625(16) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C5 1.4616(16) . ?
N4 H41 0.854(19) . ?
C5 C6 1.5139(17) 11 ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 C9 1.3931(16) . ?
C7 C8 1.3916(19) . ?
C7 H71 0.9500 . ?
C8 C9 1.3806(19) . ?
C8 H81 0.9500 . ?
C9 H91 0.9500 . ?
O1W H11W 0.793(18) . ?
O1W H11W 0.793(18) 2_655 ?
C1A C2A 1.540(6) . ?
C1A H11A 0.9800 . ?
C1A H12A 0.9800 . ?
C1A H13A 0.9800 . ?
C2A O2A 1.495(8) . ?
C2A C3A 1.545(6) . ?
C2A H21A 1.0000 . ?
O2A H21O 0.8515 . ?
C3A H31A 0.9799 . ?
C3A H32A 0.9800 . ?
C3A H33A 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
N1 Cu1 N1 82.74(6) . 11 ?
N1 Cu1 Cl1 91.98(3) . . ?
N1 Cu1 Cl1 174.56(3) 11 . ?
N1 Cu1 Cl1 174.56(3) . 11 ?
N1 Cu1 Cl1 91.98(3) 11 11 ?
Cl1 Cu1 Cl1 93.324(16) . 11 ?
N1 Cu1 N4 77.81(4) . . ?
N1 Cu1 N4 78.06(4) 11 . ?
Cl1 Cu1 N4 99.61(3) . . ?
Cl1 Cu1 N4 102.44(3) 11 . ?
N1 Cu1 N4 78.06(4) . 11 ?
N1 Cu1 N4 77.81(4) 11 11 ?
Cl1 Cu1 N4 102.43(3) . 11 ?
Cl1 Cu1 N4 99.61(3) 11 11 ?
N4 Cu1 N4 147.65(5) . 11 ?
C6 N1 C2 120.62(10) . . ?
C6 N1 Cu1 119.68(8) . . ?
C2 N1 Cu1 119.18(8) . . ?
N1 C2 C7 121.25(11) . . ?
N1 C2 C3 116.75(10) . . ?
C7 C2 C3 121.98(11) . . ?
N4 C3 C2 112.54(10) . . ?
N4 C3 H31 109.1 . . ?
C2 C3 H31 109.1 . . ?
N4 C3 H32 109.1 . . ?
C2 C3 H32 109.1 . . ?
H31 C3 H32 107.8 . . ?
C5 N4 C3 115.35(10) . . ?
C5 N4 Cu1 106.32(7) . . ?
C3 N4 Cu1 104.79(7) . . ?
C5 N4 H41 110.8(12) . . ?
C3 N4 H41 109.3(12) . . ?
Cu1 N4 H41 110.0(13) . . ?
N4 C5 C6 113.57(10) . 11 ?
N4 C5 H51 108.9 . . ?
C6 C5 H51 108.9 11 . ?
N4 C5 H52 108.9 . . ?
C6 C5 H52 108.9 11 . ?
H51 C5 H52 107.7 . . ?
N1 C6 C9 120.91(12) . . ?
N1 C6 C5 117.47(10) . 11 ?
C9 C6 C5 121.59(11) . 11 ?
C2 C7 C8 118.51(12) . . ?
C2 C7 H71 120.7 . . ?
C8 C7 H71 120.7 . . ?
C9 C8 C7 119.62(11) . . ?
C9 C8 H81 120.2 . . ?
C7 C8 H81 120.2 . . ?
C8 C9 C6 118.98(12) . . ?
C8 C9 H91 120.5 . . ?
C6 C9 H91 120.5 . . ?
H11W O1W H11W 103(3) . 2_655 ?
C2A C1A H11A 114.8 . . ?
C2A C1A H12A 113.4 . . ?
H11A C1A H12A 109.5 . . ?
C2A C1A H13A 99.8 . . ?
H11A C1A H13A 109.5 . . ?
H12A C1A H13A 109.5 . . ?
O2A C2A C1A 113.4(6) . . ?
O2A C2A C3A 101.8(5) . . ?
C1A C2A C3A 109.2(6) . . ?
O2A C2A H21A 107.5 . . ?
C1A C2A H21A 116.4 . . ?
C3A C2A H21A 107.4 . . ?
C2A O2A H21O 112.6 . . ?
C2A C3A H31A 114.0 . . ?
C2A C3A H32A 109.1 . . ?
H31A C3A H32A 109.5 . . ?
C2A C3A H33A 105.2 . . ?
H31A C3A H33A 109.5 . . ?
H32A C3A H33A 109.5 . . ?

_refine_diff_density_max         0.414
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.054

####################################################################### 
# 
# 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_py2n2_karboxco
_database_code_depnum_ccdc_archive 'CCDC 2516508'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2026-02-20 deposited with the CCDC.	2026-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H18 Co N4 O4, Cl, 4.5(H2 O)'
_chemical_formula_sum            'C18 H27 Cl Co N4 O8.50'
_chemical_formula_weight         529.81

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   9.6618(7)
_cell_length_b                   15.5880(11)
_cell_length_c                   14.6864(11)
_cell_angle_alpha                90
_cell_angle_beta                 105.502(3)
_cell_angle_gamma                90
_cell_volume                     2131.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9653
_cell_measurement_theta_min      2.5481
_cell_measurement_theta_max      28.2698

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.651
_exptl_crystal_F_000             1100
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.554
_exptl_crystal_size_mid          0.159
_exptl_crystal_size_min          0.052
_exptl_absorpt_coefficient_mu    0.988
_shelx_estimated_absorpt_T_min   0.610
_shelx_estimated_absorpt_T_max   0.950
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.61
_exptl_absorpt_correction_T_max  0.95
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for single-crystal
 structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  'flat graphite'
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'INCOATEC I\mS'
_diffrn_measurement_device       'KAPPA diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 7.391
_diffrn_reflns_number            49757
_diffrn_reflns_av_unetI/netI     0.0132
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.944
_diffrn_reflns_theta_max         28.288
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5293
_reflns_number_gt                5056
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker Instrument Service v8.5.5.6'
_computing_cell_refinement       'SAINT V8.41 (Bruker AXS LLC)'
_computing_data_reduction        'SAINT V8.41 (Bruker AXS LLC)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0291P)²+2.5698P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5293
_refine_ls_number_parameters     314
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0333
_refine_ls_R_factor_gt           0.0317
_refine_ls_wR_factor_ref         0.0811
_refine_ls_wR_factor_gt          0.0802
_refine_ls_goodness_of_fit_ref   1.124
_refine_ls_restrained_S_all      1.124
_refine_ls_shift/su_max          0.010
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Co1 Co 0.54116(2) 0.83201(2) 0.67651(2) 0.00998(7) Uani 1 1 d . . . . .
N1 N 0.53108(14) 0.74270(8) 0.75617(9) 0.0124(3) Uani 1 1 d . . . . .
C2 C 0.40321(17) 0.70903(10) 0.75372(11) 0.0139(3) Uani 1 1 d . . . . .
C3 C 0.27997(18) 0.75189(12) 0.68401(13) 0.0212(4) Uani 1 1 d . . . . .
H31 H 0.213775 0.776949 0.717933 0.025 Uiso 1 1 calc R U . . .
H32 H 0.225998 0.708695 0.638866 0.025 Uiso 1 1 calc R U . . .
N4 N 0.33351(14) 0.82203(9) 0.63026(10) 0.0132(3) Uani 1 1 d . . . . .
C5 C 0.27260(18) 0.90723(11) 0.64776(12) 0.0167(3) Uani 1 1 d . . . . .
H51 H 0.172976 0.900084 0.652558 0.020 Uiso 1 1 calc R U . . .
H52 H 0.271376 0.947149 0.595128 0.020 Uiso 1 1 calc R U . . .
C6 C 0.36700(19) 0.94221(11) 0.73914(12) 0.0172(3) Uani 1 1 d . . . . .
N7 N 0.50288(15) 0.91358(8) 0.75685(9) 0.0136(3) Uani 1 1 d . . . . .
C8 C 0.6108(2) 0.94308(11) 0.82729(11) 0.0174(3) Uani 1 1 d . . . . .
C9 C 0.7534(2) 0.90509(11) 0.82921(12) 0.0202(3) Uani 1 1 d . . . . .
H91 H 0.792784 0.875465 0.890285 0.024 Uiso 1 1 calc R U . . .
H92 H 0.820837 0.951504 0.824051 0.024 Uiso 1 1 calc R U . . .
N10 N 0.74130(15) 0.84170(9) 0.74887(10) 0.0137(3) Uani 1 1 d . . . . .
C11 C 0.78566(17) 0.75352(10) 0.78758(12) 0.0161(3) Uani 1 1 d . . . . .
H111 H 0.866363 0.757617 0.845443 0.019 Uiso 1 1 calc R U . . .
H112 H 0.817266 0.718796 0.740371 0.019 Uiso 1 1 calc R U . . .
C12 C 0.65681(17) 0.71207(10) 0.81008(11) 0.0130(3) Uani 1 1 d . . . . .
C13 C 0.39504(18) 0.64008(11) 0.81190(11) 0.0156(3) Uani 1 1 d . . . . .
H131 H 0.305301 0.614589 0.810826 0.019 Uiso 1 1 calc R U . . .
C14 C 0.52222(18) 0.60946(10) 0.87180(11) 0.0146(3) Uani 1 1 d . . . . .
H141 H 0.518918 0.563679 0.913861 0.018 Uiso 1 1 calc R U . . .
C15 C 0.65469(18) 0.64489(10) 0.87117(11) 0.0149(3) Uani 1 1 d . . . . .
H151 H 0.741351 0.623340 0.911760 0.018 Uiso 1 1 calc R U . . .
C16 C 0.3324(2) 1.00170(12) 0.79919(13) 0.0246(4) Uani 1 1 d . . . . .
H161 H 0.236508 1.021298 0.789590 0.030 Uiso 1 1 calc R U . . .
C17 C 0.4423(3) 1.03220(12) 0.87429(13) 0.0279(4) Uani 1 1 d . . . . .
H171 H 0.420395 1.072807 0.916641 0.033 Uiso 1 1 calc R U . . .
C18 C 0.5824(2) 1.00452(12) 0.88840(13) 0.0249(4) Uani 1 1 d . . . . .
H181 H 0.657281 1.026931 0.938544 0.030 Uiso 1 1 calc R U . . .
C20 C 0.31042(18) 0.79980(11) 0.52865(11) 0.0164(3) Uani 1 1 d . . . . .
H201 H 0.309450 0.852718 0.491212 0.020 Uiso 1 1 calc R U . . .
H202 H 0.216640 0.770681 0.504784 0.020 Uiso 1 1 calc R U . . .
C21 C 0.43129(19) 0.74069(11) 0.51796(12) 0.0164(3) Uani 1 1 d . . . . .
O211 O 0.55295(12) 0.74897(7) 0.58229(8) 0.0138(2) Uani 1 1 d . . . . .
O212 O 0.41360(16) 0.69113(9) 0.45129(9) 0.0264(3) Uani 1 1 d . . . . .
C30 C 0.81674(17) 0.87379(11) 0.67924(12) 0.0167(3) Uani 1 1 d . . . . .
H301 H 0.847407 0.824779 0.646417 0.020 Uiso 1 1 calc R U . . .
H302 H 0.903353 0.906543 0.712373 0.020 Uiso 1 1 calc R U . . .
C31 C 0.71444(17) 0.93174(10) 0.60712(11) 0.0133(3) Uani 1 1 d . . . . .
O311 O 0.57866(12) 0.92053(7) 0.59778(8) 0.0128(2) Uani 1 1 d . . . . .
O312 O 0.76143(13) 0.98338(8) 0.55972(9) 0.0181(2) Uani 1 1 d . . . . .
Cl1A Cl 1.0064(2) 1.07310(13) 0.83446(15) 0.0261(4) Uani 0.482(3) 1 d . . P A 1
Cl1B Cl 0.9745(2) 1.09655(13) 0.81327(14) 0.0227(4) Uani 0.462(3) 1 d . . P B 2
Cl1C Cl 0.9792(10) 1.1291(8) 0.7734(9) 0.031(3) Uiso 0.056(2) 1 d . . P C 3
O1W O 0.1198(2) 0.65424(17) 0.35106(15) 0.0690(8) Uani 1 1 d . . . . .
H11W H 0.213613 0.662972 0.373474 0.083 Uiso 1 1 d R U . . .
H12W H 0.099036 0.626040 0.396372 0.083 Uiso 1 1 d R U . . .
O2W O 0.0980(3) 0.5417(2) 0.4774(2) 0.0357(7) Uani 0.5 1 d . . P . .
H21W H 0.050163 0.495595 0.451001 0.043 Uiso 0.5 1 d R U P . .
H22W H 0.054782 0.561235 0.518718 0.043 Uiso 0.5 1 d R U P . .
O3W O 0.79293(15) 0.69192(10) 0.52413(10) 0.0272(3) Uani 1 1 d . . . . .
H31W H 0.714606 0.703871 0.541337 0.033 Uiso 1 1 d R U . . .
H32W H 0.850610 0.662669 0.573937 0.033 Uiso 1 1 d R U . . .
O4W O 0.99991(15) 0.81651(12) 0.53325(11) 0.0362(4) Uani 1 1 d . . . . .
H41W H 0.980295 0.849532 0.479985 0.043 Uiso 1 1 d R U . . .
H42W H 0.925095 0.775524 0.523783 0.043 Uiso 1 1 d R U . . .
O5W O 1.02471(15) 1.06468(10) 0.61437(11) 0.0328(3) Uani 1 1 d . . . . .
H51W H 1.014961 1.076614 0.670188 0.039 Uiso 1 1 d R U . . .
H52W H 0.948723 1.033733 0.591095 0.039 Uiso 1 1 d R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Co1 N1 1.8377(14) . ?
Co1 N7 1.8382(14) . ?
Co1 O311 1.8963(11) . ?
Co1 O211 1.9202(11) . ?
Co1 N4 1.9448(14) . ?
Co1 N10 1.9475(14) . ?
N1 C2 1.334(2) . ?
N1 C12 1.348(2) . ?
C2 C13 1.388(2) . ?
C2 C3 1.504(2) . ?
C3 N4 1.518(2) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C20 1.490(2) . ?
N4 C5 1.502(2) . ?
C5 C6 1.509(2) . ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 N7 1.345(2) . ?
C6 C16 1.381(2) . ?
N7 C8 1.339(2) . ?
C8 C18 1.389(2) . ?
C8 C9 1.493(3) . ?
C9 N10 1.519(2) . ?
C9 H91 0.9900 . ?
C9 H92 0.9900 . ?
N10 C30 1.492(2) . ?
N10 C11 1.505(2) . ?
C11 C12 1.515(2) . ?
C11 H111 0.9900 . ?
C11 H112 0.9900 . ?
C12 C15 1.383(2) . ?
C13 C14 1.391(2) . ?
C13 H131 0.9500 . ?
C14 C15 1.396(2) . ?
C14 H141 0.9500 . ?
C15 H151 0.9500 . ?
C16 C17 1.394(3) . ?
C16 H161 0.9500 . ?
C17 C18 1.383(3) . ?
C17 H171 0.9500 . ?
C18 H181 0.9500 . ?
C20 C21 1.528(2) . ?
C20 H201 0.9900 . ?
C20 H202 0.9900 . ?
C21 O212 1.223(2) . ?
C21 O211 1.303(2) . ?
C30 C31 1.535(2) . ?
C30 H301 0.9900 . ?
C30 H302 0.9900 . ?
C31 O312 1.228(2) . ?
C31 O311 1.2939(19) . ?
O1W H11W 0.8879 . ?
O1W H12W 0.8649 . ?
O2W H21W 0.8858 . ?
O2W H22W 0.8782 . ?
O3W H31W 0.8794 . ?
O3W H32W 0.9141 . ?
O4W H41W 0.9130 . ?
O4W H42W 0.9467 . ?
O5W H51W 0.8699 . ?
O5W H52W 0.8685 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Co1 N7 93.52(6) . . ?
N1 Co1 O311 172.16(6) . . ?
N7 Co1 O311 89.54(5) . . ?
N1 Co1 O211 88.37(6) . . ?
N7 Co1 O211 171.76(6) . . ?
O311 Co1 O211 89.62(5) . . ?
N1 Co1 N4 86.36(6) . . ?
N7 Co1 N4 85.05(6) . . ?
O311 Co1 N4 101.11(5) . . ?
O211 Co1 N4 87.06(5) . . ?
N1 Co1 N10 85.71(6) . . ?
N7 Co1 N10 86.38(6) . . ?
O311 Co1 N10 87.28(5) . . ?
O211 Co1 N10 101.77(6) . . ?
N4 Co1 N10 167.94(6) . . ?
C2 N1 C12 124.01(14) . . ?
C2 N1 Co1 119.16(11) . . ?
C12 N1 Co1 116.72(11) . . ?
N1 C2 C13 119.51(15) . . ?
N1 C2 C3 113.75(14) . . ?
C13 C2 C3 126.74(15) . . ?
C2 C3 N4 110.87(13) . . ?
C2 C3 H31 109.5 . . ?
N4 C3 H31 109.5 . . ?
C2 C3 H32 109.5 . . ?
N4 C3 H32 109.5 . . ?
H31 C3 H32 108.1 . . ?
C20 N4 C5 114.61(13) . . ?
C20 N4 C3 111.89(13) . . ?
C5 N4 C3 110.13(13) . . ?
C20 N4 Co1 103.46(10) . . ?
C5 N4 Co1 106.52(10) . . ?
C3 N4 Co1 109.82(10) . . ?
N4 C5 C6 107.48(13) . . ?
N4 C5 H51 110.2 . . ?
C6 C5 H51 110.2 . . ?
N4 C5 H52 110.2 . . ?
C6 C5 H52 110.2 . . ?
H51 C5 H52 108.5 . . ?
N7 C6 C16 119.32(17) . . ?
N7 C6 C5 112.27(14) . . ?
C16 C6 C5 128.25(17) . . ?
C8 N7 C6 123.65(15) . . ?
C8 N7 Co1 118.99(12) . . ?
C6 N7 Co1 117.32(12) . . ?
N7 C8 C18 119.23(17) . . ?
N7 C8 C9 113.75(14) . . ?
C18 C8 C9 127.01(16) . . ?
C8 C9 N10 111.36(13) . . ?
C8 C9 H91 109.4 . . ?
N10 C9 H91 109.4 . . ?
C8 C9 H92 109.4 . . ?
N10 C9 H92 109.4 . . ?
H91 C9 H92 108.0 . . ?
C30 N10 C11 115.03(13) . . ?
C30 N10 C9 111.35(13) . . ?
C11 N10 C9 110.21(13) . . ?
C30 N10 Co1 104.34(10) . . ?
C11 N10 Co1 106.03(10) . . ?
C9 N10 Co1 109.47(10) . . ?
N10 C11 C12 107.71(13) . . ?
N10 C11 H111 110.2 . . ?
C12 C11 H111 110.2 . . ?
N10 C11 H112 110.2 . . ?
C12 C11 H112 110.2 . . ?
H111 C11 H112 108.5 . . ?
N1 C12 C15 118.83(15) . . ?
N1 C12 C11 112.63(13) . . ?
C15 C12 C11 128.31(15) . . ?
C2 C13 C14 117.97(15) . . ?
C2 C13 H131 121.0 . . ?
C14 C13 H131 121.0 . . ?
C13 C14 C15 121.11(15) . . ?
C13 C14 H141 119.4 . . ?
C15 C14 H141 119.4 . . ?
C12 C15 C14 118.45(15) . . ?
C12 C15 H151 120.8 . . ?
C14 C15 H151 120.8 . . ?
C6 C16 C17 118.14(18) . . ?
C6 C16 H161 120.9 . . ?
C17 C16 H161 120.9 . . ?
C18 C17 C16 121.33(17) . . ?
C18 C17 H171 119.3 . . ?
C16 C17 H171 119.3 . . ?
C17 C18 C8 118.21(18) . . ?
C17 C18 H181 120.9 . . ?
C8 C18 H181 120.9 . . ?
N4 C20 C21 109.22(13) . . ?
N4 C20 H201 109.8 . . ?
C21 C20 H201 109.8 . . ?
N4 C20 H202 109.8 . . ?
C21 C20 H202 109.8 . . ?
H201 C20 H202 108.3 . . ?
O212 C21 O211 123.31(16) . . ?
O212 C21 C20 121.07(15) . . ?
O211 C21 C20 115.58(14) . . ?
C21 O211 Co1 111.94(10) . . ?
N10 C30 C31 109.14(13) . . ?
N10 C30 H301 109.9 . . ?
C31 C30 H301 109.9 . . ?
N10 C30 H302 109.9 . . ?
C31 C30 H302 109.9 . . ?
H301 C30 H302 108.3 . . ?
O312 C31 O311 123.13(15) . . ?
O312 C31 C30 120.64(14) . . ?
O311 C31 C30 116.20(14) . . ?
C31 O311 Co1 112.78(10) . . ?
H11W O1W H12W 102.5 . . ?
H21W O2W H22W 107.1 . . ?
H31W O3W H32W 105.3 . . ?
H41W O4W H42W 106.2 . . ?
H51W O5W H52W 101.3 . . ?

_refine_diff_density_max         0.912
_refine_diff_density_min         -0.534
_refine_diff_density_rms         0.063

####################################################################### 
# 
# 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_znpy2n2
_database_code_depnum_ccdc_archive 'CCDC 2516500'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2026-02-20 deposited with the CCDC.	2026-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H16 Cl2 N4 Zn, 0.5(C3 H8 O), H2 O'
_chemical_formula_sum            'C15.50 H22 Cl2 N4 O1.50 Zn'
_chemical_formula_weight         424.64

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           70
_space_group_name_H-M_alt        'F d d d'
_space_group_name_Hall           '-F 2uv 2vw'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+3/4, -y+3/4, z'
'-x+3/4, y, -z+3/4'
'x, -y+3/4, -z+3/4'
'x, y+1/2, z+1/2'
'-x+3/4, -y+5/4, z+1/2'
'-x+3/4, y+1/2, -z+5/4'
'x, -y+5/4, -z+5/4'
'x+1/2, y, z+1/2'
'-x+5/4, -y+3/4, z+1/2'
'-x+5/4, y, -z+5/4'
'x+1/2, -y+3/4, -z+5/4'
'x+1/2, y+1/2, z'
'-x+5/4, -y+5/4, z'
'-x+5/4, y+1/2, -z+3/4'
'x+1/2, -y+5/4, -z+3/4'
'-x, -y, -z'
'x-3/4, y-3/4, -z'
'x-3/4, -y, z-3/4'
'-x, y-3/4, z-3/4'
'-x, -y+1/2, -z+1/2'
'x-3/4, y-1/4, -z+1/2'
'x-3/4, -y+1/2, z-1/4'
'-x, y-1/4, z-1/4'
'-x+1/2, -y, -z+1/2'
'x-1/4, y-3/4, -z+1/2'
'x-1/4, -y, z-1/4'
'-x+1/2, y-3/4, z-1/4'
'-x+1/2, -y+1/2, -z'
'x-1/4, y-1/4, -z'
'x-1/4, -y+1/2, z-3/4'
'-x+1/2, y-1/4, z-3/4'

_cell_length_a                   8.6134(3)
_cell_length_b                   28.9571(13)
_cell_length_c                   29.0239(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7239.1(5)
_cell_formula_units_Z            16
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9875
_cell_measurement_theta_min      2.8072
_cell_measurement_theta_max      28.2431

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.558
_exptl_crystal_F_000             3504
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.449
_exptl_crystal_size_mid          0.224
_exptl_crystal_size_min          0.074
_exptl_absorpt_coefficient_mu    1.665
_shelx_estimated_absorpt_T_min   0.522
_shelx_estimated_absorpt_T_max   0.887
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.522
_exptl_absorpt_correction_T_max  0.887
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for single-crystal
 structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'INCOATEC I\mS'
_diffrn_measurement_device       'KAPPA diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 7.391
_diffrn_reflns_number            19686
_diffrn_reflns_av_unetI/netI     0.0130
_diffrn_reflns_av_R_equivalents  0.0239
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_l_min       -38
_diffrn_reflns_limit_l_max       38
_diffrn_reflns_theta_min         2.565
_diffrn_reflns_theta_max         28.277
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2256
_reflns_number_gt                2117
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker Instrument Service v8.5.1.2.Release'
_computing_cell_refinement       'SAINT V8.41 (Bruker AXS LLC)'
_computing_data_reduction        'SAINT V8.41 (Bruker AXS LLC)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0226P)²+21.6933P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2256
_refine_ls_number_parameters     125
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0239
_refine_ls_R_factor_gt           0.0219
_refine_ls_wR_factor_ref         0.0564
_refine_ls_wR_factor_gt          0.0552
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn1 Zn 0.375000 0.375000 0.67892(2) 0.01351(7) Uani 1 2 d S T P . .
Cl1 Cl 0.36297(4) 0.43463(2) 0.62220(2) 0.01879(8) Uani 1 1 d . . . . .
N1 N 0.35724(13) 0.42263(4) 0.73417(4) 0.0146(2) Uani 1 1 d . . . . .
C2 C 0.48761(16) 0.44011(5) 0.75212(5) 0.0165(3) Uani 1 1 d . . . . .
C3 C 0.63492(16) 0.42840(5) 0.72630(5) 0.0201(3) Uani 1 1 d . . . . .
H31 H 0.655932 0.452806 0.703246 0.024 Uiso 1 1 calc R U . . .
H32 H 0.722965 0.427789 0.748221 0.024 Uiso 1 1 calc R U . . .
N4 N 0.62460(13) 0.38332(4) 0.70270(4) 0.0161(2) Uani 1 1 d . . . . .
H41 H 0.685(2) 0.3844(6) 0.6794(6) 0.027(5) Uiso 1 1 d . . . . .
C5 C 0.66762(16) 0.34347(5) 0.73153(5) 0.0191(3) Uani 1 1 d . . . . .
H51 H 0.740690 0.353886 0.755727 0.023 Uiso 1 1 calc R U . . .
H52 H 0.722280 0.320482 0.712189 0.023 Uiso 1 1 calc R U . . .
C6 C 0.22031(16) 0.42954(5) 0.75424(5) 0.0162(3) Uani 1 1 d . . . . .
C7 C 0.48395(17) 0.46789(5) 0.79104(5) 0.0208(3) Uani 1 1 d . . . . .
H71 H 0.576879 0.480089 0.803801 0.025 Uiso 1 1 calc R U . . .
C8 C 0.34054(19) 0.47739(5) 0.81086(5) 0.0240(3) Uani 1 1 d . . . . .
H81 H 0.334056 0.497423 0.836710 0.029 Uiso 1 1 calc R U . . .
C9 C 0.20713(17) 0.45767(5) 0.79294(5) 0.0213(3) Uani 1 1 d . . . . .
H91 H 0.108860 0.463210 0.806731 0.026 Uiso 1 1 calc R U . . .
O1W O 0.125000 0.23895(7) 0.625000 0.0565(7) Uani 1 2 d S T P . .
H11W H 0.2054(11) 0.2589(10) 0.6246(11) 0.079(10) Uiso 1 1 d D . . . .
C1A C -0.0522(8) 0.1280(4) 0.6296(4) 0.0350(17) Uiso 0.25 1 d D . P A -1
H11A H -0.124048 0.143760 0.650570 0.042 Uiso 0.25 1 d R U P A -1
H12A H -0.086613 0.096129 0.624907 0.042 Uiso 0.25 1 d R U P A -1
H13A H -0.050238 0.144219 0.599971 0.042 Uiso 0.25 1 d R U P A -1
C2A C 0.1095(7) 0.1276(4) 0.64735(18) 0.0271(13) Uiso 0.25 1 d D . P A -1
H21A H 0.132775 0.098868 0.665118 0.032 Uiso 0.25 1 d R U P A -1
O2A O 0.0991(5) 0.16204(17) 0.67518(17) 0.0300(10) Uiso 0.25 1 d . . P A -1
H21O H 0.107166 0.186625 0.659274 0.036 Uiso 0.25 1 d R U P A -1
C3A C 0.2318(11) 0.1318(3) 0.6109(3) 0.047(2) Uiso 0.25 1 d D . P A -1
H31A H 0.178688 0.145113 0.584174 0.057 Uiso 0.25 1 d R U P A -1
H32A H 0.278255 0.102149 0.602331 0.057 Uiso 0.25 1 d R U P A -1
H33A H 0.313371 0.152964 0.621338 0.057 Uiso 0.25 1 d R U P A -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
Zn1 N1 2.1206(11) . ?
Zn1 N1 2.1207(11) 2 ?
Zn1 N4 2.2708(12) 2 ?
Zn1 N4 2.2709(12) . ?
Zn1 Cl1 2.3878(4) 2 ?
Zn1 Cl1 2.3878(4) . ?
N1 C6 1.3306(17) . ?
N1 C2 1.3375(17) . ?
C2 C7 1.3872(19) . ?
C2 C3 1.5121(19) . ?
C3 N4 1.4768(18) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C5 1.4729(17) . ?
N4 H41 0.85(2) . ?
C5 C6 1.5132(19) 2 ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 C9 1.3920(19) . ?
C7 C8 1.390(2) . ?
C7 H71 0.9500 . ?
C8 C9 1.385(2) . ?
C8 H81 0.9500 . ?
C9 H91 0.9500 . ?
O1W H11W 0.90(2) . ?
O1W H11W 0.90(2) 11_455 ?
C1A C2A 1.484(7) . ?
C1A H11A 0.9800 . ?
C1A H12A 0.9800 . ?
C1A H13A 0.9800 . ?
C2A O2A 1.286(10) . ?
C2A C3A 1.497(7) . ?
C2A H21A 1.0000 . ?
O2A H21O 0.8514 . ?
C3A H31A 0.9800 . ?
C3A H32A 0.9800 . ?
C3A H33A 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
N1 Zn1 N1 81.74(6) . 2 ?
N1 Zn1 N4 76.76(4) . 2 ?
N1 Zn1 N4 76.67(4) 2 2 ?
N1 Zn1 N4 76.67(4) . . ?
N1 Zn1 N4 76.76(4) 2 . ?
N4 Zn1 N4 144.61(6) 2 . ?
N1 Zn1 Cl1 174.11(3) . 2 ?
N1 Zn1 Cl1 92.75(3) 2 2 ?
N4 Zn1 Cl1 100.01(3) 2 2 ?
N4 Zn1 Cl1 104.20(3) . 2 ?
N1 Zn1 Cl1 92.75(3) . . ?
N1 Zn1 Cl1 174.11(3) 2 . ?
N4 Zn1 Cl1 104.19(3) 2 . ?
N4 Zn1 Cl1 100.01(3) . . ?
Cl1 Zn1 Cl1 92.833(18) 2 . ?
C6 N1 C2 121.11(12) . . ?
C6 N1 Zn1 119.53(9) . . ?
C2 N1 Zn1 118.70(9) . . ?
N1 C2 C7 121.18(13) . . ?
N1 C2 C3 115.25(12) . . ?
C7 C2 C3 123.55(13) . . ?
N4 C3 C2 112.19(11) . . ?
N4 C3 H31 109.2 . . ?
C2 C3 H31 109.2 . . ?
N4 C3 H32 109.2 . . ?
C2 C3 H32 109.2 . . ?
H31 C3 H32 107.9 . . ?
C5 N4 C3 114.44(11) . . ?
C5 N4 Zn1 109.13(8) . . ?
C3 N4 Zn1 106.97(8) . . ?
C5 N4 H41 109.2(13) . . ?
C3 N4 H41 107.4(13) . . ?
Zn1 N4 H41 109.7(13) . . ?
N4 C5 C6 113.26(11) . 2 ?
N4 C5 H51 108.9 . . ?
C6 C5 H51 108.9 2 . ?
N4 C5 H52 108.9 . . ?
C6 C5 H52 108.9 2 . ?
H51 C5 H52 107.7 . . ?
N1 C6 C9 120.90(13) . . ?
N1 C6 C5 116.04(12) . 2 ?
C9 C6 C5 123.03(12) . 2 ?
C2 C7 C8 118.16(13) . . ?
C2 C7 H71 120.9 . . ?
C8 C7 H71 120.9 . . ?
C9 C8 C7 120.03(13) . . ?
C9 C8 H81 120.0 . . ?
C7 C8 H81 120.0 . . ?
C8 C9 C6 118.48(13) . . ?
C8 C9 H91 120.8 . . ?
C6 C9 H91 120.8 . . ?
H11W O1W H11W 100(3) . 11_455 ?
C2A C1A H11A 112.4 . . ?
C2A C1A H12A 109.0 . . ?
H11A C1A H12A 109.5 . . ?
C2A C1A H13A 107.0 . . ?
H11A C1A H13A 109.5 . . ?
H12A C1A H13A 109.5 . . ?
O2A C2A C1A 98.4(7) . . ?
O2A C2A C3A 115.5(8) . . ?
C1A C2A C3A 114.5(7) . . ?
O2A C2A H21A 109.6 . . ?
C1A C2A H21A 111.9 . . ?
C3A C2A H21A 106.9 . . ?
C2A O2A H21O 107.6 . . ?
C2A C3A H31A 105.2 . . ?
C2A C3A H32A 113.3 . . ?
H31A C3A H32A 109.5 . . ?
C2A C3A H33A 109.7 . . ?
H31A C3A H33A 109.5 . . ?
H32A C3A H33A 109.5 . . ?

_refine_diff_density_max         0.402
_refine_diff_density_min         -0.331
_refine_diff_density_rms         0.051

####################################################################### 
# 
# 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_py2n2_karboxfe2_sq
_database_code_depnum_ccdc_archive 'CCDC 2516506'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2026-02-20 deposited with the CCDC.	2026-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H18 Cl Fe N4 O4, 2(H2 O) [+ 2(H2 O)]'
_chemical_formula_sum            'C18 H26 Cl Fe N4 O8'
_chemical_formula_weight         517.73

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.0585(12)
_cell_length_b                   9.7640(13)
_cell_length_c                   14.477(2)
_cell_angle_alpha                72.604(5)
_cell_angle_beta                 72.489(5)
_cell_angle_gamma                63.055(5)
_cell_volume                     1068.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9053
_cell_measurement_theta_min      2.7209
_cell_measurement_theta_max      28.274

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.609
_exptl_crystal_F_000             538
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.273
_exptl_crystal_size_mid          0.226
_exptl_crystal_size_min          0.106
_exptl_absorpt_coefficient_mu    0.885
_shelx_estimated_absorpt_T_min   0.794
_shelx_estimated_absorpt_T_max   0.912
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.797
_exptl_absorpt_correction_T_max  0.913
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for single-crystal
 structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'INCOATEC I\mS'
_diffrn_measurement_device       'KAPPA diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 7.391
_diffrn_reflns_number            86306
_diffrn_reflns_av_unetI/netI     0.0146
_diffrn_reflns_av_R_equivalents  0.0383
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.384
_diffrn_reflns_theta_max         28.322
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5303
_reflns_number_gt                5156
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker Instrument Service v8.5.5.6'
_computing_cell_refinement       'SAINT V8.41 (Bruker AXS LLC)'
_computing_data_reduction        'SAINT V8.41 (Bruker AXS LLC)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
Diffuse electron density corresponding to water molecules of crystallization
was treated using the SQUEEZE procedure implemented in PLATON. The solvent-accessible
void volume is 108 Å^3 per unit cell containing 40 electrons, consistent with four
water molecules per unit cel.
;
_platon_squeeze_void_content     '3Cl, 6(H2 O)'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0242P)²+1.5796P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5303
_refine_ls_number_parameters     277
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0382
_refine_ls_R_factor_gt           0.0373
_refine_ls_wR_factor_ref         0.0891
_refine_ls_wR_factor_gt          0.0886
_refine_ls_goodness_of_fit_ref   1.193
_refine_ls_restrained_S_all      1.193
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.47873(3) 0.34650(3) 0.80203(2) 0.01227(7) Uani 1 1 d . . . . .
Cl1 Cl 0.47853(6) 0.29938(5) 0.96651(3) 0.01926(10) Uani 1 1 d . . . . .
N1 N 0.4119(2) 0.38389(18) 0.66782(12) 0.0146(3) Uani 1 1 d . . . . .
C2 C 0.3170(2) 0.5290(2) 0.62582(14) 0.0158(3) Uani 1 1 d . . . . .
C3 C 0.2686(2) 0.6574(2) 0.68042(15) 0.0170(4) Uani 1 1 d . . . . .
H31 H 0.347587 0.710258 0.650810 0.020 Uiso 1 1 calc R U . . .
H32 H 0.153829 0.735929 0.672302 0.020 Uiso 1 1 calc R U . . .
N4 N 0.2714(2) 0.59829(18) 0.78787(12) 0.0142(3) Uani 1 1 d . . . . .
C5 C 0.1036(2) 0.6070(2) 0.84746(16) 0.0190(4) Uani 1 1 d . . . . .
H51 H 0.014237 0.696109 0.814962 0.023 Uiso 1 1 calc R U . . .
H52 H 0.091063 0.626039 0.913389 0.023 Uiso 1 1 calc R U . . .
C6 C 0.0819(2) 0.4593(2) 0.85919(14) 0.0156(3) Uani 1 1 d . . . . .
N7 N 0.2249(2) 0.33023(18) 0.85007(12) 0.0142(3) Uani 1 1 d . . . . .
C8 C 0.2139(2) 0.1931(2) 0.86290(14) 0.0159(4) Uani 1 1 d . . . . .
C9 C 0.3789(3) 0.0542(2) 0.85324(18) 0.0233(4) Uani 1 1 d . . . . .
H91 H 0.404091 -0.000980 0.919741 0.028 Uiso 1 1 calc R U . . .
H92 H 0.369559 -0.019163 0.822792 0.028 Uiso 1 1 calc R U . . .
N10 N 0.5192(2) 0.09940(18) 0.79253(12) 0.0153(3) Uani 1 1 d . . . . .
C11 C 0.5436(3) 0.1015(2) 0.68566(16) 0.0219(4) Uani 1 1 d . . . . .
H111 H 0.505602 0.025156 0.678932 0.026 Uiso 1 1 calc R U . . .
H112 H 0.665509 0.067764 0.656340 0.026 Uiso 1 1 calc R U . . .
C12 C 0.4491(2) 0.2601(2) 0.62893(15) 0.0170(4) Uani 1 1 d . . . . .
C13 C 0.2677(2) 0.5565(2) 0.53800(15) 0.0195(4) Uani 1 1 d . . . . .
H131 H 0.203030 0.659762 0.508169 0.023 Uiso 1 1 calc R U . . .
C14 C 0.3146(3) 0.4304(3) 0.49441(15) 0.0217(4) Uani 1 1 d . . . . .
H141 H 0.286224 0.446844 0.432788 0.026 Uiso 1 1 calc R U . . .
C15 C 0.4034(3) 0.2797(2) 0.54155(15) 0.0200(4) Uani 1 1 d . . . . .
H151 H 0.432071 0.191781 0.514084 0.024 Uiso 1 1 calc R U . . .
C16 C -0.0769(2) 0.4560(2) 0.88265(15) 0.0193(4) Uani 1 1 d . . . . .
H161 H -0.176036 0.549240 0.888517 0.023 Uiso 1 1 calc R U . . .
C17 C -0.0875(3) 0.3130(3) 0.89736(16) 0.0213(4) Uani 1 1 d . . . . .
H171 H -0.194309 0.306731 0.913948 0.026 Uiso 1 1 calc R U . . .
C18 C 0.0602(3) 0.1798(2) 0.88745(15) 0.0198(4) Uani 1 1 d . . . . .
H181 H 0.056113 0.080793 0.897355 0.024 Uiso 1 1 calc R U . . .
C20 C 0.3330(2) 0.6881(2) 0.82152(15) 0.0171(4) Uani 1 1 d . . . . .
H201 H 0.314945 0.665281 0.894475 0.021 Uiso 1 1 calc R U . . .
H202 H 0.271159 0.801773 0.799379 0.021 Uiso 1 1 calc R U . . .
C21 C 0.5196(2) 0.6401(2) 0.77762(15) 0.0166(4) Uani 1 1 d . . . . .
O211 O 0.59604(17) 0.50222(15) 0.75763(10) 0.0161(3) Uani 1 1 d . . . . .
O212 O 0.58588(19) 0.73246(17) 0.76438(13) 0.0262(3) Uani 1 1 d . . . . .
C30 C 0.6782(3) -0.0090(2) 0.82684(16) 0.0194(4) Uani 1 1 d . . . . .
H301 H 0.724122 -0.108361 0.803118 0.023 Uiso 1 1 calc R U . . .
H302 H 0.657558 -0.032649 0.899863 0.023 Uiso 1 1 calc R U . . .
C31 C 0.8026(3) 0.0681(2) 0.78661(17) 0.0218(4) Uani 1 1 d . . . . .
O311 O 0.73755(18) 0.21714(16) 0.75984(12) 0.0222(3) Uani 1 1 d . . . . .
O312 O 0.9549(2) -0.01468(18) 0.78376(15) 0.0322(4) Uani 1 1 d . . . . .
O1W O 0.9669(2) 0.3837(2) 0.65075(15) 0.0400(5) Uani 1 1 d . . . . .
H11W H 0.878407 0.371909 0.691462 0.079(14) Uiso 1 1 d R . . . .
H12W H 1.060220 0.279769 0.658285 0.046(18) Uiso 0.5 1 d R . P A 1
H13W H 0.960987 0.469852 0.652258 0.08(3) Uiso 0.5 1 d R . P B 2
O2W O 0.8960(2) 0.6890(2) 0.65369(16) 0.0420(5) Uani 1 1 d . . . . .
H21W H 0.797192 0.707108 0.691871 0.048(9) Uiso 1 1 d R . . . .
H22W H 0.935779 0.590807 0.651126 0.032(15) Uiso 0.5 1 d R . P C 1
H23W H 0.878356 0.714584 0.597381 0.07(3) Uiso 0.5 1 d R . P D 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
Fe1 O211 2.0793(13) . ?
Fe1 N1 2.0878(17) . ?
Fe1 O311 2.0931(15) . ?
Fe1 N7 2.2575(16) . ?
Fe1 Cl1 2.2858(6) . ?
Fe1 N10 2.3111(16) . ?
Fe1 N4 2.3149(16) . ?
N1 C2 1.346(2) . ?
N1 C12 1.347(2) . ?
C2 C13 1.384(3) . ?
C2 C3 1.508(3) . ?
C3 N4 1.492(2) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C20 1.477(2) . ?
N4 C5 1.483(2) . ?
C5 C6 1.496(3) . ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 N7 1.342(2) . ?
C6 C16 1.388(3) . ?
N7 C8 1.342(2) . ?
C8 C18 1.385(3) . ?
C8 C9 1.498(3) . ?
C9 N10 1.479(3) . ?
C9 H91 0.9900 . ?
C9 H92 0.9900 . ?
N10 C30 1.475(2) . ?
N10 C11 1.491(3) . ?
C11 C12 1.506(3) . ?
C11 H111 0.9900 . ?
C11 H112 0.9900 . ?
C12 C15 1.381(3) . ?
C13 C14 1.387(3) . ?
C13 H131 0.9500 . ?
C14 C15 1.391(3) . ?
C14 H141 0.9500 . ?
C15 H151 0.9500 . ?
C16 C17 1.391(3) . ?
C16 H161 0.9500 . ?
C17 C18 1.386(3) . ?
C17 H171 0.9500 . ?
C18 H181 0.9500 . ?
C20 C21 1.514(3) . ?
C20 H201 0.9900 . ?
C20 H202 0.9900 . ?
C21 O212 1.237(2) . ?
C21 O211 1.281(2) . ?
C30 C31 1.512(3) . ?
C30 H301 0.9900 . ?
C30 H302 0.9900 . ?
C31 O312 1.238(3) . ?
C31 O311 1.280(2) . ?
O1W H11W 0.8731 . ?
O1W H12W 0.9836 . ?
O1W H13W 0.8250 . ?
O2W H21W 0.8694 . ?
O2W H22W 0.8662 . ?
O2W H23W 0.8204 . ?

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
O211 Fe1 N1 97.13(6) . . ?
O211 Fe1 O311 72.80(5) . . ?
N1 Fe1 O311 97.26(6) . . ?
O211 Fe1 N7 143.60(5) . . ?
N1 Fe1 N7 77.35(6) . . ?
O311 Fe1 N7 143.28(6) . . ?
O211 Fe1 Cl1 96.30(4) . . ?
N1 Fe1 Cl1 163.39(5) . . ?
O311 Fe1 Cl1 96.00(5) . . ?
N7 Fe1 Cl1 86.04(4) . . ?
O211 Fe1 N10 142.53(6) . . ?
N1 Fe1 N10 77.01(6) . . ?
O311 Fe1 N10 71.37(6) . . ?
N7 Fe1 N10 72.04(6) . . ?
Cl1 Fe1 N10 97.93(4) . . ?
O211 Fe1 N4 71.89(5) . . ?
N1 Fe1 N4 76.45(6) . . ?
O311 Fe1 N4 142.94(6) . . ?
N7 Fe1 N4 71.86(6) . . ?
Cl1 Fe1 N4 98.62(4) . . ?
N10 Fe1 N4 138.85(6) . . ?
C2 N1 C12 120.04(17) . . ?
C2 N1 Fe1 120.16(13) . . ?
C12 N1 Fe1 119.44(13) . . ?
N1 C2 C13 121.33(18) . . ?
N1 C2 C3 115.86(17) . . ?
C13 C2 C3 122.80(17) . . ?
N4 C3 C2 112.80(15) . . ?
N4 C3 H31 109.0 . . ?
C2 C3 H31 109.0 . . ?
N4 C3 H32 109.0 . . ?
C2 C3 H32 109.0 . . ?
H31 C3 H32 107.8 . . ?
C20 N4 C5 110.73(15) . . ?
C20 N4 C3 109.05(14) . . ?
C5 N4 C3 112.26(15) . . ?
C20 N4 Fe1 104.90(11) . . ?
C5 N4 Fe1 113.26(11) . . ?
C3 N4 Fe1 106.27(11) . . ?
N4 C5 C6 111.48(15) . . ?
N4 C5 H51 109.3 . . ?
C6 C5 H51 109.3 . . ?
N4 C5 H52 109.3 . . ?
C6 C5 H52 109.3 . . ?
H51 C5 H52 108.0 . . ?
N7 C6 C16 122.55(18) . . ?
N7 C6 C5 115.76(16) . . ?
C16 C6 C5 121.62(17) . . ?
C8 N7 C6 118.65(16) . . ?
C8 N7 Fe1 120.53(13) . . ?
C6 N7 Fe1 120.64(12) . . ?
N7 C8 C18 122.27(18) . . ?
N7 C8 C9 115.44(17) . . ?
C18 C8 C9 122.24(17) . . ?
N10 C9 C8 112.04(16) . . ?
N10 C9 H91 109.2 . . ?
C8 C9 H91 109.2 . . ?
N10 C9 H92 109.2 . . ?
C8 C9 H92 109.2 . . ?
H91 C9 H92 107.9 . . ?
C30 N10 C9 110.36(16) . . ?
C30 N10 C11 108.81(16) . . ?
C9 N10 C11 112.58(17) . . ?
C30 N10 Fe1 106.04(11) . . ?
C9 N10 Fe1 112.87(12) . . ?
C11 N10 Fe1 105.85(11) . . ?
N10 C11 C12 113.17(16) . . ?
N10 C11 H111 108.9 . . ?
C12 C11 H111 108.9 . . ?
N10 C11 H112 108.9 . . ?
C12 C11 H112 108.9 . . ?
H111 C11 H112 107.8 . . ?
N1 C12 C15 121.21(18) . . ?
N1 C12 C11 116.16(17) . . ?
C15 C12 C11 122.63(18) . . ?
C2 C13 C14 118.71(19) . . ?
C2 C13 H131 120.6 . . ?
C14 C13 H131 120.6 . . ?
C13 C14 C15 119.55(19) . . ?
C13 C14 H141 120.2 . . ?
C15 C14 H141 120.2 . . ?
C12 C15 C14 118.88(19) . . ?
C12 C15 H151 120.6 . . ?
C14 C15 H151 120.6 . . ?
C6 C16 C17 118.51(18) . . ?
C6 C16 H161 120.7 . . ?
C17 C16 H161 120.7 . . ?
C18 C17 C16 118.96(18) . . ?
C18 C17 H171 120.5 . . ?
C16 C17 H171 120.5 . . ?
C8 C18 C17 119.05(18) . . ?
C8 C18 H181 120.5 . . ?
C17 C18 H181 120.5 . . ?
N4 C20 C21 107.72(15) . . ?
N4 C20 H201 110.2 . . ?
C21 C20 H201 110.2 . . ?
N4 C20 H202 110.2 . . ?
C21 C20 H202 110.2 . . ?
H201 C20 H202 108.5 . . ?
O212 C21 O211 125.44(18) . . ?
O212 C21 C20 119.41(17) . . ?
O211 C21 C20 115.15(16) . . ?
C21 O211 Fe1 121.56(12) . . ?
N10 C30 C31 108.32(16) . . ?
N10 C30 H301 110.0 . . ?
C31 C30 H301 110.0 . . ?
N10 C30 H302 110.0 . . ?
C31 C30 H302 110.0 . . ?
H301 C30 H302 108.4 . . ?
O312 C31 O311 125.7(2) . . ?
O312 C31 C30 118.87(18) . . ?
O311 C31 C30 115.38(17) . . ?
C31 O311 Fe1 121.12(13) . . ?
H11W O1W H12W 105.6 . . ?
H11W O1W H13W 107.0 . . ?
H21W O2W H22W 104.2 . . ?
H21W O2W H23W 105.1 . . ?

_refine_diff_density_max         0.848
_refine_diff_density_min         -0.532
_refine_diff_density_rms         0.072



# start Validation Reply Form
_vrf_PLAT420_py2n2_karboxfe2_sq  
;
PROBLEM: D-H Bond Without Acceptor  O1W      --H12W     .     Please Check  
RESPONSE: The O-H... acceptor for the water molecule was part of the disordered 
solvent region, which has been treated with PLATON SQUEEZE. The reported 
structure corresponds to the solvent-free model.
;
_vrf_PLAT906_py2n2_karboxfe2_sq  
;
PROBLEM: Large K Value in the Analysis of Variance ......      2.452 Check 
RESPONSE: The large K value results from the use of the PLATON SQUEEZE procedure, 
which modifies the overall scale of the structure factors. The refinement is 
otherwise stable.
;
# 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_py2n2_karboxcu
_database_code_depnum_ccdc_archive 'CCDC 2516507'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2026-02-20 deposited with the CCDC.	2026-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H18 Cu N4 O4, 2(H2 O)'
_chemical_formula_sum            'C18 H22 Cu N4 O6'
_chemical_formula_weight         453.93

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'
Cu Cu 0.3201 1.2651 '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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   29.7157(12)
_cell_length_b                   9.7356(4)
_cell_length_c                   13.7443(6)
_cell_angle_alpha                90
_cell_angle_beta                 109.1190(10)
_cell_angle_gamma                90
_cell_volume                     3756.9(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9997
_cell_measurement_theta_min      2.5725
_cell_measurement_theta_max      28.2783

_exptl_crystal_description       prism
_exptl_crystal_colour            green-blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.605
_exptl_crystal_F_000             1880
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.390
_exptl_crystal_size_mid          0.312
_exptl_crystal_size_min          0.214
_exptl_absorpt_coefficient_mu    1.208
_shelx_estimated_absorpt_T_min   0.650
_shelx_estimated_absorpt_T_max   0.782
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.71
_exptl_absorpt_correction_T_max  0.78
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'INCOATEC I\mS'
_diffrn_measurement_device       'KAPPA diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 7.391
_diffrn_reflns_number            104898
_diffrn_reflns_av_unetI/netI     0.0098
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_h_max       39
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.214
_diffrn_reflns_theta_max         28.298
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4661
_reflns_number_gt                4572
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker Instrument Service v8.5.1.2 Release'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0342P)²+6.8649P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4661
_refine_ls_number_parameters     286
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0275
_refine_ls_R_factor_gt           0.0271
_refine_ls_wR_factor_ref         0.0719
_refine_ls_wR_factor_gt          0.0716
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.62705(2) 0.35480(2) 0.27201(2) 0.01659(6) Uani 1 1 d . . . . .
N1 N 0.66822(4) 0.26907(13) 0.40134(9) 0.0175(2) Uani 1 1 d . . . . .
C2 C 0.69069(5) 0.15000(15) 0.40196(11) 0.0199(3) Uani 1 1 d . . . . .
C3 C 0.68823(6) 0.08966(16) 0.29868(11) 0.0241(3) Uani 1 1 d . . . . .
H31 H 0.719076 0.105455 0.287449 0.029 Uiso 1 1 calc R U . . .
H32 H 0.683507 -0.010844 0.300525 0.029 Uiso 1 1 calc R U . . .
N4 N 0.64990(5) 0.14775(13) 0.21143(10) 0.0214(2) Uani 1 1 d . . . . .
C5 C 0.60695(6) 0.06224(15) 0.17810(12) 0.0247(3) Uani 1 1 d . . . . .
H51 H 0.615767 -0.034783 0.172471 0.030 Uiso 1 1 calc R U . . .
H52 H 0.585884 0.092874 0.109654 0.030 Uiso 1 1 calc R U . . .
C6 C 0.58113(5) 0.07486(15) 0.25653(11) 0.0220(3) Uani 1 1 d . . . . .
N7 N 0.57632(4) 0.20425(12) 0.28491(9) 0.0182(2) Uani 1 1 d . . . . .
C8 C 0.55774(5) 0.22989(15) 0.35920(11) 0.0188(3) Uani 1 1 d . . . . .
C9 C 0.55671(5) 0.37995(15) 0.38791(11) 0.0195(3) Uani 1 1 d . . . . .
H91 H 0.527062 0.422601 0.342255 0.023 Uiso 1 1 calc R U . . .
H92 H 0.556400 0.386526 0.459571 0.023 Uiso 1 1 calc R U . . .
N10 N 0.59829(4) 0.45677(12) 0.37903(9) 0.0161(2) Uani 1 1 d . . . . .
C11 C 0.63857(5) 0.45829(15) 0.47659(10) 0.0197(3) Uani 1 1 d . . . . .
H111 H 0.626412 0.470200 0.535072 0.024 Uiso 1 1 calc R U . . .
H112 H 0.659828 0.536611 0.476666 0.024 Uiso 1 1 calc R U . . .
C12 C 0.66625(5) 0.32544(16) 0.48929(10) 0.0189(3) Uani 1 1 d . . . . .
C13 C 0.71543(5) 0.08534(16) 0.49427(12) 0.0244(3) Uani 1 1 d . . . . .
H131 H 0.732466 0.002630 0.494759 0.029 Uiso 1 1 calc R U . . .
C14 C 0.71467(6) 0.14431(17) 0.58548(12) 0.0267(3) Uani 1 1 d . . . . .
H141 H 0.731654 0.102479 0.649426 0.032 Uiso 1 1 calc R U . . .
C15 C 0.68917(5) 0.26432(17) 0.58372(11) 0.0242(3) Uani 1 1 d . . . . .
H151 H 0.687463 0.303598 0.645684 0.029 Uiso 1 1 calc R U . . .
C16 C 0.56498(7) -0.03471(17) 0.29939(14) 0.0325(4) Uani 1 1 d . . . . .
H161 H 0.567654 -0.125949 0.277392 0.039 Uiso 1 1 calc R U . . .
C17 C 0.54465(7) -0.00889(19) 0.37564(17) 0.0383(4) Uani 1 1 d . . . . .
H171 H 0.533138 -0.082810 0.406004 0.046 Uiso 1 1 calc R U . . .
C18 C 0.54125(6) 0.12477(17) 0.40711(14) 0.0296(3) Uani 1 1 d . . . . .
H181 H 0.528029 0.144037 0.459895 0.036 Uiso 1 1 calc R U . . .
C20 C 0.66702(6) 0.20054(17) 0.13047(11) 0.0260(3) Uani 1 1 d . . . . .
H201 H 0.639595 0.219260 0.067758 0.031 Uiso 1 1 calc R U . . .
H202 H 0.687424 0.130792 0.113154 0.031 Uiso 1 1 calc R U . . .
C21 C 0.69551(6) 0.33269(17) 0.16613(11) 0.0241(3) Uani 1 1 d . . . . .
O211 O 0.68131(4) 0.41258(11) 0.22338(8) 0.0228(2) Uani 1 1 d . . . . .
O212 O 0.72997(5) 0.35671(15) 0.13682(11) 0.0372(3) Uani 1 1 d . . . . .
C30 C 0.58524(5) 0.59175(14) 0.32905(11) 0.0198(3) Uani 1 1 d . . . . .
H301 H 0.613364 0.653053 0.350184 0.024 Uiso 1 1 calc R U . . .
H302 H 0.560085 0.633932 0.351927 0.024 Uiso 1 1 calc R U . . .
C31 C 0.56725(5) 0.57779(15) 0.21159(11) 0.0197(3) Uani 1 1 d . . . . .
O311 O 0.58227(4) 0.47380(11) 0.17314(7) 0.0206(2) Uani 1 1 d . . . . .
O312 O 0.54087(5) 0.66734(12) 0.15999(9) 0.0312(3) Uani 1 1 d . . . . .
O1W O 0.80345(7) 0.1556(2) 0.15066(16) 0.0397(6) Uani 0.706(4) 1 d . . P A 1
H11W H 0.779234 0.209818 0.139502 0.048 Uiso 0.706(4) 1 d R U P A 1
H12W H 0.801034 0.080718 0.191302 0.048 Uiso 0.706(4) 1 d R U P A 1
O1V O 0.79792(18) 0.2269(6) 0.0881(4) 0.0442(16) Uani 0.294(4) 1 d D . P A 2
H11V H 0.774(2) 0.270(8) 0.102(6) 0.053 Uiso 0.294(4) 1 d D U P A 2
H12V H 0.785(3) 0.212(9) 0.020(2) 0.053 Uiso 0.294(4) 1 d D U P A 2
O2W O 0.46028(4) 0.70340(12) -0.00947(9) 0.0275(2) Uani 1 1 d D . . . .
H21W H 0.4856(7) 0.677(2) 0.0380(15) 0.037(6) Uiso 1 1 d D . . . .
H22W H 0.4533(8) 0.6399(19) -0.0542(15) 0.033(6) 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
Cu1 O311 1.9430(10) . ?
Cu1 N1 1.9820(11) . ?
Cu1 O211 2.0171(11) . ?
Cu1 N7 2.1511(12) . ?
Cu1 N10 2.1685(11) . ?
Cu1 N4 2.3638(12) . ?
N1 C2 1.3364(18) . ?
N1 C12 1.3462(18) . ?
C2 C13 1.3911(19) . ?
C2 C3 1.516(2) . ?
C3 N4 1.4699(18) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C20 1.460(2) . ?
N4 C5 1.466(2) . ?
C5 C6 1.519(2) . ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 N7 1.3401(19) . ?
C6 C16 1.379(2) . ?
N7 C8 1.3339(19) . ?
C8 C18 1.390(2) . ?
C8 C9 1.516(2) . ?
C9 N10 1.4833(17) . ?
C9 H91 0.9900 . ?
C9 H92 0.9900 . ?
N10 C30 1.4747(17) . ?
N10 C11 1.4763(17) . ?
C11 C12 1.512(2) . ?
C11 H111 0.9900 . ?
C11 H112 0.9900 . ?
C12 C15 1.3868(19) . ?
C13 C14 1.386(2) . ?
C13 H131 0.9500 . ?
C14 C15 1.389(2) . ?
C14 H141 0.9500 . ?
C15 H151 0.9500 . ?
C16 C17 1.393(3) . ?
C16 H161 0.9500 . ?
C17 C18 1.385(3) . ?
C17 H171 0.9500 . ?
C18 H181 0.9500 . ?
C20 C21 1.530(2) . ?
C20 H201 0.9900 . ?
C20 H202 0.9900 . ?
C21 O212 1.239(2) . ?
C21 O211 1.2728(19) . ?
C30 C31 1.5313(19) . ?
C30 H301 0.9900 . ?
C30 H302 0.9900 . ?
C31 O312 1.2301(18) . ?
C31 O311 1.2876(17) . ?
O1W H11W 0.8647 . ?
O1W H12W 0.9355 . ?
O1V H11V 0.90(2) . ?
O1V H12V 0.90(2) . ?
O2W H21W 0.859(16) . ?
O2W H22W 0.848(16) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O311 Cu1 N1 163.44(5) . . ?
O311 Cu1 O211 92.33(4) . . ?
N1 Cu1 O211 95.11(4) . . ?
O311 Cu1 N7 97.24(5) . . ?
N1 Cu1 N7 83.25(5) . . ?
O211 Cu1 N7 151.06(5) . . ?
O311 Cu1 N10 82.51(4) . . ?
N1 Cu1 N10 81.32(5) . . ?
O211 Cu1 N10 129.23(4) . . ?
N7 Cu1 N10 79.25(4) . . ?
O311 Cu1 N4 118.17(4) . . ?
N1 Cu1 N4 78.03(5) . . ?
O211 Cu1 N4 76.59(5) . . ?
N7 Cu1 N4 74.80(5) . . ?
N10 Cu1 N4 148.40(4) . . ?
C2 N1 C12 121.09(12) . . ?
C2 N1 Cu1 122.10(10) . . ?
C12 N1 Cu1 115.98(10) . . ?
N1 C2 C13 120.80(14) . . ?
N1 C2 C3 117.35(12) . . ?
C13 C2 C3 121.85(13) . . ?
N4 C3 C2 113.68(12) . . ?
N4 C3 H31 108.8 . . ?
C2 C3 H31 108.8 . . ?
N4 C3 H32 108.8 . . ?
C2 C3 H32 108.8 . . ?
H31 C3 H32 107.7 . . ?
C20 N4 C5 116.53(12) . . ?
C20 N4 C3 112.76(12) . . ?
C5 N4 C3 113.53(12) . . ?
C20 N4 Cu1 100.38(9) . . ?
C5 N4 Cu1 105.86(9) . . ?
C3 N4 Cu1 106.02(9) . . ?
N4 C5 C6 108.83(12) . . ?
N4 C5 H51 109.9 . . ?
C6 C5 H51 109.9 . . ?
N4 C5 H52 109.9 . . ?
C6 C5 H52 109.9 . . ?
H51 C5 H52 108.3 . . ?
N7 C6 C16 121.18(15) . . ?
N7 C6 C5 114.16(13) . . ?
C16 C6 C5 124.62(14) . . ?
C8 N7 C6 120.60(13) . . ?
C8 N7 Cu1 114.37(9) . . ?
C6 N7 Cu1 118.17(10) . . ?
N7 C8 C18 121.56(14) . . ?
N7 C8 C9 115.35(12) . . ?
C18 C8 C9 123.08(14) . . ?
N10 C9 C8 112.09(11) . . ?
N10 C9 H91 109.2 . . ?
C8 C9 H91 109.2 . . ?
N10 C9 H92 109.2 . . ?
C8 C9 H92 109.2 . . ?
H91 C9 H92 107.9 . . ?
C30 N10 C11 115.18(11) . . ?
C30 N10 C9 112.86(11) . . ?
C11 N10 C9 112.31(11) . . ?
C30 N10 Cu1 101.19(8) . . ?
C11 N10 Cu1 103.79(8) . . ?
C9 N10 Cu1 110.43(8) . . ?
N10 C11 C12 110.17(11) . . ?
N10 C11 H111 109.6 . . ?
C12 C11 H111 109.6 . . ?
N10 C11 H112 109.6 . . ?
C12 C11 H112 109.6 . . ?
H111 C11 H112 108.1 . . ?
N1 C12 C15 120.86(14) . . ?
N1 C12 C11 115.28(12) . . ?
C15 C12 C11 123.85(13) . . ?
C14 C13 C2 118.50(14) . . ?
C14 C13 H131 120.7 . . ?
C2 C13 H131 120.7 . . ?
C13 C14 C15 120.22(14) . . ?
C13 C14 H141 119.9 . . ?
C15 C14 H141 119.9 . . ?
C12 C15 C14 118.38(14) . . ?
C12 C15 H151 120.8 . . ?
C14 C15 H151 120.8 . . ?
C6 C16 C17 118.63(16) . . ?
C6 C16 H161 120.7 . . ?
C17 C16 H161 120.7 . . ?
C18 C17 C16 119.88(16) . . ?
C18 C17 H171 120.1 . . ?
C16 C17 H171 120.1 . . ?
C17 C18 C8 118.07(16) . . ?
C17 C18 H181 121.0 . . ?
C8 C18 H181 121.0 . . ?
N4 C20 C21 110.26(12) . . ?
N4 C20 H201 109.6 . . ?
C21 C20 H201 109.6 . . ?
N4 C20 H202 109.6 . . ?
C21 C20 H202 109.6 . . ?
H201 C20 H202 108.1 . . ?
O212 C21 O211 124.22(16) . . ?
O212 C21 C20 118.96(15) . . ?
O211 C21 C20 116.82(13) . . ?
C21 O211 Cu1 119.83(10) . . ?
N10 C30 C31 111.08(11) . . ?
N10 C30 H301 109.4 . . ?
C31 C30 H301 109.4 . . ?
N10 C30 H302 109.4 . . ?
C31 C30 H302 109.4 . . ?
H301 C30 H302 108.0 . . ?
O312 C31 O311 124.17(13) . . ?
O312 C31 C30 118.78(13) . . ?
O311 C31 C30 117.02(12) . . ?
C31 O311 Cu1 115.58(9) . . ?
H11W O1W H12W 111.1 . . ?
H11V O1V H12V 102(4) . . ?
H21W O2W H22W 106(2) . . ?

_refine_diff_density_max         0.999
_refine_diff_density_min         -0.780
_refine_diff_density_rms         0.061

####################################################################### 
# 
# 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_py2n2fosf
_database_code_depnum_ccdc_archive 'CCDC 2516505'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2025-12-16 deposited with the CCDC.	2026-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C16 H22 N4 O6 P2, 3(H2 O)'
_chemical_formula_sum            'C16 H28 N4 O9 P2'
_chemical_formula_weight         482.36

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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.3806(5)
_cell_length_b                   10.5152(5)
_cell_length_c                   10.8179(5)
_cell_angle_alpha                78.849(2)
_cell_angle_beta                 62.6270(10)
_cell_angle_gamma                77.618(2)
_cell_volume                     1018.08(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9742
_cell_measurement_theta_min      2.2326
_cell_measurement_theta_max      28.2677

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.574
_exptl_crystal_F_000             508
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.409
_exptl_crystal_size_mid          0.197
_exptl_crystal_size_min          0.071
_exptl_absorpt_coefficient_mu    0.274
_shelx_estimated_absorpt_T_min   0.896
_shelx_estimated_absorpt_T_max   0.981
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.95
_exptl_absorpt_correction_T_max  0.98
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'INCOATEC I\mS'
_diffrn_measurement_device       'KAPPA diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 7.391
_diffrn_reflns_number            42980
_diffrn_reflns_av_unetI/netI     0.0130
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.995
_diffrn_reflns_theta_max         28.285
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5050
_reflns_number_gt                4753
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker Instrument Service v8.5.5.6'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0356P)²+0.6262P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5050
_refine_ls_number_parameters     328
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0297
_refine_ls_R_factor_gt           0.0278
_refine_ls_wR_factor_ref         0.0731
_refine_ls_wR_factor_gt          0.0719
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.44311(10) 0.32997(9) 0.13562(10) 0.01002(18) Uani 1 1 d . . . . .
C2 C 0.38156(12) 0.24393(11) 0.11285(11) 0.0095(2) Uani 1 1 d . . . . .
C3 C 0.23191(12) 0.21829(11) 0.22392(11) 0.0107(2) Uani 1 1 d . . . . .
H31 H 0.224278 0.124424 0.232626 0.013 Uiso 1 1 calc R U . . .
H32 H 0.156619 0.270026 0.195102 0.013 Uiso 1 1 calc R U . . .
N4 N 0.20201(10) 0.25361(9) 0.36436(9) 0.00792(17) Uani 1 1 d . . . . .
H41 H 0.2539(18) 0.3162(17) 0.3507(17) 0.018(4) Uiso 1 1 d . . . . .
C5 C 0.24480(12) 0.14100(11) 0.45533(12) 0.0106(2) Uani 1 1 d . . . . .
H51 H 0.219364 0.170413 0.546421 0.013 Uiso 1 1 calc R U . . .
H52 H 0.188740 0.068781 0.473568 0.013 Uiso 1 1 calc R U . . .
C6 C 0.40604(12) 0.09169(11) 0.38616(11) 0.0094(2) Uani 1 1 d . . . . .
N7 N 0.49291(10) 0.18207(9) 0.35548(10) 0.00974(18) Uani 1 1 d . . . . .
C8 C 0.63639(12) 0.15090(11) 0.28027(11) 0.0098(2) Uani 1 1 d . . . . .
C9 C 0.72512(12) 0.26063(11) 0.24168(13) 0.0125(2) Uani 1 1 d . . . . .
H91 H 0.811913 0.249175 0.150599 0.015 Uiso 1 1 calc R U . . .
H92 H 0.759985 0.258378 0.313354 0.015 Uiso 1 1 calc R U . . .
N10 N 0.63291(10) 0.39112(9) 0.23186(10) 0.00852(17) Uani 1 1 d . . . . .
H101 H 0.5395(18) 0.3805(16) 0.2866(17) 0.016(4) Uiso 1 1 d . . . . .
C11 C 0.64744(13) 0.43612(12) 0.08572(12) 0.0127(2) Uani 1 1 d . . . . .
H111 H 0.752350 0.434888 0.019374 0.015 Uiso 1 1 calc R U . . .
H112 H 0.597416 0.527195 0.081683 0.015 Uiso 1 1 calc R U . . .
C12 C 0.58069(12) 0.34810(11) 0.04370(12) 0.0106(2) Uani 1 1 d . . . . .
C13 C 0.44864(13) 0.17944(12) -0.00742(12) 0.0138(2) Uani 1 1 d . . . . .
H131 H 0.400663 0.120084 -0.021686 0.017 Uiso 1 1 calc R U . . .
C14 C 0.58707(13) 0.20447(13) -0.10529(13) 0.0171(2) Uani 1 1 d . . . . .
H141 H 0.634586 0.164649 -0.190000 0.021 Uiso 1 1 calc R U . . .
C15 C 0.65649(13) 0.28857(12) -0.07884(12) 0.0145(2) Uani 1 1 d . . . . .
H151 H 0.753052 0.304590 -0.143041 0.017 Uiso 1 1 calc R U . . .
C16 C 0.46022(12) -0.03607(11) 0.35322(12) 0.0117(2) Uani 1 1 d . . . . .
H161 H 0.396201 -0.099090 0.379940 0.014 Uiso 1 1 calc R U . . .
C17 C 0.61178(13) -0.06920(11) 0.27956(13) 0.0138(2) Uani 1 1 d . . . . .
H171 H 0.653113 -0.156251 0.257143 0.017 Uiso 1 1 calc R U . . .
C18 C 0.70122(12) 0.02644(11) 0.23951(12) 0.0129(2) Uani 1 1 d . . . . .
H181 H 0.804166 0.007399 0.185607 0.015 Uiso 1 1 calc R U . . .
C20 C 0.04435(12) 0.31353(10) 0.44235(11) 0.0092(2) Uani 1 1 d . . . . .
H201 H 0.022465 0.389561 0.381502 0.011 Uiso 1 1 calc R U . . .
H202 H 0.034304 0.347333 0.526115 0.011 Uiso 1 1 calc R U . . .
P1 P -0.09482(3) 0.20526(3) 0.49944(3) 0.00776(7) Uani 1 1 d . . . . .
O11 O -0.09427(9) 0.12181(8) 0.63763(8) 0.01184(16) Uani 1 1 d . . . . .
H11P H -0.049(2) 0.047(2) 0.627(2) 0.030(5) Uiso 1 1 d . . . . .
O12 O -0.23729(9) 0.29350(8) 0.53695(9) 0.01194(16) Uani 1 1 d . . . . .
O13 O -0.04934(9) 0.11477(8) 0.38945(8) 0.01011(15) Uani 1 1 d . . . . .
C30 C 0.65937(12) 0.49392(11) 0.29337(11) 0.0106(2) Uani 1 1 d . . . . .
H301 H 0.641765 0.460048 0.390972 0.013 Uiso 1 1 calc R U . . .
H302 H 0.584872 0.571737 0.297676 0.013 Uiso 1 1 calc R U . . .
P2 P 0.84010(3) 0.54846(3) 0.20414(3) 0.00900(7) Uani 1 1 d . . . . .
O21 O 0.83890(9) 0.63415(8) 0.06807(9) 0.01230(16) Uani 1 1 d . . . . .
H21P H 0.909(2) 0.610(2) -0.004(2) 0.033(5) Uiso 1 1 d . . . . .
O22 O 0.83546(9) 0.63494(8) 0.30184(9) 0.01405(17) Uani 1 1 d . . . . .
O23 O 0.95797(9) 0.43190(8) 0.16756(8) 0.01224(16) Uani 1 1 d . . . . .
O1W O -0.31343(9) 0.54872(9) 0.58262(9) 0.01246(16) Uani 1 1 d . . . . .
H11W H -0.289(2) 0.469(2) 0.582(2) 0.029(5) Uiso 1 1 d . . . . .
H12W H -0.273(2) 0.5780(19) 0.499(2) 0.032(5) Uiso 1 1 d . . . . .
O2W O 0.08239(11) 0.06306(10) 0.10259(10) 0.01737(18) Uani 1 1 d . . . . .
H21W H 0.037(2) 0.097(2) 0.182(2) 0.033(5) Uiso 1 1 d . . . . .
H22W H 0.057(4) 0.114(4) 0.048(4) 0.024(9) Uiso 0.5 1 d . . P A 1
H23W H 0.074(3) -0.012(4) 0.109(3) 0.010(7) Uiso 0.5 1 d . . P B 2
O3W O -0.02103(10) 0.18226(10) -0.09468(10) 0.01714(18) Uani 1 1 d . . . . .
H31W H 0.033(2) 0.231(2) -0.166(2) 0.037(5) Uiso 1 1 d . . . . .
H32W H 0.022(4) 0.155(3) -0.041(4) 0.015(8) Uiso 0.5 1 d . . P C 1
H33W H -0.042(5) 0.119(5) -0.113(4) 0.042(12) Uiso 0.5 1 d . . P D 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
N1 C2 1.3290(14) . ?
N1 C12 1.3425(14) . ?
C2 C13 1.3941(16) . ?
C2 C3 1.5058(15) . ?
C3 N4 1.5092(14) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C20 1.5103(13) . ?
N4 C5 1.5144(14) . ?
N4 H41 0.887(17) . ?
C5 C6 1.5021(15) . ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 N7 1.3404(14) . ?
C6 C16 1.3874(15) . ?
N7 C8 1.3294(14) . ?
C8 C18 1.3902(16) . ?
C8 C9 1.5065(15) . ?
C9 N10 1.5113(14) . ?
C9 H91 0.9900 . ?
C9 H92 0.9900 . ?
N10 C30 1.5035(14) . ?
N10 C11 1.5061(14) . ?
N10 H101 0.892(17) . ?
C11 C12 1.5068(15) . ?
C11 H111 0.9900 . ?
C11 H112 0.9900 . ?
C12 C15 1.3852(16) . ?
C13 C14 1.3823(16) . ?
C13 H131 0.9500 . ?
C14 C15 1.3943(17) . ?
C14 H141 0.9500 . ?
C15 H151 0.9500 . ?
C16 C17 1.3968(16) . ?
C16 H161 0.9500 . ?
C17 C18 1.3868(16) . ?
C17 H171 0.9500 . ?
C18 H181 0.9500 . ?
C20 P1 1.8378(11) . ?
C20 H201 0.9900 . ?
C20 H202 0.9900 . ?
P1 O12 1.4894(8) . ?
P1 O13 1.5075(8) . ?
P1 O11 1.5822(8) . ?
O11 H11P 0.82(2) . ?
C30 P2 1.8337(11) . ?
C30 H301 0.9900 . ?
C30 H302 0.9900 . ?
P2 O22 1.5008(9) . ?
P2 O23 1.5017(9) . ?
P2 O21 1.5741(8) . ?
O21 H21P 0.83(2) . ?
O1W H11W 0.82(2) . ?
O1W H12W 0.83(2) . ?
O2W H21W 0.87(2) . ?
O2W H22W 0.82(4) . ?
O2W H23W 0.80(4) . ?
O3W H31W 0.86(2) . ?
O3W H32W 0.86(4) . ?
O3W H33W 0.82(5) . ?

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
C2 N1 C12 118.38(10) . . ?
N1 C2 C13 123.05(10) . . ?
N1 C2 C3 116.87(10) . . ?
C13 C2 C3 120.08(10) . . ?
C2 C3 N4 112.02(9) . . ?
C2 C3 H31 109.2 . . ?
N4 C3 H31 109.2 . . ?
C2 C3 H32 109.2 . . ?
N4 C3 H32 109.2 . . ?
H31 C3 H32 107.9 . . ?
C3 N4 C20 111.45(8) . . ?
C3 N4 C5 113.85(9) . . ?
C20 N4 C5 110.71(8) . . ?
C3 N4 H41 108.8(11) . . ?
C20 N4 H41 104.7(11) . . ?
C5 N4 H41 106.7(11) . . ?
C6 C5 N4 111.23(9) . . ?
C6 C5 H51 109.4 . . ?
N4 C5 H51 109.4 . . ?
C6 C5 H52 109.4 . . ?
N4 C5 H52 109.4 . . ?
H51 C5 H52 108.0 . . ?
N7 C6 C16 122.86(10) . . ?
N7 C6 C5 114.53(10) . . ?
C16 C6 C5 122.58(10) . . ?
C8 N7 C6 118.45(10) . . ?
N7 C8 C18 122.94(10) . . ?
N7 C8 C9 115.17(10) . . ?
C18 C8 C9 121.90(10) . . ?
C8 C9 N10 110.15(9) . . ?
C8 C9 H91 109.6 . . ?
N10 C9 H91 109.6 . . ?
C8 C9 H92 109.6 . . ?
N10 C9 H92 109.6 . . ?
H91 C9 H92 108.1 . . ?
C30 N10 C11 112.30(9) . . ?
C30 N10 C9 112.15(8) . . ?
C11 N10 C9 112.72(9) . . ?
C30 N10 H101 104.5(10) . . ?
C11 N10 H101 107.5(10) . . ?
C9 N10 H101 107.1(10) . . ?
N10 C11 C12 110.35(9) . . ?
N10 C11 H111 109.6 . . ?
C12 C11 H111 109.6 . . ?
N10 C11 H112 109.6 . . ?
C12 C11 H112 109.6 . . ?
H111 C11 H112 108.1 . . ?
N1 C12 C15 122.69(10) . . ?
N1 C12 C11 114.73(10) . . ?
C15 C12 C11 122.57(10) . . ?
C14 C13 C2 117.98(11) . . ?
C14 C13 H131 121.0 . . ?
C2 C13 H131 121.0 . . ?
C13 C14 C15 119.54(11) . . ?
C13 C14 H141 120.2 . . ?
C15 C14 H141 120.2 . . ?
C12 C15 C14 118.13(11) . . ?
C12 C15 H151 120.9 . . ?
C14 C15 H151 120.9 . . ?
C6 C16 C17 117.97(10) . . ?
C6 C16 H161 121.0 . . ?
C17 C16 H161 121.0 . . ?
C18 C17 C16 119.24(11) . . ?
C18 C17 H171 120.4 . . ?
C16 C17 H171 120.4 . . ?
C17 C18 C8 118.31(10) . . ?
C17 C18 H181 120.8 . . ?
C8 C18 H181 120.8 . . ?
N4 C20 P1 116.46(7) . . ?
N4 C20 H201 108.2 . . ?
P1 C20 H201 108.2 . . ?
N4 C20 H202 108.2 . . ?
P1 C20 H202 108.2 . . ?
H201 C20 H202 107.3 . . ?
O12 P1 O13 118.15(5) . . ?
O12 P1 O11 108.63(5) . . ?
O13 P1 O11 109.16(5) . . ?
O12 P1 C20 105.61(5) . . ?
O13 P1 C20 109.36(5) . . ?
O11 P1 C20 105.14(5) . . ?
P1 O11 H11P 114.8(13) . . ?
N10 C30 P2 117.80(8) . . ?
N10 C30 H301 107.9 . . ?
P2 C30 H301 107.9 . . ?
N10 C30 H302 107.9 . . ?
P2 C30 H302 107.9 . . ?
H301 C30 H302 107.2 . . ?
O22 P2 O23 117.98(5) . . ?
O22 P2 O21 109.68(5) . . ?
O23 P2 O21 110.90(5) . . ?
O22 P2 C30 103.69(5) . . ?
O23 P2 C30 109.79(5) . . ?
O21 P2 C30 103.62(5) . . ?
P2 O21 H21P 112.6(14) . . ?
H11W O1W H12W 104.2(18) . . ?
H21W O2W H22W 106(3) . . ?
H21W O2W H23W 114(3) . . ?
H31W O3W H32W 109(3) . . ?
H31W O3W H33W 115(3) . . ?

_refine_diff_density_max         0.429
_refine_diff_density_min         -0.364
_refine_diff_density_rms         0.054

####################################################################### 
# 
# 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_py2n2_fosfocu
_database_code_depnum_ccdc_archive 'CCDC 2516503'
loop_
_audit_author_name
_audit_author_address
'Jan Kotek'
;Faculty of Science, Charles University, Prague
Czech Republic
;
_audit_update_record             
;
2026-03-10 deposited with the CCDC.	2026-03-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2017/1
_shelx_SHELXL_version_number     2017/1
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H40 Cu2 N8 O12 P4, 2(C3 H6 O), 10(H2 O)'
_chemical_formula_sum            'C38 H72 Cu2 N8 O24 P4'
_chemical_formula_weight         1275.99

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'
Cu Cu 0.3201 1.2651 '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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.0889(6)
_cell_length_b                   11.3906(6)
_cell_length_c                   11.9217(6)
_cell_angle_alpha                94.577(2)
_cell_angle_beta                 102.408(2)
_cell_angle_gamma                110.001(2)
_cell_volume                     1362.53(13)
_cell_formula_units_Z            1
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    9858
_cell_measurement_theta_min      2.3934
_cell_measurement_theta_max      28.2660

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.555
_exptl_crystal_F_000             666
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.319
_exptl_crystal_size_mid          0.285
_exptl_crystal_size_min          0.212
_exptl_absorpt_coefficient_mu    0.985
_shelx_estimated_absorpt_T_min   0.744
_shelx_estimated_absorpt_T_max   0.818
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.74
_exptl_absorpt_correction_T_max  0.82
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_type              'INCOATEC I\mS'
_diffrn_measurement_device       'KAPPA diffractometer'
_diffrn_measurement_device_type  'Bruker D8 QUEST'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_detector_area_resol_mean 7.391
_diffrn_reflns_number            37870
_diffrn_reflns_av_unetI/netI     0.0147
_diffrn_reflns_av_R_equivalents  0.0198
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.222
_diffrn_reflns_theta_max         28.266
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             6725
_reflns_number_gt                6631
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker Instrument Service v8.5.1.2 Release'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0280P)²+0.9753P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6725
_refine_ls_number_parameters     420
_refine_ls_number_restraints     36
_refine_ls_R_factor_all          0.0231
_refine_ls_R_factor_gt           0.0228
_refine_ls_wR_factor_ref         0.0618
_refine_ls_wR_factor_gt          0.0616
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.39034(2) 0.56297(2) 0.64420(2) 0.00885(5) Uani 1 1 d . . . . .
N1 N 0.38868(10) 0.53862(10) 0.80862(9) 0.01110(18) Uani 1 1 d . . . . .
C2 C 0.34010(12) 0.42119(11) 0.83289(10) 0.0122(2) Uani 1 1 d . . . . .
C3 C 0.31607(13) 0.31088(11) 0.74032(11) 0.0142(2) Uani 1 1 d . . . . .
H31 H 0.392231 0.282711 0.757857 0.017 Uiso 1 1 calc R U . . .
H32 H 0.235699 0.239434 0.743320 0.017 Uiso 1 1 calc R U . . .
N4 N 0.29858(10) 0.34179(9) 0.62202(9) 0.01141(19) Uani 1 1 d . . . . .
C5 C 0.15874(12) 0.31002(12) 0.56049(11) 0.0158(2) Uani 1 1 d . . . . .
H51 H 0.104822 0.224606 0.571827 0.019 Uiso 1 1 calc R U . . .
H52 H 0.150422 0.308710 0.476001 0.019 Uiso 1 1 calc R U . . .
C6 C 0.10726(12) 0.40654(12) 0.60609(10) 0.0132(2) Uani 1 1 d . . . . .
N7 N 0.19271(10) 0.52736(10) 0.62944(9) 0.01159(19) Uani 1 1 d . . . . .
C8 C 0.16037(12) 0.61964(12) 0.67491(10) 0.0126(2) Uani 1 1 d . . . . .
C9 C 0.26159(12) 0.75300(12) 0.69568(11) 0.0147(2) Uani 1 1 d . . . . .
H91 H 0.244668 0.791156 0.625017 0.018 Uiso 1 1 calc R U . . .
H92 H 0.248851 0.803731 0.760365 0.018 Uiso 1 1 calc R U . . .
N10 N 0.40131(10) 0.76179(9) 0.72420(9) 0.01080(18) Uani 1 1 d . . . . .
C11 C 0.45631(13) 0.76780(11) 0.85004(10) 0.0141(2) Uani 1 1 d . . . . .
H111 H 0.430216 0.827456 0.895327 0.017 Uiso 1 1 calc R U . . .
H112 H 0.554524 0.800648 0.868047 0.017 Uiso 1 1 calc R U . . .
C12 C 0.40762(12) 0.63956(11) 0.88635(10) 0.0122(2) Uani 1 1 d . . . . .
C13 C 0.31438(13) 0.40156(12) 0.94034(11) 0.0162(2) Uani 1 1 d . . . . .
H131 H 0.280573 0.318078 0.956990 0.019 Uiso 1 1 calc R U . . .
C14 C 0.33867(14) 0.50534(13) 1.02292(11) 0.0183(2) Uani 1 1 d . . . . .
H141 H 0.323743 0.493859 1.097516 0.022 Uiso 1 1 calc R U . . .
C15 C 0.38509(13) 0.62636(12) 0.99546(11) 0.0164(2) Uani 1 1 d . . . . .
H151 H 0.401082 0.698651 1.050388 0.020 Uiso 1 1 calc R U . . .
C16 C -0.01922(12) 0.37498(13) 0.62277(11) 0.0172(2) Uani 1 1 d . . . . .
H161 H -0.080204 0.289661 0.603719 0.021 Uiso 1 1 calc R U . . .
C17 C -0.05489(13) 0.47086(14) 0.66796(12) 0.0200(3) Uani 1 1 d . . . . .
H171 H -0.141264 0.451721 0.679506 0.024 Uiso 1 1 calc R U . . .
C18 C 0.03623(13) 0.59463(13) 0.69614(12) 0.0174(2) Uani 1 1 d . . . . .
H181 H 0.014277 0.660822 0.729210 0.021 Uiso 1 1 calc R U . . .
C20 C 0.37686(12) 0.30046(11) 0.55343(10) 0.0113(2) Uani 1 1 d . . . . .
H201 H 0.344452 0.305187 0.470427 0.014 Uiso 1 1 calc R U . . .
H202 H 0.364943 0.211201 0.559431 0.014 Uiso 1 1 calc R U . . .
P1 P 0.55241(3) 0.39952(3) 0.60538(2) 0.00913(6) Uani 1 1 d . . . . .
O11 O 0.56095(8) 0.53078(8) 0.65240(7) 0.01155(16) Uani 1 1 d . . . . .
O12 O 0.61938(9) 0.39141(8) 0.50919(7) 0.01275(16) Uani 1 1 d . . . . .
O13 O 0.61622(9) 0.34706(9) 0.71054(7) 0.01242(16) Uani 1 1 d . . . . .
H13 H 0.614(2) 0.282(2) 0.694(2) 0.039(6) Uiso 1 1 d . . . . .
C30 C 0.48625(12) 0.86788(11) 0.67795(10) 0.0125(2) Uani 1 1 d . . . . .
H301 H 0.456245 0.847878 0.591855 0.015 Uiso 1 1 calc R U . . .
H302 H 0.578099 0.869331 0.700535 0.015 Uiso 1 1 calc R U . . .
P2 P 0.49286(3) 1.02827(3) 0.72171(3) 0.01245(7) Uani 1 1 d . . . . .
O21 O 0.34916(10) 1.02700(9) 0.66557(9) 0.01649(18) Uani 1 1 d . . . . .
H21 H 0.316(3) 0.998(3) 0.589(2) 0.061(8) Uiso 1 1 d . . . . .
O22 O 0.51884(10) 1.06087(9) 0.85099(8) 0.01821(19) Uani 1 1 d . . . . .
O23 O 0.59171(9) 1.11483(8) 0.66584(8) 0.01670(18) Uani 1 1 d . . . . .
O1W O 0.74558(12) 0.75169(11) 0.79038(12) 0.0350(3) Uani 1 1 d D . . . .
H11W H 0.699(2) 0.6777(18) 0.7463(18) 0.052(7) Uiso 1 1 d D . . . .
H12W H 0.8112(19) 0.737(2) 0.8347(19) 0.051(7) Uiso 1 1 d D . . . .
O2W O 0.24440(11) 0.93664(10) 0.45005(9) 0.0213(2) Uani 1 1 d D . . . .
H21W H 0.2021(19) 0.9750(18) 0.4099(16) 0.028(5) Uiso 1 1 d D . . . .
H22W H 0.294(2) 0.923(2) 0.411(2) 0.041(6) Uiso 1 1 d . . . . .
O3W O 0.12760(13) 1.08197(12) 0.34305(11) 0.0327(3) Uani 1 1 d . . . . .
H31W H 0.049(2) 1.0584(19) 0.3093(18) 0.026(5) Uiso 1 1 d . . . . .
H32W H 0.167(3) 1.133(3) 0.296(2) 0.061(8) Uiso 1 1 d . . . . .
O4W O -0.13691(12) 0.99645(13) 0.22861(12) 0.0334(3) Uani 1 1 d . . . . .
H41W H -0.181(3) 1.002(3) 0.151(2) 0.061(8) Uiso 1 1 d . . . . .
H42W H -0.196(3) 0.995(3) 0.267(2) 0.062(8) Uiso 1 1 d . . . . .
O5W O -0.31396(11) 1.01837(12) 0.03942(10) 0.0296(2) Uani 1 1 d . . . . .
H51W H -0.355(2) 1.039(2) -0.028(2) 0.051(7) Uiso 1 1 d . . . . .
H52W H -0.375(2) 0.988(2) 0.076(2) 0.044(6) Uiso 1 1 d . . . . .
O1A O 0.947(4) 0.708(3) 0.930(2) 0.048(2) Uani 0.520(12) 1 d D . P A 1
C1A C 1.0248(11) 0.7355(9) 1.0249(8) 0.0288(16) Uani 0.520(12) 1 d D . P A 1
C2A C 1.0474(7) 0.8441(8) 1.1145(8) 0.072(2) Uani 0.520(12) 1 d D U P A 1
H2AA H 1.134719 0.909503 1.121804 0.108 Uiso 0.520(12) 1 calc R U P A 1
H2AB H 1.044115 0.815338 1.189517 0.108 Uiso 0.520(12) 1 calc R U P A 1
H2AC H 0.978271 0.879292 1.091549 0.108 Uiso 0.520(12) 1 calc R U P A 1
C3A C 1.1200(8) 0.6705(9) 1.0514(7) 0.069(2) Uani 0.520(12) 1 d D U P A 1
H3AA H 1.082648 0.597946 1.089030 0.103 Uiso 0.520(12) 1 calc R U P A 1
H3AB H 1.203603 0.729663 1.103741 0.103 Uiso 0.520(12) 1 calc R U P A 1
H3AC H 1.136724 0.640777 0.978922 0.103 Uiso 0.520(12) 1 calc R U P A 1
C2B C 1.0270(6) 0.8868(7) 1.0550(8) 0.063(2) Uani 0.480(12) 1 d D U P A 2
H2BA H 1.109231 0.955454 1.054033 0.094 Uiso 0.480(12) 1 calc R U P A 2
H2BB H 1.014823 0.890769 1.134000 0.094 Uiso 0.480(12) 1 calc R U P A 2
H2BC H 0.951518 0.896020 1.001436 0.094 Uiso 0.480(12) 1 calc R U P A 2
C1B C 1.0354(12) 0.7628(10) 1.0177(9) 0.0288(16) Uani 0.480(12) 1 d D . P A 2
O1B O 0.956(4) 0.694(4) 0.932(3) 0.048(2) Uani 0.480(12) 1 d D . P A 2
C3B C 1.1280(6) 0.7211(11) 1.0988(8) 0.071(3) Uani 0.480(12) 1 d D U P A 2
H3BA H 1.218927 0.765491 1.093515 0.107 Uiso 0.480(12) 1 calc R U P A 2
H3BB H 1.103832 0.629572 1.077977 0.107 Uiso 0.480(12) 1 calc R U P A 2
H3BC H 1.122407 0.740825 1.178643 0.107 Uiso 0.480(12) 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
Cu1 O12 1.9316(9) 2_666 ?
Cu1 N1 2.0046(10) . ?
Cu1 O11 2.0308(9) . ?
Cu1 N7 2.0526(10) . ?
Cu1 N10 2.3389(10) . ?
Cu1 N4 2.3403(10) . ?
N1 C2 1.3412(15) . ?
N1 C12 1.3438(15) . ?
C2 C13 1.3897(16) . ?
C2 C3 1.5135(16) . ?
C3 N4 1.4694(15) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C5 1.4692(16) . ?
N4 C20 1.4721(15) . ?
C5 C6 1.5157(17) . ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 N7 1.3427(16) . ?
C6 C16 1.3864(17) . ?
N7 C8 1.3333(16) . ?
C8 C18 1.3904(17) . ?
C8 C9 1.5108(17) . ?
C9 N10 1.4792(15) . ?
C9 H91 0.9900 . ?
C9 H92 0.9900 . ?
N10 C11 1.4795(15) . ?
N10 C30 1.4840(15) . ?
C11 C12 1.5082(16) . ?
C11 H111 0.9900 . ?
C11 H112 0.9900 . ?
C12 C15 1.3864(17) . ?
C13 C14 1.3862(18) . ?
C13 H131 0.9500 . ?
C14 C15 1.3897(18) . ?
C14 H141 0.9500 . ?
C15 H151 0.9500 . ?
C16 C17 1.3902(19) . ?
C16 H161 0.9500 . ?
C17 C18 1.3877(19) . ?
C17 H171 0.9500 . ?
C18 H181 0.9500 . ?
C20 P1 1.8204(12) . ?
C20 H201 0.9900 . ?
C20 H202 0.9900 . ?
P1 O12 1.5070(9) . ?
P1 O11 1.5182(9) . ?
P1 O13 1.5676(9) . ?
O13 H13 0.74(2) . ?
C30 P2 1.8317(12) . ?
C30 H301 0.9900 . ?
C30 H302 0.9900 . ?
P2 O22 1.4971(10) . ?
P2 O23 1.5155(9) . ?
P2 O21 1.5848(10) . ?
O21 H21 0.90(3) . ?
O1W H11W 0.876(16) . ?
O1W H12W 0.875(15) . ?
O2W H21W 0.847(15) . ?
O2W H22W 0.84(2) . ?
O3W H31W 0.81(2) . ?
O3W H32W 0.90(3) . ?
O4W H41W 0.97(3) . ?
O4W H42W 0.87(3) . ?
O5W H51W 0.93(3) . ?
O5W H52W 0.87(3) . ?
O1A C1A 1.205(9) . ?
C1A C3A 1.481(6) . ?
C1A C2A 1.482(6) . ?
C2A H2AA 0.9800 . ?
C2A H2AB 0.9800 . ?
C2A H2AC 0.9800 . ?
C3A H3AA 0.9800 . ?
C3A H3AB 0.9800 . ?
C3A H3AC 0.9800 . ?
C2B C1B 1.487(6) . ?
C2B H2BA 0.9800 . ?
C2B H2BB 0.9800 . ?
C2B H2BC 0.9800 . ?
C1B O1B 1.205(10) . ?
C1B C3B 1.481(6) . ?
C3B H3BA 0.9800 . ?
C3B H3BB 0.9800 . ?
C3B H3BC 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
O12 Cu1 N1 170.35(4) 2_666 . ?
O12 Cu1 O11 93.43(4) 2_666 . ?
N1 Cu1 O11 94.24(4) . . ?
O12 Cu1 N7 92.82(4) 2_666 . ?
N1 Cu1 N7 81.91(4) . . ?
O11 Cu1 N7 159.78(4) . . ?
O12 Cu1 N10 92.00(4) 2_666 . ?
N1 Cu1 N10 79.13(4) . . ?
O11 Cu1 N10 119.48(3) . . ?
N7 Cu1 N10 79.46(4) . . ?
O12 Cu1 N4 107.92(4) 2_666 . ?
N1 Cu1 N4 78.91(4) . . ?
O11 Cu1 N4 82.55(3) . . ?
N7 Cu1 N4 77.23(4) . . ?
N10 Cu1 N4 149.86(4) . . ?
C2 N1 C12 120.27(10) . . ?
C2 N1 Cu1 119.70(8) . . ?
C12 N1 Cu1 118.29(8) . . ?
N1 C2 C13 120.98(11) . . ?
N1 C2 C3 117.95(10) . . ?
C13 C2 C3 121.06(11) . . ?
N4 C3 C2 113.23(10) . . ?
N4 C3 H31 108.9 . . ?
C2 C3 H31 108.9 . . ?
N4 C3 H32 108.9 . . ?
C2 C3 H32 108.9 . . ?
H31 C3 H32 107.7 . . ?
C5 N4 C3 113.19(10) . . ?
C5 N4 C20 114.73(9) . . ?
C3 N4 C20 114.08(9) . . ?
C5 N4 Cu1 103.76(7) . . ?
C3 N4 Cu1 106.16(7) . . ?
C20 N4 Cu1 103.42(7) . . ?
N4 C5 C6 110.29(10) . . ?
N4 C5 H51 109.6 . . ?
C6 C5 H51 109.6 . . ?
N4 C5 H52 109.6 . . ?
C6 C5 H52 109.6 . . ?
H51 C5 H52 108.1 . . ?
N7 C6 C16 121.12(11) . . ?
N7 C6 C5 115.47(10) . . ?
C16 C6 C5 123.41(11) . . ?
C8 N7 C6 120.70(11) . . ?
C8 N7 Cu1 117.80(8) . . ?
C6 N7 Cu1 118.75(8) . . ?
N7 C8 C18 121.27(12) . . ?
N7 C8 C9 116.95(11) . . ?
C18 C8 C9 121.69(11) . . ?
N10 C9 C8 114.43(10) . . ?
N10 C9 H91 108.7 . . ?
C8 C9 H91 108.7 . . ?
N10 C9 H92 108.7 . . ?
C8 C9 H92 108.7 . . ?
H91 C9 H92 107.6 . . ?
C9 N10 C11 112.77(10) . . ?
C9 N10 C30 111.56(9) . . ?
C11 N10 C30 111.85(9) . . ?
C9 N10 Cu1 104.40(7) . . ?
C11 N10 Cu1 102.42(7) . . ?
C30 N10 Cu1 113.33(7) . . ?
N10 C11 C12 111.76(10) . . ?
N10 C11 H111 109.3 . . ?
C12 C11 H111 109.3 . . ?
N10 C11 H112 109.3 . . ?
C12 C11 H112 109.3 . . ?
H111 C11 H112 107.9 . . ?
N1 C12 C15 121.44(11) . . ?
N1 C12 C11 116.94(10) . . ?
C15 C12 C11 121.61(11) . . ?
C14 C13 C2 119.17(12) . . ?
C14 C13 H131 120.4 . . ?
C2 C13 H131 120.4 . . ?
C13 C14 C15 119.32(12) . . ?
C13 C14 H141 120.3 . . ?
C15 C14 H141 120.3 . . ?
C12 C15 C14 118.72(12) . . ?
C12 C15 H151 120.6 . . ?
C14 C15 H151 120.6 . . ?
C6 C16 C17 118.58(12) . . ?
C6 C16 H161 120.7 . . ?
C17 C16 H161 120.7 . . ?
C18 C17 C16 119.71(12) . . ?
C18 C17 H171 120.1 . . ?
C16 C17 H171 120.1 . . ?
C17 C18 C8 118.54(12) . . ?
C17 C18 H181 120.7 . . ?
C8 C18 H181 120.7 . . ?
N4 C20 P1 110.85(8) . . ?
N4 C20 H201 109.5 . . ?
P1 C20 H201 109.5 . . ?
N4 C20 H202 109.5 . . ?
P1 C20 H202 109.5 . . ?
H201 C20 H202 108.1 . . ?
O12 P1 O11 116.26(5) . . ?
O12 P1 O13 108.61(5) . . ?
O11 P1 O13 107.10(5) . . ?
O12 P1 C20 109.03(5) . . ?
O11 P1 C20 107.15(5) . . ?
O13 P1 C20 108.44(5) . . ?
P1 O11 Cu1 119.00(5) . . ?
P1 O12 Cu1 137.12(5) . 2_666 ?
P1 O13 H13 112.8(18) . . ?
N10 C30 P2 118.65(8) . . ?
N10 C30 H301 107.7 . . ?
P2 C30 H301 107.7 . . ?
N10 C30 H302 107.7 . . ?
P2 C30 H302 107.7 . . ?
H301 C30 H302 107.1 . . ?
O22 P2 O23 116.28(6) . . ?
O22 P2 O21 107.19(6) . . ?
O23 P2 O21 109.23(5) . . ?
O22 P2 C30 111.78(5) . . ?
O23 P2 C30 106.07(5) . . ?
O21 P2 C30 105.81(5) . . ?
P2 O21 H21 116.7(17) . . ?
H11W O1W H12W 102.5(18) . . ?
H21W O2W H22W 106(2) . . ?
H31W O3W H32W 102(2) . . ?
H41W O4W H42W 102(2) . . ?
H51W O5W H52W 107(2) . . ?
O1A C1A C3A 119.6(13) . . ?
O1A C1A C2A 124.9(12) . . ?
C3A C1A C2A 114.9(6) . . ?
C1A C2A H2AA 109.5 . . ?
C1A C2A H2AB 109.5 . . ?
H2AA C2A H2AB 109.5 . . ?
C1A C2A H2AC 109.5 . . ?
H2AA C2A H2AC 109.5 . . ?
H2AB C2A H2AC 109.5 . . ?
C1A C3A H3AA 109.5 . . ?
C1A C3A H3AB 109.5 . . ?
H3AA C3A H3AB 109.5 . . ?
C1A C3A H3AC 109.5 . . ?
H3AA C3A H3AC 109.5 . . ?
H3AB C3A H3AC 109.5 . . ?
C1B C2B H2BA 109.5 . . ?
C1B C2B H2BB 109.5 . . ?
H2BA C2B H2BB 109.5 . . ?
C1B C2B H2BC 109.5 . . ?
H2BA C2B H2BC 109.5 . . ?
H2BB C2B H2BC 109.5 . . ?
O1B C1B C3B 122.3(14) . . ?
O1B C1B C2B 119.5(13) . . ?
C3B C1B C2B 117.5(7) . . ?
C1B C3B H3BA 109.5 . . ?
C1B C3B H3BB 109.5 . . ?
H3BA C3B H3BB 109.5 . . ?
C1B C3B H3BC 109.5 . . ?
H3BA C3B H3BC 109.5 . . ?
H3BB C3B H3BC 109.5 . . ?

_refine_diff_density_max         0.478
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.054


# start Validation Reply Form
_vrf_PLAT417_py2n2_fosfocu       
;
PROBLEM: Short Inter D-H..H-D H41W ..H52W . 2.09 Ang.
RESPONSE: The reported short H...H contact involves hydrogens of two water 
molecules engaged in the O-H...O hydrogen bonding. The distance results from 
involvement of all water-hydrogen atoms in a hydrogen bond system; all hydrogen 
atoms were freely refined and have reasonable thermal factors, and all water 
molecules have a reasonable geometry. There is no evidence of disorder of 
alternative hydrogen positions, as no electron maxima are present close to the 
oxygen atoms. There is no indication of a crystallographic problem.
;
# end Validation Reply Form
