# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020

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

data_1
_database_code_depnum_ccdc_archive 'CCDC 2017613'
_audit_update_record             
;
2020-07-18 deposited with the CCDC.	2020-09-04 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C4 H6 Mn N2 O5, 0.5(H4 O2)'
_chemical_formula_sum            'C4 H8 Mn N2 O6'
_chemical_formula_weight         235.06

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Mn Mn 0.3368 0.7283 '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                   18.5851(15)
_cell_length_b                   10.7930(9)
_cell_length_c                   8.4692(7)
_cell_angle_alpha                90
_cell_angle_beta                 109.7270(15)
_cell_angle_gamma                90
_cell_volume                     1599.1(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3728
_cell_measurement_theta_min      2.22
_cell_measurement_theta_max      27.50

_exptl_crystal_description       block
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.953
_exptl_crystal_F_000             952
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    1.653
_shelx_estimated_absorpt_T_min   0.778
_shelx_estimated_absorpt_T_max   0.879
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            6104
_diffrn_reflns_av_unetI/netI     0.0482
_diffrn_reflns_av_R_equivalents  0.0724
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         2.217
_diffrn_reflns_theta_max         25.496
_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             1483
_reflns_number_gt                1298
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0874P)²+3.6073P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1483
_refine_ls_number_parameters     118
_refine_ls_number_restraints     34
_refine_ls_R_factor_all          0.0465
_refine_ls_R_factor_gt           0.0369
_refine_ls_wR_factor_ref         0.1342
_refine_ls_wR_factor_gt          0.0982
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_restrained_S_all      1.075
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Mn1 Mn 0.14755(3) 0.09950(4) 0.03980(6) 0.0184(3) Uani 1 1 d . U . . .
C1 C 0.1343(2) 0.1320(3) 0.3854(4) 0.0195(7) Uani 1 1 d . U . . .
C2 C 0.15674(19) 0.2575(3) 0.3477(4) 0.0190(7) Uani 1 1 d . U . . .
C3 C 0.1741(2) 0.3638(3) 0.4460(4) 0.0217(7) Uani 1 1 d . U . . .
H3 H 0.167868 0.376498 0.549222 0.026 Uiso 1 1 calc R U . . .
C4 C 0.20291(19) 0.4470(3) 0.3569(4) 0.0177(7) Uani 1 1 d . U . . .
N1 N 0.17002(16) 0.2711(2) 0.2027(4) 0.0195(6) Uani 1 1 d . U . . .
N2 N 0.19724(18) 0.3884(2) 0.2088(4) 0.0212(7) Uani 1 1 d . U . . .
H2 H 0.213448 0.415672 0.118600 0.025 Uiso 1 1 d R U . . .
O1 O 0.13081(16) 0.0472(2) 0.2803(3) 0.0299(6) Uani 1 1 d . U . . .
O2 O 0.12320(18) 0.1108(2) 0.5214(3) 0.0268(6) Uani 1 1 d . U . . .
O3 O 0.23210(14) 0.5582(2) 0.3946(3) 0.0226(5) Uani 1 1 d . U . . .
O4 O 0.02264(17) 0.1289(4) -0.0709(4) 0.0484(9) Uani 1 1 d . U . . .
H4C H 0.013948 0.198623 -0.120519 0.058 Uiso 1 1 d R U . . .
H4A H 0.003448 0.127273 0.003191 0.058 Uiso 1 1 d R U . . .
O5 O 0.15237(16) 0.2230(2) -0.1635(3) 0.0277(6) Uani 1 1 d . U . . .
H5A H 0.142882 0.183289 -0.250676 0.033 Uiso 1 1 d R U . . .
H5B H 0.177302 0.290269 -0.171378 0.033 Uiso 1 1 d R U . . .
O6 O -0.0022(10) 0.4212(14) 0.914(4) 0.57(3) Uani 1 1 d . . . . .
H6A H 0.035929 0.408506 0.882118 0.686 Uiso 1 1 d R U . . .
H6B H -0.001383 0.498550 0.973914 0.686 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
Mn1 O3 2.162(2) 4_545 ?
Mn1 O5 2.203(2) . ?
Mn1 O4 2.214(3) . ?
Mn1 O1 2.234(2) . ?
Mn1 N1 2.263(3) . ?
Mn1 O2 2.310(3) 6 ?
C1 O2 1.258(4) . ?
C1 O1 1.262(4) . ?
C1 C2 1.484(4) . ?
C2 N1 1.340(4) . ?
C2 C3 1.390(5) . ?
C3 C4 1.391(5) . ?
C3 H3 0.9300 . ?
C4 O3 1.311(4) . ?
C4 N2 1.377(4) . ?
N1 N2 1.358(4) . ?
N2 H2 0.9568 . ?
O4 H4C 0.8500 . ?
O4 H4A 0.8200 . ?
O5 H5A 0.8199 . ?
O5 H5B 0.8761 . ?
O6 H6A 0.8485 . ?
O6 H6B 0.9759 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Mn1 O5 90.81(10) 4_545 . ?
O3 Mn1 O4 170.01(11) 4_545 . ?
O5 Mn1 O4 84.01(11) . . ?
O3 Mn1 O1 99.44(10) 4_545 . ?
O5 Mn1 O1 156.97(10) . . ?
O4 Mn1 O1 88.48(11) . . ?
O3 Mn1 N1 92.88(10) 4_545 . ?
O5 Mn1 N1 86.18(9) . . ?
O4 Mn1 N1 95.28(13) . . ?
O1 Mn1 N1 72.83(10) . . ?
O3 Mn1 O2 88.67(10) 4_545 6 ?
O5 Mn1 O2 126.92(9) . 6 ?
O4 Mn1 O2 87.65(13) . 6 ?
O1 Mn1 O2 74.26(9) . 6 ?
N1 Mn1 O2 146.86(10) . 6 ?
O2 C1 O1 121.9(3) . . ?
O2 C1 C2 120.5(3) . . ?
O1 C1 C2 117.5(3) . . ?
N1 C2 C3 112.4(3) . . ?
N1 C2 C1 116.7(3) . . ?
C3 C2 C1 130.6(3) . . ?
C2 C3 C4 105.2(3) . . ?
C2 C3 H3 127.4 . . ?
C4 C3 H3 127.4 . . ?
O3 C4 N2 122.7(3) . . ?
O3 C4 C3 131.5(3) . . ?
N2 C4 C3 105.8(3) . . ?
C2 N1 N2 104.4(3) . . ?
C2 N1 Mn1 114.6(2) . . ?
N2 N1 Mn1 140.9(2) . . ?
N1 N2 C4 112.0(3) . . ?
N1 N2 H2 118.0 . . ?
C4 N2 H2 129.7 . . ?
C1 O1 Mn1 118.0(2) . . ?
C1 O2 Mn1 98.7(2) . 6_556 ?
C4 O3 Mn1 124.0(2) . 4 ?
Mn1 O4 H4C 109.5 . . ?
Mn1 O4 H4A 109.7 . . ?
H4C O4 H4A 109.8 . . ?
Mn1 O5 H5A 109.6 . . ?
Mn1 O5 H5B 136.3 . . ?
H5A O5 H5B 108.8 . . ?
H6A O6 H6B 115.8 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C1 C2 N1 177.8(3) . . . . ?
O1 C1 C2 N1 1.3(5) . . . . ?
O2 C1 C2 C3 5.1(6) . . . . ?
O1 C1 C2 C3 -171.4(4) . . . . ?
N1 C2 C3 C4 -2.3(4) . . . . ?
C1 C2 C3 C4 170.6(3) . . . . ?
C2 C3 C4 O3 -175.5(3) . . . . ?
C2 C3 C4 N2 3.0(4) . . . . ?
C3 C2 N1 N2 0.6(4) . . . . ?
C1 C2 N1 N2 -173.4(3) . . . . ?
C3 C2 N1 Mn1 177.7(2) . . . . ?
C1 C2 N1 Mn1 3.7(4) . . . . ?
C2 N1 N2 C4 1.5(4) . . . . ?
Mn1 N1 N2 C4 -174.3(3) . . . . ?
O3 C4 N2 N1 175.8(3) . . . . ?
C3 C4 N2 N1 -2.9(4) . . . . ?
O2 C1 O1 Mn1 177.8(3) . . . . ?
C2 C1 O1 Mn1 -5.8(4) . . . . ?
O1 C1 O2 Mn1 21.3(4) . . . 6_556 ?
C2 C1 O2 Mn1 -155.1(3) . . . 6_556 ?
N2 C4 O3 Mn1 -71.8(4) . . . 4 ?
C3 C4 O3 Mn1 106.6(4) . . . 4 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O6 H6B O6 0.98 1.27 2.23(4) 164.0 5_567 yes
O6 H6A O6 0.85 2.37 2.80(6) 111.9 2_556 yes
O5 H5B O3 0.88 1.91 2.743(3) 158.7 6_565 yes
O5 H5A O2 0.82 2.00 2.812(4) 171.1 1_554 yes
O5 H5A O1 0.82 2.52 2.960(4) 114.9 6 yes
O4 H4A O2 0.82 2.30 2.886(4) 129.0 2 yes
O4 H4C O6 0.85 2.45 3.184(15) 145.0 1_554 yes
N2 H2 O3 0.96 2.06 2.999(4) 166.7 6_565 yes
O6 H6B O6 0.98 1.27 2.23(4) 164.0 5_567 yes
O6 H6A O6 0.85 2.37 2.80(6) 111.9 2_556 yes
O5 H5B O3 0.88 1.91 2.743(3) 158.7 6_565 yes
O5 H5A O2 0.82 2.00 2.812(4) 171.1 1_554 yes
O5 H5A O1 0.82 2.52 2.960(4) 114.9 6 yes
O4 H4A O2 0.82 2.30 2.886(4) 129.0 2 yes
O4 H4C O6 0.85 2.45 3.184(15) 145.0 1_554 yes
N2 H2 O3 0.96 2.06 2.999(4) 166.7 6_565 yes
N2 H2 O3 0.96 2.06 2.999(4) 166.7 6_565 yes
O4 H4C O6 0.85 2.45 3.184(15) 145.0 1_554 yes
O4 H4A O2 0.82 2.30 2.886(4) 129.0 2 yes
O5 H5A O1 0.82 2.52 2.960(4) 114.9 6 yes
O5 H5A O2 0.82 2.00 2.812(4) 171.1 1_554 yes
O5 H5B O3 0.88 1.91 2.743(3) 158.7 6_565 yes
O6 H6A O6 0.85 2.37 2.80(6) 111.9 2_556 yes
O6 H6B O6 0.98 1.27 2.23(4) 164.0 5_567 yes
N2 H2 O3 0.96 2.06 2.999(4) 166.7 6_565 yes
O4 H4C O6 0.85 2.45 3.184(15) 145.0 1_554 yes
O4 H4A O2 0.82 2.30 2.886(4) 129.0 2 yes
O5 H5A O1 0.82 2.52 2.960(4) 114.9 6 yes
O5 H5A O2 0.82 2.00 2.812(4) 171.1 1_554 yes
O5 H5B O3 0.88 1.91 2.743(3) 158.7 6_565 yes
O6 H6A O6 0.85 2.37 2.80(6) 111.9 2_556 yes
O6 H6B O6 0.98 1.27 2.23(4) 164.0 5_567 yes

_refine_diff_density_max         0.648
_refine_diff_density_min         -0.501
_refine_diff_density_rms         0.131

####################################################################### 
# 
# 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_cd
_database_code_depnum_ccdc_archive 'CCDC 2017614'
_audit_update_record             
;
2020-07-18 deposited with the CCDC.	2020-09-04 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H11 Cd N3 O5'
_chemical_formula_sum            'C7 H11 Cd N3 O5'
_chemical_formula_weight         329.59

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

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

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

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

_cell_length_a                   11.2775(16)
_cell_length_b                   10.9894(16)
_cell_length_c                   8.5532(12)
_cell_angle_alpha                90
_cell_angle_beta                 92.916(2)
_cell_angle_gamma                90
_cell_volume                     1058.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4940
_cell_measurement_theta_min      2.59
_cell_measurement_theta_max      24.94

_exptl_crystal_description       block
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.068
_exptl_crystal_F_000             648
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    2.074
_shelx_estimated_absorpt_T_min   0.707
_shelx_estimated_absorpt_T_max   0.789
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5648
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_process_details   SADABS-2016/2
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5492
_diffrn_reflns_av_unetI/netI     0.0340
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.020
_diffrn_reflns_theta_max         24.938
_diffrn_reflns_theta_full        24.938
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             1819
_reflns_number_gt                1747
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    SHELXS
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0177P)²+0.5356P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1819
_refine_ls_number_parameters     164
_refine_ls_number_restraints     18
_refine_ls_R_factor_all          0.0244
_refine_ls_R_factor_gt           0.0204
_refine_ls_wR_factor_ref         0.0433
_refine_ls_wR_factor_gt          0.0424
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_restrained_S_all      1.145
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.34064(2) 0.65118(2) 0.37600(2) 0.01848(8) Uani 1 1 d . . . . .
N1 N 0.58767(16) 0.86079(14) 0.2557(2) 0.0202(4) Uani 1 1 d . . . . .
H1A H 0.571139 0.827210 0.166411 0.024 Uiso 1 1 calc R U . . .
N2 N 0.62431(14) 0.97860(14) 0.27382(18) 0.0196(3) Uani 1 1 d . . . . .
N3 N -0.0367(2) 0.7174(3) 0.2453(5) 0.0769(10) Uani 1 1 d . . . . .
C1 C 0.67092(17) 1.11554(18) 0.4888(2) 0.0195(4) Uani 1 1 d . . . . .
C2 C 0.64295(16) 0.99230(17) 0.4284(2) 0.0181(4) Uani 1 1 d . . . . .
C4 C 0.58033(17) 0.80240(17) 0.3961(2) 0.0187(4) Uani 1 1 d . . . . .
C3 C 0.61873(18) 0.88616(18) 0.5095(2) 0.0203(4) Uani 1 1 d . . . . .
H3A H 0.626594 0.873825 0.617118 0.024 Uiso 1 1 calc R U . . .
C5 C -0.1103(14) 0.8287(16) 0.242(3) 0.098(5) Uani 0.43(3) 1 d . U P A 1
H5A H -0.190088 0.808760 0.206758 0.147 Uiso 0.43(3) 1 calc R U P A 1
H5B H -0.110612 0.862589 0.345722 0.147 Uiso 0.43(3) 1 calc R U P A 1
H5C H -0.078128 0.887019 0.172463 0.147 Uiso 0.43(3) 1 calc R U P A 1
C6 C -0.0859(16) 0.5987(14) 0.194(3) 0.101(5) Uani 0.43(3) 1 d . U P A 1
H6A H -0.168744 0.607716 0.164178 0.151 Uiso 0.43(3) 1 calc R U P A 1
H6B H -0.044466 0.570058 0.105648 0.151 Uiso 0.43(3) 1 calc R U P A 1
H6C H -0.076636 0.541139 0.277898 0.151 Uiso 0.43(3) 1 calc R U P A 1
C5A C -0.0992(9) 0.8166(10) 0.153(2) 0.084(4) Uani 0.57(3) 1 d . . P A 2
H5AA H -0.181102 0.795059 0.133557 0.126 Uiso 0.57(3) 1 calc R U P A 2
H5AB H -0.094021 0.891303 0.211186 0.126 Uiso 0.57(3) 1 calc R U P A 2
H5AC H -0.062403 0.827034 0.055062 0.126 Uiso 0.57(3) 1 calc R U P A 2
C6A C -0.1091(8) 0.6177(12) 0.286(2) 0.097(4) Uani 0.57(3) 1 d . U P A 2
H6AA H -0.188664 0.630575 0.243586 0.146 Uiso 0.57(3) 1 calc R U P A 2
H6AB H -0.078109 0.544125 0.243083 0.146 Uiso 0.57(3) 1 calc R U P A 2
H6AC H -0.109473 0.611005 0.397516 0.146 Uiso 0.57(3) 1 calc R U P A 2
C7 C 0.0751(3) 0.7206(3) 0.2894(5) 0.0642(9) Uani 1 1 d . . . . .
H7 H 0.113635 0.794826 0.279527 0.077 Uiso 1 1 calc R U . . .
O1 O 0.67199(15) 1.20319(13) 0.39400(17) 0.0283(3) Uani 1 1 d . . . . .
O2 O 0.68767(15) 1.13136(13) 0.63356(16) 0.0266(3) Uani 1 1 d . . . . .
O3 O 0.54072(13) 0.69115(13) 0.40878(17) 0.0235(3) Uani 1 1 d . . . . .
O4 O 0.13512(17) 0.63600(17) 0.3427(3) 0.0481(5) Uani 1 1 d . . . . .
O5 O 0.33663(16) 0.52124(14) 0.58272(17) 0.0337(4) Uani 1 1 d . . . . .
H5D H 0.325515 0.545003 0.675412 0.050 Uiso 1 1 d R U . . .
H5E H 0.363995 0.449213 0.588301 0.050 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
Cd1 O5 2.2750(15) . ?
Cd1 O3 2.3019(15) . ?
Cd1 O4 2.3267(19) . ?
Cd1 N2 2.3338(16) 2_645 ?
Cd1 O1 2.3762(15) 2_645 ?
Cd1 O2 2.4119(16) 3_676 ?
Cd1 O1 2.5456(14) 3_676 ?
N1 N2 1.365(2) . ?
N1 C4 1.368(3) . ?
N1 H1A 0.8600 . ?
N2 C2 1.336(2) . ?
N3 C7 1.299(4) . ?
N3 C6A 1.420(10) . ?
N3 C6 1.477(15) . ?
N3 C5 1.477(16) . ?
N3 C5A 1.501(11) . ?
C1 O2 1.255(2) . ?
C1 O1 1.259(3) . ?
C1 C2 1.478(3) . ?
C2 C3 1.392(3) . ?
C4 O3 1.308(2) . ?
C4 C3 1.390(3) . ?
C3 H3A 0.9300 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C5A H5AA 0.9600 . ?
C5A H5AB 0.9600 . ?
C5A H5AC 0.9600 . ?
C6A H6AA 0.9600 . ?
C6A H6AB 0.9600 . ?
C6A H6AC 0.9600 . ?
C7 O4 1.224(4) . ?
C7 H7 0.9300 . ?
O5 H5D 0.8500 . ?
O5 H5E 0.8500 . ?

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
O5 Cd1 O3 94.77(6) . . ?
O5 Cd1 O4 89.48(7) . . ?
O3 Cd1 O4 173.11(5) . . ?
O5 Cd1 N2 85.83(5) . 2_645 ?
O3 Cd1 N2 91.70(5) . 2_645 ?
O4 Cd1 N2 94.02(7) . 2_645 ?
O5 Cd1 O1 154.66(6) . 2_645 ?
O3 Cd1 O1 94.73(5) . 2_645 ?
O4 Cd1 O1 83.59(7) . 2_645 ?
N2 Cd1 O1 70.45(5) 2_645 2_645 ?
O5 Cd1 O2 129.82(5) . 3_676 ?
O3 Cd1 O2 86.69(5) . 3_676 ?
O4 Cd1 O2 86.42(6) . 3_676 ?
N2 Cd1 O2 144.33(5) 2_645 3_676 ?
O1 Cd1 O2 74.18(5) 2_645 3_676 ?
O5 Cd1 O1 77.87(5) . 3_676 ?
O3 Cd1 O1 83.05(5) . 3_676 ?
O4 Cd1 O1 92.58(7) . 3_676 ?
N2 Cd1 O1 162.35(5) 2_645 3_676 ?
O1 Cd1 O1 126.646(19) 2_645 3_676 ?
O2 Cd1 O1 52.46(5) 3_676 3_676 ?
N2 N1 C4 112.12(16) . . ?
N2 N1 H1A 123.9 . . ?
C4 N1 H1A 123.9 . . ?
C2 N2 N1 104.52(15) . . ?
C2 N2 Cd1 115.41(12) . 2_655 ?
N1 N2 Cd1 140.08(12) . 2_655 ?
C7 N3 C6A 120.8(5) . . ?
C7 N3 C6 117.1(7) . . ?
C7 N3 C5 121.3(8) . . ?
C6 N3 C5 121.6(11) . . ?
C7 N3 C5A 123.8(5) . . ?
C6A N3 C5A 115.4(6) . . ?
O2 C1 O1 121.55(18) . . ?
O2 C1 C2 119.38(17) . . ?
O1 C1 C2 118.99(17) . . ?
N2 C2 C3 111.96(17) . . ?
N2 C2 C1 117.98(16) . . ?
C3 C2 C1 129.61(17) . . ?
O3 C4 N1 123.19(17) . . ?
O3 C4 C3 131.04(18) . . ?
N1 C4 C3 105.75(16) . . ?
C4 C3 C2 105.61(17) . . ?
C4 C3 H3A 127.2 . . ?
C2 C3 H3A 127.2 . . ?
N3 C5 H5A 109.5 . . ?
N3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N3 C6 H6A 109.5 . . ?
N3 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N3 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N3 C5A H5AA 109.5 . . ?
N3 C5A H5AB 109.5 . . ?
H5AA C5A H5AB 109.5 . . ?
N3 C5A H5AC 109.5 . . ?
H5AA C5A H5AC 109.5 . . ?
H5AB C5A H5AC 109.5 . . ?
N3 C6A H6AA 109.5 . . ?
N3 C6A H6AB 109.5 . . ?
H6AA C6A H6AB 109.5 . . ?
N3 C6A H6AC 109.5 . . ?
H6AA C6A H6AC 109.5 . . ?
H6AB C6A H6AC 109.5 . . ?
O4 C7 N3 126.7(3) . . ?
O4 C7 H7 116.6 . . ?
N3 C7 H7 116.6 . . ?
C1 O1 Cd1 116.07(12) . 2_655 ?
C1 O1 Cd1 88.89(12) . 3_676 ?
Cd1 O1 Cd1 154.07(7) 2_655 3_676 ?
C1 O2 Cd1 95.21(12) . 3_676 ?
C4 O3 Cd1 120.33(12) . . ?
C7 O4 Cd1 121.29(18) . . ?
Cd1 O5 H5D 122.8 . . ?
Cd1 O5 H5E 127.3 . . ?
H5D O5 H5E 107.7 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4 N1 N2 C2 1.6(2) . . . . ?
C4 N1 N2 Cd1 -177.59(15) . . . 2_655 ?
N1 N2 C2 C3 -0.2(2) . . . . ?
Cd1 N2 C2 C3 179.23(13) 2_655 . . . ?
N1 N2 C2 C1 -173.25(17) . . . . ?
Cd1 N2 C2 C1 6.2(2) 2_655 . . . ?
O2 C1 C2 N2 179.28(19) . . . . ?
O1 C1 C2 N2 2.5(3) . . . . ?
O2 C1 C2 C3 7.7(3) . . . . ?
O1 C1 C2 C3 -169.1(2) . . . . ?
N2 N1 C4 O3 175.96(17) . . . . ?
N2 N1 C4 C3 -2.3(2) . . . . ?
O3 C4 C3 C2 -176.0(2) . . . . ?
N1 C4 C3 C2 2.1(2) . . . . ?
N2 C2 C3 C4 -1.2(2) . . . . ?
C1 C2 C3 C4 170.83(19) . . . . ?
C6A N3 C7 O4 13.5(13) . . . . ?
C6 N3 C7 O4 -26.2(14) . . . . ?
C5 N3 C7 O4 155.6(12) . . . . ?
C5A N3 C7 O4 -167.7(9) . . . . ?
O2 C1 O1 Cd1 173.59(15) . . . 2_655 ?
C2 C1 O1 Cd1 -9.7(2) . . . 2_655 ?
O2 C1 O1 Cd1 -13.7(2) . . . 3_676 ?
C2 C1 O1 Cd1 163.01(16) . . . 3_676 ?
O1 C1 O2 Cd1 14.5(2) . . . 3_676 ?
C2 C1 O2 Cd1 -162.17(16) . . . 3_676 ?
N1 C4 O3 Cd1 -74.7(2) . . . . ?
C3 C4 O3 Cd1 103.2(2) . . . . ?
N3 C7 O4 Cd1 169.6(3) . . . . ?

_refine_diff_density_max         0.633
_refine_diff_density_min         -1.154
_refine_diff_density_rms         0.154

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

data_1_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2017615'
_audit_update_record             
;
2020-07-18 deposited with the CCDC.	2020-09-04 downloaded from the CCDC.
;
_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C8 H10 Cu N4 O8'
_chemical_formula_sum            'C8 H10 Cu N4 O8'
_chemical_formula_weight         353.74

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'
Cu Cu 0.3201 1.2651 '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                   5.4281(8)
_cell_length_b                   12.4749(18)
_cell_length_c                   9.1341(14)
_cell_angle_alpha                90
_cell_angle_beta                 98.476(3)
_cell_angle_gamma                90
_cell_volume                     611.76(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2622
_cell_measurement_theta_min      2.78
_cell_measurement_theta_max      27.56

_exptl_crystal_description       block
_exptl_crystal_colour            blue
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.920
_exptl_crystal_F_000             358
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.836
_shelx_estimated_absorpt_T_min   0.733
_shelx_estimated_absorpt_T_max   0.838
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5152
_diffrn_reflns_av_unetI/netI     0.0442
_diffrn_reflns_av_R_equivalents  0.0738
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         2.784
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             1253
_reflns_number_gt                1065
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0797P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1253
_refine_ls_number_parameters     98
_refine_ls_number_restraints     30
_refine_ls_R_factor_all          0.0406
_refine_ls_R_factor_gt           0.0315
_refine_ls_wR_factor_ref         0.1098
_refine_ls_wR_factor_gt          0.0871
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.008
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.000000 1.000000 0.000000 0.0274(2) Uani 1 2 d S U P . .
C1 C -0.1361(4) 0.8230(2) 0.1489(3) 0.0228(5) Uani 1 1 d . U . . .
C2 C 0.0573(4) 0.7832(2) 0.0627(3) 0.0213(5) Uani 1 1 d . U . . .
C3 C 0.1599(5) 0.6838(2) 0.0380(3) 0.0249(5) Uani 1 1 d . U . . .
H3 H 0.120781 0.617567 0.075197 0.030 Uiso 1 1 calc R U . . .
C4 C 0.3338(4) 0.7063(2) -0.0546(3) 0.0241(5) Uani 1 1 d . U . . .
N1 N 0.1588(4) 0.86038(17) -0.0095(2) 0.0232(5) Uani 1 1 d . U . . .
H2 H 0.409980 0.846349 -0.144707 0.028 Uiso 1 1 d R U . . .
N2 N 0.3278(4) 0.81263(16) -0.0820(2) 0.0237(5) Uani 1 1 d . U . . .
O1 O -0.1813(4) 0.92234(15) 0.1400(2) 0.0312(5) Uani 1 1 d . U . . .
O2 O -0.2418(3) 0.75924(15) 0.2252(2) 0.0302(4) Uani 1 1 d . U . . .
O3 O 0.4879(4) 0.63879(16) -0.1090(2) 0.0386(5) Uani 1 1 d . U . . .
H3A H 0.555715 0.669713 -0.171552 0.058 Uiso 1 1 calc R U . . .
O4 O 0.3411(4) 1.05409(16) 0.2111(2) 0.0351(5) Uani 1 1 d . U . . .
H4B H 0.307648 1.103096 0.266902 0.042 Uiso 1 1 d R U . . .
H4A H 0.409148 1.005396 0.272002 0.042 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
Cu1 N1 1.951(2) 3_575 ?
Cu1 N1 1.951(2) . ?
Cu1 O1 1.9782(17) 3_575 ?
Cu1 O1 1.9783(17) . ?
Cu1 O4 2.559(2) . ?
C1 O2 1.251(3) . ?
C1 O1 1.264(3) . ?
C1 C2 1.487(3) . ?
C2 N1 1.332(3) . ?
C2 C3 1.391(3) . ?
C3 C4 1.386(3) . ?
C3 H3 0.9300 . ?
C4 O3 1.334(3) . ?
C4 N2 1.349(3) . ?
N1 N2 1.347(3) . ?
N2 H2 0.8828 . ?
O3 H3A 0.8200 . ?
O4 H4B 0.8328 . ?
O4 H4A 0.8684 . ?

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 180.00(5) 3_575 . ?
N1 Cu1 O1 81.77(8) 3_575 3_575 ?
N1 Cu1 O1 98.23(8) . 3_575 ?
N1 Cu1 O1 98.23(8) 3_575 . ?
N1 Cu1 O1 81.77(8) . . ?
O1 Cu1 O1 180.0 3_575 . ?
N1 Cu1 O4 90.36(8) 3_575 . ?
N1 Cu1 O4 89.64(8) . . ?
O1 Cu1 O4 89.11(7) 3_575 . ?
O1 Cu1 O4 90.89(7) . . ?
O2 C1 O1 124.0(2) . . ?
O2 C1 C2 120.0(2) . . ?
O1 C1 C2 116.0(2) . . ?
N1 C2 C3 111.1(2) . . ?
N1 C2 C1 113.4(2) . . ?
C3 C2 C1 135.5(2) . . ?
C4 C3 C2 104.1(2) . . ?
C4 C3 H3 127.9 . . ?
C2 C3 H3 127.9 . . ?
O3 C4 N2 123.4(2) . . ?
O3 C4 C3 128.4(2) . . ?
N2 C4 C3 108.2(2) . . ?
C2 N1 N2 106.6(2) . . ?
C2 N1 Cu1 113.93(16) . . ?
N2 N1 Cu1 138.97(16) . . ?
N1 N2 C4 110.07(19) . . ?
N1 N2 H2 123.6 . . ?
C4 N2 H2 126.0 . . ?
C1 O1 Cu1 114.30(15) . . ?
C4 O3 H3A 109.5 . . ?
Cu1 O4 H4B 117.1 . . ?
Cu1 O4 H4A 119.4 . . ?
H4B O4 H4A 103.4 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N2 H2 O4 0.88 1.99 2.830(3) 157.5 3_675 yes
O3 H3A O1 0.82 2.65 3.205(2) 126.0 4_675 yes
O3 H3A O2 0.82 1.79 2.592(3) 167.4 4_675 yes
O4 H4B O2 0.83 1.98 2.696(3) 143.1 2 yes
O4 H4A O3 0.87 2.11 2.956(3) 163.7 4_576 yes

_refine_diff_density_max         0.479
_refine_diff_density_min         -0.445
_refine_diff_density_rms         0.111

