# Supplementary Information (SI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2025

####################################################################### 
# 
# 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_compound02_Cu2D
_database_code_depnum_ccdc_archive 'CCDC 2389084'
loop_
_audit_author_name
_audit_author_address
'Chris Hebert Franco'
;Instituto Superior Tecnico, Universidade de Lisboa
Portugal
;
_audit_update_record             
;
2024-10-07 deposited with the CCDC.	2025-07-10 downloaded from the CCDC.
;
_audit_creation_date             2024-10-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
loop_
_audit_author_email
chris.franco@tecnico.ulisboa.pt
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H17 Cu2 N3 O11, H2 O, O'
_chemical_formula_sum            'C17 H19 Cu2 N3 O13'
_chemical_formula_weight         600.43
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

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

_cell_length_a                   11.4716(4)
_cell_length_b                   13.2902(4)
_cell_length_c                   16.5985(6)
_cell_angle_alpha                90
_cell_angle_beta                 93.503(3)
_cell_angle_gamma                90
_cell_volume                     2525.88(15)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    25706
_cell_measurement_temperature    296.15(10)
_cell_measurement_theta_max      33.4050
_cell_measurement_theta_min      1.7610
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.750
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72617
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light blue'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.579
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1216
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.095
_exptl_crystal_size_mid          0.053
_exptl_crystal_size_min          0.041
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0086
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            6574
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.345
_diffrn_reflns_theta_min         2.348
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      296.15(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -106.13   3.07   0.60    9.00    --  -24.85 -73.76  76.75  182
  2  ω    -59.18  22.42   0.60    9.00    --  -24.85  88.31 172.03  136
  3  ω   -106.13   3.07   0.60    9.00    --  -24.85 -73.76 -28.25  182
  4  ω   -106.13   3.07   0.60    9.00    --  -24.85 -73.76-130.25  182
  5  ω   -106.13   3.07   0.60    9.00    --  -24.85 -73.76 127.75  182
  6  ω   -106.13   3.07   0.60    9.00    --  -24.85 -73.76  25.75  182
  7  ω   -106.13   3.07   0.60    9.00    --  -24.85 -73.76 -79.25  182
;
_diffrn_measurement_device       'Bruker X8'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0332264000
_diffrn_orient_matrix_UB_12      0.0184504000
_diffrn_orient_matrix_UB_13      -0.0343364000
_diffrn_orient_matrix_UB_21      -0.0509213000
_diffrn_orient_matrix_UB_22      -0.0000647000
_diffrn_orient_matrix_UB_23      0.0222635000
_diffrn_orient_matrix_UB_31      0.0121875000
_diffrn_orient_matrix_UB_32      0.0499866000
_diffrn_orient_matrix_UB_33      0.0126896000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6454
_reflns_number_total             6574
_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_collection       'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.49 (Rigaku OD, 2022)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         1.532
_refine_diff_density_min         -0.815
_refine_diff_density_rms         0.189
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.214
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     328
_refine_ls_number_reflns         6574
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0768
_refine_ls_R_factor_gt           0.0758
_refine_ls_restrained_S_all      1.214
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0948P)²+24.7218P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2150
_refine_ls_wR_factor_ref         0.2156
_refine_special_details          'Refined as a 2-component twin.,Twin'
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.683(2)
 0.317(2)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
3. Uiso/Uaniso restraints and constraints
Uanis(O8) = Uanis(O9)
4. Others
 Sof(O9)=1-FVAR(1)
 Sof(O8)=FVAR(1)
5.a Free rotating group:
 O7(H7A,H7B)
5.b Rotating group:
 O17(H17A,H17B), O19(H19A,H19B)
5.c Aromatic/amide H refined with riding coordinates:
 C23(H23), C30(H30), C37(H37), C8(H8), C9(H9), C16(H16), C10(H10)
5.d Idealised Me refined as rotating group:
 C4(H4A,H4B,H4C), C2(H2A,H2B,H2C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu01 Cu 0.25028(9) 0.47962(7) 0.72009(6) 0.0136(3) Uani 1 1 d . . . . .
Cu1 Cu 0.28742(10) 0.01359(8) 0.54467(6) 0.0187(3) Uani 1 1 d . . . . .
N22 N 0.3615(6) 0.5969(5) 0.7137(4) 0.0140(15) Uani 1 1 d . . . . .
C23 C 0.3262(7) 0.6809(6) 0.6757(5) 0.0148(17) Uani 1 1 d . . . . .
H23 H 0.250425 0.683616 0.652515 0.018 Uiso 1 1 calc R U . . .
C21 C 0.3966(7) 0.7631(6) 0.6693(5) 0.0132(17) Uani 1 1 d . . . . .
C30 C 0.5442(8) 0.6729(7) 0.7459(6) 0.026(2) Uani 1 1 d . . . . .
H30 H 0.619077 0.667750 0.770377 0.031 Uiso 1 1 calc R U . . .
C35 C 0.5086(7) 0.7605(6) 0.7052(5) 0.0145(18) Uani 1 1 d . . . . .
C37 C 0.4679(8) 0.5952(7) 0.7493(6) 0.020(2) Uani 1 1 d . . . . .
H37 H 0.491537 0.537883 0.777996 0.024 Uiso 1 1 calc R U . . .
N1 N 0.1419(6) 0.3622(5) 0.7294(5) 0.0157(15) Uani 1 1 d . . . . .
O2 O 0.2358(5) 0.1014(5) 0.6278(4) 0.0234(14) Uani 1 1 d . . . . .
O3 O 0.3844(5) 0.3897(4) 0.7328(4) 0.0182(14) Uani 1 1 d . . . . .
O5 O 0.1158(5) 0.5712(4) 0.7221(4) 0.0201(14) Uani 1 1 d . . . . .
O6 O 0.0586(7) 0.0351(5) 0.6314(5) 0.0373(19) Uani 1 1 d . . . . .
C8 C 0.0336(8) 0.7896(7) 0.7340(6) 0.022(2) Uani 1 1 d . . . . .
H8 H 0.101930 0.795947 0.707042 0.026 Uiso 1 1 calc R U . . .
C9 C 0.1655(7) 0.2776(6) 0.6910(5) 0.0149(18) Uani 1 1 d . . . . .
H9 H 0.234780 0.273824 0.664827 0.018 Uiso 1 1 calc R U . . .
C1 C 0.0930(8) 0.1953(6) 0.6882(5) 0.0153(18) Uani 1 1 d . . . . .
C11 C 0.6003(8) 0.8416(6) 0.7009(6) 0.019(2) Uani 1 1 d . . . . .
C12 C 0.1064(8) 0.6247(6) 0.7848(6) 0.019(2) Uani 1 1 d . . . . .
O13 O 0.1717(6) 0.6237(6) 0.8456(4) 0.0360(18) Uani 1 1 d . . . . .
O14 O 0.2315(8) 0.4606(6) 0.5849(5) 0.048(2) Uani 1 1 d . . . . .
C15 C 0.0122(7) 0.7023(6) 0.7748(6) 0.0165(18) Uani 1 1 d . . . . .
C16 C 0.0449(8) 0.3677(6) 0.7672(6) 0.022(2) Uani 1 1 d . . . . .
H16 H 0.028984 0.425924 0.795604 0.026 Uiso 1 1 calc R U . . .
O17 O 0.1591(7) 0.0633(7) 0.4648(5) 0.049(2) Uani 1 1 d . . . . .
H17A H 0.188654 0.101321 0.429364 0.073 Uiso 1 1 d R U . . .
H17B H 0.112754 0.102542 0.488725 0.073 Uiso 1 1 d R U . . .
O18 O 0.6523(6) 0.8516(5) 0.6412(4) 0.0298(16) Uani 1 1 d . . . . .
O19 O 0.3662(7) -0.0447(6) 0.4524(5) 0.044(2) Uani 1 1 d . . . . .
H19A H 0.428635 -0.076282 0.469480 0.065 Uiso 1 1 d R U . . .
H19B H 0.391822 0.002576 0.422620 0.065 Uiso 1 1 d R U . . .
C20 C 0.1305(7) 0.1022(6) 0.6459(5) 0.0141(17) Uani 1 1 d . . . . .
O1 O 0.2474(6) -0.1595(5) 0.5900(5) 0.0340(18) Uani 1 1 d . . . . .
C3 C 0.3428(8) -0.1481(7) 0.6237(5) 0.021(2) Uani 1 1 d . . . . .
O4 O 0.3979(5) -0.0670(4) 0.6234(4) 0.0193(13) Uani 1 1 d . . . . .
O7 O -0.0524(10) 0.2049(12) 0.5134(8) 0.089(4) Uani 1 1 d G . . . .
H7A H -0.058464 0.229247 0.465969 0.134 Uiso 1 1 d G U . . .
H7B H -0.103093 0.236673 0.538777 0.134 Uiso 1 1 d G U . . .
O8 O 0.4329(12) 0.1779(11) 0.5154(8) 0.062(4) Uani 0.699(13) 1 d . . P . .
N9 N 0.1587(15) 0.4678(12) 0.4567(10) 0.092(5) Uani 1 1 d . . . . .
C10 C 0.1880(14) 0.5063(11) 0.5301(10) 0.069(4) Uani 1 1 d . . . . .
H10 H 0.172657 0.574142 0.538242 0.082 Uiso 1 1 calc R U . . .
C4 C 0.157(3) 0.3687(18) 0.4350(17) 0.166(13) Uani 1 1 d . . . . .
H4A H 0.211800 0.357504 0.394613 0.249 Uiso 1 1 calc R U . . .
H4B H 0.079838 0.351044 0.413673 0.249 Uiso 1 1 calc R U . . .
H4C H 0.177359 0.327990 0.481461 0.249 Uiso 1 1 calc R U . . .
C2 C 0.104(3) 0.526(3) 0.3957(16) 0.201(17) Uani 1 1 d . . . . .
H2A H 0.062784 0.580343 0.419290 0.302 Uiso 1 1 calc R U . . .
H2B H 0.049711 0.484961 0.363910 0.302 Uiso 1 1 calc R U . . .
H2C H 0.161485 0.552560 0.361900 0.302 Uiso 1 1 calc R U . . .
O9 O 0.492(3) 0.319(2) 0.5429(18) 0.062(4) Uani 0.301(13) 1 d . . P . .


_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
Cu01 N22 2.021(7) . ?
Cu01 N1 2.007(7) . ?
Cu01 O3 1.949(6) . ?
Cu01 O5 1.967(6) . ?
Cu01 O14 2.256(8) . ?
Cu1 O2 1.928(6) . ?
Cu1 O17 2.030(8) . ?
Cu1 O19 1.982(8) . ?
Cu1 O4 2.063(6) . ?
N22 C23 1.333(11) . ?
N22 C37 1.323(11) . ?
C23 H23 0.9300 . ?
C23 C21 1.367(12) . ?
C21 C35 1.384(12) . ?
C21 C3 1.513(12) 1_565 ?
C30 H30 0.9300 . ?
C30 C35 1.396(12) . ?
C30 C37 1.357(12) . ?
C35 C11 1.511(12) . ?
C37 H37 0.9300 . ?
N1 C9 1.329(11) . ?
N1 C16 1.312(12) . ?
O2 C20 1.263(11) . ?
O3 C11 1.276(11) 2_646 ?
O5 C12 1.270(11) . ?
O6 C20 1.228(11) . ?
C8 H8 0.9300 . ?
C8 C15 1.373(13) . ?
C8 C16 1.374(12) 2_556 ?
C9 H9 0.9300 . ?
C9 C1 1.372(12) . ?
C1 C15 1.391(13) 2_546 ?
C1 C20 1.499(11) . ?
C11 O18 1.195(12) . ?
C12 O13 1.219(12) . ?
C12 C15 1.496(11) . ?
O14 C10 1.179(17) . ?
C16 H16 0.9300 . ?
O17 H17A 0.8606 . ?
O17 H17B 0.8596 . ?
O19 H19A 0.8629 . ?
O19 H19B 0.8626 . ?
O1 C3 1.208(11) . ?
C3 O4 1.249(11) . ?
O7 H7A 0.8506 . ?
O7 H7B 0.8499 . ?
N9 C10 1.35(2) . ?
N9 C4 1.36(3) . ?
N9 C2 1.39(2) . ?
C10 H10 0.9300 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N22 Cu01 O14 93.2(3) . . ?
N1 Cu01 N22 178.4(3) . . ?
N1 Cu01 O14 88.1(3) . . ?
O3 Cu01 N22 89.0(3) . . ?
O3 Cu01 N1 90.2(3) . . ?
O3 Cu01 O5 172.8(3) . . ?
O3 Cu01 O14 93.8(3) . . ?
O5 Cu01 N22 91.3(3) . . ?
O5 Cu01 N1 89.4(3) . . ?
O5 Cu01 O14 93.4(3) . . ?
O2 Cu1 O17 91.6(3) . . ?
O2 Cu1 O19 164.5(3) . . ?
O2 Cu1 O4 93.7(3) . . ?
O17 Cu1 O4 167.2(3) . . ?
O19 Cu1 O17 88.2(3) . . ?
O19 Cu1 O4 89.7(3) . . ?
C23 N22 Cu01 119.7(6) . . ?
C37 N22 Cu01 122.1(6) . . ?
C37 N22 C23 118.1(7) . . ?
N22 C23 H23 118.5 . . ?
N22 C23 C21 122.9(7) . . ?
C21 C23 H23 118.5 . . ?
C23 C21 C35 118.9(8) . . ?
C23 C21 C3 116.0(7) . 1_565 ?
C35 C21 C3 125.1(8) . 1_565 ?
C35 C30 H30 120.5 . . ?
C37 C30 H30 120.5 . . ?
C37 C30 C35 119.0(8) . . ?
C21 C35 C30 117.8(8) . . ?
C21 C35 C11 126.4(7) . . ?
C30 C35 C11 115.7(7) . . ?
N22 C37 C30 123.3(8) . . ?
N22 C37 H37 118.4 . . ?
C30 C37 H37 118.4 . . ?
C9 N1 Cu01 118.4(6) . . ?
C16 N1 Cu01 122.7(6) . . ?
C16 N1 C9 118.7(7) . . ?
C20 O2 Cu1 121.0(6) . . ?
C11 O3 Cu01 117.8(6) 2_646 . ?
C12 O5 Cu01 117.8(6) . . ?
C15 C8 H8 119.7 . . ?
C15 C8 C16 120.6(8) . 2_556 ?
C16 C8 H8 119.7 2_556 . ?
N1 C9 H9 118.3 . . ?
N1 C9 C1 123.3(8) . . ?
C1 C9 H9 118.3 . . ?
C9 C1 C15 118.2(8) . 2_546 ?
C9 C1 C20 118.9(8) . . ?
C15 C1 C20 122.9(8) 2_546 . ?
O3 C11 C35 112.1(8) 2_656 . ?
O18 C11 C35 120.3(8) . . ?
O18 C11 O3 127.6(8) . 2_656 ?
O5 C12 C15 113.0(8) . . ?
O13 C12 O5 126.4(8) . . ?
O13 C12 C15 120.2(9) . . ?
C10 O14 Cu01 136.0(10) . . ?
C8 C15 C1 117.4(8) . 2_556 ?
C8 C15 C12 119.2(8) . . ?
C1 C15 C12 123.1(8) 2_556 . ?
N1 C16 C8 121.7(8) . 2_546 ?
N1 C16 H16 119.2 . . ?
C8 C16 H16 119.2 2_546 . ?
Cu1 O17 H17A 109.7 . . ?
Cu1 O17 H17B 109.9 . . ?
H17A O17 H17B 103.9 . . ?
Cu1 O19 H19A 110.2 . . ?
Cu1 O19 H19B 110.2 . . ?
H19A O19 H19B 103.7 . . ?
O2 C20 C1 115.1(8) . . ?
O6 C20 O2 126.1(8) . . ?
O6 C20 C1 118.9(8) . . ?
O1 C3 C21 117.6(8) . 1_545 ?
O1 C3 O4 123.4(9) . . ?
O4 C3 C21 119.0(8) . 1_545 ?
C3 O4 Cu1 99.2(5) . . ?
H7A O7 H7B 104.5 . . ?
C10 N9 C4 127.2(18) . . ?
C10 N9 C2 122(2) . . ?
C4 N9 C2 110(2) . . ?
O14 C10 N9 125.0(14) . . ?
O14 C10 H10 117.5 . . ?
N9 C10 H10 117.5 . . ?
N9 C4 H4A 109.5 . . ?
N9 C4 H4B 109.5 . . ?
N9 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N9 C2 H2A 109.5 . . ?
N9 C2 H2B 109.5 . . ?
N9 C2 H2C 109.5 . . ?
H2A C2 H2B 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu01 N22 C23 C21 179.8(7) . . . . ?
Cu01 N22 C37 C30 180.0(8) . . . . ?
Cu01 N1 C9 C1 -175.0(6) . . . . ?
Cu01 N1 C16 C8 173.4(7) . . . 2_546 ?
Cu01 O5 C12 O13 -1.6(13) . . . . ?
Cu01 O5 C12 C15 171.1(5) . . . . ?
Cu01 O14 C10 N9 -160.1(13) . . . . ?
Cu1 O2 C20 O6 19.9(13) . . . . ?
Cu1 O2 C20 C1 -159.3(5) . . . . ?
N22 C23 C21 C35 -1.5(13) . . . . ?
N22 C23 C21 C3 179.7(8) . . . 1_565 ?
C23 N22 C37 C30 -2.9(14) . . . . ?
C23 C21 C35 C30 0.5(13) . . . . ?
C23 C21 C35 C11 176.6(8) . . . . ?
C21 C35 C11 O3 106.5(10) . . . 2_656 ?
C21 C35 C11 O18 -76.5(12) . . . . ?
C21 C3 O4 Cu1 174.8(7) 1_545 . . . ?
C30 C35 C11 O3 -77.4(10) . . . 2_656 ?
C30 C35 C11 O18 99.6(10) . . . . ?
C35 C30 C37 N22 2.0(16) . . . . ?
C37 N22 C23 C21 2.7(13) . . . . ?
C37 C30 C35 C21 -0.8(14) . . . . ?
C37 C30 C35 C11 -177.2(9) . . . . ?
N1 C9 C1 C15 2.1(13) . . . 2_546 ?
N1 C9 C1 C20 -177.7(8) . . . . ?
O5 C12 C15 C8 -79.4(11) . . . . ?
O5 C12 C15 C1 107.4(10) . . . 2_556 ?
C9 N1 C16 C8 -2.1(14) . . . 2_546 ?
C9 C1 C20 O2 11.4(12) . . . . ?
C9 C1 C20 O6 -167.9(8) . . . . ?
O13 C12 C15 C8 93.9(12) . . . . ?
O13 C12 C15 C1 -79.3(12) . . . 2_556 ?
C15 C1 C20 O2 -168.3(8) 2_546 . . . ?
C15 C1 C20 O6 12.4(13) 2_546 . . . ?
C16 N1 C9 C1 0.7(13) . . . . ?
C16 C8 C15 C1 2.2(14) 2_556 . . 2_556 ?
C16 C8 C15 C12 -171.5(9) 2_556 . . . ?
O1 C3 O4 Cu1 -5.9(11) . . . . ?
C3 C21 C35 C30 179.2(9) 1_565 . . . ?
C3 C21 C35 C11 -4.8(15) 1_565 . . . ?
C4 N9 C10 O14 11(4) . . . . ?
C2 N9 C10 O14 178(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.350
_oxdiff_exptl_absorpt_empirical_full_min 0.810
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_oxdiff_twin_reflns_isolated
_oxdiff_twin_reflns_overlapped
_twin_individual_twin_lattice_type
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
1 0.683(2) 4323 49565 ref 1.0000 0.0000 0.0000 0.0000 1.0000 0.0000 0.0000
0.0000 1.0000
2 0.317(2) 4289 49565 nmt -1.0002 -0.0001 -0.0028 -0.0003 -1.0008 -0.0002
0.1710 0.0002 1.0009

_twin_special_details            
;
Component 2 rotated by -179.9836° 
around [-0.00 0.00 1.00] (reciprocal) or [0.09 0.00 1.00] (direct)
;
# start Validation Reply Form
_vrf_PLAT220_compound02_Cu2D     
;
PROBLEM: NonSolvent   Resd 1  C   Ueq(max)/Ueq(min) Range       10.0 Ratio  
RESPONSE: The slight deviations observed are attributed to crystal twinning.
However, these do not compromise the integrity of the structural 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_compound01_Cu0D
_database_code_depnum_ccdc_archive 'CCDC 2389085'
loop_
_audit_author_name
_audit_author_address
'Chris Hebert Franco'
;Instituto Superior Tecnico, Universidade de Lisboa
Portugal
;
_audit_update_record             
;
2024-10-07 deposited with the CCDC.	2025-07-10 downloaded from the CCDC.
;
_audit_creation_date             2024-10-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
loop_
_audit_author_email
chris.franco@tecnico.ulisboa.pt
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C13 H20 Cu N2 O8'
_chemical_formula_sum            'C13 H20 Cu N2 O8'
_chemical_formula_weight         395.85
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_H-M_alt        'P c a 21'
_space_group_name_Hall           'P 2c -2ac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y, z+1/2'
'x+1/2, -y, z'

_cell_length_a                   14.0769(11)
_cell_length_b                   8.0331(6)
_cell_length_c                   13.7851(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1558.8(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9993
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.073
_cell_measurement_theta_min      2.535
_shelx_estimated_absorpt_T_max   0.931
_shelx_estimated_absorpt_T_min   0.857
_exptl_absorpt_coefficient_mu    1.448
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6546
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0741 before and 0.0549 after correction.
The Ratio of minimum to maximum transmission is 0.8778.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.687
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             820
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0236
_diffrn_reflns_av_unetI/netI     0.0256
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            20773
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         26.368
_diffrn_reflns_theta_min         2.535
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.906
_reflns_Friedel_fraction_full    0.994
_reflns_Friedel_fraction_max     0.991
_reflns_number_gt                3023
_reflns_number_total             3166
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.187
_refine_diff_density_min         -0.198
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.015(12)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     222
_refine_ls_number_reflns         3166
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0199
_refine_ls_R_factor_gt           0.0185
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0255P)²+0.0628P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0472
_refine_ls_wR_factor_ref         0.0477
_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.985(12)
 0.015(12)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
3.a Rotating group:
 O4(H4A,H4B)
3.b Secondary CH2 refined with riding coordinates:
 C1(H1A,H1B), C2(H2A,H2B), C5(H5A,H5B), C6(H6A,H6B), C3(H3A,H3B), C4(H4C,H4D)
3.c Aromatic/amide H refined with riding coordinates:
 C12(H12), C11(H11), C13(H13)
3.d Idealised tetrahedral OH refined as rotating group:
 O3(H3), O2(H2), O1(H1)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.33502(2) 0.42421(3) 0.41820(3) 0.01874(9) Uani 1 1 d . . . . .
O3 O 0.43910(13) 0.4514(2) 0.31898(13) 0.0250(4) Uani 1 1 d . . . . .
H3 H 0.453795 0.374847 0.282613 0.038 Uiso 1 1 calc R U . . .
O2 O 0.21370(12) 0.4274(2) 0.49549(15) 0.0263(4) Uani 1 1 d . . . . .
H2 H 0.193218 0.331987 0.498835 0.039 Uiso 1 1 calc R U . . .
O4 O 0.25997(13) 0.2420(2) 0.31290(15) 0.0333(4) Uani 1 1 d . . . . .
H4A H 0.300319 0.172779 0.290994 0.050 Uiso 1 1 d R U . . .
H4B H 0.220568 0.182529 0.344353 0.050 Uiso 1 1 d R U . . .
O7 O 0.60243(15) -0.0400(3) 0.74123(15) 0.0384(5) Uani 1 1 d . . . . .
O5 O 0.60439(18) -0.0661(3) 0.38729(17) 0.0476(7) Uani 1 1 d . . . . .
O1 O 0.39995(17) 0.6513(3) 0.52615(19) 0.0512(6) Uani 1 1 d . . . . .
H1 H 0.434270 0.682415 0.570674 0.077 Uiso 1 1 calc R U . . .
N2 N 0.39876(13) 0.2507(2) 0.49821(15) 0.0207(4) Uani 1 1 d . . . . .
O8 O 0.50225(14) -0.2401(2) 0.69328(15) 0.0375(5) Uani 1 1 d . . . . .
C1 C 0.4238(2) 0.6001(3) 0.2630(2) 0.0355(7) Uani 1 1 d . . . . .
H1A H 0.449322 0.585747 0.198244 0.043 Uiso 1 1 calc R U . . .
H1B H 0.456183 0.693187 0.293301 0.043 Uiso 1 1 calc R U . . .
C2 C 0.3191(2) 0.6352(4) 0.2575(2) 0.0341(7) Uani 1 1 d . . . . .
H2A H 0.308520 0.744316 0.229242 0.041 Uiso 1 1 calc R U . . .
H2B H 0.288279 0.553030 0.216617 0.041 Uiso 1 1 calc R U . . .
N1 N 0.27815(14) 0.6292(3) 0.35720(15) 0.0229(4) Uani 1 1 d . . . . .
C5 C 0.30140(19) 0.7862(3) 0.4112(3) 0.0309(5) Uani 1 1 d . . . . .
H5A H 0.248679 0.863045 0.404345 0.037 Uiso 1 1 calc R U . . .
H5B H 0.356591 0.837247 0.381361 0.037 Uiso 1 1 calc R U . . .
C6 C 0.3212(2) 0.7615(4) 0.5174(2) 0.0355(7) Uani 1 1 d . . . . .
H6A H 0.335718 0.867395 0.547721 0.043 Uiso 1 1 calc R U . . .
H6B H 0.265903 0.714404 0.549197 0.043 Uiso 1 1 calc R U . . .
C3 C 0.1741(2) 0.5943(4) 0.3559(3) 0.0330(7) Uani 1 1 d . . . . .
H3A H 0.160226 0.510336 0.307331 0.040 Uiso 1 1 calc R U . . .
H3B H 0.139703 0.694782 0.338981 0.040 Uiso 1 1 calc R U . . .
C4 C 0.1425(2) 0.5337(4) 0.4543(2) 0.0336(7) Uani 1 1 d . . . . .
H4C H 0.131753 0.628198 0.496738 0.040 Uiso 1 1 calc R U . . .
H4D H 0.083254 0.473074 0.448101 0.040 Uiso 1 1 calc R U . . .
C12 C 0.37648(18) 0.2369(3) 0.59313(19) 0.0253(5) Uani 1 1 d . . . . .
H12 H 0.329107 0.305151 0.618188 0.030 Uiso 1 1 calc R U . . .
C11 C 0.42064(19) 0.1266(4) 0.65421(18) 0.0244(6) Uani 1 1 d . . . . .
H11 H 0.402706 0.120436 0.719041 0.029 Uiso 1 1 calc R U . . .
C9 C 0.49263(17) 0.0234(3) 0.61879(18) 0.0208(5) Uani 1 1 d . . . . .
C10 C 0.5388(2) -0.0956(3) 0.68914(19) 0.0254(6) Uani 1 1 d . . . . .
C8 C 0.51636(17) 0.0360(3) 0.52059(18) 0.0206(5) Uani 1 1 d . . . . .
C13 C 0.46715(17) 0.1504(3) 0.46327(18) 0.0218(5) Uani 1 1 d . . . . .
H13 H 0.482390 0.157533 0.397759 0.026 Uiso 1 1 calc R U . . .
C7 C 0.5931(2) -0.0707(3) 0.4750(2) 0.0245(6) Uani 1 1 d . . . . .
O6 O 0.64177(17) -0.1537(3) 0.53478(17) 0.0481(6) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 O3 2.0163(18) . ?
Cu1 O2 2.0131(18) . ?
Cu1 O4 2.3166(19) . ?
Cu1 N2 1.991(2) . ?
Cu1 N1 2.015(2) . ?
O3 H3 0.8200 . ?
O3 C1 1.438(3) . ?
O2 H2 0.8200 . ?
O2 C4 1.434(3) . ?
O4 H4A 0.8501 . ?
O4 H4B 0.8506 . ?
O7 C10 1.232(3) . ?
O5 C7 1.220(4) . ?
O1 H1 0.8200 . ?
O1 C6 1.424(4) . ?
N2 C12 1.350(3) . ?
N2 C13 1.345(3) . ?
O8 C10 1.271(3) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.503(4) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C2 N1 1.492(3) . ?
N1 C5 1.501(3) . ?
N1 C3 1.491(4) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.503(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.508(4) . ?
C4 H4C 0.9700 . ?
C4 H4D 0.9700 . ?
C12 H12 0.9300 . ?
C12 C11 1.371(4) . ?
C11 H11 0.9300 . ?
C11 C9 1.397(4) . ?
C9 C10 1.509(4) . ?
C9 C8 1.398(3) . ?
C8 C13 1.396(4) . ?
C8 C7 1.516(3) . ?
C13 H13 0.9300 . ?
C7 O6 1.262(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O3 Cu1 O4 88.56(7) . . ?
O2 Cu1 O3 166.95(8) . . ?
O2 Cu1 O4 87.29(7) . . ?
O2 Cu1 N1 82.73(8) . . ?
N2 Cu1 O3 97.13(8) . . ?
N2 Cu1 O2 95.62(8) . . ?
N2 Cu1 O4 96.33(7) . . ?
N2 Cu1 N1 169.23(9) . . ?
N1 Cu1 O3 85.24(8) . . ?
N1 Cu1 O4 94.23(8) . . ?
Cu1 O3 H3 121.1 . . ?
C1 O3 Cu1 110.16(16) . . ?
C1 O3 H3 109.5 . . ?
Cu1 O2 H2 108.4 . . ?
C4 O2 Cu1 113.00(17) . . ?
C4 O2 H2 109.5 . . ?
Cu1 O4 H4A 109.3 . . ?
Cu1 O4 H4B 109.4 . . ?
H4A O4 H4B 104.5 . . ?
C6 O1 H1 109.5 . . ?
C12 N2 Cu1 119.33(17) . . ?
C13 N2 Cu1 122.95(17) . . ?
C13 N2 C12 117.6(2) . . ?
O3 C1 H1A 109.8 . . ?
O3 C1 H1B 109.8 . . ?
O3 C1 C2 109.3(2) . . ?
H1A C1 H1B 108.3 . . ?
C2 C1 H1A 109.8 . . ?
C2 C1 H1B 109.8 . . ?
C1 C2 H2A 109.9 . . ?
C1 C2 H2B 109.9 . . ?
H2A C2 H2B 108.3 . . ?
N1 C2 C1 109.0(2) . . ?
N1 C2 H2A 109.9 . . ?
N1 C2 H2B 109.9 . . ?
C2 N1 Cu1 104.96(16) . . ?
C2 N1 C5 110.2(2) . . ?
C5 N1 Cu1 113.16(16) . . ?
C3 N1 Cu1 103.99(16) . . ?
C3 N1 C2 112.0(2) . . ?
C3 N1 C5 112.2(2) . . ?
N1 C5 H5A 108.7 . . ?
N1 C5 H5B 108.7 . . ?
N1 C5 C6 114.4(2) . . ?
H5A C5 H5B 107.6 . . ?
C6 C5 H5A 108.7 . . ?
C6 C5 H5B 108.7 . . ?
O1 C6 C5 108.0(2) . . ?
O1 C6 H6A 110.1 . . ?
O1 C6 H6B 110.1 . . ?
C5 C6 H6A 110.1 . . ?
C5 C6 H6B 110.1 . . ?
H6A C6 H6B 108.4 . . ?
N1 C3 H3A 109.7 . . ?
N1 C3 H3B 109.7 . . ?
N1 C3 C4 109.8(2) . . ?
H3A C3 H3B 108.2 . . ?
C4 C3 H3A 109.7 . . ?
C4 C3 H3B 109.7 . . ?
O2 C4 C3 110.0(2) . . ?
O2 C4 H4C 109.7 . . ?
O2 C4 H4D 109.7 . . ?
C3 C4 H4C 109.7 . . ?
C3 C4 H4D 109.7 . . ?
H4C C4 H4D 108.2 . . ?
N2 C12 H12 118.6 . . ?
N2 C12 C11 122.9(2) . . ?
C11 C12 H12 118.6 . . ?
C12 C11 H11 120.1 . . ?
C12 C11 C9 119.8(2) . . ?
C9 C11 H11 120.1 . . ?
C11 C9 C10 117.6(2) . . ?
C11 C9 C8 117.9(2) . . ?
C8 C9 C10 124.4(2) . . ?
O7 C10 O8 126.8(3) . . ?
O7 C10 C9 117.3(2) . . ?
O8 C10 C9 115.7(2) . . ?
C9 C8 C7 122.1(2) . . ?
C13 C8 C9 118.5(2) . . ?
C13 C8 C7 119.4(2) . . ?
N2 C13 C8 123.2(2) . . ?
N2 C13 H13 118.4 . . ?
C8 C13 H13 118.4 . . ?
O5 C7 C8 119.1(3) . . ?
O5 C7 O6 126.4(3) . . ?
O6 C7 C8 114.5(3) . . ?

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
Cu1 O3 C1 C2 -29.4(3) . . . . ?
Cu1 O2 C4 C3 8.3(3) . . . . ?
Cu1 N2 C12 C11 -176.6(2) . . . . ?
Cu1 N2 C13 C8 175.70(18) . . . . ?
Cu1 N1 C5 C6 -26.4(3) . . . . ?
Cu1 N1 C3 C4 48.6(3) . . . . ?
O3 C1 C2 N1 50.2(3) . . . . ?
N2 C12 C11 C9 0.5(4) . . . . ?
C1 C2 N1 Cu1 -44.8(3) . . . . ?
C1 C2 N1 C5 77.4(3) . . . . ?
C1 C2 N1 C3 -157.0(2) . . . . ?
C2 N1 C5 C6 -143.6(2) . . . . ?
C2 N1 C3 C4 161.4(2) . . . . ?
N1 C5 C6 O1 59.7(3) . . . . ?
N1 C3 C4 O2 -38.1(3) . . . . ?
C5 N1 C3 C4 -74.1(3) . . . . ?
C3 N1 C5 C6 90.9(3) . . . . ?
C12 N2 C13 C8 -1.0(4) . . . . ?
C12 C11 C9 C10 180.0(2) . . . . ?
C12 C11 C9 C8 -0.6(4) . . . . ?
C11 C9 C10 O7 -82.4(3) . . . . ?
C11 C9 C10 O8 92.3(3) . . . . ?
C11 C9 C8 C13 0.0(4) . . . . ?
C11 C9 C8 C7 -179.8(2) . . . . ?
C9 C8 C13 N2 0.9(4) . . . . ?
C9 C8 C7 O5 172.8(3) . . . . ?
C9 C8 C7 O6 -9.2(4) . . . . ?
C10 C9 C8 C13 179.3(2) . . . . ?
C10 C9 C8 C7 -0.5(4) . . . . ?
C8 C9 C10 O7 98.3(3) . . . . ?
C8 C9 C10 O8 -87.0(3) . . . . ?
C13 N2 C12 C11 0.3(4) . . . . ?
C13 C8 C7 O5 -6.9(4) . . . . ?
C13 C8 C7 O6 171.1(3) . . . . ?
C7 C8 C13 N2 -179.3(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.985(12)
2 0.015(12)

####################################################################### 
# 
# 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_compound03_Cu3D
_database_code_depnum_ccdc_archive 'CCDC 2389086'
loop_
_audit_author_name
_audit_author_address
'Chris Hebert Franco'
;Instituto Superior Tecnico, Universidade de Lisboa
Portugal
;
_audit_update_record             
;
2024-10-07 deposited with the CCDC.	2025-07-10 downloaded from the CCDC.
;
_audit_creation_date             2024-10-03
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
loop_
_audit_author_email
chris.franco@tecnico.ulisboa.pt
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H10 Cu2 N2 O11, 1.613(H2 O), 2.387(O)'
_chemical_formula_sum            'C14 H13.22 Cu2 N2 O15'
_chemical_formula_weight         576.57
_chemical_absolute_configuration unk
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C14 H12 Cu2 N2 O11'
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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      tetragonal
_space_group_IT_number           96
_space_group_name_H-M_alt        'P 43 21 2'
_space_group_name_Hall           'P 4nw 2abw'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y+1/2, x+1/2, z+3/4'
'y+1/2, -x+1/2, z+1/4'
'-x+1/2, y+1/2, -z+3/4'
'x+1/2, -y+1/2, -z+1/4'
'y, x, -z'
'-y, -x, -z+1/2'

_cell_length_a                   9.53860(10)
_cell_length_b                   9.53860(10)
_cell_length_c                   23.9111(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2175.55(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    35557
_cell_measurement_temperature    298
_cell_measurement_theta_max      32.9380
_cell_measurement_theta_min      2.4170
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.033
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86388
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light blue'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.760
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1157
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0432
_diffrn_reflns_av_unetI/netI     0.0120
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            41098
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.344
_diffrn_reflns_theta_min         2.299
_diffrn_ambient_temperature      298
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ    153.25 154.25   1.00    1.00 -25.75   0.00  73.76    --     1
  2  φ    333.25 334.25   1.00    1.00 -25.75   0.00  73.76    --     1
  3  φ    -13.92 345.48   0.60   12.00  -9.00   0.00  42.18    --   599
  4  ω    -82.62  18.78   0.60   12.00    --    0.00 -59.25  92.08  169
  5  ω    -82.62  18.78   0.60   12.00    --    0.00 -59.25  20.08  169
;
_diffrn_measurement_device       'Bruker X8'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0721356000
_diffrn_orient_matrix_UB_12      -0.0026685000
_diffrn_orient_matrix_UB_13      0.0071832000
_diffrn_orient_matrix_UB_21      -0.0090901000
_diffrn_orient_matrix_UB_22      -0.0584176000
_diffrn_orient_matrix_UB_23      -0.0179799000
_diffrn_orient_matrix_UB_31      0.0157489000
_diffrn_orient_matrix_UB_32      -0.0458783000
_diffrn_orient_matrix_UB_33      0.0224754000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.623
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                1994
_reflns_number_total             1996
_reflns_odcompleteness_completeness 96.52
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     33.05
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.858
_refine_diff_density_min         -2.116
_refine_diff_density_rms         0.219
_refine_ls_abs_structure_details 
;
 Flack x determined using 761 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.034(13)
_refine_ls_extinction_coef       0.025(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.121
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     165
_refine_ls_number_reflns         1996
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0770
_refine_ls_R_factor_gt           0.0770
_refine_ls_restrained_S_all      1.120
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1668P)²+7.3643P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2296
_refine_ls_wR_factor_ref         0.2296
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Restrained distances
 H5B-O5
 0.85 with sigma of 0.02
 H5A-O5
 0.85 with sigma of 0.02
 H5A-H5B
 1.4 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
Uanis(O8) = Uanis(O7)
4. Others
 Sof(O7)=1-FVAR(1)
 Sof(O8)=Sof(H8A)=Sof(H8B)=FVAR(1)
5.a Free rotating group:
 O8(H8A,H8B)
5.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C3(H3), C4(H4)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.61183(11) 0.61183(11) 0.500000 0.0193(6) Uani 1 2 d S T P . .
O3 O 0.6699(7) 0.5908(7) 0.5788(2) 0.0248(14) Uani 1 1 d . . . . .
O1 O 0.5335(7) 0.4723(8) 0.6833(3) 0.0360(17) Uani 1 1 d . . . . .
O2 O 0.7025(9) 0.3308(8) 0.6528(4) 0.045(2) Uani 1 1 d . . . . .
N1 N 0.9644(8) 0.7429(9) 0.7268(3) 0.0250(16) Uani 1 1 d . . . . .
C5 C 0.9097(9) 0.7506(10) 0.6755(3) 0.0234(18) Uani 1 1 d . . . . .
H5 H 0.940258 0.822439 0.652240 0.028 Uiso 1 1 calc R U . . .
C7 C 0.7586(10) 0.6788(11) 0.5960(4) 0.0265(19) Uani 1 1 d . . . . .
C1 C 0.6582(10) 0.4416(10) 0.6727(4) 0.0267(19) Uani 1 1 d . . . . .
C2 C 0.7666(8) 0.5501(10) 0.6892(3) 0.0217(17) Uani 1 1 d . . . . .
C3 C 0.8238(10) 0.5416(12) 0.7430(4) 0.034(2) Uani 1 1 d . . . . .
H3 H 0.797546 0.469652 0.767136 0.041 Uiso 1 1 calc R U . . .
C6 C 0.8115(9) 0.6595(9) 0.6550(3) 0.0209(17) Uani 1 1 d . . . . .
O6 O 0.4458(9) 0.4458(9) 0.500000 0.073(4) Uani 1 2 d S T P . .
C4 C 0.9203(11) 0.6422(12) 0.7599(4) 0.037(2) Uani 1 1 d . . . . .
H4 H 0.955117 0.638028 0.796197 0.044 Uiso 1 1 calc R U . . .
O5 O 0.5624(17) 0.7885(15) 0.7566(6) 0.086(4) Uani 1 1 d D . . . .
H5A H 0.59(3) 0.868(11) 0.747(9) 0.129 Uiso 1 1 d D U . . .
H5B H 0.53(3) 0.79(2) 0.790(4) 0.129 Uiso 1 1 d D U . . .
O8 O 0.9990(19) 0.277(2) 0.6741(9) 0.094(6) Uani 0.81(2) 1 d G . P . .
H8A H 1.060970 0.301876 0.650534 0.141 Uiso 0.81(2) 1 d G U P . .
H8B H 1.041955 0.276115 0.705248 0.141 Uiso 0.81(2) 1 d G U P . .
Cu2 Cu 0.4071(2) 0.5929(2) 0.750000 0.0730(10) Uani 1 2 d S T P . .
O9 O 0.641(3) 0.977(3) 0.6575(14) 0.215(14) Uani 1 1 d . . . . .
O4 O 0.8055(12) 0.7768(12) 0.5676(3) 0.072(4) Uani 1 1 d . . . A 1
O7 O 0.373(8) 0.386(8) 0.593(4) 0.094(6) Uani 0.19(2) 1 d . . P . .


_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 O3 1.974(6) 7_556 ?
Cu1 O3 1.974(6) . ?
Cu1 N1 2.051(7) 6_466 ?
Cu1 N1 2.051(7) 3_644 ?
Cu1 O6 2.240(12) . ?
O3 C7 1.261(11) . ?
O1 C1 1.252(12) . ?
O1 Cu2 2.306(7) . ?
O2 C1 1.233(13) . ?
N1 C5 1.335(11) . ?
N1 C4 1.314(13) . ?
C5 H5 0.9300 . ?
C5 C6 1.369(13) . ?
C7 C6 1.508(11) . ?
C7 O4 1.238(13) . ?
C1 C2 1.516(12) . ?
C2 C3 1.399(13) . ?
C2 C6 1.394(12) . ?
C3 H3 0.9300 . ?
C3 C4 1.389(16) . ?
C4 H4 0.9300 . ?
O5 H5A 0.85(3) . ?
O5 H5B 0.85(3) . ?
O5 Cu2 2.387(15) . ?
O8 H8A 0.8498 . ?
O8 H8B 0.8497 . ?
Cu2 O4 2.258(8) 4_465 ?
Cu2 O4 2.258(8) 6_466 ?

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 Cu1 O3 165.4(4) 7_556 . ?
O3 Cu1 N1 89.9(3) 7_556 6_466 ?
O3 Cu1 N1 90.2(3) . 6_466 ?
O3 Cu1 N1 90.2(3) 7_556 3_644 ?
O3 Cu1 N1 89.9(3) . 3_644 ?
O3 Cu1 O6 97.28(19) . . ?
O3 Cu1 O6 97.28(19) 7_556 . ?
N1 Cu1 N1 179.2(5) 6_466 3_644 ?
N1 Cu1 O6 89.6(2) 6_466 . ?
N1 Cu1 O6 89.6(2) 3_644 . ?
C7 O3 Cu1 115.6(6) . . ?
C1 O1 Cu2 138.9(6) . . ?
C5 N1 Cu1 118.6(6) . 4_565 ?
C4 N1 Cu1 123.4(6) . 4_565 ?
C4 N1 C5 117.9(8) . . ?
N1 C5 H5 117.9 . . ?
N1 C5 C6 124.2(8) . . ?
C6 C5 H5 117.9 . . ?
O3 C7 C6 116.6(8) . . ?
O4 C7 O3 124.4(8) . . ?
O4 C7 C6 118.9(8) . . ?
O1 C1 C2 115.8(9) . . ?
O2 C1 O1 127.2(9) . . ?
O2 C1 C2 116.9(9) . . ?
C3 C2 C1 117.7(8) . . ?
C6 C2 C1 124.6(8) . . ?
C6 C2 C3 117.7(8) . . ?
C2 C3 H3 120.5 . . ?
C4 C3 C2 119.0(9) . . ?
C4 C3 H3 120.5 . . ?
C5 C6 C7 119.1(8) . . ?
C5 C6 C2 118.3(7) . . ?
C2 C6 C7 122.6(8) . . ?
N1 C4 C3 122.8(8) . . ?
N1 C4 H4 118.6 . . ?
C3 C4 H4 118.6 . . ?
H5A O5 H5B 111(7) . . ?
Cu2 O5 H5A 154(10) . . ?
Cu2 O5 H5B 82(10) . . ?
H8A O8 H8B 104.5 . . ?
O1 Cu2 O1 87.5(4) . 8_666 ?
O1 Cu2 O5 96.4(4) 8_666 8_666 ?
O1 Cu2 O5 93.1(4) . 8_666 ?
O1 Cu2 O5 93.1(4) 8_666 . ?
O1 Cu2 O5 96.4(4) . . ?
O5 Cu2 O5 166.9(7) 8_666 . ?
O4 Cu2 O1 90.2(3) 6_466 . ?
O4 Cu2 O1 175.5(4) 4_465 . ?
O4 Cu2 O1 175.5(4) 6_466 8_666 ?
O4 Cu2 O1 90.2(3) 4_465 8_666 ?
O4 Cu2 O5 83.3(5) 4_465 8_666 ?
O4 Cu2 O5 87.7(5) 6_466 8_666 ?
O4 Cu2 O5 87.7(5) 4_465 . ?
O4 Cu2 O5 83.3(5) 6_466 . ?
O4 Cu2 O4 92.3(4) 6_466 4_465 ?
C7 O4 Cu2 164.3(10) . 3_654 ?

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
Cu1 O3 C7 C6 -176.3(6) . . . . ?
Cu1 O3 C7 O4 2.6(15) . . . . ?
Cu1 N1 C5 C6 179.5(7) 4_565 . . . ?
Cu1 N1 C4 C3 -177.8(8) 4_565 . . . ?
O3 C7 C6 C5 178.9(8) . . . . ?
O3 C7 C6 C2 0.5(14) . . . . ?
O3 C7 O4 Cu2 -56(4) . . . 3_654 ?
O1 C1 C2 C3 89.6(11) . . . . ?
O1 C1 C2 C6 -89.1(11) . . . . ?
O2 C1 C2 C3 -87.1(11) . . . . ?
O2 C1 C2 C6 94.2(12) . . . . ?
N1 C5 C6 C7 -179.5(9) . . . . ?
N1 C5 C6 C2 -1.0(14) . . . . ?
C5 N1 C4 C3 2.4(16) . . . . ?
C1 C2 C3 C4 -178.1(10) . . . . ?
C1 C2 C6 C5 179.6(9) . . . . ?
C1 C2 C6 C7 -1.9(14) . . . . ?
C2 C3 C4 N1 -2.5(17) . . . . ?
C3 C2 C6 C5 0.9(13) . . . . ?
C3 C2 C6 C7 179.4(9) . . . . ?
C6 C7 O4 Cu2 123(3) . . . 3_654 ?
C6 C2 C3 C4 0.7(15) . . . . ?
C4 N1 C5 C6 -0.6(15) . . . . ?
Cu2 O1 C1 O2 142.9(9) . . . . ?
Cu2 O1 C1 C2 -33.5(14) . . . . ?
O4 C7 C6 C5 0.0(15) . . . . ?
O4 C7 C6 C2 -178.5(11) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.145
_oxdiff_exptl_absorpt_empirical_full_min 0.859

# start Validation Reply Form
_vrf_PLAT430_compound03_Cu3D     
;
PROBLEM: Short Inter D...A Contact  O6       ..O7       .       2.40 Ang.  
RESPONSE: The structure is a 3D coordination polymer with disordered
water molecules in the crystal lattice, making it difficult to identify
hydrogen atoms in the electron density map. Consequently, hydrogen atoms
were omitted to allow data convergence (s.u. = 0.000).
;
# end Validation Reply Form
