# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 2024

####################################################################### 
# 
# 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_2019-3-2-20190128-1-1a-m2
_database_code_depnum_ccdc_archive 'CCDC 2313137'
loop_
_audit_author_name
_audit_author_address
'Lv Ruibing'
;Institute of Chemical Materials, China Academy of Engineering Physics (CAEP)
China
;
_audit_update_record             
;
2023-12-10 deposited with the CCDC.	2024-04-04 downloaded from the CCDC.
;
_audit_creation_date             2023-12-08
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        '[Cu(BNATE).2H2O]'
_chemical_formula_moiety         'C6 H10 Cu N10 O6'
_chemical_formula_sum            'C6 H10 Cu N10 O6'
_chemical_formula_weight         381.78
_chemical_absolute_configuration .
_chemical_melting_point          ?
_chemical_oxdiff_formula         'Cu C N O H'
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           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x, -y, z+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   7.3292(4)
_cell_length_b                   11.8696(8)
_cell_length_c                   14.5806(8)
_cell_angle_alpha                90
_cell_angle_beta                 99.093(5)
_cell_angle_gamma                90
_cell_volume                     1252.49(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1105
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.5220
_cell_measurement_theta_min      3.7510
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.803
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56052
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.025
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             772
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_av_unetI/netI     0.0535
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.854
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            2407
_diffrn_reflns_point_group_measured_fraction_full 0.729
_diffrn_reflns_point_group_measured_fraction_max 0.596
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.947
_diffrn_reflns_theta_min         3.713
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean 16.0892
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.854
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -94.00  -69.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.9711 -178.0000  -90.0000 25

#__ type_ start__ end____ width___ exp.time_
  2 omega  -89.00   54.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.9711    0.0000  -90.0000 143

#__ type_ start__ end____ width___ exp.time_
  3 omega  -86.00  -59.00   1.0000    4.0000
omega____ theta____ kappa____ phi______ frames
    -      -18.9711  -38.0000   90.0000 27
;
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0476243000
_diffrn_orient_matrix_UB_12      -0.0463466000
_diffrn_orient_matrix_UB_13      0.0233354000
_diffrn_orient_matrix_UB_21      0.0452033000
_diffrn_orient_matrix_UB_22      -0.0097660000
_diffrn_orient_matrix_UB_23      -0.0388596000
_diffrn_orient_matrix_UB_31      0.0727392000
_diffrn_orient_matrix_UB_32      0.0364226000
_diffrn_orient_matrix_UB_33      0.0193308000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_reflns_Friedel_coverage         0.391
_reflns_Friedel_fraction_full    0.461
_reflns_Friedel_fraction_max     0.336
_reflns_number_gt                1895
_reflns_number_total             1970
_reflns_odcompleteness_completeness 99.56
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.431
_refine_diff_density_min         -0.405
_refine_diff_density_rms         0.077
_refine_ls_abs_structure_details 
;
 Flack x determined using 495 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.013(16)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         1970
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0408
_refine_ls_R_factor_gt           0.0382
_refine_ls_restrained_S_all      1.084
_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)+(0.0350P)²+0.3225P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0850
_refine_ls_wR_factor_ref         0.0886
_refine_special_details          ?
_olex2_refinement_description    
;
1.a Riding coordinates:
 O2(H2A,H2B)
1.b Rotating group:
 O6(H6A,H6B)
1.c Secondary CH2 refined with riding coordinates:
 C3AA(H3AA,H3AB), C4AA(H4AA,H4AB)
1.d Aromatic/amide H refined with riding coordinates:
 N2(H2), N5(H5)
;
_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 0.19654(7) 0.64650(6) 0.31491(5) 0.0289(2) Uani 1 1 d . . . . .
O1 O 0.6754(6) 0.5912(5) 0.4908(3) 0.0469(13) Uani 1 1 d . . . . .
O2 O 0.3556(7) 0.8039(5) 0.2614(5) 0.0650(17) Uani 1 1 d . . . . .
H2A H 0.455442 0.781008 0.244421 0.098 Uiso 1 1 d R . . . .
H2B H 0.299572 0.856608 0.234741 0.098 Uiso 1 1 d R . . . .
O3 O -0.0680(7) 0.8341(4) 0.4860(3) 0.0445(13) Uani 1 1 d . . . . .
O4 O 0.3982(6) 0.6130(5) 0.4188(3) 0.0398(11) Uani 1 1 d . . . . .
O5 O 0.1091(6) 0.7437(5) 0.4081(4) 0.0434(12) Uani 1 1 d . . . . .
O6 O 0.0347(6) 0.4964(4) 0.3666(4) 0.0463(13) Uani 1 1 d . . . . .
H6A H 0.064726 0.433149 0.342257 0.069 Uiso 1 1 d GR . . . .
H6B H -0.083176 0.502748 0.345586 0.069 Uiso 1 1 d GR . . . .
N1 N -0.3141(7) 0.7561(5) 0.1935(4) 0.0328(11) Uani 1 1 d . . . . .
N2 N 0.4350(8) 0.4650(4) 0.1271(4) 0.0390(13) Uani 1 1 d . . . . .
H2 H 0.439394 0.434439 0.074027 0.047 Uiso 1 1 calc R . . . .
N3 N 0.5671(7) 0.5823(4) 0.4168(4) 0.0336(12) Uani 1 1 d . . . . .
N4 N -0.0505(6) 0.7879(4) 0.4112(4) 0.0290(11) Uani 1 1 d . . . . .
N5 N -0.2561(7) 0.7117(5) 0.1174(4) 0.0335(12) Uani 1 1 d . . . . .
H5 H -0.322361 0.707170 0.063276 0.040 Uiso 1 1 calc R . . . .
N6 N -0.0225(7) 0.6944(4) 0.2279(4) 0.0255(10) Uani 1 1 d . . . . .
N7 N 0.3275(7) 0.5525(4) 0.2379(3) 0.0264(11) Uani 1 1 d . . . . .
N8 N 0.5825(7) 0.4713(4) 0.1969(4) 0.0358(12) Uani 1 1 d . . . . .
N9 N -0.1885(7) 0.7893(5) 0.3443(4) 0.0334(12) Uani 1 1 d . . . . .
N10 N 0.6282(7) 0.5409(5) 0.3443(4) 0.0366(12) Uani 1 1 d . . . . .
C2AA C 0.2853(9) 0.5109(5) 0.1503(4) 0.0331(14) Uani 1 1 d . . . . .
C3AA C 0.0198(10) 0.6288(6) 0.0671(4) 0.0393(16) Uani 1 1 d . . . . .
H3AA H 0.118114 0.680499 0.058523 0.047 Uiso 1 1 calc R . . . .
H3AB H -0.063853 0.624190 0.008627 0.047 Uiso 1 1 calc R . . . .
C4 C -0.1696(7) 0.7454(5) 0.2582(4) 0.0250(12) Uani 1 1 d . . . . .
C4AA C 0.1046(10) 0.5116(6) 0.0900(5) 0.0430(16) Uani 1 1 d . . . . .
H4AA H 0.018879 0.467575 0.119656 0.052 Uiso 1 1 calc R . . . .
H4AB H 0.117334 0.474292 0.032135 0.052 Uiso 1 1 calc R . . . .
C5AA C -0.0822(8) 0.6762(5) 0.1381(4) 0.0308(13) Uani 1 1 d . . . . .
C10 C 0.5105(8) 0.5236(5) 0.2625(5) 0.0304(14) 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 O2 2.397(6) . ?
Cu1 O4 1.982(4) . ?
Cu1 O5 1.965(5) . ?
Cu1 O6 2.331(5) . ?
Cu1 N6 1.967(5) . ?
Cu1 N7 1.941(5) . ?
O1 N3 1.240(6) . ?
O2 H2A 0.8534 . ?
O2 H2B 0.8123 . ?
O3 N4 1.245(7) . ?
O4 N3 1.295(6) . ?
O5 N4 1.290(6) . ?
O6 H6A 0.8737 . ?
O6 H6B 0.8731 . ?
N1 N5 1.357(7) . ?
N1 C4 1.308(7) . ?
N2 H2 0.8600 . ?
N2 N8 1.365(8) . ?
N2 C2AA 1.316(8) . ?
N3 N10 1.307(8) . ?
N4 N9 1.290(7) . ?
N5 H5 0.8600 . ?
N5 C5AA 1.331(7) . ?
N6 C4 1.368(7) . ?
N6 C5AA 1.331(8) . ?
N7 C2AA 1.359(8) . ?
N7 C10 1.377(7) . ?
N8 C10 1.319(8) . ?
N9 C4 1.387(8) . ?
N10 C10 1.371(8) . ?
C2AA C4AA 1.470(10) . ?
C3AA H3AA 0.9700 . ?
C3AA H3AB 0.9700 . ?
C3AA C4AA 1.538(9) . ?
C3AA C5AA 1.479(9) . ?
C4AA H4AA 0.9700 . ?
C4AA H4AB 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O4 Cu1 O2 93.6(2) . . ?
O4 Cu1 O6 87.4(2) . . ?
O5 Cu1 O2 89.8(2) . . ?
O5 Cu1 O4 82.79(19) . . ?
O5 Cu1 O6 89.2(2) . . ?
O5 Cu1 N6 87.4(2) . . ?
O6 Cu1 O2 178.44(19) . . ?
N6 Cu1 O2 87.4(2) . . ?
N6 Cu1 O4 170.1(2) . . ?
N6 Cu1 O6 91.41(19) . . ?
N7 Cu1 O2 87.1(2) . . ?
N7 Cu1 O4 87.1(2) . . ?
N7 Cu1 O5 169.2(2) . . ?
N7 Cu1 O6 94.1(2) . . ?
N7 Cu1 N6 102.8(2) . . ?
Cu1 O2 H2A 109.2 . . ?
Cu1 O2 H2B 121.4 . . ?
H2A O2 H2B 119.9 . . ?
N3 O4 Cu1 129.7(4) . . ?
N4 O5 Cu1 131.3(4) . . ?
Cu1 O6 H6A 110.6 . . ?
Cu1 O6 H6B 110.3 . . ?
H6A O6 H6B 103.3 . . ?
C4 N1 N5 103.3(5) . . ?
N8 N2 H2 123.8 . . ?
C2AA N2 H2 123.8 . . ?
C2AA N2 N8 112.3(5) . . ?
O1 N3 O4 116.0(5) . . ?
O1 N3 N10 118.9(5) . . ?
O4 N3 N10 125.1(5) . . ?
O3 N4 O5 115.4(5) . . ?
O3 N4 N9 118.7(5) . . ?
O5 N4 N9 125.9(5) . . ?
N1 N5 H5 124.8 . . ?
C5AA N5 N1 110.5(5) . . ?
C5AA N5 H5 124.8 . . ?
C4 N6 Cu1 121.6(4) . . ?
C5AA N6 Cu1 134.0(4) . . ?
C5AA N6 C4 103.7(5) . . ?
C2AA N7 Cu1 133.9(4) . . ?
C2AA N7 C10 102.8(5) . . ?
C10 N7 Cu1 122.9(4) . . ?
C10 N8 N2 101.9(5) . . ?
N4 N9 C4 120.1(5) . . ?
N3 N10 C10 120.7(5) . . ?
N2 C2AA N7 108.5(6) . . ?
N2 C2AA C4AA 123.9(6) . . ?
N7 C2AA C4AA 127.6(6) . . ?
H3AA C3AA H3AB 107.5 . . ?
C4AA C3AA H3AA 108.5 . . ?
C4AA C3AA H3AB 108.5 . . ?
C5AA C3AA H3AA 108.5 . . ?
C5AA C3AA H3AB 108.5 . . ?
C5AA C3AA C4AA 115.1(6) . . ?
N1 C4 N6 113.6(6) . . ?
N1 C4 N9 115.5(5) . . ?
N6 C4 N9 130.9(5) . . ?
C2AA C4AA C3AA 115.5(6) . . ?
C2AA C4AA H4AA 108.4 . . ?
C2AA C4AA H4AB 108.4 . . ?
C3AA C4AA H4AA 108.4 . . ?
C3AA C4AA H4AB 108.4 . . ?
H4AA C4AA H4AB 107.5 . . ?
N5 C5AA N6 109.0(6) . . ?
N5 C5AA C3AA 122.2(5) . . ?
N6 C5AA C3AA 128.8(5) . . ?
N8 C10 N7 114.4(6) . . ?
N8 C10 N10 115.6(5) . . ?
N10 C10 N7 130.0(6) . . ?

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 O4 N3 O1 164.4(5) . . . . ?
Cu1 O4 N3 N10 -17.4(9) . . . . ?
Cu1 O5 N4 O3 171.1(5) . . . . ?
Cu1 O5 N4 N9 -9.9(10) . . . . ?
Cu1 N6 C4 N1 -170.1(4) . . . . ?
Cu1 N6 C4 N9 11.7(8) . . . . ?
Cu1 N6 C5AA N5 168.8(5) . . . . ?
Cu1 N6 C5AA C3AA -13.4(11) . . . . ?
Cu1 N7 C2AA N2 171.0(4) . . . . ?
Cu1 N7 C2AA C4AA -10.8(10) . . . . ?
Cu1 N7 C10 N8 -171.9(4) . . . . ?
Cu1 N7 C10 N10 8.0(9) . . . . ?
O1 N3 N10 C10 176.2(6) . . . . ?
O3 N4 N9 C4 175.7(5) . . . . ?
O4 N3 N10 C10 -2.0(9) . . . . ?
O5 N4 N9 C4 -3.3(9) . . . . ?
N1 N5 C5AA N6 0.9(7) . . . . ?
N1 N5 C5AA C3AA -177.1(6) . . . . ?
N2 N8 C10 N7 -1.1(7) . . . . ?
N2 N8 C10 N10 179.0(5) . . . . ?
N2 C2AA C4AA C3AA -122.6(7) . . . . ?
N3 N10 C10 N7 6.6(10) . . . . ?
N3 N10 C10 N8 -173.5(5) . . . . ?
N4 N9 C4 N1 -176.5(5) . . . . ?
N4 N9 C4 N6 1.7(9) . . . . ?
N5 N1 C4 N6 -1.2(7) . . . . ?
N5 N1 C4 N9 177.4(5) . . . . ?
N7 C2AA C4AA C3AA 59.5(9) . . . . ?
N8 N2 C2AA N7 1.0(7) . . . . ?
N8 N2 C2AA C4AA -177.2(6) . . . . ?
C2AA N2 N8 C10 0.1(7) . . . . ?
C2AA N7 C10 N8 1.7(7) . . . . ?
C2AA N7 C10 N10 -178.4(6) . . . . ?
C4 N1 N5 C5AA 0.1(7) . . . . ?
C4 N6 C5AA N5 -1.5(7) . . . . ?
C4 N6 C5AA C3AA 176.3(7) . . . . ?
C4AA C3AA C5AA N5 -125.9(7) . . . . ?
C4AA C3AA C5AA N6 56.5(10) . . . . ?
C5AA N6 C4 N1 1.7(7) . . . . ?
C5AA N6 C4 N9 -176.5(6) . . . . ?
C5AA C3AA C4AA C2AA -83.6(8) . . . . ?
C10 N7 C2AA N2 -1.5(7) . . . . ?
C10 N7 C2AA C4AA 176.6(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
