# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_ssr_2021_9_30c
_database_code_depnum_ccdc_archive 'CCDC 2231609'
loop_
_audit_author_name
_audit_author_address
'Abhineet Verma'
;PhD
India
;
_audit_update_record             
;
2022-12-20 deposited with the CCDC.	2023-08-16 downloaded from the CCDC.
;
_audit_creation_date             2021-11-29
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C7 H7 Cu N O6'
_chemical_formula_sum            'C7 H7 Cu N O6'
_chemical_formula_weight         264.68
_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                   7.1916(3)
_cell_length_b                   18.8411(7)
_cell_length_c                   6.4145(3)
_cell_angle_alpha                90
_cell_angle_beta                 107.144(5)
_cell_angle_gamma                90
_cell_volume                     830.53(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12111
_cell_measurement_temperature    110
_cell_measurement_theta_max      33.3070
_cell_measurement_theta_min      3.2290
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.639
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.71342
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.117
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             532
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.02
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_unetI/netI     0.0201
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.833
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            17194
_diffrn_reflns_point_group_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.833
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.577
_diffrn_reflns_theta_min         3.670
_diffrn_ambient_temperature      110
_diffrn_detector                 'Bruker PHOTON 2 area detector'
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Charge-integrating Pixel Array Detector'
_diffrn_measured_fraction_theta_full 0.969
_diffrn_measured_fraction_theta_max 0.833
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -41.81 144.19   1.00   10.00    --  -12.98  73.82 178.23  186
  2  ω    -15.81 170.19   1.00   10.00    --   13.03  73.82  39.58  186
  3  φ   -178.06  54.94   1.00   10.00 144.31 -12.98  73.82    --   233
;
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker Quest'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0732061000
_diffrn_orient_matrix_UB_12      0.0265271000
_diffrn_orient_matrix_UB_13      0.0219101000
_diffrn_orient_matrix_UB_21      0.0723657000
_diffrn_orient_matrix_UB_22      -0.0266688000
_diffrn_orient_matrix_UB_23      0.0147022000
_diffrn_orient_matrix_UB_31      -0.0076012000
_diffrn_orient_matrix_UB_32      0.0016604000
_diffrn_orient_matrix_UB_33      -0.1126679000
_diffrn_radiation_monochromator  'mirror optics'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_type              'Incoatec I\ms'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2584
_reflns_number_total             2722
_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 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.799
_refine_diff_density_min         -0.922
_refine_diff_density_rms         0.106
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.106
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     138
_refine_ls_number_reflns         2722
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0330
_refine_ls_R_factor_gt           0.0309
_refine_ls_restrained_S_all      1.106
_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)+(0.0316P)²+1.3670P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0771
_refine_ls_wR_factor_ref         0.0778
_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.a Rotating group:
 O6(H6A,H6B), O5(H5A,H5B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C2(H2)
;
_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
Cu01 Cu 0.23452(3) 0.69322(2) 0.36847(3) 0.00893(7) Uani 1 1 d . . . . .
O2 O 0.2960(2) 0.56792(7) 0.8954(2) 0.0150(2) Uani 1 1 d . . . . .
O1 O 0.16835(18) 0.64374(7) 0.6211(2) 0.0108(2) Uani 1 1 d . . . . .
O6 O 0.04415(19) 0.60939(7) 0.1215(2) 0.0141(2) Uani 1 1 d . . . . .
H6A H 0.103171 0.597165 0.029880 0.021 Uiso 1 1 d R U . . .
H6B H -0.059919 0.629132 0.044391 0.021 Uiso 1 1 d R U . . .
O4 O 0.66201(19) 0.69945(7) 0.0747(2) 0.0132(2) Uani 1 1 d . . . . .
O5 O 0.01016(18) 0.75619(7) 0.2972(2) 0.0113(2) Uani 1 1 d . . . . .
H5A H 0.033919 0.792490 0.230432 0.017 Uiso 1 1 d R U . . .
H5B H -0.005647 0.772686 0.414265 0.017 Uiso 1 1 d R U . . .
O3 O 0.37683(18) 0.71873(7) 0.1423(2) 0.0104(2) Uani 1 1 d . . . . .
N008 N 0.4564(2) 0.63356(8) 0.4681(2) 0.0090(2) Uani 1 1 d . . . . .
C3 C 0.7742(2) 0.54918(10) 0.6146(3) 0.0127(3) Uani 1 1 d . . . . .
H3 H 0.882984 0.520169 0.664020 0.015 Uiso 1 1 calc R U . . .
C4 C 0.7540(2) 0.59184(9) 0.4309(3) 0.0116(3) Uani 1 1 d . . . . .
H4 H 0.846917 0.591210 0.356286 0.014 Uiso 1 1 calc R U . . .
C1 C 0.4726(2) 0.59305(9) 0.6430(3) 0.0096(3) Uani 1 1 d . . . . .
C6 C 0.3012(2) 0.60100(9) 0.7317(3) 0.0103(3) Uani 1 1 d . . . . .
C7 C 0.5434(2) 0.68858(9) 0.1775(3) 0.0097(3) Uani 1 1 d . . . . .
C5 C 0.5912(2) 0.63514(9) 0.3631(3) 0.0091(3) Uani 1 1 d . . . . .
C2 C 0.6333(3) 0.54960(9) 0.7246(3) 0.0114(3) Uani 1 1 d . . . . .
H2 H 0.646693 0.521807 0.847939 0.014 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu01 O1 2.0438(12) . ?
Cu01 O6 2.3665(14) . ?
Cu01 O5 1.9455(13) . ?
Cu01 O3 2.0636(12) . ?
Cu01 O3 2.4136(12) 4_576 ?
Cu01 N008 1.9020(14) . ?
O2 C6 1.231(2) . ?
O1 C6 1.290(2) . ?
O6 H6A 0.8518 . ?
O6 H6B 0.8514 . ?
O4 C7 1.239(2) . ?
O5 H5A 0.8506 . ?
O5 H5B 0.8508 . ?
O3 C7 1.284(2) . ?
N008 C1 1.333(2) . ?
N008 C5 1.334(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.398(2) . ?
C3 C2 1.395(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.387(2) . ?
C1 C6 1.510(2) . ?
C1 C2 1.387(2) . ?
C7 C5 1.519(2) . ?
C2 H2 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Cu01 O6 90.14(5) . . ?
O1 Cu01 O3 160.63(5) . . ?
O1 Cu01 O3 83.36(5) . 4_576 ?
O6 Cu01 O3 169.58(4) . 4_576 ?
O5 Cu01 O1 95.38(5) . . ?
O5 Cu01 O6 88.49(5) . . ?
O5 Cu01 O3 103.98(5) . . ?
O5 Cu01 O3 84.05(5) . 4_576 ?
O3 Cu01 O6 89.64(5) . . ?
O3 Cu01 O3 99.19(4) . 4_576 ?
N008 Cu01 O1 80.35(6) . . ?
N008 Cu01 O6 95.34(5) . . ?
N008 Cu01 O5 174.25(6) . . ?
N008 Cu01 O3 80.39(5) . . ?
N008 Cu01 O3 91.60(5) . 4_576 ?
C6 O1 Cu01 114.38(11) . . ?
Cu01 O6 H6A 109.6 . . ?
Cu01 O6 H6B 109.5 . . ?
H6A O6 H6B 104.4 . . ?
Cu01 O5 H5A 109.4 . . ?
Cu01 O5 H5B 109.4 . . ?
H5A O5 H5B 104.4 . . ?
Cu01 O3 Cu01 118.68(6) . 4_575 ?
C7 O3 Cu01 127.25(11) . 4_575 ?
C7 O3 Cu01 113.82(11) . . ?
C1 N008 Cu01 118.51(11) . . ?
C1 N008 C5 122.80(15) . . ?
C5 N008 Cu01 118.67(11) . . ?
C4 C3 H3 119.6 . . ?
C2 C3 H3 119.6 . . ?
C2 C3 C4 120.81(16) . . ?
C3 C4 H4 120.9 . . ?
C5 C4 C3 118.11(15) . . ?
C5 C4 H4 120.9 . . ?
N008 C1 C6 112.46(14) . . ?
N008 C1 C2 120.76(15) . . ?
C2 C1 C6 126.78(15) . . ?
O2 C6 O1 125.53(16) . . ?
O2 C6 C1 120.30(15) . . ?
O1 C6 C1 114.16(14) . . ?
O4 C7 O3 125.88(16) . . ?
O4 C7 C5 119.64(15) . . ?
O3 C7 C5 114.48(14) . . ?
N008 C5 C4 120.01(15) . . ?
N008 C5 C7 112.37(14) . . ?
C4 C5 C7 127.61(15) . . ?
C3 C2 H2 121.3 . . ?
C1 C2 C3 117.47(15) . . ?
C1 C2 H2 121.3 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O6 H6A O2 0.85 1.92 2.7462(19) 164.1 1_554 yes
O5 H5A O1 0.85 1.81 2.6234(18) 159.9 4_575 yes

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cu01 O1 C6 O2 176.83(14) . . . . ?
Cu01 O1 C6 C1 -3.53(17) . . . . ?
Cu01 O3 C7 O4 -0.3(2) 4_575 . . . ?
Cu01 O3 C7 O4 -174.35(14) . . . . ?
Cu01 O3 C7 C5 179.96(10) 4_575 . . . ?
Cu01 O3 C7 C5 5.86(17) . . . . ?
Cu01 N008 C1 C6 1.35(18) . . . . ?
Cu01 N008 C1 C2 -178.79(12) . . . . ?
Cu01 N008 C5 C4 -179.50(12) . . . . ?
Cu01 N008 C5 C7 1.71(18) . . . . ?
O4 C7 C5 N008 175.07(15) . . . . ?
O4 C7 C5 C4 -3.6(3) . . . . ?
O3 C7 C5 N008 -5.1(2) . . . . ?
O3 C7 C5 C4 176.20(16) . . . . ?
N008 C1 C6 O2 -178.75(16) . . . . ?
N008 C1 C6 O1 1.6(2) . . . . ?
N008 C1 C2 C3 -1.1(2) . . . . ?
C3 C4 C5 N008 -2.2(2) . . . . ?
C3 C4 C5 C7 176.39(16) . . . . ?
C4 C3 C2 C1 0.8(3) . . . . ?
C1 N008 C5 C4 2.0(2) . . . . ?
C1 N008 C5 C7 -176.80(15) . . . . ?
C6 C1 C2 C3 178.72(16) . . . . ?
C5 N008 C1 C6 179.87(15) . . . . ?
C5 N008 C1 C2 -0.3(2) . . . . ?
C2 C3 C4 C5 0.8(3) . . . . ?
C2 C1 C6 O2 1.4(3) . . . . ?
C2 C1 C6 O1 -178.26(16) . . . . ?

_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 1.387
_oxdiff_exptl_absorpt_empirical_full_min 0.736
