# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2329455'
loop_
_audit_author_name
_audit_author_address
'PROF DHRUBAJYOTI PROF DHRUBAJYOTI MAJUMDAR'
;TAMRALIPTA MAHAVIDYALAYA
India
;
_audit_update_record             
;
2024-01-29 deposited with the CCDC.	2024-04-26 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         ?
_chemical_formula_sum            'C32 H28 Cu2 N4 O4'
_chemical_formula_weight         659.68

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   26.628(3)
_cell_length_b                   6.9771(7)
_cell_length_c                   14.7128(15)
_cell_angle_alpha                90
_cell_angle_beta                 97.479(2)
_cell_angle_gamma                90
_cell_volume                     2710.2(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9904
_cell_measurement_theta_min      2.79
_cell_measurement_theta_max      25.37
_exptl_crystal_description       BLOCK
_exptl_crystal_colour            GREEN
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.617
_exptl_crystal_F_000             1352
_exptl_transmission_factor_min   0.4431
_exptl_transmission_factor_max   0.7450
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    1.617
_shelx_estimated_absorpt_T_min   0.738
_shelx_estimated_absorpt_T_max   0.738
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            39865
_diffrn_reflns_av_unetI/netI     0.0196
_diffrn_reflns_av_R_equivalents  0.0549
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.793
_diffrn_reflns_theta_max         24.681
_diffrn_reflns_theta_full        24.681
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             2295
_reflns_number_gt                2070
_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    'SHELXT 2018/2 (Sheldrick, 2018)'
_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)+(0.0407P)²+4.4851P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2295
_refine_ls_number_parameters     190
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0346
_refine_ls_R_factor_gt           0.0307
_refine_ls_wR_factor_ref         0.0822
_refine_ls_wR_factor_gt          0.0799
_refine_ls_goodness_of_fit_ref   1.181
_refine_ls_restrained_S_all      1.181
_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
Cu1 Cu 0.73283(2) 0.29470(4) 0.59789(2) 0.02064(13) Uani 1 1 d . . . . .
N1 N 0.68818(8) 0.4689(3) 0.65352(14) 0.0256(5) Uani 1 1 d . . . . .
O1 O 0.68448(7) 0.0917(3) 0.58906(13) 0.0289(4) Uani 1 1 d . . . . .
O2 O 0.78438(6) 0.1237(2) 0.56243(12) 0.0235(4) Uani 1 1 d . . . . .
N2 N 0.78243(8) 0.4980(3) 0.62744(15) 0.0267(5) Uani 1 1 d . . . . .
C7 C 0.64167(10) 0.4383(4) 0.66444(18) 0.0306(6) Uani 1 1 d . . . . .
H7 H 0.624687 0.534764 0.691640 0.037 Uiso 1 1 calc R U . . .
C6 C 0.61429(10) 0.2674(4) 0.63791(19) 0.0290(6) Uani 1 1 d . . . . .
C1 C 0.63676(10) 0.1038(4) 0.60159(17) 0.0268(6) Uani 1 1 d . . . . .
C2 C 0.60504(11) -0.0552(4) 0.5786(2) 0.0369(7) Uani 1 1 d . . . . .
H2 H 0.618568 -0.163947 0.554527 0.044 Uiso 1 1 calc R U . . .
C3 C 0.55469(12) -0.0546(5) 0.5907(2) 0.0468(8) Uani 1 1 d . . . . .
H3 H 0.534821 -0.161734 0.574010 0.056 Uiso 1 1 calc R U . . .
C4 C 0.53318(12) 0.1039(6) 0.6276(3) 0.0523(9) Uani 1 1 d . . . . .
H4 H 0.499266 0.102788 0.636701 0.063 Uiso 1 1 calc R U . . .
C5 C 0.56242(12) 0.2610(5) 0.6502(2) 0.0449(8) Uani 1 1 d . . . . .
H5 H 0.547910 0.367486 0.674453 0.054 Uiso 1 1 calc R U . . .
C8 C 0.71363(11) 0.6438(4) 0.6915(2) 0.0338(6) Uani 1 1 d . . . . .
H8A H 0.725078 0.626888 0.756355 0.041 Uiso 1 1 calc R U . . .
H8B H 0.690343 0.751242 0.684310 0.041 Uiso 1 1 calc R U . . .
C9 C 0.75844(12) 0.6818(4) 0.6402(2) 0.0352(7) Uani 1 1 d . . . . .
H9A H 0.747162 0.740443 0.581344 0.042 Uiso 1 1 calc R U . . .
H9B H 0.782227 0.767767 0.675207 0.042 Uiso 1 1 calc R U . . .
C10 C 0.83085(10) 0.4773(4) 0.64456(18) 0.0311(6) Uani 1 1 d . . . . .
H10 H 0.849870 0.583098 0.666741 0.037 Uiso 1 1 calc R U . . .
C11 C 0.85735(10) 0.3032(4) 0.63185(18) 0.0286(6) Uani 1 1 d . . . . .
C16 C 0.83353(9) 0.1373(4) 0.59073(17) 0.0247(6) Uani 1 1 d . . . . .
C15 C 0.86406(10) -0.0218(4) 0.5778(2) 0.0345(6) Uani 1 1 d . . . . .
H15 H 0.849282 -0.131904 0.550544 0.041 Uiso 1 1 calc R U . . .
C14 C 0.91595(11) -0.0175(5) 0.6050(2) 0.0469(8) Uani 1 1 d . . . . .
H14 H 0.935510 -0.124297 0.595542 0.056 Uiso 1 1 calc R U . . .
C13 C 0.93882(12) 0.1442(6) 0.6459(2) 0.0517(9) Uani 1 1 d . . . . .
H13 H 0.973556 0.145920 0.664570 0.062 Uiso 1 1 calc R U . . .
C12 C 0.91018(11) 0.3003(5) 0.6587(2) 0.0427(8) Uani 1 1 d . . . . .
H12 H 0.925853 0.408758 0.686033 0.051 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
Cu1 O1 1.9073(18) . ?
Cu1 O2 1.9406(17) . ?
Cu1 N2 1.948(2) . ?
Cu1 N1 1.953(2) . ?
Cu1 O2 2.4120(17) 7_656 ?
N1 C7 1.287(3) . ?
N1 C8 1.470(3) . ?
O1 C1 1.310(3) . ?
O2 C16 1.324(3) . ?
N2 C10 1.289(3) . ?
N2 C9 1.455(3) . ?
C7 C6 1.425(4) . ?
C7 H7 0.9300 . ?
C6 C5 1.417(4) . ?
C6 C1 1.425(4) . ?
C1 C2 1.408(4) . ?
C2 C3 1.375(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.388(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.360(5) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C8 C9 1.516(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.430(4) . ?
C10 H10 0.9300 . ?
C11 C12 1.411(4) . ?
C11 C16 1.417(4) . ?
C16 C15 1.404(4) . ?
C15 C14 1.388(4) . ?
C15 H15 0.9300 . ?
C14 C13 1.382(5) . ?
C14 H14 0.9300 . ?
C13 C12 1.357(5) . ?
C13 H13 0.9300 . ?
C12 H12 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 Cu1 O2 91.13(7) . . ?
O1 Cu1 N2 171.09(8) . . ?
O2 Cu1 N2 91.44(8) . . ?
O1 Cu1 N1 92.77(8) . . ?
O2 Cu1 N1 170.32(8) . . ?
N2 Cu1 N1 83.42(9) . . ?
O1 Cu1 O2 93.90(7) . 7_656 ?
O2 Cu1 O2 86.17(7) . 7_656 ?
N2 Cu1 O2 94.78(8) . 7_656 ?
N1 Cu1 O2 102.38(7) . 7_656 ?
C7 N1 C8 119.6(2) . . ?
C7 N1 Cu1 126.68(19) . . ?
C8 N1 Cu1 113.59(17) . . ?
C1 O1 Cu1 126.93(17) . . ?
C16 O2 Cu1 125.17(16) . . ?
C16 O2 Cu1 110.16(14) . 7_656 ?
Cu1 O2 Cu1 93.83(7) . 7_656 ?
C10 N2 C9 121.2(2) . . ?
C10 N2 Cu1 126.41(19) . . ?
C9 N2 Cu1 111.96(17) . . ?
N1 C7 C6 124.8(2) . . ?
N1 C7 H7 117.6 . . ?
C6 C7 H7 117.6 . . ?
C5 C6 C1 119.1(3) . . ?
C5 C6 C7 117.6(3) . . ?
C1 C6 C7 123.2(2) . . ?
O1 C1 C2 118.5(2) . . ?
O1 C1 C6 124.5(2) . . ?
C2 C1 C6 116.9(2) . . ?
C3 C2 C1 122.1(3) . . ?
C3 C2 H2 119.0 . . ?
C1 C2 H2 119.0 . . ?
C2 C3 C4 120.8(3) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C5 C4 C3 119.0(3) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
C4 C5 C6 122.1(3) . . ?
C4 C5 H5 119.0 . . ?
C6 C5 H5 119.0 . . ?
N1 C8 C9 108.0(2) . . ?
N1 C8 H8A 110.1 . . ?
C9 C8 H8A 110.1 . . ?
N1 C8 H8B 110.1 . . ?
C9 C8 H8B 110.1 . . ?
H8A C8 H8B 108.4 . . ?
N2 C9 C8 107.3(2) . . ?
N2 C9 H9A 110.3 . . ?
C8 C9 H9A 110.3 . . ?
N2 C9 H9B 110.3 . . ?
C8 C9 H9B 110.3 . . ?
H9A C9 H9B 108.5 . . ?
N2 C10 C11 124.6(2) . . ?
N2 C10 H10 117.7 . . ?
C11 C10 H10 117.7 . . ?
C12 C11 C16 118.9(3) . . ?
C12 C11 C10 117.8(3) . . ?
C16 C11 C10 123.3(2) . . ?
O2 C16 C15 117.8(2) . . ?
O2 C16 C11 124.2(2) . . ?
C15 C16 C11 118.0(2) . . ?
C14 C15 C16 121.1(3) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 H15 119.5 . . ?
C13 C14 C15 120.6(3) . . ?
C13 C14 H14 119.7 . . ?
C15 C14 H14 119.7 . . ?
C12 C13 C14 119.5(3) . . ?
C12 C13 H13 120.3 . . ?
C14 C13 H13 120.3 . . ?
C13 C12 C11 122.0(3) . . ?
C13 C12 H12 119.0 . . ?
C11 C12 H12 119.0 . . ?

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
C8 N1 C7 C6 -174.3(3) . . . . ?
Cu1 N1 C7 C6 0.6(4) . . . . ?
N1 C7 C6 C5 -176.6(3) . . . . ?
N1 C7 C6 C1 4.6(4) . . . . ?
Cu1 O1 C1 C2 170.54(19) . . . . ?
Cu1 O1 C1 C6 -10.0(4) . . . . ?
C5 C6 C1 O1 -178.5(3) . . . . ?
C7 C6 C1 O1 0.3(4) . . . . ?
C5 C6 C1 C2 1.0(4) . . . . ?
C7 C6 C1 C2 179.8(3) . . . . ?
O1 C1 C2 C3 179.2(3) . . . . ?
C6 C1 C2 C3 -0.3(4) . . . . ?
C1 C2 C3 C4 -0.8(5) . . . . ?
C2 C3 C4 C5 1.2(5) . . . . ?
C3 C4 C5 C6 -0.5(6) . . . . ?
C1 C6 C5 C4 -0.6(5) . . . . ?
C7 C6 C5 C4 -179.5(3) . . . . ?
C7 N1 C8 C9 -158.8(2) . . . . ?
Cu1 N1 C8 C9 25.7(3) . . . . ?
C10 N2 C9 C8 -133.4(3) . . . . ?
Cu1 N2 C9 C8 39.6(3) . . . . ?
N1 C8 C9 N2 -41.1(3) . . . . ?
C9 N2 C10 C11 -178.5(2) . . . . ?
Cu1 N2 C10 C11 9.5(4) . . . . ?
N2 C10 C11 C12 -176.4(3) . . . . ?
N2 C10 C11 C16 6.0(4) . . . . ?
Cu1 O2 C16 C15 164.42(18) . . . . ?
Cu1 O2 C16 C15 -85.4(2) 7_656 . . . ?
Cu1 O2 C16 C11 -16.6(3) . . . . ?
Cu1 O2 C16 C11 93.6(2) 7_656 . . . ?
C12 C11 C16 O2 -179.7(2) . . . . ?
C10 C11 C16 O2 -2.1(4) . . . . ?
C12 C11 C16 C15 -0.7(4) . . . . ?
C10 C11 C16 C15 176.8(2) . . . . ?
O2 C16 C15 C14 179.4(3) . . . . ?
C11 C16 C15 C14 0.4(4) . . . . ?
C16 C15 C14 C13 0.2(5) . . . . ?
C15 C14 C13 C12 -0.6(5) . . . . ?
C14 C13 C12 C11 0.3(5) . . . . ?
C16 C11 C12 C13 0.4(5) . . . . ?
C10 C11 C12 C13 -177.3(3) . . . . ?

_refine_diff_density_max         0.337
_refine_diff_density_min         -0.542
_refine_diff_density_rms         0.095



