# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_uz5
_database_code_depnum_ccdc_archive 'CCDC 1587312'
loop_
_audit_author_name
_audit_author_address
'Mohammad Usman'
;Aligarh Muslim University
India
;
_audit_update_record             
;
2020-12-23 deposited with the CCDC.	2021-01-27 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT911_uz5                 
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.596        543 Report
RESPONSE: This structure intrinsically exhibits many very weak reflections at higher theta values. The submitted manuscript mainly reports the connectivity of the ligand molecule with the copper metal ion. The data obtained had insufficient quality but was sufficient to elucidate the connectivity with the metal atoms that is our main concern.
;
# Added during the CSD deposition process: Wednesday 23 December 2020 11:07 AM
# end Validation Reply Form

_audit_creation_date             2020-12-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        Copper
_chemical_formula_moiety         'C22 H18 Cu N2 O5'
_chemical_formula_sum            'C22 H18 Cu N2 O5'
_chemical_formula_weight         453.92
_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                   14.120(3)
_cell_length_b                   9.8648(14)
_cell_length_c                   14.128(2)
_cell_angle_alpha                90
_cell_angle_beta                 101.097(14)
_cell_angle_gamma                90
_cell_volume                     1931.1(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1490
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.050
_cell_measurement_theta_min      2.093
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.169
_exptl_absorpt_correction_T_max  0.8441
_exptl_absorpt_correction_T_min  0.7279
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic dark blue'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.561
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             932
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.15
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0713
_diffrn_reflns_av_unetI/netI     0.1481
_diffrn_reflns_Laue_measured_fraction_full 0.841
_diffrn_reflns_Laue_measured_fraction_max 0.841
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5057
_diffrn_reflns_point_group_measured_fraction_full 0.841
_diffrn_reflns_point_group_measured_fraction_max 0.841
_diffrn_reflns_theta_full        25.050
_diffrn_reflns_theta_max         25.050
_diffrn_reflns_theta_min         2.938
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'Bruker SMART CCD 1K area detector'
_diffrn_measured_fraction_theta_full ACTA50
_diffrn_measured_fraction_theta_max 0.841
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 1K area detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_target            Mo
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1490
_reflns_number_total             2886
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.388
_refine_diff_density_min         -0.457
_refine_diff_density_rms         0.084
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.984
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     273
_refine_ls_number_reflns         2886
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1422
_refine_ls_R_factor_gt           0.0654
_refine_ls_restrained_S_all      0.984
_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)+(0.0003P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0781
_refine_ls_wR_factor_ref         0.1046
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C20(H20)
2.b Aromatic/amide H refined with riding coordinates:
 C10(H10), C2(H2), C14(H14), C22(H22), C9(H9), C18(H18), C17(H17), C7(H7),
 C4(H4), C8(H8), C3(H3)
2.c Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C16(H16A,H16B,H16C)
;
_atom_sites_solution_hydrogens   geom
_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 0.49410(6) 0.62727(9) 0.31595(5) 0.0355(3) Uani 1 1 d . . . . .
O2 O 0.4830(3) 0.5755(4) 0.1815(3) 0.0379(13) Uani 1 1 d . . . . .
O1 O 0.3549(3) 0.6499(5) 0.2965(3) 0.0399(13) Uani 1 1 d . . . . .
O4 O 0.1926(3) 0.7746(5) 0.4950(3) 0.0440(13) Uani 1 1 d . . . . .
O5 O 0.2917(3) 0.9567(5) 0.4793(3) 0.0445(13) Uani 1 1 d . . . . .
O3 O 0.4813(3) 0.3565(5) 0.2210(3) 0.0489(14) Uani 1 1 d . . . . .
N1 N 0.5128(4) 0.6614(5) 0.4539(3) 0.0319(14) Uani 1 1 d . . . . .
N2 N 0.6350(4) 0.5808(5) 0.3487(4) 0.0358(15) Uani 1 1 d . . . . .
C10 C 0.4473(5) 0.7166(6) 0.4955(4) 0.0343(18) Uani 1 1 d . . . . .
H10 H 0.466151 0.740961 0.559997 0.041 Uiso 1 1 calc R . . . .
C13 C 0.2039(5) 0.7117(7) 0.3323(4) 0.0331(18) Uani 1 1 d . . . . .
C12 C 0.3094(5) 0.7006(7) 0.3582(5) 0.0358(18) Uani 1 1 d . . . . .
C1 C 0.6068(5) 0.6425(7) 0.5035(4) 0.0347(18) Uani 1 1 d . . . . .
C11 C 0.3526(5) 0.7419(7) 0.4527(4) 0.0339(18) Uani 1 1 d . . . . .
C19 C 0.1492(5) 0.7447(7) 0.4019(5) 0.0391(19) Uani 1 1 d . . . . .
C2 C 0.6431(5) 0.6619(7) 0.6005(4) 0.044(2) Uani 1 1 d . . . . .
H2 H 0.602305 0.691215 0.640821 0.053 Uiso 1 1 calc R . . . .
C14 C 0.1538(5) 0.6760(7) 0.2410(4) 0.043(2) Uani 1 1 d . . . . .
H14 H 0.188879 0.654683 0.193621 0.051 Uiso 1 1 calc R . . . .
C22 C 0.4775(5) 0.4507(7) 0.1634(5) 0.041(2) Uani 1 1 d . . . . .
H22 H 0.469740 0.426651 0.098706 0.049 Uiso 1 1 calc R . . . .
C20 C 0.2908(5) 0.8202(7) 0.5075(5) 0.0390(19) Uani 1 1 d . . . . .
H20 H 0.319690 0.814450 0.576243 0.047 Uiso 1 1 calc R . . . .
C6 C 0.6726(5) 0.5987(7) 0.4449(5) 0.0375(19) Uani 1 1 d . . . . .
C9 C 0.6934(6) 0.5391(7) 0.2925(5) 0.048(2) Uani 1 1 d . . . . .
H9 H 0.668060 0.527830 0.227224 0.058 Uiso 1 1 calc R . . . .
C18 C 0.0503(5) 0.7417(8) 0.3798(5) 0.052(2) Uani 1 1 d . . . . .
H18 H 0.014649 0.765129 0.426274 0.063 Uiso 1 1 calc R . . . .
C5 C 0.7710(5) 0.5748(7) 0.4842(5) 0.0415(19) Uani 1 1 d . . . . .
C17 C 0.0039(5) 0.7039(7) 0.2890(5) 0.053(2) Uani 1 1 d . . . . .
H17 H -0.063134 0.700437 0.275138 0.064 Uiso 1 1 calc R . . . .
C21 C 0.2473(5) 1.0462(7) 0.5377(5) 0.066(2) Uani 1 1 d . . . . .
H21A H 0.257908 1.138444 0.520658 0.099 Uiso 1 1 calc GR . . . .
H21B H 0.275004 1.031756 0.604456 0.099 Uiso 1 1 calc GR . . . .
H21C H 0.179227 1.028472 0.527009 0.099 Uiso 1 1 calc GR . . . .
C7 C 0.8298(6) 0.5301(7) 0.4208(6) 0.056(2) Uani 1 1 d . . . . .
H7 H 0.895017 0.513679 0.443807 0.068 Uiso 1 1 calc R . . . .
C15 C 0.0549(6) 0.6708(8) 0.2177(5) 0.049(2) Uani 1 1 d . . . . .
C4 C 0.8040(5) 0.5981(8) 0.5842(6) 0.055(2) Uani 1 1 d . . . . .
H4 H 0.868680 0.586097 0.611912 0.066 Uiso 1 1 calc R . . . .
C8 C 0.7912(6) 0.5108(8) 0.3251(6) 0.056(2) Uani 1 1 d . . . . .
H8 H 0.829192 0.479400 0.282839 0.068 Uiso 1 1 calc R . . . .
C3 C 0.7402(5) 0.6380(8) 0.6385(5) 0.056(2) Uani 1 1 d . . . . .
H3 H 0.762071 0.650153 0.704406 0.067 Uiso 1 1 calc R . . . .
C16 C 0.0004(5) 0.6261(8) 0.1191(4) 0.069(3) Uani 1 1 d . . . . .
H16A H -0.042988 0.696678 0.091465 0.104 Uiso 1 1 calc GR . . . .
H16B H -0.035587 0.545337 0.125950 0.104 Uiso 1 1 calc GR . . . .
H16C H 0.045552 0.608036 0.077813 0.104 Uiso 1 1 calc GR . . . .


_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 1.943(4) . ?
Cu1 O1 1.944(4) . ?
Cu1 O3 2.362(5) 2_655 ?
Cu1 N1 1.946(5) . ?
Cu1 N2 2.007(6) . ?
O2 C22 1.257(7) . ?
O1 C12 1.280(7) . ?
O4 C19 1.371(7) . ?
O4 C20 1.437(7) . ?
O5 C20 1.405(7) . ?
O5 C21 1.433(7) . ?
O3 C22 1.229(7) . ?
N1 C10 1.307(7) . ?
N1 C1 1.389(8) . ?
N2 C6 1.372(7) . ?
N2 C9 1.315(7) . ?
C10 H10 0.9300 . ?
C10 C11 1.380(8) . ?
C13 C12 1.469(9) . ?
C13 C19 1.400(8) . ?
C13 C14 1.392(8) . ?
C12 C11 1.416(8) . ?
C1 C2 1.381(7) . ?
C1 C6 1.425(9) . ?
C11 C20 1.489(8) . ?
C19 C18 1.372(9) . ?
C2 H2 0.9300 . ?
C2 C3 1.393(9) . ?
C14 H14 0.9300 . ?
C14 C15 1.373(9) . ?
C22 H22 0.9300 . ?
C20 H20 0.9800 . ?
C6 C5 1.413(9) . ?
C9 H9 0.9300 . ?
C9 C8 1.397(9) . ?
C18 H18 0.9300 . ?
C18 C17 1.376(8) . ?
C5 C7 1.404(9) . ?
C5 C4 1.419(9) . ?
C17 H17 0.9300 . ?
C17 C15 1.385(9) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C7 H7 0.9300 . ?
C7 C8 1.370(8) . ?
C15 C16 1.521(8) . ?
C4 H4 0.9300 . ?
C4 C3 1.350(9) . ?
C8 H8 0.9300 . ?
C3 H3 0.9300 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 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
O2 Cu1 O1 90.18(18) . . ?
O2 Cu1 O3 91.32(15) . 2_655 ?
O2 Cu1 N1 173.9(2) . . ?
O2 Cu1 N2 93.2(2) . . ?
O1 Cu1 O3 92.67(18) . 2_655 ?
O1 Cu1 N1 93.5(2) . . ?
O1 Cu1 N2 171.5(2) . . ?
N1 Cu1 O3 93.36(19) . 2_655 ?
N1 Cu1 N2 82.6(2) . . ?
N2 Cu1 O3 95.04(19) . 2_655 ?
C22 O2 Cu1 116.5(5) . . ?
C12 O1 Cu1 125.1(4) . . ?
C19 O4 C20 115.3(5) . . ?
C20 O5 C21 113.5(5) . . ?
C22 O3 Cu1 124.5(4) . 2_645 ?
C10 N1 Cu1 123.5(5) . . ?
C10 N1 C1 121.3(6) . . ?
C1 N1 Cu1 114.5(4) . . ?
C6 N2 Cu1 112.1(4) . . ?
C9 N2 Cu1 129.9(5) . . ?
C9 N2 C6 118.0(6) . . ?
N1 C10 H10 117.0 . . ?
N1 C10 C11 126.0(6) . . ?
C11 C10 H10 117.0 . . ?
C19 C13 C12 120.8(6) . . ?
C14 C13 C12 121.5(6) . . ?
C14 C13 C19 117.3(7) . . ?
O1 C12 C13 118.5(6) . . ?
O1 C12 C11 125.0(7) . . ?
C11 C12 C13 116.5(6) . . ?
N1 C1 C6 114.5(6) . . ?
C2 C1 N1 128.1(6) . . ?
C2 C1 C6 117.4(7) . . ?
C10 C11 C12 124.5(6) . . ?
C10 C11 C20 118.8(6) . . ?
C12 C11 C20 116.8(6) . . ?
O4 C19 C13 121.3(7) . . ?
O4 C19 C18 118.0(6) . . ?
C18 C19 C13 120.7(6) . . ?
C1 C2 H2 119.7 . . ?
C1 C2 C3 120.5(7) . . ?
C3 C2 H2 119.7 . . ?
C13 C14 H14 118.5 . . ?
C15 C14 C13 122.9(7) . . ?
C15 C14 H14 118.5 . . ?
O2 C22 H22 116.1 . . ?
O3 C22 O2 127.7(7) . . ?
O3 C22 H22 116.1 . . ?
O4 C20 C11 115.0(5) . . ?
O4 C20 H20 108.2 . . ?
O5 C20 O4 109.1(6) . . ?
O5 C20 C11 108.1(6) . . ?
O5 C20 H20 108.2 . . ?
C11 C20 H20 108.2 . . ?
N2 C6 C1 116.3(6) . . ?
N2 C6 C5 122.1(6) . . ?
C5 C6 C1 121.6(7) . . ?
N2 C9 H9 118.0 . . ?
N2 C9 C8 123.9(7) . . ?
C8 C9 H9 118.0 . . ?
C19 C18 H18 120.0 . . ?
C19 C18 C17 119.9(7) . . ?
C17 C18 H18 120.0 . . ?
C6 C5 C4 118.3(7) . . ?
C7 C5 C6 117.3(7) . . ?
C7 C5 C4 124.4(8) . . ?
C18 C17 H17 119.3 . . ?
C18 C17 C15 121.5(7) . . ?
C15 C17 H17 119.3 . . ?
O5 C21 H21A 109.5 . . ?
O5 C21 H21B 109.5 . . ?
O5 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C5 C7 H7 120.0 . . ?
C8 C7 C5 120.1(8) . . ?
C8 C7 H7 120.0 . . ?
C14 C15 C17 117.7(7) . . ?
C14 C15 C16 122.8(7) . . ?
C17 C15 C16 119.5(7) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 C5 119.1(7) . . ?
C3 C4 H4 120.4 . . ?
C9 C8 H8 120.7 . . ?
C7 C8 C9 118.5(7) . . ?
C7 C8 H8 120.7 . . ?
C2 C3 H3 118.5 . . ?
C4 C3 C2 123.0(7) . . ?
C4 C3 H3 118.5 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
