# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2233475'
loop_
_audit_author_name
_audit_author_address
'Dr. Tapan Kumar Mondal'
;Jadavpur University
India
;
_audit_update_record             
;
2022-12-29 deposited with the CCDC.	2023-03-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H27 Cu N5 O'
_chemical_formula_weight         465.04

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'
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'
Cu Cu 0.3201 1.2651 '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                   37.011(3)
_cell_length_b                   6.8204(6)
_cell_length_c                   18.5941(16)
_cell_angle_alpha                90
_cell_angle_beta                 96.449(3)
_cell_angle_gamma                90
_cell_volume                     4664.0(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6545
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      22.00

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_F_000             1944
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    0.961
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.918
_exptl_absorpt_correction_T_max  0.943
_exptl_absorpt_process_details   Sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focuse sealed tube'
_diffrn_measurement_device_type  'ccd area detector'
_diffrn_measurement_method       'phi and omega scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32542
_diffrn_reflns_av_unetI/netI     0.0513
_diffrn_reflns_av_R_equivalents  0.0770
_diffrn_reflns_limit_h_min       -46
_diffrn_reflns_limit_h_max       46
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.215
_diffrn_reflns_theta_max         26.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             5052
_reflns_number_gt                3088
_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 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.0858P)²+13.0488P] 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         5052
_refine_ls_number_parameters     262
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1160
_refine_ls_R_factor_gt           0.0690
_refine_ls_wR_factor_ref         0.2000
_refine_ls_wR_factor_gt          0.1691
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_restrained_S_all      1.021
_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 0.29060(2) 0.49535(8) 0.40397(3) 0.0492(2) Uani 1 1 d . . . . .
O1 O 0.34155(9) 0.5187(5) 0.40736(18) 0.0578(8) Uani 1 1 d . . . . .
N1 N 0.29159(9) 0.5586(5) 0.5072(2) 0.0427(8) Uani 1 1 d . . . . .
N2 N 0.23829(10) 0.4426(5) 0.4123(2) 0.0510(9) Uani 1 1 d . . . . .
N3 N 0.28447(15) 0.4583(9) 0.2984(3) 0.0824(15) Uani 1 1 d . . . . .
N4 N 0.30497(15) 0.3658(9) 0.2682(3) 0.0793(15) Uani 1 1 d . . . . .
N5 N 0.32370(18) 0.2760(11) 0.2356(3) 0.117(2) Uani 1 1 d . . . . .
C1 C 0.36428(12) 0.6003(7) 0.4560(2) 0.0482(10) Uani 1 1 d . . . . .
C2 C 0.40004(13) 0.6458(8) 0.4399(3) 0.0582(12) Uani 1 1 d . . . . .
C3 C 0.42355(13) 0.7361(9) 0.4925(3) 0.0668(14) Uani 1 1 d . . . . .
H3 H 0.446615 0.767946 0.480778 0.080 Uiso 1 1 calc R U . . .
C4 C 0.41538(12) 0.7842(8) 0.5629(3) 0.0593(13) Uani 1 1 d . . . . .
C5 C 0.38173(12) 0.7350(7) 0.5788(3) 0.0519(11) Uani 1 1 d . . . . .
H5 H 0.375723 0.758154 0.625265 0.062 Uiso 1 1 calc R U . . .
C6 C 0.35522(11) 0.6489(6) 0.5268(2) 0.0461(10) Uani 1 1 d . . . . .
C7 C 0.41197(15) 0.5907(11) 0.3652(3) 0.0822(18) Uani 1 1 d . . . . .
C8 C 0.4101(2) 0.3667(12) 0.3569(4) 0.111(3) Uani 1 1 d . . . . .
H8A H 0.425795 0.306542 0.395262 0.166 Uiso 1 1 calc R U . . .
H8B H 0.385545 0.323510 0.359211 0.166 Uiso 1 1 calc R U . . .
H8C H 0.417709 0.330093 0.311127 0.166 Uiso 1 1 calc R U . . .
C9 C 0.38704(18) 0.6911(13) 0.3045(3) 0.103(2) Uani 1 1 d . . . . .
H9A H 0.388568 0.830761 0.310599 0.154 Uiso 1 1 calc R U . . .
H9B H 0.394565 0.655965 0.258492 0.154 Uiso 1 1 calc R U . . .
H9C H 0.362401 0.649381 0.306576 0.154 Uiso 1 1 calc R U . . .
C10 C 0.45073(18) 0.6616(16) 0.3577(4) 0.131(4) Uani 1 1 d . . . . .
H10A H 0.451818 0.801614 0.362935 0.197 Uiso 1 1 calc R U . . .
H10B H 0.467402 0.601927 0.394582 0.197 Uiso 1 1 calc R U . . .
H10C H 0.457204 0.625752 0.310908 0.197 Uiso 1 1 calc R U . . .
C11 C 0.4435(2) 0.8808(19) 0.6158(6) 0.156(2) Uani 1 1 d . . . . .
C12 C 0.4294(2) 0.9493(16) 0.6844(5) 0.156(2) Uani 1 1 d . . . . .
H12A H 0.405428 1.002464 0.673159 0.235 Uiso 1 1 calc R U . . .
H12B H 0.428542 0.840532 0.716932 0.235 Uiso 1 1 calc R U . . .
H12C H 0.445272 1.048536 0.706813 0.235 Uiso 1 1 calc R U . . .
C13 C 0.4531(2) 1.0868(18) 0.5801(5) 0.156(2) Uani 1 1 d . . . . .
H13A H 0.431599 1.166557 0.573172 0.235 Uiso 1 1 calc R U . . .
H13B H 0.471435 1.153252 0.611684 0.235 Uiso 1 1 calc R U . . .
H13C H 0.461898 1.063417 0.534276 0.235 Uiso 1 1 calc R U . . .
C14 C 0.4787(2) 0.7967(17) 0.6198(5) 0.156(2) Uani 1 1 d . . . . .
H14A H 0.483817 0.760413 0.572082 0.235 Uiso 1 1 calc R U . . .
H14B H 0.496357 0.890268 0.639880 0.235 Uiso 1 1 calc R U . . .
H14C H 0.479626 0.682264 0.649998 0.235 Uiso 1 1 calc R U . . .
C15 C 0.31991(11) 0.6186(6) 0.5480(2) 0.0440(10) Uani 1 1 d . . . . .
H15 H 0.316944 0.644723 0.596066 0.053 Uiso 1 1 calc R U . . .
C16 C 0.25759(12) 0.5331(5) 0.5341(3) 0.0446(10) Uani 1 1 d . . . . .
C17 C 0.24945(13) 0.5631(7) 0.6036(3) 0.0540(12) Uani 1 1 d . . . . .
H17 H 0.267298 0.609117 0.638798 0.065 Uiso 1 1 calc R U . . .
C18 C 0.21428(15) 0.5246(7) 0.6218(3) 0.0642(13) Uani 1 1 d . . . . .
H18 H 0.209317 0.543535 0.669239 0.077 Uiso 1 1 calc R U . . .
C19 C 0.18714(14) 0.4598(7) 0.5712(3) 0.0648(14) Uani 1 1 d . . . . .
H19 H 0.164084 0.435675 0.584605 0.078 Uiso 1 1 calc R U . . .
C20 C 0.19391(13) 0.4296(6) 0.4997(3) 0.0546(12) Uani 1 1 d . . . . .
C21 C 0.22935(12) 0.4672(5) 0.4812(3) 0.0455(10) Uani 1 1 d . . . . .
C22 C 0.21311(14) 0.3806(8) 0.3617(3) 0.0648(14) Uani 1 1 d . . . . .
H22 H 0.219175 0.362933 0.314974 0.078 Uiso 1 1 calc R U . . .
C23 C 0.17738(14) 0.3402(8) 0.3761(3) 0.0695(15) Uani 1 1 d . . . . .
H23 H 0.160182 0.298776 0.338910 0.083 Uiso 1 1 calc R U . . .
C24 C 0.16799(13) 0.3612(7) 0.4434(3) 0.0647(14) Uani 1 1 d . . . . .
H24 H 0.144513 0.330878 0.453035 0.078 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 1.887(3) . ?
Cu1 N1 1.963(4) . ?
Cu1 N3 1.966(5) . ?
Cu1 N2 1.992(4) . ?
O1 C1 1.290(5) . ?
N1 C15 1.290(5) . ?
N1 C16 1.416(5) . ?
N2 C22 1.317(6) . ?
N2 C21 1.368(6) . ?
N3 N4 1.177(7) . ?
N4 N5 1.148(8) . ?
C1 C2 1.424(6) . ?
C1 C6 1.433(6) . ?
C2 C3 1.380(7) . ?
C2 C7 1.549(7) . ?
C3 C4 1.414(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.354(6) . ?
C4 C11 1.503(9) . ?
C5 C6 1.424(6) . ?
C5 H5 0.9300 . ?
C6 C15 1.422(6) . ?
C7 C8 1.536(11) . ?
C7 C9 1.537(9) . ?
C7 C10 1.535(8) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C14 1.415(12) . ?
C11 C12 1.506(12) . ?
C11 C13 1.610(16) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15 0.9300 . ?
C16 C17 1.376(6) . ?
C16 C21 1.425(6) . ?
C17 C18 1.406(7) . ?
C17 H17 0.9300 . ?
C18 C19 1.370(8) . ?
C18 H18 0.9300 . ?
C19 C20 1.396(8) . ?
C19 H19 0.9300 . ?
C20 C21 1.416(6) . ?
C20 C24 1.417(7) . ?
C22 C23 1.405(7) . ?
C22 H22 0.9300 . ?
C23 C24 1.343(8) . ?
C23 H23 0.9300 . ?
C24 H24 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 N1 92.28(14) . . ?
O1 Cu1 N3 92.69(19) . . ?
N1 Cu1 N3 172.39(19) . . ?
O1 Cu1 N2 171.54(15) . . ?
N1 Cu1 N2 82.83(16) . . ?
N3 Cu1 N2 92.9(2) . . ?
C1 O1 Cu1 129.1(3) . . ?
C15 N1 C16 121.8(4) . . ?
C15 N1 Cu1 124.7(3) . . ?
C16 N1 Cu1 113.5(3) . . ?
C22 N2 C21 118.8(4) . . ?
C22 N2 Cu1 128.2(4) . . ?
C21 N2 Cu1 113.0(3) . . ?
N4 N3 Cu1 122.5(4) . . ?
N5 N4 N3 176.5(6) . . ?
O1 C1 C2 119.7(4) . . ?
O1 C1 C6 122.8(4) . . ?
C2 C1 C6 117.5(4) . . ?
C3 C2 C1 118.4(4) . . ?
C3 C2 C7 121.6(5) . . ?
C1 C2 C7 120.1(4) . . ?
C2 C3 C4 125.2(5) . . ?
C2 C3 H3 117.4 . . ?
C4 C3 H3 117.4 . . ?
C5 C4 C3 116.2(4) . . ?
C5 C4 C11 123.5(6) . . ?
C3 C4 C11 120.2(6) . . ?
C4 C5 C6 122.3(4) . . ?
C4 C5 H5 118.8 . . ?
C6 C5 H5 118.8 . . ?
C15 C6 C5 117.1(4) . . ?
C15 C6 C1 122.6(4) . . ?
C5 C6 C1 120.3(4) . . ?
C8 C7 C9 110.6(6) . . ?
C8 C7 C10 109.7(6) . . ?
C9 C7 C10 106.4(6) . . ?
C8 C7 C2 108.5(5) . . ?
C9 C7 C2 110.0(5) . . ?
C10 C7 C2 111.6(5) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C14 C11 C12 119.1(9) . . ?
C14 C11 C4 114.9(8) . . ?
C12 C11 C4 114.2(7) . . ?
C14 C11 C13 97.6(8) . . ?
C12 C11 C13 101.0(9) . . ?
C4 C11 C13 106.3(8) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N1 C15 C6 126.5(4) . . ?
N1 C15 H15 116.8 . . ?
C6 C15 H15 116.8 . . ?
C17 C16 N1 127.7(4) . . ?
C17 C16 C21 118.4(4) . . ?
N1 C16 C21 114.0(4) . . ?
C16 C17 C18 120.3(5) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C19 C18 C17 121.5(5) . . ?
C19 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
C18 C19 C20 120.4(5) . . ?
C18 C19 H19 119.8 . . ?
C20 C19 H19 119.8 . . ?
C19 C20 C21 118.4(5) . . ?
C19 C20 C24 125.0(5) . . ?
C21 C20 C24 116.6(5) . . ?
N2 C21 C20 122.2(4) . . ?
N2 C21 C16 116.7(4) . . ?
C20 C21 C16 121.1(5) . . ?
N2 C22 C23 122.2(5) . . ?
N2 C22 H22 118.9 . . ?
C23 C22 H22 118.9 . . ?
C24 C23 C22 120.2(5) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C23 C24 C20 119.9(5) . . ?
C23 C24 H24 120.0 . . ?
C20 C24 H24 120.0 . . ?

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
N1 Cu1 O1 C1 -16.4(4) . . . . ?
N3 Cu1 O1 C1 157.9(4) . . . . ?
Cu1 O1 C1 C2 -164.1(3) . . . . ?
Cu1 O1 C1 C6 15.8(7) . . . . ?
O1 C1 C2 C3 178.9(5) . . . . ?
C6 C1 C2 C3 -1.0(7) . . . . ?
O1 C1 C2 C7 -2.2(7) . . . . ?
C6 C1 C2 C7 177.9(5) . . . . ?
C1 C2 C3 C4 1.6(9) . . . . ?
C7 C2 C3 C4 -177.3(6) . . . . ?
C2 C3 C4 C5 0.5(8) . . . . ?
C2 C3 C4 C11 179.3(8) . . . . ?
C3 C4 C5 C6 -3.2(7) . . . . ?
C11 C4 C5 C6 178.1(7) . . . . ?
C4 C5 C6 C15 -174.9(4) . . . . ?
C4 C5 C6 C1 3.8(7) . . . . ?
O1 C1 C6 C15 -2.8(7) . . . . ?
C2 C1 C6 C15 177.1(4) . . . . ?
O1 C1 C6 C5 178.6(4) . . . . ?
C2 C1 C6 C5 -1.5(6) . . . . ?
C3 C2 C7 C8 117.0(6) . . . . ?
C1 C2 C7 C8 -61.8(7) . . . . ?
C3 C2 C7 C9 -121.8(6) . . . . ?
C1 C2 C7 C9 59.3(7) . . . . ?
C3 C2 C7 C10 -3.9(9) . . . . ?
C1 C2 C7 C10 177.2(6) . . . . ?
C5 C4 C11 C14 133.2(9) . . . . ?
C3 C4 C11 C14 -45.5(13) . . . . ?
C5 C4 C11 C12 -9.6(14) . . . . ?
C3 C4 C11 C12 171.7(8) . . . . ?
C5 C4 C11 C13 -120.1(7) . . . . ?
C3 C4 C11 C13 61.2(10) . . . . ?
C16 N1 C15 C6 179.9(4) . . . . ?
Cu1 N1 C15 C6 -0.4(6) . . . . ?
C5 C6 C15 N1 173.8(4) . . . . ?
C1 C6 C15 N1 -4.9(7) . . . . ?
C15 N1 C16 C17 -0.9(6) . . . . ?
Cu1 N1 C16 C17 179.4(4) . . . . ?
C15 N1 C16 C21 179.6(4) . . . . ?
Cu1 N1 C16 C21 -0.1(4) . . . . ?
N1 C16 C17 C18 -178.0(4) . . . . ?
C21 C16 C17 C18 1.5(6) . . . . ?
C16 C17 C18 C19 -1.1(7) . . . . ?
C17 C18 C19 C20 0.2(8) . . . . ?
C18 C19 C20 C21 0.2(7) . . . . ?
C18 C19 C20 C24 179.3(5) . . . . ?
C22 N2 C21 C20 -0.5(6) . . . . ?
Cu1 N2 C21 C20 -177.4(3) . . . . ?
C22 N2 C21 C16 179.5(4) . . . . ?
Cu1 N2 C21 C16 2.6(4) . . . . ?
C19 C20 C21 N2 -179.6(4) . . . . ?
C24 C20 C21 N2 1.2(6) . . . . ?
C19 C20 C21 C16 0.3(6) . . . . ?
C24 C20 C21 C16 -178.9(4) . . . . ?
C17 C16 C21 N2 178.8(4) . . . . ?
N1 C16 C21 N2 -1.7(5) . . . . ?
C17 C16 C21 C20 -1.2(6) . . . . ?
N1 C16 C21 C20 178.4(3) . . . . ?
C21 N2 C22 C23 0.4(7) . . . . ?
Cu1 N2 C22 C23 176.8(4) . . . . ?
N2 C22 C23 C24 -1.1(8) . . . . ?
C22 C23 C24 C20 1.8(8) . . . . ?
C19 C20 C24 C23 179.0(5) . . . . ?
C21 C20 C24 C23 -1.8(7) . . . . ?

_refine_diff_density_max         1.202
_refine_diff_density_min         -0.814
_refine_diff_density_rms         0.069



####################################################################### 
# 
# 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_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2233477'
loop_
_audit_author_name
_audit_author_address
'Dr. Tapan Kumar Mondal'
;Jadavpur University
India
;
_audit_update_record             
;
2022-12-29 deposited with the CCDC.	2023-03-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C25 H27 Cu N3 O S'
_chemical_formula_weight         481.09

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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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'

_cell_length_a                   6.6554(6)
_cell_length_b                   10.5705(8)
_cell_length_c                   17.5161(15)
_cell_angle_alpha                86.302(3)
_cell_angle_beta                 89.149(3)
_cell_angle_gamma                73.635(3)
_cell_volume                     1179.88(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    12452
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      22.00

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.354
_exptl_crystal_F_000             502
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_absorpt_coefficient_mu    1.035
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.887
_exptl_absorpt_correction_T_max  0.932
_exptl_absorpt_process_details   Sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focuse sealed tube'
_diffrn_measurement_device_type  'ccd area detector'
_diffrn_measurement_method       'omega/phi scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            37591
_diffrn_reflns_av_unetI/netI     0.0325
_diffrn_reflns_av_R_equivalents  0.0544
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.012
_diffrn_reflns_theta_max         27.124
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             5182
_reflns_number_gt                4433
_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 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.0538P)²+0.6683P] 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         5182
_refine_ls_number_parameters     280
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0543
_refine_ls_R_factor_gt           0.0443
_refine_ls_wR_factor_ref         0.1142
_refine_ls_wR_factor_gt          0.1082
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_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 0.79242(5) 0.78702(3) 0.57451(2) 0.03737(11) Uani 1 1 d . . . . .
S1 S 0.58378(18) 0.42158(9) 0.62528(7) 0.0813(3) Uani 1 1 d . . . . .
O1 O 0.8042(3) 0.77726(17) 0.68136(11) 0.0462(4) Uani 1 1 d . . . . .
N1 N 0.7523(3) 0.97724(19) 0.56635(11) 0.0337(4) Uani 1 1 d . . . . .
N2 N 0.7992(3) 0.8077(2) 0.46144(13) 0.0399(5) Uani 1 1 d . . . . .
N3 N 0.7966(4) 0.6019(2) 0.57715(15) 0.0566(6) Uani 1 1 d . . . . .
C1 C 0.7865(4) 0.8702(2) 0.72843(15) 0.0369(5) Uani 1 1 d . . . . .
C2 C 0.8050(4) 0.8359(2) 0.80838(15) 0.0423(6) Uani 1 1 d . . . . .
C3 C 0.7772(5) 0.9369(3) 0.85733(16) 0.0459(6) Uani 1 1 d . . . . .
H3 H 0.787433 0.914204 0.909602 0.055 Uiso 1 1 calc R U . . .
C4 C 0.7343(4) 1.0725(2) 0.83347(15) 0.0419(6) Uani 1 1 d . . . . .
C5 C 0.7236(4) 1.1029(2) 0.75668(15) 0.0393(5) Uani 1 1 d . . . . .
H5 H 0.699049 1.190756 0.738975 0.047 Uiso 1 1 calc R U . . .
C6 C 0.7484(4) 1.0053(2) 0.70274(14) 0.0350(5) Uani 1 1 d . . . . .
C7 C 0.8473(5) 0.6911(3) 0.83819(17) 0.0531(7) Uani 1 1 d . . . . .
C8 C 0.6604(7) 0.6416(4) 0.8180(2) 0.0782(11) Uani 1 1 d . . . . .
H8A H 0.639043 0.651604 0.763621 0.117 Uiso 1 1 calc R U . . .
H8B H 0.687992 0.550103 0.834880 0.117 Uiso 1 1 calc R U . . .
H8C H 0.537081 0.692205 0.842896 0.117 Uiso 1 1 calc R U . . .
C9 C 1.0474(6) 0.6053(3) 0.8024(2) 0.0812(11) Uani 1 1 d . . . . .
H9A H 1.034091 0.613974 0.747630 0.122 Uiso 1 1 calc R U . . .
H9B H 1.165256 0.633657 0.817215 0.122 Uiso 1 1 calc R U . . .
H9C H 1.068030 0.514522 0.819803 0.122 Uiso 1 1 calc R U . . .
C10 C 0.8765(8) 0.6738(4) 0.9247(2) 0.0882(13) Uani 1 1 d . . . . .
H10A H 0.993048 0.704161 0.938720 0.132 Uiso 1 1 calc R U . . .
H10B H 0.751924 0.724150 0.948997 0.132 Uiso 1 1 calc R U . . .
H10C H 0.902835 0.582049 0.940981 0.132 Uiso 1 1 calc R U . . .
C11 C 0.7044(5) 1.1809(3) 0.88998(16) 0.0508(7) Uani 1 1 d . . . . .
C12 C 0.6921(8) 1.1307(4) 0.97293(19) 0.0791(11) Uani 1 1 d . . . . .
H12A H 0.817140 1.061461 0.986027 0.119 Uiso 1 1 calc R U . . .
H12B H 0.678832 1.201914 1.005758 0.119 Uiso 1 1 calc R U . . .
H12C H 0.572673 1.097151 0.979275 0.119 Uiso 1 1 calc R U . . .
C13 C 0.8911(7) 1.2384(4) 0.8830(2) 0.0797(11) Uani 1 1 d . . . . .
H13A H 0.902238 1.270794 0.831050 0.120 Uiso 1 1 calc R U . . .
H13B H 0.871133 1.309634 0.916194 0.120 Uiso 1 1 calc R U . . .
H13C H 1.017115 1.170816 0.897215 0.120 Uiso 1 1 calc R U . . .
C14 C 0.5041(7) 1.2907(4) 0.8708(2) 0.0851(12) Uani 1 1 d . . . . .
H14A H 0.509068 1.323562 0.818663 0.128 Uiso 1 1 calc R U . . .
H14B H 0.385511 1.256352 0.877645 0.128 Uiso 1 1 calc R U . . .
H14C H 0.491670 1.361115 0.904128 0.128 Uiso 1 1 calc R U . . .
C15 C 0.7367(3) 1.0497(2) 0.62452(14) 0.0354(5) Uani 1 1 d . . . . .
H15 H 0.715719 1.139828 0.613662 0.042 Uiso 1 1 calc R U . . .
C16 C 0.7434(3) 1.0316(2) 0.49027(14) 0.0355(5) Uani 1 1 d . . . . .
C17 C 0.7132(4) 1.1616(3) 0.46567(16) 0.0424(6) Uani 1 1 d . . . . .
H17 H 0.695296 1.225490 0.501201 0.051 Uiso 1 1 calc R U . . .
C18 C 0.7093(4) 1.1984(3) 0.38745(17) 0.0503(7) Uani 1 1 d . . . . .
H18 H 0.690149 1.286739 0.371833 0.060 Uiso 1 1 calc R U . . .
C19 C 0.7329(4) 1.1078(3) 0.33344(17) 0.0504(7) Uani 1 1 d . . . . .
H19 H 0.728437 1.134703 0.281732 0.061 Uiso 1 1 calc R U . . .
C20 C 0.7638(4) 0.9739(3) 0.35623(15) 0.0440(6) Uani 1 1 d . . . . .
C21 C 0.7904(4) 0.8717(3) 0.30504(17) 0.0537(7) Uani 1 1 d . . . . .
H21 H 0.785915 0.892021 0.252519 0.064 Uiso 1 1 calc R U . . .
C22 C 0.8223(5) 0.7452(3) 0.33232(18) 0.0581(8) Uani 1 1 d . . . . .
H22 H 0.841822 0.678176 0.298700 0.070 Uiso 1 1 calc R U . . .
C23 C 0.8258(4) 0.7152(3) 0.41154(17) 0.0510(7) Uani 1 1 d . . . . .
H23 H 0.847444 0.627692 0.429648 0.061 Uiso 1 1 calc R U . . .
C24 C 0.7689(3) 0.9365(2) 0.43481(14) 0.0369(5) Uani 1 1 d . . . . .
C25 C 0.7079(5) 0.5268(2) 0.59745(17) 0.0492(7) 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 O1 1.8694(19) . ?
Cu1 N3 1.947(2) . ?
Cu1 N1 1.9483(19) . ?
Cu1 N2 1.980(2) . ?
S1 C25 1.610(3) . ?
O1 C1 1.302(3) . ?
N1 C15 1.300(3) . ?
N1 C16 1.412(3) . ?
N2 C23 1.327(3) . ?
N2 C24 1.371(3) . ?
N3 C25 1.152(4) . ?
C1 C6 1.422(3) . ?
C1 C2 1.422(4) . ?
C2 C3 1.383(4) . ?
C2 C7 1.534(4) . ?
C3 C4 1.416(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.361(4) . ?
C4 C11 1.531(4) . ?
C5 C6 1.417(3) . ?
C5 H5 0.9300 . ?
C6 C15 1.415(3) . ?
C7 C10 1.524(4) . ?
C7 C8 1.533(5) . ?
C7 C9 1.536(5) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 C12 1.523(4) . ?
C11 C14 1.525(5) . ?
C11 C13 1.529(4) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15 0.9300 . ?
C16 C17 1.372(3) . ?
C16 C24 1.417(3) . ?
C17 C18 1.398(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.365(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.403(4) . ?
C19 H19 0.9300 . ?
C20 C24 1.406(4) . ?
C20 C21 1.419(4) . ?
C21 C22 1.351(5) . ?
C21 H21 0.9300 . ?
C22 C23 1.402(4) . ?
C22 H22 0.9300 . ?
C23 H23 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 N3 89.83(9) . . ?
O1 Cu1 N1 93.27(8) . . ?
N3 Cu1 N1 172.64(10) . . ?
O1 Cu1 N2 174.49(8) . . ?
N3 Cu1 N2 94.33(10) . . ?
N1 Cu1 N2 83.03(9) . . ?
C1 O1 Cu1 130.12(16) . . ?
C15 N1 C16 121.8(2) . . ?
C15 N1 Cu1 124.33(17) . . ?
C16 N1 Cu1 113.85(16) . . ?
C23 N2 C24 119.0(2) . . ?
C23 N2 Cu1 128.4(2) . . ?
C24 N2 Cu1 112.59(16) . . ?
C25 N3 Cu1 144.5(2) . . ?
O1 C1 C6 122.3(2) . . ?
O1 C1 C2 119.0(2) . . ?
C6 C1 C2 118.7(2) . . ?
C3 C2 C1 117.9(2) . . ?
C3 C2 C7 121.9(2) . . ?
C1 C2 C7 120.1(2) . . ?
C2 C3 C4 124.6(2) . . ?
C2 C3 H3 117.7 . . ?
C4 C3 H3 117.7 . . ?
C5 C4 C3 116.5(2) . . ?
C5 C4 C11 120.8(2) . . ?
C3 C4 C11 122.7(2) . . ?
C4 C5 C6 122.3(2) . . ?
C4 C5 H5 118.8 . . ?
C6 C5 H5 118.8 . . ?
C15 C6 C5 116.7(2) . . ?
C15 C6 C1 123.4(2) . . ?
C5 C6 C1 119.9(2) . . ?
C10 C7 C8 108.0(3) . . ?
C10 C7 C2 112.1(2) . . ?
C8 C7 C2 109.0(2) . . ?
C10 C7 C9 107.4(3) . . ?
C8 C7 C9 109.7(3) . . ?
C2 C7 C9 110.6(3) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C7 C10 H10A 109.5 . . ?
C7 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C7 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C14 108.3(3) . . ?
C12 C11 C13 107.9(3) . . ?
C14 C11 C13 109.0(3) . . ?
C12 C11 C4 113.2(2) . . ?
C14 C11 C4 110.0(3) . . ?
C13 C11 C4 108.5(3) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N1 C15 C6 126.5(2) . . ?
N1 C15 H15 116.7 . . ?
C6 C15 H15 116.7 . . ?
C17 C16 N1 127.9(2) . . ?
C17 C16 C24 118.6(2) . . ?
N1 C16 C24 113.5(2) . . ?
C16 C17 C18 120.4(3) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
C19 C18 C17 121.7(3) . . ?
C19 C18 H18 119.2 . . ?
C17 C18 H18 119.2 . . ?
C18 C19 C20 119.8(3) . . ?
C18 C19 H19 120.1 . . ?
C20 C19 H19 120.1 . . ?
C19 C20 C24 118.7(3) . . ?
C19 C20 C21 124.4(3) . . ?
C24 C20 C21 116.8(3) . . ?
C22 C21 C20 120.2(3) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C21 C22 C23 119.7(3) . . ?
C21 C22 H22 120.1 . . ?
C23 C22 H22 120.1 . . ?
N2 C23 C22 122.1(3) . . ?
N2 C23 H23 119.0 . . ?
C22 C23 H23 119.0 . . ?
N2 C24 C20 122.1(2) . . ?
N2 C24 C16 117.0(2) . . ?
C20 C24 C16 120.9(2) . . ?
N3 C25 S1 179.6(3) . . ?

_refine_diff_density_max         0.780
_refine_diff_density_min         -0.327
_refine_diff_density_rms         0.060



####################################################################### 
# 
# 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_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2233476'
loop_
_audit_author_name
_audit_author_address
'Dr. Tapan Kumar Mondal'
;Jadavpur University
India
;
_audit_update_record             
;
2022-12-29 deposited with the CCDC.	2023-03-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C24 H27 Cu N3 O4'
_chemical_formula_weight         485.02

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      orthorhombic
_space_group_IT_number           ?
_space_group_name_H-M_alt        'P m c n'
_space_group_name_Hall           '-P 2n 2a'

_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+1/2, -y+1/2, z+1/2'
'x+1/2, -y, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'-x-1/2, y, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   6.999(4)
_cell_length_b                   16.759(10)
_cell_length_c                   19.180(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2250(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6344
_cell_measurement_theta_min      2.25
_cell_measurement_theta_max      20.00

_exptl_crystal_description       block
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_F_000             1012
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    1.007
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6695
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focuse sealed tube'
_diffrn_measurement_device_type  'ccd area detector'
_diffrn_measurement_method       'omega/phi scan'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16213
_diffrn_reflns_av_unetI/netI     0.0322
_diffrn_reflns_av_R_equivalents  0.0499
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.124
_diffrn_reflns_theta_max         25.478
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_point_group_measured_fraction_full 0.981
_reflns_number_total             2235
_reflns_number_gt                1637
_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    ?
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_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)+(0.1149P)²+5.2912P] 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         2235
_refine_ls_number_parameters     179
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0954
_refine_ls_R_factor_gt           0.0708
_refine_ls_wR_factor_ref         0.2182
_refine_ls_wR_factor_gt          0.1923
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.000
_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 0.250000 0.02061(5) 0.88256(4) 0.0666(4) Uani 1 2 d S T P . .
O1 O 0.250000 -0.0719(3) 0.8280(2) 0.0635(15) Uani 1 2 d S T P . .
O2 O 0.3994(6) 0.0880(3) 0.7982(2) 0.0752(11) Uani 1 1 d . . . . .
O3 O 0.250000 0.1604(5) 0.7230(4) 0.116(3) Uani 1 2 d S T P . .
N1 N 0.250000 -0.0370(3) 0.9710(3) 0.0399(12) Uani 1 2 d S T P . .
N2 N 0.250000 0.1170(3) 0.9460(3) 0.0530(15) Uani 1 2 d S T P . .
N3 N 0.250000 0.1088(3) 0.7745(3) 0.0525(15) Uani 1 2 d S T P . .
C1 C 0.250000 -0.1477(4) 0.8475(3) 0.0432(15) Uani 1 2 d S T P . .
C2 C 0.250000 -0.2090(4) 0.7958(3) 0.0433(14) Uani 1 2 d S T P . .
C3 C 0.250000 -0.2872(4) 0.8181(3) 0.0455(15) Uani 1 2 d S T P . .
H3 H 0.250000 -0.326932 0.784286 0.055 Uiso 1 2 calc R U P . .
C4 C 0.250000 -0.3114(4) 0.8895(3) 0.0459(15) Uani 1 2 d S T P . .
C5 C 0.250000 -0.2527(4) 0.9381(3) 0.0428(14) Uani 1 2 d S T P . .
H5 H 0.250000 -0.266566 0.985002 0.051 Uiso 1 2 calc R U P . .
C6 C 0.250000 -0.1706(4) 0.9196(3) 0.0384(13) Uani 1 2 d S T P . .
C7 C 0.250000 -0.1869(4) 0.7162(3) 0.0538(18) Uani 1 2 d S T P . .
C8 C 0.4301(11) -0.1403(4) 0.6981(3) 0.084(2) Uani 1 1 d . . . . .
H8A H 0.540545 -0.171394 0.710142 0.127 Uiso 1 1 calc R U . . .
H8B H 0.431719 -0.129061 0.649024 0.127 Uiso 1 1 calc R U . . .
H8C H 0.431715 -0.091129 0.723739 0.127 Uiso 1 1 calc R U . . .
C9 C 0.250000 -0.2622(4) 0.6703(4) 0.060(2) Uani 1 2 d S T P . .
H9A H 0.138124 -0.293394 0.680191 0.090 Uiso 0.5 1 calc R U P . .
H9B H 0.249774 -0.247032 0.622055 0.090 Uiso 1 2 calc R U P . .
H9C H 0.362103 -0.293300 0.680073 0.090 Uiso 0.5 1 calc R U P . .
C10 C 0.250000 -0.4009(4) 0.9096(4) 0.065(2) Uani 1 2 d S T P . .
C11 C 0.4270(14) -0.4403(6) 0.8829(5) 0.116(2) Uani 1 1 d . . . . .
H11A H 0.537276 -0.413408 0.901138 0.174 Uiso 1 1 calc R U . . .
H11B H 0.428723 -0.495117 0.897358 0.174 Uiso 1 1 calc R U . . .
H11C H 0.428724 -0.437662 0.832855 0.174 Uiso 1 1 calc R U . . .
C12 C 0.250000 -0.4140(6) 0.9880(6) 0.120(5) Uani 1 2 d S T P . .
H12A H 0.361518 -0.389654 1.007923 0.179 Uiso 0.5 1 calc R U P . .
H12B H 0.137545 -0.390325 1.007837 0.179 Uiso 0.5 1 calc R U P . .
H12C H 0.250937 -0.470152 0.997675 0.179 Uiso 0.5 1 calc R U P . .
C13 C 0.250000 -0.1151(4) 0.9754(3) 0.0399(14) Uani 1 2 d S T P . .
H13 H 0.250000 -0.136525 1.020140 0.048 Uiso 1 2 calc R U P . .
C14 C 0.250000 0.0124(4) 1.0306(3) 0.0407(14) Uani 1 2 d S T P . .
C15 C 0.250000 -0.0108(5) 1.1000(4) 0.0554(18) Uani 1 2 d S T P . .
H15 H 0.250000 -0.064757 1.111462 0.066 Uiso 1 2 calc R U P . .
C16 C 0.250000 0.0474(6) 1.1536(4) 0.078(3) Uani 1 2 d S T P . .
H16 H 0.250000 0.030825 1.199863 0.093 Uiso 1 2 calc R U P . .
C17 C 0.250000 0.1267(5) 1.1393(4) 0.068(2) Uani 1 2 d S T P . .
H17 H 0.250000 0.163678 1.175519 0.082 Uiso 1 2 calc R U P . .
C18 C 0.250000 0.1531(4) 1.0692(4) 0.0506(16) Uani 1 2 d S T P . .
C19 C 0.250000 0.2353(5) 1.0483(4) 0.061(2) Uani 1 2 d S T P . .
H19 H 0.250000 0.275342 1.081835 0.073 Uiso 1 2 calc R U P . .
C20 C 0.250000 0.2543(4) 0.9801(4) 0.065(2) Uani 1 2 d S T P . .
H20 H 0.250000 0.307485 0.966356 0.077 Uiso 1 2 calc R U P . .
C21 C 0.250000 0.1935(4) 0.9300(4) 0.069(2) Uani 1 2 d S T P . .
H21 H 0.250000 0.207823 0.883189 0.083 Uiso 1 2 calc R U P . .
C22 C 0.250000 0.0955(4) 1.0150(3) 0.0410(14) Uani 1 2 d S T 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 O1 1.871(5) . ?
Cu1 N1 1.952(5) . ?
Cu1 N2 2.021(5) . ?
Cu1 O2 2.233(5) 7_655 ?
Cu1 O2 2.233(5) . ?
O1 C1 1.324(7) . ?
O2 N3 1.193(5) . ?
O3 N3 1.311(8) . ?
N1 C13 1.312(8) . ?
N1 C14 1.412(8) . ?
N2 C21 1.318(9) . ?
N2 C22 1.373(8) . ?
C1 C2 1.428(9) . ?
C1 C6 1.435(9) . ?
C2 C3 1.378(9) . ?
C2 C7 1.571(9) . ?
C3 C4 1.429(9) . ?
C4 C5 1.355(9) . ?
C4 C10 1.549(10) . ?
C5 C6 1.420(9) . ?
C6 C13 1.417(9) . ?
C7 C8 1.523(7) . ?
C7 C8 1.523(7) 7_655 ?
C7 C9 1.538(9) . ?
C10 C11 1.495(10) 7_655 ?
C10 C11 1.495(10) . ?
C10 C12 1.518(13) . ?
C14 C15 1.388(9) . ?
C14 C22 1.424(9) . ?
C15 C16 1.417(11) . ?
C16 C17 1.357(13) . ?
C17 C18 1.416(12) . ?
C18 C22 1.418(9) . ?
C18 C19 1.434(11) . ?
C19 C20 1.346(11) . ?
C20 C21 1.400(11) . ?

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 N1 94.4(2) . . ?
O1 Cu1 N2 177.0(2) . . ?
N1 Cu1 N2 82.7(2) . . ?
O1 Cu1 O2 90.82(17) . 7_655 ?
N1 Cu1 O2 151.61(12) . 7_655 ?
N2 Cu1 O2 91.80(19) . 7_655 ?
O1 Cu1 O2 90.82(17) . . ?
N1 Cu1 O2 151.61(12) . . ?
N2 Cu1 O2 91.80(19) . . ?
O2 Cu1 O2 55.9(2) 7_655 . ?
C1 O1 Cu1 129.6(4) . . ?
N3 O2 Cu1 90.8(4) . . ?
C13 N1 C14 122.3(5) . . ?
C13 N1 Cu1 123.3(4) . . ?
C14 N1 Cu1 114.4(4) . . ?
C21 N2 C22 118.6(6) . . ?
C21 N2 Cu1 129.6(5) . . ?
C22 N2 Cu1 111.8(4) . . ?
O2 N3 O2 122.5(7) 7_655 . ?
O2 N3 O3 118.7(3) 7_655 . ?
O2 N3 O3 118.7(3) . . ?
O1 C1 C2 119.6(6) . . ?
O1 C1 C6 121.9(6) . . ?
C2 C1 C6 118.5(5) . . ?
C3 C2 C1 117.9(6) . . ?
C3 C2 C7 121.7(6) . . ?
C1 C2 C7 120.4(6) . . ?
C2 C3 C4 124.6(6) . . ?
C5 C4 C3 116.9(6) . . ?
C5 C4 C10 122.2(6) . . ?
C3 C4 C10 121.0(6) . . ?
C4 C5 C6 122.2(6) . . ?
C5 C6 C13 116.5(6) . . ?
C5 C6 C1 119.9(6) . . ?
C13 C6 C1 123.5(5) . . ?
C8 C7 C8 111.7(7) . 7_655 ?
C8 C7 C9 106.9(4) . . ?
C8 C7 C9 106.9(4) 7_655 . ?
C8 C7 C2 110.0(4) . . ?
C8 C7 C2 110.0(4) 7_655 . ?
C9 C7 C2 111.3(5) . . ?
C11 C10 C11 111.9(10) 7_655 . ?
C11 C10 C12 106.0(5) 7_655 . ?
C11 C10 C12 106.0(5) . . ?
C11 C10 C4 110.0(5) 7_655 . ?
C11 C10 C4 110.0(5) . . ?
C12 C10 C4 112.7(7) . . ?
N1 C13 C6 127.3(6) . . ?
C15 C14 N1 127.7(6) . . ?
C15 C14 C22 118.4(6) . . ?
N1 C14 C22 113.9(5) . . ?
C14 C15 C16 120.1(8) . . ?
C17 C16 C15 121.9(8) . . ?
C16 C17 C18 119.8(7) . . ?
C17 C18 C22 118.9(7) . . ?
C17 C18 C19 124.4(7) . . ?
C22 C18 C19 116.7(7) . . ?
C20 C19 C18 119.9(7) . . ?
C19 C20 C21 119.6(7) . . ?
N2 C21 C20 123.3(8) . . ?
N2 C22 C18 121.9(6) . . ?
N2 C22 C14 117.3(6) . . ?
C18 C22 C14 120.8(6) . . ?

_refine_diff_density_max         1.357
_refine_diff_density_min         -0.689
_refine_diff_density_rms         0.086



