# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2022

####################################################################### 
# 
# 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_sk-cd_a
_database_code_depnum_ccdc_archive 'CCDC 2083925'
loop_
_audit_author_name
_audit_author_address
'SUBRATANATH KONER'
;Jadavpur University
India
;
_audit_update_record             
;
2021-08-15 deposited with the CCDC.	2022-03-28 downloaded from the CCDC.
;
_audit_creation_date             2021-07-14
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C18 H13 Cd N5 O4'
_chemical_formula_sum            'C18 H13 Cd N5 O4'
_chemical_formula_weight         475.73
_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'
Cd Cd -0.8075 1.2024 '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      orthorhombic
_space_group_IT_number           64
_space_group_name_H-M_alt        'C m c a'
_space_group_name_Hall           '-C 2bc 2'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y+1/2, z+1/2'
'-x, y+1/2, -z+1/2'
'x, -y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1, z+1/2'
'-x+1/2, y+1, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x, y-1/2, -z-1/2'
'x, -y-1/2, z-1/2'
'-x, y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, y, -z-1/2'
'x+1/2, -y, z-1/2'
'-x+1/2, y+1/2, z'

_cell_length_a                   13.7449(17)
_cell_length_b                   20.8323(17)
_cell_length_c                   15.1571(15)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4340.1(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    73570
_cell_measurement_temperature    273.15
_cell_measurement_theta_max      27.178
_cell_measurement_theta_min      2.226
_shelx_estimated_absorpt_T_max   0.980
_shelx_estimated_absorpt_T_min   0.922
_exptl_absorpt_coefficient_mu    1.037
_exptl_absorpt_correction_T_max  0.951
_exptl_absorpt_correction_T_min  0.783
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.456
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1888
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0286
_diffrn_reflns_av_unetI/netI     0.0077
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            73570
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.178
_diffrn_reflns_theta_min         2.226
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD DECTECTOR'
_diffrn_measurement_method       'OMEGA AND PHI SCAN'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2377
_reflns_number_total             2512
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         3.007
_refine_diff_density_min         -1.056
_refine_diff_density_rms         0.239
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     157
_refine_ls_number_reflns         2512
_refine_ls_number_restraints     132
_refine_ls_R_factor_all          0.0554
_refine_ls_R_factor_gt           0.0501
_refine_ls_restrained_S_all      1.148
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1267P)²+21.1669P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1678
_refine_ls_wR_factor_ref         0.1798
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H,H) groups
2. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms restrained to be isotropic: with sigma of 0.01 and sigma
for terminal atoms of 0.02
3. Others
 Fixed Sof: N1(0.5) N2(0.5)
4.a Aromatic/amide H refined with riding coordinates:
 C12(H12), C8(H8), C11(H11), C5(H5), C1(H1), C4(H4), C2(H2)
4.b X=CH2 refined with riding coordinates:
 N4(H4A,H4B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd1 Cd 0.500000 0.43516(2) 0.59874(2) 0.0239(2) Uani 1 2 d S TU P . .
O1 O 0.500000 0.5229(2) 0.6843(4) 0.0445(12) Uani 1 2 d S TU P . .
O2 O 0.500000 0.5714(2) 0.5543(4) 0.0476(14) Uani 1 2 d S TU P . .
O3 O 0.500000 0.8236(3) 0.8961(3) 0.0479(14) Uani 1 2 d S TU P . .
N3 N 0.3281(4) 0.4386(2) 0.5894(3) 0.0403(11) Uani 1 1 d . U . . .
C6 C 0.500000 0.5740(3) 0.6359(5) 0.0303(13) Uani 1 2 d S TU P . .
O4 O 0.500000 0.8704(2) 0.7674(4) 0.0548(14) Uani 1 2 d S TU P . .
C9 C 0.500000 0.6991(3) 0.8180(4) 0.0340(12) Uani 1 2 d S TU P . .
C7 C 0.500000 0.6369(3) 0.6821(4) 0.0275(11) Uani 1 2 d S TU P . .
C10 C 0.500000 0.7566(3) 0.7694(4) 0.0326(12) Uani 1 2 d S TU P . .
C12 C 0.500000 0.6937(3) 0.6331(4) 0.0346(13) Uani 1 2 d S TU P . .
H12 H 0.500000 0.692112 0.571745 0.042 Uiso 1 2 calc R U P . .
C8 C 0.500000 0.6401(3) 0.7744(4) 0.0292(11) Uani 1 2 d S TU P . .
H8 H 0.500000 0.602340 0.807147 0.035 Uiso 1 2 calc R U P . .
C11 C 0.500000 0.7524(3) 0.6760(5) 0.0356(12) Uani 1 2 d S TU P . .
H11 H 0.500000 0.789929 0.642847 0.043 Uiso 1 2 calc R U P . .
C13 C 0.500000 0.8210(3) 0.8125(5) 0.0341(13) Uani 1 2 d S TU P . .
C3 C 0.1278(6) 0.4369(4) 0.5869(6) 0.075(3) Uani 1 1 d . U . . .
N4 N 0.500000 0.6961(5) 0.9091(5) 0.077(3) Uani 1 2 d S TU P . .
H4A H 0.500000 0.659395 0.935182 0.093 Uiso 1 2 calc R U P . .
H4B H 0.500000 0.730821 0.939736 0.093 Uiso 1 2 calc R U P . .
C5 C 0.2750(6) 0.4776(6) 0.6382(7) 0.105(3) Uani 1 1 d . U . . .
H5 H 0.307131 0.506777 0.674306 0.126 Uiso 1 1 calc R U . . .
C1 C 0.2816(6) 0.3970(6) 0.5416(8) 0.108(3) Uani 1 1 d . U . . .
H1 H 0.316808 0.366780 0.509604 0.130 Uiso 1 1 calc R U . . .
C4 C 0.1776(7) 0.4775(7) 0.6386(8) 0.119(4) Uani 1 1 d . U . . .
H4 H 0.144205 0.505872 0.675104 0.143 Uiso 1 1 calc R U . . .
C2 C 0.1815(7) 0.3963(6) 0.5369(9) 0.120(4) Uani 1 1 d . U . . .
H2 H 0.150553 0.367679 0.499045 0.144 Uiso 1 1 calc R U . . .
N1 N -0.0231(6) 0.4565(6) 0.6024(5) 0.042(3) Uani 0.5 1 d . U P . .
N2 N 0.0238(5) 0.4162(5) 0.5651(6) 0.044(2) Uani 0.5 1 d . U 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
Cd1 O1 2.241(4) . ?
Cd1 O2 2.323(6) 9_666 ?
Cd1 O3 2.325(5) 10_557 ?
Cd1 N3 2.368(5) . ?
Cd1 N3 2.368(5) 12_655 ?
Cd1 O4 2.437(5) 10_557 ?
Cd1 C13 2.731(6) 10_557 ?
O1 C6 1.293(9) . ?
O2 C6 1.239(11) . ?
O3 C13 1.268(8) . ?
N3 C5 1.318(10) . ?
N3 C1 1.298(10) . ?
C6 C7 1.486(8) . ?
O4 C13 1.235(8) . ?
C9 C10 1.405(9) . ?
C9 C8 1.396(8) . ?
C9 N4 1.382(10) . ?
C7 C12 1.397(9) . ?
C7 C8 1.401(8) . ?
C10 C11 1.418(10) . ?
C10 C13 1.494(8) . ?
C12 H12 0.9300 . ?
C12 C11 1.385(9) . ?
C8 H8 0.9300 . ?
C11 H11 0.9300 . ?
C3 C4 1.342(15) . ?
C3 C2 1.355(15) . ?
C3 N1 1.515(12) 12 ?
C3 N2 1.530(11) . ?
N4 H4A 0.8600 . ?
N4 H4B 0.8600 . ?
C5 H5 0.9300 . ?
C5 C4 1.339(12) . ?
C1 H1 0.9300 . ?
C1 C2 1.377(12) . ?
C4 H4 0.9300 . ?
C2 H2 0.9300 . ?
N1 N1 0.634(16) 12 ?
N1 N2 1.200(14) . ?
N1 N2 1.013(14) 12 ?
N2 N2 0.653(15) 12 ?

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 Cd1 O2 128.72(19) . 9_666 ?
O1 Cd1 O3 142.73(18) . 10_557 ?
O1 Cd1 N3 90.58(11) . . ?
O1 Cd1 N3 90.58(11) . 12_655 ?
O1 Cd1 O4 88.29(18) . 10_557 ?
O1 Cd1 C13 115.2(2) . 10_557 ?
O2 Cd1 O3 88.55(18) 9_666 10_557 ?
O2 Cd1 N3 86.67(11) 9_666 . ?
O2 Cd1 N3 86.67(11) 9_666 12_655 ?
O2 Cd1 O4 142.99(18) 9_666 10_557 ?
O2 Cd1 C13 116.11(19) 9_666 10_557 ?
O3 Cd1 N3 91.83(10) 10_557 . ?
O3 Cd1 N3 91.83(10) 10_557 12_655 ?
O3 Cd1 O4 54.45(18) 10_557 10_557 ?
O3 Cd1 C13 27.57(19) 10_557 10_557 ?
N3 Cd1 N3 172.3(2) . 12_655 ?
N3 Cd1 O4 93.81(11) 12_655 10_557 ?
N3 Cd1 O4 93.81(11) . 10_557 ?
N3 Cd1 C13 93.19(10) . 10_557 ?
N3 Cd1 C13 93.19(10) 12_655 10_557 ?
O4 Cd1 C13 26.88(19) 10_557 10_557 ?
C6 O1 Cd1 110.2(4) . . ?
C6 O2 Cd1 179.2(4) . 9_666 ?
C13 O3 Cd1 94.3(4) . 10_567 ?
C5 N3 Cd1 122.5(5) . . ?
C1 N3 Cd1 120.3(5) . . ?
C1 N3 C5 116.9(8) . . ?
O1 C6 C7 117.4(6) . . ?
O2 C6 O1 122.0(5) . . ?
O2 C6 C7 120.6(6) . . ?
C13 O4 Cd1 90.0(4) . 10_567 ?
C8 C9 C10 120.1(6) . . ?
N4 C9 C10 124.3(7) . . ?
N4 C9 C8 115.6(7) . . ?
C12 C7 C6 119.7(6) . . ?
C12 C7 C8 119.5(5) . . ?
C8 C7 C6 120.8(6) . . ?
C9 C10 C11 118.1(5) . . ?
C9 C10 C13 122.4(6) . . ?
C11 C10 C13 119.5(5) . . ?
C7 C12 H12 120.1 . . ?
C11 C12 C7 119.8(6) . . ?
C11 C12 H12 120.1 . . ?
C9 C8 C7 120.9(6) . . ?
C9 C8 H8 119.5 . . ?
C7 C8 H8 119.5 . . ?
C10 C11 H11 119.2 . . ?
C12 C11 C10 121.6(6) . . ?
C12 C11 H11 119.2 . . ?
O3 C13 Cd1 58.1(3) . 10_567 ?
O3 C13 C10 118.4(6) . . ?
O4 C13 Cd1 63.2(3) . 10_567 ?
O4 C13 O3 121.3(6) . . ?
O4 C13 C10 120.4(6) . . ?
C10 C13 Cd1 176.4(5) . 10_567 ?
C4 C3 C2 116.3(9) . . ?
C4 C3 N1 102.9(9) . 12 ?
C4 C3 N2 141.3(9) . . ?
C2 C3 N1 140.6(9) . 12 ?
C2 C3 N2 102.3(8) . . ?
N1 C3 N2 38.8(6) 12 . ?
C9 N4 H4A 120.0 . . ?
C9 N4 H4B 120.0 . . ?
H4A N4 H4B 120.0 . . ?
N3 C5 H5 118.1 . . ?
N3 C5 C4 123.8(10) . . ?
C4 C5 H5 118.1 . . ?
N3 C1 H1 119.1 . . ?
N3 C1 C2 121.8(10) . . ?
C2 C1 H1 119.1 . . ?
C3 C4 H4 119.8 . . ?
C5 C4 C3 120.5(10) . . ?
C5 C4 H4 119.8 . . ?
C3 C2 C1 120.6(10) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
N1 N1 C3 161.9(6) 12 12 ?
N1 N1 N2 57.5(6) 12 . ?
N1 N1 N2 90.5(6) 12 12 ?
N2 N1 C3 71.4(7) 12 12 ?
N2 N1 C3 104.4(9) . 12 ?
N2 N1 N2 33.0(8) 12 . ?
N1 N2 C3 101.7(8) . . ?
N1 N2 C3 69.8(7) 12 . ?
N1 N2 N1 31.9(8) 12 . ?
N2 N2 C3 159.2(5) 12 . ?
N2 N2 N1 89.5(6) 12 12 ?
N2 N2 N1 57.5(6) 12 . ?

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
Cd1 O1 C6 O2 0.000(3) . . . . ?
Cd1 O1 C6 C7 180.000(2) . . . . ?
Cd1 O3 C13 O4 0.000(3) 10_567 . . . ?
Cd1 O3 C13 C10 180.000(3) 10_567 . . . ?
Cd1 N3 C5 C4 -175.3(11) . . . . ?
Cd1 N3 C1 C2 177.9(10) . . . . ?
Cd1 O4 C13 O3 0.000(3) 10_567 . . . ?
Cd1 O4 C13 C10 180.000(3) 10_567 . . . ?
O1 C6 C7 C12 180.000(3) . . . . ?
O1 C6 C7 C8 0.000(3) . . . . ?
O2 C6 C7 C12 0.000(3) . . . . ?
O2 C6 C7 C8 180.000(3) . . . . ?
N3 C5 C4 C3 -1(2) . . . . ?
N3 C1 C2 C3 -4(2) . . . . ?
C6 C7 C12 C11 180.000(3) . . . . ?
C6 C7 C8 C9 180.000(3) . . . . ?
C9 C10 C11 C12 0.000(4) . . . . ?
C9 C10 C13 O3 0.000(4) . . . . ?
C9 C10 C13 O4 180.000(3) . . . . ?
C7 C12 C11 C10 0.000(4) . . . . ?
C10 C9 C8 C7 0.000(4) . . . . ?
C12 C7 C8 C9 0.000(3) . . . . ?
C8 C9 C10 C11 0.000(4) . . . . ?
C8 C9 C10 C13 180.000(3) . . . . ?
C8 C7 C12 C11 0.000(3) . . . . ?
C11 C10 C13 O3 180.000(3) . . . . ?
C11 C10 C13 O4 0.000(4) . . . . ?
C13 C10 C11 C12 180.000(3) . . . . ?
C3 N1 N2 C3 -177.5(7) 12 . . . ?
C3 N1 N2 N1 -178.7(3) 12 . . 12 ?
C3 N1 N2 N2 1.3(4) 12 . . 12 ?
N4 C9 C10 C11 180.000(3) . . . . ?
N4 C9 C10 C13 0.000(4) . . . . ?
N4 C9 C8 C7 180.000(3) . . . . ?
C5 N3 C1 C2 4.5(17) . . . . ?
C1 N3 C5 C4 -2.0(17) . . . . ?
C4 C3 C2 C1 1.1(17) . . . . ?
C4 C3 N2 N1 10.5(18) . . . . ?
C4 C3 N2 N1 11.2(17) . . . 12 ?
C4 C3 N2 N2 8(2) . . . 12 ?
C2 C3 C4 C5 1.2(18) . . . . ?
C2 C3 N2 N1 -172.5(10) . . . 12 ?
C2 C3 N2 N1 -173.2(10) . . . . ?
C2 C3 N2 N2 -176.2(11) . . . 12 ?
N1 C3 C4 C5 -175.6(13) 12 . . . ?
N1 C3 C2 C1 176.3(11) 12 . . . ?
N1 C3 N2 N1 -0.71(19) 12 . . . ?
N1 C3 N2 N2 -3.7(10) 12 . . 12 ?
N1 N1 N2 C3 1.3(3) 12 . . . ?
N1 N1 N2 N2 180.001(4) 12 . . 12 ?
N2 C3 C4 C5 177.2(11) . . . . ?
N2 C3 C2 C1 -176.3(12) . . . . ?
N2 N1 N2 C3 -178.7(3) 12 . . . ?
N2 N1 N2 N1 179.999(3) 12 . . 12 ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.250 0.250 -0.720 294.4 167.0 ?
2 0.250 0.750 -0.594 294.4 167.0 ?
3 0.750 0.250 -0.594 294.4 167.0 ?
4 0.750 0.750 -0.720 294.4 167.0 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
