# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 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 
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data_test56_a
_database_code_depnum_ccdc_archive 'CCDC 2205292'
_audit_update_record             
;
2022-09-03 deposited with the CCDC.	2022-11-21 downloaded from the CCDC.
;
_audit_creation_date             2022-05-30
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H34 N8 Ni O4'
_chemical_formula_sum            'C42 H34 N8 Ni O4'
_chemical_formula_weight         773.48
_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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
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                   24.902(7)
_cell_length_b                   11.539(3)
_cell_length_c                   16.250(6)
_cell_angle_alpha                90
_cell_angle_beta                 127.330(17)
_cell_angle_gamma                90
_cell_volume                     3713(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    780
_cell_measurement_temperature    222(2)
_cell_measurement_theta_max      25.104
_cell_measurement_theta_min      2.511
_shelx_estimated_absorpt_T_max   0.901
_shelx_estimated_absorpt_T_min   0.865
_exptl_absorpt_coefficient_mu    0.578
_exptl_absorpt_correction_T_max  0.901
_exptl_absorpt_correction_T_min  0.865
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABAS 2.10 (Bruker 2003)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.384
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1608
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.2075
_diffrn_reflns_av_unetI/netI     0.1661
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            17858
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.104
_diffrn_reflns_theta_max         25.104
_diffrn_reflns_theta_min         2.511
_diffrn_ambient_temperature      221.68
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_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                1901
_reflns_number_total             2761
_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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.427
_refine_diff_density_min         -1.111
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     250
_refine_ls_number_reflns         2761
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1542
_refine_ls_R_factor_gt           0.0978
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0.051
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0762P)²+3.0999P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1692
_refine_ls_wR_factor_ref         0.1924
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N4(H4), C1(H1), C4(H4A), C10(H10), C21(H21), C20(H20), C19(H19), C13(H13),
 C18(H18), C17(H17), C2(H2), C3(H3), C12(H12), C11(H11)
2.b Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
Ni1 Ni 0.500000 0.44971(11) 0.750000 0.0117(4) Uani 1 2 d S T P . .
O2 O 0.4505(2) 0.3231(4) 0.7691(3) 0.0323(13) Uani 1 1 d . . . . .
N1 N 0.5735(3) 0.5801(5) 0.8011(4) 0.0236(14) Uani 1 1 d . . . . .
N2 N 0.5450(2) 0.4496(6) 0.9005(4) 0.0276(14) Uani 1 1 d . . . . .
N3 N 0.5276(3) 0.3691(5) 0.9428(4) 0.0351(16) Uani 1 1 d . . . . .
O1 O 0.2892(3) 0.0084(5) 0.6436(5) 0.0540(17) Uani 1 1 d . . . . .
N4 N 0.3690(3) 0.1496(6) 0.7212(5) 0.0382(17) Uani 1 1 d . . . . .
H4 H 0.385324 0.205305 0.706281 0.046 Uiso 1 1 calc R . . . .
C5 C 0.6058(3) 0.6052(6) 0.9015(5) 0.0317(18) Uani 1 1 d . . . . .
C8 C 0.4779(3) 0.3078(6) 0.8660(5) 0.0282(18) Uani 1 1 d . . . . .
C6 C 0.5912(3) 0.5277(7) 0.9574(6) 0.036(2) Uani 1 1 d . . . . .
C16 C 0.3014(3) 0.1214(7) 0.5355(6) 0.0327(19) Uani 1 1 d . . . . .
C1 C 0.5828(4) 0.6445(7) 0.7448(6) 0.040(2) Uani 1 1 d . . . . .
H1 H 0.559429 0.628219 0.674054 0.048 Uiso 1 1 calc R . . . .
C14 C 0.3977(3) 0.1391(7) 0.8252(6) 0.037(2) Uani 1 1 d . . . . .
C9 C 0.4522(4) 0.2125(7) 0.8956(6) 0.039(2) Uani 1 1 d . . . . .
C15 C 0.3199(3) 0.0873(6) 0.6398(6) 0.0310(19) Uani 1 1 d . . . . .
C4 C 0.6505(3) 0.6938(8) 0.9456(7) 0.049(2) Uani 1 1 d . . . . .
H4A H 0.675164 0.707247 1.016974 0.058 Uiso 1 1 calc R . . . .
C10 C 0.4824(4) 0.1956(8) 1.0008(6) 0.049(2) Uani 1 1 d . . . . .
H10 H 0.520543 0.240510 1.049439 0.059 Uiso 1 1 calc R . . . .
C21 C 0.3369(4) 0.1972(8) 0.5203(7) 0.055(3) Uani 1 1 d . . . . .
H21 H 0.375416 0.232761 0.578700 0.067 Uiso 1 1 calc R . . . .
C7 C 0.6269(4) 0.5407(8) 1.0708(6) 0.050(2) Uani 1 1 d . . . . .
H7A H 0.607373 0.488004 1.092608 0.076 Uiso 1 1 calc GR . . . .
H7B H 0.622100 0.619797 1.085745 0.076 Uiso 1 1 calc GR . . . .
H7C H 0.674391 0.522877 1.107773 0.076 Uiso 1 1 calc GR . . . .
C20 C 0.3197(4) 0.2240(8) 0.4257(6) 0.045(2) Uani 1 1 d . . . . .
H20 H 0.345412 0.276464 0.418277 0.054 Uiso 1 1 calc R . . . .
C19 C 0.2647(4) 0.1728(8) 0.3435(7) 0.059(3) Uani 1 1 d . . . . .
H19 H 0.252049 0.190097 0.277319 0.071 Uiso 1 1 calc R . . . .
C13 C 0.3756(4) 0.0584(8) 0.8631(7) 0.058(3) Uani 1 1 d . . . . .
H13 H 0.338767 0.010150 0.816377 0.070 Uiso 1 1 calc R . . . .
C18 C 0.2263(4) 0.0966(8) 0.3515(7) 0.056(3) Uani 1 1 d . . . . .
H18 H 0.187483 0.062487 0.292623 0.067 Uiso 1 1 calc R . . . .
C17 C 0.2464(4) 0.0721(8) 0.4483(7) 0.056(3) Uani 1 1 d . . . . .
H17 H 0.221047 0.018339 0.455360 0.068 Uiso 1 1 calc R . . . .
C2 C 0.6263(4) 0.7349(9) 0.7887(7) 0.064(3) Uani 1 1 d . . . . .
H2 H 0.632884 0.779579 0.747084 0.077 Uiso 1 1 calc R . . . .
C3 C 0.6605(4) 0.7637(8) 0.8888(7) 0.052(3) Uani 1 1 d . . . . .
H3 H 0.689478 0.828124 0.917734 0.062 Uiso 1 1 calc R . . . .
C12 C 0.4066(6) 0.0485(10) 0.9663(8) 0.088(4) Uani 1 1 d . . . . .
H12 H 0.391044 -0.007285 0.989465 0.105 Uiso 1 1 calc R . . . .
C11 C 0.4596(6) 0.1173(10) 1.0367(8) 0.075(3) Uani 1 1 d . . . . .
H11 H 0.479960 0.111476 1.107744 0.090 Uiso 1 1 calc R . . . .


_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
Ni1 O2 2.053(5) 2_656 ?
Ni1 O2 2.053(5) . ?
Ni1 N1 2.112(6) 2_656 ?
Ni1 N1 2.112(6) . ?
Ni1 N2 1.979(5) . ?
Ni1 N2 1.979(5) 2_656 ?
O2 C8 1.293(8) . ?
N1 C5 1.343(8) . ?
N1 C1 1.304(9) . ?
N2 N3 1.373(8) . ?
N2 C6 1.304(9) . ?
N3 C8 1.310(9) . ?
O1 C15 1.214(8) . ?
N4 H4 0.8700 . ?
N4 C14 1.384(9) . ?
N4 C15 1.341(9) . ?
C5 C6 1.469(10) . ?
C5 C4 1.353(10) . ?
C8 C9 1.492(10) . ?
C6 C7 1.490(10) . ?
C16 C15 1.514(11) . ?
C16 C21 1.369(11) . ?
C16 C17 1.362(10) . ?
C1 H1 0.9400 . ?
C1 C2 1.354(11) . ?
C14 C9 1.409(10) . ?
C14 C13 1.399(11) . ?
C9 C10 1.401(10) . ?
C4 H4A 0.9400 . ?
C4 C3 1.357(12) . ?
C10 H10 0.9400 . ?
C10 C11 1.372(12) . ?
C21 H21 0.9400 . ?
C21 C20 1.358(11) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 H7C 0.9700 . ?
C20 H20 0.9400 . ?
C20 C19 1.339(11) . ?
C19 H19 0.9400 . ?
C19 C18 1.363(12) . ?
C13 H13 0.9400 . ?
C13 C12 1.361(12) . ?
C18 H18 0.9400 . ?
C18 C17 1.360(12) . ?
C17 H17 0.9400 . ?
C2 H2 0.9400 . ?
C2 C3 1.343(12) . ?
C3 H3 0.9400 . ?
C12 H12 0.9400 . ?
C12 C11 1.361(13) . ?
C11 H11 0.9400 . ?

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 Ni1 O2 89.3(3) 2_656 . ?
O2 Ni1 N1 154.73(18) 2_656 2_656 ?
O2 Ni1 N1 96.3(2) . 2_656 ?
O2 Ni1 N1 154.73(18) . . ?
O2 Ni1 N1 96.3(2) 2_656 . ?
N1 Ni1 N1 89.1(3) . 2_656 ?
N2 Ni1 O2 75.8(2) 2_656 2_656 ?
N2 Ni1 O2 75.8(2) . . ?
N2 Ni1 O2 104.2(2) 2_656 . ?
N2 Ni1 O2 104.2(2) . 2_656 ?
N2 Ni1 N1 79.0(2) 2_656 2_656 ?
N2 Ni1 N1 101.1(2) . 2_656 ?
N2 Ni1 N1 101.1(2) 2_656 . ?
N2 Ni1 N1 79.0(2) . . ?
N2 Ni1 N2 179.9(4) . 2_656 ?
C8 O2 Ni1 111.1(4) . . ?
C5 N1 Ni1 111.6(5) . . ?
C1 N1 Ni1 127.6(5) . . ?
C1 N1 C5 120.0(6) . . ?
N3 N2 Ni1 120.4(4) . . ?
C6 N2 Ni1 118.1(5) . . ?
C6 N2 N3 121.6(6) . . ?
C8 N3 N2 106.9(6) . . ?
C14 N4 H4 114.9 . . ?
C15 N4 H4 114.9 . . ?
C15 N4 C14 130.1(7) . . ?
N1 C5 C6 115.5(6) . . ?
N1 C5 C4 120.0(7) . . ?
C4 C5 C6 124.5(7) . . ?
O2 C8 N3 125.7(7) . . ?
O2 C8 C9 118.7(6) . . ?
N3 C8 C9 115.6(7) . . ?
N2 C6 C5 115.2(6) . . ?
N2 C6 C7 123.7(7) . . ?
C5 C6 C7 121.2(7) . . ?
C21 C16 C15 125.2(7) . . ?
C17 C16 C15 119.2(8) . . ?
C17 C16 C21 115.6(8) . . ?
N1 C1 H1 120.2 . . ?
N1 C1 C2 119.7(8) . . ?
C2 C1 H1 120.2 . . ?
N4 C14 C9 118.0(7) . . ?
N4 C14 C13 123.0(7) . . ?
C13 C14 C9 119.0(8) . . ?
C14 C9 C8 124.8(7) . . ?
C10 C9 C8 118.5(7) . . ?
C10 C9 C14 116.6(7) . . ?
O1 C15 N4 125.2(8) . . ?
O1 C15 C16 118.6(7) . . ?
N4 C15 C16 116.2(6) . . ?
C5 C4 H4A 119.3 . . ?
C5 C4 C3 121.4(8) . . ?
C3 C4 H4A 119.3 . . ?
C9 C10 H10 118.1 . . ?
C11 C10 C9 123.7(8) . . ?
C11 C10 H10 118.1 . . ?
C16 C21 H21 118.2 . . ?
C20 C21 C16 123.7(8) . . ?
C20 C21 H21 118.2 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C21 C20 H20 121.3 . . ?
C19 C20 C21 117.3(9) . . ?
C19 C20 H20 121.3 . . ?
C20 C19 H19 118.6 . . ?
C20 C19 C18 122.8(9) . . ?
C18 C19 H19 118.6 . . ?
C14 C13 H13 119.4 . . ?
C12 C13 C14 121.2(9) . . ?
C12 C13 H13 119.4 . . ?
C19 C18 H18 121.4 . . ?
C17 C18 C19 117.3(8) . . ?
C17 C18 H18 121.4 . . ?
C16 C17 H17 118.4 . . ?
C18 C17 C16 123.3(8) . . ?
C18 C17 H17 118.4 . . ?
C1 C2 H2 118.5 . . ?
C3 C2 C1 123.1(9) . . ?
C3 C2 H2 118.5 . . ?
C4 C3 H3 122.1 . . ?
C2 C3 C4 115.7(9) . . ?
C2 C3 H3 122.1 . . ?
C13 C12 H12 119.2 . . ?
C11 C12 C13 121.6(10) . . ?
C11 C12 H12 119.2 . . ?
C10 C11 H11 121.1 . . ?
C12 C11 C10 117.8(9) . . ?
C12 C11 H11 121.1 . . ?

_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 0.000 0.473 0.250 44.2 2.6 ?
2 0.000 0.527 0.750 44.2 2.9 ?
3 0.243 0.140 0.806 15.4 0.6 ?
4 0.243 0.860 0.306 15.4 0.6 ?
5 0.257 0.360 0.194 15.4 0.6 ?
6 0.257 0.640 0.694 15.4 0.6 ?
7 0.500 -0.027 0.250 44.2 2.6 ?
8 0.500 0.027 0.750 44.2 2.9 ?
9 0.743 0.360 0.306 15.4 0.6 ?
10 0.743 0.640 0.806 15.4 0.6 ?
11 0.757 0.140 0.694 15.4 0.6 ?
12 0.757 0.860 0.194 15.4 0.6 ?

_olex2_submission_special_instructions 'No special instructions were received'
