# 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 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2024203'
loop_
_audit_author_name
_audit_author_address
'KINSUK DAS'
;CHANDERNAGORE COLLEGE
India
;
_audit_update_record             
;
2020-08-19 deposited with the CCDC.	2021-05-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H17 Cl N6 Ni O2, 2(Cl), 2(H2 O)'
_chemical_formula_sum            'C18 H21 Cl3 N6 Ni O4'
_chemical_formula_weight         550.47

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

_cell_length_a                   12.5147(10)
_cell_length_b                   14.4871(13)
_cell_length_c                   13.4749(11)
_cell_angle_alpha                90
_cell_angle_beta                 107.825(2)
_cell_angle_gamma                90
_cell_volume                     2325.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    34100
_cell_measurement_theta_min      2.1
_cell_measurement_theta_max      27.1

_exptl_crystal_description       Rectangular
_exptl_crystal_colour            Green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.572
_exptl_crystal_F_000             1128
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.216
_shelx_estimated_absorpt_T_min   0.858
_shelx_estimated_absorpt_T_max   0.888
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_correction_T_min  0.847
_exptl_absorpt_correction_T_max  0.877
_exptl_absorpt_process_details   
;\
'(R.H. Blessing, Acta Crystallogr., Sect A 1995)'
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            34100
_diffrn_reflns_av_unetI/netI     0.0245
_diffrn_reflns_av_R_equivalents  0.0407
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.121
_diffrn_reflns_theta_max         27.149
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.977
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_point_group_measured_fraction_full 0.976
_reflns_number_total             5038
_reflns_number_gt                4406
_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       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WINGX V2020'
_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)+(0.0211P)²+0.6639P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5038
_refine_ls_number_parameters     325
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0315
_refine_ls_R_factor_gt           0.0246
_refine_ls_wR_factor_ref         0.0591
_refine_ls_wR_factor_gt          0.0549
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.002
_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
Ni1 Ni 0.44304(2) 0.84237(2) 0.61225(2) 0.02823(6) Uani 1 1 d . . . . .
Cl1 Cl 0.52386(4) 0.98465(3) 0.66365(3) 0.04483(11) Uani 1 1 d . . . . .
Cl2 Cl 0.48431(4) 0.65770(3) 0.37441(4) 0.04735(11) Uani 1 1 d . . . . .
Cl3 Cl 0.25145(5) 0.67925(3) 0.77520(5) 0.06230(14) Uani 1 1 d . . . . .
O2 O 0.40814(10) 0.83602(9) 0.75358(9) 0.0374(2) Uani 1 1 d . . . . .
N2 N 0.36392(9) 0.72244(8) 0.56663(9) 0.0269(2) Uani 1 1 d . . . . .
O1 O 0.49961(13) 0.84677(9) 0.48295(10) 0.0516(3) Uani 1 1 d . . . . .
N4 N 0.36962(10) 0.56147(8) 0.56707(9) 0.0300(3) Uani 1 1 d . . . . .
N1 N 0.57263(9) 0.74132(8) 0.67130(9) 0.0301(3) Uani 1 1 d . . . . .
N5 N 0.19911(10) 0.64171(8) 0.48241(10) 0.0308(3) Uani 1 1 d . . . . .
N3 N 0.27263(10) 0.88275(8) 0.52640(9) 0.0336(3) Uani 1 1 d . . . . .
O4 O 0.27205(15) 0.97108(11) 0.78121(12) 0.0585(4) Uani 1 1 d . . . . .
N6 N 0.26457(11) 0.39973(8) 0.51943(10) 0.0350(3) Uani 1 1 d . . . . .
C6 C 0.41842(11) 0.64307(9) 0.59176(11) 0.0259(3) Uani 1 1 d . . . . .
O3 O 0.08712(17) 0.85308(14) 0.68992(14) 0.0696(5) Uani 1 1 d . . . . .
C13 C 0.25540(11) 0.71961(9) 0.51271(10) 0.0269(3) Uani 1 1 d . . . . .
C5 C 0.53843(11) 0.65314(9) 0.65050(11) 0.0282(3) Uani 1 1 d . . . . .
C7 C 0.26082(11) 0.56590(9) 0.51282(10) 0.0281(3) Uani 1 1 d . . . . .
C14 C 0.20236(11) 0.81156(10) 0.48853(11) 0.0289(3) Uani 1 1 d . . . . .
C4 C 0.60905(12) 0.57817(11) 0.67963(12) 0.0361(3) Uani 1 1 d . . . . .
H4 H 0.581731 0.517023 0.663770 0.043 Uiso 1 1 calc R U . . .
C8 C 0.20334(12) 0.47601(10) 0.48454(11) 0.0307(3) Uani 1 1 d . . . . .
C15 C 0.09080(12) 0.82238(11) 0.43109(12) 0.0357(3) Uani 1 1 d . . . . .
H15 H 0.043881 0.770514 0.405936 0.043 Uiso 1 1 calc R U . . .
C12 C 0.09214(13) 0.46744(11) 0.42602(12) 0.0387(3) Uani 1 1 d . . . . .
H12 H 0.047981 0.520475 0.399517 0.046 Uiso 1 1 calc R U . . .
C1 C 0.68093(12) 0.75563(12) 0.72179(12) 0.0378(3) Uani 1 1 d . . . . .
H1 H 0.706580 0.817288 0.736965 0.045 Uiso 1 1 calc R U . . .
C18 C 0.23145(15) 0.96773(11) 0.50728(13) 0.0436(4) Uani 1 1 d . . . . .
H18 H 0.279478 1.018682 0.533840 0.052 Uiso 1 1 calc R U . . .
C17 C 0.12043(15) 0.98450(12) 0.44972(14) 0.0485(4) Uani 1 1 d . . . . .
H17 H 0.093662 1.046080 0.436948 0.058 Uiso 1 1 calc R U . . .
C16 C 0.04979(14) 0.91187(12) 0.41148(13) 0.0445(4) Uani 1 1 d . . . . .
H16 H -0.026267 0.922526 0.372056 0.053 Uiso 1 1 calc R U . . .
C9 C 0.22160(16) 0.31488(11) 0.50301(14) 0.0462(4) Uani 1 1 d . . . . .
H9 H 0.267271 0.262730 0.530032 0.055 Uiso 1 1 calc R U . . .
C3 C 0.72083(13) 0.59469(13) 0.73260(13) 0.0441(4) Uani 1 1 d . . . . .
H3 H 0.771836 0.544781 0.754708 0.053 Uiso 1 1 calc R U . . .
C2 C 0.75727(13) 0.68451(13) 0.75291(13) 0.0446(4) Uani 1 1 d . . . . .
H2 H 0.834035 0.697314 0.787918 0.054 Uiso 1 1 calc R U . . .
C11 C 0.04614(15) 0.37950(13) 0.40668(15) 0.0502(4) Uani 1 1 d . . . . .
H11 H -0.030012 0.371972 0.365754 0.060 Uiso 1 1 calc R U . . .
C10 C 0.11034(16) 0.30355(12) 0.44649(15) 0.0533(5) Uani 1 1 d . . . . .
H10 H 0.078292 0.243541 0.435170 0.064 Uiso 1 1 calc R U . . .
H21 H 0.3721(19) 0.8810(16) 0.7630(16) 0.065(7) Uiso 1 1 d . . . . .
H22 H 0.3711(17) 0.7938(14) 0.7620(15) 0.053(6) Uiso 1 1 d . . . . .
H19 H 0.4995(17) 0.8004(15) 0.4451(15) 0.056(6) Uiso 1 1 d . . . . .
H20 H 0.4955(16) 0.8953(14) 0.4478(15) 0.052(6) Uiso 1 1 d . . . . .
H25 H 0.207(3) 0.947(2) 0.744(2) 0.118(12) Uiso 1 1 d . . . . .
H26 H 0.263(2) 1.0168(18) 0.7567(18) 0.071(8) Uiso 1 1 d . . . . .
H23 H 0.1216(17) 0.8097(14) 0.7022(16) 0.043(6) Uiso 1 1 d . . . . .
H24 H 0.056(2) 0.8494(18) 0.729(2) 0.084(10) Uiso 1 1 d . . . . .
H5 H 0.3389(19) 0.4050(15) 0.5520(16) 0.070(7) Uiso 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
Ni1 N2 2.0010(11) . ?
Ni1 O1 2.0726(13) . ?
Ni1 O2 2.0822(12) . ?
Ni1 N1 2.1486(12) . ?
Ni1 N3 2.1721(12) . ?
Ni1 Cl1 2.3072(4) . ?
O2 H21 0.82(2) . ?
O2 H22 0.80(2) . ?
N2 C6 1.3269(17) . ?
N2 C13 1.3303(17) . ?
O1 H19 0.84(2) . ?
O1 H20 0.84(2) . ?
N4 C6 1.3255(17) . ?
N4 C7 1.3353(18) . ?
N1 C1 1.3336(18) . ?
N1 C5 1.3491(18) . ?
N5 C13 1.3269(17) . ?
N5 C7 1.3330(18) . ?
N3 C18 1.3290(19) . ?
N3 C14 1.3500(19) . ?
O4 H25 0.89(3) . ?
O4 H26 0.73(3) . ?
N6 C9 1.333(2) . ?
N6 C8 1.3449(19) . ?
N6 H5 0.90(2) . ?
C6 C5 1.4750(18) . ?
O3 H23 0.75(2) . ?
O3 H24 0.74(3) . ?
C13 C14 1.4795(18) . ?
C5 C4 1.3793(19) . ?
C7 C8 1.4801(18) . ?
C14 C15 1.3825(19) . ?
C4 C3 1.383(2) . ?
C4 H4 0.9500 . ?
C8 C12 1.379(2) . ?
C15 C16 1.390(2) . ?
C15 H15 0.9500 . ?
C12 C11 1.389(2) . ?
C12 H12 0.9500 . ?
C1 C2 1.380(2) . ?
C1 H1 0.9500 . ?
C18 C17 1.390(2) . ?
C18 H18 0.9500 . ?
C17 C16 1.369(3) . ?
C17 H17 0.9500 . ?
C16 H16 0.9500 . ?
C9 C10 1.377(3) . ?
C9 H9 0.9500 . ?
C3 C2 1.378(3) . ?
C3 H3 0.9500 . ?
C2 H2 0.9500 . ?
C11 C10 1.371(3) . ?
C11 H11 0.9500 . ?
C10 H10 0.9500 . ?

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
N2 Ni1 O1 91.88(5) . . ?
N2 Ni1 O2 91.15(5) . . ?
O1 Ni1 O2 172.51(5) . . ?
N2 Ni1 N1 76.62(4) . . ?
O1 Ni1 N1 85.35(5) . . ?
O2 Ni1 N1 88.69(5) . . ?
N2 Ni1 N3 75.96(5) . . ?
O1 Ni1 N3 94.38(6) . . ?
O2 Ni1 N3 93.00(5) . . ?
N1 Ni1 N3 152.56(5) . . ?
N2 Ni1 Cl1 176.55(4) . . ?
O1 Ni1 Cl1 89.64(4) . . ?
O2 Ni1 Cl1 87.72(4) . . ?
N1 Ni1 Cl1 106.60(3) . . ?
N3 Ni1 Cl1 100.83(3) . . ?
Ni1 O2 H21 112.6(15) . . ?
Ni1 O2 H22 117.3(14) . . ?
H21 O2 H22 102(2) . . ?
C6 N2 C13 118.15(12) . . ?
C6 N2 Ni1 120.44(9) . . ?
C13 N2 Ni1 121.39(9) . . ?
Ni1 O1 H19 123.1(14) . . ?
Ni1 O1 H20 121.5(13) . . ?
H19 O1 H20 110(2) . . ?
C6 N4 C7 114.13(12) . . ?
C1 N1 C5 117.48(13) . . ?
C1 N1 Ni1 128.10(11) . . ?
C5 N1 Ni1 114.38(9) . . ?
C13 N5 C7 113.77(12) . . ?
C18 N3 C14 117.73(13) . . ?
C18 N3 Ni1 127.73(11) . . ?
C14 N3 Ni1 114.54(9) . . ?
H25 O4 H26 96(3) . . ?
C9 N6 C8 122.82(15) . . ?
C9 N6 H5 117.6(14) . . ?
C8 N6 H5 119.5(15) . . ?
N4 C6 N2 123.20(13) . . ?
N4 C6 C5 122.56(12) . . ?
N2 C6 C5 114.24(12) . . ?
H23 O3 H24 100(3) . . ?
N5 C13 N2 123.46(12) . . ?
N5 C13 C14 122.54(12) . . ?
N2 C13 C14 114.00(12) . . ?
N1 C5 C4 123.47(13) . . ?
N1 C5 C6 114.29(12) . . ?
C4 C5 C6 122.23(13) . . ?
N5 C7 N4 127.27(12) . . ?
N5 C7 C8 117.10(12) . . ?
N4 C7 C8 115.62(12) . . ?
N3 C14 C15 123.67(13) . . ?
N3 C14 C13 114.09(12) . . ?
C15 C14 C13 122.24(13) . . ?
C5 C4 C3 118.00(15) . . ?
C5 C4 H4 121.0 . . ?
C3 C4 H4 121.0 . . ?
N6 C8 C12 119.55(13) . . ?
N6 C8 C7 116.93(13) . . ?
C12 C8 C7 123.52(14) . . ?
C14 C15 C16 117.59(15) . . ?
C14 C15 H15 121.2 . . ?
C16 C15 H15 121.2 . . ?
C8 C12 C11 118.52(16) . . ?
C8 C12 H12 120.7 . . ?
C11 C12 H12 120.7 . . ?
N1 C1 C2 122.67(15) . . ?
N1 C1 H1 118.7 . . ?
C2 C1 H1 118.7 . . ?
N3 C18 C17 122.16(16) . . ?
N3 C18 H18 118.9 . . ?
C17 C18 H18 118.9 . . ?
C16 C17 C18 119.72(15) . . ?
C16 C17 H17 120.1 . . ?
C18 C17 H17 120.1 . . ?
C17 C16 C15 119.14(14) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
N6 C9 C10 119.33(17) . . ?
N6 C9 H9 120.3 . . ?
C10 C9 H9 120.3 . . ?
C2 C3 C4 119.13(15) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 H3 120.4 . . ?
C3 C2 C1 119.23(14) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C10 C11 C12 120.19(16) . . ?
C10 C11 H11 119.9 . . ?
C12 C11 H11 119.9 . . ?
C11 C10 C9 119.53(16) . . ?
C11 C10 H10 120.2 . . ?
C9 C10 H10 120.2 . . ?

_refine_diff_density_max         0.292
_refine_diff_density_min         -0.317
_refine_diff_density_rms         0.040

