# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_0104
_database_code_depnum_ccdc_archive 'CCDC 2350292'
loop_
_audit_author_name
_audit_author_address
'xinxin xu'
;Northeastern University
China
;
_audit_update_record             
;
2024-07-09 deposited with the CCDC.	2024-07-10 downloaded from the CCDC.
;
_audit_creation_date             2024-07-05
_audit_creation_method           
;
Olex2 1.3-alpha
(compiled 2020.09.11 svn.r3730fd0d for OlexSys, GUI svn.r6159)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C9 H8 N2 Ni O6, 1.5(H2 O)'
_chemical_formula_sum            'C9 H11 N2 Ni O7.50'
_chemical_formula_weight         325.91
_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        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   19.1436(9)
_cell_length_b                   9.0562(3)
_cell_length_c                   12.8706(5)
_cell_angle_alpha                90
_cell_angle_beta                 93.528(4)
_cell_angle_gamma                90
_cell_volume                     2227.12(15)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3552
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.0330
_cell_measurement_theta_min      3.9130
_shelx_estimated_absorpt_T_max   0.776
_shelx_estimated_absorpt_T_min   0.695
_exptl_absorpt_coefficient_mu    1.783
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'greenish green'
_exptl_crystal_colour_modifier   greenish
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.944
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1336
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0164
_diffrn_reflns_av_unetI/netI     0.0251
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.857
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5561
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.857
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         29.233
_diffrn_reflns_theta_min         3.422
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.857
_diffrn_measurement_device_type  'SuperNova, Single source at offset, EosS2'
_diffrn_measurement_method       ?
_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                2415
_reflns_number_total             2603
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'olex2.solve 1.3-alpha (Bourhis et al., 2015)'
_refine_diff_density_max         0.403
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     185
_refine_ls_number_reflns         2603
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0263
_refine_ls_R_factor_gt           0.0240
_refine_ls_restrained_S_all      1.086
_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)+(0.0222P)²+3.4749P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0572
_refine_ls_wR_factor_ref         0.0582
_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 O(H,H) groups
2. Others
 Fixed Sof: H20A(0.5) H20B(0.5)
3.a Free rotating group:
 O19(H19A,H19B), O20(H20A,H20B)
3.b Rotating group:
 O17(H17A,H17B), O18(H18A,H18B)
3.c Aromatic/amide H refined with riding coordinates:
 N7(H7), C3(H3), C6(H6), C9(H9)
;
_atom_sites_solution_hydrogens   mixed
_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 0.45135(2) 0.89516(2) 0.82744(2) 0.00626(7) Uani 1 1 d . . . . .
O16 O 0.46058(6) 0.52284(13) 0.62615(9) 0.0083(2) Uani 1 1 d . . . . .
O13 O 0.39161(6) 0.72790(13) 0.76580(9) 0.0083(2) Uani 1 1 d . . . . .
O15 O 0.44687(6) 0.30596(13) 0.69706(9) 0.0088(2) Uani 1 1 d . . . . .
O17 O 0.45454(6) 0.99969(13) 0.68274(9) 0.0101(2) Uani 1 1 d . . . . .
H17A H 0.448511 1.094816 0.688567 0.015 Uiso 1 1 d R U . . .
H17B H 0.421697 0.965681 0.639167 0.015 Uiso 1 1 d R U . . .
O18 O 0.46066(6) 0.78823(13) 0.96797(9) 0.0106(2) Uani 1 1 d . . . . .
H18A H 0.433538 0.711199 0.967546 0.016 Uiso 1 1 d R U . . .
H18B H 0.449018 0.846539 1.017695 0.016 Uiso 1 1 d R U . . .
O12 O 0.35203(6) 0.82757(13) 0.61461(9) 0.0128(3) Uani 1 1 d . . . . .
O19 O 0.41219(7) 0.51084(14) 0.91389(10) 0.0168(3) Uani 1 1 d G . . . .
H19A H 0.453312 0.484573 0.900532 0.025 Uiso 1 1 d G U . . .
H19B H 0.394211 0.561528 0.863489 0.025 Uiso 1 1 d G U . . .
N5 N 0.12646(7) 0.46760(15) 0.62824(11) 0.0080(3) Uani 1 1 d . . . . .
N7 N 0.17413(7) 0.24678(15) 0.60763(10) 0.0086(3) Uani 1 1 d . . . . .
H7 H 0.176994 0.153364 0.596677 0.010 Uiso 1 1 calc R U . . .
O20 O 0.250000 0.9971(2) 0.500000 0.0310(5) Uani 1 2 d GS T P . .
H20A H 0.287760 0.958253 0.525124 0.047 Uiso 0.5 1 d G U P . .
H20B H 0.228317 0.935852 0.459741 0.047 Uiso 0.5 1 d G U P . .
C14 C 0.42062(8) 0.42313(18) 0.65854(12) 0.0073(3) Uani 1 1 d . . . . .
C3 C 0.24129(9) 0.60697(18) 0.64803(12) 0.0081(3) Uani 1 1 d . . . . .
H3 H 0.221747 0.700796 0.650846 0.010 Uiso 1 1 calc R U . . .
C6 C 0.11513(9) 0.32515(18) 0.61096(12) 0.0089(3) Uani 1 1 d . . . . .
H6 H 0.070682 0.283879 0.602052 0.011 Uiso 1 1 calc R U . . .
C4 C 0.19905(8) 0.48226(18) 0.63546(12) 0.0077(3) Uani 1 1 d . . . . .
C8 C 0.22947(9) 0.34256(18) 0.62491(12) 0.0076(3) Uani 1 1 d . . . . .
C2 C 0.31324(9) 0.58753(18) 0.65622(12) 0.0070(3) Uani 1 1 d . . . . .
C9 C 0.30138(9) 0.32084(18) 0.63406(12) 0.0081(3) Uani 1 1 d . . . . .
H9 H 0.320723 0.227059 0.629296 0.010 Uiso 1 1 calc R U . . .
C11 C 0.35629(8) 0.72443(18) 0.67872(12) 0.0078(3) Uani 1 1 d . . . . .
C10 C 0.34323(8) 0.44482(18) 0.65061(12) 0.0075(3) 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
Ni1 O16 2.1005(12) 4_556 ?
Ni1 O13 2.0298(11) . ?
Ni1 O15 2.1503(12) 4_556 ?
Ni1 O17 2.0934(12) . ?
Ni1 O18 2.0497(11) . ?
Ni1 N5 2.0477(14) 7_566 ?
Ni1 C14 2.4595(16) 4_556 ?
O16 C14 1.270(2) . ?
O13 C11 1.2733(19) . ?
O15 C14 1.2624(19) . ?
O17 H17A 0.8731 . ?
O17 H17B 0.8726 . ?
O18 H18A 0.8694 . ?
O18 H18B 0.8693 . ?
O12 C11 1.246(2) . ?
O19 H19A 0.8500 . ?
O19 H19B 0.8500 . ?
N5 C6 1.325(2) . ?
N5 C4 1.394(2) . ?
N7 H7 0.8600 . ?
N7 C6 1.337(2) . ?
N7 C8 1.377(2) . ?
O20 H20A 0.8499 . ?
O20 H20A 0.85(5) 2_556 ?
O20 H20B 0.85(8) 2_556 ?
O20 H20B 0.8500 . ?
C14 C10 1.492(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.393(2) . ?
C3 C2 1.386(2) . ?
C6 H6 0.9300 . ?
C4 C8 1.403(2) . ?
C8 C9 1.388(2) . ?
C2 C11 1.507(2) . ?
C2 C10 1.418(2) . ?
C9 H9 0.9300 . ?
C9 C10 1.388(2) . ?

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
O16 Ni1 O15 61.96(4) 4_556 4_556 ?
O16 Ni1 C14 31.09(5) 4_556 4_556 ?
O13 Ni1 O16 160.90(5) . 4_556 ?
O13 Ni1 O15 98.98(5) . 4_556 ?
O13 Ni1 O17 92.08(5) . . ?
O13 Ni1 O18 90.49(5) . . ?
O13 Ni1 N5 99.20(5) . 7_566 ?
O13 Ni1 C14 129.82(5) . 4_556 ?
O15 Ni1 C14 30.86(5) 4_556 4_556 ?
O17 Ni1 O16 86.40(5) . 4_556 ?
O17 Ni1 O15 87.88(5) . 4_556 ?
O17 Ni1 C14 86.28(5) . 4_556 ?
O18 Ni1 O16 89.11(5) . 4_556 ?
O18 Ni1 O15 85.50(5) . 4_556 ?
O18 Ni1 O17 173.20(5) . . ?
O18 Ni1 C14 87.24(5) . 4_556 ?
N5 Ni1 O16 99.88(5) 7_566 4_556 ?
N5 Ni1 O15 161.81(5) 7_566 4_556 ?
N5 Ni1 O17 92.00(5) 7_566 . ?
N5 Ni1 O18 93.80(5) 7_566 . ?
N5 Ni1 C14 130.97(6) 7_566 4_556 ?
C14 O16 Ni1 90.25(9) . 4_546 ?
C11 O13 Ni1 128.20(11) . . ?
C14 O15 Ni1 88.23(10) . 4_546 ?
Ni1 O17 H17A 111.0 . . ?
Ni1 O17 H17B 110.7 . . ?
H17A O17 H17B 108.0 . . ?
Ni1 O18 H18A 110.7 . . ?
Ni1 O18 H18B 110.5 . . ?
H18A O18 H18B 108.2 . . ?
H19A O19 H19B 109.5 . . ?
C6 N5 Ni1 121.57(11) . 7_566 ?
C6 N5 C4 104.85(14) . . ?
C4 N5 Ni1 131.54(11) . 7_566 ?
C6 N7 H7 126.2 . . ?
C6 N7 C8 107.68(14) . . ?
C8 N7 H7 126.2 . . ?
H20A O20 H20A 131.0 . 2_556 ?
H20A O20 H20B 109.5 . . ?
H20A O20 H20B 109.5 2_556 2_556 ?
H20A O20 H20B 29.0 . 2_556 ?
H20B O20 H20A 29.0 . 2_556 ?
H20B O20 H20B 98.5 . 2_556 ?
O16 C14 Ni1 58.65(8) . 4_546 ?
O16 C14 C10 119.97(14) . . ?
O15 C14 Ni1 60.91(8) . 4_546 ?
O15 C14 O16 119.55(15) . . ?
O15 C14 C10 120.48(15) . . ?
C10 C14 Ni1 178.33(12) . 4_546 ?
C4 C3 H3 120.9 . . ?
C2 C3 H3 120.9 . . ?
C2 C3 C4 118.22(15) . . ?
N5 C6 N7 113.11(15) . . ?
N5 C6 H6 123.4 . . ?
N7 C6 H6 123.4 . . ?
N5 C4 C8 109.01(14) . . ?
C3 C4 N5 130.89(15) . . ?
C3 C4 C8 120.08(15) . . ?
N7 C8 C4 105.30(14) . . ?
N7 C8 C9 132.35(15) . . ?
C9 C8 C4 122.34(15) . . ?
C3 C2 C11 116.05(14) . . ?
C3 C2 C10 121.04(15) . . ?
C10 C2 C11 122.77(14) . . ?
C8 C9 H9 121.4 . . ?
C10 C9 C8 117.28(15) . . ?
C10 C9 H9 121.4 . . ?
O13 C11 C2 116.36(14) . . ?
O12 C11 O13 125.04(15) . . ?
O12 C11 C2 118.49(14) . . ?
C2 C10 C14 121.34(15) . . ?
C9 C10 C14 117.74(15) . . ?
C9 C10 C2 120.89(15) . . ?

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
Ni1 O16 C14 O15 -1.30(15) 4_546 . . . ?
Ni1 O16 C14 C10 178.89(13) 4_546 . . . ?
Ni1 O13 C11 O12 -0.5(2) . . . . ?
Ni1 O13 C11 C2 -176.49(10) . . . . ?
Ni1 O15 C14 O16 1.27(14) 4_546 . . . ?
Ni1 O15 C14 C10 -178.92(13) 4_546 . . . ?
Ni1 N5 C6 N7 -164.77(11) 7_566 . . . ?
Ni1 N5 C4 C3 -20.1(3) 7_566 . . . ?
Ni1 N5 C4 C8 161.65(12) 7_566 . . . ?
O16 C14 C10 C2 -30.6(2) . . . . ?
O16 C14 C10 C9 147.36(15) . . . . ?
O15 C14 C10 C2 149.63(15) . . . . ?
O15 C14 C10 C9 -32.5(2) . . . . ?
N5 C4 C8 N7 2.15(17) . . . . ?
N5 C4 C8 C9 -176.65(14) . . . . ?
N7 C8 C9 C10 179.29(16) . . . . ?
C3 C4 C8 N7 -176.37(14) . . . . ?
C3 C4 C8 C9 4.8(2) . . . . ?
C3 C2 C11 O13 115.00(16) . . . . ?
C3 C2 C11 O12 -61.3(2) . . . . ?
C3 C2 C10 C14 179.52(14) . . . . ?
C3 C2 C10 C9 1.7(2) . . . . ?
C6 N5 C4 C3 176.52(17) . . . . ?
C6 N5 C4 C8 -1.77(18) . . . . ?
C6 N7 C8 C4 -1.68(17) . . . . ?
C6 N7 C8 C9 176.94(17) . . . . ?
C4 N5 C6 N7 0.72(18) . . . . ?
C4 C3 C2 C11 -175.04(14) . . . . ?
C4 C3 C2 C10 0.8(2) . . . . ?
C4 C8 C9 C10 -2.3(2) . . . . ?
C8 N7 C6 N5 0.63(19) . . . . ?
C8 C9 C10 C14 -178.86(14) . . . . ?
C8 C9 C10 C2 -0.9(2) . . . . ?
C2 C3 C4 N5 177.91(16) . . . . ?
C2 C3 C4 C8 -4.0(2) . . . . ?
C11 C2 C10 C14 -4.9(2) . . . . ?
C11 C2 C10 C9 177.24(15) . . . . ?
C10 C2 C11 O13 -60.8(2) . . . . ?
C10 C2 C11 O12 122.93(17) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
