# Supplementary Information (SI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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. 
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data_sql-glu-Ni
_database_code_depnum_ccdc_archive 'CCDC 2449933'
loop_
_audit_author_name
_audit_author_address
'Bharti Singh'
;University of Limerick
Ireland
;
_audit_update_record             
;
2025-05-09 deposited with the CCDC.	2025-11-07 downloaded from the CCDC.
;
_audit_creation_date             2025-05-09
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H16 N4 Ni O4, 0.166(O)'
_chemical_formula_sum            'C17 H16 N4 Ni O4.17'
_chemical_formula_weight         401.68
_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.7152(2)
_cell_length_b                   7.95730(10)
_cell_length_c                   14.2571(3)
_cell_angle_alpha                91.2170(10)
_cell_angle_beta                 104.7740(10)
_cell_angle_gamma                97.6000(10)
_cell_volume                     837.52(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9894
_cell_measurement_temperature    102.00
_cell_measurement_theta_max      28.37
_cell_measurement_theta_min      2.76
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.191
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6643
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0758 before and 0.0696 after correction.
The Ratio of minimum to maximum transmission is 0.8908.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.593
_exptl_crystal_density_meas      1.592
_exptl_crystal_density_method    ?
_exptl_crystal_description       Block
_exptl_crystal_F_000             414.7
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_exptl_transmission_factor_max   0.746
_exptl_transmission_factor_min   0.664
_diffrn_reflns_av_R_equivalents  0.0562
_diffrn_reflns_av_unetI/netI     0.0282
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            35598
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.412
_diffrn_reflns_theta_min         2.906
_diffrn_ambient_temperature      102.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_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                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3797
_reflns_number_total             4210
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.443
_refine_diff_density_min         -0.374
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     242
_refine_ls_number_reflns         4210
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0281
_refine_ls_restrained_S_all      1.041
_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)+(0.0195P)²+0.7817P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0618
_refine_ls_wR_factor_ref         0.0648
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C4(H4A,H4B), C3(H3A,H3B)
2.b Aromatic/amide H refined with riding coordinates:
 C16(H16), C8(H8), C12(H12), C7(H7), C11(H11), C17(H17), C6(H6), C10(H10),
 C13(H13), C14(H14)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.43719(3) 0.56232(2) 0.24715(2) 0.01043(6) Uani 1 1 d . . . . .
O1 O 0.22355(15) 0.40258(13) 0.29554(8) 0.0129(2) Uani 1 1 d . . . . .
O4 O -0.45459(15) 0.33287(13) 0.22945(8) 0.0125(2) Uani 1 1 d . . . . .
O2 O 0.18512(15) 0.50767(15) 0.15177(9) 0.0165(2) Uani 1 1 d . . . . .
O5 O -0.31599(15) 0.53163(14) 0.34228(8) 0.0160(2) Uani 1 1 d . . . . .
N2 N 0.23933(18) 0.92447(16) 0.39109(10) 0.0120(3) Uani 1 1 d . . . . .
N4 N 0.71243(18) 0.80435(16) 0.05354(10) 0.0120(3) Uani 1 1 d . . . . .
N1 N 0.38072(18) 0.77185(16) 0.31153(10) 0.0138(3) Uani 1 1 d . . . . .
N3 N 0.54539(18) 0.67995(16) 0.14424(10) 0.0123(3) Uani 1 1 d . . . . .
C15 C 0.8600(2) 0.90155(19) 0.02626(11) 0.0121(3) Uani 1 1 d . . . . .
C9 C 0.1178(2) 0.96376(19) 0.44663(11) 0.0113(3) Uani 1 1 d . . . . .
C16 C 1.0373(2) 0.8924(2) 0.07669(12) 0.0146(3) Uani 1 1 d . . . . .
H16 H 1.062573 0.818893 0.128579 0.018 Uiso 1 1 calc R U . . .
C8 C 0.3437(2) 1.03847(19) 0.34875(12) 0.0138(3) Uani 1 1 d . . . . .
H8 H 0.353102 1.158799 0.352694 0.017 Uiso 1 1 calc R U . . .
C12 C 0.7072(2) 0.75892(19) 0.14425(11) 0.0129(3) Uani 1 1 d . . . . .
H12 H 0.806625 0.781021 0.200217 0.016 Uiso 1 1 calc R U . . .
C7 C 0.4300(2) 0.94233(19) 0.30024(12) 0.0137(3) Uani 1 1 d . . . . .
H7 H 0.511946 0.985870 0.264021 0.016 Uiso 1 1 calc R U . . .
C11 C 0.0433(2) 1.14471(19) 0.56266(11) 0.0123(3) Uani 1 1 d . . . . .
H11 H 0.072060 1.243026 0.605730 0.015 Uiso 1 1 calc R U . . .
C17 C 1.1777(2) 0.9918(2) 0.05055(12) 0.0142(3) Uani 1 1 d . . . . .
H17 H 1.299602 0.987223 0.085072 0.017 Uiso 1 1 calc R U . . .
C6 C 0.2666(2) 0.76598(19) 0.36701(12) 0.0144(3) Uani 1 1 d . . . . .
H6 H 0.211087 0.664352 0.387297 0.017 Uiso 1 1 calc R U . . .
C10 C 0.1620(2) 1.10864(19) 0.50864(11) 0.0122(3) Uani 1 1 d . . . . .
H10 H 0.272029 1.182278 0.514123 0.015 Uiso 1 1 calc R U . . .
C2 C -0.0625(2) 0.3162(2) 0.17498(12) 0.0136(3) Uani 1 1 d . . . . .
H2A H -0.068646 0.249308 0.114594 0.016 Uiso 1 1 calc R U . . .
H2B H -0.149271 0.398884 0.157976 0.016 Uiso 1 1 calc R U . . .
C5 C -0.3201(2) 0.38931(19) 0.29909(11) 0.0117(3) Uani 1 1 d . . . . .
C1 C 0.1260(2) 0.41384(19) 0.21085(12) 0.0125(3) Uani 1 1 d . . . . .
C4 C -0.1653(2) 0.2876(2) 0.33114(12) 0.0140(3) Uani 1 1 d . . . . .
H4A H -0.195747 0.202791 0.376367 0.017 Uiso 1 1 calc R U . . .
H4B H -0.055599 0.364629 0.366760 0.017 Uiso 1 1 calc R U . . .
C3 C -0.1241(2) 0.19605(19) 0.24574(12) 0.0142(3) Uani 1 1 d . . . . .
H3A H -0.028448 0.124924 0.271250 0.017 Uiso 1 1 calc R U . . .
H3B H -0.234246 0.119531 0.210143 0.017 Uiso 1 1 calc R U . . .
C13 C 0.4421(2) 0.6741(2) 0.04914(12) 0.0142(3) Uani 1 1 d . . . . .
H13 H 0.318997 0.623931 0.026838 0.017 Uiso 1 1 calc R U . . .
C14 C 0.5426(2) 0.7508(2) -0.00768(12) 0.0145(3) Uani 1 1 d . . . . .
H14 H 0.504187 0.764705 -0.075516 0.017 Uiso 1 1 calc R U . . .
O3 O 0.500000 0.500000 0.500000 0.142(9) Uani 0.332(12) 2 d S . . . .


_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 O1 2.2072(11) . ?
Ni1 O4 2.1413(11) 1_655 ?
Ni1 O2 2.0550(12) . ?
Ni1 O5 2.0844(12) 1_655 ?
Ni1 N1 2.0355(13) . ?
Ni1 N3 2.0499(13) . ?
Ni1 C5 2.4428(15) 1_655 ?
Ni1 C1 2.4534(15) . ?
O1 C1 1.262(2) . ?
O4 C5 1.2634(19) . ?
O2 C1 1.2681(19) . ?
O5 C5 1.2703(19) . ?
N2 C9 1.4317(19) . ?
N2 C8 1.3831(19) . ?
N2 C6 1.3569(19) . ?
N4 C15 1.4321(19) . ?
N4 C12 1.359(2) . ?
N4 C14 1.383(2) . ?
N1 C7 1.384(2) . ?
N1 C6 1.323(2) . ?
N3 C12 1.321(2) . ?
N3 C13 1.383(2) . ?
C15 C16 1.386(2) . ?
C15 C17 1.395(2) 2_775 ?
C9 C11 1.391(2) 2_576 ?
C9 C10 1.388(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.389(2) . ?
C8 H8 0.9500 . ?
C8 C7 1.362(2) . ?
C12 H12 0.9500 . ?
C7 H7 0.9500 . ?
C11 H11 0.9500 . ?
C11 C10 1.391(2) . ?
C17 H17 0.9500 . ?
C6 H6 0.9500 . ?
C10 H10 0.9500 . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C1 1.511(2) . ?
C2 C3 1.524(2) . ?
C5 C4 1.511(2) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C3 1.528(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C13 H13 0.9500 . ?
C13 C14 1.359(2) . ?
C14 H14 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
O1 Ni1 C5 98.41(4) . 1_655 ?
O1 Ni1 C1 30.84(5) . . ?
O4 Ni1 O1 86.61(4) 1_655 . ?
O4 Ni1 C5 31.12(5) 1_655 1_655 ?
O4 Ni1 C1 92.59(5) 1_655 . ?
O2 Ni1 O1 61.87(4) . . ?
O2 Ni1 O4 100.46(4) . 1_655 ?
O2 Ni1 O5 161.25(5) . 1_655 ?
O2 Ni1 C5 131.29(5) . 1_655 ?
O2 Ni1 C1 31.10(5) . . ?
O5 Ni1 O1 107.07(4) 1_655 . ?
O5 Ni1 O4 62.44(4) 1_655 1_655 ?
O5 Ni1 C5 31.33(5) 1_655 1_655 ?
O5 Ni1 C1 135.58(5) 1_655 . ?
N1 Ni1 O1 90.19(5) . . ?
N1 Ni1 O4 160.47(5) . 1_655 ?
N1 Ni1 O2 94.96(5) . . ?
N1 Ni1 O5 100.38(5) . 1_655 ?
N1 Ni1 N3 98.33(5) . . ?
N1 Ni1 C5 131.26(5) . 1_655 ?
N1 Ni1 C1 94.50(5) . . ?
N3 Ni1 O1 153.54(5) . . ?
N3 Ni1 O4 92.99(5) . 1_655 ?
N3 Ni1 O2 92.33(5) . . ?
N3 Ni1 O5 96.03(5) . 1_655 ?
N3 Ni1 C5 94.66(5) . 1_655 ?
N3 Ni1 C1 122.99(5) . . ?
C5 Ni1 C1 116.70(5) 1_655 . ?
C1 O1 Ni1 85.43(9) . . ?
C5 O4 Ni1 87.73(9) . 1_455 ?
C1 O2 Ni1 92.07(10) . . ?
C5 O5 Ni1 90.09(9) . 1_455 ?
C8 N2 C9 126.87(13) . . ?
C6 N2 C9 125.55(13) . . ?
C6 N2 C8 107.53(13) . . ?
C12 N4 C15 127.09(14) . . ?
C12 N4 C14 107.28(13) . . ?
C14 N4 C15 125.46(13) . . ?
C7 N1 Ni1 130.13(11) . . ?
C6 N1 Ni1 123.61(11) . . ?
C6 N1 C7 105.88(13) . . ?
C12 N3 Ni1 134.34(11) . . ?
C12 N3 C13 105.91(13) . . ?
C13 N3 Ni1 119.60(10) . . ?
C16 C15 N4 120.49(14) . . ?
C16 C15 C17 120.52(14) . 2_775 ?
C17 C15 N4 118.97(14) 2_775 . ?
C11 C9 N2 119.14(13) 2_576 . ?
C10 C9 N2 119.76(13) . . ?
C10 C9 C11 121.10(14) . 2_576 ?
C15 C16 H16 120.3 . . ?
C15 C16 C17 119.30(14) . . ?
C17 C16 H16 120.3 . . ?
N2 C8 H8 127.2 . . ?
C7 C8 N2 105.69(13) . . ?
C7 C8 H8 127.2 . . ?
N4 C12 H12 124.5 . . ?
N3 C12 N4 111.00(14) . . ?
N3 C12 H12 124.5 . . ?
N1 C7 H7 125.0 . . ?
C8 C7 N1 109.93(14) . . ?
C8 C7 H7 125.0 . . ?
C9 C11 H11 120.1 2_576 . ?
C9 C11 C10 119.73(14) 2_576 . ?
C10 C11 H11 120.1 . . ?
C15 C17 H17 119.9 2_775 . ?
C16 C17 C15 120.17(15) . 2_775 ?
C16 C17 H17 119.9 . . ?
N2 C6 H6 124.5 . . ?
N1 C6 N2 110.96(14) . . ?
N1 C6 H6 124.5 . . ?
C9 C10 C11 119.17(14) . . ?
C9 C10 H10 120.4 . . ?
C11 C10 H10 120.4 . . ?
H2A C2 H2B 107.4 . . ?
C1 C2 H2A 108.3 . . ?
C1 C2 H2B 108.3 . . ?
C1 C2 C3 115.84(14) . . ?
C3 C2 H2A 108.3 . . ?
C3 C2 H2B 108.3 . . ?
O4 C5 Ni1 61.15(8) . 1_455 ?
O4 C5 O5 119.69(14) . . ?
O4 C5 C4 120.15(14) . . ?
O5 C5 Ni1 58.57(8) . 1_455 ?
O5 C5 C4 120.16(14) . . ?
C4 C5 Ni1 178.02(11) . 1_455 ?
O1 C1 Ni1 63.74(8) . . ?
O1 C1 O2 120.38(14) . . ?
O1 C1 C2 122.26(14) . . ?
O2 C1 Ni1 56.83(8) . . ?
O2 C1 C2 117.36(14) . . ?
C2 C1 Ni1 172.18(11) . . ?
C5 C4 H4A 109.1 . . ?
C5 C4 H4B 109.1 . . ?
C5 C4 C3 112.44(13) . . ?
H4A C4 H4B 107.8 . . ?
C3 C4 H4A 109.1 . . ?
C3 C4 H4B 109.1 . . ?
C2 C3 C4 113.45(13) . . ?
C2 C3 H3A 108.9 . . ?
C2 C3 H3B 108.9 . . ?
C4 C3 H3A 108.9 . . ?
C4 C3 H3B 108.9 . . ?
H3A C3 H3B 107.7 . . ?
N3 C13 H13 125.0 . . ?
C14 C13 N3 109.95(14) . . ?
C14 C13 H13 125.0 . . ?
N4 C14 H14 127.1 . . ?
C13 C14 N4 105.86(14) . . ?
C13 C14 H14 127.1 . . ?

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 O1 C1 O2 -4.90(14) . . . . ?
Ni1 O1 C1 C2 174.23(13) . . . . ?
Ni1 O4 C5 O5 1.98(14) 1_455 . . . ?
Ni1 O4 C5 C4 -178.28(12) 1_455 . . . ?
Ni1 O2 C1 O1 5.25(15) . . . . ?
Ni1 O2 C1 C2 -173.92(11) . . . . ?
Ni1 O5 C5 O4 -2.03(14) 1_455 . . . ?
Ni1 O5 C5 C4 178.23(12) 1_455 . . . ?
Ni1 N1 C7 C8 172.54(11) . . . . ?
Ni1 N1 C6 N2 -173.04(11) . . . . ?
Ni1 N3 C12 N4 175.36(10) . . . . ?
Ni1 N3 C13 C14 -176.40(10) . . . . ?
O4 C5 C4 C3 37.31(19) . . . . ?
O5 C5 C4 C3 -142.95(14) . . . . ?
N2 C9 C10 C11 -179.57(14) . . . . ?
N2 C8 C7 N1 0.19(18) . . . . ?
N4 C15 C16 C17 -178.10(14) . . . . ?
N3 C13 C14 N4 0.37(18) . . . . ?
C15 N4 C12 N3 175.48(13) . . . . ?
C15 N4 C14 C13 -175.75(14) . . . . ?
C15 C16 C17 C15 -0.6(3) . . . 2_775 ?
C9 N2 C8 C7 -177.26(14) . . . . ?
C9 N2 C6 N1 177.02(14) . . . . ?
C9 C11 C10 C9 -0.4(3) 2_576 . . . ?
C8 N2 C9 C11 142.96(16) . . . 2_576 ?
C8 N2 C9 C10 -37.1(2) . . . . ?
C8 N2 C6 N1 -0.40(19) . . . . ?
C12 N4 C15 C16 31.4(2) . . . . ?
C12 N4 C15 C17 -147.34(16) . . . 2_775 ?
C12 N4 C14 C13 -0.30(17) . . . . ?
C12 N3 C13 C14 -0.30(17) . . . . ?
C7 N1 C6 N2 0.51(19) . . . . ?
C11 C9 C10 C11 0.4(3) 2_576 . . . ?
C17 C15 C16 C17 0.6(3) 2_775 . . . ?
C6 N2 C9 C11 -34.0(2) . . . 2_576 ?
C6 N2 C9 C10 146.01(16) . . . . ?
C6 N2 C8 C7 0.12(18) . . . . ?
C6 N1 C7 C8 -0.43(19) . . . . ?
C5 C4 C3 C2 62.85(17) . . . . ?
C1 C2 C3 C4 72.23(17) . . . . ?
C3 C2 C1 O1 -3.0(2) . . . . ?
C3 C2 C1 O2 176.15(13) . . . . ?
C13 N3 C12 N4 0.11(17) . . . . ?
C14 N4 C15 C16 -154.08(15) . . . . ?
C14 N4 C15 C17 27.2(2) . . . 2_775 ?
C14 N4 C12 N3 0.12(17) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_dia-muc-Ni
_database_code_depnum_ccdc_archive 'CCDC 2449935'
loop_
_audit_author_name
_audit_author_address
'Bharti Singh'
;University of Limerick
Ireland
;
_audit_update_record             
;
2025-05-09 deposited with the CCDC.	2025-11-07 downloaded from the CCDC.
;
_audit_creation_date             2024-12-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H16 N3 Ni O5, H2 O'
_chemical_formula_sum            'C19 H18 N3 Ni O6'
_chemical_formula_weight         443.05
_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.2250(2)
_cell_length_b                   9.5660(2)
_cell_length_c                   11.7477(3)
_cell_angle_alpha                70.7980(10)
_cell_angle_beta                 79.6920(10)
_cell_angle_gamma                75.8310(10)
_cell_volume                     943.73(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9579
_cell_measurement_temperature    101.00
_cell_measurement_theta_max      28.31
_cell_measurement_theta_min      2.90
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.071
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0754 before and 0.0691 after correction.
The Ratio of minimum to maximum transmission is 0.8977.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.559
_exptl_crystal_density_meas      1.558
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.19
_exptl_transmission_factor_max   0.816
_exptl_transmission_factor_min   0.754
_diffrn_reflns_av_R_equivalents  0.0642
_diffrn_reflns_av_unetI/netI     0.0294
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            41257
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.321
_diffrn_reflns_theta_min         2.897
_diffrn_ambient_temperature      101.00
_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                4226
_reflns_number_total             4716
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.951
_refine_diff_density_min         -0.430
_refine_diff_density_rms         0.082
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         4716
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0400
_refine_ls_R_factor_gt           0.0336
_refine_ls_restrained_S_all      1.058
_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)+(0.0350P)²+1.2715P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0821
_refine_ls_wR_factor_ref         0.0861
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Free rotating group:
 O6(H6A,H6B)
2.b Rotating group:
 O1(H1A,H1B)
2.c Aromatic/amide H refined with riding coordinates:
 C12(H12), C4(H4), C6(H6), C3(H3), C8(H8), C5(H5), C15(H15), C2(H2), C11(H11),
 C9(H9), C18(H18), C13(H13), C19(H19), C14(H14)
;
_atom_sites_solution_hydrogens   mixed
_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
Ni Ni 0.54536(3) 0.40291(3) 0.22894(2) 0.00816(7) Uani 1 1 d . . . . .
O4 O 0.65850(15) 0.43243(15) 0.34886(12) 0.0127(3) Uani 1 1 d . . . . .
O3 O 0.66536(16) 0.18952(15) 0.21117(12) 0.0128(3) Uani 1 1 d . . . . .
O5 O 0.47015(15) 0.31400(15) 0.11023(12) 0.0115(3) Uani 1 1 d . . . . .
O1 O 0.68866(15) 0.50653(15) 0.07895(12) 0.0120(3) Uani 1 1 d . . . . .
H1A H 0.745228 0.549676 0.103030 0.018 Uiso 1 1 d R U . . .
H1B H 0.634898 0.580686 0.028300 0.018 Uiso 1 1 d R U . . .
O2 O 0.83254(17) 0.55799(18) 0.22787(13) 0.0193(3) Uani 1 1 d . . . . .
N1 N 0.41278(18) 0.28439(18) 0.37026(14) 0.0113(3) Uani 1 1 d . . . . .
N2 N 0.24250(18) 0.14621(18) 0.46484(14) 0.0112(3) Uani 1 1 d . . . . .
O6 O 1.0819(2) 0.3815(2) 0.12750(16) 0.0281(4) Uani 1 1 d G . . . .
H6A H 1.012371 0.446945 0.153634 0.042 Uiso 1 1 d G U . . .
H6B H 1.129197 0.435893 0.064031 0.042 Uiso 1 1 d G U . . .
N3 N 0.39447(18) 0.60120(17) 0.21131(14) 0.0118(3) Uani 1 1 d . . . . .
C16 C 0.20744(19) 0.79329(18) 0.15420(16) 0.0070(3) Uani 1 1 d . . . . .
C7 C 0.1185(2) 0.0730(2) 0.48321(17) 0.0114(3) Uani 1 1 d . . . . .
C12 C 0.9686(2) 0.5116(2) 0.44419(17) 0.0147(4) Uani 1 1 d . . . . .
H12 H 1.023221 0.554068 0.369098 0.018 Uiso 1 1 calc R U . . .
C1 C 0.5724(2) 0.1959(2) 0.14213(16) 0.0108(3) Uani 1 1 d . . . . .
C4 C 0.2916(2) 0.2420(2) 0.35878(17) 0.0127(4) Uani 1 1 d . . . . .
H4 H 0.244993 0.274208 0.286102 0.015 Uiso 1 1 calc R U . . .
C6 C 0.4431(2) 0.2131(2) 0.48876(17) 0.0140(4) Uani 1 1 d . . . . .
H6 H 0.524543 0.222334 0.523326 0.017 Uiso 1 1 calc R U . . .
C10 C 0.7731(2) 0.4915(2) 0.33030(17) 0.0120(3) Uani 1 1 d . . . . .
C3 C 0.4944(2) 0.0641(2) 0.02184(18) 0.0147(4) Uani 1 1 d . . . . .
H3 H 0.420545 0.152270 -0.006707 0.018 Uiso 1 1 calc R U . . .
C8 C 0.0142(2) 0.1247(2) 0.39958(18) 0.0160(4) Uani 1 1 d . . . . .
H8 H 0.024129 0.209761 0.330696 0.019 Uiso 1 1 calc R U . . .
C5 C 0.3391(2) 0.1278(2) 0.54869(17) 0.0147(4) Uani 1 1 d . . . . .
H5 H 0.333761 0.067719 0.631205 0.018 Uiso 1 1 calc R U . . .
C15 C 0.2922(2) 0.6637(2) 0.13474(18) 0.0130(4) Uani 1 1 d . . . . .
H15 H 0.279281 0.623655 0.074008 0.016 Uiso 1 1 calc R U . . .
C2 C 0.5827(2) 0.0636(2) 0.10000(18) 0.0146(4) Uani 1 1 d . . . . .
H2 H 0.655184 -0.025177 0.129987 0.018 Uiso 1 1 calc R U . . .
C17 C 0.0990(2) 0.8979(2) 0.07806(18) 0.0151(4) Uani 1 1 d . . . . .
C11 C 0.8385(2) 0.4761(2) 0.44229(18) 0.0171(4) Uani 1 1 d . . . . .
H11 H 0.782876 0.438104 0.518039 0.021 Uiso 1 1 calc R U . . .
C9 C -0.1052(2) 0.0522(2) 0.41629(18) 0.0162(4) Uani 1 1 d . . . . .
H9 H -0.177200 0.088117 0.359346 0.019 Uiso 1 1 calc R U . . .
C18 C 0.0739(2) 1.0507(2) 0.0676(2) 0.0183(4) Uani 1 1 d . . . . .
H18 H 0.124433 1.084654 0.113985 0.022 Uiso 1 1 calc R U . . .
C13 C 0.3768(2) 0.6945(2) 0.28292(18) 0.0170(4) Uani 1 1 d . . . . .
H13 H 0.435844 0.678073 0.346361 0.020 Uiso 1 1 calc R U . . .
C19 C 0.0255(2) 0.8467(2) 0.0111(2) 0.0186(4) Uani 1 1 d . . . . .
H19 H 0.043094 0.741949 0.019064 0.022 Uiso 1 1 calc R U . . .
C14 C 0.2618(2) 0.8138(2) 0.24838(19) 0.0188(4) Uani 1 1 d . . . . .
H14 H 0.225925 0.894973 0.282343 0.023 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
Ni O4 2.0214(13) . ?
Ni O3 2.1277(14) . ?
Ni O5 2.1366(13) . ?
Ni O1 2.1199(13) . ?
Ni N1 2.0619(16) . ?
Ni N3 2.0324(16) . ?
Ni C1 2.4537(18) . ?
O4 C10 1.270(2) . ?
O3 C1 1.260(2) . ?
O5 C1 1.278(2) . ?
O1 H1A 0.8705 . ?
O1 H1B 0.8712 . ?
O2 C10 1.259(2) . ?
N1 C4 1.320(2) . ?
N1 C6 1.379(2) . ?
N2 C7 1.432(2) . ?
N2 C4 1.359(2) . ?
N2 C5 1.385(2) . ?
O6 H6A 0.8698 . ?
O6 H6B 0.8698 . ?
N3 C15 1.316(2) . ?
N3 C13 1.380(2) . ?
C16 C15 1.359(2) . ?
C16 C17 1.429(2) . ?
C16 C14 1.379(3) . ?
C7 C8 1.386(3) . ?
C7 C9 1.391(3) 2_556 ?
C12 C12 1.457(4) 2_766 ?
C12 H12 0.9500 . ?
C12 C11 1.330(3) . ?
C1 C2 1.480(2) . ?
C4 H4 0.9500 . ?
C6 H6 0.9500 . ?
C6 C5 1.359(3) . ?
C10 C11 1.493(3) . ?
C3 C3 1.452(4) 2_655 ?
C3 H3 0.9500 . ?
C3 C2 1.330(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.392(3) . ?
C5 H5 0.9500 . ?
C15 H15 0.9500 . ?
C2 H2 0.9500 . ?
C17 C18 1.390(3) . ?
C17 C19 1.388(3) . ?
C11 H11 0.9500 . ?
C9 H9 0.9500 . ?
C18 H18 0.9500 . ?
C18 C19 1.387(3) 2_575 ?
C13 H13 0.9500 . ?
C13 C14 1.360(3) . ?
C19 H19 0.9500 . ?
C14 H14 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
O4 Ni O3 101.88(5) . . ?
O4 Ni O5 164.08(5) . . ?
O4 Ni O1 92.38(5) . . ?
O4 Ni N1 90.02(6) . . ?
O4 Ni N3 94.89(6) . . ?
O4 Ni C1 132.71(6) . . ?
O3 Ni O5 62.21(5) . . ?
O3 Ni C1 30.89(6) . . ?
O5 Ni C1 31.38(6) . . ?
O1 Ni O3 88.32(5) . . ?
O1 Ni O5 87.72(5) . . ?
O1 Ni C1 89.13(6) . . ?
N1 Ni O3 86.66(6) . . ?
N1 Ni O5 88.71(6) . . ?
N1 Ni O1 174.79(6) . . ?
N1 Ni C1 85.85(6) . . ?
N3 Ni O3 163.23(6) . . ?
N3 Ni O5 101.02(6) . . ?
N3 Ni O1 91.27(6) . . ?
N3 Ni N1 93.13(6) . . ?
N3 Ni C1 132.35(6) . . ?
C10 O4 Ni 129.72(12) . . ?
C1 O3 Ni 89.00(11) . . ?
C1 O5 Ni 88.13(11) . . ?
Ni O1 H1A 109.5 . . ?
Ni O1 H1B 109.5 . . ?
H1A O1 H1B 104.4 . . ?
C4 N1 Ni 124.98(13) . . ?
C4 N1 C6 106.12(15) . . ?
C6 N1 Ni 128.12(13) . . ?
C4 N2 C7 125.81(16) . . ?
C4 N2 C5 107.13(15) . . ?
C5 N2 C7 126.99(16) . . ?
H6A O6 H6B 104.5 . . ?
C15 N3 Ni 128.08(13) . . ?
C15 N3 C13 106.44(16) . . ?
C13 N3 Ni 125.44(13) . . ?
C15 C16 C17 125.10(17) . . ?
C15 C16 C14 107.07(16) . . ?
C14 C16 C17 127.19(17) . . ?
C8 C7 N2 120.08(16) . . ?
C8 C7 C9 120.19(17) . 2_556 ?
C9 C7 N2 119.71(16) 2_556 . ?
C12 C12 H12 118.4 2_766 . ?
C11 C12 C12 123.2(2) . 2_766 ?
C11 C12 H12 118.4 . . ?
O3 C1 Ni 60.11(9) . . ?
O3 C1 O5 120.43(17) . . ?
O3 C1 C2 118.88(17) . . ?
O5 C1 Ni 60.49(9) . . ?
O5 C1 C2 120.69(17) . . ?
C2 C1 Ni 175.02(14) . . ?
N1 C4 N2 110.96(16) . . ?
N1 C4 H4 124.5 . . ?
N2 C4 H4 124.5 . . ?
N1 C6 H6 125.1 . . ?
C5 C6 N1 109.88(17) . . ?
C5 C6 H6 125.1 . . ?
O4 C10 C11 114.73(17) . . ?
O2 C10 O4 125.28(17) . . ?
O2 C10 C11 119.98(17) . . ?
C3 C3 H3 118.5 2_655 . ?
C2 C3 C3 123.0(2) . 2_655 ?
C2 C3 H3 118.5 . . ?
C7 C8 H8 119.9 . . ?
C7 C8 C9 120.18(17) . . ?
C9 C8 H8 119.9 . . ?
N2 C5 H5 127.0 . . ?
C6 C5 N2 105.92(16) . . ?
C6 C5 H5 127.0 . . ?
N3 C15 C16 110.90(17) . . ?
N3 C15 H15 124.6 . . ?
C16 C15 H15 124.6 . . ?
C1 C2 H2 118.7 . . ?
C3 C2 C1 122.65(18) . . ?
C3 C2 H2 118.7 . . ?
C18 C17 C16 119.53(18) . . ?
C19 C17 C16 119.63(18) . . ?
C19 C17 C18 120.77(18) . . ?
C12 C11 C10 125.05(18) . . ?
C12 C11 H11 117.5 . . ?
C10 C11 H11 117.5 . . ?
C7 C9 C8 119.63(17) 2_556 . ?
C7 C9 H9 120.2 2_556 . ?
C8 C9 H9 120.2 . . ?
C17 C18 H18 120.2 . . ?
C19 C18 C17 119.64(19) 2_575 . ?
C19 C18 H18 120.2 2_575 . ?
N3 C13 H13 125.3 . . ?
C14 C13 N3 109.31(18) . . ?
C14 C13 H13 125.3 . . ?
C17 C19 H19 120.2 . . ?
C18 C19 C17 119.59(19) 2_575 . ?
C18 C19 H19 120.2 2_575 . ?
C16 C14 H14 126.9 . . ?
C13 C14 C16 106.28(17) . . ?
C13 C14 H14 126.9 . . ?

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
Ni O4 C10 O2 7.0(3) . . . . ?
Ni O4 C10 C11 -172.45(13) . . . . ?
Ni O3 C1 O5 4.82(17) . . . . ?
Ni O3 C1 C2 -174.40(15) . . . . ?
Ni O5 C1 O3 -4.81(17) . . . . ?
Ni O5 C1 C2 174.40(16) . . . . ?
Ni N1 C4 N2 170.44(12) . . . . ?
Ni N1 C6 C5 -170.27(14) . . . . ?
Ni N3 C15 C16 177.15(13) . . . . ?
Ni N3 C13 C14 -177.56(14) . . . . ?
O4 C10 C11 C12 170.9(2) . . . . ?
O3 C1 C2 C3 -176.22(19) . . . . ?
O5 C1 C2 C3 4.6(3) . . . . ?
O2 C10 C11 C12 -8.6(3) . . . . ?
N1 C6 C5 N2 0.3(2) . . . . ?
N2 C7 C8 C9 178.99(19) . . . . ?
N3 C13 C14 C16 0.1(2) . . . . ?
C16 C17 C18 C19 176.66(19) . . . 2_575 ?
C16 C17 C19 C18 -176.66(19) . . . 2_575 ?
C7 N2 C4 N1 -176.86(17) . . . . ?
C7 N2 C5 C6 176.74(18) . . . . ?
C7 C8 C9 C7 -0.5(3) . . . 2_556 ?
C12 C12 C11 C10 -177.2(2) 2_766 . . . ?
C4 N1 C6 C5 -0.1(2) . . . . ?
C4 N2 C7 C8 -16.4(3) . . . . ?
C4 N2 C7 C9 162.08(19) . . . 2_556 ?
C4 N2 C5 C6 -0.3(2) . . . . ?
C6 N1 C4 N2 -0.1(2) . . . . ?
C3 C3 C2 C1 178.7(2) 2_655 . . . ?
C5 N2 C7 C8 167.1(2) . . . . ?
C5 N2 C7 C9 -14.5(3) . . . 2_556 ?
C5 N2 C4 N1 0.3(2) . . . . ?
C15 N3 C13 C14 0.3(2) . . . . ?
C15 C16 C17 C18 -148.5(2) . . . . ?
C15 C16 C17 C19 28.4(3) . . . . ?
C15 C16 C14 C13 -0.5(2) . . . . ?
C17 C16 C15 N3 172.08(17) . . . . ?
C17 C16 C14 C13 -171.64(19) . . . . ?
C9 C7 C8 C9 0.5(4) 2_556 . . . ?
C18 C17 C19 C18 0.2(4) . . . 2_575 ?
C13 N3 C15 C16 -0.6(2) . . . . ?
C19 C17 C18 C19 -0.2(4) . . . 2_575 ?
C14 C16 C15 N3 0.7(2) . . . . ?
C14 C16 C17 C18 21.1(3) . . . . ?
C14 C16 C17 C19 -162.0(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_sql-adi-Ni
_database_code_depnum_ccdc_archive 'CCDC 2449934'
loop_
_audit_author_name
_audit_author_address
'Bharti Singh'
;University of Limerick
Ireland
;
_audit_update_record             
;
2025-05-09 deposited with the CCDC.	2025-11-07 downloaded from the CCDC.
;
_audit_creation_date             2024-12-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6817)
;
_shelx_SHELXL_version_number     2019/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '	C18 H22 N4 Ni O6'
_chemical_formula_sum            '	C18 H22 N4 Ni O6'
_chemical_formula_weight         449.09
_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   5.2255(2)
_cell_length_b                   9.0139(3)
_cell_length_c                   11.0579(3)
_cell_angle_alpha                108.5630(10)
_cell_angle_beta                 94.7000(10)
_cell_angle_gamma                104.5570(10)
_cell_volume                     470.40(3)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    9945
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.26
_cell_measurement_theta_min      3.86
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.0577
_exptl_absorpt_correction_T_max  0.824
_exptl_absorpt_correction_T_min  0.772
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0441 before and 0.0393 after correction.
The Ratio of minimum to maximum transmission is 0.9429.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.585
_exptl_crystal_density_meas      1.584
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             300
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   0.827
_exptl_transmission_factor_min   0.776
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_av_unetI/netI     0.0111
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            17332
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         3.686
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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                1613
_reflns_number_total             1646
_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       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    ?
_refine_diff_density_max         0.285
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.148
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     138
_refine_ls_number_reflns         1646
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0197
_refine_ls_R_factor_gt           0.0192
_refine_ls_restrained_S_all      1.148
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0064P)²+0.4003P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0440
_refine_ls_wR_factor_ref         0.0441
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C8(H8A,H8B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C2(H2), C5(H5), C1(H1), C6(H6)
2.c Idealised tetrahedral OH refined as rotating group:
 O3(H3A)
;
_atom_sites_solution_hydrogens   mixed
_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
Ni1 Ni 0.000000 0.500000 0.500000 0.00752(8) Uani 1 2 d S . P . .
O1 O -0.1911(2) 0.47855(12) 0.65411(10) 0.0110(2) Uani 1 1 d . . . . .
O2 O 0.0060(2) 0.32055(13) 0.72576(10) 0.0134(2) Uani 1 1 d . . . . .
O3 O 0.2533(2) 0.36702(13) 0.53652(10) 0.0117(2) Uani 1 1 d . . . . .
H3A H 0.206157 0.330989 0.595088 0.018 Uiso 1 1 calc R U . . .
N2 N 0.6075(2) 0.88499(15) 0.77591(12) 0.0106(3) Uani 1 1 d . . . . .
N1 N 0.2679(2) 0.71890(15) 0.62058(12) 0.0104(3) Uani 1 1 d . . . . .
C3 C 0.5724(3) 0.96670(18) 0.69167(14) 0.0127(3) Uani 1 1 d . . . . .
H3 H 0.674754 1.073185 0.698441 0.015 Uiso 1 1 calc R U . . .
C2 C 0.3621(3) 0.86345(18) 0.59761(14) 0.0122(3) Uani 1 1 d . . . . .
H2 H 0.290012 0.886901 0.526472 0.015 Uiso 1 1 calc R U . . .
C5 C 1.0629(3) 1.03735(18) 0.89074(15) 0.0122(3) Uani 1 1 d . . . . .
H5 H 1.105088 1.062686 0.816303 0.015 Uiso 1 1 calc R U . . .
C9 C -0.1357(3) 0.43464(18) 0.97303(14) 0.0120(3) Uani 1 1 d . . . . .
H9A H -0.107896 0.325106 0.950914 0.014 Uiso 1 1 calc R U . . .
H9B H -0.249400 0.446097 1.040823 0.014 Uiso 1 1 calc R U . . .
C4 C 0.8070(3) 0.94310(17) 0.88954(14) 0.0108(3) Uani 1 1 d . . . . .
C1 C 0.4188(3) 0.73674(18) 0.72824(14) 0.0112(3) Uani 1 1 d . . . . .
H1 H 0.398307 0.656014 0.767729 0.013 Uiso 1 1 calc R U . . .
C6 C 0.7436(3) 0.90582(18) 0.99831(14) 0.0122(3) Uani 1 1 d . . . . .
H6 H 0.567929 0.841465 0.996632 0.015 Uiso 1 1 calc R U . . .
C8 C -0.2825(3) 0.44627(19) 0.85279(14) 0.0130(3) Uani 1 1 d . . . . .
H8A H -0.464822 0.367567 0.828938 0.016 Uiso 1 1 calc R U . . .
H8B H -0.303173 0.557526 0.874576 0.016 Uiso 1 1 calc R U . . .
C7 C -0.1425(3) 0.41190(17) 0.73566(14) 0.0101(3) Uani 1 1 d . . . . .
H3B H 0.419(5) 0.412(3) 0.564(2) 0.037(6) 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 O1 2.0810(10) . ?
Ni1 O1 2.0810(10) 2_566 ?
Ni1 O3 2.0905(10) . ?
Ni1 O3 2.0905(10) 2_566 ?
Ni1 N1 2.0643(12) 2_566 ?
Ni1 N1 2.0643(12) . ?
O1 C7 1.2739(18) . ?
O2 C7 1.2533(18) . ?
O3 H3A 0.8400 . ?
O3 H3B 0.84(2) . ?
N2 C3 1.3857(19) . ?
N2 C4 1.4256(19) . ?
N2 C1 1.3564(19) . ?
N1 C2 1.3832(19) . ?
N1 C1 1.3135(19) . ?
C3 H3 0.9500 . ?
C3 C2 1.356(2) . ?
C2 H2 0.9500 . ?
C5 H5 0.9500 . ?
C5 C4 1.389(2) . ?
C5 C6 1.388(2) 2_777 ?
C9 C9 1.526(3) 2_567 ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C8 1.526(2) . ?
C4 C6 1.392(2) . ?
C1 H1 0.9500 . ?
C6 H6 0.9500 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C7 1.524(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
O1 Ni1 O1 180.0 . 2_566 ?
O1 Ni1 O3 88.48(4) 2_566 . ?
O1 Ni1 O3 91.52(4) . . ?
O1 Ni1 O3 88.48(4) . 2_566 ?
O1 Ni1 O3 91.52(4) 2_566 2_566 ?
O3 Ni1 O3 180.00(4) 2_566 . ?
N1 Ni1 O1 90.25(4) . . ?
N1 Ni1 O1 89.75(4) . 2_566 ?
N1 Ni1 O1 90.25(4) 2_566 2_566 ?
N1 Ni1 O1 89.75(4) 2_566 . ?
N1 Ni1 O3 91.91(5) . . ?
N1 Ni1 O3 91.91(5) 2_566 2_566 ?
N1 Ni1 O3 88.09(5) . 2_566 ?
N1 Ni1 O3 88.09(5) 2_566 . ?
N1 Ni1 N1 180.0 . 2_566 ?
C7 O1 Ni1 129.34(9) . . ?
Ni1 O3 H3A 109.5 . . ?
Ni1 O3 H3B 121.0(15) . . ?
H3A O3 H3B 101.9 . . ?
C3 N2 C4 126.87(12) . . ?
C1 N2 C3 106.93(12) . . ?
C1 N2 C4 126.18(13) . . ?
C2 N1 Ni1 129.09(10) . . ?
C1 N1 Ni1 124.15(10) . . ?
C1 N1 C2 105.82(12) . . ?
N2 C3 H3 127.1 . . ?
C2 C3 N2 105.87(13) . . ?
C2 C3 H3 127.1 . . ?
N1 C2 H2 125.0 . . ?
C3 C2 N1 109.92(13) . . ?
C3 C2 H2 125.0 . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 2_777 . ?
C6 C5 C4 119.39(14) 2_777 . ?
C9 C9 H9A 109.1 2_567 . ?
C9 C9 H9B 109.1 2_567 . ?
H9A C9 H9B 107.8 . . ?
C8 C9 C9 112.65(15) . 2_567 ?
C8 C9 H9A 109.1 . . ?
C8 C9 H9B 109.1 . . ?
C5 C4 N2 119.56(13) . . ?
C5 C4 C6 120.61(14) . . ?
C6 C4 N2 119.83(13) . . ?
N2 C1 H1 124.3 . . ?
N1 C1 N2 111.45(13) . . ?
N1 C1 H1 124.3 . . ?
C5 C6 C4 119.99(14) 2_777 . ?
C5 C6 H6 120.0 2_777 . ?
C4 C6 H6 120.0 . . ?
C9 C8 H8A 108.7 . . ?
C9 C8 H8B 108.7 . . ?
H8A C8 H8B 107.6 . . ?
C7 C8 C9 114.36(12) . . ?
C7 C8 H8A 108.7 . . ?
C7 C8 H8B 108.7 . . ?
O1 C7 C8 116.02(13) . . ?
O2 C7 O1 125.33(13) . . ?
O2 C7 C8 118.64(13) . . ?

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 O1 C7 O2 -12.7(2) . . . . ?
Ni1 O1 C7 C8 168.27(9) . . . . ?
Ni1 N1 C2 C3 -168.35(10) . . . . ?
Ni1 N1 C1 N2 169.33(9) . . . . ?
N2 C3 C2 N1 -0.74(17) . . . . ?
N2 C4 C6 C5 -179.77(13) . . . 2_777 ?
C3 N2 C4 C5 -36.2(2) . . . . ?
C3 N2 C4 C6 143.44(15) . . . . ?
C3 N2 C1 N1 0.02(17) . . . . ?
C2 N1 C1 N2 -0.46(17) . . . . ?
C5 C4 C6 C5 -0.1(2) . . . 2_777 ?
C9 C9 C8 C7 65.1(2) 2_567 . . . ?
C9 C8 C7 O1 -153.76(13) . . . . ?
C9 C8 C7 O2 27.13(19) . . . . ?
C4 N2 C3 C2 179.11(14) . . . . ?
C4 N2 C1 N1 -178.67(13) . . . . ?
C1 N2 C3 C2 0.45(16) . . . . ?
C1 N2 C4 C5 142.23(15) . . . . ?
C1 N2 C4 C6 -38.1(2) . . . . ?
C1 N1 C2 C3 0.75(17) . . . . ?
C6 C5 C4 N2 179.77(13) 2_777 . . . ?
C6 C5 C4 C6 0.1(2) 2_777 . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
