# 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 2023

####################################################################### 
# 
# 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_exp_10929
_database_code_depnum_ccdc_archive 'CCDC 2205123'
loop_
_audit_author_name
_audit_author_address
'Xiu-Yan Dong'
;Lanzhou Jiaotong University
China
;
_audit_update_record             
;
2023-07-18 deposited with the CCDC.	2023-10-09 downloaded from the CCDC.
;
_audit_creation_date             2023-07-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6405)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H17 N2 Ni O6, C18 H11 O8'
_chemical_formula_sum            'C39 H28 N2 Ni O14'
_chemical_formula_weight         807.34
_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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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                   11.5719(10)
_cell_length_b                   11.9790(12)
_cell_length_c                   14.2548(15)
_cell_angle_alpha                68.685(10)
_cell_angle_beta                 66.871(9)
_cell_angle_gamma                88.769(8)
_cell_volume                     1675.8(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4075
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.9160
_cell_measurement_theta_min      3.6490
_shelx_estimated_absorpt_T_max   0.849
_shelx_estimated_absorpt_T_min   0.837
_exptl_absorpt_coefficient_mu    1.538
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86763
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.600
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.11
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_unetI/netI     0.0536
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            10807
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        67.237
_diffrn_reflns_theta_max         67.237
_diffrn_reflns_theta_min         3.655
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1281
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     14.00 100.00   1.00    1.00    --   36.81  37.00 -90.00   86
  2  ω     17.00  43.00   1.00    1.00    --   36.81 -77.00-180.00   26
  3  ω     54.00  91.00   1.00    1.00    --   36.81-125.00 -90.00   37
  4  ω     32.00  58.00   1.00    1.00    --   36.81 -99.00 -90.00   26
  5  ω     19.00  46.00   1.00    1.00    --   36.81-125.00 150.00   27
  6  ω     58.00  90.00   1.00    1.00    --   36.81-125.00 150.00   32
  7  ω    -32.00  62.00   1.00    1.00    --   36.81 -77.00  60.00   94
  8  ω     42.00  99.00   1.00    1.00    --   36.81  57.00   0.00   57
  9  ω    -25.00   1.00   1.00    1.00    --   36.81 -37.00  90.00   26
 10  ω     -3.00  22.00   1.00    1.00    --   36.81 -99.00 -90.00   25
 11  ω     11.00  59.00   1.00    1.00    --   36.81 -37.00  90.00   48
 12  ω     24.00  62.00   1.00    1.00    --   36.81 -99.00   0.00   38
 13  ω    -20.00   8.00   1.00    1.00    --   36.81 -77.00-180.00   28
 14  ω    -22.00  55.00   1.00    1.00    --   36.81 -19.00-120.00   77
 15  ω    120.00 164.00   1.00    1.00    --  108.00 111.00 120.00   44
 16  ω     37.00 109.00   1.00    1.00    --  108.00-111.00-120.00   72
 17  ω    100.00 176.00   1.00    1.00    --  108.00  50.00  60.00   76
 18  ω    145.00 177.00   1.00    1.00    --  108.00  31.00 148.00   32
 19  ω     39.00 126.00   1.00    1.00    --  108.00 -50.00-150.00   87
 20  ω    130.00 173.00   1.00    1.00    --  108.00  25.00 -30.00   43
 21  ω     98.00 124.00   1.00    1.00    --  108.00  25.00 -30.00   26
 22  ω     87.00 112.00   1.00    1.00    --  108.00-111.00 120.00   25
 23  ω     51.00  98.00   1.00    1.00    --  108.00 -77.00  60.00   47
 24  ω     40.00  66.00   1.00    1.00    --  108.00-111.00 120.00   26
 25  ω     84.00 139.00   1.00    1.00    --  108.00  31.00 148.00   55
 26  ω     65.00 142.00   1.00    1.00    --  108.00 -91.00 -90.00   77
 27  ω    104.00 144.00   1.00    1.00    --  108.00 111.00   0.00   40
 28  ω    145.00 174.00   1.00    1.00    --  108.00  25.00   0.00   29
 29  ω     71.00  96.00   1.00    1.00    --  108.00-111.00-180.00   25
 30  ω     82.00 107.00   1.00    1.00    --  108.00-111.00  30.00   25
 31  ω     37.00 127.00   1.00    1.00    --  108.00 -37.00 -30.00   90
 32  ω     41.00 107.00   1.00    1.00    --  108.00 -50.00  90.00   66
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0768083000
_diffrn_orient_matrix_UB_12      -0.1160960000
_diffrn_orient_matrix_UB_13      0.0198673000
_diffrn_orient_matrix_UB_21      -0.1244222000
_diffrn_orient_matrix_UB_22      0.0495435000
_diffrn_orient_matrix_UB_23      0.0475077000
_diffrn_orient_matrix_UB_31      0.0022672000
_diffrn_orient_matrix_UB_32      0.0592826000
_diffrn_orient_matrix_UB_33      -0.1165320000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4702
_reflns_number_total             5991
_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXL-2018/3 (Sheldrick, 2018)'
_refine_diff_density_max         0.324
_refine_diff_density_min         -0.424
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     527
_refine_ls_number_reflns         5991
_refine_ls_number_restraints     1472
_refine_ls_R_factor_all          0.0632
_refine_ls_R_factor_gt           0.0477
_refine_ls_restrained_S_all      0.975
_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)+(0.0549P)²+0.3747P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1179
_refine_ls_wR_factor_ref         0.1302
_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) groups, All O(H,H) groups
2. Restrained distances
 C9-C9_$1
 1.33 with sigma of 0.01
3. Rigid bond restraints
 C5, C6
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 3.8A with sigma of 0.02 and sigma
for terminal atoms of 0.04 within 3.8A
5. Others
 Sof(C9')=Sof(H9')=1-FVAR(1)
 Sof(C9)=Sof(H9)=FVAR(1)
6.a Riding coordinates:
 O13(H13A,H13B)
6.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C7(H7), C9(H9), C9'(H9'), C10(H10), C11(H11), C12(H12),
 C14(H14), C15(H15), C17(H17), C18(H18), C19(H19), C24(H24), C26(H26), C28(H28),
  C29(H29), C30(H30), C32(H32), C34(H34), C36(H36)
6.c Idealised tetrahedral OH refined as rotating group:
 O4(H4), O6(H6), O7(H7A), O12(H12A)
;
_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 0.64854(4) 0.90766(4) 0.53010(4) 0.03434(15) Uani 1 1 d . U . . .
N1 N 0.8078(2) 1.0234(2) 0.48090(19) 0.0316(5) Uani 1 1 d . U . . .
N2 N 0.7863(2) 0.8214(2) 0.4466(2) 0.0348(5) Uani 1 1 d . U . . .
O1 O 0.54178(19) 0.99308(19) 0.62809(17) 0.0402(5) Uani 1 1 d . U . . .
O2 O 0.3531(2) 0.98226(19) 0.62117(18) 0.0463(6) Uani 1 1 d . U . . .
O3 O 0.5943(2) 1.1559(2) 0.87861(18) 0.0499(6) Uani 1 1 d . U . . .
O4 O 0.4278(3) 1.1570(2) 1.02513(18) 0.0593(7) Uani 1 1 d . U . . .
H4 H 0.483969 1.181068 1.037575 0.089 Uiso 1 1 calc R U . . .
O5 O 0.7227(2) 0.5386(3) 0.8711(2) 0.0627(7) Uani 1 1 d . U . . .
O6 O 0.85301(19) 0.5067(2) 0.72311(18) 0.0476(6) Uani 1 1 d . U . . .
H6 H 0.907249 0.524082 0.741010 0.071 Uiso 1 1 calc R U . . .
O7 O 0.70327(19) 0.4044(2) 0.49140(17) 0.0516(6) Uani 1 1 d . U . . .
H7A H 0.709397 0.392552 0.436608 0.077 Uiso 1 1 calc R U . . .
O8 O 0.5010(2) 0.3347(2) 0.55134(18) 0.0530(6) Uani 1 1 d . U . . .
O9 O -0.06265(17) 0.44994(18) 1.26149(15) 0.0341(4) Uani 1 1 d . U . . .
O10 O -0.25753(18) 0.3547(2) 1.33084(16) 0.0417(5) Uani 1 1 d . U . . .
O11 O -0.39838(19) 0.2414(2) 1.08283(16) 0.0414(5) Uani 1 1 d . U . . .
O12 O -0.24468(19) 0.2352(2) 0.93062(17) 0.0445(5) Uani 1 1 d . U . . .
H12A H -0.305829 0.211406 0.923930 0.067 Uiso 1 1 calc R U . . .
O13 O 0.6446(2) 0.7864(2) 0.68927(19) 0.0548(6) Uani 1 1 d . U . . .
H13A H 0.591149 0.805179 0.740329 0.082 Uiso 1 1 d R U . . .
H13B H 0.673909 0.725849 0.737639 0.082 Uiso 1 1 d R U . . .
O14 O 0.4991(2) 0.7878(2) 0.5716(2) 0.0440(6) Uani 1 1 d . U . . .
C1 C 0.4251(3) 1.0007(3) 0.6625(3) 0.0376(7) Uani 1 1 d . U . . .
C2 C 0.3672(3) 1.0311(2) 0.7637(2) 0.0344(6) Uani 1 1 d . U . . .
C3 C 0.4450(3) 1.0707(2) 0.8015(2) 0.0315(6) Uani 1 1 d . U . . .
H3 H 0.532775 1.080618 0.763361 0.038 Uiso 1 1 calc R U . . .
C4 C 0.3922(3) 1.0958(3) 0.8966(2) 0.0354(6) Uani 1 1 d . U . . .
C5 C 0.2616(3) 1.0800(3) 0.9549(3) 0.0495(8) Uani 1 1 d . U . . .
H5 H 0.227413 1.097270 1.018123 0.059 Uiso 1 1 calc R U . . .
C6 C 0.1818(3) 1.0387(3) 0.9198(3) 0.0570(10) Uani 1 1 d . U . . .
C7 C 0.2363(3) 1.0170(3) 0.8220(3) 0.0493(8) Uani 1 1 d . U . . .
H7 H 0.183612 0.992718 0.795582 0.059 Uiso 1 1 calc R U . . .
C8 C 0.4780(3) 1.1391(3) 0.9345(2) 0.0385(7) Uani 1 1 d . U . . .
C9 C 0.0483(5) 1.0242(4) 1.0038(5) 0.0293(16) Uani 0.575(12) 1 d D U P A 1
H9 H 0.033103 1.049223 1.061685 0.035 Uiso 0.575(12) 1 calc R U P A 1
C9' C 0.0379(8) 1.0024(7) 0.9527(7) 0.035(2) Uani 0.425(12) 1 d . U P A 2
H9' H 0.009857 0.985547 0.905769 0.042 Uiso 0.425(12) 1 calc R U P A 2
C10 C 0.7768(3) 0.7178(3) 0.4338(3) 0.0430(7) Uani 1 1 d . U . . .
H10 H 0.698307 0.669086 0.471640 0.052 Uiso 1 1 calc R U . . .
C11 C 0.8783(3) 0.6789(3) 0.3667(3) 0.0494(8) Uani 1 1 d . U . . .
H11 H 0.867770 0.605015 0.361423 0.059 Uiso 1 1 calc R U . . .
C12 C 0.9938(3) 0.7501(3) 0.3087(3) 0.0477(8) Uani 1 1 d . U . . .
H12 H 1.062290 0.725170 0.263190 0.057 Uiso 1 1 calc R U . . .
C13 C 1.0085(3) 0.8612(3) 0.3181(2) 0.0390(7) Uani 1 1 d . U . . .
C14 C 1.1251(3) 0.9423(3) 0.2598(3) 0.0470(8) Uani 1 1 d . U . . .
H14 H 1.195509 0.922796 0.211245 0.056 Uiso 1 1 calc R U . . .
C15 C 1.1349(3) 1.0468(3) 0.2740(3) 0.0482(8) Uani 1 1 d . U . . .
H15 H 1.211309 1.098825 0.233944 0.058 Uiso 1 1 calc R U . . .
C16 C 1.0288(3) 1.0782(3) 0.3500(2) 0.0382(7) Uani 1 1 d . U . . .
C17 C 1.0337(3) 1.1827(3) 0.3723(3) 0.0438(7) Uani 1 1 d . U . . .
H17 H 1.108465 1.236903 0.335829 0.053 Uiso 1 1 calc R U . . .
C18 C 0.9285(3) 1.2044(3) 0.4477(3) 0.0425(7) Uani 1 1 d . U . . .
H18 H 0.931331 1.272303 0.464251 0.051 Uiso 1 1 calc R U . . .
C19 C 0.8164(3) 1.1231(3) 0.4996(3) 0.0365(6) Uani 1 1 d . U . . .
H19 H 0.744625 1.139513 0.549396 0.044 Uiso 1 1 calc R U . . .
C20 C 0.9127(3) 1.0012(3) 0.4070(2) 0.0325(6) Uani 1 1 d . U . . .
C21 C 0.9018(3) 0.8917(3) 0.3897(2) 0.0320(6) Uani 1 1 d . U . . .
C22 C 0.7395(3) 0.5096(3) 0.7949(2) 0.0332(6) Uani 1 1 d . U . . .
C23 C 0.6345(3) 0.4719(2) 0.7719(2) 0.0294(6) Uani 1 1 d . U . . .
C24 C 0.6608(3) 0.4471(2) 0.6779(2) 0.0297(6) Uani 1 1 d . U . . .
H24 H 0.744294 0.455376 0.627620 0.036 Uiso 1 1 calc R U . . .
C25 C 0.5615(3) 0.4099(2) 0.6600(2) 0.0295(6) Uani 1 1 d . U . . .
C26 C 0.4374(3) 0.3962(3) 0.7353(2) 0.0314(6) Uani 1 1 d . U . . .
H26 H 0.371707 0.371133 0.722146 0.038 Uiso 1 1 calc R U . . .
C27 C 0.4089(3) 0.4193(2) 0.8307(2) 0.0292(6) Uani 1 1 d . U . . .
C28 C 0.5089(3) 0.4583(2) 0.8472(2) 0.0305(6) Uani 1 1 d . U . . .
H28 H 0.491846 0.475701 0.909493 0.037 Uiso 1 1 calc R U . . .
C29 C 0.2785(3) 0.3996(2) 0.9145(2) 0.0306(6) Uani 1 1 d . U . . .
H29 H 0.267013 0.419725 0.974401 0.037 Uiso 1 1 calc R U . . .
C30 C 0.1756(3) 0.3558(2) 0.9125(2) 0.0305(6) Uani 1 1 d . U . . .
H30 H 0.187912 0.333333 0.853654 0.037 Uiso 1 1 calc R U . . .
C31 C 0.0437(3) 0.3390(2) 0.9942(2) 0.0283(6) Uani 1 1 d . U . . .
C32 C 0.0124(3) 0.3647(2) 1.0886(2) 0.0279(6) Uani 1 1 d . U . . .
H32 H 0.076666 0.389735 1.103352 0.034 Uiso 1 1 calc R U . . .
C33 C -0.1138(2) 0.3532(2) 1.1608(2) 0.0265(5) Uani 1 1 d . U . . .
C34 C -0.2108(2) 0.3148(2) 1.1411(2) 0.0281(6) Uani 1 1 d . U . . .
H34 H -0.294902 0.305247 1.190539 0.034 Uiso 1 1 calc R U . . .
C35 C -0.1813(3) 0.2905(2) 1.0463(2) 0.0286(6) Uani 1 1 d . U . . .
C36 C -0.0547(3) 0.3025(2) 0.9746(2) 0.0302(6) Uani 1 1 d . U . . .
H36 H -0.035580 0.285467 0.911907 0.036 Uiso 1 1 calc R U . . .
C37 C 0.5879(3) 0.3802(3) 0.5602(2) 0.0316(6) Uani 1 1 d . U . . .
C38 C -0.1438(2) 0.3899(2) 1.2572(2) 0.0275(6) Uani 1 1 d . U . . .
C39 C -0.2832(3) 0.2535(2) 1.0207(2) 0.0316(6) Uani 1 1 d . U . . .
H14A H 0.490(4) 0.750(4) 0.540(3) 0.077(15) Uiso 1 1 d . . . . .
H14B H 0.424(4) 0.806(4) 0.604(3) 0.082(15) 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 N1 2.049(2) . ?
Ni1 N2 2.088(2) . ?
Ni1 O1 2.038(2) . ?
Ni1 O2 2.086(2) 2_676 ?
Ni1 O13 2.188(2) . ?
Ni1 O14 2.022(2) . ?
N1 C19 1.328(3) . ?
N1 C20 1.356(4) . ?
N2 C10 1.331(4) . ?
N2 C21 1.361(3) . ?
O1 C1 1.257(3) . ?
O2 C1 1.257(3) . ?
O3 C8 1.241(4) . ?
O4 H4 0.8200 . ?
O4 C8 1.288(3) . ?
O5 C22 1.203(3) . ?
O6 H6 0.8200 . ?
O6 C22 1.320(3) . ?
O7 H7A 0.8200 . ?
O7 C37 1.269(3) . ?
O8 C37 1.224(3) . ?
O9 C38 1.228(3) . ?
O10 C38 1.276(3) . ?
O11 C39 1.252(3) . ?
O12 H12A 0.8200 . ?
O12 C39 1.284(3) . ?
O13 H13A 0.8501 . ?
O13 H13B 0.9620 . ?
O14 H14A 0.78(4) . ?
O14 H14B 0.87(4) . ?
C1 C2 1.507(4) . ?
C2 C3 1.383(4) . ?
C2 C7 1.391(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.393(4) . ?
C4 C5 1.385(4) . ?
C4 C8 1.481(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.382(5) . ?
C6 C7 1.406(5) . ?
C6 C9 1.503(7) . ?
C6 C9' 1.566(10) . ?
C7 H7 0.9300 . ?
C9 C9 1.329(9) 2_577 ?
C9 H9 0.9300 . ?
C9' C9' 1.269(18) 2_577 ?
C9' H9' 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.389(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.365(5) . ?
C12 H12 0.9300 . ?
C12 C13 1.406(4) . ?
C13 C14 1.429(4) . ?
C13 C21 1.400(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.352(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.434(5) . ?
C16 C17 1.406(4) . ?
C16 C20 1.403(4) . ?
C17 H17 0.9300 . ?
C17 C18 1.366(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.398(4) . ?
C19 H19 0.9300 . ?
C20 C21 1.436(4) . ?
C22 C23 1.493(4) . ?
C23 C24 1.394(3) . ?
C23 C28 1.396(4) . ?
C24 H24 0.9300 . ?
C24 C25 1.385(4) . ?
C25 C26 1.383(4) . ?
C25 C37 1.505(3) . ?
C26 H26 0.9300 . ?
C26 C27 1.397(3) . ?
C27 C28 1.390(4) . ?
C27 C29 1.467(4) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C29 C30 1.326(4) . ?
C30 H30 0.9300 . ?
C30 C31 1.474(4) . ?
C31 C32 1.397(3) . ?
C31 C36 1.388(4) . ?
C32 H32 0.9300 . ?
C32 C33 1.391(4) . ?
C33 C34 1.384(4) . ?
C33 C38 1.503(3) . ?
C34 H34 0.9300 . ?
C34 C35 1.394(3) . ?
C35 C36 1.391(4) . ?
C35 C39 1.483(4) . ?
C36 H36 0.9300 . ?

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
N1 Ni1 N2 80.43(9) . . ?
N1 Ni1 O2 84.93(8) . 2_676 ?
N1 Ni1 O13 97.41(9) . . ?
N2 Ni1 O13 91.29(10) . . ?
O1 Ni1 N1 90.55(9) . . ?
O1 Ni1 N2 166.77(9) . . ?
O1 Ni1 O2 100.45(9) . 2_676 ?
O1 Ni1 O13 80.23(9) . . ?
O2 Ni1 N2 88.45(10) 2_676 . ?
O2 Ni1 O13 177.58(8) 2_676 . ?
O14 Ni1 N1 175.97(10) . . ?
O14 Ni1 N2 95.60(10) . . ?
O14 Ni1 O1 93.48(10) . . ?
O14 Ni1 O2 94.30(9) . 2_676 ?
O14 Ni1 O13 83.33(9) . . ?
C19 N1 Ni1 128.6(2) . . ?
C19 N1 C20 118.0(2) . . ?
C20 N1 Ni1 112.68(18) . . ?
C10 N2 Ni1 131.0(2) . . ?
C10 N2 C21 117.4(3) . . ?
C21 N2 Ni1 111.32(18) . . ?
C1 O1 Ni1 130.58(19) . . ?
C1 O2 Ni1 126.9(2) . 2_676 ?
C8 O4 H4 109.5 . . ?
C22 O6 H6 109.5 . . ?
C37 O7 H7A 109.5 . . ?
C39 O12 H12A 109.5 . . ?
Ni1 O13 H13A 109.1 . . ?
Ni1 O13 H13B 155.8 . . ?
H13A O13 H13B 94.6 . . ?
Ni1 O14 H14A 129(3) . . ?
Ni1 O14 H14B 116(3) . . ?
H14A O14 H14B 106(4) . . ?
O1 C1 O2 125.3(3) . . ?
O1 C1 C2 116.8(2) . . ?
O2 C1 C2 117.9(3) . . ?
C3 C2 C1 119.8(3) . . ?
C3 C2 C7 119.0(3) . . ?
C7 C2 C1 121.2(3) . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 120.1(3) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 C8 118.8(3) . . ?
C5 C4 C3 120.5(3) . . ?
C5 C4 C8 120.7(3) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 C4 120.6(3) . . ?
C6 C5 H5 119.7 . . ?
C5 C6 C7 118.3(3) . . ?
C5 C6 C9 107.4(4) . . ?
C5 C6 C9' 141.6(5) . . ?
C7 C6 C9 134.3(4) . . ?
C7 C6 C9' 100.0(5) . . ?
C2 C7 C6 121.5(3) . . ?
C2 C7 H7 119.3 . . ?
C6 C7 H7 119.3 . . ?
O3 C8 O4 122.8(3) . . ?
O3 C8 C4 119.1(3) . . ?
O4 C8 C4 118.1(3) . . ?
C6 C9 H9 119.7 . . ?
C9 C9 C6 120.6(7) 2_577 . ?
C9 C9 H9 119.7 2_577 . ?
C6 C9' H9' 122.1 . . ?
C9' C9' C6 115.7(11) 2_577 . ?
C9' C9' H9' 122.1 2_577 . ?
N2 C10 H10 118.4 . . ?
N2 C10 C11 123.2(3) . . ?
C11 C10 H10 118.4 . . ?
C10 C11 H11 120.3 . . ?
C12 C11 C10 119.4(3) . . ?
C12 C11 H11 120.3 . . ?
C11 C12 H12 120.2 . . ?
C11 C12 C13 119.6(3) . . ?
C13 C12 H12 120.2 . . ?
C12 C13 C14 123.7(3) . . ?
C21 C13 C12 117.0(3) . . ?
C21 C13 C14 119.3(3) . . ?
C13 C14 H14 119.4 . . ?
C15 C14 C13 121.3(3) . . ?
C15 C14 H14 119.4 . . ?
C14 C15 H15 119.6 . . ?
C14 C15 C16 120.7(3) . . ?
C16 C15 H15 119.6 . . ?
C17 C16 C15 123.8(3) . . ?
C20 C16 C15 119.1(3) . . ?
C20 C16 C17 117.1(3) . . ?
C16 C17 H17 120.1 . . ?
C18 C17 C16 119.8(3) . . ?
C18 C17 H17 120.1 . . ?
C17 C18 H18 120.5 . . ?
C17 C18 C19 119.0(3) . . ?
C19 C18 H18 120.5 . . ?
N1 C19 C18 123.0(3) . . ?
N1 C19 H19 118.5 . . ?
C18 C19 H19 118.5 . . ?
N1 C20 C16 123.1(3) . . ?
N1 C20 C21 117.0(2) . . ?
C16 C20 C21 119.9(3) . . ?
N2 C21 C13 123.3(3) . . ?
N2 C21 C20 117.1(3) . . ?
C13 C21 C20 119.6(3) . . ?
O5 C22 O6 123.3(3) . . ?
O5 C22 C23 123.8(3) . . ?
O6 C22 C23 112.9(2) . . ?
C24 C23 C22 120.7(2) . . ?
C24 C23 C28 119.8(2) . . ?
C28 C23 C22 119.4(2) . . ?
C23 C24 H24 120.3 . . ?
C25 C24 C23 119.4(2) . . ?
C25 C24 H24 120.3 . . ?
C24 C25 C37 120.3(2) . . ?
C26 C25 C24 120.4(2) . . ?
C26 C25 C37 119.3(2) . . ?
C25 C26 H26 119.4 . . ?
C25 C26 C27 121.2(2) . . ?
C27 C26 H26 119.4 . . ?
C26 C27 C29 122.2(2) . . ?
C28 C27 C26 118.1(2) . . ?
C28 C27 C29 119.7(2) . . ?
C23 C28 H28 119.5 . . ?
C27 C28 C23 121.1(2) . . ?
C27 C28 H28 119.5 . . ?
C27 C29 H29 117.0 . . ?
C30 C29 C27 126.0(2) . . ?
C30 C29 H29 117.0 . . ?
C29 C30 H30 116.7 . . ?
C29 C30 C31 126.6(2) . . ?
C31 C30 H30 116.7 . . ?
C32 C31 C30 122.6(2) . . ?
C36 C31 C30 119.4(2) . . ?
C36 C31 C32 118.0(2) . . ?
C31 C32 H32 119.7 . . ?
C33 C32 C31 120.7(2) . . ?
C33 C32 H32 119.7 . . ?
C32 C33 C38 119.0(2) . . ?
C34 C33 C32 120.6(2) . . ?
C34 C33 C38 120.3(2) . . ?
C33 C34 H34 120.3 . . ?
C33 C34 C35 119.4(2) . . ?
C35 C34 H34 120.3 . . ?
C34 C35 C39 120.7(2) . . ?
C36 C35 C34 119.5(2) . . ?
C36 C35 C39 119.8(2) . . ?
C31 C36 C35 121.8(2) . . ?
C31 C36 H36 119.1 . . ?
C35 C36 H36 119.1 . . ?
O7 C37 C25 114.9(2) . . ?
O8 C37 O7 125.3(3) . . ?
O8 C37 C25 119.8(2) . . ?
O9 C38 O10 124.3(2) . . ?
O9 C38 C33 120.8(2) . . ?
O10 C38 C33 114.9(2) . . ?
O11 C39 O12 122.8(3) . . ?
O11 C39 C35 122.1(2) . . ?
O12 C39 C35 115.1(2) . . ?

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 N1 C19 C18 -170.1(2) . . . . ?
Ni1 N1 C20 C16 171.0(2) . . . . ?
Ni1 N1 C20 C21 -10.3(3) . . . . ?
Ni1 N2 C10 C11 174.2(2) . . . . ?
Ni1 N2 C21 C13 -173.7(2) . . . . ?
Ni1 N2 C21 C20 7.3(3) . . . . ?
Ni1 O1 C1 O2 -19.3(5) . . . . ?
Ni1 O1 C1 C2 158.85(19) . . . . ?
Ni1 O2 C1 O1 -71.1(4) 2_676 . . . ?
Ni1 O2 C1 C2 110.8(3) 2_676 . . . ?
N1 C20 C21 N2 1.9(4) . . . . ?
N1 C20 C21 C13 -177.1(2) . . . . ?
N2 C10 C11 C12 -1.3(5) . . . . ?
O1 C1 C2 C3 12.0(4) . . . . ?
O1 C1 C2 C7 -166.4(3) . . . . ?
O2 C1 C2 C3 -169.8(3) . . . . ?
O2 C1 C2 C7 11.9(4) . . . . ?
O5 C22 C23 C24 175.7(3) . . . . ?
O5 C22 C23 C28 -6.0(5) . . . . ?
O6 C22 C23 C24 -4.9(4) . . . . ?
O6 C22 C23 C28 173.4(3) . . . . ?
C1 C2 C3 C4 -178.3(3) . . . . ?
C1 C2 C7 C6 176.4(3) . . . . ?
C2 C3 C4 C5 0.8(4) . . . . ?
C2 C3 C4 C8 -179.5(3) . . . . ?
C3 C2 C7 C6 -1.9(4) . . . . ?
C3 C4 C5 C6 0.2(5) . . . . ?
C3 C4 C8 O3 2.4(4) . . . . ?
C3 C4 C8 O4 -177.1(3) . . . . ?
C4 C5 C6 C7 -2.0(5) . . . . ?
C4 C5 C6 C9 176.5(3) . . . . ?
C4 C5 C6 C9' 177.4(5) . . . . ?
C5 C4 C8 O3 -177.8(3) . . . . ?
C5 C4 C8 O4 2.7(4) . . . . ?
C5 C6 C7 C2 2.9(5) . . . . ?
C5 C6 C9 C9 -174.4(6) . . . 2_577 ?
C5 C6 C9' C9' -8.0(13) . . . 2_577 ?
C7 C2 C3 C4 0.1(4) . . . . ?
C7 C6 C9 C9 3.8(9) . . . 2_577 ?
C7 C6 C9' C9' 171.5(8) . . . 2_577 ?
C8 C4 C5 C6 -179.5(3) . . . . ?
C9 C6 C7 C2 -175.2(4) . . . . ?
C9' C6 C7 C2 -176.7(4) . . . . ?
C10 N2 C21 C13 1.2(4) . . . . ?
C10 N2 C21 C20 -177.8(3) . . . . ?
C10 C11 C12 C13 0.4(5) . . . . ?
C11 C12 C13 C14 -179.3(3) . . . . ?
C11 C12 C13 C21 1.2(5) . . . . ?
C12 C13 C14 C15 -178.3(3) . . . . ?
C12 C13 C21 N2 -2.0(4) . . . . ?
C12 C13 C21 C20 176.9(3) . . . . ?
C13 C14 C15 C16 1.3(5) . . . . ?
C14 C13 C21 N2 178.4(3) . . . . ?
C14 C13 C21 C20 -2.6(4) . . . . ?
C14 C15 C16 C17 177.2(3) . . . . ?
C14 C15 C16 C20 -2.3(5) . . . . ?
C15 C16 C17 C18 -178.8(3) . . . . ?
C15 C16 C20 N1 179.5(3) . . . . ?
C15 C16 C20 C21 0.8(4) . . . . ?
C16 C17 C18 C19 -1.5(4) . . . . ?
C16 C20 C21 N2 -179.4(2) . . . . ?
C16 C20 C21 C13 1.6(4) . . . . ?
C17 C16 C20 N1 -0.1(4) . . . . ?
C17 C16 C20 C21 -178.7(3) . . . . ?
C17 C18 C19 N1 1.6(4) . . . . ?
C19 N1 C20 C16 0.1(4) . . . . ?
C19 N1 C20 C21 178.8(2) . . . . ?
C20 N1 C19 C18 -0.9(4) . . . . ?
C20 C16 C17 C18 0.8(4) . . . . ?
C21 N2 C10 C11 0.5(5) . . . . ?
C21 C13 C14 C15 1.2(5) . . . . ?
C22 C23 C24 C25 178.7(3) . . . . ?
C22 C23 C28 C27 -177.7(3) . . . . ?
C23 C24 C25 C26 -0.7(4) . . . . ?
C23 C24 C25 C37 -178.7(3) . . . . ?
C24 C23 C28 C27 0.6(4) . . . . ?
C24 C25 C26 C27 0.1(4) . . . . ?
C24 C25 C37 O7 -7.3(4) . . . . ?
C24 C25 C37 O8 171.8(3) . . . . ?
C25 C26 C27 C28 0.9(4) . . . . ?
C25 C26 C27 C29 -176.9(3) . . . . ?
C26 C25 C37 O7 174.7(3) . . . . ?
C26 C25 C37 O8 -6.2(4) . . . . ?
C26 C27 C28 C23 -1.2(4) . . . . ?
C26 C27 C29 C30 2.1(5) . . . . ?
C27 C29 C30 C31 -178.0(3) . . . . ?
C28 C23 C24 C25 0.4(4) . . . . ?
C28 C27 C29 C30 -175.7(3) . . . . ?
C29 C27 C28 C23 176.6(3) . . . . ?
C29 C30 C31 C32 -2.5(5) . . . . ?
C29 C30 C31 C36 174.0(3) . . . . ?
C30 C31 C32 C33 176.9(2) . . . . ?
C30 C31 C36 C35 -177.0(2) . . . . ?
C31 C32 C33 C34 0.7(4) . . . . ?
C31 C32 C33 C38 -175.8(2) . . . . ?
C32 C31 C36 C35 -0.4(4) . . . . ?
C32 C33 C34 C35 -1.6(4) . . . . ?
C32 C33 C38 O9 13.8(4) . . . . ?
C32 C33 C38 O10 -166.7(2) . . . . ?
C33 C34 C35 C36 1.6(4) . . . . ?
C33 C34 C35 C39 -177.8(2) . . . . ?
C34 C33 C38 O9 -162.7(3) . . . . ?
C34 C33 C38 O10 16.8(4) . . . . ?
C34 C35 C36 C31 -0.6(4) . . . . ?
C34 C35 C39 O11 -0.8(4) . . . . ?
C34 C35 C39 O12 179.1(3) . . . . ?
C36 C31 C32 C33 0.3(4) . . . . ?
C36 C35 C39 O11 179.9(3) . . . . ?
C36 C35 C39 O12 -0.2(4) . . . . ?
C37 C25 C26 C27 178.1(3) . . . . ?
C38 C33 C34 C35 174.8(2) . . . . ?
C39 C35 C36 C31 178.8(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.144
_oxdiff_exptl_absorpt_empirical_full_min 0.796
####################################################################### 
# 
# 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_dxy_l26cni
_database_code_depnum_ccdc_archive 'CCDC 2205124'
loop_
_audit_author_name
_audit_author_address
'Xiu-Yan Dong'
;Lanzhou Jiaotong University
China
;
_audit_update_record             
;
2023-07-18 deposited with the CCDC.	2023-10-09 downloaded from the CCDC.
;
_vrf_PLAT029_dxy_l26cni          
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low . 
     0.957 Why?  
RESPONSE: We have used Cu radiation, long exposure time, and best 
crystal to obtain best data set. 
;
_audit_creation_date             2023-07-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6405)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H19 N4 Ni O8, 2(H2 O)'
_chemical_formula_sum            'C30 H23 N4 Ni O10'
_chemical_formula_weight         658.23
_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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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                   11.2470(8)
_cell_length_b                   11.3626(8)
_cell_length_c                   12.9121(7)
_cell_angle_alpha                86.947(5)
_cell_angle_beta                 84.530(5)
_cell_angle_gamma                60.884(7)
_cell_volume                     1434.97(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5553
_cell_measurement_temperature    294.65(10)
_cell_measurement_theta_max      69.8060
_cell_measurement_theta_min      5.4000
_shelx_estimated_absorpt_T_max   0.899
_shelx_estimated_absorpt_T_min   0.811
_exptl_absorpt_coefficient_mu    1.562
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.74757
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light green'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.523
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             678
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0688
_diffrn_reflns_av_unetI/netI     0.0531
_diffrn_reflns_Laue_measured_fraction_full 0.957
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8786
_diffrn_reflns_point_group_measured_fraction_full 0.957
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        66.590
_diffrn_reflns_theta_max         66.590
_diffrn_reflns_theta_min         4.454
_diffrn_ambient_temperature      294.65(10)
_diffrn_detector_area_resol_mean 16.0733
_diffrn_measured_fraction_theta_full 0.957
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -17.00   10.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000    0.0000 27

#__ type_ start__ end____ width___ exp.time_
  2 omega   32.00   69.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   57.0000    0.0000 37

#__ type_ start__ end____ width___ exp.time_
  3 omega  -84.00  -37.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       -8.5000  178.0000 -120.0000 47

#__ type_ start__ end____ width___ exp.time_
  4 omega  -41.00   17.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       -8.5000  -77.0000 -150.0000 58

#__ type_ start__ end____ width___ exp.time_
  5 omega  -63.00  -35.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       -8.5000  178.0000   90.0000 28

#__ type_ start__ end____ width___ exp.time_
  6 omega    2.00   50.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -57.0000 -180.0000 48

#__ type_ start__ end____ width___ exp.time_
  7 omega  -14.00   75.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -57.0000   30.0000 89

#__ type_ start__ end____ width___ exp.time_
  8 omega  -12.00   74.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000  -57.0000 -120.0000 86

#__ type_ start__ end____ width___ exp.time_
  9 omega   32.00  121.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   57.0000 -180.0000 89

#__ type_ start__ end____ width___ exp.time_
 10 omega   80.00  111.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  120.0000 31

#__ type_ start__ end____ width___ exp.time_
 11 omega   42.00   84.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000  150.0000 42

#__ type_ start__ end____ width___ exp.time_
 12 omega   69.00   95.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -50.0000  -90.0000 26

#__ type_ start__ end____ width___ exp.time_
 13 omega   42.00  115.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -63.0000   60.0000 73

#__ type_ start__ end____ width___ exp.time_
 14 omega   37.00  102.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -50.0000 -120.0000 65

#__ type_ start__ end____ width___ exp.time_
 15 omega  104.00  151.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  178.0000  -30.0000 47

#__ type_ start__ end____ width___ exp.time_
 16 omega   85.00  178.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   76.0000   17.3559 93

#__ type_ start__ end____ width___ exp.time_
 17 omega   63.00  147.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -91.0000  -30.0000 84

#__ type_ start__ end____ width___ exp.time_
 18 omega   69.00  147.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   25.0000   30.0000 78

#__ type_ start__ end____ width___ exp.time_
 19 omega   48.00   86.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000 -150.0000 38

#__ type_ start__ end____ width___ exp.time_
 20 omega  102.00  151.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   63.0000   60.0000 49

#__ type_ start__ end____ width___ exp.time_
 21 omega  100.00  172.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   63.0000  -60.0000 72

#__ type_ start__ end____ width___ exp.time_
 22 omega   41.00  109.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  -60.0000 68

#__ type_ start__ end____ width___ exp.time_
 23 omega   38.00  103.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -50.0000  -30.0000 65

#__ type_ start__ end____ width___ exp.time_
 24 omega  127.00  153.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000  -47.7427 26

#__ type_ start__ end____ width___ exp.time_
 25 omega   35.00   84.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -38.0000   60.0000 49

#__ type_ start__ end____ width___ exp.time_
 26 omega   87.00  177.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -12.0000  -60.0000 90

#__ type_ start__ end____ width___ exp.time_
 27 omega   63.00   94.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -25.0000   90.0000 31

#__ type_ start__ end____ width___ exp.time_
 28 omega  -69.00  -19.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -        0.0000  -57.0000  -60.0000 50
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0345248000
_diffrn_orient_matrix_UB_12      -0.0330478000
_diffrn_orient_matrix_UB_13      -0.1168080000
_diffrn_orient_matrix_UB_21      -0.0821109000
_diffrn_orient_matrix_UB_22      -0.0765489000
_diffrn_orient_matrix_UB_23      0.0090918000
_diffrn_orient_matrix_UB_31      -0.1296348000
_diffrn_orient_matrix_UB_32      0.1308987000
_diffrn_orient_matrix_UB_33      -0.0252961000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4485
_reflns_number_total             4853
_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         1.454
_refine_diff_density_min         -0.692
_refine_diff_density_rms         0.130
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     413
_refine_ls_number_reflns         4853
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0793
_refine_ls_R_factor_gt           0.0715
_refine_ls_restrained_S_all      1.076
_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)+(0.1518P)²+2.7960P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2275
_refine_ls_wR_factor_ref         0.2328
_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) groups, All O(H,H) groups
2.a Free rotating group:
 O10(H10A,H10B), O9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C6(H6), C7(H7), C8(H8), C10(H10), C12(H12), C14(H14),
 C19(H19), C20(H20), C21(H21), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27),
  C29(H29), C30(H30)
2.c Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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 0.92130(6) 0.07788(6) 0.26298(5) 0.0226(3) Uani 1 1 d . . . . .
O1 O 0.8743(3) 0.1115(3) 0.1061(2) 0.0319(6) Uani 1 1 d . . . . .
O2 O 0.7126(3) 0.1548(3) 0.2309(2) 0.0291(6) Uani 1 1 d . . . . .
O3 O 0.2377(3) 0.3482(4) 0.1392(3) 0.0430(8) Uani 1 1 d . . . . .
H3 H 0.159567 0.359672 0.143018 0.064 Uiso 1 1 calc R U . . .
O4 O 0.1702(4) 0.4745(7) -0.0012(4) 0.101(2) Uani 1 1 d . . . . .
O5 O 0.8742(3) 0.1442(3) -0.5808(2) 0.0311(6) Uani 1 1 d . . . . .
O6 O 0.8585(3) 0.2831(3) -0.7101(2) 0.0304(6) Uani 1 1 d . . . . .
O7 O 0.6620(4) 0.7655(3) -0.6456(3) 0.0428(8) Uani 1 1 d . . . . .
O8 O 0.4960(5) 0.8613(4) -0.5207(3) 0.0635(12) Uani 1 1 d . . . . .
N1 N 0.9559(3) -0.1146(3) 0.2795(3) 0.0276(7) Uani 1 1 d . . . . .
N2 N 0.9779(4) -0.3031(4) 0.3503(3) 0.0297(8) Uani 1 1 d . . . . .
N3 N 1.1187(3) 0.0329(4) 0.2428(3) 0.0298(7) Uani 1 1 d . . . . .
N4 N 1.3065(3) 0.0174(4) 0.1621(3) 0.0297(7) Uani 1 1 d . . . . .
C1 C 0.6426(4) 0.2394(4) 0.0616(3) 0.0245(8) Uani 1 1 d . . . . .
C2 C 0.5060(4) 0.2841(4) 0.0927(3) 0.0275(8) Uani 1 1 d . . . . .
H2 H 0.480589 0.264426 0.159234 0.033 Uiso 1 1 calc R U . . .
C3 C 0.4070(4) 0.3588(4) 0.0235(3) 0.0310(9) Uani 1 1 d . . . . .
C4 C 0.4461(5) 0.3868(5) -0.0765(3) 0.0342(9) Uani 1 1 d . . . . .
H4 H 0.379726 0.437472 -0.122065 0.041 Uiso 1 1 calc R U . . .
C5 C 0.5837(4) 0.3397(4) -0.1091(3) 0.0300(9) Uani 1 1 d . . . . .
C6 C 0.6816(4) 0.2650(4) -0.0387(3) 0.0278(8) Uani 1 1 d . . . . .
H6 H 0.773724 0.232120 -0.059344 0.033 Uiso 1 1 calc R U . . .
C7 C 0.6299(4) 0.3613(5) -0.2153(3) 0.0332(9) Uani 1 1 d . . . . .
H7 H 0.718159 0.299092 -0.239676 0.040 Uiso 1 1 calc R U . . .
C8 C 0.5585(5) 0.4605(5) -0.2797(3) 0.0308(9) Uani 1 1 d . . . . .
H8 H 0.470064 0.523943 -0.256895 0.037 Uiso 1 1 calc R U . . .
C9 C 0.6115(4) 0.4760(4) -0.3853(3) 0.0267(8) Uani 1 1 d . . . . .
C10 C 0.5715(4) 0.6055(4) -0.4263(3) 0.0286(8) Uani 1 1 d . . . . .
H10 H 0.508997 0.680875 -0.388060 0.034 Uiso 1 1 calc R U . . .
C11 C 0.6253(4) 0.6213(4) -0.5241(3) 0.0283(8) Uani 1 1 d . . . . .
C12 C 0.7145(4) 0.5109(4) -0.5842(3) 0.0263(8) Uani 1 1 d . . . . .
H12 H 0.750694 0.522531 -0.649250 0.032 Uiso 1 1 calc R U . . .
C13 C 0.7497(4) 0.3810(4) -0.5459(3) 0.0251(8) Uani 1 1 d . . . . .
C14 C 0.6999(4) 0.3651(4) -0.4466(3) 0.0270(8) Uani 1 1 d . . . . .
H14 H 0.726016 0.278736 -0.420526 0.032 Uiso 1 1 calc R U . . .
C15 C 0.7490(4) 0.1633(4) 0.1362(3) 0.0248(8) Uani 1 1 d . . . . .
C16 C 0.2616(5) 0.3989(5) 0.0515(4) 0.0409(11) Uani 1 1 d . . . . .
C17 C 0.5890(5) 0.7599(4) -0.5621(3) 0.0345(9) Uani 1 1 d . . . . .
C18 C 0.8337(4) 0.2633(4) -0.6152(3) 0.0246(8) Uani 1 1 d . . . . .
C19 C 0.9606(5) -0.1962(5) 0.2025(3) 0.0355(10) Uani 1 1 d . . . . .
H19 H 0.955236 -0.174328 0.132059 0.043 Uiso 1 1 calc R U . . .
C20 C 0.9740(5) -0.3124(5) 0.2448(3) 0.0364(10) Uani 1 1 d . . . . .
H20 H 0.979635 -0.384563 0.209799 0.044 Uiso 1 1 calc R U . . .
C21 C 0.9666(4) -0.1808(4) 0.3667(3) 0.0291(8) Uani 1 1 d . . . . .
H21 H 0.966528 -0.148759 0.431532 0.035 Uiso 1 1 calc R U . . .
C22 C 0.9899(4) -0.4034(4) 0.4266(3) 0.0296(9) Uani 1 1 d . . . . .
C23 C 1.0704(5) -0.5384(4) 0.4028(3) 0.0327(9) Uani 1 1 d . . . . .
H23 H 1.117526 -0.563754 0.337628 0.039 Uiso 1 1 calc R U . . .
C24 C 0.9192(5) -0.3639(4) 0.5238(3) 0.0330(9) Uani 1 1 d . . . . .
H24 H 0.865440 -0.272989 0.539449 0.040 Uiso 1 1 calc R U . . .
C25 C 1.1816(4) 0.0325(4) 0.1510(3) 0.0302(9) Uani 1 1 d . . . . .
H25 H 1.145069 0.041286 0.087582 0.036 Uiso 1 1 calc R U . . .
C26 C 1.2084(5) 0.0139(5) 0.3149(4) 0.0381(10) Uani 1 1 d . . . . .
H26 H 1.192064 0.007973 0.386487 0.046 Uiso 1 1 calc R U . . .
C27 C 1.3233(5) 0.0053(6) 0.2667(4) 0.0427(11) Uani 1 1 d . . . . .
H27 H 1.399523 -0.006557 0.298078 0.051 Uiso 1 1 calc R U . . .
C28 C 1.4048(4) 0.0096(5) 0.0800(3) 0.0317(9) Uani 1 1 d . . . . .
C29 C 1.3614(4) 0.0772(5) -0.0130(4) 0.0342(9) Uani 1 1 d . . . . .
H29 H 1.268649 0.127643 -0.021971 0.041 Uiso 1 1 calc R U . . .
C30 C 1.5434(4) -0.0694(5) 0.0926(3) 0.0341(9) Uani 1 1 d . . . . .
H30 H 1.572180 -0.116896 0.154402 0.041 Uiso 1 1 calc R U . . .
O10 O 0.5991(4) 0.0140(4) 0.3307(3) 0.0480(9) Uani 1 1 d G . . . .
H10A H 0.643129 0.050758 0.299963 0.072 Uiso 1 1 d G U . . .
H10B H 0.594379 0.023792 0.396055 0.072 Uiso 1 1 d G U . . .
O9 O 0.9865(4) 0.3977(5) 0.1633(3) 0.0578(11) Uani 1 1 d G . . . .
H9A H 0.957637 0.354151 0.203939 0.087 Uiso 1 1 d G U . . .
H9B H 0.938337 0.426921 0.111449 0.087 Uiso 1 1 d G 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
Ni1 O1 2.111(3) . ?
Ni1 O2 2.144(3) . ?
Ni1 O5 2.119(3) 1_556 ?
Ni1 O6 2.120(3) 1_556 ?
Ni1 N1 2.030(3) . ?
Ni1 N3 2.015(3) . ?
Ni1 C15 2.446(4) . ?
Ni1 C18 2.434(4) 1_556 ?
O1 C15 1.264(5) . ?
O2 C15 1.266(5) . ?
O3 H3 0.8200 . ?
O3 C16 1.307(6) . ?
O4 C16 1.213(6) . ?
O5 C18 1.269(5) . ?
O6 C18 1.263(5) . ?
O7 C17 1.310(5) . ?
O8 C17 1.221(6) . ?
N1 C19 1.375(6) . ?
N1 C21 1.302(5) . ?
N2 C20 1.378(6) . ?
N2 C21 1.359(5) . ?
N2 C22 1.430(5) . ?
N3 C25 1.320(5) . ?
N3 C26 1.371(6) . ?
N4 C25 1.351(5) . ?
N4 C27 1.372(6) . ?
N4 C28 1.429(5) . ?
C1 C2 1.387(6) . ?
C1 C6 1.390(5) . ?
C1 C15 1.494(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.396(6) . ?
C3 C4 1.395(6) . ?
C3 C16 1.480(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.397(6) . ?
C5 C6 1.399(6) . ?
C5 C7 1.471(5) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C7 C8 1.324(6) . ?
C8 H8 0.9300 . ?
C8 C9 1.472(5) . ?
C9 C10 1.403(6) . ?
C9 C14 1.393(6) . ?
C10 H10 0.9300 . ?
C10 C11 1.388(6) . ?
C11 C12 1.383(6) . ?
C11 C17 1.489(6) . ?
C12 H12 0.9300 . ?
C12 C13 1.404(6) . ?
C13 C14 1.388(5) . ?
C13 C18 1.489(6) . ?
C14 H14 0.9300 . ?
C19 H19 0.9300 . ?
C19 C20 1.345(6) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C23 1.383(6) . ?
C22 C24 1.389(7) . ?
C23 H23 0.9300 . ?
C23 C24 1.388(6) 2_746 ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 H26 0.9300 . ?
C26 C27 1.340(7) . ?
C27 H27 0.9300 . ?
C28 C29 1.385(7) . ?
C28 C30 1.391(6) . ?
C29 H29 0.9300 . ?
C29 C30 1.385(6) 2_855 ?
C30 H30 0.9300 . ?
O10 H10A 0.8501 . ?
O10 H10B 0.8500 . ?
O9 H9A 0.8497 . ?
O9 H9B 0.8496 . ?

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 O2 61.99(11) . . ?
O1 Ni1 O5 149.45(12) . 1_556 ?
O1 Ni1 O6 93.81(12) . 1_556 ?
O1 Ni1 C15 31.10(12) . . ?
O1 Ni1 C18 121.33(13) . 1_556 ?
O2 Ni1 C15 31.13(12) . . ?
O2 Ni1 C18 85.70(12) . 1_556 ?
O5 Ni1 O2 94.71(11) 1_556 . ?
O5 Ni1 O6 62.34(11) 1_556 1_556 ?
O5 Ni1 C15 122.13(13) 1_556 . ?
O5 Ni1 C18 31.41(13) 1_556 1_556 ?
O6 Ni1 O2 83.65(12) 1_556 . ?
O6 Ni1 C15 85.68(12) 1_556 . ?
O6 Ni1 C18 31.26(12) 1_556 1_556 ?
N1 Ni1 O1 99.20(13) . . ?
N1 Ni1 O2 93.36(12) . . ?
N1 Ni1 O5 101.80(13) . 1_556 ?
N1 Ni1 O6 163.39(13) . 1_556 ?
N1 Ni1 C15 100.20(13) . . ?
N1 Ni1 C18 132.38(14) . 1_556 ?
N3 Ni1 O1 98.97(13) . . ?
N3 Ni1 O2 159.79(13) . . ?
N3 Ni1 O5 100.35(13) . 1_556 ?
N3 Ni1 O6 91.44(13) . 1_556 ?
N3 Ni1 N1 96.63(14) . . ?
N3 Ni1 C15 129.13(14) . . ?
N3 Ni1 C18 100.21(13) . 1_556 ?
C18 Ni1 C15 102.73(13) 1_556 . ?
C15 O1 Ni1 89.3(2) . . ?
C15 O2 Ni1 87.7(2) . . ?
C16 O3 H3 109.5 . . ?
C18 O5 Ni1 88.1(2) . 1_554 ?
C18 O6 Ni1 88.2(2) . 1_554 ?
C19 N1 Ni1 126.8(3) . . ?
C21 N1 Ni1 126.4(3) . . ?
C21 N1 C19 106.6(3) . . ?
C20 N2 C22 125.9(4) . . ?
C21 N2 C20 106.7(3) . . ?
C21 N2 C22 127.4(4) . . ?
C25 N3 Ni1 123.4(3) . . ?
C25 N3 C26 106.2(3) . . ?
C26 N3 Ni1 130.0(3) . . ?
C25 N4 C27 107.0(4) . . ?
C25 N4 C28 126.3(4) . . ?
C27 N4 C28 126.6(4) . . ?
C2 C1 C6 120.5(4) . . ?
C2 C1 C15 120.0(3) . . ?
C6 C1 C15 119.6(4) . . ?
C1 C2 H2 120.2 . . ?
C1 C2 C3 119.6(4) . . ?
C3 C2 H2 120.2 . . ?
C2 C3 C16 120.8(4) . . ?
C4 C3 C2 119.8(4) . . ?
C4 C3 C16 119.2(4) . . ?
C3 C4 H4 119.5 . . ?
C3 C4 C5 120.9(4) . . ?
C5 C4 H4 119.5 . . ?
C4 C5 C6 118.5(4) . . ?
C4 C5 C7 122.7(4) . . ?
C6 C5 C7 118.7(4) . . ?
C1 C6 C5 120.7(4) . . ?
C1 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C5 C7 H7 116.7 . . ?
C8 C7 C5 126.5(4) . . ?
C8 C7 H7 116.7 . . ?
C7 C8 H8 118.2 . . ?
C7 C8 C9 123.6(4) . . ?
C9 C8 H8 118.2 . . ?
C10 C9 C8 119.6(4) . . ?
C14 C9 C8 121.8(4) . . ?
C14 C9 C10 118.6(4) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 C9 120.1(4) . . ?
C11 C10 H10 120.0 . . ?
C10 C11 C17 118.7(4) . . ?
C12 C11 C10 121.0(4) . . ?
C12 C11 C17 120.3(4) . . ?
C11 C12 H12 120.4 . . ?
C11 C12 C13 119.3(4) . . ?
C13 C12 H12 120.4 . . ?
C12 C13 C18 119.0(3) . . ?
C14 C13 C12 119.6(4) . . ?
C14 C13 C18 121.3(4) . . ?
C9 C14 H14 119.4 . . ?
C13 C14 C9 121.2(4) . . ?
C13 C14 H14 119.4 . . ?
O1 C15 Ni1 59.6(2) . . ?
O1 C15 O2 120.1(3) . . ?
O1 C15 C1 120.4(3) . . ?
O2 C15 Ni1 61.15(19) . . ?
O2 C15 C1 119.4(3) . . ?
C1 C15 Ni1 169.6(3) . . ?
O3 C16 C3 114.9(4) . . ?
O4 C16 O3 121.7(4) . . ?
O4 C16 C3 123.3(4) . . ?
O7 C17 C11 114.9(4) . . ?
O8 C17 O7 122.0(4) . . ?
O8 C17 C11 123.1(4) . . ?
O5 C18 Ni1 60.5(2) . 1_554 ?
O5 C18 C13 120.4(3) . . ?
O6 C18 Ni1 60.5(2) . 1_554 ?
O6 C18 O5 120.1(4) . . ?
O6 C18 C13 119.4(3) . . ?
C13 C18 Ni1 167.1(3) . 1_554 ?
N1 C19 H19 125.2 . . ?
C20 C19 N1 109.5(4) . . ?
C20 C19 H19 125.2 . . ?
N2 C20 H20 126.8 . . ?
C19 C20 N2 106.3(4) . . ?
C19 C20 H20 126.8 . . ?
N1 C21 N2 110.9(4) . . ?
N1 C21 H21 124.6 . . ?
N2 C21 H21 124.6 . . ?
C23 C22 N2 119.8(4) . . ?
C23 C22 C24 120.7(4) . . ?
C24 C22 N2 119.4(4) . . ?
C22 C23 H23 120.0 . . ?
C22 C23 C24 120.0(4) . 2_746 ?
C24 C23 H23 120.0 2_746 . ?
C22 C24 H24 120.4 . . ?
C23 C24 C22 119.3(4) 2_746 . ?
C23 C24 H24 120.4 2_746 . ?
N3 C25 N4 110.5(4) . . ?
N3 C25 H25 124.8 . . ?
N4 C25 H25 124.8 . . ?
N3 C26 H26 125.2 . . ?
C27 C26 N3 109.7(4) . . ?
C27 C26 H26 125.2 . . ?
N4 C27 H27 126.7 . . ?
C26 C27 N4 106.6(4) . . ?
C26 C27 H27 126.7 . . ?
C29 C28 N4 119.8(4) . . ?
C29 C28 C30 120.3(4) . . ?
C30 C28 N4 119.8(4) . . ?
C28 C29 H29 120.1 . . ?
C30 C29 C28 119.9(4) 2_855 . ?
C30 C29 H29 120.1 2_855 . ?
C28 C30 H30 120.1 . . ?
C29 C30 C28 119.8(4) 2_855 . ?
C29 C30 H30 120.1 2_855 . ?
H10A O10 H10B 109.5 . . ?
H9A O9 H9B 109.5 . . ?

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 C15 O2 -9.7(4) . . . . ?
Ni1 O1 C15 C1 167.9(3) . . . . ?
Ni1 O2 C15 O1 9.6(4) . . . . ?
Ni1 O2 C15 C1 -168.1(3) . . . . ?
Ni1 O5 C18 O6 -11.2(4) 1_554 . . . ?
Ni1 O5 C18 C13 165.1(3) 1_554 . . . ?
Ni1 O6 C18 O5 11.2(4) 1_554 . . . ?
Ni1 O6 C18 C13 -165.2(3) 1_554 . . . ?
Ni1 N1 C19 C20 -174.7(3) . . . . ?
Ni1 N1 C21 N2 174.7(3) . . . . ?
Ni1 N3 C25 N4 171.4(3) . . . . ?
Ni1 N3 C26 C27 -170.9(4) . . . . ?
N1 C19 C20 N2 0.0(5) . . . . ?
N2 C22 C23 C24 -179.1(4) . . . 2_746 ?
N2 C22 C24 C23 179.1(4) . . . 2_746 ?
N3 C26 C27 N4 -0.7(6) . . . . ?
N4 C28 C29 C30 -179.9(4) . . . 2_855 ?
N4 C28 C30 C29 179.9(4) . . . 2_855 ?
C1 C2 C3 C4 0.6(6) . . . . ?
C1 C2 C3 C16 175.3(4) . . . . ?
C2 C1 C6 C5 2.0(6) . . . . ?
C2 C1 C15 Ni1 -99.1(15) . . . . ?
C2 C1 C15 O1 173.5(4) . . . . ?
C2 C1 C15 O2 -8.9(5) . . . . ?
C2 C3 C4 C5 0.8(7) . . . . ?
C2 C3 C16 O3 -6.4(7) . . . . ?
C2 C3 C16 O4 172.6(6) . . . . ?
C3 C4 C5 C6 -0.7(7) . . . . ?
C3 C4 C5 C7 177.0(4) . . . . ?
C4 C3 C16 O3 168.3(4) . . . . ?
C4 C3 C16 O4 -12.7(9) . . . . ?
C4 C5 C6 C1 -0.6(6) . . . . ?
C4 C5 C7 C8 25.9(7) . . . . ?
C5 C7 C8 C9 -180.0(4) . . . . ?
C6 C1 C2 C3 -2.0(6) . . . . ?
C6 C1 C15 Ni1 80.9(16) . . . . ?
C6 C1 C15 O1 -6.6(6) . . . . ?
C6 C1 C15 O2 171.1(4) . . . . ?
C6 C5 C7 C8 -156.3(5) . . . . ?
C7 C5 C6 C1 -178.5(4) . . . . ?
C7 C8 C9 C10 -145.7(4) . . . . ?
C7 C8 C9 C14 34.9(6) . . . . ?
C8 C9 C10 C11 177.3(4) . . . . ?
C8 C9 C14 C13 -179.7(4) . . . . ?
C9 C10 C11 C12 2.5(6) . . . . ?
C9 C10 C11 C17 -175.4(4) . . . . ?
C10 C9 C14 C13 0.9(6) . . . . ?
C10 C11 C12 C13 0.7(6) . . . . ?
C10 C11 C17 O7 168.2(4) . . . . ?
C10 C11 C17 O8 -13.6(7) . . . . ?
C11 C12 C13 C14 -3.1(6) . . . . ?
C11 C12 C13 C18 173.6(3) . . . . ?
C12 C11 C17 O7 -9.7(6) . . . . ?
C12 C11 C17 O8 168.4(5) . . . . ?
C12 C13 C14 C9 2.3(6) . . . . ?
C12 C13 C18 Ni1 -94.1(13) . . . 1_554 ?
C12 C13 C18 O5 175.6(3) . . . . ?
C12 C13 C18 O6 -8.0(5) . . . . ?
C14 C9 C10 C11 -3.3(6) . . . . ?
C14 C13 C18 Ni1 82.5(13) . . . 1_554 ?
C14 C13 C18 O5 -7.8(5) . . . . ?
C14 C13 C18 O6 168.6(3) . . . . ?
C15 C1 C2 C3 178.0(4) . . . . ?
C15 C1 C6 C5 -178.0(4) . . . . ?
C16 C3 C4 C5 -174.0(4) . . . . ?
C17 C11 C12 C13 178.6(4) . . . . ?
C18 C13 C14 C9 -174.3(3) . . . . ?
C19 N1 C21 N2 -0.1(5) . . . . ?
C20 N2 C21 N1 0.1(5) . . . . ?
C20 N2 C22 C23 36.3(6) . . . . ?
C20 N2 C22 C24 -143.1(5) . . . . ?
C21 N1 C19 C20 0.1(5) . . . . ?
C21 N2 C20 C19 -0.1(5) . . . . ?
C21 N2 C22 C23 -144.5(4) . . . . ?
C21 N2 C22 C24 36.1(6) . . . . ?
C22 N2 C20 C19 179.3(4) . . . . ?
C22 N2 C21 N1 -179.2(4) . . . . ?
C23 C22 C24 C23 -0.2(7) . . . 2_746 ?
C24 C22 C23 C24 0.2(7) . . . 2_746 ?
C25 N3 C26 C27 1.4(6) . . . . ?
C25 N4 C27 C26 -0.2(6) . . . . ?
C25 N4 C28 C29 30.6(6) . . . . ?
C25 N4 C28 C30 -147.3(4) . . . . ?
C26 N3 C25 N4 -1.6(5) . . . . ?
C27 N4 C25 N3 1.1(5) . . . . ?
C27 N4 C28 C29 -152.4(5) . . . . ?
C27 N4 C28 C30 29.6(7) . . . . ?
C28 N4 C25 N3 178.6(4) . . . . ?
C28 N4 C27 C26 -177.7(4) . . . . ?
C29 C28 C30 C29 2.0(7) . . . 2_855 ?
C30 C28 C29 C30 -2.0(7) . . . 2_855 ?

_olex2_date_sample_data_collection 2019-09-19
_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_a_sq
_database_code_depnum_ccdc_archive 'CCDC 2205126'
loop_
_audit_author_name
_audit_author_address
'Xiu-Yan Dong'
;Lanzhou Jiaotong University
China
;
_audit_update_record             
;
2023-07-18 deposited with the CCDC.	2023-10-09 downloaded from the CCDC.
;

_vrf_PLAT058_a_sq                
;
PROBLEM:  Maximum Transmission Factor Missing ............          ?       
RESPONSE: No multi-scan absorption correction
;

_vrf_PLAT059_a_sq                
;
PROBLEM:  Minimum Transmission Factor Missing ............          ?       
RESPONSE: No multi-scan absorption correction
;

_vrf_PLAT881_a_sq                
;
PROBLEM:  No Datum for _diffrn_reflns_av_R_equivalents ...     Please Do ! 
RESPONSE: Only hemisphere of reflections collected for triclinic crystal
;

_vrf_PLAT420_a_sq                
;
PROBLEM:  Bond Without Acceptor  O1W      --H1W2     .     Please Check 
RESPONSE: Likely hydrogen bonding to not-found acetate
;

_vrf_FORMU01_a_sq                
;
PROBLEM:  There is a discrepancy between the atom counts in the
          _chemical_formula_sum and _chemical_formula_moiety.  
RESPONSE: Two acetate (electron count 2 x 32; estimated volume from 8 non-H 
atoms is 2 x 80 A^3^).  Squeeze calculates a volume of 214 A^3 and an electron
count of 89.  The azine unit is disordered across a center-of-inversion in two 
positions.  The double-bonded N atoms are protonated in the (C10H10N4)^2+.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '[Ni2 (H2O)2 (C10H10N4) (C18H8O8)], 2C2H3O2'
_chemical_formula_sum            'C32 H28 N4 Ni2 O14'
_chemical_formula_weight         810.00

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0137 0.0067 '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 0.0241 0.0134 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0389 0.0241 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -1.3357 3.2904 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   8.0206(3)
_cell_length_b                   9.7574(3)
_cell_length_c                   13.0392(4)
_cell_angle_alpha                110.763(1)
_cell_angle_beta                 90.633(2)
_cell_angle_gamma                112.746(2)
_cell_volume                     866.89(5)
_cell_formula_units_Z            1
_cell_measurement_temperature    190(2)
_cell_measurement_reflns_used    9051
_cell_measurement_theta_min      4.50
_cell_measurement_theta_max      53.97

_exptl_crystal_description       prism
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.552
_exptl_crystal_F_000             416
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    6.352
_shelx_estimated_absorpt_T_min   0.430
_shelx_estimated_absorpt_T_max   0.470
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      190(2)
_diffrn_radiation_wavelength     1.34139
_diffrn_radiation_type           GaK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3101
_diffrn_reflns_av_unetI/netI     0.0465
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       ?
_diffrn_reflns_limit_h_max       ?
_diffrn_reflns_limit_k_min       ?
_diffrn_reflns_limit_k_max       ?
_diffrn_reflns_limit_l_min       ?
_diffrn_reflns_limit_l_max       ?
_diffrn_reflns_theta_min         4.497
_diffrn_reflns_theta_max         53.974
_diffrn_reflns_theta_full        53.594
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.978
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.978
_reflns_number_total             3101
_reflns_number_gt                2752
_reflns_threshold_expression     'I > 2σ(I)'

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0830P)²+12.1888P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3101
_refine_ls_number_parameters     196
_refine_ls_number_restraints     44
_refine_ls_R_factor_all          0.0998
_refine_ls_R_factor_gt           0.0895
_refine_ls_wR_factor_ref         0.2412
_refine_ls_wR_factor_gt          0.2360
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_restrained_S_all      1.099
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.001

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 0.50849(14) 0.71265(12) 0.46280(8) 0.0182(3) Uani 1 1 d . . . . .
O1 O 0.3052(7) 0.4907(6) 0.3872(4) 0.0249(12) Uani 1 1 d . . . . .
O2 O 0.3139(7) 0.3809(6) 0.5097(4) 0.0215(11) Uani 1 1 d . . . . .
O3 O -0.2903(7) -0.0727(6) 0.4648(4) 0.0217(11) Uani 1 1 d . . . . .
O4 O -0.3870(7) -0.2817(6) 0.3075(4) 0.0228(12) Uani 1 1 d . . . . .
O1W O 0.3168(9) 0.7877(7) 0.4279(5) 0.0394(15) Uani 1 1 d . . . . .
H1W1 H 0.313602 0.860752 0.485391 0.059 Uiso 1 1 d R U . . .
H1W2 H 0.213004 0.709501 0.405720 0.059 Uiso 1 1 d R U . . .
C1 C 0.2518(10) 0.3725(8) 0.4174(5) 0.0154(14) Uani 1 1 d . . . . .
C2 C 0.0917(11) 0.1717(9) 0.2235(6) 0.0219(16) Uani 1 1 d . . . . .
H2A H 0.173773 0.243372 0.194515 0.026 Uiso 1 1 calc R U . . .
C3 C -0.1525(10) -0.0314(8) 0.3119(6) 0.0184(15) Uani 1 1 d . . . . .
C4 C 0.1038(10) 0.2152(8) 0.3362(6) 0.0189(15) Uani 1 1 d . . . . .
C5 C -0.0431(11) 0.0200(9) 0.1498(6) 0.0247(17) Uani 1 1 d . . . . .
C6 C -0.0161(10) 0.1132(9) 0.3820(6) 0.0188(15) Uani 1 1 d . . . . .
H6 H -0.003316 0.143492 0.460398 0.023 Uiso 1 1 calc R U . . .
C7 C -0.1650(11) -0.0789(9) 0.1967(6) 0.0216(16) Uani 1 1 d . . . . .
H7 H -0.258001 -0.180150 0.149252 0.026 Uiso 1 1 calc R U . . .
C8 C -0.2842(10) -0.1371(9) 0.3627(6) 0.0182(15) Uani 1 1 d . . . . .
C9 C -0.0578(11) -0.0375(9) 0.0285(6) 0.0243(17) Uani 1 1 d . U . . .
H9 H -0.158080 -0.137024 -0.014098 0.029 Uiso 1 1 calc R U . . .
N1 N 0.494(3) 0.806(3) 0.6300(17) 0.0262(15) Uani 0.5 1 d G . P A -1
C10 C 0.351(3) 0.732(2) 0.6781(17) 0.028(4) Uani 0.5 1 d G U P A -1
H10 H 0.252817 0.631868 0.633516 0.033 Uiso 0.5 1 calc R U P A -1
C11 C 0.352(2) 0.803(3) 0.7914(18) 0.035(4) Uani 0.5 1 d DG U P A -1
H11 H 0.254654 0.751663 0.824231 0.042 Uiso 0.5 1 calc R U P A -1
C12 C 0.496(3) 0.949(3) 0.8566(16) 0.043(3) Uani 0.5 1 d DG U P A -1
C13 C 0.639(3) 1.023(2) 0.809(2) 0.032(4) Uani 0.5 1 d DG U P A -1
H13 H 0.737902 1.122850 0.853144 0.039 Uiso 0.5 1 calc R U P A -1
C14 C 0.638(3) 0.952(3) 0.695(2) 0.026(4) Uani 0.5 1 d G U P A -1
H14 H 0.736068 1.003056 0.662427 0.031 Uiso 0.5 1 calc R U P A -1
N2 N 0.505(4) 1.022(4) 0.9737(18) 0.058(4) Uani 0.5 1 d D . P A -1
H2 H 0.546142 1.127512 1.004982 0.070 Uiso 0.5 1 calc R U P A -1
N1' N 0.504(3) 1.194(3) 1.3691(16) 0.0262(15) Uani 0.5 1 d G . P A -1
C10' C 0.607(3) 1.279(2) 1.3091(18) 0.028(4) Uani 0.5 1 d G . P A -1
H10' H 0.686429 1.390376 1.345926 0.033 Uiso 0.5 1 calc R U P A -1
C11' C 0.594(3) 1.202(3) 1.1951(18) 0.035(4) Uani 0.5 1 d DG . P A -1
H11' H 0.664885 1.259731 1.154007 0.042 Uiso 0.5 1 calc R U P A -1
C12' C 0.478(3) 1.039(3) 1.1411(16) 0.043(3) Uani 0.5 1 d DG . P A -1
C13' C 0.375(3) 0.954(2) 1.201(2) 0.032(4) Uani 0.5 1 d DG . P A -1
H13' H 0.295724 0.842643 1.164338 0.039 Uiso 0.5 1 calc R U P A -1
C14' C 0.388(3) 1.031(3) 1.315(2) 0.026(4) Uani 0.5 1 d G . P A -1
H14' H 0.317264 0.973287 1.356257 0.031 Uiso 0.5 1 calc R U P A -1
N2' N 0.465(4) 0.956(4) 1.0246(19) 0.058(4) Uani 0.5 1 d D . P A -1
H2' H 0.422780 0.849896 0.995402 0.070 Uiso 0.5 1 calc R U P A -1


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 2.010(5) . ?
Ni1 O1W 2.049(6) . ?
Ni1 O2 2.053(5) 2_666 ?
Ni1 N1 2.07(2) . ?
Ni1 O3 2.083(5) 1_665 ?
Ni1 O4 2.211(5) 1_665 ?
Ni1 C8 2.477(7) 1_665 ?
O1 C1 1.270(8) . ?
O2 C1 1.261(8) . ?
O3 C8 1.265(9) . ?
O4 C8 1.247(9) . ?
C1 C4 1.516(10) . ?
C2 C4 1.367(10) . ?
C2 C5 1.420(11) . ?
C3 C6 1.376(10) . ?
C3 C7 1.395(10) . ?
C3 C8 1.510(9) . ?
C4 C6 1.402(10) . ?
C5 C7 1.401(10) . ?
C5 C9 1.465(10) . ?
C9 C9 1.350(14) 2 ?
N1 C10 1.3900 . ?
N1 C14 1.3900 . ?
C10 C11 1.3900 . ?
C11 C12 1.3900 . ?
C12 C13 1.3900 . ?
C12 N2 1.426(10) . ?
C13 C14 1.3900 . ?
N2 N2' 1.052(15) . ?
N1' C10' 1.3900 . ?
N1' C14' 1.3900(10) . ?
C10' C11' 1.3900 . ?
C11' C12' 1.3900 . ?
C12' C13' 1.3900 . ?
C12' N2' 1.426(10) . ?
C13' C14' 1.3900 . ?

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 O1W 84.1(2) . . ?
O1 Ni1 O2 91.5(2) . 2_666 ?
O1W Ni1 O2 175.5(2) . 2_666 ?
O1 Ni1 N1 110.1(7) . . ?
O1W Ni1 N1 89.4(7) . . ?
O2 Ni1 N1 92.7(7) 2_666 . ?
O1 Ni1 O3 153.6(2) . 1_665 ?
O1W Ni1 O3 87.7(2) . 1_665 ?
O2 Ni1 O3 96.1(2) 2_666 1_665 ?
N1 Ni1 O3 94.8(7) . 1_665 ?
O1 Ni1 O4 94.1(2) . 1_665 ?
O1W Ni1 O4 90.4(2) . 1_665 ?
O2 Ni1 O4 89.4(2) 2_666 1_665 ?
N1 Ni1 O4 155.6(7) . 1_665 ?
O3 Ni1 O4 60.86(19) 1_665 1_665 ?
O1 Ni1 C8 123.9(2) . 1_665 ?
O1W Ni1 C8 89.2(3) . 1_665 ?
O2 Ni1 C8 92.8(2) 2_666 1_665 ?
N1 Ni1 C8 125.5(7) . 1_665 ?
O3 Ni1 C8 30.7(2) 1_665 1_665 ?
O4 Ni1 C8 30.2(2) 1_665 1_665 ?
C1 O1 Ni1 129.5(5) . . ?
C1 O2 Ni1 126.9(5) . 2_666 ?
C8 O3 Ni1 92.1(4) . 1_445 ?
C8 O4 Ni1 86.8(4) . 1_445 ?
O2 C1 O1 123.6(7) . . ?
O2 C1 C4 119.9(6) . . ?
O1 C1 C4 116.5(6) . . ?
C4 C2 C5 120.2(6) . . ?
C6 C3 C7 120.2(6) . . ?
C6 C3 C8 118.3(6) . . ?
C7 C3 C8 121.4(6) . . ?
C2 C4 C6 121.5(7) . . ?
C2 C4 C1 121.7(6) . . ?
C6 C4 C1 116.7(6) . . ?
C7 C5 C2 117.7(7) . . ?
C7 C5 C9 119.3(7) . . ?
C2 C5 C9 123.1(7) . . ?
C3 C6 C4 119.1(6) . . ?
C3 C7 C5 121.3(7) . . ?
O4 C8 O3 120.2(6) . . ?
O4 C8 C3 122.4(6) . . ?
O3 C8 C3 117.4(6) . . ?
O4 C8 Ni1 63.0(4) . 1_445 ?
O3 C8 Ni1 57.2(3) . 1_445 ?
C3 C8 Ni1 174.5(5) . 1_445 ?
C9 C9 C5 126.2(9) 2 . ?
C10 N1 C14 120.0 . . ?
C10 N1 Ni1 123.7(13) . . ?
C14 N1 Ni1 116.3(13) . . ?
C11 C10 N1 120.0 . . ?
C10 C11 C12 120.0 . . ?
C13 C12 C11 120.0 . . ?
C13 C12 N2 118.6(4) . . ?
C11 C12 N2 121.4(4) . . ?
C12 C13 C14 120.0 . . ?
C13 C14 N1 120.0 . . ?
N2' N2 C12 123.2(15) . . ?
C10' N1' C14' 120.0 . . ?
C11' C10' N1' 120.00(8) . . ?
C10' C11' C12' 120.00(5) . . ?
C11' C12' C13' 120.0 . . ?
C11' C12' N2' 121.2(4) . . ?
C13' C12' N2' 118.8(4) . . ?
C14' C13' C12' 120.00(7) . . ?
C13' C14' N1' 120.00(6) . . ?
N2 N2' C12' 119.5(14) . . ?

_refine_diff_density_max         1.061
_refine_diff_density_min         -1.043
_refine_diff_density_rms         0.162



####################################################################### 
# 
# 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_exp_11065
_database_code_depnum_ccdc_archive 'CCDC 2205125'
loop_
_audit_author_name
_audit_author_address
'Xiu-Yan Dong'
;Lanzhou Jiaotong University
China
;
_audit_update_record             
;
2023-07-18 deposited with the CCDC.	2023-10-09 downloaded from the CCDC.
;
_audit_creation_date             2023-07-15
_audit_creation_method           
;
Olex2 1.5
(compiled 2021.08.20 svn.r13c46975 for OlexSys, GUI svn.r6405)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C23 H18 N4 Ni O4, H2 O'
_chemical_formula_sum            'C23 H20 N4 Ni O5'
_chemical_formula_weight         491.14
_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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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                   8.1814(6)
_cell_length_b                   10.0230(7)
_cell_length_c                   14.0209(8)
_cell_angle_alpha                70.905(6)
_cell_angle_beta                 73.353(6)
_cell_angle_gamma                80.145(6)
_cell_volume                     1037.13(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3079
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      71.1570
_cell_measurement_theta_min      4.6650
_shelx_estimated_absorpt_T_max   0.888
_shelx_estimated_absorpt_T_min   0.873
_exptl_absorpt_coefficient_mu    1.746
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.90728
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.573
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             508
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0334
_diffrn_reflns_av_unetI/netI     0.0512
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            6388
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        67.228
_diffrn_reflns_theta_max         67.228
_diffrn_reflns_theta_min         3.443
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1281
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω      4.00  40.00   1.00    1.00    --    0.00 -99.00 -30.00   36
  2  ω      7.00  42.00   1.00    1.00    --    0.00 -99.00-120.00   35
  3  ω    -25.00   5.00   1.00    1.00    --    0.00  77.00  30.00   30
  4  ω     35.00  70.00   1.00    1.00    --    0.00  77.00  30.00   35
  5  ω     34.00 123.00   1.00    1.00    --   54.63  57.00  30.00   89
  6  ω     26.00 111.00   1.00    1.00    --   54.63-125.00 -30.00   85
  7  ω     20.00  73.00   1.00    1.00    --   54.63 -57.00  30.00   53
  8  ω     -6.00  82.00   1.00    1.00    --   54.63   0.00-150.00   88
  9  ω     48.00  74.00   1.00    1.00    --   54.63  57.00 150.00   26
 10  ω    -14.00  36.00   1.00    1.00    --   54.63 -57.00-120.00   50
 11  ω     41.00  67.00   1.00    1.00    --   54.63  57.00   0.00   26
 12  ω     -3.00  55.00   1.00    1.00    --   54.63 -57.00 150.00   58
 13  ω    150.00 176.00   1.00    1.00    --  109.26  77.00-120.00   26
 14  ω     62.00  96.00   1.00    1.00    --  109.26 178.00 150.00   34
 15  ω     43.00  68.00   1.00    1.00    --  109.26-111.00  90.00   25
 16  ω     88.00 120.00   1.00    1.00    --  109.26  77.00-120.00   32
 17  ω     41.00 115.00   1.00    1.00    --  109.26 -77.00 -90.00   74
 18  ω     48.00 129.00   1.00    1.00    --  109.26 -50.00  90.00   81
 19  ω     37.00 111.00   1.00    1.00    --  109.26-111.00  60.00   74
 20  ω     38.00 111.00   1.00    1.00    --  109.26-111.00 -90.00   73
 21  ω     92.00 118.00   1.00    1.00    --  109.26  50.00-120.00   26
 22  ω    134.00 167.00   1.00    1.00    --  109.26  50.00-120.00   33
 23  ω    101.00 142.00   1.00    1.00    --  109.26 111.00  60.00   41
 24  ω     54.00 134.00   1.00    1.00    --  109.26 -37.00-120.00   80
 25  ω     38.00 173.00   1.00    1.00    --  109.26  12.00-150.00  135
 26  ω     38.00 135.00   1.00    1.00    --  109.26 -91.00  90.00   97
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1043773000
_diffrn_orient_matrix_UB_12      -0.1057126000
_diffrn_orient_matrix_UB_13      0.0956060000
_diffrn_orient_matrix_UB_21      0.1010237000
_diffrn_orient_matrix_UB_22      -0.1240442000
_diffrn_orient_matrix_UB_23      -0.0395587000
_diffrn_orient_matrix_UB_31      0.1334591000
_diffrn_orient_matrix_UB_32      -0.0094162000
_diffrn_orient_matrix_UB_33      0.0608035000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3111
_reflns_number_total             3685
_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max         1.089
_refine_diff_density_min         -0.843
_refine_diff_density_rms         0.086
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     298
_refine_ls_number_reflns         3685
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0563
_refine_ls_R_factor_gt           0.0474
_refine_ls_restrained_S_all      1.189
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0818P)²+0.2866P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1310
_refine_ls_wR_factor_ref         0.1404
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All O(H,H) groups
2. Restrained distances
 H5B-O4_$1
 2.35 with sigma of 0.005
3.a Riding coordinates:
 O5(H5A,H5B)
3.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C20(H20A,H20B)
3.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5), C7(H7), C8(H8), C10(H10), C11(H11), C12(H12), C15(H15),
 C16(H16), C18(H18), C19(H19), C21(H21), C22(H22), C23(H23)
;
_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 -0.00096(6) 0.76911(4) 1.10149(3) 0.01877(18) Uani 1 1 d . . . . .
O1 O -0.0530(3) 0.56682(19) 1.10167(15) 0.0232(4) Uani 1 1 d . . . . .
O2 O 0.0535(3) 0.5832(2) 1.22422(15) 0.0262(5) Uani 1 1 d . . . . .
O3 O 0.0943(3) 0.1003(2) 1.02182(15) 0.0258(5) Uani 1 1 d . . . . .
O4 O 0.0668(3) -0.09447(19) 1.15910(15) 0.0251(5) Uani 1 1 d . . . . .
O5 O 0.9685(6) 0.3461(5) 0.5944(3) 0.1103(16) Uani 1 1 d . . . . .
H5A H 0.954951 0.394873 0.647934 0.132 Uiso 1 1 d R U . . .
H5B H 0.956531 0.262493 0.660674 0.132 Uiso 1 1 d DR U . . .
N1 N 0.2367(3) 0.7412(3) 1.00331(19) 0.0250(5) Uani 1 1 d . . . . .
N2 N 0.4420(3) 0.6643(3) 0.8877(2) 0.0318(6) Uani 1 1 d . . . . .
N3 N 0.5185(4) 0.8190(3) 0.3096(2) 0.0364(7) Uani 1 1 d . . . . .
N4 N 0.7511(3) 0.7909(3) 0.18921(18) 0.0253(5) Uani 1 1 d . . . . .
C1 C 0.0059(4) 0.5089(3) 1.1808(2) 0.0195(6) Uani 1 1 d . . . . .
C2 C 0.0225(4) 0.3509(3) 1.2214(2) 0.0205(6) Uani 1 1 d . . . . .
C3 C 0.0218(4) 0.2833(3) 1.3245(2) 0.0220(6) Uani 1 1 d . . . . .
H3 H 0.015531 0.336853 1.368747 0.026 Uiso 1 1 calc R U . . .
C4 C 0.0302(4) 0.1358(3) 1.3633(2) 0.0206(6) Uani 1 1 d . . . . .
C5 C 0.0458(4) 0.0579(3) 1.2940(2) 0.0197(6) Uani 1 1 d . . . . .
H5 H 0.052185 -0.040498 1.318309 0.024 Uiso 1 1 calc R U . . .
C6 C 0.0520(3) 0.1255(3) 1.1895(2) 0.0177(5) Uani 1 1 d . . . . .
C7 C 0.0397(4) 0.2724(3) 1.1534(2) 0.0197(6) Uani 1 1 d . . . . .
H7 H 0.043034 0.318290 1.083549 0.024 Uiso 1 1 calc R U . . .
C8 C 0.0176(4) 0.0672(3) 1.4745(2) 0.0222(6) Uani 1 1 d . . . . .
H8 H 0.035580 0.121241 1.512787 0.027 Uiso 1 1 calc R U . . .
C9 C 0.0711(3) 0.0391(3) 1.1159(2) 0.0181(6) Uani 1 1 d . . . . .
C10 C 0.3664(4) 0.8298(4) 0.9655(3) 0.0358(8) Uani 1 1 d . . . . .
H10 H 0.367092 0.909018 0.986022 0.043 Uiso 1 1 calc R U . . .
C11 C 0.4935(5) 0.7842(4) 0.8936(3) 0.0412(8) Uani 1 1 d . . . . .
H11 H 0.594968 0.825750 0.855971 0.049 Uiso 1 1 calc R U . . .
C12 C 0.2874(4) 0.6443(3) 0.9537(2) 0.0274(7) Uani 1 1 d . . . . .
H12 H 0.223251 0.570616 0.963444 0.033 Uiso 1 1 calc R U . . .
C13 C 0.5253(5) 0.5866(4) 0.8125(3) 0.0395(8) Uani 1 1 d . . . . .
H13A H 0.480944 0.494276 0.837308 0.047 Uiso 1 1 calc R U . . .
H13B H 0.647018 0.571566 0.808779 0.047 Uiso 1 1 calc R U . . .
C14 C 0.5004(4) 0.6605(4) 0.7041(3) 0.0335(7) Uani 1 1 d . . . . .
C15 C 0.4112(5) 0.7918(4) 0.6784(3) 0.0389(8) Uani 1 1 d . . . . .
H15 H 0.365165 0.838459 0.728919 0.047 Uiso 1 1 calc R U . . .
C16 C 0.3891(5) 0.8552(4) 0.5786(3) 0.0412(8) Uani 1 1 d . . . . .
H16 H 0.330696 0.944617 0.562755 0.049 Uiso 1 1 calc R U . . .
C17 C 0.4527(4) 0.7873(4) 0.5020(3) 0.0389(8) Uani 1 1 d . . . . .
C18 C 0.5459(6) 0.6566(5) 0.5269(3) 0.0516(10) Uani 1 1 d . . . . .
H18 H 0.591975 0.609866 0.476501 0.062 Uiso 1 1 calc R U . . .
C19 C 0.5705(6) 0.5955(4) 0.6260(3) 0.0509(10) Uani 1 1 d . . . . .
H19 H 0.635476 0.508945 0.640736 0.061 Uiso 1 1 calc R U . . .
C20 C 0.4023(5) 0.8555(5) 0.4001(3) 0.0497(10) Uani 1 1 d . . . . .
H20A H 0.289416 0.828904 0.408191 0.060 Uiso 1 1 calc R U . . .
H20B H 0.393595 0.957508 0.385931 0.060 Uiso 1 1 calc R U . . .
C21 C 0.6906(4) 0.8169(4) 0.2787(2) 0.0330(7) Uani 1 1 d . . . . .
H21 H 0.758288 0.832092 0.316766 0.040 Uiso 1 1 calc R U . . .
C22 C 0.6110(4) 0.7773(4) 0.1591(3) 0.0348(8) Uani 1 1 d . . . . .
H22 H 0.614362 0.759357 0.097551 0.042 Uiso 1 1 calc R U . . .
C23 C 0.4664(5) 0.7942(4) 0.2330(3) 0.0386(8) Uani 1 1 d . . . . .
H23 H 0.354407 0.789684 0.231748 0.046 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
Ni1 O1 2.1411(19) . ?
Ni1 O2 2.1653(19) . ?
Ni1 O3 2.0540(19) 2_567 ?
Ni1 O4 2.0169(19) 1_565 ?
Ni1 N1 2.070(3) . ?
Ni1 N4 2.066(3) 1_456 ?
Ni1 C1 2.476(3) . ?
O1 C1 1.261(3) . ?
O2 C1 1.268(3) . ?
O3 C9 1.233(3) . ?
O4 C9 1.278(3) . ?
O5 H5A 0.9937 . ?
O5 H5B 1.0202 . ?
N1 C10 1.374(4) . ?
N1 C12 1.319(4) . ?
N2 C11 1.374(5) . ?
N2 C12 1.338(4) . ?
N2 C13 1.458(4) . ?
N3 C20 1.463(4) . ?
N3 C21 1.348(4) . ?
N3 C23 1.368(4) . ?
N4 C21 1.305(4) . ?
N4 C22 1.371(4) . ?
C1 C2 1.494(4) . ?
C2 C3 1.380(4) . ?
C2 C7 1.388(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.395(4) . ?
C4 C5 1.401(4) . ?
C4 C8 1.465(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.388(4) . ?
C6 C7 1.388(4) . ?
C6 C9 1.512(4) . ?
C7 H7 0.9300 . ?
C8 C8 1.339(6) 2_558 ?
C8 H8 0.9300 . ?
C10 H10 0.9300 . ?
C10 C11 1.358(5) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.513(5) . ?
C14 C15 1.381(5) . ?
C14 C19 1.390(5) . ?
C15 H15 0.9300 . ?
C15 C16 1.385(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.388(5) . ?
C17 C18 1.389(6) . ?
C17 C20 1.510(5) . ?
C18 H18 0.9300 . ?
C18 C19 1.380(6) . ?
C19 H19 0.9300 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C22 C23 1.358(5) . ?
C23 H23 0.9300 . ?

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 O2 61.37(7) . . ?
O1 Ni1 C1 30.61(8) . . ?
O2 Ni1 C1 30.80(8) . . ?
O3 Ni1 O1 100.53(8) 2_567 . ?
O3 Ni1 O2 161.45(8) 2_567 . ?
O3 Ni1 N1 91.23(9) 2_567 . ?
O3 Ni1 N4 85.08(9) 2_567 1_456 ?
O3 Ni1 C1 131.11(9) 2_567 . ?
O4 Ni1 O1 155.56(8) 1_565 . ?
O4 Ni1 O2 94.34(8) 1_565 . ?
O4 Ni1 O3 103.46(8) 1_565 2_567 ?
O4 Ni1 N1 96.14(9) 1_565 . ?
O4 Ni1 N4 89.35(9) 1_565 1_456 ?
O4 Ni1 C1 125.13(8) 1_565 . ?
N1 Ni1 O1 87.88(9) . . ?
N1 Ni1 O2 92.03(9) . . ?
N1 Ni1 C1 88.80(9) . . ?
N4 Ni1 O1 88.11(9) 1_456 . ?
N4 Ni1 O2 90.00(9) 1_456 . ?
N4 Ni1 N1 173.98(10) 1_456 . ?
N4 Ni1 C1 90.04(9) 1_456 . ?
C1 O1 Ni1 89.54(16) . . ?
C1 O2 Ni1 88.26(16) . . ?
C9 O3 Ni1 149.6(2) . 2_567 ?
C9 O4 Ni1 125.35(17) . 1_545 ?
H5A O5 H5B 78.8 . . ?
C10 N1 Ni1 127.3(2) . . ?
C12 N1 Ni1 127.0(2) . . ?
C12 N1 C10 105.2(3) . . ?
C11 N2 C13 126.8(3) . . ?
C12 N2 C11 106.8(3) . . ?
C12 N2 C13 125.8(3) . . ?
C21 N3 C20 128.8(3) . . ?
C21 N3 C23 106.6(3) . . ?
C23 N3 C20 124.3(3) . . ?
C21 N4 Ni1 131.5(2) . 1_654 ?
C21 N4 C22 105.6(3) . . ?
C22 N4 Ni1 122.9(2) . 1_654 ?
O1 C1 Ni1 59.85(13) . . ?
O1 C1 O2 120.7(2) . . ?
O1 C1 C2 119.0(2) . . ?
O2 C1 Ni1 60.94(14) . . ?
O2 C1 C2 120.3(2) . . ?
C2 C1 Ni1 175.3(2) . . ?
C3 C2 C1 121.0(2) . . ?
C3 C2 C7 120.2(2) . . ?
C7 C2 C1 118.8(2) . . ?
C2 C3 H3 119.5 . . ?
C2 C3 C4 120.9(3) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 C5 118.2(3) . . ?
C3 C4 C8 119.8(2) . . ?
C5 C4 C8 122.0(2) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 C4 121.0(2) . . ?
C6 C5 H5 119.5 . . ?
C5 C6 C9 120.0(2) . . ?
C7 C6 C5 119.7(2) . . ?
C7 C6 C9 120.4(2) . . ?
C2 C7 H7 120.0 . . ?
C6 C7 C2 120.0(2) . . ?
C6 C7 H7 120.0 . . ?
C4 C8 H8 117.4 . . ?
C8 C8 C4 125.2(3) 2_558 . ?
C8 C8 H8 117.4 2_558 . ?
O3 C9 O4 126.1(2) . . ?
O3 C9 C6 118.8(2) . . ?
O4 C9 C6 115.0(2) . . ?
N1 C10 H10 125.2 . . ?
C11 C10 N1 109.7(3) . . ?
C11 C10 H10 125.2 . . ?
N2 C11 H11 126.9 . . ?
C10 C11 N2 106.2(3) . . ?
C10 C11 H11 126.9 . . ?
N1 C12 N2 112.1(3) . . ?
N1 C12 H12 123.9 . . ?
N2 C12 H12 123.9 . . ?
N2 C13 H13A 108.8 . . ?
N2 C13 H13B 108.8 . . ?
N2 C13 C14 114.0(3) . . ?
H13A C13 H13B 107.7 . . ?
C14 C13 H13A 108.8 . . ?
C14 C13 H13B 108.8 . . ?
C15 C14 C13 122.7(3) . . ?
C15 C14 C19 117.8(3) . . ?
C19 C14 C13 119.4(3) . . ?
C14 C15 H15 119.5 . . ?
C14 C15 C16 121.0(3) . . ?
C16 C15 H15 119.5 . . ?
C15 C16 H16 119.5 . . ?
C15 C16 C17 121.0(4) . . ?
C17 C16 H16 119.5 . . ?
C16 C17 C18 118.1(3) . . ?
C16 C17 C20 117.1(3) . . ?
C18 C17 C20 124.6(3) . . ?
C17 C18 H18 119.7 . . ?
C19 C18 C17 120.6(3) . . ?
C19 C18 H18 119.7 . . ?
C14 C19 H19 119.3 . . ?
C18 C19 C14 121.4(4) . . ?
C18 C19 H19 119.3 . . ?
N3 C20 C17 115.6(3) . . ?
N3 C20 H20A 108.4 . . ?
N3 C20 H20B 108.4 . . ?
C17 C20 H20A 108.4 . . ?
C17 C20 H20B 108.4 . . ?
H20A C20 H20B 107.4 . . ?
N3 C21 H21 124.0 . . ?
N4 C21 N3 112.0(3) . . ?
N4 C21 H21 124.0 . . ?
N4 C22 H22 125.2 . . ?
C23 C22 N4 109.6(3) . . ?
C23 C22 H22 125.2 . . ?
N3 C23 H23 126.9 . . ?
C22 C23 N3 106.2(3) . . ?
C22 C23 H23 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
Ni1 O1 C1 O2 3.9(3) . . . . ?
Ni1 O1 C1 C2 -174.7(2) . . . . ?
Ni1 O2 C1 O1 -3.9(3) . . . . ?
Ni1 O2 C1 C2 174.8(2) . . . . ?
Ni1 O3 C9 O4 110.1(4) 2_567 . . . ?
Ni1 O3 C9 C6 -72.4(5) 2_567 . . . ?
Ni1 O4 C9 O3 -27.0(4) 1_545 . . . ?
Ni1 O4 C9 C6 155.41(18) 1_545 . . . ?
Ni1 N1 C10 C11 -172.5(2) . . . . ?
Ni1 N1 C12 N2 173.25(19) . . . . ?
Ni1 N4 C21 N3 -178.5(2) 1_654 . . . ?
Ni1 N4 C22 C23 178.8(2) 1_654 . . . ?
O1 C1 C2 C3 -155.0(3) . . . . ?
O1 C1 C2 C7 25.3(4) . . . . ?
O2 C1 C2 C3 26.4(4) . . . . ?
O2 C1 C2 C7 -153.3(3) . . . . ?
N1 C10 C11 N2 -0.6(4) . . . . ?
N2 C13 C14 C15 1.9(5) . . . . ?
N2 C13 C14 C19 -178.6(3) . . . . ?
N4 C22 C23 N3 0.2(4) . . . . ?
C1 C2 C3 C4 177.3(3) . . . . ?
C1 C2 C7 C6 -178.7(3) . . . . ?
C2 C3 C4 C5 2.3(4) . . . . ?
C2 C3 C4 C8 -175.9(3) . . . . ?
C3 C2 C7 C6 1.6(4) . . . . ?
C3 C4 C5 C6 -0.3(4) . . . . ?
C3 C4 C8 C8 162.8(4) . . . 2_558 ?
C4 C5 C6 C7 -1.1(4) . . . . ?
C4 C5 C6 C9 179.3(3) . . . . ?
C5 C4 C8 C8 -15.3(6) . . . 2_558 ?
C5 C6 C7 C2 0.4(4) . . . . ?
C5 C6 C9 O3 -172.5(3) . . . . ?
C5 C6 C9 O4 5.3(4) . . . . ?
C7 C2 C3 C4 -3.0(4) . . . . ?
C7 C6 C9 O3 7.8(4) . . . . ?
C7 C6 C9 O4 -174.4(3) . . . . ?
C8 C4 C5 C6 177.9(3) . . . . ?
C9 C6 C7 C2 -179.9(3) . . . . ?
C10 N1 C12 N2 0.8(4) . . . . ?
C11 N2 C12 N1 -1.2(4) . . . . ?
C11 N2 C13 C14 -73.6(5) . . . . ?
C12 N1 C10 C11 -0.1(4) . . . . ?
C12 N2 C11 C10 1.0(4) . . . . ?
C12 N2 C13 C14 95.7(4) . . . . ?
C13 N2 C11 C10 172.0(3) . . . . ?
C13 N2 C12 N1 -172.3(3) . . . . ?
C13 C14 C15 C16 -179.1(3) . . . . ?
C13 C14 C19 C18 177.6(4) . . . . ?
C14 C15 C16 C17 1.4(6) . . . . ?
C15 C14 C19 C18 -2.8(6) . . . . ?
C15 C16 C17 C18 -2.8(6) . . . . ?
C15 C16 C17 C20 172.0(4) . . . . ?
C16 C17 C18 C19 1.4(6) . . . . ?
C16 C17 C20 N3 156.3(4) . . . . ?
C17 C18 C19 C14 1.5(7) . . . . ?
C18 C17 C20 N3 -29.2(6) . . . . ?
C19 C14 C15 C16 1.4(6) . . . . ?
C20 N3 C21 N4 -174.5(3) . . . . ?
C20 N3 C23 C22 174.4(3) . . . . ?
C20 C17 C18 C19 -173.0(4) . . . . ?
C21 N3 C20 C17 -47.1(6) . . . . ?
C21 N3 C23 C22 0.3(4) . . . . ?
C21 N4 C22 C23 -0.7(4) . . . . ?
C22 N4 C21 N3 0.9(4) . . . . ?
C23 N3 C20 C17 140.2(4) . . . . ?
C23 N3 C21 N4 -0.8(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.308
_oxdiff_exptl_absorpt_empirical_full_min 0.834
