# Electronic Supplementary Material (ESI) for Catalysis Science & Technology.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_2
_audit_block_doi                 10.5517/ccdc.csd.cc209bb0
_database_code_depnum_ccdc_archive 'CCDC 1856011'
loop_
_audit_author_name
_audit_author_address
'Yu H.'
;Yangzhou University
China
;
_audit_update_record             
;
2018-07-16 deposited with the CCDC.	2019-03-12 downloaded from the CCDC.
;
_audit_creation_date             2018-07-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C9 H7 N7), 2(H2 O)'
_chemical_formula_sum            'C18 H18 N14 O2'
_chemical_formula_weight         462.46
_chemical_absolute_configuration ?
_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'
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      orthorhombic
_space_group_IT_number           33
_space_group_name_H-M_alt        'P n a 21'
_space_group_name_Hall           'P 2c -2n'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'x+1/2, -y+1/2, z'

_cell_length_a                   12.569(2)
_cell_length_b                   22.176(3)
_cell_length_c                   3.6728(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1023.7(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5718
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      22.521
_cell_measurement_theta_min      2.449
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.109
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6869
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2012/1 (Bruker,2012) was used for absorption correction. wR2(int) was 0.0971 before and 0.0513 after correction. The Ratio of minimum to maximum transmission is 0.9213. The λ/2 correction factor is 0.0015.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.500
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0449
_diffrn_reflns_av_unetI/netI     0.0214
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_number            30696
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.828
_diffrn_reflns_theta_min         1.620
_diffrn_ambient_temperature      295
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.730
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.998
_reflns_number_gt                2042
_reflns_number_total             2421
_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 V8.32B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.32B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.173
_refine_diff_density_min         -0.132
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 
;
 Twinning involves inversion, so Flack parameter cannot be determined
;
_refine_ls_abs_structure_Flack   ?
_refine_ls_extinction_coef       0.023(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     158
_refine_ls_number_reflns         2421
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0478
_refine_ls_R_factor_gt           0.0366
_refine_ls_restrained_S_all      1.061
_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)+(0.0353P)²+0.1890P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0800
_refine_ls_wR_factor_ref         0.0865
_refine_special_details          
'Refined as a 2-component perfect inversion twin.,Twin'
_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:
 O1(H1A,H1B)
2.b Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C9(H9), C10(H10), C13(H13), C15(H15), C17(H17)
;
_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
N1 N 0.01468(14) 0.36387(8) 0.0399(5) 0.0345(4) Uani 1 1 d . . . . .
N2 N -0.04453(14) 0.15637(7) -0.3201(6) 0.0358(4) Uani 1 1 d . . . . .
N3 N 0.11082(14) 0.35220(8) 0.1984(6) 0.0420(5) Uani 1 1 d . . . . .
C4 C -0.0495(2) 0.06504(10) -0.4439(8) 0.0493(7) Uani 1 1 d . . . . .
H4 H -0.0744 0.0262 -0.4867 0.059 Uiso 1 1 calc R . . . .
N5 N -0.22953(15) 0.28229(9) -0.1940(7) 0.0470(6) Uani 1 1 d . . . . .
C6 C -0.01221(17) 0.25973(9) -0.1312(6) 0.0341(5) Uani 1 1 d . . . . .
H6 H 0.0603 0.2522 -0.1086 0.041 Uiso 1 1 calc R . . . .
N7 N 0.09144(15) 0.45169(8) 0.0887(6) 0.0441(5) Uani 1 1 d . . . . .
C8 C -0.08238(17) 0.21508(9) -0.2361(7) 0.0329(5) Uani 1 1 d . . . . .
C9 C -0.16229(18) 0.32569(10) -0.0914(7) 0.0422(6) Uani 1 1 d . . . . .
H9 H -0.1892 0.3637 -0.0383 0.051 Uiso 1 1 calc R . . . .
C10 C 0.00578(18) 0.42322(10) -0.0235(7) 0.0391(6) Uani 1 1 d . . . . .
H10 H -0.0527 0.4416 -0.1315 0.047 Uiso 1 1 calc R . . . .
N11 N 0.05419(17) 0.07929(9) -0.4699(7) 0.0539(6) Uani 1 1 d . . . . .
N12 N -0.11301(15) 0.10924(8) -0.3546(8) 0.0501(6) Uani 1 1 d . . . . .
C13 C -0.18974(17) 0.22797(10) -0.2656(8) 0.0408(5) Uani 1 1 d . . . . .
H13 H -0.2359 0.1975 -0.3382 0.049 Uiso 1 1 calc R . . . .
C14 C -0.05410(17) 0.31597(10) -0.0613(6) 0.0337(5) Uani 1 1 d . . . . .
C15 C 0.15226(18) 0.40629(10) 0.2213(8) 0.0442(6) Uani 1 1 d . . . . .
H15 H 0.2191 0.4131 0.3221 0.053 Uiso 1 1 calc R . . . .
C17 C 0.05418(19) 0.13717(11) -0.3894(9) 0.0528(7) Uani 1 1 d . . . . .
H17 H 0.1146 0.1614 -0.3817 0.063 Uiso 1 1 calc R . . . .
O1 O -0.23465(19) 0.45697(11) 0.2519(9) 0.0936(9) Uani 1 1 d . . . . .
H1A H -0.1975 0.4821 0.3707 0.140 Uiso 1 1 d G . . . .
H1B H -0.2925 0.4502 0.3647 0.140 Uiso 1 1 d G . . . .


_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
N1 N3 1.366(2) . ?
N1 C10 1.341(3) . ?
N1 C14 1.419(3) . ?
N2 C8 1.420(3) . ?
N2 N12 1.360(2) . ?
N2 C17 1.336(3) . ?
N3 C15 1.310(3) . ?
C4 N11 1.344(3) . ?
C4 N12 1.306(3) . ?
N5 C9 1.335(3) . ?
N5 C13 1.331(3) . ?
C6 C8 1.381(3) . ?
C6 C14 1.378(3) . ?
N7 C10 1.314(3) . ?
N7 C15 1.355(3) . ?
C8 C13 1.384(3) . ?
C9 C14 1.381(3) . ?
N11 C17 1.317(3) . ?

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
N3 N1 C14 120.57(18) . . ?
C10 N1 N3 109.49(18) . . ?
C10 N1 C14 129.66(19) . . ?
N12 N2 C8 120.85(17) . . ?
C17 N2 C8 130.13(19) . . ?
C17 N2 N12 108.98(17) . . ?
C15 N3 N1 101.86(17) . . ?
N12 C4 N11 115.7(2) . . ?
C13 N5 C9 118.1(2) . . ?
C14 C6 C8 117.2(2) . . ?
C10 N7 C15 102.59(18) . . ?
C6 C8 N2 120.26(19) . . ?
C6 C8 C13 119.77(19) . . ?
C13 C8 N2 119.95(19) . . ?
N5 C9 C14 122.2(2) . . ?
N7 C10 N1 110.4(2) . . ?
C17 N11 C4 102.3(2) . . ?
C4 N12 N2 102.32(18) . . ?
N5 C13 C8 122.6(2) . . ?
C6 C14 N1 119.57(19) . . ?
C6 C14 C9 120.2(2) . . ?
C9 C14 N1 120.26(19) . . ?
N3 C15 N7 115.6(2) . . ?
N11 C17 N2 110.7(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_1_sq
_audit_block_doi                 10.5517/ccdc.csd.cc209bc1
_database_code_depnum_ccdc_archive 'CCDC 1856012'
loop_
_audit_author_name
_audit_author_address
'Yu H.'
;Yangzhou University
China
;
_audit_update_record             
;
2018-07-16 deposited with the CCDC.	2019-03-12 downloaded from the CCDC.
;
_audit_creation_date             2018-07-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
loop_
_audit_author_email
?
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.5(C72 H80 N28 Ni6 O44)'
_chemical_formula_sum            'C36 H40 N14 Ni3 O22'
_chemical_formula_weight         1196.95
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   20.1497(19)
_cell_length_b                   7.1876(7)
_cell_length_c                   34.937(4)
_cell_angle_alpha                90
_cell_angle_beta                 94.669(3)
_cell_angle_gamma                90
_cell_volume                     5043.0(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7959
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      27.20
_cell_measurement_theta_min      2.34
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.201
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_correction_T_min  0.6730
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0745 before and 0.0502 after correction. The Ratio of minimum to maximum transmission is 0.9027. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.577
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2456
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.5
_exptl_crystal_size_min          0.4
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0508
_diffrn_reflns_av_unetI/netI     0.0580
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -45
_diffrn_reflns_number            26375
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.555
_diffrn_reflns_theta_min         2.423
_diffrn_ambient_temperature      295
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_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                3994
_reflns_number_total             5783
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         1.315
_refine_diff_density_min         -0.813
_refine_diff_density_rms         0.093
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     346
_refine_ls_number_reflns         5783
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0852
_refine_ls_R_factor_gt           0.0483
_refine_ls_restrained_S_all      1.044
_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)+(0.0630P)²+12.7128P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1178
_refine_ls_wR_factor_ref         0.1319
_refine_special_details          SQUEEZE
_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. Restrained distances
 O8B-C17 \\sim O8-C17 \\sim O9B-C17 \\sim O9-C17
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O9) = Uanis(O9B) = Uanis(O8) = Uanis(O8B)
4. Others
 Sof(O9)=Sof(O8)=1-FVAR(1)
 Sof(O9B)=Sof(O8B)=FVAR(1)
5.a Rotating group:
 O3(H3A,H3B), O5(H5A,H5B), O4(H4A,H4B), O2(H2A,H2B), O1(H1A,H1B)
5.b Aromatic/amide H refined with riding coordinates:
 C11(H11), C7(H7), C15(H15), C8(H8), C5(H5), C4(H4), C2(H2), C1(H1), C13(H13),
 C9(H9)
;
_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
Ni2 Ni 0.34062(2) 0.19163(6) 0.15659(2) 0.02069(13) Uani 1 1 d . . . . .
Ni1 Ni 0.5000 -0.5000 0.5000 0.02619(17) Uani 1 2 d S T P . .
O6 O 0.44094(11) 0.1820(3) 0.14861(6) 0.0277(6) Uani 1 1 d . . . . .
N6 N 0.36277(13) 0.0582(4) 0.20885(7) 0.0237(6) Uani 1 1 d . . . . .
N2 N 0.42482(13) -0.3628(4) 0.38683(7) 0.0196(6) Uani 1 1 d . . . . .
O11 O 0.67274(13) 0.3284(4) 0.21190(7) 0.0399(7) Uani 1 1 d . . . . .
N3 N 0.49051(14) -0.3363(5) 0.38186(8) 0.0356(8) Uani 1 1 d . . . . .
O7 O 0.43306(12) 0.1660(4) 0.08482(7) 0.0412(7) Uani 1 1 d . . . . .
C11 C 0.56908(16) 0.0874(5) 0.08532(9) 0.0223(7) Uani 1 1 d . . . . .
H11 H 0.5418 0.0532 0.0637 0.027 Uiso 1 1 calc R . . . .
C7 C 0.39561(16) -0.2382(5) 0.32359(9) 0.0199(7) Uani 1 1 d . . . . .
H7 H 0.4404 -0.2217 0.3199 0.024 Uiso 1 1 calc R . . . .
N5 N 0.36351(13) -0.0983(4) 0.26192(8) 0.0235(6) Uani 1 1 d . . . . .
C15 C 0.58147(16) 0.2091(5) 0.14945(9) 0.0220(7) Uani 1 1 d . . . . .
H15 H 0.5628 0.2555 0.1710 0.026 Uiso 1 1 calc R . . . .
C6 C 0.34607(16) -0.1867(4) 0.29593(9) 0.0197(7) Uani 1 1 d . . . . .
C8 C 0.32551(17) -0.0167(5) 0.23387(9) 0.0239(8) Uani 1 1 d . . . . .
H8 H 0.2792 -0.0132 0.2322 0.029 Uiso 1 1 calc R . . . .
C5 C 0.28011(16) -0.2131(4) 0.30185(9) 0.0192(7) Uani 1 1 d . . . . .
H5 H 0.2475 -0.1773 0.2829 0.023 Uiso 1 1 calc R . . . .
C3 C 0.37543(15) -0.3153(4) 0.35695(8) 0.0177(7) Uani 1 1 d . . . . .
O10 O 0.75766(12) 0.2149(4) 0.18286(8) 0.0397(7) Uani 1 1 d . . . . .
C4 C 0.30867(16) -0.3401(5) 0.36154(9) 0.0219(7) Uani 1 1 d . . . . .
H4 H 0.2960 -0.3935 0.3841 0.026 Uiso 1 1 calc R . . . .
N1 N 0.47749(15) -0.4338(4) 0.44164(8) 0.0276(7) Uani 1 1 d . . . . .
C12 C 0.63738(16) 0.0718(5) 0.08494(9) 0.0233(7) Uani 1 1 d . . . . .
C14 C 0.65040(17) 0.1959(5) 0.14940(10) 0.0251(8) Uani 1 1 d . . . . .
C2 C 0.41875(17) -0.4212(5) 0.42268(9) 0.0255(8) Uani 1 1 d . . . . .
H2 H 0.3786 -0.4491 0.4327 0.031 Uiso 1 1 calc R . . . .
C16 C 0.46584(16) 0.1683(5) 0.11710(9) 0.0233(7) Uani 1 1 d . . . . .
C10 C 0.54042(16) 0.1538(5) 0.11767(9) 0.0209(7) Uani 1 1 d . . . . .
C18 C 0.69694(18) 0.2509(5) 0.18440(10) 0.0269(8) Uani 1 1 d . . . . .
C1 C 0.51913(19) -0.3814(6) 0.41535(10) 0.0371(9) Uani 1 1 d . . . . .
H1 H 0.5651 -0.3777 0.4207 0.045 Uiso 1 1 calc R . . . .
N7 N 0.42829(16) -0.0775(7) 0.25540(11) 0.0683(15) Uani 1 1 d . . . . .
C13 C 0.67762(17) 0.1254(5) 0.11726(10) 0.0255(8) Uani 1 1 d . . . . .
H13 H 0.7236 0.1137 0.1173 0.031 Uiso 1 1 calc R . . . .
C17 C 0.66658(18) -0.0077(6) 0.05024(10) 0.0356(9) Uani 1 1 d D . . . .
C9 C 0.4244(2) 0.0170(8) 0.22330(13) 0.0599(16) Uani 1 1 d . . . . .
H9 H 0.4620 0.0530 0.2114 0.072 Uiso 1 1 calc R . . . .
N4 N 0.26177(13) -0.2893(4) 0.33437(7) 0.0207(6) Uani 1 1 d . . . . .
O3 O 0.35691(14) 0.4535(4) 0.18030(8) 0.0407(7) Uani 1 1 d . . . . .
H3A H 0.3663 0.4061 0.1583 0.061 Uiso 1 1 d GR . . . .
H3B H 0.3211 0.5209 0.1768 0.061 Uiso 1 1 d GR . . . .
O5 O 0.32521(14) -0.0709(4) 0.13259(8) 0.0429(7) Uani 1 1 d . . . . .
H5A H 0.3139 0.0199 0.1178 0.064 Uiso 1 1 d GR . . . .
H5B H 0.3079 -0.1443 0.1487 0.064 Uiso 1 1 d GR . . . .
O4 O 0.32140(15) 0.3124(5) 0.10328(8) 0.0583(10) Uani 1 1 d . . . . .
H4A H 0.2834 0.2753 0.0928 0.087 Uiso 1 1 d GR . . . .
H4B H 0.3496 0.2731 0.0878 0.087 Uiso 1 1 d GR . . . .
O2 O 0.53936(14) -0.7497(4) 0.48566(7) 0.0434(7) Uani 1 1 d . . . . .
H2A H 0.5772 -0.7701 0.4990 0.065 Uiso 1 1 d GR . . . .
H2B H 0.5506 -0.7480 0.4620 0.065 Uiso 1 1 d GR . . . .
O1 O 0.59090(13) -0.3662(4) 0.49812(7) 0.0423(7) Uani 1 1 d . . . . .
H1A H 0.6089 -0.4598 0.5111 0.064 Uiso 1 1 d GR . . . .
H1B H 0.5892 -0.2585 0.5087 0.064 Uiso 1 1 d GR . . . .
O9 O 0.7152(3) -0.1115(11) 0.05333(15) 0.0460(11) Uani 0.530(6) 1 d D . . A 2
O9B O 0.7339(3) 0.0023(12) 0.05313(18) 0.0460(11) Uani 0.470(6) 1 d D . . A 1
O8 O 0.6272(4) 0.0153(16) 0.0189(2) 0.0460(11) Uani 0.530(6) 1 d D . . A 2
O8B O 0.6374(5) -0.0334(18) 0.0190(3) 0.0460(11) Uani 0.470(6) 1 d D . . A 1


_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
Ni2 O6 2.064(2) . ?
Ni2 N6 2.078(3) . ?
Ni2 N4 2.117(3) 4 ?
Ni2 O3 2.072(3) . ?
Ni2 O5 2.078(3) . ?
Ni2 O4 2.063(3) . ?
Ni1 N1 2.107(3) 5_646 ?
Ni1 N1 2.107(3) . ?
Ni1 O2 2.041(3) . ?
Ni1 O2 2.041(3) 5_646 ?
Ni1 O1 2.074(3) 5_646 ?
Ni1 O1 2.074(3) . ?
O6 C16 1.250(4) . ?
N6 C8 1.313(4) . ?
N6 C9 1.336(5) . ?
N2 N3 1.362(4) . ?
N2 C3 1.424(4) . ?
N2 C2 1.336(4) . ?
O11 C18 1.243(4) . ?
N3 C1 1.302(4) . ?
O7 C16 1.260(4) . ?
C11 C12 1.382(5) . ?
C11 C10 1.394(4) . ?
C7 C6 1.382(4) . ?
C7 C3 1.381(4) . ?
N5 C6 1.417(4) . ?
N5 C8 1.330(4) . ?
N5 N7 1.351(4) . ?
C15 C14 1.392(5) . ?
C15 C10 1.388(5) . ?
C6 C5 1.375(4) . ?
C5 N4 1.340(4) . ?
C3 C4 1.379(4) . ?
O10 C18 1.256(4) . ?
C4 N4 1.335(4) . ?
N1 C2 1.312(4) . ?
N1 C1 1.347(5) . ?
C12 C13 1.390(5) . ?
C12 C17 1.503(5) . ?
C14 C18 1.531(5) . ?
C14 C13 1.385(5) . ?
C16 C10 1.505(4) . ?
N7 C9 1.308(5) . ?
C17 O9 1.229(6) . ?
C17 O9B 1.354(7) . ?
C17 O8 1.308(8) . ?
C17 O8B 1.210(9) . ?
N4 Ni2 2.117(3) 4_545 ?

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
O6 Ni2 N6 87.74(10) . . ?
O6 Ni2 N4 178.03(11) . 4 ?
O6 Ni2 O3 87.68(11) . . ?
O6 Ni2 O5 91.76(10) . . ?
N6 Ni2 N4 92.36(10) . 4 ?
O3 Ni2 N6 93.01(12) . . ?
O3 Ni2 N4 90.35(11) . 4 ?
O3 Ni2 O5 179.42(12) . . ?
O5 Ni2 N6 87.12(12) . . ?
O5 Ni2 N4 90.21(11) . 4 ?
O4 Ni2 O6 90.35(10) . . ?
O4 Ni2 N6 176.81(12) . . ?
O4 Ni2 N4 89.64(11) . 4 ?
O4 Ni2 O3 89.46(13) . . ?
O4 Ni2 O5 90.39(13) . . ?
N1 Ni1 N1 180.00(16) 5_646 . ?
O2 Ni1 N1 91.06(11) . . ?
O2 Ni1 N1 91.06(11) 5_646 5_646 ?
O2 Ni1 N1 88.94(11) 5_646 . ?
O2 Ni1 N1 88.94(11) . 5_646 ?
O2 Ni1 O2 180.0 . 5_646 ?
O2 Ni1 O1 92.18(12) 5_646 5_646 ?
O2 Ni1 O1 87.82(12) 5_646 . ?
O2 Ni1 O1 92.18(12) . . ?
O2 Ni1 O1 87.82(12) . 5_646 ?
O1 Ni1 N1 89.18(11) . . ?
O1 Ni1 N1 90.82(11) 5_646 . ?
O1 Ni1 N1 89.18(11) 5_646 5_646 ?
O1 Ni1 N1 90.82(11) . 5_646 ?
O1 Ni1 O1 180.0 5_646 . ?
C16 O6 Ni2 126.1(2) . . ?
C8 N6 Ni2 132.9(2) . . ?
C8 N6 C9 102.8(3) . . ?
C9 N6 Ni2 124.1(2) . . ?
N3 N2 C3 120.1(3) . . ?
C2 N2 N3 109.1(3) . . ?
C2 N2 C3 130.6(3) . . ?
C1 N3 N2 102.4(3) . . ?
C12 C11 C10 120.9(3) . . ?
C3 C7 C6 116.9(3) . . ?
C8 N5 C6 130.4(3) . . ?
C8 N5 N7 109.5(3) . . ?
N7 N5 C6 120.0(3) . . ?
C10 C15 C14 120.6(3) . . ?
C7 C6 N5 119.5(3) . . ?
C5 C6 C7 120.7(3) . . ?
C5 C6 N5 119.8(3) . . ?
N6 C8 N5 110.2(3) . . ?
N4 C5 C6 121.4(3) . . ?
C7 C3 N2 118.6(3) . . ?
C4 C3 N2 120.9(3) . . ?
C4 C3 C7 120.4(3) . . ?
N4 C4 C3 121.5(3) . . ?
C2 N1 Ni1 128.2(2) . . ?
C2 N1 C1 102.9(3) . . ?
C1 N1 Ni1 128.8(2) . . ?
C11 C12 C13 119.0(3) . . ?
C11 C12 C17 119.6(3) . . ?
C13 C12 C17 121.3(3) . . ?
C15 C14 C18 121.8(3) . . ?
C13 C14 C15 119.2(3) . . ?
C13 C14 C18 119.0(3) . . ?
N1 C2 N2 110.3(3) . . ?
O6 C16 O7 124.8(3) . . ?
O6 C16 C10 117.8(3) . . ?
O7 C16 C10 117.5(3) . . ?
C11 C10 C16 119.5(3) . . ?
C15 C10 C11 119.2(3) . . ?
C15 C10 C16 121.3(3) . . ?
O11 C18 O10 124.8(3) . . ?
O11 C18 C14 118.6(3) . . ?
O10 C18 C14 116.6(3) . . ?
N3 C1 N1 115.3(3) . . ?
C9 N7 N5 102.2(3) . . ?
C14 C13 C12 121.1(3) . . ?
O9 C17 C12 121.4(4) . . ?
O9 C17 O8 125.1(5) . . ?
O9B C17 C12 112.0(4) . . ?
O8 C17 C12 112.0(4) . . ?
O8B C17 C12 126.2(5) . . ?
O8B C17 O9B 119.1(6) . . ?
N7 C9 N6 115.3(3) . . ?
C5 N4 Ni2 119.5(2) . 4_545 ?
C4 N4 Ni2 121.2(2) . 4_545 ?
C4 N4 C5 119.1(3) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O3 H3B O10 0.87 1.92 2.751(4) 160.6 3_455
O5 H5B O10 0.87 1.92 2.774(4) 171.4 3_445
O2 H2A O8B 0.87 1.95 2.705(12) 143.3 6_546
O2 H2B O7 0.88 1.80 2.638(4) 158.8 2_645
O1 H1B O8 0.86 1.93 2.709(11) 150.0 6_556

_olex2_submission_special_instructions 'No special instructions were received'
