# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_I
_database_code_depnum_ccdc_archive 'CCDC 1475486'
_audit_update_record             
;
2016-04-21 deposited with the CCDC.
2016-07-22 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H25 N5 Ni O4'
_chemical_formula_iupac          ?
_chemical_formula_weight         422.13

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_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                   29.263(2)
_cell_length_b                   12.4118(9)
_cell_length_c                   10.6811(9)
_cell_angle_alpha                90
_cell_angle_beta                 99.098(3)
_cell_angle_gamma                90
_cell_volume                     3830.6(5)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2046
_cell_measurement_theta_min      2.5473
_cell_measurement_theta_max      25.8750
_cell_measurement_temperature    153.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.020
_exptl_crystal_density_diffrn    1.464
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1776

_exptl_absorpt_coefficient_mu    1.046
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS V2014/5 (Bruker AXS Inc.)'
_exptl_absorpt_correction_T_min  0.74
_exptl_absorpt_correction_T_max  0.98

_exptl_special_details           
;
;

_diffrn_ambient_temperature      153.(2)

_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            16450
_diffrn_reflns_av_R_equivalents  0.1313
_diffrn_reflns_av_unetI/netI     0.1480
_diffrn_reflns_theta_min         1.79
_diffrn_reflns_theta_max         26.39
_diffrn_reflns_theta_full        26.39
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       13

_refine_special_details          
;
;

_reflns_number_total             3920
_reflns_number_gt                2041
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1566
_refine_ls_R_factor_gt           0.0622
_refine_ls_wR_factor_gt          0.1237
_refine_ls_wR_factor_ref         0.1721
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_restrained_S_all      1.100
_refine_ls_number_reflns         3920
_refine_ls_number_parameters     251
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0579P)²+3.5732P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.600
_refine_diff_density_min         -0.809
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX2 (Bruker AXS Inc., 2014)'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'SHELXT (Bruker AXS Inc., 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP (Bruker AXS Inc., 2014)'
_computing_publication_material  'APEX2 (Bruker AXS Inc., 2014)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni Ni1 0.67579(2) 0.81458(6) 0.45166(7) 0.0306(3) Uani d . . . 1 . .
C C1 0.6098(2) 0.6640(4) 0.3567(5) 0.0302(14) Uani d . . . 1 . .
C C2 0.5710(2) 0.5993(4) 0.3352(6) 0.0374(15) Uani d . . . 1 . .
H H2 0.5474 0.6052 0.3864 0.045 Uiso calc U . R 1 . .
C C3 0.5674(2) 0.5251(5) 0.2366(6) 0.0458(18) Uani d . . . 1 . .
H H3 0.541 0.4798 0.2202 0.055 Uiso calc U . R 1 . .
C C4 0.6018(2) 0.5162(5) 0.1622(6) 0.0474(18) Uani d . . . 1 . .
H H4 0.5989 0.464 0.0963 0.057 Uiso calc U . R 1 . .
C C5 0.6397(2) 0.5810(5) 0.1819(6) 0.0421(16) Uani d . . . 1 . .
H H5 0.6629 0.5749 0.1293 0.051 Uiso calc U . R 1 . .
C C6 0.6442(2) 0.6552(4) 0.2783(5) 0.0309(14) Uani d . . . 1 . .
C C7 0.7156(2) 0.7457(5) 0.2498(6) 0.0400(16) Uani d . . . 1 . .
C C8 0.7473(2) 0.8316(5) 0.3199(6) 0.0352(15) Uani d . . . 1 . .
C C9 0.5924(2) 0.7811(4) 0.5294(5) 0.0339(15) Uani d . . . 1 . .
C C10 0.6159(2) 0.8742(5) 0.6095(5) 0.0342(15) Uani d . . . 1 . .
C C11 0.8061(2) 0.8192(5) 0.1821(7) 0.0545(19) Uani d . . . 1 . .
H H11A 0.8136 0.7442 0.2058 0.082 Uiso calc U . R 1 . .
H H11B 0.8344 0.8577 0.1714 0.082 Uiso calc U . R 1 . .
H H11C 0.7843 0.8209 0.1023 0.082 Uiso calc U . R 1 . .
C C12 0.7653(2) 0.9558(5) 0.4911(6) 0.0514(19) Uani d . . . 1 . .
H H12A 0.7969 0.9471 0.4729 0.077 Uiso calc U . R 1 . .
H H12B 0.7653 0.9478 0.5823 0.077 Uiso calc U . R 1 . .
H H12C 0.7538 1.0276 0.4639 0.077 Uiso calc U . R 1 . .
C C13 0.6862(2) 0.9732(5) 0.6733(6) 0.0505(18) Uani d . . . 1 . .
H H13A 0.6681 0.9977 0.7377 0.076 Uiso calc U . R 1 . .
H H13B 0.6931 1.0347 0.622 0.076 Uiso calc U . R 1 . .
H H13C 0.7151 0.9406 0.7149 0.076 Uiso calc U . R 1 . .
C C14 0.5498(2) 0.8084(5) 1.0988(5) 0.0438(16) Uani d . . . 1 . .
H H14A 0.5165 0.794 1.0902 0.066 Uiso calc U . R 1 . .
H H14B 0.5574 0.8725 1.1515 0.066 Uiso calc U . R 1 . .
H H14C 0.567 0.7464 1.1387 0.066 Uiso calc U . R 1 . .
C C15 0.5358(2) 0.9215(5) 0.9099(6) 0.0389(16) Uani d . . . 1 . .
H H15A 0.5442 0.9345 0.8259 0.058 Uiso calc U . R 1 . .
H H15B 0.5431 0.9855 0.963 0.058 Uiso calc U . R 1 . .
H H15C 0.5026 0.9061 0.9012 0.058 Uiso calc U . R 1 . .
C C16 0.5519(2) 0.7296(5) 0.8901(6) 0.0459(17) Uani d . . . 1 . .
H H16A 0.519 0.7118 0.8849 0.069 Uiso calc U . R 1 . .
H H16B 0.5707 0.669 0.9276 0.069 Uiso calc U . R 1 . .
H H16C 0.5588 0.7438 0.8048 0.069 Uiso calc U . R 1 . .
C C17 0.61349(19) 0.8490(5) 0.9827(6) 0.0420(16) Uani d . . . 1 . .
H H17A 0.6308 0.7859 1.0193 0.063 Uiso calc U . R 1 . .
H H17B 0.6214 0.9115 1.0381 0.063 Uiso calc U . R 1 . .
H H17C 0.6215 0.8641 0.8988 0.063 Uiso calc U . R 1 . .
N N1 0.62024(16) 0.7440(3) 0.4497(4) 0.0290(11) Uani d . . . 1 . .
N N2 0.68056(17) 0.7287(4) 0.3141(4) 0.0339(12) Uani d . . . 1 . .
N N3 0.73433(15) 0.8710(4) 0.4202(5) 0.0327(12) Uani d . . . 1 . .
N N4 0.65908(17) 0.8921(4) 0.5903(4) 0.0339(12) Uani d . . . 1 . .
N N5 0.56267(15) 0.8270(4) 0.9704(4) 0.0318(12) Uani d . . . 1 . .
O O1 0.55333(14) 0.7496(3) 0.5427(4) 0.0445(11) Uani d . . . 1 . .
O O2 0.72332(15) 0.7042(4) 0.1504(5) 0.0565(13) Uani d . . . 1 . .
O O3 0.78506(14) 0.8708(3) 0.2814(4) 0.0477(12) Uani d . . . 1 . .
O O4 0.59397(15) 0.9232(3) 0.6825(4) 0.0480(12) Uani d . . . 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 N2 . 1.838(5) ?
Ni1 N1 . 1.844(5) ?
Ni1 N4 . 1.894(5) ?
Ni1 N3 . 1.929(5) ?
C1 C2 . 1.380(7) ?
C1 N1 . 1.404(7) ?
C1 C6 . 1.412(8) ?
C2 C3 . 1.390(8) ?
C3 C4 . 1.381(9) ?
C4 C5 . 1.360(8) ?
C5 C6 . 1.373(8) ?
C6 N2 . 1.407(7) ?
C7 O2 . 1.234(7) ?
C7 N2 . 1.337(8) ?
C7 C8 . 1.530(8) ?
C8 N3 . 1.288(7) ?
C8 O3 . 1.330(7) ?
C9 O1 . 1.238(7) ?
C9 N1 . 1.348(7) ?
C9 C10 . 1.535(8) ?
C10 O4 . 1.245(7) ?
C10 N4 . 1.330(7) ?
C11 O3 . 1.455(7) ?
C12 N3 . 1.511(7) ?
C13 N4 . 1.485(7) ?
C14 N5 . 1.496(7) ?
C15 N5 . 1.499(7) ?
C16 N5 . 1.488(7) ?
C17 N5 . 1.497(7) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N2 Ni1 N1 . . 83.9(2) ?
N2 Ni1 N4 . . 168.9(2) ?
N1 Ni1 N4 . . 85.1(2) ?
N2 Ni1 N3 . . 83.7(2) ?
N1 Ni1 N3 . . 167.5(2) ?
N4 Ni1 N3 . . 107.3(2) ?
C2 C1 N1 . . 127.7(5) ?
C2 C1 C6 . . 120.1(5) ?
N1 C1 C6 . . 112.2(5) ?
C1 C2 C3 . . 118.2(6) ?
C4 C3 C2 . . 121.0(6) ?
C5 C4 C3 . . 121.0(6) ?
C4 C5 C6 . . 119.5(6) ?
C5 C6 N2 . . 128.2(6) ?
C5 C6 C1 . . 120.2(5) ?
N2 C6 C1 . . 111.6(5) ?
O2 C7 N2 . . 129.5(6) ?
O2 C7 C8 . . 122.2(6) ?
N2 C7 C8 . . 108.3(6) ?
N3 C8 O3 . . 119.2(6) ?
N3 C8 C7 . . 115.8(6) ?
O3 C8 C7 . . 125.0(6) ?
O1 C9 N1 . . 128.7(5) ?
O1 C9 C10 . . 121.0(6) ?
N1 C9 C10 . . 110.3(5) ?
O4 C10 N4 . . 127.7(6) ?
O4 C10 C9 . . 119.2(6) ?
N4 C10 C9 . . 113.1(5) ?
C9 N1 C1 . . 127.0(5) ?
C9 N1 Ni1 . . 116.7(4) ?
C1 N1 Ni1 . . 115.9(4) ?
C7 N2 C6 . . 124.8(5) ?
C7 N2 Ni1 . . 118.7(4) ?
C6 N2 Ni1 . . 116.3(4) ?
C8 N3 C12 . . 116.6(5) ?
C8 N3 Ni1 . . 113.2(4) ?
C12 N3 Ni1 . . 130.1(4) ?
C10 N4 C13 . . 116.8(5) ?
C10 N4 Ni1 . . 113.9(4) ?
C13 N4 Ni1 . . 129.2(4) ?
C16 N5 C14 . . 109.9(5) ?
C16 N5 C17 . . 108.5(4) ?
C14 N5 C17 . . 109.8(4) ?
C16 N5 C15 . . 109.7(4) ?
C14 N5 C15 . . 109.0(4) ?
C17 N5 C15 . . 109.9(4) ?
C8 O3 C11 . . 122.1(5) ?

####################################################################### 
# 
# 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_I_138s
_database_code_depnum_ccdc_archive 'CCDC 1475487'
_audit_update_record             
;
2016-04-21 deposited with the CCDC.
2016-07-22 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H27 N5 Ni O4'
_chemical_formula_iupac          ?
_chemical_formula_weight         436.15

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_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                   25.970(3)
_cell_length_b                   8.6558(7)
_cell_length_c                   18.0823(17)
_cell_angle_alpha                90
_cell_angle_beta                 105.855(3)
_cell_angle_gamma                90
_cell_volume                     3910.1(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    3630
_cell_measurement_theta_min      2.3417
_cell_measurement_theta_max      24.2398
_cell_measurement_temperature    103.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.020
_exptl_crystal_density_diffrn    1.482
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1840

_exptl_absorpt_coefficient_mu    1.027
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.81
_exptl_absorpt_correction_T_max  0.98

_exptl_special_details           
;
;

_diffrn_ambient_temperature      103.(2)

_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'Bruker KappaCCD'

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            24374
_diffrn_reflns_av_R_equivalents  0.1248
_diffrn_reflns_av_unetI/netI     0.1526
_diffrn_reflns_theta_min         1.63
_diffrn_reflns_theta_max         30.07
_diffrn_reflns_theta_full        30.07
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25

_refine_special_details          
;
;

_reflns_number_total             5732
_reflns_number_gt                2854
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1674
_refine_ls_R_factor_gt           0.0668
_refine_ls_wR_factor_gt          0.1329
_refine_ls_wR_factor_ref         0.1688
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_restrained_S_all      0.988
_refine_ls_number_reflns         5732
_refine_ls_number_parameters     260
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0712P)²] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.469
_refine_diff_density_min         -0.516
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX3 (Bruker AXS Inc., 2015)'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    'XT, VERSION 2014/4'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP (Bruker AXS Inc., 2015)'
_computing_publication_material  'APEX3 (Bruker AXS Inc., 2015)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni Ni1 0.71789(2) 0.54657(6) 0.49808(3) 0.02072(16) Uani d . . . 1 . .
C C1 0.67193(17) 0.7371(5) 0.5826(2) 0.0263(10) Uani d . . . 1 . .
C C2 0.63550(17) 0.8281(5) 0.6099(3) 0.0293(10) Uani d . . . 1 . .
H H2 0.5993 0.8377 0.5805 0.035 Uiso calc U . R 1 . .
C C3 0.65348(19) 0.9026(5) 0.6800(3) 0.0325(11) Uani d . . . 1 . .
H H3 0.6292 0.9624 0.699 0.039 Uiso calc U . R 1 . .
C C4 0.70656(18) 0.8912(5) 0.7230(3) 0.0322(11) Uani d . . . 1 . .
H H4 0.7183 0.9435 0.7708 0.039 Uiso calc U . R 1 . .
C C5 0.74233(17) 0.8039(5) 0.6963(2) 0.0266(10) Uani d . . . 1 . .
H H5 0.7787 0.7961 0.7257 0.032 Uiso calc U . R 1 . .
C C6 0.72454(16) 0.7264(4) 0.6252(3) 0.0239(10) Uani d . . . 1 . .
C C7 0.80838(16) 0.6098(5) 0.6152(2) 0.0218(9) Uani d . . . 1 . .
C C8 0.82394(16) 0.5026(4) 0.5590(2) 0.0218(9) Uani d . . . 1 . .
C C9 0.91755(17) 0.4807(6) 0.6348(3) 0.0351(11) Uani d . . . 1 . .
H H9A 0.9085 0.4415 0.6812 0.042 Uiso calc U . R 1 . .
H H9B 0.9255 0.5925 0.6414 0.042 Uiso calc U . R 1 . .
C C10 0.96442(19) 0.3947(7) 0.6217(3) 0.0600(17) Uani d . . . 1 . .
H H10A 0.9545 0.2865 0.6097 0.09 Uiso calc U . R 1 . .
H H10B 0.9945 0.3997 0.6682 0.09 Uiso calc U . R 1 . .
H H10C 0.9749 0.4416 0.5787 0.09 Uiso calc U . R 1 . .
C C11 0.79902(17) 0.3505(5) 0.4450(3) 0.0322(11) Uani d . . . 1 . .
H H11A 0.8373 0.3259 0.4615 0.048 Uiso calc U . R 1 . .
H H11B 0.7903 0.3988 0.3941 0.048 Uiso calc U . R 1 . .
H H11C 0.7782 0.2553 0.4426 0.048 Uiso calc U . R 1 . .
C C12 0.67551(18) 0.3641(5) 0.3497(2) 0.0338(11) Uani d . . . 1 . .
H H12A 0.6407 0.3353 0.3151 0.051 Uiso calc U . R 1 . .
H H12B 0.6937 0.2713 0.375 0.051 Uiso calc U . R 1 . .
H H12C 0.6974 0.4132 0.3199 0.051 Uiso calc U . R 1 . .
C C13 0.61892(17) 0.5290(5) 0.3969(3) 0.0281(10) Uani d . . . 1 . .
C C14 0.61298(16) 0.6370(5) 0.4614(3) 0.0275(10) Uani d . . . 1 . .
C C15 0.45844(19) 0.4700(6) 0.3593(4) 0.0554(16) Uani d . . . 1 . .
H H15A 0.4491 0.4293 0.3067 0.083 Uiso calc U . R 1 . .
H H15B 0.4457 0.3986 0.3925 0.083 Uiso calc U . R 1 . .
H H15C 0.4974 0.4808 0.3783 0.083 Uiso calc U . R 1 . .
C C16 0.44372(18) 0.6868(7) 0.4398(3) 0.0528(16) Uani d . . . 1 . .
H H16A 0.4294 0.6155 0.4713 0.079 Uiso calc U . R 1 . .
H H16B 0.4266 0.7879 0.4385 0.079 Uiso calc U . R 1 . .
H H16C 0.4824 0.6976 0.4619 0.079 Uiso calc U . R 1 . .
C C17 0.37372(16) 0.6122(6) 0.3261(3) 0.0385(12) Uani d . . . 1 . .
H H17A 0.3661 0.5756 0.2729 0.058 Uiso calc U . R 1 . .
H H17B 0.3573 0.7138 0.3269 0.058 Uiso calc U . R 1 . .
H H17C 0.359 0.539 0.3563 0.058 Uiso calc U . R 1 . .
C C18 0.45496(17) 0.7311(5) 0.3124(3) 0.0335(11) Uani d . . . 1 . .
H H18A 0.4938 0.7385 0.334 0.05 Uiso calc U . R 1 . .
H H18B 0.4389 0.8337 0.3122 0.05 Uiso calc U . R 1 . .
H H18C 0.4469 0.6919 0.2597 0.05 Uiso calc U . R 1 . .
N N1 0.66032(13) 0.6517(4) 0.5139(2) 0.0243(8) Uani d . . . 1 . .
N N2 0.75579(12) 0.6333(4) 0.59020(19) 0.0205(7) Uani d . . . 1 . .
N N3 0.78602(13) 0.4569(4) 0.50004(19) 0.0222(7) Uani d . . . 1 . .
N N4 0.66754(13) 0.4723(4) 0.4078(2) 0.0248(8) Uani d . . . 1 . .
N N5 0.43265(13) 0.6245(4) 0.3597(2) 0.0302(9) Uani d . . . 1 . .
O O1 0.84105(11) 0.6600(3) 0.67359(17) 0.0291(7) Uani d . . . 1 . .
O O2 0.87361(11) 0.4527(3) 0.56599(16) 0.0282(7) Uani d . . . 1 . .
O O3 0.57837(13) 0.5051(4) 0.34094(19) 0.0423(9) Uani d . . . 1 . .
O O4 0.56957(12) 0.6939(4) 0.46245(19) 0.0399(8) Uani d . . . 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 N1 . 1.838(3) ?
Ni1 N2 . 1.847(3) ?
Ni1 N4 . 1.904(4) ?
Ni1 N3 . 1.924(3) ?
C1 C6 . 1.376(6) ?
C1 N1 . 1.406(5) ?
C1 C2 . 1.420(6) ?
C2 C3 . 1.384(6) ?
C3 C4 . 1.389(6) ?
C4 C5 . 1.382(6) ?
C5 C6 . 1.411(6) ?
C6 N2 . 1.411(5) ?
C7 O1 . 1.239(5) ?
C7 N2 . 1.332(5) ?
C7 C8 . 1.509(6) ?
C8 N3 . 1.300(5) ?
C8 O2 . 1.334(5) ?
C9 O2 . 1.461(5) ?
C9 C10 . 1.500(7) ?
C11 N3 . 1.461(5) ?
C12 N4 . 1.464(5) ?
C13 O3 . 1.263(5) ?
C13 N4 . 1.319(5) ?
C13 C14 . 1.535(6) ?
C14 O4 . 1.235(5) ?
C14 N1 . 1.338(5) ?
C15 N5 . 1.497(6) ?
C16 N5 . 1.496(6) ?
C17 N5 . 1.488(5) ?
C18 N5 . 1.480(5) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 Ni1 N2 . . 85.08(15) ?
N1 Ni1 N4 . . 84.45(15) ?
N2 Ni1 N4 . . 169.41(14) ?
N1 Ni1 N3 . . 168.55(15) ?
N2 Ni1 N3 . . 83.49(14) ?
N4 Ni1 N3 . . 106.99(15) ?
C6 C1 N1 . . 113.6(4) ?
C6 C1 C2 . . 119.8(4) ?
N1 C1 C2 . . 126.6(4) ?
C3 C2 C1 . . 119.1(4) ?
C2 C3 C4 . . 120.9(4) ?
C5 C4 C3 . . 120.2(4) ?
C4 C5 C6 . . 119.6(4) ?
C1 C6 N2 . . 113.1(4) ?
C1 C6 C5 . . 120.4(4) ?
N2 C6 C5 . . 126.5(4) ?
O1 C7 N2 . . 129.5(4) ?
O1 C7 C8 . . 122.8(4) ?
N2 C7 C8 . . 107.7(4) ?
N3 C8 O2 . . 118.3(4) ?
N3 C8 C7 . . 117.2(4) ?
O2 C8 C7 . . 124.5(4) ?
O2 C9 C10 . . 105.2(4) ?
O3 C13 N4 . . 127.8(4) ?
O3 C13 C14 . . 118.3(4) ?
N4 C13 C14 . . 113.9(4) ?
O4 C14 N1 . . 128.1(4) ?
O4 C14 C13 . . 122.4(4) ?
N1 C14 C13 . . 109.5(4) ?
C14 N1 C1 . . 127.6(4) ?
C14 N1 Ni1 . . 118.1(3) ?
C1 N1 Ni1 . . 114.2(3) ?
C7 N2 C6 . . 126.7(4) ?
C7 N2 Ni1 . . 119.2(3) ?
C6 N2 Ni1 . . 114.0(3) ?
C8 N3 C11 . . 119.1(4) ?
C8 N3 Ni1 . . 112.3(3) ?
C11 N3 Ni1 . . 128.6(3) ?
C13 N4 C12 . . 116.7(4) ?
C13 N4 Ni1 . . 114.0(3) ?
C12 N4 Ni1 . . 129.3(3) ?
C18 N5 C17 . . 109.3(3) ?
C18 N5 C16 . . 109.4(4) ?
C17 N5 C16 . . 109.0(3) ?
C18 N5 C15 . . 107.9(4) ?
C17 N5 C15 . . 110.2(4) ?
C16 N5 C15 . . 111.0(4) ?
C8 O2 C9 . . 122.5(3) ?

####################################################################### 
# 
# 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_I_shs163
_database_code_depnum_ccdc_archive 'CCDC 1475488'
_audit_update_record             
;
2016-04-21 deposited with the CCDC.
2016-07-22 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H31 N5 Ni O4'
_chemical_formula_iupac          ?
_chemical_formula_weight         464.21

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   19.1442(14)
_cell_length_b                   10.1337(7)
_cell_length_c                   11.8238(8)
_cell_angle_alpha                90
_cell_angle_beta                 102.976(2)
_cell_angle_gamma                90
_cell_volume                     2235.3(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5305
_cell_measurement_theta_min      2.1834
_cell_measurement_theta_max      22.9130
_cell_measurement_temperature    153.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.040
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             984

_exptl_absorpt_coefficient_mu    0.903
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
;
SADABS-2014/5 - Bruker AXS area detector scaling and absorption correction
;
_exptl_absorpt_correction_T_min  0.79
_exptl_absorpt_correction_T_max  0.96

_exptl_special_details           
;
;

_diffrn_ambient_temperature      153.(2)

_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'Bruker KappaCCD'

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            43588
_diffrn_reflns_av_R_equivalents  0.0851
_diffrn_reflns_av_unetI/netI     0.0697
_diffrn_reflns_theta_min         2.18
_diffrn_reflns_theta_max         31.12
_diffrn_reflns_theta_full        31.12
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       15

_refine_special_details          
;
;

_reflns_number_total             7173
_reflns_number_gt                4017
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.1209
_refine_ls_R_factor_gt           0.0529
_refine_ls_wR_factor_gt          0.1212
_refine_ls_wR_factor_ref         0.1519
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.011
_refine_ls_number_reflns         7173
_refine_ls_number_parameters     327
_refine_ls_number_restraints     200
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0599P)²+1.5960P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.507
_refine_diff_density_min         -0.554
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_computing_data_collection       'APEX3 (Bruker AXS Inc., 2015)'
_computing_cell_refinement       'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'XS, VERSION 2013/1'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP (Bruker AXS Inc., 2015)'
_computing_publication_material  'APEX3 (Bruker AXS Inc., 2015)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni Ni1 0.28464(2) 0.91348(3) 0.28481(3) 0.03284(12) Uani d . . . 1.0 . .
C C1 0.4046(2) 0.7245(4) 0.4056(3) 0.0626(10) Uani d . . . 1.0 . .
H H1A 0.4525 0.6978 0.3979 0.094 Uiso calc U . R 1.0 . .
H H1B 0.3727 0.6476 0.394 0.094 Uiso calc U . R 1.0 . .
H H1C 0.4075 0.7609 0.4833 0.094 Uiso calc U . R 1.0 . .
C C2 0.41665(18) 0.8627(3) 0.2493(3) 0.0478(8) Uani d . . . 1.0 . .
C C3 0.38598(18) 0.9626(3) 0.1562(3) 0.0424(7) Uani d . . . 1.0 . .
C C4 0.14895(16) 1.0018(3) 0.2787(2) 0.0328(6) Uani d . . . 1.0 . .
C C5 0.16855(17) 0.9085(3) 0.3834(2) 0.0360(6) Uani d . . . 1.0 . .
C C6 0.2559(2) 0.7639(3) 0.4929(3) 0.0500(8) Uani d . . . 1.0 . .
H H6A 0.2169 0.7527 0.5335 0.075 Uiso calc U . R 1.0 . .
H H6B 0.2982 0.7998 0.5468 0.075 Uiso calc U . R 1.0 . .
H H6C 0.2679 0.6783 0.4638 0.075 Uiso calc U . R 1.0 . .
C C11 0.27140(15) 1.0762(3) 0.0941(2) 0.0315(6) Uani d . . . 1.0 . .
C C12 0.28273(17) 1.1438(3) -0.0025(2) 0.0393(7) Uani d . . . 1.0 . .
H H12 0.3262 1.1334 -0.0277 0.047 Uiso calc U . R 1.0 . .
C C13 0.22889(19) 1.2273(3) -0.0615(3) 0.0443(8) Uani d . . . 1.0 . .
H H13 0.2359 1.2744 -0.1275 0.053 Uiso calc U . R 1.0 . .
C C14 0.16550(18) 1.2427(3) -0.0258(3) 0.0409(7) Uani d . . . 1.0 . .
H H14 0.1299 1.3014 -0.0664 0.049 Uiso calc U . R 1.0 . .
C C15 0.15357(16) 1.1731(3) 0.0688(2) 0.0350(6) Uani d . . . 1.0 . .
H H15 0.1096 1.183 0.0926 0.042 Uiso calc U . R 1.0 . .
C C16 0.20625(15) 1.0888(3) 0.1288(2) 0.0291(5) Uani d . . . 1.0 . .
C C17 0.16693(16) 0.5708(3) 0.2276(3) 0.0443(8) Uani d . . . 1.0 . .
H H17A 0.1731 0.5668 0.1476 0.066 Uiso calc U . R 1.0 . .
H H17B 0.1902 0.4943 0.271 0.066 Uiso calc U . R 1.0 . .
H H17C 0.1887 0.652 0.2645 0.066 Uiso calc U . R 1.0 . .
C C18 0.07883(18) 0.5735(3) 0.3488(3) 0.0437(7) Uani d . . . 1.0 . .
H H18A 0.0981 0.6565 0.3857 0.066 Uiso calc U . R 1.0 . .
H H18B 0.1042 0.4991 0.3927 0.066 Uiso calc U . R 1.0 . .
H H18C 0.0276 0.5675 0.3479 0.066 Uiso calc U . R 1.0 . .
C C19 0.05611(18) 0.4465(3) 0.1682(3) 0.0439(8) Uani d . . . 1.0 . .
H H19A 0.0042 0.4482 0.1619 0.066 Uiso calc U . R 1.0 . .
H H19B 0.0768 0.3694 0.2137 0.066 Uiso calc U . R 1.0 . .
H H19C 0.0658 0.4411 0.0904 0.066 Uiso calc U . R 1.0 . .
C C20 0.05267(17) 0.6860(3) 0.1621(3) 0.0393(7) Uani d . . . 1.0 . .
H H20A 0.0725 0.7673 0.2014 0.059 Uiso calc U . R 1.0 . .
H H20B 0.0011 0.6818 0.1591 0.059 Uiso calc U . R 1.0 . .
H H20C 0.0604 0.6854 0.0829 0.059 Uiso calc U . R 1.0 . .
O O1 0.4820(9) 0.816(2) 0.2865(15) 0.076(3) Uani d U P D 0.294(12) A 1
C C7 0.5428(9) 0.837(2) 0.2182(14) 0.069(3) Uani d U P D 0.294(12) A 1
H H7A 0.5558 0.7533 0.1843 0.083 Uiso calc U P R 0.294(12) A 1
H H7B 0.5301 0.9045 0.1567 0.083 Uiso calc U P R 0.294(12) A 1
C C8 0.6005(10) 0.883(2) 0.3182(19) 0.073(3) Uani d U P D 0.294(12) A 1
H H8 0.6186 0.8075 0.3711 0.087 Uiso calc U P R 0.294(12) A 1
C C9 0.6630(12) 0.952(3) 0.281(3) 0.092(6) Uani d U P D 0.294(12) A 1
H H9A 0.6614 0.931 0.1993 0.138 Uiso calc U P R 0.294(12) A 1
H H9B 0.7084 0.9202 0.3292 0.138 Uiso calc U P R 0.294(12) A 1
H H9C 0.6592 1.0472 0.2901 0.138 Uiso calc U P R 0.294(12) A 1
C C10 0.5647(10) 0.9805(19) 0.378(2) 0.088(4) Uani d U P D 0.294(12) A 1
H H10A 0.5458 1.0526 0.3249 0.132 Uiso calc U P R 0.294(12) A 1
H H10B 0.5993 1.016 0.4454 0.132 Uiso calc U P R 0.294(12) A 1
H H10C 0.5252 0.9379 0.4046 0.132 Uiso calc U P R 0.294(12) A 1
O O1A 0.4799(3) 0.8044(7) 0.2464(5) 0.0535(13) Uani d U P D 0.706(12) A 2
C C7A 0.5404(3) 0.8944(8) 0.2327(7) 0.0624(16) Uani d U P D 0.706(12) A 2
H H7A1 0.5548 0.8763 0.1588 0.075 Uiso calc U P R 0.706(12) A 2
H H7A2 0.526 0.9881 0.2338 0.075 Uiso calc U P R 0.706(12) A 2
C C8A 0.6000(4) 0.8642(9) 0.3334(7) 0.0603(16) Uani d U P D 0.706(12) A 2
H H8A 0.6032 0.7664 0.3451 0.072 Uiso calc U P R 0.706(12) A 2
C C9A 0.6695(4) 0.9139(10) 0.3055(8) 0.074(2) Uani d U P D 0.706(12) A 2
H H9A1 0.6825 0.8571 0.2463 0.111 Uiso calc U P R 0.706(12) A 2
H H9A2 0.7079 0.912 0.376 0.111 Uiso calc U P R 0.706(12) A 2
H H9A3 0.6627 1.0045 0.2761 0.111 Uiso calc U P R 0.706(12) A 2
C C10A 0.5883(4) 0.9278(9) 0.4411(8) 0.081(2) Uani d U P D 0.706(12) A 2
H H10D 0.578 1.0218 0.4265 0.121 Uiso calc U P R 0.706(12) A 2
H H10E 0.6315 0.9179 0.5032 0.121 Uiso calc U P R 0.706(12) A 2
H H10F 0.5477 0.8855 0.4645 0.121 Uiso calc U P R 0.706(12) A 2
N N1 0.37614(15) 0.8253(3) 0.3181(2) 0.0449(7) Uani d . . . 1.0 . .
N N2 0.31959(13) 0.9915(2) 0.1679(2) 0.0342(5) Uani d . . . 1.0 . .
N N3 0.20362(13) 1.0104(2) 0.22624(19) 0.0316(5) Uani d . . . 1.0 . .
N N4 0.23314(14) 0.8552(2) 0.3954(2) 0.0372(6) Uani d . . . 1.0 . .
N N5 0.08898(13) 0.5697(2) 0.2270(2) 0.0334(5) Uani d . . . 1.0 . .
O O2 0.41841(13) 1.0002(3) 0.0837(2) 0.0557(6) Uani d . . . 1.0 . .
O O3 0.09016(11) 1.0572(2) 0.25258(18) 0.0409(5) Uani d . . . 1.0 . .
O O4 0.12363(13) 0.8894(2) 0.44334(19) 0.0486(6) Uani d . . . 1.0 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 N3 . 1.835(2) ?
Ni1 N2 . 1.844(2) ?
Ni1 N4 . 1.899(3) ?
Ni1 N1 . 1.926(3) ?
C1 N1 . 1.469(4) ?
C2 N1 . 1.299(5) ?
C2 O1 . 1.315(18) ?
C2 O1A . 1.355(7) ?
C2 C3 . 1.514(5) ?
C3 O2 . 1.227(4) ?
C3 N2 . 1.341(4) ?
C4 O3 . 1.233(3) ?
C4 N3 . 1.334(4) ?
C4 C5 . 1.536(4) ?
C5 O4 . 1.246(4) ?
C5 N4 . 1.328(4) ?
C6 N4 . 1.467(4) ?
C11 C12 . 1.391(4) ?
C11 C16 . 1.404(4) ?
C11 N2 . 1.409(4) ?
C12 C13 . 1.393(4) ?
C13 C14 . 1.381(5) ?
C14 C15 . 1.384(4) ?
C15 C16 . 1.389(4) ?
C16 N3 . 1.409(3) ?
C17 N5 . 1.491(4) ?
C18 N5 . 1.497(4) ?
C19 N5 . 1.498(4) ?
C20 N5 . 1.491(3) ?
O1 C7 . 1.573(15) ?
C7 C8 . 1.501(15) ?
C8 C10 . 1.474(16) ?
C8 C9 . 1.531(16) ?
O1A C7A . 1.511(7) ?
C7A C8A . 1.483(8) ?
C8A C10A . 1.488(8) ?
C8A C9A . 1.527(8) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N3 Ni1 N2 . . 84.59(10) ?
N3 Ni1 N4 . . 84.30(11) ?
N2 Ni1 N4 . . 168.84(11) ?
N3 Ni1 N1 . . 167.93(11) ?
N2 Ni1 N1 . . 83.43(12) ?
N4 Ni1 N1 . . 107.70(12) ?
N1 C2 O1 . . 110.1(8) ?
N1 C2 O1A . . 123.5(4) ?
N1 C2 C3 . . 117.5(3) ?
O1 C2 C3 . . 131.7(9) ?
O1A C2 C3 . . 118.4(4) ?
O2 C3 N2 . . 130.1(3) ?
O2 C3 C2 . . 122.8(3) ?
N2 C3 C2 . . 107.1(3) ?
O3 C4 N3 . . 128.4(3) ?
O3 C4 C5 . . 121.7(3) ?
N3 C4 C5 . . 109.9(3) ?
O4 C5 N4 . . 128.4(3) ?
O4 C5 C4 . . 118.7(3) ?
N4 C5 C4 . . 112.9(3) ?
C12 C11 C16 . . 120.5(3) ?
C12 C11 N2 . . 127.4(3) ?
C16 C11 N2 . . 112.1(2) ?
C11 C12 C13 . . 118.4(3) ?
C14 C13 C12 . . 121.2(3) ?
C13 C14 C15 . . 120.4(3) ?
C14 C15 C16 . . 119.6(3) ?
C15 C16 C11 . . 119.8(3) ?
C15 C16 N3 . . 127.5(3) ?
C11 C16 N3 . . 112.6(2) ?
C2 O1 C7 . . 122.7(14) ?
C8 C7 O1 . . 97.7(13) ?
C10 C8 C7 . . 104.5(15) ?
C10 C8 C9 . . 108.3(18) ?
C7 C8 C9 . . 113.5(17) ?
C2 O1A C7A . . 116.8(6) ?
C8A C7A O1A . . 105.0(5) ?
C7A C8A C10A . . 111.2(6) ?
C7A C8A C9A . . 107.9(6) ?
C10A C8A C9A . . 110.3(7) ?
C2 N1 C1 . . 117.7(3) ?
C2 N1 Ni1 . . 112.4(2) ?
C1 N1 Ni1 . . 130.0(3) ?
C3 N2 C11 . . 125.0(3) ?
C3 N2 Ni1 . . 119.7(2) ?
C11 N2 Ni1 . . 115.31(19) ?
C4 N3 C16 . . 126.3(2) ?
C4 N3 Ni1 . . 118.35(19) ?
C16 N3 Ni1 . . 115.33(19) ?
C5 N4 C6 . . 116.4(3) ?
C5 N4 Ni1 . . 114.54(19) ?
C6 N4 Ni1 . . 129.0(2) ?
C20 N5 C17 . . 110.3(2) ?
C20 N5 C18 . . 109.2(2) ?
C17 N5 C18 . . 110.0(2) ?
C20 N5 C19 . . 108.8(2) ?
C17 N5 C19 . . 108.9(2) ?
C18 N5 C19 . . 109.7(2) ?

####################################################################### 
# 
# 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_I_shs166s
_database_code_depnum_ccdc_archive 'CCDC 1475489'
_audit_update_record             
;
2016-04-21 deposited with the CCDC.
2016-07-22 downloaded from the CCDC.
;
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C19 H29 N5 Ni O4'
_chemical_formula_iupac          ?
_chemical_formula_weight         450.18

_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.8813(4)
_cell_length_b                   24.8528(6)
_cell_length_c                   10.6517(3)
_cell_angle_alpha                90
_cell_angle_beta                 94.7164(15)
_cell_angle_gamma                90
_cell_volume                     4189.93(19)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9849
_cell_measurement_theta_min      3.5568
_cell_measurement_theta_max      66.3863
_cell_measurement_temperature    103.(2)

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.005
_exptl_crystal_density_diffrn    1.427
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1904

_exptl_absorpt_coefficient_mu    1.636
_exptl_absorpt_correction_type   Multi-Scan
_exptl_absorpt_process_details   
'TWINABS - Bruker AXS scaling for twinned crystals - Version 2012/1'
_exptl_absorpt_correction_T_min  0.61
_exptl_absorpt_correction_T_max  0.99

_exptl_special_details           
;
;

_diffrn_ambient_temperature      103.(2)

_diffrn_source                   'Incoatec Microfocus Source'
_diffrn_source_type              'Bruker Kappa Duo Apex II'

_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_monochromator  'Multilayer Mirror'

_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'

_diffrn_detector_area_resol_mean 8.3333

_diffrn_reflns_number            7340
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0375
_diffrn_reflns_theta_min         2.79
_diffrn_reflns_theta_max         66.65
_diffrn_reflns_theta_full        66.65
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 0.991
_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       ?

_refine_special_details          
;
;

_reflns_number_total             7340
_reflns_number_gt                6483
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0459
_refine_ls_wR_factor_gt          0.1189
_refine_ls_wR_factor_ref         0.1239
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_restrained_S_all      1.087
_refine_ls_number_reflns         7340
_refine_ls_number_parameters     539
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    constr
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0546P)²+4.8171P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.403
_refine_diff_density_min         -0.413
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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'
O O 0.0492 0.0322 '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'

_computing_data_collection       'APEX3 (Bruker AXS Inc., 2015)'
_computing_cell_refinement       'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_data_reduction        'SAINT V8.35A (Bruker AXS Inc., 2015)'
_computing_structure_solution    'SHELXT (Bruker AXS Inc., V2014/4)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'XP (Bruker AXS Inc., 2015)'
_computing_publication_material  'APEX3 (Bruker AXS Inc., 2015)'

loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni Ni1 0.11411(3) 0.53284(2) 0.98748(4) 0.02333(13) Uani d . . . 1 . .
Ni Ni2 0.38654(3) 0.52390(2) 0.45068(4) 0.02418(13) Uani d . . . 1 . .
C C1 0.2128(2) 0.57595(11) 1.2265(3) 0.0341(6) Uani d . . . 1 . .
H H1A 0.2198 0.6102 1.2717 0.051 Uiso calc U . R 1 . .
H H1B 0.2674 0.5644 1.199 0.051 Uiso calc U . R 1 . .
H H1C 0.1918 0.5486 1.2824 0.051 Uiso calc U . R 1 . .
C C2 0.11661(18) 0.63123(10) 1.1020(3) 0.0298(6) Uani d . . . 1 . .
C C3 0.04970(17) 0.63481(10) 0.9903(3) 0.0265(6) Uani d . . . 1 . .
C C4 -0.01072(17) 0.57567(10) 0.8226(2) 0.0244(5) Uani d . . . 1 . .
C C5 -0.07356(17) 0.60838(10) 0.7624(3) 0.0284(6) Uani d . . . 1 . .
H H5 -0.0869 0.6421 0.7977 0.034 Uiso calc U . R 1 . .
C C6 -0.11618(19) 0.59084(11) 0.6505(3) 0.0340(6) Uani d . . . 1 . .
H H6 -0.159 0.6128 0.6096 0.041 Uiso calc U . R 1 . .
C C7 -0.0972(2) 0.54180(12) 0.5977(3) 0.0357(7) Uani d . . . 1 . .
H H7 -0.1254 0.5311 0.5196 0.043 Uiso calc U . R 1 . .
C C8 -0.03631(19) 0.50800(11) 0.6593(3) 0.0322(6) Uani d . . . 1 . .
H H8 -0.0239 0.474 0.6243 0.039 Uiso calc U . R 1 . .
C C9 0.00571(17) 0.52483(10) 0.7724(3) 0.0257(5) Uani d . . . 1 . .
C C10 0.09182(19) 0.44607(10) 0.8282(3) 0.0308(6) Uani d . . . 1 . .
C C11 0.15852(18) 0.43091(10) 0.9334(3) 0.0283(6) Uani d . . . 1 . .
C C12 0.24478(19) 0.45686(11) 1.1175(3) 0.0337(6) Uani d . . . 1 . .
H H12A 0.2604 0.4187 1.1158 0.051 Uiso calc U . R 1 . .
H H12B 0.2228 0.4653 1.1985 0.051 Uiso calc U . R 1 . .
H H12C 0.2947 0.4791 1.1066 0.051 Uiso calc U . R 1 . .
C C13 0.16178(18) 0.33431(10) 0.8786(3) 0.0287(6) Uani d . . . 1 . .
H H13 0.0992 0.3377 0.8613 0.034 Uiso calc U . R 1 . .
C C14 0.1836(2) 0.29050(11) 0.9746(3) 0.0361(7) Uani d . . . 1 . .
H H14A 0.2449 0.2894 0.9944 0.054 Uiso calc U . R 1 . .
H H14B 0.1641 0.2557 0.94 0.054 Uiso calc U . R 1 . .
H H14C 0.1558 0.298 1.0515 0.054 Uiso calc U . R 1 . .
C C15 0.20317(19) 0.32545(12) 0.7582(3) 0.0361(7) Uani d . . . 1 . .
H H15A 0.1873 0.3546 0.699 0.054 Uiso calc U . R 1 . .
H H15B 0.1844 0.291 0.7209 0.054 Uiso calc U . R 1 . .
H H15C 0.2647 0.325 0.7761 0.054 Uiso calc U . R 1 . .
C C16 0.27461(19) 0.54717(11) 0.6632(3) 0.0344(6) Uani d . . . 1 . .
H H16A 0.2537 0.5784 0.7075 0.052 Uiso calc U . R 1 . .
H H16B 0.3088 0.5245 0.723 0.052 Uiso calc U . R 1 . .
H H16C 0.2266 0.5263 0.6255 0.052 Uiso calc U . R 1 . .
C C17 0.33481(18) 0.61829(11) 0.5497(3) 0.0301(6) Uani d . . . 1 . .
C C18 0.39145(18) 0.63384(10) 0.4459(3) 0.0284(6) Uani d . . . 1 . .
C C19 0.47809(17) 0.58734(10) 0.2996(3) 0.0258(5) Uani d . . . 1 . .
C C20 0.51948(18) 0.62984(10) 0.2451(3) 0.0291(6) Uani d . . . 1 . .
H H20 0.5146 0.6654 0.2764 0.035 Uiso calc U . R 1 . .
C C21 0.56790(18) 0.61980(11) 0.1449(3) 0.0319(6) Uani d . . . 1 . .
H H21 0.5962 0.6487 0.108 0.038 Uiso calc U . R 1 . .
C C22 0.57544(19) 0.56812(11) 0.0979(3) 0.0320(6) Uani d . . . 1 . .
H H22 0.6072 0.5622 0.0275 0.038 Uiso calc U . R 1 . .
C C23 0.53685(18) 0.52499(10) 0.1532(3) 0.0294(6) Uani d . . . 1 . .
H H23 0.5429 0.4895 0.1219 0.035 Uiso calc U . R 1 . .
C C24 0.48916(17) 0.53434(10) 0.2550(3) 0.0258(5) Uani d . . . 1 . .
C C25 0.44774(18) 0.44323(10) 0.3060(3) 0.0287(6) Uani d . . . 1 . .
C C26 0.39345(18) 0.41762(10) 0.4019(2) 0.0269(6) Uani d . . . 1 . .
C C27 0.30995(18) 0.42646(11) 0.5749(3) 0.0303(6) Uani d . . . 1 . .
H H27A 0.3119 0.3871 0.57 0.045 Uiso calc U . R 1 . .
H H27B 0.2512 0.4386 0.5607 0.045 Uiso calc U . R 1 . .
H H27C 0.3334 0.4382 0.6584 0.045 Uiso calc U . R 1 . .
C C28 0.4194(2) 0.32368(10) 0.3386(3) 0.0318(6) Uani d . . . 1 . .
H H28 0.4786 0.3347 0.3254 0.038 Uiso calc U . R 1 . .
C C29 0.4203(2) 0.27519(12) 0.4233(3) 0.0424(8) Uani d . . . 1 . .
H H29A 0.4517 0.2836 0.5039 0.064 Uiso calc U . R 1 . .
H H29B 0.4476 0.2451 0.3833 0.064 Uiso calc U . R 1 . .
H H29C 0.3622 0.2653 0.4379 0.064 Uiso calc U . R 1 . .
C C30 0.3706(2) 0.31501(14) 0.2146(3) 0.0460(8) Uani d . . . 1 . .
H H30A 0.3112 0.3083 0.228 0.069 Uiso calc U . R 1 . .
H H30B 0.3936 0.2839 0.1724 0.069 Uiso calc U . R 1 . .
H H30C 0.3749 0.3471 0.162 0.069 Uiso calc U . R 1 . .
C C31 0.1395(2) 0.71295(11) 0.4508(3) 0.0351(6) Uani d . . . 1 . .
H H31A 0.1946 0.7061 0.4964 0.053 Uiso calc U . R 1 . .
H H31B 0.1269 0.7515 0.4533 0.053 Uiso calc U . R 1 . .
H H31C 0.1408 0.7013 0.3631 0.053 Uiso calc U . R 1 . .
C C32 0.0925(2) 0.62382(11) 0.5111(3) 0.0408(7) Uani d . . . 1 . .
H H32A 0.0481 0.6038 0.5498 0.061 Uiso calc U . R 1 . .
H H32B 0.1469 0.6175 0.5592 0.061 Uiso calc U . R 1 . .
H H32C 0.0956 0.6116 0.4242 0.061 Uiso calc U . R 1 . .
C C33 0.0701(3) 0.70250(13) 0.6427(3) 0.0478(9) Uani d . . . 1 . .
H H33A 0.0252 0.684 0.6834 0.072 Uiso calc U . R 1 . .
H H33B 0.059 0.7413 0.6409 0.072 Uiso calc U . R 1 . .
H H33C 0.1246 0.6956 0.69 0.072 Uiso calc U . R 1 . .
C C34 -0.0102(2) 0.69130(12) 0.4385(4) 0.0454(8) Uani d . . . 1 . .
H H34A -0.0069 0.679 0.3516 0.068 Uiso calc U . R 1 . .
H H34B -0.0238 0.7298 0.4384 0.068 Uiso calc U . R 1 . .
H H34C -0.0543 0.6711 0.4772 0.068 Uiso calc U . R 1 . .
C C35 0.2706(2) 0.69295(14) 0.8766(3) 0.0427(8) Uani d . . . 1 . .
H H35A 0.2712 0.7322 0.8674 0.064 Uiso calc U . R 1 . .
H H35B 0.2183 0.6819 0.9122 0.064 Uiso calc U . R 1 . .
H H35C 0.2736 0.6761 0.794 0.064 Uiso calc U . R 1 . .
C C36 0.4232(2) 0.69015(11) 0.9029(3) 0.0381(7) Uani d . . . 1 . .
H H36A 0.4223 0.6736 0.8193 0.057 Uiso calc U . R 1 . .
H H36B 0.4724 0.6769 0.9557 0.057 Uiso calc U . R 1 . .
H H36C 0.4269 0.7293 0.8948 0.057 Uiso calc U . R 1 . .
C C37 0.3429(2) 0.61584(11) 0.9793(3) 0.0380(7) Uani d . . . 1 . .
H H37A 0.3504 0.5982 0.8986 0.057 Uiso calc U . R 1 . .
H H37B 0.2887 0.6051 1.009 0.057 Uiso calc U . R 1 . .
H H37C 0.3889 0.6051 1.0413 0.057 Uiso calc U . R 1 . .
C C38 0.3407(2) 0.70357(12) 1.0864(3) 0.0377(7) Uani d . . . 1 . .
H H38A 0.3895 0.6928 1.1432 0.057 Uiso calc U . R 1 . .
H H38B 0.2885 0.6935 1.1235 0.057 Uiso calc U . R 1 . .
H H38C 0.3417 0.7426 1.0738 0.057 Uiso calc U . R 1 . .
N N1 0.15211(14) 0.58278(9) 1.1161(2) 0.0266(5) Uani d . . . 1 . .
N N2 0.04111(14) 0.58725(8) 0.9326(2) 0.0243(5) Uani d . . . 1 . .
N N3 0.06704(14) 0.49620(8) 0.8478(2) 0.0249(5) Uani d . . . 1 . .
N N4 0.17961(14) 0.46801(8) 1.0151(2) 0.0260(5) Uani d . . . 1 . .
N N5 0.32664(14) 0.56556(9) 0.5636(2) 0.0274(5) Uani d . . . 1 . .
N N6 0.42593(14) 0.58943(8) 0.3995(2) 0.0263(5) Uani d . . . 1 . .
N N7 0.44642(14) 0.49599(8) 0.3241(2) 0.0248(5) Uani d . . . 1 . .
N N8 0.35979(14) 0.44957(8) 0.4785(2) 0.0254(5) Uani d . . . 1 . .
N N9 0.07257(15) 0.68224(9) 0.5116(2) 0.0284(5) Uani d . . . 1 . .
N N10 0.34438(15) 0.67576(9) 0.9621(2) 0.0306(5) Uani d . . . 1 . .
O O1 0.13254(15) 0.67237(8) 1.1672(2) 0.0421(5) Uani d . . . 1 . .
O O2 0.01249(13) 0.67749(7) 0.9617(2) 0.0353(5) Uani d . . . 1 . .
O O3 0.06974(16) 0.41507(8) 0.7405(2) 0.0466(6) Uani d . . . 1 . .
O O4 0.19775(14) 0.38355(7) 0.9406(2) 0.0377(5) Uani d . . . 1 . .
O O5 0.30179(14) 0.65493(8) 0.6102(2) 0.0371(5) Uani d . . . 1 . .
O O6 0.40106(14) 0.68093(7) 0.4136(2) 0.0369(5) Uani d . . . 1 . .
O O7 0.48306(17) 0.41659(8) 0.2276(2) 0.0450(6) Uani d . . . 1 . .
O O8 0.37836(16) 0.36526(8) 0.4084(2) 0.0424(5) Uani d . . . 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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 N2 . 1.845(2) ?
Ni1 N3 . 1.849(2) ?
Ni1 N1 . 1.909(2) ?
Ni1 N4 . 1.927(2) ?
Ni2 N6 . 1.843(2) ?
Ni2 N7 . 1.848(2) ?
Ni2 N5 . 1.900(2) ?
Ni2 N8 . 1.924(2) ?
C1 N1 . 1.468(3) ?
C2 O1 . 1.250(3) ?
C2 N1 . 1.333(4) ?
C2 C3 . 1.531(4) ?
C3 O2 . 1.240(3) ?
C3 N2 . 1.334(3) ?
C4 C5 . 1.401(4) ?
C4 C9 . 1.404(4) ?
C4 N2 . 1.405(3) ?
C5 C6 . 1.392(4) ?
C6 C7 . 1.386(4) ?
C7 C8 . 1.402(4) ?
C8 C9 . 1.393(4) ?
C9 N3 . 1.404(3) ?
C10 O3 . 1.239(3) ?
C10 N3 . 1.328(3) ?
C10 C11 . 1.525(4) ?
C11 N4 . 1.293(3) ?
C11 O4 . 1.331(3) ?
C12 N4 . 1.467(3) ?
C13 O4 . 1.483(3) ?
C13 C15 . 1.505(4) ?
C13 C14 . 1.514(4) ?
C16 N5 . 1.470(4) ?
C17 O5 . 1.255(3) ?
C17 N5 . 1.326(3) ?
C17 C18 . 1.531(4) ?
C18 O6 . 1.233(3) ?
C18 N6 . 1.344(3) ?
C19 C20 . 1.395(4) ?
C19 N6 . 1.402(4) ?
C19 C24 . 1.416(4) ?
C20 C21 . 1.389(4) ?
C21 C22 . 1.387(4) ?
C22 C23 . 1.389(4) ?
C23 C24 . 1.392(4) ?
C24 N7 . 1.412(3) ?
C25 O7 . 1.237(3) ?
C25 N7 . 1.326(3) ?
C25 C26 . 1.528(4) ?
C26 N8 . 1.286(4) ?
C26 O8 . 1.326(3) ?
C27 N8 . 1.464(3) ?
C28 O8 . 1.458(3) ?
C28 C30 . 1.491(4) ?
C28 C29 . 1.505(4) ?
C31 N9 . 1.498(4) ?
C32 N9 . 1.486(3) ?
C33 N9 . 1.487(4) ?
C34 N9 . 1.489(4) ?
C35 N10 . 1.487(4) ?
C36 N10 . 1.491(4) ?
C37 N10 . 1.501(4) ?
C38 N10 . 1.499(4) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N2 Ni1 N3 . . 84.49(9) ?
N2 Ni1 N1 . . 84.51(10) ?
N3 Ni1 N1 . . 168.68(10) ?
N2 Ni1 N4 . . 168.08(10) ?
N3 Ni1 N4 . . 83.59(9) ?
N1 Ni1 N4 . . 107.41(10) ?
N6 Ni2 N7 . . 84.72(10) ?
N6 Ni2 N5 . . 84.58(10) ?
N7 Ni2 N5 . . 168.73(10) ?
N6 Ni2 N8 . . 168.12(10) ?
N7 Ni2 N8 . . 83.43(9) ?
N5 Ni2 N8 . . 107.30(10) ?
O1 C2 N1 . . 127.8(3) ?
O1 C2 C3 . . 118.7(2) ?
N1 C2 C3 . . 113.6(2) ?
O2 C3 N2 . . 128.0(3) ?
O2 C3 C2 . . 121.8(2) ?
N2 C3 C2 . . 110.2(2) ?
C5 C4 C9 . . 119.7(2) ?
C5 C4 N2 . . 127.5(2) ?
C9 C4 N2 . . 112.8(2) ?
C6 C5 C4 . . 119.2(2) ?
C7 C6 C5 . . 121.1(3) ?
C6 C7 C8 . . 120.1(3) ?
C9 C8 C7 . . 119.2(3) ?
C8 C9 N3 . . 127.1(2) ?
C8 C9 C4 . . 120.6(2) ?
N3 C9 C4 . . 112.4(2) ?
O3 C10 N3 . . 129.3(3) ?
O3 C10 C11 . . 122.5(2) ?
N3 C10 C11 . . 108.2(2) ?
N4 C11 O4 . . 119.9(3) ?
N4 C11 C10 . . 116.4(2) ?
O4 C11 C10 . . 123.7(2) ?
O4 C13 C15 . . 108.7(2) ?
O4 C13 C14 . . 103.5(2) ?
C15 C13 C14 . . 112.3(2) ?
O5 C17 N5 . . 127.6(3) ?
O5 C17 C18 . . 118.9(3) ?
N5 C17 C18 . . 113.5(2) ?
O6 C18 N6 . . 127.8(3) ?
O6 C18 C17 . . 122.3(2) ?
N6 C18 C17 . . 109.9(2) ?
C20 C19 N6 . . 128.0(2) ?
C20 C19 C24 . . 119.3(3) ?
N6 C19 C24 . . 112.7(2) ?
C21 C20 C19 . . 119.5(2) ?
C22 C21 C20 . . 120.9(3) ?
C21 C22 C23 . . 120.5(3) ?
C22 C23 C24 . . 119.2(3) ?
C23 C24 N7 . . 127.5(2) ?
C23 C24 C19 . . 120.5(2) ?
N7 C24 C19 . . 112.0(2) ?
O7 C25 N7 . . 129.9(3) ?
O7 C25 C26 . . 122.8(2) ?
N7 C25 C26 . . 107.4(2) ?
N8 C26 O8 . . 119.1(2) ?
N8 C26 C25 . . 117.0(2) ?
O8 C26 C25 . . 123.9(2) ?
O8 C28 C30 . . 109.4(3) ?
O8 C28 C29 . . 104.1(2) ?
C30 C28 C29 . . 113.2(3) ?
C2 N1 C1 . . 116.0(2) ?
C2 N1 Ni1 . . 113.64(19) ?
C1 N1 Ni1 . . 130.36(18) ?
C3 N2 C4 . . 126.6(2) ?
C3 N2 Ni1 . . 117.73(19) ?
C4 N2 Ni1 . . 115.08(16) ?
C10 N3 C9 . . 125.9(2) ?
C10 N3 Ni1 . . 118.90(18) ?
C9 N3 Ni1 . . 115.22(17) ?
C11 N4 C12 . . 119.6(2) ?
C11 N4 Ni1 . . 112.76(19) ?
C12 N4 Ni1 . . 127.61(17) ?
C17 N5 C16 . . 117.0(2) ?
C17 N5 Ni2 . . 114.15(19) ?
C16 N5 Ni2 . . 128.86(17) ?
C18 N6 C19 . . 126.4(2) ?
C18 N6 Ni2 . . 117.3(2) ?
C19 N6 Ni2 . . 115.34(16) ?
C25 N7 C24 . . 125.3(2) ?
C25 N7 Ni2 . . 119.48(18) ?
C24 N7 Ni2 . . 115.17(17) ?
C26 N8 C27 . . 118.7(2) ?
C26 N8 Ni2 . . 112.73(18) ?
C27 N8 Ni2 . . 128.58(17) ?
C32 N9 C33 . . 110.8(2) ?
C32 N9 C34 . . 109.0(2) ?
C33 N9 C34 . . 110.5(3) ?
C32 N9 C31 . . 109.7(2) ?
C33 N9 C31 . . 107.9(2) ?
C34 N9 C31 . . 108.9(2) ?
C35 N10 C36 . . 108.6(2) ?
C35 N10 C38 . . 108.8(2) ?
C36 N10 C38 . . 111.0(2) ?
C35 N10 C37 . . 109.9(2) ?
C36 N10 C37 . . 108.1(2) ?
C38 N10 C37 . . 110.4(2) ?
C11 O4 C13 . . 122.9(2) ?
C26 O8 C28 . . 125.4(2) ?

