# Electronic Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2013

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#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
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# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
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#  except for the purpose of generating routine backup copies
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#  from this site to visualise CIF-encoded structures and 
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data_mcamo100310_02
#TrackingRef '16370_web_deposit_cif_file_0_VincentRitleng_1356083542.mcamo100310_02.cif'


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C21 H25 N3 Ni O2), C4 H8 O'
_chemical_formula_sum            'C46 H58 N6 Ni2 O5'
_chemical_formula_weight         892.40

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'

_symmetry_cell_setting           Tetragonal
_symmetry_space_group_name_H-M   'I -4'
_symmetry_space_group_name_Hall  'I -4'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'y, -x, -z'
'-y, x, -z'
'-x, -y, z'
'x+1/2, y+1/2, z+1/2'
'y+1/2, -x+1/2, -z+1/2'
'-y+1/2, x+1/2, -z+1/2'
'-x+1/2, -y+1/2, z+1/2'

_cell_length_a                   18.4575(4)
_cell_length_b                   18.4575(4)
_cell_length_c                   13.1542(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     4481.36(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9925
_cell_measurement_theta_min      2.91
_cell_measurement_theta_max      27.49

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1888
_exptl_absorpt_coefficient_mu    0.891
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8419
_exptl_absorpt_correction_T_max  0.9162
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            29009
_diffrn_reflns_av_R_equivalents  0.0316
_diffrn_reflns_av_sigmaI/netI    0.0280
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.56
_diffrn_reflns_theta_max         27.52
_reflns_number_total             5149
_reflns_number_gt                4775
_reflns_threshold_expression     I>2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[\s^2^(Fo^2^)+(0.0356P)^2^+1.8706P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.020(10)
_refine_ls_number_reflns         5149
_refine_ls_number_parameters     272
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0307
_refine_ls_R_factor_gt           0.0259
_refine_ls_wR_factor_ref         0.0677
_refine_ls_wR_factor_gt          0.0645
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_restrained_S_all      1.048
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.79569(10) 0.34790(10) 0.24488(14) 0.0222(4) Uani 1 1 d . . .
C2 C 0.76349(12) 0.45747(11) 0.30861(15) 0.0302(4) Uani 1 1 d . . .
H2 H 0.7512 0.5074 0.3118 0.036 Uiso 1 1 calc R . .
C3 C 0.76741(12) 0.41127(11) 0.38710(16) 0.0304(4) Uani 1 1 d . . .
H3 H 0.7588 0.4221 0.4567 0.036 Uiso 1 1 calc R . .
C4 C 0.77586(11) 0.44869(11) 0.12067(15) 0.0246(4) Uani 1 1 d . . .
C5 C 0.72056(12) 0.42551(12) 0.05712(17) 0.0311(5) Uani 1 1 d . . .
C6 C 0.71751(13) 0.45532(13) -0.04053(18) 0.0365(5) Uani 1 1 d . . .
H6 H 0.6806 0.4395 -0.0858 0.044 Uiso 1 1 calc R . .
C7 C 0.76637(14) 0.50699(13) -0.07342(16) 0.0358(5) Uani 1 1 d . . .
C8 C 0.81967(13) 0.53084(11) -0.00539(16) 0.0322(5) Uani 1 1 d . . .
H8 H 0.8526 0.5675 -0.0262 0.039 Uiso 1 1 calc R . .
C9 C 0.82556(11) 0.50200(11) 0.09209(15) 0.0270(4) Uani 1 1 d . . .
C10 C 0.66650(14) 0.36922(14) 0.0896(2) 0.0418(6) Uani 1 1 d . . .
H10A H 0.6899 0.3216 0.0910 0.063 Uiso 1 1 calc R . .
H10B H 0.6260 0.3684 0.0414 0.063 Uiso 1 1 calc R . .
H10C H 0.6483 0.3810 0.1576 0.063 Uiso 1 1 calc R . .
C11 C 0.76425(18) 0.53544(15) -0.18145(17) 0.0511(7) Uani 1 1 d . . .
H11A H 0.7905 0.5021 -0.2262 0.077 Uiso 1 1 calc R . .
H11B H 0.7871 0.5834 -0.1840 0.077 Uiso 1 1 calc R . .
H11C H 0.7138 0.5392 -0.2040 0.077 Uiso 1 1 calc R . .
C12 C 0.88632(12) 0.52495(11) 0.16093(19) 0.0343(4) Uani 1 1 d . . .
H12A H 0.8662 0.5449 0.2240 0.052 Uiso 1 1 calc R . .
H12B H 0.9156 0.5620 0.1269 0.052 Uiso 1 1 calc R . .
H12C H 0.9167 0.4829 0.1768 0.052 Uiso 1 1 calc R . .
C13 C 0.78834(13) 0.27712(11) 0.40512(15) 0.0304(4) Uani 1 1 d . . .
H13A H 0.7670 0.2847 0.4733 0.037 Uiso 1 1 calc R . .
H13B H 0.8391 0.2608 0.4138 0.037 Uiso 1 1 calc R . .
C14 C 0.74558(11) 0.22059(11) 0.34771(17) 0.0279(4) Uani 1 1 d . . .
H14A H 0.6970 0.2400 0.3310 0.033 Uiso 1 1 calc R . .
H14B H 0.7390 0.1773 0.3911 0.033 Uiso 1 1 calc R . .
C15 C 0.78454(11) 0.19919(10) 0.25010(15) 0.0250(4) Uani 1 1 d . . .
H15 H 0.8246 0.1660 0.2716 0.030 Uiso 1 1 calc R . .
C16 C 0.73801(12) 0.15611(11) 0.18538(15) 0.0291(4) Uani 1 1 d . . .
C17 C 0.90597(11) 0.19523(12) 0.01009(17) 0.0299(4) Uani 1 1 d . . .
C18 C 0.93456(11) 0.25800(12) -0.03139(15) 0.0290(4) Uani 1 1 d . . .
H18 H 0.9648 0.2536 -0.0895 0.035 Uiso 1 1 calc R . .
C19 C 0.92167(11) 0.32719(12) 0.00713(15) 0.0275(4) Uani 1 1 d . . .
C20 C 0.92399(15) 0.12277(14) -0.0364(2) 0.0464(6) Uani 1 1 d . . .
H20A H 0.9513 0.0936 0.0127 0.070 Uiso 1 1 calc R . .
H20B H 0.9533 0.1301 -0.0976 0.070 Uiso 1 1 calc R . .
H20C H 0.8791 0.0975 -0.0544 0.070 Uiso 1 1 calc R . .
C21 C 0.95619(14) 0.39137(14) -0.0444(2) 0.0423(6) Uani 1 1 d . . .
H21A H 0.9225 0.4116 -0.0945 0.063 Uiso 1 1 calc R . .
H21B H 1.0007 0.3759 -0.0788 0.063 Uiso 1 1 calc R . .
H21C H 0.9679 0.4284 0.0065 0.063 Uiso 1 1 calc R . .
C22 C 0.9465(3) -0.0311(3) -0.2488(4) 0.1041(15) Uani 1 1 d . . .
H22A H 0.9003 -0.0045 -0.2409 0.125 Uiso 1 1 calc R . .
H22B H 0.9383 -0.0822 -0.2289 0.125 Uiso 1 1 calc R . .
C23 C 0.9703(4) -0.0277(3) -0.3542(4) 0.1180(19) Uani 1 1 d . . .
H23A H 0.9300 -0.0125 -0.3993 0.142 Uiso 1 1 calc R . .
H23B H 0.9886 -0.0753 -0.3773 0.142 Uiso 1 1 calc R . .
N1 N 0.78084(9) 0.41823(9) 0.22145(12) 0.0239(3) Uani 1 1 d . . .
N2 N 0.78641(9) 0.34495(9) 0.34698(13) 0.0254(3) Uani 1 1 d . . .
N3 N 0.69949(13) 0.12284(12) 0.13566(15) 0.0458(5) Uani 1 1 d . . .
O1 O 0.86470(8) 0.19287(8) 0.08805(12) 0.0321(3) Uani 1 1 d . . .
O2 O 0.88258(8) 0.34069(8) 0.08427(11) 0.0277(3) Uani 1 1 d . . .
O3 O 1.0000 0.0000 -0.1856(4) 0.1193(16) Uani 1 2 d S . .
Ni1 Ni 0.830270(12) 0.272535(12) 0.163384(17) 0.02154(6) Uani 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0229(9) 0.0240(9) 0.0196(9) -0.0010(7) 0.0028(7) -0.0029(8)
C2 0.0382(11) 0.0250(9) 0.0274(10) -0.0065(8) 0.0060(8) -0.0001(9)
C3 0.0404(12) 0.0291(11) 0.0217(9) -0.0056(8) 0.0064(9) -0.0028(9)
C4 0.0327(10) 0.0210(9) 0.0203(9) -0.0013(7) 0.0018(8) 0.0043(8)
C5 0.0345(11) 0.0276(10) 0.0311(11) -0.0047(8) -0.0004(9) 0.0044(9)
C6 0.0423(13) 0.0362(12) 0.0308(11) -0.0074(9) -0.0100(10) 0.0091(10)
C7 0.0529(14) 0.0313(11) 0.0233(10) 0.0001(9) 0.0000(10) 0.0176(10)
C8 0.0463(12) 0.0237(9) 0.0266(10) 0.0027(8) 0.0070(9) 0.0055(9)
C9 0.0335(11) 0.0214(9) 0.0262(9) -0.0010(8) 0.0024(8) 0.0030(8)
C10 0.0388(13) 0.0426(13) 0.0439(13) -0.0022(11) -0.0077(11) -0.0092(11)
C11 0.081(2) 0.0473(14) 0.0252(12) 0.0043(10) -0.0010(12) 0.0186(14)
C12 0.0401(11) 0.0324(10) 0.0305(10) 0.0029(10) -0.0008(11) -0.0067(9)
C13 0.0427(12) 0.0291(10) 0.0196(9) 0.0022(8) 0.0043(8) -0.0014(9)
C14 0.0347(10) 0.0253(9) 0.0236(10) 0.0025(8) 0.0037(9) -0.0027(8)
C15 0.0305(10) 0.0209(9) 0.0237(10) 0.0006(7) 0.0014(8) -0.0005(8)
C16 0.0385(11) 0.0258(10) 0.0231(10) 0.0018(8) 0.0056(8) -0.0042(8)
C17 0.0234(9) 0.0388(11) 0.0274(10) -0.0098(9) -0.0015(8) 0.0042(8)
C18 0.0259(10) 0.0414(12) 0.0198(9) -0.0045(8) 0.0018(8) 0.0040(9)
C19 0.0238(9) 0.0379(11) 0.0207(9) 0.0021(8) 0.0006(8) 0.0019(8)
C20 0.0416(14) 0.0442(14) 0.0533(16) -0.0200(12) 0.0115(12) 0.0009(11)
C21 0.0433(13) 0.0437(14) 0.0398(13) 0.0088(11) 0.0193(11) 0.0047(11)
C22 0.089(3) 0.119(4) 0.104(4) 0.013(3) -0.003(3) -0.032(3)
C23 0.167(6) 0.080(3) 0.106(4) -0.013(3) -0.029(4) -0.020(3)
N1 0.0304(9) 0.0218(8) 0.0197(8) -0.0023(6) 0.0020(6) -0.0006(6)
N2 0.0302(8) 0.0270(8) 0.0191(8) -0.0016(7) 0.0033(7) -0.0030(6)
N3 0.0566(13) 0.0486(12) 0.0321(10) -0.0029(9) 0.0047(9) -0.0178(11)
O1 0.0342(8) 0.0280(8) 0.0342(8) -0.0066(7) 0.0098(7) 0.0011(6)
O2 0.0293(7) 0.0290(7) 0.0249(7) 0.0003(6) 0.0076(6) 0.0012(6)
O3 0.151(5) 0.093(3) 0.113(4) 0.000 0.000 -0.011(3)
Ni1 0.02374(12) 0.02146(12) 0.01942(10) -0.00188(10) 0.00358(10) 0.00007(10)

_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
C1 N2 1.355(2) . ?
C1 N1 1.362(2) . ?
C1 Ni1 1.8686(19) . ?
C2 C3 1.341(3) . ?
C2 N1 1.393(3) . ?
C2 H2 0.9500 . ?
C3 N2 1.378(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.387(3) . ?
C4 C9 1.397(3) . ?
C4 N1 1.443(2) . ?
C5 C6 1.399(3) . ?
C5 C10 1.503(3) . ?
C6 C7 1.382(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.401(3) . ?
C7 C11 1.515(3) . ?
C8 C9 1.393(3) . ?
C8 H8 0.9500 . ?
C9 C12 1.502(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 N2 1.467(3) . ?
C13 C14 1.511(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.524(3) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.447(3) . ?
C15 Ni1 1.961(2) . ?
C15 H15 1.0000 . ?
C16 N3 1.145(3) . ?
C17 O1 1.278(3) . ?
C17 C18 1.385(3) . ?
C17 C20 1.508(3) . ?
C18 C19 1.394(3) . ?
C18 H18 0.9500 . ?
C19 O2 1.270(2) . ?
C19 C21 1.506(3) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 O3 1.413(5) . ?
C22 C23 1.456(7) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C23 1.500(10) 4_755 ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
O1 Ni1 1.8835(14) . ?
O2 Ni1 1.8968(14) . ?
O3 C22 1.413(5) 4_755 ?

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
N2 C1 N1 103.72(16) . . ?
N2 C1 Ni1 125.58(14) . . ?
N1 C1 Ni1 130.43(14) . . ?
C3 C2 N1 106.88(18) . . ?
C3 C2 H2 126.6 . . ?
N1 C2 H2 126.6 . . ?
C2 C3 N2 106.49(18) . . ?
C2 C3 H3 126.8 . . ?
N2 C3 H3 126.8 . . ?
C5 C4 C9 122.58(19) . . ?
C5 C4 N1 118.71(18) . . ?
C9 C4 N1 118.68(18) . . ?
C4 C5 C6 117.5(2) . . ?
C4 C5 C10 122.0(2) . . ?
C6 C5 C10 120.4(2) . . ?
C7 C6 C5 122.2(2) . . ?
C7 C6 H6 118.9 . . ?
C5 C6 H6 118.9 . . ?
C6 C7 C8 118.4(2) . . ?
C6 C7 C11 121.0(2) . . ?
C8 C7 C11 120.6(2) . . ?
C9 C8 C7 121.5(2) . . ?
C9 C8 H8 119.2 . . ?
C7 C8 H8 119.2 . . ?
C8 C9 C4 117.8(2) . . ?
C8 C9 C12 120.4(2) . . ?
C4 C9 C12 121.78(18) . . ?
C5 C10 H10A 109.5 . . ?
C5 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C5 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C7 C11 H11A 109.5 . . ?
C7 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C7 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N2 C13 C14 108.42(17) . . ?
N2 C13 H13A 110.0 . . ?
C14 C13 H13A 110.0 . . ?
N2 C13 H13B 110.0 . . ?
C14 C13 H13B 110.0 . . ?
H13A C13 H13B 108.4 . . ?
C13 C14 C15 110.71(16) . . ?
C13 C14 H14A 109.5 . . ?
C15 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C15 C14 H14B 109.5 . . ?
H14A C14 H14B 108.1 . . ?
C16 C15 C14 110.98(17) . . ?
C16 C15 Ni1 107.00(13) . . ?
C14 C15 Ni1 120.94(13) . . ?
C16 C15 H15 105.6 . . ?
C14 C15 H15 105.6 . . ?
Ni1 C15 H15 105.6 . . ?
N3 C16 C15 178.0(2) . . ?
O1 C17 C18 124.9(2) . . ?
O1 C17 C20 115.2(2) . . ?
C18 C17 C20 119.9(2) . . ?
C17 C18 C19 123.91(18) . . ?
C17 C18 H18 118.0 . . ?
C19 C18 H18 118.0 . . ?
O2 C19 C18 124.6(2) . . ?
O2 C19 C21 116.5(2) . . ?
C18 C19 C21 118.99(19) . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O3 C22 C23 109.4(4) . . ?
O3 C22 H22A 109.8 . . ?
C23 C22 H22A 109.8 . . ?
O3 C22 H22B 109.8 . . ?
C23 C22 H22B 109.8 . . ?
H22A C22 H22B 108.2 . . ?
C22 C23 C23 104.5(3) . 4_755 ?
C22 C23 H23A 110.9 . . ?
C23 C23 H23A 110.9 4_755 . ?
C22 C23 H23B 110.9 . . ?
C23 C23 H23B 110.9 4_755 . ?
H23A C23 H23B 108.9 . . ?
C1 N1 C2 110.83(17) . . ?
C1 N1 C4 126.30(16) . . ?
C2 N1 C4 122.60(16) . . ?
C1 N2 C3 112.08(17) . . ?
C1 N2 C13 123.22(16) . . ?
C3 N2 C13 124.36(17) . . ?
C17 O1 Ni1 126.62(14) . . ?
C19 O2 Ni1 126.69(14) . . ?
C22 O3 C22 107.9(5) 4_755 . ?
C1 Ni1 O1 176.57(8) . . ?
C1 Ni1 O2 89.71(7) . . ?
O1 Ni1 O2 93.29(6) . . ?
C1 Ni1 C15 91.91(8) . . ?
O1 Ni1 C15 84.97(7) . . ?
O2 Ni1 C15 174.87(8) . . ?

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
N1 C2 C3 N2 -0.4(2) . . . . ?
C9 C4 C5 C6 2.8(3) . . . . ?
N1 C4 C5 C6 -179.29(18) . . . . ?
C9 C4 C5 C10 -178.7(2) . . . . ?
N1 C4 C5 C10 -0.7(3) . . . . ?
C4 C5 C6 C7 -1.2(3) . . . . ?
C10 C5 C6 C7 -179.8(2) . . . . ?
C5 C6 C7 C8 -1.2(3) . . . . ?
C5 C6 C7 C11 176.7(2) . . . . ?
C6 C7 C8 C9 2.1(3) . . . . ?
C11 C7 C8 C9 -175.8(2) . . . . ?
C7 C8 C9 C4 -0.7(3) . . . . ?
C7 C8 C9 C12 175.8(2) . . . . ?
C5 C4 C9 C8 -1.9(3) . . . . ?
N1 C4 C9 C8 -179.81(17) . . . . ?
C5 C4 C9 C12 -178.3(2) . . . . ?
N1 C4 C9 C12 3.7(3) . . . . ?
N2 C13 C14 C15 69.0(2) . . . . ?
C13 C14 C15 C16 -168.88(17) . . . . ?
C13 C14 C15 Ni1 -42.4(2) . . . . ?
O1 C17 C18 C19 -0.1(3) . . . . ?
C20 C17 C18 C19 -179.2(2) . . . . ?
C17 C18 C19 O2 0.1(3) . . . . ?
C17 C18 C19 C21 179.7(2) . . . . ?
O3 C22 C23 C23 -17.4(8) . . . 4_755 ?
N2 C1 N1 C2 0.6(2) . . . . ?
Ni1 C1 N1 C2 -173.52(15) . . . . ?
N2 C1 N1 C4 -173.48(18) . . . . ?
Ni1 C1 N1 C4 12.4(3) . . . . ?
C3 C2 N1 C1 -0.1(2) . . . . ?
C3 C2 N1 C4 174.23(19) . . . . ?
C5 C4 N1 C1 65.4(3) . . . . ?
C9 C4 N1 C1 -116.5(2) . . . . ?
C5 C4 N1 C2 -108.0(2) . . . . ?
C9 C4 N1 C2 70.0(3) . . . . ?
N1 C1 N2 C3 -0.9(2) . . . . ?
Ni1 C1 N2 C3 173.60(15) . . . . ?
N1 C1 N2 C13 172.59(18) . . . . ?
Ni1 C1 N2 C13 -12.9(3) . . . . ?
C2 C3 N2 C1 0.8(2) . . . . ?
C2 C3 N2 C13 -172.53(19) . . . . ?
C14 C13 N2 C1 -43.6(3) . . . . ?
C14 C13 N2 C3 129.1(2) . . . . ?
C18 C17 O1 Ni1 1.9(3) . . . . ?
C20 C17 O1 Ni1 -178.97(16) . . . . ?
C18 C19 O2 Ni1 -2.0(3) . . . . ?
C21 C19 O2 Ni1 178.43(15) . . . . ?
C23 C22 O3 C22 6.9(3) . . . 4_755 ?
N2 C1 Ni1 O2 -141.66(17) . . . . ?
N1 C1 Ni1 O2 31.30(19) . . . . ?
N2 C1 Ni1 C15 33.47(18) . . . . ?
N1 C1 Ni1 C15 -153.57(19) . . . . ?
C17 O1 Ni1 O2 -2.72(18) . . . . ?
C17 O1 Ni1 C15 -177.88(19) . . . . ?
C19 O2 Ni1 C1 -178.93(17) . . . . ?
C19 O2 Ni1 O1 2.76(17) . . . . ?
C16 C15 Ni1 C1 123.97(15) . . . . ?
C14 C15 Ni1 C1 -4.33(17) . . . . ?
C16 C15 Ni1 O1 -57.46(14) . . . . ?
C14 C15 Ni1 O1 174.24(17) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        27.52
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.375
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.044


_database_code_depnum_ccdc_archive 'CCDC 917189'